Nelarabine

- Overview
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    Background
    
    Nelarabine is a novel and prodrug of ara-G (9-β-d-arabinofuranosylguanine), and it is used to treat T-cell lymphoblastic lymphoma (T-LBL) and T-cell acute lymphoblastic leukemia (T-ALL), which don’t have response after treatment with 2 chemotherapy regimens.[1]It acts as an inhibitor by inhibiting DNA synthesis and as an inducer by inducing apoptosis in malignant cells. Nelarabine requires demethylation by adenosine deaminase (ADA) in plasma to form the active compound, ara-G. Intracellular by deoxyguanosine kinase and deoxycytidine kinase phosphorylate ara-G to its triphosphate form, ara-GTP. Inside the cell exposure to ara-GTP is much higher than the exposure to ara-G or nelarabine. The substitution of ara-GTP for GTP leads to inhibition of DNA synthesis resulting in cell death by apoptosis. This process is lethal to malignant T cells, as it is to other rapidly replicating cells.[2]
    
    [1] Cohen MH, Johnson JR, Massie T, et al. Approval summary: nelarabine for the treatment of T-cell lymphoblastic leukemia/lymphoma. Clin Cancer Res. September 2006. 18:5329–35.
    [2] Yesid Alvarado, Mary Alma Welch, Ronan Swords, John Bruzzi, Ellen Schlette, Francis J. Giles. Nelarabine activity in acute biphenotypic leukemia. Leukemia Research. November 2007. 31(11): 1600-1603.
- Properties
  - Categories
    
    Prodrug of ara-G for T-LBL/T-ALL
    
    Alternative Name
    
    (2R,3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
    
    CAS Number
    
    121032-29-9
    
    Molecular Formula
    
    C11H15N5O5
    
    Molecular Weight
    
    297.27
    
    Appearance
    
    A solid
    
    Purity
    
    98.44%
    
    Solubility
    
    insoluble in EtOH; ≥14.85 mg/mL in DMSO; ≥2.77 mg/mL in H2O with gentle warming and ultrasonic
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    COC1=NC(=NC2=C1N=CN2C3C(C(C(O3)CO)O)O)N
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

HPLC (Retest)

NMR (Nuclear Magnetic Resonance)

MSDS (Material Safety Data Sheet)

Datasheet

Nelarabine

Background

Documents

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