Category: quinoxaline

HPLC of Formula: 57825-30-6. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-(Bromomethyl)-4-ethylbenzene, is researched, Molecular C9H11Br, CAS is 57825-30-6, about Chloromethylation of Aromatic Compounds Catalyzed by Surfactant Micelles in Oil-Water Biphasic System. Author is Liu, Qifa; Wei, Wei; Lu, Ming; Sun, Feng; Li, Jiang; Zhang, Yuchao.

In this work, the chloromethylation reaction of aromatic compounds was performed successfully by micellar catalysis in oil/water biphasic system at high reactant loadings that exceeded the solubilization capacity of micellar solutions The effects of cationic, nonionic and anionic surfactants on the reaction were compared. The mechanism of chloromethylation reaction and the mechanism of micellar catalysis were investigated. The results show that the micellar catalysis is an effective way to realize the chloromethylation. The chloromethylation reaction consists of electrophilic substitution reaction and nucleophilic substitution reaction. Cationic surfactants, especially those containing longer hydrophobic carbon chain, are more effective. Selectivity for mono-chloromethylation was remarkably improved and regioselectivity was found to be dependent on the nature of the surfactant. Under the optimal reaction conditions, chloromethylation of isopropylbenzene could obtain 97.5% selectivity in mono-chloromethylation and 8.28 para/ortho selectivity ratio at 89.8% conversion. Good conversion and high selectivity in mono-chloromethylation were obtained.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine( cas:221012-82-4 ) is researched.Application of 221012-82-4.Zhang, Xi-Chang; Wu, Yan; Yu, Feng; Wu, Fei-Fei; Wu, Jing; Chan, Albert S. C. published the article 《Application of Copper(II)-Dipyridylphosphine Catalyst in the Asymmetric Hydrosilylation of Simple Ketones in Air》 about this compound( cas:221012-82-4 ) in Chemistry – A European Journal. Keywords: ketone hydrosilylation copper pyridylphosphine catalyst; secondary alc asym preparation. Let’s learn more about this compound (cas:221012-82-4).

A copper(II) salt/chiral dipyridylphosphine/PhSiH3 system (see scheme) acts as a very effective and practical catalyst for the asym. reduction of heteroaromatic and other types of ketones in air with good-to-excellent enantioselectivities (up to 94 %), giving many chiral alcs. that are intermediates for physiol. active compounds Remarkable temperature effects were observed for some heteroaromatic ketones.

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Quinoxaline – Wikipedia,
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Related Products of 57825-30-6. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-(Bromomethyl)-4-ethylbenzene, is researched, Molecular C9H11Br, CAS is 57825-30-6, about Discovery of N-(2-aminoethyl)-N-benzyloxyphenyl benzamides: New potent Trypanosoma brucei inhibitors. Author is Buchynskyy, Andriy; Gillespie, J. Robert; Hulverson, Matthew A.; McQueen, Joshua; Creason, Sharon A.; Ranade, Ranae M.; Duster, Nicole A.; Gelb, Michael H.; Buckner, Frederick S..

A phenotypic screen of a compound library for antiparasitic activity on Trypanosoma brucei, the causative agent of Human African Trypanosomiasis (HAT), led to the identification of N-(2-aminoethyl)-N-Ph benzamides as a starting point for hit-to-lead medicinal chem. Eighty two analogs were prepared, which led to the identification of a set of highly potent N-(2-aminoethyl)-N-benzyloxyphenyl benzamides with the most potent compound 73 having an in vitro EC50 = 0.001 μM. The compounds displayed drug-like properties when tested in a number of in vitro assays. Compound 73 was orally bioavailable and displayed good plasma and brain exposure in mice, cured 2 out of 3 mice infected with Trypanosoma brucei in acute model when dosed orally at 50 mg/kg once per day for 4 days. Given its potent antiparasitic properties and its ease of synthesis, compound 73 represents a potential lead for the development of drug to treat Human African Trypanosomiasis.

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Safety of (4-(Pyridin-4-yl)phenyl)methanol. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (4-(Pyridin-4-yl)phenyl)methanol, is researched, Molecular C12H11NO, CAS is 217192-22-8, about Identification of a Selective, Non-Prostanoid EP2 Receptor Agonist for the Treatment of Glaucoma: Omidenepag and its Prodrug Omidenepag Isopropyl. Author is Iwamura, Ryo; Tanaka, Masayuki; Okanari, Eiji; Kirihara, Tomoko; Odani-Kawabata, Noriko; Shams, Naveed; Yoneda, Kenji.

