73148-14-8

Usage

Heterocyclic compound

2(1H)-Quinoxalinone, 1-ethyl-3-methylis a compound that contains a ring structure with at least one heteroatom, which is an atom other than carbon, such as nitrogen or oxygen.

Derivative of quinoxalinone

2(1H)-Quinoxalinone, 1-ethyl-3-methylis a modified version of the compound quinoxalinone, which has a similar structure but lacks the ethyl and methyl groups.

Ethyl and methyl groups

2(1H)-Quinoxalinone, 1-ethyl-3-methylhas an ethyl (C2H5) and a methyl (CH3) group attached to specific positions on the ring structure, which can affect its chemical properties and potential pharmaceutical applications.

Pharmaceutical applications

2(1H)-Quinoxalinone, 1-ethyl-3-methylhas potential applications in the pharmaceutical industry, including as a sedative and anxiolytic agent to reduce anxiety and promote relaxation.

Anti-tumor and anti-inflammatory properties

2(1H)-Quinoxalinone, 1-ethyl-3-methylhas been studied for its potential to inhibit tumor growth and reduce inflammation, which could lead to the development of new cancer and anti-inflammatory treatments.

Precursor for the synthesis of other bioactive compounds

2(1H)-Quinoxalinone, 1-ethyl-3-methylcan be used as a starting material for the synthesis of other compounds with potential biological activity, making it a valuable building block in medicinal chemistry.

Interesting target for further research

The chemical structure and properties of 2(1H)-Quinoxalinone, 1-ethyl-3-methylmake it an interesting target for further research and development in the field of medicinal chemistry, as it may lead to the discovery of new drugs and therapies.

Upstream product

• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 63536-46-9 N-ethyl quinoxalin-2(1H)-one 
• 1122-54-9 methyl (4-pyridyl) ketone 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 14003-34-0 3-methyl-2-oxo-1,2-dihydroquinoxaline 
• 95-54-5 1,2-diamino-benzene 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 75-91-2 tert.-butylhydroperoxide 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 23838-73-5 N-ethyl-benzene-1,2-diamine 
• 127-17-3 2-oxo-propionic acid 

Downstream Products

• 1186528-13-1 1-ethyl-3-{[(4-methylphenyl)sulfonyl]methyl}quinoxalin-2(1H)-one 
• 1266609-20-4 1-ethyl-3-methyl-3',5'-diphenyl-1H,3'H-spiro[quinoxaline-2,2'-[1,3,4]thiadiazole] 

Relevant academic research and scientific papers

Visible-light-induced decarboxylative alkylation of quinoxalin-2(1H)-ones with phenyliodine(III) dicarboxylates by cerium photocatalysis

Despite advances in the photoredox catalysis using organic dyes or expensive Ir and Ru complexes, the discovery and employment of photocatalysts based on alternative and abundant metal salts remain highly necessary. Herein, the visible-light-induced decarboxylative alkylation of quinoxalin-2(1H)-ones with phenyliodine(III) dicarboxylate has been accomplished using inexpensive and catalytic amount of CeCl3 as the photocatalyst. The novel protocol has advantages of mild conditions, high yields and good substrate scope. Control experiments indicate that a radical mechanism is responsible for the present transformation.

Metal-free alkylation of quinoxalinones with aryl alkyl ketones

The first metal-free method for alkylation of quinoxalinones using cheap and stable aryl alkyl ketones as nucleophilic alkylation reagents is reported. This strategy greatly broadens the application channels of aryl alkyl ketones through carbon-carbon bon

Alkylation of quinoxalin-2(1H)-ones using phosphonium ylides as alkylating reagents

A practical and efficient methodology for the construction of 3-alkylquinoxalinones through base promoted direct alkylation of quinoxalin-2(1H)-ones with phosphonium ylides as alkylating reagents under metal- and oxidant-free conditions was developed. Various 3-alkylquinoxalin-2(1H)-ones were easily obtained in good to excellent yields. Tentative mechanistic studies suggest that this reaction is likely to involve a nucleophilic addition-elimination process.

