Description

2′-Deoxy-2′-fluoro-5-trifluoromethyl-arabinouridine (CAS No. 114652-80-1) is a highly specialized fluorinated nucleoside analog with the molecular formula C₁₀H₁₀F₄N₂O₅. This compound features a unique arabinose-derived sugar moiety modified with a fluorine atom at the 2′-position and a trifluoromethyl group at the 5-position of the uracil base, enhancing its biochemical stability and interaction with nucleic acid targets. Ideal for researchers in medicinal chemistry and virology, this product is meticulously synthesized to ≥95% purity (HPLC) and rigorously tested for quality assurance. Available in lyophilized form, it is suitable for antiviral research, nucleoside metabolism studies, and as a precursor for modified oligonucleotide synthesis. Store at -20°C in a dry, sterile environment to maintain stability.

Properties

• CAS Number: 114652-80-1
• Complexity: 494
• IUPAC Name: 1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione
• InChI: InChI=1S/C10H10F4N2O5/c11-5-6(18)4(2-17)21-8(5)16-1-3(10(12,13)14)7(19)15-9(16)20/h1,4-6,8,17-18H,2H2,(H,15,19,20)/t4-,5+,6-,8-/m1/s1
• InChI Key: CYCXYYQOQWCVSL-BYPJNBLXSA-N
• Exact Mass: 314.05258407
• Molecular Formula: C10H10F4N2O5
• Molecular Weight: 314.19
• SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)F)C(F)(F)F
• Topological: 99.1
• Monoisotopic Mass: 314.05258407
• Synonyms: 114652-80-1, 1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(trifluoromethyl)pyrimidine-2,4-dione, 2′-Deoxy-2′-fluoro-5-trifluoromethyl-arabinouridine, 1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, CHEMBL1908877, MFCD00877795, DA-49403, F12946

2′-Deoxy-2′-fluoro-5-trifluoromethyl-arabinouridine is primarily used in antiviral drug development, particularly for studying RNA virus inhibition mechanisms. Its fluorinated structure enhances resistance to enzymatic degradation, making it valuable for probing nucleoside kinase pathways. Researchers also employ it as a building block for modified oligonucleotides in structural biology assays.

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