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Merck
CN

C7397

Cyclophosphamide monohydrate

ISOPAC®

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:
51112507
NACRES:
NA.25
PubChem Substance ID:
24892961
EC Number:
200-015-4
Beilstein/REAXYS Number:
4678992
MDL number:
MFCD00149395
Assay:
97.0-103.0% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Quality Level

100

assay

97.0-103.0% (HPLC)

form

powder

mp

49-51 °C (lit.)

storage temp.

2-8°C

SMILES string

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

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

InChI key

PWOQRKCAHTVFLB-UHFFFAOYSA-N

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Application

Cyclophosphamide, a nitrogen mustard DNA alkylating agent, is used to study its mechanisms of action as an anticancer and antiimmunity drug.

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.

Packaging

Packaged in a 100 mL serum bottle with silicon/PTFE septum and aluminum tear seal.

Preparation Note

Dissolving the contents in 100 mL of solvent yields a 1% solution.

Legal Information

Isopac is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Injecting a compatible solvent directly into the vial permits preparation of any desired strength solution without exposure.

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW3975
MKCR5119
MKCS5505
MKCL2547
MKCN3646

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Julia Alicia Boos et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(13), 1900294-1900294 (2019-08-06)
The integration of metabolic competence in developmental toxicity assays in vitro is of fundamental importance to better predict adverse drug effects. Here, a microfluidic hanging-drop platform is presented that seamlessly integrates liver metabolism into the embryonic stem cell test (EST).
Andrea T Borchers et al.
Autoimmunity reviews, 12(2), 174-194 (2012-09-18)
Lupus nephritis remains one of the most severe manifestations of systemic lupus erythematosus associated with considerable morbidity and mortality. A better understanding of the pathogenesis of lupus nephritis is an important step in identifying more targeted and less toxic therapeutic
Monika Kumari et al.
Frontiers in bioengineering and biotechnology, 8, 572077-572077 (2020-12-18)
Currently, amino-terminal PEGylated human granulocyte colony stimulating factor (huG-CSF) is used to prevent and treat neutropenia. Although huG-CSF has been used as a drug for more than 20 years, it has three significant drawbacks: (i) it relies on PEG aldehyde
Leo Luznik et al.
Seminars in oncology, 39(6), 683-693 (2012-12-05)
Allogeneic hematopoietic stem cell transplantation (alloSCT) is a potentially curative therapy for many hematologic and immunologic diseases. Further, partial or full donor hematopoietic chimerism following alloSCT may be sufficient to guarantee immunologic tolerance to solid organs from the same donor
Jennifer L Guerriero et al.
Cancer research, 68(23), 9595-9600 (2008-12-03)
Dysregulation of apoptosis is associated with the development of human cancer and resistance to anticancer therapy. The ultimate goal of cancer treatment is to selectively induce cancer cell death and overcome drug resistance. A deeper understanding of how a given
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Articles

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Global Trade Item Number

SKUGTIN
C7397-1G04061833512326

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