2-thio-substituted imidazole derivatives and the use thereof in the pharmaceutical industry

A 2-thio-substituted imidazole derivative of the formula I

• wherein
• R1 is selected from the group consisting of:
• C1-C6-alkyl which is unsubstituted or substituted by one or two hydroxyl or C1-C4-alkoxy groups or by a nonaromatic heterocyclic radical having 5 or 6 ring atoms and 1 or 2 heteroatoms independently of one another selected from the group consisting of N, O and S,
• C2-C6-alkenyl,
• C3-C6-cycloalkyl,
• aryl which is unsubstituted or substituted by one or more halogen atoms or by a C1-C4-alkylsulfanyl group,
• amino-C1-C4-alkyl, where the amino group is unsubstituted or substituted by one or two C1-C4-alkyl groups,
• aminoaryl, where the amino group is unsubstituted or substituted by one or two C1-C4-alkyl groups,
• aryl-C1-C4-alkyl and
• an aromatic or nonaromatic heterocyclic radical having 5 or 6 ring atoms and 1 or 2 heteroatoms independently of one another selected from the group consisting of N, O and S, which heterocyclic radical is unsubstituted or substituted by 1, 2, 3 or 4 C1-C4-alkyl groups, an aryl or aryl-C1-C4-alkyl group,
• R2 is selected from the group consisting of:
• C1-C6-alkyl,
• phenyl-C1-C4-alkyl, where the phenyl group may have one or two substituents independently of one another selected from the group consisting of C1-C4-alkyl, halogen, C1-C4-alkylsulfanyl, C1-C4-alkylsulfinyl and C1-C4-alkylsulfonyl,
• C2-C6-alkenyl,
• C2-C6-alkenyl which is substituted by one or two halogen atoms and/or phenyl groups, where the phenyl group may independently be substituted by one or two C1-C4-alkyl or halogen atoms,
• C2-C6-alkynyl,
• C2-C6-alkynyl which is substituted by a phenyl group which may be unsubstituted or substituted by one or two C1-C4-alkyl or halogen atoms,
• C1-C6-alkyl which is substituted by a nonaromatic heterocyclic radical having 5 or 6 ring atoms and 1 or 2 heteroatoms independently of one another selected from the group consisting of N, O and S, C1-C4-alkylsulfanyl, C1-C4-alkylsulfinyl or C1-C4-alkylsulfonyl,
• phenyl and
• phenyl which has one or two substituents independently of one another selected from the group consisting of C1-C4-alkyl, halogen, C1-C4-alkylsulfanyl, C1-C4-alkylsulfinyl and C1-C4-alkylsulfonyl, or
• R1 and R2 together are —CH2CH2— or —CH2CH2CH2—,
• R3 is halogen substituted phenyl,
• R4 is 4-pyridyl which is substituted by amino, C1-C4-alkylamino, phenyl-C1-C4-alkylamino or R5CONR6—, where R5 is C1-C4-alkyl, phenyl, which may have one or two substituents independently of one another selected from the group consisting of C1-C4-alkyl, C1-C4-alkoxy and halogen, or C3-C6-cycloalkyl and R6 is H, C1-C4-alkyl or benzyl, and
• with the proviso that, if R1 represents aryl-C1-C5-alkyl or amino-C1-C6-alkyl, where the amino group is unsubstituted or substituted by one or two C1-C4-alkyl groups, R2 represents alkylsulfonyl- or alkylsulfinylaryl-C1-C5-alkyl,
• or an optical isomer or physiologically acceptable salt thereof.