1415685-37-8

Basic information

• Product Name: 1-(β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole
• Synonyms: 1-(β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole
• CAS NO: 1415685-37-8
• Molecular Weight: 322.277
• Mol File: 1415685-37-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole(1415685-37-8)
• EPA Substance Registry System: 1-(β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole(1415685-37-8)

Safety Data

• Hazardous Substances Data: 1415685-37-8(Hazardous Substances Data)

Upstream product

• 1415685-33-4 1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole 
• 1233-03-0 α-D-xylopyranose tetraacetate 

Relevant articles and documents

Synthesis of 1,2,3-triazoles from xylosyl and 5-thioxylosyl azides: Evaluation of the xylose scaffold for the design of potential glycogen phosphorylase inhibitors

Various acetylenic derivatives and acetylated β-d-xylopyranosyl azide or the 5-thio-β-d-xylopyranosyl analogue were coupled by Cu(I)-catalyzed azide alkyne 1,3-dipolar cycloaddition (CuAAC) to afford a series of 1-xylosyl-4-substituted 1,2,3-triazoles. Controlled oxidation of the endocyclic sulfur atom of the 5-thioxylose moiety led to the corresponding sulfoxides and sulfones. Deacetylation afforded 19 hydroxylated xylose and 5-thioxylose derivatives, found to be only sparingly water-soluble. Compared to glucose-based analogues, they appeared to be much weaker inhibitors of glycogen phosphorylase, as the absence of a hydroxymethyl group weakens their binding at the enzyme active site. However, such new xylose derivatives might be useful glycomimetics.