30 results about "Parecoxib" patented technology

The invention discloses a method for preparing Parecoxib. The method for preparing the Parecoxib comprises the following steps of: performing sulfonation reaction on 1,2-diphenyl butanone serving as a raw material to obtain 1-phenyl-2-(4-sulfo phenyl)butanone; in the presence of alkali, performing condensation on the 1-phenyl-2-(4-sulfo phenyl)butanone and acetylchloride to prepare 1-phenyl-2-(4-sulfo phenyl)-2-acetyl butanone; performing cyclization on the 1-phenyl-2-(4-sulfo phenyl)-2-acetyl butanone and hydroxylamine hydrochloride to obtain 4-(5-methyl-3-phenyl-4-isoxazole)benzenesulfonic acid; performing chlorination and ammonolysis reaction to prepare Bextra; and reacting the Bextra with propionic anhydride to synthesize the Parecoxib. In the method, the raw materials are readily available and reaction conditions are not rigorous. The method is easy and convenient to operate and has certain industrialized value.

The invention discloses a preparation method of parecoxib for treating postoperative pain. The method comprises the following steps: 1) conducting a contact reaction between 3-(4-sulfonylphenyl)-4-phenyl-4-(1-pyrrolidyl)-3-butene-2-one and ammonium acetate in acetic acid at 90-100 DEG C; after the reaction, diluting with dichloromethane; regulating the pH to 6-7 with saturated sodium bicarbonate; concentrating the organic phase and washing; recrystallizing with ethanol; and drying to obtain 5-methyl-3-phenyl-4-(4-sulfonylphenyl)isoxazole; 2) enabling the product obtained in the step 1) to react with ammonium chloride at 35-45 DEG C in the presence of anion exchange resin to obtain 5-methyl-3-phenyl-4-(4-sulphonylaminophenyl)isoxazole; and 3) and 3) enabling the product obtained in the step 2) to react with propionic anhydride in the presence of triethylamine to obtain parecoxib. The parecoxib preparation method disclosed by the invention has the advantages of simple steps, mild conditions and high yield.

The invention discloses a method for preparing parecoxib. The method comprises the following steps: an initial raw material 3-oxo-2-phenylbutanoyl chloride and benzene undergo a Friedel-Crafts reaction to generate 1,2-diphenylbutane-1,3-dione, 1,2-diphenylbutane-1,3-dione is sulfonated by chlorosulfonic acid or concentrated sulfuric acid / acetyl chloride to obtain 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonyl chloride, 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonyl chloride is acted by ammonia water to generate 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonamide, and 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonamide reacts with propionic anhydride or propionyl chloride to obtain N-(4-(1,3-dioxo-1-phenylbutyl-2-yl)phenylsulfonyl)propionamide, N-(4-(1,3-dioxo-1-phenylbutyl-2-yl)phenylsulfonyl)propionamide undergoes condensation by using hydroxylamine hydrochloride to synthesize a ring, and dehydration is carried out under an acidic condition to obtain parecoxib. The parecoxib is prepared from 3-oxo-2-phenylbutanoyl chloride as the initial raw material through the Friedel-Crafts reaction, a sulfonation reaction, an amidation reaction and a condensation reaction. The method has the advantages of low cost of the initial raw material, simple process, low requirements of reaction conditions, simple post-treatment operation, high product yield and purity, and realization of large-scale production.

The invention relates to a method for preparing Parecoxib, and belongs to the synthesis field of pharmaceutical chemistry. 1,2-diphenyl-ethanone is used as an starting raw material, a reaction is carried out between the starting raw material and chlorosulfonic acid / ammonia-water, in order to prepare 4-(2-oxo-2-phenethyl)benzenesulfonamide, and an acylation reaction is carried out for 4-(2-oxo-2-phenethyl)benzenesulfonamide, and finally hydroxylamine hydrochloride is used for preparing Parecoxib by condensation and cyclization. Compared with the prior art, the method has the advantages of mild reaction conditions, short synthetic route, simple operation, and low cost.

The invention relates to a parecoxib derivative as shown in a formula I, a racemate, a stereoisomer, a tautomer, an isotope label, a solvate, a polymorphic substance, ester or pharmaceutically acceptable salt thereof, a pharmaceutical composition containing the parecoxib derivative, a preparation method of the parecoxib derivative, and application of the parecoxib derivative to medicines and veterinary medicines. The structure of Formula I is as follows.

The invention discloses a preparation method of a cyclooxygenase-2 inhibitor parecoxib intermediate. The preparation method comprises the following steps: in the presence of iodobenzene diacetate and potassium iodide, carrying out contact reaction on 1-phenyl-2-(4-sulfophenyl)-2-acetylethylketone and ammonium acetate; and after the reaction finishes, concentrating the organic phase, washing with water, recrystallizing with ethanol, and drying to obtain the 5-methyl-3-phenyl-4-(4-sulfophenyl)isoxazole. The method for preparing the parecoxib intermediate has the advantages of simple steps, mild conditions and high yield.

The invention relates to the technical field of medicine analysis, and particularly relates to a reversed-phase high-performance liquid chromatography (RT-HPLC) detecting method for valdecoxib / parecoxib related substances. The RT-HPLC detecting method includes preparing an analysis solution, determining chromatography conditions and detecting in an instrument. The method can effectively detect existence of the related substances in valdecoxib and parecoxib solutions, particularly separates the characteristic peak of the valdecoxib, the characteristic peak of a valdecoxib isomeride and the characteristic peak of meta valdecoxib in a spectrum, and particularly separates the characteristic peak of the parecoxib, the characteristic peak of a parecoxib isomeride and the characteristic peak of meta parecoxib in a spectrum, thus ensuring quality controllability of products.