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2'-Deoxy-2'-fluorocytidine

Cat No.:V52514 Purity: ≥98%
2'-Deoxy-2'-fluorocytidine is a nucleoside analogue that is a potent inhibitor of Congo hemorrhagic fever virus (CCHFV) replication.
2'-Deoxy-2'-fluorocytidine
2'-Deoxy-2'-fluorocytidine Chemical Structure CAS No.: 10212-20-1
Product category: Influenza Virus
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
2'-Deoxy-2'-fluorocytidine is a nucleoside analogue that is a potent inhibitor of Congo hemorrhagic fever virus (CCHFV) replication. 2'-Deoxy-2'-fluorocytidine can synergize with T705 to enhance the antiviral efficacy of both compounds against CCHFV replication.
2'-Deoxy-2'-fluorocytidine (CAS 10212-20-1) is a modified nucleoside analog used as a building block in the synthesis of oligonucleotides for therapeutic applications, particularly in antisense and RNAi technologies. The 2'-fluoro modification improves the metabolic stability and binding affinity of oligonucleotides to complementary RNA sequences.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of 2'-Deoxy-2'-fluorocytidine are not biological, as it is a synthetic intermediate. However, when incorporated into oligonucleotides, it targets specific mRNA sequences for gene silencing. The 2'-fluoro modification enhances the pharmacokinetic properties of the oligonucleotide by increasing its resistance to nucleases and improving its binding affinity.
ln Vitro
The antiviral properties of 2'-Deoxy-2'-fluorocytidine have been demonstrated by 50% effective concentrations (EC50) against CCHFV and CCHFV/ZsG in Huh7 cells, respectively, of 61 nM and 31 nM. Furthermore, in Huh7 cells, it demonstrates a 50% cytotoxicity concentration (CC50) of >50.0 μM[1].
In vitro, the compound is used in solid-phase oligonucleotide synthesis. It is not tested for biological activity on its own. Oligonucleotides containing this modified nucleoside have shown increased thermal stability and nuclease resistance, leading to improved efficacy in cellular assays for gene knockdown.
ln Vivo
In vivo, the building block itself is not administered. The final oligonucleotides containing this modification have been studied in animal models and clinical trials for various diseases. The 2'-fluoro modification contributes to improved bioavailability and prolonged half-life of the therapeutic oligonucleotides.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable to this compound. Quality control involves HPLC, NMR, and mass spectrometry to confirm purity and structure. The compound is tested for solubility and reactivity in synthesis conditions.
Cell Assay
In vitro cellular assays are not performed with the building block. The final oligonucleotides are tested for gene silencing efficacy, cytotoxicity, and off-target effects. The building block's quality is assessed by its coupling efficiency in synthesis.
Animal Protocol
In vivo animal studies are conducted with the final oligonucleotides, not the building block. The building block is not intended for direct administration.
ADME/Pharmacokinetics
2'-Deoxy-2'-fluorocytidine has a molecular formula of C9H12FN3O4 and a molecular weight of 245.21. It appears as a white to off-white solid powder with a purity of ≥98%. It is soluble in water and DMSO. The compound should be stored at -20°C, protected from moisture, and is stable for long periods under dry conditions. It is intended for research use only and is not for human consumption.
Toxicity/Toxicokinetics
The toxicity profile of this building block is not characterized, as it is a chemical intermediate. Standard laboratory safety precautions should be followed. It is not intended for clinical use.
References

[1]. Identification of 2'-deoxy-2'-fluorocytidine as a potent inhibitor of Crimean-Congo hemorrhagic fever virus replication using a recombinant fluorescent reporter virus. Antiviral Res. 2017 Nov;147:91-99.

Additional Infomation
2'-Deoxy-2'-Fluorocytidine is a hydroxypyrimidine.
2'-Deoxy-2'-fluorocytidine (CAS 10212-20-1) is a modified nucleoside analog used as a building block for oligonucleotide synthesis. It has a molecular formula of C9H12FN3O4 and a molecular weight of 245.21. The 2'-fluoro modification improves the metabolic stability and binding affinity of oligonucleotides. It is used in the synthesis of antisense and RNAi therapeutics. It is intended for research use only and is not approved for clinical use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H12FN3O4
Molecular Weight
245.21
Exact Mass
245.081
CAS #
10212-20-1
PubChem CID
101507
Appearance
White to yellow solid powder
Density
1.8±0.1 g/cm3
Boiling Point
500.1±60.0 °C at 760 mmHg
Melting Point
167ºC
Flash Point
256.2±32.9 °C
Vapour Pressure
0.0±2.9 mmHg at 25°C
Index of Refraction
1.697
LogP
-1.26
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
386
Defined Atom Stereocenter Count
4
SMILES
C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)F
InChi Key
NVZFZMCNALTPBY-XVFCMESISA-N
InChi Code
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
Chemical Name
4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : 5 mg/mL (20.39 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (407.81 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0781 mL 20.3907 mL 40.7814 mL
5 mM 0.8156 mL 4.0781 mL 8.1563 mL
10 mM 0.4078 mL 2.0391 mL 4.0781 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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