Back to results
US 9,809,582 B2Granted
Aminoester derivatives
AssigneeChiesi Farmaceutici S.p.A.
InventorsElisabetta Armani, Gabriele Amari, Wesley Blackaby, Herve Van De Poel, Charles Baker-Glenn, Naimisha Trivedi
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I) are both phosphodiesterase 4 (PDE4) enzyme inhibitors and muscarinic M3 receptor antagonists and are useful for the prevention and/or treatment of diseases of the respiratory tract characterized by airway obstruction.
Claims17
A compound of formula (I):
- wherein:
- each R1 is hydrogen halogen, (C1-C4) alkyl, (C1-C4) alkoxy, (C1-C4) haloalkyl, hydroxy, —SO2NR6R7, —CN, —NR8SO2R9, —NR6R7, —CONR6R7, or —NR8COR9, wherein said (C1-C4) alkyl is optionally substituted by one or more groups selected from the group consisting of (C3-C7) cycloalkyl, hydroxyl, and —NR6R7 and wherein said (C1-C4) alkoxy is optionally substituted by one or more halogens or (C3-C7) cycloalkyl groups, wherein
- R6 is hydrogen or (C1-C6) alkyl;
- R7 is hydrogen or (C1-C6) alkyl;
- R8 is hydrogen or (C1-C6) alkyl;
- R9 is hydrogen or (C1-C6) alkyl;
- n is an integer of 1 to 3;
- each R2 is hydrogen halogen, (C1-C4) alkyl, (C1-C4) alkoxy, (C1-C4)haloalkyl, hydroxy, —SO2NR10R11, —CN, or —NR12SO2R13, wherein said (C1-C4) alkyl and said (C1-C4) alkoxy are optionally substituted by one or more (C3-C7) cycloalkyl groups, wherein
- R10 is hydrogen or (C1-C6) alkyl;
- R11 is hydrogen or (C1-C6) alkyl;
- R12 is hydrogen or (C1-C6) alkyl;
- R13 is hydrogen or (C1-C6) alkyl;
- m is an integer of 1 to 3;
- R3 and R4 are different or the same and are independently:
- H;
- (C3-C7) cycloalkylcarbonyl;
- (C1-C6) alkyl, optionally substituted by one or more substituents selected from the group consisting of (C1-C4 alkoxy), (C3-C7) cycloalkyl, and (C5-C7) cycloalkenyl;
- (C1-C6) haloalkyl;
- (C3-C7) cycloalkyl;
- (C5-C7) cycloalkenyl;
- (C2-C6) alkenyl;
- or
- (C2-C6) alkynyl;
- each R5, whenever present, is independently CN, NO2, CF3, or a halogen atom;
- k is 0 or an integer of 1 to 3;
- L1 is a bond
- W1 is a heteroarylene group;
- W2 is aryl or heteroaryl;
- L2 is a group —(CH2)q— wherein q is an integer of 1 to 4;
- L3 is a bond or a group —(CH2)s— wherein s is 1 or 2;
- X is:
- wherein
- R20 is H, OH, or (C1-C4) alkyl optionally substituted by one or more hydroxyl group;
- R21 is hydrogen or (C1-C6) alkyl optionally substituted by hydroxyl;
- i is 1 or 2;
- i′ is 1 or 2;
- i″ is an integer of 1 to 4;
- A is:
- a group (CH2)s—NR16R17 wherein s is an integer of 1 to 4 and R16 and R17 are independently hydrogen or (C1-C4) alkyl;
- or
- a saturated monocyclic, bicyclic, or tricyclic heterocyclic ring system containing one N heteroatom or NR18 wherein R18 is (C1-C4) alkyl or benzyl;
- an N-oxide on the pyridine ring, a deuterated derivative, or a pharmaceutically acceptable salt thereof.
39 more elements
Dependencies are inferred from the claim text.