Imidazopyridine compounds, compositions and methods of use

A compound of Formulas Ia-Ib:

• stereoisomers or pharmaceutically acceptable salts thereof, wherein:
• A is CR3 or N;
• X is CR15 or N;
• R1 is independently hydrogen, halogen, C1-C3 alkyl, C3-C4 cycloalkyl, —CF3, —OR6, —SR6, —OCF3, —CN, —NO2, —NR6SO2R7, —NR6C(O)R7 or —NR6R7, wherein both R1 cannot be hydrogen at the same time, and wherein said alkyl and cycloalkyl are optionally substituted by halogen, OR6, —NR6R7 or phenyl;
• R2 and R3 are independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, —(C0-C3 alkyl)CN, —(C0-C3alkyl)OR8, —(C0-C3 alkyl)SR8, —(C0-C3 alkyl)NR8R9, —(C0-C3 alkyl)CF3, —O(C0-C3alkyl)CF3, —(C0-C3alkyl)NO2, —(C0-C3alkyl)C(O)R8, —(C0-C3 alkyl)C(O)OR8, —(C0-C3alkyl)C(O)NR8R9, —(C0-C3 alkyl)NR8C(O)R9, —(C0-C3 alkyl)S(O)1-2R8, —(C0-C3alkyl)NR8S(O)1-2R9, —(C0-C3alkyl)S(O)1-2NR8R9, —(C0-C3 alkyl)(C3-C6 cycloalkyl), —(C0-C3alkyl)(3-6-membered heterocyclyl), —(C0-C3 alkyl)(5-6-membered heteroaryl) or —(C0-C3 alkyl)phenyl, wherein R2 and R3 are independently optionally substituted by R10;
• R4 is —NH2, —NH—, —NR6R7, —NR6C(O)—, —NR6C(O)O—, —NR6C(O)NR7—, —NR6S(O)1-2— or —NR6S(O)1-2NR7—;
• R5 is absent, hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, phenyl or 3-10-membered heterocyclyl, wherein R5 is optionally substituted by R10;
• R6 and R7 are each independently hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, wherein said alkyl and cycloalkyl are independently optionally substituted by halogen, oxo, —OR11 or —NR11R12;
• or
• R6 and R7 are independently taken together with the atom to which they are attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo, —NR11R12 or C1-C3 alkyl;
• R8 and R9 are each independently hydrogen, C1-C3 alkyl, C3-C6 cycloalkyl, phenyl, 3-6-membered heterocyclyl or 5-6-membered heteroaryl, wherein said alkyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl are independently optionally substituted by R10;
• or
• R8 and R9 are independently taken together with the atom to which they are attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo, —NR11R12 or C1-C3 alkyl;
• R10 is independently hydrogen, oxo, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, halogen, —(C0-C3 alkyl)CN, —(C0-C3alkyl)OR11, —(C0-C3alkyl)SR11, —(C0-C3 alkyl)NR11R12, —(C0-C3 alkyl)CF3, —(C0-C3 alkyl)NO2, —C═NH(OR11), —(C0-C3 alkyl)C(O)R11, —(C0-C3alkyl)C(O)OR11, —(C0-C3 alkyl)OC(O)R11, —(C0-C3 alkyl)OC(O)OR11, —(C0-C3 alkyl)C(O)NR11R12, —(C0-C3alkyl)NR11C(O)R12, —(C0-C3 alkyl)NR11C(O)OR12, —(C0-C3alkyl)OC(O)NR11R12, —(C0-C3alkyl)S(O)1-2R11, —(C0-C3 alkyl)NR11S(O)1-2R12, —(C0-C3 alkyl)S(O)1-2NR11R12, —(C0-C3 alkyl)(C3-C8 cycloalkyl), —(C0-C3 alkyl)(3-10-membered heterocyclyl), —(C0-C3alkyl)C(O)(3-10-membered heterocyclyl) or —(C0-C3 alkyl)phenyl, wherein R10 is independently optionally substituted by halogen, oxo, —CF3, —(C0-C3alkyl)OR13, —(C0-C3alkyl)NR13R14, —(C0-C3 alkyl)C(O)R13, —(C0-C3alkyl)S(O)1-2R13, 3-10-membered heterocyclyl or C1-C3 alkyl optionally substituted by oxo, halogen, —NR13R14 or —OR13.
• R11 and R12 are independently hydrogen, C1-C6 alkyl or —(C0-C3 alkyl)phenyl, wherein said alkyl and phenyl are independently optionally substituted by halogen, oxo, —OR13, —NR13R14, C1-C3 alkyl, —(C0-C3 alkyl)(C3-C6 cycloalkyl), —(C0-C3 alkyl)phenyl, —(C0-C3 alkyl)(3-6-membered heterocyclyl) or —(C0-C3 alkyl)(5-6-membered heteroaryl);
• or
• R11 and R12 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo, —OR13, —NR13R14 or C1-C3 alkyl;
• R13 and R14 are independently hydrogen, C1-C6 alkyl, OH or O(C1-C6 alkyl), wherein said alky is optionally substituted by halogen, —NH2, —N(CH3)2 or oxo;
• or
• R13 and R14 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo, —NH2, —N(CH3)2 or C1-C3 alkyl;
• R15 is hydrogen, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, —(C0-C3 alkyl)CN, —(C0-C3 alkyl)OR18, —(C0-C3 alkyl)SR18, —(C0-C3 alkyl)NR18R19, —(C0-C3 alkyl)CF3, —O(C0-C3 alkyl)CF3, —(C0-C3 alkyl)NO2, —(C0-C3 alkyl)C(O)R18, —(C0-C3 alkyl)C(O)OR18, —(C0-C3 alkyl)C(O)NR18R19, —(C0-C3 alkyl)NR18C(O)R19, —(C0-C3 alkyl)S(O)1-2R18—(C0-C3 alkyl)NR18S(O)1-2R19, —(C0-C3 alkyl)S(O)1-2NR18R19, —(C0-C3 alkyl)(C3-C6 cycloalkyl), —(C0-C3 alkyl)(3-6-membered heterocyclyl), —(C0-C3 alkyl)(5-6-membered heteroaryl) or —(C0-C3 alkyl)phenyl, wherein R15 is optionally substituted by R10;
• R16 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, —(C0-C3 alkyl)CN, —(C1-C3 alkyl)OR18, —(C1-C3 alkyl)SR18, —(C1-C3 alkyl)NR18R19, —(C1-C3 alkyl)CF3, —O(C1-C3 alkyl)CF3, —(C2-C3 alkyl)NO2, —(C0-C3 alkyl)C(O)R18, —(C0-C3 alkyl)C(O)OR18, —(C0-C3 alkyl)C(═NR18)NR18R19, —(C0-C3 alkyl)C(O)NR18R19, —(C0-C3 alkyl)NR18C(O)R19, —(C0-C3 alkyl)S(O)1-2R18, —(C0-C3 alkyl)NR18S(O)1-2R19, —(C0-C3 alkyl)S(O)1-2NR18R19, —(C0-C3 alkyl)(C3-C6 cycloalkyl), —(C0-C3 alkyl)(3-6-membered heterocyclyl), —(C0-C3 alkyl)(5-6-membered heteroaryl) or —(C0-C3 alkyl)phenyl, wherein R16 is optionally substituted by R10;
• R18 and R19 are independently hydrogen or C1-C6 alkyl optionally substituted by halogen, oxo, CN, —OR20, —SR20 or —NR20R21;
• or
• R18 and R19 are taken together with the atom to which they attached to form a 3-6 membered heterocyclyl optionally substituted by halogen, oxo, C1-C3 alkyl, CN, —OR20, —SR20 or —NR20R21;
• and
• R20 and R21 are independently hydrogen or C1-C6 alkyl optionally substituted by oxo, halogen, —OH or —NH2,
• with the proviso that Formulas Ia-Ib include compounds other than:
• 2-(6-amino-7H-purin-8-yl)phenol;
• 2-(2-fluoro-3-methoxyphenyl)-N-(pyridin-4-ylmethyl)-3H-imidazo[4,5-c]pyridin-4-amine;
• 8-(2,4-dichlorophenyl)-7H-purin-6-amine;
• 2-(2,5-dimethoxyphenyl)-N-methyl-3H-imidazo[4,5-c]pyridin-4-amine;
• 8-(2,3,5,6-tetrafluoro-4-(1H-imidazol-1-yl)phenyl)-7H-purin-6-amine;
• and
• 8-o-tolyl-7H-purin-6-amine