958753-83-8

Basic information

• Product Name: 5-(benzyloxy)-2-methylpyridin-4(1H)-one
• Synonyms: 5-(benzyloxy)-2-methylpyridin-4(1H)-one
• CAS NO: 958753-83-8
• Molecular Weight: 215.252
• Mol File: 958753-83-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-(benzyloxy)-2-methylpyridin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(benzyloxy)-2-methylpyridin-4(1H)-one(958753-83-8)
• EPA Substance Registry System: 5-(benzyloxy)-2-methylpyridin-4(1H)-one(958753-83-8)

Safety Data

• Hazardous Substances Data: 958753-83-8(Hazardous Substances Data)

Upstream product

• 111782-87-7 3-(benzyloxy)-2-ethyl-4H-pyran-4-one 
• 100-44-7 benzyl chloride 
• 7559-81-1 chlorokojic acid 
• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 100397-13-5 5-(benzyloxy)-2-methyl-4H-pyran-4-one 
• 1064077-28-6 3-(benzyloxy)-6-methyl-4-oxo-1,4-dihydropyridine-2-carboxylic acid 

Downstream Products

• 95264-52-1 5-hydroxy-2-methyl-4(1H)-pyridone 
• 1259499-10-9 5-(benzyloxy)-3-chloro-1,2-dimethylpyridin-4(1H)-one 
• 1259499-08-5 5-(benzyloxy)-3-chloro-2-methylpyridin-4(1H)-one 

Relevant articles and documents

Design, synthesis and biological evaluation of hydroxypyridinone-coumarin hybrids as multimodal monoamine oxidase B inhibitors and iron chelates against Alzheimer's disease

A series of hybrids of hydroxypyridinone and coumarin were rationally designed, synthesized and biologically evaluated for their iron ion chelating and MAO-B inhibitory activities. Most of the compounds displayed excellent iron ion chelating effects and moderate to good anti-MAO-B activities. Compound 27a exhibited the most potent activity against MAO-B, with an IC50 value of 14.7 nM. Importantly, 27a showed good U251 cell protective effect and significantly ameliorated the cognitive dysfunction of scopolamine-induced AD mice. Moreover, molecular docking was performed to elucidate the probable ligand-receptor interaction, and the structure-activity relationships were also summarized.

Prediction of 3-hydroxypyridin-4-one (HPO) log K1 values for Fe(iii)

As a means to aid in the design of 3-hydroxypyridin-4-ones (HPOs) intended for use as therapeutic Fe3+ chelating agents, a novel methodology has been developed using quantum mechanical (QM) calculations for predicting the iron binding affinities of the compounds (more specifically, their log K 1 values). The reported/measured HPO log K1 values were verified through their correlation with the corresponding sum of the compounds' ligating group pKa values. Using a training set of eleven HPOs with known log K1 values, reliable predictions are shown to be obtained with QM calculations using the B3LYP/6-31+G(d)/CPCM model chemistry (with Bondi radii, and water as solvent). With this methodology, the observed log K 1 values for the training set compounds are closely matched by the predicted values, with the correlation between the observed and predicted values giving r2 = 0.9. Predictions subsequently made by this method for a test set of 42 HPOs of known log K1 values gave predicted values accurate to within ±0.32 log units. In order to further investigate the predictive power of the method, four novel HPOs were synthesised and their log K1 values were determined experimentally. Comparison of these predicted log K1 values against the measured values gave absolute deviations of 0.22 (13.87 vs. 14.09), 0.02 (14.31 vs. 14.29), 0.12 (14.62 vs. 14.50), and 0.13 (15.04 vs. 15.17). The prediction methodology reported here is the first to be provided for predicting the absolute log K1 values of iron-chelating agents in the absence of pKa values.