Pyrazolo[3,4-C]quinolines, pyrazolo[3,4-C]naphthyridines, analogs thereof, and methods

A compound of the Formula III:

• wherein:
• RC is selected from the group consisting of hydrogen, alkyl, alkoxy, phenyl, phenyloxy, heteroaryl, heteroaryloxy, halogen, haloalkyl, hydroxy, cyano, mercapto, nitro, carboxy, alkylamino, dialkylamino, benzylamino, heteroarylmethylamino, and cyclic amino;
• wherein phenyl, phenoxy, heteroaryl, heteroaryloxy, the phenyl ring of the benzyl group, and heteroaryl in the heteroarylmethylamino group are unsubstituted or substituted by one or more substituents independently selected from the group consisting of methyl, methoxy, bromo, chloro, fluoro, trifluoromethyl, trifluoromethoxy, cyano, nitro, and hydroxy;
• R is selected from the group consisting of halogen, hydroxy, alkyl, alkenyl, haloalkyl, alkoxy, alkylthio, and —N(R9)2;
• n is an integer from 0 to 4;
• R1 is selected from the group consisting of:
• —R4,
• —X—R4,
• —X—Y—X—Y—R4, and
• —X—R5;
• R2 is selected from the group consisting of hydrogen, halogen, hydroxy, —N(R9), nitro, alkyl, aryl, and heteroaryl wherein the alkyl, aryl, or heteroaryl group is unsubstituted or substituted by one or more substituents independently selected from the group consisting of alkyl, alkoxy, alkylthio, aryl, halogen, haloalkyl, haloalkoxy, cyano, nitro, amino, hydroxy, hydroxyalkyl, hydroxyalkoxy, acetyloxy, and alkoxycarbonylalkoxy;
• R3 is selected from the group consisting of:
• —Z—R4,
• —Z—X—R4,
• —Z—X—Y—R4,
• —Z—X—Y—X—Y—R4, and
• —Z—X—R5;
• m is 0 or 1, with the proviso that when m is 1 then n is 0 or 1;
• X is selected from the group consisting of alkylene, alkenylene, alkynylene, arylene, heteroarylene, and heterocyclylene wherein the alkylene, alkenylene, and alkynylene groups can be optionally interrupted or terminated by arylene, heteroarylene or heterocyclylene and optionally interrupted by one or more —O— groups;
• Y is-selected-from the group consisting of:
• Z is a bond or —O—;
• R4 is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aryl, arylalkylenyl, aryloxyalkylenyl, alkylarylenyl, heteroaryl, heteroarylalkylenyl, heteroaryloxyalkylenyl, alkylheteroarylenyl, and heterocyclyl wherein the alkyl, alkenyl, alkynyl, aryl, arylalkylenyl, aryloxyalkylenyl, alkylarylenyl, heteroaryl, heteroarylalkylenyl, heteroaryloxyalkylenyl, alkylheteroarylenyl, and heterocyclyl groups can be unsubstituted or substituted by one or more substituents independently selected from the group consisting of alkyl, alkoxy, hydroxyalkyl, haloalkyl, haloalkoxy, halogen, nitro, hydroxy, mercapto, cyano, aryl, aryloxy, arylalkyleneoxy, heteroaryl, heteroaryloxy, heteroarylalkyleneoxy, heterocyclyl, amino, alkylamino, dialkylamino, (dialkylamino)alkyleneoxy, and in the case of alkyl, alkenyl, alkynyl, and heterocyclyl, oxo, and in the case of heterocyclyl, amidino and oximido;
• R5 is selected from the group consisting of:
• R6 is selected from the group consisting of ═O and ═S;
• R7 is C2-7 alkylene;
• R8 is selected from the group consisting of hydrogen, alkyl, alkoxyalkylenyl, hydroxyalkylenyl, arylalkylenyl, and heteroarylalkylenyl;
• R9 is selected from the group consisting of hydrogen and alkyl;
• R10 is C3-8 alkylene;
• A is selected from the group consisting of —O—, —C(O)—, —S(O)0-2—, and —N(R4)—;
• A′ is selected from the group consisting of —O—, —S(O)0-2—, —N(-Q-R4)—, and —CH2—;
• Q is selected from the group consisting of a bond, —C(R6)—, —C(R6)—C(R6)—, —S(O)2—, —C(R6)—N(R8)—W—, —S(O)2—N(R8)—, —C(R8)—O—, —C(R6)—S—, and —C(R6)—N(OR9)—;
• V is selected from the group consisting of —C(R6)—, —O—C(R6)—, —N(R8)—C(R6)—, and —S(O)2—;
• W is selected from the group consisting of a bond, —C(O)—, and —S(O)2—;
• and
• a and b are independently integers from 1 to 6 with the proviso that a+b is ≦7;
• with the proviso that R1 is other than hydrogen, methyl, or phenyl;
• and with the further proviso that the compound is other than N-[1,1-dimethyl-2-(2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)ethyl]benzamide;
• or a pharmaceutically acceptable salt thereof.