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Synthesis and biological activities of optically active 6-[3-(3,4-dimethoxybenzylamino)-2-hydroxypropoxy]-2(1H)-quinolinone (OPC-18790).

作者信息

Fujioka T, Teramoto S, Tsujimi S, Takemoto K, Mori T, Hosokawa T, Sumida T, Tominaga M, Yabuuchi Y

机构信息

2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd., Japan.

出版信息

Chem Pharm Bull (Tokyo). 1996 Aug;44(8):1596-8. doi: 10.1248/cpb.44.1596.

DOI:10.1248/cpb.44.1596
PMID:8795279
Abstract

The enantiomers of 6-[3-(3,4-dimethoxybenzylamino)-2-hydroxypropoxy]-2(1H)-quinolinon e (OPC-18790), a novel cardiotonic agent, were synthesized and evaluated for positive inotropic activity. The key intermediates, 2,3-epoxypropoxy derivatives, were obtained by the alkylation of 6-hydroxy-2(1H)-quinolinone with optically active epichlorohydrin and subsequent ring closure. In an in vitro study, the (R)-(+)-isomer was about 10-fold more potent than the (S)-(-)-isomer.

摘要

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