C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/279.3, 260/2
C07D 401/04 (2006.01) C07D 211/18 (2006.01) C07D 213/30 (2006.01) C07D 307/78 (2006.01) C07D 405/04 (2006.01)
Patent
CA 1045139
PROCESS FOR THE PREPARATION OF TETRAHYDROPYRIDINE AND PIPERIDINE DERIVATIVES A B S T R A C T of the Disclosure The present invention relates to a process for the preparation of new tetrahydropyridine and piperidine derivatives of the general formula I Image (I) wherein R1 represents hydrogen, an alkyl group containing 1-4 carbon atoms and which may be substituted by a hydroxy or oxo radical, an alkenyl or alkynyl group each containing 3 to 4 carbon atoms, a cycloalkylmethyl group containing 4 to 7 carbon atoms, or a benzyl group wherein the phenyl radical may be substituted by at most 3 substituents from the group consisting of alkyl and alkoxy groups each containing 1 to 4 carbon atoms, but R1 must not be a methyl group in the case where A represents an ethylene radical and B represents a methylene radical and at the same time R2, R3, R4 and R5 each represent hydrogen, R2 represents hydrogen or alkyl containing 1 to 4 carbon atoms, R3 represents hydrogen, an alkyl or alkoxy group each containing 1 to 4 carbon atoms,halogen up to atomic number 35, a hydroxy group, a trifluoromethyl group, a 1-hydroxycycloalkyl group, a cycloalk-1-enyl group, or a cycloalkyl group, each of the three last-mentioned having 5 to 8 carbon atoms, R4 represents hydrogen, an alkyl or alkoxy group each containing 1 to 4 carbon atoms, halogen up to atomic number 35 or a hydroxy group, or R3 and R4 together represent a trimethylene or tetramethylene radical or, correpsonding to a fused-on benzene ring, the 1,3-butadienylene radical, R5 represents hydrogen or an alkyl group containing 1-4 carbon atoms, A represents an ethylene or methylene radical or the direct bond, B represents a methylene, ethylene or trimethylene radical, whereby A and B together always contain 3 carbon atoms, and X and Y each represent a hydrogen atom, or together they represent an additional bond, and of addition salts thereof with inorganic and organic acids. These new compounds possess valuable pharmacological properties. In particular they inhibit monoamine oxidase and antagonise the action of tetrabenazine. They are useful as active ingredients for therapeutic preparations for the treatment of mental depression.
193450
Bernasconi Raymond
Schenker Karl
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