T2255

Trifluorothymidine

≥99% (HPLC), synthetic, powder

• Synonym(s): α,α,α-Trifluorothymidine, 2′-Deoxy-5-trifluoromethyluridine, Trifluorothymine deoxyriboside, Trifluridine
• Empirical Formula (Hill Notation): C₁₀H₁₁F₃N₂O₅
• CAS Number: 70-00-8
• Molecular Weight: 296.20
• NACRES: NA.51
• PubChem Substance ID: 24900027
• UNSPSC Code: 41106305
• EC Number: 200-722-8
• MDL number: MFCD00006534
• Assay: ≥99% (HPLC)
• Biological source: synthetic
• Form: powder
• Solubility: water: 50 mg/mL, clear, colorless
• Storage temp.: −20°C

Properties

• Product Name: Trifluorothymidine, ≥99% (HPLC)
• biological source: synthetic
• Quality Level: 100
• assay: ≥99% (HPLC)
• form: powder
• mp: 190-193 °C (lit.)
• solubility: water: 50 mg/mL, clear, colorless
• storage temp.: −20°C
• SMILES string: OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(C(=O)NC2=O)C(F)(F)F
• 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
• InChI key: VSQQQLOSPVPRAZ-RRKCRQDMSA-N

Description

Application

Trifluorothymidine has been used as a component of selection medium to screen thymidine kinase (TK) mutants in lymphoma cells, human lymphoblastoid TK6 cells,[1] and L5178Y mouse lymphoma cells.[2]

Biochem/physiol Actions

Trifluorothymidine is a thymidine analog[3] and is light sensitive. TFT serves as a thymidine kinase substrate to study enzyme specificity and kinetics.[4] Incorporation of phosphorylated TFT into DNA induces damage,[5] making it useful for DNA repair studies. TFT may also be used in the inhibition of thymidylate synthase[4] and in screening mutant thymidine kinase gene.. It elicits antitumor activity in gastrointestinal (GI) cancers[6] and has therapeutic potential to treat herpetic keratitis.[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H341,H351,H361d
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Carc. 2 - Muta. 2 - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves