1-cyclohexyl-2-phenylaminobenzimidazoles as midh1 inhibitors for the treatment of tumors

A compound of formula (I)

• in which:
• R1 represents a halogen atom or group selected from:
• C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1-C6-haloalkoxy, cyano, (C1-C6-alkyl)-S—, and (C1-C6-haloalkyl)-S—;
• R2 represents a hydrogen atom;
• R3 represents a hydrogen atom;
• R4 represents a hydrogen atom;
• R5 represents a phenyl or heteroaryl group;
• wherein said group is optionally substituted, with one or more substituents, which are independently of each other selected from:
• halo-, cyano, C1-C6-alkyl, C3-C6-cycloalkyl, 1-C6-haloalkyl, C1-C6-haloalkoxy, nitro, R13O—, R13S—, R13OC(═O)—(C1-C6-alkyl)-, R13OC(═O)—(C2-C6-alkenyl)-, R13OC(═O)—(C1-C6-alkoxy)-, R14(R15)NC(═O)—(C1-C6-alkyl)-, R14(R15)NC(═O)—(C2-C6-alkenyl)-, R14(R15)NC(═O)—(C1-C6-alkoxy)-, (C1-C6-alkyl)-S—, (C1-C6-alkyl)-S(═O)—, (C1-C6-alkyl)-S(═O)2—, (C1-C6-haloalkyl)-S—, —C(═O)OR13, —C(═O)N(R14)R15, —C(═O)N(R14)S(═O)2R16, —N(R14)R15, —N(R14)C(═O)R16, —N(R14)C(═O)R17, —N(R14)S(═O)2R16, —S(═O)2OR13, and —S(═O)2N(R14)R15;
• R6 represents a hydrogen atom or a halogen atom or group selected from:
• C1-C6-alkyl, and C1-C6-alkoxy;
• R7 represents a hydrogen atom;
• R8 represents a C1-C3-alkyl group;
• R9, R10, and R11
• are independently of each other selected from:
• hydrogen and C1-C3-alkyl;
• R12 represents a hydrogen atom;
• R13 represents a hydrogen atom or a group selected from:
• C1-C6-alkyl, C3-C6-cycloalkyl, HO—(C2-C6-alkyl)-, and (C1-C3-alkoxy)-(C2-C6-alkyl)-;
• R14 and R15
• are independently of each other selected from:
• hydrogen, C1-C6-alkyl, C3-C6-cycloalkyl, HO—(C2-C6-alkyl)-, (C1-C3-alkoxy)-(C2-C6-alkyl)-, C1-C6-haloalkyl, H2N—(C2-C6-alkyl)-, (C1-C3-alkyl)N(H)(C2-C6-alkyl)-, (C1-C3-alkyl)2N(C2-C6-alkyl)-, R13OC(═O)—(C1-C6-alkyl)-, 4- to 6-membered heterocycloalkyl, phenyl, heteroaryl, phenyl-(C1-C6-alkyl)-, and heteroaryl-(C1-C6-alkyl)-;
• wherein phenyl and heteroaryl groups are optionally substituted with one or two substituents, which are independently of each other selected from:
• C1-C3-alkyl, C3-C6-cycloalkyl, C1-C3-alkoxy, C3-C6-cycloalkyloxy, C1-C3-haloalkyl, C1-C3-haloalkoxy, halogen, cyano, —C(═O)OR13, and —C(═O)NH2;
• or
• R14 and R15
• together with the nitrogen atom to which they are attached form a 4-6-membered heterocycloalkyl;
• said 4-6-membered heterocycloalkyl being optionally substituted with one substituent selected from:
• C1-C3-alkyl, C1-C3-haloalkyl, C1-C3-alkoxy, C1-C3-haloalkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, amino, hydroxy, halogen, and cyano;
• or said 4-6-membered heterocycloalkyl being optionally substituted with one or two halogen atoms;
• R16 represents a hydrogen atom or a group selected from:
• C1-C6-alkyl, HO—(C1-C6-alkyl)-, C3-C6-cycloalkyl, HO—(C3-C6-cycloalkyl)-, C1-C6-haloalkyl, (C1-C3-alkoxy)-(C1-C6-alkyl)-, phenyl, heteroaryl, and 4- to 6-membered heterocycloalkyl;
• wherein phenyl and heteroaryl groups are optionally substituted with one or two substituents, which are independently of each other selected from:
• C1-C3-alkyl, C3-C6-cycloalkyl, C1-C3-alkoxy, C3-C6-cycloalkyloxy, C1-C3-haloalkyl, C1-C3-haloalkoxy, halogen, cyano, —C(═O)OR13, and —C(═O)N(R14)R15;
• R17 represents a group selected from:
• —N(R14)R15 and C1-C6-alkoxy;
• or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same.