114 results about "Demethylation" patented technology

The invention belongs to the technical field of drug synthesis, and relates to a dotenorad synthesis method, which comprises: weighing 100 g of a compound 1 as a raw material, and carrying out a substitution reaction with dimethyl sulfate to obtain a compound 2; taking the compound 2 as a raw material, and carrying out esterification reaction with methanol under an acidic condition; taking the compound 3 as a raw material, and obtaining a compound 4 after chlorination; hydrolyzing the compound 4 serving as a raw material to obtain a compound A; reacting the compound 5 serving as a raw material with a formaldehyde aqueous solution to obtain a compound 6; taking the compound 6 as a raw material, and performing thioether oxidation to obtain a compound B; taking a compound A as a raw material, and carrying out amide condensation reaction with a compound B to obtain a compound C; and 6, demethylating the compound C serving as a raw material under the action of lithium chloride to obtain a compound D, namely the final product dotenorad. According to the synthesis method of dotenorad, oxidation after condensation is not needed, generation of by-products is avoided, raw materials are low in cost and easy to obtain, and the synthesis method is suitable for industrial production.

The invention discloses a preparation process of high-purity dotenorad, and belongs to the technical field of organic synthesis route design and raw material medicine and intermediate preparation. Benzothiazole is used as a starting material, reduction, acylation, amide condensation, oxidation, demethylation and other reactions are sequentially carried out, a dotenorad crude product is synthesized, and the required crystal form is obtained through recrystallization. The raw materials of the preparation method are cheap, easy to obtain and high in stability, the defect that the raw materials of other preparation processes are poor in stability is overcome, and the preparation method is convenient to operate and suitable for industrial production; the total yield of the prepared dotenorad in each step is 66.80%, and the purity of the dotenorad can reach 99.99%.

The present application relates to the technical field of pharmaceutical chemistry, and particularly relates to a preparation method of fenofibrate and impurities thereof. The present application carries out Friedel-Crafts acylation reaction on 4-chlorobenzoyl chloride, anisole, Lewis acid and benzene solvent, then carries out demethylation reaction, and then separates and purifies to obtain compound II, impurity compound IV and impurity compound V; the compound II (or impurity compound IV), 2-bromoisobutyric acid isopropyl ester, an alkaline reagent and an alcohol solvent are mixed to carry out etherification reaction, and then separated and purified to obtain fenofibrate (or impurity compound VI). The preparation method provided by the present application has high yield and high purity of fenofibrate, can realize identification of impurities in the preparation process of fenofibrate, and provides a convenient condition for quality control of bulk drug. Moreover, the raw materials and solvents used are widely sourced, low in cost and small in danger, the preparation method is high in safety factor, simple in operation, and suitable for large-scale industrial production.

This invention relates to the field of medicinal chemistry, and in particular to a method for preparing gaticycline esters. The method for preparing gaticycline esters provided by this invention includes the following steps: reacting compound I, an acid-binding agent, and a solvent to obtain the gaticycline ester; the structural formula of compound I is: [structural formula missing]; the particle size of the acid-binding agent is ≤48 μm. The method for preparing gaticycline esters of this invention avoids the degradation and demethylation reaction of the generated gaticycline ester, thereby avoiding the generation of impurity compounds, and can obtain gaticycline esters with high yield and high purity.

This invention provides a method for synthesizing the anti-AIDS drug enovirine. This invention belongs to the field of pharmaceutical preparation technology. The synthesis method includes the following steps: (1) SM1 compound reacts with Grignard reagent and then reacts with SM2 compound to obtain compound III; (2) Compound III undergoes oxidation reaction to obtain compound II; (3) Compound II undergoes demethylation reaction under the action of demethylation reagent to obtain compound I; (4) Compound I undergoes ethylation reaction to obtain enovirine. The synthesis route of this invention effectively avoids the use of highly toxic cyanide reagents and expensive heavy metal catalysts. At the same time, the reaction conditions of this route are simple and mild, with high yield, and have excellent industrialization prospects.

