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US 8,044,060 B2Granted
6-cyclylmethyl- and 6-alkylmethyl pyrazolo[3,4-D]pyrimidines, methods for their preparation and methods for their use to treat impairments of perception, concentration learning and/or memory
AssigneeBoehringer Ingelheim International GmbH
InventorsMartin Hendrix, Lars Bärfacker, Christina Erb, Frank-Thorsten Hafner, Heike Heckroth, Dagmar Karthaus, Adrian Tersteegen, Franz-Josef van der Staay, Marja van Kampen
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Abstract
Described are 6-cyclylmethyl- and 6-alkylmethyl-substituted pyrazolo[3,4-d]pyrimidines of the formula (I): as defined herein, processes for their preparation and their use for producing medicaments for treating impairment of perception, concentration, learning and/or memory.
Claims11
A compound of the formula
- in which
- R1 is C1-C8-alkyl, C2-C6-alkenyl, C2-C6-alkynyl or C3-C8-cycloalkyl, where C1-C8-alkyl is optionally substituted by oxo, and
- where C1-C8-alkyl, C2-C6-alkenyl, C2-C6-alkynyl and C3-C8-cycloalkyl are optionally substituted by up to 3 radicals independently of one another selected from the group of C1-C6-alkyl, C1-C6-alkoxy, hydroxycarbonyl, cyano, amino, nitro, hydroxy, C1-C6-alkylamino, halogen, trifluoromethyl, trifluoromethoxy, C6-C10-arylcarbonylamino, C1-C6-alkylcarbonylamino, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C6-C10-arylaminocarbonyl, heteroarylaminocarbonyl, heteroarylcarbonylamino, C1-C6-alkylsulphonylamino, C1-C6-alkylsulphonyl, C1-C6-alkylthio,
- where
- C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylamino, C6-C10-arylcarbonylamino, C1-C6-alkylcarbonylamino, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C6-C10-arylaminocarbonyl, heteroarylaminocarbonyl, heteroarylcarbonylamino, C1-C6-alkylsulphonylamino, C1-C6-alkylsulphonyl and C1-C6-alkylthio are optionally substituted by one to three radicals independently of one another selected from the group of hydroxy, cyano, halogen, trifluoromethyl, trifluoromethoxy, hydroxycarbonyl and a group of the formula —NR3R4,
- where
- R3 and R4 are independently of one another hydrogen or C1-C6-alkyl,
- or
- R3 and R4 together with the nitrogen atom to which they are bonded are 5- to 8-membered heterocyclyl,
- R2 is phenyl or heteroaryl, where phenyl is substituted by 1 to 3 radicals and heteroaryl is optionally substituted by 1 to 3 radicals in each case independently of one another selected from the group of C1-C6-alkyl, C1-C6-alkoxy, hydroxycarbonyl, cyano, trifluoromethyl, trifluoromethoxy, amino, nitro, hydroxy, C1-C6-alkylamino, halogen, C6-C10-arylcarbonylamino, C1-C6-alkylcarbonylamino, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C6-C10-arylaminocarbonyl, heteroarylaminocarbonyl, heteroarylcarbonylamino, C1-C6-alkylsulphonylamino, C1-C6-alkylsulphonyl and C1-C6-alkylthio,
- where C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylamino, C6-C10-arylcarbonylamino, C1-C6-alkylcarbonylamino, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C6-C10-arylaminocarbonyl, heteroarylaminocarbonyl, heteroarylcarbonylamino, C1-C6-alkylsulphonylamino, C1-C6-alkylsulphonyl and C1-C6-alkylthio are optionally substituted by one to three radicals independently of one another selected from the group of hydroxy, cyano, halogen, trifluoromethyl, trifluoromethoxy, hydroxycarbonyl and a group of the formula —NR3R4,
- where
- R3 and R4 have the meanings indicated above,
- or a salt thereof.
11 more elements
Dependencies are inferred from the claim text.