Now Is The Time For You To Know The Truth About 2,3-Dichloroquinoxaline

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Phosphinoquinoxalines were prepared by treatment of 2,3-dichloroquinoxaline (3) with phosphorus nucleophiles. The Arbuzov reaction of 3 with PPh(O-i-Pr)2 gave a mixture of diastereomers of 2,3-(PPh(O)(O-i-Pr)) 2quinoxaline (6); the crystal structure of rac-6 was determined, but attempts at reduction to yield bis(phenylphosphino)quinoxaline 7 resulted in P-C cleavage and formation of phenylphosphine. The bis(secondary phosphine) 7 could be generated from 3 and LiPHPh(BH3), but was not isolated in pure form. Copper-catalyzed coupling of PHPh2 with 3 gave 2,3-bis(diphenylphosphino)quinoxaline (4, dppQx), whose coordination chemistry was investigated, with comparison to data for the analogous 1,2- bis(diphenylphosphino)benzene (dppBz) complexes. Reaction of dppQx with [Cu(NCMe)4][PF6] gave [Cu(dppQx)2][PF 6] (8); CuCl yielded [Cu(dppQx)Cl]2 (9). Reaction of [Cu(NCMe)4][PF6] with one equiv of DPEphos, followed by one equiv of dppQx, gave [Cu(dppQx)(DPEphos)][PF6] (10). Ligand 4 and copper complexes 8 and 9 were crystallographically characterized. The UV-Vis spectra of dppQx and its copper complexes were red-shifted from those of the dppBz analogs; in contrast to results for the dppBz complexes, those of dppQx were not luminescent in solution.

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Using a previously reported flexible alignment model we have designed, synthesized, and evaluated a series of compounds at the human histamine H 4 receptor (H4R) from which 2-(4-methyl-piperazin-l-yl)- quinoxaline (3) was identified as a new lead structure for H4R ligands. Exploration of the structure-activity relationship (SAR) of this scaffold led to the identification of 6,7-dichloro 3-(4-methylpiperazin-l-yl) quinoxalin-2(1H)-one (VUF 10214, 57) and 2-benzyl-3-(4-methyl-piperazin-l-yl) quinoxaline (VUF 10148, 20) as potent H4R ligands with nanomolar affinities. In vivo studies in the rat reveal that compound 57 has significant anti-inflammatory properties in the carrageenan-induced paw-edema model.

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Quinoxaline (Q), pyrido[2,3-b]pyrazine (PP) and pyrido[3,4-b]pyrazine (iPP) are used as electron acceptors (A) to design a series of D?pi?A-type light-emitting materials with different donor (D) groups. By adjusting the molecular torsion angles through changing D from carbazole (Cz) to 10-dimethylacridine (DMAC) or 10H-phenoxazine (PXZ) for a fixed A, the luminescence is tuned from normal fluorescence to thermally activated delayed fluorescence (TADF). By gradually enhancing the intramolecular charge-transfer extent through combining different D and A, the emission color is continuously and regularly tuned from pure blue to orange?red. Organic light-emitting diodes (OLEDs) containing these compounds as doped emitters exhibit bright electroluminescence with emission colors covering the entire visible-light range. An external quantum efficiency (etaext) of 1.2 % with excellent color coordinates of (0.16, 0.07) is obtained for the pure-blue OLED of Q-Cz. High etaext values of 12.9 (35.9) to 16.7 % (51.9 cd A?1) are realized in the green, yellow, and orange?red TADF OLEDs. All PP- and iPP-based TADF emitters exhibit superior efficiency stabilities to that of analogues of Q. This provides a practical strategy to tune the emission color of Q, PP, and iPP derivatives with the same molecular skeletons over the entire visible-light range.

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Three novel “Y”-shaped acceptor-pi-donor-pi-acceptor-type compounds were synthesized from 4,4?-(hexylimino)bis(benzaldehyde) as a donor and 2-methylthiazolo[4,5-b]quinoxaline derivatives as strong electron acceptors condensed by classical Knoevenagel condensation. Their absorption, emission, and thermal properties and electrochemical stability were investigated. It was found that the strong electron acceptor-donor chromophoric system of these compounds showed high Stokes shift, excellent thermal stability, and electrochemical reversibility. The solvatochromic behavior of these colorants was studied by using various solvents such as toluene, chloroform, ethyl acetate, tetrahydrofuran, methanol, and N,N-dimethylformamide in increasing order of polarity. The dyes were characterized by means of elemental analysis, 1H NMR, and mass spectrometry. Springer-Verlag 2010.

