The cyclizing reaction of cinnamic acid (Ia) with thionyl chloride was optimized and a series of
3-chloro-6-subst.benzo[b]thiophene-2-carbonyl chlorides Va-Vn was prepared. Chloride Va was
transformed into a series of N-aryl-3-subst. (Cl, OCH3, OH) benzo[b]thiophene-2-carboxamides VII,
IX, X. The drugs were subjected to an evaluation of selected antileucotriene activites in vitro and of
the anti-inflammatory effect in vivo. In agreement with the assumed mechanism, inhibition of the
ear inflammation is conditioned by the antileucotriene activity, whereas inhibition of the carrageen
oedema is not due to this mechanism alone.
subst.benzo[b]thiophene-2-carboxamides – synthesis – antiinflammatory effect –