Category: 5448-43-1

A novel synthesis of quinoxaline-6-carbaldehyde and its evaluation as potential antimicrobial agent was written by Pai, Nandini R.;Vishwasrao, Sandesh G.. And the article was included in Pharma Chemica in 2011.Recommanded Product: 5448-43-1 This article mentions the following:

A novel synthetic process for quinoxaline-6-carboxaldehyde (I), expected to exhibit antimicrobial activity, was presented. Compound I was evaluated for antimicrobial potency in vitro and in vivo. The min. inhibitory concentration (MIC) of the I against bacteria was determined by agar and broth dilution in vitro. The antibacterial activity was confirmed by animal experiments Toxicity and protective efficacy were tested in vivo. Compound I inhibited most of the bacterial isolates at 25-100 μg/mL, and a few were sensitive even at 10 μg/mL. It was found to be bacteriostatic against Shigella dysenteriae and bactericidal against S. aureus. When administered to mice, I protected the animals challenged with 50 MLD of Salmonella typhimurium. The drug showed inhibitory action against several pathogenic bacteria and also offered significant protection to mice against the bacterial challenge. 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. 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.Recommanded Product: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Exploiting Ancillary Ligation To Enable Nickel-Catalyzed C-O Cross-Couplings of Aryl Electrophiles with Aliphatic Alcohols was written by MacQueen, Preston M.;Tassone, Joseph P.;Diaz, Carlos;Stradiotto, Mark. And the article was included in Journal of the American Chemical Society in 2018.SDS of cas: 5448-43-1 This article mentions the following:

The use of (L)Ni(o-tolyl)Cl precatalysts (L = PAd-DalPhos or CyPAd-DalPhos, I or II, resp.) enables the C(sp²)-O cross-coupling of primary, secondary, or tertiary aliphatic alcs. with (hetero)aryl electrophiles, including unprecedented examples of such nickel-catalyzed transformations employing (hetero)aryl chlorides, sulfonates, and pivalates. In addition to offering a competitive alternative to palladium catalysis, this work establishes the feasibility of utilizing ancillary ligation as a complementary means of promoting challenging nickel-catalyzed C(sp²)-O cross-couplings, without recourse to precious-metal photoredox catalytic methods. 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. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. 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.SDS of cas: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The aromaticity of substituted diazanaphthalenes was written by Guemues, Selcuk. And the article was included in Computational & Theoretical Chemistry in 2011.Category: quinoxaline This article mentions 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. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Category: quinoxaline).

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. 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.Category: quinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

1-Alkyl-1,2,3,4-tetrahydroquinoxalines was written by Cavagnol, J. C.;Wiselogle, F. Y.. And the article was included in Journal of the American Chemical Society in 1947.COA of Formula: C8H5ClN2 This article mentions the following:

