32 results about "Pyrilamine" patented technology

Compositions of tannate salts of phenylephrine and pyrilamine produced by a method that allows for the in-situ conversion and incorporation of the tannate salts in a single dosage form. The conversion process includes dissolving a salts of phenylephrine and pyrilamine in a solvent and mixing with a dispersing agent and tannic acid to generate tannate salts. The tannate salts may be further processed to single dosage forms, such as tablets and suspensions.

The present invention discloses a pyrazolyl pyrilamine compound, the compound has a structure as shown in formula (I), and the substituent groups in the (I) are as defined in the specification. The pyrazolyl pyrilamine compound has good control effects on downy mildew of cucumber, puccinia polysra, wheat powdery mildew and other diseases, and is especially better in the control effect on the downy mildew of cucumber.

The invention relates to a preparation method of high-purity imatinib, which comprises the following steps: taking 4-[(4-methyl-1-piperazine) methyl] benzoyl chloride dihydrochloride and N-(5-amino-2-methyl phenyl)-4-(3-pyridine)-2-pyrilamine as raw materials, taking acetonitrile or pyridine as a solvent, and adding triethylamine as an acid-binding agent when the acetonitrile is taken as the solvent to react at the reaction temperature of -5-50 DEG C; removing the solvent in the reaction liquid to recycle the solvent; adding water into the residues; extracting impurities by ethyl acetate; separating the organic phase from the water phase; then neutralizing the water phase by ammonia water until the PH is 9-10; and adding saturated fatty alcohol to precipitate imatinib crystals. Because the purity of the product obtained by the preparation method of the invention is higher than 99.5%, the single impurity is less than 0.10%, and the solvent has low dosage and can be recycled, the production cost can be greatly reduced, and the pollution on the environment can be reduced. Moreover, the method has simple operation processes and mild reaction conditions, thus the method is suitable for industrialized production.

The invention discloses a synthesis method of a sulfonylurea weedicide, which comprises the followings steps: adding a compound I, a compound II and a methylcyclohexane or methylbenzene reaction solvent to a reactor; reacting at 80-100 DEG C under reduced pressure, and meanwhile, continuously rectifying alcohol produced in the reaction; and after the reaction finishes, carrying out the heat filtering at 60-80 DEG C to obtain the sulfonylurea weedicide. Since the reaction and the rectification are carried out under reduced pressure, the temperature is reduced, and the secondary reactions are reduced; pyrilamine is easily dissolved in hot methylbenzene but has low solubility in cold methylbenzene, and the sulfonylurea weedicide has low solubility in methylbenzene. By the method, the reaction, the rectification and the heat filtering are carried out under reduced pressure to obtain the high-yield high-purity sulfonylurea weedicid, thereby reducing the cost.

The invention provides a tomato gray mold antagonistic strain B-04-glu which is characterized by comprising four steps for the preparation: firstly, a strain of Bacillus cereus for high-efficient antagonistic gray mold is filtered from a soil sample infected by gray mold, and is named as B-04; secondly, bacteria solution which contains the B-04 bacteria is cultured; thirdly, ultrapure water, 1mM Hepes and electric shock buffer solution are used for washing in turn; fourthly, beta-1, 3-dextranase genes are transformed into the B-04 bacteria through electric shock method, and then the antagonistic strain B-04-glu is obtained. The antagonistic strain B-04-glu belongs to biological prevention and cure and does not contain compositions such as pyrilamine, pyrrole, acylamide and so on of chemical pesticide, thereby the antagonistic strain B-04-glu has the advantages of innocuity, no environmental pollution, difficult production of drug resistance, no residue, easy production, long effective period, strong curing ability, good application effect, safety on non-targeted organisms and so on and has wide application prospect.

The invention provides a deuterated benzimidazole-pyrilamine derivative which is a compound shown in formula (I) shown in the specification or a pharmaceutically acceptable salt, a monocrystal substance or a polymorphic substance of the compound as well as an application of the derivative to preparation of drugs for treating cancer, and further provides pharmaceutical composition containing the compound. R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15 and R16 refer to hydrogen or deuterium independently, and at least one deuterium is contained in total. The deuterated benzimidazole-pyrilamine derivative mesylate prolongs half-life periods of the drugs, prolongs the retention time of the drugs in human bodies and increases concentration of the drugs in blood, so that the better curative effect can be realized.

