4'-Azidocytidine
4'-Azidocytidine Basic information
- Product Name:
- 4'-Azidocytidine
- Synonyms:
-
- 4'-Azidocytidine
- R-1479
- 4'-C-azidocytidine
- 4'-alpha-Azido-cytidine
- Cytidine, 4'-C-azido-
- R 1479;4'-AZIDOCYTIDINE;R1479
- 4’-alpha-Azido-cytidine, Balpiravir, R-1479
- 4’-α-Azido-cytidine
- CAS:
- 478182-28-4
- MF:
- C9H12N6O5
- MW:
- 284.23
- Mol File:
- 478182-28-4.mol
4'-Azidocytidine Chemical Properties
- storage temp.
- Store at -20°C
- solubility
- DMSO: ≥ 50 mg/mL (175.91 mM)
- form
- Powder
- color
- White to off-white
4'-Azidocytidine Usage And Synthesis
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
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