N, N, N', N'-Tetramethylethylenediamine-Enabled Photoredox-Catalyzed C-H Methylation of N-Heteroarenes

Aiming at the valuable methylation process, readily available and inexpensive N,N,N′,N′-tetramethylethylenediamine (TMEDA) was first identified as a new methyl source in photoredox-catalyzed transformation in this work. By virtue of this simple methylating reagent, a facile and practical protocol for the direct C-H methylation of N-heteroarenes was developed, featuring mild reaction conditions, broad substrate scope, and scalability. Mechanistic studies disclosed that a sequential photoredox, base-assisted proton shift, fragmentation, and tautomerization process was essentially involved.

Peroxide-mediated site-specific C-H methylation of imidazo[1,2-: A] pyridines and quinoxalin-2(1 H)-ones under metal-free conditions

An effective approach to realize the direct methylation of imidazo[1,2-a]pyridines and quinoxalin-2(1H)-ones with peroxides under metal-free conditions is described. In this protocol, peroxides serve as both the radical initiator and methyl source. Methylated imidazopyridines and quinoxalin-2(1H)-ones were smoothly synthesized in moderate to good yields. A free radical reaction mechanism was proposed to describe the methylation process.

Preparation method of 3-methylquinoxaline-2-(1H)-one derivative

The invention discloses a preparation method of a 3-methylquinoxaline-2-(1H)-one derivative. The preparation method comprises the following steps: by taking elemental iodine as an oxidizing agent, sodium sulfite as an additive and tert-butyl hydroperoxide (TBHP) as a methyl source, carrying out a direct methylation reaction on carbon No. 3 on a quinoxaline-2-(1H)-one compound in an organic solvent, and after the reaction is completed, carrying out aftertreatment to obtain the 3-methylquinoxaline-2-(1H)-one derivative. The preparation method uses cheap and easily available reaction raw materials and is simple.

Visible-light induced decarboxylative alkylation of quinoxalin-2(1H)-ones at the C3-position

A simple and efficient method for the visible light induced direct carbon alkylation of quinoxalin-2(1H)-ones at the C3 position is described. This protocol employs cheap and readily available phenyliodine(iii) dicarboxylates as the alkylation reagents to conduct decarboxylative radical coupling reaction with quinoxalin-2(1H)-ones. The process exhibits excellent compatibility to functional groups and provides a convenient and selective access to various 3-alkylquinoxalin-2(1H)-ones in good yields.

A Catalyst-Free Minisci-Type Reaction: the C–H Alkylation of Quinoxalinones with Sodium Alkylsulfinates and Phenyliodine(III) Dicarboxylates

A direct C–H alkylation of quinoxalinones at the C-3 position with sodium alkylsulfinates and phenyliodine(III) dicarboxylates has been developed under catalyst-free conditions. A series of 3-alkylquinoxalinones were afforded in moderate to excellent yields in this protocol, which offers a practical and efficient access to biologically interesting 3-alkylquinoxalin-2(1H)-one derivatives.

RING-opening reactions of 2-phenyl-1'H,5H-spiro-[oxazole-4,2'-quinoxalin]- 3'(4'H)-ones?

Several simple quinoxaline derivatives were prepared by ring-opening reactions of 2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one and its N-alkyl derivatives under various reaction conditions.

QUINOXALINONE DERIVATIVES AS INSULIN SECRETION STIMULATORS, METHODS FOR OBTAINING THEM AND USE THEREOF FOR THE TREATMENT OF DIABETES

The present invention relates to quinoxalinone derivatives of formula (I), wherein R1, R2, R3, R4, R5 and R6 are as defined in claim 1, as insulin secretion stimulators. The invention also relates to the preparation and use of these quinoxalinone derivatives for the prophylaxis and/or treatment of diabetes and pathologies associated. Other preferred compounds are compounds of general formula (I), wherein R1, R2, R3, R4, R5 and R6 can be optionally substituted by one or more groups selected from Z.