Substituted cinnamic, acid guanidides, process for their preparation, their use as a medicament, and medicament comprising them

A compound of the formula I,

• 69
• in which:
• at least one of R(1), R(2), R(3), R(4) and R(5)
• is —Xa—Yb—Ln—U;
• X is CR(16)R(17), O, S or NR(18);
• where R(16), R(17) and R(18)
• independently of one another are H or an alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• a is zero or;
• Y is alkylene having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms, alkylene-T having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms in the alkylene group, T, or T-alkylene having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms in the alkylene group;
• where T is NR(20), phenylene, O or S,
• where the phenylene is not substituted or is substituted by 1-3 substituents chosen from F, Cl, CF3, methyl, methoxy and NR(21)R(22);
• where R(20), R(21) and R(22) independently of one another are H or an alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• b is zero or 1;
• L is O, S, NR(23) or CkH2k;
• where kis1, 2, 3, 4, 5, 6, 7 or 8;
• where R(23)
• is H or an alkyl group having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• n is zero or 1;
• U is
• 70
• or a nitrogen-containing heterocycle having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms, which is substituted by an —SO2NR(30)R(31)— group;
• where R(30) and R(31)
• independently of one another are H or an alkyl group having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms,
• where in the alkyl group, independently of one another, one or more CH2 groups can be replaced by O, NR(35), C═O, S or C═S;
• where R(35)
• is H or alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• or
• R(30) and R(31)
• independently of one another are H, an alkyl having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms, where the alkyl is chosen from partially fluorinated alkyls and completely fluorinated alkyls, (C3-C8)-cycloalkyl, phenyl-(C1-C4)-alkyl or (C3-C8)-cycloalkyl-(C1-C4)-alkyl,
• where in the alkyl or in the cycloalkyl ring, independently of one another, one or more CH2 groups can be replaced by O, NR(35), C═O, S or C═S;
• or
• R(30) and R(31)
• together are 4 or 5 methylene groups,
• where, independently of one another, one or more CH2 groups can be replaced by O, NR(35), C═O, S or C═S;
• or
• R(31) and R(35)
• together are 4 or 5 methylene groups;
• R(32), R(33) and R(34)
• independently of one another are H, F, Cl, Br, I, (C1-C4)-alkyl, partially fluorinated (C1-C4)-alkyl, completely fluorinated (C1-C4)-alkyl, O—(C1-C4)-alkyl, partially fluorinated O—(C1-C4)-alkyl, completely fluorinated O—(C1-C4)-alkyl, NO2, or NR(28)R(29);
• where R(28) and R(29)
• independently of one another are H or an alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• where the N-containing heterocycles are N- or C-bridged and are unsubstituted or are substituted by 1-3 substituents selected from the group consisting of F, Cl, CF3, methyl, methoxy and NR(36)R(37);
• R(36) and R(37)
• independently of one another are H, an alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinateds, and completely fluorinated alkyls, or benzyl;
• and the remaining substituents of R(1), R(2), R(3), R(4) and R(5)
• independently of one another are H, F, Cl, Br, I, SO2NH2, SO2CH3, NO2, NR(24)R(25), CN, unsubstituted (C1-C8)-alkyl, partially fluorinated (C1-C8)-alkyl, completely fluorinated (C1-C8)-alkyl, unsubstituted O—(C1-C8)-alkyl, partially fluorinated O—(C1-C8)-alkyl, completely fluorinated O—(C1-C8)-alkyl, (C3-C8)-cycloalkyl, (C3-C8)-cycloalkyl-(C1-C4)-alkyl or phenyl-(C1-C4)-alkyl,
• where the phenyl is not substituted or is substituted by 1-3 substituents selected from the group consisting of F, Cl, CF3, methyl, methoxy and NR(11)R(12);
• R(11), R(12), R(24) and R(25)
• independently of one another are H or an alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• R(6) and R(7)
• independently of one another are H, F, Cl, Br, I, CN, an alkyl having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls, and completely fluorinated alkyls, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms or phenyl,
• where the phenyl is not substituted or is substituted by 1-3 substituents selected from the group consisting of F, Cl, CF3, methyl, methoxy and NR(14)R(15);
• R(14) and R(15)
• independently of one another are H or an alkyl having 1, 2, 3 or 4 carbon atoms, where the alkyl is chosen from unsubstituted alkyls, partially fluorinated alkyls and completely fluorinated alkyls;
• or a pharmaceutically tolerable salt thereof, in any stereoisomeric form, or a mixture of any such compounds in any ratio.