CAS 3131-60-0

6-Azacytidine

Description:

6-Azacytidine is a nucleoside analog of cytidine, characterized by the substitution of a nitrogen atom for a carbon atom in the pyrimidine ring. This modification alters its biological properties, making it an important compound in the field of medicinal chemistry and molecular biology. It is primarily known for its role as a demethylating agent, which can influence gene expression by inhibiting DNA methyltransferases. This property has made 6-Azacytidine a subject of interest in cancer research and epigenetic studies, as it can reactivate silenced genes. The compound is typically administered in its phosphate form, enhancing its solubility and bioavailability. In terms of physical properties, 6-Azacytidine is a white to off-white crystalline powder, soluble in water, and has a relatively low molecular weight. Its mechanism of action involves incorporation into RNA and DNA, leading to altered cellular processes. However, its use is often accompanied by side effects, necessitating careful consideration in therapeutic applications.

Formula: C₈H₁₂N₄O₅

InChI: InChI=1S/C8H12N4O5/c9-4-1-10-12(8(16)11-4)7-6(15)5(14)3(2-13)17-7/h1,3,5-7,13-15H,2H2,(H2,9,11,16)/t3-,5-,6-,7-/m1/s1

InChI key: InChIKey=OZQDLJNDRVBCST-SHUUEZRQSA-N

SMILES: O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)N=C(N)C=N2

Synonyms:

• 1,2,4-Triazin-3(2H)-one, 5-amino-2-beta-D-ribofuranosyl-
• 1,2,4-Triazin-3(2H)-one, 5-amino-2-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• 1,2,4-Triazin-3(2H)-one, 5-amino-2beta-D-ribofuranosyl
• 5-Amino-1,2,4-triazin-3-one 2-β-<span class="text-smallcaps">D</span>-ribofuranoside
• 5-Amino-2-beta-D-ribofuranosyl-1,2,4-triazin-3(2H)-one
• 5-Amino-2-β-<span class="text-smallcaps">D</span>-ribofuranosyl-1,2,4-triazin-3(2H)-one
• 5-amino-2-alpha-L-lyxofuranosyl-1,2,4-triazin-3(2H)-one
• 5-amino-2-pentofuranosyl-1,2,4-triazin-3(2H)-one
• 6-Azacytidine (VAN)
• Ccris 6742
• Nsc 524767
• as-Triazin-3(2H)-one, 4,5-dihydro-5-imino-2-beta-D-ribofuranosyl-
• as-Triazin-3(2H)-one, 5-amino-2-beta-D-ribofuranosyl-
• as-Triazin-3(2H)-one, 5-amino-2-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
• as-Triazin-3(2H)-one, 5-amino-2beta-D-ribofuranosyl-
• 1,2,4-Triazin-3(2H)-one, 5-amino-2-β-D-ribofuranosyl-
• as-Triazin-3(2H)-one, 5-amino-2-β-D-ribofuranosyl-
• 5-Amino-1,2,4-triazin-3-one 2-β-D-ribofuranoside
• 6-Azacytidine

6-Azacytidine

CAS: 3131-60-0

Formula: C₈H₁₂N₄O₅

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to beige powder

Molecular weight: 244.20

Ref: 7W-GN4089

6-Azacytidine

CAS: 3131-60-0

6-Azacytidine is a molecule that contains a hydroxyl group and a glycosidic bond. It has been shown to inhibit the growth of mollicutes, which are non-cellular bacteria. 6-Azacytidine has also been shown to be toxic in animal tissue culture studies. The drug can be eliminated through the urine or bile after being metabolized by the liver. 6-Azacytidine is not active against human cells in cell culture, but it does show some toxicity against human liver cells.

Formula: C₈H₁₂N₄O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 244.2 g/mol

Ref: 3D-NA02728