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CAS RN: 3094-09-5 | Product Number: D3579
5'-Deoxy-5-fluorouridine
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Purity: >98.0%(T)(HPLC)
Synonyms:
- 5'-dFUrd
- Doxifluridine
- 1-(5-Deoxy-β-D-ribofuranosyl)-5-fluorouracil
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 1G |
€46.00
|
1 | ≥60 |
|
| 5G |
€148.00
|
1 | ≥100 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | D3579 |
| Purity / Analysis Method | >98.0%(T)(HPLC) |
| Molecular Formula / Molecular Weight | C__9H__1__1FN__2O__5 = 246.19 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 3094-09-5 |
| Reaxys Registry Number | 890191 |
| PubChem Substance ID | 87559877 |
| Merck Index (14) | 3437 |
| MDL Number | MFCD00866530 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Neutralization titration) | min. 98.0 % |
| Melting point | 189.0 to 193.0 °C |
| Specific rotation [a]20/D | +18.0 to +22.0 deg(C=1, H2O) |
Properties (reference)
| Melting Point | 189 °C |
| Specific Rotation | 20° (C=1,H2O) |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H373 : May cause damage to organs through prolonged or repeated exposure. H317 : May cause an allergic skin reaction. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dust. P280 : Wear protective gloves. P314 : Get medical advice/ attention if you feel unwell. P362 + P364 : Take off contaminated clothing and wash it before reuse. P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention. |
Related Laws:
| EC Number | 221-440-1 |
| RTECS# | YU7526000 |
Transport Information:
| HS Number | 2940000080 |
Application
5'-Deoxy-5-Fluorouridine (Doxifluridine): A Prodrug of Active Antitumor 5-FU
5'-Deoxy-5-fluorouridine (doxifluridine) is a prodrug of active antitumor 5-FU [F0151] and an intermediary metabolite of capecitabine [C2878] and 5'-deoxy-5-fluorocytidine [D4342]. The activation of capecitabine follows a pathway with three enzymatic steps and two intermediary metabolites, 5'-deoxy-5-fluorocytidine and doxifluridine, to form 5-FU. Capecitabine and its intermediary metabolites are not cytotoxic by themselves. The final step (doxifluridine to 5-FU) requires thymidine phosphorylase (dThdPase) that is significantly more active in tumor than normal tissue. This tumor-selective delivery of 5-FU ensured greater efficacy and a more favorable safety profile than with other fluoropyrimidines. (The product is for research purpose only.)
References
- Cytokines induce thymidine phosphorylase expression in tumor cells and make them more susceptible to 5'-deoxy-5-fluorouridine
- Design of a novel oral fluoropyrimidine carbamate, capecitabine, which generates 5-fluorouracil selectively in tumors by enzymes concentrated in human liver and cancer tissue
- Positive correlation between the efficacy of capecitabine and doxifluridine and the ratio of thymidine phosphorylase to dihydropyrimidine dehydrogenase activities in tumors in human cancer xenografts
- Induction of thymidine phosphorylase expression and enhancement of efficacy of capecitabine or 5'-deoxy-5-fluorouridine by cyclophosphamide in mammary tumor models
- Thymidine phosphorylase and fluoropyrimidines efficacy: a Jekyl and Hyde story (a review)
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