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CAS 3257-73-6

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9-2-3-5-tri-O-benzyl-B-D-*arabinofuranosyl-adenin

Description:
9-2-3-5-tri-O-benzyl-B-D-arabinofuranosyl-adenin, with the CAS number 3257-73-6, is a nucleoside analog characterized by the presence of an adenine base linked to a modified sugar moiety, specifically B-D-arabinofuranose, which is further substituted with three benzyl groups at the 2', 3', and 5' positions. This structural modification enhances its lipophilicity and stability compared to natural nucleosides. The compound exhibits potential biological activity, particularly in the context of antiviral and anticancer research, due to its ability to mimic natural nucleosides and interfere with nucleic acid synthesis. Its unique configuration allows for specific interactions with enzymes involved in nucleic acid metabolism. Additionally, the presence of benzyl groups may influence its solubility and permeability across biological membranes, making it a subject of interest in medicinal chemistry. Overall, this compound exemplifies the strategic modification of nucleosides to improve therapeutic efficacy and selectivity.
Formula:C31H31N5O4
InChI:InChI=1/C31H31N5O4/c32-29-26-30(34-20-33-29)36(21-35-26)31-28(39-18-24-14-8-3-9-15-24)27(38-17-23-12-6-2-7-13-23)25(40-31)19-37-16-22-10-4-1-5-11-22/h1-15,20-21,25,27-28,31H,16-19H2,(H2,32,33,34)
InChI key:WRFWNCVDEVBPJK-UHFFFAOYSA-N
SMILES:c1ccc(cc1)COCC1C(C(C(n2cnc3c(N)ncnc23)O1)OCc1ccccc1)OCc1ccccc1
Synonyms:
  • 9-(2,3,5-tri-O-benzylpentofuranosyl)-9H-purin-6-amine
Found 4 products.