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Desymmetrization of dichloroazaheterocycles

3,6-Dichloropyridizine 1a was converted in good yield into its mono-iodo derivative 1b when treated with a mixture of hydriodic acid and sodium iodide. Pure samples of the mono-iodo derivatives 2b, 3b and 4b could not be obtained from their corresponding dichlorinated precursors with these reagents. Compounds 1b and 4b underwent palladium catalysed Suzuki, Sonogashira and other coupling reactions.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1339 | ChemSpider

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QUINOXALINE DERIVATIVES AS GPR6 MODULATORS

The present invention provides compounds of Formula (I) that are GPR6 modulators and are therefore useful for the treatment of diseases treatable by modulation of GPR6, in particular treating Parkinson disease, levodopa induced dyskinesias, Huntington’s disease, other dyskinesias, akinesias, and motor disorders involving dysfunction of the striatum, schizophrenia and drug ad-diction. Also provided are pharmaceutical compositions containing such compounds and processes for preparing such compounds

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Application of 2213-63-0, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2. In a article£¬once mentioned of 2213-63-0

Efficient Preparation of (S)- and (R)- tert -Butylmethylphosphine-Borane: A Novel Entry to Important P-Stereogenic Ligands

A novel one-pot reductive methodology for the synthesis of optically pure tert-butylmethylphosphine-borane is reported. The preparation uses as the starting material tert-butylmethylphosphinous acid-borane, which is available in both enantiomeric forms from cis-1,2-aminoindanol and tert-butyldichlorophosphine. The process is based on the reduction of a mixed anhydride, the configurational stability of which has been studied in several solvents and temperatures. Tetrabutylammonium borohydride was the best reducing agent allowing for the development of a practical process. To demonstrate the utility of the new methodology, the product obtained in this manner was used in the preparation of Quinox-P?.

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The absolute configuration of an inherently chiral phosphonatocavitand and its use toward the enantioselective recognition of L-adrenaline

An inherently chiral ABii diphosphonato cavitand (¡À)-4 bearing a single quinoxaline bridging moiety was synthesized and resolved by chiral HPLC. Its chiroptical properties were investigated and VCD experiments allowed the determination of its absolute configuration. Distinguishable diastereomeric complexes in solution with l-adrenaline were observed by 1H and 31P NMR together with a noticeable enantio-discrimination at 253 K (dr ?2:1) in favor of the dextrorotatory cavitand (+)-4.

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An Efficient Synthesis of Quinoxalinone Derivatives as Potent Inhibitors of Aldose Reductase

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 74.8nM. 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 molecular 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.

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Brief introduction of 2,3-Dichloroquinoxaline

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 2213-63-0, name is 2,3-Dichloroquinoxaline, introducing its new discovery. Computed Properties of C8H4Cl2N2

A convenient and efficient method for the synthesis of a novel series of N butyl 1,4-oxazino[2′,3′:4,5]pyrano[3,2-c]quinolinones

We design and describe here a simple route for the synthesis of a new multi heterocycle fused 1,4-oxazinopyranoquinolinones compatible with many functional groups. This method proceeds through various cyclic condensation reactions of (3-Amino or 3-nitropyrano)[3,2-c]quinoline- 2,5(6H) dione precursors with different 1,2-bifunctional electrophiles. The synthesized compounds are confirmed by infrared (IR), proton (1H) and carbon-13 (13C) nuclear magnetic resonance (NMR) spectroscopy and electrospray ionization mass spectrometry (ESI-MS).

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Heterocyclic Colorants Based on Diazabenzoisoindoles

The invention is directed to novel colorants of formula (I), wherein A represents a group of general formulas (II), (III), (IV) or (V), and B represents a substituted or unsubstituted ortho-C6-C18 arylene, wherein C and D represent an alicyclic or heteroyclic group.

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New quinoxaline derivatives as potential mt1 and mt2 receptor ligands

Ever since the idea arose that melatonin might promote sleep and resynchronize circadian rhythms, many research groups have centered their efforts on obtaining new melatonin receptor ligands whose pharmacophores include an aliphatic chain of variable length united to an N-alkylamide and a methoxy group (or a bioisostere), linked to a central ring. Substitution of the indole ring found in melatonin with a naphthalene or quinoline ring leads to compounds of similar affinity. The next step in this structural approximation is to introduce a quinoxaline ring (a bioisostere of the quinoline and naphthalene rings) as the central nucleus of future melatoninergic ligands.

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Discovery of novel 2-piperidinol-3-(arylsulfonyl)quinoxalines as phosphoinositide 3-kinase alpha (PI3Kalpha) inhibitors

A series of novel 2-aliphatic cyclic amine-3-(arylsulfonyl)quinoxalines was synthesized based on the structural features of a previously identified lead, WR1. The 2-piperidinol-3-(arylsulfonyl)quinoxalines, which showed excellent antitumor activities against five human cell lines, with inhibitory activities ranging from 0.34 to 2.32 muM, proved to be a promising class of novel PI3Kalpha inhibitors. The most potent compound 10d (WR23) showed an inhibitory IC50 value of 0.025 muM against PI3Kalpha and significant pAkt suppression effect. Molecular docking analysis was performed to determine possible binding modes between PI3Kalpha and target compounds.

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A combinatorial scaffold approach toward kinase-directed heterocycle libraries

A novel strategy for efficient synthesis of various substituted heterocycles as kinase-directed combinatorial libraries is described. The general scheme involves capture of various dichloroheterocycles onto solid support and further elaborations by aromatic substitution with amines at elevated temperature or by anilines, boronic acids, and phenols via palladium-catalyzed cross-coupling reactions, thus the scaffold itself is transformed into a diversity element within the combinatorial scheme. Libraries consisting of discrete and highly diverse heterocyclic small molecules constructed with these chemistries are currently being evaluated in a variety of cell and protein-based assays. Copyright

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