(2H)-3-benzazepin-2-ones, their pharmaceutical compositions and their pharmaceutical uses

Claim 1

A compound of formula I: ##STR23## wherein A represents a --CH 2 --CH 2 --, --CH═CH-- or ##STR24## group and B represents a methylene, carbonyl or thiocarbonyl group or A represents a --CO--CO or ##STR25## group and B represents a methylene group, in which the carbon atom marked x is linked to the phenyl nucleus, E represents a straight-chained alkylene group having 2 to 4 carbon atoms optionally substituted by an alkyl group having 1 to 3 carbon atoms, G represents a straight-chained alkylene group having 1 to 5 carbon atoms optionally substituted by an alkyl group having 1 to 3 carbon atoms, R 1 represents a hydrogen, fluorine, chlorine or brmine atom, a trifluoromethyl, nitro, amino, alkylamino, dialkylamino, alkyl, alkylmercapto, hydroxy, alkoxy or phenylalkoxy group, in which each alkyl part can contain from 1 to 3 carbon atoms, R 2 represents a hydrogen, chlorine or bromine atom or a hydroxy, alkoxy, phenylalkoxy or alkyl group, in which each alkyl part can contain from 1 to 3 carbon atoms, or R 1 and R 2 together represent an alkylenedioxy group having 1 or 2 carbon atoms, R 3 represents a hydrogen atom, an alkenyl group having 3 to 5 carbon atoms, an alkyl or phenylalkyl group, in which the alkyl part can contain 1 to 3 carbon atoms, and Het can represent a pyrrolyl-2-, pyrrolyl-3-, N-methyl-pyrrolyl-2-, N-methyl-pyrrolyl-3-, 1,2-dimethyl-pyrrolyl-3-, 2,5-dimethyl-pyrrolyl-3-, furyl-2-, furyl-3-, 5-methyl-furyl-2-, 2-methyl-furyl-3-, 5-nitro-furyl-2-, 5-methoxymethyl-furyl-2-, benzo[b]furyl-2-, benzo[b]furyl-3-, 7-methyl-benzo[b]furyl-3-, 2-methoxy-benzo[b]furyl-3-, 3-methoxy-benzo[b]furyl-2-, 4-methoxy-benzo[b]furyl-3, 5-methoxy-benzo[b]furyl-3-, 6-methoxy-benzo[b]furyl-3-, 7-methoxy-benzo[b]furyl-3-, 5-methoxy-3-phenyl-benzo[b]furyl-2-, 3-methyl-5-methoxy-benzo[b]furyl-2-, thienyl-2-, thienyl-3-, 5-methyl-thienyl-2-, 2-methyl-thienyl-3-, 3-methyl-thienyl-2-, 2,5-dimethyl-thienyl-3-, 4,5,6,7-tetrahydro-benzo[b]thienyl-3-, 4,5,6,7-tetrahydro-benzo[b]thienyl-2-, 5-chloro-thienyl-2-, 5-bromo-thienyl-2-, 5-phenyl-thienyl-2-, 2-phenyl-thienyl-3-, benzo[b]thienyl-2-, benzo[b]thienyl-3-, 2,5-dimethyl-benzo[b]thienyl-3-, 5-methyl-benzo[b]thienyl-3-, 6-methyl-benzo[b]thienyl-3-, 5-chloro-benzo[b]-thienyl-2-, 5-bromo-benzo[b]thienyl-3-, 6-hydroxy-benzo[b]thienyl-3, 7-hydroxy[b]thienyl-3-, 5-hydroxy-benzo[b]thienyl-2-, 6-hydroxy-benzo[b]-thienyl-2-, 7-hydroxy-benzo[b]thienyl-2-, 3-methoxy-benzo[b]thienyl-2-, 4-methoxy-benzo[b]thienyl-2-, 5-methoxy-benzo[b]thienyl-2-, 6-methoxyl-benzo[b]thienyl-2-, 7-methoxy-benzo[b]thienyl-2-, 