CD206 Modulators Their Use and Methods for Preparation

A compound of Formula I:

• or a pharmaceutically acceptable salt thereof, wherein
• each bond shown as a solid line and a dashed line together, , can be a single bond, double, or aromatic bond;
• R1 is hydrogen, halogen, hydroxyl, cyano, —CO2H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6alkoxy, —(C0-C6alkyl)cycloalkyl, C1-C6haloalkyl, —(C0-C6alkyl)phenyl, —(C0-C6alkyl)aryl, —(C0-C6alkyl)heteroaryl, —C(O)C1-C6alkyl, —C(O)NR8R9, —(C0-C6alkyl)NR5R6, —CO2R6, —C6H4—R7, and a monocyclic or bicyclic heterocycle of 4 to 10 ring atoms having 1, 2, or 3 ring atoms independently chosen from N, S and O;
• R2, R3, and R4 are each independently chosen at each occurrence from hydrogen, halogen, hydroxyl, cyano, —CO2H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6alkoxy, —(C0-C6alkyl)cycloalkyl, C1-C6haloalkyl, —(C0-C6alkyl)phenyl, —(C0-C6alkyl)aryl, —(C0-C6alkyl)heteroaryl, —C(O)C1-C6alkyl, —C(O)NR5R6, (C0-C6alkyl)NR8R9, —CO2R6, and —C6H4—R7;
• a, b, c, d, and X are each independently chosen at each occurrence from N, C, and CH;
• R5, and R6 are each independently chosen at each occurrence from hydrogen, halogen, hydroxy, C1-C6alkyl, C1-C6haloalkyl, C1-C6hydroxyalkyl, C1-C6alkoxy, a substituted or unsubstituted —(C0-C6alkyl)cycloalkyl, —(C0-C6alkyl)phenyl, —(C0-C6alkyl)aryl, —(C0-C6alkyl)heteroaryl, —C(O)C1-C6alkyl, —C(O)(C0-C6alkyl)phenyl, —(C0-C6alkyl)NR8R9, —C(O)(C0-C6alkyl)aryl, —C(O)(C0-C6alkyl)heteroaryl, and a 4- to 7-membered heterocycloalkyl ring having 1, 2, or 3 ring atoms independently chosen from N, O, and S;
• any R5 and R6 bound to the same nitrogen atom may be taken together to form a 4- to 7-membered monocyclic heterocycloalkyl ring or 6- to 11-membered bridged bicyclic heterocycloalkyl ring, which heterocycloalkyl ring contains 0, 1, or 2 additional heteroatoms chosen from N, O, S, S(O), and SO2 which heterocycloalkyl ring is optionally substituted at any carbon or hetero ring atom with halogen, hydroxyl, cyano, oxo, dioxo, C1-C6alkyl, C1-C6alkoxy, C1-C6haloalkyl, —(C0-C6alkyl)cycloalkyl, —(C0-C6alkyl)phenyl, —(C0-C6alkyl)aryl, —(C0-C6alkyl)CO2R8, —(C0-C6alkyl)C(O)NR8R9, —(C1-C6alkyl)OR8, —C(O)C1-C6alkyl, —(C0-C6alkyl)NR8R9, or —C(O)(C0-C6alkyl)NR8R9;
• R7 is hydrogen, halogen, hydroxyl, cyano, —CO2H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C1-C6alkoxy, C1-C6haloalkyl, —(C0-C6alkyl)cycloalkyl, —(C0-C6alkyl)phenyl, —(C0-C6alkyl)aryl, —(C0-C6alkyl)heteroaryl, —CO2R8, —C(O)C1-C6alkyl, —C(O)C2-C6alkenyl, —C(O)C2-C6alkynyl, —C(O)C1-C6alkoxy, —C(O)C1-C6hydroxyalkyl, —C(O)—(C0-C6alkyl)cycloalkyl, —C(O)—(C0-C6alkyl)phenyl, —C(O)—(C0-C6alkyl)aryl, —C(O)—(C0-C6alkyl)heteroaryl, —C(O)NR8R9, —C(O)NR5R6, —C(O)—(C0-C6alkyl)NR5R6, —C(O)—NR8—(C0-C6alkyl)NR5R6, or (C0-C6alkyl)NR5R6;
• R8 and R9 are each independently chosen at each occurrence from hydrogen, halogen, C1-C6 alkyl, C1-C6alkoxy, C1-C6haloalkyl, —(C0-C6alkyl)phenyl, —(C0-C6alkyl)aryl, —(C0-C6alkyl)NR5R6, —CO2R6, —C(O)C1-C6alkyl, and —(C0-C6alkyl)cycloalkyl.