Substituted aminomethyl-phenyl-cyclohexane derivatives

A substituted aminomethyl-phenyl-cyclohexane derivative of formula I or Ia,

• wherein
• R1 and R1′ independently of one another are
• H;
• C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• F;
• Cl;
• Br;
• I;
• NR6R6′;
• NO2;
• CN;
• OR6;
• SR6;
• OC(O)R6;
• C(O)OR6;
• C(O)R6;
• or C(O)NR6′R6′, wherein R6 and R6 independently of one another are
• H;
• C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by N, S or O;
• alkylaryl, saturated or unsaturated and mono-or polysubstituted or unsubstituted;
• or aryl or heteroaryl, in each case mono-or polysubstituted or unsubstituted;
• or
• R1 and R1′together form —CH═CH—CH═CH— to form a naphthyl system which is mono-or polysubstituted,
• X is
• H;
• F;
• Cl;
• Br;
• I;
• CF3;
• OS(O2)C6H4-pCH3;
• or OR7 or OC(O)R7, wherein R7 is
• H;
• C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by an N, S or O;
• alkylaryl, saturated or unsaturated and mono-or polysubstituted or unsubstituted;
• or aryl or heteroaryl, in each case mono-or polysubstituted or unsubstituted;
• or
• in formula Ia where there is no X, a double bond is formed between carbon atoms “A” and “B”, or carbon atoms “B” and “C”,
• R4 and R5 independently of one another are
• H;
• C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by an N, S or O;
• alkylaryl, saturated or unsaturated and mono-or polysubstituted or unsubstituted;
• or aryl or heteroaryl, in each case mono-or polysubstituted or unsubstituted;
• or
• R4 and R5 together form a C4-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by an S, O or NR8, where R8 is H;
• or C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• and
• R2 and R3 independently of one another are
• R9 or YR9, wherein Y is C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, branched or unbranched and mono-or polysubstituted or unsubstituted, and wherein R9 is
• H;
• F;
• Cl;
• Br;
• I;
• CN;
• NO2;
• C1-C18-alkyl, C2-C18-alkenyl or alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by an S, O or NR10, wherein R10 is
• H;
• or C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• OR11, OC(O)R11, OC(O)OR11, OC(S)R11, C(O)R11, C(O)OR11, C(S)R11, C(S)OR11, SR11, S(O)R11 or S(O2)R11, wherein R11 is
• H;
• C1-C18-alkyl, C2-C18-alkenyl or C2-C18-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• or C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by an S, O or NR2, wherein R2 is
• H;
• or C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• alkylaryl, saturated or unsaturated and mono-or polysubstituted or unsubstituted;
• or aryl or heteroaryl, in each case mono-or polysubstituted or unsubstituted;
• NR13R14, NR13C(O)R14, C(O)NR13R14 or S(O2)NR13R14, wherein R13 and R14 independently of one another are
• H;
• O;
• C1-C18-alkyl, C2-C18-alkenyl or C2-C18-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by S, O or NR15, wherein R15 is
• H;
• or C1-C10-alkyl, C2-C10-alkenyl or alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• alkylaryl, saturated or unsaturated and mono-or polysubstituted or unsubstituted;
• or aryl or heteroaryl, in each case mono-or polysubstituted or unsubstituted;
• or
• R13 and R14 together form a C3-C7-cycloalkyl, saturated or unsaturated and mono-or polysubstituted or unsubstituted, or a corresponding heterocyclic radical, in which one carbon atom in the ring is replaced by an S, O or NR16, where R16 is
• H;
• or C1-C10-alkyl, C2-C10-alkenyl or C2-C10-alkinyl, in each case branched or unbranched and mono-or polysubstituted or unsubstituted;
• or
• alkylaryl, aryl or heteroaryl, in each case mono-or polysubstituted or unsubstituted;
• or a diastereomer or an enantiomer thereof, or a salt thereof formed with a physiologically tolerated acid, wherein in connection with alkyl, alkenyl, alkinyl, and cycloalkyl and the “corresponding heterocyclic radical,” the term substituted means the replacement of a hydrogen radical by F, Cl, Br, I, NH2, SH, or OH;
• and polysubstituted radicals means radicals which are substituted more than once either on different or on the same atom, and wherein in respect of aryl, alkylaryl or heteroaryl, mono-or polysubstituted means substitution of the ring system on one or more atoms by F;
• Cl;
• Br;
• I;
• NH2:
• SH;
• OH;
• CF3;
• or mono-or polysubstituted or unsubstituted C1-C5 alkyl, C1-C6 alkoxy, C2-C8 alkenyl, C2-C8 alkinyl;
• or aryl.