NOVEL HETEROCYCLIC AROMATIC AMINE DERIVATIVE, PHARMACEUTICAL COMPOSITION CONTAINING THE SAME AND PRODUCTION THEREOF

摘要

Heteroaromatic amine derivatives of the formula …… in which… n denotes the number 0 or 1,… A denotes a methylene, carbonyl or thiocarbonyl group,… B denotes a methylene, carbonyl or thiocarbonyl group, in which only one of the radicals A or B may represent a thiocarbonyl group and in this case the other of the radicals A or B must represent a methylene group,… E denotes a straight-chain alkylene group optionally substituted by an alkyl group,… G denotes a straight-chain alkylene group optionally substituted by an alkyl group,… R1 and R2, which can be identical or different, denote hydrogen atoms, alkyl or alkoxy groups or… R1 and R2 together denote an alkylenedioxy group,… R3 denotes a hydrogen atom, an alkenyl group, an alkyl or phenylalkyl group and… Het denotes a 5- or 6-membered heteroaromatic ring bonded via a carbon or nitrogen atom and which contains an oxygen, sulphur or nitrogen atom, two nitrogen atoms or a nitrogen atom and an oxygen or sulphur atom, to which a 1,3-propylene, 1,4-butylene or 1,4-buta-1,3-dienylene group can additionally be bonded via two adjacent carbon atoms, where in this case the bonding can also take place via the carbon ring, and in which the carbon structure of the abovementioned aromatic and heteroaromatic rings can be mono- or disubstituted by a halogen atom, an alkyl, hydroxyl, alkoxy, phenylalkoxy, phenyl, dimethoxyphenyl, nitro, amino, acetylamino, carbamoylamino, N-alkylcarbamoylamino, hydroxymethyl, mercapto, alkylmercapto, alkylsulphinyl, alkylsulphonyl, alkylsulphonyloxy, alkylsulphonylamino, alkoxycarbonylmethoxy, carboxymethoxy or alkoxymethyl group or substituted by a methylenedioxy or ethylenedioxy group and at the same time an imino group which may be present in the abovementioned heteroaromatic radicals can be substituted by an alkyl, phenylalkyl or phenyl group, their N-oxides, their enantiomers, their diastereomers and their acid addition salts with inorganic or organic acids, which have useful pharmacological properties, in particular a heart rate-reducing effect and a positive inotropic effect. …The new compounds can be prepared by processes known per se.