Carbonic anhydrase inhibitors: topical sulfonamide antiglaucoma agents incorporating secondary amine moieties

Bioorg Med Chem Lett. 2000 Apr 3;10(7):673-6. doi: 10.1016/s0960-894x(00)00075-5.

Abstract

Reaction of aromatic/heterocyclic sulfonamides possessing free amino, imino or hydrazino moieties with 7-chloro-4-chloromethylcoumarin afforded a series of N-[(7-chloro-4-coumarinyl)-methyl]- derivatives which showed effective inhibition of three carbonic anhydrase (CA) isozymes. Topical application within the rabbit eye of some of these compounds led to effective intraocular pressure lowering due to CA inhibition within the ocular tissues, and reduced aqueous humor production.

MeSH terms

  • Amines / chemistry
  • Amines / pharmacology
  • Animals
  • Aqueous Humor / drug effects
  • Carbonic Anhydrase Inhibitors / chemistry
  • Carbonic Anhydrase Inhibitors / pharmacology*
  • Carbonic Anhydrases / metabolism*
  • Cattle
  • Glaucoma / drug therapy*
  • Humans
  • Intraocular Pressure / drug effects
  • Rabbits
  • Structure-Activity Relationship
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology*

Substances

  • Amines
  • Carbonic Anhydrase Inhibitors
  • Sulfonamides
  • Carbonic Anhydrases