Tetrahydropyridine and piperidine derivatives and their acid...

C - Chemistry – Metallurgy – 07 – D

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260/279.3, 260/2

C07D 307/77 (2006.01) C07D 307/79 (2006.01) C07D 307/86 (2006.01) C07D 307/91 (2006.01) C07D 405/04 (2006.01)

Patent

CA 1119601

Abstract of the Disclosure The present invention relates to processes for the preparation of novel tetrahydropyridine derivatives of the general formula (I) Image in which R1 and R2 independently of one another are hydro- gen or alkyl containing 1 to 4 carbon atoms or together are alkylene containing 3 to 5 carbon atoms, R3 is hydrogen, alkyl containing 1 to 4 carbon atoms, alkenyl containing 3 or 4 carbon atoms, alkynyl containing 3 or 4 carbon atoms, cycloalkyl containing 3 to 6 carbon atoms or cycloalkyl-alkyl containing 4 to 7 carbon atoms and Y1 and Y2 are each hydrogen or together are an additional bond, and the ring A is not further substituted or is further substituted by alkyl containing 1 to 4 carbon atoms, alkoxy containing 1 to 4 carbon atoms, halogen with an atomic number of not more than 35, cyano, hydroxy or trifluoromethyl and acid addition salts thereof. The compounds according to the invention have valuable pharmacological properties. In particular, they inhibit the absorption of serotonin by mesencephalic synaptosomes, the serotonin depletion induced in the brain of rats by H 75/12, and the absorp- tion of noradrenalin by mesencephalic synaptosomoes in rats and the noradrenalin depletion induced in the brain of rats by H 77/77. In the same dosage they also effect inhibition of monoamino-oxidase in the brain of rats and in the liver of rats. Furthermore, they intensify the "head twitch" in- duced by 5-hydroxy-tryptophan, and are distinguished by good tolerance. The compound of the general formula I and their pharmaceutically acceptable acid addition salts can therefore be used as psychopharmaceuticals and in parti- cular as antidepressants.

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