Piperazinone derivatives and applications thereof

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 405/12 (2006.01) A61K 31/495 (2006.01) A61K 31/496 (2006.01) A61P 7/02 (2006.01) C07D 241/08 (2006.01)

Patent

CA 2337849

The invention concerns a compound of general formula (I) : Image wherein: R1 is hydrogen, a C1-C4 alkyl group or a phenyl (C1- C4 alkyl) group; R2 is hydrogen, a hydroxyl group or a protecting group for the amidino group which is ethoxycarbonyl, benzylcarbonyl, p-nitro-benzyloxycarbonyl or t-butoxycarbonyl group; R3 is: i) hydrogen; ii) a C1-C5 alkyl, C3-C12 mono- or bicyclic cycloalkyl, C2-C4 alkenyl or C2-C4 alkynyl group, these groups being optionally substituted by a halogen or hydroxyl group; iii) a mono-, bi- or tricyclic C6-C14 aryl group; iv) a heteroaryl group which is a pyridyl, thienyl, furyl, quinolyl, benzodioxanyl, benzodioxolyl, benzothienyl, benzofuryl or pyrazinyl group; v) a phenyl (C1-C4 alkyl) or naphthyl (C1- C4 alkyl) group optionally substituted on the aryl nucleus; or, vi) a piperonyl group; R4 and R5 are, independently of each other, hydrogen, a C1-C5 alkyl group, or form, together with the nitrogen atom, a piperidyl or morpholinyl group; aryl and heteroaryl groups are optionally substituted with one or more of halogen, C1-C4 alkyl, trifluoromethyl, C1-C4 alkylthio, C1-C4 alkylsulphonyl, C1-C4 alkoxy, nitro, -COOR, -CH2COOR or -O-CH2COOR, wherein R is a C1-C4 alkyl group; and the oxo group is in position 2 or 3 on the piperazine; or an addition salt thereof with a pharmaceutically acceptable acid. Said compounds are useful in therapy as antithrombotic agents.

La présente invention concerne des composés de formule générale (I) dans lequelle R1, R2, R3, R4 et R5 sont tels que définis à la revendication 1. Ces composés sont utilisables en thérapeutique comme antithrombotiques.

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