5-Azacytidine

DNA hypomethylation agent

Catalog No. SIH-345

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CAS No. 320-67-2
Molecular Forumla C8H12N4O5

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Overview

Product Name 5-Azacytidine
Description

DNA hypomethylation agent

Purity >98% (TLC); NMR (Conforms)
CAS No. 320-67-2
Molecular Formula C8H12N4O5
Molecular Weight 244.2

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility Soluble in 25 mg/ml DMSO or 12 mg/ml Water
Source Synthetic
Appearance White Solid
SMILES C1=NC(=NC(=O)N1[[email protected]]2[C@@H]([C@@H]([[email protected]](O2)CO)O)O)N
InChI 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
InChIKey NMUSYJAQQFHJEW-KVTDHHQDSA-N
Safety Phrases Classification: Harmful- May be harmful if inhaled, swallowed, or absorbed through skin.
Safety Phrases:
S22 - Do not breathe dust
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
S24/25- Avoid contact with skin and eyes
Hazard Statements:
H302- Harmful if swallowed
H350 – May cause cancer
Precautionary Statements:
P201 – Obtain special instructions before use.
P308 + P313 – If exposed or concerned: Get medical advice/attention
Cite This Product 5-Azacytidine (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-345)

Biological Description

Alternative Names 4-Amino-1-?-D-ribofuranosyl-1,3,5-triazin-2(1H)-one; Ladakamycin; U-18496; NSC-102816; 5-AzaC
Research Areas Cancer, Cell Signaling, Epigenetics
PubChem ID 9444
Scientific Background DNA methyltransferase inhibitor. Incorporates into DNA forming covalent adducts with cellular DNMT1, depleting enzyme activity. Induces demethylation and reactivation of silenced genes. Improves the efficiency of reprogramming of stem cells; induces differentiation of mesenchymal stem cells into cardiomyocytes.
References 1. Schneider-Stock R., et al. (2005) J Pharmacol Exp Ther. 312(2): 525-536.
2. Mikkelsen T.S., et al., (2008) Nature. 454(7200): 49-55.
3. Qian Q., et al., (2012) Stem Cells Dev. 21(1): 67-75.

Product Images

Chemical structure of 5-Azacytidine (SIH-345), a DNA hypomethylation agent. CAS #: 320-67-2. Molecular Formula: C8H12N4O5. Molecular Weight: 244.2 g/mol.

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