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US 2013/0296343 A1Published application
Substituted imidazo- and triazolopyrimidines, imidazo- and pyrazolopyrazines and imidazotriazines
AssigneeBayer Intellectual Property GmbH
InventorsStephan SIEGEL, Andreas WILMEN, Niels SVENSTRUP, Mark Jean GNOTH, Adrian TERSTEEGEN, Ulrich RESTER
Life of this patent
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Abstract
The invention relates to substituted imidazo- and triazolopyrimidines, imidazo- and pyrazolopyrazines and imidazotriazines and processes for their preparation, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, in particular of hematological disorders, preferably of leukopenias and neutropenias.
Claims9
A compound of the formula
- in which
- A represents a group of the formula
- where
- #1 represents the point of attachment to the heterocycle substituted by R1,
- #2 represents the point of attachment to the carbon atom to which R13 is attached,
- #3 represents the point of attachment to the carbon atom to which R4 is attached,
- m represents the number 1, 2, 3 or 4,
- R1 represents hydrogen, C1-C6-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkylmethyl or hydroxycarbonylmethyl,
- R2 represents phenyl,
- where phenyl may be substituted by 1 to 3 substituents, where the substituents are independently of one another selected from the group consisting of hydroxyl, halogen, cyano, trifluoromethyl, trifluoromethoxy, aminocarbonyl, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkoxymethyl, C1-C4-alkylaminomethyl, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, C1-C4-alkylcarbonylamino, C1-C4-alkylsulfonyl, C1-C4-alkylsulfonylamino, C1-C4-alkylaminosulfonyl, phenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, pyrrolidinylmethyl, piperidinylmethyl, morpholinylmethyl and piperazinylmethyl,
- where phenyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, pyrrolidinylmethyl, piperidinylmethyl, morpholinylmethyl and piperazinylmethyl may be substituted by 1 to 3 substituents, where the substituents are independently of one another selected from the group consisting of halogen, cyano, trifluoromethyl, trifluoromethoxy and C1-C4-alkyl,
- R4 represents hydrogen, chlorine or fluorine,
- R13 represents a group of the formula
- where
- * represents the point of attachment to the heterocycle,
- n represents the number 0 or 1,
- X represents NR11, S or O,
- where
- R11 represents hydrogen, C1-C3-alkyl or cyclopropyl,
- Y represents NR12, S or O,
- where
- R12 represents hydrogen, C1-C3-alkyl or cyclopropyl,
- R3 represents 2-pyridyl, pyrimid-2-yl, 2-aminopyrimid-4-yl, 2-cyclopropylaminopyrimid-4-yl, 2-methylaminopyrimid-4-yl, 2-ethylaminopyrimid-4-yl, 1,3-thiazol-2-yl, 1,3-thiazol-4-yl or 1,3-thiazol-5-yl,
- where 2-pyridyl, pyrimid-2-yl, 2-aminopyrimid-4-yl, 1,3-thiazol-2-yl, 1,3-thiazol-4-yl and 1,3-thiazol-5-yl are substituted by 1 to 3 substituents, where the substituents are independently of one another selected from the group consisting of halogen, cyano, nitro, amino, trifluoromethyl, trifluoromethoxy, aminocarbonyl, trifluoromethylcarbonyl, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylamino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl and C3-C6-cycloalkylcarbonyl,
- where alkyl, alkoxy, alkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl and cycloalkylcarbonyl may be substituted by one substituent, where the substituent is selected from the group consisting of halogen, cyano, hydroxyl, amino, trifluoromethyl and C3-C6-cycloalkyl,
- R5 represents hydrogen, C1-C3-alkyl or cyclopropyl,
- R6 represents hydrogen or C1-C3-alkyl,
- R7 represents hydrogen, C1-C3-alkyl or cyclopropyl,
- R8 represents hydrogen or C1-C3-alkyl,
- R9 represents hydrogen, C1-C3-alkyl or cyclopropyl,
- R10 represents hydrogen or C1-C3-alkyl,
- or one of its salts.
29 more elements
Dependencies are inferred from the claim text.