N-[2-hydroxycarbamoyl-2-(piperazinyl) ethyl] benzamide compounds, their preparation and their use as TACE inhibitors

摘要

The present invention relates to novel benzene-carboxamide compounds having a structure that corresponds to the general formula (I), and also to their method of synthesis and to their use in pharmaceutical compositions intended for use in human or veterinary medicine or else to their use in cosmetic compositions.;

主权项

1. A compound of formula (I) below;in which:
R1 is a hydrogen atom; an alkyl radical comprising from 1 to 10 carbon atoms; an alkyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an alkenyl radical comprising from 2 to 10 carbon atoms; an alkenyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an alkynyl radical comprising from 2 to 10 carbon atoms; an alkynyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an aralkyl radical; a substituted aralkyl radical; a heteroaralkyl radical; a heteroaralkyl radical substituted with one or more radicals selected from the group consisting of an alkyl, an alkoxy, an aryl, a halogen, a hydroxyl, a cyano, a trifluoromethyl, and a nitro; a —C(O)—R4 radical; an —SO2—R4 radical; or a C(O)OR4 radical; with R4 having the meanings given below; R2 is a hydrogen atom; or a lower alkyl radical comprising from 1 to 4 carbon atoms; R3 is an alkyl radical comprising from 1 to 10 carbon atoms; an alkyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an alkenyl radical comprising from 2 to 10 carbon atoms; an alkenyl radical substituted with one or more radicals chosen from a halogen atom, an alkoxy radical, and a hydroxyl radical; an alkynyl radical comprising from 2 to 10 carbon atoms; an alkynyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an aryl radical; an aryl radical substituted with one or more radicals selected from the group consisting of an alkyl, an alkoxy, an aryl, a halogen, a hydroxyl, a cyano, a trifluoromethyl, and a nitro; an aralkyl radical; a substituted aralkyl radical; a heterocyclic radical; a heterocyclic, radical substituted with one or more radicals selected from the group consisting of an alkyl, an alkoxy, a halogen, a hydroxyl, a cyano, a trifluoromethyl, and a nitro; a cycloalkyl radical; a cycloalkyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; a heteroaralkyl radical; or a heteroaralkyl radical substituted with one or more radicals selected from the group consisting of an alkyl, an alkoxy, a halogen, a hydroxyl, a cyano, a trifluoromethyl, and a nitro; R4 is an alkyl radical comprising from 1 to 10 carbon atoms; an alkyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an alkenyl radical comprising from 2 to 10 carbon atoms; an alkenyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an alkynyl radical comprising from 2 to 10 carbon atoms; an alkynyl radical substituted with one or more radicals selected from the group consisting of a halogen atom, an alkoxy radical, and a hydroxyl radical; an aryl radical; an aryl radical substituted with one or more radicals selected from the group consisting of an alkyl, an alkoxy, an aryl, a halogen, a hydroxyl, a cyano, a trifluoromethyl, and a nitro; an aralkyl radical; or a substituted aralkyl radical; and n takes the values of 0, 1, 2, or 3;or an addition salt of the compound of formula (I) with a pharmaceutically acceptable acid; an addition salt of the compound of formula (I) with a pharmaceutically acceptable base; or an enantiomer of the compound of formula (I).