New amino and fluoro substituted 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine derivatives useful in treatment of e.g. arrythmias, spasms, ischaemia, pain and neurodegenerative disorders

• Main Authors: GRAUERT, MATTHIAS, ENSINGER, HELMUT, MIERAU, JOACHIM, GAIDA, WOLFRAM, CARTER, ADRIAN, WEISER, THOMAS
• Format: Patent
• Language: English; German
• Published: 31.05.2001
• Edition: 7
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

10-(Amino or fluoro)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine derivatives (I) are new. The 10-(amino or fluoro)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine derivatives of formula (I) (including racemates, enantiomers, diastereoisomers and diastereoisomer mixtures) and their addition salts, are new. R , R = H, 1-6C alkyl, 1-6C alkoxy, OH, F, Cl, or Br; R = H, F, Cl, Br, CH3, C2H5, OH, or OCH3; R -R = H, CH3, or C2H5; X = NH2, HN(1-6C alkyl), N(1-6C alkyl)2, NHCOH, NHCO(1-6C alkyl), or F; A = -(CH2)n-, -CH2-CH2-O-, -CH2-O-CH2-, -CH(-16C alkyl)-O-CH2-, -(CH2)2-O-CH2-, -(CH2)3-O-, -CH2-O-(CH2)3-, -(CH2)2-O-(CH2)2-, -(CH2)3-O-CH2-, -(CH2)4-O-, -CH2-O-CH2-CH2-O-, or a group of formula (i): asterisk = attachment point; n = 3-5; and Z' = methyl, ethyl or n-propyl. Independent claims are also included for: (1) 10-trifluoromethylsulfonyloxy-1,2,3,4,5,6-hexahydro-2,6-methano-3-benz azocine derivatives of formula (II); and (2) the preparation of compounds (I). Die vorliegende Erfindung zielt auf substituierte 1,2,3,4,5,6-Hexahydro-2,6-methano-3-benzazocine der allgemeinen Formel 1: DOLLAR F1 worin die Reste R·1·, R·2·, R·3·, R·4·, R·5·, R·6·, A und X die in der Beschreibung und in den Ansprüchen angegebenen Bedeutungen aufweisen können, Verfahren zu deren Herstellung sowie der Verwendung als Arzneimittel.