A nucleoside analog used in the treatment of leukemia
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.

Nelarabine

Item No. 20248

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-β-D-arabinofuranosyl-6-methoxy-9H-purin-2-amine
CAS Number
121032-29-9
Synonyms
  • GW 506U78
  • Nelzarabine
Molecular Formula
C11H15N5O5
Formula Weight
297.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
211, 247, 281 nm
SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@H](N2C=NC3=C2N=C(N)N=C3OC)O1
InChi Code
InChI=1S/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1
InChi Key
IXOXBSCIXZEQEQ-UHTZMRCNSA-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

    1 mg

    $41

    Add

    5 mg

    $178

    Add

    10 mg

    $312

    Add

    25 mg

    $728

    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

    Nelarabine is a purine nucleoside analog that is used as a cytotoxic agent in hematological malignancies.1 Nelarabine is converted into arabinosyl-guanine (ara-G) in the blood, and ara-G is selectively accumulated in T cells and malignant T-lymphoid cells, where it is phosphorylated to produce ara-GTP and incorporated into DNA.2,3 This leads to DNA breaks, increased expression of Fas ligand, and apoptosis.1,3 Ara-G is accumulated most effectively by acute lymphoid leukemia and chronic myeloid leukemia blasts.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Robak, T., Korycka, A., Lech-Maranda, E., et al. Current status of older and new purine nucleoside analogues in the treatment of lymphoproliferative diseases. Molecules 14(3), 1183-1226 (2009).

    2. Rodriguez, C.O., Jr., Mitchell, B.S., Ayres, M., et al. Arabinosylguanine is phosphorylated by both cytoplasmic deoxycytidine kinase and mitochondrial deoxyguanosine kinase. Cancer Res. 62(11), 3100-3105 (2002).

    3. Rodriguez, C.O., Jr., Stellrecht, C.M., and Gandhi, V. Mechanisms for T-cell selective cytotoxicity of arabinosylguanine. Blood 102(5), 1842-1848 (2003).