Chemical and Pharmaceutical Bulletin p. 2906 - 2909 (1991)
Update date:2022-08-05
Topics:
Otsubo
Morita
Uchida
Yamasaki
Kanbe
Shimizu
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 α-amino acid derivatives of 2(1H)-quinolinone. The key intermediates, α-amino acid derivatives, were prepared by asymmetric synthesis and optical resolution. The (±)-1 was ahout 1.7 times as potent as the (-)-isomer in antiulcer activity against ethanol-induced gastric ulcers.
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