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Merck
CN
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主要文件

251010

Sigma-Aldrich

Cytarabine

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

别名:

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

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About This Item

经验公式(希尔记法):
C9H13N3O5
CAS号:
分子量:
243.22
MDL编号:
UNSPSC代码:
12352200
NACRES:
NA.77

产品名称

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

质量水平

方案

≥98% (HPLC)

表单

solid

制造商/商品名称

Calbiochem®

储存条件

OK to freeze

颜色

white

溶解性

water: 1 mM

运输

ambient

储存温度

2-8°C

SMILES字符串

[n]2([c](nc(cc2)N)=O)[C@@H]1O[C@@H]([C@H]([C@@H]1O)O)CO

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

InChI key

UHDGCWIWMRVCDJ-CCXZUQQUSA-N

一般描述

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.

生化/生理作用

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

警告

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

重悬

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

其他说明

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.

法律信息

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

象形图

Health hazardExclamation mark

警示用语:

Warning

危险声明

危险分类

Repr. 2 - Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 3


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