CAS 25526-93-6

3′-Fluorothymidine

Description:

3′-Fluorothymidine, also known as F-ara-T, is a nucleoside analog of thymidine, characterized by the presence of a fluorine atom at the 3′ position of the sugar moiety. This modification alters its biochemical properties, making it a subject of interest in antiviral and anticancer research. The compound exhibits antiviral activity, particularly against certain strains of viruses, including HIV, by interfering with viral replication. Its mechanism of action involves incorporation into viral DNA, leading to chain termination during DNA synthesis. Additionally, 3′-Fluorothymidine has been studied for its potential use in cancer therapy due to its ability to inhibit DNA polymerases. The substance is typically administered in a phosphorylated form to enhance its bioavailability and efficacy. In terms of physical properties, it is a white to off-white solid, soluble in water and organic solvents, and has a relatively stable structure under physiological conditions. As with many nucleoside analogs, careful consideration of dosage and potential side effects is essential in therapeutic applications.

Formula: C₁₀H₁₃FN₂O₄

InChI: InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)/t6-,7+,8+/m0/s1

InChI key: InChIKey=UXCAQJAQSWSNPQ-XLPZGREQSA-N

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

Synonyms:

• 1-(2,3-dideoxy-3-fluoropentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• 1-(3'-Deoxy-3'-fluoro-beta-D-pentofuranosyl)thymine
• 1-(3′-Deoxy-3′-fluoro-β-<span class="text-smallcaps">D</span>-pentofuranosyl)thymine
• 1-[(3xi)-2,3-dideoxy-3-fluoro-beta-D-glycero-pentofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione
• 3'-Deoxy-3'-fluorothymidine(ALOVUDINE)
• 3'-Fluoro-2',3'-Dideoxythymidine
• 3'-Fluoro-3'-Deoxythymidine
• 3'-Fluoro-thymidine
• 3'-Fluorodeoxythymidine
• 3'-Fluorothymidine
• 3′-Fluoro-2′,3′-dideoxythymidine
• Alovudine
• Cl 184824
• FLT
• Miv 310
• NSC 140025
• Thymidine, 3'-deoxy-3'-fluoro-
• 3′-Deoxy-3′-fluorothymidine

Thymidine, 3'-deoxy-3'-fluoro-

CAS: 25526-93-6

Formula: C₁₀H₁₃FN₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 244.2196

Ref: IN-DA00I4V6

1-((2R,4S,5R)-4-Fluoro-5-(Hydroxymethyl)Tetrahydrofuran-2-Yl)-5-Methylpyrimidine-2,4(1H,3H)-Dione

CAS: 25526-93-6

1-((2R,4S,5R)-4-Fluoro-5-(Hydroxymethyl)Tetrahydrofuran-2-Yl)-5-Methylpyrimidine-2,4(1H,3H)-Dione

Purity: 98%

Molecular weight: 244.22g/mol

Ref: 54-PC105010

Alovudine

CAS: 25526-93-6

Alovudine

Purity: ≥98%

Molecular weight: 244.22g/mol

Ref: 54-BUP11315

3''-Deoxy-3''-fluorothymidine

CAS: 25526-93-6

Formula: C₁₀H₁₃FN₂O₄

Purity: ≥ 97.0%

Color and Shape: White to off-white powder or crystals

Molecular weight: 244.22

Ref: 7W-GC0957

Alovudine

CAS: 25526-93-6

3'-Fluoro-3'-deoxythymidine (3'-Deoxy-3'-fluorothymidine) is a marker of DNA synthesis,which is less susceptible to inflammatory changes than FDG.

Formula: C₁₀H₁₃FN₂O₄

Purity: 99.41%

Color and Shape: Less Solid Colourless Solid

Molecular weight: 244.22

Ref: TM-T4683

3'-Deoxy-3'-fluorothymidine

CAS: 25526-93-6

3'-Deoxy-3'-fluorothymidine is a nucleoside analog that is used to diagnose and treat cancer. It is a prodrug that is metabolized intracellularly by deoxycytidine kinase to the 3'-deoxy-3'-fluoro derivative of thymidine, which competes with natural thymidine for incorporation into DNA. Uptake of 18F-flouride (18F-FDG) in tumor cells has been shown to be proportional to the rate constant (k) of cellular uptake. This process can be quantified using positron emission tomography imaging. The cell cycle inhibitor activity of 3'-deoxy-3'-fluorothymidine has also been demonstrated in vitro and in vivo, inhibiting the proliferation of tumor cells and normal cells in culture, respectively.

Formula: C₁₀H₁₃FN₂O₄

Purity: Min. 97 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 244.22 g/mol

Ref: 3D-ND02399

3′-Fluoro-3′-deoxythymidine

CAS: 25526-93-6

Purity: 98%

Molecular weight: 244.2220001

Ref: 10-F600867

3’-Deoxy-3’-fluoro Thymidine

Controlled Product

CAS: 25526-93-6

Applications An antiviral agent.
References Hoffman, B., et al.: J. Med. Chem., 43, 4151 (2000), Narayanan, R., et al.: Bioorg. Med. Chem., 13, 3017 (2005), Abraham, M., et al.: J. Pharm. Sci., 95, 2091 (2006),

Formula: C₁₀H₁₃FN₂O₄

Color and Shape: Neat

Molecular weight: 244.22

Ref: TR-D235475