The invention relates to application of a pyrilamine compound as a cycle protein dependency kinase 4 / 6 inhibitor. The compound is of a structure shown as formula (I), preferably, wherein R1 and R2 are respectively hydrogen, hydroxyl or alkyl, and X is halogen. More preferably, R1 is hydrogen or hydroxyl, R2 is alkyl, X is fluorine, chlorine or bromine; and particularly preferably, R1 is hydrogen, R2 is methyl, ethyl, propyl, isopropyl, normal-butyl, isobutyl or tertiary butyl, and X is fluorine.

The invention discloses a method for preparing nicosulfuron. The method adopts dimethylamino acrolein and 2-oxopropionitrile dimethylamine as raw materials to generate 2-sulfonylamino-N,N-dimethylnicotinamide through a multi-unit continuous operation method, and the generated 2-sulfonylamino-N,N-dimethylnicotinamide, 4,6-dimethoxy pyrilamine and alkyl carbonate are condensed to prepare nicosulfuron. According to the method for preparing nicosulfuron, the defect of dangerous operation of using highly toxic gas phosgene or polymers thereof in an isocyanate method to cause larger potential safety hazards is overcome, meanwhile the defect of using a highly toxic reagent, namely, ethyl chloroformate, and a thionyl chloride reagent with larger harm on environment in a chlorine carbonyl amine method is also overcome, and the method provided by the invention has the characteristics of less pollution, safety and environmental protection, and is suitable for large scale industrialized production.

The invention discloses a phenoxyl pyrilamine compound which has a structural general formula I as shown in the specification, wherein definitions of substituents in the formula are as shown in the specification. The compound has broad-spectrum bactericidal, insecticidal and acaricidal activity, has excellent prevention and control effects on diamondback moths, armyworms, myzus persicae and tetranychus cinabarinus boisdu, and particularly has the better prevention effect on the myzus persicae and the tetranychus cinabarinus boisdu. The compound shows the good bactericidal activity at the same time, and a part of the compound has the excellent prevention and control effects on diseases such as cucumber downy mildew, wheat powdery mildew, puccinia sorghi and rice blast at a very low dose.

The invention discloses a synthesis method of imatinib and belongs to the field of synthesis of medical intermediates. The method comprises the following steps: taking N-(5-amino-2-methylphenyl)-4-(3-pyridine)-2-pyrilamine as a raw material, carrying out silanization reaction, then enabling the raw material to carry out condensation reaction with 4-[(4-methyl-1-piperazine)methyl]dihydrochloride benzoate in the presence of alkali and a catalyst in N,N'-carbonyl diimidazole to obtain the imatinib. The synthesis method of imatinib is high in yield and simple to operate, and is suitable for industrial production; the product is easy to purify, high in quality and high in purity.

The invention relates to a synthesizing technology and device for improving nicosulfuron purity. The technology is characterized in that 3-[(N,N-dimethylaminocarbonyl)-2-pyridyl] sulfonylcarbamate, 4,6-dimethoxy-2-pyrilamine and methylbenzene are heated to condense; mixed steam of methylbenzene treated as a solvent in the reaction and ethyl alcohol produced in the condensation enters a condenser;the mixed solution of condensed methylbenzene and ethyl alcohol enters an absorbent storing tank; methylbenzene absorbed through the ethyl alcohol is heated through an absorbent, and then the methylbenzene is added to a reaction kettle; the reaction is stopped when the content of the ethyl alcohol in the mixed steam produced by the reaction kettle is less than 0.0005%; the mixed solution in the reaction is cooled and centrifuged to obtain nicosulfuron. According to the technology, the ethyl alcohol produced in the reaction can be quickly and effectively removed, and the reaction is promoted to forwards perform, thus the purity and the yield of nicosulfuron can be improved; and moreover, the methylbenzene treated as the solvent and taken out through the ethyl alcohol is recycled, so that more energy is saved; and the reaction cycle is greatly reduced through the design, and as a result, the production efficiency is improved.

The invention discloses a novel preparation method of a foramsulfuron intermediate of a sulfonylurea herbicide. The novel preparation method comprises the following steps: (1) reacting 5-nitryl-2-dimethylamino benzenesulfonamide with halogeneated formate under the effect of potassium carbonate as an acid-binding agent to generate a compound II; and (2) directly carrying out condensation reaction on and unpurified compound II and 4,6-dimethoxy-2-pyrilamine to obtain an intermediate N, N-dimethyl-2-(N-(N-(4,6-dimethoxy pyrimidine-2-yl)- amino carbonyl)-aminosulfonyl)-4-nitrobenzamide I. By the synthesis method, the purity of the product is good, the yield is high, the total yield of the above two steps is 92%-95%, impurities are less, and the preparation method is environmentally friendly, low in production cost, simple in process and suitable for industrial production.