3,4-(H₂N)₂C₆H₃Me results in 86.5% yield on reduction of 3,4-O₂N(H₂N)C₆H₃Me over Raney Ni and 3,4-(H₂N)₂C₆H₃OMe in 86% yield, from 3,4-O₂N(H₂N)C₆H₃OMe. o-C₆H₄(NH₂)₂ (108.1 g.) in 500 cc. 2 M AcOH and 250 cc. 4 M AcONa at 60°, poured rapidly into 298.4 g. (CHO)₂.2NaHSO₃.H₂O in 1500 cc. H₂O at 60°, the solution stirred 1 hr., cooled to below 10°, neutralized with 120 g. NaOH, 500 g. K₂CO₃ added, the oily amine extracted with one 500-cc. portion of C₆H₆, and the solution extracted 8 hrs. with 300 cc. C₆H₆, gives 85% quinoxaline (I), b₁ 44-5°, b₁₀ 96°, b₃₁ 124°, b₇₆₀ 225°, m. 30.5-1.5°; 6-Cl derivative b₁₀ 117-19°, m. 63.8-4.3°, 79%; 6-Me derivative b₁ 86°, b₂₉ 141.5°, m. below 0°, 86%; 6-MeO derivative b₇ 128°, m. 60°, 88%. I (130.1 g.) in 1200 cc. C₆H₆, shaken with 10 cc. moist Raney Ni to remove catalyst poisons, and then reduced over 1.5 g. Pt oxide at 50-80 lb. pressure, give 92% 1,2,3,4-tetrahydroquinoxaline (II), m. 98.5-9° (HCl salt, m. 167-9°); 6-Cl derivative m. 113-14°; 6-Me derivative m. 104.5-5.5°, 92%; 6-MeO derivative m. 80.5-1°, 95%. A variety of methods for the monoalkylation of II failed. II (40.3 g.) in 350 cc. 20% NaOH at 20°, treated dropwise with 115 cc. PhSO₂Cl (60 drops/min.) during 2.5-3 hrs. (vigorous stirring), gives 87% 1,2,3,4-tetrahydro-1-phenylsulfonylquinoxaline (III), yellow, m. 138-9°; with C₅H₅N, 10% excess PhSO₂Cl is sufficient and the III has a red tinge. III (0.1 mole), 0.4 mole alkyl halide, 0.2 mole anhydrous Na₂CO₃, and 100 cc. 95% EtOH, refluxed 48 hrs. in a N atm., give 88-92% of 1-substituted derivatives: Me, m. 88-9° (methiodide, m. 168-9°); Et, m. 118.5-19.5°; Pr, m. 119.5-20°; iso-Pr, m. 142.5-3.5°; Bu, m. 95-5.5°; benzyl, m. 134-5°; Ac, m. 111.5-12°. Hydrolysis with concentrated H₂SO₄ gives 1-alkyl-1,2,3,4-tetrahydroquinoxalines: Me, b₂ 108.5°, 76%; Et, b₁ 88-90°, 59% (oxalate, m. 130-1°); Pr, b_1.5 113.5°, 66%; iso-Pr, b_1.5 107.5°, 68%; Bu, b₁ 107.5°, 81% (oxalate, m. 142.5-3.5°); benzyl, b_1.5 178-9°, m. 50.5-2.5°, 66%. Picrates: II, m. 128.5-9.5°; 1-Me, m. 123-6.5°; 1-Et, m. 111.5-12°; 1-Pr, m. 135-6°; 1-iso-Pr, m. 131-2°; 1-Bu, m. 130-1.5°; 1-benzyl, m. 150-1.5°; 6-MeO, m. 134-5°; 6-Me, m. 148-8.5°. Derivatives of 1-benzoyl-1,2,3,4-tetrahydroquinoxaline: 4-Me, m. 109-10°; 4-Et, m. 123-4°; 4-Pr, m. 88-9°; 4-iso-Pr, m. 114-15°; 4-Bu, m. 87-8°; 4-benzyl, m. 123.3-3.8°. 1,4-Dibenzoyl-1,2,3,4-tetrahydroquinoxalines: 6-Me, m. 141.5-2°; 6-MeO, m. 138.5-8.8°; 6-Cl, m. 168.5-9°. 1,4-Diacetyl-6-methyl-1,2,3,4-tetrahydroquinoxaline m. 105.2-6.2°. 1,4-Dicarbethoxy-1,2,3,4-tetrahydroquinoxaline, m. 42-4°; the trihydrate is an oil. 1,4-Bis (phenylsulfonyl)-6-methyl-1,2,3,4-tetrahydroquinoxaline m. 124-5°. 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. 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. 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

MOF-Derived Subnanometer Cobalt Catalyst for Selective C-H Oxidative Sulfonylation of Tetrahydroquinoxalines with Sodium Sulfinates was written by Xie, Feng;Lu, Guang-Peng;Xie, Rong;Chen, Qing-Hua;Jiang, Huan-Feng;Zhang, Min. And the article was included in ACS Catalysis in 2019.Category: quinoxaline This article mentions the following:

Cobalt supported on nitrogen-doped carbon was prepared by deposition of cobalt into ZIF-8 followed by pyrolysis and used as a catalyst for the aerobic oxidative sulfonylation of 1,2,3,4-tetrahydroquinoxalines with sodium sulfinates in the presence of NH₄I to yield arylsulfonylquinoxalines such as I (R = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 2-naphthyl, 2,4,6-Me₃C₆H₂, 4-FC₆H₄, 2-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-F₃CC₆H₄, 3-pyridinyl, 2-thienyl, 8-quinolinyl, 3,5-dimethyl-4-isoxazolinyl, Me, Et, cyclopropyl). The supported cobalt catalyst was used six times with < 10% decrease in product yield. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Category: quinoxaline).

