5-Azacytidine 2’,3’5’-O-triacetate

CAS: 10302-78-0

Ref. TR-A796030

Product Information

• Name: 5-Azacytidine 2’,3’5’-O-triacetate
• Synonyms: 2',3',5'-Triacetate-4-amino-1-ß-D-ribofuranosyl-s-triazin-2(1H)-one,2',3',5'-Triacetyl-5-azacytidine, NSC 291930, 4-Amino-1-(2,3,5-tri-O-acetyl-ß-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, 4-amino-1-(2,3,5-tri-O-acetylpentofuranosyl)-1,3,5-triazin-2(1H)-one, 1,3,5-Triazin-2(1H)-one, 4-amino-1-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-, 2',3',5'-triacetyl-5-Azacytosine

Description

Applications 5-Azacytidine 2’,3’5’-O-triacetate is a useful compound for the treatment and prevention of cancer and disorders related to abnormal cell proliferation, hematological disorders, and myelodysplastic syndromes (MDS). It can be also used to synthesize 2'3'5'triacetyl-5-azacytidine which is a prodrug for azacitidine. Azacitidine is a FDA-appproved DNA metnyltransferase (DNMT) inhibitor.
References Rajendiran, C., et al.: PCT Int. Appl. WO 2012135405 A1 20121004 (2012); Ziemba, A., et al.: Chemother Res Pract 965826, 9 (2011); Beisler, J. A., et al.: J. Carbohyd. Chem 4, 281 (1977)

• Brand: TRC

Chemical properties

• Molecular weight: 370.31
• Formula: C₁₄H₁₈N₄O₈
• Color/Form: White To Off-White
• InChI: InChI=1S/C14H18N4O8/c1-6(19)23-4-9-10(24-7(2)20)11(25-8(3)21)12(26-9)18-5-16-13(15)17-14(18)22/h5,9-12H,4H2,1-3H3,(H2,15,17,22)/t9-,10-,11-,12-/m1/s1
• InChI key: InChIKey=OTQJVHISAFFLMA-DDHJBXDOSA-N
• SMILES: CC(=O)OC[C@H]1O[C@@H](n2cnc(=N)[nH]c2=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O