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Merck
CN

1045520

USP

Azacitidine

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

5-Azacytidine, 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Ladakamycin

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About This Item

Empirical Formula (Hill Notation):
C8H12N4O5
CAS Number:
320-67-2
Molecular Weight:
244.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329749084
MDL number:
MFCD00006539
Beilstein/REAXYS Number:
620461

Key Documents

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Product Name

Azacitidine, United States Pharmacopeia (USP) Reference Standard

InChI

1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1

SMILES string

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

InChI key

NMUSYJAQQFHJEW-KVTDHHQDSA-N

grade

pharmaceutical primary standard

API family

azacitidine

manufacturer/tradename

USP

mp

226-232 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... DNMT1(1786), DNMT3A(1788)

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Azacitidine USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.

Biochem/physiol Actions

A potent growth inhibitor and cytotoxic agent; inhibits DNA methyltransferase, an important regulatory mechanism of gene expression, gene activation and silencing.
Potent growth inhibitor and cytotoxic agent; inhibits DNA methyltransferase.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 1A - Muta. 2 - Repr. 1B - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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