Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols as phosphodiesterase inhibitors

摘要

Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols according to formula (I) are useful as inhibitors of the phosphodiesterase 4 (PDE4) enzyme.

主权项

1. An N-oxide compound of formula (IA): wherein:
R1 and R2 are different or the same and are each independently:
H;(C1-C6) haloalkyl(C1-C6) alkyl, optionally substituted by one or more substituents selected from (C3-C7) cycloalkyl or (C5-C7) cycloalkenyl;(C3-C7) cycloalkyl;(C5-C7) cycloalkenyl;(C2-C6) alkenyl; or(C2-C6) alkynyl;n is 0, 1 or 2;R3 is an optional substituent which, at each occurrence, is independently:
(C1-C6) alkyl optionally substituted by one or more (C3-C7) cycloalkyl;(C1-C6) haloalkyl;OR4 wherein R4 is selected from the group consisting of H, (C1-C10) alkyl optionally substituted by (C3-C7) cycloalkyl, (C1-C6) haloalkyl, (C3-C7) cycloalkyl;a halogen atom;a group —NR5SO2R6 wherein
R5 is selected in the group consisting of hydrogen; (C1-C6) alkyl; (C1-C6) alkyl which is substituted by a group —NR7R8 wherein R7 and R8 are independently H, (C1-C6) alkyl, or together with the nitrogen atom to which they are attached form a (C5-C7) heterocycloalkyl group; (C1-C6) alkyl which is substituted by an heteroaryl group; andR6 is (C1-C4) alkyl optionally substituted by (C3-C7) cycloalkyl; or a phenyl ring optionally substituted with one or two halogen atoms, hydroxy, (C1-C4) alkyl or (C1-C4) alkoxy groups or with a group —C(O)NR9R10 wherein R9 and R10 are independently hydrogen, (C1-C4) alkyl groups, or together with the nitrogen atom to which they are attached form a (C5-C7) heterocycloalkyl group;a group —SO2R11 wherein
R11 is selected from (C1-C6) alkyl; a phenyl ring which is optionally substituted with one or two groups selected in the list consisting of: halogen atom, hydroxyl, (C1-C4) alkyl, (C1-C4) alkoxy, a —C(O)NR12R13 group, wherein R12 and R13 are independently hydrogen, (C1-C4) alkyl groups, or together with the nitrogen atom to which they are attached form a (C5-C7) heterocycloalkyl group, and a group —NR14R15, wherein R14 and R15 are independently hydrogen, (C1-C4) alkyl groups, or together with the nitrogen atom to which they are attached form a (C5-C7) heterocycloalkyl group;a group —C(O)R16 wherein
R16 is a phenyl ring which is optionally substituted with one or two groups selected in the list consisting of: halogen atom, hydroxyl, (C1-C4) alkyl, (C1-C4) alkoxy, a —C(O)NR23R24 group wherein R23 and R24 are independently hydrogen, (C1-C4) alkyl groups, or together with the nitrogen atom to which they are attached form a (C5-C7)heterocycloalkyl group, and a group —NR25R26, wherein R25 and R26 are independently hydrogen, (C1-C4) alkyl groups, or together with the nitrogen atom to which they are attached form a (C5-C7) heterocycloalkyl group; ora group —SO2NR17R18 wherein
R17 is H or (C1-C6) alkyl; andR18 is selected from hydrogen; (C1-C6)alkyl; (C1-C6) alkyl which is substituted by a group —NR19R20 wherein R19 and R20 are independently H or (C1-C6) alkyl, or together with the nitrogen atom to which they are attached form a (C5-C7)heterocycloalkyl group; a phenyl ring optionally substituted with one or two halogen atoms, hydroxy, (C1-C4) alkyl or (C1-C4) alkoxy groups or with a group —C(O)NR21R22 wherein R21 and R22 are independently hydrogen, (C1-C4) alkyl groups, or together with the nitrogen atom to which they are attached form a (C5-C7) heterocycloalkyl group; or a pharmaceutically acceptable salt thereof.