C0768

Cyclophosphamide monohydrate

bulk package

• Synonym(s): 2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide, Cytoxan
• 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: 57653979
• NACRES: NA.77

Properties

• 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.

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.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H301,H340,H350,H360FD
• Precautionary Statements: P202 - P264 - P280 - P301 + P310 - P405 - P501
• 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