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Merck
CN

11390

5-Aza-2′-deoxycytidine

≥97.0% (HPLC)

Synonym(s):

2′-Deoxy-5-azacytidine, 4-Amino-1-(2-deoxy-β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Decitabine

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About This Item

Empirical Formula (Hill Notation):
C8H12N4O4
CAS Number:
Molecular Weight:
228.21
EC Number:
219-089-4
UNSPSC Code:
12352203
MDL number:
Beilstein/REAXYS Number:
617982
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assay

≥97.0% (HPLC)

mp

~200 °C (dec.)

shipped in

wet ice

storage temp.

−20°C

SMILES string

NC1=NC(=O)N(C=N1)[C@H]2C[C@H](O)[C@@H](CO)O2

InChI

1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1

InChI key

XAUDJQYHKZQPEU-KVQBGUIXSA-N

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Other Notes

A very potent cytotoxic agent to tumour cells in vitro at concentrations that do not inhibit macromolecular synthesis

Regulatory Information

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R L Momparler et al.
Cancer research, 37(6), 1636-1639 (1977-06-01)
The in vitro effect of 5-aza-2'-deoxycytidine (5-aza-CdR) on cytotoxicity and macromolecular synthesis in A(T1)C1-3 hamster fibrosarcoma cells was investigated. The in vitro concentrations that produce 50% cell kill for 5-aza-CdR were about 1.0 and 0.01 microng/ml for a 2- and
Xue-Li Bian et al.
Nature communications, 8, 14420-14420 (2017-02-28)
Gluconeogenesis, an essential metabolic process for hepatocytes, is downregulated in hepatocellular carcinoma (HCC). Here we show that the nuclear receptor Nur77 is a tumour suppressor for HCC that regulates gluconeogenesis. Low Nur77 expression in clinical HCC samples correlates with poor

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