GB1093064A - N-substituted benzodiazocycloalkanes - Google Patents

Abstract

Compounds of the formula <FORM:1093064/C2/1> wherein Z is alkylene containing 2 or 4 carbon atoms in a straight chain which may be substituted by at least one alkyl group; R1 is phenyl, halophenyl, aminohalophenyl, alkoxyphenyl, haloalkylphenyl, aralkyl, alkyl, alkylphenyl, hydroxyphenyl or a 5- or 6- membered heterocyclic radical; R2 is hydrogen, halogen, sulphamyl, alkyl, alkoxy, amino, haloloweralkyl or alkylsulphamyl and the radicals R3 are the same or different and each is alkyl and acid addition salts thereof and preparation thereof by reducing the corresponding compound of the above formula wherein R3 are the same or different acyl radicals with an alkaline metallic hydride, particularly lithium aluminium hydride. The intermediates of the above formula wherein R3 is acyl are obtained by acylating the corresponding compound wherein R3 is hydrogen with an acid anhydride, e.g. acetic anhydride. The preparation of the latter starting materials is disclosed in the parent Specification. Pharmaceutical compositions with anticonvulsant appetite depressant and anti-tremorine activity and suitable for oral or parenteral administration comprise a compound of the above general formula or a pharmaceutically acceptable acid addition salt thereof in association with a pharmaceutically acceptable solid or liquid carrier. 1 - (p - Chlorophenyl) - 2,5 - diethyl - 1,2,3,4,5, 6 - hexahydro - 2,5 - benzodiazocine is prepared by reducing the 2,5-diacetyl-derivative of the corresponding 1,2,3,4,5,6 - hexahydro - 2,5-benzodiazocine. The reduction of the diacetyl derivatives of 1 - phenyl - 4 - methyl -, 1 - (3-thienyl) -, 1 - (2 - thienyl) -, 1 - (3 - furyl) -, 1 - (m - trifluoromethyl - phenyl) -, 1 - phenyl - 8-methoxy -, 1 - phenyl - 8 - trifluoromethyl -, 1 - (p - fluorophenyl) -, 1 - (p - methoxyphenyl) -, 1 - benzyl - and l - and d - (1 - p - chlorophenyl)-substituted 1,2,3,4,5,6 - hexahydro - 2,5-benzodiazocine and of 1-phenyl-1,2,3,4,5,6,7,8-octahydro-2,7-benzodiazecine is referred to. 1 - Phenyl - 1,2,3,4,5,6,7,8 - octahydro - 2,7-benzodiazecine is obtained by reacting 1,2,3,4,5, 11b - hexahydro - 11b - phenyl - 7H - [1,3] diazepin[2,1-a]isoindol - 7 - one with lithium aluminium hydride. 1,2,3,4,5,11b - Hexahydro - 11b - phenyl - 7H -[1,3]diazepin[2.1 - a]isoindol - 7 - one is prepared by cyclising a - (4 - aminobutyl - imino)-a - phenyl - o - toluic acid which is obtained by condensing o-benzoylbenzoic acid with 1,4-diaminobutane.