Citterio, Attilio’s team published research in Journal of Organic Chemistry in 1984-09-07 | 5182-90-1

Journal of Organic Chemistry published new progress about Amidoalkylation. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Electric Literature of 5182-90-1.

Citterio, Attilio; Gentile, Anna; Minisci, Francesco; Serravalle, Marco; Ventura, Susanna published the artcile< Polar effects in free-radical reactions. Carbamoylation and α-N-amidoalkylation of heteroaromatic bases by amides and hydroxylamine-O-sulfonic acid>, Electric Literature of 5182-90-1, the main research area is heterocycle carbamoylation amidoalkylation mechanism.

NH3+·, formed in the decomposition of H3N+OSO3- by Fe2+, generates carbamoyl and α-N-amidoalkyl radicals by H abstraction from formamide, alkylformamides, and N-alkylacetamides. Both carbamoyl and α-N-amidoalkyl radicals have a clear-cut nucleophilic character and selectively attack protonated heteroaromatic bases, e.g., 4-methylquinoline or quinoxaline, in the α-position or are oxidized by Fe(III) salts. Redox chain mechanisms are involved. The importance of the polar effects in the H abstraction, aromatic substitution, and oxidation by Fe(III) salt is discussed.

Journal of Organic Chemistry published new progress about Amidoalkylation. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Electric Literature of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Nasielski-Hinkens, R’s team published research in Bulletin des Societes Chimiques Belges in 1986-08-31 | 6272-25-9

Bulletin des Societes Chimiques Belges published new progress about Regiochemistry. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, COA of Formula: C8H4ClN3O2.

Nasielski-Hinkens, R.; Vande Vyver, E.; Nasielski, J. published the artcile< Regioselectivity in the reaction of nitroquinoxaline N-oxides with phosphoryl chloride>, COA of Formula: C8H4ClN3O2, the main research area is nitroquinoxaline oxide phosphoryl chloride regiochem; chloroquinoxaline; quinoxaline chloro; Meisenheimer nitroquinoxaline oxide regiochem.

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.

Bulletin des Societes Chimiques Belges published new progress about Regiochemistry. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, COA of Formula: C8H4ClN3O2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Minisci, Francesco’s team published research in Tetrahedron Letters in 1970 | 5182-90-1

Tetrahedron Letters published new progress about 5182-90-1. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, SDS of cas: 5182-90-1.

Minisci, Francesco; Gardini, G. P.; Galli, Remo; Bertini, F. published the artcile< New selective type of aromatic substitution: homolytic amidation>, SDS of cas: 5182-90-1, the main research area is heterocycle nitrogen homolytic amidation; homolytic amidation nitrogen heterocycle; amidation homolytic nitrogen heterocycle; nitrogen heterocycle homolytic amidation; heterocycle nitrogen homolytic amidation; carbamoylation homolytic nitrogen heterocycle; carbamoyl pyridines pyrazines; pyridines carbamoyl pyrazines; pyrazines carbamoyl pyridines; thiazoles imidazoles benzimidazoles amidation; imidazoles benzimidazoles thiazoles amidation; benzimidazoles imidazoles thiazoles amidation; carbamoyl radical nucleophilic character.

I, II (at least one of R1 and R2 is CONH2), and III are prepared by carbamoylation. Thus, 34% H2O2 soin. is added to quinoxaline and concentrated H2SO4 in HCONH2 at 10-15°. FeSO4.7H2O is added simultaneously, to give 97% 2-quinoxalinecarboxamide. Similarly prepared are I (R = H) and the following II (R, R1, and R2 given): H, CONH2, CONH2; H, CONH2, Et; (RR =)CH:CHCH:CH, CONH2, CONH2; (RR =) CH:CHCH:CH, CONH2, Me; (RR =) CH:CHCH:CH, Me, CONH2. Also prepared were 1-carbamoyl-isoquinoline, III (R = S), and III (R = NH).

Tetrahedron Letters published new progress about 5182-90-1. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, SDS of cas: 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Liu, Luo-Yan’s team published research in Journal of the American Chemical Society in 2019-09-18 | 23088-24-6

Journal of the American Chemical Society published new progress about Aromatic ethers Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Computed Properties of 23088-24-6.

