34 results about "Benzothiadiazine" patented technology

This invention relates to benzothiadiazine compounds, their preparation method, composition containing the compounds, and the application of the compounds as KATP channel modulators in treating diseases related to central nervous system, cardiovascular system, lung system, gastrointestinal system and endocrine system.

The invention belongs to novel application of a bimetallic cationic complex, which is application of a bimetallic cationic complex [Ln(CH2CN)9]3<+>[(AlCl4)3]3<->.CH3CN as an efficient catalyst in preparation of dihydro-quinazolinone and 1,1-dioxo-dihydro-1,2,4-benzothiadiazine derivatives: under a water-free and oxygen-free condition and in an argon or nitrogen atmosphere, anthranilamide or 2-aminobenzenesulfonamide and aldehyde are used as reactants, the above bimetallic cationic complex is used as a catalyst and acetonitrile is used as a solvent to react to prepare the dihydro-quinazolinone derivative or the 1,1-dioxo-dihydro-1,2,4-benzothiadiazine derivative. The bimetallic cationic complex disclosed by the invention has the advantages of high catalyst activity, mild reaction conditions, short reaction time, high yield of the target product and simplicity in after-treatment.

A composition including diazoxide (7-chloro-3-methyl-2H-1,2,4-benzothiadiazine-1,1-dioxide) for the treatment and / or prevention of retinal ischemia and of diseases associated with retinal ischemia. The composition can also contain riluzole, a derivative active in neuroprotection of the latter, or a pharmaceutically acceptable salt of the latter.

A composition including diazoxide (7-chloro-3-methyl-2H-1,2,4-benzothiadiazine-1,1-dioxide) for the treatment and / or prevention of retinal ischemia and of diseases associated with retinal ischemia. The composition can also contain riluzole, a derivative active in neuroprotection of the latter, or a pharmaceutically acceptable salt of the latter.

The invention provides a compound structure showed in a formula I, a synthetic method and application of pharmaceutically acceptable salt or mixture thereof in terms of preparation of medicines for preventing and / or curing diabetes complications. The compound is used as an aldose reductase inhibitor, accumulation of sorbite in a human body is reduced effectively by means of suppressing activity of aldose reductase, and accordingly an effect of preventing and / or curing the diabetes complications is achieved. The invention further provides a medicine composition which comprises the compound and has an effect of preventing and / or curing diabetes.

A preparation method of 1,2,4-benzothiadiazine series compounds, the method adopts sulfoxide sulfonylimide and 3-aryl (alkyl) base-1,4,2-oxadiazol-5-ketone as The reaction substrate, under the co-catalysis of transition metal catalyst and co-catalyst, is heated by microwave reactor (reaction temperature is 100-120°C, reaction time is 2-3 hours) or heated by oil bath (reaction temperature is 110-130°C ℃, the reaction time is 15~18 hours) to react under the conditions of C-H / N-H bond to form a heterocyclic compound containing benzosulfoxide and dinitrogen, that is, to obtain 1,2,4 ‑Benzothiadiazine series compounds. The by-products obtained by this method are only carbon dioxide and water, which is convenient for separation and purification; the chemical selectivity of the reaction is high, and the substrate has wide applicability; no additional inert gas protection is required as the reaction environment, which is convenient and simple to operate; the reaction time under microwave conditions is short , with extremely low cost and few by-products, and can be applied to large-scale preparation.

The invention discloses a 1,1-dioxo-4H-benzo[1,2,4]-thiadiazine hydrochloride compound and a preparation method thereof, belonging to the technical field of organic synthesis. The technical scheme has the key point as follows: the 1,1-dioxo-4H-benzo[1,2,4]- thiadiazine hydrochloride compound has the structure as shown in the specification, wherein R is H, -CH3 or -C2H5. The invention also discloses the preparation method of the 1,1-dioxo-4H-benzo[1,2,4]-thiadiazine hydrochloride compound. The preparation method is simple, convenient and easy to operate, relatively high in reaction efficiency and relatively good in repeatability, and raw materials are cheap and available.

The present invention provides benzothiadiazine and chroman derivatives and particularly diazoxide and cromakalim derivatives for use in treating glaucoma, retinopathy, treating age related macular degeneration, treating, stabilizing and / or inhibiting blood and lymph vascularization, and reducing intraocular pressure by administering a pharmaceutically effective amount of a prodrug disposed in an ophthalmically acceptable carrier to the eye, wherein the prodrug specifically modulates a KATP channel to reduce an intraocular pressure.

