Synthesis of 1-azabicyclo[3.3.0]octane derivatives and their effects as piracetam-like nootropics

被引：0

作者：

Oka, M ^{[1
]}

Matsumoto, Y ^{[1
]}

Hirooka, K ^{[1
]}

Suzuki, T ^{[1
]}

机构：

[1] Sanwa Kagaku Kenkyusho Co Ltd, Cent Res Lab, Hokusei, Mie 5110406, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2000年 / 48卷 / 08期

关键词：

5-nitromethyl-1-azabicyclo[3.3.0]octane; piracetam-like nootropics; hydrogenation; cerebral function activator; 2-oxo-1-pyrrolidine;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A useful pharmaceutical intermediate, 5-nitromethyl-1-azabicyclo[3.3.0]octane (1), was prepared in one step from 1,7-dichloro-4-heptanone (4) under mild conditions. Catalytic hydrogenation of 1 over Raney Ni in the presence of sodium hydroxide afforded 5-aminomethyl-1-azabicyclo[3.3.0]octane (2) in high yield. Piracetam analogues 20-23, which were pyrrolidine derivatives involving a 1-azabicyclo[3.3.0]octane ring, were synthesized. Pharmacological tests showed that N-[(1-azabicyclo[3.3.0]octan-5-yl)methyl]-2-oxo-1-pyrrolidineacetamide (20) improves cerebral function.

引用

页码：1121 / 1124

页数：4

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