| CPC A61K 31/551 (2013.01) | 12 Claims |
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1. A method for treating cough, the method comprising administering, to a subject in need thereof, a therapeutically effective amount of a compound having P2X4 receptor antagonistic action, or pharmaceutically acceptable salt thereof, wherein the compound having P2X4 receptor antagonistic action is a compound being selected from the group consisting of:
(1) a compound having the following formula FI or pharmaceutically acceptable salt thereof;
(2) a compound having the following formula AI or pharmaceutically acceptable salt thereof;
(3) a compound having the following formula GI or pharmaceutically acceptable salt thereof;
(4) a compound having the following formula HI or pharmaceutically acceptable salt thereof;
(5) a compound having the following formula HII or pharmaceutically acceptable salt thereof;
(6) a compound having the following formula EI or pharmaceutically acceptable salt thereof; and
(7) a compound having the following formula BI or pharmaceutically acceptable salt thereof:
 wherein R1F and R2F are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), an optionally substituted phenyl group, an optionally substituted pyridyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8), or
R1F and R2F are optionally fused with a benzene ring bonded thereto to form a condensed ring selected from a naphthalene ring, a quinoline ring, an isoquinoline ring, a tetrahydronaphthalene ring, an indane ring, a tetrahydroquinoline ring, or a tetrahydroisoquinoline ring and a ring fused with R1F and R2F and comprising carbon atoms bonded to respective R1F and R2F is optionally substituted with 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
R3F and R4F are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
R5F represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a hydroxyl-substituted C1-8 alkyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
R6F and R7F represent a hydrogen atom,
XF represents C,
YF represents N, a double line composed of a solid line and a dashed line denotes a double bond,
ZF represents an oxygen atom,
AF represents a bond or represents a benzene ring, a pyridine ring, a thiophene ring, a pyrimidine ring, a naphthalene ring, a quinoline ring, or an indole ring optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8), a phenyl group, or a pyridyl group,
BF represents N(R8F)C(═O), NHCONH, CON(R9F), NHC(═S)NH, N(R10F) SO2, SO2N(R11F), or OSO2,
R8F, R9F, R10F, and R11F here represent a hydrogen atom, a C1-8 alkyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a hydroxyl-substituted C1-8 alkyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
DF represents a bond or a C1-6 alkylene chain optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a hydroxyl-substituted C1-8 alkyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8) and further optionally having a double bond,
EF represents O, S, NR12F, or a bond,
R12F here represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a hydroxyl-substituted C1-8 alkyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
GF represents piperazine, piperidine, morpholine, cyclohexane, benzene, naphthalene, quinoline, quinoxaline, benzimidazole, thiophene, imidazole, thiazole, oxazole, indole, benzofuran, pyrrole, pyridine or pyrimidine optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acyl group, a methylenedioxy group, a carboxyl group, a C1-6 alkylsulfinyl group, a C1-6 alkylthio group, a C1-6 alkylsulfonyl group, an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8), an optionally substituted phenyl, an optionally substituted pyridyl group, an optionally substituted imidazolyl group, an optionally substituted oxazolyl group, or an optionally substituted thiazolyl group, and
mF represents an integer of 0 to 5,
provided that a case is excluded where R1F and R2F are not fused to form a ring and where XF is C, YF is N, the double line composed of a solid line and a dashed line denotes a double bond, ZF is an oxygen atom, AF is a benzene ring, mf is 0, BF is C(═O) NH, EF is a bond, and GF is a phenyl group;
 wherein R1A represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, or a phenyl-substituted C1-3 alkyl group,
R2A and R3A are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a C2-8 acylamino group substituted with 1 to 3 halogen atoms, a C1-8 alkylsulfonylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), a carbamoyl group, a C1-8 alkylthio group, a C1-8 alkylsulfinyl group, a C1-8 alkylsulfonyl group, or a sulfamoyl group,
