2'-Deoxy-2'-fluorocytidine Chemical Properties

Melting point:

167 °C

Boiling point:

500.1±60.0 °C(Predicted)

Density 

1.82±0.1 g/cm3(Predicted)

refractive index 

80 ° (C=1, MeOH)

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

solubility 

Soluble in DMSO, Methanol.

pka

12.84±0.70(Predicted)

form 

Powder

color 

White to Off-white

Water Solubility 

Water: 5 mg/mL (20.39 mM; ultrasonic and warming and heat to 60°C)

InChI

InChI=1S/C9H12FN3O4/c10-6-7(15)4(3-14)17-8(6)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)/t4-,6-,7-,8-/m1/s1

InChIKey

NVZFZMCNALTPBY-XVFCMESISA-N

SMILES

OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](F)[C@@H]1O

CAS DataBase Reference

10212-20-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

HS Code 

29389090

2'-Deoxy-2'-fluorocytidine Usage And Synthesis

Description

2'-Deoxy-2'-fluorocytidine is a nucleoside analog. It has antiviral effects and can synergize with T705 to effectively inhibit Crimean-Congo hemorrhagic fever virus (CCHFV) replication. 2'-Deoxy-2'-fluorocytidine can also inhibit dihydrofolate reductase, thereby preventing the production of tetrahydrofolate, which is required for the synthesis of purines and pyrimidines. It has a certain inhibitory effect on poliovirus, herpes simplex virus, vesicular stomatitis virus and influenza A virus.

Chemical Properties

White Solid

Uses

2'-Deoxy-2'-fluorocytidine is a potent inhibitor of the subgenomic hepatitis C virus replicon in Huh-7 cells. 2'-Deoxy-2'-fluorocytidine has been shown to inhibit Borna Disease virus replication and s pread.

in vitro

2'-Deoxy-2'-fluorocytidine has antiviral activities, showing 50% effective concentrations (EC50) of 61 nM and 31 nM against CCHFV and CCHFV/ZsG in Huh7 cells, respectively. And it shows a 50% cytotoxicity concentration (CC50) of >50.0 μM in Huh7 cells.

References

[1] Stephen R. Welch. “Identification of 2′-deoxy-2′-fluorocytidine as a potent inhibitor of Crimean-Congo hemorrhagic fever virus replication using a recombinant fluorescent reporter virus.” Antiviral research 147 (2017): Pages 91-99.

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