Ether derivatives useful as inhibitors of PDE4 isozymes

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C546S284100, C546S270100, C546S281100

Reexamination Certificate

active

10918820

ABSTRACT:
This application is directed to compounds of the formulawherein j is 1; k is 0 or 1; m is 1, 2 or 3; n is 1 or 2; W1and W2are independently —O— or —S(═O)t—, where t is 0, 1, or 2; Y is ═C(R1a)—, where R1ais a member selected from the group consisting of H; F; Cl; CN; NO2; —(C1–C4)alkyl; —(C2–C4)alkynyl; fluorinated-(C1–C3)alkyl; fluorinated-(C1–C3)alkoxy; —OR16; and —C(═O)NR22aR22b; R22aand R22bare defined as set forth in the specification; —RAand RBare each a member independently selected from the group consisting of H; F; CF3; —(C1–C4)alkyl; —(C3–C7)cycloalkyl; phenyl; and benzyl; wherein said cycloalkyl, phenyl, and benzyl moieties are each independently substituted with 0 to 3 substituents R10, which is defined as set forth in the specification; R16and R17are defined as set forth in the specification; —RCand RDhave the same meaning as defined above for RAand RBexcept that one of them must be —H, and they are selected independently of each other and of RAand RB; R1and R2are each a member independently selected from the group consisting of H; F; Cl; CN; NO2; —(C1–C4)alkyl; —(C2–C4)alkynyl; fluorinated-(C1–C3)alkyl; OR16; and —C(═O)NR22aR22b; —R3is H; —(C1–C3)alkyl; phenyl; benzyl; or OR16; R4, R5, and R6are defined as set forth in the specification; J1and J2are each independently a moiety comprising a saturated or unsaturated six-membered monocyclic carbon ring; and D is a member independently selected from the group consisting of partial Formulas (1.1.1) through (1.1.5) as set forth in the specification; a pharmaceutically acceptable salt thereof; which are useful as inhibitors of PDE4 in the treatment of diseases regulated by the activation and degranulation of eosinophils, especially asthma, chronic bronchitis, and chronic obstructuive pulmonary disease.

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