Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors

Bioorg Med Chem Lett. 2006 May 1;16(9):2411-5. doi: 10.1016/j.bmcl.2006.01.115. Epub 2006 Feb 14.

Abstract

A series of structurally novel aminothiazole based small molecule inhibitors of Itk were prepared to elucidate their structure-activity relationships (SARs), selectivity and cell activity in inhibiting IL-2 secretion in a Jurkat T-cell assay. Compound 2 is identified as a potent and selective Itk inhibitor which inhibits anti-TCR antibody induced IL-2 production in mice in vivo.

MeSH terms

  • Animals
  • Antibodies, Monoclonal / drug effects
  • Antibodies, Monoclonal / pharmacology
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Interleukin-2 / biosynthesis
  • Jurkat Cells
  • Mice
  • Molecular Structure
  • Protein-Tyrosine Kinases / antagonists & inhibitors*
  • Receptors, Antigen, T-Cell / drug effects
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis
  • Thiazoles / chemistry
  • Thiazoles / pharmacology*

Substances

  • Antibodies, Monoclonal
  • Enzyme Inhibitors
  • Interleukin-2
  • Receptors, Antigen, T-Cell
  • Thiazoles
  • Protein-Tyrosine Kinases
  • emt protein-tyrosine kinase