Antidepressive substituted N-[(4-piperidinyl)alkyl] bicyclic condensed oxazol- and thiazolamines

Claim 1

A chemical compound having the formula ##STR24## or a pharmaceutically acceptable acid addition salt or a possible stereochemically isomeric form thereof, wherein ═A 1 --A 2 ═A 3 --A 4 ═ is a bivalent radical having the formula ═CH--CH═CH--CH═ (a) wherein up to three hydrogen atoms in said radical (a), may each independently from each other be replaced by halo, hydroxy, amino, trifluoromethyl, C 1-6 alkyl or C 1-6 alkyloxy, or two hydrogen atoms in said radical (a) substituted on adjacent carbon atoms may be replaced by a bivalent radical of formula --O--CH 2 --O-- or --OCH 2 --CH 2 --O--; Z is --O-- or --S--; R 1 is a member selected from the group consisting of hydrogen, C 1-6 alkyl, C 1-6 alkylcarbonyl, aryl C 1-6 alkyl, arylcarbonyl and C 1-6 alkyloxycarbonyl; Q is C 1-4 alkanediyl; R is a member selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy and C 1-6 alkyloxy; L is a member selected from the group consisting of a radical of formula ##STR25## and a radical of formula ##STR26## Alk is C 1-4 alkanediyl; X is --O-- or --CH 2 --; R 2 is hydrogen or C 1-6 alkyl; R 3 and R 4 are each independently selected from the group consisting of hydrogen, halo, trifluoromethyl, hydroxy, C 1-6 alkyl, C 1-6 alkyloxy and phenyl C 1-6 alkyloxy; wherein aryl is a member selected from the group consisting of phenyl, substituted phenyl, pyridinyl, mono- and di(C 1-6 alkyloxy)-pyridinyl, thienyl, halothienyl, C 1-6 alkylthienyl, pyrrolyl, C 1-6 alkylpyrrolyl, furanyl, furanyl substituted with C 1-6 alkyl, pyrazinyl, thiazolyl and imidazolyl; said substituted phenyl being phenyl substituted with up to 3 substituents each independently selected from the group consisting of halo, hydroxy, trifluoromethyl, C 1-6 alkyl and C 1-6 alkyloxy.

Claim 19

A method of treating depressive conditions, Parkinson's disease or diseases related with disturbed enterokinesia in warm blooded animals suffering from the same, which method comprises the systemic administration to warm blooded animals of an effective anti-depressive or anti-Parkinson or enterokinesia effective amount of a compound having the formula ##STR30## or a pharmaceutically acceptable acid addition salt or a possible stereochemically isomeric form thereof, wherein ═A 1 --A 2 ═A 3 --A 4 ═ is a bivalent radical having the formula ═CH--CH═CH--CH═ (a) wherein up to three hydrogen atoms in said radical (a) may each independently from each other be replaced by halo, hydroxy, amino, trifluoromethyl, C 1-6 alkyl or C 1-6 alkyloxy, or two hydrogen atoms in said radical (a) substituted on adjacent carbon atoms may be replaced by a bivalent radical of formula --O--CH 2 -- or --O--CH 2 --CH 2 --O--; Z is --O-- or --S--; R 1 is a member selected from the group consisting of hydrogen, C 1-6 alkyl, C 1-6 alkylcarbonyl, aryl C 1-6 alkyl, arylcarbonyl and C 1-6 alkyloxycarbonyl; Q is C 1-4 alkanediyl; R is a member selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy and C 1-6 alkyloxy; L is a member selected from the group consisting of a radical of formula ##STR31## and a radical of formula ##STR32## Alk is C 1-4 alkanediyl; X is --O-- or --CH 2 --; R 2 is hydrogen or C 1-6 alkyl; R 3 and R 4 are each independently selected from the group consisting of hydrogen, halo, trifluoromethyl, hydroxy, C 1-6 alkyl, C 1-6 alkyloxy and phenyl C 1-6 alkyloxy; wherein aryl is a member selected from the group consisting of phenyl, substituted phenyl, pyridinyl, mono- and di(C 1-6 alkyloxy)-pyridinyl, thienyl, halothienyl, C 1-6 alkylthienyl, pyrrolyl, C 1-6 alkylpyrrolyl, furanyl, furanyl substituted with C 1-6 alkyl, pyrazinyl, thiazolyl and imidazolyl; said substituted phenyl being phenyl substituted with up to 3 substituents each independently selected from the group consisting of halo, hydroxy, trifluoromethyl, C 1-6 alkyl and C 1-6 alkyloxy.

Claim 20

A method of treating depressive conditions, Parkinson's disease or diseases related with disturbed enterokinesia in warm blooded animals suffering from the same, which method comprises the systemic administration to warm blooded animals of an effective anti-depressive or anti-Parkinson or enterokinesia effective amount of a compound having the formula ##STR30## or a pharmaceutically acceptable acid addition salt or a possible stereochemically isomeric form thereof, wherein ═A 1 --A 2 ═A 3 --A 4 ═ is a bivalent radical having the formula ═CH--CH═CH--CH═ (a) wherein up to three hydrogen atoms in said radical (a) may each independently from each other be replaced by halo, hydroxy, amino, trifluoromethyl, C 1-6 alkyl or C 1-6 alkyloxy, or two hydrogen atoms in said radical (a) substituted on adjacent carbon atoms may be replaced by a bivalent radical of formula --O--CH 2 -- or --O--CH 2 --CH 2 --O--; Z is --O-- or --S--; R 1 is a member selected from the group consisting of hydrogen, C 1-6 alkyl, C 1-6 alkylcarbonyl, aryl C 1-6 alkyl, arylcarbonyl and C 1-6 alkyloxycarbonyl; Q is C 1-4 alkanediyl; R is a member selected from the group consisting of hydrogen, C 1-6 alkyl, hydroxy and C 1-6 alkyloxy; L is a member selected from the group consisting of a radical of formula ##STR31## and a radical of formula ##STR32## Alk is C 1-4 alkanediyl; X is --O-- or --CH 2 --; R 2 is hydrogen or C 1-6 alkyl; R 3 and R 4 are each independently selected from the group consisting of hydrogen, halo, trifluoromethyl, hydroxy, C 1-6 alkyl, C 1-6 alkyloxy and phenyl C 1-6 alkyloxy; wherein aryl is a member selected from the group consisting of phenyl, substituted phenyl, pyridinyl, mono- and di(C 1-6 alkyloxy)-pyridinyl, thienyl, halothienyl, C 1-6 alkylthienyl, pyrrolyl, C 1-6 alkylpyrrolyl, furanyl, furanyl substituted with C 1-6 alkyl, pyrazinyl, thiazolyl and imidazolyl; said substituted phenyl being phenyl substituted with up to 3 substituents each independently selected from the group consisting of halo, hydroxy, trifluoromethyl, C 1-6 alkyl and C 1-6 alkyloxy.