(Acylaryloxy)acetic acid diuretics. 2. (2-Alkyl-2-aryl-1-oxo-5-indanyloxy)acetic acids.
The introduction of an aryl group at the 2 position of the uricosuric diuretics, (1-oxo-2-alkyl-5-indanyloxy)acetic acids, provided compounds with markedly increased potency over their monosubstituted precursors. These compounds were synthesized either by arylation of the corresponding 2-alkyl-5-methoxy-1-indanones with diaryliodonium salts or by alkylation of the 2-aryl-5-methoxy-1-indanones which were cleaved to the corresponding phenols and then converted to the desired oxyacetic acids. Systematic structural variation of the 2-arylindanyloxyacetic acids provided aryl-substituted compounds with varying degrees of uricosuric and diuretic activity.
D000085:Acetates / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D002712:Chlorides / Q000652:urine; D004232:Diuretics / Q000138:chemical synthesis*; D004285:Dogs; D009318:Natriuresis / Q000187:drug effects; D002679:Pan troglodytes; D011188:Potassium / Q000652:urine; D051381:Rats; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014528:Uricosuric Agents / Q000138:chemical synthesis
D000085:Acetates; D002712:Chlorides; D004232:Diuretics; D014528:Uricosuric Agents; D011188:Potassium