Synthesis and diuretic activity of bicyclic fused heterocycles containing oxime-O-sulfonic acid moiety

K Nishijima, H Nishida, Y Yamashita, M Ito…

Index: Nishijima, Kazumi; Nishida, Hidemitsu; Yamashita, Yoshiaki; Ito, Manabu; Onuki, Yoshiaki; Mizota, Masahiro; Miyano, Sotaro European Journal of Medicinal Chemistry, 2000 , vol. 35, # 2 p. 227 - 240

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Citation Number: 4

Abstract

In order to investigate the origin of the loop-type diuretic activity of M17055 (1), several variants (3–9) were designed and synthesized by modifying the quinolinone skeleton, and their diuretic activities were compared with the lead 1 and furosemide in dogs. It was found that the negative charge distribution pattern afforded by the dispositional arrangement of the 4-oxime-O-sulfonic acid and 1-N-acyl carbonyl moiety attached to the tetrahydropyridine ...