Substituted 6,7-dihydro-5H-benzo[7]annulene compounds, processes for their preparation and therapeutic uses thereof

A compound of the formula (I)

• wherein:
• Ar represents a phenyl or a 6-membered heteroaryl group, said phenyl or 6-membered heteroaryl group being optionally substituted with one to three groups selected from halogen atoms, a —OH group, a (C1-C3)alkyl group, a (C1-C3)alkoxy group, a (C1-C3)perfluoroalkoxy group and an oxooxazolidinyl group,
• R1 and R2 represent independently a hydrogen atom or a deuterium atom;
• R3 represents
• (1) a —COR4 group,
• (2) a —BOR5OR6 group,
• (3) a —X—Z group,
• (4) a (C1-C6)alkyl group or a (C1-C6)alkenyl group, substituted by 1 to 8 groups selected from a fluorine atom, a —OH group and a —COOH group,
• (5) a —X—S(O)n(R7)p(R8)q group,
• (6) a —NH2 group or a —CN group,
• (7) a —O—R11 group,
• (8) a —NH—COR9 group,
• (9) a —C(═NH)NHOH group,
• (10) a —NH—C(NH)—R9′ group, or
• (11) a —NHCOCOOR12 group or a —NHCOCONR12′R12″ group,
• R4 represents a (C1-C6)alkyl group, a —NRR′ group, a —NHNH2 group, a —NHNHCONH2 group, a —NHNHCS-1H-imidazolyl group or a —NHSO2CH3 group, wherein R and R′ independently represent a hydrogen atom, a OH group, a (C1-C6)alkoxy group or a (C1-C6)alkyl group,
• R5 and R6 independently represent a hydrogen atom, a (C1-C6)alkyl group, or form together with the boron atom to which they are attached a 4 or 5-membered ring, said ring being optionally substituted by 1 to 4 (C1-C4)alkyl groups,
• R7 and R8 independently represent a (C1-C6)alkyl group optionally partially or fully substituted by fluorine atoms, a —NH2 group or a ═NH group,
• R9 represents a hydrogen atom, a (C1-C6)alkoxy group, a (C1-C6)alkyl group or a (C3-C6)cycloalkyl group, wherein each (C1-C6)alkoxy group, (C1-C6)alkyl group or (C3-C6)cycloalkyl group is optionally substituted by one to three fluorine atom(s), a —OH group or a (C1-C4)alkyl group,
• R9′ represents a (C1-C6)alkyl group or a (C3-C6)cycloalkyl group,
• R11 represents a (C1-C6)alkyl group, optionally substituted by one to six fluorine atoms,
• R12 represents a (C1-C6)alkyl group,
• R12′ and R12″ independently represent a hydrogen group or a (C1-C6)alkyl group,
• X represents a bond, a —NH— group, a —CONH— group or a —CO— group,
• Z represents
• (i) a 4 or 5-membered cycloalkyl,
• (ii) a 4 or 5-membered heterocycloalkyl group comprising 1 to 4 heteroatoms selected from oxygen, nitrogen and sulfur,
• (iii) a 4 or 5-membered heteroaryl group comprising 1 to 4 heteroatoms selected from oxygen, nitrogen and sulfur,
• said cycloalkyl, heteroaryl or heterocycloalkyl group being optionally substituted by 1 to 3 groups selected from a —OH group, an oxo group, a ═NR12′R12″ group and a thiooxo group, or
• (iv) a phenyl group optionally substituted by a hydroxy group, by a COOR12′ group, by a —CONH2 group, by a —NO2 group, by a —NH2 group or by a (C1-C6)alkyl group itself optionally substituted by a hydroxy group,
• n is an integer selected from 1 and 2, and
• p and q together equal an integer selected from 1 and 2, with each of p and q being an integer selected from 0, 1, and 2,
• wherein when n is 1, then p and q together equal 2 and when n is 2, then p and q together equal 1,
• and wherein when n is 1 and p and q together equal 2, then R7 and R8 on the sulfur atom may form with the sulfur atom to which they are attached a 5-membered ring, optionally substituted by 1 to 3 groups selected from a (C1-C6)alkyl group and an oxo group,
• or a pharmaceutically acceptable salt thereof.