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

Base Information

• Chemical Name: (3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS No.: 121032-29-9
• Molecular Formula: C11H15N5O5
• Molecular Weight: 297.27
• NSC Number: 759876
• Mol file: 121032-29-9.mol

Synonyms:(3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;SCHEMBL1818971;HMS3264I12;Pharmakon1600-01502286;NSC759876;AKOS015918360;AC-3548;CCG-214005;(3S,4S,5R)-2-(2-amino-6-methoxy-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol;AS-15850;AB01563375_01

Chemical Property of (3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 8.06E-22mmHg at 25°C
• Melting Point: 209-217 °C
• Refractive Index: 1.829
• Boiling Point: 721 °C at 760 mmHg
• PKA: 13.07±0.70(Predicted)
• Flash Point: 389.9 °C
• PSA: 148.77000
• Density: 1.98 g/cm³
• LogP: -1.39020
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly, Sonicated)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 297.10731860
• Heavy Atom Count: 21
• Complexity: 377

Purity/Quality:

99.9% ^*data from raw suppliers

Nelarabine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=NC2=C1N=CN2C3C(C(C(O3)CO)O)O)N
• Isomeric SMILES: COC1=NC(=NC2=C1N=CN2C3[C@H]([C@@H]([C@H](O3)CO)O)O)N
• Physical properties: White or almost white crystalline powder. This product is slightly soluble in water, the solubility in water is about 8-9mg/ml (25 ℃, PH = 4~10).
• Description: 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.
• Uses: A chemotherapy drug used in the treatment of relapsed/refractory T-cell acute lymphoblastic leukemia (T-ALL) and T-cell lymphoblastic lymphoma (T-LBL). antineoplastic
• Clinical Use: Antineoplastic agent: T-cell acute lymphoblastic leukaemia (T-ALL) T-cell lymphoblastic lymphoma (T-LBL)
• Drug interactions: Potentially hazardous interactions with other drugs None known