Indazolylpyrazolopyrimidine as highly potent B-Raf inhibitors with in vivo activity

J Med Chem. 2010 Nov 11;53(21):7874-8. doi: 10.1021/jm1007566.

Abstract

Novel indazolylpyrazolo[1,5-a]pyrimidine analogues have been prepared and found to be extremely potent type I B-Raf inhibitors. The lead compound shows good selectivity against a panel of 60 kinases, possesses a desirable pharmacokinetic profile, and demonstrates excellent in vivo antitumor efficacy in B-Raf mutant xenograft models.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Indazoles / chemical synthesis*
  • Indazoles / chemistry
  • Indazoles / pharmacology
  • Mice
  • Models, Molecular
  • Mutation
  • Neoplasm Transplantation
  • Proto-Oncogene Proteins B-raf / antagonists & inhibitors*
  • Proto-Oncogene Proteins B-raf / genetics
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology
  • Structure-Activity Relationship
  • Transplantation, Heterologous

Substances

  • 7-(2,6-difluoro-4-(5-methyl-2,5-diazabicyclo(2.2.1)heptan-2-yl)phenyl)-3-(1H-indazol-4-yl)-2-(pyridin-4-yl)pyrazolo(1,5-a)pyrimidine
  • Antineoplastic Agents
  • Bridged Bicyclo Compounds, Heterocyclic
  • Indazoles
  • Pyrazoles
  • Pyrimidines
  • Proto-Oncogene Proteins B-raf