Compound for crop protectant
The present invention provides a compound represented by chemical formula I and a control composition comprising same.
1 . A compound represented by Formula I:
wherein X 1 is oxygen or sulfur,
ring A is a substituted or unsubstituted, aliphatic or aromatic 5-membered heterocyclic group consisting of two carbon atoms and three hetero atoms, and A 1 and A 2 are each independently nitrogen, oxygen or sulfur,
R 1 , R 2 and R 3 are each independently selected from hydrogen and the following substituent group I, and
n4 is an integer of 1 to 3, R 4 is the same or different when n4 is 2 or more and each independently selected from hydrogen and the following substituent group I, or the selected R 4 is fused together to form a substituted or unsubstituted C 3-8 carbocyclic group or substituted or unsubstituted 3 to 8-membered heterocyclic group with carbon bonded thereto, and
wherein the substituent group I consists of a substituted or unsubstituted C 1-10 alkyl group, a substituted or unsubstituted C 2-10 alkenyl group, a substituted or unsubstituted C 3-20 carbocyclic group, a substituted or unsubstituted C 3-20 cycloalkyl group, a substituted or unsubstituted C 6-30 aryl group, a substituted or unsubstituted 3 to 30-membered heterocyclic group, a substituted or unsubstituted C 1-10 alkoxy group, a substituted or unsubstituted C 2-10 alkenyloxy group, a substituted or unsubstituted C 3-10 cycloalkyloxy group, a substituted or unsubstituted C 6-30 aryloxy group, a substituted or unsubstituted 3 to 30-membered heterocyclic: oxy group, a substituted or unsubstituted C 1-10 alkylcarbonyl group, a substituted or unsubstituted C 2-10 alkenylcarbonyl group, a substituted or unsubstituted C 3-10 cycloalkylcarbonyl group, a substituted or unsubstituted C 6-30 arylcarbonyl group, a substituted or unsubstituted 3 to 30-membered heterocyclic carbonyl group, a substituted or unsubstituted C 1-10 alkylthio group, a substituted or unsubstituted C 2-10 alkenylthio group, a substituted or unsubstituted C 3-10 cyclo alkylthio group, a substituted or unsubstituted C 6-30 arylthio group, a substituted or unsubstituted 3 to 30-membered heterocyclic thio group, an aldehyde group, a carboxyl group, a halogen group, a C 1-10 haloalkyl group, a hydroxyl group, a substituted or unsubstituted amino group, an imine group, a cyano group, a nitro group, an amide group, a thiol group, a sulfonyl group, a sulfino group and a phosphate group,
the C 1-10 alkyl group is optionally introduced by a hetero atom group selected from —O—, —S—, —SO—, —SO 2 —, —NR a — (R a is hydrogen or substituted or unsubstituted C 1-10 alkyl), —N═, ═N—, —POR a — and —PO 4 R a —, and
the heterocyclic group comprises at least one of sulfur, nitrogen, phosphorus and oxygen as a ring member.
2 . The compound of claim 1 , wherein R 2 and R 3 are each independently a substituted or unsubstituted C 1-4 alkyl group.
3 . The compound of claim 1 , wherein X 1 is oxygen.
4 . The compound of claim 1 , wherein, in the ring A,
A 1 is oxygen and A 2 is nitrogen;
A 1 is sulfur and A 2 is nitrogen; or
A 1 is nitrogen and A 2 is oxygen.
5 . The compound of claim 1 , wherein R 4 is selected from the following substituent group I-1, which is a subgroup of the substituent group I, or two of R 4 are fused together to form a substituted or unsubstituted C 3-8 carbocyclic group or substituted or unsubstituted 3 to 8-membered heterocyclic group with carbon bonded thereto, and
the substituent group I-1 consists of a halogen group, a substituted or unsubstituted C 1-10 alkyl group, C 1-10 haloalkyl group, a substituted or unsubstituted C 3-20 cycloalkyl group, a substituted or unsubstituted C 6-30 aryl group, a substituted or unsubstituted 3 to 30-membered heterocyclic group, a substituted or unsubstituted C 1-10 alkoxy group, a substituted or unsubstituted C 3-10 cycloalkylcarbonyl group and a substituted or unsubstituted amino group.
