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5'-Deoxy-5-fluorouridine
(CAS RN:3094-09-5 Product Number:D3579)

Structure

5'-Deoxy-5-fluorouridine
Synonym 1-(5-Deoxy-β-D-ribofuranosyl)-5-fluorouracil
Synonym 5'-dFUrd
Synonym Doxifluridine

General Information

Product Number D3579

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Purity/Analysis Method >98.0%(HPLC)(T)
Storage Temperature
M.F. / M.W. C9H11FN2O5=246.19
CAS RN 3094-09-5
Related CAS RN
MDL Number MFCD00866530
Packaging and Container
  • Product Details
  • Safety & Regulations
  • Reference & Application

Specification

Purity(HPLC) min. 98.0 area%
Purity(Neutralization titration) min. 98.0 %
Melting point 187.0 to 191.0 deg-C
Specific rotation [a]20/D +18.0 to +22.0 deg(C=1, H2O)

References

Reaxys-RN 890191
PubChem SID 87559877
Merck Index(14) 3437
RTECS# YU7526000

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H317
  • :May cause an allergic skin reaction.
  • H373
  • :May cause damage to organs through prolonged or repeated exposure.
Precautionary Statements
  • P260
  • :Do not breathe dust, fume, mist, vapors or spray.
  • P272
  • :Contaminated work clothing must not be allowed out of the workplace.
  • P280
  • :Wear protective gloves.
  • P302+P352+P333+P313+P362+P364
  • :If on skin: Wash with plenty of soap and water. If skin irritation or rash occurs: Take off contaminated clothing. And wash it before reuse.
  • P314
  • :Get medical advice or attention if you feel unwell.
  • P501
  • :Dispose of contents and container in accordance with local, regional, national regulations (e.g. US: 40 CFR Part 261, EU:91/156/EEC, JP: Waste Disposal and Cleaning Act, etc.).

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

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