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CAS 5987-76-8

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6-chloro-2-iodo-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine

Description:
6-Chloro-2-iodo-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine, with CAS number 5987-76-8, is a purine derivative characterized by the presence of a chlorine atom at the 6-position and an iodine atom at the 2-position of the purine ring. This compound features a ribofuranosyl moiety that is fully acetylated at the 2', 3', and 5' hydroxyl groups, which enhances its stability and solubility. The acetyl groups also play a role in protecting the hydroxyl functionalities during chemical reactions. The presence of halogens (chlorine and iodine) in its structure may impart unique reactivity and biological properties, making it of interest in medicinal chemistry and nucleoside analog research. This compound is typically studied for its potential applications in antiviral and anticancer therapies, as modifications to purine structures can influence their biological activity and interaction with nucleic acids. Its synthesis and characterization involve standard organic chemistry techniques, including halogenation and glycosylation reactions.
Formula:C16H16ClIN4O7
InChI:InChI=1/C16H16ClIN4O7/c1-6(23)26-4-9-11(27-7(2)24)12(28-8(3)25)15(29-9)22-5-19-10-13(17)20-16(18)21-14(10)22/h5,9,11-12,15H,4H2,1-3H3/t9-,11-,12-,15-/m1/s1
SMILES:CC(=O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(Cl)nc(I)nc23)O1)OC(=O)C)OC(=O)C
Synonyms:
  • 9H-Purine, 6-chloro-2-iodo-9-(2,3,5-tri-O-acetyl-.beta.-D-ribofuranosyl)-
  • 6-Chloro-2-iodo-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine
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