Synthesis and structure-activity data of some new epibatidine analogues

被引：37

作者：

Seerden, JPG

Tulp, MTM

Scheeren, HW ^{[1
]}

Kruse, CG

机构：

[1] Univ Nijmegen, NSR Ctr Mol Struct Design & Synth, Dept Organ Chem, NL-6525 DE Nijmegen, Netherlands

[2] Solvay Pharmaceut, CNS Res, NL-1380 DA Weesp, Netherlands

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1998年 / 6卷 / 11期

关键词：

epibatidine analogues; structure-activity data; high pressure; hydroarylation;

D O I：

10.1016/S0968-0896(98)00163-1

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The high-pressure Diels-Alder reaction of N-carbomethoxypyrroles and phenyl vinyl sulfone affords versatile intermediates for the palladium-catalyzed preparation of new epibatidine analogues. Structure-activity relationships of new epibatidine analogues are presented. High affinities of K-i = 0.81 and 2.6 nM for the [H-3]-cytisine rat brain nicotinic acetylcholine binding sites were found for the 5-pyrimidinyl and the 5-(2-amino)-pyrimidinyl epibatidine analogues, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2103 / 2110

页数：8

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