The invention discloses a preparation method of mono-methoxyl pyrilamine. According to the method, dichloropyrimidine and sodium methoxide are used as raw materials for performing nucleophilic substitution reaction. The method comprises the steps including reaction decoloration, thermal filtration, crystallization, centrifugation and drying. The reaction and the decoloration are completed in one step, so that the synthesis steps are greatly reduced; the operation work procedure is simplified. Crude product refining is not needed. Compared with the existing preparation method, the preparation method has the obvious advantages in the aspects of reducing the production cost, reducing the environment harm, maintaining the human body health and the like.

The invention relates to application of pyrilamine compounds to the preparation of an acetylcholinesterase inhibitor. The pyrilamine compounds have a structure of a general formula I, wherein in the general formula I, S1 is selected from O, S, -CH2- and -NH-; S2 is selected from O, S, -N(CH3)-, -NH- and -(CH2)n-, and n is an integral number of 1 to 6; Q1 is selected from hydrogen, halogens, straight chain or branched chain alkyl, cycloalkyl, trihaloalkyl and alkoxy; Q2 and Q3 are selected from the hydrogen, the halogens, the straight chain or branched chain alkyl, the cycloalkyl, the trihaloalkyl, the alkoxy, aryl, heteroaryl, -(CO)R1 and -S(O2)R2 independently and respectively; R1 and R2 are selected from straight chain or branched chain alkyl having 1 to 4 carbon atoms and amino independently and respectively; and X1 and X2 are respectively selected from H, the straight chain or branched chain alkyl having 1 to 4 carbon atoms and haloalkyl having 1 to 4 carbon atoms independently.

The invention relates to an application of composition containing a heterocyclic compound in preparation of a drug for treating leukemia. On one hand, the invention provides an application of composition containing pyridyl pyrilamine compounds in preparation of the drug for treating the leukemia; on the other hand, the invention provides an application of composition containing phenyl aminoformylthiazole compounds in preparation of the drug for treating the leukemia; and the invention provides an application of quinoline compounds in preparation of the drug for treating the leukemia.

The invention relates to the technical field of herbicides and in particular discloses pyrilamine compounds with herbicidal activity and application thereof. The pyrilamine compounds with the herbicidal activity are the compounds represented by a general formula. In the specification, six compounds are particularly disclosed. The test result shows that the compounds represented by the general formula have good herbicidal activity, especially for gramineous weeds; and through using the compounds, crab grass, barnyard grass, Chinese pennisetum and the like suffer from albefaction so that the roots can not normally grow to be died. Thus, the compounds represented by the general formula are expected to serve as the herbicides in the fields of agriculture and others.

The invention provides a tomato gray mold antagonistic strain B-04-glu which is characterized by comprising four steps for the preparation: firstly, a strain of Bacillus cereus for high-efficient antagonistic gray mold is filtered from a soil sample infected by gray mold, and is named as B-04; secondly, bacteria solution which contains the B-04 bacteria is cultured; thirdly, ultrapure water, 1mM Hepes and electric shock buffer solution are used for washing in turn; fourthly, beta-1, 3-dextranase genes are transformed into the B-04 bacteria through electric shock method, and then the antagonistic strain B-04-glu is obtained. The antagonistic strain B-04-glu belongs to biological prevention and cure and does not contain compositions such as pyrilamine, pyrrole, acylamide and so on of chemical pesticide, thereby the antagonistic strain B-04-glu has the advantages of innocuity, no environmental pollution, difficult production of drug resistance, no residue, easy production, long effective period, strong curing ability, good application effect, safety on non-targeted organisms and so on and has wide application prospect.

The invention relates to a method for synthesizing N-(5-nitryl-2-methyl pyridyl-3-)-4-(3-pyridyl)-2-pyrilamine and an intermediate thereof. The method comprises the following steps: adding a compound IV and a compound V with the molar ratio of 1:(1-2) into a reactor; adding an organic solvent, wherein the volume weight ratio of the organic solvent to the compound IV is 5 to 10; stirring and dissolving; cooling to -20 to 0 DEG C; maintaining the temperature range and adding sodium hydride in batches, wherein the molar ratio of the sodium hydride to the compound IV is (2-6):1; and after adding the sodium hydride, maintaining the temperature to be 20 to 50 DEG C until the reaction is complete and a compound I is obtained.

