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=C1NC(=O)N(C=C1C)C2OC(CO)C(F)C2
- 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
- See more synonyms
- 3′-Fluoro-2′,3′-dideoxythymidine
- Alovudine
- Cl 184824
- FLT
- Miv 310
- NSC 140025
- Thymidine, 3'-deoxy-3'-fluoro-
- 3′-Deoxy-3′-fluorothymidine
- 1-(3′-Deoxy-3′-fluoro-β-D-pentofuranosyl)thymine