T2255
Trifluorothymidine
≥99% (HPLC), synthetic, powder
Synonym(s):
α,α,α-Trifluorothymidine, 2′-Deoxy-5-trifluoromethyluridine, Trifluorothymine deoxyriboside, Trifluridine
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About This Item
Empirical Formula (Hill Notation):
C10H11F3N2O5
CAS Number:
Molecular Weight:
296.20
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-722-8
MDL number:
Assay:
≥99% (HPLC)
Biological source:
synthetic
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless
Storage temp.:
−20°C
Product Name
Trifluorothymidine, ≥99% (HPLC)
biological source
synthetic
Quality Level
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
Application
Trifluorothymidine has been used as a component of selection medium to screen thymidine kinase (TK) mutants in lymphoma cells, human lymphoblastoid TK6 cells, and L5178Y mouse lymphoma cells.
Biochem/physiol Actions
Trifluorothymidine is a thymidine analog and is light sensitive. TFT serves as a thymidine kinase substrate to study enzyme specificity and kinetics. Incorporation of phosphorylated TFT into DNA induces damage, making it useful for DNA repair studies. TFT may also be used in the inhibition of thymidylate synthase and in screening mutant thymidine kinase gene.. It elicits antitumor activity in gastrointestinal (GI) cancers and has therapeutic potential to treat herpetic keratitis.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
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
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Related Content
I V Bijnsdorp et al.
Nucleosides, nucleotides & nucleic acids, 27(6), 699-703 (2008-07-05)
Trifluorothymidine (TFT), a potent anticancer agent, inhibits thymidylate synthase (TS) and is incorporated into the DNA, both events resulting in cell death. Cell death induction related to DNA damage often involves activation of p53. We determined the role of p53
Novel cell death mechanisms of trifluorothymidine.
Bijnsdorp IV, Kruyt F, et al.
Nucleic Acids Symposium Series, 52, 649-649 (2008)
Connie Kang et al.
Drugs, 79(14), 1583-1590 (2019-09-07)
Trifluridine/tipiracil (Lonsurf®) is a fixed-dose combination tablet comprising trifluridine, an antineoplastic nucleoside analogue, and tipiracil, a thymidine phosphorylase inhibitor. Trifluridine/tipiracil has recently been granted an additional indication in the USA for the treatment of metastatic gastric cancer, including gastroesophageal junction
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T2255-1G | 04061826694541 |
| T2255-100MG | 04061837341939 |