Cycloalkano-indole and -azaindole derivatives
AssigneeBayer Aktiengesellschaft
InventorsUlrich Muller, Richard Connell, Siegfried Goldmann, Rudi Grutzmann, Martin Beuck, Hilmar Bischoff, Dirk Denzer, Anke Domdey-Bette, Stefan Wohlfeil
Life of this patent
Estimating the term…
Abstract
Cycloalkano-indole and -azaindole derivatives are prepared by reaction of appropriately substituted carboxylic acids with amines. The cycloalkano-indole and -azaindole derivatives are suitable as active compounds for medicaments, preferably antiatherosclerotic medicaments.
Claims9
Cycloalkano-indole and -azaindole derivatives of the general formula (I)
- 349
- in which
- R1 and R2, including the double bond connecting them, together form a phenyl or pyridyl ring or a ring of the formula
- 350
- wherein
- R8 denotes hydrogen or straight-chain or branched alkyl having up to 4 carbon atoms,
- R3 and R4, including the double bond connecting them, together form a phenyl ring or a 4- to 8-membered cycloalkene or oxocycloalkene radical,
- or ring systems mentioned under R1/R2 and R3/R4 optionally being substituted up to 3 times by identical or different halogen, trifluoromethyl, carboxyl or hydroxyl substituents, by straight-chain or branched alkoxy or alkoxycarbonyl each having up to 6 carbon atoms or by straight-chain or branched alkyl having up to 6 carbon atoms, which, for its part, can be substituted by hydroxyl or by straight-chain or branched alkoxy having up to 4 carbon atoms,
- D represents hydrogen, cycloalkyl having 4 to 12 carbon atoms or straight-chain or branched alkyl having up to 12 carbon atoms,
- E represents the —CO— or —CS— group,
- L represents an oxygen or sulphur atom or a group of the formula —NR9,
- wherein
- R9 denotes hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms, which is optionally substituted by hydroxyl or phenyl,
- R5 represents phenyl or a 5- to 7-membered saturated or unsaturated heterocycle having up to 3 heteroatoms from the series consisting of S, N and/or O,
- the cycles optionally being substituted up to 3 times by identical or different nitro, carboxyl, halogen or cyano substituents or by straight-chain or branched alkenyl or alkoxycarbonyl each having up to 6 carbon atoms or by straight-chain or branched alkyl having up to 6 carbon atoms, which is optionally substituted by hydroxyl, carboxyl or by straight-chain or branched alkoxy or alkoxycarbonyl each having up to 6 carbon atoms,
- and/or the cycles optionally being substituted by a group of the formula —OR10 or —NR11R12,
- wherein
- R10 denotes hydrogen or straight-chain or branched alkyl or alkenyl each having up to 6 carbon atoms,
- R11 and R12 are identical or different and denote phenyl, hydrogen or straight-chain or branched alkyl having up to 6 carbon atoms or straight-chain or branched acyl having up to 8 carbon atoms, which is optionally substituted by a group of the formula —NR13R14,
- wherein
- R13 and R14 are identical or different and denote hydrogen or straight-chain or branched acyl having up to 8 carbon atoms,
- R6 represents hydrogen, carboxyl or straight-chain or branched alkoxycarbonyl having up to 5 carbon atoms,
- or represents straight-chain or branched alkyl having up to 6 carbon atoms, which is optionally substituted by hydroxyl or by a group of the formula —O—CO—R15,
- wherein
- R15 denotes phenyl which is optionally substituted up to 3 times by identical or different halogen or hydroxyl substituents or by straight-chain or branched alkyl having up to 5 carbon atoms, or straight-chain or branched alkyl or alkenyl each having up to 22 carbon atoms, each of which is optionally substituted by a group of the formula —OR16,
- wherein
- R16 is hydrogen, benzyl, triphenylmethyl or straight-chain or branched acyl having up to 6 carbon atoms,
- R7 represents hydrogen or
- R6 and R7 together represent the group of the formula ═O, if appropriate in an isomeric form, and their salts.
Cycloalkano-indoles and -azaindoles according to clain 1 wherein such corn pound is 2-(R,S)-2-[4-(2,4-Dimethyl-α-carbolin-9-yl)-methyl-phenyl]-2-cyclopentyl-acetic acid [N-(1-(R,S)-1-phenyl-1 carboxy-methyl]-amide of the formula
- 356
- in form of their isomeres, their racemates and salts thereof.
Dependencies are inferred from the claim text.