A method of producing 1,2,4-benzothiadiazine-1,1-dioxide compound of formula (I), including reacting a 2-aminobenzenesulfonamide compound with a 1,1-dialkoxyalkene compound or with an orthoester compound, in the presence of an acid, to obtain an iminoether compound, and then subjecting the iminoether compound to a ring closure reaction, in the presence of a base: <CHEM> wherein, in formula (I), R1 is an alkyl group, or an aryl group; R2 is a substituent; n is 0 to 4; and R3 is a hydrogen atom or a substituent.

Disclosed herein are 5-Substituted 4-amino-1H-benzo[c][1,2,6]thiadiazine 2,2-dioxide compounds useful as sweet flavor modifiers. Also disclosed herein are ingestible compositions that include one or more of these compounds in combination with a natural or artificial sweetener.

The invention provides a phenylalanine derivative containing benzothiadiazine-3-ketone 1,1-dioxide and a preparation method and an application thereof. The derivative has a structure as shown in the following general formula I. The invention also relates to a preparation method of the derivative and the application of the derivative as an HIV-1 inhibitor in preparation of anti-AIDS drugs.

The invention provides a benzothiadiazine derivative and application of the benzothiadiazine derivative in agriculture. Specifically, the invention provides a compound as shown in a formula (I) and a preparation method thereof, application of the compound as shown in the formula (I) and a composition containing the compound as shown in the formula (I) in prevention and control of weeds, and a method for preventing and controlling the weeds by using the compound as shown in the formula (I) and the composition containing the compound as shown in the formula (I). Wherein the definition of each group in the formula (I) is shown in the invention.

The present invention proposes a class of benzothiadiazine methoxy acrylate derivatives and its preparation method and application. The substance has the following chemical structure formula VII: wherein, R 1 is hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, methoxy or nitro; R 2 is hydrogen, methyl or benzyl. In the present invention, the active group 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxy is replaced by the side chain part of the methoxyacrylate fungicide and its medicinal effect A class of novel structure, broad-spectrum, high-efficiency, and low-toxicity fungicides have been synthesized through reasonable splicing of groups, which can be used alternately with existing fungicides to avoid or delay the development of resistance. The preparation conditions are conventional, and the follow-up treatment is simple and easy to implement. industrialization.

The present invention relates to new benzo[1,2,3]thiadiazine-1,1-dioxide derivatives of the general Formula (I), medicaments containing such compounds and the use thereof in the medicine. Benzo[1,2,3]thiadiazine-1,1-dioxide derivatives of the general Formula (I) are suitable for the prevention or treatment of the diseases of the central nervous system.

The invention relates to a benzothiadiazine compound, application thereof and a positron drug of AMPAR (alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor). The structure of the benzothiadiazine compound is shown as the specification, wherein R is selected from one of Br, Cl, F, I and the groups shown as the specification. A marked benzothiadiazine compound prepared by taking the above benzothiadiazine compound as a precursor has high standard uptake value and high specificity to AMPAR.

The invention relates to a synthesis method of a 4H-1, 2, 4-benzothiadiazine-1, 1-dioxide derivative. The method comprises the following steps: under a heating condition, taking an aprotic solvent as a reaction medium, mixing N-aryl amide with a structure represented by a general formula I with chlorosulfonyl isocyanate, and carrying out a continuous reaction process of [2+2]-cyclization / carbon dioxide removal / sulfonylation so as to generate the 4H-1, 2, 4-benzothiadiazine-1, 1-dioxide derivative with a structure represented by a general formula II in one step, wherein the structure of the general formula I is shown in the specification, the structure of the general formula II is shown in the specification, Ar represents a substituted or unsubstituted monocyclic or polycyclic aromatic ring, and R1 and R2 represent a hydrogen atom and a substituted or unsubstituted hydrocarbon group. The method is low in cost, non-toxic and high in synthesis efficiency.

