Floxuridine

Floxuridine
Clinical data
AHFS/Drugs.com	Monograph
MedlinePlus	a682006
Routes of; administration	Intra-arterial
ATC code	L01BC09 (WHO) ;
Legal status
Legal status	US: WARNING;
Identifiers
	IUPAC name 5-Fluoro-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-pyrimidine-2,4-dione;
CAS Number	50-91-9 ;
PubChem CID	5790;
IUPHAR/BPS	4801;
DrugBank	DB00322 ;
ChemSpider	5586 ;
UNII	039LU44I5M;
KEGG	D04197 ;
ChEBI	CHEBI:60761 ;
ChEMBL	ChEMBL917 ;
CompTox Dashboard (EPA)	DTXSID3023057 ;
ECHA InfoCard	100.000.066
Chemical and physical data
Formula	C9H11FN2O5
Molar mass	246.194 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	150.5 °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 ; Key:ODKNJVUHOIMIIZ-RRKCRQDMSA-N ;
	(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]

^ "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.
^ "Floxuridine". PubChem. Retrieved 18 April 2017.
^ 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.
^ "Floxuridine". Chemocare. Chemocare.com. Archived from the original on 24 April 2017. Retrieved 17 April 2017.
^ 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.

[FDA-AllBoxedWarnings-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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