Day: October 28, 2022

On March 23, 2017, Soeberdt, Michael; Molenveld, Peter; Storcken, Roy P. M.; Bouzanne des Mazery, Renaud; Sterk, Geert Jan; Autar, Reshma; Bolster, Marjon G.; Wagner, Clemens; Aerts, Sebastianus N. H.; van Holst, Frank R.; Wegert, Anita; Tangherlini, Giovanni; Frehland, Bastian; Schepmann, Dirk; Metze, Dieter; Lotts, Tobias; Knie, Ulrich; Lin, Kun-Yuan; Huang, Tai-Yu; Lai, Chih-Ching; Staender, Sonja; Wuensch, Bernhard; Abels, Christoph published an article.Quality Control of 5,6,7,8-Tetrahydroquinoxaline The title of the article was Design and Synthesis of Enantiomerically Pure Decahydroquinoxalines as Potent and Selective κ-Opioid Receptor Agonists with Anti-Inflammatory Activity in Vivo. And the article contained the following:

In order to develop novel κ agonists restricted to the periphery, a diastereo- and enantioselective synthesis of (4aR,5S,8aS)-configured decahydroquinoxalines was developed. Physicochem. and pharmacol. properties were fine-tuned by structural modifications in the arylacetamide and amine part of the pharmacophore as well as in the amine part outside the pharmacophore. The decahydroquinoxalines show single-digit nanomolar to subnanomolar κ-opioid receptor affinity, full κ agonistic activity in the [35S]GTPγS assay, and high selectivity over μ, δ, σ1, and σ2 receptors as well as the PCP binding site of the NMDA receptor. Several analogs were selective for the periphery. The anti-inflammatory activity of decahydroquinoxalines after topical application was investigated in two mouse models of dermatitis. The methanesulfonamide I containing the (S)-configured hydroxypyrrolidine ring was identified as potent (Ki = 0.63 nM) and highly selective, κ agonist (EC50 = 1.8 nM) selective for the periphery with dose-dependent anti-inflammatory activity in acute and chronic skin inflammation. The experimental process involved the reaction of 5,6,7,8-Tetrahydroquinoxaline(cas: 34413-35-9).Quality Control of 5,6,7,8-Tetrahydroquinoxaline

The Article related to decahydroquinoxaline stereoselective preparation opioid receptor agonistic antiinflammatory activity, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Quality Control of 5,6,7,8-Tetrahydroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On July 1, 2016, Huang, Wen-Xue; Liu, Lian-Jin; Wu, Bo; Feng, Guang-Shou; Wang, Baomin; Zhou, Yong-Gui published an article.Safety of 5,6,7,8-Tetrahydroquinoxaline The title of the article was Synthesis of Chiral Piperazines via Hydrogenation of Pyrazines Activated by Alkyl Halides. And the article contained the following:

A facile method has been developed for the synthesis of chiral piperazines through Ir-catalyzed hydrogenation of pyrazines activated by alkyl halides, giving a wide range of chiral piperazines including 3-substituted as well as 2,3- and 3,5-disubstituted ones with up to 96% ee. The high enantioselectivity, easy scalability, and concise drug synthesis demonstrate the practical utility. The experimental process involved the reaction of 5,6,7,8-Tetrahydroquinoxaline(cas: 34413-35-9).Safety of 5,6,7,8-Tetrahydroquinoxaline

The Article related to pyrazine alkyl halide iridium chiral ligand hydrogenation catalyst, piperazine stereoselective preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Safety of 5,6,7,8-Tetrahydroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On August 31, 1982, McNab, Hamish published an article.Synthetic Route of 62163-09-1 The title of the article was The thermolysis of polyazapentadienes. Part 2. Formation of quinoxalines from 5-aryl-1-phenyl-1,2,5-triazapentadienes. And the article contained the following:

Gas phase pyrolysis of RC6H4N:CHCH:NNHPh (I; R = p-Me, -OMe, -Cl, -Ac) at 600° and 10-2 Torr gave the quinoxalines II (R = Me, OMe, Cl, Ac, R1 = H) in 13-42% yield. Similarly, I (R = o-Me, -OMe, -Cl) gave II (R = H, R1 = Me, OMe, Cl) but in lower yields; II (R = R1 = H) was the major by-product due to ipso attack and elimination of the substituent. Meta-substituted I gave mixtures of 5- and 6-substituted quinoxalines on pyrolysis. The 5-isomer is dominant for compounds with meta-alkyl substituents whereas the 6-isomer is the major product for those with electron-withdrawing or -donating meta-substituents. The experimental process involved the reaction of 5-Chloroquinoxaline(cas: 62163-09-1).Synthetic Route of 62163-09-1