Liu, Luo-Yan; Qiao, Jennifer X.; Yeung, Kap-Sun; Ewing, William R.; Yu, Jin-Quan published the artcile< meta C-H Arylation of Electron-Rich Arenes: Reversing the Conventional Site Selectivity>, Computed Properties of 23088-24-6, the main research area is meta arylation electron rich arene mutually repulsive pyridine ligand; reverse site selectivity alkoxy aromatic compound arylation.

Controlling site selectivity of C-H activation without using a directing group remains a significant challenge. While Pd(II) catalysts modulated by a mutually repulsive pyridine-type ligand have been shown to favor the relatively electron-rich carbon centers of arenes, reversing the selectivity to favor palladation at the relatively electron-deficient positions has not been possible. Herein we report the first catalytic system that effectively performs meta C-H arylation of a variety of alkoxy aromatics including 2,3-dihydrobenzofuran and chroman with exclusive meta site selectivity, thus reversing the conventional site selectivity governed by native electronic effects. The identification of an effective ligand and modified norbornene (NBE-CO2Me), as well as taking advantage of the statistics, are essential for achieving the exclusive meta selectivity.

Journal of the American Chemical Society published new progress about Aromatic ethers Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Computed Properties of 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Morokata, Tatsuaki’s team published research in Immunology Letters in 2005-04-15 | 163769-88-8

Immunology Letters published new progress about Allergic inflammation. 163769-88-8 belongs to class quinoxaline, and the molecular formula is C22H21N3O2, Recommanded Product: YM-90709.

Morokata, Tatsuaki; Suzuki, Keiko; Ida, Kenji; Yamada, Toshimitsu published the artcile< Effect of a novel interleukin-5 receptor antagonist, YM-90709, on antigen-induced eosinophil infiltration into the airway of BDF1 mice>, Recommanded Product: YM-90709, the main research area is YM90709 antiinflammatory IL5 receptor antagonist eosinophil inflammation respiratory tract.

A newly synthesized compound, YM-90709, 2,3-dimethoxy-6,6-dimethyl-5,6-dihydrobenzo[7,8]indolizino[2,3-b]quinoxaline, was previously reported to specifically inhibit the binding of interleukin-5 (IL-5) to its receptor (R) on human eosinophils. In this study, the i.v. injection of YM-90709 inhibited antigen-induced infiltration of eosinophils into the bronchoalveolar lavage fluid (BALF) of BDF1 mice, with an ED50 value of 0.050 mg/kg. Anti-murine IL-5 monoclonal antibody (mAb) also inhibited the infiltration of eosinophils with an ED50 value of 0.035 mg/kg. These results indicate that YM-90709, which is a novel IL-5R antagonist, inhibits antigen-induced eosinophil recruitment into the airway, the same as anti-IL-5 mAb does.

Immunology Letters published new progress about Allergic inflammation. 163769-88-8 belongs to class quinoxaline, and the molecular formula is C22H21N3O2, Recommanded Product: YM-90709.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Teng, Qing-Hu’s team published research in Green Chemistry in 2019 | 89898-96-4

Green Chemistry published new progress about Aromatic thiols Role: RCT (Reactant), RACT (Reactant or Reagent). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Name: 7-Nitro-2(1H)-quinoxalinone.

Teng, Qing-Hu; Yao, Yan; Wei, Wen-Xiu; Tang, Hai-Tao; Li, Jia-Rong; Pan, Ying-Ming published the artcile< Direct C-H sulfenylation of quinoxalinones with thiols under visible-light-induced photocatalyst-free conditions>, Name: 7-Nitro-2(1H)-quinoxalinone, the main research area is arylthioquinoxalinone alkylthioquinoxalinone preparation; aerobic photochem oxidative sulfenylation quinoxalinone thiol.

Quinoxalinones underwent aerobic photochem. sulfenylation/cross-dehydrogenative coupling with thiols under blue LED irradiation without added photocatalyst in NMP to give aryl- and alkylthioquinoxalinones.

Green Chemistry published new progress about Aromatic thiols Role: RCT (Reactant), RACT (Reactant or Reagent). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Name: 7-Nitro-2(1H)-quinoxalinone.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Sasaki, Yoshio’s team published research in Yakugaku Zasshi in 1969 | 23088-24-6

Yakugaku Zasshi published new progress about NMR (nuclear magnetic resonance). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Computed Properties of 23088-24-6.

