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2'-Deoxy-2'-fluorouridine

Cat No.:V52995 Purity: ≥98%
2'-Deoxy-2'-fluorouridine can be used as an intermediate in the preparation /synthesis of anti-influenza virus reagents.
2'-Deoxy-2'-fluorouridine
2'-Deoxy-2'-fluorouridine Chemical Structure CAS No.: 784-71-4
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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Other Forms of 2'-Deoxy-2'-fluorouridine:

  • 2'-Deoxy-2'-fluorouridine-d2
Official Supplier of:
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Product Description
2'-Deoxy-2'-fluorouridine can be used as an intermediate in the preparation /synthesis of anti-influenza virus reagents.
2'-Deoxy-2'-fluorouridine (CAS# 784-71-4), also known as 2'-Fluoro-2'-deoxyuridine or fioluridine, is a nucleoside analog that serves as an intermediate in the synthesis of antiviral agents targeting influenza viruses. It has a molecular formula of C9H11FN2O5 and a molecular weight of 246.19. The compound is a component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer. It interferes with viral polymerase activity, allowing mechanistic study of genome replication.
Biological Activity I Assay Protocols (From Reference)
Targets
2'-Deoxy-2'-fluorouridine targets viral polymerases and can be used as an intermediate in the preparation of anti-influenza virus reagents. As a nucleoside analog, it interferes with viral polymerase activity, allowing mechanistic study of genome replication. The compound is incorporated into therapeutic oligonucleotides to combat prostate and breast cancer. Its mechanism involves inhibition of viral RNA/DNA synthesis through interference with polymerase activity.
ln Vitro
2'-Deoxy-2'-fluorouridine demonstrates in vitro activity as a nucleoside analog. It serves as an intermediate in the synthesis of antiviral agents targeting influenza viruses. The compound is a component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer. Its activity is typically assessed in antiviral assays measuring influenza virus replication and in cellular assays measuring cancer cell proliferation.
ln Vivo
In vivo studies for 2'-Deoxy-2'-fluorouridine have not been extensively documented in the available literature. As a nucleoside analog and antiviral intermediate, it has potential for in vivo applications in the treatment of influenza and cancer. Studies in appropriate animal models would be needed to evaluate its in vivo efficacy, pharmacokinetics, and safety profile. The compound is incorporated into therapeutic oligonucleotides.
Enzyme Assay
For antiviral activity assays, 2'-Deoxy-2'-fluorouridine is tested against influenza viruses at various concentrations. Viral replication is assessed by measuring viral titers, plaque formation, or viral RNA levels. IC50 values are calculated from dose-response curves. For polymerase inhibition assays, viral polymerase is incubated with the compound and polymerase activity is measured. For cancer cell studies, cell viability is assessed using MTT assays.
Cell Assay
For cellular studies, appropriate cell lines (e.g., influenza virus-infected cells or cancer cell lines) are cultured in appropriate media and treated with 2'-Deoxy-2'-fluorouridine at various concentrations. For antiviral studies, cells are infected with influenza virus and treated with the compound. Viral replication is assessed by qRT-PCR or plaque assays. For cancer studies, cell viability is assessed using MTT or CellTiter-Glo assays. Cytotoxicity is assessed in parallel.
Animal Protocol
For in vivo efficacy studies, appropriate animal models of influenza infection or cancer would be used. 2'-Deoxy-2'-fluorouridine would be administered via appropriate routes at various doses. Viral load in lung tissues or tumor volume would be measured. Pharmacokinetic parameters including half-life, clearance, and tissue distribution would be determined. However, detailed in vivo protocols for 2'-Deoxy-2'-fluorouridine have not been extensively reported.
ADME/Pharmacokinetics
Pharmacokinetic properties of 2'-Deoxy-2'-fluorouridine have not been fully characterized in the available literature. The compound has a molecular formula of C9H11FN2O5 and a molecular weight of 246.19. Purity is min. 97.0% by HPLC and min. 95.0% by neutralization titration. Melting point is 147.0 to 153.0°C. Appearance is white to almost white powder to crystal. Storage at room temperature in a cool and dark place (<15°C) is recommended.
Toxicity/Toxicokinetics
2'-Deoxy-2'-fluorouridine is a research compound intended for laboratory use only and is not approved for human therapeutic use. As a nucleoside analog, it serves as an intermediate in the synthesis of anti-influenza virus reagents and is incorporated into therapeutic oligonucleotides. Standard laboratory safety precautions should be followed when handling this compound. Purity min. 97.0% by HPLC.
References

[1]. Purine 2'-deoxy-2'-fluororibosides as antiinfluenza virus agents. J Med Chem.

Additional Infomation
2'-Deoxy-2'-fluorouridine is a nucleoside analog with molecular formula C9H11FN2O5 and molecular weight 246.19. It serves as an intermediate in the synthesis of anti-influenza virus reagents and is incorporated into therapeutic oligonucleotides to combat prostate and breast cancer. The compound interferes with viral polymerase activity. It is for research use only and has not been approved for clinical applications. Purity min. 97.0% by HPLC and storage at room temperature in a cool, dark place (<15°C) is recommended.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H11FN2O5
Molecular Weight
246.19
Exact Mass
246.065
CAS #
784-71-4
Related CAS #
2'-Deoxy-2'-fluorouridine-d2;362049-50-1
PubChem CID
150851
Appearance
White to off-white solid powder
Density
1.6±0.1 g/cm3
Melting Point
151 °C
Index of Refraction
1.608
LogP
-1.31
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
374
Defined Atom Stereocenter Count
4
SMILES
C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)F
InChi Key
UIYWFOZZIZEEKJ-XVFCMESISA-N
InChi Code
InChI=1S/C9H11FN2O5/c10-6-7(15)4(3-13)17-8(6)12-2-1-5(14)11-9(12)16/h1-2,4,6-8,13,15H,3H2,(H,11,14,16)/t4-,6-,7-,8-/m1/s1
Chemical Name
1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
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

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)
DMSO : 100 mg/mL (406.19 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.15 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (10.15 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (10.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0619 mL 20.3095 mL 40.6190 mL
5 mM 0.8124 mL 4.0619 mL 8.1238 mL
10 mM 0.4062 mL 2.0310 mL 4.0619 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.

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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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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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
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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