Synthesis and biological activity of 3-amino-5-(3, 5-diamino-6-chloropyrazin-2-yl)-1, 2, 4-oxadiazole. An amiloride prodrug

…, RL Smith, EH Blaine, EJ Cragoe Jr

Index: Bock; Smith; Blaine; Cragoe Jr. Journal of Medicinal Chemistry, 1986 , vol. 29, # 8 p. 1540 - 1544

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Citation Number: 16

Abstract

The pyrazinyl-1, 2, 4-oxadiazoles 4a and 4b were synthesized by two different approaches. The corresponding N-methyloxadiazolium salts 13a and 13b were also prepared. These compounds were evaluated for their diuretic and saluretic activity in rata and dogs. All compounds exhibited electrolyte excretion profiles similar to amiloride 1. The facile conversion of 4a to 1 was demonstrated chemically and in vivo in both rats and dogs.