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US 2013/0210824 A1Published application
Substituted fused imidazoles and pyrazoles and use thereof
AssigneeBayer Intellectual Property GmbH
InventorsMarkus FOLLMANN, Johannes-Peter STASCH, Gorden REDLICH, Nils GRIEBENOW, Dieter LANG, Frank WUNDER, Holger PAULSEN, Walter Hübsch
Life of this patent
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Abstract
The present application relates to novel substituted fused imidazoles and pyrazoles, to processes for preparation thereof, to the use thereof, alone or in combinations, for treatment and/or prophylaxis of diseases and to the use thereof producing medicaments for the treatment and/or prophylaxis of diseases, especially for treatment and/or prophylaxis of cardiovascular disorders.
Claims12
A compound of formula (I)
- in which
- A is nitrogen or CR3
- where
- R3 is hydrogen, deuterium, fluorine, chlorine, iodine, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, cyclopropyl, cyclobutyl, phenyl or 5- or 6-membered heteroaryl,
- in which (C1-C4)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, phenyl and 5- or 6-membered heteroaryl may each be substituted by 1 to 3 substituents selected independently from the group consisting of fluorine, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, difluoromethoxy, trifluoromethoxy, (C1-C4)-alkoxy, (C1-C4)-alkoxycarbonyl, cyclopropyl and cyclobutyl,
- L is a #-CR4AR4B—(CR5AR5B)m-## group
- where
- # is the attachment site to the carbonyl group,
- ## is the attachment site to the pyrimidine or triazine ring,
- m is a number 0, 1 or 2,
- R4A is hydrogen, fluorine, (C1-C4)-alkyl, hydroxyl or amino,
- in which (C1-C4)-alkyl may be substituted by 1 to 3 substituents selected independently from the group of fluorine, trifluoromethyl, hydroxyl, hydroxycarbonyl, (C1-C4)-alkoxycarbonyl and amino,
- R4B is hydrogen, fluorine, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, cyano, (C3-C7)-cycloalkyl, difluoromethoxy, trifluoromethoxy or a group of the formula -M-R6,
- in which (C1-C6)-alkyl may be substituted by 1 to 3 substituents selected independently from the group of fluorine, cyano, trifluoromethyl, (C3-C7)-cycloalkyl, difluoromethoxy and trifluoromethoxy,
- and in which
- M is a bond or (C1-C4)-alkanediyl,
- R6 is —(C═O)r—OR7, —(C═O)r—NR7R8, —C(═S)—NR7R8, —NR7—(C═O)—R10, —NR7—(C═O)—OR10, —NR7—(C═O)—NR8R9, —NR7—SO2—NR8R9, —NR7—SO2—R10, —S(O)s—R10, —SO2—NR7R8, 4- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl,
- in which
- r is the number 0 or 1,
- s is the number 0, 1 or 2,
- R7, R8 and R9 are each independently hydrogen, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, 4- to 7-membered heterocyclyl, phenyl or 5- or 6-membered heteroaryl,
- or
- R7 and R8 together with the atom(s) to which they are bonded form a 4- to 7-membered heterocycle,
- in which the 4- to 7-membered heterocycle may in turn be substituted by 1 or 2 substituents selected independently from the group of cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino,
- or
- R8 and R9 together with the atom(s) to which they are bonded form a 4- to 7-membered heterocycle,
- in which the 4- to 7-membered heterocycle may in turn be substituted by 1 or 2 substituents selected independently from the group of cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino,
- R10 is (C1-C6)-alkyl or (C3-C7)-cycloalkyl,
- or
- R7 and R10 together with the atom(s) to which they are bonded form a 4- to 7-membered heterocycle,
- in which the 4- to 7-membered heterocycle may in turn be substituted by 1 or 2 substituents selected independently from the group of cyano, trifluoromethyl, (C1-C6)-alkyl, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethoxy, (C1-C6)-alkoxycarbonyl, amino, mono-(C1-C6)-alkylamino and di-(C1-C6)-alkylamino,
- and
- in which 4- to 7-membered heterocyclyl, phenyl and 5- or 6-membered heteroaryl may each in turn be substituted by 1 to 3 cyano, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, hydroxyl, oxo, thioxo and (C1-C4)-alkoxy,
- and
- in which the aforementioned (C1-C4)-alkyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl and 4- to 7-membered heterocyclyl groups, unless stated otherwise, may each independently additionally be substituted by 1 to 3 substituents selected independently from the group of fluorine, difluoromethyl, trifluoromethyl, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, hydroxyl, difluoromethoxy, trifluoromethoxy, (C1-C4)-alkoxy, hydroxycarbonyl, (C1-C4)-alkoxycarbonyl, amino, phenyl, 4- to 7-membered heterocyclyl and 5- or 6-membered heteroaryl,
- or
- R4A and R4B together with the carbon atom to which they are bonded form a (C2-C4)-alkenyl group, an oxo group, a 3- to 6-membered carbocycle or a 4- to 7-membered heterocycle,
- in which the 3- to 6-membered carbocycle and the 4- to 7-membered heterocycle may each be substituted by 1 or 2 substituents selected independently from the group of fluorine and (C1-C4)-alkyl,
- R5A is hydrogen, fluorine, (C1-C4)-alkyl or hydroxyl,
- R5B is hydrogen, fluorine, (C1-C4)-alkyl or trifluoromethyl,
- the ring Q is 8- to 9-membered heteroaryl,
- R1 is halogen, cyano, difluoromethyl, trifluoromethyl, (C1-C4)-alkyl, hydroxyl, oxo or (C1-C4)-alkoxy,
- n is a number 0, 1 or 2,
- R2 is trifluoromethyl, (C1-C6)-alkyl, (C3-C8)-cycloalkyl, phenyl or 5- or 6-membered heteroaryl,
- where (C1-C6)-alkyl is substituted by a substituent selected from the group of difluoromethyl and trifluoromethyl,
- where (C1-C6)-alkyl may be substituted by 1 to 3 fluorine substituents,
- where (C3-C8)-cycloalkyl may be substituted by 1 or 2 substituents selected independently from the group of fluorine, methyl and methoxy,
- where phenyl is substituted by 1 to 3 fluorine substituents,
- where phenyl may be substituted by 1 or 2 substituents selected independently from the group of methyl and methoxy,
- and
- where 5- and 6-membered heteroaryl may be substituted by 1 or 2 substituents selected independently from the group of fluorine and methyl,
- or a salt, solvate or solvate of the salt thereof.
49 more elements
A compound selected from the group consisting of:
- or a salt, solvate or solvate of the salt thereof.
Dependencies are inferred from the claim text.