Synthesis and SAR of p38alpha MAP kinase inhibitors based on heterobicyclic scaffolds

Bioorg Med Chem Lett. 2007 Sep 15;17(18):5019-24. doi: 10.1016/j.bmcl.2007.07.029. Epub 2007 Jul 21.

Abstract

The synthesis and structure-activity relationships (SAR) of p38alpha MAP kinase inhibitors based on heterobicyclic scaffolds are described. This effort led to the identification of compound (21) as a potent inhibitor of p38alpha MAP kinase with good cellular potency toward the inhibition of TNF-alpha production. X-ray co-crystallography of an oxalamide analog (24) bound to unphosphorylated p38alpha is also disclosed.

MeSH terms

  • Bridged Bicyclo Compounds / chemical synthesis*
  • Bridged Bicyclo Compounds / chemistry
  • Bridged Bicyclo Compounds / pharmacology*
  • Crystallography, X-Ray
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / pharmacology*
  • Models, Molecular
  • Protein Kinase Inhibitors / chemical synthesis*
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacology*
  • Structure-Activity Relationship
  • p38 Mitogen-Activated Protein Kinases / antagonists & inhibitors*

Substances

  • Bridged Bicyclo Compounds
  • Heterocyclic Compounds
  • Protein Kinase Inhibitors
  • p38 Mitogen-Activated Protein Kinases