Day: October 12, 2022

Nasielski, J.; Heilporn, S.; Nasielski-Hinkens, R.; Tinant, B.; Declercq, J. P. published the artcile< An unexpected ring-opening in the Reissert reaction on 2,3-diphenylquinoxaline N-oxide>, Related Products of 23088-24-6, the main research area is quinoxaline oxide Reissert; phenylquinoxaline oxide Reissert ring cleavage; crystal structure benzaliminobenzoylaniline; mol structure benzaliminobenzoylaniline.

When quinoxaline-N-oxide is reacted with KCN and BzCl in H2O or MeOH; the products are 2-, 5- and 6-chloroquinoxaline and small amounts of 2-cyanoquinoxaline. Using three equivalent of Me3SiCN instead of KCN, and CH2Cl2 as the solvent, leads to a 72% yield of 2-cyanoquinoxaline. The reaction of Me3SiCN and BzCl with 2,3-diphenylquinoxaline-N-oxide leads to 2-Bz2NC6H4N:CPhCN (I). The structure of I is based on spectroscopic data and on an X-ray crystallog. anal.

Tetrahedron published new progress about Crystal structure. 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Related Products of 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Loriga, Mario; Fiore, Maria; Sanna, Paolo; Paglietti, Giuseppe published the artcile< Quinoxaline chemistry. Part 4. 2-(R)-Anilinoquinoxalines as nonclassical antifolate agents. Synthesis, structure elucidation and evaluation of in vitro anticancer activity>, COA of Formula: C8H4ClN3O2, the main research area is anilinoquinoxaline derivative preparation neoplasm inhibitor; quinoxaline anilino derivative preparation antitumor.

Thirty-five quinoxalines bearing a substituted aniline group on position 2 and various substituents on positions 3,6,7 and 8 were prepared in order to evaluate in vitro anticancer activity. Structural elucidation of some isomeric quinoxalinones formed by ring closure of 4-substituted-1,2-diaminobenzenes with dicarbonyl compounds was achieved by comparison with one isomer coming from an unambiguous independent route. Preliminary in vitro screening at NCI showed that many compounds exhibited a moderate to strong growth inhibition activity on various cells lines between 10-5 and 10-4 molar concentrations

Farmaco published new progress about Antitumor agents. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, COA of Formula: C8H4ClN3O2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Zhu, Haizhou; Mishra, Rosalin; Yuan, Long; Abdul Salam, Safnas F.; Liu, Jing; Gray, George; Sterling, Alyssa D.; Wunderlich, Mark; Landero-Figueroa, Julio; Garrett, Joan T.; Merino, Edward J. published the artcile< Oxidative Cyclization-Induced Activation of a Phosphoinositide 3-Kinase Inhibitor for Enhanced Selectivity of Cancer Chemotherapeutics>, Safety of 7-Nitro-2(1H)-quinoxalinone, the main research area is oxidative cyclization PI3K inhibitor cancer; oxidative cyclization; phosphoinositide 3-kinase inhibitors; prodrugs; reactive oxygen species; synergy effects.

In this work, we designed a prodrug that reacts with cellular oxidative equivalent leading to ether cleavage and cyclization to release an active phosphatidylinositol 3-kinase (PI3K) inhibitor. We show that the compound reduces affinity for PI3KA relative to the PI3K inhibitor, is slow to intercellularly oxidize, and is resistant to liver microsomes. We observed modest activity in untreated acute myeloid leukemia cells and 14-fold selectivity relative to non-cancerous cells. The cellular activity of the compound can be modulated by the addition of antioxidants or oxidants, indicating the compound activity is sensitive to cellular reactive oxygen species (ROS) state. Co-treatment with cytosine arabinoside or doxorubicin was used to activate the compound inside cells. We observed strong synergistic activity specifically in acute myeloid leukemia (AML) cancer cells with an increase in selective anticancer activity of up to 90-fold. Thus, these new self-cyclizing compounds can be used to increase the selectivity of anticancer agents.

ChemMedChem published new progress about Acute myeloid leukemia. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Safety of 7-Nitro-2(1H)-quinoxalinone.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Harms, Arthur E. published the artcile< An Efficient Synthesis of 2-Quinoxalinecarboxylic Acid>, Application In Synthesis of 5182-90-1, the main research area is fructose cyclocondensation phenylenediamine; phenylenediamine cyclocondensation monosaccharide; quinoxalinecarboxylic acid preparation.

Development of a cost efficient and scaleable process for 2-quinoxalinecarboxylic acid is described. The primarily goals of the development work were to improve the overall yield of the process, to minimize the use of environmentally unacceptable materials, and to obtain a material with a high level of purity. A variety of approaches were examined, and the most efficient method was a condensation of o-phenylenediamine with a monosaccharide followed by a mild peroxide oxidation

Organic Process Research & Development published new progress about Green chemistry. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Application In Synthesis of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Le Douaron, Gael; Ferrie, Laurent; Sepulveda-Diaz, Julia E.; Amar, Majid; Harfouche, Abha; Seon-Meniel, Blandine; Raisman-Vozari, Rita; Michel, Patrick P.; Figadere, Bruno published the artcile< New 6-Aminoquinoxaline Derivatives with Neuroprotective Effect on Dopaminergic Neurons in Cellular and Animal Parkinson Disease Models>, Safety of 7-Nitro-2(1H)-quinoxalinone, the main research area is aminoquinoxaline preparation arylation alkynylation reaction neuroprotective effect dopamine neuron; Parkinson disease model neuroprotective effect dopamine aminoquinoxaline derivative.

