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4-Hydroxycyclophosphamide

4-Hydroxycyclophosphamide is in the class of oxazaphosphorine compounds, and is the main, active metabolite of cyclophosphamide and of mafosfamide after they partially metabolized by cytochrome P450. It is then partially tautomerized into aldophosphamide, which, in turn, easily enters live cells and then is partially detoxified into inactive carboxycyclophosphamide by the enzyme ALDH, but partially is hydrolyzed by another cell's enzyme phosphatase to the two directly cytotoxic metabolites - phosphoramide mustard and acrolein.[1]

4-Hydroxycyclophosphamide
Identifiers
  • 2-[bis(2-Chloroethyl)amino]-4-hydroxy-2H1,3,2-oxazaphosphinan-2-one
CAS Number
  • 40277-05-2 N
PubChem CID
  • 99735
ChemSpider
  • 90110 N
UNII
  • 1XBF4E50HS
ChEMBL
  • ChEMBL731 N
CompTox Dashboard (EPA)
  • DTXSID90960669
Chemical and physical data
FormulaC7H15Cl2N2O3P
Molar mass277.08 g·mol−1
3D model (JSmol)
  • Interactive image
  • OC1CCOP(=O)(N1)N(CCCl)CCCl
  • InChI=1S/C7H15Cl2N2O3P/c8-2-4-11(5-3-9)15(13)10-7(12)1-6-14-15/h7,12H,1-6H2,(H,10,13) N
  • Key:RANONBLIHMVXAJ-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

References Edit

  1. ^ Ludeman SM (August 1999). "The chemistry of the metabolites of cyclophosphamide". Current Pharmaceutical Design. 5 (8): 627–43. doi:10.2174/1381612805666230110215458. PMID 10469895.

hydroxycyclophosphamide, class, oxazaphosphorine, compounds, main, active, metabolite, cyclophosphamide, mafosfamide, after, they, partially, metabolized, cytochrome, p450, then, partially, tautomerized, into, aldophosphamide, which, turn, easily, enters, live. 4 Hydroxycyclophosphamide is in the class of oxazaphosphorine compounds and is the main active metabolite of cyclophosphamide and of mafosfamide after they partially metabolized by cytochrome P450 It is then partially tautomerized into aldophosphamide which in turn easily enters live cells and then is partially detoxified into inactive carboxycyclophosphamide by the enzyme ALDH but partially is hydrolyzed by another cell s enzyme phosphatase to the two directly cytotoxic metabolites phosphoramide mustard and acrolein 1 4 HydroxycyclophosphamideIdentifiersIUPAC name 2 bis 2 Chloroethyl amino 4 hydroxy 2H1 3 2 oxazaphosphinan 2 oneCAS Number40277 05 2 NPubChem CID99735ChemSpider90110 NUNII1XBF4E50HSChEMBLChEMBL731 NCompTox Dashboard EPA DTXSID90960669Chemical and physical dataFormulaC 7H 15Cl 2N 2O 3PMolar mass277 08 g mol 13D model JSmol Interactive imageSMILES OC1CCOP O N1 N CCCl CCClInChI InChI 1S C7H15Cl2N2O3P c8 2 4 11 5 3 9 15 13 10 7 12 1 6 14 15 h7 12H 1 6H2 H 10 13 NKey RANONBLIHMVXAJ UHFFFAOYSA N N N Y what is this verify References Edit Ludeman SM August 1999 The chemistry of the metabolites of cyclophosphamide Current Pharmaceutical Design 5 8 627 43 doi 10 2174 1381612805666230110215458 PMID 10469895 This antineoplastic or immunomodulatory drug article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 4 Hydroxycyclophosphamide amp oldid 1172449540, wikipedia, wiki, book, books, library,

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