The invention relates to a synthetic method of a medicinal raw material 5-fluorine-2-methyl-4-pyrilamine. According to the synthetic method, pyrimidine is adopted as a raw material, and under the action of a solution ethyl alcohol, 5-fluorine-2-methyl-4-pyrilamine is generated through fluorination, methylation and amination respectively in sequence at the temperature of 100-160 DEG C. The synthetic method of the medicinal raw material 5-fluorine-2-methyl-4-pyrilamine is simple and efficient, safe to operate and very practical in specific production.

The invention discloses a mesosulfuron-methyl preparation method, which comprises the following steps: reacting pyrilamine with a carbonyl chloride compound to obtain isocyanate, and condensing the isocyanate with 5-methylsulfonylaminomethyl-2-methoxycarbonyl benzenesulfonamide to obtain mesosulfuron-methyl. The method disclosed by the invention is high in yield, the prepared product is high in purity, and byproducts generated in the preparation process are few and are easy to recover.

The invention belongs to the technical field of nicosulfuron original medicine production, and particularly relates to a method for closed-loop synthesis of nicosulfuron by using hydrogen sulfide, wherein the method comprises the following steps: reacting tetramethoxypropane with ethyl cyanoacetate to generate 1-cyano-4-methoxy-1-ethoxycarbonyl-1,3-butadiene (cyanoene for short, the same below); reacting cyano alkene with hydrogen sulfide to generate ethyl 2-mercaptonicotinate (sulfydryl substance for short) in a closed-loop manner; reacting the sulfydryl substance with dimethylamine, and then carrying out oxychlorination reaction to obtain sulfonyl chloride; carrying out ammonolysis reaction on the sulfonyl chloride and ammonia gas to obtain sulfonamide; and reacting sulfonamide with solid light and pyrilamine to obtain the nicosulfuron. According to the method for closed-loop synthesis of nicosulfuron by using hydrogen sulfide, each reaction step is mild and controllable, process equipment is simple, the production cost is low, the product quality is good, three wastes are reduced, energy is saved, the production environment is improved, and the goal of carbon neutralization is favorably realized.

The invention relates to a synthetic method for a pharmaceutical intermediate namely 3-chloro-2-ethyl-4-pyrilamine. The synthetic method synthesizes 3-chloro-2-ethyl-4-pyrilamine with pyrilamine as a raw material successively through methylation and chlorine replacement reactions under the actions of an acetone solvent and 1.5 atmospheres at a temperature of 120 DEG C to 170 DEG C. The synthetic method for the pharmaceutical intermediate namely 3-chloro-2-ethyl-4-pyrilamine provided by the invention has the advantages of simplicity, high efficiency, safe operation, and significant practicality in concrete production.

The invention discloses an N-aryloxy / thiobenzyl difluoromethyl pyrimidinamine compound as shown in a formula (I) as well as a preparation method and application of the N-aryloxy / thiobenzyl difluoromethyl pyrimidinamine compound. R, R1, R2, R3, W, m and n in the formula are defined in the specification. The compound shown in the formula (I) has insecticidal / acaricidal and / or bactericidal biological activity, and especially has very high activity on diseases such as powdery mildew and rust disease.

The invention discloses a preparation method of foramsulfuron. The preparation method of foramsulfuron comprises the following steps: firstly carrying out reaction on 2-dimethyl amino carbonyl-5-aminophenyl sulfonamide and ethyl formate in presence of a basic catalyst to generate 2-dimethyl amino carbonyl-5-formyl aminophenyl sulfonamide, and then carrying out condensation reaction with dimethoxy pyrilamine phenyl formate, so that foramsulfuron is obtained, wherein a molar ratio of 2-dimethyl amino carbonyl-5-aminophenyl sulfonamide to ethyl formate is 1:(10-30), the basic catalyst is potassium tert-butoxide, and amount of the added basic catalyst is 0.05-0.1 time of the weight of 2-dimethyl amino carbonyl-5-aminophenyl sulphonamide. The preparation method of foramsulfuron has the advantages that ethyl formate is adopted for introducing formyl, pollution of waste acetic acid is not produced, production of acetyl impurity also can be avoided, a high-purity formylation product also can be obtained, and higher formylation reaction yield can be obtained as potassium tert-butoxide is adopted as the basic catalyst.

