Tag: 100-200

A green synthesis of quinoxalines and 2,3-dihydropyrazines was written by Delpivo, Camilla;Micheletti, Gabriele;Boga, Carla. And the article was included in Synthesis in 2013.Formula: C8H5ClN2 This article mentions the following:

Quinoxaline and dihydropyrazine derivatives were obtained in high yields by simple cyclocondensation of 1,2-diamines with 1,2-dicarbonyl compounds in water. In some cases, the products spontaneously precipitated from the reaction mixture, making it possible to recover and reuse the mother liquor for further condensations. The very mild reaction conditions, the high yields of the products, and the absence of any catalyst make this methodol. an efficient and green route to quinoxalines and dihydropyrazines. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Formula: C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. Quinoxaline and its analogues may also be formed by reduction of amino acids substituted 1,5-difluoro-2,4-dinitrobenzene (DFDNB),One study used 2-iodoxybenzoic acid (IBX) as a catalyst in the reaction of benzil with 1,2-diaminobenzene.Formula: C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Reaction of 6-chloroquinoxaline with potassium amide in liquid ammonia was written by Czuba, Wladyslaw;Poradowska, Henryka. And the article was included in Zeszyty Naukowe Uniwersytetu Jagiellonskiego, Prace Chemiczne in 1979.Quality Control of 6-Chloroquinoxaline This article mentions the following:

Amination of 3.292 g 6-chloroquinoxaline with 4-fold excess KNH₂-NH₃ gave traces of 6-aminoquinoxaline together with 2.141 g 3-amino-6-chloroquinoxazaline and 0.413 g 2,3-diamino-6-chloroquinoxaline. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Quality Control of 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Quality Control of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Application of Diazaphospholidine/Diazaphospholene-Based Bisphosphines in Room-Temperature Nickel-Catalyzed C(sp²)-N Cross-Couplings of Primary Alkylamines with (Hetero)aryl Chlorides and Bromides was written by Gatien, Alexandre V.;Lavoie, Christopher M.;Bennett, Raymond N.;Ferguson, Michael J.;McDonald, Robert;Johnson, Erin R.;Speed, Alexander W. H.;Stradiotto, Mark. And the article was included in ACS Catalysis in 2018.Electric Literature of C8H5ClN2 This article mentions the following:

We report herein on the synthesis and catalytic application of a family of o-phenylene-bridged bisphosphine ancillary ligands featuring a bulky N-heterocyclic phosphine (NHP) donor fragment paired with an adjacent PR₂ donor group (R = alkyl, aryl), whereby the incorporation of phosphorus into either a saturated or unsaturated heterocyclic ring serves as a means of modulating the donicity of the NHP fragment. Screening of these ancillary ligands in representative nickel-catalyzed C(sp²)-N cross-coupling test reactions allowed for the identification of one variant, featuring a saturated NHP structure and an adjacent diphenylphosphino donor group (i.e., NHP-DalPhos), as being particularly effective in reactions involving primary alkylamines. Notably, application of the derived precatalyst (NHP-DalPhos)NiCl(o-tolyl) (C1) enabled the typically challenging monoarylation of structurally diverse primary alkylamines with (hetero)aryl chlorides or bromides at room temperature Also described are the results of our comparative d. functional theory computational anal. of nickel-catalyzed primary alkylamine C(sp²)-N cross-couplings employing PAd-DalPhos or NHP-DalPhos. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Electric Literature of C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2-diaminobenzene. Substituted derivatives arise when α-ketonic acids, α-chlorketones, α-aldehyde alcohols and α-ketone alcohols are used in place of diketones.Electric Literature of C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quinoxaline chemistry. Part 4. 2-(R)-Anilinoquinoxalines as nonclassical antifolate agents. Synthesis, structure elucidation and evaluation of in vitro anticancer activity was written by Loriga, Mario;Fiore, Maria;Sanna, Paolo;Paglietti, Giuseppe. And the article was included in Farmaco in 1995.Quality Control of 3-Chloroquinoxalin-6-amine This article mentions the following:

Thirty-five quinoxalines bearing a substituted aniline group on position 2 and various substituents on positions 3,6,7 and 8 were prepared in order to evaluate in vitro anticancer activity. Structural elucidation of some isomeric quinoxalinones formed by ring closure of 4-substituted-1,2-diaminobenzenes with dicarbonyl compounds was achieved by comparison with one isomer coming from an unambiguous independent route. Preliminary in vitro screening at NCI showed that many compounds exhibited a moderate to strong growth inhibition activity on various cells lines between 10^-5 and 10^-4 molar concentrations In the experiment, the researchers used many compounds, for example, 3-Chloroquinoxalin-6-amine (cas: 166402-16-0Quality Control of 3-Chloroquinoxalin-6-amine).

