Category: quinoxaline

Sonawane, Yogesh A. published the artcileSynthesis of novel diphenylamine-based fluorescent styryl colorants and study of their thermal, photophysical, and electrochemical properties, Synthetic Route of 39267-05-5, the main research area is diphenylamine styryl fluorescent probe thermal stability Knoevenagel condensation.

Three novel “”Y””-shaped acceptor-π-donor-π-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 electrochem. 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 electrochem. reversibility. The solvatochromic behavior of these colorants was studied by using various solvents such as toluene, chloroform, Et acetate, THF, methanol, and N,N-dimethylformamide in increasing order of polarity. The dyes were characterized by means of elemental anal., 1H NMR, and mass spectrometry. Graphical abstract

Monatshefte fuer Chemie published new progress about Cyclic voltammetry. 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, Synthetic Route of 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Engelhart, Jens U. published the artcileSubstituted Tetraaza- and Hexaazahexacenes and their N,N’-Dihydro Derivatives: Synthesis, Properties, and Structures, Related Products of quinoxaline, the main research area is hexaazahexacene preparation optical electronic property; dichloroquinoxaline diaminophenazine coupling palladium catalyst; tetraazahexacene preparation optical electronic property; diaminoanthracene dichloroquinoxaline coupling palladium catalyst; amination; cross-coupling; heteroacenes; oxidation; palladium.

The palladium-catalyzed coupling of a substituted o-diaminoanthracene and a substituted o-diaminophenazine to substituted 2,3-dichloroquinoxalines furnishes 10 differently substituted N,N’-dihydrotetraaza- or -hexaazahexacenes I (X = CH, N; R1 = H, Cl; R2 = H, F, Cl; R3 = H, F, Cl, NO2) with the quinoxaline group of the azaacenes carrying fluorine, chlorine, or nitro groups. The N,N’-dihydrotetraazahexacenes with hydrogen, chlorine, and fluorine substituents were oxidized to azaacenes, whereas only the parent N,N’-dihydrohexaazahexacenes, with hydrogen substituents, were oxidized by MnO2. The resultant azaacenes were characterized by their optical and spectroscopic data. In addition, single-crystal X-ray structures have been obtained for the parent tetraazahexacenes and their difluoro and chloro-substituted derivatives I (X = CH; R1 = H, Cl; R2 = H, F, Cl; R3 = H, F, Cl).

Chemistry – A European Journal published new progress about Coupling reaction. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Related Products of quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Gryko, Daniel T. published the artcileFluorescent dyes with 2-amino-4,7-diazaindole skeleton: synthesis and spectroscopy, Computed Properties of 25983-14-6, the main research area is fluorescence dye amino diazaindole skeleton synthesis spectroscopy nucleophilic substitution; Stokes shift quantum yield.

The reaction of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with compounds possessing two vicinal chlorine atoms activated toward nucleophilic substitution has been studied. All derivatives bearing a 2,3-dichloropyrazine moiety react with DBU leading to fluorescent dyes. Among others, only 2,3-dichloro-1,4-naphthoquinone reacts giving the expected pentacyclic product albeit in a very low yield and accompanied by the product of hydrolysis. Spectroscopic properties of the synthesized compounds were studied. The dye formed from 5,6-dichloro-2,3-dicyanopyrazine exhibits a very high Stokes shift and strong dependence of the fluorescence quantum yield on solvent polarity.

Bulletin of the Chemical Society of Japan published new progress about Crystal structure. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Computed Properties of 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Paulus, Fabian published the artcileN,N’-Dihydrotetraazapentacenes (DHTA) in thin film transistors, HPLC of Formula: 25983-14-6, the main research area is dihydrotetraazapentacene thin film transistor hole mobility field effect.

The synthesis and structural properties of three N,N’-dihydrotetraazapentacenes (DHTA) are described. The different substitution pattern (H, F, Cl) of the dihydrotetraazapentacene body exhibited a significant effect on the optical, electronic and morphol. properties of the derivatives in thin films. The synthesized materials were investigated as active layers in top gate/bottom contact (BC/TG) transistors. The transistor performance of the dichlorinated derivative was almost independent on the processing conditions with an average hole mobility of ∼0.04 cm2 V-1 s-1 and best mobility values ranging from 0.07 to 0.11 cm2 V-1 s-1. Each of the three derivatives was found to exhibit an individual packing motif in solution grown crystals, determined by single crystal x-ray anal. Surprisingly, for all three materials a different polymorph formed in spin cast films explaining the observed morphol. and FET performance.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Crystal structure. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, HPLC of Formula: 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Yang, Yanchun published the artcileAn Efficient Synthesis of Quinoxalinone Derivatives as Potent Inhibitors of Aldose Reductase, Recommanded Product: 2,3,6,7-Tetrachloroquinoxaline, the main research area is oxoquinoxalinylacetic acid phenoxy anilino preparation aldose reductase inhibitor; quinoxalinone phenoxy anilino preparation aldose reductase inhibitor.

