A prodrug approach to COX-2 inhibitors with methylsulfone

Bioorg Med Chem Lett. 2004 Apr 5;14(7):1757-60. doi: 10.1016/j.bmcl.2004.01.048.

Abstract

2,2-dimethyl-4-phenyl-5-[4-(methylsulfinyl)phenyl]-3(2H)furanone derivatives, 3 and 6, were shown to be effectively transformed in vivo into the corresponding methylsulfone derivatives 1 and 4, when orally administered to rats. Pharmacological implications for use of sulfoxide analogues 3 and 6 are discussed as prodrugs to potent selective COX-2 inhibitors 1 and 4.

MeSH terms

  • Animals
  • Cyclooxygenase Inhibitors / administration & dosage*
  • Cyclooxygenase Inhibitors / chemistry
  • Dimethyl Sulfoxide
  • Dose-Response Relationship, Drug
  • Male
  • Prodrugs / administration & dosage*
  • Prodrugs / chemistry
  • Rats
  • Rats, Inbred Lew
  • Rats, Sprague-Dawley
  • Sulfones / administration & dosage*
  • Sulfones / chemistry

Substances

  • Cyclooxygenase Inhibitors
  • Prodrugs
  • Sulfones
  • dimethyl sulfone
  • Dimethyl Sulfoxide