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C7397

Sigma-Aldrich

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
Beilstein:
4678992
EC Number:
200-015-4
MDL number:
MFCD00149395
UNSPSC Code:
51112507
PubChem Substance ID:
24892961
NACRES:
NA.25

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.

Packaging

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

Caution

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

Reconstitution

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

Legal Information

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

ISOPAC of

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H340,H350,H360FD

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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).
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
Charlotte Israelsson et al.
Journal of neuroscience research, 93(10), 1519-1525 (2015-06-13)
A major component of the damaging effect after traumatic brain injury (TBI) is activation of the inflammatory system. In particular, chemokines and chemokine-regulated factors become activated in resident brain cells and signal to different invading immune cells. For evaluation of
Parotitis as the presenting symptom of Wegener's granulomatosis: case report and meta-analysis.
Ilan Green et al.
The Israel Medical Association journal : IMAJ, 15(3), 188-192 (2013-05-15)
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