Pyrimidine derivatives as kinase modulators and method of use

Details Pyrimidine derivatives as kinase modulators and method of use Pyrimidine derivatives as kinase modulators and method of use

C - Chemistry, Metallurgy

07

D

C07D 403/14 (2006.01) A61K 31/42 (2006.01) A61K 31/495 (2006.01) A61P 29/00 (2006.01) A61P 35/00 (2006.01) C07D 401/12 (2006.01) C07D 413/14 (2006.01)

Patent

CA 2590110

The invention provides compounds and methods for inhibition of kinases, more specifically IGF 1 R kinases. The invention also provides compounds and methods for inhibition of wild~type Abl. The invention provides compounds for modulating protein kinase enzymatic activity for modulating cellular activities such as proliferation, differentiation, programmed cell death, migration and chemoinvasion. Compounds of the invention inhibit, regulate and/or modulate kinase receptor signal transduction pathways related to the changes in cellular activities as mentioned above, and the invention includes compositions which contain these compounds, and methods of using them to treat kinase-dependent diseases and conditions. A compound of formula (I), or a farmaceutically acceptable salt, hydrate, or prodrug thereof, wherein, V is NR1R1a, or O-R1, wherein X is H, halo, C1-C6 alkyl, NO2, mono-, di-, or tri- halo substituted methyl, NR13R,14. C(O)O-C1-C6 alkyl, or N(R13)-C(O)-C1-C6 alkyl; Y is H, halo, OH, C1-C6 alkyl, C0-C6alkyl-NR,15R16, NRI5R,6, C1-C6 alkoxy, -N(R13)-(CH2)n-~NR15R16, -C(O)O-C1-C6 alkyl, -O-(CH2)n-NR15R16, -C(O)- C1-C6 alkyl, -C0-C6-alkyl-R21, -O-R21, -C(O)-R21, -O-(CH2)n-R21, -C(O)- NR13R14, -C(O)-N(R13)-aryl, -C(O)-N(R13)~(CH2)n-NR15R16, -C(O)-N(R13)-(CH2)n- aryl -C(O)-N(R13)-(CH2)n-heterocyclyl; or X and Y together with the atoms to which they are attached form a 4-7 membered heterocyclyl or heteroaryl group containing one or two heteroatoms independently selected from O, N, and S. Z is H, NR2R3, -S-R2a, or -0-R2a

L'invention concerne des composés et des procédés d'inhibition des kinases, et plus particulièrement des kinases IGF1R. De plus, l'invention concerne des composés et des procédés d'inhibition de l'Abl de type sauvage. L'invention concerne également des composés de modulation de l'activité enzymatique des protéines kinase qui permettent de moduler les activités cellulaires telles que la prolifération, la différenciation, la mort cellulaire programmée, la migration et la chimioinvasion. Par ailleurs, l'invention concerne des composés qui inhibent, régulent et/ou modulent les processus de transduction du signal des récepteurs kinase relatifs aux modifications des activités cellulaires mentionnées plus haut. L'invention concerne enfin des compositions qui contiennent ces composés, ainsi que des procédés d'utilisation de ces compositions dans le traitement des maladies et états pathologiques liés aux kinases.

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