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Doxifluridine

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Doxifluridine Basic information

Product Name:
Doxifluridine
Synonyms:
  • 5’-deoxy-5-fluoro-uridin
  • Doxifluridine/5-Fluoro-5′-deoxyuridine
  • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyl-oxolan-2-yl]-5-fluoro-pyrimidine-2,4-dione
  • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoropyrimidine-2,4-dione
  • 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyl-tetrahydrofuran-2-yl]-5-fluoro-pyrimidine-2,4-quinone
  • Capecitabine Related Compound B (20 mg) (5'-deoxy-5-fluorouridine)
  • 5μdFUrd, Doxifluridine
  • 5μdFUrd, 5-Fluoro-5μ-deoxyuridine
CAS:
3094-09-5
MF:
C9H11FN2O5
MW:
246.19
EINECS:
221-440-1
Product Categories:
  • Heterocycles
  • API
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Amines, Heterocycles, Metabolites & Impurities, Nucleotides, Bases & Related Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
  • FURTULON
  • Anti-cancer&immunity
  • Pyrazines, Pyrimidines & Pyridazines
  • API intermediates
  • Biochemistry
  • Bases & Related Reagents
  • Nucleotides
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Pyrazines, Pyrimidines & Pyridazines
  • Chemical Reagents for Pharmacology Research
  • Nucleosides and their analogs
  • Nucleosides, Nucleotides & Related Reagents
Mol File:
3094-09-5.mol
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Doxifluridine Chemical Properties

Melting point:
188-192 °C(lit.)
alpha 
D25 +18.4° (c = 0.419 in water)
Density 
1.3751 (estimate)
refractive index 
20 ° (C=1, H2O)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
7.4(at 25℃)
color 
White
Merck 
14,3437
CAS DataBase Reference
3094-09-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
2
RTECS 
YU7526000
Hazard Note 
Irritant
HazardClass 
IRRITANT, IRRITANT-HARMFUL
HS Code 
29349990
Toxicity
LD50 (14 day) in mice or rats (mg/kg): >1000 i.v.: >2000 s.c.; in male, female mice, male, female rats (mg/kg): >5000, >5000, 3471, 3390 orally (Shimizu)

MSDS

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Doxifluridine Usage And Synthesis

Description

Doxifluridine is a prodrug derivative of 5-fluorouracil (5-FU). As an antineoplastic it is more potent than 5-FU in the treatment of breast, stomach, colon and rectal cancers.

Chemical Properties

White Solid

Originator

Hoffmann-LaRoche (USA)

Uses

A prodrug of 5-Flurouridine. A fluorinated pyrimidine nucleoside with cytostatic activity

Uses

An antitumor agent efficient in tumors, cell lines or in fibroblasts tranformed by H-ras or trk oncogenes. A metabolite of Capecitabine

Uses

antineoplastic, pyrimidine antimetabolite

Uses

5’-Deoxy-5-fluorouridine is a metabolite of the chemotherapeutic agent Capecitabine (C175650). 5’-Deoxy-5-fluorouridine is an antitumor agent efficient in tumors, cell lines or in fibroblasts tranformed by H-ras or trk oncogenes.

Definition

ChEBI: A pyrimidine 5'-deoxyribonucleoside that is 5-fluorouridine in which the hydroxy group at the 5' position is replaced by a hydrogen. It is an oral prodrug of the antineoplastic agent 5-fluorouracil. Designed to circumvent the rapid degradation of 5-fluoro racil by dihydropyrimidine dehydrogenase in the gut wall, it is converted into 5-fluorouracil in the presence of pyrimidine nucleoside phosphorylase.

brand name

Furtulon

Biochem/physiol Actions

Doxifluridine is an antitumor agent efficient in tumors, cell lines or in fibroblasts transformed by H-ras or trk oncogenes. Possesses anticachectic activity which is independent of its antiproliferative activity.

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