3-Chloroquinoxalin-6-amine (cas: 166402-16-0) belongs to quinoxaline derivatives. Quinoxalines have received a significant amount of attention due to their potential use in fighting various pathophysiological conditions like epilepsy, Parkinson’s, and Alzheimer’s diseases. Quinoxalines are used as dyes, pharmaceuticals, and antibiotics such as echinomycin, levomycin exhibiting antitumoral properties. Quinoxalines establish also the basis of anthelmintics and receptor antagonists.Quality Control of 3-Chloroquinoxalin-6-amine

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Examining the Impact of Heteroaryl Variants of PAd-DalPhos on Nickel-Catalyzed C(sp²)-N Cross-Couplings was written by Clark, Jillian S. K.;McGuire, Ryan T.;Lavoie, Christopher M.;Ferguson, Michael J.;Stradiotto, Mark. And the article was included in Organometallics in 2019.Recommanded Product: 5448-43-1 This article mentions the following:

We report herein on the synthesis of new heteroaryl analogs of PAd-DalPhos and related bis(di(o-tolyl)phosphino) ancillary ligand variants based on pyridine or thiophene backbone structures, and their application in nickel-catalyzed C(sp²)-N cross-couplings under challenging reaction conditions. The 3,4-disubstituted thiophene-based ancillary ligand ThioPAd-DalPhos (L8) was observed to be particularly effective in the nickel-catalyzed C(sp²)-N cross-coupling of primary alkylamines, and the derived precatalyst (L8)NiCl(o-tolyl) (C2) was found to offer improved performance vs. the related PAd-DalPhos-derived precatalyst C1 in such transformations. In using C2, cross-couplings of various primary alkylamines and (hetero)aryl-X electrophiles (X = Cl, Br, OTs) proceeded under unprecedentedly mild reaction conditions (0.25-0.50 mol % Ni), including examples conducted at room temperature Also reported herein are the results of our combined exptl./DFT computational study directed toward gaining insight regarding the improved catalytic performance of C2 vs. C1. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Recommanded Product: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Recommanded Product: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Synthesis, Biological Evaluation, and In Silico Studies of New Acetylcholinesterase Inhibitors Based on Quinoxaline Scaffold was written by Suwanhom, Paptawan;Saetang, Jirakrit;Khongkow, Pasarat;Nualnoi, Teerapat;Tipmanee, Varomyalin;Lomlim, Luelak. And the article was included in Molecules in 2021.Recommanded Product: 5448-43-1 This article mentions the following:

A quinoxaline scaffold exhibits various bioactivities in pharmacotherapeutic interests. In this research, twelve quinoxaline derivatives were synthesized and evaluated as new acetylcholinesterase inhibitors. Authors found all compounds showed potent inhibitory activity against acetylcholinesterase (AChE) with IC₅₀ values of 0.077 to 50.080μM, along with promising predicted drug-likeness and blood-brain barrier (BBB) permeation. In addition, potent butyrylcholinesterase (BChE) inhibitory activity with IC₅₀ values of 14.91 to 60.95μM was observed in some compounds Enzyme kinetic study revealed the most potent compound I as a mixed-type AChE inhibitor. No cytotoxicity from the quinoxaline derivatives was noticed in the human neuroblastoma cell line (SHSY5Y). In silico study suggested the compounds preferred the peripheral anionic site (PAS) to the catalytic anionic site (CAS), which was different from AChE inhibitors (tacrine and galanthamine). Author had proposed the mol. design guided for quinoxaline derivatives targeting the PAS site. Therefore, the quinoxaline derivatives could offer the lead for the newly developed candidate as potential acetylcholinesterase inhibitors. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Recommanded Product: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Recommanded Product: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Graphene oxide (GO) or reduced graphene oxide (rGO): efficient catalysts for one-pot metal-free synthesis of quinoxalines from 2-nitroaniline was written by Roy, Babli;Ghosh, Sujit;Ghosh, Pranab;Basu, Basudeb. And the article was included in Tetrahedron Letters in 2015.Related Products of 6639-82-3 This article mentions the following:

A straightforward one-pot preparation of library of quinoxalines from 2-nitroanilines under entirely metal-free conditions is described. Initial reduction of nitroaniline with hydrazine hydrate is efficiently catalyzed by graphene oxide (GO) or reduced graphene oxide (rGO), and further one-pot tandem reactions with 1,2-dicarbonyl compounds or with α-hydroxy ketones afford quinoxalines in excellent yields. The catalyst is recovered, characterized, and is recyclable for consecutive four runs examined with appreciable conversions. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Related Products of 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. The parent substance of the group, quinoxaline, results when glyoxal is condensed with 1,2-diaminobenzene. Substituted derivatives arise when α-ketonic acids, α-chlorketones, α-aldehyde alcohols and α-ketone alcohols are used in place of diketones.Related Products of 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells was written by Zhong, Keli;Deng, Longlong;Zhao, Jie;Yan, Xiaomei;Sun, Tong;Li, Jianrong;Tang, Lijun. And the article was included in RSC Advances in 2018.Electric Literature of C9H8N2O This article mentions the following:

A novel near-IR fluorescent probe (L) based on a 1,4-diethyl-1,2,3,4-tetrahydro-7H-pyrano[2,3-g]quinoxalin-7-one scaffold has been synthesized and characterized. Probe L displays highly selective and sensitive recognition to H₂S over various anions and biol. thiols with a large Stokes shift (125 nm) in THF/H₂O (6/4, volume/volume, Tris-HCl 10 mM, pH = 7.4). This probe exhibits turn-on fluorescence for H2S through HS- induced thiolysis of dinitrophenyl ether. Confocal laser scanning micrographs of MCF-7 cells incubated with L confirm that L is cell-permeable and can successfully detect H₂S in living cells. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Electric Literature of C9H8N2O).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Electric Literature of C9H8N2O

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Proton resonance spectra of heterocycles. IV. Quinoxaline and monosubstituted quinoxalines was written by Brignell, Peter J.;Katritzky, Alan R.;Reavill, Roger E.;Cheeseman, Gordon W. H.;Sarsfield, A. A.. And the article was included in Journal of the Chemical Society [Section] B: Physical Organic in 1967.Computed Properties of C8H5ClN2 This article mentions the following:

Chem. shifts and coupling constants are reported for fourteen monosubstituted quinoxalines. These parameters are correlated with the effect of the substituents on the electron distribution. 16 references. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Computed Properties of C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxalines are used in the treatment of bacterial, cancer, and HIV infections. Moreover, varenicline, a clinical drug is used for treating nicotine addiction, also contains quinoxaline moiety.Computed Properties of C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The polarography of quinoxaline. II. 6-Substituted derivatives was written by Strier, Murray P.;Cavagnol, J. C.. And the article was included in Journal of the American Chemical Society in 1958.COA of Formula: C8H5ClN2 This article mentions the following:

The reduction of 6-amino-, 6-bromo-, 6-chloro-, 6-ethoxy-, and 6-methoxyquinoline at the dropping Hg electrode is similar to that for quinoxaline. Two waves were found at pH values of 2, 4, and 6 whereas the 1st major wave occurred at pH 8 and 10. The 1st wave represents reduction to the 1,4-dihydro stage. At pH 2 the differentiated nature of the wave is indicative of a bimol. reduction in 2 successive 1-electron steps. At higher pH values the reduction was directly to the dihydroquinoxaline. For 6-aminoquinoxaline the latter occurred at all pH values. The 2nd wave is due to evolution of H catalyzed by the 1,4-dihydroquinozalinium ion. Though the criterion for polarographic reversibility was not established, Hammett’s equation was found to be applicable to the 1st wave throughout the pH range studied. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1COA of Formula: C8H5ClN2).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including as well as for RNA synthesis inhibition, reactive dyes and pigments, azo dyes, flurox Cylin Dyes, Corrosion Inhibitors and Photovoltaic Polymers. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.COA of Formula: C8H5ClN2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider