27 results about "Phenanthridine" patented technology

The invention discloses a phenanthridine-6-formaldehyde derivative and a preparation method and application thereof.The preparation method comprises the steps that 2, 4, 5, 6-tetra (9-carbazolyl)-isophthalonitrile serves as a photocatalyst, 1-azabicyclo [2.2. 2] octane serves as a hydrogen atom transfer catalyst, a biphenyl isocyanide compound, the photocatalyst, the hydrogen atom transfer catalyst and an alkali additive are jointly dissolved in 1, 3-dioxolane, the mixture is stirred to be uniform, and the phenanthridine-6-formaldehyde derivative is obtained. And carrying out free radical tandem cyclization and acid-catalyzed hydrolysis reaction to obtain the phenanthridine-6-formaldehyde derivative. The invention also provides a specific reaction equation. According to the developed synthesis method of the phenanthridine-6-formaldehyde derivative, the compound can be efficiently and conveniently prepared, the technical bottlenecks of harsh reaction conditions and tedious steps in a traditional process are successfully overcome, raw materials which are low in price and easy to obtain are adopted, operation is carried out under mild conditions, the synthesis method has the outstanding advantages of being high in yield, safe and simple to operate, environmentally friendly and the like, and the method is suitable for industrial production. Good industrial application potential is shown.

The application discloses a kind of covalent organic framework and its preparation method, application in protein renaturation, belong to composite functional material technical field.The covalent organic framework with the pore size of 1.2-6.5nm provided in the application is prepared by Schiff base reaction of aldehyde group monomer and phenanthridine amino monomer.The preparation method provided in the application: under the catalysis of acetic acid, aldehyde group monomer and amino phenanthridine monomer are dissolved in the mixed solution of mesitylene and 1, 4-dioxane and react, separate and collect, obtain the covalent organic framework.The covalent organic framework prepared in the application can limit the degree of freedom of denatured protein, reduce protein misfolding and aggregation, promote protein correct folding, and can stabilize the correct folding intermediate state through hydrophobic interaction and π-π conjugation interaction, and through the precise regulation of confined space and interface interaction, the complete renaturation of protein can be realized, at the same time, the renaturation of most denatured proteins can be realized, with wide universality.

This article relates to a method for preparing phenanthridine. The invention involves converting biphenyl isonitriles into polysubstituted phenanthridines and their derivatives under photocatalysis and blue light in an argon atmosphere, yielding molecules with stable structures and excellent chemical properties. The synthetic method utilizes inexpensive and readily available raw materials; the reaction requires only a photocatalyst, additives, and blue light, thus saving raw materials and reducing reaction costs. The entire reaction system is simple, the reaction conditions are mild, the required equipment is minimal, the experimental operation is straightforward, and the yield is moderate to high.

The application discloses a synthesis process of (-)-alpha-lycorane alkaloid and belongs to the technical field of organic synthesis chemistry. (2Z,4E)-7,7-diethoxy-3-hydroxyhepta-2,4-dienoic acid methyl ester and 3,4-methylenedioxy-beta-nitrostyrene are used as starting materials, and (-)-alpha-lycorane is obtained through catalytic asymmetric tandem Michael addition reaction, nitro reduction amination reaction, Boc amidation reaction, Bischler-Napieralski cyclization reaction, ketone enolization tandem esterification reaction, enol triflate reductive hydrogenolysis reaction and amide reduction reaction in sequence. (-)-Alpha-lycorane has a four-membered ring core skeleton of pyrrole-phenanthridine ring, has good in-vitro tumor inhibition activity and cell proliferation growth inhibition activity. The synthesis process can realize efficient, simple and full synthesis of (-)-alpha-lycorane.

The present invention provides an organic photocatalytic synthesis method of a phenanthridine heterocyclic carbonyl compound. The organic photocatalyst is a nitrene, belonging to the technical field of organic synthesis. The organic photocatalyst and the compounds shown in Formula II and Formula III are dissolved in a solvent to obtain a reaction solution to be reacted; the obtained reaction solution to be reacted is subjected to an addition reaction under blue light to obtain the phenanthridine heterocyclic carbonyl compound. The organic photocatalyst provided by the present invention is economical and green. Compared with the prior art, the organic photocatalytic synthesis method described in the present invention has the characteristics of easily available raw materials, metal-free catalysis, economical and green reaction conditions, etc.

This invention discloses a method for synthesizing 6-arylphenanthrene diphenyl compounds. The method involves a dehydrazine radical tandem addition-cyclization reaction of 2-isocyanuric biphenyl and arylhydrazine under air atmosphere and blue visible light irradiation, catalyzed by a molybdenum sulfide / N-hydroxyphthalimide synergistic catalytic system, to generate 6-arylphenanthrene diphenyl compounds. This method has the advantages of readily available raw materials, simple operation, mild reaction conditions, high reaction selectivity and yield, and excellent substrate functional group compatibility.

The invention relates to a synthesis method of a carboxyl-substituted quinoline-2, 4-diketone or ester-substituted phenanthridine compound, and discloses a method for synthesizing a carboxyl-substituted quinoline-2, 4-diketone or ester-substituted phenanthridine compound by taking N-(2-cyanoaryl)-N-methacrylamide as a substrate, sodium formate as a C1 source and alkali as an additive under visible light conditions in the presence of a hydrogen atom transfer agent and a photocatalyst. And the carboxylation tandem cyclization reaction of the N-(2-cyano aryl)-N-methacrylamide is realized. According to the reaction, the carboxyl-substituted quinoline-2, 4-diketone compound or the ester-substituted phenanthridine compound is synthesized at excellent yield under the conditions of room temperature and visible light. The method has the advantages of mild reaction conditions, good substrate compatibility, simple operation, cheap and easily available raw materials, simple preparation, stable structure and the like.

The invention discloses a method for synthesizing an N-(phenanthridine-6-yl methyl) benzamide compound through visible light catalysis, which comprises the following steps: taking 2-aryl phenyl isocyanide and hydroxamic acid ester as raw materials, and cyclizing in a solvent under the irradiation of visible light with the wavelength of 450-455nm to generate a phenanthridine derivative. On the basis of the method, a series of N-(phenanthridine-6-yl methyl) benzamide compounds are obtained by using different substituted 2-aryl phenyl isocyanide and hydroxamic acid ester. Compared with a traditional method for synthesizing the phenanthridine derivative, the method has the advantages that the condition is mild, high temperature and high pressure are not needed, an additional oxidant is not needed, and a unique method is provided for synthesizing the phenanthridine derivative; the method has the advantages of wide substrate application range, simple operation steps and high product yield.

The application discloses an ionic COF catalyst, a preparation method thereof and application of the catalyst in photocatalytic production of hydrogen peroxide. The catalyst is prepared from 2,4,6-triformylphloroglucinol and a phenanthridine monomer containing a double amino group through Schiff base condensation reaction under catalysis of acetic acid in a mixed solvent, and has an ionic covalent organic framework structure connected with beta-ketoenamine. The catalyst prepared by the application has irregular sheet-like agglomeration, a layered porous structure, a high specific surface area and a controllable ionic microenvironment, and can simultaneously strengthen oxygen adsorption activation and photogenerated carrier separation efficiency. When the catalyst is applied to photocatalytic production of hydrogen peroxide, efficient production of hydrogen peroxide can be realized under the conditions of pure water, visible light and no sacrificial agent, and the yield can reach 457 μM h ‑1 The application provides a green, mild and sustainable new solution to solve the problems of high energy consumption and high pollution of the traditional anthraquinone method and the bottleneck problem of the existing COF photocatalytic performance.

The present invention provides a method for preparing a silicon-containing phenanthridine compound. Using R-1,1'-biphenyl-2-isocyanide and R-silicon formic acid as starting materials, the reaction is carried out in the presence of a photocatalyst to obtain the silicon-containing phenanthridine compound. The reaction of the present invention does not require the participation of metals and does not require harsh reaction conditions such as adding bases. Only by using a photochemical method, the reaction can occur at room temperature, and it has the characteristics of simple reaction, low energy consumption, mild conditions and high efficiency.

The invention discloses a kind of synthetic method of 6-trifluoromethylthiophenanthridine compounds, belong to the field of organic synthesis technology.The present invention uses phenanthridinethione as raw material, with cheap and easily available trifluorobromomethane as fluorination reagent, under the action of visible light induction and photocatalyst and alkali, by the free radical addition reaction of C=S, prepares the phenanthridine compounds containing trifluoromethylthio in one step.The method has the characteristics of green safety, cheap and easy to obtain raw materials, high atom economy, good regioselectivity of reaction, mild reaction conditions, wide application range of substrate, high yield and easy purification of product, belongs to green synthesis.

The invention provides a phenanthridine salt compound and an anti-oxidative stress application thereof. Specifically, the invention provides the application of the phenanthridine salt compound, the application is to prepare a medicine for treating or preventing oxidative stress related or mediated diseases, to prepare an anti-oxidative stress reagent or to prepare a medicine for treating or preventing neuroinflammation, and the phenanthridine salt compound is shown as a formula (A), the variables are as defined herein.

The invention relates to an ion-controllable COF catalyst, a preparation method and application of the ion-controllable COF catalyst in photocatalytic hydrogen production. The method comprises the following steps: step 1, mixing trialdehyde phloroglucinol with an amino-containing phenanthridine bromine salt, carrying out degassing treatment in the presence of a catalyst and a mixed solvent, and sealing; step 2, carrying out solvothermal reaction under a heating condition to obtain a precursor COF-Br containing bromide ions; step 3, the precursor COF-Br is subjected to washing, purification and drying treatment; and 4, dispersing the dried precursor COF-Br in a salt solution containing target anions to carry out ion exchange reaction, and carrying out solid-liquid separation and drying to obtain the ion-controllable COF catalyst. According to the method, a COF precursor containing a cation skeleton is constructed, and specific anions are introduced by utilizing an ion exchange technology, so that the compounding of photo-induced electrons and holes is effectively inhibited, and the photocatalytic hydrogen production efficiency is remarkably improved.

The invention discloses a phenanthridone planar chiral ferrocene derivative as well as a preparation method and application thereof. According to the method, simple and easy-to-obtain iodo-ferrocene is taken as a starting raw material and is stirred and reacted in an organic solvent under the action of a palladium catalyst, a ligand, a norbornene derivative and alkali, and a product can be obtained. The method has the advantages of simple and easily available raw materials, mild reaction conditions, good stereoselectivity, wide substrate application range and the like, bifunctionalization of ferrocene can be realized in one step, a new strategy is provided for synthesis of planar chiral ferrocene, and the planar chiral ferrocene catalyst generated by product conversion can be applied to efficient asymmetric reduction reaction of olefin.

The present invention discloses a method for synthesizing 6-phosphonylated phenanthridine by flow electrolysis. 2-isocyanato-1,1'-biphenyl and diphenylphosphine oxide are mixed, a catalyst, a ligand, an electrolyte, and a solvent are added to form a mixed solution, and the mixed solution is electrolyzed by a flow electrolysis apparatus to obtain 6-phosphonylated phenanthridine. The catalyst is Mn(OAc)2. Using flow electrolysis, the efficient synthesis of 6-phosphonylated phenanthridine under electrocatalytic conditions is achieved for the first time. Only a catalytic amount of manganese acetate is required as a catalyst, and electrons are used as a clean oxidizing agent, avoiding the use of toxic and harmful chemical oxidizing agents. This reduces costs while significantly reducing energy consumption and the emission of "three wastes." Therefore, the process is environmentally friendly and the safety of the reaction is greatly improved.

The present invention discloses a method for photocatalytic synthesis of 6-methylphenanthridine compounds, comprising the following steps: dissolving a biphenyl isocyanide compound in a dimethyl sulfoxide solvent, adding a photosensitizer and a base, reacting at room temperature for 24 hours under blue light irradiation, and after the reaction is completed, column chromatography is performed to separate and obtain 6-methylphenanthridine compounds. The raw materials used in this preparation method are cheap and easy to obtain, the reaction system is mild, the operation is simple, and the yield is high. 6-methylphenanthridine compounds have a wide range of uses and can also be used as a synthetic intermediate.

