ChemicalBook--->CAS DataBase List--->478182-28-4

478182-28-4

478182-28-4 Structure

478182-28-4 Structure
IdentificationBack Directory
[Name]

4'-Azidocytidine
[CAS]

478182-28-4
[Synonyms]

R-1479
4'-Azidocytidine
4'-C-azidocytidine
4’-α-Azido-cytidine
Cytidine, 4'-C-azido-
4'-alpha-Azido-cytidine
R 1479;4'-AZIDOCYTIDINE;R1479
4’-alpha-Azido-cytidine, Balpiravir, R-1479
4-amino-1-[(2R,3R,4S,5R)-5-azido-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
4’-alpha-Azido-cytidine, R-1479,Balpiravir, HCV NS5B polymerase inhibitor, antiviral drug to treat dengue virus infection
[Molecular Formula]

C9H12N6O5
[MDL Number]

MFCD18251434
[MOL File]

478182-28-4.mol
[Molecular Weight]

284.23
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: ≥ 50 mg/mL (175.91 mM)
[form ]

Powder
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

R-1479 (4'-Azidocytidine), a nucleoside analogue, is a specific inhibitor of RNA-dependent RNA polymerase (RdRp) of HCV. R-1479 inhibits HCV replication in the HCV subgenomic replicon system (IC50=1.28 μM)[1][2][3]. R-1479 is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
[target]

HCV
[References]

[1] Klumpp K, et al. The novel nucleoside analog R1479 (4'-azidocytidine) is a potent inhibitor of NS5B-dependent RNA synthesis and hepatitis C virus replication in cell culture. J Biol Chem. 2006 Feb 17;281(7):3793-9. DOI:10.1074/jbc.M510195200
[2] Smith DB, et al. Design, synthesis, and antiviral properties of 4'-substituted ribonucleosides as inhibitors of hepatitis C virus replication: the discovery of R1479. Bioorg Med Chem Lett. 2007 May 1;17(9):2570-6. DOI:10.1016/j.bmcl.2007.02.004
[3] Nguyen NM, et al. A randomized, double-blind placebo controlled trial of balapiravir, a polymerase inhibitor, in adult dengue patients. J Infect Dis. 2013 May 1;207(9):1442-1450. DOI:10.1093/infdis/jis470
Spectrum DetailBack Directory
[Spectrum Detail]

4'-Azidocytidine(478182-28-4)1HNMR
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