20151-47-7

Basic information

• Product Name: 8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE
• Synonyms: 8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE;3,4-Dihydro-8-methyl-2-quinolinone;3,4-Dihydro-8-methyl-2(1H)-quinolinone
• CAS NO: 20151-47-7
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Mol File: 20151-47-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE(20151-47-7)
• EPA Substance Registry System: 8-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE(20151-47-7)

Safety Data

• Hazardous Substances Data: 20151-47-7(Hazardous Substances Data)

Usage

General Description

8-Methyl-3,4-dihydroquinolin-2(1H)-one is a chemical compound with the molecular formula C11H11NO, consisting of a quinoline ring with a methyl group and a carbonyl group. It is a heterocyclic compound that can be used as a building block in the synthesis of various organic compounds. It has potential applications in the pharmaceutical and chemical industries, and its structural features make it a valuable intermediate for the preparation of bioactive molecules and pharmaceutical drugs. The compound may also have potential biological activities, making it a subject of interest for further research and development. Overall, 8-Methyl-3,4-dihydroquinolin-2(1H)-one has diverse potential applications and may play a significant role in the field of organic chemistry and drug discovery.

Upstream product

• 19422-76-5 3-chloro-N-(2-methylphenyl)propionamide 
• 19342-88-2 3-chloro-N-(4-methylphenyl)propionamide 
• 22084-89-5 3-(2-methylphenyl)propanoic acid 
• 52601-70-4 8-methyl-1,2,3,4-tetrahydroquinoline 
• 3751-48-2 3-(3-methylphenyl)propanoic acid 
• 1251303-74-8 C₁₀H₁₃NO₂ 

Downstream Products

• 1872-69-1 6-bromo-8-methyl-3,4-dihydroquinolin-2(1H)-one 
• 52601-70-4 8-methyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Visible-Light Induced C(sp2)?H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover

We report an approach for the intramolecular C(sp2)?H amidation of N-acyloxyamides under photoredox conditions to produce δ-benzolactams with an aryl-alkyl σ-bond relocation. Computational studies on the designed reductive single electron transfer strategy led us to identify N-[3,5-bis(trifluoromethyl)benzoyl] group as the most effective amidyl radical precursor. Upon the formation of an azaspirocyclic radical intermediate by the selective ipso-addition with outcompeting an ortho-attack, radical–polar crossover was then rationalized to lead to the rearomative ring-expansion with preferential C?C bond migration.

Multi-Functional Oxidase Activity of CYP102A1 (P450BM3) in the Oxidation of Quinolines and Tetrahydroquinolines

Tetrahydroquinoline, quinoline, and dihydroquinolinone are common core motifs in drug molecules. Screening of a 48-variant library of the cytochrome P450 enzyme CYP102A1 (P450BM3), followed by targeted mutagenesis based on mutation-selectivity correlations from initial hits, has enabled the hydroxylation of substituted tetrahydroquinolines, quinolines, and 3,4-dihydro-2-quinolinones at most positions around the two rings in good to high yields at synthetically relevant scales (1.5 g L?1 day?1). Other oxidase activities, such as C?C bond desaturation, aromatization, and C?C bond formation, were also observed. The enzyme variants, with mutations at the key active site residues S72, A82, F87, I263, E267, A328, and A330, provide direct and sustainable routes to oxy-functionalized derivatives of these building block molecules for synthesis and drug discovery.

Reinvestigation by Carbon-13 NMR Spectroscopy of the Aluminium Chloride catalysed Cyclisation of Methyl-substituted β-Chloropropionanilides to 3,4-Dihydroquinolin-2(1H)-ones

Aluminium chloride-catalysed cyclisation of methyl-substituted β-chloropropionanilides occurs via kinetically controlled intramolecular Friedel-Crafts cyclisation to give 3,4-dihydroquinolin-2(1H)-ones.In the case of the ortho-methylanilide, ipso attack i