Substituted benzimidazoles, processes for their preparation, their use as medicaments, and medicaments comprising them

A substituted benzimidazole of formula I

• 22
• in which:
• R1 and R5 are, independently of one another, F, Cl, Br, I, CN, alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• or
• R1 and R5 are cycloalkyl having 3 to 7 carbon atoms, which is unsubstituted or partially or completely substituted by fluorine;
• or
• R1 and R5 are, independently of one another, OH or O-alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• or
• R1 and R5 are, independently of one another, OCOR10, NR11R12, COR13, COOH, COOR14, CONR11R12, or —(O)n—SOmR15, in which n is 0 or 1 and m is 0, 1, or 2;
• or
• R1 and R5 are O-phenyl, in which phenyl is unsubstituted or substituted by one to three substituents selected, independently of one another, from F, Cl, Br, I, alkyl having 1 to 4 carbon atoms, OH, O-alkyl having 1 to 4 carbon atoms, NR16R17, CN, or (C1-C4)-alkylsulfonyl, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• R16 and R17 are, independently of one another, H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• R10 is H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• R11 and R12 are, independently of one another, H, alkyl having 1 to 4 carbon atoms, which is unsubstituted or partially or completely substituted by fluorine, and at least one CH2 group of said alkyl is optionally replaced by O or NR18;
• or
• R11 and R12, together with the nitrogen atom to which they are bonded, form a 5-, 6-, or 7-membered ring;
• or
• R11 and R12 are, independently of one another, COR19 or SO2R20;
• R18, R19, and R20 are, independently of one another, H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• R13 and R14 are alkyl having 1 to 4 carbon atoms, which is unsubstituted or partially or completely substituted by fluorine;
• R15 is alkyl or O-alkyl, in which the alkyl groups have 1 to 4 carbon atoms and are unsubstituted or partially or completely substituted by fluorine;
• or
• R15 is OH or NR21R22;
• R21 and R22 are, independently of one another, H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine, and at least one CH2 group of said alkyl is optionally replaced by O or NR23;
• R23 is H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• or
• R21 and R22, together with the nitrogen atom to which they are bonded, form a 5-, 6-, or 7-membered ring;
• but R1 and R5 cannot simultaneously be Cl or CH3;
• R2, R3, and R4 are H or one of the radicals R2, R3, or R4 is optionally F;
• R6, R7, R8, and R9 are, independently of one another, H, F, Cl, Br, I, CN, alkyl, or O-alkyl, in which the alkyl groups have 1 to 4 carbon atoms and are unsubstituted or partially or completely substituted by fluorine;
• or
• R6, R7, R8, and R9 are cycloalkyl having 3 to 7 carbon atoms, which is unsubstituted or partially or completely substituted by fluorine;
• or
• R6, R7, R8, and R9 are, independently of one another, OH, OCOR24, or NR25R26;
• R24 is H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• R25 and R26 are, independently of one another, H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• or
• R25 and R26 are COR27;
• or
• R25 and R26, together with the nitrogen atom to which they are bonded, form a 5-, 6-, or 7-membered ring, and at least one CH2 group thereof is optionally replaced by O or NR18;
• R27 is H or alkyl having 1 to 4 carbon atoms, in which alkyl is unsubstituted or partially or completely substituted by fluorine;
• or
• a pharmaceutically tolerable salt or trifluoroacetate thereof.