Tertiary 2,5-dialkyl-3-phenyl-piperidine derivatives having opiate-antagonistic activity.

摘要

The invention relates to a group of tertiary 2,5-dialkyl-3-phenylpiperidine derivatives, having opiate-antagonistic activity represented by general formula 4, <CHEM> wherein S1 is hydrogen, an optionally esterified hydroxyl group or mercapto group, a group -NHS8 or -CONHS8, wherein S8 is hydrogen, alkyl having 1-6 C-atoms or alkylcarbonyl having 2-7 C-atoms; S2 is hydrogen or, when S1 is hydrogen, one of the other meanings of S1, or S1 and S2 together with the 2 carbon atoms of the benzene ring, constitute a heterocyclic group which consists of five or six ring atoms and which comprises a group -NH-and optionally as a second hetero atom may comprise an oxygen atom, sulphur atom or nitrogen atom; S3 and S4 independently of each other are straight or branched alkyl or alkenyl having 1-6 C-atoms; S5 is a straight or branched alkylene chain having 2-8 C-atoms; X is the carbonyl group or ketalised carbonyl group or the group @CHOH, -CONH-, -NHCO-, methylene, @CHC6H5, or an oxygen atom or sulphur atom; S6 is an alkyl group, cycloalkyl group or cycloalkylalkyl group having at most 10 C-atoms and optionally substituted with one or more groups S7, or is a phenyl group or phenylalkyl group having 1-4 C-atoms in the alkyl group and optionally substituted with one or more groups S7, and S7 is alkyl, alkoxy or alkylthio having 1-4 C-atoms, amino, mono- or dialkylamino having 1-4 C-atoms per alkyl group, hydroxyalkyl, alkylcarbonyl , alkylaminocarbonyl or alkoxycarbonyl having 1-4 C-atoms in the alkyl group, nitro, cyano, halogen, trifluoromethyl, trifluoromethoxy, alkylsulphonyl having 1-4 C-atoms, or aminosulphonyl. These compounds have a pure opiate-antagonistic activity, i.e. without an agonistic activity component.