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US 8,796,305 B2Granted
Carboxy-substituted imidazo[1,2-a]pyridinecarboxamides and their use
AssigneeBayer Pharma Aktiengesellschaft
InventorsAlexandros Vakalopoulos, Ingo Hartung, Markus Follman, Rolf Jautelat, Niels Lindner, Dirk Schneider, Frank Wunder, Johannes-Peter Stasch, Gorden Redlich, Volkhart Min-Jian Li
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Abstract
The present application relates to novel substituted imidazo[1,2-a]pyridine-3-carboxamides, to processes for their preparation, to their use alone or in combinations for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of cardiovascular disorders.
Claims6
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, (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,
- 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, 5- or 6-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, trifluoromethyl, difluoromethoxy, trifluoromethoxy, hydroxy, (C1-C4)-alkoxy, phenyl, phenoxy and benzyloxy,
- where phenyl, phenoxy and benzyloxy for their part may be substituted by 1 or 2 halogen 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- or 6-membered heteroaryl may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of halogen, cyano, trifluoromethyl, (C1-C4)-alkyl, (C1-C4)— alkoxy and (C1-C4)-alkylsulphonyl,
- 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 may be substituted by 1 to 3 substituents independently of one another selected from the group consisting of fluorine and (C1-C4)-alkyl,
- R9 represents hydrogen or (C1-C6)-alkyl,
- R10 represents hydrogen or (C1-C4)-alkyl,
- R11 represents hydrogen or (C1-C4)-alkyl,
- m represents 1, 2 or 3,
- n represents 0, 1 or 2,
- R4 represents hydrogen,
- R5 represents hydrogen, halogen, cyano, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, (C3-C7)-cycloalkyl, (C2-C4)-alkynyl, difluoromethoxy, trifluoromethoxy or (C1-C4)-alkoxy,
- R6 represents hydrogen or halogen,
- and its N-oxides, salts, solvates, salts of the N-oxides and solvates of the N-oxides and salts.
31 more elements
Dependencies are inferred from the claim text.