Ikk-.beta. serine-threonine protein kinase inhibitors

C - Chemistry – Metallurgy – 07 – D

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C07D 333/38 (2006.01) A61K 31/381 (2006.01)

Patent

CA 2668338

Compounds of formula (IA) or (IB) are inhibitors of IkB kinase (IKK) activity, and are useful in the treatment of autoimmune and inflammatory diseases: Formula (A) and (B) wherein R7 is hydrogen or optionally substituted (C1-C6)alkyl; ring A is an optionally substituted aryl or heteroaryl ring of 5-13 ring atoms; Z is (a) a radical of formula R1R2CHNH-Y-L1-X1-(CH2)Z- wherein: z is 0 or 1; R1 is a carboxylic acid group (-COOH), or an ester group which is hydrolysable by one or more intracellular esterase enzymes to a carboxylic acid group; R2 is the side chain of a natural or non- natural alpha amino acid; Y is a bond, -C(=O)-, -S(=O)2-, -C(=O)O-, -C(=O)NR3-, - C(=S)-NR3, -C(=NH)-NR3 or -S(=O)2NR3- wherein R3 is hydrogen or optionally substituted C1-C6 alkyl; L1 is a divalent linker radical of formula -(Alk1)m(Q)n(Alk2)p- wherein m, n, p, Q, AIk1 and AIk2 are as defined in the claims.

L'invention concerne les composés représentés par la formule (IA) ou (IB) qui sont des inhibiteurs de l'activité IkB kinase (IKK) et sont utiles dans le traitement de maladies auto-immunes et inflammatoires : Formules (A) et (B) dans lesquelles R7 est hydrogène ou alkyle en C1-C6 facultativement substitué; le noyau A est un noyau aryle ou hétéroaryle facultativement substitué de 5-13 atomes de cycle; Z est (a) un radical de formule R1R2CHNH-Y-L1-X1-(CH2)Z- où z est 0 ou 1; R1 est un groupe acide carboxylique (-COOH) ou un groupe ester qui est hydrolysable par une ou plusieurs enzymes estérases intracellulaires en un groupe acide carboxylique; R2 est la chaîne latérale d'un acide aminé alpha naturel ou non naturel; Y est une liaison, -C(=O)-, -S(=O)2-, -C(=O)O-, -C(=O)NR3-, - C(=S)-NR3, -C(=NH)-NR3 ou -S(=O)2NR3- où R3 est hydrogène ou alkyle en C1-C6 facultativement substitué; L1 est un radical de liaison divalent de formule -(Alk1)m(Q)n(Alk2)p- où m, n, p, Q, Alk1 et Alk2 sont tels que définis dans les revendications.

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