Category: quinoxaline

Rapid and Convenient Synthesis of Original 5-Substituted Quinolino[3,4-b]quinoxalin-6(5H)-ones under Eco-Friendly Conditions was written by Khoumeri, Omar;Vanelle, Francois-Xavier;Crozet, Maxime D.;Terme, Thierry;Vanelle, Patrice. And the article was included in Synlett in 2016.Formula: C11H9ClN2O2 This article mentions the following:

The synthesis of 5-(substituted)quinolino[3,4-b]quinoxalin-6(5H)-one derivatives I [R = H, 2-Cl, 4-Me, etc.] from Et 3-(2-bromophenyl)quinoxaline-2-carboxylate under one-pot Buchwald-Hartwig coupling-lactamization reaction was reported. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Formula: C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) 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 as dyes, pharmaceuticals, and antibiotics such as echinomycin, levomycin exhibiting antitumoral properties. Quinoxalines establish also the basis of anthelmintics and receptor antagonists.Formula: C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Mild and General Palladium-Catalyzed Synthesis of Methyl Aryl Ethers Enabled by the Use of a Palladacycle Precatalyst was written by Cheung, Chi Wai;Buchwald, Stephen L.. And the article was included in Organic Letters in 2013.Recommanded Product: 6639-82-3 This article mentions the following:

A general method for the Pd-catalyzed coupling of methanol with (hetero)aryl halides is described. The reactions proceed under mild conditions with a wide range of aryl and heteroaryl halides to give Me aryl ethers in high yield. E.g., in presence of palladacycle precatalyst I (L = tBuBrettPhos) and the ligand tBuBrettPhos, arylation of MeOH by 4-Me₃CC₆H₄Cl gave 93% 4-Me₃CC₆H₄OMe. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Recommanded Product: 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) 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: 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides under Mild Conditions was written by Xia, Shanghua;Gan, Lu;Wang, Kailiang;Li, Zheng;Ma, Dawei. And the article was included in Journal of the American Chemical Society in 2016.Name: 6-Chloroquinoxaline This article mentions the following:

In the presence of Cu(acac)₂ and N,N’-bis(4-hydroxyl-2,6-dimethylphenyl)oxalamide, aryl and heteroaryl chlorides, bromides, and iodides underwent hydroxylation reactions in DMSO/H₂O to yield phenols and aryl and heteroaryl alcs. A wide range of aryl and heteroaryl chlorides bearing either electron-donating or electron-withdrawing groups underwent hydroxylation at 130 °C to provide the corresponding phenols and hydroxylated heteroarenes in 52-96% yields. When more reactive aryl and heteroaryl bromides and iodides were employed, the hydroxylation reactions could be performed at 80° and 60°, resp., using 0.5 mol% of Cu(acac)₂. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Name: 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. 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.Name: 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Iron-catalyzed Minisci acylation of N-heteroarenes with α-keto acids was written by Wang, Xiu-Zhi;Zeng, Cheng-Chu. And the article was included in Tetrahedron in 2019.Product Details of 6639-82-3 This article mentions the following:

An efficient and mild protocol was developed for the Minisci acylation reactions of nitrogen-containing heteroarenes with α-keto acids to afford acyl-pyrazine derivatives e.g., I. Distinct from the conventional Minisci acylation conditions, the chem. was performed using non-noble metal Fe(II), instead of expensive Ag(I) salt as catalyst. A wide range of substrates, including aliphatic or aromatic α-keto acids, as well as various N-heteroarenes, proved to be compatible with the protocol. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Product Details 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. 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.Product Details of 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Measurement of the relative values of oscillator strengths in the spectrum of the iron atom by the total absorption method was written by Valters, A. K.;Nikonova, E. I.;Startsev, G. P.. And the article was included in Optika i Spektroskopiya in 1964.HPLC of Formula: 6639-82-3 This article mentions the following:

The total absorption method was applied to the multiplets in the 3950-2750-A. region, beginning from the a⁶D and a⁵F levels. A King vacuum furnace with spherical mirrors allowed the light to pass through the vapor up to 16 times, a flat diffraction grating spectrograph, and suitable filters to eliminate spurious spectra and diffused light were used. The tabulated results are in good agreement with those of King (K. and King. CA 32, 2427⁷) in the 3950-3550-A. region, but diverge considerably in the shorter wave region. The total absorption method can be successfully applied to investigations of the gf values in the far ultraviolet region. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3HPLC of Formula: 6639-82-3).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Compounds possessing quinoxaline derivatives were bestowed with a variety of significant biological properties such as antiviral, antimalarial, anticancer, DNA intercalation, DNA duplex stabilization, and many others. Quinoxaline-1,4-di-N-oxide derivatives have shown to improve the biological results and are endowed with anti-viral, anti-cancer, anti-bacterial, and anti-protozoal activities with application in many other therapeutic areas.HPLC of Formula: 6639-82-3

