SYNTHESIS AND ANTIULCER ACTIVITY OF OPTICAL ISOMERS OF 2-(4-CHLOROBENZOYLAMINO)-3-[2(1H)-QUINOLINON-4-YL]PROPIONIC ACID (REBAMIPIDE)

被引：22
|
作者：
OTSUBO, K [1 ]
MORITA, S [1 ]
UCHIDA, M [1 ]
YAMASAKI, K [1 ]
KANBE, T [1 ]
SHIMIZU, T [1 ]
机构：
[1] OTSUKA PHARMACEUT CO LTD, TOKUSHIMA RES INST, KAGASUNO 463-10, KAWAUCHI CHO, TOKUSHIMA 77101, JAPAN
来源：
CHEMICAL & PHARMACEUTICAL BULLETIN | 1991年 / 39卷 / 11期
关键词：
REBAMIPIDE; OPC-12759; ASYMMETRIC SYNTHESIS; OPTICAL RESOLUTION; ALPHA-AMINO ACID DERIVATIVE; 2(1H)-QUINOLINONE; ENANTIOMER; ANTIULCER AGENT; ANTIULCER ACTIVITY;
D O I：
10.1248/cpb.39.2906
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The enantiomers of 2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid [(+/-)-1, rebamipide, OPC-12759], a new antiulcer agent that enhances mucosal resistance, were synthesized from optically active alpha-amino acid derivatives of 2(1H)-quinolinone. The key intermediates, alpha-amino acid derivatives, were prepared by asymmetric synthesis and optical resolution. The (+)-1 was about 1.7 times as potent as the (-)-isomer in antiulcer activity against ethanol-induced gastric ulcers.
引用
收藏
页码：2906 / 2909
页数：4
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