0<< DBOBJSDEFFORMFLDNAMESINDEX0INDEX57WANTSKSWSFIELDS0!1!1X !1!1 D HQDNNQ"Z^$Z"&42}.e&o(*.`6e#,{,#*;Y]22(jV [F8pL& %$b |F"g{*|6Vy FF9y0*(rCtNnF}:<O~o.HLf\0Btx'xW { y |]a]a9%}# zZt#J ; :%%۷$ E =Vt ٻUt W,v$p%$ $|$n%&/&k&s&&&( zWt( ִXt*, k\t,x%,q%,Όr%,Όs%, ,,.4Lt.dMt.Nt.PE~%.PE%../.s#.s.2[2* 2* 4 {%4 |%4ut%4uu%44|4}4#6G(Ot6Qt6fm%8Yt:kx%:y%:O:WH<3s}%<^z%^` hb s0RU!1!1uu>C:\TudorData\SunsetMolecular\Wombat2004\wb2004_histH1GPCRs.dbRootIDSMDL.ID SMDL.IDx SMDL.SIDmol.ref mol.name mol.gnamemol.str *Structuremol.smimol.kwkw est.logkow est.logwsol exp.logkow exp.logwsol act.listidtypevalueminmaxinhib target.type target.name bio.speciesbio.tissuetypebio.tissuesource bio.cellbio.intracellstr bio.stimulus bio.effect swissp.idswissp.species enz.family enz.name enz.typeenz.ecenz.substrate enz.reactant enz.cofactorenz.radiosubstrate enz.actdet rec.family rec.name rec.type pro.family pro.name pro.typebind.endogenligandbind.radioligandbind.nonspecificother*fmla_mol.str*mol.weight_mol.str*ctab_mol.str*keys_mol.str*exact_mol.str antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine + D' [ffr@333333@rh|SMDL-00000472-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482a!-x8G}&D˖ ,??LFp " v  @0 LxQx $< = > ? @ABCDEFGHIJKLMNOPQRSTUVWXYZ[\]^_`abcd e f!g!h"i"j#k#nsotp u        l qmr      ( 0 8!"@#$$$%&'()*+,-./0123456 7 8 9 : ; dm     $CN(C)CC1CC2N(O1)c3ccccc3Cc4ccccc24oes TPF"X !JĂEC&S UuH`\ċ`$`aY^T^YY5^3NF|eFPc6ޭʃdd$2X& y=DtQ: b B %p K%jF'lI1|[8 b F""%$p$&L&&*(o(X*,,}.S0622~4\6F8::6<~<>^>>F@@0BxBD\DDDFF2HzHJ_JJHLL;NN'PoPBRyPLT'VoVXVXXAZZ\f\^O^^;``!bhbdHdd8ffhahjHjj;ll'nrnp_plKrrrstuvwxyz{|}0EtU!1!1dm +  IC508.72008.72008.7200 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150  !"#$%&'()*+  IC508.42008.42008.4200 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine ,./0123456789:;<=  -?D%(@t@Q@|?5SMDL-00000470 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 1 R-95292 (CN(C)CC1CC2N(O1)c3cc(Cl)ccc3Oc4ccccc24wuu TPN ,HJԠC)p/$ZBʩJ<!Q"d(ŚK sMo:X QLbVc R:VoBFȟR1-+ͱqÅü]۠;H1V-{` ! -x8G}'D . ,     ? abs  IC506.99006.99006.9900 receptorH1human cloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine>@ABCDEFGHIJKLMNO gIC507.98007.98007.9800 receptor5-HT2Ahuman:cloned L929 cell antagonistP28223humanxGPCRserotonergic receptor@[125I]R-91150[^_`abcdefghijklm IC508.13008.13008.1300 receptor5-HT2Chuman cloned CHO cell antagonistP28335humanGPCRserotonergic receptor3[3H]mesulergineenpqrstuvwxyz{|}~  \o D%"p@ @\(\]SMDL-00000471-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2483 mianserin CN1CCN2C(C1)c3ccccc3Cc4ccccc24eEo T(Q ZUJԩAP2İH'*5ʇR,%Ҝ6u6̧R"$'ht/}/t:&L!N 8;8!/m?,X8*MD /m,PRSTUVZXWY7IC508.47008.47008.4700 receptorH1humancloned CHO cell vnh"  | 6 z p f \ P F < 2 * $ t ~ , p j : ( 4bt Z R H > 0 $     \B:0& pvld^:@J$P*4~Ztb IC507.64007.64007.6400 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150        IC507.91007.91007.9100 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine  !"#$%&  (abs IC508.17008.17008.1700 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine')*+,-./012345678  dmCF + GI DHKIC507.04007.04007.0400 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 MPQRSTUVWXYZ[\]^_  IC507.43007.43007.4300 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor[3H]mesulergine`bcdefghijklmnopq  NasD)ĠiQFs@E)\(@~jtOSMDL-00000473-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482b%CN(C)CCC1CC2N(O1)c3ccccc3Cc4ccccc24suu TPe+:d+QJ ><`!>(>خhHyyēgǙ'rFs&ҕ99)yؾ @!-X8oG}&Ò nt,9;<=>B@?A??oabs1JL N@IC507.08007.08007.0800 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilaminertuvwxyz{|}~ dmrF+@8o IC508.41008.41008.4100 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150 IC507.73007.73007.7300 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCR    D+Ԡ0 GD't@Q@&\SMDL-00000474-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482c&CN(C)CCCC1CC2N(O1)c3ccccc3Cc4ccccc24ww TPeAƊ ZN!Smx B\kskN1VOSR|z/h}h=N9ь׳CS|!h̶̏L*) 2 RoS.k!-X8oG}&Ò ,??abs    $ x l b X N F @ X`j " ,  2  V ~ P  $RV < 4 *   h P6.$ d~tj`XR .4>D(`<hVhhNF<2$zzpf^X|rdVLB8,"P pserotonergic receptor [3H]mesulergine  IC506.17006.17006.1700 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine              dm #  + $ &  ! % ( IC507.37007.37007.3700 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 * - . / 0 1 2 3 4 5 6 7 8 9 : ; <   IC507.84007.84007.8400 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine = ? @ A B C D E F G H I J K L M N   + > P D+Ԡ0 GD't@" Q@&\, SMDL-00000475 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2e&CCN(CC)CC1CC2N(O1)c3ccccc3Cc4ccccc24ww TPF"X !JĂEC2bPTL%T}x B \crepU /Ny}g5z /Sْ{rgwgɌ{8BϬ{j(r2e-e !-x8G}&ؠD˖  ,         ?? abs ' )  IC507.87007.87007.8700 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamineO Q R S T U V W X Y Z [ \ ] ^ _ `   dmk n C50+eo q C l p s IC50 <6.0000 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150u x y z { | } ~   IC506.49006.49006.4900 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor[3H]mesulergine@   v D/3"u@m yGz@ETw SMDL-00000476-Bioorg. Med. Chem. Lett. 12(2)-2002 243-248a2f,CC(C)N(CC1CC2N(O1)c3ccccc3Cc4ccccc24)C(C)C{ TPFE`*'N*HQ.\*DWN -O0FO;޸n<'姡 șHMM!-x8G}&ؠD˖ 3,a c d e f j h g i ??0absr t ed.IC506.82006.82006.8200 receptorH1humanccloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine  .D)(*w@ RQ@K SMDL-00000477-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482g!8/8g&L˖ ,    ?? antagonistP28223humanGPCRvlbT n N z n d Z T H > 4 * "  f z p b V L B 8 , "    P P6.$ X b   " f vlfZPF<4.xvlbXLB8.& ppVND:, x(<zth^TJB<. ~dm   +    IC50 <6.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150                  IC506.16006.16006.1600 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine  ! " # $ % & ' ( ) * + , - . / 0    2 0CN(CC1CC2N(O1)c3ccccc3Cc4ccccc24)C(=O)C(F)(F)F} T$BBP)Q-81u.a<ε;c56Z4X¬W>..7Vn6n۶wjx=;T=s 6%6 D8 abs   IC50 <6.0000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine1 3 4 5 6 7 8 9 : ; < = > ? @   dmK N  + O Q  L P S IC507.88007.88007.8800 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 U X Y Z [ \ ] ^ _ ` a b c d e f g   IC508.15008.15008.1500 receptor5-HT2Chuman cloned CHO cell antagonistP28335humanGPCRserotonergic receptor[3H]mesulergineh j k l m n o p q r s t u v w x y   V i { D%ۊeq@M \(\@\(\W SMDL-00000478-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482h!CNCC1CC2N(O1)c3ccccc3Cc4ccccc24kUq TPejT B* :!I)dj:PA0b*22b^v/_F/rug%,r%V(}}汜4D%Dep:tp!j,x9G}&D˖ @j,A C D E F J H G I ??abscR T oniIC507.97007.97007.9700 receptorH1human5cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilaminez | } ~   dm MDL+. 43- IC507.80007.80007.8000 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanCGPCRserotonergic receptor[125I]R-91150  A 9 D# pp@ (\ @\(\ SMDL-000004799-Bioorg. Med. Chem. Lett. 12(2)-2002 243-248P2j NCC1CC2N(O1)c3ccccc3Cc4ccccc24gEo TPej BT:İH25ʇ( 1Ut x1u//vV9}ˆc}*>>"m":828!3,x9G}&D˖ e., ??abs 9, ??humancloned L929 cell h^T Nx v l b X L B 8 . & p     >  6   H <"Pvj`VLD>|  *0 @  TBH v T:2(f& :~tj`TH@:x&, vIC508.25008.25008.2500 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine      IC506.70006.70006.7000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine !"#  + .1 abs 24 /36IC507.24007.24007.2400 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 8;<=>?@ABCDEFGHIJ  IC507.86007.86007.8600 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine KMNOPQRSTUVWXYZ[\  9L^D)ĠiQFs@0@ r:SMDL-00000480 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2k'CN(C)CC1(C)CC2N(O1)c3ccccc3Cc4ccccc24 uuu$TQD*h$ J+Q ><`!"pU}<%8=FFF腼LK˝%E4&.pE4WD0 RF/TnȡlHMM!~-x]8g}&ȝd˖ ~,$&'()-+*,??easu@57anIC508.78008.78008.7800 receptorH1humanecloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine]_`abcdefghijklmn +oy|orabs}S z~IC50 <6.0000 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor [125I]R-91150 IC506.03006.03006.0300 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptor@[3H]mesulergine@ 0 D)ĠiQFs@{@ rSMDL-00000481-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482l'CN(C)CC1(C)CC2N(O1)c3ccccc3Cc4ccccc24uuu$TQD*h$ J+Q ><`!"pU}<%8=FFF腼LK˝%E4&.pE4WD0 RF/TnȡlHMM!~-x]8g}&ȝd˖ ~,oqrstxvuw??asuIC507.21007.21007.2100 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine  x n d ^ R H > 4 , & p z n d Z P D : 0 &   h h N F < 2 $   p z     6  ~  |pf\RJDxnbXND<6ldZPB4*  .,4>*T$&|rh^VPzpbVLB8," xdm   +   IC507.60007.60007.6000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150  !"#$%  IC507.79007.79007.7900 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine &()*+,-./01234567  '9D+Ġut@ Gz@Q8SMDL-00000482 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2m(C(C1CC2N(O1)c3ccccc3Cc4ccccc24)N5CCCC5yy TPF"X  !JjUCbQTL%T}Hk`W\\Ë_$_َԷ^33D|EPcc,{߬JibdK !s,x8G}&ؠD  abs  IC508.52008.52008.5200 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine8:;<=>?@ABCDEFGHI  dmTW + XZ UY\IC506.85006.85006.8500 receptor5-HT2Ahuman)cloned L929 cellC antagonistP28223humanbGPCRserotonergic receptor_[125I]R-91150^abcdefghijklmnop eIC50 <6.0000 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptor[3H]mesulergineqstuvwxyz{|}~  _rD+Ġ(Pu@VGzG@1Zd`SMDL-00000483-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482n)C(C1CC2N(O1)c3ccccc3Cc4ccccc24)N5CCOCC5-{ TPF"X Z*X:dJE:@!5/WW }V2--wv7|*:_9̸=/<؟$f: 2 R6Z6!$ s,x8G}&ؠD $,JLMNOSQPR??abs[]IC507.58007.58007.5800 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine dm@[3+ IC506.55006.55006.5500 receptor5-HT2A  D- u@Q@VSMDL-00000484-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482q*CN1CCN(CC2CC3N(O2)c4ccccc4Cc5ccccc35)CC1} TPF"XU X&VzPDXHR1Pьxu0ZA0k v *)/*/Y}*[o[n/mtV-/V?a1'"r"1zvhyv@%e@t@Jlʥl!R,x8G}&D <R,??abs@  * nv \ 2 V &  :h ~ t j b \  znbZTxn`RH>4( LD L V 6  b 0  > ~vp$8 L|rf\RH@:X`j&,P,P> serotonergic receptor [125I]R-91150 IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine        IC50 <6.0000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine !"#  dm.1 + 24 /36IC50 <6.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 8;<=>?@ABCDEFGH  IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine IKLMNOPQRSTUVWX  9JZD-=u@0Gz@qh|:SMDL-00000485 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2d'CN(C)CCCCC1CC2N(O1)c3ccccc3Cc4ccccc24 {y TPeTARAcŊ02d)BE@^a.ʣң2\ %OWU:`;ei%(KOvKJV0'b4&>ޤ&$!ߊ-X8oG}&Ò ߊ,$&'()-+*,??abs570IC50 <6.0000@ receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamineY[\]^_`abcdefgh  dmsv@I+wy tx{IC50 <6.0000 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150C} IC50 <6.0000 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptor[3H]mesulergine0 e ~D38V-2x@uGz@5^I B SMDL-00000486@-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482i4O=C1N(CC2CC3N(O2)c4ccccc4Cc5ccccc35)C(=O)c6ccccc16捁 TPM ERBDK%S rA )CNhamdHe4Yxqx p@bȪcS#[``Fڲv#ږ#ΤZO3GT zhze_m03!>d&$!=<G&ѽ٢E 0,iklmnrpoq??abs8z|IC50 <6.00001 receptorH1human@cloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine y??3 antagonist67vp | p f \ V J > 6 0 h | t j ` R F < 2 (     @ R 8 0 &   H d  *   V  xnh\PHBzzpfZNF@~vndZL>4* 8*2<"L$"|pf\RF:2,rj dm   +  IC50 <6.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150  !"#$  IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine %'()*+,-./01234  &6D'(lw"Fs@ RQ @X9vSMDL-00000487 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2o(CN(C)C(=O)C1CC2N(O1)c3ccccc3Cc4ccccc24uuu`TPD"ua*F!R+Q T ><`!~5Xt.vus w5tvy5'6Fa,/,׼h&9& !U /8G&٢Eϖ U , abs  IC50 <6.0000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine5789:;<=>?@ABCD  dmOR + SU PTWIC50 <6.0000 receptor5-HT2Ahuman.cloned L929 cell4 antagonistP28223human3GPCRserotonergic receptor[125I]R-91150TY\]^_`abcdefghi IC50 <6.0000 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptor[3H]mesulergine@jlmnopqrstuvwxy  Zk{D+?t@Q\(\ @%C[SMDL-00000488-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482p)C(C1CC2N(O1)c3ccccc3Cc4ccccc24)N5CCNCC5{ TPF"X Z*X:dJE:@1 t.vX Ҡ4y&ְ.RaXWV7,/,(9hq%%@!s,x9G}& e4n,EGHIJNLKM??cabsoVXuleIC50 <6.0000 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilaminez|}~ dm+ IC50 <6.0000 receptor5-HT2Ahumancloned L929 cellP28223 D7]hӸy@Gz@$SMDL-00000489-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482r3C(C1CC2N(O1)c3ccccc3Cc4ccccc24)N5CCN(CC5)c6ccccc6TPB95PTGHL1EPA )!DRQF^ԑqVa B 0ܩih j 1Q+-6ƭ6F+Jm^Ut2_A0!m15umeToU2)d#&3GGw z!(s,x8G&ؠD \(,??abs  ~ ~ F B| @  Jx ~ t j d X L D > v zpf\PD<6tldZPB4*  |.& . 8  D   |v(~tj`TH@:x^fp&,b(\,0 human GPCRserotonergic receptor [125I]R-91150 IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine        IC50 <6.0000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine !"#$%  dm03 + 46 158IC50 <6.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 :=>?@ABCDEFGHIJ  IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine KMNOPQRSTUVWXYZ  ;L\D7Y/{@2p= ף@Cl{ <SMDL-00000490 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2s5Clc1cccc(c1)N2CCN(CC3CC4N(O3)c5ccccc5Cc6ccccc46)CC2TPBE5PhDRO,xTS5ՔCTTB -F^QGQKR؇ޅSۄP0P y5yHolLۊhnKo8zQF؊zWL:]WFl]z[L.G%LdYLl[)Q;6; T!>K s,x8G'ؠD >Ka,&()*+/-,.??rabs79115IC50 <6.0000 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine[]^_`abcdefghij dmux+y{ vz}IC50 <6.0000 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150 IC50 <6.0000 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptor[3H]mesulergine @ D3Ġq8w@w@}?5^ISMDL-00000491-Bioorg. Med. Chem. Lett. 12(2)-2002 243-2482t.C(C1CC2N(O1)c3ccccc3Cc4ccccc24)N5Cc6ccccc6C5ƅTPP5PTQE5PB9$a]daQJRNF@ B&nj6DKfaoց]RokaA^y}]:s^yx]"0Nܟ'~ў &vj!s,x8G}&ؠD ,kmnoptrqs??abs|~?IC50 <6.0000 receptorH1humancloned CHO cell antagonistP35367humanGPCR 1 x r ~ | r f Z R L z p f X J @ 6 ,   D Z b l .  ^ ( & T .xl`XRvl^PF<2& Jt|48l.@n"4xndXLD>|, histaminergic receptor[3H]pyrilamine+   abs  IC50 <6.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150  !"#$%&'  IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine (*+,-./01234567  )9D' [ffr@333333@rh|SMDL-00000492 -Bioorg. Med. Chem. Lett. 12(2)-2002 243-248 2u$CN(C)CC1CC2N(O1)c3ccccc3Cc4ccccc24qes$TPF"X %BĂÆ&S }XEaSEݩ]xGלOwaxwԟS{.w;! !-x8G}&D˖  ,    ?? asu  IC50 <6.0000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine8:;<=>?@ABCDEFG  dmRU + VX SWZIC507.64007.64007.6400 receptor5-HT2Ahuman0cloned L929 cellC antagonistP28223human@GPCRserotonergic receptorX[125I]R-91150\_`abcdefghijklmn  IC507.91007.91007.9100 receptor5-HT2Chumancloned CHO cell antagonistP28335human@GPCRserotonergic receptor[3H]mesulergine@oqrstuvwxyz{|}~ @ ]pD' [ffr@T333333@rh|^SMDL-00000493C-Bioorg. Med. Chem. Lett. 12(2)-2002 249-253@2C$CN(C)CC1CC2N(O1)c3ccccc3Cc4ccccc24oes TPF"X !JĂÆ(S UuH`PџWIkZ#TIO=,Y=$Td$TٌzH_KzLz1]cdD`_!-x8G}&D˖ ,HJKLMQONP??absY[IC508.17008.17008.1700 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine dmoni+tept IC507.32007.32007.3200 receptor   D)ĠiQFs@ffffff@S㥛SMDL-00000494-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533a'CN(C)CC1CC2N(O1)c3ccccc3Cc4cccc(C)c24suu TP E0U, J$i-Z2Rg6<!?>7״WzH(v&zHȈGt%Xt%cĈX!)-x8G&D˖ ),??abs 0 &    < nv n 2 h 8 & :h ~ x , zt.rh^TH>4*"l` h r h $ b 2 , Z 2DB(  VvnhBJT,Z2<N*ZHV 5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 IC507.52007.52007.5200 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine     IC507.93007.93007.9300 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine !"#$%&'()*+,-./  dm:= + >@ ;?BIC507.98007.98007.9800 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 DGHIJKLMNOPQRSTUV  IC508.20008.20008.2000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine WYZ[\]^_`abcdefgh  EXjD)ĠiQFs@<ffffff@S㥛FSMDL-00000495-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533b'CN(C)CC1CC2N(O1)c3ccccc3Cc4cc(C)ccc24@suu T(QU0!C'Z,|T( 0"Z2Rh-<!BGBw̗+Ʊv}x˸׺we8Ghh$w=2!-x8G}&D˖ co,023459768??absACIC507.80007.80007.8000 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamineiklmnopqrstuvwxyz dm+ IC508.16008.16008.1600 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150 IC508.33008.33008.3300 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptor@[3H]mesulergine @ D'E )?s@@V-SMDL-00000496-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533c'CN(C)CC1CC2N(O1)c3ccc(F)cc3Cc4ccccc24uuu TPEeԠB' XP/$Z2J<!  ݶ ]m>{^wa>_^"6BfVc,cv!R %ncUǢS`#!-x8G}'D˖ &,{}~??absIC50       nb H @ 6 ,    v | r j d   @ F P * V 0 : v R z h " ~ z`XND6* " rXPF<."zt$.PV`:f@J`x2ph^TF:0&  2(<pVND:, v8.89008.89008.8900 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilaminedm +  !IC508.46008.46008.4600 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 #&'()*+,-./012345  IC508.98008.98008.9800 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine 689:;<=>?@ABCDEFG  $7ID't3t@@x&%SMDL-00000497 -Bioorg. Med. Chem. Lett. 12(2)-2002 249-253 3d(CN(C)CC1CC2N(O1)c3cc(Cl)ccc3Cc4ccccc24uuu TPU C'pP/$Z2J<! @\k.zN2vអNꡞ"#AZ^Uҕ Bf*"mZŎC# !s -x8G}'D˖ .s ,?? abs  " IC508.63008.63008.6300 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamineHJKLMNOPQRSTUVWXY  dmdg +hj eilIC508.51008.51008.5100 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptore[125I]R-91150(nqrstuvwxyz{|}~ IC508.52008.52008.5200 receptor5-HT2Chumancloned CHO cell antagonistP28335human GPCRserotonergic receptor[3H]mesulergine@  oD)ĠiQFs@fffffff@S㥛pSMDL-00000498e-Bioorg. Med. Chem. Lett. 12(2)-2002 249-253l3e'CN(C)CC1CC2N(O1)c3cc(C)ccc3Cc4ccccc24esuu TPU C'Z,|T( /"Z2F<!0?>'˷F̗zا(ֱzxwاt5؊cdtU}7!-x8G}&D˖ ,Z\]^_ca`b??abskmIC508.23008.23008.2300 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine dm.+u0  D't3t@@x&SMDL-00000499-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533g(CN(C)CC1CC2N(O1)c3c(Cl)cccc3Cc4ccccc24uuu TPEeԠ,V2h- Z2*B<!n.|Nxa2NZ!"CZҕf9X#Z^c-"#BҕȎC`#!/$-x8G'L˖ ./,??abs Zbl X  R "  &T ~ t n b X N D < 6 vlbVLB80*z z`XND6(  " & 0  H   ~rh^TLFzpdZPF>8nf\RD6," 0.6@,V&(zrh^PD:0* rIC507.49007.49007.4900 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150      IC507.99007.99007.9900 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine  !"#$  &IC507.81007.81007.8100 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine%'()*+,-./0123456  dmAD + EG BFIIC507.17007.17007.1700 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 KNOPQRSTUVWXYZ[\]  IC508.12008.12008.1200 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine^`abcdefghijklmno  L_qD)R8_v@C ףp= @(\MSMDL-00000500-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533i.CN(C)CC1CC2N(O1)c3ccccc3Cc4cccc(c24)C(F)(F)F{ P(B DJU)J(BC&ňA1JLь5!cxџ#WZI#sKY=_KTI+O=,79:;<@>=???absHJIC507.32007.32007.3200 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamineprstuvwxyz{|}~ dm+}8 IC506.52006.52006.5200 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150 IC507.71007.71007.7100 receptor5-HT2Chumancloned CHO cell antagonistP28335human      D)Ġ(_FFt@Q@p= ףSMDL-00000501-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533j&COc1ccc2Cc3ccccc3N4OC(CN(C)C)CC4c2c1yw PU0 C'Z,|TE".dDdNR[x @C#2Ͻq-%ɬN*ŧJ*2n=N*]lF-2q0z%=6/]vj" /!g -x8G}&D˖ g,??abs   $ t j ` V N H  bjt$ * 4  :   ^ & X (  .\^ D < 2 (    p  @& TzndZPHB$.4hDXFpX>6,"j|rh^VP |rdVLB8," zGPCRserotonergic receptor [3H]mesulergine IC507.84007.84007.8400 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine              dm #  + $ &  ! % ( IC507.27007.27007.2700 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 * - . / 0 1 2 3 4 5 6 7 8 9 : ; <   IC507.97007.97007.9700 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine = ? @ A B C D E F G H I J K L M N   + > P D'E )?s@" @V-, SMDL-00000502 -Bioorg. Med. Chem. Lett. 12(2)-2002 249-253 3k'CN(C)CC1CC2N(O1)c3ccccc3Cc4ccc(F)cc24 uuu PU0 C'pP/$Z2R)i-<! ܹ\2~NZp.aNz!"#[cU!C`fT#LoEZYUʎ%B /" !k-x8G}'D˖ &k ,         ?? abs ' )  IC508.42008.42008.4200 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamineO Q R S T U V W X Y Z [ \ ] ^ _ `   dmk n +.o q 0 l p s IC507.50007.50007.5000 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor[125I]R-91150u x y z { | } ~   0IC507.93007.93007.9300 receptor5-HT2ChumanHcloned CHO cell antagonistP28335humantGPCRserotonergic receptori[3H]mesulergine   v D'E )?s@m @V-w SMDL-00000503.-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533l'CN(C)CC1CC2N(O1)c3ccccc3Cc4c(F)cccc24@uuu T(QCePT!,V2衤- Z: )hQ*<!""|rZV_nRF#ƘxrZ#Ȋ&~C~X#k`+Ȳ#j`-"#!-x8G'D˖ &),a c d e f j h g i ??0absr t ed.IC508.64008.64008.6400 receptorH1humanFcloned CHO cell antagonistP35367humangGPCRhistaminergic receptor[3H]pyrilamine  .D)R8_v@" ףp= @(\"SMDL-00000504-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533n!0/}8g&D˖ , "" "??histaminergic receptorclonedGPCRvlR l L x l b X R F < 2 (  d | n b X N D 8 . $   \ \B:0& d n   z * r zpf`TJ@6.(r|pf\RF<2( jjPH>4&r|"8 ~tnbXND<6" ~dm"" + " " " " "IC506.00006.00006.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 """""""""""""""" "  IC506.36006.36006.3600 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine !"#"$"%"&"'"(")"*"+","-"."/"0"1"2"  """4".CN(C)CC1CC2N(O1)c3ccccc3Cc4c(cccc24)C(F)(F)F{ AQPAQ*L0тC$ƈA1SZDь!cPѨW+YFlZQ\K݃$Tm$TOFQ#’4\6ٕ_ԫi|HKc:bDh >0 abs  " " IC507.43007.43007.4300 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine3"5"6"7"8"9":";"<"=">"?"@"A"B"C"D"  dmO"R" + S"U" P"T"W"IC507.62007.62007.6200 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 Y"\"]"^"_"`"a"b"c"d"e"f"g"h"i"j"k" *IC508.30008.30008.3000 receptor5-HT2Chumancloned CHO cell antagonistP28335human@GPCRserotonergic receptor[3H]mesulerginel"n"o"p"q"r"s"t"u"v"w"x"y"z"{"|"}"  Z"m""D'E )?s@Q"@V-["SMDL-00000505-Bioorg. Med. Chem. Lett. 12(2)-2002 249-253@3q'CN(C)CC1CC2N(O1)c3cccc(F)c3Cc4ccccc24uuu TD*eP!,V 2衤- Z: *%B<!"nRx|rZVF#XrX#ȊbC~~^##j`-"Ȳk`+#!-x8G'D˖ &0,E"G"H"I"J"N"L"K"M"??absnV"X"llIC508.76008.76008.7600 receptorH1human@cloned CHO cell antagonistP35367human"GPCRhistaminergic receptor[3H]pyrilamine~""""""""""""""""" dm""|+#""k` """IC507.04007.04007.0400 receptor5-HT2Ahuman0cloned L929 cell antagonistP28223human@GPCRserotonergic receptor[125I]R-911502""""""""""""""""" ] @ "$$D)ĠiQFs@"ffffff@S㥛"SMDL-00000506@-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533r'CN(C)CC1CC2N(O1)c3cccc(C)c3Cc4ccccc24suu TPE"ePT!,J0Ҋ-Z: *><!GG7&شGH1VxH|% ȈXȈ|%lX!-x8G&D˖ 0,"""""""""??abs0"""??human@""f` x n d Z R L  HPZ( . 8  >  " H r B  Bb H @ 6 ,    t X>6,"l|rh`Z  6<F L&0l H p^t pVND:,  8 L|rf\RH@:&,( pIC508.41008.41008.4100 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine "$$$$$$$ $ $ $ $ $$$$$IC508.22008.22008.2200 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine$$$$$$$$$$$$$ $!$"$#$  dm.$1$ + 2$4$ /$3$6$IC508.94008.94008.9400 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 8$;$<$=$>$?$@$A$B$C$D$E$F$G$H$I$J$  IC508.94008.94008.9400 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine K$M$N$O$P$Q$R$S$T$U$V$W$X$Y$Z$[$\$  9$L$^$D'E )?s@0$@V-:$SMDL-00000507 -Bioorg. Med. Chem. Lett. 12(2)-2002 249-253 3s'CN(C)CC1CC2N(O1)c3cc(F)ccc3Cc4ccccc24 uuu TPU C'pP/$Z2J<! l.zN2_vaNZ"AZUc BfT+bmZ^֣ҕƎC #!s-x8G}'D˖ &s ,$$&$'$($)$-$+$*$,$??tabs-5$7$ IC508.59008.59008.5900 receptorH1humanocloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine]$_$`$a$b$c$d$e$f$g$h$i$j$k$l$m$n$ dmy$|$]me+}$$$ z$~$$IC507.97007.97007.9700 receptor5-HT2Ahumancloned L929 cell antagonistP28223humanGPCRserotonergic receptor [125I]R-91150e$$$$$$$$$$$$$$$$$ IC508.21008.21008.2100 receptor5-HT2Chumancloned CHO cell antagonistP28335humanGPCRserotonergic receptorC[3H]mesulergine7$$$$$$$$$$$$$$$$$  $$$D'@j+t@{$@ r$SMDL-00000508-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533t*CN(C)CC1CC2N(O1)c3cc(F)ccc3Cc4ccc(F)cc24{w T(Q,% BXH0bȐqP%SLlx @D$A?>״7&zXzH(vFHtň(UX}ۗ'ct!-x8G}'D˖ ,o$q$r$s$t$x$v$u$w$??abs$$$IC507.77007.77007.7700 receptorH1humancloned CHO cell antagonistP35367humanGPCR[3H]pyrilamine$$$$$$$$$$$$$$$ $  z t h ^ T J B < l | r h ^ R H > 4 , & v v \ T J @ 2 $    ~  $ , 6  F   zndZPHBvl`VLB:4jbXN@2(,*2<(R"$|rh^VPzpbVLB8," tdm & & + && &&&IC507.65007.65007.6500 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 &&&&&&&&&& &!&"&#&$&%&&&  IC507.95007.95007.9500 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine '&)&*&+&,&-&.&/&0&1&2&3&4&5&6&7&8&  &(&:&D3Ԡc@'w@ &= ףp=@Zd&SMDL-00000509 -Bioorg. Med. Chem. Lett. 12(2)-2002 249-253 3u.CN(C)CC1CC2N(O1)c3cc(ccc3Cc4ccccc24)c5ccccc5ƁTPB 8QBhԁ1PЃEUHFRJRL!h._vNZ2r=ZؿN"BQ&mҕfZ^֣穜YҕŽC`` !-x8G&D  ,"&&&& &&&&abs && IC508.10008.10008.1000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine9&;&<&=&>&?&@&A&B&C&D&E&F&G&H&I&J&  dmU&X& + Y&[& V&Z&]&IC50 <6.0000L receptor5-HT2Ahuman.cloned L929 cell5 antagonistP28223humancGPCRserotonergic receptorT[125I]R-91150_&b&c&d&e&f&g&h&i&j&k&l&m&n&o& IC50 <6.0000 receptor5-HT2Chuman&cloned CHO cell antagonistP28335humanGPCRserotonergic receptor[3H]mesulerginep&r&s&t&u&v&w&x&y&z&{&|&}&~&&  `&q&&D'E )?s@W&@V-a&SMDL-00000510-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533h'CN(C)CC1CC2N(O1)c3ccccc3Cc4cccc(F)c24@uuu PU0ՠ,V*h- Z2R)h1:<!^9 /gZ,ަ#$d.'Vn_P%`e{$U.S$e!/-x8G'D˖ &/&,K&M&N&O&P&T&R&Q&S&??abs\&^&}&IC50 <6.0000 receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine&&&&&&&&&&&&&&& @dm&&+&&& &&&IC50 <6.0000 receptor5-HT2A&&&&&&" (((((((  (D)R8_v@& ףp= @(\&SMDL-00000511-Bioorg. Med. Chem. Lett. 12(2)-2002 249-2533m.CN(C)CC1CC2N(O1)c3ccccc3Cc4ccc(cc24)C(F)(F)F{ PT D )Ja„ ѠQ1RLՌ!d^Cd׳܁v%lutL+q@ [tlᜌjtj l{YSĺDXTfj2Q@R!8/}8g&D˖ >8,&&&&&&&&&??abs&&&(     2 z d > ^ .  Ft * 4vl`TLFp x "(2 8n 4  h 8 & < j \B:0& n8 L|rf\RH@:&,lHP>t  L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine ( ( ( ((((((((((((  & ((IC50 <6.0000 receptorH1human cloned CHO cell antagonistP35367human GPCRhistaminergic receptor[3H]pyrilamine(((((( (!("(#($(%(&('(((  dm3(6( + 7(9( 4(8(;(IC50 <6.0000 receptor5-HT2Ahuman cloned L929 cell antagonistP28223human GPCRserotonergic receptor [125I]R-91150 =(@(A(B(C(D(E(F(G(H(I(J(K(L(M(  IC50 <6.0000 receptor5-HT2Chuman cloned CHO cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine N(P(Q(R(S(T(U(V(W(X(Y(Z([(\(](  >(O(_(D't3t@5(@x&?(SMDL-00000512 -Bioorg. Med. Chem. Lett. 12(2)-2002 249-253 3p(CN(C)CC1CC2N(O1)c3ccccc3Cc4c(Cl)cccc24uuu T(QCePT!,V2衤- Z: )hQ*<!2\9/! c,3P.KF{(dC :`%'b{U.w&$ ! -x8G'D˖ r.T,)(+(,(-(.(2(0(/(1(??abs3:(<(@GPIC50 <6.0000o receptorH1humancloned CHO cell antagonistP35367humanGPCRhistaminergic receptor[3H]pyrilamine^(`(a(b(c(d(e(f(g(h(i(j(k(l(m( y(Ki8.69908.69908.6990 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine@|((((((((((((((GKi8.39798.39798.3979 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor[3H]prazosin(((((((((((((((G Ki7.00007.00007.0000 receptor5-HT2Arat@ membranehippocampus; brain antagonistP14842rat@GPCRserotonergic receptor[3H]-8-OH-DPAT((((((((((((((((( 2 r }(((**#*5*G*Drrd+ĠS" v@z(@~(SMDL-00002162p/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-11526L*Cn1c(=O)sc2cc(CCN3CCC(CC3)c4ccccc4)ccc12}y TQ` Bh+W*L YtiV@B8 tk}HznL9itL,[̐͐+[,z#+zIzn`/.ΐ/!Ҹ=,1.߳T Ҹ0,n(p(q(r(s(w(u(t(v(??ncx({((7.52297.5229~t | r f \ R H B < t l ^ L @ 8 . "    4 F &     Z ^dnR "~ L   *Xzt ~x vlbXL@82p\dn$Z T$(VH.&Z~rjd R80& Ki4.69904.69904.6990 receptor5-HT3 rat membranecortex; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]ketanserin(******* * * * * *****Ki6.00006.00006.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]raclopride************* *!*G  Ki7.69907.69907.6990 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor[3H]pyrilamine"*$*%*&*'*(*)***+*,*-*.*/*0*1*2*3*  Ki6.00006.00006.0000 receptorm1rat membranebrain antagonistP08482rat GPCR; ion channel #muscarinic acetylcholine receptor [3H]telenzepine 4*6*7*8*9*:*;*<*=*>*?*@*A*B*C*D*E*  Ki7.69907.69907.6990 receptorsigma1rat membranebrain antagonistQ9R0C9rat [3H]-(+)-pentazocineG-protein sensibleF*H*I*J*K*L*M*N*O*P*Q*R*S*T*U*V* b*Ki8.52298.52298.5229 receptorsigma2ratr membranebrainz antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocinee*h*i*j*k*l*m*n*o*p*q*r*s*t*GKi8.00008.00008.0000 receptor5-HT1Arat( membranecortex; braine antagonistGPCRserotonergic receptor*[3H]prazosinu*w*x*y*z*{*|*}*~*******G Ki6.39796.39796.3979 receptor5-HT2Arat membranehippocampus; brain antagonistP14842ratGPCRserotonergic receptor[3H]-8-OH-DPAT***************** Ki5.00005.00005.0000 receptor5-HT3rat membranecortex; brain antagonistP35563ratligand-gated ion channelserotonergic receptor[3H]ketanserin***************** nKi7.5229****((,,,,,,,, ,G f*v**** ,Dssd/,w@c*@#~jg*SMDL-00002163/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-11527,Cn1c(=O)sc2cc(CCCCN3CCC(CC3)c4ccccc4)ccc12} TQf Bh+W*Lq0ፆdAA0BZ D4@=J' }~E4iJ'"Ѧv IO>5&z]p{Rd{*$ !=,1.߳T ,W*Y*Z*[*\*`*^*]*_*??nca*d**  F ,   X v n d X N D : 4 . f^P>2*  & 8  LrxT 6 N  >l|rhb\nf\ND80* TD*"Vzpjd ~tfTH@6*    receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]racloprideKi5.22185.22185.2218 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor[3H]pyrilamine , , ,,,,,,,,,,,,,,,  ',Ki8.30108.30108.3010 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine *,-,.,/,0,1,2,3,4,5,6,7,8,9,G Ki8.39798.39798.3979 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor [3H]prazosin:,<,=,>,?,@,A,B,C,D,E,F,G,H,I,G  Ki6.39796.39796.3979 receptor5-HT2Arat membranehippocampus; brain antagonistP14842rat GPCRserotonergic receptor [3H]-8-OH-DPATJ,L,M,N,O,P,Q,R,S,T,U,V,W,X,Y,Z,[,  Ki5.69905.69905.6990 receptor5-HT3 rat membranecortex; brain antagonistP35563ratligand-gated ion channelserotonergic receptor.[3H]ketanserin\,^,_,`,a,b,c,d,e,f,g,h,i,j,k,l,m, ,Ki <7.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor[3H]raclopriden,p,q,r,s,t,u,v,w,x,y,z,{,G eKi8.52298.52298.5229 receptorH1rat membranebrain antagonistP31390ratGPCRhistaminergic receptor[3H]pyrilamine|,~,,,,,,,,,,,,,,,, @+,;,K,],o,},,Dttd-Ԡ?xv@(,(\@S,,SMDL-00002164/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-11528+Cn1c(=O)sc2cc(CCN3CCC(Cc4ccccc4)CC3)ccc12{ TQT B(FBSV&Nh X"pJ vrQܐVøSܪ/2k¸k۞!H=,1.߳T eH@,,,, ,!,%,#,",$,??nc&,),Ki7.00007.00007.0000 receptorm1rat membranebrain antagonistP08482ratoGPCR; ion channel1#muscarinic acetylcholine receptor)[3H]telenzepinec,,,,,,,,,,,,,,,,, Duud1uVx@.(\@m.SMDL-00002165/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-11529-Cn1c(=O)sc2cc(CCCCN3CCC(Cc4ccccc4)CC3)ccc12}PBQQP e&TO,NDQU\hF CSBP@Bp4=>|AFơh1K"fyOPF@Yp){Tɟ Y" yh!! =,1.߳T  ,,,,,,,,,,??$,f T 0` .  \$ z t n 8 tj`VPJ xjVJB<0$BhN2* zzpf\VPr`TLB6," HZ:," nX ^ h D  r > $ R |*jPH:& .Ki8.30108.30108.3010 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine ... . . . . .......G Ki7.52297.52297.5229 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor [3H]prazosin........... .!.".#.G  Ki6.15496.15496.1549 receptor5-HT2Arat membranehippocampus; brain antagonistP14842rat GPCRserotonergic receptor [3H]-8-OH-DPAT$.&.'.(.).*.+.,.-.../.0.1.2.3.4.5.  Ki5.69905.69905.6990 receptor5-HT3 rat membranecortex; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]ketanserin6.8.9.:.;.<.=.>.?.@.A.B.C.D.E.F.G.  Ki7.00007.00007.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]racloprideH.J.K.L.M.N.O.P.Q.R.S.T.U.V.W.G  Ki8.04588.04588.0458 receptorH1rat membranebrain antagonistP31390ratGPCRhistaminergic receptor[3H]pyrilamineX.Z.[.\.].^._.`.a.b.c.d.e.f.g.h.i. ..%.7.I.Y.k.nc.Ki6.69906.69906.6990 receptorm1rat membranebrain antagonistP08482ratGPCR; ion channel#muscarinic acetylcholine receptor[3H]telenzepinej.l.m.n.o.p.q.r.s.t.u.v.w.x.y.z.{. .Ki8.52298.52298.5229 receptorsigma2rat membranebrain@ antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine..............GKi7.52297.52297.5229 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor@[3H]prazosin...............G @Ki5.52295.5229.....00000000 0 0 0 0 !0Dvvd+48Ev@.Q @ +.SMDL-00002166/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-115210+Cn1c(=O)sc2cc(CCN3CCN(Cc4ccccc4)CC3)ccc12{ TQ\( `:+*Vh #R@k#h#A-Ne,N)_-u%+u-1e,81_-08^,e,) &00^-!=,1.߳T D@,|.~........??nc..?13@nc|   P 6 .   `  |  fv lvR * L   2`vh^RJD8.$n 0Bzpf\VPjbXJ8,$H4 FzndZPJDrdZNF<0& < 5.5229 receptor5-HT2Arat membranehippocampus; brain antagonistP14842rat GPCRserotonergic receptor [3H]-8-OH-DPATKi4.69904.69904.6990 receptor5-HT3 rat membranecortex; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]ketanserin 00000000000000000  Ki <5.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]raclopride0"0#0$0%0&0'0(0)0*0+0,0-0G  Ki8.15498.15498.1549 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor[3H]pyrilamine.000102030405060708090:0;0<0=0>0?0  ...0 0/0A0Ki6.30106.30106.3010 receptorm1rat membranebrain antagonistP08482rat GPCR; ion channel #muscarinic acetylcholine receptor [3H]telenzepine @0B0C0D0E0F0G0H0I0J0K0L0M0N0O0P0Q0  ]0Ki8.69908.69908.6990 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine`0c0d0e0f0g0h0i0j0k0l0m0n0o0GKi7.39797.39797.3979 receptor5-HT1Arat membranecortex; brain0 antagonistGPCRserotonergic receptor[3H]prazosinp0r0s0t0u0v0w0x0y0z0{0|0}0~00G Ki6.04586.04586.0458 receptor5-HT2Arat@ membranehippocampus; brain antagonistP14842ratTGPCRserotonergic receptor [3H]-8-OH-DPAT00000000000000000 Ki5.09695.09695.0969 receptor5-HT38rat4 membranecortex; brain antagonistP35563ratligand-gated ion channelserotonergic receptor[3H]ketanserin00000000000000000 Ki5.00005.00005.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor000000000000002G  a0q000022%2Dwwd/f6$#x@^0@B`"[b0SMDL-00002167/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-115211-Cn1c(=O)sc2cc(CCCCN3CCN(Cc4ccccc4)CC3)ccc12}PB5EEAdSOu*RL8QU\hFDKQCP h@=edy!rȡh1K$"'P?Bm"`P9y<{$v塅bZ!=,1.߳T T,R0T0U0V0W0[0Y0X0Z0??nc\0_00 ~ t j d ^ x p f X F : 2 (    V B (   T |rh^XRrh\TJ>4*  Jnt~B 2r < :h\6 pxrf\RHB<rj\H<4." 4Z@$lrjbXJ4(  [3H]racloprideKi >7.0000 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor[3H]pyrilamine222222 2 2 2 2 22222  Ki5.00005.00005.0000 receptorm1rat membranebrain antagonistP08482rat GPCR; ion channel #muscarinic acetylcholine receptor [3H]telenzepine 2222222222222 2!2"2#2  Ki7.42957.42957.4295 receptorsigma1rat membranebrain antagonistQ9R0C9rat [3H]-(+)-pentazocineG-protein sensible$2&2'2(2)2*2+2,2-2.2/20212223242 @2Ki8.09698.09698.0969 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine C2F2G2H2I2J2K2L2M2N2O2P2Q2R2G Ki7.00007.00007.0000 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor [3H]prazosinS2U2V2W2X2Y2Z2[2\2]2^2_2`2a2b2G  Ki6.00006.00006.0000 receptor5-HT2Arat membranehippocampus; brain antagonistP14842ratGPCRserotonergic receptor[3H]-8-OH-DPATc2e2f2g2h2i2j2k2l2m2n2o2p2q2r2s2t2 .Ki4.69904.69904.6990 receptor5-HT3rat membranecortex; brain antagonistP35563ratligand-gated ion channelserotonergic receptor[3H]ketanserinu2w2x2y2z2{2|2}2~222222222 oKi7.00007.00007.0000 receptorD2rat@ membranestriatum; brain@ antagonistGPCRdopaminergic receptor@[3H]raclopride222222222222222G D2T2d2v222Dxxd+ |,}F{@A2Q@tE2SMDL-00002168/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-1152121Cn1c(=O)sc2cc(CCN3CCN(Cc4ccc(Cl)cc4Cl)CC3)ccc12@}PB11QdF\PUURI9B<EQʃC` 01ZRZUUj f j>avWfņ vbo^Ʀf6a YƆ٘v`o GV!5 ,1.T d5t,52728292:2>2<2;2=2??gnc?2B212(Ki8.00008.00008.0000 receptorH1ratC membranebrain antagonistP31390ratGPCRhistaminergic receptor[3H]pyrilamine22222222222222222 oDyyd/  .V`}@4(\@S㥛 4SMDL-00002169/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-1152,2222.4444??mbrane" T ~ , x n d Z T N h`VH6*" F 2DxlbXNHB~pbXLD:.$  :h n x < , p  6  4 b J2* `vlbXRLzrhZPD<6*D 4Ki8.04588.04588.0458 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine 4 4 444444444444G Ki6.69906.69906.6990 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor [3H]prazosin444444 4!4"4#4$4%4&4'4(4G  Ki6.04586.04586.0458 receptor5-HT2Arat membranehippocampus; brain antagonistP14842rat GPCRserotonergic receptor [3H]-8-OH-DPAT)4+4,4-4.4/404142434445464748494:4  Ki5.69905.69905.6990 receptor5-HT3 rat membranecortex; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]ketanserin;4=4>4?4@4A4B4C4D4E4F4G4H4I4J4K4L4  Ki7.00007.00007.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]racloprideM4O4P4Q4R4S4T4U4V4W4X4Y4Z4[4\4G  Ki >7.0000 receptorH1rat membranebrain antagonistP31390ratGPCRhistaminergic receptor[3H]pyrilamine]4_4`4a4b4c4d4e4f4g4h4i4j4k4l4  44*4<4N4^4n43Cn1c(=O)sc2cc(CCCCN3CCN(Cc4ccc(Cl)cc4Cl)CC3)ccc12PB1![dPFSQTRHB^p1xYd@5.0000 receptorm1rat membranebrain antagonistP08482ratGPCR; ion channel.#muscarinic acetylcholine receptor[3H]telenzepinebm4o4p4q4r4s4t4u4v4w4x4y4z4{4|4 4Ki8.30108.30108.3010 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine44444444444444G@Ki7.52297.52297.5229 receptor5-HT1Arat membranecortex; brain antagonist444444444444 66G 6Dzzd+ |,}F{@4Q@t4SMDL-00002170/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-1152143Cn1c(=O)sc2cc(CCN3CCN(Cc4ccc(Cl)c(Cl)c4)CC3)ccc12}PBMEA BD>a\PUQG-B8ĄEQQȂCP$1ZRZUUf ?avWf vojj o ^Ʀf6a Yf٘v`bGV!* =,1.߷\ d* ,}444444444??nc44???  ~ t n h  |b N @ H   Hv t l b T J > 6 0 $   Z 0zpf\VPjbXJ8,$H4 FzndZPJDrdZNF<0& < " serotonergic receptor [3H]prazosinKi5.30105.30105.3010 receptor5-HT2Arat membranehippocampus; brain antagonistP14842rat GPCRserotonergic receptor [3H]-8-OH-DPAT66666 6 6 6 6 66666666  Ki5.52295.52295.5229 receptor5-HT3 rat membranecortex; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]ketanserin666666666 6!6"6#6$6%6&6'6  Ki6.69906.69906.6990 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]raclopride(6*6+6,6-6.6/60616263646566676G  Ki7.39797.39797.3979 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor[3H]pyrilamine86:6;6<6=6>6?6@6A6B6C6D6E6F6G6H6I6  4466)696K6Ki6.00006.00006.0000 receptorm1rat membranebrain antagonistP08482rat GPCR; ion channel #muscarinic acetylcholine receptor [3H]telenzepine J6L6M6N6O6P6Q6R6S6T6U6V6W6X6Y6Z6[6  f6Ki8.69908.69908.6990 receptorsigma2ratR membranebraine antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocinei6l6m6n6o6p6q6r6s6t6u6v6w6x6GKi6.52296.52296.5229 receptor5-HT1Arat1 membranecortex; brain antagonistGPCRserotonergic receptorh[3H]prazosiny6{6|6}6~66666666666G Ki5.00005.00005.0000 receptor5-HT2Arat membranehippocampus; brain antagonistP14842ratGPCRserotonergic receptor[3H]-8-OH-DPAT66666666666666666 Ki4.52294.52294.5229 receptor5-HT3rat membranecortex; brain@ antagonistP35563ratligand-gated ion channelserotonergic receptor@[3H]ketanserin66666666666666666 dG c j6z66688#858D{{d/  .V`}@g6(\@S㥛k6SMDL-00002171/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-1152155Cn1c(=O)sc2cc(CCCCN3CCN(Cc4ccc(Cl)c(Cl)c4)CC3)ccc12PBIEA BD>aDSQuQI1^p1xYT@,x0A!PYsLAAgYh$n)h-!yyKŸ' )Jw&'b?mHnOYPfAYcT! =,1.߷\ 3t,4]6^6_6`6d6b6a6c6nce6h6GPCRhistaminergic receptor3ptjbX r j ` R @ 4 , "   P < "    N vlbXRL zlbVND8.$` DLR\ J V0jzrl`VLB<6zldVB6.(.B( T~rj`TJ@60*~ Ki7.00007.00007.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor [3H]raclopride68888888 8 8 8 8 888Ki8.04588.04588.0458 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor[3H]pyrilamine888888888888888 8!8  Ki6.30106.30106.3010 receptorm1rat membranebrain antagonistP08482rat GPCR; ion channel #muscarinic acetylcholine receptor [3H]telenzepine "8$8%8&8'8(8)8*8+8,8-8.8/808182838  Ki6.85706.85706.8570 receptorsigma1rat membranebrain antagonistQ9R0C9rat [3H]-(+)-pentazocineG-protein sensible4868788898:8;8<8=8>8?8@8A8B8C8D8 + O8R8 P8T8Ki5.69905.69905.6990 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine V8Y8Z8[8\8]8^8_8`8a8b8c8d8e8G Ki <5.0000 receptor5-HT1Arate membranecortex; brain antagonistGPCRserotonergic receptor[3H]prazosinf8h8i8j8k8l8m8n8o8p8q8r8s8G Ki <5.0000 receptor5-HT2Arat membranehippocampus; brain antagonistP14842ratGPCRserotonergic receptor[3H]-8-OH-DPATt8v8w8x8y8z8{8|8}8~888888 Ki <5.0000 receptor5-HT3cratb membranecortex; brain antagonistP35563ratrligand-gated ion channelserotonergic receptor[3H]ketanserin888888888888888 Ki <5.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor[3H]raclopride8888888888888G Ki4.69904.69904.6990 receptorH1rat membranebrain antagonistP31390rat8888888888888866: W8g8u8888:D||d!]s@Q8GzG@EX8SMDL-00002172/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-115216/C[C@H]1CN(CCc2ccc3n(C)c(=O)sc3c2)C[C@@H](C)N1qUo$TQ^*P+WLPP +I: k>\jEyE*PPkYy3]Yl›*wccAim+ !=,1.߳Կ $,E8G8H8I8J8N8L8K8M8??absS8U88   z t n  v h V J B 8 ,   f dJB:0" v ,zpf`Z lt~:P@Jf 0 ` .  8fnf\ND80&2>Rxrf\RHB<zrdPD<6*   [3H]pyrilamineKi <5.0000 receptorm1rat membranebrain antagonistP08482rat GPCR; ion channel #muscarinic acetylcholine receptor [3H]telenzepine :::::: : : : : :::::  + :: :!:Ki7.00007.00007.0000 receptorsigma2rat membranebrain antagonist[3H]-1,3-di-o-tolylguanidine(+)-pentazocine #:&:':(:):*:+:,:-:.:/:0:1:2:G Ki <4.0000 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor [3H]prazosin3:5:6:7:8:9:::;:<:=:>:?:@:G  Ki <4.0000 receptor5-HT2Arat membranehippocampus; brain antagonistP14842rat GPCRserotonergic receptor [3H]-8-OH-DPATA:C:D:E:F:G:H:I:J:K:L:M:N:O:P:  Ki <4.0000 receptor5-HT3 rat membranecortex; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]ketanserinQ:S:T:U:V:W:X:Y:Z:[:\:]:^:_:`:  Ki <4.0000 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor[3H]raclopridea:c:d:e:f:g:h:i:j:k:l:m:n:G Ki <4.0000 receptorH1rat membranebrain antagonistP31390ratGPCRhistaminergic receptor[3H]pyrilamineo:q:r:s:t:u:v:w:x:y:z:{:|:}:~: $:4:B:R:b:p::D}}d%1_^t@:(\ @V- %:SMDL-00002173@/Bioorg. Med. Chem. Lett. 12(8)-2002 1149-1152171C[C@H]1CN(CCCCc2ccc3n(C)c(=O)sc3c2)C[C@@H](C)N1:yus$TQd*P+WL@ 1n#e`b @H(k Mr+yA2 AR#y+!RshhrwR㥠wݏڞ޶r!=,1.߳Կ 4,:::::::::??abs :":Ki <4.0000 receptorm1rat membranebrain antagonistP08482ratGPCR; ion channel@#muscarinic acetylcholine receptor[3H]telenzepine::::::::::::::: :Ki7.57007.5700:::::<<<<<<<< < < < < < #<D'(Hris@:> ףp= @I + :SMDL-000045030Bioorg. Med. Chem. Lett. 12(15)-2002 2031-20344"CCCCCC(=O)c1ccc(OCCCN2CCNCC2)cc1quq`ġXB)lQ3BrJ 6hx DD{1/D1ey eK /%H&JFDFdHX/XkkQfm!m D0@ 1 Sqm,:::::::::??nc:::<eP F @ : Z 4  J & V D R \ F > 4 &     , X>6.$ j 0xpfZNHBxph^P:.&:J0(Z ( h~nx f ~ l & zrhZPD<6*` 7.5700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi5.22005.22005.2200 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide<<<<<<<<<<<<<<<<< <  :<"<Ki4.84004.84004.8400 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide!<$<%<&<'<(<)<*<+<,<-<.</<0<1<2<3<4<  @<Ki8.52008.52008.5200 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideC<F<G<H<I<J<K<L<M<N<O<P<Q<R<S<T<U<V<  Ki5.97005.97005.9700 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideW<Y<Z<[<\<]<^<_<`<a<b<c<d<e<f<g<h<i<  D<X<k<D+H:w@A<(\@nE<SMDL-000045040Bioorg. Med. Chem. Lett. 12(15)-2002 2031-20345+CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OC)cc1@y  E$DTDxp $fG&(:@ dPKxʟPKkF㘤h) BjBFqiQ3=U1iUkyژa e!AL&󀴇Q 1 DSqmA@,5<7<8<9<:<><<<;<=<??nc?<B<Ki4.92004.92004.9200 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidej<l<m<n<o<p<q<r<s<t<u<v<w<x<y<z<{<|< <Ki8.86008.86008.8600 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide<<<<<<<<<<<<<<<<<< Ki6.56006.56006.5600 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine<<<<<<<<<<<<<<<<<>  <<>D-H\='ohx@<= ףp=@zG<SMDL-000045050Bioorg. Med. Chem. Lett. 12(15)-2002 2031-20346A-923,CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OCC)cc1{  E$DTDxp $fǍLQt @ ?S58* |X>6," "jbZPB0$ thioperamideKi4.90004.90004.9000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide>>>>>> > > > > >>>>>>>>   >Ki7.69007.69007.6900 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide#>&>'>(>)>*>+>,>->.>/>0>1>2>3>4>5>6>  Ki6.24006.24006.2400 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide7>9>:>;><>=>>>?>@>A>B>C>D>E>F>G>H>I>  $>8>K>D14H>M)z@!>)\(@Zd;O %>SMDL-00004506 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-20347 .CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OCCCC)cc1}T TPD!RG AC!DLDWpZlE(t Q >4<$R-ơ 4dH;>-ҌaH"R+# Ҍ0[Ӳe.Sy.S o+-CB!3!1ӽAt !IL&󀴇Q 1 DSq I ,>>>>>>>>>?? nc>"> Ki5.73005.73005.7300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideJ>L>M>N>O>P>Q>R>S>T>U>V>W>X>Y>Z>[>\> h>Ki8.30008.30008.3000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidek>n>o>p>q>r>s>t>u>v>w>x>y>z>{>|>}>~> LKi6.51006.51006.5100 receptorH1humanu membranecloned antagonistP35367humanuGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminemthioperamide>>>>>>>>>>>>>>>>>>  l>>>D/$H#Hy@i>Q@ʡEm>SMDL-00004507@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-20348@/CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OC(C)C)cc1} DAN0%HPxp$L̰Q;D+@@Ijx(~'ZWħjAc.A$~ZvA%C.%ħAa渦e\\WZfUAeUECjhhc|!\\+&󀴗Q|1 Dsqe\.,]>_>`>a>b>f>d>c>e>??Cncg>j>)C)Ki4.75004.75004.7500 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine5thioperamide>>>>>>>>>>>>>>>>>> D14H>M)z@ @zG@ @SMDL-000045080,>>>@@@@@@??L membrane@~8 JxD  T v p d Z P F @ :  hNF>4& 2 j p z J . | D  6 d vlbXRL |rhZPD:4( hP, p`6<F>~0zlbVLF:0&z @Ki8.00008.00008.0000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide @@@@@@@@@@@@@@@@@@  Ki6.56006.56006.5600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide@!@"@#@$@%@&@'@(@)@*@+@,@-@.@/@0@1@  @ @3@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-20349 0CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OCC(C)C)cc1}TPB"aDI!U>4WAVlXh!4x 1 4<>#R-+4ơ >-cH;ьơ"RcH"+-ӌ0 [Ӳe.Sy.S oB!B13!r-ӽA ![L&󀴇Q 1 DSq [ nc@ @ Ki5.43005.43005.4300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide2@4@5@6@7@8@9@:@;@<@=@>@?@@@A@B@C@D@  P@Ki8.02008.02008.0200 receptorH3rat membranecortex; brain antagonistQ9QYN8rat)GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideS@V@W@X@Y@Z@[@\@]@^@_@`@a@b@c@d@e@f@ @Ki5.92005.92005.9200 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideg@i@j@k@l@m@n@o@p@q@r@s@t@u@v@w@x@y@  T@h@{@D/,8'>9y@Q@@(\U@SMDL-0000450900Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203410/CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)NC(C)C)cc1N} DVAN0%HPx7Lа1c;F+`1Ijx(~W'ZjAc.A$~ZvA%C.%ħAa渦WZf\\fUAeUECjhhc|!a\+&󀼗q1 Dsq\a,E@G@H@I@J@N@L@K@M@??ncO@R@Ki4.95004.95004.9500 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidez@|@}@~@@@@@@@@@@@@@@@ @Ki7.67007.67007.6700 receptorH3rat@@@@@@@@@>BBBBBBBB 0 @ BBD-8HXx@@= ףp= @MbX9@SMDL-000045100Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203411,CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)NCC)cc1{ +AHPxp $fǍLTQt0@P5<?R-Q54 H;?-+A!֒RHтԂ B0s\2f.y. pӂ+-rs1!RA!.IL&󀼇q1 DSqT .I,@@@@@@@@@??nc@@@@( "   0  l H $f 4 " P~8  z t H tjdXND:4.\B:2(&^ d n > " p 8  * X |vj`VLF@@|PvhVJB<0& t*0:4"f. cortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi5.80005.80005.8000 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide B B B BBBBBBBBBBBBBBB  Ki4.63004.63004.6300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideBBB B!B"B#B$B%B&B'B(B)B*B+B,B-B.B  :BKi8.13008.13008.1300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide=B@BABBBCBDBEBFBGBHBIBJBKBLBMBNBOBPB  Ki5.98005.98005.9800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideQBSBTBUBVBWBXBYBZB[B\B]B^B_B`BaBbBcB  >BRBeBD1,8}tJy@;ByGz@?BSMDL-000045110Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034120CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)N3CCCC3)cc1恁DSPBQI!eŃ1PR`aDWlTTiq x0€0I4<>#+3R-4і rH;>-qH2RC0# \2+-S e.cy.s oR31S A! s\&󀴇ь9 D[qb s,/B1B2B3B4B8B6B5B7B??nc9B+#R-4dơ >-cH;q+ҌaH"R#Ҍ0 ++C!<[Ӳe.Sy.sC!R roB1ӽA!1\&󀴇ь9D{yj1,wByBzB{B|BB~B}BB??ncBB? Ki z n d ^ R H > 4 . ( z V < 4 , "   j pz8 .l 2 6dvpdZPF@: nf\RD:.$R:~xrZJ$l*4*hxndVL@60$dL(\xT:2*  Ki4.75004.75004.7500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideBDDDDDDD D D D D DDDDDDDKi7.67007.67007.6700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide!D$D%D&D'D(D)D*D+D,D-D.D/D0D1D2D3D4D  Ki4.58004.58004.5800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide5D7D8D9D:D;DD?D@DADBDCDDDEDFDGD  "D6DIDD)Hx@x@D{Gz@%C #DSMDL-00004513 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203414.CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)S(=O)(=O)C)cc1y *QII)R$҈7PаG%!@@I`kv('Vr(Vv)`B#/AB#%'/W']?ĹEZ\VAeVija} !zǝ̿ÃtQ 1)DSq) z ,DDDDDDDDD?? ncD D Ki4.08004.08004.0800 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideHDJDKDLDMDNDODPDQDRDSDTDUDVDWDXDYDZD  fDKi7.90007.90007.9000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideiDlDmDnDoDpDqDrDsDtDuDvDwDxDyDzD{D|D gKi4.95004.95004.9500 receptorH1humano membranecloned antagonistP35367humantGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide}DDDDDDDDDDDDDDDDDD C jD~DDD-$HQ,z@gD(\@V-kDSMDL-00004514o0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034152CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)S(=O)(=O)C(C)C)cc1} D D QS"IR7R@;"CQ١ |&׹ZFʡY\ 5F j,jt㊖1ksU\Y ١U-!2!ǝܿvь9)D[q)lh,[D]D^D_D`DdDbDaDcD??nceDhDRKi4.68004.68004.6800 receptorH2human, membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideDDDDDDDDDDDDDDDDDD rD5 Ho\':~@F333333@K7 FSMDL-000045150Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203416,DDDDDFFFF??ineX& ^ | r h b \ 0 | n d X N H < 2 (    | d@&  t F L V " V   @ vj`ZND:0*$ldZPB8,"P8|vpXHj&f~tj\RF<6*   FKi7.43007.43007.4300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide F F FFFFFFFFFFFFFFFF  Ki4.87004.87004.8700 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideFF F!F"F#F$F%F&F'F(F)F*F+F,F-F.F/F  FF1F:CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)S(=O)(=O)c3ccc(C#N)cc3)cc1&2PBQ ԀeE\DQEKlE_aMHC0Q0cԊaF?F@FAFBF  NFKi7.44007.44007.4400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideQFTFUFVFWFXFYFZF[F\F]F^F_F`FaFbFcFdF Ki6.54006.54006.5400 receptorH1human membranecloned antagonistP35367human@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideeFgFhFiFjFkFlFmFnFoFpFqFrFsFtFuFvFwF  RFfFyFD58(iz@OFQ@ rhSFSMDL-00004516@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034171CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3ccccc3)cc1rT "PAaDHEC!DLPUl]ءTЁCL %S=Mu7BX+k1e^=6BSuMX +4.(@|PvhVJB<0& t" 8  membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi7.13007.13007.1300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide H HHHHHHHHHHHHHHHHH  F HHKi4.83004.83004.8300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideH H!H"H#H$H%H&H'H(H)H*H+H,H-H.H/H0H  AHSMDL-000045180Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034193CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3ccc(C)s3)cc13 UQ,!QD)BaEM1DaF(q^pQD 0 OմY2EucO!>{v#EYż2sc#$m1%b2v$mdzʣc&s$$D3}3ʳsؔ$42@!=|+06ў9T[q=,1H3H4H5H6H:H8H7H9H??nc;H>HKi5.09005.09005.0900 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidefHhHiHjHkHlHmHnHoHpHqHrHsHtHuHvHwHxH HKi7.53007.53007.5300 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideHHHHHHHHHHHHHHHHHH Ki7.10007.10007.1000 receptorH1human0 membranecloned antagonistP35367humanGPCRhistaminergic receptorHHHHHHHHHHHHHHHHJJ  HHJD18^.;|@H@y&1,HSMDL-000045190Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034202CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3sccc3Cl)cc1!D`AUQ,PC)baEM1EDRt[(^pEqգ 0 H <(1~q z2ߦ-a"w27zr%5q rɖlF<l(c &ARqYw &htl 9|' ! 0Ѿ;]{qXv0,yH{H|H}H~HHHHH??ncHH?5.0500Ki| v l b X R L z ` X P F 8 &   D f lv( *\ " 2`" ~tjd^2 vl^TH>8,"lT0tdHNX H B~pfZPJ>4* ~X4h`F>6, ![3H]-(R)-Nalpha-methylhistamine thioperamideKi4.71004.71004.7100 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideJJJJJ J J J J JJJJJJJJJ  !JKi7.98007.98007.9800 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide$J'J(J)J*J+J,J-J.J/J0J1J2J3J4J5J6J7J  Ki6.40006.40006.4000 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide8J:J;JJ?J@JAJBJCJDJEJFJGJHJIJJJ  %J9JLJD1Hfʉy@"Jffffff @V-&JSMDL-00004520 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034210CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3ccco3)cc1恁DTC! %TQIBaEK)DaF\E[p,6Dt A@Z2dTPՄw#EżBZŻsP!d#m1?{E»̃wشmC3&D$t$dÔC$$2 !\6ю9D{}  ,JJJJJJJJJ?? nc J#J Ki4.70004.70004.7000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKJMJNJOJPJQJRJSJTJUJVJWJXJYJZJ[J\J]J iJKi8.07008.07008.0700 receptorH3rat membranecortex; brainJ antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidelJoJpJqJrJsJtJuJvJwJxJyJzJ{J|J}J~JJ Ki6.98006.98006.9800 receptorH1human membranecloned antagonistP35367humanaGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideJJJJJJJJJJJJJJJJJJ  mJJJD3H->z@jJ@1ZdnJSMDL-000045210Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034221CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3occc3C)cc1`BEUT D-PC)BaEM1DaD(q^pEbЁ q4iTAUaA9ލPi Z ж# 2aӶ*ϠZǚ",yf=[ S*=+dcd!|6Ѿ9D{}HCc,^J`JaJbJcJgJeJdJfJ??nchJkJKi4.89004.89004.8900 receptorH2human membranecloned antagonistP25021humaniGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineethioperamideJJJJJJJJJJJJJJJJJJ ,JLLLLLLLL??0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034L`,Z~ Z @ 8 . $  $&  x n h b 6 vnf\N<0("  Z  r h D l : ( p 8ztH~th^XLB8.("tP6.&^dn2"d,*Xzpj^TJ@:4$  LKi8.39008.39008.3900 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide LLLLLLLLLLLLLLLLL L  Ki7.25007.25007.2500 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide!L#L$L%L&L'L(L)L*L+L,L-L.L/L0L1L2L3L  L"L5LD38K7z@ L ףp= @nLSMDL-00004522 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034231CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3cccn3C)cc1 PQ FQ,PC)BaEM1DQ[(^pa €4X̃ Aq 1/r|Ílm ahd?h%|Qc5q (JPTiq] Z&| ) !R|6Ѿ9D{y fR nc L L Ki4.93004.93004.9300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide4L6L7L8L9L:L;LL?L@LALBLCLDLELFL  RLKi7.35007.35007.3500 receptorH3rat2 membranecortex; brain@ antagonistQ9QYN8ratQGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideULXLYLZL[L\L]L^L_L`LaLbLcLdLeLfLgLhL eKi5.37005.37005.3700 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideiLkLlLmLnLoLpLqLrLsLtLuLvLwLxLyLzL{L  VLjL}LD/HW`Vy@SLHzG@Q8WLSMDL-000045230Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034240CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3cnco3)cc1恁!QAUQ,PC)BaEM1DaJ\E[p1fD(t0@Hs57'|̷y2`q̋<͖`jƁF&&[b[iK<lXh'ARqYw &htl 9|' !?Ѯ9E{}^,GLILJLKLLLPLNLMLOL??ncQLTLKi4.56004.56004.5600 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide|L~LLLLLLLLLLLLLLLLL QL .D/!9ʉvy@LQ@33333NSMDL-0000452460Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034253CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3cnc[nH]3)cc16恁!QAUQ,PC)BaEM1DaJ\E[p1fD(t@a Hs57'|̷y2`q̋<͖`jƁF&&[b[iK<lXh'ARqYw &htl 9|' 6!??9[y0?-,LLLLLLLLL??6ncLL!.5L&Q 1 DSq F,NATNBTNETDTCTLrzNh 8b >H 6 p 2 v n d Z L B 6 , &    Z Z6 j pd\VJ@6,&    z n \  lH.&|@|PvhVJB<0& tfTB Ki8.35008.35008.3500 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideLNNNNNN N N N N NNNNNNNKi6.28006.28006.2800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideNNNNNNNNNNN N!N"N#N$N%N&N  NN(NKi4.71004.71004.7100 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide'N)N*N+N,N-N.N/N0N1N2N3N4N5N6N7N8N9N  ENKi7.74007.74007.7400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideHNKNLNMNNNONPNQNRNSNTNUNVNWNXNYNZN[N  Ki5.69005.69005.6900 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide\N^N_N`NaNbNcNdNeNfNgNhNiNjNkNlNmNnN  IN]NpND1!9)"Èz@FNGzG@A`"JNSMDL-00004525i0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034261CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3cnccn3)cc1@TDCB !NR^!DDTE a^pх3ԅQs 0 | QK˘ Ílm  q̮irDlqFF\;l$Ʊc @Qq .'Tt`|Aw=·q@` @!Hь9E[y H,:NN?NCNAN@NBN??ncDNGNKi4.33004.33004.3300 receptorH2human@ membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideoNqNrNsNtNuNvNwNxNyNzN{N|N}N~NNNN NNKi7.28007.28007.2800 receptorH3rat membranecortex; brain0 antagonistQ9QYN8ratnGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideNNNNNNNNNNNNNNNNNN m ( NPPD3 8|yxz@NQ @OnNSMDL-000045260Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034271CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3ccccn3)cc1TP B eHD*TB4YhT\n#Tbp(T˃dQKG0.clm p#gddir&[QQKǎqX1PFTiq Iw F\l]!|ϧmRq@` 2!g\&ь9D[yCdgc,NNNNNNNNN??ncNN26D/$8.9(Hx@T@;v TSMDL-00004530NSMDL-0000453132??xf * | X > 6 . $   2 "    @  x r f \ R H B <  |bZPF8."F. |rlfN>& `, 6  \ tlbXJ@4*$X2ztnBzpbPD<6*   Ki6.38006.38006.3800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideNPPPPPPP P P P P PPPPPPKi4.73004.73004.7300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidePPPPPPPPPPPP P!P"P#P$P%P  1PKi7.69007.69007.6900 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide4P7P8P9P:P;PP?P@PAPBPCPDPEPFPGP  Ki6.14006.14006.1400 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideHPJPKPLPMPNPOPPPQPRPSPTPUPVPWPXPYPZP  5PIP\PD3 8|yxz@2PQ@K7A`6PSMDL-00004527@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034281CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3cccnc3)cc1iSPBAhD"@VD!Th1 FTE^lTr @(U˃d7G-aÍlm Fagd ir&[QQĶ˘ ;lXh@Qq7'Tt`|Aw| )!x&ь9E[qdx,&P(P)P*P+P/P-P,P.P??nc0P3PKi4.22004.22004.2200 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide[P]P^P_P`PaPbPcPdPePfPgPhPiPjPkPlPmP QDC/Q+lKr 644:1%p["n : p$^KCG%*-8URO^o(b Fd`edl,X&Hd5s AZBRhb6<X*xZ\_J[oVah';`2HDlHjzz c[iA[  U)~~[&mΗg+R 9$GItHtJtߊ-O= Q *3WR <ҸrKt  iqRX.?Htr2pRT+3T/3 m32{WAspȌpʌNT© o}&=Z˕>KLs/=Ϧ)  D3 8|yxz@RQ@K7A` RSMDL-000045280Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203429T "PA\DHDTB4[d! &D^pEB P(T˃dQK͖`,7A||Kir&[QQKǎqX1PFTiq̮ .'5}sq Y| )!Wg\&ь9 D[q0dWg-,nPpPqPrPsPRuPtPvP??31,xPNNJzPTTLT???* v R t b  ~|X>6," " xnd^X,ld\RD2& PhfBb0n. vpj>~tj\RF<6*   {{QDN/wP<^z%b sTRKi8.20008.20008.2000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideR R R R RRRRRRRRRRRRRR  Ki6.32006.32006.3200 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideRRRR R!R"R#R$R%R&R'R(R)R*R+R,R-R  RR/R1CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)c3ccncc3)cc1 ncRR Ki4.65004.65004.6500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide.R0R1R2R3R4R5R6R7R8R9R:R;RR?R@R  LRKi8.50008.50008.5000 receptorH3rat membranecortex; braina antagonistQ9QYN8ratPGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminehthioperamideORRRSRTRURVRWRXRYRZR[R\R]R^R_R`RaRbR Ki5.72005.72005.7200 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidecReRfRgRhRiRjRkRlRmRnRoRpRqRrRsRtRuR  PRdRwRD-8gL2rhw@MRGz @ ףp=QRSMDL-000045290Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203430+CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)CC)cc1y D CB!$Sf8r8" $dA%*:@ d!|J K` Bp#/OBlmf/1nkY)d &m kbI_'0|`w=sq(Ɓ)!2L&Q 1 DSq2,ARCRDRERFRJRHRGRIR??ncKRNRRKi4.50004.50004.5000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidevRxRyRzR{R|R}R~RRRRRRRRRRR * | r l f : x l b \ P F < 2 , & x T : 2 *    P V ` 6  d 0  J ~tnbXND>8 2ztnBzrhZH<4."f"(2 TKi8.19008.19008.1900 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideT T T T TTTTTTTTTTTTTT  Ki6.06006.06006.0600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideTTTT T!T"T#T$T%T&T'T(T)T*T+T,T-T  TT/T,CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)CCC)cc1{ D CB!$Sf8r8" $dШGKT"t @;|40N-\#0FVh4rۂ\b>ר`F8׬*36a>-`3p.λ 60sSЙ5  .5 nc{PTKi4.64004.64004.6400 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide.T0T1T2T3T4T5T6T7T8T9T:T;TT?T@T  GTKi8.35008.35008.3500 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideJTMTNTOTPTQTRTSTTTUTVTWTXTYTZT[T\T]T  Ki5.40005.40005.4000 receptorH1humanT membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide^T`TaTbTcTdTeTfTgThTiTjTkTlTmTnToTpT  KT_TrTD/$8.9(Hx@HT ףp= @K7A`LT0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034.CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)C(C)C)cc1{ D EDHNxp $fPQcG"t @;|40N-|n052AVdm 6sX^ǂk0m<(_48-`3p.)A.,6 LAn!F\&ь9 D[qncFTITeptKi4.53004.53004.5300 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineTthioperamideqTsTtTuTvTwTxTyTzT{T|T}T~TTTTTT TKi8.67008.67008.6700 receptorH3rat@ membranecortex; brain antagonistQ9QYN8rateGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideTTTTTTTTTTTTTTTTTT (  TVVD/8ݟ(x@TGz@=OTSMDL-000045320Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203433.CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)C3CC3)cc1} DQ^P#'Re#RD4pqcGdTyPYAA:cj^Βa>r Lymk0:P#4 F--%Cz 6|`| 8k㼻cͻ 6,sS!\&ь9 D[q0,TTTTTTTTT??ncTT5.05005.0500@~ z n f ` T J @ 6 0 *  h$ nxF ,v @  4bv R 8 0 &     `F>4**tj`VPJ2" D x @rXPF<.$<@|PvhVJB<0& t* Ki5.75005.75005.7500 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideTVVVVVVV V V V V VVVVVVKi4.50004.50004.5000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideVVVVVVVVVVVV V!V"V#V$V%V  1VKi8.50008.50008.5000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide4V7V8V9V:V;VV?V@VAVBVCVDVEVFVGV  Ki6.45006.45006.4500 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideHVJVKVLVMVNVOVPVQVRVSVTVUVVVWVXVYVZV  5VIV\VD1$8Y y@2V ףp= @Q6VSMDL-00004533@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203434/CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)C3CCC3)cc1@}T "PAaDHEC!EXTRSX[XT5B)0 |ƙr5ÍtơF&,)O0lmF.1jkXc mkP_g`w`a2hwlY| !Q\&ь9 D[qVQ,&V(V)V*V+V/V-V,V.V??nc0V3VKi4.99004.99004.9900 receptorH2human membranecloned antagonistP25021humanVGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide[V]V^V_V`VaVbVcVdVeVfVgVhViVjVkVlVmV 0yVKi8.00008.00008.0000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide|VVVVVVVVVVVVVVVVVV Ki7.25007.25007.2500 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideVVVVVVVVVVVVVVVVVV  }VVVD7$8Z֗I{@zVQ@/$~VSMDL-000045340Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034352CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)Cc3ccccc3)cc1єF,$HPA"aDI!U>4WAY[dGBSއK FB5XA񬠱q!rAV9F)V[PK76lL Zh=l6UǙ^G=5lv 2 '},hФb:6!=Z\8&<1 Dsq=Z,nVpVqVrVsVwVuVtVvV??ncxV{VVV>BHTTXXXXXXXX X X X X  ^ :    n  t h ` Z N D : 0 * $  r `  pL2*  xnd^X,ld\RD2& PhZ6b0b. vpj>~tj\RF<6*    receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideXKi7.96007.96007.9600 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideXXX X!X"X#X$X%X&X'X(X)X*X+X,X-X.X  Ki5.96005.96005.9600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide/X1X2X3X4X5X6X7X8X9X:X;XX?X@XAX  X0XCXD/$8I3MIz@X@ffffffXSMDL-00004535 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203436-CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)CSCC)cc1 } D CB!$Sj8r(CĈ7HЈacG:(@06XA񠠱qlAm q72rdl9F6`Ʃ2&(0k6ƙ^G5lvw=q>J €) ! AL&Q 1TSq  A , XXXXXXXXX?? ncXX Ki4.64004.64004.6400 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideBXDXEXFXGXHXIXJXKXLXMXNXOXPXQXRXSXTX  `XKi7.24007.24007.2400 receptorH3rat membranecortex; brain$ antagonistQ9QYN8ratfGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine(thioperamidecXfXgXhXiXjXkXlXmXnXoXpXqXrXsXtXuXvX 6Ki4.67004.67004.6700 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidewXyXzX{X|X}X~XXXXXXXXXXXX  dXxXXD/$H#Hy@aX\(\ @o= ףpeXSMDL-000045360Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034371CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)C(C)(C)O)cc1h} DW',%HR9F(A;بe@@Jr@@Y[-M3R4Y8oL3YsH$>Gd/7$Ysοb8˘5.|?2/!_\&={}_ ,UXWXXXYXZX^X\X[X]X??nc_XbX$HKi4.61004.61004.6100 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideXXXXXXXXXXXXXXXXXX  D-$(v@ZzG@ rhZSMDL-000045370Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203438w CC9 * xAC2fqFPU Açʝ6`Z?Z  KZKi7.80007.80007.8000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideNZQZRZSZTZUZVZWZXZYZZZ[Z\Z]Z^Z_Z`ZaZ  Ki5.65005.65005.6500 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidebZdZeZfZgZhZiZjZkZlZmZnZoZpZqZrZsZtZ @ OZcZvZD/$(9J^Hw@LZQ@(\PZSMDL-000045380Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203439*CCCCCC(=O)c1ccc(OCCCN2CCN(CC3CC3)CC2)cc1{QN, a$PX7LаGJ:h%p!9KFLr @Sn6\Nr8ԈQ#Y#5Mh z8Ἳcjͻ5,s?!m3 \809 DSq m3,@ZBZCZDZEZIZGZFZHZ??ncJZMZKi4.73004.73004.7300 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamideuZwZxZyZzZ{Z|Z}Z~ZZZZZZZZZZ ZZKi7.87007.87007.8700 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamideZZZZZZZZZZZZZZZZZZ Ki6.18006.18006.1800 receptorH1human membranecloned  \D/4(eu$iw@ZzG@xZSMDL-000045390Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203440(CCCCCC(=O)c1ccc(OCCCN2CCN(CCCC)CC2)cc1y CC9 * xAC2fa < %O;-mXyrpF;-si sd5@h4̃5ጯy:P 0Gj+>0s?Й5!N L0@ 1 DSqN,ZZZZZZZZZ??ncZZZ go v l b \ V j b Z P B 0 $   N d jtP (z J   0^,  ~ t n h < |pf`TJ@60*|X>6.