5432-74-6

Usage

Uses

Used in Pharmaceutical Research:
2,3-dimethylquinoxaline 1,4-dioxide is used as a research compound for its potential as an anti-cancer agent. It has been studied for its ability to target and inhibit the growth of cancer cells, making it a promising candidate for the development of novel cancer therapies.
Used in Organic Synthesis:
2,3-dimethylquinoxaline 1,4-dioxide is used as a building block in the synthesis of various organic compounds. Its unique structure allows for the formation of diverse chemical entities, contributing to the advancement of organic chemistry.
Used in Agrochemical Production:
2,3-dimethylquinoxaline 1,4-dioxide is used as a key intermediate in the production of agrochemicals. Its incorporation into these products enhances their effectiveness in controlling pests and diseases in agriculture, thereby improving crop yields and food security.
Used in Antibacterial Applications:
2,3-dimethylquinoxaline 1,4-dioxide is used as an antibacterial agent due to its ability to inhibit the growth of bacteria. This property makes it a valuable component in the development of new antimicrobial drugs and treatments, addressing the growing issue of antibiotic resistance.

InChI:InChI=1/C10H10N2O2/c1-7-8(2)12(14)10-6-4-3-5-9(10)11(7)13/h3-6H,1-2H3

Upstream product

• 2379-55-7 2,3-dimethylquinoxaline 
• 480-96-6 benzofurazan oxide 
• 78-93-3 butanone 
• 95-54-5 1,2-diamino-benzene 
• 236092-93-6 benzofuroxane N-oxide 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 2379-55-7 2,3-dimethylquinoxaline 
• 6940-11-0 2,3-dimethylquinoxaline monoxide 
• 111557-78-9 2,11-Diphenyl-dipyrrolo[1,2-a;2',1'-c]quinoxaline-3,10-dicarboxylic acid dimethyl ester 
• 17357-92-5 3-methylquinoxaline-2-carboxamide 
• 113729-35-4 2,3-dimethylquinoxaline-5-carboxamide 
• 32387-87-4 2,3-dimethylquinoxaline-6-carboxamide 
• 17357-88-9 3-methyl-2-quinoxalinecarbonitrile 
• 18080-67-6 2,3-bis(bromomethyl)quinoxaline 1,4-di-N-oxide 
• 71569-65-8 3-methyl-1,4-dioxy-quinoxaline-2-carbaldehyde phenylhydrazone 
• 7065-97-6 2,3-bis(hydroxymethyl)quinoxaline 
• 10103-89-6 2,3-bis(acetoxymethyl)-quinoxaline-1,4-di-N-oxide 

Relevant academic research and scientific papers

New 1,4-di-N-oxide-quinoxaline-2-ylmethylene isonicotinic acid hydrazide derivatives as anti-Mycobacterium tuberculosis agents

The increase in the prevalence of drug-resistant tuberculosis cases demonstrates the need of discovering new and promising compounds with antimycobacterial activity. As a continuation of our research and with the aim of identifying new antitubercular drugs candidates, a new series of quinoxaline 1,4-di-N-oxide derivatives containing isoniazid was synthesized and evaluated for in vitro anti-tuberculosis activity against Mycobacterium tuberculosis H37Rv strain. Moreover, various drug-like properties of new compounds were predicted. Taking into account the biological results and the promising drug-likeness profile of these compounds, make them valid leads for further experimental research.

Synthesis, crystal structure and calculation of oxides of 2-methylamino-3-methyl quinoxaline

Monoxide and dioxide of animo quinoxaline were synthesized and characterized by 1H NMR, 13C NMR and HRMS. The result shows that monoxide is main product. 1H NMR analysis, quantum calculation and crystal structure all indicate that the monoxide is 4-oxide structure but not 1-oxide structure. The subsequent discussions of electronic effect and steric effect of 1-oxide and 4-oxide support the conclusion that 4-oxide is dominant product, which is consistent with 1H NMR analysis and crystal structure. At last, the calculated structure is in good agreement with the crystal structure in this paper, which indicates that the calculation result in this paper is credible.