A novel and facile synthesis of quinoxalinone derivatives was developed in which a wide range of 3-chloroquinoxalin-2(1H)-ones as key intermediates can be generated chemo- and regioselectively in good yields from corresponding quinoxaline-2,3(1H,4H)-diones. This new protocol is arguably superior, as it allows the design and preparation of a variety of bioactive quinoxaline-based compounds, which are particularly effective in the treatment of diabetes and its complications. Through this procedure, a new class of quinoxalinone-based aldose reductase inhibitors were synthesized successfully. Most of the inhibitors, with an N1-acetic acid head group and a substituted C3-phenoxy side chain, proved to be potent and selective. Their IC50 values ranged from 11.4 to 74.8 nM. Among them, 2-(3-(4-bromophenoxy)-7-fluoro-2-oxoquinoxalin-1(2H)-yl)acetic acid and 2-(6-bromo-3-(4-bromophenoxy)-2-oxoquinoxalin-1(2H)-yl)acetic acid were the most active. Structure-activity relationship and mol. docking studies highlighted the importance of the ether spacer in the C3-phenoxy side chains, and provided clear guidance on the contribution of substitutions both at the core structure and the side chain to activity.

ChemMedChem published new progress about Molecular docking. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Recommanded Product: 2,3,6,7-Tetrachloroquinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Yang, Yanchun published the artcileAn Efficient Synthesis of Quinoxalinone Derivatives as Potent Inhibitors of Aldose Reductase, SDS of cas: 39267-05-5, the main research area is oxoquinoxalinylacetic acid phenoxy anilino preparation aldose reductase inhibitor; quinoxalinone phenoxy anilino preparation aldose reductase inhibitor.

A novel and facile synthesis of quinoxalinone derivatives was developed in which a wide range of 3-chloroquinoxalin-2(1H)-ones as key intermediates can be generated chemo- and regioselectively in good yields from corresponding quinoxaline-2,3(1H,4H)-diones. This new protocol is arguably superior, as it allows the design and preparation of a variety of bioactive quinoxaline-based compounds, which are particularly effective in the treatment of diabetes and its complications. Through this procedure, a new class of quinoxalinone-based aldose reductase inhibitors were synthesized successfully. Most of the inhibitors, with an N1-acetic acid head group and a substituted C3-phenoxy side chain, proved to be potent and selective. Their IC50 values ranged from 11.4 to 74.8 nM. Among them, 2-(3-(4-bromophenoxy)-7-fluoro-2-oxoquinoxalin-1(2H)-yl)acetic acid and 2-(6-bromo-3-(4-bromophenoxy)-2-oxoquinoxalin-1(2H)-yl)acetic acid were the most active. Structure-activity relationship and mol. docking studies highlighted the importance of the ether spacer in the C3-phenoxy side chains, and provided clear guidance on the contribution of substitutions both at the core structure and the side chain to activity.

ChemMedChem published new progress about Molecular docking. 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, SDS of cas: 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Lee, Young Bok published the artcileSynthesis and anticancer activity of new 1-[(5 or 6-substituted 2-alkoxyquinoxalin-3-yl)aminocarbonyl]-4-(hetero)arylpiperazine derivatives, Related Products of quinoxaline, the main research area is anticancer quinoxalinyl piperazine derivative preparation SAR.