$"R X b : f4 L xrf\RHB<@|PvhVJB<0& t&,6 z antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideZZZZZZZZZZZ\\\\\\\ Z\ \Ki5.12005.12005.1200 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide \ \ \\\\\\\\\\\\\\\\  (\Ki8.03008.03008.0300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide+\.\/\0\1\2\3\4\5\6\7\8\9\:\;\<\=\>\  Ki6.34006.34006.3400 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide?\A\B\C\D\E\F\G\H\I\J\K\L\M\N\O\P\Q\  ,\@\S\D/4(eu$iw@)\(\@ffffff-\SMDL-00004540 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203441*CCCCCC(=O)c1ccc(OCCCN2CCN(CC(C)C)CC2)cc1yCC= *T*U261fA  < 3N;-mXyrpF;- c855siZ$ 0֬#N 0Zj+>/cf4 @i!T \809 DSqtTi,\\ \!\"\&\$\#\%\??hnc'\*\\Ki5.02005.02005.0200 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideR\T\U\V\W\X\Y\Z\[\\\]\^\_\`\a\b\c\d\ p\Ki7.78007.78007.7800 receptorH3rat membranecortex; brain( antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamides\v\w\x\y\z\{\|\}\~\\\\\\\\\ Ki7.22007.22007.2200 receptorH1human membranecloned antagonistP35367human.GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide\\\\\\\\\\\\\\\\\\  t\\\D/ (F=Dy@q\Q@jtu\SMDL-000045410Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203442,CCCCCC(=O)c1ccc(OCCCN2CCN(Cc3nccs3)CC2)cc1}PQDC qD5SO]!DETV`[ CO- @@X 7 (ڒÉ2ɝ6`Ћ<͓؆k(iAq h$kcI<`)U{=u`VIwqB!h\04ծ9 TSq` h,e\g\h\i\j\n\l\k\m\??nco\r\\Ki5.15005.15005.1500 receptorH2human membranecloned antagonistP25021\\\\\\\\\\\\\^^^^^ @  z p j ^ T J @ : 4  b H @ 8 .    , p v D 4 r  > < j |pf\RLF~tf\PF@4*  t\8|l06@F*xnbXRF<2("hD*"x human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide^Ki8.30008.30008.3000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide^^^^^^^^^^ ^!^"^#^$^%^&^'^  Ki5.65005.65005.6500 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide(^*^+^,^-^.^/^0^1^2^3^4^5^6^7^8^9^:^  ^)^<^D%ԠH?:ut@^@On^SMDL-00004542 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203448(CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C)CC1us  E$"$TDxh $f!X)RP xKڕQ@L*/\x@wQ V;*+;K:@K*;V@/L:@@-/;QK !9L&󀴇Q  DSq  9 ,^^ ^ ^ ^^ ^ ^^?? nc^^ Ki4.40004.40004.4000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide;^=^>^?^@^A^B^C^D^E^F^G^H^I^J^K^L^M^  Y^Ki8.27008.27008.2700 receptorH3rat@ membranecortex; brain antagonistQ9QYN8ratiGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineCthioperamide\^_^`^a^b^c^d^e^f^g^h^i^j^k^l^m^n^o^ Ki5.78005.78005.7800 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidep^r^s^t^u^v^w^x^y^z^{^|^}^~^^^^^  ]^q^^D'Ha"u@Z^Q@= ףp= ^^SMDL-000045430Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203449)CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)CC)CC1h{u  E$"$TDxh $fqCR61ow<<>r=}ƺv3>ז.9tVt>w^ms&,!<L&󀴇Q  DSq <^,N^P^Q^R^S^W^U^T^V^??ncX^[^Ki4.25004.25004.2500 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide^^^^^^^^^^^^^^^^^^ ^ rD14H>M)z@^)\(@Zd;O `SMDL-00004544@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203450.CCCCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OCC)cc1}T TPDRG AŃ !DLDZlWd!0x Q p~ɷt#'e tx~7#(ṱU־7kɷ½v ֛v 66a#齦Wf W'!IL&󀴇Q 1 DSqeIn,^^^^^^^^^??nc^^ D5.85005.85005.8500.8500zp Z `j2 b , &T ~ t h ^ X L B 8 . ( " xpf\ND8.(\ D |d T v   . r  xn`VJ@:.$ n|bZPF8."F. |rlfN>`\P, Ki8.43008.43008.4300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide^`````` ` ` ` ` ```````Ki6.25006.25006.2500 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide``````````` `!`"`#`$`%`&`  ``(`Ki5.67005.67005.6700 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide'`)`*`+`,`-`.`/`0`1`2`3`4`5`6`7`8`9`  E`Ki8.10008.10008.1000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideH`K`L`M`N`O`P`Q`R`S`T`U`V`W`X`Y`Z`[`  Ki6.30006.30006.3000 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide\`^`_```a`b`c`d`e`f`g`h`i`j`k`l`m`n`  I`]`p`D3DH잼 {@F`Q@A`"J`SMDL-00004545i0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203451/CCCCCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OCC)cc1 T TPDRG AŃ !DLDZpX\#BD4S|^DǬd`^5Z: OVXk9ff%k&Ly\faǕ`>ҮMg^]`Ԯ+#ӽwq`~E&`Iy!LL&󀴇Q 1 DSqL,:`<`=`>`?`C`A`@`B`??ncD`G`Ki5.57005.57005.5700 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamideo`q`r`s`t`u`v`w`x`y`z`{`|`}`~```` ``Ki8.33008.33008.3300 receptorH3rat@ membranecortex; braine antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide`````````````````` mKi```^^^bbbbbbbb b b b b  ``bD)HPv@`Q @/$ `SMDL-000045460Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203452,CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1y  Fj($T("&R%$'j#3R )|7`DZ:?j`aYq`w8)XqDOk Zňka||mkm` qkZq{q5kU6|!\&󀴇  D[q,`````````??nc```  re, & 2 x T : 2 *   ~ n B h 6 $ Jx ~ t n b X N D > 8 |bZPF8."F. |rlfN>" `( 2 \ tlbXJ@4*$X2ztnBzpbPD<6*    receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi4.10004.10004.1000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide bbbbbbbbbbbbbbbbbb  *bKi7.60007.60007.6000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide-b0b1b2b3b4b5b6b7b8b9b:b;bb?b@b  Ki6.22006.22006.2200 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideAbCbDbEbFbGbHbIbJbKbLbMbNbObPbQbRbSb  .bBbUbD/Hh(y@+byGz@ʡE/bSMDL-00004547 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203453/CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CCCCC3)CC1 }QS TP !QG!%DAHVPROdU[ L m\@C1_- k}dřu-5_  >yzsk "}dZpp3]i=yz|kMUUM ![\&󀴇  D[q [ , b"b#b$b%b)b'b&b(b??enc^,bKi5.10005.10005.1000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideTbVbWbXbYbZb[b\b]b^b_b`babbbcbdbebfb rbKi8.14008.14008.1400 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine1thioperamideubxbybzb{b|b}b~bbbbbbbbbbb  Ki6.03006.03006.0300 receptorH1humana membranecloned antagonistP35367human8GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineithioperamidebbbbbbbbbbbbbbbbbb  vbbbD+H:w@sb@ ףp=wbSMDL-000045480Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203454-CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)CC(C)C)CC1y D W 5bP "7Rxa,:` e8[Ȋ3[k<}*k_;D\{[^[;f]Ҋ{܋֚]|˫!{W\8&󀴗Q1 Dsq{W,gbibjbkblbpbnbmbob??Wncqbtb?WKi4.16004.16004.1600 receptorH2human membranecloned antagonistP25021humaniGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidebbbbbbbbbbbbbbbbbb ??t??t| ~ t f \ P F @ 4 *   t n T L B 8 *   8 xnd^X@ 0 R   N f^TJ<2& J\8 lrf^XLB8.(" pp^nJ0(~v\TJ@2(  dKi8.44008.44008.4400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidedddddddddddddddd d!d  Ki6.13006.13006.1300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide"d$d%d&d'd(d)d*d+d,d-d.d/d0d1d2d3d4d  d#d6dD)H;Nёv@ dp= ף @"~j dSMDL-00004549 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203455*CCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)OCC)cc1w  E$"$TDxh $fq` HAm2_-~d ku-5_  >sk}d "Zp3ƭp]i=yzM|kUU !.?L&󀴇Q 1 DSq .? ,bdddd ddddnc d d Ki4.65004.65004.6500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide5d7d8d9d:d;dd?d@dAdBdCdDdEdFdGd  RdKi7.41007.41007.4100 receptorH3rat- membranecortex; brainC antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideUdXdYdZd[d\d]d^d_d`dadbdcdddedfdgdhd @Ki6.45006.45006.4500 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideidkdldmdndodpdqdrdsdtdudvdwdxdydzd{d  Vdjd}dD+Hh|gw@SdHzG @x&1WdSMDL-000045500Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203456.CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C=C(C)C)CC1y   *Ta#b4r@Q< ^e8[Ȋ3[k:}:*k_D\{[^;f[]Ҋ{܋|]̫!r\&󀴗Q Dsqdr@,bIdJdKdLdPdNdMdOdncQdTdKi4.66004.66004.6600 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide|d~ddddddddddddddddd dddHffffffff f f f f fff fD)HPv@d @X9v dSMDL-000045510Bioorg. Med. Chem. Lett. 12(15)-2002 2031-203457-CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C(=C)C)CC1w  jPa#b4p#G# @I2`eBk{eve5F`A>!~kUtkͶeE#[qU4q-讕juű{ W!i\&󀴇 D[qi,ddddddddd??ncdddF L @  V 2z H 6 ^ n T L B 8 *   8 \8 l rf^XLB8.("   ^ p ^  nJ0(~@|PvhVJB<0& t^:TBf 7.26007.26007.2600 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi6.01006.01006.0100 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideffffffffffffff f!f"f#f  df%fKi4.65004.65004.6500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide$f&f'f(f)f*f+f,f-f.f/f0f1f2f3f4f5f6f  BfKi7.16007.16007.1600 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideEfHfIfJfKfLfMfNfOfPfQfRfSfTfUfVfWfXf  Ki6.03006.03006.0300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideYf[f\f]f^f_f`fafbfcfdfefffgfhfifjfkf  FfZfmfD1H:Hy@Cf333333@/$GfSMDL-000045520Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034580CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)Cc3ccccc3)CC1恁QS TPC "фG!%I@T\QEEu80ut Q$Npɗy#ՖG yx# 4۾Vѭ֖oɗǽV V׽7f#w\ɇ%t!=d\8&󀴗 Dsqn=dh,7f9f:f;ff=f?f??fncAfDfKi4.90004.90004.9000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidelfnfofpfqfrfsftfufvfwfxfyfzf{f|f}f~f fKi7.17007.17007.1700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideffffffffffffffffff @Ki6.68006.68006.6800 receptorH1human membranecloned antagonistP35367humanGPCRfffffffffffffffhhh hD/ܠHVy@fGz@/$fSMDL-000045530Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034592CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)c3ccc(F)cc3)CC1QS !HPA rRBTCN8DdQt1<8Ex a$\ 2O7#hTq0Zr \Sqjm$(k.Yw%%kLA|{vWq c{%HqҮIP'h]RkZ)!\&  D[q\,fffffffff??ncfff io z ~ t f T H @ : . $    r l r|4 0h . 8fP ,  ` vpdZPF@:hNF>4&2v|J:|DBpvlbXRL lRJ@6(>6~vndVD80* histaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide ffhKi4.37004.37004.3700 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidehhh h h h h hhhhhhhhhhh  #hKi7.60007.60007.6000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide&h)h*h+h,h-h.h/h0h1h2h3h4h5h6h7h8h9h  Ki5.99005.99005.9900 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide:hh?h@hAhBhChDhEhFhGhHhIhJhKhLh  'h;hNhD/ԠH@p ${@$hzG@n(hSMDL-00004554 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034603CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)c3cccc(F)c3F)CC1 0a1!ThQE`:`]T1цZHņEQԁđDYM \<ɇ3]kF%smSqXkhf%k]>3ZWc{%kT ZUķkNծ9.#h$ !&L{q  ,hhhhh!hhh h?? nc"h%h Ki4.76004.76004.7600 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideMhOhPhQhRhShThUhVhWhXhYhZh[h\h]h^h_h khKi7.23007.23007.2300 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine1thioperamidenhqhrhshthuhvhwhxhyhzh{h|h}h~hhhh Ki6.35006.35006.3500 receptorH1humani membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidehhhhhhhhhhhhhhhhhh  ohhhD1HUN{@lhGz@S㥛phSMDL-000045550Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034613CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)c3ccc(SC)cc3)CC1QS !HPA rRBT$2DDdSDBP @D 5X:Ռ ZQIf F%WsN9?#ȬZ  jKi7.40007.40007.4000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidejjjjjjjjjjjjjjjj j!j  Ki6.09006.09006.0900 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide"j$j%j&j'j(j)j*j+j,j-j.j/j0j1j2j3j4j  j#j6jD1X0L Fz@ j333333@/$jSMDL-00004556 0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034623CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)c3ccc(OC)cc3)CC1 QS !HPA rRBP M8Xp!EQlC  @`$W3kD'%`^5Z: OVXkpNZQ9?f$kWyUqWHf7UyuqŹR殌 9kI !\&󀴇  D[q  ,hjjjj jjjjnc j j Ki5.08005.08005.0800 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide5j7j8j9j:j;jj?j@jAjBjCjDjEjFjGj  QjKi7.88007.88007.8800 receptorH3rat2 membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminepthioperamideTjWjXjYjZj[j\j]j^j_j`jajbjcjdjejfjgj @Ki6.25006.25006.2500 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidehjjjkjljmjnjojpjqjrjsjtjujvjwjxjyjzj  Ujij|jD7$HaI|@RjQ@x&1Vj0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034639CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)c3ccc(cc3)C(C)(C)C)CC1eaTCDC `C]RBlaDdGE`LCE=@ 5X:Ռ ZQp &%Gqtޮy5Sq>pӵg`<]9ffkQ0qǕ`VHf7Uyuq򑃸F+k&!\_&  D[q,hIjhJjKjOjMjLjNjncPjSjKi5.81005.81005.8100 receptorH2humanj membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine.thioperamide{j}j~jjjjjjjjjjjjjjjj j .D1H:Hy@j{Gz@xlSMDL-00004558.0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034642CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)c3cccc(C)c3)CC1恁aN1$HPA4%X(aDETAY!RpA8Et a(`$3hkr fU`5< vZl>ci|j3{g`^ -Uq\ ZUSk߮9.#h|!g|8&󀴇1D[qg@,jjjjjjjjj??ncjjD+jjDjDlljz d jt. (b ( 0^ z p d Z T H > 4 * $  fLD:0" 0 zpf\VP8 ( J  F x^VLB4*B@|PvhVJB<0& thTB Ki6.54006.54006.5400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidejllllll l l l l lllllllKi6.42006.42006.4200 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidelllllllllll l!l"l#l$l%l&l  ll(lKi5.43005.43005.4300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide'l)l*l+l,l-l.l/l0l1l2l3l4l5l6l7l8l9l  Ki8.20008.20008.2000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideFlIlJlKlLlMlNlOlPlQlRlSlTlUlVlWlXlYl  Ki6.37006.37006.3700 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideZl\l]l^l_l`lalblcldlelflglhliljlklll  Gl[lnlD1HƊLCxz@jQ @㥛 HlSMDL-00004559x0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034654CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)/C=C/c3cccnc3)CC1QTG Ҡ Aa!QRBDayxEvą3Tc q,$X3\)DǬOZY5רT3`Ak$Z)Dɧ$g`"Wy\ fakzSřWg8xkԮ+#H'qI!hL&󀴇Q DSqbh,:ll?lClAl@lBl??absjElKi4.60004.60004.6000 receptorH2human membranecloned antagonistP25021human@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidemlolplqlrlsltlulvlwlxlylzl{l|l}l~ll +5ll1CCllKi8.14008.14008.1400 receptorH3rat@ membranecortex; brain antagonistQ9QYN8rat@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidellllllllllllllllll e @ lnnD5X"2H|@lp= ף@I +lSMDL-00004560@0Bioorg. Med. Chem. Lett. 12(15)-2002 2031-2034668CCOC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)/C=C/c3ccc(OC)cc3)CC1QSG Ҡ AU)BpDBхSlE_ N aP q M3#(%Tq*kir%%0sMű<#Z𘯡Atg`KZ`IwF` āF-UQuqzAP_8|I!L&󀴇Q DSqe.,lllllllll??absllDS,prrrrrrrr2* SMDL-000045683??3@zrD< j P H @ 6 (   D 4 ,4>  R & z p j ^ T J @ : 4  v\TJ@2( @(vlf`H8" * V tlbXJ@4*$X2ztnBzpbPD<6*   Ki6.21006.21006.2100 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidelnnnnnnn n n n n nnnnnnKi5.17005.17005.1700 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidennnnnnnnnnnn n!n"n#n$n%n  + 0n3n 1n5nKi8.91008.91008.9100 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide7n:n;nn?n@nAnBnCnDnEnFnGnHnInJn  Ki5.17005.17005.1700 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKnMnNnOnPnQnRnSnTnUnVnWnXnYnZn[n\n]n  8nLn_nD7\Xsᒚ~@2n(\@L9nSMDL-00004561a0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20372@ACCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](C)NC(=O)OC(C)(C)C)cc1 6ADAH5D4PB!rDE6TRd\O<bTԓ Ba JDf frǚŚe9ƚfd=yզ~ XrmOar!+򀼿={y0,qnsntnunvnznxnwnyn??abs6nn? 64.3300ratx | t j ` R H < 2 ,   ` H $  h X `hr` v f p  $J  v ,ZtlbXJ@4*$X 6~xrF~vl^L@82&jv|J8. vpj>~tj\RF<6*   Ki4.64004.64004.6400 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidenppppppp p p p p pppppp+ p p p"pKi7.83007.83007.8300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide$p'p(p)p*p+p,p-p.p/p0p1p2p3p4p5p6p7p  Ki5.48005.48005.4800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide8p:p;pp?p@pApBpCpDpEpFpGpHpIpJp  %p9pLpD;|X:f-@pQ@Q8&pSMDL-00004563 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20374 DCCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](NC(=O)OC(C)(C)C)C(C)C)cc1VQDDH5D J@8PB%rE6ZTTXpDO<TlAcHEA  Q ơ4Y0LgqĶJ6^ĖT7@g'ӫtJv{q637fɹt{56^&uu- 77V,gTܹǦF! !r|+_&򀼷={y r ,ppppppppp?? abs !p#p Ki4.87004.87004.8700 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideKpMpNpOpPpQpRpSpTpUpVpWpXpYpZp[p\p]p +hpkppipmpKi7.01007.01007.0100 receptorH3rat membranecortex; brain6 antagonistQ9QYN8rat1GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine]thioperamideoprpsptpupvpwpxpypzp{p|p}p~ppppp Ki4.97004.97004.9700 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamidepppppppppppppppppp  ppppD;|X:f-@jpQ@Q8qpSMDL-000045640Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20375ECCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)cc1VQDDH5D J@8PB%rE6ZTTXpDO<TlAcHEA  Q ơ4Y0LgqĶJ6^ĖT7@g'ӫtJv{q637fɹt{56^&uu- 77V,gTܹǦF!!r|+_&򀼷={yr,^p`papbpcpgpepdpfp??abslpnpKi4.90004.90004.9000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidepppppppppppppppppp ??  v l ` V P D : 0 &  T 0    d |j^VPD:0&       h V  L(\~tj\RF<6*  jR. rbpxjpz4V <j~tj\RF<6*   +  r r  rrKi7.84007.84007.8400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamiderrrrrrrrrrrrrr r!r"r#r  Ki5.33005.33005.3300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide$r&r'r(r)r*r+r,r-r.r/r0r1r2r3r4r5r6r  r%r8rD=X {@ rGz@+NrSMDL-00004565 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20376 FCCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](CC(C)C)NC(=O)OC(C)(C)C)cc1fQDDL5D JH4B ]TSZTXXtDY@\a1%x0DPdy\*x[RyByܟIL%*Ax=u=L%J;bBJŕsԉHXXڵsx]ŕO !|+_9&򀼿={y  abs  rr Ki5.35005.35005.3500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide7r9r:r;rr?r@rArBrCrDrErFrGrHrIr  + TrWr UrYrKi6.95006.95006.9500 receptorH3rat@ membranecortex; brainZ antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide[r^r_r`rarbrcrdrerfrgrhrirjrkrlrmrnr tKi5.09005.09005.0900 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideorqrrrsrtrurvrwrxryrzr{r|r}r~rrrr  \rprrD=X {@VrGz@+N]rSMDL-000045660Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20377iECCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](CC(C)C)NC(=O)OC(C)(C)C)cc1rfQDDL5D JH4B ]TSZTXXtDY@\a1%x0DPdy\*x[RyByܟIL%*Ax=u=L%J;bBJŕsԉHXXڵsx]ŕO!|+_9&򀼿={y ,JrLrMrNrOrSrQrPrRr??@absXrZrKi5.46005.46005.4600 receptorH2human7 membranecloned antagonistP25021human)GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamiderrrrrrrrrrrrrrrrrr DAt!YVzN@t(\@Q tSMDL-000045670Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20378QDDP5,! B "GdSMqE$QDŅ}gPEq*Q8, 1Z-աUݡPZvNse%Өm=\2u!ENmnyneU権먭]Yi3we9) EΨKI\ZU]ɼ! |+_9&򀼿={y,rrrrrtrrl??@ V P > zJ &  Z ~vlbTJ>4."b J& j Zn v bxhr 2 P   x : h vndZLB6,&ZZ6 jpd\VJ@6,& n\ + tt ttKi7.63007.63007.6300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide t t tttttttttttttttt  Ki4.77004.77004.7700 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidett t!t"t#t$t%t&t't(t)t*t+t,t-t.t/t  tt1tICCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](Cc3ccncc3)NC(=O)OC(C)(C)C)cc1 abs tt Ki4.92004.92004.9200 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide0t2t3t4t5t6t7t8t9t:t;tt?t@tAtBt  y=F@@0BxBD\DDDFF2HzHJ_JJHLL;NN'PoPBRyPLT'VoVXVXXAZZ\f\^O^^;``!bhbdHdd8ffhahjHjj;ll'nrnp_plKrrCt;vVt#xnx zTzzz|2~~~bLD-xcPF-xaG;'s;jOp6Vy>^~.Nnm%n%o%p%q%r%s%t%u%v%w%x%y%z%{%|%}%yDt%X+ MtPt NtRt  DAt!YVzN@Ot(\@Qv0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20379 HCCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](Cc3ccncc3)NC(=O)OC(C)(C)C)cc1QDDT5,! B "GdQSNq$QDŅ}gLEqJ Q8, G0YmܱұױUM-PȁY*urA҄^i[M*qnMݞmmn]omA#n5]5UwAhn̈́JE ɹ[\u6Un9Ź5! |+_9&򀼿={y02* -,lFtlGtHtLtJtItKtabsQtSt11,UtvvvWtvvvv??4  v  p > >zNZ6 jpd\VJ@6,& bjt WW:Ki7.27007.27007.2700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideTtvvvvvv v v v v vvvvvvvKi5.03005.03005.0300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidevvvvvvvvvvv v!v"v#v$v%v&v  vv(vKi4.83004.83004.8300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide'v)v*v+v,v-v.v/v0v1v2v3v4v5v6v7v8v9v  + DvGv EvIvKi8.72008.72008.7200 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKvNvOvPvQvRvSvTvUvVvWvXvYvZv[v\v]v^v  Ki4.45004.45004.4500 receptorH1human@ membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide_vavbvcvdvevfvgvhvivjvkvlvmvnvovpvqv @ Lv`vsvD-8HXx@Fv(\@ rhMvSMDL-000045690Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037103CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](C)N)cc1N{$D %NH7HHacGMYt0x$5Qk;4ީ]Q [>$]N2֩;5j=,,s%54N2F:G5=!?N\&9[yT ?Nv,:vv?vCvAv@vBv??absHvJvKi4.39004.39004.3900 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidervtvuvvvwvxvyvzv{v|v}v~vvvvvvv v+@vvvvKi8.15008.15008.1500 receptorH3rat membranecortex; brain0 antagonistQ9QYN8ratnGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidevvvvvvvvvvvvvvvvvv (Kivvvnxxxxxxxx x x x x xx  vvxD-HaӫXy@v?S vSMDL-000045700Bioorg. Med. Chem. Lett. 12(15)-2002 2035-20373CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](N)CO)cc1}$DV'0%H$P3r(Q;(e`HI1`Z/?