5-Aminomethyl-1H-benzimidazoles as orally active inhibitors of inducible T-cell kinase (Itk)

Bioorg Med Chem Lett. 2008 Oct 15;18(20):5541-4. doi: 10.1016/j.bmcl.2008.09.016. Epub 2008 Sep 7.

Abstract

A series of novel 5-aminomethyl-1H-benzimidazole based inhibitors of Itk were prepared. Structure-activity relationships, selectivity and cell activity are reported for this series. Compound 2, a potent and selective antagonist of Itk, inhibited anti-CD3 antibody induced IL-2 production in vivo in mice.

MeSH terms

  • Administration, Oral
  • Animals
  • Benzimidazoles / administration & dosage*
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry*
  • Benzimidazoles / pharmacology
  • CD3 Complex / biosynthesis
  • Chemistry, Pharmaceutical / methods*
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Lymphocyte Activation
  • Mice
  • Mice, Inbred BALB C
  • Models, Chemical
  • Protein-Tyrosine Kinases / antagonists & inhibitors*
  • Protein-Tyrosine Kinases / chemistry*
  • Structure-Activity Relationship
  • T-Lymphocytes / cytology

Substances

  • Benzimidazoles
  • CD3 Complex
  • Protein-Tyrosine Kinases
  • emt protein-tyrosine kinase