Amino-substituted imidazo[1,2-a]pyridinecarboxamides and their use

A compound of formula (I)

• in which
• A represents CH2, CD2 or CH(CH3),
• R1 represents (C4-C6)-alkyl, (C3-C7)-cycloalkyl or phenyl,
• where (C4-C6)-alkyl may be substituted up to six times by fluorine,
• where (C3-C7)-cycloalkyl may be substituted by 1 to 4 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl and (C1-C4)-alkyl,
• and
• where phenyl may be substituted by 1 to 4 substituents independently of one another selected from the group consisting of halogen, cyano, monofluoromethyl, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, (C3-C6)-cycloalkyl, (C1-C4)-alkoxy, difluoromethoxy and trifluoromethoxy,
• R2 represents hydrogen, (C1-C4)-alkyl, cyclopropyl, monofluoromethyl, difluoromethyl or trifluoromethyl,
• R3 represents a group of the formula
• where
• * represents the point of attachment to the carbonyl group,
• L1A represents a bond or (C1-C4)-alkanediyl,
• where (C1-C4)-alkanediyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl, hydroxy and (C1-C4)-alkoxy,
• L1B represents a bond or (C1-C4)-alkanediyl,
• L1C represents a bond or (C1-C4)-alkanediyl,
• where (C1-C4)-alkanediyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl, hydroxy and (C1-C4)-alkoxy,
• R7 represents hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C7)-cycloalkyl, cyano, 5- to 10-membered heteroaryl, naphthyl or phenyl,
• where (C1-C6)-alkyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, difluoromethoxy, trifluoromethoxy, hydroxy, (C1-C4)-alkoxy, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkylsulphonyl, phenyl, phenoxy and benzyloxy,
• where phenyl, phenoxy and benzyloxy for their part may be substituted by 1 to 3 halogen or (C1-C4)-alkoxy substituents,
• where (C3-C7)-cycloalkyl may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, (C1-C4)-alkyl and (C1-C4)-alkoxy,
• and
• where phenyl and 5- to 10-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen, cyano, nitro, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, —NH(CO)CH3, (C1-C4)-alkyl, (C1-C4)-cycloalkyl, (C1-C4)-alkenyl, (C1-C4)-alkylsulphonyl, (C1-C4)-alkoxycarbonyl and (C1-C4)-alkoxy,
• where (C1-C4)-alkoxy may be substituted by hydroxy,
• and
• in which 2 adjacent carbon atoms of the phenyl may be substituted by a difluoromethylenedioxy bridge,
• R8 represents hydrogen or (C1-C4)-alkyl,
• or
• R7 and R8 together with the carbon atom to which they are attached form a 3- to 7-membered carbocycle or a 4- to 7-membered heterocycle,
• where the 3- to 7-membered carbocycle and the 4- to 7-membered heterocycle for their part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine and (C1-C4)-alkyl,
• R9 represents hydrogen, cyano, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C7)-cycloalkyl, 5- to 10-membered heteroaryl or phenyl,
• where (C1-C6)-alkyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, hydroxy, cyano, (C1-C4)-alkoxy, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkylsulphonyl, 5- or 6-membered heteroaryl, phenyl, phenoxy and benzyloxy,
• where phenyl, phenoxy and benzyloxy for their part may be substituted by 1 to 3 halogen or (C1-C4)-alkoxy substituents,
• where 5- or 6-membered heteroaryl may be benzo-fused or substituted by a 5- or 6-membered heteroaryl,
• where 5- or 6-membered heteroaryl may be substituted by (C1-C4)-alkyl or trifluoromethyl,
• where (C3-C7)-cycloalkyl may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, (C1-C4)-alkyl and (C1-C4)-alkoxy,
• and
• where phenyl and 5- to 10-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen, cyano, difluoromethyl, trifluoromethyl, difluoromethoxy, trifluoromethoxy, (C1-C4)-alkyl, (C1-C4)-cycloalkyl, (C1-C4)-alkoxy, (C1-C4)-alkoxycarbonyl and (C1-C4)-alkylsulphonyl,
• where (C1-C4)-alkoxy may be substituted by hydroxy,
• and
• where the phenyl may be substituted on two adjacent carbon atoms by a difluoromethylenedioxy bridge,
• R10 represents hydrogen or (C1-C4)-alkyl,
• or
• R9 and R10 together with the carbon atom to which they are attached form a 3- to 7-membered carbocycle or a 4- to 7-membered heterocycle,
• where the 3- to 7-membered carbocycle and the 4- to 7-membered heterocycle for their part may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, benzyl and (C1-C4)-alkyl,
• with the proviso that the radicals R7 and R9 do not both simultaneously represent phenyl,
• or
• R7 and R9 together with the carbon atoms to which they are attached and the group L1B form a 3- to 7-membered carbocycle or a 4- to 7-membered heterocycle,
• where the 3- to 7-membered carbocycle may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of (C1-C4)-alkyl, fluorine, hydroxy and (C1-C4)-alkoxy,
• with the proviso that not more than one of the radical pairs R7 and R8, R9 and R10 and R7 and R9, respectively, simultaneously forms a carbo- or heterocycle,
• R11 represents hydrogen or (C1-C4)-alkyl,
• where (C1-C4)-alkyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, hydroxy and (C1-C4)-alkoxy,
• R12 represents hydrogen, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, phenyl or benzyl,
• where (C1-C6)-alkyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, hydroxy, (C1-C4)-alkoxy and phenoxy,
• and
• where phenyl and benzyl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen and trifluoromethyl,
• or
• R11 and R12 together with the nitrogen atom to which they are attached form a 4- to 7-membered azaheterocycle,
• where the 4- to 7-membered azaheterocycle may be substituted by 1 or 2 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl, hydroxy, (C1-C4)-alkoxy and 4- to 7-membered heterocyclyl,
• and
• L2 represents a bond or (C1-C4)-alkanediyl,
• R13 represents 5- to 9-membered azaheterocyclyl which is attached via a ring carbon atom,
• where 5- to 9-membered azaheterocyclyl may be substituted by 1 to 5 substituents independently of one another selected from the group consisting of fluorine, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl and benzyl,
• and
• where 5- to 9-membered azaheterocyclyl may be fused to a phenyl ring which for its part may be substituted by 1 or 2 substituents selected from the group consisting of halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy and trifluoromethyl,
• or
• represents adamantyl,
• R4 represents hydrogen,
• R5 represents hydrogen, halogen, cyano, monofluoromethyl, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, difluoromethoxy, trifluoromethoxy, (C1-C4)-alkoxy, amino, 4- to 7-membered heterocyclyl or 5- or 6-membered heteroaryl,
• R6 represents hydrogen, cyano or halogen,
• or a salt thereof.