Discovery of Quinoxalin-5-ol

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Structure-Activity Relationships of a Diverse Class of Halogenated Phenazines That Targets Persistent, Antibiotic-Tolerant Bacterial Biofilms and Mycobacterium tuberculosis

Persistent bacteria, including persister cells within surface-attached biofilms and slow-growing pathogens lead to chronic infections that are tolerant to antibiotics. Here, we describe the structure-activity relationships of a series of halogenated phenazines (HP) inspired by 2-bromo-1-hydroxyphenazine 1. Using multiple synthetic pathways, we probed diverse substitutions of the HP scaffold in the 2-, 4-, 7-, and 8-positions, providing critical information regarding their antibacterial and bacterial eradication profiles. Halogenated phenazine 14 proved to be the most potent biofilm-eradicating agent (?99.9% persister cell killing) against MRSA (MBEC < 10 muM), MRSE (MBEC = 2.35 muM), and VRE (MBEC = 0.20 muM) biofilms while 11 and 12 demonstrated excellent antibacterial activity against M. tuberculosis (MIC = 3.13 muM). Unlike antimicrobial peptide mimics that eradicate biofilms through the general lysing of membranes, HPs do not lyse red blood cells. HPs are promising agents that effectively target persistent bacteria while demonstrating negligible toxicity against mammalian cells. I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 17056-99-4, help many people in the next few years.Application In Synthesis of Quinoxalin-5-ol

Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N111 | ChemSpider

Archives for Chemistry Experiments of 2-Chloroquinoxaline

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Development of second-generation small-molecule RhoA inhibitors with enhanced water solubility, tissue potency, and significant in vivo efficacy

RhoA, a member of the Rho GTPases, is involved in a variety of cellular functions and could be a suitable therapeutic target for the treatment of cardiovascular diseases. However, few small-molecule RhoA inhibitors have been reported. Based on our previously reported lead compounds, 32 new 2-substituted quinoline (or quinoxaline) derivatives were synthesized and tested in biological assays. Six compounds showed high RhoA inhibitory activities, with IC50 values of 1.17-1.84 muM. Among these, (E)-3-(3-(ethyl(quinolin-2-yl)amino)phenyl)acrylic acid (26b) and (E)-3-(3-(butyl(quinolin-2-yl)amino)phenyl)acrylic acid (26d) demonstrated noticeable vasorelaxation effects against phenylephrine-induced contraction in thoracic aorta artery rings, and compound 26b had good water solubility and showed significant in vivo efficacy, which was similar to that of 5-(1,4-diazepane-1-sulfonyl)isoquinoline (fasudil) in a subarachnoid hemorrhage-cardiovascular model. To the best of our knowledge, compound 26b is the first example of a small-molecule RhoA inhibitor with potent in vivo efficacy, which could serve as a good lead for designing cardiovascular agents.

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Quinoxaline | C8H6N618 | ChemSpider

Brief introduction of 2-Acetylquinoxaline

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A convenient approach to difluoromethylated all-carbon quaternary centers: Via Ni(II)-catalyzed enantioselective Michael addition

A Ni(ii)-catalyzed enantioselective Michael addition of 2-acetyl azarenes with beta-difluoromethyl substituted nitroalkenes was successfully realized, which afforded chiral CF2H-containing compounds in good enantioselectivities (up to 93% ee). This protocol provides a new convenient approach to all-carbon quaternary stereogenic centers featuring a CF2H group.

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Quinoxaline | C8H6N765 | ChemSpider

A new application about 1448-87-9

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Application of 1448-87-9, Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, and a compound is mentioned, 1448-87-9, 2-Chloroquinoxaline, introducing its new discovery.

Antimicrobial evaluation and action mechanism of chalcone derivatives containing quinoxaline moiety

Abstract: A series of chalcone derivatives containing quinoxaline moieties were synthesized, and their antibacterial activities were evaluated. Antibacterial bioassays indicated that some of the compounds exhibited significant antibacterial activity against Xanthomonas axonopodis pv. Citri (Xac), Xanthomonas oryzae pv. oryzae (Xoo), and Ralstonia solanacearum (Rs) at the concentrations of 50 or 100 mug/cm3. 50% effective concentration (EC50) values of (E)-3-(pyridin-2-yl)-1-[4-(quinoxalin-2-yloxy)phenyl]prop-2-en-1-one against Xac, Xoo, and Rs were 6.72, 15.17, and 9.29 mug/cm3, respectively, which were better than those of bismerthiazol (44.31, 42.46, and 62.36 mug/cm3, respectively). Scanning electron microscopy (SEM) was employed to analyze the mechanism of antibacterial action of that compound toward Xac. Graphical abstract: [Figure not available: see fulltext.].

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N722 | ChemSpider

Extracurricular laboratory:new discovery of 6-Methylquinoxaline

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Electric Literature of 6344-72-5, 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.6344-72-5, Name is 6-Methylquinoxaline, molecular formula is C9H8N2. In a article,once mentioned of 6344-72-5

Synthesis of libraries of quinoxalines through eco-friendly tandem oxidation-condensation or condensation reactions

A facile and expeditious solid-phase synthesis of libraries of quinoxalines promoted on KF-alumina surface via tandem oxidation-condensation or condensation reactions is reported. The reaction protocol is operationally simple and mild. Moreover, solvent-free reaction condition makes the reaction procedure eco-friendly and economically viable.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N34 | ChemSpider

Can You Really Do Chemisty Experiments About 15804-19-0

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Reference of 15804-19-0, Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, and a compound is mentioned, 15804-19-0, Quinoxaline-2,3(1H,4H)-dione, introducing its new discovery.

