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<!--Identifiers--> <!--Identifiers-->
| CAS_number = 40277-05-2 | CAS_number = <!-- blanked - oldvalue: 40277-05-2 -->
| CAS_supplemental = | CAS_supplemental =
| ATCvet = | ATCvet =
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| DrugBank = | DrugBank =
| ChemSpiderID = | ChemSpiderID =
| ChEMBL = 731 | ChEMBL = <!-- blanked - oldvalue: 731 -->
| synonyms = | synonyms =


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| molecular_weight = | molecular_weight =
| smiles = OC1CCOP(=O)(N1)N(CCCl)CCCl | smiles = OC1CCOP(=O)(N1)N(CCCl)CCCl
| StdInChI = 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) | StdInChI = <!-- blanked - oldvalue: 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) -->
| StdInChIKey = RANONBLIHMVXAJ-UHFFFAOYSA-N | StdInChIKey = <!-- blanked - oldvalue: RANONBLIHMVXAJ-UHFFFAOYSA-N -->
| density = | density =
| melting_point = | melting_point =

Revision as of 13:38, 27 October 2011

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Pharmaceutical compound
Perfosfamide
File:4hydroxycyclophosphamide.png
Identifiers
IUPAC name
  • 2--4-hydroxy-2H1,3,2-oxazaphosphinan-2-one
CompTox Dashboard (EPA)
Chemical and physical data
FormulaCl2H15N2O3P
Molar mass193.00 g·mol
3D model (JSmol)
SMILES
  • OC1CCOP(=O)(N1)N(CCCl)CCCl

4-Hydroxycyclophosphamide is the main, active metabolite of cyclophosphamide.

References

  1. Van Der Steen, J.; Timmer, E. C.; Westra, J. G.; Benckhuysen, C. (1973). "4-Hydroperoxidation in the Fenton oxidation of the antitumor agent cyclophosphamide". J. Am. Chem. Soc. 95: 7535. doi:10.1021/ja00803a070.
  2. Wright, JE; Tretyakov, O; Ayash, LJ; Elias, A; Rosowsky, A; Frei E, 3rd (1995). "Analysis of 4-hydroxycyclophosphamide in human blood". Analyt. Biochem. 224 (1): 154–158. doi:10.1006/abio.1995.1021. PMID 7710063.{{cite journal}}: CS1 maint: numeric names: authors list (link)
Intracellular chemotherapeutic agents / antineoplastic agents (L01)
SPs/MIs
(M phase)
Block microtubule assembly
Block microtubule disassembly
DNA replication
inhibitor
DNA precursors/
antimetabolites
(S phase)
Folic acid
Purine
Pyrimidine
Deoxyribonucleotide
Topoisomerase inhibitors
(S phase)
I
II
II+Intercalation
Crosslinking of DNA
(CCNS)
Alkylating
Platinum-based
Nonclassical
Intercalation
Photosensitizers/PDT
Other
Enzyme inhibitors
Receptor antagonists
Other/ungrouped
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