EP2 receptor agonists are expected to be effective ocular hypotensive agents; however, it has been suggested that agonism to other EP receptor subtypes may lead to undesirable effects. Through medicinal chem. efforts, we identified a scaffold bearing a (pyridin-2-ylamino)acetic acid moiety as a promising EP2-selective receptor agonist. (6-((4-(Pyrazol-1-yl)benzyl)(pyridin-3-ylsulfonyl)aminomethyl)pyridin-2-ylamino)acetic acid 13ax (omidenepag, OMD) exerted potent and selective activity toward the human EP2 receptor (h-EP2). Low doses of omidenepag iso-Pr (OMDI), a prodrug of 13ax, lowered intraocular pressure (IOP) in ocular normotensive monkeys. OMDI was selected as a clin. candidate for the treatment of glaucoma.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Biochemical studies on quinoline derivatives. VII. Metabolic products of 8-quinolinol N-oxide》. Authors are Ito, Ryoji; Otaka, Hajime; Usui, Shigeru; Hashimoto, Yukichi.The article about the compound:8-Hydroxyquinoline 1-oxidecas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12).Category: quinoxaline. Through the article, more information about this compound (cas:1127-45-3) is conveyed.

cf. CA 56, 13486h. Main metabolic products of 8-quinolinol N-oxide (I) found in the urine of injected rabbits were 8-hydroxy-2-quinolone (II) and 7,8-dihydroxy-2-quinolone. 8,x-dihydroxy-2-quinolone, a product of further metabolism of 8-hydroxy-4-quinolone, an alkylated derivative of quinoline, and a compound of unknown structure were also found: 8-Quinolinol (III), 7,8-dihydroxyquinoline (IV), IV N-oxide, 8-quinolylsulfuric acid (V), V N-oxide, and I were not present. All other metabolic products, except a part of II, occurred in urine as glucuronides or ethereal sulfates. Metabolic products were in accord with those of II, but very different from those of III. In vitro oxidation of I by quinoline dehydrogenase was very difficult, and oxidation products were not detected.

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Application of 1127-45-3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 8-Hydroxyquinoline 1-oxide, is researched, Molecular C9H7NO2, CAS is 1127-45-3, about Behavior of N-oxide derivatives in atmospheric pressure ionization mass spectrometry. Author is Ibrahim, Hany; Couderc, Francois; Perio, Pierre; Collin, Fabrice; Nepveu, Francoise.

RATIONALE : Indolone-N-oxide derivatives possess interesting biol. properties. The anal. of these compounds using mass spectrometry (MS) may lead to interference or under-estimation due to the tendency of the N-oxides to lose oxygen. All the previous works focused only on the temperature of the heated parts (vaporizer and ion-transfer tube) of the mass spectrometer without investigating other parameters. This work is extended to the investigation of other parameters. METHODS : The behavior of N-oxides during atm. pressure chem. ionization (APCI) and electrospray ionization (ESI) has been investigated using MSn ion trap mass spectrometry. Different parameters were investigated to clarify the factors implicated in the deoxygenation process. The investigated parameters were vaporizer temperature (APCI), ion-transfer tube temperature, solvent type, and the flow rates of the sheath gas, auxiliary gas, sweep gas and mobile phase. RESULTS : The deoxygenation increased when the vaporizer temperature increased. The extent of the ‘thermally’ induced deoxygenation was inversely proportional to the ion-transfer tube temperature and auxiliary gas flow rate and in direct proportion to the mobile phase flow rate. Deoxygenation was not detected under MS/MS fragmentation and hence it is a non-collision-induced dissociation N-Oxides have the tendency to form abundant ‘non-classical’ dimers under ESI, which fragment via dehydration rather than giving their corresponding monomer. CONCLUSIONS : Deoxygenation is not solely a ‘classical’ thermal process but it is a thermal process that is solvent-mediated in the source. Deoxygenation was maximal with an APCI source while dimerization was predominant with an ESI source. Therefore, attention should be paid to these mol. changes in the mass spectrometer as well as to the choice of the ionization mode for N-oxides. Copyright © 2013 John Wiley & Sons, Ltd.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Carmona, A.; Corma, A.; Iglesias, M.; Sanchez, F. researched the compound: Chloro(1,5-cyclooctadiene)copper(I) dimer( cas:32717-95-6 ).Synthetic Route of C16H16Cl2Cu2.They published the article 《Synthesis and characterization of chiral Cu(I) complexes of substituted pyrrolidine ligands. Efficient catalysts for cyclopropanation reactions》 about this compound( cas:32717-95-6 ) in Inorganica Chimica Acta. Keywords: chiral copper complex substituted pyrrolidine catalyst; cyclopropanation catalyst chiral copper substituted pyrrolidine; styrene cyclopropanation chiral copper substituted pyrrolidine. We’ll tell you more about this compound (cas:32717-95-6).

