KR890008107A - 2-thiohydantoin derivative and preparation method - Google Patents

Abstract

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Description

2-thiohydantoin derivative and preparation method

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Claims (28)

The following general formula (I) compound having an anticonvulsant effect. In formula (I), R ¹ is alkoxyalkyl, dialkoxyacyl, (1,3-dioxolan-2-yl) alkyl, (1,3-dioxolane-4-methyl-2-yl) alkyl , (1,3-dioxolane-2-methyl-2-yl) alkyl, (1,3-benzodioxol-2-yl) alkyl or benzene nucleus substituted by alkyl, alkoxy or halogen (1,3 -Benzodioxol-2-yl) alkyl group; R ² is hydrogen, alkyl or allyl group; R ³ and R ⁴ are hydrogen or an alkyl group and these substituents are the same as or different from each other. A pharmaceutical groyne according to claim 1 which contains a pharmacologically effective amount for the purpose of preventing, inhibiting or treating convulsions using a pharmaceutically acceptable excipient or solvent mainly comprising the compound of formula (I). 1- (2,2-dimethoxy) ethyl-3-methyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-3-ethyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-3-allyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-3-methyl-5,5-dimethyl-2-thiohydantoin. 1- (2-methoxyethyl) -3-methyl-2-thiohydantoin. 1- (2-methoxyethyl) -3-allyl-2-thiohydantoin. 1- (3,3-dimethoxy) propyl-3-methyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-3-methyl-2-thiohydantoin. 1- (2- (1,3-dioxolan-2-yl) ethyl] -3-methyl-2-thiohydantoin. 1- (1,3-dioxolan-2-yl) methyl-2-thiohydantoin. 1- (1,3-dioxolane-2-methyl-2-yl) methyl-2-thiohydantoin. 1- (1,3-dioxoran-4-methyl-2-yl) methyl-2-thiohydantoin. 1- (1,3-benzodioxol-2-yl) methyl-3-methyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-5-methyl-2-thiohydantoin. 1- (2,2-dimethoxy) ethyl-5,5-dimethyl-2-thiohydantoin. 1- (1,3-dioxolan-2-yl) -methyl-2-thiohydantoin. 1- (1,3-benzodioxol-2-yl) methyl-2-thiohydantoin. 1- (1,3-benzodioxol-5-methyl-2-yl) methyl-2-thiohydantoin. 1- (1,3-benzodioxol-4-methoxy-2-yl) methyl-2-thiohydantoin. 1- (1,3-benzodioxol-5-chloro-2-yl) methyl-2-thiohydantoin. 1- (1,3-benzodioxol-5- pulluro-2-yl) methyl-2-thiohydantoin. A method for preparing a compound of formula (I) below by reacting a compound of formula (II) with (III) In the above formula (I), R ¹ is alkoxyalkyl, dialkoxyalkyl, (1,3-dioxolan-2-yl) alkyl, (1,3-dioxoranan-2-methyl-2-yl) alkyl (1,3 with alkyl, alkoxy or halogen substituted in (1,3-dioxoran-4-methyl-2-yl) alkyl, (1,3-benzodioxol-2-yl) alkyl or benzene nucleus -Benzodioxol-2-yl) alkyl; R ² is hydrogen, alkyl or allyl group; R ³ and R ⁴ represent hydrogen or an alkyl group, and are the same as or different from each other. In formula (II), R ¹ , R ³ and R ⁴ are as defined in formula (I), R ⁵ is alkyl or benzyl having 1 to 4 carbon atoms, and in formula (III), R ² except hydrogen As defined in Structural Formula (I). A compound wherein R ² is hydrogen in the compound of formula (I) according to claim 25 is synthesized by reacting a compound of formula (II) glycine ethyl ester derivative with benzoylisothiocyanate to formulate (IV) N-benzoyl thiocarbamoyl glycine ester derivative and A process for preparing the compound of formula (I) by cyclization in a basic solvent such as ethylamine or pyridine. 27. The compound of claim 26, wherein the reaction is terminated with a compound of formula (V) in which a benzoyl group is substituted for a 3-position nitrogen atom of formula (I), the compound of formula (V) is separated and hydrolyzed in aqueous sodium hydroxide solution I) A method for preparing a compound. A method for producing an acetal derivative of an alcohol by carrying out an acetal exchange reaction with an alcohol in the presence of an acid catalyst when the nitrogen atom at the 1 position of the compound of formula (I) is substituted. ※ Note: The disclosure is based on the initial application.