do Amaral, Daniel N’s team published research in Journal of the Brazilian Chemical Society in 2017 | 89898-96-4

Journal of the Brazilian Chemical Societypublished new progress about Quinoxalines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, SDS of cas: 89898-96-4.

do Amaral, Daniel N.; Alves, Fernando R. de Sa; Barreiro, Eliezer J.; Laufer, Stefan A.; Lima, Lidia M. published the artcile< Multi-gram preparation of 7-nitroquinoxalin-2-amine>, SDS of cas: 89898-96-4, the main research area is nitro quinoxalinamine regioselective preparation.

Methodologies to obtain quinoxaline compounds regioselectively were rarely reported in literature, thus regioselective and multi-gram methodologies to obtain these derivatives were desirable to explore the entire potential of these scaffolds for academic and/or com. application. A facile and multi-gram methodol. was described to obtain compound 7-nitroquinoxalin-2-amine I using o-phenylenediamine, a cheap and readily available reactant, as starting material in a five-step procedure in good yields and high purity without further purification such as crystallization or column chromatog.

Journal of the Brazilian Chemical Societypublished new progress about Quinoxalines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, SDS of cas: 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Aoki, Katsuyuki’s team published research in Chemical & Pharmaceutical Bulletin in 2007-02-28 | 89898-96-4

Chemical & Pharmaceutical Bulletinpublished new progress about Platelet-derived growth factor receptor β Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Electric Literature of 89898-96-4.

Aoki, Katsuyuki; Obata, Tatsuhiro; Yamazaki, Yosuke; Mori, Yoshikazu; Hirokawa, Hiroko; Koseki, Jun-ichi; Hattori, Tomohisa; Niitsu, Kazuaki; Takeda, Shuichi; Aburada, Masaki; Miyamoto, Ken-ichi published the artcile< Potent platelet-derived growth factor-β receptor (PDGF-βR) inhibitors: synthesis and structure-activity relationships of 7-[3-(cyclohexylmethyl)ureido]-3-{1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}quinoxalin-2(1H)-one derivatives>, Electric Literature of 89898-96-4, the main research area is pyrrolopyridinylquinoxalinone preparation platelet derived growth factor receptor inhibitor.

The authors found previously that 7-[3-(cyclohexylmethyl)ureido]-3-{1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}quinoxalin-2(1H)-one has considerable potency as a PDGF inhibitor. This compound showed potent inhibitory activity in a PDGF-induced CPA (Cell Proliferation Assay) and APA (Auto-Phosphorylation Assay) (IC50 = 0.05 μmol/l in CPA, 0.03 μmol/l in APA). Therefore, the authors tried to develop a novel and effective PDGF-βR inhibitor by optimizing a series of its derivatives The authors found that trifluoroacetic acid (TFA)-catalyzed coupling of pyrrolo[2,3-b]pyridines with quinoxalin-2-ones proceeded efficiently under mild oxidation condition with manganese(IV) oxide (MnO2) in situ, so this method was applied to prepare a series of derivatives Results of in vitro screening of newly synthesized derivatives identified compound I (R = pentyl) as having potent (IC50 = 0.014 μmol/l in CPA, 0.007 μmol/l in APA) and selective [IC50 values against vascular endothelial growth factor receptor 2 (VEGFR2, kinase domain region, KDR), epidermal growth factor receptor (EGFR), c-Met (hepatocyte growth factor receptor) and insulin growth factor I receptor (IGF-IR)/IC50 against PDGFR were each >1000] inhibitory activity. Moreover, in this series of derivatives, 7-[3-(cyclohexylmethyl)thioureido]-3-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxalin-2(1H)-one showed potent inhibitory activity toward both PDGF- and VEGF-induced signaling (PDGFR: IC50 = 0.004 μmol/l in CPA, 0.0008 μmol/l in APA, KDR: IC50 = 0.008 μmol/l in APA). Herein, the authors report a new and convenient synthetic method for this series of derivatives and its SAR study.

Chemical & Pharmaceutical Bulletinpublished new progress about Platelet-derived growth factor receptor β Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Electric Literature of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Carrer, Amandine’s team published research in Organic Letters in 2013-11-01 | 89898-96-4

Organic Letterspublished new progress about Arylation (oxidative). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Category: quinoxaline.

Carrer, Amandine; Brion, Jean-Daniel; Messaoudi, Samir; Alami, Mouad published the artcile< Palladium(II)-Catalyzed Oxidative Arylation of Quinoxalin-2(1H)ones with Arylboronic Acids>, Category: quinoxaline, the main research area is palladium catalyst oxidative arylation quinoxalinone arylboronic acid.

A straightforward palladium-catalyzed oxidative C-3 arylation of quinoxalin-2(1H)-ones with arylboronic acids is reported. E.g., in presence of Pd(OAc)2 as catalyst and 1,10-phenanthroline as ligand and O2 as oxidant, arylation of 1-methylquinoxalin-2(1H)-one with 4-MeOC6H4B(OH)2 gave 94% I. This protocol is compatible with a wide range of functional groups and allows construction of various biol. important quinoxalin-2(1H)-one backbones.

Organic Letterspublished new progress about Arylation (oxidative). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

 

Simple exploration of 89898-96-4

As the paragraph descriping shows that 89898-96-4 is playing an increasingly important role.

89898-96-4, 7-Nitro-2(1H)-quinoxalinone is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound V (17.570 g, 91.50 mmol, 1 equiv.) in 80 mE of P0C13 are added 30 drops of dimethylformamide. The reaction mixture is then refluxed for 3 h. The colour of the reaction mixture turns black. After cooling, the reaction mixture is poured slowly into a 500-mE beaker filled with crushed ice. The precipitate is collected by filtration and washed with water. The solid obtained is dried under vacuum for 48 h to give compound VI in the form of a grey solid (17.02 g, 88%). ?H NMR (300 MHz, CDC13) oe ppm: 8.30 (d, J=9.3 Hz, 1H), 8.56 (dd, J=9.3 and 2.2 Hz, 1H), 8.92 (d, J=2.5 Hz, 1H), 8.93 (s, 1H). ?3C NMR (75 MHz, CDC13) oe ppm: 123.7, 124.8, 131.1, 141.1, 143.2, 148.0, 148.7, 149.8.

As the paragraph descriping shows that 89898-96-4 is playing an increasingly important role.

Reference£º
Patent; Institut Du Cerveau et de la Moelle Epiniere; Centre National de la Recherche Scientifique (CNRS (CNRS); Sorbonne Universite; Assistance Publique-Hopitaux de Paris; Institut National de la Sante et de la Recherche Medicale (INSERM); Universite Paris-SUD; Figadere, Bruno; Ferrie, Laurent; Le Douaron, Gael; Raisman-Vozari, Rita; Michel, Patrick; Sepulveda, Julia; (18 pag.)US2019/71438; (2019); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider