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Cas Database |
| Name |
3'-Deoxy-3'-fluorothymidine |
EINECS | N/A |
| CAS No. | 25526-93-6 | Density | 1.44 g/cm3 |
| PSA | 84.32000 | LogP | -0.53710 |
| Solubility | N/A | Melting Point |
176-178 °C(lit.) |
| Formula | C10H13FN2O4 | Boiling Point | N/A |
| Molecular Weight | 244.223 | Flash Point | N/A |
| Transport Information | N/A | Appearance | Colourless solid |
| Safety | 24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
1-(3'-Deoxy-3'-fluoro-b-D-pentofuranosyl)thymine;3'-Deoxy-3'-fluorothymidine;3'-Fluoro-3'-deoxythymidine;3'-Fluorodeoxythymidine;3'-Fluorothymidine;Alovudine;CL 184824;FLT;MIV 310;NSC 140025;thymidine, 3'-deoxy-3'-fluoro-;1-[(2R,4S,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione; |
Article Data | 26 |
3'-Deoxy-3'-fluorothymidine Synthetic route
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With hydrogenchloride In acetonitrile at 45℃; for 0.166667h; | 97% |
| With hydrogenchloride In water; dimethyl sulfoxide at 175℃; for 0.0166667h; | |
| With hydrogenchloride In acetonitrile |
- 145688-92-2
1-(2,3-dideoxy-3-fluoro-β-D-erythro-pentofuranosyl)-4-methoxy-5-methyl-2(1H)-pyrimidinone
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With Dowex 50 In ethanol; water | 93% |
- 585540-19-8
1-(2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranosyl)thymine
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With azobisisobutyronitrile; tri-n-butyl-tin hydride In 1,4-dioxane for 2h; Heating; | 90% |
- 152711-06-3
Benzoic acid (2R,3S,5R)-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With ammonia In methanol for 18h; Ambient temperature; | 85% |
- 51247-07-5
5'-O-Acetyl-3'-desoxy-3'-fluor-thymidin
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol | 85% |
| Conditions | Yield |
|---|---|
| In methanol | 85% |
- 25442-42-6
5'-O-trityl-2,3'-anhydrothymidine
A
- 135197-63-6
3'-Fluoro-5'-O-trityl-deoxythymidine
B
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With hydrogen fluoride; diethylaluminum fluoride In 1,2-dimethoxyethane; n-heptane at 65℃; for 4h; | A 65% B 44% |
- 135197-63-6
3'-Fluoro-5'-O-trityl-deoxythymidine
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In methanol; chloroform at 40℃; for 0.333333h; | 64% |
| With acetic acid at 90℃; | |
| With acetic acid at 25℃; for 3h; | 1.28 g |
- 585540-13-2
Benzoic acid (2R,3R,4S)-4-chloro-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
A
- 116209-63-3
1-(2,3-dideoxy-3-fluoro-α-D-erythro-pentofuranosyl)-thymine
B
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| Stage #1: Benzoic acid (2R,3R,4S)-4-chloro-3-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester With azobisisobutyronitrile; tri-n-butyl-tin hydride In 1,4-dioxane for 2h; Heating; Stage #2: With ammonia In methanol at 20℃; for 24h; | A 27% B 55% |
- 129468-52-6, 129468-53-7
1-<2,3-Dideoxy-3-fluoro-5-O-(4-phenylbenzoyl)-α/β-D-erythro-pentofuranosy>-5-methyl-2,4(1H,3H)-pyrimidinedione
- 25526-93-6
alovudine
| Conditions | Yield |
|---|---|
| With ammonia In methanol for 24h; Ambient temperature; | 50% |
3'-Deoxy-3'-fluorothymidine Specification
The 3'-Deoxy-3'-fluorothymidine, with the CAS registry number 25526-93-6, has the IUPAC name of 1-[(2R,4S,
5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione. And the molecular formula of this chemical is C10H13FN2O4. It is a kind of colorless solid, and belongs to the following product categories: API; Bases & Related Reagents; Carbohydrates & Derivatives; Nucleotides; Nucleosides; Oligonucleotide Synthesis; Specialty Synthesis. What's more, it is used as an antiviral agent.
The physical properties of 3'-Deoxy-3'-fluorothymidine are as following: (1)ACD/LogP: -0.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.52; (4)ACD/LogD (pH 7.4): -0.53; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 12.39; (8)ACD/KOC (pH 7.4): 12.21; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 59.08 Å2; (13)Index of Refraction: 1.565; (14)Molar Refractivity: 55.03 cm3; (15)Molar Volume: 168.8 cm3; (16)Polarizability: 21.81×10-24cm3; (17)Surface Tension: 55.3 dyne/cm; (18)Density: 1.44 g/cm3.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C/1NC(=O)N(\C=C\1C)[C@@H]2O[C@@H]([C@@H](F)C2)CO
(2)InChI: InChI=1/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7+,8+/m0/s1
(3)InChIKey: UXCAQJAQSWSNPQ-XLPZGREQBJ
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