ANALOGIFREMGANGSMADE TIL FREMSTILLING AF RACEMISKE ELLER OPTISK AKTIVE BENZOMORPHANDERIVATER ELLER SALTE DERAF

1431712 Benzomorphan derivatives SCHERING AG 2 July 1973 [30 June 1972] 31412/73 Heading C2C Novel compounds of the Formula I: in which R 1 denotes H, CH 3 or C 2 H 5 , R 2 denotes CH 3 or C 2 H 5 , and R 3 and R 4 each denotes a C 1-4 alkyl group, and physiologically tolerable acid addition salts thereof, may be obtained by reacting a benzomorphan of Formula II: with an epoxide of the Formula III: or with a halohydrin of the Formula IV: in which one of the symbols X and Y denotes an OH group and the other denotes a halogen atom. (-) : 9 - Ethyl - 21 - hydroxy - 5 - methyl- 6,7-benzomorphan is obtained by resolving (Œ) - 9 - ethyl - 2 - benzyl - 21 - hydroxy - 5- methyl - 6,7 - benzomorphan using (-) - O,O- dibenzoyl-L-tartaric acid to obtain the (+) and (-)ve forms which are isolated as hydrobromides, followed by hydrogenation of the laevo-rotatory form HBr salt with addition of palladium-carbon. Pharmaceutical preparations having high analgesic activity without causing morphinelike tolerance and dependence, and exhibiting morphine - antagonistic, anti - convulsive and muscle-relaxing actions and sedative properties, comprise compounds of Formula I together with a pharmaceutically suitable carrier, in forms suitable for oral or parenteral administration.