title: Oral hypoglycemic agents. Discovery and structure-activity relationships of phenacylimidazolium halides.
abstract: Blood glucose levels in viable, yellow, obese, diabetic mice are reduced following oral administration of phenacylimidazolium halides. Compounds 2 and 3 produced reductions of ca. 40% 2 h after doses of 100 mg/kg po. Since these mice do not respond to sulfonylureas, the glucose-lowering activity of phenacylimidazolium salts in this model suggests a mechanism other than that of stimulating insulin secretion. Only phenacylimidazolium halides with electron-donating groups were active; other azolium salts or variations in the phenacyl portion (alterations in the keto function; chain lengthening or extensive branching) produced inactive compounds.
authors: Lilly Research Laboratory, Indianapolis, Indiana 46285.
authors: S J
authors: SJ
authors: Dominianni
authors: T T
authors: TT
authors: Yen
mesh_terms: D000818:Animals; D001786:Blood Glucose / Q000378:metabolism*; D006219:Halogens / Q000138:chemical synthesis* / Q000494:pharmacology; D007004:Hypoglycemic Agents / Q000138:chemical synthesis*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D012016:Reference Values; D013329:Structure-Activity Relationship
chemical_list: D001786:Blood Glucose; D006219:Halogens; D007004:Hypoglycemic Agents; D007093:Imidazoles