Heterocyclic amide compound and herbicide
View Patent ↗Provided are: a heterocyclic amide compound represented by formula (1); and a herbicide containing the heterocyclic amide compound. In the formula, G represents a group represented by formula (G-1) or (G-2); each of W and W 1 independently represents an oxygen atom or the like; each of Z 1 and Z a1 represents a phenyl group or the like; Z 2 represents an aromatic heterocycle; each of R 1 and R 2 independently represents a C 1 -C 6 alkyl group or the like; R 3 represents a hydrogen atom, a C 1 -C 6 alkyl group or the like; and each of R 4 , R a4 , R 5 , R a5 , R 6 , R a6 and R 7 independently represents a hydrogen atom or the like.
1. A heterocyclic amide compound represented by the formula (1):
wherein, W is an oxygen atom or sulfur atom,
R 1 and R 2 are each independently a hydrogen atom, C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with R 8 , or R 1 and R 2 together forming a C 2 -C 6 alkylene chain, or R 1 and R 2 together with the linking carbon atom may form a 3-7 membered ring,
R 3 is a hydrogen atom, C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with R 9 ,
R 8 is a halogen atom or —OR 10 ,
R 9 is a halogen atom or —OR 11 ,
R 10 and R 11 are each independently a hydrogen atom or C 1 -C 6 alkyl,
G is a ring represented by G-1 or G-2, and wherein
if G represents a ring represented by G-1,
W 1 is an oxygen atom or sulfur atom,
Z 1 is C 1 -C 6 alkyl, (C 1 -C 6 ) alkyl optionally substituted with R 12 , C 3 -C 6 cycloalkyl, (C 3 -C 6 ) cycloalkyl optionally substituted with R 12 , C 2 -C 6 alkenyl, (C 2 -C 6 ) alkenyl optionally substituted with R 12 , C 2 -C 6 alkynyl, (C 2 -C 6 ) alkynyl optionally substituted with R 12 , phenyl, phenyl substituted with (R 13 ) p1 or Q-1 to Q-3, and
Z 2 is any of T-1 to T-24,
R 4 , R 5 , R 6 and R 7 are each independently a hydrogen atom or C 1 -C 6 alkyl,
Q-1 to Q-3 are the following structural formulae,
R 12 is a halogen atom, phenyl or —OR 15 ,
R 13 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or —OR 16 , and when p1 represents a whole number 2 or more, each R 13 may be the same or different,
furthermore, if 2 R 13 are adjacent, the 2 adjacent R 13 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 R 13 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
R 14 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or —OR 17 , and when p2 represents a whole number 2 or more, each R 14 may be the same or different,
furthermore, if 2 R 14 are adjacent, the 2 adjacent R 14 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 R 14 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
R 15 is a hydrogen atom or C 1 -C 6 alkyl,
R 16 is a hydrogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl,
R 17 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl,
R 18 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, cyano, —C(O)OR 20 , phenyl, —OR 23 , nitro, —N(R 24 )R 25 , —S(O) q R 26 or V-1 to V-8, and when p3, p4 or p5 represents a whole number 2 or more, each R 18 may be the same or different,
furthermore, if 2 R 18 are adjacent, the 2 adjacent R 18 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 R 18 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
V-1 to V 8 are the following structural formulae,
R 19 and R 20 are each independently C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
R 21 is a halogen atom, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, and when p7, p8 or p9 represents a whole number 2 or more, each R 21 may be the same or different,
furthermore, if 2 R 21 are adjacent, the 2 adjacent R 21 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 R 21 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
R 22 is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
R 23 is a hydrogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl,
R 24 and R 25 are each independently a hydrogen atom or C 1 -C 6 alkyl, or else R 24 , by forming a C 2 -C 6 alkylene chain together with R 25 , can form a 3-7 membered ring together with the linking nitrogen atom, and in this case this alkylene chain can contain 1 oxygen atom, sulfur atom or nitrogen atom, and may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s), C 1 -C 6 haloalkyl group(s), C 1 -C 6 alkoxy group(s), formyl group(s), C 1 -C 6 alkylcarbonyl group(s), C 1 -C 6 alkoxycarbonyl group(s) or oxo group(s),
R 26 is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
p1 is a whole number 1, 2, 3, 4 or 5,
p2 is a whole number 0, 1, 2, 3 or 4,
p3 is a whole number 0, 1 or 2,
p4 is a whole number 0, 1, 2, 3 or 4,
p5 is a whole number 0, 1, 2 or 3,
p6 is a whole number 0 or 1,
p7 is a whole number 0, 1, 2 or 3,
p8 is a whole number 0, 1 or 2,
p9 is a whole number 0, 1, 2, 3 or 4, and
q is a whole number 0, 1 or 2, or
G is a ring represented by G-2,
Za 1 is phenyl, phenyl substituted with (Ra 13 ) pa1 or Qa-1 to Qa-8,
Z 2 is an any of Ta-1 to Ta-13
Ra 4 and Ra 5 are each independently a hydrogen atom or C 1 -C 6 alkyl,
Ra 6 is a hydrogen atom, C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with Ra 9 ,