The present application relates to the field of medicine synthesis, and discloses a preparation method and application of brominated piperonal carboxylic acid, wherein the brominated piperonal carboxylic acid compound is prepared from o-vanillin as a starting material through acetyl protection, bromination reaction, deprotection and demethylation reaction, cyclization reaction and Pinnick oxidation reaction.No longer through a brominated piperonal intermediate, and without using a live LDA reagent low-temperature lithiation reaction, the safety and stability are greatly improved.The deprotection and demethylation reaction is carried out in one pot, and the use of boron tribromide and other reagents is avoided;finally, the oxidation step from aldehyde to acid avoids using traditional silver oxide or potassium permanganate oxidation, and adopts Pinnick oxidation, which is economic, environmental protection and cost reduction, and greatly improves the yield.The whole has the advantages of easy-to-obtain raw materials, short steps, mild reaction conditions, low production cost, environmental protection, high yield and high purity, and can meet the high quality requirements of pharmaceutical products.

The present application relates to a kind of from androsta 1, 4-diene-3, 17-dione starting synthesis of estren and the method of a kind of compound thereof.Especially, the present application provides a kind of preparation method of estren shown in formula I, comprising the following steps: in inert solvent, androsta-1, 4-diene-3, 17-dione (II) with reagent R4VX carries out demethylation aromatization reaction step directly to obtain estren (I);Wherein, the definition of reaction substrate, reagent and reaction condition is as claimed in claim or specification.The method is simple in operation, and good in selectivity, and product purity is high, suitable for industrial production.

The invention provides application of GW5 gene promoter methylation based on a multi-omics gene mining technology in regulation and control of rice grain length, and relates to the technical field of biology. On the basis of a generic genome micro-core germplasm population, multi-dimensional omics data such as a genome and an epigenome are integrated, a rice epigenome map is constructed, a stable methylation polymorphism marker in the map is utilized, a rice grain width phenotype is combined to carry out multi-omics association analysis, a new epigenetic allele of the GW5 gene is successfully mined, and the GW5 gene is successfully identified. It is found that the upstream promoter region of the GW5 gene has two epigenetic states of hypermethylation and hypomethylation in different rice germplasm backgrounds, and after demethylation editing is carried out on the region, the phenotype that the grain length is remarkably increased is shown. Therefore, detection of the rice grain length character can be realized according to the promoter methylation level of the GW5 gene, and regulation and control of the rice grain length character can be realized by regulating and controlling the promoter methylation level of the GW5 gene.

The invention discloses THK01 and derivatives thereof, a preparation method and application of THK01 and derivatives thereof in preparation of anti-inflammatory drugs, and the THK01 and derivatives thereof are prepared by performing a series of chemical reactions on o-nitrobenzaldehyde containing a specific substituent group, including Wittig reaction, Diels-Alder reaction, Cadolan reaction, Fischer indole synthesis reaction, demethylation reaction, reduction reaction, click chemical reaction and the like. The THK01 structure modified derivatives with different substituent groups are obtained. The THK01 structure modified derivative disclosed by the invention is diversified in synthetic route and high in reaction success rate; in-vitro and in-vivo experiments show that the compounds can significantly inhibit NO generation and inflammatory response at low concentration, and can effectively treat inflammatory bowel disease and acute pneumonia induced by H1N1 virus in an animal model. These findings provide valuable candidate compounds and new treatment strategies for developing novel, safe and efficient anti-inflammatory drugs.

The invention discloses a method for demethylating a lignin derivative, which comprises the following steps of: adding the lignin derivative into an acidic eutectic solvent, stirring and reacting for 0.1-72 hours at 60-200 DEG C, cooling after the reaction is finished, and extracting and separating a product by adopting an organic solvent and water. The acidic deep eutectic solvent is composed of hydrogen bond acceptor choline chloride and hydrogen bond donor p-toluenesulfonic acid, citric acid, oxalic acid dihydrate and the like, the reaction condition of the conversion process is mild, the deep eutectic solvent can be recycled, the cost is reduced, the method is environment-friendly, and the obtained demethylation product can be used as chemicals or can be further converted to prepare materials. And the method has relatively high economical efficiency and application prospect.

