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
收藏
页码：3927 / 3934
页数：8
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