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Regioselectivity in the reaction of nitroquinoxaline N-oxides with phosphoryl chloride was written by Nasielski-Hinkens, R.;Vande Vyver, E.;Nasielski, J.. And the article was included in Bulletin des Societes Chimiques Belges in 1986.Safety of 6-Chloroquinoxaline This article mentions 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. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Safety of 6-Chloroquinoxaline).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. Quinoxaline-1,4-di-N-oxide derivatives have shown to improve the biological results and are endowed with anti-viral, anti-cancer, anti-bacterial, and anti-protozoal activities with application in many other therapeutic areas.Safety of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Phototransformations of 6-X-5-Nitroquinoxalines was written by Rtishchev, N. I.;Selitrennikov, A. V.. And the article was included in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 2004.SDS of cas: 5448-43-1 This article mentions the following:

Photophys. properties and photochem. activity of 6-X-5-nitroquinoxalines with electron-donor substituents (X = H, CH₃, Cl, OC₂H₅, NH₂) ortho to the nitro group were studied. The quantum yield of the formation of 5-hydroxyquinoxaline from the corresponding nitro derivative depends on the nature of the substituent and irradiation conditions. Phototransformations can go through nitro-nitrite rearrangement with the participation of two alternative T(nπ*) levels, depending on the size and electronic effects of the substituent. The latter factor is largely determined by the population on excitation of different charge-transfer states involving the nitro group. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1SDS of cas: 5448-43-1).

6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. 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.SDS of cas: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

A novel near-infrared fluorescent probe for rapid detection of peroxynitrite with large stokes shift and imaging in living cells was written by Parthiban, C.;Manivannan, R.;Son, Young-A.. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2022.Name: 6-Methoxyquinoxaline This article mentions the following:

Peroxynitrite (ONOO^–) plays an essential role in pathol. and physiol. processes like signal transduction, antibacterial activity, etc. Imagining ONOO- in the living system is more important to monitor their function. We have analyzed various coumarin derivatives using DFT computations. We have designed and synthesized a coumarin chalcone-hybrid (Coumn-pHP-ONOO^–) based turn-on NIR fluorescent probe for the rapid detection of ONOO^– based on oxidative hydrolysis of aryl boronate group in a living system. Our probe Coumn-pHP-ONOO^– shows sensitive and selective detection of ONOO^– in the presence of various reactive species with a large stokes shift (149 nm) in THF/Water (6/4, volume/volume, pH = 7.4) solution and rapid response (<5s). The detection limit of the probe is 53.8 nM level and has a reasonable specificity in the presence of other reactive oxygen species. Moreover, our probe Coumn-pHP-ONOO^– displays low toxicity, good biocompatibility, excellent permeability, and it successfully detects the ONOO^– in HeLa cell. In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Name: 6-Methoxyquinoxaline).

6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. 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.Name: 6-Methoxyquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

New 5-HT₃ antagonists. Synthesis and preliminary biological activity of 3-substituted 2-piperazinylquinoxalines was written by Monge, Antonio;Palop, Juan;Del Castillo, Juan Carlos;Romero, Gonzalo;Lasheras, Berta;Del Rio, Joaquin;Caldero, Jose Maria;Bosch, Ana;Roca, Juan. And the article was included in Anales de la Real Academia de Farmacia in 1994.Synthetic Route of C11H9ClN2O2 This article mentions the following:

Piperazinylquinoxalines I (R¹ = Cl, CO₂Et, Ph, Cl, CONH₂, NMe₂, R² = H, Et) were prepared and their 5-HT₃ receptor antagonist activity evaluated. The results show that substitution at position 2 of the quinoxaline ring is not a determining factor for the biol. activity. Nevertheless, these compounds show partial agonist or antagonist activity. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0Synthetic Route of C11H9ClN2O2).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) 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. 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.Synthetic Route of C11H9ClN2O2

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Quinoxaline chemistry. Part 12. 3-Carboxy-2-phenoxy-6(7)-substituted quinoxalines and N-[4-[6(7)-substituted-3-carboxyquinoxalin-2-yl]hydroxy]benzoylglutamates. Synthesis and evaluation of in vitro anticancer activity was written by Vitale, Gabriella;Corona, Paola;Loriga, Mario;Paglietti, Giuseppe. And the article was included in Farmaco in 1998.SDS of cas: 49679-45-0 This article mentions the following:

Thirty quinoxalines I, bearing a substituted phenoxy or oxybenzoylglutamate group on position 2, a carbethoxy or carboxy group on position 3, and a trifluoromethyl group on position 6 or 7 of the heterocycle, were prepared in order to evaluate their in vitro anticancer activity. Screening of over 21 compounds showed that only a few derivatives exhibited a moderate growth inhibition activity on various tumor panel cell lines at a 10^-4 molar concentration The acid derivatives showed no growth inhibition activity. The results obtained in this series indicate that, in general, carboxy or carbethoxy groups close to the O-link with Ph or benzoyl glutamates on position 2 are detrimental for anticancer activity. In the experiment, the researchers used many compounds, for example, Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0SDS of cas: 49679-45-0).

Ethyl 3-chloroquinoxaline-2-carboxylate (cas: 49679-45-0) 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. 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.SDS of cas: 49679-45-0

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider