55694-83-2Relevant academic research and scientific papers
Use of acetylacetone to prepare a prodrug of cycloserine
Jensen,Friedman,Kropp,Kahan
, p. 6 - 8 (1980)
Several derivatives of cycloserine were prepared and it was found that (R)-4-[(1-methyl-3-oxo-1-butenyl)amino]-3-isoxazolidinone, the condensation product of acetylacetone and cycloserine, was an efficacious prodrug of increased stability under aqueous co
N-substituted cycloserine compounds, salts thereof, and processes for preparing them
-
, (2008/06/13)
Stabilized cycloserine compositions, having enhanced stability, and effective in releasing cycloserine compounds in vivo, are prepared by reacting D-4-amino-3-isoxazolidinone or its 5-methyl derivative with 2,4-pentanedione or alkyl-substituted-2,4-pentanedione to form the corresponding N-substituted-cycloserine compound in which one of the hydrogens attached to the primary amino group is replaced by 1-methyl-3-oxo-1-butenyl or an alkyl substituted-1-methyl-3-oxo-1-butenyl grouping. These D-4-(1'-methyl-3'-oxo-1'-butenyl or alkyl-substituted-1'-methyl-3'-oxo-1'-butenyl)amino-3-isoxazolidinones or 5-methyl derivative thereof, which may also be referred to as N-(1-methyl-3-oxo-1-butenyl or alkyl-substituted-1-methyl-3-oxo-1-butenyl)-derivative of cycloserine or methyl-cycloserine, as well as their pharmacologically acceptable salts, are remarkably stable on storage as well as upon oral administration, and are extremely effective in releasing in vivo the cycloserine compound containing the free primary amino grouping.
