Antirhinoviral activity of heterocyclic analogs of Win 54954

J Med Chem. 1992 Nov 27;35(24):4628-33. doi: 10.1021/jm00102a017.

Abstract

A variety of heterocyclic analogs of Win 54954 have been synthesized and tested in vitro against human rhinovirus type 14 (HRV-14) in a plaque reduction assay. The more active compounds were tested against 14 additional serotypes, and the concentration which inhibited 80% of the serotypes tested (MIC80) was measured. One compound, 37, exhibited activity comparable to Win 59454. Physicochemical as well as electrostatic parameters were calculated and the results subjected to a QSAR analysis in an effort to explain differences in activity observed between these compounds; however, no meaningful correlation with biological activity was found with any of these parameters.

Publication types

  • Comparative Study

MeSH terms

  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology*
  • Chemical Phenomena
  • Chemistry, Physical
  • Electrochemistry
  • Isoxazoles / chemical synthesis*
  • Isoxazoles / chemistry*
  • Isoxazoles / pharmacology*
  • Molecular Structure
  • Rhinovirus / drug effects*
  • Structure-Activity Relationship
  • Tetrazoles / chemical synthesis*
  • Tetrazoles / pharmacology*

Substances

  • Antiviral Agents
  • Isoxazoles
  • Tetrazoles
  • 5-(3,5-dichloro-4-((5-(3-methyl-5-isoxazolyl)pentyl)oxy)phenyl)-2-methyl-2H-tetrazole
  • Win 54954