The invention relates to a hybridoma cell strain capable of secreting an azamiphenanthridine monoclonal antibody and application of the hybridoma cell strain, and belongs to the technical field of safe immunodetection. The hybridoma cell strain is preserved in China General Microbiological Culture Collection Center (CGMCC) on November 12, 2025, the preservation address is No.3, No.1 Yard, Beichen West Road, Chaoyang District, Beijing, and the preservation number is CGMCC No.46743. The azaphenanthridine monoclonal antibody disclosed by the invention is secreted by the hybridoma cell strain, and the monoclonal antibody secreted by the hybridoma cell strain has better detection sensitivity (IC50 value is 0.529 ng / mL) to azaphenanthridine, and can be used for residue detection of azaphenanthridine.

The invention provides a preparation method of an amine-substituted phenanthridine compound, and belongs to the technical field of medicines for nervous system diseases. The preparation method comprises the following steps: adding the compound (I), basic salt and an amine compound into an organic solvent, and reacting at 0-60 DEG C for 4-8 hours to obtain the amine-substituted phenanthridine compound. The synthesis method provided by the invention shows good yield, has a wide substrate application range, and can be applied to later modification of drug molecules. The method is low in cost, simple and convenient to operate, high in practicability and extremely high in application potential in the field of medicine synthesis and modification.

This invention relates to a visible light-mediated method for preparing hydroxyalkyl-substituted phenanthridine derivatives from biphenyl isonitriles and furans via free radical coupling cyclization. Under the influence of a photocatalyst and blue light radiation in an argon atmosphere, this invention achieves a technical solution for synthesizing structurally diverse hydroxyalkyl-substituted phenanthridine compounds from biphenyl isonitriles and furans, resulting in stable molecular structures and excellent chemical properties. The synthetic method utilizes inexpensive and readily available reactants, requiring only a photocatalyst, additives, and blue light, thus saving raw materials and reducing reaction costs. The reaction system is simple, the reaction conditions are mild, the required equipment is minimal, the experimental operation is simple, and the atom economy is high, with excellent yields. The method for synthesizing hydroxyalkyl-substituted phenanthridine derivatives of this invention can be applied to multiple industrial production fields, including pharmaceuticals, pesticides, and organic functional materials.

A novel organic compound with which the emission characteristics, emission efficiency, and reliability of a light-emitting element can be improved is provided. The organic compound has an imidazo[1,2-f]phenanthridine skeleton and a dibenzothiophene skeleton or a dibenzofuran skeleton bonded through an arylene group. The light-emitting element including the organic compound in a light-emitting layer shows high efficiency and low power consumption.

The application discloses a triazacoronene COF as well as a preparation method and application thereof, relates to the technical field of porous organic polymer materials, and aims to overcome the defect that the active site of a COF photocatalyst is single in the prior art.The COF is connected to an aromatic aldehyde group monomer through an imine bond by using a triazacoronene nucleus and a triphenylamine connecting arm, and is prepared by condensation reaction of an amine group monomer 4,4',4''-(3,4,7,8,11,12-hexamethoxybenzo[lmn]phenanthridine[2,1,10,9-defgh][2,8]phenanthrolin-2,6,10-triyl)triphenylamine and an aldehyde group monomer terephthaldehyde under the catalysis of acetic acid.The application can realize efficient photocatalytic synthesis of hydrogen peroxide and degradation of organic pollutants in water under visible light, and has excellent chemical stability and cycle stability.

The invention discloses a synthesis process of (-)-alpha-lycolane alkaloid, and belongs to the technical field of organic synthetic chemistry. According to the preparation method, (2Z, 4E)-7, 7-diethoxy-3-hydroxyheptyl-2, 4-dienoic acid methyl ester and 3, 4-methylenedioxy-beta-nitrostyrolene are taken as initial raw materials, and the raw materials are subjected to a one-pot reaction so as to obtain the 3, 4-methylenedioxy-beta-nitrostyrolene. According to the method, (-)-alpha-lycolane is obtained through a catalytic asymmetric series Michael addition reaction, a nitro reductive amination reaction, a Boc amidation reaction, a Bischler-Napieralski cyclization reaction, an enolation series esterification reaction of ketone, a reductive hydrogenolysis reaction of enol trifluoromethanesulfonate and an amide reduction reaction in sequence. The (-)-alpha-lycolane has a four-membered ring core skeleton of a pyrrole-phenanthridine ring, and has good in-vitro tumor inhibition activity and cell proliferation and growth inhibition activity. According to the synthesis process disclosed by the invention, efficient and simple total synthesis of the (-)-alpha-lycolane can be realized.

