1045520

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
• 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

Properties

• grade: pharmaceutical primary standard
• API family: azacitidine
• manufacturer/tradename: USP
• mp: 226-232 °C (dec.) (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• SMILES string: NC1=NC(=O)N(C=N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
• 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
• InChI key: NMUSYJAQQFHJEW-KVTDHHQDSA-N
• Gene Information: human ... DNMT1(1786), DNMT3A(1788)

Description

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.

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.

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.  ​

Other Notes

Sales restrictions may apply.

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H341,H350,H360FD,H372,H410
• pcodes: P202 - P260 - P264 - P273 - P301 + P312 - P308 + P313
• 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