Synthesis and activity of a new methoxytetrahydropyran derivative as dual cyclooxygenase-2/5-lipoxygenase inhibitor

Bioorg Med Chem Lett. 2002 Mar 11;12(5):779-82. doi: 10.1016/s0960-894x(02)00013-6.

Abstract

Dual COX-2/5-LO inhibitors are described as potential new therapeutic agents for inflammatory diseases. A surprisingly potent effect of a 5-LO pharmacophoric group on the COX-2 inhibition is presented as well as pharmacological in vitro and in vivo results.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Cells, Cultured / drug effects
  • Cyclooxygenase 2
  • Cyclooxygenase 2 Inhibitors
  • Cyclooxygenase Inhibitors / chemical synthesis*
  • Cyclooxygenase Inhibitors / pharmacology*
  • Dinoprostone / antagonists & inhibitors
  • Granulocytes / drug effects
  • Inhibitory Concentration 50
  • Isoenzymes / antagonists & inhibitors*
  • Lipoxygenase Inhibitors* / chemical synthesis*
  • Lipoxygenase Inhibitors* / pharmacology*
  • Male
  • Monocytes / drug effects
  • Osteosarcoma / drug therapy
  • Prostaglandin-Endoperoxide Synthases
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / pharmacology*
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship
  • Sulfones / chemical synthesis*
  • Sulfones / pharmacology*

Substances

  • 3-(3-fluoro-5-(4-(4-methoxytetrahydropyranyl))phenoxymethyl)-1-(4-methylsulfonylphenyl)-5-phenyl-1H-pyrazole
  • Cyclooxygenase 2 Inhibitors
  • Cyclooxygenase Inhibitors
  • Isoenzymes
  • Lipoxygenase Inhibitors
  • Pyrazoles
  • Sulfones
  • Cyclooxygenase 2
  • Prostaglandin-Endoperoxide Synthases
  • Dinoprostone