Hexahydrodiazepinoquinolines carrying a substituted alkyl radical

A compound of the formula I

• wherein
• R1 is selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, fluorinated C1-C6-alkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, —C(═O)R9, phenyl, phenyl-C1-C2-alkyl and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated heterocyclic ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO, and SO2 and optionally also 1 or 2 C═O and/or C═S groups as ring members, where the cyclic moieties in the three last-mentioned radicals may be substituted with one or more substituents R10;
• each R2 is independently selected from the group consisting of cyano, nitro, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy-C1-C4-alkyl, fluorinated C1-C6-alkoxy-C1-C4-alkyl, —CH2NR11aR11b, —C(═O)R9, phenyl, phenyl-C1-C2-alkyl, and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO, SO2, C═O and C═S as ring members, where the cyclic moieties in the six last-mentioned radicals may be substituted with one or more substituents R10;
• or
• two radicals R2 bound to the same carbon atom, together with the carbon atom they are bound to, form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring, where the ring may contain 1, 2, 3 or 4 heteroatoms or heteroatom-containing groups selected from the group consisting of O, S, N, SO, SO2, C═O and C═S as ring members, and where the ring may be substituted with one or more substituents R10;
• R3a and R3b, independently of each other, are selected from the group consisting of hydrogen, cyano, nitro, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy-C1-C4-alkyl, fluorinated C1-C6-alkoxy-C1-C4-alkyl, —CH2NR11aR11b, —C(═O)R9, phenyl, phenyl-C1-C2-alkyl, and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO, SO2, C═O, and C═S as ring members, where the cyclic moieties in the six last-mentioned radicals may be substituted with one or more substituents R10;
• R4a and R4b, independently of each other, are selected from the group consisting of hydrogen, cyano, nitro, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy-C1-C4-alkyl, fluorinated C1-C6-alkoxy-C1-C4-alkyl, —CH2NR11aR11b, —C(═O)R9, phenyl, phenyl-C1-C2-alkyl, and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO, SO2, C═O, and C═S as ring members, where the cyclic moieties in the six last-mentioned radicals may be substituted with one or more substituents R10;
• or
• R4a and R4b form together a group ═O or ═S;
• or
• R4a and R4b, together with the carbon atom they are bound to, form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring, where the ring may contain 1, 2, 3 or 4 heteroatoms or heteroatom-containing groups selected from the group consisting of O, S, N, SO, SO2, C═O, and C═S as ring members, and where the ring may be substituted with one or more substituents R10;
• R5a and R5b, independently of each other, are selected from the group consisting of hydrogen, halogen, cyano, nitro, hydroxyl, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, C1-C6-alkoxy-C1-C4-alkyl, fluorinated C1-C6-alkoxy-C1-C4-alkyl, C1-C6-hydroxyalkoxy, C1-C6-alkoxy-C1-C4-alkoxy, C1-C6-alkylthio, fluorinated C1-C6-alkylthio, C1-C6-alkylsulfinyl, fluorinated C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, fluorinated C1-C6-alkylsulfonyl, —NR11aR11b, —CH2NR11aR11b, —NR11aC(O)R9,
• —C(═O)R9, SO2NR11aR11b, C1-C6-alkylcarbonyloxy, fluorinated C1-C6-alkylcarbonyloxy, phenyl, phenyl-C1-C2-alkyl, phenoxy, phenylsulfonyl, benzyloxy and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO, SO2, C═O, and C═S as ring members, where the cyclic moieties in the six last-mentioned radicals may be substituted with one or more substituents R10;
• where R5a and R5b are not simultaneously hydroxyl;
• or
• R5a and R5b, together with the carbon atom they are bound to, form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring, where the ring may contain 1, 2, 3 or 4 heteroatoms or heteroatom-containing groups selected from the group consisting of O, S, N, SO, SO2, C═O, and C═S as ring members, and where the ring may be substituted with one or more substituents R10;
• R6 is C1-C6-alkyl which carries one or more substituents R8;
• each R7 is independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C3-C8-cycloalkenyl, fluorinated C3-C8-cycloalkenyl, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, C1-C6-alkoxy-C1-C4-alkyl, fluorinated C1-C6-alkoxy-C1-C4-alkyl, C1-C6-hydroxyalkoxy, C1-C6-alkoxy-C1-C4-alkoxy, C1-C6-alkylthio, fluorinated C1-C6-alkylthio, C1-C6-alkylsulfinyl, fluorinated C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, fluorinated C1-C6-alkylsulfonyl, —NR11aR11b, —CH2NR11aR11b, —NR11aC(O)R9, —C(═O)R9, SO2NR11aR11b, C1-C6-alkylcarbonyloxy, fluorinated C1-C6-alkylcarbonyloxy, phenyl, phenyl-C1-C2 alkyl, phenoxy phenylsulfonyl, benzyloxy and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of from N, O, S, NO, SO, SO2, C═O, and C═S as ring members, where the cyclic moieties in the six last-mentioned radicals may be substituted with one or more substituents R10;
• each R8 is independently selected from the group consisting of hydroxyl, halogen, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, C1-C6-hydroxyalkoxy, C1-C6-alkoxy-C1-C4-alkoxy, C1-C6-alkylthio, fluorinated C1-C6-alkylthio, C1-C6-alkylsulfinyl, fluorinated C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, fluorinated C1-C6-alkylsulfonyl and —NR11aR11b;
• each R9 is independently selected from the group consisting of hydrogen, cyano, hydroxyl, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, —NR11aR11b, —CH2NR11aR11b, phenyl, phenyl-C1-C2-alkyl, phenoxy, benzyloxy and a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated ring containing 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from the group consisting of N, O, S, NO, SO, SO2, C═O, and C═S as ring members, where the cyclic moieties in the five last-mentioned radicals may be substituted with one or more substituents R10;
• each R10 is independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-hydroxyalkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, C1-C6-alkoxy-C1-C4-alkyl, fluorinated C1-C6-alkoxy-C1-C4-alkyl, C1-C6-hydroxyalkoxy, C1-C6-alkoxy-C1-C4-alkoxy, C1-C6-alkylthio, fluorinated C1-C6-alkylthio, C1-C6-alkylsulfinyl, fluorinated C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, fluorinated C1-C6-alkylsulfonyl, —COOH, —NR11aR11b, —CH2NR11aR11b, C1-C6-alkylcarbonyl, fluorinated C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, fluorinated C1-C6-alkoxycarbonyl, SO2NR11aR11b, C1-C6-alkylcarbonyloxy and fluorinated C1-C6-alkylcarbonyloxy;
• or two radicals R10, together with the atom(s) they are bound to, form a saturated, partially unsaturated or maximally unsaturated 3-, 4-, 5-, 6- or 7-membered carbocyclic or heterocyclic ring, where the heterocyclic ring contains 1, 2 or 3 heteroatoms or heteroatom groups independently selected from the group consisting of from N, O, S, NO, SO, SO2, C═O, and C═S as ring members;
• R11a and R11b, independently of each other and independently of each occurrence, are selected from the group consisting of hydrogen, cyano, C1-C6-alkyl, fluorinated C1-C6-alkyl, C2-C6-alkenyl, fluorinated C2-C6-alkenyl, C2-C6-alkynyl, fluorinated C2-C6-alkynyl, C3-C8-cycloalkyl, fluorinated C3-C8-cycloalkyl, C1-C6-alkoxy, fluorinated C1-C6-alkoxy, C1-C6-alkylcarbonyl, fluorinated C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, fluorinated C1-C6-alkoxycarbonyl, phenyl, and benzyl, where the phenyl moieties in the two last-mentioned radicals may carry 1, 2 or 3 substituents selected from the group consisting of halogen, cyano nitro, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-alkoxy and fluorinated C1-C6-alkoxy;
• or,
• if R11a and R11b are bound to the same nitrogen atom, together with this nitrogen atom may form a 3-, 4-, 5-, 6-, 7- or 8-membered saturated, partially unsaturated or maximally unsaturated heterocyclic ring, where the ring may further contain 1, 2, 3 or 4 heteroatoms or heteroatom-containing groups selected from the group consisting of O, S, N, SO, SO2, C═O, and C═S as ring members, and where the ring may be substituted with one or more substituents selected from the group consisting of halogen, cyano, nitro, C1-C6-alkyl, fluorinated C1-C6-alkyl, C1-C6-alkoxy and fluorinated C1-C6-alkoxy;
• a is 0, 1 or 2;
• and
• b is 0, 1, 2 or 3;
• or an N-oxide, a tautomeric form, a stereoisomer or a pharmaceutically acceptable salt thereof.