Piperazine, [1,4]Diazepane, [1,4]Diazocane, and [1,5]Diazocane fused imidazo ring compounds

A compound of the Formula II:

• wherein:
• RA1 and RB1 are each independently selected from the group consisting of:
• hydrogen,
• halogen,
• alkyl,
• alkenyl,
• alkoxy,
• alkylthio, and
• —N(R9)2;
• or when taken together, RA1 and RB1 form a fused aryl ring or heteroaryl ring containing one heteroatom selected from the group consisting of N and S, wherein the aryl or heteroaryl ring is unsubstituted or substituted by one or more R groups, or substituted by one R3 group, or substituted by one R3 group and one R group,
• or when taken together, RA1 and RB1 form a fused 5 to 7 membered saturated ring, optionally containing one heteroatom selected from the group consisting of N and S, and unsubstituted or substituted by one or more R groups;
• X is a bond or a straight or branched chain C1-2 alkylene,
• X′ is a straight or branched chain C1-8 alkylene optionally substituted with hydroxy, —O—R11, or one or more halogen atoms wherein the hydroxy, —O—R11, or one or more halogen atoms are bonded to a carbon atom other than a carbon atom adjacent to a nitrogen atom;
• X and X′ are further characterized in that the total number of ring carbon atoms contributed by X and X′ is 1 to 3;
• Y is selected from the group consisting of:
• a bond,
• —S(O)2—,
• —S(O)2—N(R8)—,
• —C(R6)—,
• —C(R6)—O—,
• —C(R6)—(R8)—,
• —C(R6)—N(R8)—C(R6)—, and
• —C(R6)—N(R8)—S(O)2—;
• R1 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, alkylthio, alkanoyl, alkanoyloxy, alkoxycarbonyl, hydroxyalkyl, haloalkyl, haloalkoxy, halogen, nitro, hydroxy, mercapto, cyano, aryl, aryloxy, arylthio, 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 aryl, methylenedioxy;
• further with the proviso that when RA1 and RB1 together form a fused benzene ring that is unsubstituted or substituted by C1-4 alkyl, C1-4 alkoxy, or halogen, and Y is a bond, R1 is not hydrogen or C1-4 alkyl;
• R is selected from the group consisting of:
• halogen,
• hydroxy,
• alkyl,
• alkenyl,
• haloalkyl,
• alkoxy,
• alkylthio, and
• —N(R9)2;
• 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;
• 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:
• —S(O)0-2—,
• —S(O)2—N(R8)—,
• —C(R6)—,
• —C(R6)—O—,
• —O—C(R6)—,
• —O—C(O)—O—,
• —N(R8)-Q-,
• —C(R6)—N(R8)—,
• —O—C(R6)—N(R8)—,
• —C(R6)—N(OR9)—,
• Z is a bond or —O—;
• R4 is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aryl, arylalkylenyl, aryLoxyalkyleny, 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 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;
• 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, C1-10 alkyl, C2-10 alkenyl, C1-10 alkoxy-C1-10 alkylenyl, and aryl-C1-10 alkylenyl;
• R9 is selected from the group consisting of hydrogen and alkyl;
• R10 is C3-8 alkylene;
• R11 is selected from the group consisting of C1-6 alkyl and —Si(C1-6 alkyl)3;
• A is selected from the group consisting of —CH2—, —O—, —C(O)—, —S(O)0-2—, and —N(R4)—;
• 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(R6)—O—, 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;
• or a pharmaceutically acceptable salt thereof.

A compound of the Formula IV:

• wherein:
• X is a bond or a straight or branched chain C1-2 alkylene;
• X′ is a straight or branched chain C1-8 alkylene optionally substituted with hydroxy, —O—R11, or one or more halogen atoms wherein the hydroxy, —O—R11, or one or more halogen atoms are bonded to a carbon atom other than a carbon atom adjacent to a nitrogen atom,
• X and X′ are further characterized in that the total number of ring carbon atoms contributed by X and X′ is 1 to 3;
• Y is selected from the group consisting of:
• a bond,
• —S(O)2—,
• —S(O)2—N(R8)—,
• —C(R6)—,
• —C(R6)—O—,
• —C(R6)—N(R8)—,
• —C(R6)—N(R8)—C(R6)—, and
• —C(R6)—N(R8)—S(O)2—;
• R1 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, alkylthio, alkanoyl, alkanoyloxy, alkoxycarbonyl, hydroxyalkyl, haloalkyl, haloalkoxy, halogen, nitro, hydroxy, mercapto, cyano, aryl, aryloxy, arylthio, 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 aryl, methylenedioxy;
• R is selected from the group consisting of:
• halogen,
• hydroxy,
• alkyl,
• alkenyl,
• haloalkyl,
• alkoxy,
• alkylthio, and
• —N(R9)2;
• 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;
• n is an integer from 0 to 4;
• 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:
• —S(O)0-2—,
• —S(O)2—N(R8)—,
• —C(R6)—,
• —C(R6)—O—,
• —O—C(R6)—,
• —O—C(O)—O—,
• —N(R8)-Q-,
• —C(R6)—N(R8)—,
• —O—C(R6)—N(R8)—,
• —C(R6)—N(OR9)—,
• 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 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;
• 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, C1-10 alkyl, C2-10 alkenyl, C1-10 alkoxy-C1-10 alkylenyl, and aryl-C1-10 alkylenyl;
• R9 is selected from the group consisting of hydrogen and alkyl;
• R10 is C3-8 alkylene,
• R11 is selected from the group consisting of C1-6 alkyl and -Si(C1-6 alkyl)3;
• A is selected from the group consisting of —CH2—, —O—, —C(O)—, —S(O)0-2—, and —N(R4)—;
• 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(R6)—O—, 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 not hydrogen or C1-4 alkyl when Y is a bond, and:
• n and m are both 0, or
• m is 0, n is 1, and R is selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, and halogen;
• or a pharmaceutically acceptable salt thereof.

A compound of the Formula IV:

• wherein:
• X is a bond or a straight or branched chain C1-2 alkylene;
• X′ is a straight or branched chain C1-8 alkylene optionally substituted with hydroxy wherein the hydroxy is bonded to a carbon atom other than a carbon atom adjacent a nitrogen atom;
• X and X′ are further characterized in that the total number of ring carbon atoms contributed by X and X′ is 1 to 3;
• Y is selected from the group consisting of:
• a bond,
• —S(O)2—,
• —S(O)2—N(R8)—,
• —C(R6)—,
• —C(R6)—N(R8)—,
• —C(R6)—N(R8)—C(R6)—, and
• —C(R6)—N(R8)—S(O)2—;
• R1 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 heterocydyl groups can be unsubstituted or substituted by one or more substituents independently selected from the group consisting of alkyl, alkoxy, alkylthio, alkanoyl, alkanoyloxy, alkoxycarbonyl, hydroxyalkyl, haloalkyl, haloalkoxy, halogen, nitro, hydroxy, mercapto, cyano, aryl, aryloxy, arylthio, 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 aryl, methylenedioxy;
• further with the proviso that when Y is a bond, R1 is not hydrogen or C1-4 alkyl;
• R is selected from the group consisting of:
• halogen,
• hydroxy,
• alkyl,
• alkenyl,
• haloalkyl,
• alkoxy,
• alkylthio, and
• —N(R9)2;
• 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;
• n is an integer from 0 to 4;
• 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:
• —S(O)0-2—,
• —S(O)2—N(R8)—,
• —C(R6)—,
• —C(R6)—O—,
• —O—C(R6)—,
• —O—C(O)—O—,
• —N(R8)-Q-,
• —C(R6)—N(R8)—,
• —O—C(R6)—N(R8)—,
• —C(R6)—N(OR9)—,
• 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;
• 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, C1-10 alkyl, C2-10 alkenyl, C1-10 alkoxy-C1-10 alkylenyl, and aryl-C1-10 alkylenyl;
• R9 is selected from the group consisting of hydrogen and alkyl;
• R10 is C3-8 alkylene;
• A is selected from the group consisting of —CH2—, —O—, —C(O)—, —S(O)0-2—, and —N(R4)—;
• 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(R6)—O—, 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;
• or a pharmnaceutically acceptable salt thereof.