Topically active carbonic anhydrase inhibitors. 3. Benzofuran- and indole-2-sulfonamides

✍ Scribed by Graham, Samuel L.; Hoffman, Jacob M.; Gautheron, Pierre; Michelson, Stuart R.; Scholz, Thomas H.; Schwam, Harvey; Shepard, Kenneth L.; Smith, Anthony M.; Smith, Robert L.

• Book ID: 121489549
• Publisher: American Chemical Society
• Year: 1990
• Tongue: English
• Weight: 857 KB
• Volume: 33
• Category: Article
• ISSN: 0022-2623
• DOI: 10.1021/jm00164a045

✦ Synopsis

Derivatives of benzofuran-and indole-2-sulfonamide were prepared for evaluation as topically active ocular hypotensive agents. These compounds were found to be excellent inhibitors of carbonic anhydrase and to lower intraocular prmure in a rabbit model of ocular hypertension. However, the development of these compounds for clinical use was precluded by the observation that they cause dermal sensitization in guinea pigs. A correlation between electrophilicity, as assessed by in vitro reactivity with reduced glutathione, and dermal sensitization potential was further documented.* MSD-Chibret.