Carboxycyclophosphamide

Carboxycyclophosphamide
Names
	Preferred IUPAC name 3-({Amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanoic acid
	Other names Carboxyphosphamide
Identifiers
CAS Number	22788-18-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	29229;
PubChem CID	31515;
UNII	DP4677AX41 ;
	InChI InChI=1S/C7H15Cl2N2O4P/c8-2-4-11(5-3-9)16(10,14)15-6-1-7(12)13/h1-6H2,(H2,10,14)(H,12,13) Key: QLAKAJLYYGOZQL-UHFFFAOYSA-N; InChI=1/C7H15Cl2N2O4P/c8-2-4-11(5-3-9)16(10,14)15-6-1-7(12)13/h1-6H2,(H2,10,14)(H,12,13) Key: QLAKAJLYYGOZQL-UHFFFAOYAS;
	SMILES C(COP(=O)(N)N(CCCl)CCCl)C(=O)O;
Properties
Chemical formula	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

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

^ 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.

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