Synthesis and Physicochemical Properties of Sulfamate Derivatives as Topical Antiglaucoma Agents

Article abstract of DOI:10.1021/jm00104a003

Several imidazolylphenyl sulfamate and (imidazolylphenoxy)alkyl sulfamate derivatives were synthesized and evaluated as topically active carbonic anhydrase inhibitors. Water solubility, pK_a, carbonic anhydrase inhibition, and partition coefficient for the compounds were measured. Sulfamic acid 2-<4-(1H-imidazol-1-yl)phenoxy>ethyl ester monohydrochloride (16) has the best combination of properties and showed excellent topical activity in lowering the intraocular pressure in New Zealand white rabbits.