CAS Number121032-29-9
Synonyms2-Amino-9-b-D-arabinofuranosyl-6-methoxy-9H-purine; 2-Amino-6-methoxypurinribonucleosid; 506u; MAY; 9-(β-D-Arabinofuranosyl)-6-methoxy-9H-purin-2-amine; 9-b-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine; (2R,3S,4S,5R)-2-(2-Amino-6-methoxy-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; 9-β-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine; (2R,3S,4S,5R)-2-(2-amino-6-méthoxy-9H-purin-9-yl)-5-(hydroxyméthyl)tétrahydrofurane-3,4-diol; Nelzarabine; 9beta-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine; Nelarabine; O6-methyl-guanosine; Arranon; GW 506U78
Molecular FormulaC11H15N5O5
Molecular Weight297.27
Purity≥98 (HPLC)%
Density2.0±0.1 g/cm3
Boiling Point721.0±70.0 °C at 760 mmHg
Melting Point209-217ºC
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 121032-29-9 |
| Catalog No. | 2A-9051386 |
| Chinese Name | 奈拉滨 |
| Synonyms | 2-Amino-9-b-D-arabinofuranosyl-6-methoxy-9H-purine; 2-Amino-6-methoxypurinribonucleosid; 506u; MAY; 9-(β-D-Arabinofuranosyl)-6-methoxy-9H-purin-2-amine; 9-b-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine; (2R,3S,4S,5R)-2-(2-Amino-6-methoxy-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; 9-β-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine; (2R,3S,4S,5R)-2-(2-amino-6-méthoxy-9H-purin-9-yl)-5-(hydroxyméthyl)tétrahydrofurane-3,4-diol; Nelzarabine; 9beta-D-Arabinofuranosyl-6-methoxy-9H-purin-2-amine; Nelarabine; O6-methyl-guanosine; Arranon; GW 506U78 |
| Molecular Formula | C11H15N5O5 |
| Molecular Weight | 297.27 |
| Purity | ≥98 (HPLC) |
| Density | 2.0±0.1 g/cm3 |
| Boiling Point | 721.0±70.0 °C at 760 mmHg |
| Melting Point | 209-217ºC |
| Appearance | powder |
| Storage Condition | 0-10°C; avoid heating |
| Application | Nelarabine (Arranon, 506U78) is a purine nucleotide analogue and a DNA synthesis inhibitor. Its IC50 on tumor cells is 0.067-2.15 μM, and it can act on T-cell acute lymphoblastic leukemia. |
| SMILES | O[C@@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C=NC3=C2N=C(N)N=C3OC |
| 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-KBNQYOMWSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/51386_1_121032_29_9.pdf |
| Bioactivity | Nelarabine (Arranon, 506U78) is a purine nucleoside analog and DNA synthesis inhibitor with IC50 from 0.067-2.15 μM in tumor cells. Nelarabine is a chemotherapy drug used in T-cell acute lymphoblastic leukemia. IC50 Value: 0.44 uM (HSB2 cell lines); 1.24 μM(ALL-SIL cell lines); 2.15 μM(JURKAT cell lines); 0.067 uM (PER-255 cell lines) [1]Target: Nucleoside antimetabolite/analogin vitro: The IC50 of Nelarabine is 25-fold and 113-fold higher than ARAC in T- and B-lineage, respectively. T-ALL cells are eightfold more sensitive to Nelarabine than B-lineage but there is considerable overlap. The efficacy of NEL in T-lineage and B-lineage cell lines is 25-fold and 113-fold less than ARAC, respectively [1].in vivo: The median age was 34 years (range, 16-66 years); 32 (82%) patients were male. The rate of complete remission was 31% (95% confidence interval [CI], 17%, 48%) and the overall response rate was 41% (95% CI, 26%, 58%). The principal toxicity was grade 3 or 4 neutropenia and thrombocytopenia, occurring in 37% and 26% of patients, respectively [2]. Nelarabine has activity in T-cell malignancies, as evaluated in 2 Phase I and 5 Phase II studies. It received accelerated approval from the FDA based on the resuits of 2 Phase II trials, one in pediatric patients (PGAA 2001) and the other in adults (CALGB 19801)Toxicity: The principal toxicity was grade 3 or 4 neutropenia and thrombocytopenia, occurring in 37% and 26% of patients, respectively [2].Clinical trial: Drug Use Investigation for Arranon G (Nelarabine) Injection 250 mg. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Beesley AH, et al. In vitro cytotoxicity of nelarabine, clofarabine and flavopiridol in paediatric acute lymphoblastic leukaemia. Br J Haematol. 2007 Apr;137(2):109-16. [2]. DeAngelo DJ, et al. Nelarabine induces complete remissions in adults with relapsed or refractory T-lineage acute lymphoblastic leukemia or lymphoblastic lymphoma: Cancer and Leukemia Group B study 19801. Blood. 2007 Jun 15;109(12):5136-42. Chemical & Physical Properties Density 2.0±0.1 g/cm3 Boiling Point 721.0±70.0 °C at 760 mmHg Melting Point 209-217ºC Molecular Formula C11H15N5O5 Molecular Weight 297.267 Flash Point 389.9±35.7 °C Exact Mass 297.107330 PSA 148.77000 LogP -0.58 Vapour Pressure 0.0±2.4 mmHg at 25°C Index of Refraction 1.829 InChIKey IXOXBSCIXZEQEQ-UHTZMRCNSA-N SMILES COc1nc(N)nc2c1ncn2C1OC(CO)C(O)C1O |
| Use of | Properties Name nelarabine Synonym More Synonyms Nelarabine Biological Activity Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Beesley AH, et al. In vitro cytotoxicity of nelarabine, clofarabine and flavopiridol in paediatric acute lymphoblastic leukaemia. Br J Haematol. 2007 Apr;137(2):109-16. [2]. DeAngelo DJ, et al. Nelarabine induces complete remissions in adults with relapsed or refractory T-lineage acute lymphoblastic leukemia or lymphoblastic lymphoma: Cancer and Leukemia Group B study 19801. Blood. 2007 Jun 15;109(12):5136-42. Chemical & Physical Properties Molecular Formula C11H15N5O5 Exact Mass 297.107330 PSA 148.77000 LogP -0.58 Index of Refraction 1.829 InChIKey IXOXBSCIXZEQEQ-UHTZMRCNSA-N |
| Transport Info | Product Name: Nairabin |
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