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, the authors have designed and synthesized a 2nd-generation of quinoxaline-derived mols. based on structure-activity relation studies, which led previously to the discovery of the authors’ 1st neuroprotective brain penetrant hit compound MPAQ (5c). Neuroprotection assessment in PD cellular models of the authors’ newly synthesized quinoxaline-derived compounds 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.

Journal of Medicinal Chemistry published new progress about Alkynylation. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Safety of 7-Nitro-2(1H)-quinoxalinone.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Reinhart, Peter H.; Kaltenbach, Linda S.; Essrich, Christian; Dunn, Denise E.; Eudailey, Joshua A.; DeMarco, C. Todd; Turmel, Gregory J.; Whaley, Jennifer C.; Wood, Andrew; Cho, Seongeun; Lo, Donald C. published the artcile< Identification of anti-inflammatory targets for Huntington's disease using a brain slice-based screening assay>, Synthetic Route of 163769-88-8, the main research area is Huntington disease antiinflammatory target brain slice screening assay.

Huntington’s disease (HD) is a late-onset, neurodegenerative disease for which there are currently no cures nor disease-modifying treatments. Here we report the identification of several potential anti-inflammatory targets for HD using an ex vivo model of HD that involves the acute transfection of human mutant huntington-based constructs into rat brain slices. This model recapitulates key components of the human disease, including the formation of intracellular huntington protein (HTT)-containing inclusions and the progressive neurodegeneration of striatal neurons-both occurring within the native tissue context of these neurons. Using this “”high-throughput biol.”” screening platform, we conducted a hypothesis-neutral screen of a collection of drug-like compounds which identified several anti-inflammatory targets that provided neuroprotection against HTT fragment-induced neurodegeneration. The nature of these targets provide further support for non-cell autonomous mechanisms mediating significant aspects of neuropathogenesis induced by mutant HTT fragment proteins.

Neurobiology of Disease published new progress about Adenosine A2A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 163769-88-8 belongs to class quinoxaline, and the molecular formula is C22H21N3O2, Synthetic Route of 163769-88-8.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Arienzo, Rosa; Cramp, Sue; Dyke, Hazel J.; Lockey, Peter M.; Norman, Dennis; Roach, Alan G.; Smith, Phil; Wong, Melanie; Wren, Stephen P. published the artcile< Quinazoline and benzimidazole MCH-1R antagonists>, Category: quinoxaline, the main research area is quinazoline derivative preparation MCH 1R antagonist; benzimidazole derivative preparation MCH 1R antagonist.

Two novel series of MCH-1R antagonists were obtained by modification of previous reported 2-aminoquinoline derivatives Representative quinazoline compound I and benzimidazole derivative II were shown to be potent and selective, with promising in vitro eADME profiles.

Bioorganic & Medicinal Chemistry Letters published new progress about Amidation. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Seitz, Lainne E.; Suling, William J.; Reynolds, Robert C. published the artcile< Synthesis and Antimycobacterial Activity of Pyrazine and Quinoxaline Derivatives>, Related Products of 5182-90-1, the main research area is benzyl pyrazinecarboxylate preparation antimycobacterial activity; quinoxalinecarboxylate benzyl preparation antimycobacterial activity.

A series of pyrazine and quinoxaline derivatives have been synthesized, and their activity against M. tuberculosis (Mtb) and Mycobacterium avium (MAC) are reported. The 4-acetoxybenzyl ester of pyrazinoic acid (I) and 4′-acetoxybenzyl 2-quinoxalinecarboxylate (II) showed excellent activity against Mtb (MIC ranges of less than 1-6.25 μg/mL) but only modest activity against MAC (MICs of 4-32 μg/mL).

Journal of Medicinal Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Related Products of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Wakelin, Laurence P. G.; Waring, Michael J. published the artcile< The binding of echinomycin to deoxyribonucleic acid>, Computed Properties of 5182-90-1, the main research area is DNA echinomycin binding.

Association constants for the binding of echinomycin (I) [512-64-1] to 9 double-helical DNA species from different sources varied by a factor of approx. 10 but were not simply related to the gross base composition The interaction of I with DNA was ionic strength dependent and the enthalpy of interaction was approx. -13 kJ/mole. I interacted strongly with some synthetic polydeoxynucleotides, having the highest affinity for polymers rich in deoxyguanine and deoxycytosine nucleotides. I altered the supercoiling of closed circular duplex bacteriophage PM2 DNA in the same way as that of intercalating drugs. At low ionic strength (0.01M), the interaction was bifunctional, but at higher ionic strength (0.5M) the intercalation became more monofunctional. Quinoxaline-2-carboxamide [5182-90-1] and Bayer 7602 [13988-23-3] showed only weak interactions with DNA, indicating that the peptide portion of I is important in determining the strength and specificity of the interaction.

Biochemical Journal published new progress about DNA Role: FORM (Formation, Nonpreparative). 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Computed Properties of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Gut, Philipp; Stainier, Didier Y. R. published the artcile< Whole-Organism Screening for Modulators of Fasting Metabolism Using Transgenic Zebrafish>, COA of Formula: C22H21N3O2, the main research area is small mol high throughput screening fasting metabolism zebrafish review.

A review. Organismal energy homeostasis is maintained by complex interorgan communications making the discovery of novel drugs against metabolic diseases challenging using traditional high-throughput approaches in vitro. Here, we describe a method that rapidly identifies small mols. with an impact on organismal energy balance in vivo. Specifically, we developed a whole-organism screen for modulators of fasting metabolism using transgenic bioluminescence-reporter zebrafish for the gluconeogenic gene phosphoenolpyruvate-carboxykinase 1 (pck1).

Methods in Molecular Biology (New York, NY, United States) published new progress about Bioluminescence. 163769-88-8 belongs to class quinoxaline, and the molecular formula is C22H21N3O2, COA of Formula: C22H21N3O2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider