Dorzolamide hydrochloride: an antiglaucoma agent
This article describes the crystal structure of the small organic molecule C
10H
17N
2O
4S2
+.Cl
–, known as dorzolamide hydrochloride — an antiglaucoma agent. The sulfonamide group plays an anchoring role at the active site through coordination of its nitrogen atom with the zinc atom of HCAII. Given the potential importance of a C3 substituent, the orientation of the ethylamino chain is considered to be significant. Structure–activity distances between the center of the thiophene ring and the two nitrogen atoms (the interaction sites) are N1, 3.625 Å and N2, 3.894 Å and to the methyl carbon occupying the lipophilic groove 4.145 Å. The crystal structure is stabilized by a network of hydrogen bonds largely mediated by the Cl
– anions.
K. Ravikumar and B. Sridhar