Triazole compounds and uses related thereto

A triazole compound represented by the following formula:

• wherein
• R1 is an alkyl group or a cycloalkyl group
• wherein the alkyl group and the cycloalkyl group are optionally substituted by 1 to 5 substituents each independently selected from a halogen atom, —CF3, —OH,
• —NH2, an alkoxy group, a cycloalkyl group, an alkenyl group, —COOH, —CO—O-alkyl, —CO—N(R7)(R8), —N(R7)—CO—R8, an aryl group and a heteroaryl group
• wherein R7 and R8 are each independently a hydrogen atom or an alkyl group, and the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group,
• —(CH2)n—OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group
• wherein n is 0-3, R9 and R10 are each independently a hydrogen atom, an alkyl group or —CO-alkyl, and R11 is —OH, an alkoxy group, an alkyl group or
• —N(R12)(R13) wherein R12 and R13 are each independently a hydrogen atom or an alkyl group;
• Y is a cycloalkyl group or a heterocycloalkyl group
• wherein the cycloalkyl group and the heterocycloalkyl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group,
• —(CH2)n—OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9, R10 and R11 are as defined above);
• Ar1 is an aryl group or a heteroaryl group;
• R2 and R3
• are each independently a hydrogen atom, a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group or a heteroaryl group
• wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH,
• —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9,R10 and R11 are as defined above);
• Z is —(CH(R14))p—,—(CH(R14))p—N(R16)—CH(R15))q— or
• wherein Y1 is a cycloalkyl group or a heterocycloalkyl group
• wherein the cycloalkyl group and the heterocycloalkyl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9,R10 and R11 are as defined above),
• p is 0-3, q is 0-3, R14 and R15 are each independently a hydrogen atom, a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group,
• —CO—R11 , an aryl group or a heteroaryl group
• wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH,
• —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9, R10 and R1are as defined above), and
• R16 is a hydrogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH, —(CH2)n—CO—R11, a cycloalkyl group, an alkenyl group, an aryl group or a heteroaryl group
• wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH,
• —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9, R10 and R11 are as defined above);
• Ar2 is an aryl group or a heteroaryl group;
• or
• wherein X1 is —(CH2)t— wherein t is 0-2, V1 is ═CH—or ═N—, and W1 is —C(R17)(R18)—, —O —, —S—, —SO2—, —SO—, —CO—or
• —N(R19)—
• wherein R17 and R18 are each independently a hydrogen atom, an alkyl group, an alkoxy group, a haloalkyl group, —(CH2)r—OH, —CO—R20, —N(R21)(R22) or —L1—Ar3
• wherein r is 0-3, R20 is —OH, an alkoxy group, an alkoxyalkyl group or —N(R23)(R24)
• wherein R23 and R24 are each independently a hydrogen atom, an alkyl group, —(CH2)s—OH, an alkoxyalkyl group, or in combination form
• wherein s is 0-3, X2 is —O—, —(CH2)t— or —N(R25)—
• wherein t is as defined above and R25 is a hydrogen atom, —CO—R26, —SO2—R26 or —(CH2)u—Ar4
• wherein R26 is an alkyl group, an alkoxy group, —NH-alkyl or —N(-alkyl)2, u is 0-3, and Ar4 is an aryl group or a heteroaryl group wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH,
• —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9, R10 and R11 are as defined above),
• L1 is —(CH2)v—, —O— or —CO—
• wherein v is 0-3, and
• Ar3 is an aryl group or a heteroaryl group wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group,
• —CO—R11 an aryl group and a heteroaryl group (n, R9, R10 and R11 are as defined above), and
• R21 and R22 are each independently a hydrogen atom, an alkyl group, —CO-alkyl, —CO—O-alkyl or —L1,—Ar3(L1 and Ar3 are as defined above), and
• R19 is a hydrogen atom, —Co—R26, —SO2—R26 or —(CH2)u—Ar4 (R26, u and Ar4 are as defined above);
• and
• R4 and R5
• are each independently a hydrogen atom, a halogen atom, —OH, —NO2, —CN, an alkyl group, an alkoxy group, —CO—R27, —SO02—R27, —CO—N(R28)(R29) or —N(R30)(R31)
• wherein the alkyl group and the alkoxy group are optionally substituted by 1 to 5 substituents each independently selected from a halogen atom, —CF3, —OH, an alkoxy group, a haloalkoxy group, —N(R9)(R10), —CN, —NO2, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (R9, R10 and R11 are as defined above),
• wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n—OH,
• —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9, R10 and R11 are as defined above)
• R27 is —OH, an alkoxy group, an alkyl group, —NH2,
• —NH-alkyl or —N(-alkyl)2,
• R28 and R29 are each independently a hydrogen atom, an alkyl group or —(CH2)w—R32,
• wherein w is 0-3 and R32 is —OH, —CF3, an alkoxy group, —CONH2 or —N(R33)(R34)
• wherein R33 and R34 are each independently a hydrogen atom, an alkyl group, —CO-alkyl, or in combination form
• (X2 is as defined above)
• or R28 and R29 in combination form
• wherein X3 is —CO—, —CH2—or —CH2—CH2—, X4 is
• —O—, —(CH2)t—, —N(R25)—or
• wherein Y2 is cycloalkyl or heterocycloalkyl and t and R25 are as defined above, and R35 and R36 are each independently a hydrogen atom, a halogen atom, an alkyl group optionally substituted by —OH, —OH, —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R37, —N(R38)(R39)
• wherein R37 is —OH, an alkoxy group, —NH2,
• —NH-alkyl, —N(-alkyl)2 or
• (X2 is as defined above)
• wherein the alkyl group in —NH-alkyl and —N(-alkyl)2 and the alkoxy group are optionally substituted by 1 to 5 substituents each independently selected from a halogen atom, —CF3, —OH, an alkoxy group, a haloalkoxy group,
• —N(R9)(R10), —CN, —NO2, a cycloalkyl group, an alkenyl group,
• —CO—R11 an aryl group and a heteroaryl group (R9, R10 and R11 are as defined above),
• wherein the aryl group and the heteroaryl group are optionally substituted by 1 to 3 substituents each independently selected from a halogen atom, a haloalkyl group, an alkyl group, —(CH2)n —OH, —N(R9)(R10), —CN, —NO2, an alkoxy group, a cycloalkyl group, an alkenyl group, —CO—R11, an aryl group and a heteroaryl group (n, R9, R10 and R11 are as defined above), and
• R38and R39 are each independently a hydrogen atom, an alkyl group, —CO-alkyl or —CO—O—alkyl, and
• R30 and R31 are each independently a hydrogen atom, an alkyl group optionally substituted by —OH, —SO2—R40, —(CH2)x—CO—R41 or
• wherein x is 0-3, R40 is an alkyl group or —NH2, R41 is a hydrogen atom, an alkyl group optionally substituted by —OH, —OH, an alkoxy group, an alkoxyalkyl group or —(CH2)s—N(R42)(R43)
• wherein s is as defined above and R42 and R43 are each independently a hydrogen atom, an alkyl group, —OH, an alkoxy group, or in combination form
• (X3, X4, R35 and R36 are as defined above),
• V2 is ═CH—or ═N— and W2 is —C(R44)(R45)—, —O—or —N(R46)—
• wherein R44 and R45 are each independently a hydrogen atom, an alkyl group, an alkoxy group, a haloalkyl group, —(CH2)r—OH, —CO—R47 or —N(R48)(R49)
• wherein r is as defined above, R47 is —OH, an alkoxy group, an alkoxyalkyl group,
• —N(R50)(R51)
• wherein R50 and R51are each independently a hydrogen atom, an alkyl group, —(CH2)s—OH (s is as defined above) or an alkoxyalkyl group, and
• R48 and R49 are each independently a hydrogen atom, an alkyl group, —CO-alkyl or —CO—O—alkyl, and
• R46 is a hydrogen atom, —CO—R52 or —SO2—R52
• wherein R52 is an alkyl group, an alkoxy group, —NH-alkyl or —N(-alkyl)2 or
• R30 and R31 in combination form
• (X3, X4, R35 and R36 are as defined above), or
• R4 and R5 in combination may form —O-alkylene-O—,
• a prodrug thereof or a pharmaceutically acceptable salt thereof.