The invention discloses a method for separating and purifying a thiourea polymer in a demethylation compound, which comprises the following steps: mixing the thiourea polymer in a demethylation product with water, heating the obtained mixed solution to 80-90 DEG C, and keeping the temperature for 4-6 hours, so that the thiourea polymer impurity in the product is dissolved in hot water; carrying out solid-liquid separation on the obtained solid-liquid mixture to obtain a solid substance demethylated compound, wherein the demethylated substance does not contain the thiourea polymer; the water phase is cooled to the room temperature, a product is separated out, another solid phase is the thiourea polymer, and the mass percent of the thiourea polymer in the demethylation substance is smaller than 0.05%. According to the method, the demethylation compound and the impurity thiourea polymer are separated and purified by utilizing the characteristics that the solubility of the demethylation compound in water is small, and the thiourea polymer is dissolved in water. Experimental results show that the method provided by the invention can effectively improve the purity and content of demethylated substances, and is low in production cost, green and environment-friendly.

The present invention relates to a complex comprising i) a catalytically inactive site-specific nuclease linked to ii) an array of between two and ten, preferably three to seven effector domains each having a specific chromatin modifying activity, such as, for example, a specific DNA methylation activity, a histone methylation activity, a specific histone acetylation or ubiquitination activity, and / or a specific chromatin demethylation / deacetylation activity, wherein the effector domains are each separated by a linker providing sufficient distance between the domains and the nuclease in order not to substantially interfere with their specific chromatin modifying activities, and the binding of the site-specific nuclease, as well as respective methods involving the complex and use of the complex.

The invention belongs to the technical field of chemical synthesis of spices, and particularly relates to a synthetic method of vanillin and ethyl vanillin. Carrying out substitution reaction on catechol and methyl iodide to generate o-dimethoxybenzene 3; 3 and 1, 2-dichloromethyl methyl ether are subjected to formylation reaction to generate 3, 4-dimethoxybenzaldehyde 4; carrying out demethylation reaction on the 3, 4-dihydroxy benzaldehyde 5 and pyridine hydrochloride to generate 3, 4-dihydroxy benzaldehyde 5; carrying out substitution reaction on the 4-benzyloxy-3-hydroxybenzaldehyde 5 and benzyl bromide to generate 4-benzyloxy-3-hydroxybenzaldehyde 6; carrying out substitution reaction on the 4-benzyloxy-3-methoxyl / ethyoxyl benzaldehyde 6 and iodomethane / iodoethane to generate 4-benzyloxy-3-methoxyl / ethyoxyl benzaldehyde 7; 7 is reduced by hydrogen under the catalysis of palladium on carbon to generate vanillin / ethyl vanillin. Cheap catechol is adopted as a raw material, reaction conditions are mild, equipment requirements are not high, energy consumption is low, the problems that raw materials are not suitable to obtain, the price is high, separation is difficult, and three wastes are seriously generated in a traditional vanillin synthesis method are solved, and a new method is provided for synthesis of vanillin.

The invention discloses a series of colchicine deuterated derivatives for resisting multiple myeloma, which can effectively inhibit proliferation of multiple myeloma cells by improving the metabolic effect of colchicine in the multiple myeloma cells and overcome the defect of large toxic and side effects of metabolism of original drugs. According to the series of colchicine deuterated derivatives capable of resisting multiple myeloma, colchicine is used as a raw material, two reactions of demethylation and deuterated methyl are sequentially performed to obtain a target compound, the reaction steps are few, the reaction conditions are mild, the operability is high, and the efficiency is high.

