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US 7,547,707 B2Granted
Spirocyclic cyclohexane compounds
AssigneeGruenenthal GmbH
InventorsClaudia Hinze, Otto Aulenbacher, Bernd Sundermann, Stefan Oberboersch, Elmar Friderichs, Werner Englberger, Babette-Yvonne Koegel, Klaus Linz, Hans Schick, Helmut Sonnenschein, Birgitta Henkel, Valerie Sarah Rose, Michael Jonathan Lipkin
Life of this patent
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Abstract
Spirocyclic cyclohexane compounds corresponding to formula I a method for producing them, pharmaceutical compositions containing them, and methods of using them.
Claims18
A spirocyclic cyclohexane compound corresponding to formula I
- wherein
- R1 and R2 independently of one another represent H, C1-5-alkyl, branched or unbranched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, or CHO;
- or
- R1 and R2 together represent CH2CH2OCH2CH2, CH2CH2NR11CH2CH2 or (CH2)3-6,
- wherein
- R11 denotes H;
- C1-5-alkyl, in each case saturated or unsaturated, branched or unbranched, mono- or polysubstituted or unsubstituted;
- C3-8-cycloalkyl, in each case saturated or unsaturated, mono- or polysubstituted or unsubstituted;
- aryl-, or heteroaryl, in each case mono- or polysubstituted or unsubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via C1-3-alkyl and are in each case mono- or polysubstituted or unsubstituted;
- R3 represents C1-5-alkyl, in each case saturated or unsaturated, branched or unbranched, mono- or polysubstituted or unsubstituted;
- C3-8-cycloalkyl, in each case saturated or unsaturated, mono- or polysubstituted or unsubstituted;
- aryl, in each case unsubstituted or mono- or polysubstituted;
- aryl or C3-8-cycloalkyl which are bonded via a C1-3-alkylene group and are in each case unsubstituted or mono- or polysubstituted;
- W represents NR4, O or S;
- wherein
- R4 denotes H;
- C1-5-alkyl, saturated or unsaturated, branched or unbranched, unsubstituted or mono- or polysubstituted;
- aryl, or heteroaryl, in each case substituted or unsubstituted;
- aryl, heteroaryl or cycloalkyl which are bonded via a C1-3-alkyl group and are in each case mono- or polysubstituted or unsubstituted;
- COR12;
- SO2R12,
- wherein
- R12 denotes H;
- C1-5-alkyl, in each case saturated or unsaturated, branched or unbranched, mono- or polysubstituted or unsubstituted;
- C3-8-cycloalkyl, in each case saturated or unsaturated, mono- or polysubstituted or unsubstituted;
- aryl-, or heteroaryl, in each case mono- or polysubstituted or unsubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via saturated or unsaturated C1-3-alkyl and are in each case mono- or polysubstituted or unsubstituted;
- OR13;
- NR14R15;
- R5 represents ═O;
- H;
- COOR13, CONR13, OR13;
- C1-5-alkyl, saturated or unsaturated, branched or unbranched, unsubstituted or mono- or polysubstituted;
- C3-8-cycloalkyl, saturated or unsaturated, unsubstituted or mono- or polysubstituted;
- aryl-, or heteroaryl, unsubstituted or mono- or polysubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via C1-3-alkyl and are unsubstituted or mono- or polysubstituted;
- R6 represents H;
- F, Cl, NO2, CF3, OR13, SR13, SO2R13, SO2OR13, CN, COOR13, NR14R15;
- C1-5-alkyl, saturated or unsaturated, branched or unbranched, unsubstituted or mono- or polysubstituted;
- C3-8-cycloalkyl, saturated or unsaturated, unsubstituted or mono- or polysubstituted;
- aryl-, or heteroaryl, unsubstituted or mono- or polysubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via C1-3-alkyl and are unsubstituted or mono- or polysubstituted;
- or
- R5 and R6 together denote (CH2)n, where n=2, 3, 4, 5 or 6, wherein individual hydrogen atoms can also be replaced by F, Cl, Br, I, NO2, CF3, OR13, CN or C1-5-alkyl;
