Synthesis and carbonic anhydrase inhibitory activity of 4-substituted 2-thiophenesulfonamides

J Med Chem. 1994 May 27;37(11):1646-51. doi: 10.1021/jm00037a015.

Abstract

A series of 4-substituted 2-thiophenesulfonamides was prepared from 3-thiophenecarboxaldehyde using metalation chemistry developed for 3-furaldehyde. Several of these compounds inhibit carbonic anhydrase II in vitro at concentrations of less than 10 nM. In addition, none of these compounds exhibit sensitization potential as determined from in vitro measurement of cysteine reactivity.

MeSH terms

  • Animals
  • Carbonic Anhydrase Inhibitors / chemical synthesis*
  • Carbonic Anhydrase Inhibitors / pharmacology
  • Ciliary Body / enzymology
  • Humans
  • Molecular Structure
  • Rabbits
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / pharmacology
  • Thiophenes / chemical synthesis*
  • Thiophenes / pharmacology

Substances

  • Carbonic Anhydrase Inhibitors
  • Sulfonamides
  • Thiophenes