2′-Deoxy-5-fluorouridine 2′-Deoxy-5-fluorouridine
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.
