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KI1256Cytarabine50 mg$154

Chemical Characteristic

Product NameCytarabine
SynonymsCytarabine arabinoside, AraC
CAS No.147-94-4
Molecular Weight 243.22
FormulaC9H13N3O5
Chemical Name4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone
Smilesc1(=O)nc(ccn1C1[C@@H](O)[C@H](O)[C@H](O1)CO)N
Chemical Structure

Biological activities

Cytarabine is the most effective antimetabolic agent for the treatment of acute myeloid leukemia (AML). Cytarabine shows antitumor effect by combining with DNA during replication and then destroying the DNA chain. Cytarabine inhibits wild type CCRF-CEM cells with an IC50 of 16 nM. Cytarabine enters cells via specific nucleoside transporters in the plasma membrane, which are essential for cytarabine cytotoxicity in human tumor cell. [1] In the cytoplasm of a cell, cytarabine is phosphorylated into a triphosphate form (Ara-CTP), which competes with dCTP for incorporation into DNA. Cytarabine blocks DNA synthesis by inhibiting the function of DNA and RNA polymerases. Cytarabine with IC50 of 0.69 µM results in decreased metabolic activity of sensitive rat leukemic cell line RO/1, and the cell toxity can be highly enhanced by transfection with human wt deoxycytidine kinase with an IC50 of 0.037 µM. [2]

Protocols

Cytarabine is diluted in absolute ethanol in vitro assays. [1]

References

[1] Tobias SC, et al. Synthesis and biological evaluation of a cytarabine phosphoramidate prodrug. Mol Pharm. 2004, 1 (2): 112-116.
[2] Veuger MJ, et al. Functional role of alternatively spliced deoxycytidine kinase in sensitivity to cytarabine of acute myeloid leukemic cells. Blood. 2002, 99 (4): 1373 -1380.

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