Some N-(5-methyl-1,3,4-thiadiazol-2-yl)-4-[(3-substituted) ureido/thioureido]benzenesulfonamides as carbonic anhydrase I and II inhibitors

Chemistry of heterocycles as carbonic anhydrase inhibitors: A pathway to novel research in medicinal chemistry review

“…Molecular docking studies revealed that compound 218h was found to have maximum binding affinity with binding energy of −6.83 kcal/mol [44] (Scheme 25). Pustenko et al developed a new protocol to synthesize 7acylamino-3-H-1,2-benzoxathiepine 2,2-dioxides (226)(227)(228)(229)(230)(231)(232)(233)(234)(235). Initially, substituted benzaldehyde 219 was treated with MePPh 3 Br and tBuOK in presence of THF at r.t. for 18 h to obtain corresponding mono-olefins 220 followed by the reaction with allyl sulphonyl chloride 221 in presence of CH 2 Cl 2 to yield the desired bisolefin 222.…”

“…CF 3 -C 6 H 4 -) and 1421b (R = (CH 3 ) 3 -C-) showed the best activity against hCA I and II with K i values of 0.36 (hCA I/hCA II) and 6.21 nM (hCA II/hCA I), respectively [230] (Scheme 215). Synthesized compounds were also subjected to molecular docking studies and were docked into active sites of CAs and it was observed that compound 1427k was found to have excellent docking score of −8.429 and −9.006 kcal/mol in non-hydrolyzed and hydrolyzed form, respectively, for hCA IX [231] (Scheme 216).…”

“…All the synthesized compounds were evaluated for their inhibitory activity against hCA I and II by taking AAZ as a standard drug and it was found that compounds 1421e (R = 2,4‐diCl–C 6 H 3 –), 1421h (4‐CF 3 –C 6 H 4 –) and 1421b (R = (CH 3 ) 3 –C–) showed the best activity against hCA I and II with K i values of 0.36 (hCA I/hCA II) and 6.21 nM (hCA II/hCA I), respectively [ 230 ] (Scheme 215).…”