Morpholin-acetamide derivatives for the treatment of...

C - Chemistry – Metallurgy – 07 – D

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C07D 265/30 (2006.01) A61K 31/5375 (2006.01) A61P 29/00 (2006.01) C07D 413/06 (2006.01) C07D 413/12 (2006.01) C07D 413/14 (2006.01) C07D 417/12 (2006.01) C07D 417/14 (2006.01)

Patent

CA 2423251

Compounds of formula (I) wherein: R1 represents C1-16 alkyl, C2-6alkenyl, C2- 6alkynyl, C2-6alkynyl-Y1-, aryl-Y1-, heteroaryl-Y1-, aryl-(O)t-aryl-Y1-, aryl- (O)t-heteroaryl-Y1-, heteroaryl-(O)t-aryl-Y1-, heteroaryl-(O)t-heteroaryl-Y1-, C2-6 alkenyl-Y1-, aryl-O-Y1-, heteroaryl-O-Y1-, C1-16 alkyl-SO2-Y1-,M-Y1-,J2- Y1-, -CN or C3-8 cycloalkyl-Y1-or C3-8 cycloalkenyl-Y1-, which cycloalkyl or cycloalkenyl may be optionally substituted by one or more hydroxyl or C1-16 Alkyl groups; R2 represents hydrogen or C1-16 alkyl; X represents ethylene or a group of formula CReRf wherein Re and Rf independently represent hydrogen or C1-14 alkyl or Re and Rf may together with the carbon atom to which they are attached form a C3-8 cycloalkyl group; R3 and R4 independently represent hydrogen or C1-14 alkyl; Z represents a bond, CO, SO2, CR9R6(CH2)n, (CH2)nCR9R6, CHR6(CH2)nO, CHR6(CH2)nS, CHR6(CH2)nOCO, CHR6(CH2)nCO, COCHR6(CH2)n or SO2CHR6(CH2)n; n represents an integer from 0 to 4; processes for preparing them, formulations containing them and their use in therapy for the treatment of inflammatory diseases.

L'invention concerne des composés selon la formule (I). Dans cette dernière, R?1¿ représente C¿1-16? alkyl, C¿2-6?alkényle, C¿2-6?alkynyle, C¿2-6?alkynyle-Y?1¿-, aryle-Y?1¿-, hétéroaryle-Y?1¿-, aryle-(O)¿t?-aryle-Y?1¿-, aryle-(O)¿t?-hétéroaryle-Y?1¿-, hétéroaryle-(O)¿t?-aryle-Y?1¿-, hétéroaryle-(O)¿t?-hétéroaryle-Y?1¿-, C¿2-6? alkényle-Y?1¿-, aryle-O-Y?1¿-, hétéroaryle-O-Y?1¿-, C¿1-16? alkyle-SO¿2?-Y?1¿-,M-Y?1¿-,J?2¿-Y?1¿-, -CN ou C¿3-8? cycloalkyle-Y?1¿-ou C¿3-8? cycloalkényle-Y?1¿-, lequel cycloalkyle ou cycloalkényle peut être éventuellement substitué par un ou plusieurs groupes hydroxyle ou C¿1-16? alkyle; R?2¿ représente hydrogène ou C¿1-16? alkyle; X représente éthylène ou un groupe présentant la formule CR?e¿R?f¿ dans laquelle R?e¿ et R?f¿ indépendamment représentent hydrogène ou C?1-14¿ alkyle ou R?e¿ et R?f¿ peuvent ensemble avec l'atome de carbone avec lequel ils sont fixés former un groupe C¿3-8? cycloalkyle; R?3¿ et R?4¿ indépendamment représentent hydrogène ou C¿1-14? alkyle; Z représente une liaison, CO, SO¿2?, CR?9¿R?6¿(CH¿2?)¿n?, (CH¿2?)¿n?CR?9¿R?6¿, CHR?6¿(CH¿2?)¿n?O, CHR?6¿(CH¿2?)¿n?S, CHR?6¿(CH¿2?)¿n?OCO, CHR?6¿(CH¿2?)¿n?CO, COCHR?6¿(CH¿2?)¿n? ou SO¿2?CHR?6¿(CH¿2?)¿n?; n représente un nombre entier compris entre 0 et 4. L'invention traite aussi de procédés de préparation de ces composés, de formulations les contenant et de leur utilisation en thérapie pour traiter les maladies inflammatoires.

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