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2'-Fluoro-2'-deoxyuridine

CAS No.784-71-4
Chemical Name:2'-Fluoro-2'-deoxyuridine
CBNumber:CB3358175
Molecular Formula:C9H11FN2O5
Formula Weight:246.19
MOL File:784-71-4.mol

2'-Fluoro-2'-deoxyuridine Property

Melting point 147.0 to 153.0 °C
Density 1.63±0.1 g/cm3(Predicted)
refractive index 53 ° (C=0.3, H2O)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Soluble in methanol.
form Powder
pka 9.39±0.10(Predicted)
color White to Off-white
optical activity α20/D +53°±3°, c = 0.3 in water
Water Solubility soluble in water
InChI 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
InChIKey UIYWFOZZIZEEKJ-XVFCMESISA-N
SMILES OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](F)[C@@H]1O
CAS DataBase Reference 784-71-4(CAS DataBase Reference)
FDA UNII Y2YC903QW8

Safety

Hazard Codes :Xn
Risk Statements :20/21/22-40
Safety Statements :22-36/37/39
HS Code :29389090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335-H341b
Precautionary statements P201-P202-P261-P264b-P271-P280i-P302+P352-P304+P340-P305+P351+P338-P308+P313-P332+P313-P362+P364-P403+P233-P501c

2'-Fluoro-2'-deoxyuridine Price More Price(2)

Brand: TCI Chemicals (India)
Product number: D3615
Product name : 2'-Deoxy-2'-fluorouridine
Purity:
Packaging: 1G
Price: ₹3500
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D3615
Product name : 2'-Deoxy-2'-fluorouridine
Purity:
Packaging: 5G
Price: ₹6200
Updated: 2022/05/26
Buy: Buy

2'-Fluoro-2'-deoxyuridine Chemical Properties,Usage,Production

Description 2'-Deoxy-2'-fluorouridine is a nucleoside analog that inhibits the replication of wild-type viruses by binding to the viral RNA. 2'-Deoxy-2'-fluorouridine has been shown to inhibit the replication of resistant mutants in vitro, and this inhibition can be reversed by increasing the concentration of 2'-deoxy-2'-fluorouridine. 2'-Deoxy-2'-fluorouridine also binds to duplexes of dsDNA with high affinity and specificity.
Chemical Properties White to almost white crystalline powder
Uses A component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer.
Uses 2'-Fluoro-2'-deoxyuridine is used as a component incorporated into therapeutic oligonucleotides to combat prostate and breast cancer.
Synthesis Method for the synthesis of 2'-Fluoro-2'-deoxyuridine, comprising the following steps:
(1) Uridine, diphenyl carbonate was added in dimethylformamide, dissolved at elevated temperature, the solution was clarified, the catalyst sodium bicarbonate was added under the condition of maintaining temperature, the reaction was carried out at elevated temperature for the second time, the reaction was completed, the temperature was cooled down naturally to room temperature, stirred, filtered, and the cake was dried to obtain compound 2.
(2) Compound 2, anhydrous potassium fluoride, catalyst boron trifluoride ethyl ether dissolved in a solvent, temperature rise reaction, after the completion of the reaction, filtration and concentration, to obtain 2'-fluoro-2'-deoxyuridine.
However, the hydroxyl conversion rate of this method is low, 2'-fluoro-2'-deoxyuridine is an extremely viscous compound, and it cannot be cured and purified when the purity is not high, resulting in the need for the method to be purified by passing through a column at a later stage, and it cannot be used in a factory for continuous and scaled-up production.