2-methoxy-benzo[b]thienyl-3-, benzo[b]thienyl-4-, benzo[b]thienyl-5-, benzo[b]thienyl-6-, benzo[b]thienyl-7-, 4-methoxy-benzo[b]thienyl-3-, 5-methoxy-benzo[b]thienyl-3-, 6-methoxy-benzo[b]thienyl-3-, 7-methoxy-benzo[b]thienyl-3-, 5,6-dimethoxy-benzo[b]thienyl-3-, 5,6-methylenedioxy-benzo[b]thienyl-3-, 6-ethoxy-benzo[b]thienyl-3-, 6-propoxy-benzo[b]thienyl-3-, 6-isopropoxybenzo[b]thienyl-3-, 6-mercapto-benzo[b] -thienyl-3-, 6-methylmercapto-benzo[b]thienyl-3-, 6-methylsulfinyl-benzo[b]thienyl-3-, 6-methyl-sulfonyl-benzo[b]thienyl-3-, 6-methylsulfonyloxy-benzo[b]thienyl-3-, 6-methoxycarbonylmethoxy-benzo[b]thienyl-3-, 6-ethoxycarbonylmethoxy-benzo[b]thienyl-3-, 6-carboxymethoxy-benzo[b]thienyl-3-, 6-amino-benzo[b]thienyl-3-, 6-methylamino-benzo[b]thienyl-3-, 6-dimethylamino-benzo-[b]thienyl-3-, 6-diethylaminobenzo[b]thienyl-3-, 6-acetamino-benzo[b]thienyl-3-, 6-methylsulfonylamino-benzo[b]thienyl-3-, pyrazolyl-1-, pyrazolyl-3-, 3,5-dimethyl-pyrazolyl-1-, 1,5-dimethyl-pyrazolyl-3-, imidazolyl-1-, imidazolyl-2-, imidazolyl-4(5), 1-methyl-imidazolyl-4-, 1-benzyl-imidazolyl-4-, 5-nitro-2-methyl-imidazolyl-1-, 2-(3,4-dimethoxyphenyl)-imidazolyl-4(5)-, benzo[d]imidazolyl-1,2-benzyl-benzo[d]imidazolyl-1-, benzo[d]imidazolyl-2-, imidazo [1,2-a]pyridyl-3-,oxazolyl-4-, oxazolyl-5-, isoxazolyl-3-, 3-methyl-isoxazolyl-5-, 5-methyl-isoxazolyl-3-, 3,5-dimethyl-isoxazolyl-4-, 4-methyl-thiazolyl-5-, benzo[d]oxazolyl-2-, benzo[d]isoxazolyl-3-, benzo[d]thiazolyl-2-, 5-ethoxy-benzo[d]thiazoly-2-, benzo[d]isothiazolyl-3-, benzo[d]pyrazolyl-1-, benzo[d]pyrazolyl-3-, pyridyl-2-, pyridyl-3, pyridyl-4-, pyridyl-3-N-oxide-, 4-nitro-pyridyl-2-, 4-amino-pyridyl-2-, 4-acetylamino-pyridyl-2,4-carbamoylamino-pyridyl-2-, 4-N-methyl-carbamoylamino-pyridyl-2-, 2-chloro-pyridyl-3-, 2-chloro-pyridyl-4-, 6-chloro-pyridyl-2-, 6-hydroxymethylpyridyl-2-, quinolyl-2-, isoquinolyl-1-, 2-methyl-quinolyl-4-, 7-methyl-quinolyl-2-, 4-chloro-quinolyl-2-, 6,7-dimethoxy-quinolyl-4-, 6,7-dimethoxy-isoquinolyl-4- or 6,7-dimethoxy-isoquinolyl-4-N-oxide group and the nontoxic, pharmaceutically acceptable acid addition salts thereof.

Claim 17

A method of lowering the heart rate or oxygen consumption of the heart in an individual in need thereof which comprises administering to said individual an amount of a compound of any of claims 1 to 3 which is effective to lower the heart rate or heart oxygen consumption in said individual.

Claim 18

A method of treating sinus tachycardia or ischaemic heart disease in an individual in need thereof which comprises administering to said individual a therapeutically effective amount of a compound of any of claims 1 to 3.