Chemical and Pharmaceutical Bulletin p. 1596 - 1598 (1996)
Update date:2022-08-11
Topics:
Fujioka, Takafumi
Teramoto, Shuji
Tsujimi, Sachiko
Takemoto, Kazumi
Mori, Toyoki
Hosokawa, Tetsumi
Sumida, Takumi
Tominaga, Michiaki
Yabuuchi, Youichi
The enantiomers 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. In an in vitro study, the (R)-(+)-isomer was about 10-fold more potent than the (s)-(-)-isomer.
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