Use of acetylacetone to prepare a prodrug of cycloserine

J Med Chem. 1980 Jan;23(1):6-8. doi: 10.1021/jm00175a002.

Abstract

Several derivatives of cycloserine (1) were prepared and it was found that (R)-4-[(1-methyl-3-oxo-1-butenyl)-amino]-3-isoxazolidinone (11), the condensation product of acetylacetone and cycloserine (1), was an efficacious prodrug of increased stability under aqueous conditions.

MeSH terms

  • Animals
  • Cycloserine / analogs & derivatives*
  • Cycloserine / chemical synthesis
  • Cycloserine / pharmacology
  • Cycloserine / urine
  • Drug Stability
  • Escherichia coli / drug effects
  • Female
  • Ketones*
  • Mice
  • Pentanones*
  • Staphylococcus aureus / drug effects

Substances

  • Ketones
  • Pentanones
  • acetylacetone
  • Cycloserine