61049-69-2

Basic information

• Product Name: 3-(BENZYLOXY)-2-METHYL-4H-PYRAN-4-ONE
• Synonyms: 3-(BENZYLOXY)-2-METHYL-4H-PYRAN-4-ONE;3-BENZYLOXY-2-METHYL-PYRAN-4-ONE
• CAS NO: 61049-69-2
• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23
• Product Categories: Pyrans, Piperidines & Piperazines
• Mol File: 61049-69-2.mol
• Article Data: 95

Chemical Properties

• Melting Point: 56-57 °C
• Boiling Point: 410.9 °C at 760 mmHg
• Flash Point: 194 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 5.82E-07mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(BENZYLOXY)-2-METHYL-4H-PYRAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(BENZYLOXY)-2-METHYL-4H-PYRAN-4-ONE(61049-69-2)
• EPA Substance Registry System: 3-(BENZYLOXY)-2-METHYL-4H-PYRAN-4-ONE(61049-69-2)

Safety Data

• Hazardous Substances Data: 61049-69-2(Hazardous Substances Data)

Usage

Uses

Maltol Benzyl Ether is intermediate of Malto (M160130), an fragrance molecule used in flavor enhancers and fragrances.

InChI:InChI=1/C13H12O3/c1-10-13(12(14)7-8-15-10)16-9-11-5-3-2-4-6-11/h2-8H,9H2,1H3

Upstream product

• 118-71-8 Maltol 
• 100-44-7 benzyl chloride 
• 1254765-82-6 2-methyl-4-oxo-4H-pyran-3-yl 4-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)benzyl carbonate 
• 1325206-83-4 4-(((2-methyl-4-oxo-4H-pyran-3-yl)oxy)methyl)phenylboronic acid 
• 100-39-0 benzyl bromide 

Downstream Products

• 95215-56-8 3-benzyloxy-1-carboxymethyl-2-methylpyrid-4-one 
• 161175-82-2 3-Benzyloxy-2-methyl-1-phenethyl-1H-pyridin-4-one 
• 161175-83-3 3-Benzyloxy-2-methyl-1-phenyl-1H-pyridin-4-one 
• 573968-07-7 3-benzyloxy-1-carboxyheptyl-2-methyl-4(1H)-pyridinone 
• 99110-60-8 3-benzyloxy-1-carboxypentyl-2-methyl-4(1H)-pyridinone 
• 500371-01-7 3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde 
• 771459-53-1 methyl 3-(3-(benzyloxy)-2-methyl-4-oxopyridin-1(4H)-yl)propanoate 
• 732232-07-4 3-(3-Benzyloxy-2-methyl-4-oxo-4H-pyridin-1-yl)-propionic acid ethyl ester 
• 213026-65-4 4-(3-Benzyloxy-2-methyl-4-oxo-4H-pyridin-1-yl)-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 90037-22-2 1,2-dimethyl-3-(benzyloxy)-4(1H)-pyridinone 
• 1192159-14-0 2-(benzyloxy)-3-methyl-4-nitrophenol 

Relevant articles and documents

Bifunctional 3-hydroxy-4-pyridinones as effective aluminium chelators: synthesis, solution equilibrium studies and in vivo evaluation

This paper reports the results on the study of a set of synthesized bifunctional 3-hydroxy-4-pyridinones chelators as potential aluminium sequestering agents. They were N-functionalized with alkyl-amino, -carboxylic and –(amino-carboxylic) groups, envisaging the improvement of the Al3+ sequestering capacity, in comparison with the marketed chelating drug deferiprone. The main focus of this work was given to the assessment of their binding ability towards Al3+, which was studied by potentiometric and UV–Vis spectrophotometric measurements carried out at T = 298.15 K. The speciation models were characterized by AlpLqHr (3p+r?qz) species with different stoichiometry. Depending on ligand side-chain structures and on their thermodynamic properties, different trends of stability was found. Furthermore, the sequestering ability of the ligands towards Al3+ was investigated by the calculation of pL0.5 values at different experimental conditions. These results clearly indicate that the presence of amino-carboxylic groups in the ligands increases the sequestering ability towards Al3+. The in silico evaluation of pharmacokinetic descriptors indicated no violation to the Lipinski's rule and drug-likeness properties. Furthermore, the in vivo bioassays on a model of metal-overload mice showed for three investigated ligands a higher metal-sequestering capacity than for the chelating drug deferiprone, thus suggesting their potential interest as Al-chelating drug candidates.

New polyazamacrocyclic 3-hydroxy-4-pyridinone based ligands for iron depletion antitumor activity

Iron depletion is an efficient strategy for the development of anticancer agents. In an effort to develop efficient chelators, two new 3-hydroxy-4-pyridinone based polyazamacrocycles 1e and 2e were designed and synthesized. A preliminary study of the liga

Phenylethylene glycol-derived LpxC inhibitors with diverse Zn2+-binding groups

The Zn2+-dependent bacterial deacetylase LpxC is a promising target for the development of novel antibiotics. Most of the known LpxC inhibitors carry a hydroxamate moiety as Zn2+-binding group. However, hydroxamic acids generally exh

Polycyclic pyridine oxime-based compound as well as pharmaceutical composition and application thereof

The invention discloses a polycyclic pyridine oxime-based compound and a pharmaceutical composition and application thereof, wherein the polycyclic pyridine oxime-based compound is shown as a formula (I). The compound shows strong inhibition of influenza

Design, synthesis and biological evaluation of a series of iron and copper chelating deferiprone derivatives as new agents active against Candida albicans

Candida albicans, in specific conditions, is responsible of severe invasive systemic candidiasis that are related to its ability to produce biofilm on biological and artificial surfaces. Many studies reported the role of iron in fungal growth and virulence and the ability of metal chelating agents to interfere with C. albicans metabolism, virulence and biofilm formation. Here we report the activity of 3-hydroxy-1,2-dimethyl-4(1H)-pyridinone (deferiprone) derivatives against C. albicans planktonic cells and biofilm. Some of the studied compounds (2b and 3b) were able to chelate Fe(III) and Cu(II), and showed an interesting activity on planktonic cells (MIC50 of 32 μg/mL and 16 μg/mL respectively) and on biofilm formation (BMIC50 of 32 μg/mL and 16 μg/mL respectively) in cultured ATCC 10,231C. albicans; this activity was reduced, in a concentration dependent way, by the addition of Fe(III) and Cu(II) to the culture media. Furthermore, the most active compound 3b showed a low toxicity on Galleria mellonella larvae.