Antiulcer agents. 1. Gastric antisecretory and cytoprotective properties of substituted imidazo[1,2-a]pyridines

J Med Chem. 1985 Jul;28(7):876-92. doi: 10.1021/jm00145a006.

Abstract

A novel class of antiulcer agents, the substituted imidazo[1,2-a]pyridines, is described. The present compounds are not histamine (H2) receptor antagonists nor are they prostaglandin analogues, yet they exhibit both gastric antisecretory and cytoprotective properties. The mechanism of gastric antisecretory activity may involve inhibition of the H+/K+-ATPase enzyme. Structure-activity studies led to the identification of 3-(cyanomethyl)-2-methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine, SCH 28080 (27), which was selected for further development and clinical evaluation.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Anti-Ulcer Agents / pharmacology*
  • Biological Assay
  • Chemical Phenomena
  • Chemistry
  • Dogs
  • Gastric Mucosa / drug effects
  • Gastric Mucosa / metabolism*
  • Histamine / pharmacology
  • Imidazoles / chemical synthesis
  • Imidazoles / pharmacology*
  • Ligation
  • Male
  • Pyloric Antrum / physiology
  • Pyridines / chemical synthesis
  • Pyridines / pharmacology*
  • Rats
  • Structure-Activity Relationship

Substances

  • Anti-Ulcer Agents
  • Imidazoles
  • Pyridines
  • Sch 28080
  • Histamine