An alkylating agent with anticancer activity
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.

Thio-TEPA

Item No. 23745

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1',1''-phosphinothioylidynetris-aziridine
CAS Number
52-24-4
Synonyms
  • NCI C01649
  • NSC 6396
  • Triethylenethiophosphoramide
Molecular Formula
C6H12N3PS
Formula Weight
189.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: Soluble
SMILES
S=P(N1CC1)(N2CC2)N3CC3
InChi Code
InChI=1S/C6H12N3PS/c11-10(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2
InChi Key
FOCVUCIESVLUNU-UHFFFAOYSA-N
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

    250 mg

    $54

    Add

    500 mg

    $102

    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

    Thio-TEPA is an alkylating agent with anticancer activity (IC50 = 1.5 μM against P388 murine leukemia cells).1 It alkylates DNA and inhibits thymidine incorporation (IC50 = 2 μM) inducing irreversible DNA damage. Thio-TEPA crosslinks guanine nucleotides and induces cell cycle arrest via the formation of interstrand crosslinks in L1210 and MCF-7 cancer cells in vitro.2 In vivo, thio-TEPA reduces the number of pulmonary metastases in mice following subcutaneous injection of melanoma cells.3 It also decreases the number of postoperative lung metastases when administered at a dose of 10 mg/kg after surgical removal of an S-91 melanoma tumor established via intramuscular injection in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miller, B., Tenenholz, T., Egorin, M.J., et al. Cellular pharmacology of N,N',N''-triethylene thiophosphoramide. Cancer Lett. 41(2), 157-168 (1988).

    2. Maanen, M.J., Smeets, C.J., and Beijnen, J.H. Chemistry, pharmacology and pharmacokinetics of N,N′,N′′-triethylenethiophosphoramide (ThioTEPA). Cancer Treat. Rev. 26(4), 257-268 (2000).

    3. Kramer, W.M., and Schatten, W.E. An experimental study of triethylenethiophosphoramide (TSPA) in the prevention of postoperative pulmonary metastases. Cancer 11(3), 463-465 (1958).