654054-86-1

Basic information

• Product Name: 4(1H)-Pyridinone, 3-hydroxy-2-methyl-1-[(2S,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]- (9CI)
• Synonyms: 4(1H)-Pyridinone, 3-hydroxy-2-methyl-1-[(2S,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]- (9CI)
• CAS NO: 654054-86-1
• Molecular Formula: C11H15NO4
• Molecular Weight: 225.2411
• Product Categories: ALCOHOL
• Mol File: 654054-86-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 92 °C
• Boiling Point: 402.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.360±0.06 g/cm3(Predicted)
• PKA: 9.02±0.20(Predicted)
• CAS DataBase Reference: 4(1H)-Pyridinone, 3-hydroxy-2-methyl-1-[(2S,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Pyridinone, 3-hydroxy-2-methyl-1-[(2S,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]- (9CI)(654054-86-1)
• EPA Substance Registry System: 4(1H)-Pyridinone, 3-hydroxy-2-methyl-1-[(2S,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]- (9CI)(654054-86-1)

Safety Data

• Hazardous Substances Data: 654054-86-1(Hazardous Substances Data)

Upstream product

• 654054-84-9 (1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 
• 118-71-8 Maltol 
• 61160-18-7 3-benzyloxy-2-methyl-1H-pyridin-4-one 
• 61049-69-2 3-O-benzylmaltol 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 
• 102717-29-3 (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one 
• 201472-26-6 (2R/S,5S)-5-(tert-butyldiphenylsilyloxymethyl)tetrahydrofuran-2-ol 
• 201536-71-2 1-acetoxy-2,3-dideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-D-glycero-pentofuranose 
• 654054-82-7 (1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 
• 174355-17-0 3-Benzyloxy-2-methyl-1-trimethylsilanyl-1H-pyridin-4-one 
• 654054-83-8 3-Benzyloxy-1-((2R,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methyl-1H-pyridin-4-one 
• 654054-81-6 (1'R,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 
• 874382-99-7 (1'S,4'R)-1-[2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 
• 874382-93-1 (1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 

Relevant articles and documents

Synthesis and antiviral evaluation of cyclic and acyclic 2-methyl-3-hydroxy-4-pyridinone nucleoside derivatives

A series of cyclic and acyclic nucleoside analogues derived from 3-hydroxy-4-pyridinone were synthesized using the Vorbrüggen reaction. Iron chelation studies, and antiviral evaluation against a broad panel of viruses, were performed. The pKa value of ligand 25 and the stability constant of the corresponding iron-(III) complex were compared to those of deferiprone. The pFe3+ values were found to be similar. Some compounds showed moderate activity against both wild-type HSV-1 and HSV-2, as well as against a thymidine kinase deficient strain of HSV-1. These results suggest a novel mode of action for this group of nucleoside analogues.