Nelarabine , 98% , 121032-29-9

CAS NO.：121032-29-9

Empirical Formula: C11H15N5O5

Molecular Weight: 297.27

MDL number: MFCD00871078

EINECS: 642-916-9

PRODUCT Properties

• Melting point: 209-217°
• alpha: D20 +55.9° (c = 0.27 in DMF)
• Boiling point: 721.0±70.0 °C(Predicted)
• Density: 1.98±0.1 g/cm3(Predicted)
• storage temp.: 2-8°C(protect from light)
• solubility: DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly, Sonicated)
• form: Solid
• pka: 13.07±0.70(Predicted)
• color: White
• InChI: InChI=1/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-/s3
• InChIKey: IXOXBSCIXZEQEQ-GCTRTDOSNA-N
• SMILES: N1(C=NC2C(OC)=NC(N)=NC1=2)[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 |&1:12,13,15,17,r|

Description and Uses

Nelarabine is a new member of the purine nucleoside antimetabolite class of drugs. It was launched as an intravenous infusion for treating relapsed or refractory T-cell acute lymphoblastic leukemia (T-ALL) and T-cell lymphoblastic lymphoma (T-LBL) after at least two prior chemotherapy regimens. Nelarabine is a pro-drug of 9-b-D-arabinofuranosylguanine (ara-G), a deoxyguanosine derivative with a high level of T-cell selective cytotoxicity. Although Ara-G has been known since the 1960s, it has not been used in clinical studies due to its poor solubility. Nelarabine is the O-methyl derivative of ara-G with approximately 10 times greater aqueous solubility. It is demethylated in vivo by adenosine deaminase to produce ara-G, which is subsequently converted to the active 5’-triphosphate, ara-GTP. Accumulation of ara-GTP in leukemic blasts allows for incorporation into DNA, leading to inhibition of DNA synthesis and cell death.

A chemotherapy drug used in the treatment of relapsed/refractory T-cell acute lymphoblastic leukemia (T-ALL) and T-cell lymphoblastic lymphoma (T-LBL).

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H315-H319-H335
• Precautionary statements: P261-P305+P351+P338