Cyclic amine derivatives, pharmaceutical compositions containing these compounds and methods for preparing them

A compound for the formula I ##STR26## wherein, R.sub.1 is hydrogen, halogen, trifluoromethyl, nitro, amino, alkylamino, dialkylamino, alkyl, hydroxy, alkoxy or phenylalkoxy, wherein each alkyl moiety contains 1 to 3 carbon atoms;

• R.sub.2 is hydrogen, halogen, hydroxy, alkoxy, phenylalkoxy or alkyl, wherein each alkyl moiety may contain 1 to 3 carbon atoms;
• or,
• R.sub.1 and R.sub.2 together form an alkylenedioxy group of 1 or 2 carbon atoms;
• E is a straight chain alkylene group of 1 to 3 carbon atoms optionally substituted by an alkyl group of 1 to 3 carbon atoms;
• and,
• A, B, G, m, n, and R are as set forth in options (i) and (ii) which appear below;
• Option (i)
• A is a --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --CH.sub.2 --CO-- or --NH--CO-- group;
• and,
• B is a --CH.sub.2 --CH.sub.2 --, --CH.sub.2 CO-- or --CH.sub.2 CS-- group;
• or,
• A is a --CO--CO-- or --CHOH--CO-- group;
• and,
• B is a --CH.sub.2 --CH.sub.2 -- group;
• in which the atoms indicated by underlining are attached to the phenyl nucleus;
• G is a straight-chain alkylene group of 1 to 5 carbon atoms which is optionally substituted by an alkyl group of 1 to 3 carbon atoms, or
• G is the group --G'--G"--, wherein G' is attached to the nitrogen atom and is a straight-chain group of 2 to 4 carbon atoms which is optionally substituted by an alkyl group of 1 to 3 carbon atoms and G" is attached to the group R and is an oxa, thia, imino, methylimino, sulphinyl or sulfonyl group;
• m is 1, 2, 3, 4 or 5;
• n is 0, 1 or 2, with the proviso that n+m must equal 3, 4 or 5;
• and,
• R is a group of the formula ##STR27## in which R.sub.3 is hydrogen, halogen, alkyl or alkoxy of 1 to 3 carbon atoms, hydroxy, nitro, cyano or trifluoromethyl;
• R.sub.4 is hydrogen, alkoxy, alkylsulfonyloxy of 1 to 3 carbon atoms, amino, alkylamino or dialkylamino of 1 to 3 carbon atoms, or alkanoylamino of 2 or 3 carbon atoms;
• or,
• R.sub.3 and R.sub.4 together form an alkylenedioxy group of 1 or 2 carbon atoms;
• and,
• R.sub.5 is hydrogen, halogen, hydroxy, or alkyl or alkoxy of 1 to 3 carbon atoms;
• Option (ii)
• A is a --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH-- group;
• B is a --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --CO-- or --CH.sub.2 CO-- group in which
• the atom indicated by underlining is attached to the phenyl nucleus;
• G is a straight-chain alkylene group of 1 to 6 carbon atoms which is optionally substituted by an alkyl group of 1 to 3 carbon atoms, or
• G is the group --G'--G", wherein G' is attached to the nitrogen atom and is a straight-chain alkylene group of 2 to 5 carbon atoms which is optionally substituted by an alkyl group of 1 to 3 carbon atoms and G" is attached to the group R and is an oxa, thia, sulphinyl or sulfonyl group, or an imino group which is optionally substituted by alkyl of 1 to 3 carbon atoms;
• m is 1, 2, 3, 4, 5 or 6;
• n is 0, 1, 2 or 3, with the proviso that m+n must equal 3, 4, 5 or 6;
• and,
• R is a ring carbon- or ring nitrogen-attached heterocyclic ring system selected from the group consisting of pyrrol-2-yl, pyrrol-3-yl, fur-2-yl, fur-3-yl, benzofur-2-yl, benzofur-3-yl, thien-2-yl, thien-3-yl, 4,5,6,7-tetrahydro-benzothien-2-yl, 4,5,6,7-tetrahydro-benzothien-3-yl, benzothien-2-yl, benzothien-3-yl, benzothien-4-yl, benzothien-5-yl, benzothien-6-yl, benzothien-7-by, pyrazol-1-yl, pyrazol-3-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-4(5)-yl, imidazopyrid-3-yl, oxazol-4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-5-yl, benzooxazol-2-yl, benzoisoxazol-3-yl, benzothiazol-2-yl, benzoisothiazol-3-yl, benzopyrazol-1-yl, benzopyrazol-3-yl, pyrid-2-yl, pyrid-3-yl, pyrid-4-yl, pyrid-3-yl-N-oxide, quinol-2-yl, quinol-4-yl, isoquinol-1-yl, isoquinol-4-yl, isoquinol-4-yl-N-oxide, indol-2-yl, and, indol-3-yl, wherein the carbon structure of the cyclic group optionally is mono- or disubstituted by substituents selected from halogen atoms, alkyl, hydroxy, alkoxy, phenylalkoxy, phenyl, dimethoxyphenyl, nitro, amino, acetylamino, carbamoylamino, N-alkylcarbamoylamino, hydroxymethyl, mercapto, alkylmercapto, alkylsuphinyl, alkylsulphonyl, alkylsulphonyloxy, alkylsulphonylamino, alkoxycarbonylmethoxy, carboxymethoxy and alkoxymethyl groups, or optionally is substituted by a methylenedioxy or ethylenedioxy group, wherein any imino group in the said heteroaromatic ring optionally is substituted by an alkyl, phenylalkyl or phenyl group, wherein in the event the said cyclic ring contains an indolyl group it additionally optionally is substituted by a methylamino, dimethylamino, methoxy, acetoxy, trifluoromethyl, trichloromethyl, carboxy, methoxycarbonyl, ethoxycarbonyl, cyano, cyclohexyl, trimethoxyphenyl, trifluorophenyl, trichlorophenyl, tribromophenyl or dihaloaminophenyl group or by a benzyl, benzyloxy or benzylamino group optionally mono-, di- or trisubstituted in the phenyl ring of the benzyl nucleus by methoxy or methyl groups, or a naphthyl group optionally substituted by an alkylenedioxy group containing 1 or 2 carbon atoms or optionally mono- or disubstituted by substituents selected from halogen atoms, alkyl, hydroxy, alkoxy, alkylsulphonyloxy, nitro, amino and alkanoylamino groups, or a benzyloxy or 4,5,6,7-tetrahydrobenzothienyl group, or, if B represents a --CH.sub.2 -- or --CO-- group, R may also represent a phenyl group optionally substituted by an alkylenedioxy group containing 1 to 2 carbon atoms or by a halogen atom or by an alkyl, hydroxy, alkoxy, phenylalkoxy, nitro, amino, alkanoylamino, alkylsulphonylamino, bis(alkylsuphonyl)amino, alkylsuphonyloxy, trifluoromethyl, trifluoromethoxy or trifluoromethylsulphonyloxy, or disubstituted by substituents selected from halogen atoms, alkyl and alkoxy groups, a trialkoxyphenyl group, a tetraalkylphenyl group or a dihaloaminophenyl group;
• wherein, unless otherwise stated, the alkyl, alkoxy and alkanoyl moieties mentioned in the definition of the group R each contain 1 to 2 carbon atoms;
• or a pharmaceutically acceptable acid addition salt thereof.