Doxifluridine

Doxifluridine Basic information
Product Name:Doxifluridine
Synonyms: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;5’-Deoxy-5-fluomuridine;2,4(1H,3H)-Pyrimidinedione, 1-(5-deoxy-b-D-ribofuranosyl)-5-fluoro-
CAS:3094-09-5
MF:C9H11FN2O5
MW:246.19
EINECS:221-440-1
Product Categories:Heterocycles;API;Amines, Heterocycles, Metabolites & Impurities, Nucleotides, Bases & Related Reagents, Pharmaceuticals, Intermediates & Fine Chemicals;FURTULON;Anti-cancer&immunity;Pyridines, Pyrimidines, Purines and Pteredines;Pyrazines, Pyrimidines & Pyridazines;API intermediates;Bases & Related Reagents;Nucleotides;Intermediates & Fine Chemicals;Pharmaceuticals;Pyrazines, Pyrimidines & Pyridazines;Biochemistry;Chemical Reagents for Pharmacology Research;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents
Mol File:3094-09-5.mol
Doxifluridine Structure
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
pka7.4(at 25℃)
color White
Merck 14,3437
CAS DataBase Reference3094-09-5(CAS DataBase Reference)
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
ToxicityLD50 (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 Information
ProviderLanguage
5-Fluoro-5′-deoxyuridine English
SigmaAldrich English
Doxifluridine Usage And Synthesis
DescriptionDoxifluridine 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 PropertiesWhite Solid
OriginatorHoffmann-LaRoche (USA)
Usesantineoplastic, pyrimidine antimetabolite
Uses5’-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.
UsesA prodrug of 5-Flurouridine. A fluorinated pyrimidine nucleoside with cytostatic activity
UsesAn antitumor agent efficient in tumors, cell lines or in fibroblasts tranformed by H-ras or trk oncogenes. A metabolite of Capecitabine
DefinitionChEBI: 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 nameFurtulon
Biochem/physiol ActionsDoxifluridine 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.
5'-O-(DIMETHOXYTRITYL)-5-FLUORO-2'-O-METHYLURIDINE 5-Fluorouridine-5'-O-b-D-galactopyranoside 5-FLUOROURIDINE-[6-3H] 3',5'-DI-O-BENZOYL-5-FLUORO-2'-O-METHYLURIDINE (-)-2-[METHYLAMINO]-1-PHENYLPROPANE 5-FLUORO-URIDINE-5'-TRIPHOSPHATE, SODIUM SALT 5-FLUOROURIDINE uridine diphosphate glucose {= UDP-glucose} 5-fluorouridine 5'-triphosphate 5'-DEOXY 5-FLUOROURIDINE, [6-3H]- 5-FLUOROURIDINE 5'-MONOPHOSPHATE, DIAMMONIUM SALT 5-FLUOROURIDINE, [2-14C]- 5-FLUOROURIDINE 5'-MONOPHOSPHATE, DIAMMONIUM SALT, [6-3H]- 5'deoxy-4',5-difluorouridine 5-FLUOROURIDINE 5'-MONOPHOSPHATE, DIAMMONIUM SALT, [2-14C]- DL-PHENYLEPHRINE HYDROCHLORIDE 5-Fluorouridine 3',5'-DI-O-ACETYL-5-FLUORO-2'-O-METHYLURIDINE

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