STUDIES ON ANTIULCER AGENTS .3. SYNTHESIS AND ANTIULCER ACTIVITY OF PHENYLPROPANOL DERIVATIVES

It was found that (+/-)ethyl (3-hydroxypropyl)-4-oxocyclohexylidene]-p ropionate (1), (+/-)ethyl 2-(3-hydroxypropyl)-4,5-dimethoxyphenyl]prop ionate (2) and -(3-hydroxypropyl)-4,5-dimethoxyphenyl]-2-butanone (3) had excellent antiulcer activities. In order to study structure-activi ty relationships, (+/-)2-[(3-hydroxypropyl)phenyl] cyclopentanone deri vatives (4, 5) and (+/-)2-[(3-hydroxypropyl)phenyl]cyclopentanol deriv atives (6, 7) were synthesized and tested for antiulcer activities. As a result, oxypropyl)-4-methoxy-5-(2-piperidinoethoxy)phenyl] cyclopen tanone (5k) exhibited potent antiulcer activities.