Novel compounds of the n-acylamino-amide-family, cpmpositions comprising same, and uses

Compound of formula (I):

• 5
• in which:
• the radical Y represents O or S.
• the radical RI represents:
• (i) a hydrogen atom;
• (ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,
• optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR;
• —O—COR;
• —SH;
• —SR;
• —S—COR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• -Hal (halogen);
• —CN;
• —COOR;
• —COR;
• —P(O)—(OR)2;
• —SO2—OR;
• with R and R′ representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,
• the said radicals R and R′ possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• (iii) a radical chosen from the following radicals:
• —OR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• —COOR;
• —COR;
• with R and R′ representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,
• the said radicals R and R′ possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• the radical R2 represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR;
• —O—COR;
• —SH;
• —SR;
• —S—COR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• -Hal (halogen);
• —CN;
• —COOR;
• —COR;
• with R and R′ representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,
• the said radicals R and R′ possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• the radical R3 represents a radical chosen from those of formula (II) or (III):
• -A-C6H(5-y)-By (II) —C6H(5-y′)-By′ (III)
• in which:
• y is an integer between 0 and 5 inclusive and y′ is an integer between 1 and 5 inclusive;
• A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,
• optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR;
• —O—COR;
• —SH;
• —SR;
• —S—COR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• -Hal (halogen, or even perhalogen);
• —CN;
• —COOR;
• —COR;
• —NO2;
• —SO2—OR;
• with R and R′ representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,
• the said radicals R and R′ possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• B represents at least one group, which may be identical or different, chosen from —OH;
• —OR;
• —O—COR;
• —SH;
• —SR;
• —S—COR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• -Halogen;
• —CN;
• —COOR;
• —COR;
• —NO2;
• —SO2—OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,
• optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR;
• —O—COR;
• —SH;
• —SR;
• —S—COR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• -Hal (halogen, or even perhalogen);
• —CN;
• —COOR;
• —COR;
• —NO2;
• —SO2—OR;
• with R and R′ representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,
• the said radicals R and R′ possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• the radical X represents a radical chosen from —OH, —OR4, —NH2, —NHR4, —NR4R5, —SR4, —COOR4 and —COR4;
• with R4 and R5 representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR;
• —O—COR;
• —SH;
• —SR;
• —S—COR;
• —NH2;
• —NHR;
• —NRR′;
• —NH—COR;
• -Hal (halogen, or even perhalogen);
• —CN;
• —COOR;
• —COR;
• with R and R′ representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′ possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• the said radicals R4 and R5 possibly forming together with N a 5- or 6-membered carbon-based ring which may also comprise at least one hetero atom chosen from O, N and/or S in the ring, and/or which may be substituted with 1 to 5 groups, which may be identical or different, chosen from —OH;
• —OR″;
• —O—COR″;
• —SH;
• —SR″;
• —S—COR″;
• —NH2;
• —NHR″;
• —NH—COR″;
• -Hal (halogen);
• —CN;
• —COOR″;
• —COR″;
• with R″ representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;
• the mineral acid or organic acid salts thereof and the optical isomers thereof, in isolated form or as a racemic mixture,
• with the exception of the following derivatives:
• N-acetylglycyl-N-(benzyl)-DL-valylglycine tert-butyl ester;
• N-acetylglycyl-N-(2-nitrobenzyl)-DL-valylglycine tert-butyl ester;
• N-acetylglycyl-N-(2,4-dimethyloxybenzyl)-DL-valylglycine tert-butyl ester.