Haloanilino derivatives of pyrimidines, purines, and purine nucleoside analogs: synthesis and activity against human cytomegalovirus

J Med Chem. 1995 May 12;38(10):1811-9. doi: 10.1021/jm00010a026.

Abstract

2-Anilinopurines and 6-anilinopyrimidines bearing 3,4- or 3,5-dichloro substituents in the anilino ring inhibited virus-specific DNA synthesis by human cytomegalovirus (HCMV)-infected human embryonic lung (HEL) cells in culture. In general, active compounds had moderate to low selectivity for viral vs host cell DNA synthesis. Nucleoside and acyclonucleoside analogs of 2-(3,5-dichloroanilino)purines inhibited both HCMV and cellular DNA synthesis at similar concentrations. 2-Amino-4-chloro-6-(3,5-dichloroanilino)pyrimidine and several related compounds inhibited HCMV growth in yield reduction assays at concentrations that were nontoxic to HEL cells.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Aniline Compounds / chemistry
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Cell Division / drug effects
  • Cell Line
  • Cytomegalovirus / drug effects*
  • Cytomegalovirus / enzymology
  • Cytomegalovirus / physiology
  • DNA-Directed DNA Polymerase / metabolism
  • Halogens / chemistry
  • Humans
  • Purine Nucleosides / chemistry
  • Purine Nucleosides / pharmacology*
  • Purines / chemistry
  • Purines / pharmacology*
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology*
  • Virus Replication / drug effects

Substances

  • Aniline Compounds
  • Antiviral Agents
  • Halogens
  • Purine Nucleosides
  • Purines
  • Pyrimidines
  • DNA-Directed DNA Polymerase
  • aniline