[(Aminomethyl)aryloxy]acetic acid esters. A new class of high-ceiling diuretics. 4. Substituted 6,7-dichloro-2,3-dihydrobenzofurans derived by ring annelation.
Ring annelation of the [(aminomethyl)aryloxy]acetic acids produced a series of substituted 6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic acids. Pharmacologic evaluation of these compounds in rats and dogs indicated that several congeners are extremely potent salidiuretics. Clearance and micropuncture experiments in rats for compound 5a confirmed the high-ceiling diuretic profile and demonstrated that 5a has a site of action at the thick ascending limb of Henle's loop.
D000085:Acetates / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology; D004232:Diuretics / Q000138:chemical synthesis*; D004285:Dogs; D005260:Female; D005919:Glomerular Filtration Rate / Q000187:drug effects; D007444:Inulin; D008297:Male; D009318:Natriuresis / Q000187:drug effects; D011188:Potassium / Q000652:urine; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D000085:Acetates; D001572:Benzofurans; D004232:Diuretics; D007444:Inulin; D011188:Potassium