| abstract |
Substituted aromatic sulfonamides, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for the manufacture of a pharmaceutical composition for the treatment or prophylaxis of a disease. Claim 1: A compound of formula (1) characterized in that: X represents C-R²ᵃ or N; R¹ represents a group selected from the group of formulas (2), where * indicates the point of union of said group with the rest of the molecule; R² represents phenyl or heteroaryl, wherein said phenyl or heteroaryl groups are optionally substituted one to three times with R¹¹, independently in each case the same or different from each other, or are substituted once with R¹¹ᵃ and optionally once or twice with R¹¹ , independently in each case the same or different from each other, or substituted with two adjacent R¹¹ substituents that together represent a methylenedioxy group to form a 5-membered ring; R²ᵃ represents hydrogen, cyano, nitro, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl; R²ᵇ represents hydrogen, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl; R²ᶜ represents hydrogen, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl, where not less than one of R²ᵃ, R²ᵇ and R²ᶜ represents hydrogen; R³ represents hydrogen or fluoro; R⁴ represents hydrogen, fluoro, methyl or OH; R⁵ represents hydrogen or C₁₋₃-alkyl; R⁶ represents halogen, cyano, nitro, OH, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy or F₃CS-; R⁶ᵃ and R⁶ᵇ are the same or different and represent, independently from each other, respectively, R⁶ᵃ hydrogen, halogen, hydroxy, nitro, cyano, C₁₋₄-alkyl, C₃₋₆-cycloalkyl, C₁₋₄-haloalkyl, C₁₋₄ -alkoxy, C₁₋₄-haloalkoxy, HO- (C₂₋₄-alkoxy) -, (C₁₋₄-alkoxy) - (C₂₋₄-alkoxy) -, R⁹R¹⁰N-, R⁸-C (O) -NH-, R⁸-C (O) -, R⁸-OC (O) -, R⁹R¹⁰N-C (O) - or (C₁₋₄-alkyl) -SO₂-; R⁶ᵇ hydrogen, halogen, hydroxy, nitro, cyano, C₁₋₄-alkyl, C₃₋₆-cycloalkyl, C₁₋₄-haloalkyl, C₁₋₄-haloalkoxy, HO- (C₂₋₄-alkoxy) -, (C₁₋₄ -alkoxy) - (C₂₋₄-alkoxy) -, R⁹R¹⁰N-, R⁸-C (O) -NH-, R⁸-C (O) -, R⁸-OC (O) -, R⁹R¹⁰N-C (O) - or (C₁₋₄-alkyl) -SO₂-; or R⁶ᵃ and R⁶ᵇ adjacent to each other together represent a group selected from -O-CH₂-CH₂-, -O-CH₂-O- or -O-CH₂-CH₂-O-; R⁷ᵃ and R⁷ᵇ are the same or different and independently represent each other hydrogen, hydroxy, halogen, C₁₋₄-alkyl or C₁₋₄-haloalkyl; R⁸ represents, independently in each instance, C₁₋₆-alkyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₃₋₆-cycloalkyl or C₁₋₄-haloalkyl; R⁹ and R¹⁰ are the same or different and independently represent each other, hydrogen, C₁₋₄-alkyl, C₃₋₆-cycloalkyl, C₁₋₄-haloalkyl or (CH₃) ₂N-C₁₋₄-alkyl or together with the Nitrogen atom to which they are attached form a 4- to 6-membered nitrogen-containing heterocyclic ring, wherein said ring optionally contains an additional heteroatom selected from O, S, NH, NRᵃ wherein Rᵃ represents a C₁₋₆-alkyl group or C₁₋₆-haloalkyl and is optionally substituted, between one and three times, independently in each case, with halogen or C₁₋₄-alkyl; R¹¹ represents, independently in each case, halogen, hydroxy, nitro, cyano, C₁₋₄-alkyl, C₂₋₄-alkenyl, C₁₋₄-haloalkyl, C₁₋₆-hydroxyalkyl, C₁₋₄-alkoxy, C₁₋ ₄-haloalkoxy, (C₁₋₄-alkoxy) - (C₁₋₄-alkyl) -, (C₁₋₄-haloalkoxy) - (C₁₋₄-alkyl) -, R⁹R¹⁰N- (C₁₋₄-alkyl) -, R⁹R¹⁰N -, R⁸-C (O) -NH-, R⁸-C (O) -, R⁸-OC (O) -, R⁹R¹⁰N-C (O) -, (C₁₋₄-alkyl) -S- or (C₁₋ ₄-alkyl) -SO₂-; R¹¹ᵃ represents a group selected from C₃₋₆-cycloalkyl, morpholino, or a moiety of the group of formulas (3) where * indicates the point of union of said group with the rest of the molecule; R¹² represents, independently in each case, halogen, hydroxy, nitro, cyano, C₁₋₄-alkyl, C₂₋₄-alkenyl, C₁₋₄-haloalkyl, C₁₋₄-hydroxyalkyl, C₁₋₄-alkoxy, C₁₋ ₄-haloalkoxy, (C₁₋₄-alkoxy) - (C₂₋₄-alkyl) -, (C₁₋₄-haloalkoxy) - (C₂₋₄-alkyl) -, R⁹R¹⁰N-, R⁸-C (O) -NH- , R⁸-C (O) -, R⁸-OC (O) -, R⁹R¹⁰N-C (O) - or (C₁₋₄-alkyl) -SO₂-; n represents 0, 1, 2 or 3; or an N-oxide, a salt, a hydrate, a solvate, a tautomer or a stereoisomer of said compound, or a salt of said N-oxide, tautomer or stereoisomer. Claim 19: An intermediate of formula (4), (5), (6) or (7) wherein R² represents phenyl or heteroaryl, wherein said phenyl or heteroaryl groups are optionally substituted between one and three times with R¹¹, independently in each case the same or different from each other, or are substituted once with R¹¹ᵃ and optionally once or twice with R¹¹, independently in each case the same or different from each other, or are substituted with two adjacent R¹¹ substituents that together represent a methylenedioxy group to form a 5 member ring; R²ᵃ represents hydrogen, cyano, nitro, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl; R²ᵇ represents hydrogen, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl; R²ᶜ represents hydrogen, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl, where not less than one of R²ᵃ, R²ᵇ and R²ᶜ represents hydrogen. Claim 20: An intermediate of the formula (8) wherein R¹ represents a group selected from the group of formulas (2), where * indicates the point of attachment of said group with the rest of the molecule wherein R⁶, R⁶ᵃ, R⁶ᵇ, R⁷ and R⁷ᵇ have the meanings defined in claim 1; R²ᵃ represents hydrogen, cyano, nitro, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl; R²ᵇ represents hydrogen, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl; R²ᶜ represents hydrogen, halogen, C₁₋₂-alkyl or C₁₋₂-haloalkyl, where not less than one of R²ᵃ, R²ᵇ and R²ᶜ represents hydrogen; R³ represents hydrogen or fluoro; R⁴ represents hydrogen, fluoro, methyl or OH; W represents an amino group that is optionally substituted with a protecting group (for example, (dimethylamino) methylene or 2,4-dimethoxybenzyl); V represents chlorine or bromine. |