Process for Preparing Spirocyclic Cyclohexane Compounds and Methods of Using Such Compounds

A process for preparing 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 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 denotes NR17, and R17 denotes 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)C1-16-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,
• said process comprising reacting a spirocyclic cyclohexane compound in which X denotes NH, in the presence of a base with an anhydride or an acid chloride.

A process for preparing 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 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 denotes SO or SO2,
• 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)C1-16-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,
• said process comprising oxidizing a spirocyclic cyclohexane compound in which X denotes S with an oxidizing agent.

A pharmaceutical composition comprising at least one 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 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 O, S, SO, SO2 or 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)C1-16-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;
• and
• at least one physiologically acceptable additive, auxiliary substance or further active compound.

A method of treating pain, said method comprising administering to a patient in need thereof an effective amount of 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 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 O, S, SO, SO2 or 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.

A method of treating a condition selected from the group consisting of anxiety, stress and stress-associated syndromes, depression, epilepsy, Alzheimer's disease, senile dementia, general cognitive dysfunctions, impaired learning and memory, withdrawal symptoms, alcohol abuse, drug abuse, sexual dysfunction, cardiovascular disease, hypotension, hypertension, tinitus, pruritus, migraine, impaired hearing, deficient intestinal motility, impaired food intake, anorexia, obesity, locomotor disorders, diarrhea, cachexia, urinary incontinence, muscle spasms, and drug withdrawal symptoms, or for anticonvulsive or anaesthetic treatment or co-administration with an opioid analgesic or with an anaesthetic, or for diuresis or antinatriuresis, anxiolysis, modulation of motor activity, modulation of neurotransmitter secretion and treatment of associated neurodegenerative diseases, or reducing the addiction potential of opioids, said method comprising administering to a patient in need thereof an effective amount of 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 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, SO20R13, 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, SO20R13, 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 O, S, SO, SO2 or 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.