Trifluorothymidine

  • CAT Number: A000501
  • CAS Number: 70-00-8
  • Molecular Formula: C₁₀H₁₁F₃N₂O₅
  • Molecular Weight: 296.2
  • Purity: ≥95%
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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.


Catalog Number A000501
CAS Number 70-00-8
Synonyms

TRIFLUOROTHYMIDINE; 70-00-8; Viroptic; 5-Trifluorothymidine; Trifluridina

Molecular Formula C₁₀H₁₁F₃N₂O₅
Purity ≥95%
Target Thymidylate Synthase
Solubility >14.5mg/mL in DMSO
Storage -20°C
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
InChIKey VSQQQLOSPVPRAZ-RRKCRQDMSA-N
SMILES C1C(C(OC1N2C=C(C(=O)NC2=O)C(F)(F)F)CO)O
Reference

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anticancer activity of a novel oral chemotherapeutic agent containing
trifluridine and tipiracil in combination with anti-PD-1 blockade in
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YS, Kim TW, Moon DH. [(18)F]fluorothymidine positron emission tomography informs
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Vitale P, Zanaletti N, Reginelli A, Bisceglie MD, Latiano TP, Bochicchio AM,
Cecere F, Selvaggi F, Ciardiello F, Troiani T. Clinical outcome of patients with
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Yamazaki K, Esaki T, Makiyama C, Denda T, Satake H, Suto T, Sugimoto N, Enomoto
M, Ishikawa T, Kashiwada T, Sugiyama M, Komatsu Y, Okuyama H, Baba E, Sakai D,
Watanabe T, Tamura T, Yamashita K, Gosho M, Shimada Y. Propensity Score Analysis
of Regorafenib Versus Trifluridine/Tipiracil in Patients with Metastatic
Colorectal Cancer Refractory to Standard Chemotherapy (REGOTAS): A Japanese
Society for Cancer of the Colon and Rectum Multicenter Observational Study.
Oncologist. 2017 Sep 11. pii: theoncologist.2017-0275. doi:
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10: Tsunekuni K, Konno M, Asai A, Koseki J, Kobunai T, Takechi T, Doki Y, Mori M,
Ishii H. MicroRNA profiles involved in trifluridine resistance. Oncotarget. 2017
May 23;8(32):53017-53027. doi: 10.18632/oncotarget.18078. eCollection 2017 Aug 8.
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