An alkylating agent
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Cyclophosphamide (hydrate)

Item No. 13849

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine, monohydrate
CAS Number
6055-19-2
Molecular Formula
C7H15Cl2N2O2P • H2O
Formula Weight
279.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.4 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 1.6 mg/ml
SMILES
O=P1(N(CCCl)CCCl)OCCCN1.O
InChi Code
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
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 g

    $36

    Add

    5 g

    $97

    Add

    10 g

    $176

    Add

    25 g

    $396

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Cyclophosphamide is a nitrogen mustard alkylating agent.1 It acts as a prodrug and is converted to the active metabolite phosphoramide mustard (Item No. 34078) via 4-hydroxycyclophosphamide and aldophosphamide intermediates by cytochrome P450s (CYP450s) in the liver. Cyclophosphamide (50 mg/kg) induces the formation of DNA interstrand crosslinks in leukemia cells isolated from an L1210 leukemia mouse model.2 It decreases the percentage of isolated peripheral blood lymphocytes expressing CD3, CD4, or CD19 when administered to mice at doses of 100 or 150 mg/kg.3 Cyclophosphamide (200 mg/kg) induces nephrotoxicity and hepatotoxicity in rats.4 It is teratogenic to embryos when administered to pregnant dams on day 11 of gestation at doses of 5, 10, or 20 mg/kg.5 Formulations containing cyclophosphamide have been used in the treatment of cancer and autoimmune disorders.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. de Jonge, M.E., Huitema, A.D.R., Rodenhuis, S., et al. Clinical pharmacokinetics of cyclophosphamide. Clin. Pharmacokinet. 44(11), 1135-1164 (2005).

    2. DeNeve, W., Valeriote, F., Edelstein, M., et al. In vivo DNA cross-linking by cyclophosphamide: Comparison of human chronic lymphatic leukemia cells with mouse L1210 leukemia and normal bone marrow cells. Cancer Res. 49(13), 3452-3456 (1989).

    3. Huyan, X.-H., Lin, Y.-P., Gao, T., et al. Immunosuppressive effect of cyclophosphamide on white blood cells and lymphocyte subpopulations from peripheral blood of Balb/c mice. Int. Immunopharmacol. 11(9), 1293-1297 (2011).

    4. Caglayan, C., Temel, Y., Kandemir, F.M., et al. Naringin protects against cyclophosphamide-induced hepatotoxicity and nephrotoxicity through modulation of oxidative stress, inflammation, apoptosis, autophagy, and DNA damage. Environ. Sci. Pollut. Res. Int. 25(21), 20968-20984 (2018).

    5. Gibson, J.E., and Becker, B.A. Teratogenicity of structural truncates of cyclophosphamide in mice. Teratology 4(2), 141-150 (1971).