Substituted thiophene carboxamides, process for their preparation and their use as medicaments

A compound of the formula

• wherein
• A denotes a 5- to 7-membered cycloalkyleneimino group wherein
• a methylene group in the 3 position of a 5-membered cycloalkyleneimino group may be replaced by a sulphur atom, or
• a methylene group in the 4 position of a 6- or 7-membered cycloalkyleneimino group may be replaced by an oxygen or sulphur atom, a sulphinyl or a —NR8c— group and additionally a methylene group adjacent to an above-mentioned —NR8c— group may be replaced by a carbonyl group,
• a methylene group of the cycloalkyleneimino group may be substituted by one or two C1-4-alkyl groups optionally substituted by a group R7a, R7b or R7c, or by groups R7b or R7c, and/or one or two methylene groups of the cycloalkyleneimino moiety not adjacent to the imino group may be substituted by a group R7a,
• R1 denotes a hydrogen or halogen atom, a C1-3-alkyl or C1-3-alkoxy group, while the hydrogen atoms of the C1-3-alkyl or C1-3-alkoxy group may optionally be wholly or partly replaced by fluorine atoms, a C2-3-alkenyl, C2-3-alkynyl, nitrile, nitro or amino group,
• R2 denotes a hydrogen or halogen atom or a C1-3-alkyl group,
• R3 denotes a hydrogen atom or a C1-3-alkyl group,
• R4 and R5 in each case independently of one another denote
• a hydrogen atom,
• a straight-chain or branched C1-6-alkyl group,
• while the hydrogen atoms of the straight-chain or branched C1-6-alkyl group may optionally be substituted by a C1-4-alkyloxy, hydroxy, pyridine, or an imidazole group,
• a phenyl, pyridinyl or imidazolyl,
• or
• R4 and R5 together with the carbon atom to which they are bound form a cyclobutyl, tetrahydrofuranyl, or C3-8-cycloalkyl group,
• R6 denotes a hydrogen, fluorine, chlorine, bromine or iodine atom, a nitrile group, a C1-3-alkyl group, or a C1-3-alkoxy group, while the hydrogen atoms of the C1-3-alkyl or C1-3-alkoxy group may optionally be wholly or partly replaced by fluorine atoms,
• R7a in each case independently of one another denotes a hydroxy, C1-4-alkoxy, while the hydrogen atoms of the C1-4-alkoxy group may optionally be wholly or partly replaced by allyloxy, benzyloxy, C1-4-alkylcarbonyloxy, C1-4-alkyloxycarbonyloxy, amino, C1-3-alkylamino, arylamino, heteroarylamino, di-(C1-3-alkyl)-amino, piperidin-4-yl, N—C1-3-alkyl-piperidin-4-yl, N—C1-3-alkylcarbonyl-piperidin-4-yl, C1-5-alkylcarbonylamino, C1-5-alkylsulphonylamino, N—(C1-5-alkylsulphonyl)-C1-5-alkylamino, C1-5-alkoxycarbonylamino, aminocarbonylamino, C1-4-alkylaminocarbonylamino or a di-(C1-3-alkyl)-aminocarbonylamino group, phenyl, pyridinyl, pyrrolidinyl,
• R7b in each case independently of one another denotes a carboxy, C1-3-alkoxycarbonyl, aminocarbonyl, C1-3-alkylaminocarbonyl, di-(C1-3-alkyl)-aminocarbonyl, nitrile, aminosulphonyl, C1-4-alkylaminosulphonyl, or di-(C1-4-alkyl)-aminosulphonyl group,
• R7c in each case independently of one another denotes an aryl or heteroaryl group,
• R8a in each case independently of one another denotes a C1-3-alkyl, while the hydrogen atoms may optionally be wholly or partly replaced by fluorine atoms, hydroxy, C1-3-alkyloxy, while the hydrogen atoms may optionally be wholly or partly replaced by fluorine atoms, amino, C1-3-alkylamino, di-(C1-3-alkyl)-amino, C3-6-cycloalkyleneimino, carboxy, nitrile, C1-3-alkoxycarbonyl, aminocarbonyl, C1-3-alkylaminocarbonyl or a di-(C1-3-alkyl)-aminocarbonyl group,
• R8b in each case independently of one another denotes a hydrogen atom or a C1-5-alkyl group,
• R8c in each case independently of one another denotes a hydrogen atom, a hydroxyl, C1-5-alkyl, C1-5-alkoxy, formyl, C1-5-alkylcarbonyl, C1-5-alkyloxycarbonyl or C1-5-alkylsulphonyl, aryl or heteroaryl group,
• which may optionally be substituted by one or two fluorine, chlorine or bromine atom or a group R8a,
• and moreover a phenyl ring optionally substituted by a fluorine, chlorine or bromine atom or a group R8a may be fused to the above-mentioned monocyclic aryl groups via two adjacent carbon atoms,
• while, unless otherwise stated, by the term “heteroaryl group” mentioned hereinbefore in the definitions is meant a monocyclic 5- or 6-membered heteroaryl group, while
• the 6-membered heteroaryl group contains one, two or three nitrogen atoms and
• the 5-membered heteroaryl group contains an imino group optionally substituted by a C1-3-alkyl, phenyl or phenyl-C1-3-alkyl group, an oxygen or sulphur atom or
• an imino group optionally substituted by a C1-3-alkyl, phenyl, amino-C2-3-alkyl, C1-3-alkyl-amino-C2-3-alkyl, di-(C1-3-alkyl)-amino-C2-3-alkyl, a C3-6-cycloalkyleneimino-C1-3-alkyl or phenyl-C1-3-alkyl group or an oxygen or sulphur atom and additionally a nitrogen atom or
• an optionally by a C1-3-alkyl or phenyl-C1-3-alkyl group substituted imino group and two or three nitrogen atoms,
• and the above-mentioned monocyclic heteroaryl groups may be substituted in the carbon skeleton by one or two groups R8a,
• and moreover a phenyl ring optionally substituted by a fluorine, chlorine or bromine atom, a C1-3-alkyl, hydroxy, C1-3-alkyloxy group, amino, C1-3-alkylamino, di-(C1-3-alkyl)-amino or C3-6-cycloalkyleneimino group may be fused to the above-mentioned monocyclic heteroaryl groups via two adjacent carbon atoms
• and the bond is effected via a nitrogen atom or a carbon atom of the heterocyclic moiety or a fused-on phenyl ring,
• while, unless otherwise stated, by the term “halogen atom” mentioned hereinbefore in the definitions is meant an atom selected from among fluorine, chlorine, bromine and iodine,
• while the alkyl, alkenyl, alkynyl and alkoxy groups contained in the previously mentioned definitions, which have more than two carbon atoms, unless otherwise stated, may be straight-chain or branched and the alkyl groups in the previously mentioned dialkylated groups, for example the dialkylamino groups, may be identical or different,
• and the hydrogen atoms of the methyl or ethyl groups contained in the foregoing definitions, unless otherwise stated, may be wholly or partly replaced by fluorine atoms,
• or a tautomer or salt thereof.