Chemistry:Carboxycyclophosphamide

From HandWiki
Carboxycyclophosphamide
Carboxycyclophosphamide chemical structure
Names
Preferred IUPAC name
3-({Amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanoic acid
Other names
Carboxyphosphamide
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C7H15Cl2N2O4P
Molar mass 293.084762
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Carboxycyclophosphamide is an inactive metabolite of the cytotoxic antineoplastic drug cyclophosphamide. In the metabolic pathway of cyclophosphamide inactivation it first metabolizes to 4-hydroxycyclophosphamide, then partially tautomerizes into aldophosphamide. Aldophosphamide then, in turn, is oxidized into carboxycyclophosphamide by the enzyme ALDH (aldehyde dehydrogenase).[1]

References

  1. Dockham, PA; Lee, MO; Sladek, NE (1992). "Identification of human liver aldehyde dehydrogenases that catalyze the oxidation of aldophosphamide and retinaldehyde". Biochem Pharmacol 43 (11): 2453–69. doi:10.1016/0006-2952(92)90326-e. PMID 1610409.