Heterocyclic amide compound

A heterocyclic amide compound of Formula (1):

• [where Q is an aromatic heterocycle of any one of Q-1 to Q-5;
• W is an aromatic heterocycle of W-1, W-2, or W-3;
• X is an oxygen atom or a sulfur atom;
• R1a is a hydrogen atom, a halogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R6, C3-6 cycloalkyl, (C3-6) cycloalkyl optionally substituted with R6, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkenyl, —C(O)R8, —C(O)OR16, cyano, —OR9, —S(O)m1R10, —N(R11)R12, C(═NR12b)R8b, phenyl, phenyl substituted with (R7)p, naphthyl, or any one group of U-1 to U-25;
• R1b is a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R6, C3-6 cycloalkyl, (C3-6) cycloalkyl optionally substituted with R6, C2-6 alkenyl, C2-6 alkynyl, phenyl, phenyl substituted with (R7)p, naphthyl, 5-6-membered heteroaryl, 5-6-membered heteroaryl (optionally substituted with R28 and R28a), 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl (optionally substituted with R28 and R28a);
• R1c is C1-6 alkyl;
• R2a is a halogen atom, C1-6 alkyl, C1-6 haloalkyl, —C(O)R18, —C(O)OR24, cyano, nitro, —OR19, —S(O)m3R20, —N(R21)R22, phenyl, or phenyl substituted with (R7)p;
• when n is an integer of 2 or more, R2a are optionally the same as or different from each other, and when two R2a are adjacent, the two adjacent R2a optionally form a 6-membered ring together with carbon atoms bonded to each R2a by forming —CH═CH—CH═CH—;
• R2c is C1-6 haloalkyl;
• R3 is a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, —C(O)R25, or —C(O)OR26;
• R4a is a hydrogen atom, a halogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, (C3-6) cycloalkyl optionally substituted with R27, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, —NH2, C1-6 alkylamino, di(C1-6 alkyl)amino, —NHC(O)R8, phenyl, phenyl substituted with (R28)r, 5-6-membered heteroaryl, 5-6-membered heteroaryl (optionally substituted with R28 and R28a), 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl (optionally substituted with R28 and R28a);
• R4b is a hydrogen atom, a halogen atom, cyano, nitro, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, (C3-6) cycloalkyl optionally substituted with R27, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, —C(O)OR16, —OR38, —S(O)m3R20, —NH2, C1-6 alkylamino, di(C1-6 alkyl)amino, —NHC(O)R8, phenyl, phenyl substituted with (R28)r, 5-6-membered heteroaryl, 5-6-membered heteroaryl (optionally substituted with R28 and R28a), 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl (optionally substituted with R28 and R28a);
• R4c is a hydrogen atom, a halogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, (C3-6) cycloalkyl optionally substituted with R27, phenyl, phenyl substituted with (R28)r, 5-6-membered heteroaryl, 5-6-membered heteroaryl (optionally substituted with R28 and R28a), 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl (optionally substituted with R28 and R28a);
• R4d is a hydrogen atom, C1-6 alkyl, or (C1-6) alkyl optionally substituted with R35;
• U-1 to U-6, U-6a, U-7 to U-10, U-10a, U-11, U-11a, U-12, U-12a, U-13, U-13a, U-14 to U-22, U-22a, U-23, U-24, U-25, and U-26 are respective heterocycles of the following structures;
• R5a and R5b are each independently a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, phenyl, or phenyl substituted with (R28)r;
• R5c is a hydrogen atom, C1-6 alkyl, or (C1-6) alkyl optionally substituted with R36, or R5c optionally forms a 6-membered ring together with a nitrogen atom to which R5c is bonded and a carbon atom to which R4d is bonded by forming —(CH2)4— or —CH═CH—CH═CH— with R4d;
• R6 is a halogen atom, cyano, C3-6 cycloalkyl, —C(O)R8, —C(O)OR16, —OR13, —S(O)m2R14, phenyl, or phenyl substituted with (R7)p;
• R7 is a halogen atom, cyano, nitro, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, C1-6 alkylcarbonyl, C3-6 cycloalkylcarbonyl, C1-6 haloalkylcarbonyl, C3-6 halocycloalkylcarbonyl, C1-6 alkoxycarbonyl, C1-6 haloalkoxycarbonyl, C1-6 alkylaminocarbonyl, C1-6 haloalkylaminocarbonyl, di(C1-6 alkylamino)carbonyl, —OR15, —S(O)m3R20, C1-6 alkylaminosulfonyl, di(C1-6 alkyl)aminosulfonyl, —NH2, C1-6 alkylamino, di(C1-6 alkyl)amino, 5-6-membered heteroaryl, 5-6-membered heteroaryl (optionally substituted with R28 and R28a), 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl (optionally substituted with R28 and R28a);
• R8 is a hydrogen atom, C1-6 alkyl, or —N(R11a)R12a;
• R8b is a hydrogen atom or C1-6 alkyl;
