Inhibition of bovine carbonic anhydrase by new sulfonamide compounds

Biochemistry (Mosc). 2001 Sep;66(9):982-3. doi: 10.1023/a:1012365424900.

Abstract

Inhibitory effects of three new derivatives of 2-acetylamino-1,3,4-thiadiazole-5-sulfonamide on bovine carbonic anhydrase have been investigated. The new compounds are 2-(3-chloropropionylamino)-1,3,4-thiadiazole-5-sulfonamide, 2-(2,2-dichloroacetylamino)-1,3,4-thiadiazole-5-sulfonamide, and 2-(3-phenylpropionylamino)-1,3,4-thiadiazole-5-sulfonamide. The new compounds inhibit the esterase activity of carbonic anhydrase noncompetitively and have inhibition constants and I(50) values very similar to those for 2-acetylamino-1,3,4-thiadiazole-5-sulfonamide, the latter being clinically used in the treatment of glaucoma.

MeSH terms

  • Acetazolamide / chemistry
  • Acetazolamide / pharmacology
  • Animals
  • Carbonic Anhydrase Inhibitors / chemistry*
  • Carbonic Anhydrase Inhibitors / pharmacology*
  • Carbonic Anhydrases / drug effects
  • Cattle
  • Drug Evaluation, Preclinical
  • Inhibitory Concentration 50
  • Sulfonamides / chemistry*
  • Sulfonamides / pharmacology*
  • Thiadiazoles / chemistry
  • Thiadiazoles / pharmacology

Substances

  • 2-(2,2-dichloroacetylamino)-1,3,4-thiadiazole-5-sulfonamide
  • 2-(3-chloropropionylamino)-1,3,4-thiadiazole-5-sulfonamide
  • 2-(3-phenylpropionylamino)-1,3,4-thiadiazole-5-sulfonamide
  • Carbonic Anhydrase Inhibitors
  • Sulfonamides
  • Thiadiazoles
  • Carbonic Anhydrases
  • Acetazolamide