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Method for preparing heterocyclic-carboxylic acids

The present invention relates to a method for preparing quinoxaline-5- and 6-carboxylic acids. The method comprises contacting an aqueous suspension of a 5- or 6-hydroxymethyl quinoxaline with oxygen in the presence of a transition metal catalyst, to form the respective quinoxaline-5- or 6-carboxylic acid. The method for oxidizing benzylic methyl groups may also be employed to prepare a wide variety of heterocyclic carboxylic acid compounds.

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Quinoxaline – Wikipedia,
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Ruthenium(II) eta6-arene complexes containing a dinucleating ligand based on 1,8-naphthyridine

Ruthenium arene complexes, [(eta6-p-cymene)2Ru2(L)Cl2](PF6)2 [3b, L = 2, 7-bis(di-2-pyridinyl)-1,8-naphthyridine] and [(eta6-p-cymene)Ru(L?)Cl](PF6) [4, L? = tri(2-pyridinyl)amine], were synthesized and characterized by spectroscopic and analytical techniques. The molecular structure of [(eta6-p-cymene)2Ru2(L)Cl2]Cl2 (3a) was further determined by single-crystal X-ray analysis. The use of these ruthenium complexes as pre-catalysts for oxidative coupling of 1,2-diols/1,2-aminoalcohol with o-phenylenediamines leading to quinoxalines was investigated. Complex 3b appeared to be a good catalyst for this transformation.

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Quinoxaline – Wikipedia,
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PROCESSES FOR PREPARING GONADOTROPIN RELEASING HORMONE RECEPTOR ANTAGONISTS

The present invention relates to methods of making Gonadotropin Releasing Hormone (“GnRH”) (also known as Leutinizing Hormone Releasing Hormone) receptor antagonists. ”

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Quinoxaline – Wikipedia,
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Studies on New Acidic Azoles as Glucose-Lowering Agents in Obese, Diabetic db/db Mice

Bioisosteric substitution was used as a tool to generate several new structural alternatives to the thiazolidine-2,4-dione and tetrazole heterocycles as potential antidiabetic agents.Among the initial leads that emerged from this strategy, a family of acidic azoles, isoxazol-3- and -5-ones and a pyrazol-3-one, showed significant plasma glucose-lowering activity (17-42percent reduction) in genetically obese, diabetic db/db mice at a dose of 100 mg/kg/day * 4.Structure-activity relationship studies determined that 5-alkyl-4-(arylmethyl)pyrazol-3-ones, which exist in solution as aromatic enol/iminol tautomers, were the most promising new class of potential antidiabetic agent (32-45percent reduction at 20 mg/kg/d *4).Included in this work are convenient syntheses for several types of acidic azoles that may find use as new acidic bioisosteres in medicinal chemistry such as the antidiabetic lead 5-(trifluoromethyl)pyrazol-3-one (hydroxy tautomer) and aza homologs of the pyrazolones, 1,2,3-triazol-5-ones (hydroxy tautomer) and 1,2,3,4-tetrazol-5-one heterocycles. log P and pKa data for 15 potential acidic bioisosteres, all appended to a 2-naphthalenylmethyl residue so as to maintain a similar distance between the acidic hydrogen and arene nucleus, are presented.This new data set allows comparison of a wide variety of potential acid mimetics (pKa 3.78-10.66; log P -0.21 to 2.76) for future drug design.

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Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source

Rhodium-catalyzed transfer hydrogenation of quinoxalines with water as a hydrogen source was reported. The reaction allowed the simple preparation of tetrahydroquinoxalines under mild conditions. The deuterium-labelling experiment confirmed that water is the sole hydrogen source in the transfer hydrogenation reaction.

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6344-72-5, Name is 6-Methylquinoxaline, belongs to quinoxaline compound, is a common compound. category: quinoxalineIn an article, once mentioned the new application about 6344-72-5.

The Thermolysis of Polyazapentadienes. Part 1. 1,5-Diaryl-1,2,5-triaza-derivatives

Flash vacuum pyrolysis of the title compounds at 600 deg C gives quinoxalines and arylamines, together with small quantities of nitriles, diarylamines, azobenzenes, and formamidines.The mechanism involves homolytic cleavage of the N-N bond to generate a conjugated iminyl radical, which can either cyclise to a quinoxaline, or fragment to simpler radicals which lead to the minor products by coupling reactions.

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Acceptorless dehydrogenation of nitrogen heterocycles with a versatile iridium catalyst

Gas up: A cyclometalated iridium complex is found to catalyze the dehydrogenation of various benzofused N-heterocycles, thus releasing H 2. Driven by as low as 0.1 mol % catalyst, the reaction affords quinolines, indoles, quinoxalines, isoquinolines, and beta-carbolines in high yields. Copyright

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NOVEL CURCUMIN DERIVATIVE

The present invention provides a novel compound that is structurally similar to curcumin and has a suppressive effect on Abeta aggregation, a degradative effect on Abeta aggregates, an inhibitory effect on beta-secretase, and a protective effect on neurons. The novel compound is a compound represented by the following general formula (Ia) or a salt thereof: wherein R1 represents a 4-hydroxy-3-methoxyphenyl group or the like, and R2 represents a 1H-indol-6-yl group or the like.

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Quinoxaline – Wikipedia,
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Sequential Synthesis, Olfactory Properties, and Biological Activity of Quinoxaline Derivatives

A simple, practical, and rapid access to quinoxalin-2-ones 1, 1,2,3,4-Tetrahydroquinoxalines 2, quinoxalines 3, and quinoxalin-2(1H)-ones 4 has been achieved, based on the copper-catalyzed quinoxalinone formation of 2-haloanilines and amino acids followed by their reduction and oxidation. The olfactory properties and lipid accumulation inhibitory activity in cultured hepatocytes of the quinoxaline derivatives were also evaluated.

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Methods for preparing 5- and 6-benzyl-functionalized quinoxalines

The present invention pertains to methods for preparing 5- and 6-benzyl functionalized quinoxalines. In a first embodiment, the method comprises contacting an aqueous suspension of a 5- and 6-halomethyl quinoxaline with a water-soluble nucleophile. In a second embodiment, the method comprises contacting a 5- and 6-halomethyl quinoxaline with an organic solvent-soluble nucleophile in an inert polar organic solvent. In a third embodiment, the method comprises contacting a 5- and 6-halomethyl quinoxaline in an organic solvent with an aqueous solution of a water-soluble nucleophile in the presence of a phase transfer catalyst.

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