Category: 6298-37-9

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Novel nitroheterocyclic hypoxic markers for solid tumor: Synthesis and biological evaluation

Based on the principle that the nitro-group can quench the fluorescence and can be reduced under hypoxic conditions, several novel nitroheterocyclic compounds without 2-nitroimidazole as potential hypoxic markers were prepared. Although they were synthesized from the same matrix, nitrosubstituted acenaphtho[1,2-b]quinoxaline, these compounds exhibited quite different fluorescence changes when they were differently nitrosubstituted. Their evaluation for imaging tumor hypoxia was carried out in V79 cells in vitro by Fluorescence Microplate Reader. After 3.5 h, the hypoxic-oxic fluorescence differential incubated with A1, A4, and A5 in V79 cells could reach 6, 9, and 11 times differential fluorescence between oxic and hypoxic cells separately, which are suitable for further evaluation as probes for hypoxic cells in tumors in vivo.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N102 | ChemSpider

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Discovery of 2-phenoxyacetamides as inhibitors of the Wnt-depalmitoleating enzyme NOTUM from an X-ray fragment screen

NOTUM is a carboxylesterase that has been shown to act by mediating the O-depalmitoleoylation of Wnt proteins resulting in suppression of Wnt signaling. Here, we describe the development of NOTUM inhibitors that restore Wnt signaling for use in in vitro disease models where NOTUM over activity is an underlying cause. A crystallographic fragment screen with NOTUM identified 2-phenoxyacetamide 3 as binding in the palmitoleate pocket with modest inhibition activity (IC50 33 muM). Optimization of hit 3 by SAR studies guided by SBDD identified indazole 38 (IC50 0.032 muM) and isoquinoline 45 (IC50 0.085 muM) as potent inhibitors of NOTUM. The binding of 45 to NOTUM was rationalized through an X-ray co-crystal structure determination which showed a flipped binding orientation compared to 3. However, it was not possible to combine NOTUM inhibition activity with metabolic stability as the majority of the compounds tested were rapidly metabolized in an NADPH-independent manner.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N72 | ChemSpider

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Nickel-catalyzed amination of Aryl chlorides with ammonia or ammonium salts

The nickel-catalyzed amination of aryl chlorides to form primary arylamines occurs with ammonia or ammonium sulfate and a well-defined single-component nickel(0) precatalyst containing a Josiphos ligand and an eta2-bound benzonitrile ligand. This system also catalyzes the coupling of aryl chlorides with gaseous amines in the form of their hydrochloride salts. Simple alternative: The title reaction, which results in primary arylamines, is catalyzed by well-defined single-component nickel(0) precatalysts containing a Josiphos ligand and an eta2-bound benzonitrile ligand. This system also catalyzes the coupling of aryl chlorides with gaseous amines in the form of their hydrochloride salts.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N82 | ChemSpider

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New 6-Aminoquinoxaline Derivatives with Neuroprotective Effect on Dopaminergic Neurons in Cellular and Animal Parkinson Disease Models

Parkinson’s disease (PD) is a neurodegenerative disorder of aging characterized by motor symptoms that result from the loss of midbrain dopamine neurons and the disruption of dopamine-mediated neurotransmission. There is currently no curative treatment for this disorder. To discover druggable neuroprotective compounds for dopamine neurons, we have designed and synthesized a second-generation of quinoxaline-derived molecules based on structure-activity relationship studies, which led previously to the discovery of our first neuroprotective brain penetrant hit compound MPAQ (5c). Neuroprotection assessment in PD cellular models of our newly synthesized quinoxaline-derived compounds has led to the selection of a better hit compound, PAQ (4c). Extensive in vitro characterization of 4c showed that its neuroprotective action is partially attributable to the activation of reticulum endoplasmic ryanodine receptor channels. Most interestingly, 4c was able to attenuate neurodegeneration in a mouse model of PD, making this compound an interesting drug candidate for the treatment of this disorder.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N89 | ChemSpider

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Synthesis and antimalarial activity of pyrido<3,2-f>quinoxalines and their N-oxides

