Ortho, meta-substituted bisaryl compounds, processes for their preparation, their use as medicaments, and pharmaceutical preparations comprising them

A compound of the formula I,

• 52
• in which:
• A1, A2, A3, A4, A5, A6, A7 and A8
• independently of one another are chosen from nitrogen, CH and CR(5), at least four of these groups being CH;
• R(1) is C(O)OR(9), SO2R(10), COR(11), C(O)NR(12)R(13) or C(S)NR(12)R(13);
• wherein R(9), R(10), R(11) and R(12) independently of one another are chosen from CxH2x—R(14);
• where x is 0, 1, 2, 3 or 4, and
• x cannot be 0 if R(14) is OR(15) or SO2Me;
• R(14) is alkyl having 1, 2, 3, 4, 5 or 6 atoms, cycloalkyl having 3, 4, 5, 6, 7, 8, 9, 10 or 11 carbon atoms, CF3, C2F5, C3F7, CH2F, CHF2, OR(15), SO2Me, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenylyl, substituted or unsubstituted furyl, substituted or unsubstituted thienyl or a substituted or unsubstituted N-containing heteroaromatic having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms,
• where the substituted phenyl, substituted naphthyl, substituted biphenylyl, substituted furyl, substituted thienyl and the substituted N-containing heteroaromatic are each independently substituted by 1, 2 or 3 substituents chosen from F, Cl, Br, I, CF3, OCF3, NO2, CN, COOMe, CONH2, COMe, NH2, OH, alkyl having 1, 2, 3 or 4 carbon atoms, alkoxy having 1, 2, 3 or 4 carbon atoms, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino;
• R(15) is alkyl having 1, 2, 3, 4 or 5 carbon atoms, cycloalkyl having 3, 4, 5 or 6 carbon atoms, CF3, substituted phenyl or unsubstituted phenyl,
• wherein the substituted phenyl is substituted by 1, 2 or 3 substituents chosen from F, Cl, Br, I, CF3, NO2, CN, COOMe, CONH2, COMe, NH2, OH, alkyl having 1, 2, 3 or 4 carbon atoms, alkoxy having 1, 2, 3 or 4 carbon atoms, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino;
• and
• R(13) is hydrogen, alkyl having 1, 2, 3 or 4 carbon atoms or CF3;
• R(2) is hydrogen, alkyl having 1, 2, 3 or 4 carbon atoms or CF3;
• R(3) is CyH2y—R(16);
• where y is 0, 1, 2, 3 or 4, and
• y cannot be 0 if R(16) is OR(17) or SO2Me;
• R(16) is alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, cycloalkyl having 3, 4, 5, 6, 7, 8, 9, 10 or 11 carbon atoms, CF3, C2F5, C3F7, CH2F, CHF2, OR(17), SO2Me, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted furyl, substituted or unsubstituted thienyl or a substituted or unsubstituted N-containing heteroaromatic having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms,
• where the substituted phenyl, substituted naphthyl, substituted furyl, substituted thienyl and the substituted N-containing heteroaromatic are each independently substituted by 1, 2 or 3 substituents chosen from F, Cl, Br, I, CF3, OCF3, NO2, CN, COOMe, CONH2, COMe, NH2, OH, alkyl having 1, 2, 3 or 4 carbon atoms, alkoxy having 1, 2, 3 or 4 carbon atoms, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino;
• and
• R(17) is hydrogen, alkyl having 1, 2, 3, 4 or 5 carbon atoms, cycloalkyl having 3, 4, 5 or 6 carbon atoms, CF3, substituted phenyl, unsubstituted phenyl, substituted 2-, 3- or 4-pyridyl, or unsubstituted 2-, 3- or 4-pyridyl,
• where the substituted phenyl and substituted 2-, 3- or 4-pyridyl are each independently substituted by 1, 2 or 3 substituents chosen from F, Cl, Br, I, CF3, OCF3, NO2, CN, COOMe, CONH2, COMe, NH2, OH, alkyl having 1, 2, 3 or 4 carbon atoms, alkoxy having 1, 2, 3 or 4 carbon atoms, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino;
• or
• R(3) is CHR(18)R(19);
• where R(18) is hydrogen or CzH2z—R(16), where R(16) is defined as indicated above;
• z is 0, 1, 2 or 3;
• R(19) is COOH, CONH2, CONR(20)R(21), COOR(22) or CH2OH;
• R(20) is hydrogen, alkyl having 1, 2, 3, 4 or 5 carbon atoms, CvH2v—CF3, substituted CwH2w-phenyl or unsubstituted CwH2w-phenyl,
• where the phenyl ring of the substituted CwH2w-phenyl is substituted by 1, 2 or 3 substituents chosen from F, Cl, Br, I, CF3, NO2, CN, COOMe, CONH2, COMe, NH2, OH, alkyl having 1, 2, 3 or 4 carbon atoms, alkoxy having 1, 2, 3 or 4 carbon atoms, dimethylamino, sulfamoyl, methylsulfonyl and methylsulfonylamino;
• v is 0, 1, 2 or 3;
• w is 0, 1, 2 or 3;
• R(21) is hydrogen or alkyl having 1, 2, 3, 4 or 5 carbon atoms;
• and
• R(22) is alkyl having 1, 2, 3, 4 or 5 carbon atoms;
• R(4) is hydrogen, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms or CF3;
• or
• R(3) and R(4)
• together are a chain of 4 or 5 methylene groups, of which one methylene group can be replaced by —O—, —S—, —NH—, —N(methyl)- or —N(benzyl)-;
• R(5) is F, Cl, Br, I, CF3, NO2, CN, COOMe, CONH2, COMe, NH2, OH, alkyl having 1, 2, 3 or 4 carbon atoms, alkoxy having 1, 2, 3 or 4 carbon atoms, dimethylamino, sulfamoyl, methylsulfonyl or methylsulfonylamino, where in the case that more than one of the radicals A1 to A8 have the meaning CR(5), the radicals R(5) are defined independently of one another;
• R(30) and R(31)
• independently of one another are hydrogen or alkyl having 1, 2 or 3 carbon atoms;
• or
• R(30) and R(31)
• together are a chain of 2 methylene groups
• or a pharmaceutically tolerable salt thereof, in any stereoisomeric form, or a mixture of any such compounds in any ratio.