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 compound

DOI: 10.1248/cpb.39.1430

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1430 - 1435 (1991)

Update date:2022-07-29

Topics:

Authors:

Ueda Ueda

Ishii Ishii

Sinozaki

Seiki Seiki

Hatanaka

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Article abstract of DOI:10.1248/cpb.39.1430

N-[3-{3-(Piperidinomethyl)phenoxy}propyl]butamides 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-1H-tetrazol-5- ylthio)butanamide (5f) was found to possess 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.

Full text of DOI:10.1248/cpb.39.1430

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