Indoles and indolines having 5-HT activity

A compound of Formula (I):

• wherein the bond represented by --- is absent or present;
• R1 and R2 are independently hydrogen, halo, C1-8alkyl, C3-8cycloalkyl, hydroxy, cyano, nitro, trifluoromethyl, trifluoromethoxy, C1-8alkoxy, C1-8alkoxycarbonyl, C1-8alkanoyloxy, R7C(═O)—, R8R7NC(═O)—, R8R7N—, aryl, arylC1-8alkylene-, heteroaryl, heteroarylC1-8alkylene-, Het or HetC1-8alkylene-;
• or
• R1 and R2 together are a 3-, 4-, 5-, 6-, 7-, or 8-membered saturated or partially unsaturated chain comprising one or more carbon atoms and optionally comprising one or two oxy(—O—), thio(—S—), sulfinyl(—SO—), sulfonyl(—S(O)2—), or —NR10— in the chain;
• R3 is hydrogen, C1-8alkyl, C3-8cycloalkyl, aryl, heteroaryl, Het, R7C(═O)—, R7OC(═O)—, R7SO2—, R8R7NC(═O)—, R7C(═S)—, R7SC(═O)—, R8R7NC(═S)—, R7SO2—, R8R7NSO2—, R7S(═O)—, R8R7NS(═O)—, RaC1-8alkylene, or RaC1-8alkyleneC(═O)—;
• Ra is aryl, Het, heteroaryl, R7CO2—, R7C(═O)—, R7OC(═O)—, R7O—, R7OC1-8alkyleneO—, R7S—, R7C(═S)—, R7S(═O)—, R7SC(═O)—, R8C(═O)N(R7)—, R8C(═S)N(R7)—, R8R7N—, R8R7NC(═O)—, R8R7NC(═S)—, R8R7NS(═O)—, R8R7NSO2—, R8S(═O)N(R7)—, or R8SO2N(R7)—;
• R4 is hydrogen, C1-8alkyl, C3-8cycloalkyl, aryl, heteroaryl, or Het;
• R5 and R6 are independently hydrogen, halo, C1-8alkyl, C3-8cycloalkyl, hydroxy, cyano, nitro, trifluoromethyl, trifluoromethoxy, C1-8alkoxy, C1-8alkoxycarbonyl, C1-8alkanoyloxy, R7C(═O)—, R8R7NC(═O)—, R8R7N—, aryl, arylC1-8alkylene-, heteroaryl, heteroarylC1-8alkylene-, Het or HetC1-8alkylene-;
• R7 and R8 are independently hydrogen, C1-8alkyl, C3-8cycloalkyl, Het, aryl, heteroaryl, arylC1-8alkylene- or heteroarylC1-8alkylene;
• wherein any aryl, heteroaryl or Het of R1, R2, R3, R4, R5, R6, R7 and R8 is optionally substituted with one or more halo, C1-8alkyl, phenyl, cyano, nitro, trifluoromethyl, trifluoromethoxy, —OR10, —SR10, —SO2R10, —SO2NR10R11, —NR10R11, —C(═O)NR10R11, —NR10C(═O)R11, —NR10C(═O)NR11R12, —CO2R10, —C(═O)R10, —OC(═O)R10, tetrazole, triazole, amidine, guanidine, thioguanidine or cyanoguanidine;
• wherein any C1-8alkyl, C3-8cycloalkyl, C1-8alkoxy, C1-8alkanoyl, C1-8alkoxycarbonyl, or C1-8alkanoyloxy of R1, R2, R5, R6, R7, and R8 is optionally substituted with aryloxy, hydroxy, nitro, halo, cyano, C1-8alkoxy, C1-8alkanoyl, C1-8alkoxycarbonyl, C1-8alkanoyloxy, R10S(O)m—, R11R10NS(O)m—, R11R10N—, or R11R10NC(═O)—;
• wherein R10, R11, and R12 are independently hydrogen, C1-8alkyl, C3-8cycloalkyl, aryl, heteroaryl, arylC1-8alkylene-, or heteroarylC1-8alkylene;
• wherein any C1-8alkyl, C1-8alkylene, C1-8alkoxy, C1-8alkanoyl, C1-8alkoxycarbonyl, C1-8alkanoyloxy or C3-8cycloalkyl that is included in the definition of R1, R2, R3, R4, R5, R6, R7, R8, R10, R11, or R12 is optionally partially unsaturated;
• wherein Het is a monocyclic, bicyclic and tricyclic non-aromatic heterocyclic group, which can be saturated or partially unsaturated, containing at least one heteroatom independently selected from the group consisting of oxygen, nitrogen and sulfur;
• m is 0, 1, or 2;
• or a pharmaceutically acceptable salt thereof.