Cyanoquinoline derivatives, their preparation, their use, and medicaments comprising them

A quinoline compound of formula (A):

• wherein
• R1 and R2 are identical or different and are each, independently of one another, hydrogen, hydroxy, halogen, nitro, cyano, —C1-C6-alkyl, —C1-C4-hydroxyalkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, —C5-C18-heteroaryl, —C1-C6-alkoxy, —C1-C6-alkoxy-C1-C6-alkoxy, —C1-C6-alkoxy-C1-C6-alkyl, —C1-C6-alkoxy-C1-C6-alkoxy-C1-C6-alkyl, —(CH2)n—C6-C12-aryl, —(CH2)n—C5-C18-heteroaryl, —(CH2)n—C3-C10-cycloalkyl, —(CH2)n—C3-C12-heterocycloalkyl, -phenylene-(CH2)p—R6, —(CH2)pPO3(R6)2, —(CH2)p—NR5R6, —(CH2)p—NR4COR5, —(CH2)p—NR4CSR5, —(CH2)p—NR4S(O)R5, —(CH2)p—NR4S(O)2R5, —(CH2)p—NR4CONR5R6, —(CH2)p—NR4COOR5, —(CH2)p—NR4C(NH)NR5R6, —(CH2)p—NR4CSNR5R6, —(CH2)p—NR5(O)NR5R6, —(CH2)p—NR4S(O)2NR5R6, —(CH2)p—COR5, —(CH2)p—CSR5, —(CH2)p—S(O)R5, —(CH2)p—S(O)(NH)R5, —(CH2)p—S(O)2R5, —(CH2)p—S(O)2NR5R6, —(CH2)p—SO2OR5, —(CH2)p—CO2R5, —(CH2)p—CONR5R6, —(CH2)p—CSNR5R6, —OR5, —CHR5R6, —(CH2)p—SR5, or —CR5(OH)—R6,
• where —C1-C6-alkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, —C5-C18-heteroaryl, and —C1-C6-alkoxy are in each case unsubstituted or substituted one or more times independently of one another by hydroxy, halogen, nitro, cyano, —NR5R6, —C(O)NR5R6, —S(O)2NR5R6, —NR5S(O)2R6, —NR5C(O)R6, —SR5, —R5, or —OR5,
• where the carbon framework of the —C3-C10-cycloalkyl and of the —C1-C10-alkyl groups optionally include, independently of one another, one or more nitrogen atoms, oxygen atoms, sulphur atoms, —NR4 groups, or C═O groups, or optionally include one or more double bonds, and
• where the phenyl radical is optionally substituted one or more times independently of one another by hydroxy, halogen, nitro, cyano, phenyl, —NR5R6, alkyl or —OR5;
• or
• R1 and R2 form together a bridge of 3-10 methylene units, where up to two methylene units are each optionally replaced by O, S or —NR4;
• X, Y, Z are identical or different and are each, independently of one another, —CR3═, —CR3R4—, —C(O)—, —N═, —S—, —O—, —NR3—, —S(O)2—, —S(O)—, or —S(O)(N═R3)—, and single or double bonds are present between X, Y and Z, wherein a maximum of one of X, Y and Z is —O—, and at most one of X, Y and Z is —N═ or —NR3—;
• R3 and R4 are each, independently of one another, hydrogen, —C1-C10-alkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, or —C1-C10-alkanoyl,
• where —C1-C10-alkyl, —C2-C6-alkenyl, —C2-C6-alkynyl, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, and —C1-C10-alkanoyl are in each case, independently of one another, unsubstituted or substituted one or more times by hydroxy, halogen, nitro, cyano, phenyl, —NR5R6, alkyl, —SR5, or —OR5,
• R5 and R6 are identical or different and are each, independently of one another, hydrogen, —C1-C10-alkyl, —C2-C10-alkenyl, —C2-C10-alkynyl, —C1-C6-alkoxy, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, or —C5-C18-heteroaryl,
• where —C1-C10-alkyl, —C2-C10-alkenyl, —C2-C10-alkynyl, —C1-C6-alkoxy, —C3-C10-cycloalkyl, —C3-C12-heterocycloalkyl, —C6-C12-aryl, and —C5-C18-heteroaryl are in each case, independently of one another, unsubstituted or substituted one or more times by hydroxy, halogen, cyano, nitro, —OR7, —NR7R8, —C(O)NR7R8, —C(O)OR7, or —C1-C6-alkyl,
• where —C1-C6-alkyl is unsubstituted or is substituted one or more times independently of one another by halogen, hydroxy, cyano, —NR7R8, —OR7 or phenyl;
• or
• R5 and R6 together form a bridge of 3-10 methylene units, where up to two methylene units are each optionally replaced by O, S or NR4;
• R7 and R8 are identical or different and are each, independently of one another, hydrogen, —C1-C4-alkyl, —C6-C12-aryl, or —C5-C18-heteroaryl,
• where alkyl, aryl, and heteroaryl are each, independently of one another, unsubstituted or substituted one or more times by halogen or alkoxy, or
• R7 and R8 together form a bridge of 3-10 methylene units, where up to two methylene units are each optionally replaced by O, S or —NR4;
• m′, m″ are independently of one another 0, 1, 2, 3, or 4,
• n is 1, 2, 3, 4, 5, or 6, and
• p is 0, 1, 2, 3, 4, 5, or 6;
• or
• an N-oxide, stereoisomer, diastereomer, enantiomer or salt thereof.