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

页码：2906 / 2909

页数：4

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