trifluridine
Trade name: viroptic
Approved
Apr 10, 1980
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. 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, thus interfering with DNA replication. It is a component of the experimental anti-cancer drug TAS-102. Trifluridine is a fluorinated pyrimidine nucleoside with in vitro and in vivo activity against herpes simplex virus, types 1 and 2 and vaccinia virus. Some strains of adenovirus are also inhibited in vitro. VIROPTIC is also effective in the treatment of epithelial keratitis that has not responded clinically to the topical administration of idoxuridine or when ocular toxicity or hypersensitivity to idoxuridine has occurred. In a smaller number of patients found to be resistant to topical vidarabine, VIROPTIC was also effective. The mechanism of action of trifluridine has not been fully determined, but appears to involve the inhibition of viral replication. Trifluridine does this by incorporating into viral DNA during replication, which leads to the formation of defective proteins and an increased mutation rate. — NCATS
Clinical trial activity
93 trials · 103 clinical orgs · 11 marketing orgs
Earliest trial started Nov 2, 1999 (NCT00002037)
Timeline
1980s
- Apr 10, 1980
Burroughs Wellcome — Earliest FDA Approval
- Apr 10, 1980
Burroughs Wellcome — NDA Organization
- Apr 10, 1980
Monarch Pharmaceuticals — NDA Secondary Org
1990s
- Oct 6, 1995
Sandoz — Marketing Organization
2010s
- Jan 1, 2013
- Sep 22, 2015
Taiho Pharmaceutical — Marketing Organization
- Sep 22, 2015
Otsuka — NDA Secondary Org
- Jan 1, 2016
Earliest Phase 2 Sponsor(trial)
- Jan 1, 2016
Earliest Phase 3 Sponsor(trial)
- Jul 28, 2017
Hi Tech Pharmaceuticals — Marketing Organization
- Jul 28, 2017
Akorn, Inc. — Marketing Organization
- Jul 28, 2017
Hikma — Marketing Organization
2020s
- Oct 13, 2022
Intas Pharmaceuticals Limited — Marketing Organization
- Jun 13, 2023
Natco Pharma — Marketing Organization
- Jan 8, 2025
MSN Laboratories — Marketing Organization
Indications
Studied for
- Adenocarcinoma · Phase 3
- Bevacizumab · Phase 2
- Bile Duct Neoplasms · Phase 2
- Biliary Tract Neoplasms · Phase 2
- Biological Therapy · Phase 2
- Breast Neoplasms · Phase 2
- Carcinoma · Phase 2
- Cholangiocarcinoma · Phase 2
- Circulating Tumor DNA · Phase 3
- Colitis, Ulcerative · Phase 4
- Colonic Neoplasms · Phase 2
- Colorectal Neoplasms · Phase 3
- Drug-Related Side Effects and Adverse Reactions · Phase 2
- Drugs, Investigational · Phase 3
- Drug Therapy · Phase 2
- Esophageal Neoplasms · Phase 3
- Gallbladder Neoplasms · Phase 2
- Healthy Volunteers · Phase 1
- Immunotherapy · Phase 2
- Mutation · Phase 1
- Neoplasm Metastasis · Phase 2
- Nivolumab · Phase 2
- Ovarian Neoplasms · Phase 2
- Rectal Neoplasms · Phase 2
- Standard of Care · Phase 2
- Stomach Diseases · Phase 2
- Stomach Neoplasms · Phase 2
Mechanism of action
- DNAINHIBITOR
DNA inhibitor
Virustatic antimetabolites; recent studies indicate its role as an anti-cancer (pmid: 6436227, 18600528)
Combination products
lonsurf
with tipiracil
Also known as ftd-tpi, tas-102 (trifluridine and tipiracil), tipiracil hydrochloride and trifluridine
Approval history
- approvedPriority reviewApr 10, 1980
Chemistry & pharmacology
SMILES
OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(C(=O)NC2=O)C(F)(F)F- Mol. weight
- 296.1999 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral, Topical
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
Yes
Sources
- WikipediaTrifluridine ↗
- NCATSRMW9V5RW38 ↗
- ChEMBLCHEMBL1129 ↗
Also known as
- 5-trifluoromethyl-2-deoxyuridine
- 5-trifluoromethyl-2-deoxyuridine
- 5-(trifluoromethyl)deoxyuridine
- 5-(trifluoromethyl)deoxyuridine
- 5-trifluorothymidine
- f₃t
- f₃t
- tft
- tft
- t.f.t.
