Synthesis of imidazo[1,2-a]pyridines as antiviral agents

J Med Chem. 1998 Dec 3;41(25):5108-12. doi: 10.1021/jm981051y.

Abstract

The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and their antiviral activity are reported. From the synthesized compounds, 4, 15, and 21 were highly active against human cytomegalovirus with a therapeutic index superior to 150. These compounds also showed pronounced activity against varicella-zoster virus. Their structure-activity relationship is discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Cell Line
  • Chlorocebus aethiops
  • Cytomegalovirus / drug effects
  • Drug Evaluation, Preclinical
  • HeLa Cells
  • Herpesvirus 3, Human / drug effects
  • Humans
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Imidazoles / pharmacology
  • Inhibitory Concentration 50
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Pyridines / pharmacology
  • Structure-Activity Relationship
  • Vero Cells

Substances

  • 2-methyl-3-((phenylethyl)thiomethyl)imidazo(1,2-a)pyridine
  • 6-bromo-8-methyl-3-((phenylethyl)thiomethyl)imidazo(1,2-a)pyridine
  • 7-methyl-3-((phenylethyl)thiomethyl)imidazo(1,2-a)pyridine
  • Antiviral Agents
  • Imidazoles
  • Pyridines