The invention discloses a method for synthesizing a benzothiadiazine dioxide acetanilide derivative by a one-pot method, which comprises the steps of (1) mixing [2-(3-butoxypropyl)-1, 1-dioxide-2H-1, 2, 4-benzothiadiazine-3-yl] ethyl acetate, 3-tert-butyl-6-[(2-ethylhexyl) sulfenyl] aniline and a catalyst, and carrying out amine ester exchange reaction; (2) mixing the amine ester exchange product obtained in the step (1) with 1, 3-dibromo-5, 5-dimethyl hydantoin, and carrying out an alpha-position bromination reaction of carbonyl; and (3) mixing the brominated product obtained in the step (2) with 5, 5-dimethyl oxazolidine-2, 4-diketone and alkali, and carrying out nucleophilic substitution reaction. The synthesis method has the advantages of low equipment requirement, simple operation process, small organic solvent dosage and low wastewater and waste liquid discharge, and is very suitable for industrial production.

The invention provides benzothiadiazine methoxy acrylate derivatives and a preparation method and application thereof, and the benzothiadiazine methoxy acrylate derivatives have the following chemicalstructural general formula VII as shown in the description, wherein R1 is hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, methoxy or nitro; and R2 is hydrogen, methyl or benzyl. According to the invention, an active group 3, 4-dihydro-2H-1, 2, 4-benzothiadiazine-1, 1-dioxo substitutes the side chain part of the methoxy acrylate bactericide and then is reasonably spliced with the pharmacophore of the methoxy acrylate bactericide, so that the bactericide with novel structure, broad spectrum, high efficiency and low toxicity is synthesized, the bactericide can be alternately used with the existing bactericide, the generation of resistance is avoided or delayed, the preparation conditions are conventional, the subsequent treatment is simple and convenient, and the industrialization is easy to realize.

The invention provides a cyclohexanedione-benzothiadiazine compound and an application of the cyclohexanedione-benzothiadiazine compound. Specifically, the invention provides a compound as shown in a formula (I) or a stereoisomer, a tautomer, a nitrogen oxide or a salt thereof of the compound as shown in the formula (I), a preparation method, a composition containing the compounds and application of the composition in agriculture, especially application of the composition as an active ingredient of a herbicide for preventing and treating unwanted plants, wherein A, R1, R2, R3, R4, R5, R6, R7, R8 and Q have the meanings as described in the invention.

The invention provides a preparation method of 1,2,4-benzothiadiazine-1-oxide series compounds. The method adopts a one-pot reaction, utilizes 2-bromophenyliminosulfone and aryl (alkyl) aldehydes that can be directly purchased commercially as reaction substrates, stable, cheap and non-toxic copper oxides as catalysts, and water as green Using a non-polluting solvent, react at 80-100°C for 12-15 hours in an air environment to synthesize 1,2,4-benzothiadiazine series compounds. The present invention uses water as a solvent, basically has no pollution to the environment, does not require alkali and inert gas protection, has no special requirements for reaction equipment, is easy to operate, adopts a one-pot reaction, and saves the operation of preparing and separating intermediates, so the synthesis cost extremely low. The product obtained in the present invention has excellent chemoselectivity, high production efficiency, wide compatibility of substrate functional groups, conforms to green reaction characteristics, is suitable for large-scale preparation, has excellent industrial application prospects, and is an environmentally friendly green product. chemical technology.

The present invention provides benzothiadiazine and chroman derivatives and particularly diazoxide and cromakalim derivatives for use in treating glaucoma, retinopathy, treating age related macular degeneration, treating, stabilizing and / or inhibiting blood and lymph vascularization, and reducing intraocular pressure by administering a pharmaceutically effective amount of a prodrug disposed in an ophthalmically acceptable carrier to the eye, wherein the prodrug specifically modulates a KATP channel to reduce an intraocular pressure.

The invention relates to a preparation method of a chiral 3, 4-dihydrobenzothiadiazine compound, which comprises the following steps: under the conditions of no water, no oxygen and protective atmosphere, adding molecular sieves into compounds shown in a formula (1) and a formula (2) under the action of a catalyst, and reacting in an organic solvent at -40-40 DEG C to obtain the chiral 3, 4-dihydrobenzothiadiazine compound shown in a formula (4); the catalyst comprises a chiral TADDOL type rare earth metal complex or a combined catalyst of a chiral TADDOL ligand and a rare earth metal amide complexed with lithium chloride, the reaction route is as follows, in which R1 is selected from hydrogen, C1-C4 alkyl or halogen; R2 is selected from hydrogen, C1-C2 alkyl or phenyl; and R3 is selectedfrom a C1-C5 alkyl group, a C3-C6 cycloalkyl group, a phenyl group, a benzyl group, a phenylpropyl group, a C1-C4 alkyl substituted phenyl group, a C1-C4 alkoxy substituted phenyl group, a halogenatedphenyl group, a furyl group or a thienyl group.

