Amino acid derivatives and their use as medicines

Compound of general formula (I)

• 36
• in which
• R1 represents a hydrogen atom or an alkyl radical;
• A and A′ represent a hydrogen atom or one of the following radicals:
• a
• 37
• radical in which R2, R3, R4, R5, R6 represent, independently, a hydrogen atom, a halogen, the OH group, an alkyl, alkoxy, cyano, nitro or NR8R9 radical, R8 and R9 representing, independently, a hydrogen atom, an alkyl radical or a —COR10 group, or R8 and R9 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, R10 representing a hydrogen atom, an alkyl, alkoxy or NR11R12 radical, R11 and R12 representing, independently, a hydrogen atom or an alkyl radical, or R11 and R12 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, R7 represents a hydrogen atom, an alkyl radical or a —COR13 group, R13 representing a hydrogen atom, an alkyl or alkoxy or NR14R15 radical, R14 and R15 representing independently, a hydrogen atom or an alkyl radical, or R14 and R15 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, and Ω does not exist, or represents a bond, O or S or also an NR16 radical, in which R16 represents a hydrogen atom or an alkyl radical;
• or a
• 38
• radical in which R17, R18 and R19 represent, independently, a hydrogen, a halogen, the OH or SR20 group or an alkyl, alkenyl or alkoxy radical or an NR21R22 radical, R20 representing a hydrogen atom or an alkyl radical, R21 and R22 representing, independently, a hydrogen atom, an alkyl radical or a —COR23 group, or R21 and R22 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, R23 representing a hydrogen atom, an alkyl radical, alkoxy or NR24R25 R24 and R25 representing, independently, a hydrogen atom or an alkyl radical, or R24 and R25 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, and Q represents —OR26, —SR26 or a phenyl radical substituted by one or more substituents chosen from a halogen, the OH group, an alkyl, alkoxy, cyano, nitro or NR8R9 radical, R26 representing a hydrogen atom or an alkyl radical, R8 and R9 representing, independently, a hydrogen atom, an alkyl radical or a —COR10 group, or R8 and R9 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, R10 representing a hydrogen atom, an alkyl, alkoxy or NR11R12 radical, R11 and R12 representing, independently, a hydrogen atom or an alkyl radical, or R11 and R12 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms;
• or a
• 39
• radical in which R27 represents a hydrogen atom, an alkyl radical or an aralkyl radical, T representing a —(CH2)m— radical with m=1 or 2;
• or a
• 40
• radical in which R28 represents a hydrogen atom, an alkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl or aralkyl radical the aryl group of which is optionally substituted by one or more substituents chosen independently from the OH group, a halogen atom, an alkyl, alkoxy, nitro or —NR29R30 radical, in which R29 and R30 represent, independently, a hydrogen atom, an alkyl radical or a —COR31 group, or R29 and R30 form together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, R31 representing a hydrogen atom, an alkyl or alkoxy or NR32R33 radical, R32 and R33 representing, independently, a hydrogen atom or an alkyl radical, or R32 and R33 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, T representing a —(CH2)m— radical with m=1 or 2;
• or a
• 41
• radical in which R34 and R35 represent independently a hydrogen atom or an alkyl or aralkyl radical of which the aryl group is optionally substituted by one or more substituents such that the OH group, the alkyl, halogen, nitro, alkoxy or —NR36R37 radicals, in which R36 and R37 represent, independently, a hydrogen atom, an alkyl radical or a —COR38 group, or R36 and R37 form together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, R38 representing a hydrogen atom, an alkyl or alkoxy or NR39R40 radical, R39 and R40 representing, independently, a hydrogen atom or an alkyl radical, or R39 and R40 forming together with the nitrogen atom an optionally substituted heterocycle containing 4 to 7 members and 1 to 3 heteroatoms including the nitrogen atom already present, the additional heteroatoms being chosen independently from the group constituted by the O, N and S atoms, T representing a —(CH2)m— radical with m=1 or 2;
• or a
• 42
• radical in which R41 represents a hydrogen atom, the OH group, or an alkyl or alkoxy radical;
• or finally a
• 43
• radical;
• D represents a linear or branched alkyl radical having 1 to 6 carbon atoms, carbocyclic or heterocyclic aryl with 5 or 6 members containing 1 to 4 heteroatoms chosen from O, S and N, the carbocyclic or heterocyclic aryl radical being optionally substituted by one or more groups chosen independently from the linear or branched alkyl, alkenyl or alkoxy radicals having 1 to 6 carbon atoms, or D represents an NR42R43 radical, in which R42 and R43 represent, independently, a hydrogen atom or an linear or branched alkyl, alkenyl or alkynyl radical having 1 to 6 carbon atoms or a cyano, nitro or amino radical, or R42 and R43 form together with the nitrogen atom a non-aromatic heterocycle with five to six members, the elements of the chain being chosen from a group comprising —CH2—, —NH—, —O— or —S—;
• or also D represents an —SR44 radical, in which R44 represents a linear or branched alkyl radical having 1 to 6 carbon atoms optionally substituted by a group chosen from:
• —OH, halogen, amino, cyano and aralkyl;
• X represents a —(CH2)n—, —(CH2)n—CO—, —O—(CH2)p—, —S—(CH2)p—, —CH═CH—(CH2)p— or —CH═CH—(CH2)n—CO— radical, n being an integer from 0 to 6 and p being an integer from 1 to 6;
• W represents —O— or —NR45—, and R45 representing a hydrogen atom or an alkyl radical;
• Y represents a radical chosen from —(CH2)t—, —(CH2)q—O—, —(CH2)q—S— and —(CH2)q—NR46— and R46 representing a hydrogen atom or an alkyl radical, t being an integer from 0 to 6 and q being an integer from 2 to 6;
• V represents a radical chosen from the —(CH2)r—, —(CH2)r—O—(CH2)s—, —(CH2)r—S—(CH2)s—, —(CH2)r—S(O)—(CH2)s— and —(CH2)r—S(O)2—(CH2)s— radicals r being an integer from 1 to 6, s being an integer from 2 to 6;
• it being understood that one of A and A′ represents a hydrogen atom and the other does not represent a hydrogen atom;
• or a salt of a compound of general formula (I).