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CAS 69256-17-3

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FMAU

Description:
FMAU, or 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)uracil, is a nucleoside analog that has garnered interest in the field of medicinal chemistry, particularly for its potential applications in antiviral and anticancer therapies. It is characterized by the presence of a fluorine atom at the 2' position of the sugar moiety, which distinguishes it from natural nucleosides. This modification can enhance its stability and alter its interaction with nucleic acid synthesis pathways. FMAU exhibits selective activity against certain viral infections and has been studied for its ability to inhibit the replication of specific viruses. Additionally, its structural similarity to uracil allows it to interfere with nucleic acid metabolism, making it a candidate for further research in cancer treatment. The compound is typically analyzed using techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry to assess its purity and stability. Overall, FMAU represents a significant area of interest in the development of therapeutic agents targeting viral and neoplastic diseases.
Formula:C10H13FN2O5
InChI:InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)/t5-,6+,7-,9-/m1/s1
InChI key:InChIKey=GBBJCSTXCAQSSJ-JVZYCSMKSA-N
SMILES:F[C@@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)NC(=O)C(C)=C2
Synonyms:
  • 1-(2'-fluoro-2'-Deoxy-β-D-arabinofuranosyl)thymine
  • 1-(2-Deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione
  • 1-(2-Deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-methyluracil
  • 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
  • 1-(2-deoxy-2-fluoropentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
  • 1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  • 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-methyl-
  • 2′-Fluoro-5-methyl-1-β-<span class="text-smallcaps">D</span>-arabinofuranosyluracil
  • 5-Methyl-2′-fluoroarauracil
  • <span class="text-smallcaps">D</span>-FMAU
  • See more synonyms
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