New dihydrothiazole benzensulfonamides: looking for selectivity toward carbonic anhydrase isoforms I, II, IX, and XII

In the present study we investigated the structure-activity relationships of a new series of 4-[(3-ethyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides (EMAC10101a-m). All synthesized compounds, with the exception of compound EMAC10101k, preferentially inhibit off-target hCA II isoform. Within the series compound EMAC10101d, bearing a 2,4-dichorophenyl substituent in the position 4 of the dihydrothiazole ring, resulted as the most potent and selective toward hCA II with an inhibitory activity in the low nM range.