ͪwjp+kV:ĨujnZop̃EMp)k":5A\AmԆl+kILѯGMc!gܿ9{y\gabsvvvN H T v \ T L B 4 "    @ | t PX F  | v j ` V L F @  |tj`RH<2,  `H$ hX( 0 : `vfp<v" tlbXJ@4*$X2ztnBzpbPD<6*   4.33004.3300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi4.46004.46004.4600 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidexxxxxxxxxxxxxxxx x!x  + ,x/x -x1xKi7.77007.77007.7700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide3x6x7x8x9x:x;xx?x@xAxBxCxDxExFx  Ki4.78004.78004.7800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideGxIxJxKxLxMxNxOxPxQxRxSxTxUxVxWxXxYx  4xHx[xD1<84z@.x(\ @rh5xSMDL-00004571 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037126CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](N)C(C)C)cc1}DSPB2I!5VD!T`aDP@qE[p e,t00I1Z᧍ZZNrem\]!ryNmߐԭUX .eyMd&+we-ڐՐw19|t!r|&9{yndrh,"x$x%x&x'x+x)x(x*x??xabsx0x2x@xKi4.50004.50004.5000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideZx\x]x^x_x`xaxbxcxdxexfxgxhxixjxkxlx +xwxzxxx|xKi7.10007.10007.1000 receptorH3rat2 membranecortex; brain) antagonistQ9QYN8ratNGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide~xxxxxxxxxxxxxxxxxx Ki4.72004.72004.7200 receptorH1humano membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidexxxxxxxxxxxxxxxxxx e xxxD1<84z@yx(\ @rhxSMDL-000045720Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037137CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](N)C(C)C)cc1}DSPB2I!5VD!T`aDP@qE[p e,t00IO0Z᧍ZZNrem\]!ryNmߐԭUX .eyMd&+we-ڐՐw19|!r|&9{ydr,mxoxpxqxrxvxtxsxux??rabs{x}x?rKi4.42004.42004.4200 receptorH2human membraneclonedxxxxxxxxxxxzzzzzzz ?? ~ v z n d ^ R H > 4 . ( z V < 4 , "    l t ~ 8 0 r 2 8 f |rf\VJ@6,& fLD:0" 0zpf\VP8(0F6@F^D<2((ph^TF<0&   antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide+ zz zzKi7.21007.21007.2100 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamidezzzzz z!z"z#z$z%z&z'z(z)z*z+z,z  Ki4.84004.84004.8400 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide-z/z0z1z2z3z4z5z6z7z8z9z:z;zz?z  z.zAzD3L8t)*z@zGz @~jtzSMDL-00004573 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037147CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](N)CC(C)C)cc1 SGҐPB QD&VDTdDU`Wh3b P(U $pqG{gܶyuq7{޶g҇w^wvх6޶]vV]5T6 !Br|9&9[y lBr ,z z z z zzzzz?? abs zz Ki4.85004.85004.8500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide@zBzCzDzEzFzGzHzIzJzKzLzMzNzOzPzQzRz  +]z`z>z^zbzKi6.77006.77006.7700 receptorH3rat0 membranecortex; brainL antagonistQ9QYN8rat4GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidedzgzhzizjzkzlzmznzozpzqzrzsztzuzvzwz Ki5.01005.01005.0100 receptorH1humanz membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidexzzz{z|z}z~zzzzzzzzzzzzz  ezyzzD3L8t)*z@_zGz @~jtfzSMDL-00004574@0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037158CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](N)CC(C)C)cc1SGҐPB QD&VDTdDU`Wh3b P(U $0jtSg`Twf;5jb˕}sf`vՇI:}CvSV7F&5EvVF6ߕF&IWVL裦!Br|9&9[y8lBr*,SzUzVzWzXz\zZzYz[z??0absazczed.Ki4.78004.78004.7800 receptorH2human( membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamidezzzzzzzzzzzzzzzzzz D74!9 *}@|p= ף@- |SMDL-00004575i0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203716!|9&9[y,zzzzz||z|??SMDL-0000457617 ,zE|zF|zI|H|G|z?? receptorHB0P~ H * v \ T J @ 2 (   @ :  |vJ zpbPD<6*   n  ^ N < 2ztnBxj`TJD8.$x`<"pV^hx~X"PhD*" + || | |Ki8.04008.04008.0400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide ||||||||||||||||||  Ki5.48005.48005.4800 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide|!|"|#|$|%|&|'|(|)|*|+|,|-|.|/|0|1|  | |3|:CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@H](N)Cc3ccncc3)cc1&SGҠPB Q!QRC`DayXNE_ )t@! rBb r97m6mnaNK~LQr8aa-PPm@\KG\n8mdrz{\dE\zKQ,b Y\abDK-D\MQDZ\ePa\mNb"/s  abs | | Ki4.43004.43004.4300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide2|4|5|6|7|8|9|:|;|<|=|>|?|@|A|B|C|D|  + J|M| K|O|Ki7.99007.99007.9900 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamideQ|T|U|V|W|X|Y|Z|[|\|]|^|_|`|a|b|c|d| eKi5.64005.64005.6400 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidee|g|h|i|j|k|l|m|n|o|p|q|r|s|t|u|v|w|  R|f|y|D74!9 *}@L|p= ף@- S|0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037;CCCCCC(=O)c1ccc(OCCCN2CCN(CC2)C(=O)[C@@H](N)Cc3ccncc3)cc19&SGҠPB Q!QRC`DayXNE_ )t@! rB r97m6mnaNK~LQr8aa-PPm@\KG\n8mdrz{\dE\zKQ,b Y\abDK-D\MQDZ\ePa\mNb"/s!|9&9[yabsN|P||Ki4.46004.46004.4600 receptorH2human| membranecloned antagonistP25021human@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidex|z|{|||}|~||||||||||||| +||||Ki8.68008.68008.6800||||||zXn~~~~~~~~ ~ ~D3,XGɫs|@|@;On|SMDL-000045770Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203723AC[C@@H](NC(=O)OC(C)(C)C)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1QG0QDY5 "P,aFOAE*Gl!RPII !G   @[`p`i-7sLFU-Ժ_㰅fB-eiL|,s8ȅ|EE"F!_ƣŅ8!-.0!~|+_&{yx~,|||||||||??abs||| ~   8 J| &2 R ~ r h ^ T N H  znd^RH>4.(zV<4," 0 8 B  ^ |rf\VJ@6,& Z6 jpd\VJ@6,& R  membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi5.09005.09005.0900 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide ~ ~ ~~~~~~~~~~~~~~~~  | ~~Ki4.08004.08004.0800 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide~ ~!~"~#~$~%~&~'~(~)~*~+~,~-~.~/~0~  + <~?~ =~A~Ki8.90008.90008.9000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideC~F~G~H~I~J~K~L~M~N~O~P~Q~R~S~T~U~V~  Ki4.16004.16004.1600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideW~Y~Z~[~\~]~^~_~`~a~b~c~d~e~f~g~h~i~  D~X~k~D)8dzwv@>~gfffff?ffffffE~SMDL-000045780Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203724 A-3041213C[C@@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1ry$ Fz($T(""(VR G IOq3uR0кeci#oBj]qtBcec>9Cj¯i{`]beBic>򪖣[z`#/h!Z|&[yBZ,1~3~4~5~6~7~;~9~8~:~?abs@~B~Ki4.15004.15004.1500 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidej~l~m~n~o~p~q~r~s~t~u~v~w~x~y~z~{~|~ +@~~l@~~Ki7.69007.69007.6900 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide~~~~~~~~~~~~~~~~~~ Ki4.27004.27004.2700 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor~~~~~~~~~~~~~~~~  ~~D)8dzwv@~gfffff?ffffff~SMDL-000045790Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037252C[C@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1y$ Fz($T(""(VR G IOq3uR0к`i#oBj]qtBcec>9Cj¯i{`]beBic>򪖣[z`#/!Z|&[yBZ,}~~~~~~~~~??abs~~~ z t  x n ` N B : 4 (    l jr| P . J   6d0 xrl@ xnbXRF<2("nJ0( ~T\f8n,& N~pfZPJ>4* ~X4h`F>6, ![3H]-(R)-Nalpha-methylhistamine thioperamideKi4.38004.38004.3800 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide   +  # !%Ki6.92006.92006.9200 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide'*+,-./0123456789:  Ki4.33004.33004.3300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide;=>?@ABCDEFGHIJKLM  (<OD74uEa4a=EvV[#yrV +/+@uP?$F @4 E=%F?EEt?L?ܱPyaɁY !re|+_&"d{y re ,?? abs $& Ki4.30004.30004.3000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideNPQRSTUVWXYZ[\]^_` +knlpKi7.52007.52007.5200 receptorH3ratL membranecortex; braine antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine)thioperamideruvwxyz{|}~ Ki4.43004.43004.4300 receptorH1human membranecloned antagonistP35367human3GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide  sD-8PN+x@mףp= ?㥛 tSMDL-000045810Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037274O=C(C1CC1)c2ccc(OCCCN3CCN(CC3)C(=O)[C@H]4CCCN4)cc2}AC DA$PBBQM1ńaJ]VVQ΁QC`$\MySR뒏S~+S~MQMyR+#NRAh~CWh!|&[yP,acdefjhgi??absoqKi4.27004.27004.2700 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide @ v l ` V P D : 0 &   f L D : 0 "   0  zpf\VP8 (   0F6@ F ^D<2((xrf\RHB<jPH@6( 4LjFFrzpj^TJ@:4$ +    Ki8.40008.40008.4000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$  Ki5.26005.26005.2600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide%'()*+,-./01234567  &9D?LX#@ p= ף@Cl{SMDL-00004582 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203728HCC(C)(C)OC(=O)N[C@H](Cc1ccccc1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2vQDDQFY5DED2PBFFM`\|SLQ$XTiҴ r B4Nc s0gmdmem[smQNKG.[nQjb!$slQbf~bs0bPm@m\KW\jhmz\O6XLbyKQy\)b*b?\Ԃj2s#bN7X]GNLDD !iA|+_9&۲{y iA ,x abs  Ki5.00005.00005.0000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide8:;<=>?@ABCDEFGHIJ  + UXVZKi8.34008.34008.3400 receptorH3rat3 membranecortex; brain antagonistQ9QYN8rat`GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminebthioperamide\_`abcdefghijklmno Ki5.00005.00005.0000 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideprstuvwxyz{|}~  ]qD78'S|@W @tV^SMDL-00004583l0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203729;N[C@H](CCc1ccccc1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2eAC \dRJ1RPDU`faGAF} D !! Kd 07mrMQHK>[NQhaLQ~r0a5mHm@\KG\h8ma^rt{\\E\tKQ,bY\aab[NQ\E\aha_LQ~0arHV\QHm@MK\h8mG\[rt{\tKQ,bY\ab4.(Z6 jpd\VJ@6,& "n\ +  Ki7.64007.64007.6400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide   Ki5.01005.01005.0100 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&'()*+,-./  19N[C@H](Cc1cccs1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2 abs  Ki4.33004.33004.3300 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide023456789:;<=>?@AB  + MP NRKi7.53007.53007.5300 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideTWXYZ[\]^_`abcdefg  Ki5.03005.03005.0300 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidehjklmnopqrstuvwxyz  Ui|D589zX|@O{Gz@(\uVSMDL-000045850Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203731=N[C@H](Cc1ccc(F)cc1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2eADC DT"PGEL-uDaEUPDF"E_DGq=D !! I%X`0@i,sFԺ㰅u_҆Eis|,_ȅ|ĵU*UEBE"F8LULdBE!ƣ!)|?9&[y),CEFGHLJIK??absQS Ki4.40004.40004.4000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide{}~ +Ki8.24008.24008.2400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat D/ 9QZ{@? ףp= SMDL-000045860Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037329N[C@H](Cc1nccs1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2AH DE5UPB-E^d!\|bUP(#u1MW ~yySW9}IR뒏ST,~+S,aqR+#NVRAh~!s/?06۫ys/,??abs z rzZ p ` j 0 6l * >l n f \ R D : . $    R 6~xrF~vl^L@82&j  p |J8 . vpj>Z6 jpd\VJ@6,& RZd GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi4.00004.00004.0000 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide   Ki4.01004.01004.0100 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&'()*+  + 69 7;Ki8.34008.34008.3400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide=@ABCDEFGHIJKLMNOP  Ki4.02004.02004.0200 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideQSTUVWXYZ[\]^_`abc  >ReD/`9Bz@8r= ףp?NbX9?SMDL-000045870Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203733<N[C@H](Cc1c[nH]cn1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2QQNPCaSUxX B UI^d\|хbrA r! Eb r07mMQ\PHK%m\%\>[NQahaGVMLQ_~0arHm@K\h8mG\[rt{\tKQ,bY\ab?@ABCDEFGHIJKLMN  )=PD9 84)~@#@}?5^I*SMDL-00004589 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203735?N[C@H](Cc1csc2ccccc12)C(=O)N3CCN(CCCOc4ccc(cc4)C(=O)C5CC5)CC3 6 !DQAaQV%X C uI^da\C]|(Д!c䐲 0D0 Gb \%\r07m9$\bMQHK%m#uQaNQ>[haoQLQ~0arHm@K\h8mG\[rt{\tKQ,bY\ab}GG !-V}1>_ -V , ?? abs %' Ki4.82004.82004.8200 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideOQRSTUVWXYZ[\]^_`a +lomqKi7.52007.52007.5200 receptorH3rat membranecortex; brainN antagonistQ9QYN8ratCGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine0thioperamidesvwxyz{|}~ Ki5.01005.01005.0100 receptorH1human3 membranecloned antagonistP35367human@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineethioperamide @ tD5 HT7!9|@n(\@OnuSMDL-000045900Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203736=N[C@H](Cc1ccc(O)cc1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2ADC T"PGхK1uDaRaFHTE_@Gm>D !!I}XӀ*Qyze]h|:9 '_0D&&- of]8pU$jS6 ׈^Yf`^HLA,P55j e9X5j!|?ٛ9&[yr0,bdefgkihj??abs9pr?Ki4.48004.48004.4800 receptorH2human8 membranecloned antagonistP25021humanGPCR 17.2800rat | r h b \ x f ^ T J < 2 &   J 2  vpjR B D L V J`PZ  0 `  > x^VLB4*Bvlb\V*jbZPB0$ Nf``.xndZTN"> histaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide+  Ki7.56007.56007.5600 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&'(  Ki5.34005.34005.3400 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide)+,-./0123456789:;  *=D38Q,Xz@zG@|?5^SMDL-00004591 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203737:N[C@@H](C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1)c4ccccc4QDI 5TT"PQEL-EDQZ`CnQtT硃Q0X04i0sU_Ժt!&ir|0T_V$˥|ŅU-ȕU$v5""iȕUǵUEi_ !|?&{y b , ?? abs  Ki4.61004.61004.6100 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide<>?@ABCDEFGHIJKLMN  +Y\Z^Ki6.88006.88006.8800 receptorH3ratc membranecortex; brainc antagonistQ9QYN8rat-GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminerthioperamide`cdefghijklmnopqrs Ki4.92004.92004.9200 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidetvwxyz{|}~  auDA,8[*oG@[yGz@ˡE}bSMDL-00004592@0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203738DN[C@H](Cc1ccc(cc1)c2ccccc2)C(=O)N3CCN(CCCOc4ccc(cc4)C(=O)C5CC5)CC3fADC UBPBArFL5u``a!E_@ш"D%)D!Xu00$1Pܴ7E!.8la:Eݗᇱ2EQC1ᗇ!--=.2rp -1qmqqq }C=-Edqakhq5KCM,KTI!|?9&[y89G,OQRSTXVUW??0abs]_ed.Ki4.69004.69004.6900 receptorH2human2 membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide D+ 9Ȱx@(\?- SMDL-00004593i0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203740!f ?&9[y,??7.2800 receptorH3rat membranecortex; brain antagonistQ9QYN8??~l`XRF< T 6 h ` V L > 4 (    L  |rh^XR& f^VL>,  J b j \ *  tj`VPJjbXN@6* N6ztnVF2:DNdT^0d,> +   Ki7.54007.54007.5400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide   Ki4.34004.34004.3400 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide!"#$%&'()*+,-./01  35N[C@H](CC#N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1 }$ FE#PD+.vX"KTH`EЦ1@ўyyy!1ўBB!ҹbyLx1!aYRrQrґ(qm f abs   Ki4.14004.14004.1400 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide2456789:;<=>?@ABCD  + OR PTKi8.07008.07008.0700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideVYZ[\]^_`abcdefghi Ki4.79004.79004.7900 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidejlmnopqrstuvwxyz{|  Wk~D1,Hv7OuHz@Qףp= ?GzXSMDL-00004594.0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203741<CC(C)(C)OC[C@@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1ADA 5T"PEbRElaHdP@tQ41ОByyay!1ўBB!ҹbҡyL񙻁x1!YRrQrґ(qmU!z _yjz@,EGHIJNLKM??absSUKi4.34004.34004.3400 receptorH2human membranecloned antagonistP25021human@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine@thioperamide} +Ki D1,8}tJy@@^I +SMDL-000045950Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203742;CC(C)(C)C[C@@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1恁ADC TrPB1ZTT!XlO< Tu0DŽ0$M5? Ş'_feI}f{Sp%#obDfօ_3jZep9Ş$jMfpԨ9X5j|{1!|_9&=[yb,??abs  > D| 8  Lz0 x r l @ xn`VJ@:.$ nV2vfT \ f nt~  R   N zpfXNB82&fZ6 jpd\VJ@6,& N GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKi4.66004.66004.6600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide   Ki4.72004.72004.7200 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&'()*+  + 69 7;Ki8.80008.80008.8000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide=@ABCDEFGHIJKLMNOP  Ki4.15004.15004.1500 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideQSTUVWXYZ[\]^_`abc  >ReD+8+Ww@8> ףp=?~jt ?SMDL-000045960Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037434CC[C@@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1{$ Fz($T(""(VZ G IOqh*0auŞӀ|u%9(_Sp%JobuVY,iN'&nVjMf55jVbto|ͨ!|&[yJ,,./015324??abs:<OKi4.00004.00004.0000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidedfghijklmnopqrstuv +Ki7.92007.92007.9200 receptorH3rat membranecortex; brain antagonistQ9QYN8rat@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide Ki4.99004.99004.9900 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide D/8y@Gz@GzSMDL-000045970Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203744:CC(C)(C)[C@@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1}QDJ 5TTD@PBREM1EDQ]$DXQ9 E !! Jb Z~Wyn]Vy W/g]o]-nmqm]Z7m~LӬWoh-YyXh"~9h9L],nyhe*n+ncYWh!Vhh!|_&{yZ ,wyz{|~}??abs  z p j ^ T J @ : 4  b H @ 8 .   , px < 4x 6  <j~rhbVLB82, ~d\RH:0$H0 ~tnhP@&H^NX$^v\TJ@2( @vlb\V*F"  Ki4.24004.24004.2400 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide   + "  $Ki8.40008.40008.4000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide&)*+,-./0123456789  Ki4.33004.33004.3300 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide:<=>?@ABCDEFGHIJKL  ';ND- 8{l8x@! ףp= @X9v(SMDL-00004598 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037455CCC[C@@H](N)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1 }$ Fz($T(""(VZ G IOqV;TH `$@*O/խj뭫%-KFM*o%+O -M/kM9LŭsM`׾M M !ƛ|&9[y R ƛ ,?? abs #% Ki4.22004.22004.2200 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideMOPQRSTUVWXYZ[\]^_ +3jm I@koKi6.79006.79006.7900 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideqtuvwxyz{|}~ OKi4.84004.84004.8400 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide  rD5<8S{@lGzG@/$sSMDL-000045990Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203746:N[C@H](CC1CCCCC1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2ADC T"PGRK1uRDWlVXuŕWQWQCpHCdXӀ*Qyze]h|:9 '_0D&&- of]8pU$jS6 pY|YS׌oؿ!]׸o ˨1Ű!m|?9&[y(pmc,`bcdeigfh??abs9np[Ki4.69004.69004.6900 receptorH2human membranecloned antagonistP25021humanrGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide e,????stP~ ~ d \ R H : 0 $    H0 x r l @ xpfXF:2,   d | f v D 2 (zpjd8rh\RL@6,"hD*"xLT^&^ Fxj`TJD8.$x  Ki8.64008.64008.6400 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide    Ki4.00004.00004.0000 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide!#$%&'()*+,-./0123  "5D)8dzwv@ 333333?"~jSMDL-00004600 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203747,CNCC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1y`Dr*!)JF$NqC3R0Ժ rC/VPGw_/Vf .Vf+w釂NEn}P na r+)a?@ABCDEF  + PS QUKi8.06008.06008.0600 receptorH3rat1 membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideWZ[\]^_`abcdefghij @Ki4.33004.33004.3300 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidekmnopqrstuvwxyz{|}  XlD/8y@R)\(@;vYSMDL-000046010Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037487CC(C)N[C@H](C)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1}AC DTG@PBBaEM1D"aE[qXDG9 D JFf ~Gy]^XT_g]xInp~­]F(n_L$Whyhh]$}nhZnx[nmShl8E}!ü|+&[yZ ü,HIJKOMLNabsTVKi4.30004.30004.3000 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide~ C+ D78'S|@(\ @n@SMDL-000046020Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203749;CN[C@H](Cc1ccccc1)C(=O)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2ADA 5T"PErK1UMPD!XlVaGAG} "E !! Ic ~Gy]^XxT_g]In­]F(nm_Lh$Whyp~h|g]$}nhZn[nShxV\lGfUVM[!.|9&[yr.,??abs9[0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203753@dl LT^L b R \  B t F z ` X N D 6 ,    D J& Zr`TLF:0&~  h ^ L  B~R@|PvhVJB<0& thnx`<TB Ki7.36007.36007.3600 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide Ki4.87004.87004.8700 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&  (Ki4.75004.75004.7500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide')*+,-./0123456789  + DG EIKi7.12007.12007.1200 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKNOPQRSTUVWXYZ[\]^  Ki4.46004.46004.4600 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide_abcdefghijklmnopq @ L`sD/8y@F)\(@;vMSMDL-000046030Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037507CN[C@H](C(C)C)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1h}ADA 5T"PTdaK1UDRZ`S@G5E d ~Gy]^XxT_g]In­]F(n_Lh$Wp~yhgmh$}n]hZn[nShxGh~g!|&{y@Z @,:<=>?CA@B??absHJKi4.31004.31004.3100 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidertuvwxyz{|}~ + Ki8.36008.36008.3600 receptorH3rate membranecortex; brain antagonistQ9QYN8rat@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineethioperamide @ e D)88OuMWv@Q?V-SMDL-00004604e0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037513O=C(C1CC1)c2ccc(OCCCN3CCN(CC3)[C@@H]4CC(=O)N4)cc2{$T(N0eJVDRh(G d=E#!p TTܰ\r݄l%\HڰyH64luܷݦ6!?9;& qe@.,??abs?D+8a7w@z?Q SMDL-00004606niz4X l d \ R D 2 &    ` P $. 4 n  z p f \ V P $ |tj`RH<2,  `H$ hX8 @ J `vfp@v 2 tlbXJ@4*$X2ztnBzpbPD<6*   Ki5.00005.00005.0000 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide Ki5.00005.00005.0000 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%  QDMNwP;l#xnxoPN'P~462-Z#JFdxBF zTzaL~c2\6\zH|6)e 5DxV.['F $x'ny Q@6rnP ~B Tp_p>4a4Q10I_pIbhbbdrdrdWgdgdxd{ MHd* zd5xdU'd"dd#dfRȪjJpPtjR]HjU^Hj1jzlBrlBrlpmr.rr [rt/yt{vKHvx~z [zf| LW| W {& [ n \~W $]}W \bW-V zWre nuWuVz0s4[S[c@VW/m99@WyTj {W [rr Q]t"r+ 14 26Ki7.37007.37007.3700 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide8;<=>?@ABCDEFGHIJK  Ki4.66004.66004.6600 receptorH1human membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideLNOPQRSTUVWXYZ[\]^  9M`D)88OuMWv@3Q?V-:SMDL-000046050Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037522O=C(C1CC1)c2ccc(OCCCN3CCN(CC3)[C@H]4CC(=O)N4)cc2{$T(N0eJVDRh(G d=E#!p$ TTܰ\r݄l%\HڰyH64luܷݦ6!?9;& q@@,&()*+0-,.??abs57Ki4.57004.57004.5700 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide_abcdefghijklmnopq +x{y} 3O=C(C1CC1)c2ccc(OCCCN3CCN(CC3)C(=O)[C@H]4CCN4)cc2}$ F bQXԊ-T:*U2*$ \ t T 0 n < * \ . vpj>~tj\RF<6*   Ki8.88008.88008.8800 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide Ki4.90004.90004.9000 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&  (Ki4.85004.85004.8500 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide')*+,-./0123456789  + DG EIKi7.89007.89007.8900 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideKNOPQRSTUVWXYZ[\]^  Ki5.00005.00005.0000 receptorH1human@ membranecloned antagonistP35367humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide_abcdefghijklmnopq @ L`sD+8a7w@F?Q MSMDL-000046070Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037544O=C(C1CC1)c2ccc(OCCCN3CCN(CC3)C(=O)[C@@H]4CCN4)cc2}$ F bQXԊ-T:*U?CA@B??absHJKi4.91004.91004.9100 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidertuvwxyz{|}~ Ki9.30009.30009.3000 receptorH3rate membranecortex; braint antagonistQ9QYN8rat@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine0thioperamide (   D)8dzwv@= ףp=?V-SMDL-000046080Bioorg. Med. Chem. Lett. 12(15)-2002 2035-203755 A-308830,NCCC(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1y  Fz("T(!D&RZ $9NБↁR0 |77an[jaq aM7|q!w.Pcm[Ml|!l?@AB  Ki4.02004.02004.0200 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamideCEFGHIJKLMNOPQRSTU  0DWD/ 8:x@*p= ף@S㥛 1SMDL-00004609 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037565O=C(C[C@H]1CCCN1)N2CCN(CCCOc3ccc(cc3)C(=O)C4CC4)CC2 ցQDI 5T>PBBD5TQ[(S\RqY=E J WshmQ0m}.Ls[QYbQ5s̗~hXb9s@VsE L ]m\\QEb;\zbb}s\~7 !9&< {q X , !"