| abstract |
The invention relates to antidepressant compounds of the formula I. wherein each of the symbols R 1 and R 2 represents hydrogen or lower alkyl, or R, and R 2 together with the nitrogen atom represent piperidino or pyrrolidino, or a five- or six-membered saturated heterocyclic ring which is NH, N-lower alkyl, O or Contains S; R 3 represents hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl; Ar represents phenyl optionally substituted by one to three substituents from the group lower alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, lower alkylmercapto, lower alkylsulfinyl, lower alkylsulfonyl, halogen and trifluoromethyl, or by a lower alkylenedioxy; X represents an oxygen atom, sulfur atom or N-lower alkyl, and n represents the integer 1, 2 or 3; their N-oxides; their acid addition salts, and their N-lower alkyl or N-benzyl quaternary salts, except for the compound of formula I, wherein each of the symbols R 1 and R 2 represents ethyl, R 3 represents hydrogen, Ar represents phenyl, X represents an oxygen atom , and n means 3, and their salts. They can be prepared, for example, by reducing a compound analogous to the compound of the formula I which has an oxo group on at least one carbon atom adjacent to the amino nitrogen atom. |