Antiulcer Agents. 3. Structure-Activity-Toxicity Relationships of Substituted Imidazopyridines and a Related Imidazopyrazine

Article abstract of DOI:10.1021/jm00394a019

Investigation of the interrelationship between structure, antiulcer activity, and toxicology screening data derived from a series of compounds selected from structure-activity studies directed toward identifying a successor to 3-(cyanomethyl)-2-methyl-8-(phenylmethoxy)imidazo<1,2-a>pyridine, Sch 28080 (1), has identified 3-(cyanomethyl)-2,7-dimethyl-8-(phenylmethoxy)imidazo<1,2-a>pyridine (5), 3-amino-2-methyl-8-(2-phenylethyl)imidazo<1,2-a>pyridine (6), and 3-amino-2-methyl-8-(phenylmethoxy)imidazo<1,2-a>pyrazine (7).These analogues exhibit a combination of antisecretory and cytoprotective activity in animal models, while eliminating the adverse effects of the prototype 1.One of these, 3-amino-2-methyl-8-(phenylmethoxy)imidazo<1,2-a>pyrazine, Sch 32651 (7), has a profile meeting all criteria.