Pyrazolo[1,5-a]pyrimidine-based inhibitors of HCV polymerase

Bioorg Med Chem Lett. 2009 Nov 15;19(22):6331-6. doi: 10.1016/j.bmcl.2009.09.087. Epub 2009 Sep 25.

Abstract

The present paper describes a novel series of HCV RNA polymerase inhibitors based on a pyrazolo[1,5-a]pyrimidine scaffold bearing hydrophobic groups and an acidic functionality. Several compounds were optimized to low nanomolar potencies in a biochemical RdRp assay. SAR trends clearly reveal a stringent preference for a cyclohexyl group as one of the hydrophobes, and improved activities for carboxylic acid derivatives.

MeSH terms

  • DNA-Directed RNA Polymerases / antagonists & inhibitors*
  • Drug Evaluation, Preclinical
  • Enzyme Inhibitors / pharmacology*
  • Hepacivirus
  • Hepatitis C / enzymology*
  • Hepatitis C / virology
  • Inhibitory Concentration 50
  • Molecular Weight
  • Pyrazoles / pharmacology*
  • Pyrimidines / pharmacology*
  • RNA, Viral / drug effects*
  • RNA-Dependent RNA Polymerase / antagonists & inhibitors*
  • Small Molecule Libraries

Substances

  • Enzyme Inhibitors
  • Pyrazoles
  • Pyrimidines
  • RNA, Viral
  • Small Molecule Libraries
  • pyrazolo(1,5-a)pyrimidine
  • RNA-Dependent RNA Polymerase
  • DNA-Directed RNA Polymerases