Pyrido-pyrido-pyrrolo pyrrolo-indole and pyrido-pyrrolo pyrrolo carbazole derivatives, method for the production thereof and pharmaceutical compositions containing said derivatives

A compound selected from those of formula (I):

• wherein:
• W1, W2, together with the carbon atoms to which they are bonded, each represent phenyl or pyridyl, wherein at least one of the groups W1 or W2 represents pyridyl,
• R1, R2, which may be identical or different, each represents a group of formula U-V, wherein:
• U represents a single bond, linear or branched (C1–C6)alkylene chain optionally substituted by one or more identical or different groups selected from halogen and hydroxy, and/or optionally containing one or more unsaturated bonds,
• V represents a group selected from hydrogen, halogen, cyano, nitro, azido, linear or branched(C1–C6)alkyl, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, hydroxy, linear or branched (C1–C6)alkoxy, aryloxy, aryl-(C1–C6)alkoxy in which the alkoxy moiety may be linear or branched, formyl, carboxy, aminocarbonyl, NR6R7, —C(O)-T1, —C(O)—NR6-T1, —NR6—C(O)-T1, —O—C(O)-T1, —C(O)—O-T1, —O-T2-NR6R7, —O-T2-OR6, —O-T2-CO2R6, —NR6-T2-NR6R7, —NR6-T2-OR6, —NR6-T2-CO2R6 and —S(O)t-R6,
• wherein:
• R6 and R7, which may be identical or different, each represents a group selected from hydrogen, linear or branched (C1–C6)alkyl aryl, aryl-(C1–C6)alkyl groups in which the alkyl moiety may be linear or branched, or
• R6 and R7, together with the nitrogen atom carrying them, form a saturated, monocyclic or bicyclic heterocycle that has from 5 to 10 ring atoms, and which optionally contains in the ring system a second hetero atom selected from oxygen and nitrogen, and which is optionally substituted by a group selected from linear or branched (C1–C6)alkyl, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, hydroxy, linear or branched (C1–C6)alkoxy, amino, linear or branched mono-(C1–C6)alkylamino, and di-(C1–C6)alkylamino in which the alkyl moieties may be linear or branched,
• T1 represents a group selected from linear or branched (C1–C6)alkyl, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, linear or branched (C1–C6)alkylene chain substituted by a group selected from —OR6, —NR6R7, —CO2R6, —C(O)R6 and —C(O)NR6R7 wherein R6 and R7 are as defined hereinbefore, and a linear or branched (C2–C6)alkenylene chain substituted by a group selected from —OR6, —NR6R7, —CO2R6, —C(O)R6 and —C(O)NR6R7 wherein R6 and R7 are as defined hereinbefore,
• T2 represents linear or branched (C1–C6)alkylene,
• t represents an integer of from 0 to 2 inclusive,
• R3 represents a group selected from hydrogen, linear or branched (C1–C6)alkyl, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, cycloalkyl, cycloalkyl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, —OR6, —NR6R7, —O-T2-NR6R7, —NR6-T2-NR6R7, linear or branched (C1–C6)hydroxy-alkylamino, di((C1–C6)hydroxyalkyl)amino in which each alkyl moiety may be linear or branched, —C(O)—R6, —NH—C(O)—R6 and a linear or branched (C1–C6)alkylene chain substituted by one or more identical or different groups selected from halogen, cyano, nitro, —OR6, —NR6R7, —CO2R6, —C(O)R6, linear or branched (C1–C6)hydroxyalkylamino, di((C1–C6)hydroxyalkyl)amino in which the alkyl moieties may be linear or branched, and —C(O)—NHR6, R6, R7 and T2 being as defined hereinbefore,
• X represents a group selected from hydrogen, hydroxy, linear or branched (C1–C6)alkoxy, mercapto and linear or branched (C1–C6)alkylthio,
• Y represents hydrogen, or
• X and Y, together with carbon atom carrying them, form carbonyl or thiocarbonyl,
• X1 represents a group selected from hydrogen, hydroxy, linear or branched (C1–C6)alkoxy, mercapto and linear or branched (C1–C6)alkylthio,
• Y1 represents hydrogen, or
• X1 and Y1, together with carbon atom carrying them, form carbonyl or thiocarbonyl,
• Q1, Q2 represent hydrogen, or
• Q1 and Q2, together with carbon atoms carrying them, form an aromatic bond,
• R4 represents a group of formula (a):
• wherein:
• Ra, Rb and Rc, which may be identical or different, each represent, independently of the others, a group selected from hydrogen, halogen, hydroxy, linear or branched (C1–C6)alkoxy, aryloxy, aryl-(C1–C6)alkoxy in which the alkoxy moiety may be linear or branched, linear or branched (C1–C6)alkyl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, aryl, —NR6R7 wherein R6 and R7 are as defined hereinbefore, azido, —N═NR6 (wherein R6 is as defined hereinbefore), —O—C(O)—R8, wherein R8 represents a linear or branched (C1–C6)alkyl (optionally substituted by one or more groups selected from halogen, hydroxy, amino, linear or branched (C1–C6)alkylamino, and di-(C1–C6)alkylamino in which the alkyl moieties may be linear or branched, aryl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, cycloalkyl or heterocycloalkyl,
• Rd represents a methylidene or a group of formula -U1-Ra wherein U1 represents single bond or a methylene and Ra is as defined hereinbefore,
• n is 0 or 1,
• R5 represents a group selected from a hydrogen, linear or branched (C1–C6)alkyl, aryl-(C1–C6)alkyl in which the alkyl moiety may be linear or branched, arylsulphonyl, linear or branched (C1–C6)alkyloxycarbonyl, —OR6 and —C(O)—R6 (wherein R6 is as defined hereinbefore), or
• R4 and R5 together represent, a group of formula (b) or (c):
• wherein:
• carbon atom 1 is bonded to nitrogen of the ring (A) and carbon atom 2 is bonded to nitrogen of the ring (B),
• Ra, Rb, Rc and Rd are as defined hereinbefore,
• n is 0 or 1,
• with the proviso that in this case Q1 and Q2 together form an aromatic bond, its enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base,
• aryl being understood to mean a phenyl, naphthyl, dihydronaphthyl, tetrahydronaphthyl, indenyl or indanyl, each of those groups being optionally substituted by one or more identical or different groups selected from halogen, linear or branched (C1–C6)alkyl, linear or branched (C1–C6)trihaloalkyl, hydroxy, linear or branched (C1–C6)alkoxy, and amino optionally substituted by one or two linear or branched (C1–C6)alkyl.