Benzazepine derivatives

Details Benzazepine derivatives Benzazepine derivatives

C - Chemistry, Metallurgy

07

D

260/241.15

C07D 487/04 (2006.01) C07C 29/147 (2006.01) C07C 45/30 (2006.01) C07C 63/72 (2006.01) C07D 207/335 (2006.01) C07D 207/34 (2006.01)

Patent

CA 1174674

RAN 4008/318 ABSTRACT Pyrrolo[3,4-d][2]benzazepines of the general formula Image I wherein A is one of the groups Image (a) (b) (c) (d) and (e) and wherein R1 is hydrogen, lower alkyl, C3 to C7 alkenyl, C3 to C7 alkynyl, hydroxymethyl or the group -?-R11 wherein R11 is hydrogen, hydroxy, alkoxy or amino or mono- or di-lower alkylamino; R3 is hydrogen, lower alkyl, C3 to C7 alkenyl, C3 to C7 alkynyl, hydroxymethyl or the group -?-R111 wherein R111 is hydrogen, hydroxy, trihalo methyl, alkoxy or amino or mono- or di-lower alkylamino; R2 is hydrogen, lower alkyl, C3 to C7 alkenyl, C3 to C7 alkynyl, the group -?-O-lower alkyl, C2 to C7 carboxylic acids and the esters and amides thereof, hydroxy C2 to C7 alkyl or amino or mono- or di-lower alkyl amino C2 to C7 alkyl; R4 is hydrogen, acyloxy, straight chain lower alkoxy or hydroxy; R5 is halogen having an atomic number not greater than 35 or hydrogen, R6 is halogen having an atomic number not greater than 35, R95 is lower alkyl and Z ? is the anion of an acid with the proviso that if one of R1 or R3 is hydroxymethyl or the group -?-R11 or -?-R111 wherein R11 and R111 then the remaining substituent is hydrogen, lower alkyl, C3 to C7 alkenyl or C3 to C7 alkynyl and R2 is hydrogen and the further provisos that (A) if R4 is acyloxy, then R1 and R3 are hydrogen, lower alkyl, C3 to C7 alkenyl or C3 to C7 alkynyl and R2 is the group -?-lower alkoxy, (B) if R4 is hydroxy then R1 and R3 are hydrogen, lower alkyl, C3 to C7 alkenyl or C3 to C7 alkynyl, and R2 is hydrogen, (C) if R4 is straight chain lower alkoxy then R1 and R3 are hydrogen, lower alkyl, C3 to C7 alkenyl or C3 to C7 alkynyl, (D) if A is group (b), (c), (d) or (e), above, then R4 is hydrogen, and (E) if A is group (b) or (e), above, then R2 is other than amino or mono- or di-lower alkylamino C2 to C7 alkyl, and pharmaceutically acceptable acid addition salts of compounds of formula I wherein A is group (a) are novel compounds which are useful as pharmaceuticals and are characterized as sedatives and anxiolytic agents. They can be used in the form of conventional pharmaceutical forms and can be prepared from partly novel starting and pre-starting materials.

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