R4A and R5A represent a hydrogen atom,
WA represents an optionally substituted, 5- or 6-membered heterocyclic ring comprising 1 to 4 atoms of nitrogen as a ring constituent element, and
XA is C, YA is N and a double line composed of a solid line and a dashed line denotes a double bond;
 wherein R1G, R2G, and R3G are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, or a C2-8 dialkylamino group,
XG represents C,
YG represents N, a double line composed of a solid line and a dashed line denotes double bond,
nG represents an integer of 0 to 6,
ZG represents O, S, or a bond, and
AG represents a benzene ring, a pyridine ring, a piperazine ring, a piperidine ring, or a morpholine ring optionally having, as substituents, 1 to 5 substituents, which are the same or different, selected from a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, or N (R4G) (R5G) where R4G and R5G are the same or different and represent a C1-8 alkyl group or R4G and R5G and a nitrogen atom bonded to R4G and R5G are fused to represent a 5- to 7-membered ring further optionally comprising, as a ring forming atom, an oxygen atom or a sulfur atom as a heteroatom;
 wherein R1H and R2H are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), an optionally substituted phenyl group, an optionally substituted pyridyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8), or
R1H and R2H are optionally fused with a benzene ring bonded thereto to form a condensed ring selected from a naphthalene ring, a quinoline ring, an isoquinoline ring, a tetrahydronaphthalene ring, an indane ring, a tetrahydroquinoline ring, or a tetrahydroisoquinoline ring and a ring fused with R1H and R2H and comprising carbon atoms bonded to respective R1H and R2H is optionally substituted with 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
R3H and R4H are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
R5H represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a hydroxyl-substituted C1-8 alkyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
R6H and R7H represent a hydrogen atom,
XH represents C,
YH represents N, a double line composed of a solid line and a dashed line denotes a double bond,
ZH represents O,
AH represents a benzene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a thiophene ring, a furan ring, a pyrazole ring, an imidazole ring, a quinoline ring, a benzimidazole ring, or an indane ring optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, or a C2-8 dialkylamino group,
BH represents O, S, NR8H, or a bond,
R8H here represents a hydrogen atom or a C1-8 alkyl group,
DH represents a benzene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a thiophene ring, a furan ring, a tetrazole ring, an imidazole ring, an imidazoline ring, a triazole ring, a thiazole ring, an oxazole ring, an isoxazole ring, a pyrazole ring, a pyrrole ring, a pyrrolidine ring, a piperazine ring, a piperidine ring, or a 5- to 8-membered cycloalkyl ring optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, or a C2-8 dialkylamino group,
EH represents —(CR9HR10H)mH-TH-,
R9H and R10H here are the same or different and represent a hydrogen atom, a hydroxyl group, or a C1-8 alkyl group, or R9H and R10H are optionally fused to form an ethylene chain,
nH represents an integer of 0 to 8,
TH represents O, S, NR11H, or a bond,
R11H here represents a hydrogen atom or a C1-8 alkyl group,
GH represents a benzene ring, a pyridine ring, an imidazole ring, a pyrrole ring, a pyrazole ring, a thiophene ring, a furan ring, a thiazole ring, an oxazole ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a naphthalene ring, a quinoline ring, a quinazoline ring, an indole ring, an indoline ring, a piperazine ring, a piperidine ring, a morpholine ring, or a 5- to 8-membered cycloalkyl ring optionally having, as substituents, 1 to 5 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a carbamoyl group, or a methanesulfonyl group, and
mH represents an integer of 1;
 wherein R1Ha, R2Ha, R3Ha, R4Ha, R5Ha, and R6Ha are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C3-8 cycloalkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), an optionally substituted phenyl group, an optionally substituted pyridyl group, or an aralkyl group (the number of carbon atoms in an aryl moiety is from 6 to 10 and the number of carbon atoms in an alkylene moiety is from 1 to 8),
XHa represents C,
YHa represents N, a double line composed of a solid line and a dashed line denotes a double bond,
AHa represents a benzene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a thiophene ring, a furan ring, a pyrazole ring, an imidazole ring, a quinoline ring, a benzimidazole ring, or an indane ring optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, or a C2-8 dialkylamino group,
DHa represents a benzene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a thiophene ring, a furan ring, a tetrazole ring, an imidazole ring, an imidazoline ring, a triazole ring, a thiazole ring, an oxazole ring, an isoxazole ring, a pyrazole ring, a pyrrole ring, a pyrrolidine ring, a piperazine ring, a piperidine ring, or a 5- to 8-membered cycloalkyl ring optionally having, as substituents, 1 to 4 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, or a C2-8 dialkylamino group,
EHa represents —(CR9HaR10Ha)p-THa-,
R9Ha and R10Ha here are the same or different and represent a hydrogen atom, a hydroxyl group, or a C1-8 alkyl group, or R9Ha and R10Ha are optionally fused to form an ethylene chain,
p represents an integer of 0 to 8,
THa represents O, S, NR11Ha, or a bond,
R11Ha here represents a hydrogen atom or a C1-8 alkyl group, and
GHa represents a benzene ring, a pyridine ring, an imidazole ring, a pyrrole ring, a pyrazole ring, a thiophene ring, a furan ring, a thiazole ring, an oxazole ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a naphthalene ring, a quinoline ring, a quinazoline ring, an indole ring, an indoline ring, a piperazine ring, a piperidine ring, a morpholine ring, or a 5- to 8-membered cycloalkyl ring optionally having, as substituents, 1 to 5 substituents, which are the same or different, selected from a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a carbamoyl group, or a methanesulfonyl group;
 wherein R1E represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, or a phenyl-substituted C1-3 alkyl group,
R2E and R3E are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a C2-8 acylamino group substituted with 1 to 3 halogen atoms, a C1-8 alkylsulfonylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), a carbamoyl group, a C1-8 alkylthio group, a C1-8 alkylsulfinyl group, a C1-8 alkylsulfonyl group, or a sulfamoyl group,
R4E and R5E represent a hydrogen atom,
 represents naphthalene or tetrahydronaphthalene,
W2E represents an optionally substituted heterocyclic ring,
XE is C, YE is N and a double line composed of a solid line and a dashed line denotes a double bond, and
PE is 1;
 wherein R1B and R2B are the same or different and represent a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a C2-8 acylamino group substituted with 1 to 3 halogen atoms, a C1-8 alkylsulfonylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), a carbamoyl group, a C1-8 alkylthio group, a C1-8 alkylsulfinyl group, a C1-8 alkylsulfonyl group, or a sulfamoyl group,
R3B represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, or a phenyl-substituted C1-3 alkyl group,
R4B and R5B represent a hydrogen atom,
R6B represents a hydrogen atom, a C1-8 alkyl group, a C2-8 alkenyl group, a C1-8 alkoxy group, a C1-8 alkyl group substituted with 1 to 3 halogen atoms, a C1-8 alkoxy group substituted with 1 to 3 halogen atoms, a halogen atom, a hydroxyl group, a nitro group, a cyano group, an amino group, a C1-8 alkylamino group, a C2-8 dialkylamino group, a C2-8 acylamino group, a C2-8 acylamino group substituted with 1 to 3 halogen atoms, a C1-8 alkylsulfonylamino group, a carboxyl group, a C2-8 acyl group, an alkoxycarbonyl group (the number of carbon atoms in an alkoxy moiety is from 1 to 8), a carbamoyl group, a C1-8 alkylthio group, a C1-8 alkylsulfinyl group, a C1-8 alkylsulfonyl group, a sulfamoyl group, an optionally substituted phenyl group, or an optionally substituted heterocyclic ring group,
 optionally contains, as ring constituent elements, 1 to 2 heteroatoms selected from N, S, or O and represents a 5- to 8-membered non-aromatic ring condensed with a benzene ring at positions 1 and 2,
 represents an aromatic ring selected from a benzene ring, a naphthalene ring, a thiophene ring, a pyridine ring, a pyrimidine ring, an indole ring, an indazole ring, a benzotriazole ring, a benzisoxazole ring, a benzimidazole ring, or a quinoline ring,
ZB represents O, and
XB is C, YB is N and a double line composed of a solid line and a dashed line denotes a double bond.
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