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CAS 103884-98-6

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2-Amino-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one

Description:
2-Amino-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one, commonly referred to as a nucleoside analog, is characterized by its structural features that include a purine base and a sugar moiety. The presence of a 2-deoxy-2-fluoro-β-D-arabinofuranosyl group indicates that it is a modified sugar, which enhances its stability and bioactivity compared to natural nucleosides. This compound exhibits properties typical of nucleoside analogs, such as potential antiviral or anticancer activity, as it can interfere with nucleic acid synthesis. Its amino group at the 2-position of the purine ring contributes to its reactivity and interaction with biological targets. The fluorine substitution on the sugar enhances its metabolic stability, making it a subject of interest in medicinal chemistry. Overall, this compound's unique structural modifications position it as a valuable candidate for further research in therapeutic applications, particularly in the development of antiviral and anticancer agents.
Formula:C10H12FN5O4
InChI:InChI=1/C10H12FN5O4/c11-4-6(18)3(1-17)20-9(4)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,4+,6-,9?/m1/s1
InChI key:InChIKey=UXUZARPLRQRNNX-AYQXTPAHSA-N
SMILES:O=C1C2=C(N(C=N2)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3F)NC(N)=N1
Synonyms:
  • 2-Amino-9-(2-deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
  • 2-Amino-9-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
  • 2-amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one
  • 6H-Purin-6-one, 2-amino-9-(2-deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-1,9-dihydro-
  • 6H-Purin-6-one, 2-amino-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-1,9-dihydro-
  • 9-β-D-[2'-Fluoro-2'-deoxy-arabinofuranosyl]-guanin
  • Nuk-2
  • 2-Amino-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
  • 2′-Fluoro-Arabinoguanosine
  • 2′-F-Ara-guanosine
  • See more synonyms
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