Molecular Modeling, Design, Synthesis, and Biological Activity of 1H-Pyrrolo[2,3-c]pyridine-7-amine Derivatives as Potassium-Competitive Acid Blockers

Yasuyoshi Arikawa; Atsushi Hasuoka; Keizo Hirase; Nobuhiro Inatomi; Fumihiko Sato; Yasunobu Hori; Terufumi Takagi; Naoki Tarui; Makiko Kawamoto; Masahiro Kajino

doi:10.1248/cpb.c13-00878

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Molecular Modeling, Design, Synthesis, and Biological Activity of 1H-Pyrrolo[2,3-c]pyridine-7-amine Derivatives as Potassium-Competitive Acid Blockers

Yasuyoshi Arikawa , Atsushi Hasuoka, Keizo Hirase, Nobuhiro Inatomi, Fumihiko Sato, Yasunobu Hori, Terufumi Takagi, Naoki Tarui, Makiko Kawamoto, Masahiro Kajino

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Keywords: potassium-competitive acid blocker (P-CAB), peptic ulcer, acid-related disease, 1H-pyrrolo[2,3-c]pyridine-7-amine, gastric acid secretion, gastroesophageal reflux disease (GERD)

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2014 Volume 62 Issue 4 Pages 336-342

DOI https://doi.org/10.1248/cpb.c13-00878

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Abstract

A series of 1H-pyrrolo[2,3-c]pyridine-7-amine derivatives were designed and synthesized based on our docking model as potassium-competitive acid blockers (P-CABs). Molecular modeling of these derivatives led us to introduce a substituent at the 1-position to access two lipophilic sites and polar residues. We identified potent P-CABs that exhibit excellent inhibitory activity in vitro and in vivo. These results indicate that the 1H-pyrrolo[2,3-c]pyridine-7-amine derivatives are promising lead compounds as P-CABs.

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