80049-44-1

Basic information

• Product Name: 4-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazol-3(2H)-one
• CAS NO: 80049-44-1
• Molecular Weight: 529.506
• Mol File: 80049-44-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazol-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazol-3(2H)-one(80049-44-1)
• EPA Substance Registry System: 4-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazol-3(2H)-one(80049-44-1)

Safety Data

• Hazardous Substances Data: 80049-44-1(Hazardous Substances Data)

Upstream product

• 98292-39-8 (E)-4-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-1-ethoxymethylenesemicarbazide 
• 71397-61-0 4-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)semicarbazide 
• 21823-89-2 2,3,5-tri-O-benzoyl-β-D-ribosyl isocyanate 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 70832-64-3 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 80049-41-8 4-trimethylsilanyl-3-trimethylsilanyloxy-4H-[1,2,4]triazole 
• 122-51-0 orthoformic acid triethyl ester 
• 80049-52-1 1-formyl-4-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)semicarbazide 
• 930-33-6 2,4-dihydro-1,2,4-triazol-3-one 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 29706-90-9 β-D-2,3,5-tri-O-benzoylribofuranosyl chloride 
• 22860-91-9 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide 

Downstream Products

• 80049-42-9 2,4-bis(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazolin-3-one 

Relevant articles and documents

Ribofuranosyl triazolone: A natural product herbicide with activity on adenylosuccinate synthetase following phosphorylation

2,4-Dihydro-4-(β-D-ribofuranosyl)-1,2,4(3H)-triazol-3-one (2) was identified as the principal phytotoxic component of a fermentation broth derived from an Actinomadura. The compound is a new natural product, but known by synthesis. Bread-spectrum herbicidal activity was demonstrated in greenhouse tests. Metabolite reversal studies suggested the target site was adenylosuccinate synthetase, which was confirmed by direct measurement of the activity of the 5'-phosphorylated derivative on the isolated enzyme.

Syntheses and Structure Assignments of Six Azolinone Ribonucleosides

N-Ribosidation of a series of azolinones was achieved via silylation and SnCl4 catalysis.N-Ribosidation of 4-imidazolin-2-one gave 1-β-D-ribofuranosyl-4-imidazolin-2-one; of 1,2,4-triazolin-3-one gave 2- and 4-β-D-ribofuranosyl-1,2,4-triazolin-3-one, and 2,4-di-β-D-ribofuranosyl-1,2,4-triazolin-3-one; and of 2-tetrazolin-5-one gave 1-β-D-ribofuranosyl-2-tetrazolin-5-one and 1,4-di-β-D-ribofuranosyl-2-tetrazolin-5-one.Structure assignments were based on NMR and mass spectra, microanalytical data, and interconversions.The triazolinone monoriboside isomer structures were differentiated by 13C NMR long-range coupling patterns, and the assignments were confirmed by X-ray crystallography.New syntheses were developed for several of the ribonucleosides by fashioning the azolinone rings from 2,3,5-tri-O-benzoylribofuranosyl isocyanate.