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Thienothiopyran-2-sulfonamides: a novel class of water-soluble carbonic anhydrase inhibitors
Journal of Medicinal Chemistry1987Vol. 30(4), pp. 591–597
Citations Over TimeTop 10% of 1987 papers
G. S. PONTICELLO, Mark B. Freedman, Charles N. Habecker, Paulette A. Lyle, Harvey Schwam, Sándor Varga, Marcia E. Christy, William C. Randall, John J. Baldwin
Abstract
An attempt to develop a water-soluble carbonic anhydrase inhibitor focused on exploring structure-activity relationships in the thienothiopyransulfonamide class. The strategy to influence water solubility while retaining carbonic anhydrase activity involved the introduction of a hydroxyl moiety and adjusting the oxidation state of the sulfur on the thiopyran portion of the molecule. Compounds 4 and 17 best fit the criteria of aqueous solubility and inhibitory potency vs. human carbonic anhydrase II and are candidates for evaluation as topically effective antiglaucoma agents.
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