#'%$&??eabs,.Ki4.05004.05004.0500 receptorH2human membranecloned antagonistP25021humanGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamideVXYZ[\]^_`abcdefgh +svtxKi8.19008.19008.1900 receptorH3rat membranecortex; braino antagonistQ9QYN8rat2GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineCthioperamidez}~ Ki5.82005.82005.8200 receptorH1human0 membranecloned antagonistP35367humantGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamineethioperamide  {D+8+Ww@uףp= ?ףp= |SMDL-000046100Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037593C[C@H](CN)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1{$F0(QD&Rb*$7P!*F8a$zgEup&yh6D܎7ȋEv]ggp6!&9[qJ0,iklmnrpoq??abs1wy?Ki4.99004.99004.9900 receptorH2human9 membranecloned antagonistP25021humanGPCR 1SMDL-00004611r x n d Z T N j z p b X L B < 0 &    p X 4   x h 6 > H pv L   0 |rhZPD:4( hhD*"x~rjdXND:4.$|j$`<"p~Z@8.$ histaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide+   Ki8.05008.05008.0500 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&'  Ki5.76005.76005.7600 receptorH1human membranecloned antagonistP35367human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide(*+,-./0123456789:  )<D+8+Ww@ףp= ?ףp= 0Bioorg. Med. Chem. Lett. 12(15)-2002 2035-2037604C[C@@H](CN)C(=O)N1CCN(CCCOc2ccc(cc2)C(=O)C3CC3)CC1{$F0(QD&Rb*$7P!*F8a$zgEup&yh6D܎7ȋEv]ggVq6 !&9[q J , ?? abs  Ki4.97004.97004.9700 receptorH2human membranecloned antagonistP25021human GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide;=>?@ABCDEFGHIJKLM  Z^Dm%m%'`8+wu@[?K_SMDL-00009581%J. Med. Chem. 35(11)-1992 2074-20841 KW-4994'CN(C)CCSC1c2ccccc2COc3ccc(cc13)C(=O)O3yu T QO,A"тPD0`HDT"(Av~ET0}U[fq6|rҴ=qqe"uDFSqP SuJ}q=rqi5!f8.à 6f,NPQRSTXVUW?asuY\ @Ki7.85397.85397.8539 receptorH1 guinea pig membranecerebellum; brain. antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole]`abcdefghijklmnG {Dn%n%'`Vs@|@Zd;_SMDL-00009582%J. Med. Chem. 35(11)-1992 2074-20842@ ketotifen&CN1CCC(=C2c3ccsc3C(=O)Cc4ccccc24)CC1wes TQE*,eDLzС+ST%+BsB` DFJ2ȅʹ"r)}hb•-꒢rz>†B Q!GF^ @XA|!7]3>_PP $,oqrstuywvx?@ncz}~@Ki9.50869.48419.5346 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole~G dm.53+@ Do%o%-`8 w@\(\@v/SMDL-00009583%J. Med. Chem. 35(11)-1992 2074-208410.OC(=O)c1ccc2OCc3ccccc3/C(=C\CCN4CCSCC4)/c2c1} T(AQ8#U@DtBAR٪ kt-Q<"0s(ܪx*[4߬#/T0"eSAb .19{ -Ӣ6 bA2ẨB.! 7ݛ5*߰١T J ,?? t R .n F 4 Z z p f ` Z  D J T B  j 4 .   > ~rh^TNH 08B*T*vl`VPD:0& jbXN@6* N6ztnVF NdT^d> Ki8.11928.09538.1445 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole fumaric acid salt  !$Dp%p%'`80Us@ ףp= @7A`%SMDL-00009584 %J. Med. Chem. 35(11)-1992 2074-2084 11*CN(C)C/C=C/1\c2ccccc2COc3ccc(cc13)C(=O)Osus TP 2!*$xB0$YTacHDqI9SALvuId&AL??JDxQTQJ&I>h&:m:C`9 6? !7݃*߰ $ ,?? E  " Ki7.92087.86337.9872 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole#&'()*+,-./01234G  @DDq%q%)`8qS6t@Ap= ףп?5^I ESMDL-00009585 %J. Med. Chem. 35(11)-1992 2074-2084 12+CN(C)C/C=C/1\c2ccccc2COc3ccc(CC(=O)O)cc13 wu TP |A(!$# h0`LHI +Z3ӆ"ӓƴ$M"}뢺|M$ĩO|úbvoSv4s?ц?lǣl{ !7݃*_7 , ,5789:><;=?? E ?B Ki7.95867.92457.9957 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizoleCFGHIJKLMNOPQRSTG  fumaric acid salt_b`dgDr%r%)`8qS6t@a(\@ClhSMDL-00009586%J. Med. Chem. 35(11)-1992 2074-208413+CN(C)CC/C=C/1\c2ccccc2COc3ccc(cc13)C(=O)Owu T(Pd#b` 0`HJI!(^S32ԨS'䅭2$Ѩ3'RhR"|Ruscrru^hk̳k!Ό7݃*߰ ,Ό,UWXYZ^\[]??4EceC)CKi8.37688.34498.4112 receptorH1 guinea pig membranecerebellum; brainM antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizolefijklmnopqrstuvwG aDs%s%)`8qS6t@(\@ClSMDL-00009587%J. Med. Chem. 35(11)-1992 2074-208414+CN(C)CC/C=C\1/c2ccccc2COc3ccc(cc13)C(=O)Owu T(Pd#b` 0`HJK!(O£⒓dFtģa~ãD'52vdvąr |qlclr!Ό7݃*߰ (,Ό,xz{|}~??dZm 20Ki7.69907.69907.6990 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizoleG Dt%t%+`882u@p= ףp?A`" SMDL-00009588%J. Med. Chem. 35(11)-1992 2074-208415!u7݃*7? ,??TN& x"  z t 0 ^ d n V " P (  * X   v p j & T Z d L zF  N rl`VLB<6 &0FvhbVLB82,~&X~nx@r\PB<0&   ,CN(C)CC/C=C/1\c2ccccc2COc3ccc(CC(=O)O)cc13{w TRq1(!$W,@ a1”#1<%'&I0OH0E [hF%tiFOHRDRѤ$tFZ붩8#Z%ؘ 4u E  Ki8.28408.26768.3010 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole G  HCl salt$' %),Du%u%+`882u@&p= ףp?A`"-SMDL-00009589 %J. Med. Chem. 35(11)-1992 2074-2084 16,CN(C)CC/C=C\1/c2ccccc2COc3ccc(CC(=O)O)cc13{w TRq1(!$W,@ a1”#1<f&F'{i17h1ǥ AjD)HEuQ#H7SS4mu%!&!!IH!4A|G !u7݃*7? 4u ,#! "?? Z (* Ki7.79597.78657.8055 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole+./0123456789:;<G  HLDv%v%-`8{0u@IHzG?CxMSMDL-00009590 %J. Med. Chem. 35(11)-1992 2074-2084 17-CN(C)CC/C=C/1\c2ccccc2COc3ccc(CCC(=O)O)cc13 y TR8(Ցf8D2xA)cU3Ecw#zML6N2O&bb#ʓˏЏJI6N.IIN̵m~q1O !u7݃*? <u ,=?@ABFDCE??EGJ&FKi8.37688.32248.4389 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizoleKNOPQRSTUVWXYZ[\G hlDw%w%-`8{0u@iHzG?CxmSMDL-00009591%J. Med. Chem. 35(11)-1992 2074-208418-CN(C)CC/C=C\1/c2ccccc2COc3ccc(CCC(=O)O)cc13y TR8(Ցf8D2xA)c+Ecw&FNQen e%SnKkD D ۙ DB=k’Bƴδ2!u7݃*? 2<u(,]_`abfdce??Zcgj2Ki7.82397.77217.8827 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizoleknopqrstuvwxyz{|G fumaric acid salt+p@ Dx%x%-`8ԇ.u@(\@lSMDL-00009592%J. Med. Chem. 35(11)-1992 2074-2084190CN(C)CC/C=C\1/c2ccccc2COc3ccc(\C=C\C(=O)O)cc13y TRN$ BUFa!3€A)+EGc0x&FNQenF   e%2nk Dۙ DB=k’Bƴ!k7݃*? :k,}??absKi7.53767.50867.5686 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRG @ p x \ 4  V .  < j v h b V L B 8 2 , x ~  r &  4 ~  nbTNB8.$dj^ j~pZN@:.$ VV0L<F\rXPB,  ( : histaminergic receptor[3H]pyrilamine astemizolefumaric acid salt  dm +  Dy%y%-`8ԇ.u@(\@oʡSMDL-00009593 %J. Med. Chem. 35(11)-1992 2074-2084 20-OC(=O)c1ccc2OCc3ccccc3/C(=C\CCN4CCCC4)/c2c1 { T(P$#ȠUG!<"TNE*+(^㑍~̓ҢtS'hS~ĢqӢ'S{Sq2us^duTkSYURRk !7?ݛ*߰ف : , ?? abs  Ki8.30108.27828.3251 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole !"#$%&'()*+,G  8<Dz%z%-`8{0u@9ffffff@~jt=SMDL-00009594 %J. Med. Chem. 35(11)-1992 2074-2084 21-CCN(CC)CC/C=C\1/c2ccccc2COc3ccc(cc13)C(=O)O y T(Pd#b` 0`HQ*53,w"2Kb~ vKN撥 b^n Q" ^ A؅ A2-1Ʊ򉀱 !^7݃*ف <^ ,-/0126435?? Z 7: Ki8.00008.00008.0000 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole;>?@ABCDEFGHIJKLG  X\D{%{%+`882u@Yo= ףp@rh]SMDL-00009595 %J. Med. Chem. 35(11)-1992 2074-208422,CN(C)CCC/C=C/1\c2ccccc2COc3ccc(cc13)C(=O)O{w T(P4(H#1PE0`ȈQ’CQ;@#.E%P.SH [%IEoPESHgdZ%FϦ䨦dZ֚ C! 7݃*߰ C4 ,MOPQRVTSU??EWZ^Ki8.20078.19458.2069 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole[^_`abcdefghijklG ex|D|%|%+`882u@yo= ףp@rh}SMDL-00009596%J. Med. Chem. 35(11)-1992 2074-208423,CN(C)CCC/C=C\1/c2ccccc2COc3ccc(cc13)C(=O)O{w T(P4(H#1PE0`ȈQ’AQ;`%v1G%'sR1/ 7%ÉGKRG/Hi4`†  4eGE E t! 7݃*߰ 4 ,mopqrvtsu??Z@wzKi8.23668.22998.2434 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole{~G dm+D}%}%-`8{0u@ ףp= ?Q8SMDL-00009597%J. Med. Chem. 35(11)-1992 2074-208424-CN(C)CCC/C=C/1\c2ccccc2COc3ccc(CC(=O)O)cc13y TR#W,qb` 8`!)c539Fc,x@zH:5J2^^ƋN JN6z澋MM uSM zRMIȵ5!3s7݃*7? <3s,??  n J j X  v4 "  B p v d 4  ^ 6 $ < j &  ~x4 bhrV&P(.\vpj&TZdBr< Nvlb\V>FPv|`fp:PZ*Z$ 8,  abs  Ki8.33728.32338.3516 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole G  y=DtVt#xnx zTzzz|2~~~bLD-xcPF-xaG;'s;jOp6Vy>^~.Nn9Y| [8s M{+\!O~!Ky@o6d*Ve7tA~?{FZ'T.[y )e (Um%n%o%p%q%r%s%t%u%v%w%x%y%z%{%|%}%~%%%%{&}&&*3+3/3FHGHJHKHMHNHPHQHRHSHTHUHVHWHXH[H]H^H`HbHRRRRRRRRTqWrWsWtWuWvWwWxWyWzW{W|W}W~WWWWWWWWW#'D~%~%+`(o7t@${Gz @R(SMDL-00009598 %J. Med. Chem. 35(11)-1992 2074-2084 25(CN(C)CC/C=C/1\c2ccccc2COc3ccc(CCO)cc13uu TR M ! +j@??ZBE@Ki9.20079.08629.3565 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizoleFIJKLMNOPQRSTUVWG fumaric acid salt@beeptcgjD%%)`h:;Vr@d)\(@ʡEkSMDL-00009600%J. Med. Chem. 35(11)-1992 2074-208427&CN(C)CC/C=C/1\c2ccccc2COc3ccc(C)cc13meq TR! M t*QKAX y58<(LvBV*v.7Hw8O-B-.|%8%N77*MM|**%<H!:7 \*? 5:9,XZ[\]a_^`??E\fhKi9.88619.85399.9208 receptorH1 guinea pig membranecerebellum; brain. antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizoleilmnopqrstuvwxyzG y,{??}*w@GP t j ` V P J 4 : D < d 6  . | p b \ P F < 2 , &  x  |  8   xl^XLB8.("~t x 4vhbVLB82,~& ~~ D%%)`8qS6t@ (\@ClSMDL-00009601 %J. Med. Chem. 35(11)-1992 2074-2084 28+CN(C)CC/C=C\1/c2ccccc2COc3cc(ccc13)C(=O)O wu PN4(0U`0`HHCw Q3$ӓ$é҆"uººT6DbvfQvT llt !x7݃*߰ ,x Z   Ki7.61987.59357.6478 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]pyrilamine astemizole G  ~Ki8.01008.01008.0100 receptorH2 guinea pig membranebrain antagonistGPCRhistaminergic receptor [125I]IAPT+./0123456789:;G  A27.22006.58007.8600 receptorH2 guinea pigright atriumhistamine-induced antagonist; contraction GPCRhistaminergic receptor<>?@ABCDEFGHIJe ,=LD{&{&5)|a2}@)Gz@E-SMDL-00009851 %J. Med. Chem. 35(12)-1992 2231-2238 31e 6Nc1ccc(cc1)C(=O)NCCNC(=NC#N)NCCCOc2cccc(CN3CCCCC3)c260M$QD!L 1_t`EFCWlхQFV,EYa$Ѷ E0pX X!*e+($}6db/:G ej[Q&OIC̡ "NQiQ&B؋!>+Y$S.SNj:ɻQ/T %:"!9'sIQ ,!"#$(&%'??encA24.57004.31004.8300 receptorH1 guinea pigileumehistamine-induced@antagonist; contractionGPCRhistaminergic receptorKMNOPQRSTUVWXYe eA25.80005.59006.0100 receptorH1 guinea pigileumhistamine-inducedantagonist; contractionGPCRhistaminergic receptorhklmnopqrstuvwe iyD}&}&5 ),`Bˆ@f)\(@R"jSMDL-00009853%J. Med. Chem. 35(12)-1992 2231-2238@31gp:Nc1c(I)cc(cc1I)C(=O)NCCNC(=NC#N)NCCCOc2cccc(CN3CCCCC3)c2Va,HDQDG\E_0ŔHOp`\Vcvc8O$! V#LT։Yh%N2H&~$IHL kZ\ tT4B&-wkCR)JĚ kR0v%N'MQ I%ƚP'r+AHH%i!o9/{[Q@ o,Z\]^_ca`b??@ncdg)-1A25.77005.59005.9500 receptorm3 guinea pigileumcarbachol-inducednantagonist; contractionGPCR; ion channel#muscarinic acetylcholine receptorxz{|}~e D&&5 )`l`qc@)\(@Gz. SMDL-00009855%J. Med. Chem. 35(12)-1992 2231-223831i!9󦁾'k[Q,??G .4 N ( t X B 8 * $    F , $   F  v x n F 4 |rh^XRrbTNB8.$\lRJ<2&dzL2rF*|8flv^:dR Ki8.58008.58008.5800 receptorH2 guinea pig membranebrain antagonistGPCRhistaminergic receptor [125I]IAPT G  A25.65005.43005.8700 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor !"#$%&'e )6Ic1cccc(c1)C(=O)NCCNC(=NC#N)NCCCOc2cccc(CN3CCCCC3)c260N(QA41zT@FuE -LtaVUP(ց 42QBaU ǚ V~L)LlZ\&s4V? !%>tN#eR)#&3JlR~H sU:6U%vl*"i&  nc Kb7.57007.57007.5700 receptorH2 guinea pigright atriumhistamine-induced antagonist; contraction GPCRhistaminergic receptor(*+,-./0123456e EC507.20767.11927.3188 receptorH3rat cortex; brain agonist; K(+)-induced [3H]histamine release Q9QYN8rat GPCRhistaminergic receptorBEFGHIJKLMNOPQRS EC506.00005.88616.1549 receptorH2 guinea pigright atrium; heart@ agonistspontaneously beatingGPCRhistaminergic receptorTVWXYZ[\]^_`abe CUdD*3*3 Lbbq[@\(\翺I +?ffffffDSMDL-00013098%J. Med. Chem. 35(23)-1992 4434-4441 histamine histamineNCCc1c[nH]cn1-QTabBu0 w#ł#%}9&tUuT!@<!2@wEC506.85396.63837.3010 receptorH1 guinea pigileum@agonist; histamine-induced contractiontGPCRhistaminergic receptorcefghijklmnopqe rac3|b+L-0 }EC507.92087.82398.0458 receptorH3ratcortex; brainagonist; K(+)-induced[3H]histamine releaseQ9QYN8ratGPCRhistaminergic receptor EC503.02693.00003.0555 receptorH2 guinea pigright atrium; heart. agonistspontaneously beatinghGPCRhistaminergic receptore a D+3+3l4ctfa@~*\(?;On?SMDL-00013099%J. Med. Chem. 35(23)-1992 4434-44415CC(N)C(C)c1c[nH]cn15QVbaCu01|ɷIڛ牪Iˍɷو !T\e", tpT,rtuvw{yxz??absEC503.74473.6383e t.~tlX P 6 *   r    v n h  ( T\fD J T , Z 4 >  v d  Nt l \ > 4 &   $ ~tj`XRfL:2,  JFX8*<4V~xlbXNHB|tf\PB<0& : 3.8861 receptorH1 guinea pigileum agonist; histamine-induced contraction GPCRhistaminergic receptorQDFwPjdT7yPLM{~<,D'V!b8fjty+!VXK^>L?J{8V6DFj;N Xh!>>^F\D_J[*~oVah';`2HDOlHjAzz ah';`2HDlHjzzfaXaX ͅR .5 F FH6GHD uzQ[=dg{R,TH4JHUHRH_SH\?/rWiCbHVT[HYTXHS yW H AQNH[IIZ pqW -tW© o}&W`H?QH=Z˕׍R ;|W>KLs/=Ϧ vW wW)IBPH3R  U/W˕>KLs/=Ϧ)  +  EC508.46858.26768.8539 receptorH3rat cortex; brain agonist; K(+)-induced [3H]histamine release Q9QYN8rat GPCRhistaminergic receptor !"#$%&'()*+,- EC503.38723.16123.8861 receptorH2 guinea pigright atrium; heart agonist spontaneously beating GPCRhistaminergic receptor.0123456789:;<e />D/3/3l4ctfa@*\(?;On?SMDL-00013103 %J. Med. Chem. 35(23)-1992 4434-4441 (+)-19C[C@@H](N)[C@H](C)c1c[nH]cn17 QVbaCu01'ai [3yT`jUٸe[e [kU`*JJf !T\e", tp T , ?? abs  EC503.37683.17393.7696 receptorH1 guinea pigileum agonist; histamine-induced contraction GPCRhistaminergic receptor=?@ABCDEFGHIJKe WIC505.74475.56865.9208 receptorPAFnrabbitplatelet-rich plasmaC18-PAF-inducedm"antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinZ]^_`abcdefghijc @[lDFHFH30{y@X@R\SMDL-00018502r%J. Med. Chem. 37(17)-1994 2697-27035/Clc1ccc2C(=C3CCN(Cc4ccncc4)CC3)c5ncccc5CCc2c1օT F%@TQDeM1EсS@F&dEQ9JY%6 D4 \34:}fYׁ[[v vQ*J4b N[NؿՊyY[HUđvZj [*F! $7w\Oـ@ C c,LNOPQUSRT??ncVYG@IC507.02696.82397.2291 receptorH1 guinea pigileumhistamine-induced?antagonist; contractionGPCRhistaminergic receptorkmnopqrstuvwxye m/Clc1ccc2C(=C3CCN(Cc4cccnc4)CC3)c5ncccc5CCc2c1,z|???ctx~ | n h \ R H > 6 0 p h T < 2 *   ` X  * " j  4 ,  N ~dX@2,  6<4,">Vv|T0L\jbR4* ~~IC505.39795.32795.4685 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein c  DGHGH30{y@~@R SMDL-00018503 %J. Med. Chem. 37(17)-1994 2697-2703 6 օT J%@TEDeDRO8TER!%цR=J]%b  űD4 \34:}fYׁ[ vQ[v4bJ[[H[ NؿՊyYjJU*Ƒv[*D !6$ww|Oـä@ 6 nc} IC507.03156.88617.1739 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor !"#$%&'()e nc47 59IC504.46854.30104.6198 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein;>?@ABCDEFGHIJKc <MDJHJH50hy@6(\@Cl=SMDL-00018506 %J. Med. Chem. 37(17)-1994 2697-2703 9 0Clc1ccc2C(=C3CCN(CCc4cccnc4)CC3)c5ncccc5CCc2c1扁T B%@TDSMQdāRLaEzЅrT@(qD-t0P ֘W5x\xy\8Lhg֨5TTYgcjz8pGK*:FsF09psY;:X;FcH*7X1fs$J*$ XI5Kj5 cZ;!4$7w\Oـ@ 4,*,-./3102?? HCl salt8:IC506.44376.10246.7959 receptorH1 guinea pigileumhistamine-induced antagonist; contractionGPCRhistaminergic receptorLNOPQRSTUVWXYZe fIC506.14276.04106.2441 receptorPAFrabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinilmnopqrstuvwxyc j{DKHKH30A 3m ~@g(\@B`"[kSMDL-00018507%J. Med. Chem. 37(17)-1994 2697-27037103Clc1ccc2C(=C3CCN(Cc4cncc(Br)c4)CC3)c5ncccc5CCc2c1lT J%@DAEAQJAԂHBU\ uXH1uPYx0`#ApkueivN{A՟@0!i6>2vևv]4]6m'fpvժ>21c^Ҫs夝&" !dww|O٠Lä@ v,[]^_`dbac??ncehkIC506.55286.46856.6198 receptorH1 guinea pigileumChistamine-inducedcantagonist; contraction@GPCRhistaminergic receptorz|}~e c DMHMH3PٙB5F{@@MbX9SMDL-00018509%J. Med. Chem. 37(17)-1994 2697-2703121Clc1ccc2C(=C3CCN(Cc4cccnc4Cl)CC3)c5ncccc5CCc2c1!{ $wwӛۀä@ ,??$ncnc)f `  ( n Lz n d V P D : 0 &   X r j F 2    > 6     H  ,zrf\RH@: fr|0 *8*j2 2`bZ>( |vbJ@8,"nfx IC50 <4.0000 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein 扁THTH4ЁdTQE5T`.aCqxL9uP-t0!T4 \V[3[*4: 4b}„fYׁ[[v vJ N[N3ĿՊyYjJU*ƑvZH d{ IC506.45596.18056.7212 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptore +IC504.43184.21474.6576 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein.123456789:;<=>c /@DNHNH5Bz@,)\(@MbX0SMDL-00018510 %J. Med. Chem. 37(17)-1994 2697-2703 133COc1ccc(CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2)cn1 T V5@a8`AEETF,SO]`FZD ma1URabPHD!@7_7Y7:MՀլ*jYځ [^vQvQ^H7bM[^*F^NNլHjJy„v*Ƶ !Q$w_ћقߛä@ Q , "#$%)'&(?? nc*- IC506.42026.27576.5686 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor?ABCDEFGHIJKLMe ncX[C50Y]IC50 <4.0000 receptorPAFrabbitplatelet-rich plasmaC18-PAF-induced"antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein_bcdefghijklmc `oDPHPH7(TƮ|@Z\(\@/$aSMDL-00018512%J. Med. Chem. 37(17)-1994 2697-2703@158COC(=O)c1cncc(CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2)c1BHU ĠhQ QTQNQ5UC%xCY(VQO9^ G p VD[[#xKfV)4T T)# frjhoV4)GEE?io:G:vbgW $@e:WZi)*b!IB$فߛæ@ IB,NPQRSWUTV?? HCl salt\^IC506.72126.48156.9586 receptorH1 guinea pigileumhistamine-inducedantagonist; contractionGPCRhistaminergic receptornpqrstuvwxyz{|e c DQHQH5(g?{@Q@!rhSMDL-00018513%J. Med. Chem. 37(17)-1994 2697-2703167OC(=O)c1cncc(CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2)c1BHU ĠhQ QTQNQ5UC CY(ЇUSG׀Ñ0E@7_֬7jJ7:ՀUjJ^HjYځ >M7bJvQ^vM[^Nά*F U^*Fyvڵ!?$فߛæ@ 7?9,}??$nc2Cc1ccc(CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2)cn1 p v. 4h ( <j ~ t j ` X R hT<2* ` X 6 B L  * j  0 ,$F|rh^VP JNJ&H RnXN@:.$BdP8.&T^ IC504.07063.95084.1871 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein IC506.45596.36656.5376 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptore IC505.04584.74475.3565 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein*-./0123456789:c +<DRHRH50hy@333333@jt,SMDL-00018514 %J. Med. Chem. 37(17)-1994 2697-2703 17扁T R%@ XPQDJ=ԔS^V`BUpXH-uTHt0` ָV5[x[xKf4 T Tfcjzho:EsEs#ֈ)0ior::s:vbgW)1e#:WKiG *b !$w|Oߙä@  , "#$%'&(?? HCl saltIC507.43187.21477.6576 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor;=>?@ABCDEFGHIe UIC504.88614.40895.3565 receptorPAFrabbitplatelet-rich plasmaC18-PAF-induced"antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinX[\]^_`abcdefghc YjDSHSH50hy@V333333@jtZSMDL-00018515t%J. Med. Chem. 37(17)-1994 2697-2703180Cc1ncccc1CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2扁T N@F tЀ TQD1T!XŁ vCqXL9uP1t0 X иV/[s[xKf4m#TЈ) Tlf ]jvhomE4E+io4:m:vbfW+e ):WGi#*b!$w|oـä@ ,JLMNOSQPR??ncTWIC506.56866.49496.6383 receptorH1 guinea pigileumhistamine-inducedantagonist; contractionGPCRhistaminergic receptoriklmnopqrstuvwe ncNIC505.43185.31885.5528 receptorPAFrabbitplatelet-rich plasmaC18-PAF-inducedrc ADTHTH50hy@333333@jtSMDL-00018516%J. Med. Chem. 37(17)-1994 2697-2703192Cc1cncc(CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2)c1扁T J%@DAEAQJAE %BYpXH1uLax0\ ָV5[x[xKf4T T fs#cjzhoֈ):EsE0ios:::vb)gWr1e#:WKiG)*b!,$w|Oä@ ,0,xz{|}~?? HCl salt?20?? ,  Z N *T ,  V z p f \ T N nVLD8.$ zr8 > H <   2 NF* hxZR.&vRv0~~vpvbJ@8,"f "antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinIC508.40898.30988.4949 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor e IC504.82394.72124.9208 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein #$%&'()*+,-./0c !2DUHUH50hy@333333@jt"SMDL-00018517 %J. Med. Chem. 37(17)-1994 2697-2703 0Cc1ccncc1CN2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2扁T R@F 4`AE]HQ.T!xP :PDQlXH1uPmx0I\ иV/[s[xKf4m#TЈ) Tf]jvho 4EmE )+io4:m:vbfWl+e:WGi# 4*b !$w|oä@  ,nc IC507.45597.16757.7447 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor13456789:;<=>?e KIC503.86973.42604.3098 receptorPAF rabbitplatelet-rich plasmaC18-PAF-inducedc"antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinNQRSTUVWXYZ[\]^c O`DVHVH-(h Mw@Lp= ף@^I +@PSMDL-00018518%J. Med. Chem. 37(17)-1994 2697-27031 loratadine.CCOC(=O)N1CCC(=C2c3ccc(Cl)cc3CCc4cccnc24)CC1} TU$4h WE2uJUg$TDc*²d1`3"Th̫<<.hh$g&k*d*ͬ3TcL#\#;lTSP#M%dSU!$7.їكH J,ABCDEIGFHncJMIC506.53766.31886.7696 receptorH1 guinea pigileumhistamine-inducedantagonist; contractionGPCRhistaminergic receptor_abcdefghijklme zIC506.07576.03156.1549 receptorPAFprabbitplatelet-rich plasmaC18-PAF-inducedt"antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein}c ~DWHWH+ v@{FzG@-FSMDL-00018519%J. Med. Chem. 37(17)-1994 2697-27032 SCH-37370,CC(=O)N1CCC(=C2c3ccc(Cl)cc3CCc4cccnc24)CC1}y T(VA4hWJ2uD%3N$Tq,&@ `D ИW/x\sy\Ш58LhgH*TTYg4X;mY;]j4FmFv8p4$+9pFc6X+fm$ XGj c!$7.߶їقH :,npqrstxvuw?ncy|IC507.00006.85397.1024 receptorH1e   p R J &    j n ( z p h b vldXND:2,L &R \ 8 h*$ nfJ4* hJB xnxf |rh`ZJ,$  guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptorIC506.65766.60216.7212 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein !"#$%c 'DXHXH3(z@zG@Zd;O SMDL-00018520 %J. Med. Chem. 37(17)-1994 2697-2703 3 <[O-][n+]1ccc(cc1)C(=O)N2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2 eA9 QN% uRfԔB n 6a5@0 <6E1hYli㥴blid,MNeN}mHf٥`]e=(LФ٥bD(ۇ-\\j[9I+ !YT@$7of߾'їقكK YT ,  ?? nc IC506.67786.58506.7696 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor&()*+,-./01234e @IC505.82395.69905.9586 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinCFGHIJKLMNOPQRSc DUD[H[H3(z@Ao= ףp@/$ESMDL-00018523%J. Med. Chem. 37(17)-1994 2697-2703226Oc1ccc(cn1)C(=O)N2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2TPO Ȁ DAHT tQHF) :!EQt!@ i`keReN3>BiƠ0{A@%i3>2v6]]栚m'>Rpvu0c^vs"!VT$/w .џقߛîH VT,5789:><;=??nc?BIC506.40896.10796.7212 receptorH1 guinea pigileum histamine-inducedantagonist; contractionGPCRhistaminergic receptorTVWXYZ[\]^_`abe nIC50 <4.0000 receptorPAFrabbitplatelet-rich plasmaC18-PAF-induced"antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteinqtuvwxyz{|}~c rD]H]H3 ('%|@o(\@ffffffsSMDL-00018525@%J. Med. Chem. 37(17)-1994 2697-2703245Clc1ccc2C(=C3CCN(CC3)C(=O)c4cccnc4Cl)c5ncccc5CCc2c1!DPP@d(T uTRNaZe!5T@( BDVkҖ>N3匷ĖizAE@0A>iFӖuF]Ԗ]dm'0ovb^sUqV>"!R$'w.ӿۂîH @jR,cefghljik??@ncmp)-1IC506.88616.65767.1192 receptorH1 guinea pigileumhistamine-inducedantagonist; contractionGPCRhistaminergic receptore 6D^H^H3 ('%|@ (\@ffffff,????> ~ b L B 4 . "    6f H @    v v d  xpj |dZRF<2( TZdP N\T8" v 2 xrBlpzVjB0RJ.  IC50 <4.0000 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein c  SMDL-00018526 %J. Med. Chem. 37(17)-1994 2697-2703 257Clc1ccc2C(=C3CCN(CC3)C(=O)c4ccc(Cl)nc4)c5ncccc5CCc2c1 TPO Ȁ DPHT tQHF) :!EQt@ BEpkuRuN3>bi0{Aş@ժ1!i3>2v6]]ćm'֪>bpv01c^s夝" !U$'w .ӟقߛîH jU nc  IC507.19387.18057.2007 receptorH1 guinea pigileum histamine-induced antagonist; contraction GPCRhistaminergic receptor !"#$%&'()e 4IC50 <4.0000 receptorPAF rabbitplatelet-rich plasmaC18-PAF-induced "antagonist; platelet aggregationGPCRplatelet-activating factorglycoprotein7:;<=>?@ABCDEc 8GD`H`H5(g?