Čes. slov. farm. 1999, 48(6):281-286

Substituted Benzo[b]thiophenes with Antileucotriene Activity

M. Nič¹, M. Havelková¹, M. Terinek¹, J. Paleček¹, J. Svoboda¹, A. Jandera², V. Panajotová², M. Kuchař ORCID...²

¹ Ústav organické chemie Vysoké školy chemicko-technologické, Praha

² Výzkumný ústav pro farmacii a biochemii, Praha

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 carrageenoedema is not due to this mechanism alone.

Keywords: subst. benzo[b]thiophene-2-carboxamides; synthesis; antiinflammatory effect; antileucotriene activity

Published: June 1, 1999  Show citation