Nicotinamide biaryl derivatives useful as inhibitors of pde4...

Details Nicotinamide biaryl derivatives useful as inhibitors of pde4... Nicotinamide biaryl derivatives useful as inhibitors of pde4...

C - Chemistry, Metallurgy

07

D

C07D 213/82 (2006.01) A61K 31/44 (2006.01) A61P 11/06 (2006.01) A61P 29/00 (2006.01) C07D 405/12 (2006.01)

Patent

CA 2436535

Compounds useful as inhibitors of PDE4 in the treatment of diseases regulated by the activation and degranulation of eosinophils, especially asthma, chronic bronchitis, and chronic obstructive pulmonary disease, of the formula (I): where j is 0 or 1 provided that when j is 0, n must be 2; k is 0 or 1; m is 0, 1, or 2; n is 1 or 2; W1 is -0-; or -S(=O)t-, where t is 0, 1, or 2; or -N(R3)- ; W2 is -O-CRARB- or is absent; Y is =C(R1a)- or -[N.rArr.(O)k]- where k is 0 or 1; RA and RB are -H; -F; -CF3; -(C1-C4)alkyl; -(C3-C7)cycloalkyl; phenyl; or benzyl substituted with 0 to 3 substituents R10; or RA and RB are taken together, but only in the case where m is 1, to form a spiro moiety; RC and RD have the same meaning as RA and RB except that one of them must be -H, R1 and R2 are -H; -F; -Cl; -CN; -NO2; (C1-C4)alkyl; -(C2-C4)alkynal; fluorinated-(C1- C3)alkyl; -OR16; and -C(=O)NR22aR22b; R3 is -H; -(C1-C3)alkyl; phenyl; benzyl; or -OR16; R4, R5 and R6 in addition to other meanings may be taken together to form, e.g., form (II): Q1, Q2 and Z are as defined in the application.

L'invention concerne des composés utiles comme inhibiteurs de PDE4 dans le traitement de maladies régulées par l'activation et la dégranulation d'éosinophiles, notamment l'asthme, la bronchite chronique et la bronchopneumopathie chronique obstructive. Ces composés sont représentés par la formule (I), dans laquelle j égale 0 ou 1 à condition que si j égale 0, n doit égaler 2 ; k égale 0 ou 1 ; m égale 0, 1 ou 2 ; n égale 1 ou 2 ; W?1¿ représente -O- ; ou -S(=O)¿t?-, t égalant 0, 1, ou 2 ; ou -N(R?3¿)- ; W?2¿ représente -O-CR?A¿R?B¿- ou est absent ; Y représente =C(R?1¿¿a?)- ou -[N.fwdarw.(O)¿k?]- k égalant 0 ou 1 ; R?A¿ et R?B¿ représentent H ; -F ; -CF¿3? ; -(C¿1?-C¿4?)alkyle ; -(C¿3?-C¿7?)cycloalkyle ; phényle ; ou benzyle substitué par R?10¿ comportant de 0 à 3 substituants ; ou R?A¿ et R?B¿ forment ensemble, mais uniquement si m égale 1, une fraction spiro ; R?C¿ et R?D¿ ont la même notation que R?A¿ et R?B¿, sauf que l'un d'entre eux doit représenter -H, R?1¿ et R?2¿ représentent H ; -F ; -Cl ; -CN ; -NO¿2? ; (C¿1?-C¿4?)alkyle ; -(C¿2?-C¿4?)alcynyle ; (C¿1?-C¿3?)alkyle fluoré ; -OR?16¿ ; et -C(=O)NR?22¿¿a?R?22¿¿B? ; R?3¿ représente -H; -(C¿1?-C¿3?)alkyle ; phényle ; benzyle ; ou -OR?16¿ ; R?4¿, R?5¿ et R?6¿, outre leurs autres notations, peuvent former ensemble par exemple (II) ; Q?1¿, Q?2¿ et Z étant définis dans la demande.

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