K. Ravikumar, B. Sridhar
Feb 15, 2007
Citations
0
Influential Citations
3
Citations
Journal
Acta crystallographica. Section C, Crystal structure communications
Abstract
Dorzolamide hydrochloride [systematic name: (4S)-trans-4-ethylammonio-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide chloride], C10H17N2O4S2+·Cl−, belongs to a class of drugs called carbonic anhydrase inhibitors. The ethylammonio side chain is in an extended conformation and is protonated at the N atom, which is hydrogen bonded to the Cl− anion. The dihedral angle between the planes of the thiophene ring and the sulfonamide group is 80.7 (1)°. A comparison is made with the dorzolamide bound in human carbonic anhydrase in the solid state. Hydrogen bonding is mediated by Cl− anions, resulting in indirect connectivity between the molecules.