title: Aminobenzoic acid diuretics. 9. 3,4-Disubstituted 5-acylaminobenzoic acids and related compounds.
abstract: A number of 3,4-disubstituted 5-acylamino-, 5-alkylamino-, and 5-ureidobenzoic acids corresponding to previously described 3,4-disubstituted 5-sulfamoylbenzoic acid diuretics were prepared and screened for their diuretic properties in dogs. The tabulated results reveal that several 3,4-disubstituted 5-formamido and 5-acetamidobenzoic acids possess considerable diuretic potency demonstrating that a 5-sulfamoyl or 5-methylsulfonyl substituent is not a necessity for potent diuretic activity of 3,4-disubstituted benzoic acids. 4-Benzoyl-3-benzyloxy-5-formamidobenzoic acid, one of the mo-t potent compounds of the present series, is approximately one-tenth as potent as bumetanide. The dose response and diuretic pattern indicate high-ceiling diuretic activity and suggest a mode of action similar to that of bumetanide.
mesh_terms: D062365:Aminobenzoates / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D004232:Diuretics / Q000138:chemical synthesis*; D004285:Dogs; D005260:Female; D013329:Structure-Activity Relationship
chemical_list: D062365:Aminobenzoates; D004232:Diuretics