STUDIES ON ANTIULCER AGENTS .4. SYNTHESIS AND ANTIULCER ACTIVITY OF PHENYLPROPANOL DERIVATIVES

It was found that (+/-)ethyl 2-[2-(3-hydroxypropyl)-4-oxocyclohexylide ne] - propionate (1), (+/-)ethyl 2-[2-(3-hydroxypropyl)-4,5-dimethoxyp henyl] propionate (2), -(3-hydroxypropyl)-4,5-dimethoxyphenyl]-2-butan one (3) and ethoxy-5-(2-piperidinoethoxy)phenyl]cyclopentanone (4) had potent antiulcer activities. In order to study structure-activity rel ationships, (+/-)3-[(3-hydroxypropyl)phenoxy]-2-butanone derivatives ( 5, 6) were synthesized and tested for antiulcer activities. Among them , [3(-4-methylpiperidino)propoxy]phenoxy]-2-butanone . 3/2 oxalate (6k ) was selected as a preferred antiulcer agent.