The invention provides a bidentate cobalt complex containing an imidazo [1, 2-alpha] pyridine group as well as a preparation method and application of the bidentate cobalt complex, and belongs to the technical field of organic chemical synthesis. The structural formula of the bidentate cobalt complex is shown in the specification, and the preparation method comprises the following steps: carrying out bromination reaction and cyclization reaction on 2-methoxy-6-acetylpyridine to obtain a bidentate ligand with methoxy and imidazo [1, 2-alpha] pyridyl, and carrying out demethylation reaction on the ligand to obtain another bidentate cobalt complex with hydroxyl and imidazo [1, 2-alpha] pyridyl. The imidazo [1, 2-alpha] pyridyl-containing bidentate cobalt complexes are prepared from imidazo [1, 2-alpha] pyridyl-containing bidentate ligands, and the two ligands react with anhydrous cobalt chloride respectively to obtain various imidazo [1, 2-alpha] pyridyl-containing bidentate cobalt complexes. The electron effect of the complex is adjusted by changing substituent groups on imidazo [1, 2-a] pyridine groups, then the activity of the complex in catalytic reaction is adjusted, and the complex can be further applied to hydrosilylation reaction of styrene and has very important application prospects.

The application belongs to the technical field of medicine production, and particularly relates to a preparation method and application of five deuterium-substituted glucose. The method comprises deuterium substitution of D-methyl glucoside, and demethylation of the deuterium-substituted D-methyl glucoside to obtain a target product, namely [2,3,4,6,6'-d5]-D-glucose. The preparation method of the five deuterium-substituted glucose is simple in process route, convenient to operate, mild in experimental conditions, and the synthesized five deuterium-substituted glucose is successfully applied to the description of glycolysis metabolism in a brain glioma model, which is helpful to the clinical conversion application of metabolic imaging technology.

The invention belongs to the technical field of chemical synthesis, and particularly relates to an indazole alkaloid derivative as well as a preparation method and application thereof. Comprising the following steps: under an alkaline condition, carrying out alkylation reaction on a compound a and an alkylating agent to obtain a compound b; performing demethylation reaction on the compound b and a demethylation reagent to obtain a compound c; carrying out glycosylation reaction on the compound c and sugar bromide to obtain a compound d; in a sodium methoxide and solvent system, removing acetyl on glycosyl of the compound d to obtain the indazole alkaloid derivative. Or carrying out oxidation reaction on the compound d and methyl iodide to obtain an intermediate; and removing acetyl on glycosyl of the intermediate in a sodium methoxide and solvent system to obtain the indazole alkaloid derivative. The invention provides a preparation method of an indazole alkaloid derivative, which is green, simple, convenient and efficient.

The invention discloses a method for preparing olotoxin, wherein tetramethyl olotoxin is subjected to demethylation to obtain the olotoxin.

The invention discloses a bactericidal composition containing meconazole and captan, and relates to the technical field of pesticide preparation, the bactericidal composition is prepared by mixing a meconazole microcapsule suspending agent and a captan suspending agent, and the weight ratio of the meconazole microcapsule suspending agent to the captan suspending agent is 1: 20-20: 1. A double-target synergistic effect is formed through compounding of the meconazole and the captan, the meconazole serves as a C14-demethylation inhibitor containing an isopropanol group, the cell membrane function of thalli is destroyed by preventing ergosterol biosynthesis, the unique molecular structure of the meconazole can freely rotate to be combined with a target, pathogenic bacteria mutation is reduced, resistance development is delayed, and the anti-bacterial effect is achieved. And a new tool for efficiently preventing and treating diseases caused by resistant strains is provided for planters.

The invention belongs to the technical field of fluorescent probes, and particularly relates to a single-molecule fluorescent probe based on a phenothiazine structure as well as a preparation method and application of the single-molecule fluorescent probe. The preparation method comprises the following steps: firstly introducing an alkyl chain to a nitrogen atom of a raw material to obtain the phenothiazine structure-based single-molecule fluorescent probe, then carrying out regioselective formylation on the raw material to obtain the phenothiazine structure-based single-molecule fluorescent probe, then treating the raw material by adopting aluminum trichloride to realize O-demethylation, and finally carrying out intramolecular cyclization reaction on the raw material and 1H-benzimidazole-2-acetonitrile to obtain the phenothiazine structure-based single-molecule fluorescent probe. The single-molecule fluorescent probe based on the phenothiazine structure prepared by the invention is compatible with orthogonal chemical reaction activity and maintains controllable electron transfer, so that different chemical events are converted into specific optical signals, and selective and mechanism specific fluorescent response to phosgene, copper ions and hypochlorite is realized.

