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Merck
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Documentos Principais

251010

Sigma-Aldrich

Cytarabine

≥98% (HPLC), solid, DNA replication inhibito, Calbiochem

Sinônimo(s):

1-β-D-Arabinofuranosylcytosine, Ara-C, Cytarabine, Cytosine Arabinoside

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About This Item

Fórmula empírica (Notação de Hill):
C9H13N3O5
Número CAS:
Peso molecular:
243.22
Número MDL:
Código UNSPSC:
12352200
NACRES:
NA.77

Nome do produto

1-β-D-Arabinofuranosylcytosine, Anticancer, antiviral agent that is especially effective against leukemias.

Nível de qualidade

Ensaio

≥98% (HPLC)

Formulário

solid

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze

cor

white

solubilidade

water: 1 mM

Condições de expedição

ambient

temperatura de armazenamento

2-8°C

InChI

1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1

chave InChI

UHDGCWIWMRVCDJ-CCXZUQQUSA-N

Descrição geral

Anticancer, antiviral agent that is especially effective against leukemias. Induces apoptosis in human myeloid leukemia cells and in rat sympathetic neurons. Induces G1/S phase cell cycle arrest.
Cytosine analog that acts as a potent inhibitor of eukaryotic cellular and viral replicative DNA synthesis. AraCTP, formed by intracellular phosphorylation of AraC, is utilized as a substrate by DNA polymerases, which incorporate AraCMP residues into DNA. Incorporated 3′-terminal AraCMP residues inhibit further DNA synthesis by impeding chain elongation by DNA polymerase. AraC is used clinically in the treatment of various cancers, particularly leukemias and lymphomas. Also used to inhibit proliferation of cultured cells and replication of eukaryotic viruses (e.g. vaccinia virus, herpes simplex virus). Also shown to induce apoptosis in human myeloid leukemia cells and in post-mitotic rat sympathetic neurons.

Ações bioquímicas/fisiológicas

Cell permeable: no
Primary Target
Anticancer, antiviral agent that is especially effective against leukemias
Product does not compete with ATP.
Reversible: no

Advertência

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Reconstituição

Following reconstitution, aliquot and freeze (-70°C). Stock solutions are stable for up to 6 months at -70°C.

Outras notas

Zarilli, R., et al. 1999. Gastroenterology 116, 1358.
Dessi, F., et al. 1995. J. Neurochem.64, 1980.
Grant, S., et al. 1994. Oncol. Res. 6, 87.
Greenberg, A.L., et al. 1994. Cancer74, 1261.
Perrino, F.W., et al. 1997. J. Biol. Chem.269, 16357.
Tomkins, C.E., et al. 1994. J. Cell Sci.107, 1499.
Taddie, J.A., and Traktman, P. 1993. J. Virol.67, 4323.
Brach, M.A., et al. 1992. Mol. Pharmacol.41, 60.
Este, E., et al. 1992. Blood79, 2246.
Owens, J.K., et al. 1992. Cancer Res.52, 2389.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogramas

Health hazardExclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Repr. 2 - Skin Sens. 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3


Certificados de análise (COA)

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