Studies on the synthesis and analgesic and anti-inflammatory activities of 2-thiazolylamino- and 2-thiazolyloxy-arylacetic acid derivatives.

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Abstract
A series of 2-thiazolylamino-, 2-thiazolyloxy- and 2-thiazolylthio-arylacetic acid derivatives was prepared by condensation of thioamides with halo-acetals and thioamides having the .alpha.-methylarylacetic acid moiety were conveniently obtained from haloaromatic nitro compounds. In the model reaction of O-phenyl thiocarbamate with chloro-diethylacetal, isolation of intermediates such as acyclic halo-compound and 4-ethoxy-2-phenoxy-2-thiazoline clarified the reaction path for the formation of 2-phenoxythiazole. The analgesic and antiinflammatory effects of the compounds studied were evaluated by using the aetic acid-induced writhing method in mice and the rat carrageenian paw edema method, respectively. 2-[4-(2-Thiazolyloxy)phenyl]-propionic acid had the most favorable therapeutic ratio between activity and toxicity (in mice).

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