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US 2011/0218201 A1Published application
Novel pyrazolone-derivatives and their use as pde-4 inhibitors
AssigneeNYCOMED GmbH
InventorsImre Schlemminger, Beate Schmidt, Dieter Flockerzi, Hermann Tenor, Christof Zitt, Armin Hatzelmann, Degenhard Marx, Clemens Braun, Raimund Külzer, Anke Heuser, Hans-Peter Kley, Geert Jan Sterk
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Abstract
The compounds of Formula (I), are novel effective inhibitors of the type 4 phosphodiesterase.
Claims21
A compound of formula 1
- wherein
- R1 represents a phenyl derivative of formulae (a), (b) or (c)
- wherein
- R2 is 1-2C-alkoxy or 1-2C-alkoxy which is completely or predominantly substituted by fluorine,
- R3 is 1-2C-alkoxy, 3-5C-cycloalkoxy, 3-5C-cycloalkylmethoxy or 1-2C-alkoxy which is completely or predominantly substituted by fluorine,
- R4 is 1-2C-alkoxy or 1-2C-alkoxy which is completely or predominantly substituted by fluorine;
- R5 is 1-2C-alkyl and
- R6 is hydrogen or 1-2C-alkyl,
- or R5 and R6 together and with inclusion of the two carbon atoms, to which they are bonded, form a spiro-linked 5- or 6-membered hydrocarbon ring,
- R7 is 1-2C-alkoxy or 1-2C-alkoxy which is completely or predominantly substituted by fluorine,
- R8 is 1-2C-alkyl and
- R9 is hydrogen or 1-2C-alkyl,
- or R8 and R9 together and with inclusion of the two carbon atoms, to which they are bonded, form a spiro-linked 5- or 6-membered hydrocarbon ring,
- R10 is 1-3C-alkyl and
- R11 is 1-3C-alkyl,
- or R10 and R11 together with the carbon atom, to which they are bonded, form a spiro-linked 3-, 4-, 5- or 6-membered hydrocarbon ring,
- A is C(O) or S(O)2,
- R12 is phenyl, naphthalenyl, pyridinyl, quinolinyl, isoquinolinyl, quinoxalinyl, 1,6-naphthyridinyl, 1,8-naphthyridinyl, indolyl, phenyl substituted by R13, R14, R15 and R16, pyridinyl substituted by R17 and R18, naphthalenyl substituted by R19 and R20, quinolinyl substituted by R21 or indolyl substituted by R22,
- wherein
- R13 is halogen, cyano, hydroxy, hydroxycarbonyl, 1-4C-alkyl, trifluoromethyl, 1-4C-alkoxy, 1-4C-alkoxy which is completely or predominantly substituted by fluorine, 3-7C-cycloalkyloxy, 3-7C-cycloalkylmethoxy, benzyloxy, 2,6-dichlorobenzyloxy, amino, mono- or di-1-4C-alkylamino, aminocarbonyl, mono- or di-1-4C-alkylaminocarbonyl, aminocarbonyl-1-4C-alkoxy, 1-4C-alkylcarbonylamino, 1-4C-alkylcarbonyloxy, 1-4C-alkoxycarbonyl or 1-4C-alkoxycarbonyl-1-4C-alkoxy,
- R14 is hydrogen, halogen, 1-4C-alkyl, 1-4C-alkoxy, 1-4C-alkoxy which is completely or predominantly substituted by fluorine, 1-4C-alkoxycarbonyl, amino or mono- or di-1-4C-alkylamino,
- R15 is hydrogen, halogen or 1-4C-alkyl,
- R16 is hydrogen or 1-4C-alkyl,
- R17 is halogen, 1-4C-alkyl, trifluoromethyl, 1-4C-alkoxy, amino, mono- or di-1-4C-alkylamino, piperidinyl or morpholinyl,
- R18 is hydrogen, halogen, 1-4C-alkyl or 1-4C-alkoxy,
- R19 is halogen, hydroxy, 1-4C-alkyl, 1-4C-alkoxy, amino or mono- or di-1-4C-alkylamino,
- R20 is hydrogen, 1-4C-alkyl or 1-4C-alkoxy,
- R21 is 1-4C-alkyl,
- R22 is 1-4C-Alkyl,
- or a salt, a stereoisomer or a salt of a stereoisomer of the compound.
27 more elements
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Dependencies are inferred from the claim text.