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.Category: quinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Detection of glyoxal bound to protein by gas chromatography after derivatization to quinoxaline and its application for biological sample was written by Segawa, Toshiharu;Ueno, Hitoshi;Nakamuro, Katsuhiko;Sayato, Yasuyoshi. And the article was included in Japanese Journal of Toxicology and Environmental Health in 1992.SDS of cas: 5448-43-1 This article mentions the following:

The microdetermination method for glyoxal bound to proteins in biol. samples has been developed using GC with an electron capture detector. The treatment of the glyoxal-bound protein with 4-chloro-o-phenylenediamine gave its derivative, 6-chloroquinoxaline, showing the release of glyoxal from the protein. The use of metaphosphoric acid as a precipitant of the protein was suitable. The results from Sephadex G-25 gel chromatog. coupled with this microdetermination method indicated that glyoxal binds to bovine albumin. The amounts of glyoxal bound to the albumin, fetal bovine serum, and rat liver homogenate increased with an increase of glyoxal added. 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 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. Modifying quinoxaline structure it is possible to obtain a wide variety of biomedical applications, namely antimicrobial activities and chronic and metabolic diseases treatment.SDS of cas: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines was written by Zhou, Wei;Fan, Mengyang;Yin, Junli;Jiang, Yongwen;Ma, Dawei. And the article was included in Journal of the American Chemical Society in 2015.Recommanded Product: 5448-43-1 This article mentions the following:

A class of oxalic diamides are found to be effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides. The reaction proceeds at 120 °C with K₃PO₄ as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. The bis(N-aryl) substituted oxalamides are superior ligands to N-aryl-N’-alkyl substituted or bis(N-alkyl) substituted oxalamides. Both the electronic nature and the steric property of the aromatic rings in ligands are important for their efficiency. 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. Quinoxaline derivatives are important constituents of pharmacologically active compounds, including antibacterial, antibiotic and antineoplastic, antifungal, anti-inflammatory and analgesic drugs. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Recommanded Product: 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Ruthenium(II) η⁶-arene complexes containing a dinucleating ligand based on 1,8-naphthyridine was written by Tang, Wei-Hung;Liu, Yi-Hung;Peng, Shie-Ming;Liu, Shiuh-Tzung. And the article was included in Journal of Organometallic Chemistry in 2015.Reference of 5448-43-1 This article mentions the following:

Ruthenium arene half-sandwich complexes, [(η⁶-p-cymene)₂Ru₂(μ-L)Cl₂](PF₆)₂ (3b, L = N,N,N’,N’-tetra-2-pyridinyl-1,8-naphthyridine-2,7-diamine) and [(η⁶-p-cymene)Ru(L’)Cl](PF₆) [4, L’ = tri-2-pyridinylamine], were synthesized and characterized by spectroscopic and anal. techniques. The mol. structure of [(η⁶-p-cymene)₂Ru₂(μ-L)Cl₂]Cl₂ (3a) was further determined by single-crystal x-ray anal. The use of these ruthenium complexes as pre-catalysts for oxidative coupling of 1,2-diols/1,2-aminoalc. with o-phenylenediamines leading to quinoxalines was investigated. Complex 3b appeared to be a good catalyst for this transformation. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Reference of 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 as dyes, pharmaceuticals, and antibiotics such as echinomycin, levomycin exhibiting antitumoral properties. Quinoxalines establish also the basis of anthelmintics and receptor antagonists.Reference of 5448-43-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The thermolysis of polyazapentadienes. Part 2. Formation of quinoxalines from 5-aryl-1-phenyl-1,2,5-triazapentadienes was written by McNab, Hamish. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1982.Application In Synthesis of 6-Chloroquinoxaline This article mentions 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. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Application In Synthesis of 6-Chloroquinoxaline).

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. 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.Application In Synthesis of 6-Chloroquinoxaline

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Proton magnetic resonance spectra in aromatic systems. XIII. Heteroaromatic series. 5. 6-Substituted quinoxalines was written by Sasaki, Yoshio;Hatanaka, Minoru;Suzuki, Miyoko. And the article was included in Yakugaku Zasshi in 1969.Application In Synthesis of 6-Chloroquinoxaline This article mentions the following:

The chem. shifts of the ring 1H of 6-quinoxalines have been corrected for N anisotropy, N elec. field, and ring current effects. The corrected shifts have also been correlated with the substituent constants σπ, and those corresponding to the π-electron charge density-ρ-distributions were estimated, and converted to ρ values. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Application In Synthesis of 6-Chloroquinoxaline).

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

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider