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Trifluridine information


Trifluridine
Clinical data
Trade namesViroptic; Lonsurf (+tipiracil)
Other namesα,α,α-trifluorothymidine; 5-trifluromethyl-2′-deoxyuridine; FTD5-trifluoro-2′-deoxythymidine; TFT; CF3dUrd; FTD; F3TDR; F3Thd
AHFS/Drugs.comMonograph
License data
  • EU EMA: by INN
Routes of
administration
Eye drops; tablets (+tipiracil)
ATC code
  • S01AD02 (WHO) L01BC59 (WHO)
Legal status
Legal status
  • CA: ℞-only
  • US: ℞-only
Pharmacokinetic data
BioavailabilityNegligible (eye drops);
≥57% (oral)
Protein binding>96%
MetabolismThymidine phosphorylase
Elimination half-life12 minutes (eye drops);
1.4–2.1 hrs (combination with tipiracil)
ExcretionMostly via urine
Identifiers
IUPAC name
  • 1-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)-(1H,3H)-pyrimidine-2,4-dione
CAS Number
  • 70-00-8 checkY
PubChem CID
  • 6256
DrugBank
  • DB00432 checkY
ChemSpider
  • 6020 checkY
UNII
  • RMW9V5RW38
KEGG
  • D00391 checkY
ChEBI
  • CHEBI:75179 ☒N
ChEMBL
  • ChEMBL1129 checkY
CompTox Dashboard (EPA)
  • DTXSID4046602 Edit this at Wikidata
ECHA InfoCard100.000.657 Edit this at Wikidata
Chemical and physical data
FormulaC10H11F3N2O5
Molar mass296.202 g·mol−1
3D model (JSmol)
  • Interactive image
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 checkY
  • Key:VSQQQLOSPVPRAZ-RRKCRQDMSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Trifluridine (also called trifluorothymidine; abbreviation TFT or FTD[1]) 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.

Trifluridine was approved for medical use in 1980.[2] It is also a component of the anti-cancer drug trifluridine/tipiracil, which is taken by mouth.

  1. ^ Patel AK, Abhyankar R, Brais LK, Duh MS, Barghout VE, Huynh L, et al. (December 2021). "Trifluridine/Tipiracil and Regorafenib in Patients with Metastatic Colorectal Cancer: A Retrospective Study at a Tertiary Oncology Center". The Oncologist. 26 (12): e2161–e2169. doi:10.1002/onco.13942. PMC 8649060. PMID 34406678.
  2. ^ Kimberlin DW (2012). "Antiviral Agents". In Long SS, Pickering LK, Prober CG (eds.). Principles and Practice of Pediatric Infectious Disease. Elsevier Health Sciences. p. 1502. ISBN 978-1437727029.

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Trifluridine

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Tipiracil

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maintain the blood concentration of trifluridine by inhibiting the enzyme thymidine phosphorylase which metabolizes trifluridine. Adverse effects were not assessed...

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FTY

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Deoxyuridine

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uridine but without the presence of the 2' hydroxyl group. Idoxuridine and Trifluridine are variants of deoxyuridine used as antiviral drugs. They are similar...

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Pyrimidinedione

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List of antiviral drugs

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should be continued for 10–14 days. Aciclovir ophthalmic ointment and Trifluridine eye drops have similar effectiveness but are more effective than Idoxuridine...

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ATC code S01

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S01AB04 Sulfacetamide S01AB05 Sulfafenazol S01AD01 Idoxuridine S01AD02 Trifluridine S01AD03 Aciclovir S01AD05 Interferon S01AD06 Vidarabine S01AD07 Famciclovir...

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ATC code L01

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L01BC53 Tegafur, combinations L01BC58 Decitabine, combinations L01BC59 Trifluridine, combinations L01CA01 Vinblastine L01CA02 Vincristine L01CA03 Vindesine...

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after healing is complete, as demonstrated by fluorescein staining. Trifluridine Acyclovir Foscarnet Prusoff WH (March 1959). "Synthesis and biological...

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GT198

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Thymidine kinase

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kinase 1 and deoxyUTPase in incorporating the antineoplastic nucleosides trifluridine and 2'-deoxy-5-fluorouridine into DNA". International Journal of Oncology...

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Organic anion transporter 1

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didanosine (ddI), zalcitabine (ddC), lamivudine (3TC), stavudine (d4T), trifluridine, cidofovir, adefovir, and tenofovir (TDF) are substrates of the OAT1...

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Iwao Ojima

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