Substituted α, β-anellated butyrolactones

Compounds of the general formula (I)

• in which
• A represents radicals of the formulae —CH2—, —CO—, —CR4(OH)— or —(CH2)a—CHR5—,
• in which
• a represents a number 0, 1, 2, 3 or 4,
• R4 represents hydrogen or (C1-C6)-alkyl
• and
• R5 represents phenyl,
• or
• represents (C2-C8)-alkanediyl, (C2-C6)-alkenediyl or (C2-C6)-alkinediyl,
• R1 is a morpholine ring attached to A via the nitrogen atom,
• wherein said ring systems is optionally mono- to polysubstituted by identical or different substituents selected from the group consisting of halogen, cyano, nitro, trifluoromethyl, hydroxyl, (C1-C6)-alkoxy, (C1-C6)-alkyl-carbonyl and (C3-C6)-cycloalkyl, phenyl, phenoxy, benzyloxy and a 5- to 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O, which for their part may be substituted up to three times by identical or different substituents from the group consisting of cyano and halogen,
• and/or are substituted by (C1-C6)-alkyl and (C2-C6)-alkylene, which for their part may be substituted by halogen, (C6-C10)-aryl or by radicals of the formula SR8, —OR9 or —NR10R11 or
• in which
• R8 represents (C1-C6)-alkyl or phenyl,
• R9 represents hydrogen or (C1-C6)-alkyl,
• and
• R10 and R11 are identical or different and represent hydrogen, phenyl or (C1-C6)-alkyl, which is optionally substituted by phenyl, which for its part may be mono- to polysubstituted by identical or different substituents from the group consisting of halogen, nitro, hydroxyl and (C1-C6)-alkoxy,
• or
• R10 and R11 together with the nitrogen atom form a radical of the formula
• in which
• G represents an oxygen atom, a —CH2— group or a radical of the formula —NR12—,
• in which
• R 12 represents hydrogen, phenyl, benzyl, (C1-C6)-alkyl, (C1-C6)-alkoxy-carbonyl or a 5- to 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O,
• and/or are substituted by groups of the formulae —CO2—R13, —NR14R15, —NR16CO—R17, —NR18CO2—R19 and —CO—NR20R21,
• in which
• R13 represents hydrogen, or
• represents (C1-C9)-alkyl or (C2-C6)-alkenyl, which for their part may be substituted by radicals of the formulae
• (C6-C10)-aryl or by a 5- to 7-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O,
• in which
• d represents a number 1 or 2,
• or
• represents (C6-C10)-aryl, which is optionally substituted by phenyl, which for its part may be substituted by cyano or halogen,
• R14and R15 are identical or different and represent hydrogen, (C3-C6)-cycloalkyl, phenyl or (C1-C6)-alkyl, which is optionally substituted by (C3-C6)-cycloalkyl or phenyl, which for its part may be mono- to polysubstituted by identical or different substituents from the group consisting of halogen, hydroxyl or (C1-C6)-alkoxy,
• R16 represents hydrogen or (C1-C6)-alkyl,
• R17 represents hydrogen, adamantyl, (C3-C8)-cycloalkyl, (C2-C6)-alkenyl or (C1-C12)-alkyl which is optionally substituted by adamantyl, (C3-C6)-cycloalkyl, (C6-C10)-aryl, phenoxy or a 5- to 6-membered aromatic heterocycle having up to 4 heteroatoms from the group consisting of S, N and/or O, where aryl and the heterocycle for their part may be mono- to polysubstituted by identical or different substituents from the group consisting of (C1-C6)-alkyl, (C1-C6)-alkoxy, hydroxyl, nitro or halogen,
• and/or alkyl is optionally substituted by a radical of the formula
• in which
• e represents a number 0 or 1 and
• R22 represents (C1-C6)-alkyl or (C1-C10)-aryl, which is optionally mono- to polysubsituted by identical or different substituents from the group consisting of halogen, nitro, hydroxyl and (C1-C6)-alkoxy,
• or
• represents (C6-C10)-aryl or a 5- to 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O, which for their part may optionally be mono- to polysubstituted by identical or different substituents from the group consisting of (C1-C6)-alkoxy, (C1-C6)-alkyl, hydroxyl, nitro and halogen,
• or
• represents a radical of the formula
• in which
• L and M are identical or different and represent hydrogen or halogen,
• R23 and R24 have the meaning of R10 and R11 given above,
• R18 has the meaning of R16 given above,
• R19 represents (C3-C8)-cycloalkyl, or represents (C1-C8)-alkyl or (C2-C8)-alkenyl, which for their part are optionally substituted by substituents selected from the group consisting of halogen, phenyl, hydroxyl, morpholinyl, (C3-C8)-cycloalkyl and by a group of the formula —SiR25R26R27,
• in which
• R25, R26 and R27 are identical or different and represent (C1-C6)-alkyl,
• R20 and R21 are identical or different and represent hydrogen, adamantyl, (C3-C8)-cycloalkyl, phenyl, phenoxy-substituted phenyl or a 5- to 6-membered, aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O, or
• represent (C2-C8)-alkenyl, (C1-C12)-alkyl or (C2-C6)-alkinyl, which are optionally substituted by hydroxyl, (C3-C6)-cycloalkyl, (C1-C6)-alkoxy, halogen, hydroxyl, trifluoromethyl, phenyl or by a 5- to 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and/or O, where the ring systems are optionally substiutted up to 2 times by identical or different substituents from the group consisting of (C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl, halogen, phenoxy, hydroxyl and (C1-C6)-alkyl,
• and/or the alkyl listed under R20/R21 is optionally substituted by radicals of the formulae
• in which
• R28 and R29 are identical or different and represent hydrogen or (C1-C6)-alkyl,
• or
• represents a radical of the formula
• in which
• R30 has the meaning of R12 given above
• or
• R20 and R21 together with the nitrogen atom form a radical of the formula
• in which
• G′ has the meaning of G given above,
• R2 and R3 are identical or different and represent hydrogen or (C1-C6)-alkyl,
• and
• D and E together form radicals of the formulae
• in which
• R31, R32, R33, R34, R35, R36, R37 and R38 are identical or different and represent hydrogen, phenyl or (C1-C6)-alkyl,
• and their pharmaceutically acceptable salts.