ネララビン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/02/26 00:15:07」(JST)
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Nelarabine
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Systematic (IUPAC) name |
(2R,3S,4S,5R)-2-(2-amino-6-methoxy-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
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Clinical data |
AHFS/Drugs.com |
monograph |
Licence data |
- EU EMA: Atriance
- US FDA: Nelarabine
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Pregnancy
category |
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Legal status |
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Routes of
administration |
Intravenous |
Pharmacokinetic data |
Bioavailability |
n/a |
Protein binding |
<25% |
Metabolism |
By adenosine deaminase, to 9-β-D-arabinofuranosylguanine |
Biological half-life |
30 minutes (nelarabine)
3 hours (ara-G) |
Excretion |
Renal |
Identifiers |
CAS Number |
121032-29-9 Y |
ATC code |
L01BB07 |
PubChem |
CID 3011155 |
IUPHAR/BPS |
7090 |
DrugBank |
DB01280 Y |
ChemSpider |
2280207 Y |
UNII |
60158CV180 Y |
KEGG |
D05134 N |
ChEMBL |
CHEMBL1201112 N |
Chemical data |
Formula |
C11H15N5O5 |
Molar mass |
297.268 g/mol |
SMILES
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n2c1c(nc(nc1OC)N)n(c2)[C@@H]3O[C@@H]([C@@H](O)[C@@H]3O)CO
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InChI
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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 Y
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Key:IXOXBSCIXZEQEQ-UHTZMRCNSA-N Y
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NY (what is this?) (verify) |
Nelarabine is a chemotherapy drug used in T-cell acute lymphoblastic leukemia. It was previously known as 506U78.
Nelarabine is a purine nucleoside analog converted to its corresponding arabinosylguanine nucleotide triphosphate (araGTP), resulting in inhibition of DNA synthesis and cytotoxicity.[1] Pre-clinical studies suggest that T-cells are particularly sensitive to nelarabine. In October 2005, it was approved by the FDA for acute lymphoblastic leukemia and T-cell lymphoblastic lymphoma that has not responded to or has relapsed following treatment with at least two chemotherapy regimens.[2] It was later approved in the European Union in the October of 2005. Complete responses have been achieved with this medication.
It is marketed in the US as Arranon and as Atriance in the EU by Novartis.[3]
References
- ^ "Nelarabine". Guide to Pharmacology. IUPHAR/BPS. Retrieved 21 August 2015.
- ^ Cohen, M. H.; Johnson, J. R.; Justice, R; Pazdur, R (2008). "FDA drug approval summary: Nelarabine (Arranon) for the treatment of T-cell lymphoblastic leukemia/lymphoma". The Oncologist 13 (6): 709–14. doi:10.1634/theoncologist.2006-0017. PMID 18586926.
- ^ http://www.novartisoncology.com/products/atriance.jsp
Template:Novartis
UpToDate Contents
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English Journal
- Coma associated with nelarabine in an elderly patient with T-cell acute lymphoblastic leukemia and severe chronic renal disease.
- Nishijima TF1, Shea TC1, Wood WA1, Voorhees PM1, Jamieson K1.
- Leukemia & lymphoma.Leuk Lymphoma.2015 Oct 8:1-4. [Epub ahead of print]
- PMID 26293208
- Nelarabine, cyclosphosphamide and etoposide for adults with relapsed T-cell acute lymphoblastic leukaemia and lymphoma.
- Luskin MR1, Ganetsky A2, Landsburg DJ1, Loren AW1, Porter DL1, Nasta SD1, Svoboda J1, Luger SM1, Frey NV3.
- British journal of haematology.Br J Haematol.2015 Sep 25. doi: 10.1111/bjh.13771. [Epub ahead of print]
- PMID 26403537
- Base-Modified Nucleosides as Chemotherapeutic Agents: Past and Future.
- Burke MP, Borland KM, Litosh VA1.
- Current topics in medicinal chemistry.Curr Top Med Chem.2015 Sep 15. [Epub ahead of print]
- Nucleoside and nucleobase antimetabolites have substantially impacted treatment of cancer and infections. Their close resemblance to natural analogs gives them the power to interfere with a variety of intracellular targets, which on one hand gives them high potency, but on the other hand incurs seve
- PMID 26369814
Japanese Journal
- SYNTHESIS OF NELARABINE WITH PURE β-ANOMER THROUGH LATE-STAGE C-H NITRATION/NITRO-REDUCTION
- Heterocycles : an international journal for reviews and communications in heterocyclic chemistry 91(12), 2386-2393, 2015-12-01
- NAID 40020709554
- ALLに対するネララビン (特集 急性リンパ性白血病(ALL))
- Nelarabine resistance of childhood T-cell lymphoblastic leukemia/lymphoma cells
Related Links
- 原文 2006/10/5 掲載 2011/7/19 更新 このページは、Nelarabineの簡単な解説と、本治療薬の用法、関連試験の結果および現在進行中の臨床試験に関する情報へのリンク集です。
- これまで標準的な治療法が確立されていなかった「再発又は難治性のT細胞性急性リンパ芽球性白血病(T-ALL)、T細胞性リンパ芽球性リンパ腫(T-LBL)」に対して、初めて単剤での有効性が認められた抗がん剤です。
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