N-((1,3-Diphenyl-1H-pyrazol-4-yl)methyl)anilines: A novel class of anti-RSV agents

Bioorg Med Chem Lett. 2015 Jun 1;25(11):2401-4. doi: 10.1016/j.bmcl.2015.04.006. Epub 2015 Apr 9.

Abstract

A series of N-((1,3-diphenyl-1H-pyrazol-4-yl)methyl)anilines were synthesized and evaluated in vitro for cytotoxicity and antiviral activity against a large panel of viruses. Most of the tested compounds interfered with RSV replication in the micromolar concentrations (EC50s ranging from 5 μM to 28 μM). SAR studies suggested that the presence of a trifluoromethyl group in R(1) abolished the anti-RSV activity and enhanced the cytotoxicity while the best results in term of both anti-RSV activity and selectivity were obtained by the introduction in R(1) of a chlorine or a bromine atom.

Keywords: Aniline derivatives; Anti-RSV activity; Antiviral activity; Pyrazole derivatives; RNA and DNA viruses.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemistry*
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Humans
  • Pyrazoles / chemistry*
  • Respiratory Syncytial Viruses / drug effects*
  • Virus Replication / drug effects

Substances

  • Aniline Compounds
  • Antiviral Agents
  • N-((1,3-diphenyl-1H-pyrazol-4-yl)methyl)aniline
  • Pyrazoles