CAS 121032-29-9

Nelarabine

Description:

Nelarabine is a synthetic nucleoside analog primarily used in the treatment of certain types of leukemia, particularly T-cell acute lymphoblastic leukemia (T-ALL) and lymphoblastic lymphoma. Its chemical structure is derived from the purine nucleoside guanosine, and it functions as an antimetabolite, interfering with DNA synthesis and repair. The compound is administered intravenously and is known for its ability to penetrate the central nervous system, making it effective against leukemic cells that may infiltrate this area. Nelarabine is characterized by its specific mechanism of action, which involves the conversion to its active form, ara-GTP, that inhibits DNA polymerase and ultimately leads to cell death. Common side effects include myelosuppression, neurotoxicity, and infections due to its impact on the immune system. As a targeted therapy, nelarabine represents a significant advancement in the treatment of hematological malignancies, offering hope for patients with relapsed or refractory disease. Its development underscores the importance of nucleoside analogs in modern oncology.

Formula: C₁₁H₁₅N₅O₅

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-/m1/s1

InChI key: InChIKey=IXOXBSCIXZEQEQ-UHTZMRCNSA-N

SMILES: O[C@@H]1[C@H](N2C=3C(N=C2)=C(OC)N=C(N)N3)O[C@H](CO)[C@H]1O

Synonyms:

• 9-β-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine
• MAY
• Nelzarabine
• 506u
• 9H-Purin-2-amine, 9-β-D-arabinofuranosyl-6-methoxy-
• NELARABINE
• Nelzarabine [USAN]
• 9-beta-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine
• (2R,3R,4S,5R)-2-(2-aMino-6-Methoxy-9H-purin-9-yl)-5-(hydroxyMethyl)-tetrahydrofuran-3,4-diol
• 9-(D-arabinofuranosyl)-6-methoxy-9H-purin-2-amine
• 9beta-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine

(2R,3S,4S,5R)-2-(2-amino-6-methoxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

CAS: 121032-29-9

Formula: C₁₁H₁₅N₅O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 297.2673

Ref: IN-DA00HFV3

Nelarabine

CAS: 121032-29-9

Nelarabine

Purity: ≥95%

Molecular weight: 297.27g/mol

Ref: 54-BUP12216

(2R,3S,4S,5R)-2-(2-Amino-6-Methoxy-9H-Purin-9-Yl)-5-(Hydroxymethyl)Tetrahydrofuran-3,4-Diol

CAS: 121032-29-9

(2R,3S,4S,5R)-2-(2-Amino-6-Methoxy-9H-Purin-9-Yl)-5-(Hydroxymethyl)Tetrahydrofuran-3,4-Diol

Purity: 98%

Molecular weight: 297.27g/mol

Ref: 54-OR1026458

Nelarabine

CAS: 121032-29-9

Formula: C₁₁H₁₅N₅O₅

Color and Shape: White To Off-White Solid

Molecular weight: 297.27

Ref: 4Z-N-521

Nelzarabine

CAS: 121032-29-9

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 297.27099609375

Ref: 10-F093678

Nelarabine

CAS: 121032-29-9

Nelarabine (GW 506U78) is a purine nucleoside analog and DNA synthesis inhibitor with IC50 from 0.067-2.15 μM in tumor cells.

Formula: C₁₁H₁₅N₅O₅

Purity: 98.10% - 99.6%

Color and Shape: White Solid

Molecular weight: 297.27

Ref: TM-T6603

Nelarabine

CAS: 121032-29-9

Nelarabine is a drug that prevents the growth of cells by inhibiting the bcr-abl kinase, which is an intracellular target. This drug has been shown to be effective against pediatric patients with t-cell acute lymphoblastic leukemia and adults with chronic myeloid leukemia. Nelarabine has minimal toxicity in humans and is not toxic to healthy cells. It has been shown to have anti-inflammatory properties and may be used as a biomarker for autoimmune diseases. Nelarabine also inhibits angiogenesis, which may be due to its effects on nuclear DNA.

Formula: C₁₁H₁₅N₅O₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 297.27 g/mol

Ref: 3D-NN26176

Nelarabine

Controlled Product

CAS: 121032-29-9

Applications A chemotherapy drug used in the treatment of relapsed/refractory T-cell acute lymphoblastic leukemia (T-ALL) and T-cell lymphoblastic lymphoma (T-LBL).
References Cohen, M.H. et al.: Oncologist, 13, 709 (2008); Hernandez-Ilizaliturri, F.J. et al.: Clin. Med. Therap., 1, 505 (2009); Sigalas, P. et al.: Leuk. Res., 33, e61 (2009);

Formula: C₁₁H₁₅N₅O₅

Color and Shape: White

Molecular weight: 297.27

Ref: TR-N389650