Aryloxy and arylthiopropanolamine derivatives useful as beta...

C - Chemistry – Metallurgy – 07 – C

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C07C 217/60 (2006.01) A61K 31/165 (2006.01) A61K 31/19 (2006.01) A61K 31/215 (2006.01) A61K 31/36 (2006.01) A61K 31/66 (2006.01) C07C 217/34 (2006.01) C07C 235/20 (2006.01) C07D 317/46 (2006.01) C07D 317/58 (2006.01) C07F 9/30 (2006.01) C07F 9/32 (2006.01) C07F 9/38 (2006.01) C07F 9/40 (2006.01)

Patent

CA 2196193

A compound formula (I) or a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof, wherein R0 represents an aryl group optionally substituted with one, two or three substituents selected from the list consisting of: hydroxy, hydroxymethyl, nitro, amino, alkylamino, dialkylamino, alkylsulphonamido, arylsulphonamido, formamido, halogen, alkoxy and allyl; X represents O or S; R1 and R1a each independently represents hydrogen or an alkyl group; R2 represents OCH2CO2H, or an ester or amide thereof, or R2 represents a moiety of formula (b), wherein R4 represents hydrogen, alkyl, hydroxyalkyl, arylalkyl, aryloxyalkyl, aralkyloxyalkyl or cycloalkyl and R5 represents hydroxy, alkoxy, arylalkyloxy, hydroxyalkyloxy, alkoxyalkyloxy, aryloxyalkyloxy, arylalkoxyalkyloxy or cycloalkyloxy or R5 represents hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, arylalkyl, aryloxyalkyl, arylalkyloxyalkyl or R5 together with OR4 represents O(CH2)nO, wherein n is 2, 3 or 4; and R3 represents hydrogen, halogen, alkyl or alkoxy or R3 together with R2 represents a moiety of formula (c) or an ester or amide thereof; providing that 4-[2-[2-hydroxy-3-(4- hydroxyphenoxy)propylamino]propyl]phenoxyacetic acid and salts and esters thereof and the compounds of examples 1 to 36 disclosed in EP0328251 are excluded from the scope of formula (I); a pharmaceutical composition containing such a compound, a process of preparing such a compound and the use of such a compound in medicine.

Composé de formule (I) ou sel ou solvat pharmaceutiquement acceptables dudit composé, dans laquelle R?o¿ représente un groupe aryle éventuellement substitué à l'aide d'un, deux ou trois substituants choisis dans la liste comprenant hydroxy, hydroxyméthyle, nitro, amino, alkylamino, dialkylamino, alkylsulphonamido, arylsulphonamido, formamido, halogène, alcoxy et allyle; X représente O ou S; R?1¿ et R?1a¿ représentent chacun indépendamment hydrogène ou un groupe alkyle; R?2¿ représente OCH¿2?CO¿2?H, ou un ester ou amide de ladite substance, ou R?2¿ représente une fraction de formule (b) dans laquelle R?4¿ représente hydrogène, alkyle, hydroxyalkyle, arylalkyle, aryloxyalkyle, aralkyloxyalkyle ou cycloalkyle et R?5¿ représente hydroxy, alcoxy, arylalkyloxy, hydroxyalkyloxy, alcoxyalkyloxy, aryloxyalkyloxy, arylalcoxyalkyloxy ou cycloalkyloxy ou R?5¿ représente hydrogène, alkyle, alkyle substitué, cycloalkyle, aryle, arylakyle, aryloxyalkyle, arylalkyloxyalkyle ou R?5¿ combiné à OR?4¿ représente O(CH¿2?)¿n?O dans laquelle n est 2, 3 ou 4; et R?3¿ représente hydrogène, halogène, alkyle ou alcoxy ou R?3¿ combiné à R?2¿ représente une fraction de formule (c) ou un ester ou amide de ladite fraction; à condition que l'acide 4-[2-[2-hydroxy-3-(4-hydroxyphénoxy)propylamino] phénoxyacétique et les sels et esters dudit acide ainsi que les composés des exemples 1 à 36 décrits dans EP0328251 soient exclus de la portée de la présente invention. Une composition pharmaceutique contenant ledit composé, un procédé de préparation d'un composé de ce type et l'utilisation de ce composé en médecine sont également décrits.

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