Qa-1 to Qa 8 are the following structural formulae,
Ra 9 is a halogen atom or —ORa 12 ,
Ra 12 is a hydrogen atom or C 1 -C 6 alkyl,
Ra 13 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or —ORa 15 , and when pa1 represents a whole number 2 or more, each Ra 13 may be the same or different,
furthermore, if 2 Ra 13 are adjacent, the 2 adjacent Ra 13 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 13 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
Ra 14 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or —ORa 16 , and when pa2 or pa3 represents a whole number 2 or more, each Ra 14 may be the same or different,
furthermore, if 2 Ra 14 are adjacent, the 2 adjacent Ra 14 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 14 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
Ra 15 is a hydrogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl,
Ra 16 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl,
Ra 17 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, cyano, —C(O)ORa 19 , phenyl, —ORa 21 , nitro, —N(Ra 22 )Ra 23 , —S(O) qa Ra 24 or Va-1 to Va-3, and when pa4, pa6 or pa7 represents a whole number 2 or more, each Ra 17 may be the same or different,
furthermore, if 2 Ra 17 are adjacent, the 2 adjacent Ra 17 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 17 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
Va-1 to Va 3 are the following structural formulae,
Ra 18 and Ra 19 are each independently C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
Ra 20 is a halogen atom, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, and when pa8 represents a whole number 2 or more, each Ra 20 may be the same or different,
furthermore, if 2 Ra 20 are adjacent, the 2 adjacent Ra 20 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 20 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
Ra 21 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl,
Ra 22 and Ra 23 are each independently a hydrogen atom or C 1 -C 6 alkyl, or else Ra 22 , by forming a C 2 -C 6 alkylene chain together with Ra 23 , can form a 3-7 membered ring together with the linking nitrogen atom, and in this case this alkylene chain can contain 1 oxygen atom, sulfur atom or nitrogen atom, and may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s), C 1 -C 6 haloalkyl group(s), C 1 -C 6 alkoxy group(s), formyl group(s), C 1 -C 6 alkylcarbonyl group(s) or C 1 -C 6 alkoxycarbonyl group(s),
Ra 24 is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
pa1 is a whole number 1, 2, 3, 4 or 5,
pa2 is a whole number 0, 1, 2 or 3,
pa3 is a whole number 0, 1, 2, 3 or 4,
pa4 is a whole number 0, 1 or 2,
pa5 is a whole number 0 or 1,
pa6 is a whole number 0, 1, 2, 3 or 4,
pa1 is a whole number 0, 1, 2 or 3, and
pa8 is a whole number 0, 1, 2, 3 or 4,
qa is a whole number 0, 1 or 2, or a salt thereof.
2. The heterocyclic amide compound or salt thereof as claimed in claim 1 , wherein G is G 1.
3. The heterocyclic amide compound or salt thereof as claimed in claim 2 , wherein
R 4 , R 5 , R 6 and R 7 are hydrogen atoms,
R 8 , R 9 , R 12 and R 14 are each independently halogen atoms,
R 16 is a hydrogen atom, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
R 18 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, cyano, —C(O)OR 20 , phenyl, —OR 23 , nitro, —S(O) q R 26 , V-2, V-5 or V-6, and when p3, p4 or p5 represents a whole number 2 or more, each R 18 may be the same or different,
furthermore, if 2 R 18 are adjacent, the 2 adjacent R 18 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 R 18 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s), and
R 21 is a halogen atom.
4. The heterocyclic amide compound or salt thereof as claimed in claim 3 , wherein
W is a oxygen atom,
R 1 and R 2 are each independently a hydrogen atom or C 1 -C 6 alkyl, or else by R 1 forming a C 2 alkylene chain together with R 2 , or R 1 and R 2 may form a 3-membered ring together with the linking carbon atom,
R 3 is a hydrogen atom or C 1 -C 6 alkyl,
R 13 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or —OR 16 ,
R 16 is C 1 -C 6 alkyl or C 1 -C 6 haloalkyl,
R 18 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, cyano, —C(O)OR 20 , phenyl, —OR 23 , nitro, —S(O) q R 26 , V-2, V-5 or V-6, and if 2 R 18 are adjacent, the 2 adjacent R 18 , by forming —CH═CH—CH═CH—, may form a 6-membered ring together with the carbon atom to which the 2 R 18 are each bound,
R 20 and R 22 are each independently C 1 -C 6 alkyl,
R 23 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or phenyl, and
R 26 is C 1 -C 6 alkyl.
5. The heterocyclic amide compound or salt thereof as claimed in claim 4 , wherein
Z 1 is C 3 -C 6 cycloalkyl, (C 3 -C 6 ) cycloalkyl optionally substituted with R 12 , phenyl, phenyl substituted with (R 13 ) p1 or Q-1 to Q-3,
Z 2 is T-1, T-2, T-3, T-4, T-5, T-6, T-7, T-8, T-9, T-10, T-13, T-14, T-15, T-16, T-17, T-18, T-19, T-20, T-21, T-22, T-23 or T-24,
R 13 is a halogen atom, C 1 -C 6 alkyl or —OR 16 , and
R 16 is C 1 -C 6 alkyl.
