Synthesis and activity of optical isomers of nipradilol.

M SHIRATSUCHI, K KAWAMURA, T AKASHI…

Index: Shiratsuchi; Kawamura; Akashi; Ishihama; Nakamura; Takenaka Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 9 p. 3691 - 3698

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Citation Number: 15

Abstract

Four optical isomers of nipradilol (NIP) were prepared from (3R)-or (3S)-3, 4-dihydro-8- hydroxy-3-nitroxy-2H-1-benzopyran by glycidylation and amination, and evaluated for β- blocking and vasodilating activities. The order of potency of β-blocking activity was S, R- NIP>> S, S-NIP> R, R-NIP>> R, S-NIP. As regards vasodilating activity, S, R-NIP and R, R- NIP were more potent than S, S-NIP and R, S-NIP.