18671-97-1

Usage

Uses

Used in Pharmaceutical Industry:
2,6-Dichloroquinoxaline is used as an intermediate for the synthesis of antimalarial agents, specifically as an analogue of 3-amino-7-chloro-1,2,4-benzotriazine 1-oxide. 2,6-Dichloroquinoxaline plays a crucial role in the development of new drugs to combat malaria, a disease that affects millions of people worldwide.
Used in Agricultural Industry:
2,6-Dichloroquinoxaline is also used as an intermediate for the production of herbicides. Its chemical properties make it a valuable component in the development of effective and targeted herbicides, which are essential for controlling weeds and ensuring the productivity of crops.

InChI:InChI=1/C8H4Cl2N2/c9-5-1-2-6-7(3-5)11-4-8(10)12-6/h1-4H

Upstream product

• 2427-71-6 6-chloro-1,2-dihydroquinoxalin-2-one 
• 2427-71-6 2-hydroxy-6-chloroquinoxaline 
• 68-12-2 N,N-dimethyl-formamide 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 89-63-4 4-Chloro-2-nitroaniline 
• 610-40-2 3,4-dinitro-chlorobenzene 
• 859307-61-2 ethyl 2-(4-chloro-2-nitrophenylamino)acetate 
• 89938-22-7 6-chloro-1,2,3,4-tetrahydroquinoxalin-2-one 
• 1196-57-2 quinoxalin-2⁽¹⁾-one 

Downstream Products

• 76578-79-5 6-chloro-2-(4-hydroxyphenoxy)quinoxaline 
• 1448-87-9 2-chloroquinoxaline 
• 78470-92-5 4-[N-methyl-N-(6-chloro-2-quinoxalinyl)amino]phenol 
• 335159-63-2 6-chloro-2-phenylethynyl-quinoxaline 
• 335159-60-9 6-Chloro-2-(hex-1-yn-1-yl)quinoxaline 
• 150582-42-6 6-chloro-2-<1-methyl-2-(N-phenylthiocarbamoyl)hydrazino>quinoxaline 
• 21335-55-7 n-pentenyl alcohol 
• 83183-54-4 4-(6-chloro-2-quinoxalylthio)-aniline 
• 1257089-73-8 N-benzyl-N-(6-chloroquinoxalin-2-yl)amine 

Relevant academic research and scientific papers

Synthesis of novel antibacterial and antifungal quinoxaline derivatives

A series of quinoxaline derivatives were designed, synthesized and evaluated as antimicrobial agents against plant pathogenic bacteria and fungi. Some of these compounds exhibited significant antibacterial and antifungal activities in vitro. Compound 5k d

Antimicrobial evaluation and action mechanism of chalcone derivatives containing quinoxaline moiety

Abstract: A series of chalcone derivatives containing quinoxaline moieties were synthesized, and their antibacterial activities were evaluated. Antibacterial bioassays indicated that some of the compounds exhibited significant antibacterial activity against Xanthomonas axonopodis pv. Citri (Xac), Xanthomonas oryzae pv. oryzae (Xoo), and Ralstonia solanacearum (Rs) at the concentrations of 50 or 100?μg/cm3. 50% effective concentration (EC50) values of (E)-3-(pyridin-2-yl)-1-[4-(quinoxalin-2-yloxy)phenyl]prop-2-en-1-one against Xac, Xoo, and Rs were 6.72, 15.17, and 9.29?μg/cm3, respectively, which were better than those of bismerthiazol (44.31, 42.46, and 62.36?μg/cm3, respectively). Scanning electron microscopy (SEM) was employed to analyze the mechanism of antibacterial action of that compound toward Xac. Graphical abstract: [Figure not available: see fulltext.].

