FIELD: chemistry.
SUBSTANCE: invention relates to phenylcyclobutylamide derivatives of formula or a stereoisomer or pharmaceutically acceptable salt thereof. In formula (I), R is H, formacyl, acetyl, haloacetyl, benzoyl, benzyloxy carbonyl (Cbz), t-butoxy carbonyl (Boc), or 9-fluorenyl methoxyl carbonyl (Fmoc). The phenylcyclobutylamide derivative of formula (I), where R is H, is used to prepare medicine or a pharmaceutical composition for losing weight. The phenylcyclobutylamide derivatives of formula (I) are obtained by dissolving racemic or separate 1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine and R-protected racemic or D- or L-isoleucine with anhydrous tetrahydrofuran; a condensing agent is then added in droplets to the solution which is then stirred at room temperature overnight, the precipitate is filtered and washed with anhydrous diethyl ether several times. The filtrate and anhydrous diethyl ether eluate are collected; a crude product is the obtained by evaporation, separation and pufification by column chromatography to obtain a racemic or optical isomeric compound, 2-(R-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylpentanamide; the R-protection group is removed to obtain a racemic or optical isomeric compound: 2-amino-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylpentanamide; a pharmaceutically acceptable acid is used to prepare a salt thereof.
EFFECT: phenylcyclobutylamide derivatives which are suitable for treating obesity.
7 cl, 1 tbl, 12 ex
Authors
Dates
2013-04-20—Published
2009-03-24—Filed