The application discloses a phenanthridine ketone derivative which is composed of aromatic carboxylic acid, o-halogenated aniline, ruthenium catalyst, ligand, alkaline compound, additive and organic solvent, and a structural formula is shown as follows, wherein Ar 1 comprises various alkyl, aryl, trifluoromethyl, methoxy, thiomethyl, acetyl, fluorine, chlorine or bromine substituted groups; Ar 2 comprises various alkyl, trifluoromethyl, fluorine, chlorine, bromine substituted groups; R comprises alkyl, aryl or hydrogen; the application further discloses a synthesis method of the phenanthridine ketone derivative. The method of the application takes aromatic carboxylic acid and o-halogenated aniline as raw materials, takes commercially available metal ruthenium as a catalyst, and takes phosphine compound as a ligand, and the product has the characteristics of extremely high regioselectivity, wide substrate applicability, and the like, the raw materials / catalyst are cheap and easy to obtain, the operation is simple, the atomic economy is high, and the yield is high.

The application discloses a kind of benzo phenanthridine ketone derivatives and modular synthesis method and application in preparation anticancer drug, belong to the technical field of organic chemistry and pharmaceutical chemistry technology cross technology.This application uses cobalt / copper composite catalytic system, by two-step carbon hydrogen bond activation strategy, first realizes halogen retention carbon hydrogen bond activation cyclization reaction, further utilizes the halogen site of retention and carries out modular derivative modification, and quickly constructs a variety of substituted benzo phenanthridine ketone derivative library.The method significantly improves the synthesis efficiency and atom economy, provides efficient, flexible and reliable path for the construction of benzo phenanthridine alkaloid derivatives.The obtained derivative shows good activity in anti-hepatocarcinoma Huh-7 cell activity screening, and the activity of compound 47 is better (IC50=39.4 μM), which provides a new active molecular skeleton and potential target for the development of hepatocarcinoma treatment drugs.

The invention discloses a synthetic method for phenanthridine-6 (5H)-ketone compounds, comprising the following steps: N-([1,1'-biphenyl]-2-yl)-carbamoylhydrazide or its derivatives, an oxidant, and a solvent are sequentially added into a round-bottom flask, followed by reacting for 6 to 10 hours at 40-70 DEG C, cooling to room temperature, and concentrating the reaction solution under reduced pressure to remove the solvent, and separating by column chromatography to obtain phenanthridine-6 (5H)-ketone compounds. The synthetic method of the present invention belongs to a free radical reaction as analyzed from the reaction mechanism, and after the raw material is oxidized to remove the hydrazine group, intramolecular free radical cyclization occurs, and phenanthridine-6 (5H)-ketone compounds are finally generated, providing a new synthetic idea for constructing a phenanthridine ketone skeleton; and the synthetic method of the present invention: using a cheap and readily available oxidant, avoiding the use of a metal catalyst, and being environmentally friendly; having better atom economy and higher yield; mild reaction conditions, simple operation, and being convenient for industrialized production.

The invention discloses a method for synthesizing phenanthridinone compounds by palladium catalysis, the method is in an organic solvent system, using 2 bromobenzamide compounds and o-bromobenzoic acid as raw materials, using metal palladium salt as catalyst, adding alkali and ligand stirring reaction, after reacting completely under the conditions of 100~120 DEG C, phenanthridinone compounds are obtained after reaction solution post-processing. The present invention selects o-halobenzoic acid as raw material, using metal palladium salt as catalyst, constructs optimal reaction system, Pd catalyzes 2 bromobenzamides and o-bromobenzoic acid by palladium association benzene intermolecular [4+2] cyclization reaction, provides a kind of modular method of phenanthridinone skeleton conveniently. The method is prepared using one-pot method, and raw materials are easy to obtain, and reaction conditions are mild, and system is green and environmentally friendly, and product is easily separated and purified, and highly purified phenanthridinone compounds can be obtained efficiently and in high yield.