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Floxuridine information


Floxuridine
Clinical data
AHFS/Drugs.comMonograph
MedlinePlusa682006
Routes of
administration
Intra-arterial
ATC code
  • L01BC09 (WHO)
Legal status
Legal status
  • US: WARNING[1]
Identifiers
IUPAC name
  • 5-Fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrimidine-2,4-dione
CAS Number
  • 50-91-9 checkY
PubChem CID
  • 5790
IUPHAR/BPS
  • 4801
DrugBank
  • DB00322 checkY
ChemSpider
  • 5586 checkY
UNII
  • 039LU44I5M
KEGG
  • D04197 checkY
ChEBI
  • CHEBI:60761 checkY
ChEMBL
  • ChEMBL917 checkY
CompTox Dashboard (EPA)
  • DTXSID3023057 Edit this at Wikidata
ECHA InfoCard100.000.066 Edit this at Wikidata
Chemical and physical data
FormulaC9H11FN2O5
Molar mass246.194 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point150.5 °C (302.9 °F)
SMILES
  • FC=1C(=O)NC(=O)N(C=1)[C@@H]2O[C@@H]([C@@H](O)C2)CO
InChI
  • InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1 checkY
  • Key:ODKNJVUHOIMIIZ-RRKCRQDMSA-N checkY
  (verify)

Floxuridine (also 5-fluorodeoxyuridine) is an oncology drug that belongs to the class known as antimetabolites. Specifically, floxuridine is a pyrimidine analog, classified as a deoxyuridine.[2] The drug is usually administered via an artery, and most often used in the treatment of colorectal cancer. The quality of life and survival rates of individuals that receive continuous hepatic artery infusion of floxuridine for colorectal cancer metastases is significantly higher than control groups.[3] Floxuridine can also be prescribed for the treatment of kidney and stomach cancers.[4] In vitro uses of floxuridine include 5-minute treatments of fluorouracil, floxuridine, and mitomycin to increase cell proliferation in Tenon's capsule fibroblasts.[5]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ "Floxuridine". PubChem. Retrieved 18 April 2017.
  3. ^ Allen-Mersh TG, Earlam S, Fordy C, Abrams K, Houghton J (November 1994). "Quality of life and survival with continuous hepatic-artery floxuridine infusion for colorectal liver metastases". Lancet. 344 (8932): 1255–1260. doi:10.1016/S0140-6736(94)90750-1. PMID 7526096. S2CID 35318063.
  4. ^ "Floxuridine". Chemocare. Chemocare.com. Archived from the original on 24 April 2017. Retrieved 17 April 2017.
  5. ^ Khaw PT, Sherwood MB, MacKay SL, Rossi MJ, Schultz G (August 1992). "Five-minute treatments with fluorouracil, floxuridine, and mitomycin have long-term effects on human Tenon's capsule fibroblasts". Archives of Ophthalmology. 110 (8): 1150–1154. doi:10.1001/archopht.1992.01080200130040. PMID 1386726.

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