Synthesis, antiviral and antibacterial activities and action mechanism of penta-1,4-dien-3-one oxime ether derivatives containing a quinoxaline moiety

A series of penta-1,4-dien-3-one oxime ether derivatives containing a quinoxaline moiety were synthesized and their antibacterial and antiviral activities were evaluated. Bioassay activity indicated that some of the compounds displayed significant antibacterial and antiviral activities. In particular, some title compounds were found to show remarkable antiviral activities against tobacco mosaic virus (TMV). Compound 6i showed remarkable curative, protective and inactivation activity against TMV, with a 50% effective concentration (EC50) of 287.1, 157.6 and 133.0 μg mL-1, respectively. These results were better than or comparable to those of ningnanmycin (356.3, 233.7 and 121.6 μg mL-1, respectively). Microscale thermophoresis (MST) also showed that the binding of compound 6i to TMV coat protein (TMV-CP) gave a Kd value of 0.115 ± 0.092 μmol L-1, which was better than that of ningnanmycin (0.523 ± 0.254 μmol L-1). Meanwhile, the EC50 values of compound 6k against Xanthomonas axonopodis pv. Citri (Xac) and Xanthomonas oryzae pv. oryzae (Xoo) were 16.8 and 33.4 μg mL-1 respectively, and that of compound 6i against Ralstonia solanacearum (Rs) was 33.9 μg mL-1. These results were better than those of bismerthiazol (44.3, 42.5 and 62.4 μg mL-1, respectively). The mechanism of antibacterial action of compound 6k against Xac was analysed through scanning electron microscopy (SEM). This study indicated that the title compounds are valuable in the search for novel agrochemicals.

Large-scale solvent-free chlorination of hydroxy-pyrimidines,-pyridines,- pyrazines and-amides using equimolar POCl3

Chlorination with equimolar POCl3 can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxy-pyridines,-quinoxalines, or even-amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations.

Antitumor compositions and methods of treatment

This invention provides certain sulfonamidoquinoxaline derivatives and methods for using them in the treatment of susceptible neoplasms in mammals. Also provided are certain novel pharmaceutical formulations employing these sulfonamidoquinoxaline derivatives, in combination with a carrier, diluent or excipient.

Process for preparing 6-halo-2-chloroquinoxaline

A process for the preparation of 2-chloro-6-haloquinoxaline compounds from the corresponding 4-halo-2-nitroaniline utilizing four reaction steps with generally compatible solvents and reagents with volatile by-products to minimize the isolation and purification of intermediates has been developed.

Carbamic acid ester herbicides

Carbamic acid ester compounds of the formula STR1 wherein A represents the group (a) or (b) STR2 wherein R1 -R8, X and Y are as defined hereinafter, processes for their preparation, herbicidal compositions containing these compounds and methods for the use of the compounds and the herbicidal compositions are disclosed.

A FACILE SYNTHESIS OF NOVEL TRICYCLIC COMPOUNDS, TETRAZOLOQUINOXALINES AND 1,2,4-TRIAZOLOQUINOXALINES

Novel 5-methyltetrazoloquinoxalin-4-ones (5) and 5-methyl-1,2,4-triazoloquinoxalin-4-ones (7) could be synthesized from 1-methyl-3-chloroquinoxalin-2-ones (3) and 1-methyl-3-hydrazinoquinoxalin-2-ones (6), respectively.Further extensive study was carried out to synthesize 4- or 7- substituted and 4,7-disubstituted tetrazoloquinoxalines (10) and 1,2,4-triazoloquinoxalines (12).

THE SYNTHESES OF NOVEL 2-(2-QUINOXALINYL)PYRIDAZIN-3(2H)-ONES

The first syntheses of 4-chloro-2-(2-quinoxalinyl)-pyridazin-3(2H)-one derivatives are reported.They could be synthesized from 2-hydrazinoquinoxaline derivatives as starting materials.

REGIOSELECTIVE SYNTHESIS OF 2,6-DICHLOROQUINOXALINE AND 2-CHLORO-6-IODOQUINOXALINE

Facile regioselective synthesis of 2,6-dichloroquinoxaline and 2-chloro-6-iodoquinoxaline is described.Electrophilic substitution reaction of 2(1H)-quinoxalinone with chloride and iodide ion in 95percent sulfuric acid occurred at 6-position exclusively.