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CAS 105659-32-3

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5-BROMO-2',3',5'-TRI-O-ACETYLURIDINE

Description:
5-Bromo-2',3',5'-tri-O-acetyluridine is a modified nucleoside derivative of uridine, characterized by the presence of a bromine atom at the 5-position of the uracil base and three acetyl groups attached to the hydroxyl groups at the 2', 3', and 5' positions of the ribose sugar. This compound is typically used in biochemical research and synthetic chemistry, particularly in the study of nucleic acid interactions and modifications. The acetyl groups enhance the lipophilicity of the molecule, facilitating its permeability across biological membranes. The bromine substitution can also influence the compound's reactivity and biological activity. As a nucleoside analog, it may exhibit properties relevant to antiviral or anticancer research. Its stability, solubility, and reactivity can vary based on environmental conditions such as pH and temperature. Overall, 5-bromo-2',3',5'-tri-O-acetyluridine serves as a valuable tool in molecular biology and medicinal chemistry for exploring nucleic acid functions and interactions.
Formula:C15H17BrN2O9
InChI:InChI=1/C15H17BrN2O9/c1-6(19)24-5-10-11(25-7(2)20)12(26-8(3)21)14(27-10)18-4-9(16)13(22)17-15(18)23/h4,10-12,14H,5H2,1-3H3,(H,17,22,23)/t10-,11-,12-,14-/m1/s1
SMILES:CC(=O)OC[C@@H]1[C@H]([C@H]([C@H](n2cc(c(nc2=O)O)Br)O1)OC(=O)C)OC(=O)C
Synonyms:
  • 2',3',5'-Triacetyl-5-bromouridine
  • 5-bromouridine 2',3',5'-Triacetate
  • 2',3',5'-tri-O-acetyl-5-bromouridine
  • 5-BROMO-2',3',5'-TRI-O-ACETYLURIDINE
  • (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diacetate
  • 2,3,5-Tri-O-acetyl-5-bromouridine
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