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US 6,649,616 B2Granted
Substituted phenylcyclohexanecarboxamides and their use
AssigneeBayer Aktiengesellschaft
InventorsErwin Bischoff, Thomas Krahn, Stephan-Nicholas Müller, Holger Paulsen, Joachim Schuhmacher, Henning Steinhagen, Wolfgang Thielemann
Life of this patent
Estimating the term…
Abstract
The present invention relates to substituted phenylcyclohexanecarboxamides of the formula (I) to processes for their preparation and to their use in medicaments, in particular for the prevention and/or treatment of cardiovascular disorders.
Claims16
A compound of the formula (I)
- in which
- D represents a radical
- in which
- R2 represents hydrogen, halogen, hydroxyl, carboxyl, cyano, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-alkyl, C1-C6)-alkoxy or (C1-C6)-alkoxycarbonyl,
- A represents a group of the formula N—R5,
- in which
- R5 represents hydrogen, (C1-C6)-alkyl, (C3-C7)-cycloalkyl, where alkyl and cycloalkyl for their part may be substituted up to three times independently of one another by hydroxyl or mono- or di-(C1-C6)-alkylamino, represents (C6-C10)-aryl, 5- to 10-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and S or 5- or 6-membered heterocyclyl having up to three heteroatoms from the group consisting of N, O and S, where aryl, heteroaryl and heterocyclyl for their part may be substituted up to three times independently of one another by halogen, hydroxyl, cyano, nitro, trifluoromethyl, trifluoromethoxy, (C1-C6)-alkyl, (C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl or mono- or alkylamino,
- R1 represents hydrogen, (C1-C6)-alkyl, which for its part may be substituted by hydroxyl or (C1-C4)-alkoxy, represents (C3-C7)-cycloalkyl, (C6-C10)-aryl, 5- to 10-membered heteroaryl having up to two heteroatoms from the group consisting of N, O and S, where aryl and heteroaryl for their part may be substituted independently of one another by halogen, or represents a radical of the formula —NR7R8 or —OR9,
- in which
- R7 and R8 independently of one another represent hydrogen, (C6-C10)-aryl, adamantyl, (C1-C8)-alkyl, whose chain may be interrupted by one or two oxygen atoms and which may be substituted up to three times independently of one another by hydroxyl, phenyl, trifluoromethyl, (C3-C8)-cycloalkyl, (C1-C6)-alkoxy, mono- or di-(C1-C6)-alkylamino, 5- or 6-membered heterocyclyl having up to three heteroatoms from the group consisting of N, O and S or by 5- to 10-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and S, represent (C3-C8)-cycloalkyl, which may be substituted up to three times independently of one another by (C1-C4)-alkyl, hydroxyl or oxo, or represent 5- or 6-membered heterocyclyl having up to two heteroatoms from the group consisting of N, O and S, where N is substituted by hydrogen or alkyl, or
- R7 and R8 together with the nitrogen atom to which they are attached form a 4- to 7-membered saturated heterocycle which may contain up to two further heteroatoms from the group consisting of N, O and S and which is optionally substituted by hydroxyl, oxo or (C1-C6)-alkyl, which for its part may be substituted by hydroxyl, and
- R9 represents (C6-C10)-aryl, adamantyl, (C1-C8)-alkyl, whose chain may be interrupted by one or two oxygen atoms and which may be substituted up to three times independently of one another by hydroxyl, phenyl, trifluoroomethyl, (C3-C8)-cycloalkyl, (C1-C6)-alkoxy, mono- or alkylamino, 5- or 6-membered heterocyclyl having up to three heteroatoms from the group consisting of N, O and S or by 5- to 10-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and S, represents (C3-C8)-cycloalkyl, which may be substituted up to three times independently of one another by (C1-C4-alkyl, hydroxyl or oxo, or represents 5- or 6-membered heterocyclyl having up to two heteroatoms from the group consisting of N, O and S, where N is substituted by hydrogen or (C1-C4)-alkyl,
- R3 represents (C1-C8)-alkyl, whose chain may be interrupted by a sulphur or oxygen atom or an S(O) or SO2 group, represents phenyl, benzyl or 5- or 6-membered heteroaryl having up to two heteroatoms from the group consisting of N, O and S, where phenyl, benzyl and heteroaryl may be substituted up to three times independently of one another by halogen, trifluoroomethyl, cyano, nitro, hydroxyl, (C1-C6)-alkyl or (C1-C6)-alkoxy, and
- R4 represents a radical of the formula —C(O)—NR10R11,
- in which
- R10 and R11 independently of one another represent hydrogen or (C1-C6)-alkyl,
- with the proviso that at least one heteroaryl moiety or heterocyclyl moiety as defined hereinabove is present in said compound,
- or a pharmaceutically acceptable salts, hydrates, hydrates of the salts or solvates thereof.
15 more elements
Dependencies are inferred from the claim text.