62488-57-7

Basic information

• Product Name: 5,6-dihydro-5-azacytidine
• Synonyms: 5,6-dihydro-5-azacytidine;1,3,5-Triazin-2(1H)-one, 4-amino-3,6-dihydro-1-beta-D-ribofuranosyl-;4-Amino-5,6-dihydro-1-beta-D-ribofuranosyl-1,3,5-triazin-2(1H)-one;4-Amino-5,6-dihydro-1-beta-D-ribofuranosyl-S-triazin-2(1H)-one;5,6-Dihydro-4-amino-1-beta-D-ribofuranosyl-S-triazin-2(1H)-one;62402-31-7 (Hydrochloride);Ccris 6743;S-Triazin-2(1H)-one, 5,6-dihydro-4-amino-1-beta-D-ribofuranosyl-
• CAS NO: 62488-57-7
• Molecular Formula: C8H14N4O5
• Molecular Weight: 246.22
• Mol File: 62488-57-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 529.1°C at 760 mmHg
• Flash Point: 273.8°C
• Appearance: /
• Density: 2.1g/cm³
• Vapor Pressure: 2.09E-13mmHg at 25°C
• Refractive Index: 1.823
• CAS DataBase Reference: 5,6-dihydro-5-azacytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dihydro-5-azacytidine(62488-57-7)
• EPA Substance Registry System: 5,6-dihydro-5-azacytidine(62488-57-7)

Safety Data

• Hazardous Substances Data: 62488-57-7(Hazardous Substances Data)

Usage

General Description

White powder.

Air & Water Reactions

Water soluble. Solutions in water are stable for less than 2 hours.

Reactivity Profile

5,6-dihydro-5-azacytidine is an amine and an alcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for 5,6-dihydro-5-azacytidine are not available. 5,6-dihydro-5-azacytidine is probably combustible.

InChI:InChI=1/C8H14N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h3-6,13-15H,1-2H2,(H3,9,10,11,16)

Upstream product

• 320-67-2 5-azacytidine 

Relevant articles and documents

Label-Free Quantification of 5-Azacytidines Directly in the Genome

Azacytidines (AzaC and AzadC) are clinically relevant pharmaceuticals that operate at the epigenetic level. They are integrated into the genome as antimetabolites to block DNA methylation events. This leads to a reduction of the 5-methyl-2′-deoxycytidine (m5dC) level in the genome, which can activate epigenetically silenced genes. Because of the inherent chemical instability of Aza(d)Cs, their incorporation levels in DNA and RNA are difficult to determine, which hinders correlation of therapeutic effects with incorporation and removal processes. Existing methods involve radioactive labeling and are therefore unsuitable to monitor levels from patients. We report here a new direct chemical method that allows absolute quantification of the levels of incorporated AzaC and AzadC in both RNA and DNA. Furthermore, it clarifies that Aza(d)C accumulates to high levels (up to 12.9 million bases per genome). Although RNA-based antimetabolites are often 2′-deoxygenated in vivo and incorporated into DNA, for AzaC we see only limited incorporation into DNA. It accumulates predominantly in RNA where it, however, only leads to insignificant demethylation.