Disclosed herein are 5-Substituted 4-amino-1H-benzo[c] [1,2,6]thiadiazine 2,2-dioxide compounds useful as sweet flavor modifiers. Also disclosed herein are ingestible compositions that include one or more of these compounds in combination with a natural or artificial sweetener.

The invention provides a phenylalanine derivative containing benzothiadiazine-3-ketone 1,1-dioxide and a preparation method and application thereof. The derivative has the structure shown in the following general formula I. The invention also relates to a preparation method of the derivatives and their application as HIV-1 inhibitors in the preparation of anti-AIDS drugs.

The invention provides a synthetic method and agricultural biological activity of a benzothiadiazine compound and belongs to the field of organic synthesis. The synthetic method is simple in reactionsystem, a used catalyst is cheap, easy to obtain and less in dosage, other metals and carboxylates are not needed as additives, the yield is high, and the benzothiadiazines compound can be efficientlysynthesized. The invention adopts the technical scheme that the synthetic method comprises the following steps: respectively adding a sulfonimide compound and a nitrobenzene compound into a reactor and sealing under the air condition of 80-110 DEG C under the action of nickel diacetylacetone or nickel chloride and a solvent to react for 5-8 hours; after the end of reaction, performing column chromatography separation to obtain the benzothiadiazine compound. The benzothiadiazine compound can be applied to physalospora piricola.

The invention relates to a synthesis method of a benzothiadiazine-1, 1-dioxide compound, and develops a novel solvent-free synthesis method of the benzothiadiazine-1, 1-dioxide compound. No solvent is added in the reaction process, and even part of the product can be obtained through separation without post-treatment. Therefore, the separation and purification process of the product is easy to implement, the reaction time is shortened, the yield of the product is increased, the yield can reach 73%-98%, the purity can reach 96%-99%, the use of toxic solvents is reduced to the greatest extent, and the problems of resource waste, environmental pollution and the like caused by the solvents are fundamentally solved. The method thoroughly eliminates the heavy metal pollution problem in the product from the source, is suitable for preparation of active pharmaceutical ingredients (API), biological agents and the like, and meets the requirements of green chemistry concept.

The invention belongs to novel application of a bimetallic cationic complex, which is application of a bimetallic cationic complex [Ln(CH2CN)9]3<+>[(AlCl4)3]3<->.CH3CN as an efficient catalyst in preparation of dihydro-quinazolinone and 1,1-dioxo-dihydro-1,2,4-benzothiadiazine derivatives: under a water-free and oxygen-free condition and in an argon or nitrogen atmosphere, anthranilamide or 2-aminobenzenesulfonamide and aldehyde are used as reactants, the above bimetallic cationic complex is used as a catalyst and acetonitrile is used as a solvent to react to prepare the dihydro-quinazolinone derivative or the 1,1-dioxo-dihydro-1,2,4-benzothiadiazine derivative. The bimetallic cationic complex disclosed by the invention has the advantages of high catalyst activity, mild reaction conditions, short reaction time, high yield of the target product and simplicity in after-treatment.

This invention relates to benzothiadiazine compounds, their preparation method, composition containing the compounds, and the application of the compounds as KATP channel modulators in treating diseases related to central nervous system, cardiovascular system, lung system, gastrointestinal system and endocrine system.

The invention relates to a benzothiadiazine compound and application thereof, and a positron medicine of AMPAR. The structure of a benzothiadiazine compound is: wherein, the R is selected from one of Br, Cl, F, I, and . The labeled benzothiadiazine compound prepared by using the above-mentioned benzothiadiazine compound as a precursor has a high cross-brain volume and high specificity for AMPAR.

The present disclosure generally relates to various formulations and uses of the compound: N-(1-((4-amino-2,2-dioxo-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)-2-methyl-propan-2-yl)isonicotinamide, which is also referred to herein a “TM1” and comestibly acceptable salts thereof. In some aspects, the disclosure provides compositions that include TM1, or a comestibly acceptable salt thereof. In some embodiments, the compositions are ingestible compositions, including, but not limited to, packaged food and beverage products and tabletop sweeteners. In some aspects, the disclosure provides certain compositions that include such flavanone derivatives, such as compositions that include such flavanone derivatives and one or more other sweeteners. In some other aspects, the disclosure provides methods of reducing the caloric content of a sweetened article, such as a sweetened food or beverage product.