6-(4-phenyl-benzyloxy-methyl) guvacine. Synthesis, GABA uptake inhibitor and muscarinic properties.

被引：11

作者：

Bisel, P

Gies, JP

Schlewer, G

Wermuth, CG

机构：

[1] FAC PHARM, LAB PHARMACOCHIM MOL, CNRS, UPR 421, F-67401 ILLKIRCH GRAFFENSTADEN, FRANCE

[2] FAC PHARM, LAB NEUROIMMUNOPHARMACOL, INSERM, U425, F-67401 ILLKIRCH GRAFFENSTADEN, FRANCE

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1996年 / 6卷 / 24期

关键词：

D O I：

10.1016/S0960-894X(96)00562-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

6-(4-Phenyl-benzyloxy-methyl) guvacine was synthesized. Surprisingly the compound was devoid of the gamma-aminobutyric acid (GABA) uptake inhibitory activity of its parent compound guvacine, but instead showed affinities for the muscarinic M(1) and M(2) receptors. Copyright (C) 1996 Elsevier Science Ltd

引用

收藏

页码：3025 / 3028

页数：4

相关论文

共 19 条

[1] ORALLY ACTIVE AND POTENT INHIBITORS OF GAMMA-AMINOBUTYRIC ACID UPTAKE [J].

ALI, FE ;

BONDINELL, WE ;

DANDRIDGE, PA ;

FRAZEE, JS ;

GARVEY, E ;

GIRARD, GR ;

KAISER, C ;

KU, TW ;

LAFFERTY, JJ ;

MOONSAMMY, GI ;

OH, HJ ;

RUSH, JA ;

SETLER, PE ;

STRINGER, OD ;

VENSLAVSKY, JW ;

VOLPE, BW ;

YUNGER, LM ;

ZIRKLE, CL .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (05) :653-660

[2]

BISEL P, 1993, THESIS U STRASBOURG

[3]

BLORGE S, 1990, DRUG DEVELOP RES, V21, P189

[4] PROPERTIES OF GAMMA-AMINOBUTYRIC ACID (GABA) RECEPTOR-BINDING IN RAT-BRAIN SYNAPTIC MEMBRANE-FRACTIONS [J].

ENNA, SJ ;

SNYDER, SH .

BRAIN RESEARCH, 1975, 100 (01) :81-97

[5] GABA UPTAKE INHIBITORS - SYNTHESES AND STRUCTURE ACTIVITY STUDIES ON GABA ANALOGS CONTAINING DIARYLBUTENYL AND DIARYLMETHOXYALKYL N-SUBSTITUENTS [J].

FALCH, E ;

KROGSGAARDLARSEN, P .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1991, 26 (01) :69-78

[6] INFLUENCE OF INHIBITORS OF THE HIGH-AFFINITY GABA UPTAKE ON SEIZURE THRESHOLDS IN MICE [J].

FREY, HH ;

POPP, C ;

LOSCHER, W .

NEUROPHARMACOLOGY, 1979, 18 (07) :581-590

[7]

GIES JP, 1989, J PHARMACOL EXP THER, V250, P309

[8]

HADDAD E, 1990, MOL PHARMACOL, V37, P682

[9] BETEL NUT CONSTITUENTS AS INHIBITORS OF GAMMA-AMINOBUTYRIC ACID UPTAKE [J].

JOHNSTON, GAR ;

KROGSGAARDLARSEN, P ;

STEPHANSON, A .

NATURE, 1975, 258 (5536) :625-628

[10]

LAPUYADE G, 1986, B SOC CHIM FR, P663