6 . The compound of claim 1 , wherein R 1 is a substituted or unsubstituted 3 to 30-membered heterocyclic group.
7 . The compound of claim 1 , wherein the compound of Formula I is represented by the following Formula I-1:
wherein
R 1 , R 2 , R 4 , n4, and ring A, A 1 and A 2 are defined as in claim 1 .
8 . The compound of claim 1 , wherein the compound of Formula I is represented by any one of the following Formula I-1-1 to Formula I-1-5:
wherein R 1 is defined as in claim 1 ,
R 2 is a methyl group or an ethyl group,
R 4 is selected from hydrogen and the substituent group I,
R 4a and R 4b are independently selected from hydrogen and the substituent group I, or are fused together to form a substituted or unsubstituted C 3-8 carbocyclic group or a substituted or unsubstituted 3 to 8-membered heterocyclic group with carbon bonded thereto, however, R 4a and R 4b are not hydrogen at the same time, and
R 4c is selected from hydrogen and the substituent group I.
9 . The compound of claim 1 , wherein the compound of Formula I is represented by the following Formula Ia:
wherein ring B is a substituted or unsubstituted C 3-30 carbocyclic group or a substituted or unsubstituted 3 to 30-membered heterocyclic group including at least one of sulfur, nitrogen, phosphorus and oxygen as a ring member, and
ring A, R 2 , R 3 , R 4 , n4, X 1 , A 1 and A 2 are defined as in claim 1 .
10 . The compound of claim 9 , wherein the compound of Formula Ia-is represented by the following Formula Ia-1:
wherein R 2 , R 4 , R 5 , ring A, A 1 and A 2 , n4 and n5 are defined as in claim 1 , n5 is an integer of 0 to 4, and R 5 is different
or the same when n5 is 2 or more and each independently selected from the substituent group I.
11 . The compound of claim 1 , wherein the compound of Formula I is represented by any one of the following Formulae Ia-1-1 to Ia-1-5:
wherein R 4 is selected from hydrogen and the substituent group I,
R 2 is a methyl group or an ethyl group, and
R 4a and R 4b are independently selected from hydrogen and the substituent group I, or fused together to form a substituted or unsubstituted C 3-8 carbocyclic group or substituted or unsubstituted 3 to 8-membered heterocyclic group with carbon bonded thereto, provided that R 4a and R 4b are not hydrogen at the same time, and
R 4c is selected from hydrogen and the substituent group I.
12 . The compound of claim 1 , wherein the compound of Formula I is represented by any one selected from the following formula groups:
Formula
R 2
R 4
Ia-1-1-1
Et
Me
Ia-1-1-2
Et
Ia-1-1-3
Et
Ia-1-1-4
Et
H
Ia-1-1-5
Et
Ia-1-1-6
Et
Ia-1-1-7
Et
Ia-1-1-8
Et
Ia-1-1-9
Et
Ia-1-1-10
Et
Ia-1-1-11
Et
Ia-1-1-12
Et
Ia-1-1-13
Et
Ia-1-1-14
Et
Ia-1-1-15
Et
Ia-1-1-16
Et
Ia-1-1-17
Et
Ia-1-1-18
Et
Ia-1-1-19
Et
Ia-1-1-20
Et
Ia-1-1-21
Et
Ia-1-1-22
Et
Ia-1-1-23
Et
Ia-1-1-24
Et
Ia-1-1-25
Et
Ia-1-1-26
Et
Ia-1-1-27
Et
Ia-1-1-28
Et
Ia-1-1-29
Et
Ia-1-1-30
Et
Ia-1-1-31
Et
Ia-1-1-32
Et
Ia-1-1-33
Et
Ia-1-1-34
Et
Ia-1-1-35
Et
Ia-1-1-36
Et
Ia-1-1-37
Et
Ia-1-1-38
Et
Ia-1-1-39
Et
Ia-1-1-40
Et
Ia-1-1-41
Et
Ia-1-1-42
Et
Ia-1-1-43
Et
Ia-1-1-44
Et
Ia-1-1-45
Et
Ia-1-1-46
Et
Ia-1-1-47
Et
Ia-1-1-48
Et
Ia-1-1-49
Et
Ia-1-1-50
Et
Ia-1-1-51
Et
Ia-1-1-52
Et
wherein Me, Et and Boc respectively are a methyl group, an ethyl group and a tert-butoxycarbonyl group.
