Trifluridine (trifluorothymidine)

Alias: FTD; NSC 529182; NSC 75520; NSC-529182; NSC-75520; NSC529182; NSC75520; Viroptic; 2-Deoxy-5-trifluoromethyluridine; Trifluridine; 5-Trifluorothymidine
Cat No.:V1461 Purity: ≥98%
Trifluridine (alsoknown astrifluorothymidine; FTD; NSC-529182;NSC-75520;NSC529182; NSC75520; Viroptic), an inhibitor of the thymidylate synthase and DNA synthesis, is an approved anti-herpesvirus antiviral agent/medications used mainly for treating infections in the eye.
Trifluridine (trifluorothymidine) Chemical Structure CAS No.: 70-00-8
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
250mg
500mg
1g
2g
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Trifluridine (also known as trifluorothymidine; FTD; NSC-529182; NSC-75520; NSC529182; NSC75520; Viroptic), an inhibitor of the thymidylate synthase and DNA synthesis, is an approved anti-herpesvirus antiviral agent/medications used mainly for treating infections in the eye. It is an analogue of nucleosides, idoxuridine, and a modified form of deoxyuridine that is sufficiently similar to be integrated into the replication of viral DNA; however, base pairing is prevented by the addition of the -CF3 group to the uracil component. It is one of the two parts of TAS-102, an experimental anti-cancer medication.

Biological Activity I Assay Protocols (From Reference)
Targets
HSV-2; HSV-1; Nucleoside Antimetabolite/Analog; Thymidylate Synthase
ln Vitro

Trifluridine suppresses the dose-dependent proliferation of human colorectal cancer cells and mouse bone marrow cells transplanted into nude mice. Bone marrow cell colony formation is inhibited by trifluridine in a concentration-dependent manner.[1] Due to variations in the substrate specificities of TK1 and DUT, trifluridine (FTD) and 2'-deoxy-5-fluorouridine (FdUrd) are incorporated into DNA with varying efficiencies, resulting in abundant FTD incorporation into DNA. Cells treated with FTD exhibit distinct nuclear morphologies in contrast to cells treated with FdUrd.[2] In a dose-dependent manner, trifluridine prevents the growth of human colorectal cancer cells and mouse bone marrow cells inserted into nude mice.[3]

ln Vivo
Trifluridine has a notably lower number of HSV-1-positive swabs infected rabbits' eyes compared to the untreated eyes.[4] Compared to mice that are continuously infused with trifluridine, humans have higher antitumor activity and greater DNA incorporation. When compared to treatment with 5-FU derivatives, trifluridine significantly slows tumor growth and prolongs survival in mice by gradually accumulating in tumor cell DNA in a TPI-independent manner.[5] In the New Zealand rabbit ocular model, trifluridine causes a significant reduction in viral titers, fewer HSV-1-positive eyes/total during the treatment period, lower keratitis scores, fewer eyes with keratitis/total, and a shorter time to resolution of keratitis.[6]
Animal Protocol
Rabbit
References

[1]. Cancer Chemother Pharmacol . 2015 Aug;76(2):325-33.

[2]. Int J Oncol . 2015;46(6):2327-34.

[3]. Mol Cell Endocrinol . 2014 Jan 25;382(1):1-7.

[4]. Invest Ophthalmol Vis Sci . 1989 Apr;30(4):678-83.

[5]. Oncol Rep . 2014 Dec;32(6):2319-26.

[6]. Invest Ophthalmol Vis Sci . 1999 Feb;40(2):378-84.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H11F3N2O5
Molecular Weight
296.2
Exact Mass
296.06
Elemental Analysis
C, 40.55; H, 3.74; F, 19.24; N, 9.46; O, 27.01
CAS #
70-00-8
Related CAS #
70-00-8
Appearance
Solid powder
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)C(F)(F)F)CO)O
InChi Key
VSQQQLOSPVPRAZ-RRKCRQDMSA-N
InChi Code
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
Chemical Name
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione
Synonyms
FTD; NSC 529182; NSC 75520; NSC-529182; NSC-75520; NSC529182; NSC75520; Viroptic; 2-Deoxy-5-trifluoromethyluridine; Trifluridine; 5-Trifluorothymidine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~59 mg/mL (~199.2 mM)
Water: ~59 mg/mL (~199.2 mM)
Ethanol: ~59 mg/mL (~199.2 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.44 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.44 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2.5 mg/mL (8.44 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3761 mL 16.8805 mL 33.7610 mL
5 mM 0.6752 mL 3.3761 mL 6.7522 mL
10 mM 0.3376 mL 1.6880 mL 3.3761 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04737187 Active
Recruiting
Drug: Trifluridine/Tipiracil
Drug: Bevacizumab
Refractory Metastatic
Colorectal Cancer
Taiho Oncology, Inc. November 25, 2020 Phase 3
NCT03992456 Active
Recruiting
Biological: Panitumumab
Drug: Regorafenib
Metastatic Colorectal Carcinoma
Stage III Colon Cancer AJCC v8
Academic and Community Cancer
Research United
April 24, 2020 Phase 2
NCT03981614 Active
Recruiting
Drug: Palbociclib
Drug: Binimetinib
Unresectable Carcinoma
Metastatic Colorectal Carcinoma
Academic and Community Cancer
Research United
October 29, 2019 Phase 2
NCT05198934 Active
Recruiting
Drug: Trifluridine and Tipiracil
Drug: Regorafenib
Colorectal Cancer (CRC) Amgen April 19, 2022 Phase 3
NCT05608044 Active
Recruiting
Drug: Botensilimab
Drug: Balstilimab
Metastatic Colorectal Cancer Agenus Inc. November 30, 2022 Phase 2
Biological Data
  • Oncol Rep . 2014 Dec;32(6):2319-26.
  • Oncol Rep . 2014 Dec;32(6):2319-26.
Contact Us Back to top