Preliminary synthetic studies of methyllycaconitine, a potent nicotinic acetylcholine receptor antagonist: Rapid syntheses of AE-bicyclic analogues

被引：21

作者：

Coates, PA

Blagbrough, IS

Rowan, MG

Pearson, DPJ

Lewis, T

Potter, BVL

机构：

[1] UNIV BATH,SCH PHARM & PHARMACOL,DEPT MED CHEM,BATH BA2 7AY,AVON,ENGLAND

[2] ZENECA AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND

来源：

JOURNAL OF PHARMACY AND PHARMACOLOGY | 1996年 / 48卷 / 02期

关键词：

D O I：

10.1111/j.2042-7158.1996.tb07125.x

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

A series of bicyclic analogues incorporating the homocholine motif of methyllycaconitine has been prepared to test the hypothesis that this is the essential pharmacophore af this potent, selective nicotinic receptor antagonist. A double Mannich reaction has been employed to construct the 3-azabicyclo[3.3.1]-nonane ring system, containing an N-ethylpiperidine moiety. The neopentyl-like alcohol was then esterified, using isatoic anhydride under basic conditions, to afford the corresponding anthranilate.

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页码：210 / 213

页数：4

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