2'',3'',5''-Triacetyl -azacytidine Chemical Properties

Boiling point:

497.3±55.0 °C(Predicted)

Density 

1.60±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide

form 

crystalline solid

pka

3.06±0.20(Predicted)

CAS DataBase Reference

10302-78-0

2'',3'',5''-Triacetyl -azacytidine Usage And Synthesis

Description

5-Azacytidine is an inhibitor of DNA methyltransferase, potentially serving to reverse epigenetic changes. It reduces hypermethylation associated with certain diseases, including myelodysplastic syndromes and cancer. 2’,3’,5’-triacetyl-5-Azacytidine is a prodrug form of 5-azacytidine that may be rapidly absorbed orally without formation of major metabolites in the gastrointestinal tract.

Chemical Properties

White to off-white powder

Uses

5-Azacytidine is an inhibitor of DNA methyltransferaes, potentially serving to reverse epigenetic changes. It reduces hypermethylation associated with certain diseases, including myelodysplastic syndromes and cancer. 2’,3’,5’-triacetyl-5-Azacytidine is a prodrug form of 5-azacytidine that may be rapidly absorbed orally without formation of major metabolites in the gastrointestinal tract.[Cayman Chemical]

in vivo

in cd-1 mice, oral administration of tac for five days per week for 2 weeks didn’t result in animal deaths and weight loss, but induced changes in hematological parameters, lymph nodes, bone marrow, and duodenal epithelium. tac inhibited global dna methylation in the spleen and gut. in an in vivo l1210 leukemia model, tac exhibited antineoplastic activity [1].

References

[1] ziemba a, ramirez m c, freeman b, et al. abstract# 3369: development of oral demethylating agents for the treatment of myelodysplastic syndrome[j]. 2009.
[2] brueckner b, boy r g, siedlecki p, et al. epigenetic reactivation of tumor suppressor genes by a novel small-molecule inhibitor of human dna methyltransferases[j]. cancer research, 2005, 65(14): 6305-6311.

2'',3'',5''-Triacetyl -azacytidine(10302-78-0)Related Product Information

• Fazarabine
• Azacitidine Impurity 34
• L-Cytidine
• 1-(diaminomethylidene)-3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]urea
• 1,2,3,5-TETRA-O-ACETYL-BETA-L-XYLOFURANOSE
• Azacitidine Impurity 31
• AMMELINE
• Azacitidine Impurity 33
• 5,6-dihydro-5-azacytidine
• Ammeline-13C3
• 5-Azacitidine 5'-Diphosphate
• (2-aminoethyl)carbamic acid
• Diazenecarboximidamide, N-(hydroxymethyl)-N-β-D-ribofuranosyl-
• 4-Amino-1-(2-O,3-O,5-O-tribenzoyl-β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one
• β-D-Glucopyranose, 2-deoxy-2-[[[(1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl)amino]thioxomethyl]amino]-
• Azacitidine Impurity 30
• Azacitidine Impurity 41
• 5-Aza-2'-deoxycytidine