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The invention provides a method for treating childhood cancers, including acute lymphocytic leukemia, neuroblastoma, and rhabdomyosarcoma, comprising administering a compound of Formula (I) to a patient in need of such treatment

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An efficient one-pot reaction has been developed for the synthesis of 2,3-dichloroquinoxaline derivatives 3a?n. The reaction was performed in two steps via a silica gel catalyzed tandem process from o-phenylenediamine and oxalic acid, followed by addition of phosphorus oxychloride (POCl3). A variety of 2,3-dichloroquinoxalines have been obtained in good to excellent overall yields. Eight known compounds 3a?3h were characterized by IR, 1H-NMR, and mass spectroscopies. Compounds 3i?3n without spectroscopic data were characterized by IR, 1H-NMR, 13C-NMR, and mass spectroscopies.

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category: quinoxaline, New research progress on 2213-63-0 in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2. In a Article,once mentioned of 2213-63-0

2, 3-Dihydro-6-ethyl-5H-as-triazino[5, 6-b]indole-3-thione 2, on condensation with 1, 2-dibromoethane and 2, 3-dichloroquinoxaline gives the cyclized products, 9-ethyldihydrothiazolo[3?, 2?:2, 3]-as-triazino[5, 6-b]indole hydrobromide 4 and 11-ethyl quinoxalino[2?, 3?:4, 5]thiazolo[3, 2-b]indolo[2, 3-e]-as-triazine 6 respectively and not the angular isomers, 2, 3-dihydro-9-ethyl-1H-[1, 31thiazolo[2?, 3?:3, 4]-as-triazino[5, 6-blindole hydrobromide 3 and 1-ethylquinoxalino [2?, 3?:4, 5]thiazolo[2, 3-c]indolo[2, 3-e]-as-triazine 5. The unequivocal synthesis of the latter 3 and 5 has been accomplished by reaction of 7-Ethylisatin-3-thiosemicarbazone 1 with 1, 2-dibromoethane and 2, 3-dichloroquinoxaline, respectively. The antibacterial and antifungal activity of the synthesized compounds have also been evaluated.

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TFA alone was found to be remarkably effective for the intramolecular hydroarylation (IMHA) of alkynes when employed as a solvent in the cyclization of 3-alkynyl substituted 2-(indol-3-yl)quinoxalines. This simple and metal free cyclization method afforded a range of indolophenazines as new and potential cytotoxic agents. The use of excess TFA was found to be crucial for the success of this reaction.

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The condensation of 3-n-butyl-4-amino-5-mercapto-s-triazole 1 with chloroacetic acid, alpha-haloketones, benzoin, 2,3-dichloro-quinoxaline, carbon disulphide, aromatic carboxylic acids and aromatic carboxaldehydes furnished in one step, the cyclic products, 3-n-butyl 7H-s-triazolo [3,4-b] [1,3,4] thiadiazin-6 (5H)-one 2,6-aryl-3-n-butyl-7H-s-triazolo [3,4-b] [1,3,4] thiadiazines 3,3-n-butyl-6,7-diphenyl-5H-s-triazolo [3,4-b] [1,3,4] thiadiazine 4, 3-n-butyl-5H-s-triazolo [3′,4′:2,3] [1,3,4] thiadiazino [5,6-b] quinoxaline 5,3-n-butyl-s-triazolo [3,4-b] [1,3,4] thiadiazole-6 (5H)-thione 6, 3-n-butyl-6-aryl-s-triazolo [3,4-b] [1,3,4]-thiadiazoles 7 and 6-aryl-5,6-dihydro-3-n-butyl-s-triazolo [3,4-b] [1,3,4] thiadiazoles 8 respectively. The compounds have been characterized on the basis of elemental analysis and spectral data. The antibacterial and antifungal activity of some of the compounds have also been evaluated.

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Treatment of 6-aminothiouracil (1) with 2,3-dichloroquinoxaline (2) in ethanol/TEA afforded 6-amino-2-(3-chloroquinoxalin-2-ylthio)pyrimidin-4(3H)-one (3), which was refluxed in DMF to give 2-aminopyrimido[2?,1?:2,3]thiazolo[4,5-b]quinoxaline-4-one (4). Compound 4 was utilized as a key intermediate for the synthesis of a new pyrimido[2?,1?:2,3]thiazolo[4,5-b]quinoxaline derivatives 5-14 via the reaction with 2-chlorobenzaldehyde, 2-chlorocyclohex-1-enecarbaldehyde, 2-chlorobenzoic acid, 2,4-dichlorobenzoic acid, 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde, 2-chloro-4,6-dimethylnicotinonitrile, alpha,beta-unsaturated ketones and isonicotinaldehyde, respectively. The chemical structures of the newly synthesized compounds were characterized by IR, NMR and mass spectral analysis. These compounds were also screened for their analgesic and anti-inflammatory activities. Some of these compounds (3, 4, 9, 10 and 12-14) exhibited promising activities.

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