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Merck
CN

93813

Cyclophosphamide monohydrate

analytical standard

Synonym(s):

2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide, Cytoxan

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About This Item

Empirical Formula (Hill Notation):
C7H15Cl2N2O2P · H2O
CAS Number:
6055-19-2
Molecular Weight:
279.10
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329770272
EC Number:
200-015-4
Beilstein/REAXYS Number:
4678992
MDL number:
MFCD00149395

Key Documents

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Product Name

Cyclophosphamide monohydrate, analytical standard

InChI key

PWOQRKCAHTVFLB-UHFFFAOYSA-N

InChI

1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2

SMILES string

[H]O[H].ClCCN(CCCl)P1(=O)NCCCO1

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

6.45% water (theory, monohydrate)

mp

47-52 °C
49-51 °C (lit.)

application(s)

forensics and toxicology
veterinary

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Cyclophosphamide 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.
Cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - Repr. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6567
BCCN1758
BCCJ5425
BCCG4445
BCCB7788

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Ji-Young Lee et al.
Chemosphere, 268, 128817-128817 (2020-11-10)
Cyclophosphamide (CP) is a widely used anticancer drug and an immunosuppressant. Since CP is nonbiodegradable, it is hardly removed by the conventional wastewater treatment processes, resulting in continuous detection in surface water. In this study, the degradation of CP during
Masahiro Murakami-Nakayama et al.
Journal of pharmacological sciences, 127(2), 223-228 (2015-03-03)
Cav3.2 T-type Ca(2+) channels targeted by H2S, a gasotransmitter, participate in cyclophosphamide-induced cystitis and bladder pain. Given that zinc selectively inhibits Cav3.2 among T-channel isoforms and also exhibits antioxidant activity, we examined whether polaprezinc (zinc-l-carnosine), a medicine for peptic ulcer
Feng Zhao et al.
Pharmaceutical biology, 52(7), 797-803 (2014-01-08)
The in vitro and in vivo antitumor activities of ardisiphenol D, a natural product isolated from the roots of Ardisa brevicaulis Diels (Myrsinaceae), have been studied. Previously, we have isolated and identified some chemical constituents from this plant. Furthermore, these
Lamprini Skriapa et al.
Journal of neuroimmunology, 276(1-2), 150-158 (2014-09-30)
Antibodies against MuSK seem to be the pathogenic factor in approximately 5-8% of myasthenia gravis (MG) patients. We aim to develop an antigen-specific therapy in which only MuSK antibodies will be removed from patients' plasma using MuSK extracellular domain (MuSK-ECD)
Yue Jia et al.
Apoptosis : an international journal on programmed cell death, 20(4), 551-561 (2015-02-11)
Human (HN) prevents stress-induced apoptosis in many cells/tissues. In this study we showed that HN ameliorated chemotherapy [cyclophosphamide (CP) and Doxorubicin (DOX)]-induced male germ cell apoptosis both ex vivo in seminiferous tubule cultures and in vivo in the testis. HN
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