TH12422C3 - Compound 2-benzyl-1,3,4-oxadiazole (2-benzy1-1,3,4-oxadiazole) inhibiting the activity of the enzyme cyclooxygenase. (cyclooxygenase) - Google Patents

Abstract

Compound 2-benzyl-1,3,4-oxadiazole formula l with inhibitory activity of enzyme activity. Cyclooxygenase (chemical formula) formula l, where R is an alkyl, eryyl, alkyl, alkyl, alkyloxyl and aryloxyl, and R 'is denoted. The formula (chemical formula) where R '' is the halogen displaced on the 1 and 2 benzene rings.

Claims (9)

1. Compound 2-benzyl-1,3,4-oxadiazole, formula l (chemical formula), formula l, where R is an alkyl ether alkyl alkyl alkyl alkyl out. Cyl and aryloxyl and R \ 'are denoted by the formula (chemical formula) where R \' \ 'is the halogen displaced on the 1 and 2 benzene rings. 2. The compound of formula (l) according to claim 1, with the characteristic R is an alkyl, where R \ 'is denoted by the formula (chemical formula), where R \' \ 'is a halogen with Replace on the benzene ring 1 and 2 position. 3. The compound of formula (l) according to claim 1, characterized by R is alkyl, where R \ 'is denoted by the formula (chemical formula) where R \' \ 'is the halogen with Replace on the benzene ring 1 and 2 position. 4. The compound of formula (l) according to claim 1, characterized by R is an alkyl aryl, where R \ 'is denoted by the formula (chemical formula), where R \' \ 'is a halogen. With displacement on the benzene ring 1 and 2 positions 5. The compound of formula (l) according to claim 1, with its characteristic R is alkyloxyl and aryloxyl, where R \ 'is denoted by the formula (chemical formula) where R \ '\' Is the halogen displacement on the 1 and 2 benzene rings. 6. The process of producing the derivative of the compound formula (l), where R is alkyl, where R \ 'is denoted by the formula (chemical formula), where R \' \ 'is the halogen displaced on the benzene ring 1. And 2 positions according to claim 1 by reaction between compounds N - (2 - ((1 hydrogen - tetrazol-5-il) methyl) phenyl) 2,6-dichloranilene And acetic anhydride In anhydrous toluene at 180 ° C for 1 h to form the Huisgen rearrangement reaction, the mixtures were purified by the chromatography column technique. Graphy Silica gel was used as a constant cycle and changed the mixing ratio of 2 types of mobile phases: dichloromethane per hexane. Isolated product substance Was purified by repeated crystallization. This is going to be the derivative of the compound. 2-benzyl-1,3,4-oxadiazole As compound formula (l) according to claim 1 7. The process of producing the derivative of the compound formula (l) with R is aryl, alkyloxyl and a-ryloxyl, where R \ 'is denoted by the formula (chemical formula) when R \' \. 'Is the halogen displaced on the benzene ring 1 and 2 in accordance with claim 1, by means of the reaction between N - (2- ((1 hydrogen-tetrazole-5-il) meth) compounds. L) phenyl) -2,6-dichloranilene Triethyl amine And acyl chloride or anhydride in the anhydrous tetrahydrofuran. Blend the mixture and boil. The distillation is returned for 4-6 hours to form a Husgen retort reaction. Purified mixtures It was separated by column chromatography technique. Use silica gel as a constant cycle. And change the rate Two types of mobile cycle mixtures, dichloromethane and hexane. The isolated product substance was used to make Pure by recrystallization This is going to be the derivative of the compound. 2-benzyl-1,3,4-oxadiazole as compound formula (l) according to claim number 1. 8. The process of producing the derivative of the compound formula (l), where R is an alkyl aryl, where R \ 'is denoted by the formula (chemical formula), where R \' \ 'is the halogen displaced on the ring. Benzene 1 and 2 positions according to claim 1, with special characteristics: Process in stages Intermediate preparation (intermediate) is a hydrazide derivative. Using substitution reactions (substitution reaction), which must bring a sodium compound. 2- (2 - ((2,6-dichlorophenyl) amino) phenyl) acetate It was then reacted with alkyl arides in acetone by boiling back distillation for 5 hours, then the 2- (2 - ((2,6-dichloro) Phenyl) amino) phenyl) acetate To react with hydrazine in methanol In the distillation process for 20 hours, intermidied is the compound 2- (2- (2,6-dichlorophenylamino) phenyl) acetohydroxide. Reaction with Alzyl chloride Triethyl amine In anhydrous acetone nitrile At room temperature for 2 hours, a hydrazide derivative with an acyl group is obtained at the nitrogen atom of the hydrazide. Tri-phenylphosphine In anhydrous tetrahydrofuran, add triethylamine, stir the mixture for 15 minutes, then add carbon tetrachloride. The mixture was churned at room temperature for 30 minutes and distilled back 24 hours to form an appel reaction. Mixture that has made Purified by separation by column chromatography technique Use silica gel as a constant cycle. And change Mixing ratio of two types of mobile phases: hexane and dichloromethane. The isolated product substance was used to make To be clarified by recrystallization This is going to be the derivative of the compound. 2- benzyl 1-, 3,4-oxadiazole as compound formula (l) according to claim 1 9. Compound 2-benzyl-1,3,4-oxadiazole According to claim 1, it is an active compound. Inhibit the activity of the enzyme cyclocinase.