6. The heterocyclic amide compound or salt thereof as claimed in claim 5 , wherein
Z 2 is T-1, T-2, T-3, T-4, T-7, T-10, T-13, T-14, T-15, T-16, T-17, T-18, T-19, T-20, T-21, T-22, T-23 or T-24.
7. The heterocyclic amide compound or salt thereof as claimed in claim 6 , wherein
Z 1 is phenyl, phenyl substituted with (R 13 ) p1 or Q-2, and
Z 2 is T-1, T-3, T-4, T-7, T-10, T-13, T-14, T-15, T-16, T-17, T-18, T-19, T-20, T-22 or T-24.
8. The heterocyclic amide compound or salt thereof as claimed in claim 1 , wherein
G is G 2.
9. The heterocyclic amide compound or salt thereof as claimed in claim 8 , wherein
R 1 and R 2 are each independently C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with R 8 , or else by R 1 and R 2 together forming a C 2 -C 6 alkylene chain, R 1 and R 2 together with the linking carbon atom may form a 3-7 membered ring,
R 3 is a hydrogen atom,
R 8 is a halogen atom,
Ra 4 and Ra 5 are hydrogen atoms,
Ra 6 is C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with Ra 9 ,
Ra 9 is a halogen atom,
Ra 13 is a halogen atom, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, and when pa1 represents a whole number 2 or more, each Ra n may be the same or different,
furthermore, if 2 Ra n are adjacent, the 2 adjacent Ra 13 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 13 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
Ra 14 is a halogen atom, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, and when pa2 or pa3 represents a whole number 2 or more, each Ra 14 may be the same or different,
furthermore, if 2 Ra 14 are adjacent, the 2 adjacent Ra 14 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 14 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s),
Ra 17 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, cyano, —C(O)ORa 19 , phenyl, —ORa 21 , nitro, —S(O) qa Ra 24 or Va-1 to Va-3, and when pa4, pa6 or pa7 represents a whole number 2 or more, each Ra 17 may be the same or different,
furthermore, if 2 Ra 17 are adjacent, the 2 adjacent Ra 17 , by forming —CH 2 CH 2 CH 2 —, —CH 2 CH 2 O—, —CH 2 OCH 2 —, —OCH 2 O—, —CH 2 CH 2 S—, —CH 2 SCH 2 —, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH 2 O—, —CH 2 CH 2 OCH 2 —, —CH 2 OCH 2 O—, —OCH 2 CH 2 O—, —CH 2 CH 2 CH 2 S—, —OCH 2 CH 2 S— or —CH═CH—CH═CH—, may form a 5-membered ring or 6-membered ring together with the carbon atom to which the 2 Ra 17 are each bound, and in that case the hydrogen atoms bound to each carbon atom forming the ring may optionally be substituted with halogen atom(s), C 1 -C 6 alkyl group(s) or C 1 -C 6 haloalkyl group(s), and
Ra 20 is a halogen atom.
10. The heterocyclic amide compound or salt thereof as claimed in claim 9 , wherein
W is a oxygen atom,
R 1 , R 2 and Ra b are each independently C 1 -C 6 alkyl,
Ra 13 is a halogen atom,
Ra 14 is a halogen atom, and if 2 Ra 14 are adjacent, the 2 adjacent Ra 14 , by forming —CH═CH—CH═CH—, may form a 6-membered ring together with the carbon atom to which the 2 Ra 14 are each bound,
Ra 17 is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, cyano, —C(O)ORa 19 , phenyl, —ORa 21 , —S(O) qa Ra 24 or Va-1, and if 2 Ra 17 are adjacent, the 2 adjacent Ra 17 , by forming —CH═CH—CH═CH—, may form a 6-membered ring together with the carbon atom to which the 2 Ra 17 are each bound, and
Ra 18 , Ra 19 and Ra 24 are each independently C 1 -C 6 alkyl.
11. The heterocyclic amide compound or salt thereof as claimed in claim 10 , wherein
Za 1 is phenyl, phenyl substituted with (Ra 13 ) pa1 , Qa-1, Qa-2, Qa-3, Qa-4, Qa-5 or Qa-8, and
Z 2 is Ta-2, Ta-4, Ta-5, Ta-6, Ta-7, Ta-8, Ta-9, Ta-11 or Ta-13.
12. The heterocyclic amide compound or salt thereof as claimed in claim 11 , characterized in that
Za 1 is phenyl, Qa-1, Qa-2, Qa-4, Qa-5 or Qa-8, and
Z 2 is Ta-2, Ta-4, Ta-6, Ta-7, Ta-8, Ta-9, Ta-11 or Ta-13.
13. A pesticide composition comprising 1 or more compounds selected from the heterocyclic amide compounds or salts thereof as claimed in claim 1 .
14. A herbicide composition comprising 1 or more compounds selected from the heterocyclic amide compounds or salts thereof as claimed in claim 1 .