Preparation method of 2, 3-quinoxaline-1, 4-dioxide

The invention discloses a preparation method of 2, 3-quinoxaline-1, 4-dioxide, and belongs to the field of synthesis of medical intermediates. The method comprises the following steps: performing condensation cyclization on 1, 2-phenylenediamine serving as a raw material and 2, 3-butanedione to obtain 2, 3-dimethyl quinoxaline, and oxidizing the 2, 3-dimethyl quinoxaline with hydrogen peroxide under the action of a catalyst to obtain 2, 3-dimethyl quinoxaline-1, 4-dioxide; carrying out rearrangement and hydrolysis on the 2, 3-dimethyl quinoxaline-1, 4-dioxide and acid anhydride to obtain 2, 3-quinoxaline dimethanol; and finally, oxidizing the 2, 3-quinoxaline-1, 4-dioxide with hydrogen peroxide under the action of a catalyst to obtain the 2, 3-quinoxaline-1, 4-dioxide. By adopting the process route, the initial raw materials are easy to obtain, the cost is low, the total yield is as high as 64%, and industrial operation is facilitated.

New hydrazine and hydrazide quinoxaline 1,4-di-N-oxide derivatives: In silico ADMET, antiplasmodial and antileishmanial activity

We report the design (in silico ADMET criteria), synthesis, cytotoxicity studies (HepG-2 cells), and biological evaluation of 15 hydrazine/hydrazide quinoxaline 1,4-di-N-oxide derivatives against the 3D7 chloroquine sensitive strain and FCR-3 multidrug re

Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents

We report the synthesis and antimalarial activities of eighteen quinoxaline and quinoxaline 1,4-di-N-oxide derivatives, eight of which are completely novel. Compounds 1a and 2a were the most active against Plasmodium falciparum strains. Structure-activity

Synthesis and Biological Evaluation of New Quinoxaline Derivatives as Antioxidant and Anti-Inflammatory Agents

We report the synthesis, anti-inflammatory, and antioxidant activities of novel quinoxaline and quinoxaline 1,4-di-N-oxide derivatives. Microwave-assisted methods have been used to optimize reaction times and to improve yields. The tested compounds presented important scavenging activities and promising in vitro inhibition of soybean lipoxygenase (LOX). Two of the best LOX inhibitors (compounds 7b and 8f) were evaluated as invivo anti-inflammatory agents using the carrageenin-induced edema model. One of them (compound 7b) showed important in vivo anti-inflammatory effect (41%) similar to that of indomethacin (47%) used as the reference drug. Synthesis and Biological Evaluation of New Quinoxaline Derivatives as Antioxidant and Anti-Inflammatory Agents Asuncion Burguete, Eleni Pontiki, Dimitra Hadjipavlou-Litina*, Saioa Ancizu, Raquel Villar, Beatriz Solano, Elsa Moreno, Enrique Torres, Silvia Perez, Ignacio Aldana and Antonio Monge The synthesis, anti-inflammatory and antioxidant activities of new quinoxaline derivatives are reported. The new compounds exhibit important scavenging activities and promising values of in vitro inhibition of soybean LOX, One of them shows strong in vivo anti-inflammatory effect similar to that of indomethacin used as the reference drug.

A new efficient route for the formation of quinoxaline N-oxides and N,N′-dioxides using HOF·CH3CN

HOF·CH3CN, a very efficient oxygen-transfer agent made readily from fluorine and aqueous acetonitrile, was reacted with various quinoxaline derivatives to give the corresponding mono N-oxides and especially the N,N′-dioxides in very good yields under mild conditions and short reaction times.

1,2,5-Oxadiazole N-oxide derivatives and related compounds as potential antitrypanosomal drugs: Structure-activity relationships

The syntheses of a new series of derivatives of 1,2,5-oxadiazole N- oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline di-N-oxide are described. In vitro antitrypanosomal activity of these compounds was tested against epimastigote forms of Trypa

Solid-state complexes of quinoxaline- and phenazine-N,N'-dioxide donors with tetracyanoethylene. Crystal engineering via donor-acceptor interactions

2,3-Dimethylquinoxaline-N,N'-dioxide (DMQDO) and phenazine-N,N'-dioxide (PDO) bind to tetracyanoethylene (TCNE) in solution, with complexation constants of 4.8(7) and 1.2(7) M-1, respectively in CH2Cl2. Crystallization of the mixtures affords two-component solids which contain weakly bound one-dimensional donor-acceptor arrays. The DA interactions create DA ladder domains in the (DMQDO)2TCNE solid and single-stranded DA chains in the (PDO)TCNE crystal.

PREPARATION OF SOME NAPHTHOISOINDOLES

The preparation of four derivatives of naphthoisoindole is described.Three of these derivatives are highly reactive dienophiles.