{@5Q@fffff9SMDL-00018528 %J. Med. Chem. 37(17)-1994 2697-2703 277COc1ccc(cn1)C(=O)N2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2 TPO Ȁ DAHT tQHF)E :ąSUGх B(E@7U7b_V7:M^7YՀU^*Ƭ*jYN^NHځZ^vQv [jM[جUy„v*Ƶ!W$/w .џقߛîH W ,+,-.20/1nc36IC507.46857.30107.6383 receptorH1 guinea pigileumhistamine-inducedantagonist; contractionGPCRhistaminergic receptorFHIJKLMNOPQRSTe `IC505.50865.26765.7447 receptorPAFrabbitplatelet-rich plasmaC18-PAF-induced("antagonist; platelet aggregationGPCRplatelet-activating factorglycoproteincfghijklmnopqrsc duDbHbH5EBz@a(\@`"yeSMDL-00018530%J. Med. Chem. 37(17)-1994 2697-2703296Cc1cncc(c1)C(=O)N2CCC(=C3c4ccc(Cl)cc4CCc5cccnc35)CC2!DPAAd "TuRM Q ] ea5dP$ BD@"Z"OI*J\"f"5k.pIpU^)NSISũ_VI 8aIZKۗ.NyޗZ߾ϠC!C$w.џîH C ,UWXYZ^\[]??nc_bIC506.45596.31886.6021 receptorH1 guinea pigileumhhistamine-induced2antagonist; contraction=GPCRhistaminergic receptortvwxyz{|}~e E DRRu <_GX@Qh|?5?SMDL-00021199"J. Med. Chem. 38(2)-1995 266-2711a VUF-8319NCc1c[nH]cn1)tQTabBu0 Pz}$k$oгtb$!+@<%<1 %p +@,7SMDL-000212001b,,-.10/wn< 2  D :h | ` J @ 2 ,   4 f H @    v  ~ v d  zpf^X~jRH@4( vnBHR @\T8" v jV>4,  bZ~l A2 <3.0000 receptorH3 guinea pig jejunum #antagonist; acetylcholine release GPCRhistaminergic receptor Ki <3.0000 receptorH1 guinea pig membrane transfected CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramine O  Ki <3.0000 receptorH2human transfected CHO cell antagonistP25021human GPCRhistaminergic receptor[125I]iodoaminopotentidine !"#$%&'()*+  A26.20005.90006.5000 receptorH3 guinea pig jejunum #antagonist; acetylcholine release GPCRhistaminergic receptor256789:;<=>?@E Ki4.90004.90004.9000 receptorH1 guinea pig membrane transfected CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramineACDEFGHIJKLMNOPQO  3BSDRRu Lbbq[@\(\翺I +?ffffff4"J. Med. Chem. 38(2)-1995 266-271 histamineNCCc1c[nH]cn1-QTabBu0 zc~$3l$oCu"ʢ$!@<!2=?7Ki3.60003.50003.7000 receptorH2human transfected CHO cell antagonistP25021humanrGPCRhistaminergic receptor[125I]iodoaminopotentidineacdefghijklmnopqr A27.80007.60008.0000 receptorH3 guinea pig jejunum#antagonist; acetylcholine releaseGPCRhistaminergic receptor~E Ki3.90003.80004.0000 receptorH1 guinea pig membrane transfected CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramineO  DRRu70d@q= ףp?NbX9SMDL-00021204"J. Med. Chem. 38(2)-1995 266-2711f VUF-4732NCCCCCCc1c[nH]cn1=SaQdAu0|#n$qS$#wº$ӓ$R$!{<2?  A26.00005.70006.3000 receptorH3 guinea pig jejunum #antagonist; acetylcholine release GPCRhistaminergic receptorKNOPQRSTUVWXYE Ki6.20006.10006.3000 receptorH1 guinea pig membrane transfected2 CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramineZ\]^_`abcdefghijO  L[lDRRu=yXk@ffffff @v/MSMDL-00021206"J. Med. Chem. 38(2)-1995 266-2711h VUF-4734NCCCCCCCCCCc1c[nH]cn1Oa`TPPPq,RxH  A A ʵ+K0*ˎVg++@}*ˤ* !3<2 bH@2& t ">  xf F t xh^XLB8.("|zt(tnbXND>8lbzVP,  membraneclonedHEK-293 cell antagonistP28335human GPCRserotonergic receptor [3H]mesulergine Ki <5.2000 receptor5-HT2Ahuman membraneclonedHEK-293 cell antagonistP28223human GPCRserotonergic receptor [3H]ketanserin   Ki <5.0000 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor [3H]-8-OH-DPAT !"#$%&'()G  Ki <4.0000 receptor5-HT1Ehuman membranecloned CHO cell antagonistP28566human GPCRserotonergic receptor [3H]-5-HT *,-./0123456789:  Ki <5.0000 receptor5-HT3 rat membranehippocampus; brain antagonistP35563rat ligand-gated ion channelserotonergic receptor [3H]BRL-43694 ;=>?@ABCDEFGHIJ  Ki <5.0000 receptor5-HT4 porcine membranehippocampus; brain antagonistGPCRserotonergic receptor [125I]SB-207710 KMNOPQRSTUVWXG  Ki <5.0000 receptorD1human membranecloned Ltk- cell antagonistGPCRdopaminergic receptor [3H]SCH-23390Y[\]^_`abcdefgO  Ki <4.5000 receptorD2human membranecloned CHO cell antagonistP14416humanGPCRdopaminergic receptor[125I]iodosulpiridehjklmnopqrstuvwx  Ki <4.5000 receptorD3human membranecloned CHO cell antagonistP35462human GPCRdopaminergic receptor[125I]iodosulpiridey{|}~ @ Ki <5.0000 receptorH1 guinea pig membranecerebellum; brain antagonistGPCRhistaminergic receptor[3H]mepyramineG  Ki <5.5000 receptoralpha1rat membranecortex; brain antagonistGPCRadrenergic receptor[3H]prazosinG  Ki <6.0000 receptoralpha2rabbit membranecortex; brain antagonistGPCRadrenergic receptorG NCCc1c[nH]c(n1)c2ccsc2Nnx p d Z P D 8 2 , F~ f ^ P > 2 *    $ L 2 *   ^ ~ x r $ xlbVLF:.("j rXPB4*8L|rfZTNvl^RH<2( FT:2$Tf ~2jPH>4& ~[3H]RX-821002 8 +<LZizKi <5.0000 receptorGABA-Arat membranecortex; brain antagonistligand-gated ion channelgamma-aminobutyric acid [3H]muscimol G D26.36006.36006.3600 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor"#$%&'()*+,-.e  0DqWqW\͒5(h@333333?rh|?տ!SMDL-00022385 $J. Med. Chem. 38(8)-1995 1287-129426NCCc1c[nH]c(n1)c2cccs2CaQRSTdWXTha ;2D;66vAT2D5@cw0x076 !pP,02 [p  p ,?? maleic acid salt EC505.00005.00005.0000 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor/123456789:;<=e ID26.37006.37006.3700 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptorLOPQRSTUVWXYZ[e (EC505.27005.27005.2700 receptorH1 guinea pigaortaa6agonist; histamine stimulation; histamine-stimulated contractioneGPCRhistaminergic receptor\^_`abcdefghije M]lDrWrW\&f@J?oʡ?NSMDL-00022386$J. Med. Chem. 38(8)-1995 1287-129427NCCc1c[nH]c(n1)c2ccco2CaQRSTdWXTha ;2D;66vAT2D5@cw0x076!/P,2 [x/,>@ABCGEDF??maleic acid saltHK2Kb9.16009.16009.1600 receptorH1 guinea pigaortahmepyramine-stimulatedtantagonist; contractiontGPCRhistaminergic receptorkmnopqrstuvwxye D25.86005.86005.8600 receptorH1 guinea pigileum6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptore e DsWsWd |~!f@{GzzG?SMDL-00022387-$J. Med. Chem. 38(8)-1995 1287-129428NCCc1c[nH]c(n1)c2ccc[nH]2WCaQRSTdWXThb[a(aNOclcClI%HHT>[#>4vӉcM!P,2 [p^@,z|}~??bmaleic acid salt4ve maleic acid salt6agonist; histamine stimulation; histamine-stimulated contractionmGPCRe m8.8100e~F*2 v l b X R L F $B ` <    j P F 8 2 &     > ~tf`TJ@6.(~phX     2 x   vnh(>6&XDXb~XF>zpdXRL EC504.99004.99004.9900 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor Kb9.03009.03009.0300 receptorH1 guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptore D26.52006.52006.5200 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor)*+,-./012345'7DtWtW\͒5(h@333333?rh|?տ(SMDL-00022388 $J. Med. Chem. 38(8)-1995 1287-129429CaQRTXcSiTVa ;2;D66vA5T2D@cw0x076 !-,02 ۪p  - , !"#%$&?? EC505.21005.21005.2100 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor689:;<=>?@ABCDe PD26.11006.11006.1100 receptorH1 guinea pigileum@6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptorSVWXYZ[\]^_`abe EC504.94004.94004.9400 receptorH1 guinea pigaorta6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptorcefghijklmnopqe TdsDuWuWT` D( q@Qףp= ?y&1USMDL-00022389$J. Med. Chem. 38(8)-1995 1287-129430NCCc1c[nH]c(n1)c2csc(Br)c2M^ 0Q;5.XS(A3 #;bvU!~(06a2< ۫p  ,??maleic acid saltt??n d V P D : 0 &  &    F " z 4 N|\ T 8    v v>4&  > 0(F J  j F T r ~tf`TJ@6.(~D<,^|VD"vlb\VVL>8," EC503.83003.83003.8300 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor Kb8.92008.92008.9200 receptorH1 guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptore (D25.26005.26005.2600 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor+./0123456789:e EC503.89003.89003.8900 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor;=>?@ABCDEFGHIe ,<KDwWwWl[ i@)?S-SMDL-00022391 $J. Med. Chem. 38(8)-1995 1287-129432NCCc1c[nH]c(Cc2ccsc2)n1 K^ PP8L).XQAaZcaADlU3l TDJ Mb";bO> vU ! p~(06!2< [p   , !"&$#%maleic acid salt'* Kb8.97008.97008.9700 receptorH1 guinea pigaorta.mepyramine-stimulatedrantagonist; contractionuGPCRhistaminergic receptorJLMNOPQRSTUVWXe dD26.54006.54006.5400 receptorH1 guinea pigileum6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptorgjklmnopqrstuve hxDxWxW\ aa7l[p@eGz?S㥛iSMDL-00022392h$J. Med. Chem. 38(8)-1995 1287-129433NCCc1c[nH]c(n1)c2cncc(Br)c2mQ` XF%"Da / Za#a1VLXHՓdqRȔOu(N=]",!'@, ۚp',Y[\]^b`_a??maleic acid saltcfKb9.03009.03009.0300 receptorH1 guinea pigaortamepyramine-stimulatedantagonist; contractionGPCRhistaminergic receptorwyz{|}~e D26.20006.20006.2000 receptorH1e  DyWyWl^].gg@{Gz?}?5^IܿSMDL-00022393$J. Med. Chem. 38(8)-1995 1287-129434NCCc1c[nH]c(n1)c2ccccc2I^ PDHq Q0XʰT `|RpRO8!P?,[q ,??maleic acid salt | r h b \ 6 . V  L ( < T z ` V H B 6 , "   N ~tf`TJ@60* ~ $   4  ldH.$XN@:.$XJB2`d\nvlb\VVL>8,"  guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptorEC505.20005.20005.2000 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor e Kb8.87008.87008.8700 receptorH1 guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptor !"#$%e 1D26.75006.75006.7500 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor4789:;<=>?@ABCe 5EDzWzWd`q:Gp@2Q?;On6SMDL-00022394 $J. Med. Chem. 38(8)-1995 1287-129435NCCc1c[nH]c(n1)c2cccc(Br)c2 O` X(QB$q( C Q4ƒ @dDfŽضȞb&} r&|(fqX !@p?, [q   ,&()*+/-,.?? maleic acid salt03 EC505.60005.60005.6000 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptorDFGHIJKLMNOPQRe ^D26.68006.68006.6800 receptorH1 guinea pigileum6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptoradefghijklmnope brD{W{Wd#*Hs@_@֣p= cSMDL-00022395a$J. Med. Chem. 38(8)-1995 1287-129436NCCc1c[nH]c(n1)c2cccc(I)c2O` X(QB$q( C Q4ƒ dDŽhض&b&F} &r}qXl!p?, [qt i,SUVWX\ZY[??maleic acid salt]`EC505.59005.59005.5900 receptorH1 guinea pigaorta6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptorqstuvwxyz{|}~e D25.87005.87005.8700 receptorH1 guinea pigileum6agonist; histamine stimulation; histamine-stimulated contraction9GPCRhistaminergic receptore aD|W|W|6(i@HzG?x&1SMDL-00022396$J. Med. Chem. 38(8)-1995 1287-129437Cc1cccc(c1)c2nc(CCN)c[nH]2M` X(QB$q(ƒDb`-ٱ0# §QĀ%B%⿭q։9!;p,9[q ;,??maleic acid salte n9h ` P    |  @  p * Hv x n f ` &@< |P Z l f @ .  6 tj\VJ@6,$tzth^TJD>8(H"x\B8*$0( Bh`P Kb9.04009.04009.0400 receptorH1 guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptor D}W}Wdo@@)\(SMDL-00022397 $J. Med. Chem. 38(8)-1995 1287-129438!NCCc1c[nH]c(n1)c2ccccc2C(F)(F)F ]%g P! "5bĈ0 b090X@I1H+:,^z9g#Pީu+'r v _Nz#B_"8 !$]t?/f6[q  $] ,?? maleic acid salt D24.47004.47004.4700 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor !"#$%&'()*+,e 8D26.81006.81006.8100 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor;>?@ABCDEFGHIJe <LD~W~Wdo@9@)\(=SMDL-00022398 $J. Med. Chem. 38(8)-1995 1287-129439#NCCc1c[nH]c(n1)c2cccc(c2)C(F)(F)F ]%g P upĈ%dD:9 0ZHj1,:n.V$a._"q$9Qh#mqs vx J8h`_v$ ! \t?/f \,-/0126435??maleic acid salt7: $EC505.89005.89005.8900 receptorH1 guinea pigaorta6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptorKMNOPQRSTUVWXYe eiDWWdo@f@)\(jSMDL-00022399@$J. Med. Chem. 38(8)-1995 1287-129440#NCCc1c[nH]c(n1)c2ccc(cc2)C(F)(F)F]%g Q)!BD#F(!Fe 0``1xڕu%1!edjeeؽu6!\bT?/fِ \bM,Z\]^_ca`b??(maleic acid saltdgPD24.60004.60004.6000 receptorH1 guinea pigileum6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptorhklmnopqrstuvwe D26.43006.43006.4300 receptorH1 guinea pigileum26agonist; histamine stimulation; histamine-stimulated contraction.GPCRhistaminergic receptore aDWWdT:Xp@p= ף@x&SMDL-00022400$J. Med. Chem. 38(8)-1995 1287-129441$NCCc1c[nH]c(n1)c2cccc(OC(F)(F)F)c2c5i X(FPq0 $J8E$RL&<A8pZpq}0}#uMY,{ON7puOOp͙M)s7)M1,!@Vt?/f6{q@V,xz{|}~??maleic acid saltKb8.92008.9200H1e . &  H ` t~t $ n H 6 ,Z | r d ^ R H > 4 . (  |   "  D   |nh\RH>60xrf\RHB< 6 *&L ~vf.$H.BzVNnTJ<6*   8.9200 receptor guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptor DWWtDVq@(\@nSMDL-00022401 $J. Med. Chem. 38(8)-1995 1287-129443%NCCc1c[nH]c(Cc2cccc(OC(F)(F)F)c2)n1 gEk Qň#AE$EeDx0x$ W V^^ D^n[[b8OOJ_ZB !9@t>+f616<{q  9@ , ?? maleic acid salt D24.57004.57004.5700 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor !"#$%&'e 3D25.11005.11005.1100 receptorH1 guinea pigileum 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptor69:;<=>?@ABCDEe EC503.24003.24003.2400 receptorH1 guinea pigaorta 6agonist; histamine stimulation; histamine-stimulated contraction GPCRhistaminergic receptorFHIJKLMNOPQRSTe 7GVDWWt0vm@4\(\@= ףp=8SMDL-00022402$J. Med. Chem. 38(8)-1995 1287-129445NCCc1c[nH]c(Cc2ccccc2Cl)n1Sc PD8HEC)1|DD@݌jτqQ P=O&tQY%Z(6!6 <[q | ,dfghimkjl??maleic acid saltnqKb8.81008.8100e    j ` R L @ 6 , "   j \ T D  r v  $ z ~tnh &@xn`ZND:0*$xDXbpjD2>f^N "b>n(jldH.$  receptorH1 guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptorDWW|ҩm@Gz@`"SMDL-00022404 $J. Med. Chem. 38(8)-1995 1287-129447NCCc1c[nH]c(n1)c2ccc3ccccc3c2 [%i XF?@ABCDe 6FDWW DPNdf@3p= ףp?$C?7SMDL-00022405 $J. Med. Chem. 38(8)-1995 1287-129449NCCc1c[nH]c(n1)C(F)(F)F ?aQRTEv010vP\e#R0_5nj:IރGrPvCx6ċ6 ! T?/f? [p \ ,')*+,0.-/?? HCl salt14 Kb9.19009.19009.1900 receptorH1 guinea pigaorta mepyramine-stimulated antagonist; contraction GPCRhistaminergic receptorEGHIJKLMNOPQRSe D26.70006.70006.7000 receptorH1 guinea pigileum6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptor_bcdefghijklmne EC505.94005.94005.9400 receptorH1 guinea pigaorta6agonist; histamine stimulation; histamine-stimulated contractionGPCRhistaminergic receptoroqrstuvwxyz{|}e m `pDWW Lbbq[@\(\翺I +?ffffffaSMDL-00022406n$J. Med. Chem. 38(8)-1995 1287-1294 histamine histaminemNCCc1c[nH]cn1t-QTabBu0 f*ot`>E]kCey??$!@<!2?@ABCDEG  Ki <5.0000 receptorH1 guinea pig membranebrain antagonistGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine FHIJKLMNOPQRSG  6GUC[C@H]1NCC[C@@H]1c2c[nH]cn2@absi24@8.D27.10006.90007.3000 receptorH3 guinea pigileumelectrically-inducedantagonist; contraction-GPCRhistaminergic receptorTVWXYZ[\]^_`abe Ki7.48157.46857.4949 receptorH3 guinea pig membranebrain antagonistGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminepnopqrstuvwxyz{lDXXlߡ(b@p= ףp?+?mSMDL-00022728%J. Med. Chem. 38(10)-1995 1593-1599(-)-4a= QWbXaSZSCUS"``-7Ӗ'-W֢'<((&!a\e6#< p9a-,cefghjik??G SMDL-000235104a,}WXY][Z\brai r h \ N H < 2 (    \ T 0 f \Z R 6    t | n h \ P J D | h`RH<.( <  vlbZT~F<.(NFL(X Ki <5.0000 receptorH1 guinea pig membranebrain antagonistGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine | Ki8.82398.69909.0000 receptorH3 guinea pig membranebrain antagonistGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine  !"#$%&'()*G  Ki <5.0000 receptorH1 guinea pig membranebrain antagonistGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine +-./012345678G  D28.20008.00008.4000 receptorH3 guinea pigileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor9;<=>?@ABCDEFGe ,:IDXX \e-K_@ףp= ӿx/?SMDL-00022729 %J. Med. Chem. 38(10)-1995 1593-1599 C[C@@H](N)Cc1c[nH]cn1 3 QTab$u0 Pʆ373'٦3 !T!<)p   ,R  D25.40005.30005.5000 receptorH1 guinea pigileum electrically-inducedantagonist; contraction GPCRhistaminergic receptorHJKLMNOPQRSTUVe 5_A27.00006.80007.2000 receptorH3 guinea pig jejunum@electrically-inducedantagonist; contraction@GPCRhistaminergic receptorbefghijklmnopqe @Ki3.50003.00004.0000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyraminertuvwxyz{|}~O 2 csD[[ m2j@`أp= ?333333(\?d%J. Med. Chem. 38(12)-1995 2244-2250 burimamideCNC(=S)NCCCCc1c[nH]cn1GTaQ"e&u@ Q Xm\s>~s+s՜~~nm6m)ns .scsm!ʣ2 8 , "     F JB&N dh | ` < \ vpj`X<$ z2zth^TJD>T8Zdp*&~d\ND8*$  A28.00007.90008.1000 receptorH3 guinea pig jejunum electrically-inducedantagonist; contraction GPCRhistaminergic receptor Ki4.70004.60004.8000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramine O  "Ki4.70004.60004.8000 receptorH2human membranecloned CHO cell antagonistP25021human GPCRhistaminergic receptor[125I]iodoaminopotentidine!#$%&'()*+,-./0123  @A28.00007.90008.1000 receptorH3 guinea pig jejunum electrically-inducedantagonist; contraction GPCRhistaminergic receptorCFGHIJKLMNOPQRe Ki4.80004.70004.9000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramineSUVWXYZ[\]^_`abcO  DTeD[[  c n@A?"~jESMDL-00023519%J. Med. Chem. 38(12)-1995 2244-22505b VUF-4614CCNC(=S)NCCCCCc1c[nH]cn1Wa ` *^XaD @ 9V0"2D<;=?0oxalic acid salt?BN@Ki5.00004.90005.1000 receptorH2human membranecloned CHO cell antagonistP25021humanGPCRhistaminergic receptor[125I]iodoaminopotentidinedfghijklmnopqrstuv A27.70007.60007.8000 receptorH3 guinea pig jejunumelectrically-inducedantagonist; contractionGPCRhistaminergic receptore Ki5.50005.40005.6000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramineO @ D[[ No@Q@MbSMDL-00023520%J. Med. Chem. 38(12)-1995 2244-22505c VUF-4615CCCNC(=S)NCCCCCc1c[nH]cn1Wc`c!D*Vhˆ: @ @66W%7]Lrۄc[Vs\\fs!4ʣr T z V L vpdZPF@: ~tj`ZTx`TF@4*  L*4@\4.H.&f~xlbXNHBnVJ<6*    receptorH2human membranecloned CHO cell antagonistP25021human GPCRhistaminergic receptor[125I]iodoaminopotentidineA27.70007.60007.8000 receptorH3 guinea pig jejunum electrically-inducedantagonist; contraction GPCRhistaminergic receptor !"#$%&'()*+e Ki4.90004.80005.0000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramine,./0123456789:;<O  ->D[[ No@)\(@(\SMDL-00023521 %J. Med. Chem. 38(12)-1995 2244-2250 5d VUF-4616CC(C)NC(=S)NCCCCCc1c[nH]cn1 Wc*a+B)D1XPB: A 4W5#[Ü5 ܂cJrVqܿܩϜf !Sʣ#2Kn9o/N ̶ЅV9 焹m46XG6/1!ˣ<#2<1 ,?oxalic acid salt6 0 $    D l  0 v p H 6 8f8    V . @~rh^TNHh B| ~ ,  r l D 2 4 b ldZPB6, :rj\PF:,&480<RzVJh`VL>2(  jejunum electrically-inducedantagonist; contraction GPCRhistaminergic receptorKi5.60005.50005.7000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramine O  Ki4.90004.80005.0000 receptorH2human membranecloned CHO cell antagonistP25021human GPCRhistaminergic receptor[125I]iodoaminopotentidine !"#$%&'()  6A27.70007.50007.9000 receptorH3 guinea pig jejunum electrically-inducedantagonist; contraction GPCRhistaminergic receptor9<=>?@ABCDEFGHe Ki5.40005.30005.5000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramineIKLMNOPQRSTUVWXYO  :J[D[[! 9r@7(\@A`";SMDL-00023524 %J. Med. Chem. 38(12)-1995 2244-2250 5g VUF-4619!S=C(NCCCCCc1c[nH]cn1)NCc2ccccc2iUm*a,( )."CGD1aD( m mw~{ss\b~]sgx~F,sms:nm~Om֙s[sqmsN~n!ˣ> 2g朢8>813⦍6B): 9[|'sZ6oHm3 O !ˣ<62 4 . ( j ~ t h Z T H > 4 * $  b f ^ B *   j    " . x |rlf0|rlfrfXRF<2("^BV`RvF@<Z@8.$ xxnhbH@$ [125I]iodoaminopotentidine A28.10007.90008.3000 receptorH3 guinea pig jejunum electrically-inducedantagonist; contraction GPCRhistaminergic receptore Ki5.80005.70005.9000 receptorH1 guinea pig membranecloned CHO cell antagonistGPCRhistaminergic receptor[3H]mepyramine !"#$%&'()*+,-.O  0D[[! 1@ ;u@ Gz @$CSMDL-00023526 %J. Med. Chem. 38(12)-1995 2244-2250 VUF-4742%Clc1ccc(CNC(=S)NCCCCCc2c[nH]cn2)cc1 oeo*a2(C+ FbĐF 3jFb P"c`Z8W۵+4C=s;d{{ڇi\ws|] B_ZNJPK] ! ˣ> 6?@A  MKi7.95867.82398.1549 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization2Q9QYN8ratmGPCRhistaminergic receptorPSTUVWXYZ[\]^_`ab Ki8.10008.10008.1000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidecefghijklmnopqrstu Kb5.30005.30005.3000 receptorH2 guinea pigatrium; heart"antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalinevxyz{|}~E @QdwDHtHtt(`o l2w@N\(\ @V-RSMDL-00029768$J. Med. Chem. 39(6)-1996 1220-12264!Ic1ccc(NC(=O)OCCCc2c[nH]cn2)cc1c5i@`DbB:jXbF #J=:@qRMX e1xi0CJ9i6 6UFAx %J06 %\ %M 6k0Lkw0>h06!>#6<31te,BDEFGKIHJ??@maleic acid saltLOaliKb4.40004.40004.4000 receptorH1 guinea pigsmooth muscleileumelectrically-inducedantagonist; contraction-GPCRhistaminergic receptorg DItItt(`o l2w@\(\ @V-SMDL-00029769$J. Med. Chem. 39(6)-1996 1220-12265e!Ic1cccc(NC(=O)OCCCc2c[nH]cn2)c1c5i`D3!B+ @p # *:@VM` uZt,~KYz\z7tZLiMi.c[z,nXˮtt/^zNi tZz!Gp<#616< aqGc,??6??ڔ  H $ n \  P~X P 4   r  d J B  t vlbXRL$zH8& D  V 2 | j $ ^ zpjd. ztnzn`ZND:0*$f@T^T|H  Ki7.79597.69907.9208 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor  Ki8.10008.10008.1000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%&'  Kb5.30005.30005.3000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaline(*+,-./0123456E  )8maleic acid saltKb5.10005.10005.1000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor79:;<=>?@ABCDEFg PKi7.60217.52297.6990 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarizationQ9QYN8ratGPCRhistaminergic receptorSVWXYZ[\]^_`abcde Ki7.60007.60007.6000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidefhijklmnopqrstuvwx Kb4.60004.60004.6000 receptorH2 guinea pigatrium; heart"antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaliney{|}~E @TgzDJtJtt(`o l2w@Q\(\ @V-USMDL-00029770$J. Med. Chem. 39(6)-1996 1220-1226Ic1ccccc1NC(=O)OCCCc2c[nH]cn2c5iTTZ0`1)Zá$p:A TMX kmчn! sWvv(slmbH~+bZ s sZm~m,bmmKjm)sY}\b@!?+<#1pt,HIJNLKMmaleic acid saltORtorKb4.80004.80004.8000 receptorH1 guinea pigsmooth muscle2ileumelectrically-inducedantagonist; contraction@GPCRhistaminergic receptorg  DKtKt(`7XOx@Q @dX9HSMDL-00029771$J. Med. Chem. 39(6)-1996 1220-12267"Ic1ccc(CNC(=O)OCCCc2c[nH]cn2)cc1gEk `D2C+ Fbİ Fjt0(⠚(ހ/͎ `P)yH]逞  IZ |B޴z!> 6 6   X X > 6  h |vj`VLF@xn<,  8x  B  p ^  J |rlf"xpL:,&8BzRvfTD<6*  @rR Ki7.92087.85398.0000 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor Ki7.90007.90007.9000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%  Kb4.50004.50004.5000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaline&()*+,-./01234E  '6Kb5.10005.10005.1000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor5789:;<=>?@ABCDg PKi7.69907.56867.8861 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8ratGPCRhistaminergic receptorSVWXYZ[\]^_`abcde Ki8.10008.10008.1000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidefhijklmnopqrstuvwx Kb4.50004.50004.5000 receptorH2 guinea pigatrium; heart"antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaliney{|}~E rTgzDLtLtl(`~Bv@Q@USMDL-00029772$J. Med. Chem. 39(6)-1996 1220-12268 Ic1ccc(cc1)C(=O)OCCCc2c[nH]cn2_%g`DbP (! Y51D.