Trifluridine

Trifluridine

Systematic (IUPAC) name
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5- (trifluoromethyl) pyrimidine-2,4-dione
Clinical data
Trade names	Viroptic
AHFS/Drugs.com	monograph
Legal status	℞ Prescription only
Routes	Eye drops
Pharmacokinetic data
Half-life	12 minutes
Identifiers
CAS number	70-00-8 Y
ATC code	S01AD02
PubChem	CID 6256
DrugBank	DB00432
ChemSpider	6020 Y
UNII	RMW9V5RW38 Y
KEGG	D00391 Y
ChEBI	CHEBI:75179 N
ChEMBL	CHEMBL1129 Y
Chemical data
Formula	C10H11F3N2O5
Mol. mass	296.2 g/mol
SMILES FC(F)(F)C=1C(=O)NC(=O)N(C=1)[C@@H]2O[C@@H]([C@@H](O)C2)CO
InChI InChI=1S/C10H11F3N2O5/c11-10(12,13)4-2-15(9(19)14-8(4)18)7-1-5(17)6(3-16)20-7/h2,5-7,16-17H,1,3H2,(H,14,18,19)/t5-,6+,7+/m0/s1 Y Key:VSQQQLOSPVPRAZ-RRKCRQDMSA-N Y
N (what is this?)  (verify)

Trifluridine (also called trifluorothymidine or TFT) is an anti-herpesvirus antiviral drug, used primarily on the eye. It was sold under the trade name, Viroptic, by Glaxo Wellcome, now merged into GlaxoSmithKline. The brand is now owned by Monarch Pharmaceuticals, which is wholly owned by King Pharmaceuticals.

It is a nucleoside analogue, a modified form of deoxyuridine, similar enough to be incorporated into viral DNA replication, but the -CF₃ group added to the uracil component blocks base pairing.

It is a component of the experimental anti-cancer drug TAS-102.

External links

• Costin D, Dogaru M, Popa A, Cijevschi I (2004). "Trifluridine therapy in herpetic in keratitis". Rev Med Chir Soc Med Nat Iasi 108 (2): 409–12. PMID 15688823. 
• Kuster P, Taravella M, Gelinas M, Stepp P (1998). "Delivery of trifluridine to human cornea and aqueous using collagen shields.". CLAO J 24 (2): 122–4. PMID 9571274. 
• O'Brien W, Taylor J (1991). "Therapeutic response of herpes simplex virus-induced corneal edema to trifluridine in combination with immunosuppressive agents.". Invest Ophthalmol Vis Sci 32 (9): 2455–61. PMID 1907950. 
• "Trifluridine Ophthalmic Solution, 1%" (PDF). Retrieved 2007-03-24.