title: Studies on antipeptic ulcer agents: a structure-activity relationship analysis of aldehyde semicarbazones and aryl hydrazones.
abstract: Twenty-eight condensation products of heterocyclic-a-carboaldehydes with N-aminooxazolidones, semicarbazides, thiosemicarbazides and benzoxycarbonyl hydrazide were synthesized so as to deduce the antiulcer pharmacophore or fragment of furazolidone (I), a prototype which has shown therapeutic efficacy in patients with gastric and duodenal ulcers. SAR analysis of the compounds indicated that the substitution of furan, thiophene, pyrrole or N-methyl pyrrole rings for 5-nitrofuran and the cleavage of the oxazolidone ring did not fully destroy the activity. The electron density of the carbonyl group was found to be of importance. A lead structure, therefore, was derived for further optimization.
authors.affiliation: Institute of Materia Medica, CAMS, Beijing.
authors.forename: Z
authors.initials: Z
authors.lastname: Guo
authors.forename: G
authors.initials: G
authors.lastname: Yang
authors.forename: F
authors.initials: F
authors.lastname: Chu
authors.forename: G
authors.initials: G
authors.lastname: Xu
authors.forename: J
authors.initials: J
authors.lastname: Zhang
authors.forename: S
authors.initials: S
authors.lastname: Zhang
authors.forename: Y
authors.initials: Y
authors.lastname: Yu
mesh_terms: D000818:Animals; D000897:Anti-Ulcer Agents; D055598:Chemical Phenomena; D002621:Chemistry; D005664:Furazolidone / Q000031:analogs & derivatives / Q000737:chemistry* / Q000494:pharmacology; D051379:Mice; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D000897:Anti-Ulcer Agents; D005664:Furazolidone