Further studies on ethenyl and ethynyl-4-phenylamino-3-quinolinecarbonitriles: identification of a subnanomolar Src kinase inhibitor

Bioorg Med Chem Lett. 2005 Mar 15;15(6):1743-7. doi: 10.1016/j.bmcl.2005.01.004.

Abstract

Several new ethynyl- and ethenyl-4-phenylamino-3-quinolinecarbonitriles were synthesized and tested for Src inhibition. Derivatives bearing an ethenyl or ethynyl substituent at C-6 showed decreased Src inhibitory activity. Incorporation of an ethenylpyridine N-oxide group at C-7 provided 20b, a 0.6 nM inhibitor of Src enzymatic activity with excellent cellular potency.

MeSH terms

  • Animals
  • Inhibitory Concentration 50
  • Mice
  • Mice, Nude
  • Models, Chemical
  • Molecular Structure
  • Quinolines / chemistry*
  • Quinolines / pharmacology
  • Structure-Activity Relationship
  • src-Family Kinases / antagonists & inhibitors*

Substances

  • Quinolines
  • src-Family Kinases