The invention provides a synthesis method of an anti-AIDS drug, and belongs to the technical field of drug preparation, the synthesis method comprises the following steps: (1) reacting an SM1 compound with a Grignard reagent, and then reacting with an SM2 compound to obtain a compound shown in a formula III; (2) performing oxidation reaction on the compound in the formula III to obtain a compound in a formula II; (3) performing demethylation reaction on the compound in the formula II under the action of a demethylation reagent to obtain a compound in a formula I; (4) carrying out ethylation reaction on the compound shown in the formula I to obtain enovirin; the synthesis route effectively avoids the use of a highly toxic cyaniding reagent and an expensive heavy metal catalyst, and meanwhile, the route is simple and mild in reaction condition and high in yield, and has an extremely good industrial prospect.

This invention discloses a method for preparing raloxifene EP impurity B, comprising the following steps: dissolving 6-methoxy-2-(4-methoxyphenyl)benzothiophene (Ⅰ) as a raw material in solvent one, adding NIS, and then adding a free radical initiator to react and obtain intermediate III; dissolving 4-[2-(1-pyrrolidinyl)ethoxy]benzoate salt (II) in solvent two, adding solvent two or not, and then adding a chlorinating agent to react and generate intermediate IV; dissolving intermediate III in solvent three, adding a Lewis acid, and then adding intermediate IV, and performing a Friedel-Crafts acylation reaction to generate intermediate V; dissolving intermediate V in solvent four, adding a demethylating agent, and generating bisphenol hydroxyl intermediate VI under demethylation conditions; dissolving intermediate VI in solvent five, adding a reducing agent, and generating intermediate VII through a reduction reaction; dissolving intermediate VII in formic acid, stirring, evaporating, and finally lyophilizing to generate the formate target product VIII.

The invention relates to the technical field of anti-aging drugs, in particular to application of a small molecule compound in preparation of anti-aging drugs. The small molecule compound competitively blocks the interaction between the KDM6A and a vacuolar ATP enzyme V0 structural domain subunit ATP6V0C through a specific small molecule binding pocket of targeted histone demethylase KDM6A, and further inhibits the demethylation activity of the KDM6A on 36th lysine of the ATP6V0C. The small molecule compound can effectively down-regulate the activity of senescence-related beta-galactosidase, improve cell cycle arrest and reverse nerve cell senescence phenotypes induced by environmental pollutant GenX, and is especially suitable for resisting nerve cell premature senescence caused by perfluorinated and polyfluoroalkyl compounds such as GenX. According to the technical scheme, the technical problem that drugs which are definite in component, clear in action mechanism, stable in curative effect and capable of pointedly relieving senescence are lacked in the prior art can be solved, and ideal application and popularization prospects are achieved.

The invention relates to a compound, which has good H3K27me3 demethylation inhibition activity at a cellular level, can effectively inhibit KDM6A / B activity, and can effectively treat inflammation and tumor diseases. The compound is shown in the formula.

The current invention concerns a synergistically effective fungicide composition comprising as component (A) a fungicidally active amount of choline phosphonate and as component (B) at least one additional fungicide selected from the group comprising quinone fungicides, succinate dehydrogenase inhibitors, benzamide fungicides, sulphur fungicides, carboxylic acid amide fungicides, demethylation inhibitor fungicides, phenylamide fungicides, copper fungicides, piperidinyl thiazole isoxazoline fungicides and sugar alcohols, wherein a weight ratio of components (A) and (B) is in a range from 1:1000 to 1000:1.The invention further concerns a kit a use of a fungicide composition according to the invention in an amount effective for controlling one or more types of fungal infections by applying the fungicide composition to the fungal infections.

