Novel nicotinic acetylcholine receptor agonists containing carbonyl moiety as a hydrogen bond acceptor

被引：13

作者：

Mazurov, Anatoly A. ^{[1
]}

Kombo, David C. ^{[1
]}

Akireddy, Srinivasa ^{[1
]}

Murthy, Srinivasa ^{[1
]}

Hauser, Terry A. ^{[1
]}

Jordan, Kristen G. ^{[1
]}

Gatto, Gregory J. ^{[1
]}

Yohannes, Daniel ^{[1
]}

机构：

[1] Targacept Inc, Winston Salem, NC 27101 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 13期

关键词：

3-Azabicyclo[3.3.1]nonane; 3-Azabicyclo[3.3.0]octane; 3,7-Diazabicyclo[3.3.1]nonane; 3,7-Diazabicyclo[3.3.0]octane; Hydrogen bond acceptor; Nicotinic acetylcholine receptor; Novel object recognition; Selective nAChR agonist; BINDING;

D O I：

10.1016/j.bmcl.2013.04.058

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of alpha 4 beta 2 nAChR agonists lacking common pyridine or its bioisosteric heterocycle have been disclosed. Essential pharmacophoric elements of the series are exocyclic carbonyl moiety as a hydrogen bond acceptor and secondary amino group within diaza- or azabicyclic scaffold. Computer modeling studies suggested that molecular shape of the ligand also contributes to promotion of agonism. Proof of concept for improving working memory performance in a novel object recognition task has been demonstrated on a representative of the series, 3-propionyl-3,7-diazabicyclo[3.3.0]octane (34). (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3927 / 3934

页数：8

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