76015-11-7

Basic information

• Product Name: 3-Methoxy-2-methyl-1H-pyridin-4-one
• Synonyms: 3-METHOXY-2-METHYL-1H-PYRIDIN-4-ONE 97;3-Methoxy-2-methyl-4(1H)-pyridinone;2-Methyl-3-methoxypyridine-4-one;3-Methoxy-2-methyl-1H-pyridin-4-one;3-methoxy-2-methyl-4-pyridone;4-Pyridinol, 3-methoxy-2-methyl-;3-methoxy-2-methyl-1,4-dihydropyridin-4-one;3-Methoxy-2-methyl-1H-pyridin-4-one
• CAS NO: 76015-11-7
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• EINECS: -0
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Pyridines;C7 and C8;Heterocyclic Building Blocks
• Mol File: 76015-11-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 156-160 °C(lit.)
• Boiling Point: 252.7oC at 760 mmHg
• Flash Point: 106.6oC
• Appearance: /
• Density: 1.12g/cm3
• Vapor Pressure: 0.0191mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.07±0.69(Predicted)
• CAS DataBase Reference: 3-Methoxy-2-methyl-1H-pyridin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxy-2-methyl-1H-pyridin-4-one(76015-11-7)
• EPA Substance Registry System: 3-Methoxy-2-methyl-1H-pyridin-4-one(76015-11-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 76015-11-7(Hazardous Substances Data)

Usage

Uses

3-Methoxy-2-methylpyridin-4(1H)-one has been used as a reactant for the synthesis of 4-pyridone nucleoside derivatives as potential antitumor agents.

InChI:InChI=1/C7H9NO2/c1-5-7(10-2)6(9)3-4-8-5/h3-4H,1-2H3,(H,8,9)

Upstream product

• 4780-14-7 3-methoxy-2-methyl-4-pyrone 
• 118-71-8 Maltol 

Downstream Products

• 97478-11-0 1-(2,6-Dimethyl-phenyl)-3-methoxy-2-methyl-1H-pyridin-4-one 
• 97478-08-5 2-(3-Methoxy-2-methyl-4-oxo-4H-pyridin-1-yl)-benzonitrile 
• 72830-08-1 2-hydroxymethyl-3,4-dimethoxypyridine 
• 72830-07-0 3,4-dimethoxy-2-methylpyridine N-oxide ? 
• 102625-99-0 2-acetoxymethyl-3,4-dimethoxypyridine 
• 72830-09-2 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride 
• 107512-35-6 3,4-dimethoxy-2-methylpyridine 
• 71001-57-5 5-bromo-3-methoxy-2-methylpyridin-4(1H)-one 
• 895134-13-1 4-benzyloxy-3-methoxy-2-methyl-pyridine 
• 87597-93-1 1-β-D-ribofuranosyl-3-hydroxy-2-methyl-4-pyridone 
• 76349-10-5 2-methyl-3-<<(methylamino)carbonyl>oxy>-4(1H)-pyridone 
• 17184-20-2 2-methyl-3-acetoxy-4(1H)-pyridone 
• 17184-19-9 3-hydroxy-2-methylpyrid-4-one 
• 97478-10-9 1-(2-Chloro-6-methyl-phenyl)-3-methoxy-2-methyl-1H-pyridin-4-one 

Relevant articles and documents

Coumarin heterozygous pyridone compounds having iron chelation and monoamine oxidase B inhibitory activity as well as preparation and application of compounds

The invention discloses coumarin/pyridone heterozygous derivatives represented by a formula (I) shown in the description or a pharmaceutically-acceptable salt of the derivatives. The preparation method of the coumarin/pyridone heterozygous derivatives comprises the following steps: one pyridone derivative represented by a formula 3 shown in the description is obtained by a series of synthesis by using one hydroxypyrone with different substituent groups represented by a formula 1 shown in the description as a raw material; and a compound represented by a formula 4 shown in the description is subjected to a condensation reaction to obtain a compound represented by a formula 5 shown in the description, one-step bromination is performed to obtain a compound represented by a formula 6 shown inthe description, the compound represented by the formula 6 and the pyridone derivative represented by the formula 3 are subjected to a one-step nucleophilic substitution reaction to obtain a compoundrepresented by a formula 7 shown in the description, and finally an alkyl protecting group in a pyridone structure is removed to obtain one target compound represented by the formula (I). The compounds provided by the invention are a novel series of single-molecular multi-target series drugs, and have iron chelation, targeted MAO-B inhibitory activity, antioxidant activity, unique advantages for an Alzheimer disease with complicated pathogenesis, a clear mechanism of action and excellent activity.

Macromolecular iron-chelators via RAFT-polymerization for the inhibition of methicillin-resistant Staphylococcus aureus growth

A series of linear poly (glycidyl methacrylate) (PGMA) polymers were synthesized via RAFT polymerization and conjugated with amine-containing 3-hydroxypyridin-4-ones (HPOs) to generate a panel of HPO-containing materials with controlled structures and spe

Targeting the lysosome: Fluorescent iron(III) chelators to selectively monitor endosomal/ lysosomal labile iron pools

Iron-sensitive fluorescent chemosensors in combination with digital fluorescence spectroscopy have led to the identification of a distinct subcellular compartmentation of intracellular redox-active "labile" iron. To investigate the distribution of labile iron, our research has been focused on the development of fluorescent iron sensors targeting the endosomal/lysosomal system. Following the recent introduction of a series of 3-hydroxypyridin-4-one (HPO) based fluorescent probes we present here two novel HPO sensors capable of accumulating and monitoring iron exclusively in endosomal/lysosomal compartments. Flow cytometric and confocal microscopy studies in murine macrophages revealed endosomal/lysosomal sequestration of the probes and high responsiveness toward alterations of vesicular labile iron concentrations. This allowed assessment of cellular iron status with high sensitivity in response to the clinically applied medications desferrioxamine, deferiprone, and deferasirox. The probes represent a powerful class of sensors for quantitative iron detection and clinical real-time monitoring of subcellular labile iron levels in health and disease.