^^]a΅0Ή.p2i+iJ-)f!4-? ?@ABCDg PKi7.40897.31887.5229 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8ratGPCRhistaminergic receptorSVWXYZ[\]^_`abcde Ki7.70007.70007.7000 receptorH3rat membranecortex; brain@ antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidefhijklmnopqrstuvwx Kb4.60004.60004.6000 receptorH2 guinea pigatrium; heart"antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaliney{|}~E rTgzDNtNtl(`~Bv@Q@USMDL-00029774$J. Med. Chem. 39(6)-1996 1220-122610Ic1ccccc1C(=O)OCCCc2c[nH]cn2_%g )TZ2&Dĉ0x(bl4H1J5A1|agK6XOVqbJڎa~)B]K^na&bKbbr!-P= <!qr.n,EGHIJNLKM??rmaleic acid saltOR.31Kb5.90005.90005.9000 receptorH1 guinea pigsmooth muscleileumelectrically-inducedantagonist; contraction@GPCRhistaminergic receptorg @ DOtOt|(`jt#w@333333@HzGSMDL-000297750$J. Med. Chem. 39(6)-1996 1220-122611!Cc1ccc(cc1I)C(=O)OCCCc2c[nH]cn2c5iS J@b 4*:` jBc0O^GctC@srFk=[FtE΃mcΓhSEYt;KGkr UGPt!G(- ;16G(0,??(maleic acid salt?( receptorH2d salt \ pzr  l F 4 (V(  B < "  L th`ZND:0*$ld\R  b v &  z T B . \ tj`VPJphD2$0:~xrJvfTD<6*  8 Ki7.52297.39797.6990 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor Ki8.30008.30008.3000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%  Kb4.20004.20004.2000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaline&()*+,-./01234E  '6Kb4.90004.90004.9000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor5789:;<=>?@ABCDg PKi6.83566.75956.9281 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8ratGPCRhistaminergic receptorSVWXYZ[\]^_`abcde Ki7.50007.50007.5000 receptorH3rat@ membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidefhijklmnopqrstuvwx Kb4.60004.60004.6000 receptorH2 guinea pigatrium; heart"antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaliney{|}~E iTgzDPtPtl(g\8@Q@+NUSMDL-00029776$J. Med. Chem. 39(6)-1996 1220-122612$Nc1c(I)cc(cc1I)C(=O)OCCCc2c[nH]cn2gEkQ@D "ȪeFBaF& Ju0jlǛDkÛ ^D[2_2.WSEbY^Z^ڀ2!Jp/p? @jJpi,EGHIJNLKM??emaleic acid saltOR1Kb5.90005.90005.9000 receptorH1 guinea pigsmooth muscleileumNelectrically-inducedantagonist; contractionhGPCRhistaminergic receptorg  DQtQt|(`jt#w@@ʡESMDL-00029777$J. Med. Chem. 39(6)-1996 1220-122613!Ic1ccc(CC(=O)OCCCc2c[nH]cn2)cc1c5i`TP+)¡ !%JHbF*1: jb`Lsޣ=Fq_DEcqC"Zq{rDmq{KDCUDcPq!->6 <316,??maleic acid salttG  j ~ . z T B 6d6 .  P < "  L th`ZND:0*$ld\R  p  4  z T B < j tj`VPJphD2$0:~xrJvfTD<6*  8 Ki7.85397.72128.0458 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor Ki7.90007.90007.9000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide !"#$%  Kb3.60003.60003.6000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenaline&()*+,-./01234E  '6Kb4.50004.50004.5000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor5789:;<=>?@ABCDg QD2/>^F8& '2~~~2 }.is;j-@b@;vS0xG;(fF@Vt{HLf\0B2~~~ }.s;j-@b@;vS0xG;(fF@Vt{HLf\0B<uv%<uw%<R> Rt>>8>0@@BBBZBZB9B†DÌWD8DvD=ƌD=njFQFTtH H JJJJVHJ o%LH]ΌN StPPqPrR ƛT .IT ?NTwX Z Z üZ \ W\\a\g\(^sW^` hb sBZBZB†DÌWD8DvH H JJJJVHJ o%PR ƛT .IT ?NTwX Z Z üZ \ W\\a\g\(^sW^` hb sQKi7.32797.21477.4815 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptorTWXYZ[\]^_`abcdef Ki7.10007.10007.1000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamidegijklmnopqrstuvwxy eKb3.6000z|}~E Uh{DRtRt(`Gjx@R(\@\(\VSMDL-00029778$J. Med. Chem. 39(6)-1996 1220-122614"Ic1ccc(CCC(=O)OCCCc2c[nH]cn2)cc1gEk`TP+)Ō( FR %jt @@FՄ@~f|vu9GFG*8g6g8D5'D(fGƥ9!->6 ,EGHIJOLKM??maleic acid saltPSst 8 x f Z R L @ 6 , "   ^ V N D   @ x     d R tj`VPJphD2$0:~xrJvfTD<6*  8 ~~ guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalineKb4.80004.80004.8000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor g "Ki6.63456.54526.7471 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor%()*+,-./01234567 Ki6.70006.70006.7000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide8:;<=>?@ABCDEFGHIJ  Kb4.50004.50004.5000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalineKMNOPQRSTUVWXYE  &9L[DStSt!8`&py@#RQ@3^I 'SMDL-00029779$J. Med. Chem. 39(6)-1996 1220-122615$COc1ccc(CCC(=O)OCCCc2c[nH]cn2)cc1Ioeo`TP a[ȣ%L0 2fPЁakcKb <4.0000 receptorH1 guinea pigsmooth muscleileumelectrically-inducedantagonist; contractionGPCRhistaminergic receptorZ\]^_`abcdefgg sKi7.38727.28407.5229 receptorH3rat synaptosome@cortex; brainK(+)-induced/antagonist; histamine release; depolarizationQ9QYN8ratGPCRhistaminergic receptorvyz{|}~ Ki7.50007.50007.5000 receptorH3rat membranecortex; brain antagonistQ9QYN8ratGPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminethioperamide @Kb4.00004.00004.0000 receptorH2 guinea pigE wDTtTt!(`l`x@t(\@lqxSMDL-00029780$J. Med. Chem. 39(6)-1996 1220-122616#Ic1ccc(CCCC(=O)OCCCc2c[nH]cn2)cc1kUm`TP)iHc ),D2J@ 4Mz@ɍhM-hݧTmJk |͏-MmA- !->6 ?@ABCDEFGHI  Kb5.20005.20005.2000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalineJLMNOPQRSTUVWXE  %8KZDUtUtl`'UHyt@"@/$&SMDL-00029781$J. Med. Chem. 39(6)-1996 1220-122617Ic1ccc(OCCCc2c[nH]cn2)cc1Uc`TP0ѡ/HpABDpcCrB俴Ȗ3kCiofiC#cܖi{iҖ.!ٻ>6 l:2TZ@8j ~xlbXNHBzp>. :t8r`@n ~tnh$X>6 histaminergic receptorisoprenalineKb6.20006.20006.2000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor g Ki8.30108.22188.3979 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor!$%&'()*+,-./0123 Ki9.00009.00009.0000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide46789:;<=>?@ABCDEF  Kb5.20005.20005.2000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalineGIJKLMNOPQRSTUE  "5HWDWtWt|`ZB>bu@ @xi#SMDL-00029783 $J. Med. Chem. 39(6)-1996 1220-122619Ic1ccc(COCCCc2c[nH]cn2)cc1Ye`TP0ѡ0Hႄ*5 (z<אW<7JX;L'<כf⦥<0!z>6 bu@r @xivSMDL-00029784$J. Med. Chem. 39(6)-1996 1220-122620Ic1cccc(COCCCc2c[nH]cn2)c1Ye`TP<#*&j5 `@vezǶ>'.ڈ-fNJֳ&љw10>g?06!ִ<6 <1( ִ,fhijkomln??maleic acid saltps?g P 6 . ` | t n b X N D > 8  x p f 4 $    0 bv &  \ J  .\~tjd^z,~tfTH@:.$ rLD<2f:NX`~Z4"4tf`TJ@60*| uKb5.80005.80005.8000 receptorH1 guinea pigsmooth muscle ileum electrically-inducedantagonist; contraction GPCRhistaminergic receptor Ki7.45597.35657.5850 receptorH3rat synaptosome cortex; brain K(+)-induced/antagonist; histamine release; depolarization Q9QYN8rat GPCRhistaminergic receptor"#$%&'()*+,-./01 Ki8.10008.10008.1000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistamine thioperamide2456789:;<=>?@ABCD  Kb5.10005.10005.1000 receptorH2 guinea pigatrium; heart "antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalineEGHIJKLMNOPQRSE   3FUDYtYt`}\*#w@Q@/$!SMDL-00029785 $J. Med. Chem. 39(6)-1996 1220-122621Ic1ccc(CCCOCCCc2c[nH]cn2)cc1a5i`TPx"0H̐E  : Ң9Wϝ[ւ [44[ VpΓebRIfҗf"Ӿ!>6 @Kb5.20005.20005.2000 receptorH1 guinea pigsmooth muscletileum@electrically-inducedantagonist; contractionGPCRhistaminergic receptorTVWXYZ[\]^_`abcg oKi7.85397.74478.0000 receptorH3rat@ synaptosomecortex; brainK(+)-induced/antagonist; histamine release; depolarization@Q9QYN8ratGPCRhistaminergic receptorruvwxyz{|}~ Ki8.90008.90008.9000 receptorH3rat membranecortex; brain antagonistQ9QYN8rat@GPCRhistaminergic receptor![3H]-(R)-Nalpha-methylhistaminecthioperamide  Kb4.90004.90004.9000 receptorH2 guinea pigatrium; heartt"antagonist; positive chronotropyGPCRhistaminergic receptorisoprenalineE esDZtZt| <,Ԛrr@p\(\ @jttSMDL-000297860$J. Med. Chem. 39(6)-1996 1220-122622Brc1ccc(COCCCc2c[nH]cn2)cc1Ye`TP0ѡ0Hႄ*# `Bfz֌??NjۊFћG0?糋1ƽ1&1f!z@>6 ?@AE  4CD\t\t0Bx4t@Q?S!SMDL-00029788 $J. Med. Chem. 39(6)-1996 1220-1226 impromidine impromidine %Cc1[nH]cnc1CSCCNC(=N)NCCCc2c[nH]cn2 ueo `-b5LFe3JxAF 0hS Dx х'(q4&qԌZN hIԌa g|&9bSge|^BX  !k@#?@ABCDEFH  Ki5.15995.09965.2299 receptor5-HT1D porcine membranecortex; brain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-5-HT 5-HTGIJKLMNOPQRSTUVWXG  Ki6.82396.79596.8539 receptoralpha1bovine membranebrain antagonistGPCRadrenergic receptorepinephrine / norepinephrine[3H]prazosin prazosinY[\]^_`abcdefghijG Ki7.52297.48157.5686 receptorH1rat membranebrain antagonistP31390ratGPCRhistaminergic receptor histamine[3H]pyrilamine tripolidinekmnopqrstuvwxyz{|}~ Ki4.65964.64404.6757 receptorD1bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390r(+)-butaclamolG  Ki6.95866.92087.0000 receptorD2bovine membranestriatum; brain antagonistGPCRdopaminergic receptor. dopamine[3H]raclopride spiperoneG  Ki7.04587.01777.0757 receptorsigmarat@ membranehippocampus; brain antagonist[3H]-1,3-di-o-tolylguanidine haloperidoleG1,&8HZl% ,??G @5.09155.0915A2rh^V"P>   N | p f \ R L F  x ^ V H 4 (    > 4 "  ~xD ~pfZPF:0&pj\D*"r~th^TJD> hNF8."6,~tjd^:vn`VJ@6*   x IC507.44377.37687.5229 receptor5-HT1Arat hippocampus agonist; forskolin-inducedGPCRserotonergic receptor 5-hydroxytryptamine [alpha-32P]ATP Ki9.39799.37689.4202 receptor5-HT1Abovine membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-8-OH-DPAT buspirone  !"#$%&'()*+,-.G  Ki6.72126.71226.7305 receptoralpha1bovine membranebrain antagonistGPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosin prazosin/123456789:;<=>?@G  Ki7.15497.07577.2518 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]pyrilamine tripolidine ACDEFGHIJKLMNOPQRST   Ki6.88616.87296.8996 receptorD2bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]raclopride spiperone UWXYZ[\]^_`abcdefG 20BVhDnjnj/Kv@RQ @Cl{SMDL-00036039"J. Med. Chem. 40(6)-1997 952-960(-)-32*O=C(NCCN1CCN(CC1)C2CCCc3ccccc23)c4ccccc4} BHS^5,D EdR&FȚƃB`饶,3l鶩~ʃ!kmC3! ~( ~ȥ&̃~xx$NkN*bm^mejeqp9 !==7&ᕙ 1 iD=5 HCl salt@re IC507.85397.79597.9208 receptor5-HT1Arat hippocampustagonist; forskolin-inducedGPCRserotonergic receptorn5-hydroxytryptamine[alpha-32P]ATPgijklmnopqrstuv% Ki8.82398.79598.8539 receptor5-HT1Abovine membranebrain antagonistGPCRserotonergic receptor5-hydroxytryptamine[3H]-8-OH-DPAT buspironeG Ki5.69045.63645.7520 receptor5-HT1C porcine membranechoroid plexus; brain antagonistGPCRserotonergic receptor5-hydroxytryptamine[3H]mesulergineG DȌȌ/ w@Q @x&SMDL-00036040"J. Med. Chem. 40(6)-1997 952-96033-Fc1ccc(cc1)C(=O)NCCN2CCN(CC2)C3CCCc4ccccc34}!OTPBTD 2EE5UX%tF QVنу@(AH MԴMztW aMauWCsWXkWZkWvWC+aWϊkaWMzC4aCjMi#awkj!p=7&ᕙ 1 p,wyz{|~}?? HCl salt @ ~ t j d ^ , n f X N B 8 . "    V v R : L (  BpB *   T L:. Z~rjdXND:4.tT<4&&vlf`(tZlHfTxZJB8," Ki5.92815.89625.9626 receptor5-HT2 bovine membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]ketanserin ketanserin Ki5.45975.37065.5719 receptor5-HT3 NG 108-15 cell antagonistligand-gated ion channelserotonergic receptor 5-hydroxytryptamine [3H]BRL-43694 ICS-205930 !"H  Ki5.01014.98095.0414 receptor5-HT1D porcine membranecortex; brain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-5-HT 5-HT#%&'()*+,-./01234G  Ki7.09697.08627.1079 receptoralpha1bovine membranebrain antagonistGPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosin prazosin5789:;<=>?@ABCDEFG  Ki6.85396.82396.8861 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]pyrilamine tripolidine GIJKLMNOPQRSTUVWXYZ  Ki4.92084.90524.9370 receptorD1bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390(+)-butaclamol[]^_`abcdefghijklG  Ki7.15497.11357.2007 receptorD2bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]raclopride spiperonemopqrstuvwxyz{|}~G  Ki6.55286.53766.5686 receptorsigmarat membranehippocampus; brain antagonist[3H]-1,3-di-o-tolylguanidine haloperidolGt,$6H\n IC507.28407.21757.3625 receptor5-HT1Arat hippocampusagonist; forskolin-inducedGPCRserotonergic receptor5-hydroxytryptamine[alpha-32P]ATP% G Dʌʌ/ w@Q @x&SMDL-00036042"J. Med. Chem. 40(6)-1997 952-960(-)-33-Fc1ccc(cc1)C(=O)NCCN2CCN(CC2)C3CCCc4ccccc34}!OTPBTD 2EE5UX%tF QVنу@(AH MԴMztW aMauWCsWXkWZkWvWC+aWϊkaWMzC4aCjMi#awkj!p=7&ᕙ 1 p3,??p HCl saltSMDL-00036046IC50p T `j0 ` &  N | r f \ R H @ : ^ > 0    n    |rlf( ~vhTH>8,"^TB4 dzpfZPF<60|dJB4" ( ~tjd^,vn`VJ@6*   Ki9.30109.26769.3372 receptor5-HT1Abovine membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-8-OH-DPAT buspirone  Ki6.55286.52296.5850 receptor5-HT1C porcine membranechoroid plexus; brain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]mesulergine mianserin  !"#$G  Ki5.86015.82685.8962 receptor5-HT2 bovine membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]ketanserin ketanserin%'()*+,-./0123456G  Ki6.90666.88946.9245 receptoralpha1bovine membranebrain antagonistGPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosin prazosin79:;<=>?@ABCDEFGHG  Ki7.23667.22187.2518 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]pyrilamine tripolidine IKLMNOPQRSTUVWXYZ[\  Ki5.51005.48955.5317 receptorD1bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390(+)-butaclamol]_`abcdefghijklmnG  Ki7.15497.10797.2076 receptorD2bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]raclopride spiperoneoqrstuvwxyz{|}~G  Ki5.80415.71905.9101 receptorD3 membranecortex; brain antagonistGPCRdopaminergic receptor dopamine[3H]spiperone haloperidoliF ] Ki6.88616.87616.8962 receptorsigmarat membranehippocampus; brain antagonist[3H]-1,3-di-o-tolylguanidine haloperidolG(&8J^p IC507.82397.76967.8861 receptor5-HT1Arat@ hippocampusagonist; forskolin-inducedGPCRserotonergic receptor5-hydroxytryptamine0[alpha-32P]ATP% DΌΌ1\(w@@"~ ,77.3279v BpL 4   ^ ~ r j ` T J @ 6 0 * h | j ^ D < .   " (  zt6 vbVLF:0&lbPB( r~th^TJD>hNF8."6,~tjd^:vn`VJ@6*  p Ki7.76967.76207.7773 receptor5-HT1Abovine membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-8-OH-DPAT buspirone  G  Ki7.18057.11357.2596 receptor5-HT2 bovine membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]ketanserin ketanserin !"#$%&'()*+,G  Ki5.50035.37065.6861 receptor5-HT3 NG 108-15 cell antagonistligand-gated ion channelserotonergic receptor 5-hydroxytryptamine [3H]BRL-43694 ICS-205930-/0123456789:;<H  Ki7.74477.72587.7645 receptoralpha1bovine membranebrain antagonistGPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosin prazosin=?@ABCDEFGHIJKLMNG  Ki7.37687.34687.4089 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]pyrilamine tripolidine OQRSTUVWXYZ[\]^_`ab Ki6.00005.99236.0079 receptorD1bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390(+)-butaclamolcefghijklmnopqrstG @ Ki6.95866.90667.0177 receptorD2bovine membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]raclopride spiperoneuwxyz{|}~G  Ki7.52297.49497.5528 receptorsigmarat membranehippocampus; brain antagonist[3H]-1,3-di-o-tolylguanidine haloperidoltG$ .>Pdv"J. Med. Chem. 40(6)-1997 952-960MB-35MB-35-Fc1ccc(cc1)C(=O)CCCN2CCN(CC2)C3CCCc4ccccc34}!TSWTPbAH =APMaUX%TFPVن0 IB1$6Q6]61dg]]bmhmh_YY],=k_=+/7Iӄ^͢^ 6Qϫ!H]=7Q& D1 LH] IC506.67786.64216.7167 receptor5-HT1Arat hippocampusagonist; forskolin-inducedGPCRserotonergic receptor5-hydroxytryptamine[alpha-32P]ATP% eD k% 1ԕOmt@Q@-ףp= @SMDL-00040224%J. Med. Chem. 40(25)-1997 4146-41531 clozapine,wJD  X z p h b & f F 8 "    v "   ztn0 ~p\PF@4*  f\J<"lxnbXND>8zbH, 0 |rlf.vn`VJ@6*   ^r Z 6 h ^ : IC506.88616.88616.8861 receptorD1rat membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390  G  IC506.48156.48156.4815 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]spiperone  !"#$%&'G  IC508.10798.10798.1079 receptor5-HT2Arat membranebrain antagonistP14842rat GPCRserotonergic receptor 5-hydroxytryptamine [3H]ketanserin(*+,-./0123456789:  IC507.95867.95867.9586 receptor5-HT2Crat membraneclonedNIH 3T3 cell antagonistP08909rat GPCRserotonergic receptor 5-hydroxytryptamine [3H]mesulergine ;=>?@ABCDEFGHIJKLMN  IC507.63837.63837.6383 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]mepyramineOQRSTUVWXYZ[\]^_`a  IC508.03628.03628.0362 receptoralpha1rat membranebrain antagonistGPCRadrenergic receptorepinephrine / norepinephrine[3H]prazosinbdefghijklmnopqrG )<Pct'CN1CCN(CC1)C2=Nc3cc(Cl)ccc3Nc4ccccc24uuu XS!D 4hURZ5ȑC*"ZJ);E< a$]Ǝ]ݾ# Ÿ{b737[󪘓r$^ 3M:h2&g$N[Q#! ,.ߛ ,IC508.02698.02698.0269 receptorm1human membranecloned CHO-K1 cell@ antagonistP11229human@GPCR; ion channel@#muscarinic acetylcholine receptornacetylcholine0[3H]pirenzepine@suvwxyz{|}~ IC506.03156.03156.0315 receptorD1rat membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390G @IC505.0915 G 4D""k' 9({@zGz @X9SMDL-00040226%J. Med. Chem. 40(25)-1997 4146-415337CN1CCN(CC1)C2=Nc3cc(OS(=O)(=O)C(F)(F)F)ccc3Nc4ccccc24 PA(%CFMGaETnx$ ud9P 0M0QxY,u^YMWCbUl^JkXbT.)ؘB^R^`T ,UC e"mU.ڌԤeBX!oF- d,?7    ( ` T : 2 $   r  X X 4R *  ` v l f Z P F < 4 . t\TF<0(:6(H~ndXPF:0&^F,$p~tj`XR|tfRF>8,"BJ`&   receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]spiperone IC506.25966.25966.2596 receptor5-HT2Arat membranebrain antagonistP14842rat GPCRserotonergic receptor 5-hydroxytryptamine [3H]ketanserin   IC506.20766.20766.2076 receptor5-HT2Crat membraneclonedNIH 3T3 cell antagonistP08909rat GPCRserotonergic receptor 5-hydroxytryptamine [3H]mesulergine  !"#$%&'()*+,-./01  IC506.14276.14276.1427 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]mepyramine256789:;<=>?@ABCD   3FIC507.45597.45597.4559 receptorm1human membranecloned CHO-K1 cell antagonistP11229human GPCR; ion channel #muscarinic acetylcholine receptor acetylcholine [3H]pirenzepine EGHIJKLMNOPQRSTUVWX  IC507.19387.19387.1938 receptorD1rat membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]SCH-23390dghijklmnopqrstuG  IC507.50867.50867.5086 receptorD2rat membranestriatum; brain antagonistGPCRdopaminergic receptor dopamine[3H]spiperonevxyz{|}~G @IC508.09698.09698.0969 receptor5-HT2Aratr membranebrain@ antagonistP14842rat GPCRserotonergic receptor5-hydroxytryptamine[3H]ketanserin IC507.46857.46857.4685 receptor5-HT2Crat membraneclonedNIH 3T3 cell antagonistP08909ratGPCRserotonergic receptor5-hydroxytryptamine[3H]mesulergine6   ew!D##k' 9({@333333@S㥛 fSMDL-00040227%J. Med. Chem. 40(25)-1997 4146-41534 GMC-11697CN1CCN(CC1)C2=Nc3ccccc3Nc4ccc(OS(=O)(=O)C(F)(F)F)cc24%CA %DCaT @GaET=Bnx (h9uP,L0Q@/Wi;~VISVU|{JY**4԰.6BXBbf vjSǚ`u~U¥ a%!oF- d,Y[\]^_ca`b7 F .   | Z r h \ T J > 4 *   t bV<4&t |tn "L L (@ :  TndZL<2& fvn&zpbRH<4* fB*TvjPH:& 7.32797.3279 receptorH1rat membranebrain antagonistP31390rat GPCRhistaminergic receptor histamine [3H]mepyramineIC507.92087.92087.9208 receptoralpha1rat membranebrain antagonistGPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosinG  IC505.92085.92085.9208 receptorm1human membranecloned CHO-K1 cell antagonistP11229human GPCR; ion channel #muscarinic acetylcholine receptor acetylcholine [3H]pirenzepine "#$%&'()*+,-./0123  Ki9.30109.30109.3010 receptor alpha1a rat membranesubmaxillary gland antagonistP43140rat GPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosinphentolamine>ABCDEFGHIJKLMNOPQR  Ki9.60219.50869.7212 receptoralpha1rat membranesubmaxillary gland antagonistGPCRadrenergic receptor epinephrine / norepinephrine[3H]prazosinphentolamineSUVWXYZ[\]^_`abcdG  Ki8.95868.95868.9586 receptor alpha1brat membraneliver antagonistP15823ratGPCRadrenergic receptor0epinephrine / norepinephrine[3H]prazosinphentolamineeghijklmnopqrstuvwx Ki5.79625.71605.8945 receptoralpha2human membraneBSR-2AH cell antagonistGPCRadrenergic receptorepinephrine / norepinephrine[3H]clonidinet clonidiney{|}~K Ki5.74215.74215.7421 receptor alpha2a@human@ membraneBSR-2AH cell antagonistP08913humandGPCRadrenergic receptornepinephrine / norepinephrine [3H]MK-912 @Ki7.25187.25187.2518 receptor alpha2bhuman membrane antagonistP18089human@GPCRadrenergic receptor@epinephrine / norepinephrine[3H]yohimbinea oG 8?Tfz#4GZm~DppC+ 92r4w@Q@Clg@SMDL-00045680%J. Med. Chem. 41(17)-1998 3128-31411L/COc1ccccc1N2CCN(CCn3c(=O)[nH]c4ccccc4c3=O)CC2}PBTG@! QIJ)E& ehцDQSEE@  ,SaֳqVEFegr`T1uŀ'\~Zp1`*Y!&e\I}&eee2[ILe)ʤrhI&|aѳI`!2<.y 2,46789=;:<?7 receptorD3human membrane2rhbVb z r h ^ P D : . "    Z L ,   Z vfZPF:0&z bR2 rpd\RF<2("n^>& j ~* \ $ "P~p`VJ@:.$T4dld\RD:.&  ~Ki5.82105.82105.8210 receptor5-HT1 rat membranecortex; brain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-5-HT  Ki7.79597.79597.7959 receptor5-HT1Arat membranecortex; brain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]-8-OH-DPAT !G   Ki6.74476.74476.7447 receptor5-HT2 guinea pig membranebrain antagonistGPCRserotonergic receptor 5-hydroxytryptamine [3H]ketanserin"$%&'()*+,-./012G   Ki7.49497.49497.4949 receptorD2human membrane CHO cell antagonistP14416human GPCRdopaminergic receptor dopamine[3H]spiperone 356789:;<=>?@ABCDE   Ki6.87946.87946.8794 receptorD2human membrane CHO cell antagonistP14416human GPCRdopaminergic receptor dopamine[3H]spiperone FHIJKLMNOPQRSTUVWX   Ki7.13677.13677.1367 receptorD3human membrane CHO cell antagonistP35462humanGPCRdopaminergic receptor dopamine[3H]spiperoneY[\]^_`abcdefghijk  Ki6.16436.16436.1643 receptorH1 guinea pig membranelung antagonistGPCRhistaminergic receptor histamine[3H]pyrilaminelnopqrstuvwxyz{|G  Ki5.43425.43425.4342 receptorNa(+) channelrat membranebrain antagonistvoltage-gated ion channel[3H]batrachotoxin}GKi9.18719.11359.2757 receptor alpha1arat membranesubmaxillary gland antagonistP43140rat@GPCRadrenergic receptorepinephrine / norepinephrine[3H]prazosinphentolamine pG @0'9L^oDqqC-`)1w-wx@HzG @ZdSMDL-00045681%J. Med. Chem. 41(17)-1998 3128-31414/COc1ccccc1N2CCN(CC3CN4C(=N3)c5ccccc5NC4=O)CC2օ`B eSJ$1T 1TQ`UPdEHiOqP P ~XyIInP~O8:|c mZw|cJc$JcY;mHY,;m,YWyOG=mYH]FG]mV~c!<ٶ 1P9,?7SMDL-000456825P,??F@.N|B d L D < 2 $   J :  4 | ( ~ x r