Indapamide-like benzenesulfonamides as inhibitors of carbonic anhydrases I, II, VII, and XIII

Benzenesulfonamides with benzimidazole moieties as inhibitors of carbonic anhydrases I, II, VII, XII and XIII

“…The procedures for N-alkylation of 2-substituted benzimidazoles (a-j) with 5-(bromoacetyl)-2-chlorobenzenesulfonamide (4) have been described previously 23 . N-substituted benzimidazole derivatives 1-3(a-j) were prepared by N-alkylation of benzimidazoles a-j with 4-(bromoacetyl)benzene-sulfonamide (1), 4-(bromoacetyl)-2-chlorobenzenesulfonamide (2) and 3-(bromoacetyl)benzenesulfonamide (3) (Scheme 1).…”

“…We have also reported on the synthesis of 2-substituted benzimidazoles N-alkylated with 2-chloro-5-bromoacetylbenzenesulfonamide ( Figure 2, compounds 4(a-j)) and their binding to four CA isozymes, namely CA I, CA II, CA VII and CA XIII 23 . We extended these earlier investigations to new sulfonamides containing a benzimidazole group (compounds of series 1-3).…”

Carbonic Anhydrase XIII

“…However, inhibition properties of CA XIII have been studied quite extensively (13)(14)(15)(16)(17)(18). The CA XIII protein is unique among the mammalian a-CA isozymes as it is strongly expressed in the reproductive organs, suggesting a role in fertility (6).…”

Carbonic Anhydrases inhibitory effects of new benzenesulfonamides synthesized by using superacid chemistry

“…Although inhibition of α-carbonic anhydrases (α-CAs) by aromatic and heterocyclic sulfonamides has been largely studied for 50 years with applications in the treatment of various diseases [5][6][7] , this class of compounds remains an attractive chemical family in the design of new inhibitors, as shown by the ongoing research in this field [8][9][10][11][12] . As already reported, small modifications on benzenesulfonamides can induce significant differences in the bioactive profile of this type of compounds.…”