4-aryl-1-(indanmethyl, dihydrobenzofuranmethyl or...

C - Chemistry – Metallurgy – 07 – D

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C07D 211/18 (2006.01) A61K 31/44 (2006.01) A61K 31/495 (2006.01) A61K 31/55 (2006.01) C07D 211/70 (2006.01) C07D 295/135 (2006.01) C07D 317/66 (2006.01) C07D 401/00 (2006.01) C07D 401/04 (2006.01) C07D 401/10 (2006.01) C07D 405/00 (2006.01) C07D 409/00 (2006.01) C07D 409/14 (2006.01)

Patent

CA 2192112

4-Aryl-1-(indanmethyl, dihydrobenzofuranmethyl or dihydrobenzothiophenemethyl)piperidine, -tetrahydropyridine or -piperazine compounds of general formula (I), wherein one of X and Y is CH2 and the other one is CH2, O or S; Z is N, C, CH or COH; Ar is an optionally substituted aryl group; R1 is hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, acyl, thioacyl, alkylsulfonyl, trifluoromethylsulfonyl, arylsulfonyl, a group R9VCO- where V is O or S and R9 is alkyl or aryl, or a group R10R11NCO- or R10R11NCS- wherein R10 and R11 are hydrogen, alkyl or aryl, or R10 and R11 are linked to form a ring; R2 is hydrogen, alkyl, cycloalkyl or cycloalkylalkyl; or R1 and R2 are linked to form a ring; R3 - R5 are hydrogen, halogen, alkyl, alkylcarbonyl, phenylcarbonyl, alkoxy, alkylthio, hydroxy, alkylsulfonyl, cyano, trifluoromethyl, cycloalkyl, cycloalkylalkyl or nitro; R6 and R7 are hydrogen or alkyl or they are linked to constitute 3-7-membered ring; R8 is hydrogen or alkyl; have effects at central serotonergic receptors and are therefore useful in the treatment of certain psychic and neurologic disorders.

L'invention concerne des 4-aryl-1-(indaneméthyl, dihydrobenzofuraneméthyl ou dihydrobenzothiophénéméthyl)pipéridines, -tétrahydropyridines ou -pipérazines ayant la formule générale (I). Dans cette formule, l'un des deux groupes X et Y est CH¿2? et l'autre est CH¿2?, O ou S; Z est N, C, CH ou COH; Ar est un groupe aryle, éventuellement substitué; R?1¿ est un hydrogène, un groupe alkyle, cycloalkyle, cycloalkylalkyle, aryle, arylalkyle, acyle, thioacyle, alkylsulfonyle, trifluorométhylsulfonyle, arylsulfonyle, un groupe R?9¿VCO- où V est O ou S et R?9¿ est un groupe alkyle ou aryle, ou un groupe R?10¿R?11¿NCO- ou R?10¿R?11¿NCS- où R?10¿ et R?11¿ sont des hydrogènes, des groupes alkyle ou aryle, ou R?10¿ et R?11¿ sont liés ensemble pour former un cycle; R?2¿ est un hydrogène, un groupe alkyle, cycloalkyle ou cycloalkylalkyle; ou R?1¿ et R?2¿ sont liés ensemble pour former un cycle; R?3¿-R?5¿ sont des hydrogènes, des halogènes des groupes alkyle, alkylcarbonyle, phénylcarbonyle, alcoxy, alkylthio, hydroxy, alkylsulfonyle, cyano, trifluorométhyle, cycloalkyle, cycloalkylalkyle, ou nitro; R?6¿ et R?7¿ sont des hydrogènes ou des groupes alkyle ou ils sont liés ensemble pour former un cycle à 3 - 7 éléments; R?8¿ est un hydrogène ou un alkyle. Ces composés agissent sur les récepteurs de la sérotonine et ils sont donc utiles pour le traitement de certains troubles psychiques et neurologiques.

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