Claims for Patent: 5,753,646

Summary for Patent: 5,753,646

Title:	Substituted dihydrodibenzo/b,f/azepines, method of their preparation, their use in the treatment of some central nervous system disorders, and pharmaceutical compositions containing them
Abstract:	New compounds of general formula I, including all possible stereoisomers, are described ##STR1## wherein: R is hydrogen, alkyl, aminoalkyl, halogenalkyl, aralkyl, cycloalkyl, cycloalkylalkyl, alkoxy, phenyl or substituted phenyl or pyridyl group. A process for their preparation consists of reaction of compound II ##STR2## with an acylating agent.
Inventor(s):	Benes; Jan (Oporto, PT), Soares Da Silva; Patricio M. V. A. (Oporto, PT)
Assignee:	Portela & Ca., S.A. (Oporto, PT)
Application Number:	08/673,819
Patent Claims:	1. A compound of general formula I, or stereoisomer thereof, ##STR5## wherein: I R is hydrogen, alkyl, halogenalkyl, aralkyl, cycloalkyl, cycloalkylalkyl, alkoxy, aryl or pyridyl; the term alkyl means carbon chain, straight or branched, containing from 1 to 18 carbon atoms; the term halogen represents fluorine, chlorine, bromine or iodine; the term cycloalkyl represents an alicyclic saturated group with 3 to 6 carbon atoms; and the term aryl represents unsubstituted phenyl group or phenyl substituted by alkoxy, halogen or nitro group. 2. A compound as defined in claim 1 which is: (1) 10-acetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (2) 10-benzoyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (3) 10-(4-methoxybenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (4) 10-(3-methoxybenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (5) 10-(2-methoxybenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (6) 10-(4-nitrobenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (7) 10-(3-nitrobenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (8) 10-(2-nitrobenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (9) 10-(4-chlorobenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (10) 10-(3-chlorobenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (11) 10-(2-acetoxybenzoyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (12) 10-propionyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (13) 10-butyryloxy-10, 1-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (14) 10-pivaloyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (15) 10-[(2-propyl)pentanoyloxy]-10,11-dihydro-5H--dibenz/b,f/azepine-5-carboxa mide (16) 10-[(2-ethyl)hexanoyloxy]-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamid e (17) 10-stearoyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (18) 10-cyclopentanoyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (19) 10-cyclohexanoyloxy-10,11 -dihydro-5H-dibenz/b,f/azepine-5-carboxamide (20) 10-phenylacetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (21) 10-(4-methoxyphenyl)acetoxy-10,11-dihydro-5H-dibenz/b,f/-azepine-5-carboxa mide (22) 10-(3-methoxyphenyl)acetoxy-10,11-dihydro-5H-dibenz/b,f/-azepine-5-carboxa mide (23) 10-(4nitrophenyl)acetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (24) 10-(3-nitrophenyl)acetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5carboxamide (25) 10-nicotinoyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (26) 10-isonicotinoyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (27) 10-chloroacetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (28) 10-bromoacetoxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (29) 10-formyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (30) 10-ethoxycarbonyloxy-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide (31) 10-(2-chloropropionyloxy)-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamid e. 3. A process for producing a compound having the general formula I of claim 1 comprising ##STR6## with compounds of the general formula III wherein: R is the same as defined above for general formula I; A is hydrogen, halo or --O--CO--R group or --O--CO--OR' group, wherein R' is lower alkyl. 4. The process as defined in claim 3 wherein the reaction is conducted in the presence of at least one condensing agent or base. 5. In a method of treating a subject afflicted with epilepsy, trigeminal neuralgia, affective brain disorder or nervous function alteration in degenerative and post-ischemic disease by administering an effective amount of a pharmaceutical composition containing an active ingredient, the improvement which comprises employing a compound of claim 1 as said active ingredient. 6. The method of claim 5 in which the pharmaceutical composition comprises said compound of claim 1 in admixture with a pharmaceutically acceptable carrier. 7. In a method of treating a subject afflicted with epilepsy, trigeminal neuralgia, affective brain disorder or nervous function alteration in degenerative and post-ischemic disease by administering an effective amount of a pharmaceutical composition containing an active ingredient, the improvement which comprises employing a compound of claim 2 as said active ingredient. 8. The method of claim 7 in which the pharmaceutical composition comprises said compound of claim 1 in admixture with a pharmaceutically acceptable carrier. 9. A pharmaceutical composition comprising a compound according to claim 1 in admixture with a pharmaceutically acceptable carrier. 10. A pharmaceutical composition comprising a compound according to claim 2 in admixture with a pharmaceutically acceptable carrier.