Abstract
6-Aroyl-1-indancarboxylic acids (V) and isomeric 4-aroyl-1-indancarboxylic acids (XVIII) were prepared in an attempt to obtain information on the receptor sites of anti-inflammatory aroylarylacetic acids. Compounds V were easily obtained by the Friedel-Crafts reaction of ethyl 1-indancarboxylate (III) and aroyl chloride. On the other hand, compounds XVIII were synthesized from 1-oxo-4-indancarboxylic acid (VIII) via the Friedel-Crafts reaction of 1-cyano-4-indancarbonyl chloride (XVI) and benzene or its derivative. Although compounds XVIII showed potent antiinflammatory activity, the activity of V was significantly weaker. The result suggests that locations and conformations of the functional groups in XVIII are considerably close to the actual conformation of a aroylarylacetic acid required for exerting antiinflammatory activity.
