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5-Azacytidine (320-67-2)

Identification
Name:5-Azacytidine
Synonyms:Azacitidine;U 18496;4-Amino-1-beta-D-ribofuranosyl-1,3,5-traizin-2(1H)-one;Azacitidine [USAN:INN];s-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl- (8CI);4-amino-1-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one;1,3,5-Triazin-2 (1H)-one, 4-amino-1-.beta.-D-ribofuranosyl-;5-AZAC;2-(beta-D-Ribofuranosyl)-4-amino-1,3,5-triazin-2-one;s-Triazin-2 (1H)-one, 4-amino-1-.beta.-D-ribofuranosyl-;Anitibiotic U 18496;Vidaza;4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one;4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one;Mylosar;Azacytidine, 5-;1,3,5-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl-;4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one;Azacitidina [INN-Spanish];Prestwick_972;Ladakamycin;5-AZCR;Antibiotic U 18496;Azacitidinum [INN-Latin];4-Amino-1-beta-D-ribofuranosyl-1,3,5-triazine-2(1H)-one;5-AC;5 AZC;4-amino-1-beta-D-ribofuranosyl-1,3,5-triazin-2(1H)-one;1,3,5-Triazin-2(1H)-one,4-amino-1-a-Dribofuranosyl-;
CAS:320-67-2
EINECS: 206-280-2
Molecular Formula: C8H12N4O5
Molecular Weight: 244.21
InChI: InChI=1/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
Molecular Structure: (C8H12N4O5) Azacitidine;U 18496;4-Amino-1-beta-D-ribofuranosyl-1,3,5-traizin-2(1H)-one;Azacitidine [USAN:INN];s-...
Properties
Flash Point: 277 oC
Boiling Point: 534.5 oC at 760 mmHg
Density:2.08 g/cm3
Stability:Stable under normal temperatures and pressures.
Refractive index:1.823
Alpha:40 o (C=1, H2O 22 oC)
Solubility:0.5-1.0 g/100 mL at 21 oC in water
Appearance:white crystalline powder
Specification:

? Azacitidine (CAS NO.320-67-2), its Synonyms are 4-Amino-1-beta-D-ribofuranosyl-1,3,5-traizin-2(1H)-one ; 4-Amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one ; 5-Azacytidine ; Azacitidina ; 1,3,5-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl- ; 2-(beta-D-Ribofuranosyl)-4-amino-1,3,5-triazin-2-one ; s-Triazin-2(1H)-one, 4-amino-1-beta-D-ribofuranosyl- (8CI) . It is white-to-off-white crystalline solid.

Biological Activity: 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.
Flash Point: 277 oC
Color: Crystals from methanol
Usage:

A potent growth inhibitor and cytotoxic agent. It acts as a demethylating agent by inhibiting DNA methyltransferase

Safety Data
Hazard Symbols T:Toxic
 

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