Substituted 2-carbonylamino-6-piperidinaminopyridines and...

C - Chemistry – Metallurgy – 07 – D

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C07D 211/58 (2006.01) A61K 31/4409 (2006.01) A61K 31/4436 (2006.01) A61K 31/4439 (2006.01) A61K 31/444 (2006.01) C07D 401/06 (2006.01) C07D 401/12 (2006.01) C07D 401/14 (2006.01)

Patent

CA 2537936

ABSTRACT The present invention relates to compounds of formula I: (I) or a pharmaceutically acceptable acid addition salt thereof, where; X is C(R3c= or N=; R1 is C2-C6 alkyl, substituted C2-C6 alkyl, C3-C7 cycloalkyl, substituted C3-C7 cycloalkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle; R2 is hydrogen, C1-C3 n-alkyl, C3-C6 cycloalkyl-C1-C3 alkyl, or a group of formula II (II) provided that when R1 is C2-C6 alkyl or substituted C2-C6 alkyl, R2 is hydrogen or methyl; R3a, R3b, and, when X is C(R3c)=, R3c, are each independently hydrogen, fluoro, or methyl, provided that no more than one of R3a, R3b, and R3c may be other than hydrogen; R4 is hydrogen or C1-C3 alkyl; R5 is hydrogen, C1-C3 alkyl, or C3-C6 cycloalkylcarbonyl, provided that when R3a is other than hydrogen, R5 is hydrogen; R6 is hydrogen or C1-C6 alkyl; and n is an integer from 1 to 6 inclusively. The compounds of the present invention are useful for activating 5-HT1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal.

L'invention concerne des composés représentés par la formule (I), ou un sel d'addition acide de ceux-ci pharmaceutiquement acceptable, X étant C(R?3c¿= ou N=; R?1¿ est C¿2?-C¿6? alkyl, C¿2?-C¿6? alkyl substitué, C¿3?-C¿7? cycloalkyl, C¿3?-C¿7? cycloalkyl substitué, phényle, phényle substitué, hétérocycle, ou hétérocycle substitué; R?2¿ est hydrogène, C¿1?-C¿3? n-alkyl, C¿3?-C¿6? cycloalkyl-C¿1?-C¿3? alkyl, ou un groupe représenté par la formule (II) à condition que lorsque R?1¿ est C¿2?-C¿6? alkyl ou C¿2?-C¿6? alkyl substitué, R?2¿ est hydrogène ou méthyle; R?3a¿, R¿3b?, et, lorsque X est C(R?3c¿)=, R?3c¿, sont indépendamment chacun hydrogène, fluoro, ou méthyle, à condition que un parmi R?3a¿, R?3b¿, et R?3c¿ peuvent être un autre élément qu'hydrogène; R?4¿ est hydrogène ou C¿1?-C¿3? alkyl; R?5¿ est hydrogène, C¿1?-C¿3? alkyl, ou C¿3?-C¿6? cycloalkylcarbonyl, à condition que lorsque R?3a¿ est un autre élément qu'hydrogène, R?5¿ est hydrogène ; R?6¿ est hydrogène ou C¿1?-C¿6? alkyl; et n est un chiffre entier compris entre 1 et 6. Ces composés sont utiles dans l'activation des récepteurs de 5-HT¿1F?, dans l'inhibition de l'extravasation des protéines neuronales, et dans le traitement ou la prévention de la migraine chez un mammifère.

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