The invention relates to application of a pyrilamine compound as a cycle protein dependency kinase 4 / 6 inhibitor. The compound is of a structure shown as formula (I), preferably, wherein R1 and R2 are respectively hydrogen, hydroxyl or alkyl, and X is halogen. More preferably, R1 is hydrogen or hydroxyl, R2 is alkyl, X is fluorine, chlorine or bromine; and particularly preferably, R1 is hydrogen, R2 is methyl, ethyl, propyl, isopropyl, normal-butyl, isobutyl or tertiary butyl, and X is fluorine.

The invention relates to a method for synthesizing N-(5-nitryl-2-methyl pyridyl-3-)-4-(3-pyridyl)-2-pyrilamine and an intermediate thereof. The method comprises the following steps: adding a compound IV and a compound V with the molar ratio of 1:(1-2) into a reactor; adding an organic solvent, wherein the volume weight ratio of the organic solvent to the compound IV is 5 to 10; stirring and dissolving; cooling to -20 to 0 DEG C; maintaining the temperature range and adding sodium hydride in batches, wherein the molar ratio of the sodium hydride to the compound IV is (2-6):1; and after adding the sodium hydride, maintaining the temperature to be 20 to 50 DEG C until the reaction is complete and a compound I is obtained.

The invention relates to application of pyrilamine compounds to the preparation of an acetylcholinesterase inhibitor. The pyrilamine compounds have a structure of a general formula I, wherein in the general formula I, S1 is selected from O, S, -CH2- and -NH-; S2 is selected from O, S, -N(CH3)-, -NH- and -(CH2)n-, and n is an integral number of 1 to 6; Q1 is selected from hydrogen, halogens, straight chain or branched chain alkyl, cycloalkyl, trihaloalkyl and alkoxy; Q2 and Q3 are selected from the hydrogen, the halogens, the straight chain or branched chain alkyl, the cycloalkyl, the trihaloalkyl, the alkoxy, aryl, heteroaryl, -(CO)R1 and -S(O2)R2 independently and respectively; R1 and R2 are selected from straight chain or branched chain alkyl having 1 to 4 carbon atoms and amino independently and respectively; and X1 and X2 are respectively selected from H, the straight chain or branched chain alkyl having 1 to 4 carbon atoms and haloalkyl having 1 to 4 carbon atoms independently.

The invention discloses a method for preparing N-(2-amino-2-methyl phenyl)-4-(3-pyridyl)-2-pyrilamine (I) serving as an imatinib mesylate intermediate. The method comprises the following steps of: performing condensation reaction by using 4-(3-pyridyl) pyrimidine-2-amine (II) and 2-bromo-4-amino-toluene (III) in a one-pot mode; and removing amino protecting groups of the 2-bromo-4-amino-toluene (III) by strong acid or weak base to generate the N-(2-amino-2-methyl phenyl)-4-(3-pyridyl)-2-pyrilamine (I) serving as the imatinib mesylate intermediate in one step. By the method, the steps for preparing the imatinib are reduced obviously, and the cost is reduced substantially.

The invention provides a carboxyl amide compound and its nontoxic salt, obtained by reaction of two compounds at 0-40 deg.C, where one compound contains 5-methyl pyrazine-2-radical, 5-methyl urea pyrilamine-1-methylene, urea pyrilamine-4-radical, coumarin-3-radical, 5-bromofuran-2-radical, quinoxaline-6-radical, 3-hydroxyl quinoxaline-2-radical, (thiophene -2-) or (indole-3-) or (imidazole-4-) ethylene, benzotriazole-5- radical, benzoimidazole-5-radical, (benzoimidazole-2-)ethyl, (2-amino thiazole-5-) or (2, 5-dioxyimidazoline-4-) methylene, or (benzo dioxypentane-5-) ethylene; and the other compound contains C1-8 alkyl, C1-8 oxyalkyl, aryl, or heteroatomic radical. It can be used to prepare disinfectant.

The invention provides a deuterated benzimidazole-pyrilamine derivative which is a compound shown in formula (I) shown in the specification or a pharmaceutically acceptable salt, a monocrystal substance or a polymorphic substance of the compound as well as an application of the derivative to preparation of drugs for treating cancer, and further provides pharmaceutical composition containing the compound. R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15 and R16 refer to hydrogen or deuterium independently, and at least one deuterium is contained in total. The deuterated benzimidazole-pyrilamine derivative mesylate prolongs half-life periods of the drugs, prolongs the retention time of the drugs in human bodies and increases concentration of the drugs in blood, so that the better curative effect can be realized.