Work

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

Year: 1996

Type: article

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.

Source: Chemical and Pharmaceutical Bulletin

DOI: 10.1248/cpb.44.1596

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

Institution: Otsuka (Japan)

Language: English

Topic: Synthesis and biological activity

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

SDG: Good health and well-being

Open Access status: bronze

OpenAlex ID: W2019896779

FWCI: 0.598

Cites:

Cited by: 3

Related to: 10