Novel Nitrogen-Containing Heteroaryl Compounds And Methods of Use Thereof

A compound represented by formula IC:

• wherein
• q is zero or one;
• W is selected from the group consisting of oxygen, —S(O)n— and —NR9— where n is zero, one or two, R9 is selected from the group consisting of hydrogen, alkyl substituted alkyl, acyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic and R8 is selected from the group consisting of hydrogen, alkyl, substituted alkyl aryl substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, or when W is —NR9— then R8 and R9, together with the nitrogen atom to which they are bound, can be joined to form a heterocyclic or a substituted heterocyclic group, provided that when W is —S(O)n— and n is one or two, then R8 is not hydrogen;
• R1 is selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkoxy, substituted alkoxy, amino, substituted amino, aminoacyl, aryl, substituted aryl, halo, heteroaryl, substituted heteroaryl, heterocyclic, substituted heterocyclic, and —XR6 where X is oxygen, —S(O)n— or —NR7— where n is zero, one or two, R6 is selected from the group consisting of alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, and R7 is hydrogen, alkyl or aryl or, when X is —NR7—, then R7 and R6, together with the nitrogen atom to which they are bound, can be joined to form a heterocyclic or substituted heterocyclic group;
• R2 and R3 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, halo, hydroxy, cyano, —S(O)n—N(R6)—R6 where n is 0, 1, or 2, —NR6C(O)NR6R6, —XR6 where X is oxygen, —S(O)n− or —NR7— where n is zero, one or two, each R6 is independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic provided that when X is —SO— or —SO2—, then R6 is not hydrogen, and R7 is selected from the group consisting of hydrogen, alkyl, aryl, or R2, R3 together with the carbon atom pendent thereto, form an aryl substituted aryl, heteroaryl, or substituted heteroaryl;
• R4 and R5 are independently selected from the group consisting of hydrogen, halo, alkyl, substituted alkyl, alkoxy, substituted alkoxy, aryl substituted aryl, heteroaryl, substituted heteroaryl and —XR6 where X is oxygen, —S(O)n— or —NR7— where n is zero, one or two, R6 is selected from the group consisting of alkyl, substituted alkyl aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic and substituted heterocyclic, and R7 is hydrogen, alkyl or aryl or, when X is —NR7—, then R7 and R6, together with the nitrogen atom to which they are bound, can be joined to form a heterocyclic or substituted heterocyclic group;
• R is selected from the group consisting of hydrogen, deuterium and methyl;
• R′ is selected from the group consisting of deuterium, alkyl, substituted alkyl and substituted amino;
• alternatively, R and R′ and the carbon pendent thereto can be joined to form cycloalkyl, substituted cycloalkyl, heterocyclic or substituted heterocyclic group;
• R″ is selected from the group consisting of hydrogen and alkyl or R″ together with R′ and the nitrogen pendent thereto can be joined to form a heterocyclic or substituted heterocyclic group;
• R′″ is selected from the group consisting of hydroxy, alkoxy, substituted alkoxy, acyloxy, cycloalkoxy, substituted cycloalkoxy, aryloxy, substituted aryloxy, heteroaryloxy, substituted heteroaryloxy, aryl, —S(O)n—R10 wherein R10 is selected from the group consisting of alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, heteroaryl and substituted heteroaryl and n is zero, one or two;
• and pharmaceutically acceptable salts, esters and prodrugs thereof;
• with the following proviso:
• that when R1, R3, R4, and R5 are hydrogen, then R2 is not bromo.

A compound selected from the group consisting of:

• 1-Chloro-4-hydroxy-6-isopropoxy-isoquinoline-3-carboxylic acid (2-hydroxy-1-hydroxymethyl-ethyl)-amide;
• 1-Chloro-4-hydroxy-7-isopropoxy-isoquinoline-3-carboxylic acid (2-hydroxy-1-hydroxymethyl-ethyl)-amide;
• 1-Chloro-4-hydroxy-isoquinoline-3-carboxylic acid (2-hydroxy-1-hydroxymethyl-ethyl)-amide;
• pharmaceutically acceptable salts, esters and prodrugs thereof.