The Article related to pyrolysis cyclization aryltriazapentadiene regiochem, triazapentadiene aryl pyrolysis cyclization, quinoxaline, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Synthetic Route of 62163-09-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On August 31, 1986, Nasielski-Hinkens, R.; Vande Vyver, E.; Nasielski, J. published an article.Related Products of 62163-09-1 The title of the article was Regioselectivity in the reaction of nitroquinoxaline N-oxides with phosphoryl chloride. And the article contained the following:

Oxidation of nitroquinoxalines I (n = 0; R, R1 = H, Me) by m-ClC6H4CO2OH gave their N-oxides; the NO2 group orients the O atom preferentially to N-1, but the N-4:N-1 selectivity is diminished in the methylated derivatives Meisenheimer reaction of I (n = 1, R = R1 = H) with POCl3 gave I (n = 0, R = Cl, R1 = H). The orientation of the entering Cl is discussed on the basis of electronic effects induced by the N-oxide and NO2 groups. The experimental process involved the reaction of 5-Chloroquinoxaline(cas: 62163-09-1).Related Products of 62163-09-1

The Article related to nitroquinoxaline oxide phosphoryl chloride regiochem, chloroquinoxaline, quinoxaline chloro, meisenheimer nitroquinoxaline oxide regiochem, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Related Products of 62163-09-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On November 1, 2013, Troian-Gautier, Ludovic; De Winter, Julien; Gerbaux, Pascal; Moucheron, Cecile published an article.Formula: C8H5ClN2 The title of the article was A Direct Method for Oxidizing Quinoxaline, Tetraazaphenanthrene, and Hexaazatriphenylene Moieties Using Hypervalent λ3-Iodinane Compounds. And the article contained the following:

An efficient oxidation reaction of various electron-poor quinoxaline-core-containing compounds, such as quinoxalines, 1,4,5,8-tetraazaphenanthrenes, and 1,4,5,8,9,12-hexaazatriphenylene, using [bis(trifluoroacetoxy)iodo]benzene is reported. These compounds are converted into the corresponding quinoxalinediones in good to high yields at room temperature using an acetonitrile/water solvent mixture This unprecedented reaction should enable the synthesis of a wide variety of compounds useful in several fields of chem. The experimental process involved the reaction of 5-Chloroquinoxaline(cas: 62163-09-1).Formula: C8H5ClN2

The Article related to quinoxaline tetraazaphenanthrene hexaazatriphenylene hypervalent iodinane oxidation, quinoxalinedione derivative preparation trifluoroacetoxyiodobenzene, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Formula: C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On November 27, 2006, Leclerc, Jean-Philippe; Fagnou, Keith published an article.Application of 34413-35-9 The title of the article was Palladium-catalyzed cross-coupling reactions of diazine N-oxides with aryl chlorides, bromides, and iodides. And the article contained the following:

Pyrazine, pyridazine, and pyrimidine N-oxides are regioselectively arylated with aryl iodides, bromides, and chlorides in the presence of a palladium catalyst;. The resulting products can be deoxygenated in high yield or further functionalized by making use of the N-oxide functionality. The experimental process involved the reaction of 5,6,7,8-Tetrahydroquinoxaline(cas: 34413-35-9).Application of 34413-35-9

The Article related to diazine oxide aryl halide cross coupling palladium, aryldiazine oxide preparation deoxygenation, aryl diazine preparation, palladium cross coupling catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Application of 34413-35-9

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nasielski, J.; Heilporn, S.; Nasielski-Hinkens, R.; Tinant, B.; Declercq, J. P. published an article in 1989, the title of the article was An unexpected ring-opening in the Reissert reaction on 2,3-diphenylquinoxaline N-oxide.SDS of cas: 62163-09-1 And the article contains the following content:

When quinoxaline-N-oxide is reacted with KCN and BzCl in H2O or MeOH; the products are 2-, 5- and 6-chloroquinoxaline and small amounts of 2-cyanoquinoxaline. Using three equivalent of Me3SiCN instead of KCN, and CH2Cl2 as the solvent, leads to a 72% yield of 2-cyanoquinoxaline. The reaction of Me3SiCN and BzCl with 2,3-diphenylquinoxaline-N-oxide leads to 2-Bz2NC6H4N:CPhCN (I). The structure of I is based on spectroscopic data and on an X-ray crystallog. anal. The experimental process involved the reaction of 5-Chloroquinoxaline(cas: 62163-09-1).SDS of cas: 62163-09-1

The Article related to quinoxaline oxide reissert, phenylquinoxaline oxide reissert ring cleavage, crystal structure benzaliminobenzoylaniline, mol structure benzaliminobenzoylaniline, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.SDS of cas: 62163-09-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On February 28, 2011, Guemues, Selcuk published an article.Synthetic Route of 62163-09-1 The title of the article was The aromaticity of substituted diazanaphthalenes. And the article contained the following:

Substituted (F, Cl, OH) diazanaphthalene derivatives were considered theor. to obtain information about their stabilities and aromaticities. The expected decrease of aromaticity of naphthalene itself by double aza substitution was compensated by substitution of one of the hydrogens of the system by an electroneg. atom. The position of the substituent is strongly effective on the aromaticity of the structure such that, the aromaticity is enhanced when the substituent is closer to the aza points. The experimental process involved the reaction of 5-Chloroquinoxaline(cas: 62163-09-1).Synthetic Route of 62163-09-1

The Article related to aromaticity diazanaphthalene, Physical Organic Chemistry: Theoretical Organic Chemical Concepts, Including Quantum and Molecular Mechanical Studies and other aspects.Synthetic Route of 62163-09-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On August 31, 2000, Manoharan, Mariappan; De Proft, Frank; Geerlings, Paul published an article.Name: 5,6,7,8-Tetrahydroquinoxaline The title of the article was A computational study of aromaticity-controlled Diels-Alder reactions. And the article contained the following:

The prime role of aromaticity in Diels-Alder reactions is studied computationally by ab initio and DFT methods using various masked dienes and ethylene. The reactions under consideration yield both aromatic stabilized and destabilized products through a concerted transition state due to the effect of ring functions embedded in the diene framework. Computations reveal that the cycloadditions involving various quinodimethanes achieve a progressive aromaticity gain during the reaction by the influence of aromatic functionalization; therefore they are kinetically as well as thermodynamically much more favorable than the typical butadiene-ethylene reaction. A series of these reactions affirms that the degree of aromatization increases with decreasing barrier and increasing exothermicity of a reaction. In reactions of benzo[c]heterocycles, aromaticity is lost due to the reacting heterocycle, but is gained by the adjacent hexagon during the reaction course. A partly occurring aromatic stabilization process in these reactions seems to facilitate the cycloaddition, but the remaining aromatic destabilization decreases the reaction rate and energy as compared to quinodimethane reactions. In the reactions of polyaromatic hydrocarbons viz. styrene, anthracene and pentacene, only loss of aromaticity occurs by virtue of aromatic defunctionalization. The progress of aromatization as well as dearomatization is evidenced from the nucleus independent chem. shifts (NICS) values whereas the aromaticity of the transition state and product is quantified by magnetic susceptibility exaltation (MSE) calculations Calculations thus establish with both magnetic and energetic criteria that the aromatic stabilization process as well as the aromatic ring function of the masked diene accelerates the reaction to the maximum extent through an ‘early’ TS, but the aromatic destabilization deactivates the cycloaddition via a ‘late’ TS. The experimental process involved the reaction of 5,6,7,8-Tetrahydroquinoxaline(cas: 34413-35-9).Name: 5,6,7,8-Tetrahydroquinoxaline

The Article related to dft diels alder aromatization magnetic susceptibility, Physical Organic Chemistry: Theoretical Organic Chemical Concepts, Including Quantum and Molecular Mechanical Studies and other aspects.Name: 5,6,7,8-Tetrahydroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

On November 17, 2000, Manoharan, Mariappan; De Proft, Frank; Geerlings, Paul published an article.Recommanded Product: 5,6,7,8-Tetrahydroquinoxaline The title of the article was Enhanced Aromaticity of the Transition Structures for the Diels-Alder Reactions of Quinodimethanes: Evidence from ab Initio and DFT Computations. And the article contained the following:

The Diels-Alder reactions of various quinodimethanes with ethylene are studied by means of ab initio MO and d. functional theory (DFT) to show the effect of aromaticity on the reaction path. The calculations reveal that these reactions are both kinetically and thermodynamically much more favored than the prototype butadiene-ethylene Diels-Alder reaction due to the aromatization process in the transition state (TS) and product. A progressive aromaticity gain is noticed during the reaction, and hence the partial π-delocalized peripheral diene ring function is coupled with the six-electron σ,π-delocalized cyclic unit resulting in an enhanced aromaticity of the TS. The magnetic criteria such as magnetic susceptibility exaltation and nucleus independent chem. shift provide definitive evidence for and fully support the aromatization process and the aromaticity of the TS. The extent of σ-π delocalization and the bond make-break at the TS are consistent with each other, and this is strongly influenced by the adjacent π-aromatization process. Moreover, the aromaticity trends in the resulting TSs and products parallel the activation and reaction energies; the extent of aromatization increases with increasing reaction rate and exothermicity. This confirms that aromaticity is the driving factor governing cycloadditions involving quinodimethanes. The experimental process involved the reaction of 5,6,7,8-Tetrahydroquinoxaline(cas: 34413-35-9).Recommanded Product: 5,6,7,8-Tetrahydroquinoxaline

The Article related to aromaticity transition state diels alder quinodimethane ab initio dft, Physical Organic Chemistry: Theoretical Organic Chemical Concepts, Including Quantum and Molecular Mechanical Studies and other aspects.Recommanded Product: 5,6,7,8-Tetrahydroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider