17635-26-6

Basic information

• Product Name: 2,3-DIMETHYL-QUINOXALINE-6-CARBOXYLIC ACID
• Synonyms: CHEMBRDG-BB 4400940;2,3-DIMETHYL-QUINOXALINE-6-CARBOXYLIC ACID;2,3-DIMETHYL-6-QUINOXALINECARBOXYLIC ACID;OTAVA-BB BB7019040579;TIMTEC-BB SBB004465;2,3-dimethylquinoxaline-6-carboxylic acid(SALTDATA: FREE)
• CAS NO: 17635-26-6
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21
• Mol File: 17635-26-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 230 °C
• Boiling Point: 359.6 °C at 760 mmHg
• Flash Point: 171.3 °C
• Appearance: /
• Density: 1.303 g/cm³
• Vapor Pressure: 8.51E-06mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 3.34±0.30(Predicted)
• CAS DataBase Reference: 2,3-DIMETHYL-QUINOXALINE-6-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHYL-QUINOXALINE-6-CARBOXYLIC ACID(17635-26-6)
• EPA Substance Registry System: 2,3-DIMETHYL-QUINOXALINE-6-CARBOXYLIC ACID(17635-26-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 17635-26-6(Hazardous Substances Data)

Usage

General Description

2,3-Dimethyl-quinoxaline-6-carboxylic acid is a chemical compound that belongs to the quinoxaline family. It is a carboxylic acid derivative with two methyl groups attached to the quinoxaline ring at the 2 and 3 positions. 2,3-DIMETHYL-QUINOXALINE-6-CARBOXYLIC ACID has potential applications in the pharmaceutical industry, particularly in the development of new drugs and pharmaceutical products. Its chemical structure and properties make it an interesting target for medicinal chemistry research due to its potential pharmacological activities. Studies have shown that it exhibits antioxidant and antimicrobial properties, making it a promising candidate for future drug development.

InChI:InChI=1/C11H10N2O2/c1-6-7(2)13-10-5-8(11(14)15)3-4-9(10)12-6/h3-5H,1-2H3,(H,14,15)/p-1

Upstream product

• 431-03-8 dimethylglyoxal 
• 1588-83-6 4-amino-3-nitrobenzoic acid 
• 619-05-6 3,4-diaminobenzoic acid 

Downstream Products

• 108763-28-6 2,3-dimethylquinoxaline-6-carbaldehyde 

Relevant articles and documents

Triketone compound containing quinoxaline structure, and preparation method and application thereof

The invention belongs to the technical field of medicine synthesis, and particularly relates to a triketone compound containing a quinoxaline structure, and a preparation method and an application thereof. The quinoxaline-containing triketone compound has a structure represented by general formula (I). The preparation method is mainly characterized in that a compound with a structure represented by formula (II) is contacted in the presence of an alkali and a solvent, and R1, R2, R3 and R4 in the formulas are respectively defined in the description. The quinoxaline-containing triketone compoundhas high herbicidal activity, and especially has an excellent effect of preventing and controlling broadleaf weeds and/or gramineous weeds, and the prevention and control effect is even better than that of some commercial herbicides sold in the market.

An experimental and theoretical study of intramolecular regioselective oxidations of 6-substituted 2,3-dimethylquinoxaline derivatives

An experimental and theoretical study of the regioselective Riley oxidation was conducted on a series of 2,3-dimethyl-6-substituted-quinoxalines bearing EWG (NO2, CN, CF3, Cl, Br, F, COOH, COOMe, COPh) and EDG (2,3-dimethylquinoxaline, OMe, OH, NH2) substituents. The nitrogen lone pair of electrons of the symmetric benzopyrazine moiety initiates the oxidation and promotes nucleophilic competition between the two active sites to give carbaldehyde regioisomers a and b. The mesomeric effect provides the dominant contribution to the regioselectivity. The compounds were characterized by NMR, measuring the 1H, 13C, pfg-HSQC, pfg-HMBC, and 15N, 1H correlation signals established by pfg-HMQC. The nucleophilic reactivity of nitrogen was evaluated by 1H NMR titration and analyzed using Perrin linearization to determine the reactivity ratio, ΔK, of the N4 and N1 nitrogen atoms. The structures were optimized using density functional theory at the ωB97XD/6-311G++(d,p) level of theory. The highest occupied molecular orbitals modeled using the HF/6-311G++(d,p) functionals revealed an asymmetric electron density that confirmed the asymmetric nucleophilicity of the nitrogen centers. These values agreed with the experimentally measured ΔK ratios. The PM6 theoretical calculations of the heats of formation of the mesomeric forms and intermediates of (2,3-dimethyl-6-substituted-quinoxalines)-SeO2 allowed us to identify the reaction routes that minimized energy expenditures. The regioselectivities were explained in terms of the energetic diagrams of the regioisomers. All compounds evaluated indicated a preference toward forming regioisomer b, except for the derivative bearing the EDG substituent (2,3-dimethylquinoxaline) which displayed a preference for regioisomer a.

Synthesis and antiprotozoal activity of some new synthetic substituted quinoxalines

A series of 29 new quinoxalines was synthesized and evaluated in vitro against several parasites (Leishmania donovani, Trypanosoma brucei brucei, and Trichomonas vaginalis). Several of them displayed interesting activities, and particularly four quinoxaline amides showed in vitro antileishmanial properties (IC50 less than 20 μM).