Design and synthesis of bicyclic pyrimidinone-based HCV NS3 protease inhibitors

Bioorg Med Chem Lett. 2003 Mar 10;13(5):785-8. doi: 10.1016/s0960-894x(03)00022-2.

Abstract

A series of bicyclic pyrimidinone-based HCV NS3 protease inhibitors was synthesized via selective C8 position functionalization. Substituted phenylamides and phenylureas were preferred in the S2 binding pocket.

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Benzamides / chemistry
  • Bridged Bicyclo Compounds / chemical synthesis*
  • Bridged Bicyclo Compounds / pharmacology
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Phenylurea Compounds / chemistry
  • Pyrimidinones / chemical synthesis*
  • Pyrimidinones / pharmacology
  • Serine Endopeptidases / metabolism
  • Serine Proteinase Inhibitors / chemical synthesis*
  • Serine Proteinase Inhibitors / pharmacology
  • Stereoisomerism
  • Structure-Activity Relationship
  • Viral Nonstructural Proteins / antagonists & inhibitors*

Substances

  • Antiviral Agents
  • Benzamides
  • Bridged Bicyclo Compounds
  • NS3 protein, hepatitis C virus
  • Phenylurea Compounds
  • Pyrimidinones
  • Serine Proteinase Inhibitors
  • Viral Nonstructural Proteins
  • Serine Endopeptidases