Heterocyclic compounds for treating myocardial ischaemia

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 417/12 (2006.01) A61K 31/535 (2006.01) A61K 31/54 (2006.01) A61K 31/55 (2006.01) C07D 413/12 (2006.01)

Patent

CA 2228691

Novel substituted N-heterocyclyl-1-aryloxyalkyl-4-piperidineamines of formula (I), wherein each of R¿1? to R¿4?, which are the same or different, is hydrogen, optionally branched C¿1-4? alkyl, optionally branched C¿1-4? alkyloxy, a halo grouping, a nitro grouping, a hydroxy grouping or a trifluoromethyl or trifluoromethoxyl grouping; R¿5? is hydrogen, optionally branched C¿1-6? alkyl, optionally branched C¿7-12? phenylalkyl optionally substituted on the aromatic by one or more radicals having the same definition as R¿1?; W and X are oxygen or sulphur; Y is a C¿2-6? polymethylene grouping or a radical -CH¿2?-CH(OH)-CH¿2?-; and n is 0 or 1, are disclosed. Pure R or S isomers of said compounds, where applicable, as well as mixtures thereof, are also disclosed. Furthermore, therapeutically acceptable organic or inorganic salts of the compounds of general formula (I), and any hydrates thereof, are disclosed. Finally, a method for preparing the claimed compounds, and their use as drugs, are disclosed.

L'invention concerne de nouvelles N-hétérocyclyl-1-aryloxyalcoyl-4- pipéridinamines substituées de formule (I), dans laquelle R1 à R4 égaux ou différents représentent: un hydrogène; un alcoyle ramifié ou non renfermant de 1 à 4 atomes de carbone; un alcoyloxy ramifié ou non renfermant de 1 à 4 atomes de carbone; un groupement halogéno; un groupement nitro; un groupement hydroxy; un groupement trifluorométhyle ou trifluorométhoxyle. R5 représente: un hydrogène; un alcoyle ramifié ou non renfermant de 1 à 6 atomes de carbone; un phénylalcoyle ramifié ou non renfermant de 7 à 12 carbones, pouvant être substitué sur l'aromatique par un ou deux radicaux définis comme R1. W et X représentent: un oxygène ou un soufre. Y représente: un groupement polyméthylénique renfermant de 2 à 6 atomes de carbone; le radical -CH2-CH(OH)- CH2-; n peut prendre les valeurs 0 ou 1. L'invention concerne aussi bien - lorsqu'ils existent - les isomères R ou S purs que leurs mélanges. La présente invention inclut les sels minéraux ou organiques thérapeutiquement acceptables des composés de formule générale (I) et leurs hydrates éventuels. L'invention concerne aussi le procédé de préparation des composés revendiqués ainsi que leur application comme médicaments.

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