Tetrasubstituted pyridazine hedgehog pathway antagonists

Details Tetrasubstituted pyridazine hedgehog pathway antagonists Tetrasubstituted pyridazine hedgehog pathway antagonists

C - Chemistry, Metallurgy

07

D

C07D 401/04 (2006.01) A61K 31/501 (2006.01) C07D 401/14 (2006.01) C07D 417/14 (2006.01)

Patent

CA 2743483

The present invention provides novel tetrasubstituted pyridine hedgehog pathway antagonists of the following formula 1 (1) or a pharmaceutically acceptable salt thereof, wherein: X is C-R1 or N; R11 is hydrogen, fluoro or cyano; R2 is formula II (II), piperidinyl, or gem di-F-substituted cyclohexyl; R3 is methyl or trifluoromethyl; R4 is pyrrolidinyl, morpholinyl or pyridyl, amino or dimethylamino; R5 is trifluoromethyl or methylsulfonyl; R6 is hydrogen or methyl; and R7, R8, R9, R10 and R11 are independently hydrogen fluoro, cyano, chloro, methyl, trifluoromethyl, trifluoromethoxy or methylsulfonyl, provided that al least two of R7, R8, R9, R10 and R11 are hydrogen useful in the treatment of cancer.

La présente invention concerne de nouveaux antagonistes de type pyridazine tétrasubstituée de la voie de signalisation Hedgehog représentés par la formule (I) ou un sel pharmaceutiquement acceptable de ceux-ci. Dans ladite formule, X est C-R1 ou N; R1 est hydrogène, fluoro ou cyano; R2 est représenté par la formule II (II), pipéridinyle, ou cyclohexyle gem-di-F-substitué; R3 est méthyle ou trifluorométhyle; R4 est pyrrolidinyle, morpholinyle ou pyridyle, amino ou diméthylamino; R5 est trifluorométhyle ou méthylsulfonyle; R6 est hydrogène ou méthyle; et R7, R8, R9, R10 et R11 sont indépendamment hydrogène, fluoro, cyano, chloro, méthyle, trifluorométhyle, trifluorométhoxy ou méthylsulfonyle, à condition qu'au moins deux éléments choisis parmi R7, R8, R9, R10 et R11 soient hydrogène. Lesdits antagonistes sont utiles dans le traitement du cancer.

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