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173547-45-0

173547-45-0 Structure

173547-45-0 Structure
IdentificationBack Directory
[Name]

Cyclophosphamide-d4
[CAS]

173547-45-0
[Synonyms]

Cytoxan-d4
Endoxan-d4
Genoxal-d4
Mitoxan-d4
Hexadrin-d4
NSC 26271-d
NSC 26271-d4
Cyclostin-d4
Cycloblastin-d4
Cyclophosphamide-d4
N,N-Bis(2-chloroethyl)tetrahydro-4,5-d2-2H-1,3,2-oxazaphosphorin-2-amine 2-Oxide
[EINECS(EC#)]

244-379-2
[Molecular Formula]

C7H15Cl2N2O2P
[MDL Number]

MFCD00144030
[MOL File]

173547-45-0.mol
[Molecular Weight]

261.086
Chemical PropertiesBack Directory
[Appearance]

White to Off-White Solid
[Melting point ]

41-450C
[storage temp. ]

-20°C Freezer
[solubility ]

Chloroform: Slightly Soluble,Methanol: Slightly Soluble
[form ]

A solid
[color ]

White to off-white
Hazard InformationBack Directory
[Chemical Properties]

White to Off-White Solid
[Uses]

It is a cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations. Its clinical activity is associated with a decrease in aldehyde dehydrogenase 1 (ALDH1) activity. This substance is listed as a known human carcinogen.
[Description]

Cyclophosphamide-d4 contains four deuterium atoms. It is intended for use as an internal standard for the quantification of cyclophosphamide by GC- or LC-MS. Cyclophosphamide is a nitrogen mustard alkylating agent used in the treatment of cancers and autoimmune disorders. In cells with low levels of aldehyde dehydrogenase, cyclophosphamide acts as a prodrug and is metabolized to the active compound phosphoramide mustard, which crosslinks with DNA and causes cell death.
[References]

[1] MILLY E DE JONGE. Clinical pharmacokinetics of cyclophosphamide.[J]. Clinical Pharmacokinetics, 2005, 44 11: 1135-1164. DOI: 10.2165/00003088-200544110-00003
[2] W DENEVE. In vivo DNA cross-linking by cyclophosphamide: comparison of human chronic lymphatic leukemia cells with mouse L1210 leukemia and normal bone marrow cells.[J]. Cancer research, 1989, 49 13: 3452-3456.
[3] XIAO-HUI HUYAN. Immunosuppressive effect of cyclophosphamide on white blood cells and lymphocyte subpopulations from peripheral blood of Balb/c mice[J]. International immunopharmacology, 2011, 11 9: Pages 1293-1297. DOI: 10.1016/j.intimp.2011.04.011
[4] CUNEYT CAGLAYAN. Naringin protects against cyclophosphamide-induced hepatotoxicity and nephrotoxicity through modulation of oxidative stress, inflammation, apoptosis, autophagy, and DNA damage.[J]. Environmental Science and Pollution Research, 2018, 25 21: 20968-20984. DOI: 10.1007/s11356-018-2242-5
[5] J. GIBSON B A B. Teratogenicity of structural truncates of cyclophosphamide in mice[J]. Teratology, 1971, 325 1: 141-150. DOI: 10.1002/tera.1420040205
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H301-H350
[Precautionary statements ]

P201-P202-P264-P270-P280-P301+P310-P321-P330-P308+P313-P405-P501
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