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Trifluorothymidine

CAT: 0013-GTR19175236-02Size: 250 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19175236-02Size:250 mg
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Description
Trifluridine is a fluorinated thymidine analog with antineoplastic and antiviral properties. It functions by incorporating into DNA and inhibiting thymidylate synthase, thereby disrupting DNA synthesis and inducing apoptosis. This mechanism has been studied in vitro and in vivo for cancer research, particularly in models of colorectal carcinoma and herpesvirus infections.
CAS Number
70-00-8
Product Name Alternative
α, α, α-Trifluorothymidine; Trifluorothymine deoxyriboside; Trifluridine; TFT
Field of Research
Cancer Biology, Molecular Biology
Purity
>98%
Bioactivity
Thymidylate synthase inhibitor; Anti cancer agent
Form
Powder
Solubility
Soluble in DMSO (up to 25 mg/ml) or in Water (up to 14 mg/ml)
Smiles
O=C1N ([C@@H]2O[C@H] (CO) [C@@H] (O) C2) C=C (C (F) (F) F) C (=O) N1
Molecular Formula
C10H11F3N2O5
Molecular Weight
296.20
Storage Conditions
-20°C
Notes
For research use only.
Other Product Names
2’-Deoxy-5-trifluoromethyluridine

Chemical Information

Trifluridine

Trifluridine is a pyrimidine 2'-deoxyribonucleoside compound having 5-trifluoromethyluracil as the nucleobase. An antiviral drug used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis. It has a role as an antimetabolite, an antineoplastic agent, an antiviral drug and an EC 2.1.1.45 (thymidylate synthase) inhibitor. It is a pyrimidine 2'-deoxyribonucleoside, an organofluorine compound and a nucleoside analogue.

CAS Number70-00-8
PubChem CID6256
IUPAC Name1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione
Molecular FormulaC10H11F3N2O5
Molecular Weight296.20
XLogP-0.5
Topological Polar Surface Area99.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Heavy Atom Count20
Formal Charge0
Complexity464
SMILES
C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)C(F)(F)F)CO)O
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
Chemical Structure
2D Structure
2D structure of Trifluridine
CAS: 70-00-8
CID: 6256
Formula: C10H11F3N2O5
MW: 296.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight296.20
XLogP3-0.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Exact Mass296.06200594
Monoisotopic Mass296.06200594
Topological Polar Surface Area99.1 Ų
Heavy Atom Count20
Formal Charge0
Complexity464
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
sc-222370Trifluorothymidine
MBS6058188-01Trifluorothymidine (Trifluridine, Trifluorothymine Deoxyriboside, a,a,a-Trifluorothymidine)
RM-T043100-01Trifluorothymidine; Trifluridine
T8416-72-015-Trifluorothymidine
468147-01Trifluorothymidine-13C,15N2
79009-015-Trifluorothymidine extrapure, 99%
256969Trifluorothymidine discontinued. See T8416-72
TBI1283-250MGTrifluorothymidine, Thymidylate synthase inhibitor; Anti cancer agent
234402-015-Trifluorothymidine 98+% (HPLC) discontinued. See T8416-72

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