Synthesis and antiviral activity of a new series of 4-isothiazolecarbonitriles

Bioorg Med Chem. 1998 Dec;6(12):2271-80. doi: 10.1016/s0968-0896(98)80007-2.

Abstract

A series of 4-isothiazolecarbonitriles was synthesized and screened for in vitro antiviral activity. The effect of various substituents on the phenyl ring, as well as the substitution of the phenyl for other aromatic and heteroaromatic rings, was examined to establish the requirements for optimum activity. The most active member of the series, 3methylthio-5-phenyl-4-isothiazolecarbonitrile, exhibited a high level of activity against enteroviruses polio 1 and ECHO 9. Preliminary studies on its mechanism of action indicated that this compound had an effect on an early event in the replication of poliovirus type 1.

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
  • Humans
  • Indicators and Reagents
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Poliovirus / drug effects*
  • Poliovirus / physiology
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry
  • Thiazoles / pharmacology
  • Vero Cells
  • Virus Replication / drug effects
  • Viruses / drug effects

Substances

  • Antiviral Agents
  • Indicators and Reagents
  • Thiazoles