- trifluoromethyldeoxyuridine
- trifluoromethyldeoxyuridine
- trifluorothymidine
- trifluorothymidine
- trifluorothymidine
- trifluorothymine deoxyriboside
- trifluorothymine deoxyriboside
- trifluridin
- trifluridin
- trifluridina
- trifluridina
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine
- trifluridine / tipiracil hydrochloride
- trifluridinum
- trifluridinum
- triherpine
- viroptic
- viroptic
- viroptic
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07270991 | Phase 3 | Dec 31, 2025 | Federation Francophone de Cancerologie Digestive, Takeda |
| NCT07146646 | Phase 2 | Dec 31, 2025 | Case Western Reserve University, National Comprehensive Cancer Network |
| NCT07261709 | Phase 2 | Dec 1, 2025 | Sun Yat-Sen University |
| NCT07011550 | Phase 2 | Nov 30, 2025 | University of Texas at Houston |
| NCT07071844 | Phase 2 | Sep 30, 2025 | Groupe Cooperateur Multidisciplinaire en Oncologie (GERCOR), Servier, Sorbonne University |
| NCT06992258 | Phase 2 | Sep 15, 2025 | Criterium, Inc. |
| NCT07085169 | Phase 2 | Aug 1, 2025 | Jiao Tong University |
| NCT07212933 | Phase 2 | Jul 1, 2025 | People's Liberation Army of China |
| NCT07125391 | Phase 2 | Jun 20, 2025 | Anhui Medical University |
| NCT06873763 | Phase 1/Phase 2 (Phase 2) | Jun 9, 2025 | STCube, Inc. |
| NCT07012954 | Phase 1/Phase 2 (Phase 2) | Jun 1, 2025 | Sun Yat-Sen University |
| NCT06607458 | Phase 2 | May 31, 2025 | City of Hope National Medical Center, Delcath Systems |
| NCT06887218 | Phase 2 | May 8, 2025 | Methodist Cancer Center, Houston, Texas, The University of Texas, Dallas |
| NCT06882915 | Phase 1 | May 1, 2025 | Zhejiang University |
| NCT06872606 | Phase 2 | Apr 1, 2025 | Zhejiang University |
| NCT06856837 | Phase 2 | Apr 1, 2025 | IKF Klinische Krebsforschung GmbH am Krankenhaus Nordwest, Institut für Klinische Krebsforschung IKF GmbH, University of Hamburg |
| NCT06992648 | Phase 3 | Apr 1, 2025 | Shandong University, Zhejiang University |
| NCT06680622 | Phase 2 | Dec 31, 2024 | Amgen, IKF Klinische Krebsforschung GmbH am Krankenhaus Nordwest, Institut für Klinische Krebsforschung IKF GmbH, Johannes Gutenburg University, Technical University of Munich |
| NCT06614192 | Phase 3 | Nov 24, 2024 | AbbVie |
| NCT06711471 | Phase 2 | Nov 14, 2024 | Chinese Academy of Medical Sciences |
Organizations
Research & Development (103)
Marketing (12)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Akorn, Inc. | For profit | MKTG | Jul 28, 2017 |
| Burroughs Wellcome | For profit | NDA | Apr 10, 1980 |
| Hi Tech Pharmaceuticals | For profit | MKTG | Jul 28, 2017 |
| Hikma | For profit | MKTG | Jul 28, 2017 |
| Intas Pharmaceuticals Limited | For profit | MKTG | Oct 13, 2022 |
| MSN Laboratories | For profit | MKTG | Jan 8, 2025 |
| Monarch Pharmaceuticals | For profit | NDA2 | Apr 10, 1980 |
| Natco Pharma | For profit | MKTG | Jun 13, 2023 |
| Otsuka | For profit | NDA2 | Sep 22, 2015 |
| Sandoz | For profit | MKTG | Oct 6, 1995 |
| Sandoz | For profit | SYN | Oct 6, 1995 |
| Taiho Pharmaceutical | For profit | MKTG | Sep 22, 2015 |