Anti-inflammatory properties of a series of phenyl- and phenoxy-alkanoic acids

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Abstract
Some o‐benzamidophenoxyacetic, phenylalkanoic and phenoxyalkanoic acids have been synthesized. Anti‐inflammatory activity was measured by the phenylbenzoquinone writhing test in mice and the rat foot oedema test. Meta‐ and para‐substitutions in the benzamido‐ring, promoting lipid solubility, enhanced the potency, whereas substitution with polar groups reduced it. Further phenylring substitution in the 2‐(3,4‐dichlorobenzamido)phenoxyacetic acids only slightly affected the potency. Side‐chain modifications did not increase the activity on the three substituted phenoxyacetic acids chosen. Two phenylpropionic acids showed a good order of activity but the respective cinnamic acids were virtually inactive. From the investigations 2‐(3,4‐dichlorobenzamido)phenoxyacetic acid (SNR. 1804) was selected for further studies is now undergoing clinical evaluation.

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