A series of novel quinoxalinyl-piperazine compounds, 1-[(5 or 6-substituted alkoxyquinoxalinyl)aminocarbonyl]-4-(hetero)arylpiperazine derivatives were synthesized and evaluated as an anticancer agent. From screening of quinoxalinyl-piperazine compound library, we identified that many compounds inhibited proliferation of various human cancer cells at nanomolar concentrations Among them, one of the fluoro quinoxalinyl-piperazine derivatives, 25 (I), showed its IC50 values ranging from 11 to 21 nΜ in the growth inhibition of cancer cells. This compound also displayed a more potent effect than paclitaxel against paclitaxel resistant HCT-15 colorectal carcinoma cells. The potency of this novel compound was further confirmed with the synergistic cytotoxic effect with several known cancer drugs such as paclitaxel, doxorubicin, cisplatin, gemcitabine or 5-fluorouracil in cancer cells. This strong cell killing effect was derived from the induction of apoptosis. Mechanistic studies have shown that this quinoxalinyl-piperazine compound is a G2/M-specific cell cycle inhibitor and inhibits anti-apoptotic Bcl-2 protein with p21 induction. Thus the results suggest that our compound has potential use in the growth inhibition of drug resistant cancer cells and the combination therapy with other clin. approved anticancer agents as well.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, Related Products of quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Harsha, Kachigere B. published the artcileOne-step approach for the synthesis of functionalized quinoxalines mediated by T3P-DMSO or T3P via a tandem oxidation-condensation or condensation reaction, Related Products of quinoxaline, the main research area is phenyldiamine hydroxyketone propylphosphonic anhydride tandem oxidation condensation quinoxaline preparation; bromoketone phenyldiamine propylphosphonic anhydride tandem oxidation condensation quinoxaline preparation; diketone phenyldiamine propylphosphonic anhydride condensation quinoxaline preparation; quinoxaline preparation structure activity relationship antitumor activity.

An easy and efficient propylphosphonic anhydride (T3P)-DMSO or T3P mediated oxidation-condensation or condensation reaction for the synthesis of quinoxalines derived from the interaction of different arrays of condensing partners with ortho-phenylene diamines (o-PDs) under simple and mild reaction conditions in one step were reported for the first time.

RSC Advances published new progress about Antitumor agents. 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Related Products of quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nakhi, Ali published the artcileTransition metal free hydrolysis/cyclization strategy in a single pot: synthesis of fused furo N-heterocycles of pharmacological interest, SDS of cas: 39267-05-5, the main research area is chloroquinoxaline alkynyl hydrolysis cyclization; furoquinoxaline preparation sirtuins inhibitory activity; furopyrazine preparation sirtuins inhibitory activity.

A transition metal free tandem two-step strategy has been developed involving hydrolysis of 2-chloro-3-alkynyl quinoxalines/pyrazines followed by in situ cyclization of the corresponding 2-hydroxy-3-alkynyl intermediates in a single pot leading to fused furo N-heterocycles as potential inhibitors of sirtuins. A representative compound I showed promising pharmacol. properties in vitro and in vivo.

Organic & Biomolecular Chemistry published new progress about Antitumor agents. 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, SDS of cas: 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Lee, Young Bok published the artcileSynthesis, anticancer activity and pharmacokinetic analysis of 1-[(substituted 2-alkoxyquinoxalin-3-yl)aminocarbonyl]-4-(hetero)arylpiperazine derivatives, Recommanded Product: 2,3-Dichloro-6-methylquinoxaline, the main research area is preparation anticancer piperazine derivative drug bioavailability.

Based on the anticancer activity of novel quinoxalinyl-piperazine compounds, 1-[(5 or 6-substituted alkoxyquinoxalinyl)aminocarbonyl]-4-(hetero)arylpiperazine derivatives published in Bioorganic Med. Chem.2010, 18, 7966, we further explored the synthesis of 7 or 8-substituted quinoxalinyl piperazine derivatives From in vitro studies of the newly synthesized compounds using human cancer cell lines, we identified some of the 8-substituted compounds, for example 6p, 6q and 6r, which inhibited the proliferation of various human cancer cells at nanomolar concentrations Compound 6r, in particular, showed the lowest IC50 values, ranging from 6.1 to 17 nM, in inhibition of the growth of cancer cells, which is better than compound 6k (compound 25 in the reference cited above). In order to select and develop a leading compound among the quinoxaline compounds with substitutions on positions 5, 6, 7 or 8, the compounds comparable to compound 6k in in vitro cancer cell growth inhibition were chosen and their pharmacokinetic properties were evaluated in rats. In these studies, compound 6k showed the highest oral bioavailability of 83.4%, and compounds 6j and 6q followed, with 77.8% and 57.6%, resp. From the results of in vitro growth inhibitory activities and the pharmacokinetic study, compound 6k is suggested for further development as an orally deliverable anticancer drug.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, Recommanded Product: 2,3-Dichloro-6-methylquinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider