title: [Studies on antiulcer agents. IV. Synthesis and antiulcer activity of phenylpropanol derivatives].
abstract: It was found that (+/-)ethyl 2-[2-(3-hydroxypropyl)-4-oxocyclohexylidene-propionate (1), (+/-)ethyl 2-[2-(3-hydroxypropyl)-4,5-dimethoxyphenyl]propionate (2), (+/-)3-[2-(3-hydroxypropyl)-4,5-dimethoxyphenyl]-2-butanone (3) and (+/-)2-[2-(3-hydroxypropyl)-4-methoxy-5-(2- piperidinoethoxy)phenyl]cyclopentanone (4) had potent antiulcer activities. In order to study structure-activity relationships, (+/-)3-[(3-hydroxypropyl)phenoxy]-2-butanone derivatives (5, 6) were synthesized and tested for antiulcer activities. Among them, (+/-)3-[2-(3-hydroxypropyl)-4-methoxy-5-[3-(4- methylpiperidino)propoxy]phenoxy]-2-butanone.3/2 oxalate (6k) was selected as a preferred antiulcer agent.
authors.affiliation: Central Research Laboratories, Zeria Pharmaceutical Co., Ltd., Saitama, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Muto
authors.forename: H
authors.initials: H
authors.lastname: Ichikawa
authors.forename: M
authors.initials: M
authors.lastname: Seiki
authors.forename: Y
authors.initials: Y
authors.lastname: Shirataki
authors.forename: I
authors.initials: I
authors.lastname: Yokoe
authors.forename: M
authors.initials: M
authors.lastname: Komatsu
mesh_terms: D000433:1-Propanol / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000897:Anti-Ulcer Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001559:Benzhydryl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship
chemical_list: D000897:Anti-Ulcer Agents; D001559:Benzhydryl Compounds; D000433:1-Propanol