15-PGDH inhibitor

A compound of a formula selected from the group consisting of formula A1aa), formula A1ba), formula A2aa), formula A2ba), formula A2ca), formula A2da), formula A2ea), formula A3aa) and formula A3ba)

• where Q3 is —(CH2)m—(CR5R6)n—(CH2)p—;
• Q5 is a methylene group, an oxygen atom, a sulfur atom or NR7 group;
• Q6 is a single bond, a methylene group, an oxygen atom, a sulfur atom, a SO group, a SO2 group, a methyleneoxy group or NR7 group;
• R1 and R2 are the same or different, and a hydrogen atom, a halogen atom, a C1-C3 alkyl group, a C1-C3 alkoxy group or a C3-C8 cycloalkyl group;
• R3 is a hydrogen atom, a C1-C3 alkyl group or a C1-C3 alkoxy group;
• R4 is a hydrogen atom, a halogen atom, a C1-C3 alkyl group, a C1-C3 alkoxy group or a C3-C8 cycloalkyl group;
• R7 is a hydrogen atom or a C1-C3 alkyl group;
• R8 and R9 are the same or different, and a hydrogen atom or a C1-C6 alkyl group optionally having at least one substituent selected from group D1;
• when one of R8 and R9 is a hydrogen atom, the other is a C1-C6 alkyl group having at least one substituent selected from group D1;
• R5 and R6 are the same or different, and a hydrogen atom, a halogen atom, or a C1-C3 alkyl group or a C1-C3 alkoxy group, each optionally having at least one substituent selected from group D1;
• NR10R11 in —CONR10R11 is a group selected from the group consisting of formulas B1) to B20),
• R14, R15 and R16 are the same or different, and a hydrogen atom, a halogen atom, a hydroxy group, a carbonyl group, a carboxyl group, a C1-C6 alkyl group, a halo C1-C6 alkyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a halo C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylsulfonylamino group, an aminocarbonyl group optionally having one or two C1-C6 alkyl groups, or an amino group optionally having one or two C1-C6 alkyl groups;
• R14 and R15 are substituted optionally in any ring in the formula;
• Y is a methylene group, an oxygen atom, a sulfur atom or a N—R17 group;
• R17 is a hydrogen atom or a C1-C3 alkyl group optionally having at least one substituent selected from group D;
• each of m, n and p is 0, 1 or 2, and m+n+p is an integer of 2 to 5;
• each of q and r is 0, 1, 2 or 3;
• G1 is a group selected from the group consisting of formula G1a), formula G1b), formula G1c), formula G1d), formula G1e), formula G1f), formula G1g), formula G1h), formula G1i), formula G1j), formula G1k), formula G1l), formula G1m), formula G1n), formula G1o), formula G1p), formula G1q), formula G1r), formula G1s), formula G1t), formula G1u), formula G1v), formula G1w), formula G1x), formula G1y), formula G1z), formula G1A), formula G1B), formula G1C), formula G1D), formula G1E), formula G1F), formula G1G), formula G1H), formula G1I), formula G1J), formula G1K), formula G1L), formula G1M), formula G1N), formula G1O), formula G1P), formula G1Q), formula G1R), formula G1S) and formula G1T),
• where R18 is a hydrogen atom or a C1-C3 alkyl group;
• R19 is a hydrogen atom, a 3- to 8-membered heterocycloalkyl group containing an oxygen atom, or a C3-C8 cycloalkyl group, a hydroxyl C1-C6 alkyl group, a phenyl group, a phenyl C1-C3 alkyl group, a 6-membered aromatic heterocyclic group, a 6-membered aromatic heterocyclic C1-C3 alkyl group, a C1-C3 alkyl group, a halo C1-C3 alkyl group or a C1-C3 alkoxy C1-C3 alkyl group, each optionally having at least one substituent selected from group C;
• R20 is a hydrogen atom, a halogen atom, a hydroxy group, a nitrile group, a carboxyl group, a formyl group;
• or C1-C6 alkyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylsulfonylamino group, a C1-C6 alkylsulfonyl group, a C3-C8 cycloalkyl group, a 3- to 8-membered heterocycloalkylcarbonyl group, a 3- to 8-membered heterocycloalkylamino group or a 3- to 8-membered heterocycloalkylaminocarbonyl group, each optionally having at least one substituent selected from group A3;
• an aminocarbonyl group optionally having one or two C1-C6 alkyl groups optionally having at least one substituent selected from group B1;
• or a 5-membered aromatic heterocyclic group or a 6-membered aromatic heterocyclic group, each optionally having at least one substituent selected from group B1;
• R21 is a hydrogen atom, a halogen atom, a hydroxy group, a nitrile group, a carboxyl group, a formyl group;
• or a C1-C6 alkyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylsulfonylamino group, a C1-C6 alkylsulfonyl group, a C3-C8 cycloalkyl group, a 3- to 8-membered heterocycloalkylcarbonyl group, a 3- to 8-membered heterocycloalkylamino group or a 3- to 8-membered heterocycloalkylaminocarbonyl group, each optionally having at least one substituent selected from group B1;
• an amino group or an aminocarbonyl group, each optionally having one or two C1-C6 alkyl groups optionally having, in an amino group, at least one substituent selected from group A3;
• or a 5-membered aromatic heterocyclic group or a 6-membered aromatic heterocyclic group, each optionally having at least one substituent selected from group B1;
• R20 and R21 are substituted optionally in any ring in the formula;
• R22 and R23 are the same or different, and a hydrogen atom, a halogen atom or a C1-C3 alkyl group;
• R24 is a hydrogen atom or a substituent selected from group B1;
• X is —C(═O)—, —CH(OH)—, —S—, —SO— or —SO2—;
• group A3 consists of a halogen atom, a hydroxy group, a nitrile group, a carboxyl group, a formyl group, a C1-C6 alkyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group and a C1-C6 alkylsulfonylamino group;
• group B1 consists of a halogen atom, a hydroxy group, a carbonyl group, a carboxyl group, a C1-C6 alkyl group, a halo C1-C6 alkyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a halo C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylsulfonylamino group, an aminocarbonyl group optionally having one or two C1-C6 alkyl groups, an amino group optionally having one or two C1-C6 alkyl groups, and a 3- to 8-membered heterocycloalkyl group;
• group C consists of a halogen atom, a hydroxy group, a nitrile group, a carboxyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group, an aminocarbonyl group optionally having one or two C1-C6 alkyl groups, an amino group optionally having one or two C1-C6 alkyl groups, and a 3- to 8-membered heterocycloalkyl group;
• group D consists of a halogen atom, a hydroxy group, a carboxyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group, a C1-C6 alkoxycarbonyl group, an aminocarbonyl group optionally having one or two C1-C6 alkyl groups, a C1-C6 alkylsulfonyl group, an aminosulfonyl group optionally having one or two C1-C6 alkyl groups, a C1-C6 alkylsulfonylamino group, an amino group optionally having one or two C1-C6 alkyl groups, and a 3- to 8-membered heterocycloalkyl group;
• and
• group D1 consists of a halogen atom, a hydroxy group, a carboxyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxy group and a C1-C6 alkoxycarbonyl group,
• or a pharmacologically acceptable salt thereof.