- R7, R8, R9 and R10 independently of one another represent H, F, Cl, Br, I, NO2, CF3, OR13, SR13, SO2R13, SO2OR13, SO2NH2 CN, COOR13, NR14R15;
- C1-5-alkyl, C3-8-cycloalkyl, unsubstituted or mono- or polysubstituted;
- aryl-, or heteroaryl, unsubstituted or mono- or polysubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via C1-3-alkyl and are unsubstituted or mono- or polysubstituted;
- wherein
- R13 denotes H;
- C1-5-alkyl in each case saturated or unsaturated, branched or unbranched, unsubstituted or mono- or polysubstituted;
- C3-8-cycloalkyl, in each case saturated or unsaturated, unsubstituted or mono- or polysubstituted;
- aryl-, or heteroaryl, unsubstituted or mono- or polysubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via C1-3-alkyl and are unsubstituted or mono- or polysubstituted;
- R14 and R15 independently denote H;
- C1-5-alkyl, in each case saturated or unsaturated, branched or unbranched, unsubstituted or mono- or polysubstituted;
- or C3-8-cycloalkyl, in each case saturated or unsaturated, unsubstituted or mono- or polysubstituted;
- aryl-, or heteroaryl, unsubstituted or mono- or polysubstituted;
- or aryl, C3-8-cycloalkyl or heteroaryl which are bonded via C1-3-alkyl and are unsubstituted or mono- or polysubstituted;
- or
- R14 and R15 together form CH2CH2OCH2CH2, CH2CH2NR16CH2CH2 or (CH2)3-6,
- wherein
- R16 denotes H;
- C1-5-alkyl saturated or unsaturated, branched or unbranched, unsubstituted or mono- or polysubstituted;
- X represents NR17;
- wherein
- R17 represents H;
- C1-5-alkyl, saturated or unsaturated, branched or unbranched;
- COR12 or SO2R12,
- wherein, with reference to alkyl, mono- or polysubstituted means substitution of one or more hydrogen radicals by F, Cl, Br, I, —CN, NH2, NH-alkyl, NH-aryl, NH-heteroaryl, NH-cycloalkyl, NH-alkyl-aryl, NH-alkyl-heteroaryl, NH-alkyl-OH, N(alkyl)2, N(alkyl-aryl)2, N(alkyl-heteroaryl)2, N(cycloalkyl)2, N(alkyl-OH)2, NO2, SH, S-alkyl, S-aryl, S-heteroaryl, S-alkyl-aryl, S-alkyl-heteroaryl, S-cycloalkyl, S-alkyl-OH, S-alkyl-SH, OH, O-alkyl, O-aryl, O-heteroaryl, O-alkyl-aryl, O-alkyl-heteroaryl, O-cycloalkyl, O-alkyl-OH, CHO, C(═O)C1-6-alkyl, C(═S)C1-6-alkyl, C(═O)aryl, C(═S)aryl, C(═O) C1-6-alkyl-aryl, C(═S)C1-6-alkyl-aryl, C(═O)-heteroaryl, C (═S)-heteroaryl, C(═O)-cycloalkyl, C(═S)-cycloalkyl, CO2H, CO2-alkyl, CO2-alkyl-aryl, C(═O)NH2, C(═O)NH-alkyl, C(═O)NHaryl, C(═O)NH-cycloalkyl, C(═O)N(alkyl)2, C(═O)N(alkyl-aryl)2, C (═O)N(alkyl-heteroaryl)2, C(═O)N(cycloalkyl)2, SO-alkyl, SO2-alkyl, SO2NH2, SO3H, PO(O—C1-6-alkyl)2, Si(C1-6-alkyl)3, Si(C3-8-cycloalkyl)3, Si(CH2-C3-8-cycloalkyl)3, Si(phenyl)3, cycloalkyl, aryl or heteroaryl on one or different atoms and wherein, with reference to aryl, heteroaryl and cycloalkyl, mono- or polysubstituted means substitution of one or more hydrogen atoms of the ring system by F, Cl, Br, I, CN, NH2, NH-alkyl, NH-aryl, NH-heteroaryl, NH-alkyl-aryl, NH-alkyl-heteroaryl, NH-cycloalkyl, NH-alkyl-OH, N(alkyl)2, N(alkyl-aryl)2, N(alkyl-heteroaryl)2, N(cycloalkyl)2, N(alkyl-OH)2, NO2, SH, S-alkyl, S-cycloalkyl, S-aryl, S-heteroaryl, S-alkyl-aryl, S-alkyl-heteroaryl, S-cycloalkyl, S-alkyl-OH, S-alkyl-SH, OH, O-alkyl, O-cycloalkyl, O-aryl, O-heteroaryl, O-alkyl-aryl, O-alkyl-heteroaryl, O-cycloalkyl, O-alkyl-OH, CHO, C(═O) C1-6-alkyl, C(═S)C1-6-alkyl, C(═O)aryl, C(═S)aryl, C(═O)-C1-6-alkyl-aryl, C(═S)C1-6-alkyl-aryl, C(═O)-heteroaryl, C(═S)-heteroaryl, C(═O)-cycloalkyl, C(═S)-cycloalkyl, CO2H, CO2-alkyl, CO2-alkyl-aryl, C(═O)NH2, C(═O)NH-alkyl, C(═O)NHaryl, C(═O)NH-cycloalkyl, C(═O)N(alkyl)2, C(═O)N(alkyl=aryl)2, C(═O)N(alkyl-heteroaryl)2, C(═O)N(cycloalkyl)2, S(O)-alkyl, S(O)-aryl, SO2-alkyl, SO2-aryl, SO2NH2, SO3H, CF3, ═O, ═S;
- alkyl, cycloalkyl, aryl or heteroaryl;
- on one or different atoms or a physiologically acceptable salt thereof.
70 more elements
Dependencies are inferred from the claim text.