117727-00-1

Basic information

• Product Name: 2(1H)-Quinolinone,1-(4-methylphenyl)-(9CI)
• Synonyms: 2(1H)-Quinolinone,1-(4-methylphenyl)-(9CI)
• CAS NO: 117727-00-1
• Molecular Formula: C₁₆H₁₃NO
• Molecular Weight: 235.28052
• Product Categories: QUINOLINONE
• Mol File: 117727-00-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2(1H)-Quinolinone,1-(4-methylphenyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone,1-(4-methylphenyl)-(9CI)(117727-00-1)
• EPA Substance Registry System: 2(1H)-Quinolinone,1-(4-methylphenyl)-(9CI)(117727-00-1)

Safety Data

• Hazardous Substances Data: 117727-00-1(Hazardous Substances Data)

Usage

Chemical class

Quinolinone

Structure

Quinolin-2(1H)-one with a 4-methylphenyl group attached at the 1-position

Uses

Synthesis of pharmaceuticals and agrochemicals

Pharmacological activities

Antimicrobial, antitumor, and anti-inflammatory properties

Potential applications

Development of new drugs and bioactive compounds in organic and medicinal chemistry.

Upstream product

• 106-38-7 para-bromotoluene 
• 5852-90-4 carbostyril; potassium-salt 
• 59-31-4 2-quinolone 
• 3076-56-0 p-tolyllead triacetate 
• 134430-88-9 (2E)-N-(4-methylphenyl)-3-phenylprop-2-enamide 

Relevant articles and documents

Visible-Light-Photocatalyzed Synthesis of Phenanthridinones and Quinolinones via Direct Oxidative C-H Amidation

A straightforward synthetic strategy to construct biologically relevant phenanthridinones and quinolinones was developed via visible-light-promoted direct oxidative C-H amidation. In this photocatalytic system, amidyl radicals can be generated by homolysis of the N-H bond of simple amide precursors via single-electron transfer under blue LED illumination, which leads to oxidative intramolecular C-H amidation. Moreover, an efficient synthetic strategy using a photocascade enabled facile assembly of quinolinone structures through a catalytic sequence involving triplet energy (ET) transfer-based E/Z olefin isomerization and subsequent photocatalytic generation of amidyl radical intermediates.

1,2-Dihydroquinolin-2-one (carbostyril) anions as bidentate nucleophiles in their reactions with aryllead triacetates: Synthesis of 1-aryl- and 3-aryl-tetrahydroquinoline-2,5,8-triones

Arylation of 1,2-dihydroquinolin-2-one, 5-methoxy-, 8-methoxy-and 5,8-dimethoxy-1,2-dihydroquinolin-2-one anions with p-tolyllead triacetate has been studied. The reactions take place on nitrogen or on the C-3 position, depending on steric and electronic factors. The aryl derivatives thus obtained have been oxidized to the corresponding 3-aryltetrahydroquinoline-2,5,8-triones.

Preparation and Proton Spectra of 1-Aryl-1,2-dihydro-2-quinolones

1-Phenyl, 1-m-tolyl-, and 1-p-tolyl-1,2-dihydro-2-quinolone have been prepared by treating the potassium derivative of 1,2-dihydro-2-quinolone with the corresponding aryl bromide in the presence of finely divided copper.The use of o-bromotoluene in this reaction gave trace amounts of a crystalline material which upon the basis of mass spectrum analysis was assigned 2-o-tolyloxyquinoline as a structure.The 1-aryl groups caused an unusual chemical shift of 8-proton to the δ 6.64-6.70 region.This behavior paralleled that observed for the 7-proton of 6-phenyl-6H-indenoisoquinoline-5,11-dione in earlier studies.