31835-53-7

Usage

Uses

Used in Pharmaceutical Industry:
4-Methoxy-2-methylquinoline is used as a building block for the synthesis of heterocyclic compounds and drugs due to its versatile chemical properties and potential in drug development.
Used in Anticancer Drug Development:
4-Methoxy-2-methylquinoline is used as a potential candidate for anticancer drug development, as it has demonstrated antiproliferative and cytotoxic activities against various human cancer cell lines.
Used in Synthesis of Anti-inflammatory and Analgesic Agents:
4-Methoxy-2-methylquinoline is used in the synthesis of agents with anti-inflammatory and analgesic properties, contributing to the development of new therapeutic options for pain management and inflammation control.

Upstream product

• 186581-53-3 diazomethane 
• 5660-24-2 2-methyl-1H-quinolin-4-one 
• 67-56-1 methanol 
• 91-63-4 2-methylquinoline 
• 607-67-0 4-hydroxy-2-methylquinoline 
• 162283-20-7 4-trimethylsiloxyquinaldine 
• 74-88-4 methyl iodide 
• 4295-06-1 4-chloro-2-methylquinoline 
• 124-41-4 sodium methylate 

Downstream Products

• 15733-83-2 4-methoxyquinoline-2-carboxylic acid 
• 925932-97-4 4-methoxy-2-trans-styryl-quinoline 
• 115869-44-8 (E)-1-methyl-2-styrylquinolin-4(1H)-one 
• 199279-19-1 dehydrogalipin 
• 6760-40-3 1,2-dimethyl-1,4-dihydroquinolin-4-one 
• 42508-75-8 2-(4-methoxy-quinolin-2-yl)-1-phenyl-ethanone 
• 5660-24-2 2-methyl-1H-quinolin-4-one 
• 74-87-3 methylene chloride 
• 1422841-60-8 C₂₆H₂₂N₄O₂ 
• 1422841-43-7 C₂₆H₂₂N₄OS 

Relevant academic research and scientific papers

Photoredox-Catalyzed Hydroxymethylation of Heteroaromatic Bases

We report the development of a method for room-temperature C-H hydroxymethylation of heteroarenes. A key enabling advance in this work was achieved by implementing visible light photoredox catalysis that proved to be applicable to many classes of heteroarenes and tolerant of diverse functional groups found in druglike molecules.

On the thermally induced rearrangement of 2-alkoxypyridines to N-alkylpyridones

Analogues of 2-methoxypyridine undergo rearrangement to N-methylpyridones under flash vacuum pyrolysis (FVP) conditions. Ethoxy derivatives undergo competitive ethyl migration and elimination of ethylene. Analogues of 4-methoxypyridine do not undergo rearrangement under FVP conditions, but demethylation on silica may occur. The ease of rearrangement follows the basicity of the alkoxyhetarene to some extent. The vapour-phase rearrangements have been contrasted to condensed-phase pyrolyses. and a four-centre transition state for the former is supported by computation. The rearrangement allows structural assignment to the two products from the reaction of 2,4-dichloroquinoline with pyrrolidine.

Photoelectron spectroscopy of quinoline derivatives. Correlation of experimental ionization potentials with calculated molecular energies

Experimental ionization potentials of quinoline 1 and substituted quinolines: 6-methylquinoline 2, 2,6-dimethylquinoline 3, 6-methoxyquinoline 4, 3-bromoquinoline 5, 2-chloro-4-methylquinoline 6, 4-hydroxyquinoline 7, 4-hydroxy-2-methylquinoline 8, 2-hydroxy-4-methylquinoline 9, 4-methoxyquinoline 10, 4- methoxy-2-methylquinoline 11, 2-methoxy-4-methylquinoline 12, were measured by photoelectron spectroscopy. Molecular orbital energies of the same derivatives were calculated by the Austin Method 1. The assignments of the bands of the photoelectron spectra were done with the aid of the theoretical calculations and on the basis of the substituent effects. For quinolines 1-6 a good agreement was found between the experimental ionization potentials and the calculated orbital energies.

Alkylation of 2-, 4-, and 8-Trialkylsiloxyquinolines by Methyl Iodide

Trimethyl- and triethylsilyl ethers of 2-, 4-, and 8-hydroxyquinolines have been prepared.The alkylation of these siloxyquinolines by methyl iodide has been studied.In the case of 4-trimethylsiloxyquinaldine, it has been established that both N- and O-alkylation products are formed.