A series of new copper(I) complexes of chiral bidentate N,N’-ligands ((S)-2-t-butylaminocarbonylpyrrolidine, (S)-1,2-(bis-t-butyl-aminocarbonyl)pyrrolidine, (S)-1-t-butylaminocarbonyl-2-(1-naphthylaminocarbonyl)pyrrolidine, (S)-1-t-butylaminocarbonyl-2-(1-naphthylaminomethyl)pyrrolidine, (2S,4S)-1,2-(bis-t-butylaminocarbonyl)-4-aminopyrrolidine) of general formula [Cu(CH3CN)(L-L)]X (X = PF6, ClO4) have been synthesized and fully characterized by elemental anal., IR, electronic and NMR spectroscopy. These complexes catalyze the cyclopropanation of styrene, used as a model for monosubstituted olefins, with Et diazoacetate to yield a mixture of cis/trans Et 2-phenylcyclopropan-1-carboxylates with up to 30% ee.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of 2-Alkenylquinoline by Reductive Olefination of Quinoline N-Oxide under Metal-Free Conditions, published in 2016-04-15, which mentions a compound: 1127-45-3, Name is 8-Hydroxyquinoline 1-oxide, Molecular C9H7NO2, Name: 8-Hydroxyquinoline 1-oxide.

Synthesis of 2-alkenylquinoline by reductive olefination of quinoline N-oxide under metal-free conditions is disclosed. Practically, the reaction could be performed with quinoline as starting material via a one-pot, two-step process. A possible mechanism is proposed that involves a sequential 1,3-dipolar cycloaddition and acid-assisted ring opening followed by a dehydration process.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis and antifungal activity of 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-(N-butyl-N-substituted benzylamino)-2-propanol, published in 2009-09-20, which mentions a compound: 57825-30-6, mainly applied to triazole difluorophenyl butylbenzylamino propanol preparation antifungal agent, Application of 57825-30-6.

To study the antifungal activity of triazole alcs. by introducing N-Bu and substituted benzyl as side chain, fourteen title compounds were synthesized and characterized by 1H NMR, IR, and LC-MS. The MICs of the compounds were determined by in vitro test using 8 clin. pathogenic fungi. The title compounds exhibited potent antifungal activities against nearly all fungi tested (except for Aspergillus fumigatus), especially for the deep infection ones. Three compounds showed a 16-fold activity (with a MIC80 value of 0.015 6 μg/mL) as that of fluconazole against Microsporum gypseum. Two compounds showed a 128-fold activity (with a MIC80 value of 0.003 9 μg/mL) as that of fluconazole against Candida albicans, and their activities were higher than those of other pos. controls.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Delineating Origins of Stereocontrol in Asymmetric Pd-Catalyzed α-Hydroxylation of 1,3-Ketoesters, published in 2010-05-07, which mentions a compound: 221012-82-4, Name is (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine, Molecular C38H34N2O4P2, Recommanded Product: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine.

Systematic studies of reaction conditions and subsequent optimization led to the identification of important parameters for stereoselectivity in the asym. α-hydroxylation reaction of 1,3-ketoesters. Enantioselectivities of up to 98% can be achieved for cyclic substrates and 88% for acyclic ketoesters. Subsequently, the combination of cyclic/acyclic ketoester, catalyst, and oxidant was found to have a profound effect on reaction rates and turnover-limiting steps. The stereochem. of the reaction contradicts that observed for other similar electrophilic substitution reactions. This was rationalized by transition-state modeling, which revealed a number of cooperative weak interactions between oxidant, ligand, and counterion, together with C-H/π interactions that cumulatively account for the unusual stereoselectivity.

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Reference:
Quinoxaline – Wikipedia,
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