40016-70-4

Usage

Uses

Used in Cardiovascular Applications:
2-(Methoxycarbonyl)-3-methylquinoxalinediium-1,4-diolate is used as a vasodilator and antiplatelet agent for the treatment of cardiovascular diseases such as angina and peripheral vascular disease. Its ability to relax smooth muscle and improve blood flow contributes to its therapeutic potential in these conditions.
Used in Erectile Dysfunction Treatment:
2-(Methoxycarbonyl)-3-methylquinoxalinediium-1,4-diolate has been used experimentally for the treatment of erectile dysfunction, leveraging its vasodilatory effects to enhance blood flow to the genital area.
Used in Ischemia-Reperfusion Injury Prevention:
2-(METHOXYCARBONYL)-3-METHYLQUINOXALINEDIIUM-1,4-DIOLATE has been investigated for its potential role in the prevention of ischemia-reperfusion injury, suggesting that it may have protective effects against tissue damage caused by the restoration of blood flow after a period of ischemia.
Used in Neurological Disorders Treatment:
2-(Methoxycarbonyl)-3-methylquinoxalinediium-1,4-diolate has also been studied for its potential as a therapeutic agent for neurological disorders, indicating that it may have applications in the treatment of conditions affecting the nervous system.

InChI:InChI=1/C11H10N2O4/c1-7-10(11(14)17-2)13(16)9-6-4-3-5-8(9)12(7)15/h3-6H,1-2H3

Upstream product

• 480-96-6 benzofurazan oxide 
• 105-45-3 acetoacetic acid methyl ester 
• 14205-39-1 methyl 3-aminocrotonate 
• 13297-18-2 2-ethoxycarbonyl-3-methylquinoxaline 1,4-dioxide 

Downstream Products

• 61528-76-5 3-Methylchinoxalin-2-carbonsaeuremethylester-1-oxid 
• 61522-53-0 2-Methylchinoxalin-3-carbonsaeuremethylester-1-oxid 
• 61522-54-1 methyl 3-methylquinoxaline-2-carboxylate 

Relevant academic research and scientific papers

Silica gel catalyzed synthesis of quinoxialine 1,4-dioxides under solvent-free conditions using microwave irradiation

We report on the simple and quick synthesis of quinoxaline 1,4-dioxides in solvent-free conditions under microwave irradiation. Heating of various benzofuroxans and β-ketoesters or 1,3-diketones adsorbed on silica gel in a microwave oven for two minutes affords diverse biologically attractive quinoxaline 1,4-dioxides in high to excellent yields. Silica gel functions not only as support using microwave but also as catalyst and dehydration reagent.

The enthalpies of dissociation of the N-O bonds in two quinoxaline derivatives

The present work reports the first experimental thermochemical study of mono-N-oxides derived from quinoxaline, namely, 3-methoxycarbonyl-2-methyl- quinoxaline N-oxide and 3-ethoxycarbonyl-2-methyI-quinoxaIine N-oxide. The values of the enthalpies of formation, in the condensed state, and of the enthalpies of sublimation, derived from static bomb calorimetry and Calvet microcalorimetry measurements, respectively, are combined to derive the standard molar enthalpies of formation in the gaseous phase for these two compounds. From the latter values, the first and second N-O bond dissociation enthalpies for the corresponding di-N-oxides have been obtained. The gas-phase experimental results are also compared with calculated data obtained with a density functional theory approach. Copyright

Synthesis of new quinoxaline-2-carboxylate 1,4-dioxide derivatives as anti-Mycobacterium tuberculosis agents

Twenty-nine new 6(7)-substituted quinoxaline-2-carboxylate 1,4-dioxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. In general, the in vitro activity is significantly affected by substituents on the quinoxaline nucleu

Thermochemical and Theoretical Study of Some Quinoxaline 1,4-Dioxides and of Pyrazine 1,4-Dioxide

The following standard molar enthalpies of formation in the gaseous state at 298.15 K were determined from the enthalpies of combustion of the crystalline solids, and their enthalpies of sublimation and the mean (N-O) bond dissociation enthalpies were derived. ΔfHm0(g); 〈D(N-O)〉 (kJ mol-1): quinoxaline 1,4-dioxide, 227.1 ± 2.4; 255.8 ± 2.0; 2-methylquinoxaline 1,4-dioxide, 169.9 ± 7.2; 268.3 ± 4.9; 2-methyl-3-acetylquinoxaline 1,4-dioxide, 33.1 ± 5.0; 251.6 ± 4.2; 2-phenyl-3-benzoylquinoxaline 1,4-dioxide, 355.2 ± 7.1; 227.3 ± 5.4; 2-methyl-3-carbomethoxyquinoxaline 1,4-dioxide, -148.7 ± 3.2; 242.3 ± 3.9; pyrazine 1,4-dioxide, 186.5 ± 1.9; 254.0 ± 2.3; 2-methyl-5-pyrazinecarboxylic acid, -213.6 ± 1.7. Unconstrained geometry optimizations by ab initio calculations showed the effect of steric hindrance on changes in extended delocalizations and were in accord with the trends in the mean bond dissociation enthalpies.

The reactions of benzofuroxan with carbonyl compounds on the surface of solid catalysts

The cyclocondensations of benzofuroxan 1a with carbonyl compounds were smoothly and efficiently carried out by the adsorption of the components on the surface of silica gel or a molecular sieve to form a 2,3-disubstituted quinoxaline 1,4-dioxide. When the

An Improved and Efficient Synthesis of Quinoxalinecarboxamide 1,4-Dioxides from Benzofuroxan and Acetoacetamides in the Presence of Calcium Salts

An improved and efficient method for the preparation of the title compounds 3 is described.Thus, quinoxalinecarboxamide 1,4-dioxides 3 are synthesized in high yields by reaction of benzofuroxan 1 with acetoacetamides 2 in the presence of catalytic amounts of calcium salts and ethanolamine.The reaction is assumed to involve a chelate mechanism with 4 as intermediate.Side reactions are studied by means of HPLC and TLC.

Reactions of Benzofuroxan with 1,3-Diketones or β-Ketoesters on Silica Gel or Alumina

The cyclocondensation of benzofuroxan with 1,3-diketones, 3-oxoalkanoic esters, butanedioic esters, or 3-oxoalkanamides in the presence of silica gel (adsorption of the components on silica gel) represents a convenient method for the synthesis of 2,3-disu