• R9 is a hydrogen atom, C1-6 alkyl, or phenyl;
• R10 is a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R34, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, or C2-6 haloalkynyl;
• R11 and R12 are each independently a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R34, C3-6 cycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, phenylsulfonyl, phenyl, phenyl substituted with (R7)p, U-7, U-8, U-9, or U-14 to U-19, or R11 optionally forms a 3-7-membered ring together with a nitrogen atom to which R11 and R12 are bonded by forming a C2-6 alkylene chain together with R12, and in this case, the alkylene chain optionally contains one O, S, S(O), S(O)2, or N(R33) and is optionally substituted with an oxo group or a thioxo group;
• R11a and R12a are each independently a hydrogen atom, C1-6 alkyl, or phenyl, or R11a optionally forms a 3-7-membered ring together with a nitrogen atom to which R11a and R12a are bonded by forming a C2-6 alkylene chain together with R12a, and in this case, the alkylene chain optionally contains one O, S, S(O), S(O)2, or N(R33) and is optionally substituted with an oxo group or a thioxo group;
• R12b is —OR19b;
• R13 is a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R34, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, —C(O)R8, or phenyl;
• R14 is a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R34, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, or phenyl;
• R15 is a hydrogen atom, C1-6 alkyl, (C1-6) alkyl optionally substituted with R27, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, or C3-6 cycloalkenyl;
• R16 is a hydrogen atom, C1-6 alkyl, or (C1-6) alkyl optionally substituted with R37;
• R18 is a hydrogen atom or C1-6 alkyl;
• R19 is a hydrogen atom, C1-6 alkyl, or phenyl;
• R19b is a hydrogen atom or C1-6 alkyl;
• R20 is C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, or C3-6 cycloalkenyl;
• R21 and R22 are each independently a hydrogen atom, C1-6 alkyl, or phenyl, or R21 optionally forms a 3-7-membered ring together with a nitrogen atom to which R21 and R22 are bonded by forming a C2-6 alkylene chain together with R22, and in this case, the alkylene chain optionally contains one O, S, S(O), S(O)2, or N(R39) and is optionally substituted with an oxo group or a thioxo group;
• R24 is a hydrogen atom or C1-6 alkyl;
• R25 and R26 are each independently a hydrogen atom, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, or phenyl;
• R27 is a halogen atom, cyano, nitro, phenyl, phenyl substituted with (R28)r, —C(O)OR16, —OR29, —S(O)m4R30, 5-6-membered heteroaryl, 5-6-membered heteroaryl (optionally substituted with R28 and R28a), 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl (optionally substituted with R28 and R28a);
• R28 is a halogen atom, cyano, nitro, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, (C1-6 alkoxy) C1-6 alkyl, —OR31, or —S(O)m4R30;
• when t2, t3, t4, t5, t7, t8, or t9 is an integer of 2 or more, R28 are optionally the same as or different from each other;
• further when two R28 are adjacent, the two adjacent R28 optionally form a 6-membered ring together with carbon atoms to which each R28 is bonded by forming —CH═CH—CH═CH—;
• R28a is C1-6 alkyl, C1-6 haloalkyl, (C1-6 alkoxy) C1-6 alkyl, or (C1-6 alkylthio) C1-6 alkyl;
• R29, R30, and R31 are each independently a hydrogen atom, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, or phenyl;
• R33 is a hydrogen atom or C1-6 alkyl;
• R34 is a halogen atom, cyano, C3-6 cycloalkyl, —C(O)R8, —C(O)OR16, —OR33, —S(O)m6R33, phenyl, phenyl substituted with (R7)p, U-1, U-3, U-7, U-8, U-9, or U-14 to U-25;
• R35 is a halogen atom or C1-6 alkoxy;
• R36 is a halogen atom or C1-6 alkoxy;
• R37 is C1-6 alkoxy,
• R38 is C1-6 alkyl, (C1-6) alkyl optionally substituted with R34, C3-6 cycloalkyl, C3-6 halocycloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkenyl, or phenyl;
• R39 is a hydrogen atom or C1-6 alkyl;
• t1 is an integer of 0 or 1;
• m1, m2, m3, m4, m6, and t2 are each independently an integer of 0, 1, or 2;
• n and t3 are each independently an integer of 0, 1, 2, or 3;
• p and r are each independently an integer of 1, 2, 3, 4, or 5;
• t4 is an integer of 0, 1, 2, 3, or 4;
• t5 is an integer of 0, 1, 2, 3, 4, or 5;
• t7 is an integer of 0, 1, 2, 3, 4, 5, 6, or 7;
• t8 is an integer of 0, 1, 2, 3, 4, 5, 6, 7, or 8;
• and
• t9 is an integer of 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9] or a salt thereof.