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N-[3-(3-(Piperidinomethyl)phenoxy)propyl]butanamides having a 1-methyl-1H-tetrazol-5-ylthio moiety as a pharmacophore and related compounds were prepared and tested for their antisecretory activity against histamine-induced gastric acid secretion in conscious rats with gastric fistulas. Most of the compounds showed antisecretory activity. Among them, N-[3-(3-(piperidinomethyl)phenoxy)propyl]-4-(1-methyl-1 H-tetrazol-5-ylthio)butanamide (5f) was found to posses the most potent activity, and a possibility of isosteric replacement of the methoxycarbonyl group with 1-methyl-1H-tetrazol-5-yl group was indicated. The structure-activity relationships are also discussed.

chemical and pharmaceutical bulletin/chemical and pharmaceutical bulletin

Antiulcer Agents. II. Synthesis and Gastric Acid Antisecretory Activity of N-(3-{3-(Piperidinomethyl)phenoxy}propyl)-4-(1-methyl-1H-tetrazol-5-ylthio)butanamide and Related Compounds.