Esters of bi- and tricyclic amino alcohols, their...

C - Chemistry – Metallurgy – 07 – D

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C07D 451/00 (2006.01) A61K 31/46 (2006.01) C07D 451/10 (2006.01) C07D 451/14 (2006.01) C07D 471/08 (2006.01) C07D 471/20 (2006.01) C07D 487/08 (2006.01) C07D 519/00 (2006.01)

Patent

CA 2105575

The new compounds of formula A~O~CO~Z (I) wherein A represents the group (II) (see formula I) wherein m represents 0 or 1; R represents a C1-4-alkyl group, or a .beta.-fluoroethyl or .beta.-chloroethyl group; R' represents a C1-4-alkyl group; or both R and R' together represent a C4-6-alkylene group; and X- is one equivalent of a physiologically acceptable anion; Q is -CH=CH- or (see formula II) Z represents the group (III) (see formula III) wherein R1 is H, OH or CH2OH; R2 and R3 are selected from the following pairs: (a) thienyl/pyridyl; (b) thienyl/C1-6-alkyl; (c) thienyl/C1-6-alkyl substituted by phenyl, phenoxy, thienyl or C5-7-cycloalkyl; (d) phenyl/phenyl or C5-7-cycloalkyl; (e) phenyl/pyridyl; (f) phenyl/C1-6-alkyl; (g) phenyl/C1-6-alkyl substituted by phenyl, phenoxy, thienyl or C5-7-cycloalkyl; (h) C5-7-cycloalkyl/C1-6-alkyl; or (i) C5-7-cycloalkyl/C5-7-cycloalkyl; or Z represents a tricyclic group of formula (IV) or (V) (see formula IV) (see formula V) or the group (VI) (see formula VI) wherein B is S or CH=CH; Y is a single bond, O, S, CH2, CH2-CH2, CH=CH, -OCH2- or -SCH2-; q is 1 or 2; R1 is as defined above; R'1 is OH, CH2OH, phenyl or thienyl; with the proviso that Y is not CH2-CH2 or CH=CH; if R1 is OH and Q is (see formula VII) or a diastereoisomeric, enantiomeric or racemic form thereof or mixture thereof, or, wherein appropriate, an acid addition salt thereof. The compounds are useful as active substances for pharmaceutical compositions with long term effects.

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