13 . The compound of claim 1 , wherein the compound of Formula I is represented by any one selected from the following formula groups:
Formula
R 2
R 4
Ia-1-2-1
Et
Ia-1-2-2
Et
Ia-1-2-3
Et
wherein Et is an ethyl group.
14 . The compound of claim 1 , wherein the compound of Formula I is represented by any one selected from the following formula groups:
Formula
R 2
R 4
Ia-1-3-1
Me
Ia-1-3-2
Et
Ia-1-3-3
Et
Me
wherein Me and Et respectively are a methyl group and an ethyl group.
15 . The compound of claim 1 , wherein the compound of Formula I is represented by any one selected from the following Formula groups:
Formula
R 2
R4 a
R 4b
R 4c
Ia-1-4-1
Et
Me
Me
H
Ia-1-4-2
Et
Me
Me
Me
Ia-1-4-3
Et
Me
Me
Ia-1-4-4
Et
Et
Et
H
Ia-1-4-5
Et
Et
Et
Me
Ia-1-4-6
Et
H
Ia-1-4-7
Et
Me
Ia-1-4-8
Et
H
Ia-1-4-9
Et
Me
Ia-1-4-10
Et
H
Ia-1-4-11
Et
Me
Ia-1-4-12
Et
Ia-1-4-13
Et
Ia-1-4-14
Et
H
Ia-1-4-15
Et
Me
Ia-1-4-16
Et
Me
Ia-1-4-17
Et
H
Ia-1-4-18
Et
Me
Ia-1-4-19
Et
H
Ia-1-4-20
Et
Me
Ia-1-4-21
Et
H
Ia-1-4-22
Et
Me
Ia-1-4-23
Et
Ia-1-4-24
Et
H
Ia-1-4-25
Et
Me
Ia-1-4-26
Et
Ia-1-4-27
Et
H
Ia-1-4-28
Et
Me
Ia-1-4-29
Et
H
Ia-1-4-30
Et
H
Ia-1-4-31
Et
H
Ia-1-4-32
Et
Me
Ia-1-4-33
Et
H
H
Ia-1-4-34
Et
H
H
Ia-1-4-35
Et
H
Me
Ia-1-4-36
Et
H
H
Ia-1-4-37
Et
H
H
Ia-1-4-38
Et
H
H
Ia-1-4-39
Et
H
H
Ia-1-4-40
Et
H
H
Ia-1-4-41
Et
H
H
Ia-1-4-42
Et
H
H
Ia-1-4-43
Et
Me
H
H
Ia-1-4-44
Et
Et
H
H
wherein Me, Et and Boc respectively are a methyl group, an ethyl group and a tert-butoxycarbonyl group, and C shown as a ring member is carbon shared with ring A when forming a spiro ring by fusing R 4a and R 4b together.
16 . The compound of claim 1 , wherein the compound of Formula I is represented by any one selected from the following Formula groups:
Formula
R 2
R 4a
R 4b
R 4c
Ia-1-5-1
Et
Me
Me
Me
Ia-1-5-2
Et
Me
Ia-1-5-3
Et
Me
Ia-1-5-4
Et
Me
Ia-1-5-5
Et
Me
Ia-1-5-6
Et
Me
Ia-1-5-7
Et
Me
Ia-1-5-8
Et
H
Me
Ia-1-5-9
Et
H
Me
Ia-1-5-10
Et
H
Me
Ia-1-5-11
Et
Me
wherein Me, Et and Boc respectively are a methyl group, an ethyl group and a tert-butoxycarbonyl group, and C shown as a ring member is carbon shared with ring A when forming a spiro ring by fusing R 4a and R 4b together.
17 . An acceptable salt of the compound of claim 1 , a solvate, enantiomer, diastereomer, geometric isomer or tautomer thereof.
18 . A pest control composition comprising at least one compound of claim 1 , an acceptable salt, solvate, enantiomer, diastereomer, geometric isomer or tautomer thereof as an active ingredient.
19 . The composition of claim 18 , wherein a mortality rate for pests of the family Aphidoidea is 30% or more.
20 . The composition of claim 18 , wherein the active ingredient is contained at a concentration of 0.1 to 1,000 ppm.