Antithrombotic compounds, the preparation thereof and their...

C - Chemistry – Metallurgy – 07 – D

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C07D 295/18 (2006.01) A61K 31/40 (2006.01) A61P 9/10 (2006.01) C07C 257/18 (2006.01) C07D 295/192 (2006.01)

Patent

CA 2435492

The invention relates to anti-thrombotic compounds of general formula (I), where R1 to R4, Ar, A, m and n are as de- fined in claim 1, the tautomers, stereoisomers, mixtures, pro-drugs and salts thereof which have worthwhile properties. Compounds of the above general formula (I), in which Ar = a phenyl or naphthyl group substituted with the groups R5, R6 and R7 and R5 = a CN group, represent worthwhile intermediate products in the synthesis of the corresponding compounds of general formula (I), in which R5 = an amidino group substituted with one or two C1-3 alkyl groups. The compounds of the above general formula (I), with the exception of those compounds in which Ar = a phenyl or naphthyl group substituted with the groups R5, R6 and R7 and R5 = a CN group, have worthwhile pharmacological properties, in particular an anti- thrombotic effect and a factor Xa-inhibiting effect.

La présente invention concerne des composés antithrombotiques de formule générale (1) dans laquelle R1 à R4, Ar, A, m et n sont tels que définis dans la revendication 1, leurs tautomères, leurs stéréoisomères, leurs mélanges, leurs promédicaments et leurs sels, qui ont des propriétés intéressantes. Les composés de la formule 1 indiquée ci-dessus, dans lesquels Ar est un groupe phényle ou naphtyle substitué par les radicaux R5, R6 et R7 et R5 est un groupe cyano, correspondent à des produits intermédiaires intéressants permettant la production de composés correspondants de formule générale 1, dans lesquels R5 est un groupe aminido éventuellement substitué par un ou deux groupes alkyle en C1-3. Les composés de formule générale 1 indiquée ci-dessus, à l'exception des composés dans lesquels Ar est un groupe phényle ou naphtyle substitué par les radicaux R5, R6 et R7 et R5 est un groupe cyano, ont des propriétés pharmacologiques intéressantes, notamment une action antithrombotique et une action d'inhibition de facteur Xa.

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