Unsubstituted, 2,3-dimethyl, and 2,3-diphenyl 10-chloro pyrido<3,2-f>quinoxalines have been prepared and converted to 10-substituted amino and Mannich base derivatives.Pyrido<3,2-f>quinoxaline undergoes oxidation in the presence of m-CPBA to give the corresponding mono and bis N-oxides.The mono N-oxide reacts with POCl3 to give the dichloro derivative and with trimethyl silyl cyanide to give the 8-cyano-10-chloro derivative.The dichloro pyrido<3,2-f>quinoxaline further undergoes oxidation with m-CPBA to give dichloro mono N-oxide.All the compounds have beeen testedin the Plasmodium berghei infected mice by oral route.Compounds 9, and 12 displayed 100percent activity in K-173 infected mice at 25 mg/kg.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N99 | ChemSpider

Chemistry is traditionally divided into organic and inorganic chemistry. HPLC of Formula: C8H7N3, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 6298-37-9

INHIBITORS OF HISTONE DEACETYLASE

The invention relates to a series of compounds useful for inhibiting histone deacetylase (HDAC) enzymatic activity. The invention also provides a method for inhibiting histone descetylase in a cell using said compounds as well as a method for treating cell proliferative diseases and conditions using said HDAC inhibitors. Further, the invention provides pharmaceutical compositions comprising the HDAC inhibiting compounds and a pharmaceutically acceptable carrier.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N59 | ChemSpider

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Acylation of aminopyridines and related compounds with endic anhydride

Reactions of bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboxanhydride (endic anhydride) with 2-, 3-, and 4-aminopyridines, 3-hydroxy- and 5-iodo-2-aminopyridines, 6-aminoquinoline, and 6-aminoquinoxaline involve chemoselective transformation of the exocyclic amino group. The resulting amido acids were converted into the corresponding carboximides, and the latter were epoxidated with peroxy acids. The structure of the products was confirmed by the IR, UV, and 1H and 13C NMR spectra, as well as by calculation of the 1H and 13C chemical shifts using the GIAO method (B3LYP/6-31G** approximation).

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N88 | ChemSpider

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(2-Imidazolin-2-ylamino) substituted -quinoxalines and -quinazolines as antihypertensive agents

Novel (2-imidazolin-2-ylamino) substituted quinoxalines and -quinazolines, their preparation and use as antihypertensive agents are described.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N60 | ChemSpider

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Application In Synthesis of Quinoxalin-6-amine, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 6298-37-9, name is Quinoxalin-6-amine. In an article£¬Which mentioned a new discovery about 6298-37-9

PHOTOLYTIC RING-EXPANSIONS OF 4-AZIDOQUINOLINES AND 6-AZIDODIAZINES: SOME UNEXPECTED AZEPINE RING-OPENING REACTIONS

Photolysis of 6-azidoquinazoline in MeOH-KOMe-dioxan yields 8,9-dihydro-5,7-dimethoxy-5H-pyrimido<5,4-c>azepine (5) which on acid hydrolysis ring-opens to the pyrimidine-carbaldehyde (7).The mechanism of formation of this unexpected dimethoxypyrimido-azepine is discussed and related to previous similar results involving 6-azido-2,3-dihydrofuro- and 6-azido-2,3-dihydrothieno<2,3-b>quinolines. In contrast, 6-azidoquinoxaline and 6-azido-2-chloro-4-methylquinoline on photolysis under similar conditions undergo ring expansion to the expected pyrazino<2,3-c>– and pyrido<3,2-c>azepines (22a) and (17) respectively.However, photolysis of the latter azide in MeOH-dioxan yields the 3-(2-pyridyl)propenonitrile derivative (18) in a reaction analogous to that undergone by 6-azidophenazine.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N84 | ChemSpider

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NOVEL MITOCHONDRIAL UNCOUPLERS FOR TREATMENT OF METABOLIC DISEASES AND CANCER

2-hydroxy-benzoic anilide compounds and derivatives, compositions thereof, and methods for treating metabolic diseases and cancer through uncoupling mitochondria.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N62 | ChemSpider