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C0768

Cyclophosphamide monohydrate

Name: Cyclophosphamide monohydrate
Brand: SIGMA

97.0-103.0% (HPLC), Alkylating agent, powder

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

NACRES:

NA.77

PubChem Substance ID:

57653979

UNSPSC Code:

51112507

EC Number:

200-015-4

MDL number:

MFCD00149395

Beilstein/REAXYS Number:

4678992

Assay:

97.0-103.0% (HPLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Cyclophosphamide monohydrate, bulk package

Quality Level

200

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

Gene Information

human ... ALDH1A1(216), ALDH1B1(219)

Description

General description

Cyclophosphamide (CYC) is a cytotoxic alkylating agent. It is activated by the cytochrome P-450 enzyme system in the liver. It has immunomodulatory functionality and inhibits humoral and cellular immunity.Cyclophosphamide exhibits anti-cancer and immunosuppressant activities. In the body, cyclophosphamide is converted by the liver to an active alkylating 4-hydroxycyclophosphamide metabolite, thereby showing its anti-neoplastic effects.

Application

Cyclophosphamide monohydrate has been used:

to test its antitumor effect on TC-1 tumor cells
as a component of multidrug solution for isolation of resistant human burkitt lymphoma cell line
in testing antitumor immunity in mouse tumor cell lines

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.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.