Synthesis and structural studies of first row transition metal complexes of a new bi-ambidentate heterocyclic ligand

Chromium(III), manganese(II), iron(III), cobalt(II), nickel(II) and copper(II) complexes of 3-(3,5-dimethyl pyrazole-1-yl) quinoxaline-2-one have been prepared and characterised on the basis of analytical, electrical conductance, IR, electronic spectral and magnetic susceptibility studies.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N387 | ChemSpider

Awesome and Easy Science Experiments about 2,3-Dichloroquinoxaline

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Exploration of quinoxaline derivatives as antimicrobial and anticancer agents

Novel 2 and 3-substituted quinoxaline derivatives were synthesized through various synthetic pathways, among which cyanoacetamide and cyanoacetohydrazide quinoxaline derivatives 4a-c and 11a-c, respectively, were synthesized. Furthermore, methoxy quinoxaline derivatives 3c and quinoxaline derivatives bearing substituted pyridines 6a,b, 12a,b, and 13a,b were designed to be synthesized. However, we have synthesized acrylohydrazide 5a,b and 7/acrylamide derivatives, Schiff base analogues 14a-f, pyrazole derivatives 15a-e, amide derivatives 16a-f, guanidine derivatives 16 g,h as well as, quinoxalin-2-methylallyl propionate derivative 14g. All the synthesized compounds were confirmed via spectral data and elemental analyses. Moreover, the newly synthesized compounds were evaluated for their antimicrobial activity (Gm +ve, Gm ?ve in comparison to Gentamycin a standard) and fungi (in comparison to Ketoconazole as a standard). Thus, compound 16b showed promising antimicrobial activity against B. subtilis, P. vulgaris, and S. mutants with values ranging from 20 to 27-mm zone of inhibition. While compounds 5a, 14e,f, and 16a,c,d,g,h showed potent antimicrobial activity. Moreover, the National Cancer Institute (NCI) selected 20 compounds that were submitted for anticancer screening against 60 types of cancer cell lines. The most active compounds are 5b and 12a where compound 5b containing 2,4-dichlorophenyl moiety at cyanoacetamide linkage of hydrazine quinoxaline backbone exerted significant growth inhibition activity against Leukemia MOLT-4, Renal cancer UO-31, and Breast cancer MCF-7. In addition, compound 12a having 4,6-diaminopyridinone side chain at position-3 of quinoxaline nucleus exhibited remarkable anticancer activity against renal cancer UO-31.

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Quinoxaline | C8H6N1268 | ChemSpider

A new application about 5-Nitroquinoxaline

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Synthetic Route of 18514-76-6, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.18514-76-6, Name is 5-Nitroquinoxaline, molecular formula is C8H5N3O2. In a Article,once mentioned of 18514-76-6

New Indole Tubulin Assembly Inhibitors Cause Stable Arrest of Mitotic Progression, Enhanced Stimulation of Natural Killer Cell Cytotoxic Activity, and Repression of Hedgehog-Dependent Cancer

We designed 39 new 2-phenylindole derivatives as potential anticancer agents bearing the 3,4,5-trimethoxyphenyl moiety with a sulfur, ketone, or methylene bridging group at position 3 of the indole and with halogen or methoxy substituent(s) at positions 4-7. Compounds 33 and 44 strongly inhibited the growth of the P-glycoprotein-overexpressing multi-drug-resistant cell lines NCI/ADR-RES and Messa/Dx5. At 10 nM, 33 and 44 stimulated the cytotoxic activity of NK cells. At 20-50 nM, 33 and 44 arrested >80% of HeLa cells in the G2/M phase of the cell cycle, with stable arrest of mitotic progression. Cell cycle arrest was followed by cell death. Indoles 33, 44, and 81 showed strong inhibition of the SAG-induced Hedgehog signaling activation in NIH3T3 Shh-Light II cells with IC50 values of 19, 72, and 38 nM, respectively. Compounds of this class potently inhibited tubulin polymerization and cancer cell growth, including stimulation of natural killer cell cytotoxic activity and repression of Hedgehog-dependent cancer.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N867 | ChemSpider

A new application about 2213-63-0

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, category: quinoxaline, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2

An efficient and expeditious synthesis of a novel 5H-naphth[1′,2′:5,6][1,4]oxazino[2,3-b] quinoxalin-5-one and its unique inhibitory activity against a panel of human cancer cell lines

The title compound (1) was efficiently synthesized in two steps starting from 2,3-dichloroquinoxaline (2) and 1-amino-2-naphthol (3); the method involves cyclization of 2 with 3 and subsequent salcomine oxidation. The compound (1) showed unique inhibitory activity against a panel of human cancer cell lines.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N1449 | ChemSpider

Discovery of 3,4-Dihydroquinoxalin-2(1H)-one

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Iodine-Catalyzed Oxidative Aromatization: A Metal-Free Concise Approach to meta-Substituted Phenols from Cyclohex-2-enones

A metal-free approach to meta-substituted phenols from cyclohex-2-enone via catalytic oxidative aromatization has been developed. The transformations are initiated with a catalytic amount of molecular iodine as the direct oxidant, while dimethyl sulfoxide is employed as the terminal oxidant. This practical approach is capable of avoiding the use of metal promoters and costly reagents, the lengthy synthesis, and overoxidation of products, and thus facilitates the efficient construction of meta-substituted phenol derivatives from inexpensive commercial chemicals under mild conditions. The synthetic utility of this approach is evident in the de novo syntheses of two bioactive molecules with good total yields, in which easily available chemicals were employed, protective groups were not utilized, and no unwanted carbon atoms were removed in each step. (Figure presented.).

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N194 | ChemSpider