CAS 41107-56-6

2′,3′-Dideoxy-3′-fluorouridine

Description:

2′,3′-Dideoxy-3′-fluorouridine is a synthetic nucleoside analog of uridine, characterized by the absence of the 2′ and 3′ hydroxyl groups on the ribose sugar and the presence of a fluorine atom at the 3′ position. This modification imparts unique properties that make it of interest in medicinal chemistry, particularly in antiviral and anticancer research. The compound exhibits potential as an inhibitor of viral replication, particularly against certain RNA viruses, by interfering with nucleic acid synthesis. Its structural modifications enhance its stability and bioavailability compared to natural nucleosides. Additionally, 2′,3′-dideoxy-3′-fluorouridine can be phosphorylated by cellular kinases to form active triphosphate forms, which can then be incorporated into viral RNA, leading to chain termination during replication. The compound's pharmacological profile, including its mechanism of action and potential side effects, is an area of ongoing research, contributing to the development of novel therapeutic agents in the treatment of viral infections and cancer.

Formula: C₉H₁₁FN₂O₄

InChI: InChI=1S/C9H11FN2O4/c10-5-3-8(16-6(5)4-13)12-2-1-7(14)11-9(12)15/h1-2,5-6,8,13H,3-4H2,(H,11,14,15)/t5-,6+,8+/m0/s1

InChI key: InChIKey=BKIUEHLYJFLWPK-SHYZEUOFSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO)[C@@H](F)C2)C=CC(=O)N1

Synonyms:

• 1-(2,3-Dideoxy-3-fluoro-β-<span class="text-smallcaps">D</span>-ribofuranosyl)uracil
• 1-(2,3-dideoxy-3-fluoropentofuranosyl)pyrimidine-2,4(1H,3H)-dione
• 2′,3′-Dideoxy-3′-fluorouridine
• 3'-Fluoro-2',3'-dideoxyuridine
• 3′-Fluoro-2′,3′-dideoxyuridine
• Fddurd
• Uridine, 2',3'-dideoxy-3'-fluoro-
• Uridine, 2′,3′-dideoxy-3′-fluoro-
• 1-(2,3-Dideoxy-3-fluoro-β-D-ribofuranosyl)uracil

2'',3''-Dideoxy-3''-fluorouridine

CAS: 41107-56-6

Ref: 7W-GN8832

2',3'-Dideoxy-3'-fluorouridine

CAS: 41107-56-6

Nucleoside Derivatives - 2’,3’-Dideoxy nucleosides, Fluoro-modified nucleosides, 3’-Modified nucleosides; Drugs and Inhibitors; Anti-HIV agent

Formula: C₉H₁₁FN₂O₄

Color and Shape: Solid

Molecular weight: 230.19

Ref: TM-TNU0929

2',3'-Dideoxy-3'-fluorouridine

CAS: 41107-56-6

2',3'-Dideoxy-3'-fluorouridine is a synthetic analog of uridine with chemical modifications that disrupt RNA and DNA synthesis. Because of this, it’s often studied or used as an antiviral or anticancer agent.

Formula: C₉H₁₁FN₂O₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 230.2 g/mol

Ref: 3D-ND04228

2′,3′-DIDEOXY-3′-FLUOROURIDINE

CAS: 41107-56-6

Formula: C₉H₁₁FN₂O₄

Purity: 95.0%

Molecular weight: 230.195

Ref: 10-F513020

2',3'-Dideoxy-3'-fluorouridine

Controlled Product

CAS: 41107-56-6

Applications 2',3'-Dideoxy-3'-fluorouridine is a reactant used in the synthesis of 5'-trityl nucleosides as inhibitors of Plasmodium falciparum dUTPase.
References Ruda, G.F., et. al.: ChemMedChem, 6, 309 (2011);

Formula: C₉H₁₁FN₂O₄

Color and Shape: Neat

Molecular weight: 230.19

Ref: TR-D439960