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F0503 Sigma-Aldrich

5-Fluoro-2′-deoxyuridine

thymidylate synthase inhibitor

Synonym: 2′-Deoxy-5-fluorouridine, FUDR, Floxuridine

  • CAS Number 50-91-9

  • Empirical Formula (Hill Notation) C9H11FN2O5

  • Molecular Weight 246.19

  •  Beilstein/REAXYS Number 90221

  •  EC Number 200-072-5

  •  MDL number MFCD00006530

  •  PubChem Substance ID 24894724

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Core Bioreagents, Enzyme Inhibitors, Enzyme Inhibitors by Type, Enzymes, Inhibitors, and Substrates,
InChI Key   ODKNJVUHOIMIIZ-RRKCRQDMSA-N
mp   148 °C (lit.)
Gene Information   mouse ... Tyms(22171)

Description

General description

5-Fluoro-2′-deoxyuridine, also called floxuridine elicits DNA-directed cytotoxicity in cancer cells. Floxuridine is effective for treating liver cancer and eliminating virulence of Staphylococcus aureus. Dipeptide prodrugs combination of floxuridine with gemcitabine are more cell permeable and display enhanced anti-proliferative activity. Floxuridine is effective on solid tumours and advanced stage cancers.

Application

5-Fluoro-2′-deoxyuridine has been used as a mitotic inhibitor in schwann cell proliferation, glia proliferation and nonneuronal cells in dorsal root ganglion cultures.

Packaging

1 g in poly bottle

100, 250 mg in poly bottle

Biochem/physiol Actions

Antineoplastic drug that acts as a potent inhibitor of thymidylate synthetase Resistance to FUdR can develop in cancer cell cultures, among other means, by low-level Mycoplasma infection.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
YU7525000

Single- & multi-channel pipettes from BRAND
Protocols & Articles

Articles

HPLC Analysis of Fluorinated Pyrimidine Nucleosides on Ascentis® RP-Amide

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Fluorinated Pyrimidine Nucleosides on Ascentis® RP-Amide
Keywords: Chromatography, Clinical, High performance liquid chromatography

Nucleotide Synthesis in Cancer Cells

Neoplastic cells are highly dependent on the de novo synthesis of nucleotides to maintain sufficient pools to support DNA replication and the production of RNA. The metabolic pathways supporting nucl...
BioFiles v7 n4
Keywords: Cancer, Catalysis, Citric Acid Cycle, DNA replication, Gene expression, Glycolysis, Metabolic Pathways, Metabolism, Metabolites, Nucleotide Synthesis, Pentose phosphate pathway, Pyrimidine synthesis

Peer-Reviewed Papers
15

References

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