2'-Deoxy-2'-fluorocytidine CAS 10212-20-1

Introduction：Basic information about 2'-Deoxy-2'-fluorocytidine CAS 10212-20-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2'-Deoxy-2'-fluorocytidine Basic information

• Product Name: 2'-Deoxy-2'-fluorocytidine
• Synonyms: 4-amino-1-[(2r,3r,4r,5r)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;4-AMINO-1-((2R,3R,4R,5R)-3-FLUORO-4-HYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-2-YL)-1H-PYRIMIDIN-2-ONE;2'-FC;2'-FdC;1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine;1-(2-Fluoro-2-deoxy-β-D-arabinofuranosyl)cytosine;RO-8013;2'-DEOXY-2'-FLUOROCYTIDINE(2'-FLUORO-2'- DEOXYCYTIDINE, 2'-FC)
• CAS: 10212-20-1
• MF: C9H12FN3O4
• MW: 245.21
• EINECS: 1806241-263-5
• Product Categories: Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;10212-20-1;Nucleosides;Modified（deoxy）nucleoside;Nucleosides-2'-F Nucleosides
• Mol File: 10212-20-1.mol

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.
• form: Powder
• pka: 12.84±0.70(Predicted)
• 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 spread.

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.