83-54-5

Basic information

• Product Name: 1-methyl-4-quinolone
• Synonyms: 1-methyl-4-quinolone;1-Methyl-4(1H)-quinolinone;1-Methylquinolin-4(1H)-one;C10663;1-Methyl-1H-quinolin-4-one
• CAS NO: 83-54-5
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18456
• EINECS: 201-485-3
• Mol File: 83-54-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 152°
• Boiling Point: 284.68°C (rough estimate)
• Flash Point: 96.7°C
• Appearance: /
• Density: 1.1202 (rough estimate)
• Vapor Pressure: 0.0167mmHg at 25°C
• Refractive Index: 1.6070 (estimate)
• PKA: 2.50±0.50(Predicted)
• CAS DataBase Reference: 1-methyl-4-quinolone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-quinolone(83-54-5)
• EPA Substance Registry System: 1-methyl-4-quinolone(83-54-5)

Safety Data

• Hazardous Substances Data: 83-54-5(Hazardous Substances Data)

Usage

General Description

1-Methyl-4-quinolone is a chemical compound with a molecular formula C10H9NO. It is a derivative of quinoline and has a methyl group attached to the quinoline ring. 1-methyl-4-quinolone is known for its antimicrobial and antiviral properties, and is often used in the pharmaceutical industry as a building block for the synthesis of various drugs. 1-Methyl-4-quinolone has also been studied for its potential as a therapeutic agent for treating diseases such as cancer and Alzheimer's, and its unique chemical structure makes it a valuable tool for medicinal chemistry research. Additionally, it has been investigated for its ability to act as a fluorescent probe for detecting and imaging biological molecules and processes.

InChI:InChI=1/C10H9NO/c1-11-7-6-10(12)8-4-2-3-5-9(8)11/h2-7H,1H3

Upstream product

• 18471-99-3 1,4-dihydro-1-methyl-4-oxoquinoline-3-carboxylic acid 
• 3334-56-3 N-methyl-N-(2-[hydroxycarbonyl]ethyl)aniline 
• 529-37-3 4(1H)-quinolinone 
• 74-88-4 methyl iodide 
• 611-36-9 quinolin-4-ol 
• 77-78-1 dimethyl sulfate 
• 512-56-1 trimethyl phosphite 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 46000-25-3 4-methylthioisoquinoline 
• 577-59-3 2-acetylnitrobenzene 
• 87488-61-7 3-(dimethylamino)-1-(2-nitrophenyl)prop-2-en-1-one 
• 875-30-9 1,3-dimethylindole 
• 59019-35-1 N-(2-acetylphenyl)-N-methylformamide 
• 1358532-05-4 3-deutero-1-methylquinolin-4(1H)-one 

Downstream Products

• 1338224-06-8 tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate 
• 15266-35-0 dihydroevocarpine 
• 875-63-8 N-methyl-cis-decahydroquinoline 
• 24220-95-9 1-Methyl-3-nitro-4-chinolon 
• 6291-51-6 1-methyl-1H-quinoline-4-thione 
• 56857-96-6 1-methyl-3-phenylquinolin-4(1H)-one 

Relevant articles and documents

Evaluation of a simple and novel fluorescent anion sensor, 4-quinolone, and modification of the emission color by substitutions based on molecular orbital calculations

4-Quinolone (4-QO) was evaluated as a simple and novel fluorescent anion sensor, and the modification of its emission color was carried out. The series of 4-QO derivatives having molecular orbitals with different energy levels was designed by substitutions at the 6 and 7 positions based on the molecular orbital calculations. All derivatives showed drastic fluorescence enhancements in the presence of F- via the intramolecular charge transfer mechanism, and the successful modification of the emission color was achieved. The anion-induced emission colors of these derivatives as well as their binding affinities for F- could be predicted by ab initio quantum chemical calculations, indicating that the present calculations are useful in designing new anion sensors.

Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I2/K2S2O8 system has been developed. Under the optimal conditions, the C–S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility.

Aerobic C–C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)32+

Photoredox catalysis with Ru(bpy)32+ (2,2′-bipyridine) has been used to enable the activation of oxygen in the aerobic C–C cleavage/oxygenation reaction of indoles. A number of indole substrates that contain various functional groups were successfully employed in the reaction to give a wide range of ortho-aminobenzaldehyde derivatives. These products can then be used as versatile building blocks for further synthetic modifications. Mechanistic studies suggest that the reaction proceeds through a radical pathway.