NEW CYCLOHEXYLAMINE DERIVATIVES HAVING beta2 ADRENERGIC AGONIST AND M3 MUSCARINIC ANTAGONIST ACTIVITIES

A compound of Formula (I), or a pharmaceutically acceptable salt, N-oxide, solvate, or deuterated derivative thereof:

• wherein:
• B is a moiety having a β2-adrenergic binding activity,
• R1 and R2 are independently chosen from a hydrogen atom and a linear or branched C1-4 alkyl group,
• R3 has formula:
• wherein:
• R4 is chosen from a hydrogen atom, a hydroxy group, a hydroxymethyl group, and a linear or branched C1-4 alkyl group,
• R5 is chosen from a saturated or unsaturated C3-8 cycloalkyl group, a C5-6 aryl group, a 5- to 6-membered heteroaryl group containing at least one heteroatom chosen from N, S, and O, a (C1-4 alkyl)-(C5-6 aryl) group, a (C1-4 alkyl)-(C3-8 cycloalkyl) group, or a (C1-4 alkyl)-(5- to 6-membered heteroaryl group containing at least one heteroatom chosen from N, S, and O) group, which groups independently are optionally substituted with one or more substituents Ra,
• R6 is chosen from a C5-6 aryl group, a 5- to 6-membered heteroaryl group containing at least one heteroatom chosen from N, S, and O, a saturated or unsaturated C3-8 cycloalkyl group, a C1-8 alkyl group, a C2-8 alkenyl group, a C2-8 alkynyl group, a (C1-4 alkyl)-(C5-6 aryl) group, a (C1-4 alkyl)-(C3-8 cycloalkyl) group, or a (C1-4 alkyl)-(5- to 6-membered heteroaryl group containing at least one heteroatom chosen from N, S, and O) group, which groups independently are optionally substituted with one or more substituents Rb,
• Ra and Rb are independently chosen from a halogen atom, a hydroxy group, a C1-4 alkyl group, a C1-4 alkoxy group, —SH, a C1-4 alkylthio group, a nitro group, a cyano group, —CO2R′, —NR′R″, —C(O)NR′R″, —N(R′″)C(O)—R′, —N(R′″)—C(O)NR′R″, wherein R′, R″ and R″ are independently chosen from a hydrogen atom or a C1-4 alkyl group, or R′ and R″ together with the nitrogen atom to which they are attached form a 3- to 6-membered heterocyclic ring,
• Q is chosen from a direct bond, —CH2—, —CH2—CH2—, —O—, —O—CH2—, —S—, —S—CH2—, or —CH═CH—,
• * is a point of attachment of R3 to the remainder of the Formula (I),
• A1 and A2 independently are selected from the group consisting of a C1-10 alkylene group, a C2-10 alkenylene group, and a C2-10 alkynylene group, wherein said groups are optionally substituted with one or more substituents chosen from a halogen atom, a hydroxy group, a linear or branched C1-4 alkyl group, a linear or branched C1-4 alkoxy group, a C5-6 aryl group, and a C3-7 cycloalkyl group,
• L1 is chosen from a direct bond, —O—, —NRc—, —S—, —S(O)—, —SO2—, —NRc(CO)—, —(CO)NRc—, —NRc(CO)(CH2)qO—, —O(CH2)q(CO)NRc—, —NRc(CH2)qO—, —O(CH2)qNRc—, —NRc(CO)NRd—, —C(O)—, —C(O)O—, —OC(O)—, —S(O)2NRc—, —NRcS(O)2—, —NRcS(O)2NRd—, —C(O)NRcS(O)2—, or —S(O)2NRcC(O)—, wherein Rc and Rd are independently chosen from a hydrogen atom or a linear or branched C1-4 alkyl group, and q has a value of 0, 1 or 2,
• G is chosen from a C3-C10 mono- or bicyclic cycloalkyl group, a C5-C14 mono- or bicyclic aryl group, a 3- to 14-membered saturated or unsaturated mono- or bicyclic heterocyclyl group having one or more heteroatoms chosen from N, S, and O, a 5- to 14-membered mono- or bicyclic heteroaryl group having one or more heteroatoms chosen from N, S, and O, and a bicyclic ring system consisting of two monocyclic ring systems which are linked between each other by a covalent bond, wherein said monocyclic ring systems are independently from a C3-8 cycloalkyl group, a C5-C6 aryl group, a 3 to 8-membered saturated or unsaturated heterocyclyl group having one or more heteroatoms chosen from N, S, and O, or a 5- to 6-membered heteroaryl group having one or more heteroatoms chosen from N, S, and O,
• wherein the cyclic groups independently are optionally substituted with one or more substituents chosen from a halogen atom, a C1-4 alkyl group, a C1-4 alkoxy group, a carboxy group, a cyano group, a nitro group, a hydroxy group, an oxo group, a trifluoromethyl group, or a trifluoromethoxy group, with the proviso that when G is a phenyl group, L1 is not a direct bond, —O—, —NHC(O)—, —C(O)NH— or —NH(CO)O— group.