Synthesis and Biological Activities of Optically Active 6-[3-(3, 4-Dimethoxybenzylamino)-2-hydroxypropoxy]-2(1H)-quinolinone (OPC-18790)

Takafumi FUJIOKA; Shuji TERAMOTO; Sachiko TSUJIMI; Kazumi TAKEMOTO; Toyoki MORI; Tetsumi HOSOKAWA; Takumi SUMIDA; Michiaki TOMINAGA; Youichi YABUUCHI

doi:10.1248/cpb.44.1596

Takafumi FUJIOKA, Shuji TERAMOTO, Sachiko TSUJIMI, Kazumi TAKEMOTO, Toyoki MORI, Tetsumi HOSOKAWA, Takumi SUMIDA, Michiaki TOMINAGA, Youichi YABUUCHI

Author information

Takafumi FUJIOKA
Shuji TERAMOTO
Sachiko TSUJIMI
Kazumi TAKEMOTO
Toyoki MORI
Tetsumi HOSOKAWA
Takumi SUMIDA
Michiaki TOMINAGA
Youichi YABUUCHI
Author's Organization：
(Present address)Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.
2nd Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.

Keywords: OPC-18790, optically active epichlorohydrin, cardiotonic agent, 2(1H)-quinolinone, positive inotropic activity

JOURNAL FREE ACCESS

1996 Volume 44 Issue 8 Pages 1596-1598

DOI https://doi.org/10.1248/cpb.44.1596

Details

Abstract

The enanitomers of 6-[3-(3, 4-dimethoxybenzylamino)-2-hydroxypropoxy]-2(1H)-quinolinone (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.

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