Substituted 2-cyclohexyl-4-phenyl-1H-imidazole derivatives

A compound of the formula:

• 27
• or a pharmaceutically acceptable salt thereof, wherein:
• R1:
• (i) represents hydrogen, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C1-C8 alkanoyloxy, C1-C8 carbonate, C1-C8 carbamate, C1-C8 alkylthio, halo(C1-C8)alkyl, halo(C1-C8)alkoxy, hydroxy(C1-C8)alkyl, hydroxy(C1-C8)alkoxy, mono or di(C1-C8)alkyl amino, C1-C8 alkanoyl, C1-C8 alkoxycarbonyl, —COOH, —SO2NH2, mono or dialkylsulfonamido, —C(O)NH2 or mono or di(C1-C8)alkylcarboxamido;
• or
• (ii) taken together with R2, represents a 5- to 7-member carbocyclic or heterocyclic ring;
• R2 represents 0 to 5 ring substitutents, each substituent independently selected from hydrogen, halogen, hydroxyl, amino, cyano, nitro, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C1-C8 alkanoyloxy, C1-C8 carbonate, C1-C8 carbamate, C1-C8 alkylthio, halo(C1-C8)alkyl, halo(C1-C8)alkoxy, hydroxy(C1-C8)alkyl, hydroxy(C1-C8)alkoxy, mono or di(C1-C8)alkyl amino, C1-C8 alkanoyl, C1-C8 alkoxycarbonyl, —COOH, —SO2NH2, mono and dialkylsulfonamido, —C(O)NH2, mono and di(C1-C8)alkylcarboxamido, and substituents that, taken together with R1, form a 5-to 7-member carbocyclic or heterocyclic ring;
• A represents —CO— or—(CH2)n—, wherein n is an integer ranging from 1 to 3;
• R3 represents:
• (i) hydrogen;
• (ii) C1-C8 alkyl, optionally substituted with from 1 to 8 substituents that are independently selected from halogen, hydroxyl, carbocyclic groups and heterocyclic groups, wherein each carbocyclic or heterocyclic group contains from 3 to 10 ring members;
• or
• (iii) a bond to R4, forming a heterocyclic group having from 1 to 3 fused or pendant rings, each ring containing from 5 to 10 ring members, wherein each ring is optionally substituted by from 1 to 5 substituents that are independently selected from halogen, cyano, nitro, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C1-C8 alkylthio, hydroxy, amino, mono or di(C1-C8)alkyl amino, halo(C1-C8)alkyl, halo(C1-C8 )alkoxy, hydroxy(C1-C8 )alkyl, hydroxy(C1-C8)alkoxy C2-C8 alkanoyl, C1-C8 alkoxycarbonyl, —COOH, —SO2NH2, mono or dialkylsulfonamido, —C(O)NH2 and mono and di(C1-C8)alkylcarboxamido;
• X represents a bond, —S(O)2—, —C(O)— or —NHC(O)—;
• and
• R4:
• (i) represents hydrogen;
• (ii) represents C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C1-C8 alkanoyloxy, C1-C8 carbonate, halo(C1-C8)alkyl, halo(C1-C8)alkoxy, hydroxy(C1-C8)alkyl, hydroxy(C1-C8)alkoxy, C1-C8 alkanone or C1-C8 alkyl ether, optionally substituted with from 1 to five substituents that are independently selected from halogen, hydroxyl, carbocyclic groups and heterocyclic groups, wherein each carbocyclic or heterocyclic group contains from 5 to 10 ring members;
• (iii) represents a carbocyclic or heterocyclic group having from 1 to 3 fused or pendant rings, each ring containing from 5 to 10 ring members, wherein each ring is optionally substituted by from 1 to 5 substituents that are independently selected from halogen, cyano, nitro, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C1-C8 alkanoyloxy, C1-C8 carbonate, C1-C8 carbamate, C1-C8 alkylthio, hydroxy, amino, mono or di(C1-C8)alkyl amino, halo(C1-C8)alkyl, halo(C1-C8)alkoxy, hydroxy(C1-C8)alkyl, hydroxy(C1-C8)alkoxy C2-C8 alkanoyl, C1-C8 alkoxycarbonyl, —COOH, —SO2NH2, mono or dialkylsulfonamido, —C(O)NH2 and mono or di(C1-C8)alkylcarboxamido;
• or
• (iv) taken together with R3 and X, represents a heterocyclic group having from 1 to 3 fused or pendant rings, each ring containing from 5 to 10 ring members, wherein each ring is optionally substituted by from 1 to 5 substituents that are independently selected from halogen, cyano, nitro, C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C1-C8 alkoxy, C1-C8 alkanoyloxy, C1-C8 carbonate, C1-C8 carbamate, C1-C8 alkylthio, hydroxy, amino, mono or di(C1-C8)alkyl amino, halo(C1-C8)alkyl, halo(C1-C8)alkoxy, hydroxy(C1-C8)alkyl, hydroxy(C1-C8)alkoxy C2-C8 alkanoyl, C1-C8 alkoxycarbonyl, COOH, —SO2NH2, mono or dialkylsulfonamido, —C(O)NH2 and mono or di(C1-C8)alkylcarboxamido.