A fluorescent probe for detecting cytochrome oxidase CYP2D6 and its application, which belong to the field of biomedicine technology. The specific probe substrate can be used to determine the enzyme activity of CYP2D6 in biological systems. The process of CYP2D6 enzyme activity determination is as follows: the benzylmethoxy demethylation reaction in the meso-position pyridinium quaternary ammonium salt of Bodipy compounds is selected as the probe reaction, and the activity of CYP2D6 enzyme in various biological samples is determined by quantitatively detecting the amount of its metabolite generated per unit time. The probe is a selective probe for detecting CYP2D6 activity, which can achieve efficient discovery of CYP2D6 inhibitors (including mechanism-type inhibitors) and in-depth research on CYP2D6-related diseases. The probe can also be used for rapid in vitro screening of reversible and irreversible inhibitors, activators and inducers of CYP2D6, and for detecting drug-drug interactions of CYP2D6 at the in vivo level.

The invention relates to a preparation method of a compound shown as a formula III, which comprises the following step of: demethylating a compound 6 in the presence of a demethylation reagent to prepare the compound shown as the formula III. The compound shown in the formula III is used for stress induction of stem cells to generate functional protein with a repairing effect.

The invention provides a tannic acid-like compound based on microwave catalytic reforming of lignin and a preparation method thereof, belonging to the technical field of biomass conversion and utilization. The invention comprises the following steps: pre-treating lignin to prepare gallic acid esterified lignin; subjecting the gallic acid esterified lignin and a demethylation reduction catalyst to microwave pyrolysis reaction to obtain a microwave pyrolysis product; separating the microwave pyrolysis product to obtain a crude tannic acid-like compound solution and an unactivated demethylation reduction catalyst; calcining and activating the unactivated demethylation reduction catalyst to obtain the demethylation reduction catalyst, which is recycled to step two; purifying the crude tannic acid-like compound solution to obtain a tannic acid-like compound. The invention can efficiently convert the tannic acid-like compound into a tannic acid-like compound through modification treatment combined with microwave pyrolysis technology, and can effectively solve the problems faced by traditional natural resources in extracting tannic acid compounds, such as difficulty in large-scale extraction and uncontrollable product purity and activity.

The application discloses a high-temperature-resistant metalized capacitor film and a preparation method thereof, and belongs to the technical field of thin film or thick film capacitors. The application provides a novel method for preparing a metalized capacitor film, which comprises the following steps: taking 4-vinylbenzocyclobutene as raw material, and combining the raw material with hydrogen bromide after an addition reaction to obtain a substitution product; combining 2-methoxy-4-vinylphenol with the substitution product after demethylation to obtain a polymerization monomer containing a double bond and a cycloalkane structure; polymerizing the polymerization monomer with decafluorobiphenyl and 4-allylphenol to obtain a base film; and plating a metal layer on the base film to obtain the high-temperature-resistant metalized capacitor film. The application has good thermal stability, and solves the technical problem that a thermoplastic base film is deformed or decomposed at high temperature, and is difficult to meet the use requirement.

The application discloses a preparation method of a catalyst for synthesizing pyridine from 3-methylpyridine and relates to the technical field of catalysts. The catalyst comprises the following steps: ZSM-5 is used as a carrier, V2O5, CoO and Ag are used as active components, molecular sieve ZSM-5, citric acid, ammonium metavanadate, cobalt nitrate, silver nitrate and deionized water are mixed, and then are filtered, dried and calcined to obtain a supported high-efficiency catalyst; the catalyst is filled in a fixed bed, 50% 3-methylpyridine is used as raw material, and a demethylation reaction is carried out under the action of high temperature, the catalyst and air to produce pyridine. The catalyst used in the application does not need to be frequently activated, the activation frequency is low, the catalyst stability is good, the catalyst is not prone to deactivation, can continue to operate stably after activation, catalyst loss is greatly reduced, 3-methylpyridine can be efficiently converted into pyridine by using the prepared catalyst, and the dilemma of waste caused by small demand for 3-methylpyridine in the market is solved.