2′-deoxy-5-fluorinated uridine

Date：2024-04-26 Categories：Our Projects

2'-deoxy-5-fluorinated uridine structural formula

structural formula

business number	014b
molecular formula	c9h11fn2o5
molecular weight	246.19
label	5-fluoro-2′-deoxyuridine, fluorourea deoxynucleoside, 5-fluorodeoxyuridine, fluoride, fluridine, 5-fluoro-2′-deoxyurea nucleoside, 5-fluorodeoxyuridine, 5-fluoro-2′-deoxyuridine, 5-fluoro-2′-deoxyuracil, 2′-deoxyfluridine, fdur, 1-(2-deoxy-beta-d-ribofuranosyl)-5-fluorouracil, 5-fluoro-2′-deoxy-beta-uridine, nsc-27640, antineoplastic drugs

numbering system

cas number:50-91-9

mdl number:mfcd00006530

einecs number:200-072-5

rtecs number:yu7535000

brn number:2645818

pubchem number:24894724

physical property data

1. properties: colorless crystals.

2. density (g/ml, 25/4℃): undetermined

3. relative vapor density (g/ml, air=1): undetermined

4. melting point (ºc): 150～151

5. boiling point (ºc, normal pressure): undetermined

6. boiling point (ºc, 5.2kpa): undetermined

7. refractive index: undetermined

8. flash point (ºc): undetermined

9. specific rotation (º): α ]_d+37° (in water), +48.6° (in dimethylformamide)

10. autoignition point or ignition temperature ( ºc): undetermined

11. vapor pressure (kpa, 25ºc): undetermined

12. saturated vapor pressure (kpa, 60ºc): undetermined

13. heat of combustion (kj/mol): undetermined

14. critical temperature (ºc): undetermined

15. critical pressure (kpa): undetermined

16. logarithmic value of oil-water (octanol/water) partition coefficient: undetermined

17. explosion upper limit (%, v/v): undetermined

18 . lower explosion limit (%, v/v): undetermined

19. solubility: easily soluble in water and methanol, almost insoluble in chloroform and ether.

toxicological data

none

ecological data

none

molecular structure data

1. molar refractive index: 51.94

2. molar volume (cm³/mol): 150.0

3. isotonic specific volume (90.2k ): 437.6

4. surface tension (dyne/cm): 72.3

5. polarizability (10-24cm3): 20.59

compute chemical data

1. reference value for hydrophobic parameter calculation (xlogp): none

2. number of hydrogen bond donors: 3

3. number of hydrogen bond acceptors: 6

4. number of rotatable chemical bonds: 2

5. number of tautomers: 3

6. topological molecule polar surface area 99.1

7. number of heavy atoms: 17

8. surface charge: 0

9. complexity: 386

10. number of isotope atoms: 0

11. determine the number of atomic stereocenters: 3

12. uncertain number of atomic stereocenters: 0

13. determine the number of chemical bond stereocenters: 0

14. number of uncertain chemical bond stereocenters: 0

15. number of covalent bond units: 1

properties and stability

rapid intravenous injection can quickly degrade into 5-fluorouracil, with the same effects and side effects as 5-fluorouracil. continuous arterial infusion can be directly converted into 5-fluorodeoxyurea, thereby inhibiting dna synthesis. effective results can be obtained with a smaller dose, which is three times higher than rapid intravenous infusion.

storage method

this product should be sealed with argon gas and stored at 0~4℃.

synthesis method

methyl-2-deoxy-d-ribofuranoside is p-toluoylated and hydrolyzed with acetic acid-hydrochloric acid to replace the methoxy group at position 1 with chlorine, and then combined with 1 – the condensation of mercury acetoxy-5-fluorouracil is obtained by hydrolyzing the product to remove the p-toluyl group.

purpose

1. biochemical research. inhibitor of dna synthesis. medical antiviral agent, antitumor agent.

2.anti-tumor drugs. it is suitable for the treatment of liver cancer, gastrointestinal cancer, breast cancer and head and neck cancer.

Tags：2'-deoxy-5-fluorinated uridine

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