Oxadiazole derivatives active on sphingosine-1-phosphate (s1p)

Details Oxadiazole derivatives active on sphingosine-1-phosphate (s1p) Oxadiazole derivatives active on sphingosine-1-phosphate (s1p)

C - Chemistry, Metallurgy

07

D

C07D 413/04 (2006.01) A61K 31/55 (2006.01) A61P 17/00 (2006.01) A61P 37/00 (2006.01) C07D 223/16 (2006.01) C07D 267/14 (2006.01) C07D 271/06 (2006.01) C07D 413/14 (2006.01)

Patent

CA 2710130

The present application discloses oxadiazole based compounds of Formula (I) active on sphingosine-1-phos- phate (S1P) in particular useful to treat lupus erythematosus. A is phenyl or a 5 or 6-membered heteroaryl ring; R1 is up to two substituents independently selected from halogen, C(1-3 alkoxy, C(1-3 flyoroalkyl, cyano, optionally substituted phenyl. C(1-3 fluoroalkoxy. C(1-6 alkyl and C(3-6 Cyctoalkyl; R2 is hydrogen, halogen or C(1-4 alkyl; B is a 7 membered saturated ring selected from the following: Formulae (a) (b) (c) R3 is hydrogen or (CH2)1-4MC02H; R4 is hydrogen or C(1-3 alkyl optionally interrupted by oxygen;

La présente invention concerne des composés à base d'oxadiazole de formule (I) actifs sur la sphingosine-1-phosphate (S1P), en particulier utiles pour traiter le lupus érythémateux. A est un groupe phényle ou un cycle hétéroaryle à 5 ou 6 chaînons; R1 représente jusqu'à deux substituants indépendamment choisis parmi un atome d'halogène, un groupe alcoxy en C1-3, fluoroalkyle en C1-3, cyano, phényle éventuellement substitué, un groupe fluoroalkoxy en C1-3, alkyle en C1-6 et cycloalkyle en C3-6; R2 est un atome d'hydrogène, un atome d'halogène ou un groupe alkyle en C1-4; B est un cycle saturé à 7 chaînons choisi parmi : formules (a) (b) (C); R3 est un atome d'hydrogène ou (CH2)1-4MCO2H; R4 est un atome d'hydrogène ou groupe alkyle en C1-3 éventuellement interrompu par un atome d'oxygène;

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