7154-32-7

Usage

Heterocyclic compound

Containing both nitrogen and carbon atoms in its ring structure This refers to the presence of different types of atoms (heteroatoms) in the compound's ring, which is a characteristic feature of many organic compounds.

Distinctive aroma and taste

Often used as a flavoring agent in the food industry The unique smell and taste of 2,3-Dimethylpyrido[2,3-b]pyrazine make it a desirable additive for enhancing the flavor of various food products.

InChI:InChI=1/C9H9N3/c1-6-7(2)12-9-8(11-6)4-3-5-10-9/h3-5H,1-2H3

Upstream product

• 452-58-4 2,3-Diaminopyridine 
• 431-03-8 dimethylglyoxal 
• 52333-43-4 7-bromo-2,3-dimethylpyrido<2,3-b>pyrazine 
• 111-42-2 2,2'-iminobis[ethanol] 
• 513-85-9 2.3-butanediol 
• 13269-19-7 3-amino-2-nitropyridine 
• 513-86-0 3-hydroxy-2-butanon 
• 38875-53-5 5-bromo-pyridine-2,3-diamine 

Downstream Products

• 82619-77-0 5-Benzoyl-6-cyano-2,3-dimethyl-5,6-dihydropyrido<2,3-b>pyrazine 

Relevant academic research and scientific papers

Hydrogen Auto-transfer Synthesis of Quinoxalines from o-Nitroanilines and Biomass-based Diols Catalyzed by MOF-derived N,P Co-doped Cobalt Catalysts

A Co-based heterogeneous catalyst supported on N,P co-doped porous carbon (Co@NCP) is prepared via a facile in-situ doping-carbonization method. The Co@NCP composite features a large surface area, high pore volume, high-density and strong basic sites. Furthermore, doping of P atoms can regulate the electronic density of Co. Therefore, Co@NCP exhibits good performance for the synthesis of quinoxalines from o-nitroanilines and biomass-derived diols under alkali-free conditions.

Cooperative iridium complex-catalyzed synthesis of quinoxalines, benzimidazoles and quinazolines in water

Herein, an efficient methodology for the synthesis of a diverse class of N-heterocyclic moieties, such as quinoxalines, benzimidazoles and quinazolines, was developed in water using bio-renewable alcohols. The quinoxalines were successfully synthesized from a wide range of diamines and nitroamines with diols in air. Interestingly, benzimidazoles and quinazolines were synthesized with excellent isolated yields without using any external base. Finally, the preparative scale synthesis of various N-heterocycles and pharmaceutically active quinoxalines established the practicability of this protocol. For this iridium system, a metal-ligand cooperative mechanism was proposed based on kinetic and DFT studies.

Ligustrazine-fused cyclic compound and medicine composition thereof, as well as application in medicine thereof

The invention discloses a ligustrazine-fused cyclic compound and a medicine composition thereof and application in a medicine. The ligustrazine-fused cyclic compound has the following structural general formula I: as shown in the specification. The medicine composition is a medicinal active component for the ligustrazine-fused cyclic compound and a pharmaceutically acceptable carrier, an excipient, a diluent, an adjuvant, a medium or a combination thereof; the ligustrazine-fused cyclic compound and the medicine composition can be used for preventing or treating cardiovascular and cerebrovascular diseases, digestive system diseases, respiratory diseases, the alzheimer's disease, kidney diseases and complications of the above-mentioned diseases due to thrombus and excessive free radicals. The ligustrazine-fused cyclic compound disclosed by the invention has an extremely good inhibition effect on in vitro ADP (adenosine diphosphate)-induced platelet aggregation; meanwhile, compared with the pharmacokinetic property of ligustrazine serving as a female parent, the pharmacokinetic property of the ligustrazine-fused cyclic compound in the body of a rat is obviously improved.

An annulative transfer hydrogenation strategy enables straightforward access to tetrahydro fused-pyrazine derivatives

A ruthenium-catalysed annulative transfer hydrogenation strategy, enabling straightforward access to tetrahydro fused-pyrazine derivatives from N-heteroaryl diamines and vicinal diols, has been demonstrated for the first time. Such a synthesis proceeds with unprecedented synthetic effectiveness including high step- and atom efficiency, generation of water as the sole by-product, short reaction time and no need for external high pressure H2 gas, offering an important basis for the transformation of vicinal diols, a class of bio-mass derived resources, into functionalized products.

Glycerin and CeCl3 7H2O: A new and efficient recyclable reaction medium for the synthesis of quinoxalines

An efficient and environmentally benign process for the synthesis of quinoxalines has been developed using glycerine-cerium chloride as a reaction medium. This method is applicable to a variety of diketones and 1,2-phenylenediamines to afford the corresponding quinoxaline derivatives in excellent yields. The reaction medium was recovered and reused for further reactions without any problem. Taylor & Francis Group, LLC.

Microwave-assisted solvent-free synthesis and in vitro antibacterial screening of quinoxalines and pyrido[2, 3b]pyrazines

We report herein the microwave assisted synthesis, without solvents and catalysts, of 6-substituted quinoxalines and 7-substituted pyrido[2,3b] pyrazines. The compounds were obtained in good yields and short reaction times using the mentioned procedure and two new structures are reported. A complete 1H-and 13C-NMR assignment was performed using 1D and 2D-NMR. Additionally, an in vitro screening was performed on Gram-positive and Gram-negative bacteria using amoxicillin as positive reference. Compounds bearing a pyridyl group tended to have higher antibacterial activity, but the best activity against Bacillus subtilis and Proteus mirabilis was observed with quinoxaline derivatives.

Sustainable approach to tandem catalysis: Expedient access to quinoxalines and pyrido[2,3-b]pyrazines from α-hydroxyketones via microwave-induced [(NH4)6Mo7O24·4H 2O - PEG 300] polar paste catalyst system

[(NH4)6Mo7O24·4H 2O-PEG 300] is introduced as a polar paste catalyst system for tandem synthesis of quinoxalines and pyrido[2,3-b]pyrazines under open-vessel focused microwave irradiation. Low conversions were obtained when catalyst or PEG was used individually. Accordingly, a convenient combination of catalyst and PEG mostly led to quantitative yield of products within 15 min microwave irradiation with good turnover frequency values (11-20 h-1) taking a tandem process into consideration. The salient features of this environmentally benign method are fast conversions, high product selectivity and the use of a low-cost, readily available, nontoxic, catalyst and medium.

Heterogeneous SnCl2/SiO2 versus homogeneous SnCl 2 acid catalysis in the benzo[N,N]-heterocyclic condensation

The scope of homogeneous Lewis acid-catalyzed benzo[N,N]-heterocyclic condensation was expanded to include the use of various metal salts not reported in the literature and SnCl2·2H2O was finally selected. Among various solid supports activated with SnCl2, heterogeneous SnCl2/SiO2 proved to be the most effective and significantly higher conversions were achieved compared to SnCl 2·2H2O itself. The results of TG-DTA and BET indicated that dispersed SnCl2 coordinates with surface hydroxyl groups of silica leading to formation of stable Lewis acid sites. Low catalyst loading, operational simplicity, practicability and applicability to various substrates render this eco-friendly approach as an interesting alternative to previously applied procedures.

Synthesis of quinoxalines in presence of zinc triflate

A simple and efficient method for the synthesis of quinoxaline derivatives has been developed. The reactions were carried out in presence of zinc triflate in acetonitrile reflux. The method is applicable to a variety of diketones and 1,2-phenylenediamines to afford the corresponding derivatives in excellent yields.

Samarium triflate catalyzed efficient synthesis of quinoxalines

A highly efficient method for the synthesis of quinoxalines derivatives has been developed using samarium triflate as catalyst. The method is applicable to a variety of 1,2-diketones and 1,2-diamines to afford the corresponding quinoxalines derivatives in high yields. All the reactions were carried out at acetonitrile reflux.