Sasaki, Yoshio; Hatanaka, Minoru; Suzuki, Miyoko published the artcile< Proton magnetic resonance spectra in aromatic systems. XIII. Heteroaromatic series. 5. 6-Substituted quinoxalines>, Computed Properties of 23088-24-6, the main research area is quinoxalines hetervaroms PMR; hetervaroms quinoxalines PMR; PMR quinoxalines hetervaroms.

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.

Yakugaku Zasshi published new progress about NMR (nuclear magnetic resonance). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Computed Properties of 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Gerchakov, Shlomo’s team published research in Journal of Medicinal Chemistry in 1966 | 5182-90-1

Journal of Medicinal Chemistry published new progress about Amino acids Role: BIOL (Biological Study). 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Synthetic Route of 5182-90-1.

Gerchakov, Shlomo; Whitman, Peter J.; Schultz, Harry P. published the artcile< Quinoxaline studies. XIII. N-(2-Quinoxaloyl)-α-amino acids>, Synthetic Route of 5182-90-1, the main research area is .

A mixt of α-amino acid, 5% aqueous NaHCO3 and 2-quinoxaloyl chloride was stirred at 25° until the first-formed red color became pale yellow. Acidification of the decolorized solution then yielded the title compounds Uv data are given.

Journal of Medicinal Chemistry published new progress about Amino acids Role: BIOL (Biological Study). 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Synthetic Route of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Sangkanu, Suthinee’s team published research in Microbial Pathogenesis in 2017-11-30 | 5182-90-1

Microbial Pathogenesis published new progress about Acinetobacter baumannii. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Related Products of 5182-90-1.

Sangkanu, Suthinee; Rukachaisirikul, Vatcharin; Suriyachadkun, Chanwit; Phongpaichit, Souwalak published the artcile< Evaluation of antibacterial potential of mangrove sediment-derived actinomycetes>, Related Products of 5182-90-1, the main research area is sequence Streptomyces Staphylococcus Acinetobacter Chromobacterium antibacterial violacein; Anti-biofilm; Anti-violacein production; Antibacterial activity; Bioactive metabolites; Mangrove-derived actinomycetes; Streptomyces.

Actinomycetes are well-known as the source of bioactive metabolites. In this work, 16 out of 118 (13.6%) isolates of mangrove sediment-derived actinomycetes showed potential antibacterial activity against at least one bacterial strain. Five extracts from isolates AMA11, AMA12 and AMA21 exhibited a broad spectrum antibacterial activity against Staphylococcus aureus ATCC25923, Staphylococcus epidermidis ATCC35984, methicillin-resistant S. aureus (MRSA) SK1, Acinetobacter baumannii NPRC004 and Escherichia coli ATCC25922. Et acetate extract from the cells of AMA11 (AMA11CE) showed high activity against S. aureus and MRSA with the lowest min. inhibitory concentration (MIC) of 0.5μg ml-1. At concentration of four times its MIC, AMA11CE destroyed MRSA cells as analyzed by the SEM. In addition, AMA11CE, Et acetate extract from the culture broth of AMA12 (AMA12BE), AMA12CE and AMA21CE reduced violacein production in Chromobacterium violaceum. Furthermore, at concentrations lower than 10μg ml-1, all five extracts inhibited biofilm formation by S. epidermidis ATCC35984. The chem. anal. of the most active fraction from AMA11CE by GC-MS revealed the presence of 3-nitro-1,2-benzenedicarboxylic acid, hexadecanoic acid, quinoxaline-2-carboxamide and pentadecanoic acid. The 16S rDNA sequencing anal. revealed that these three potential isolates belonged to the genus Streptomyces. The results revealed that the actinomycetes from mangrove environment would be a good source of bioactive metabolites against pathogenic bacteria.

Microbial Pathogenesis published new progress about Acinetobacter baumannii. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Related Products of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Nasielski, J’s team published research in Tetrahedron in 1989 | 23088-24-6

Tetrahedron published new progress about Crystal structure. 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Related Products of 23088-24-6.

Nasielski, J.; Heilporn, S.; Nasielski-Hinkens, R.; Tinant, B.; Declercq, J. P. published the artcile< An unexpected ring-opening in the Reissert reaction on 2,3-diphenylquinoxaline N-oxide>, Related Products of 23088-24-6, the main research area is quinoxaline oxide Reissert; phenylquinoxaline oxide Reissert ring cleavage; crystal structure benzaliminobenzoylaniline; mol structure benzaliminobenzoylaniline.

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.

Tetrahedron published new progress about Crystal structure. 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Related Products of 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider