Cyclic compound having substituted phenyl group

A compound or a pharmacologically acceptable salt thereof having formula (I-a)

• wherein each substituent is defined as follows:
• R2 represents a group selected from a substituent group α,
• R3 represents a hydrogen atom or a C1-C6 alkyl group optionally substituted by a hydroxyl group,
• Z represents CH or N, and
• R4 represents a group selected from a substituent group δ,
• wherein
• the substituent group α includes:
• a hydrogen atom, a hydroxyl group, a halogen group, a nitro group, a C1-C6 alkylsulfonyl group, a halogeno C1-C6 alkyl group, a halogeno C1-C6 alkoxy group, a C1-C6 alkylcarbonyl group, a di C1-C6 alkylamino group, a di C1-C6 alkylaminocarbonyl group, a di C1-C6 alkylaminocarbonyloxy group, a phenoxy group, a C1-C6 alkoxycarbonyl group, a 4-morpholinyl group,
• a C1-C6 alkylamino group optionally substituted by groups selected from a substituent group β,
• a piperidinyl group optionally substituted by groups selected from a substituent group β,
• a piperazinyl group optionally substituted by groups selected from a substituent group β,
• a tetrahydropyridinyl group optionally substituted by groups selected from a substituent group β,
• a vinyl group optionally substituted by groups selected from a substituent group β,
• a C1-C6 alkyl group optionally substituted by groups selected from a substituent group β,
• a C1-C6 alkoxy group optionally substituted by groups selected from a substituent group β,
• a halogeno C1-C6 alkoxy group optionally substituted by groups selected from a substituent group β, and
• a C1-C6 alkoxy C1-C6 alkoxy group optionally substituted by groups selected from a substituent group β,
• wherein
• the substituent group β includes:
• a hydroxyl group, a formyl group, a 2-tetrahydropyranyloxy group, a 3-tetrahydropyranyloxy group, a C1-C6 alkylcarbonyl group, a C1-C6 alkylsulfonyl group, a 4-morpholinyl group, a 4-morpholinylcarbonyl group, a 4-morpholinylcarbonyloxy group, a 4-morpholinylsulfonyl group, a 4-piperidinyl group, a di C1-C6 alkylaminocarbonyl group, a di C1-C6 alkylaminocarbonyloxy group, a di C1-C6 alkylphosphonate ester group, a 2-tetrahydrofuranyl group, a 3-tetrahydrofuranyl group, a C1-C6 alkylcarbonylamino group, a C1-C6 alkylsulfonylamino group,
• an alkyl group optionally substituted by groups selected from a substituent group γ,
• an alkoxy group optionally substituted by groups selected from a substituent group γ,
• a 4-tetrahydropyranyloxy group optionally substituted by groups selected from a substituent group γ,
• a C3-C6 cycloalkyl group optionally substituted by groups selected from a substituent group γ,
• a C3-C6 cycloalkyloxy group optionally substituted by groups selected from a substituent group γ,
• a 4-piperidinyloxy group optionally substituted by groups selected from a substituent group γ,
• a 1-piperidinylsulfonyl group optionally substituted by groups selected from a substituent group γ,
• a piperazinyl group optionally substituted by groups selected from a substituent group γ,
• a 3-tetrahydrofuranyloxy group optionally substituted by groups selected from a substituent group γ,
• a phenoxy group optionally substituted by groups selected from a substituent group γ, and
• a pyridyl group optionally substituted by groups selected from a substituent group γ,
• wherein
• the substituent group γ includes:
• a hydroxyl group, a carboxyl group, a halogen group, a C1-C6 alkyl group, a C1-C6 alkoxy group, a di C1-C6 alkylaminocarbonyl group, a di C1-C6 alkylaminosulfonyl group, a 4-morpholinylcarbonyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylcarbonylamino group, and a C1-C6 alkylsulfonylamino group, and
• the substituent group δ includes:
• a halogeno C1-C6 alkyl group, a di C1-C6 alkylaminocarbonyl group, a phenyl group,
• a C1-C6 alkyl group optionally substituted by groups selected from the substituent group β,
• a halogeno C1-C6 alkyl group optionally substituted by groups selected from the substituent group β, and
• a C1-C6 alkoxy C1-C6 alkyl group optionally substituted by groups selected from the substituent group β.

A compound or a pharmacologically acceptable salt thereof selected from the following group of compounds:

• 8-[4-(morpholin-4-yl)phenyl]-1,6-naphthyridine-2-carboxamide,
• 8-[4-(2-hydroxyethoxy)phenyl]-1,6-naphthyridine-2-carboxamide,
• 8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxamide,
• N-methyl-8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxamide,
• N-ethyl-8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxamide,
• 8-{4-[2-(2-hydroxyethoxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxamide,
• 8-(4-hydroxyphenyl)-1,6-naphthyridine-2-carboxamide,
• 8-(3-fluoro-4-hydroxyphenyl)-1,6-naphthyridine-2-carboxamide,
• 4-[4-(4-acetylpiperazin-1-yl)phenyl]isoquinoline-6-carboxamide,
• 4-[4-(propan-2-yloxy)phenyl]isoquinoline-6-carboxamide,
• 4-[4-(2-hydroxyethoxy)phenyl]isoquinoline-6-carboxamide,
• 4-(4-chloro-2-fluorophenyl)isoquinoline-6-carboxamide,
• 4-(2,4-difluorophenyl)isoquinoline-6-carboxamide,
• 4-[4-(difluoromethoxy)phenyl]isoquinoline-6-carboxamide,
• 4-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}isoquinoline-6-carboxamide,
• N-methyl-4-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}isoquinoline-6-carboxamide,
• 4-{4-[2-(2-hydroxyethoxy)ethoxy]phenyl} isoquinoline-6-carboxamide,
• 4-(4-chlorophenyl)isoquinoline-6-carboxamide,
• 4-(4-fluorophenyl)isoquinoline-6-carboxamide,
• 4-(4-hydroxyphenyl)isoquinoline-6-carboxamide,
• 4-(1H-indol-5-yl)isoquinoline-6-carboxamide,
• 4-(1-methyl-1H-indol-5-yl)isoquinoline-6-carboxamide,
• N-ethyl-8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl}-1,6-naphthyridine-2-carboxamide, and
• 8-{4-[2-(tetrahydro-2H-pyran-4-yloxy)ethoxy]phenyl)-1,6-naphthyridine-2-carboxamide.