Aminosaeure-Derivate und Verfahren zur Herstellung derselben

摘要

1,245,219. Amino-acid derivatives. BOEHRINGER MANNHEIM G.m.b.H. 28 April, 1970 [30 April, 1969], No. 20421/70. Heading C2C. Novel compounds of Formula I wherein R 1 is a naphthalene or indene radical, which may be hydrogenated, or an aryl radical, which may be substituted by halogen atoms or hydroxyl, alkoxy, alkenyl, alkenyloxy, alkyl, alkoxyalkyl, trifluoroalkyl, alkylmercapto, alkenylmercapto, amino, alkylsulphonylamino or acylamino radicals, R 2 is a hydrogen atom or an alkyl radical containing up to 3 carbon atoms or an aralkyl radical, R 3 is a hydroxyl or amino group or an alkoxy, alkylamino or dialkylamino radical or an N-piperazyl radical, which may be N1-Substituted, and A is an optionally alkylated or arylated alkylene chain containing up to 3 carbon atoms, which can also carry a further carboxyl or carbalkoxy radical; and the physiologically compatible salts thereof are prepared by one of the following methods: (a) a compound of formula is reacted with a compound of formula (b) a compound of formula R 1 -O-CH 2 -CH(OH)-CH 2 Z, where Z is a reactive ester group is reacted with a compound of formula R 2 HNACOR 3 ; (c) a compound is reacted with a compound of formula Z-A-CO-R 3 ; and (d) an intermediate of Formula VII is reacted with a compound of formula H-R 3 ; and when R 2 in the product obtained is H this is, if desired, N-alkylated in known manner or, when R 2 is a benzyl radical, this is, if desired, debenzylated in known manner and the grouping -CO-R 3 in the product obtained is, if desired, changed by saponification, esterification, transesterification or amidation and free bases or acids of general Formula (I) are, if desired, converted into pharmacologically compatible salts by reaction with acids and bases, respectively. Intermediates of Formula VII above are obtained by reaction of a compound of formula with a compound of formula Br-A-COR 3 and a base or by reaction of a compound of Formula II above with a compound of formula R 2 NHACOR 3 and a strong base. N - 1 - (α - naphthyloxy - 2 - hydroxypropylamine is prepared by reaction of hydrazine hydrate and alkali on N-1-(α-naphthyloxy-2- hydroxypropyl) phthalimide obtained by reaction of α-naphthyl glycide ether and phthalimide. Pharmaceutical compositions in conventional forms for oral or parenteral administration and having adrenergic activity comprise an above novel compound and a carrier therefor.