Pyridoindolone derivatives substituted in the 3-position by a phenyl, their preparation and their application in therapeutics

A method for the treatment of breast cancer, which comprises administering to a patient suffering from said disease an effective dose of a compound of formula (I):

• in which:
• R1 represents a hydrogen atom, a (C1-C4)alkyl group or a (CH2)nOH, (CH2)n—O-tetrahydropyran-2-yl, (CH2)nNR′6R′7, (CH2)nCN, (CH2)nCO2(C1-C4)alk or (CH2)nCONR6R7 group;
• R2 represents a hydrogen atom or a (C1-C4)alkyl group;
• R3 represents a phenyl monosubstituted by a hydroxyl, hydroxymethyl, carboxyl, (C1-C4)alkanoyl, azido, (C1-C4)alkoxycarbonyl, hydroxyiminomethyl, (C1-C4)alkylsulphonyl, trifluoromethyl, thiol, (C1-C4)alkylthio or cyano group or by a (CH2)mNR′7R10, CONR6R8 or O(CH2)nR9 group;
• a phenyl substituted by 2 to 5 identical or different substituents chosen from a halogen atom, a (C1-C4)alkyl, trifluoromethyl, hydroxyl, hydroxymethyl, (C1-C4)alkoxy, carboxyl, (C1-C4)alkanoyl, azido, (C1-C4)alkoxycarbonyl, hydroxyiminomethyl, thiol, (C1-C4)alkylthio or (C1-C4)alkylsulphonyl group, or a phenyl or cyano, or by a (CH2)mNR′7R10, CONR6R8 or O(CH2)nR9 group;
• or R3 represents a benzodioxolyl group which is unsubstituted or substituted on the phenyl by a halogen atom;
• R4 and R5 are identical or different and each independently represent a hydrogen or halogen atom or a hydroxyl, (C1-C4)alkyl, trifluoromethyl, phenyl, cyano, (C1-C4)alkoxy, (C1-C4)alkoxycarbonyl or (C1-C4)alkylsulphonyl group or an O—(CH2)NR6R7 or (CH2)nNR6R7 group;
• R6 represents hydrogen or a (C1-C4)alkyl group;
• R7 represents hydrogen or a (C1-C4)alkyl group;
• or R6 and R7, together with the nitrogen atom to which they are bonded, form a heterocyclic radical chosen from:
• piperidyl, morpholinyl, pyrrolidinyl, piperazinyl or 4-methylpiperazin-1-yl;
• R′6 represents hydrogen or a (C1-C4)alkyl group;
• R′7 represents hydrogen or a (C1-C4)alkyl group;
• or R′6 and R′7, together with the nitrogen atom to which they are bonded, form a heterocyclic radical chosen from morpholinyl or pyrrolidinyl;
• R8 represents hydrogen, a (C1-C4)alkyl group or a —(CH2)nNR6R7 group;
• or R6 and R8, together with the nitrogen atom to which they are bonded, form a heterocyclic radical chosen from:
• piperidyl, morpholinyl, pyrrolidinyl, piperazinyl or 4-methylpiperazin-1-yl;
• R9 represents a phenyl radical or an amino, morpholin-4-yl, cyano or (C1-C4)alkoxycarbonyl group;
• R10 represents R′6 or a phenyl, pyridyl or pyrimidinyl group or a (CH2)nNR′6R′7 group;
• or R′7 and R10, together with the nitrogen atom to which they are bonded, form a heterocyclic radical chosen from piperazinyl or 4-methylpiperazin-1-yl;
• n represents 1, 2 or 3;
• m represents 0 or 1;
• Alk represents an alkyl;
• or a pharmaceutically acceptable salt thereof.