Pyrimidinones. 3. N-substituted 6-phenylpyrimidinones and pyrimidinediones with diuretic/hypotensive and antiinflammatory activity

J Med Chem. 1986 Aug;29(8):1499-504. doi: 10.1021/jm00158a030.

Abstract

In an extensive analysis of the antiviral and interferon-induction structure-activity relationship of 6-arylpyrimidinones we found that modifications at positions 1-4 of the pyrimidine ring resulted in a loss of activity. However, we uncovered interesting hypotensive and antiinflammatory activity with a series of N-substituted analogues, the results of which we report herein.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / pharmacology
  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / pharmacology
  • Arthritis / drug therapy
  • Diuresis / drug effects*
  • Dose-Response Relationship, Drug
  • Female
  • Furosemide / pharmacology
  • Guanethidine / pharmacology
  • Heart / drug effects
  • Hydrochlorothiazide / pharmacology
  • Hypotension / chemically induced*
  • Male
  • Methylation
  • Natriuresis / drug effects
  • Phenylacetates / chemical synthesis
  • Phenylacetates / metabolism*
  • Phenylacetates / pharmacology
  • Potassium / urine
  • Pyrimidinones / chemical synthesis*
  • Pyrimidinones / pharmacology*
  • Rats
  • Rats, Inbred Strains
  • Stilbenes / chemical synthesis
  • Stilbenes / metabolism*
  • Stilbenes / pharmacology
  • Structure-Activity Relationship
  • Tamoxifen / analogs & derivatives*
  • Tamoxifen / chemical synthesis
  • Tamoxifen / metabolism
  • Tamoxifen / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Antiviral Agents
  • Phenylacetates
  • Pyrimidinones
  • Stilbenes
  • Tamoxifen
  • Hydrochlorothiazide
  • Furosemide
  • Potassium
  • Guanethidine