The development of new triazole based inhibitors of tumor necrosis factor-alpha (TNF-alpha) production

Bioorg Med Chem Lett. 2003 May 19;13(10):1665-8. doi: 10.1016/s0960-894x(03)00238-5.

Abstract

4-Aryl-5-pyridyl and 4-aryl-5-pyrimidyl based inhibitors of TNF-alpha production, which contain a novel triazole 5-member heterocyclic core, are described. Many pyridyl triazoles containing either an alkyl ether or a substituted aryl side chain on the triazole core showed sub-micromolar activity against LPS-induced TNF-alpha, while pyrimidyl triazoles containing an ethoxymethyl side chain exhibited even better inhibitory activity. Secondary screening data are presented for the pyrimidyl triazoles. Triazole 14e combined excellent potency with good oral bioavailability in the rat.

MeSH terms

  • Administration, Oral
  • Animals
  • Biological Availability
  • Inhibitory Concentration 50
  • Lipopolysaccharides / pharmacology
  • Pyrimidines / chemical synthesis
  • Pyrimidines / pharmacokinetics
  • Pyrimidines / pharmacology
  • Rats
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis*
  • Triazoles / pharmacokinetics*
  • Triazoles / pharmacology
  • Tumor Necrosis Factor-alpha / antagonists & inhibitors*
  • Tumor Necrosis Factor-alpha / biosynthesis

Substances

  • Lipopolysaccharides
  • Pyrimidines
  • Triazoles
  • Tumor Necrosis Factor-alpha