Herbicide / safener combinations based on safeners of substituted [(1, 5-diphenyl-1h-1, 2, 4-triazol-3-yl) oxy] acetic acids and herbicides of substituted cyclic diketones and salts thereof
By combining [(1,5-diphenyl-1H-1,2,4-triazol-3-yl)oxy]acetic acid derivatives with substituted cyclic diketone herbicides, the problems of limited stability and protection range in the combined use of herbicides and safeners in the prior art have been solved, and effective protection for a variety of crops has been achieved.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- BAYER AG
- Filing Date
- 2024-08-14
- Publication Date
- 2026-04-21
AI Technical Summary
The combined use of existing herbicides and safeners has stability issues, decomposition of active ingredients, and antagonistic phenomena. Furthermore, the protective range of safeners is limited and cannot effectively protect crops from damage caused by multiple herbicides.
Combinations of [(1,5-diphenyl-1H-1,2,4-triazol-3-yl)oxy]acetic acid derivatives and their salts with substituted cyclic diketone herbicides are used to protect crop plants, including wheat, corn, soybean, sugar beet, sugarcane, cotton, rice, legumes, flax, barley, rye, triticale, potato, and millet/sorghum.
It effectively protects crops from damage caused by various herbicides, improves the stability and protection range of herbicide application, and enhances the safety of crops.
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Figure CN121908950A_ABST
Abstract
Description
[0001] This invention relates to the technical field of crop protection compositions, which can be used to inhibit the growth of unwanted plants on cultivated land, for seed preparation, or for use in plant crops. The compositions comprise a combination of at least one safener (A) and at least one herbicide (B), wherein the safener (A) is one or more substituted [(1,5-diphenyl-1H-1,2,4-triazol-3-yl)oxy]acetic acid and / or an agriculturally chemically acceptable salt of general formula (I) (hereinafter also referred to as "component (A)").
[0002] Known herbicides are highly effective against harmful plants; however, their effectiveness often depends on the application rate, the form of the formulation, the spectrum of harmful plants, the harmful plants to be controlled in each case, climate and soil conditions, and especially on the compatibility of the crop with the plant.
[0003] One approach to improving the application characteristics of herbicides might be to combine a safener with one or more active herbicidal ingredients that provide the desired additional properties. However, physical and biological incompatibilities are not uncommon when two or more active ingredients are applied in combination. These incompatibilities may include a lack of stability in the combined formulation, decomposition and / or antagonism of the active ingredients, or a limited scope of action for the safener, which may only protect the crop from one herbicide but not be effective against all components when two or more herbicides are applied in combination.
[0004] Safeners (also known as antidotes) with different chemical structures have been known for about 70 years. It is also known that they differ significantly in their protective function, meaning their use is limited to selected herbicides and / or the crop plants requiring protection. Based on the harmful plant to be controlled, it is also required that the selected herbicide / safener combination does not adversely affect the weed control efficacy.
[0005] [(1,5-Diphenyl-1H-1,2,4-triazol-3-yl)oxy]acetic acid derivatives and their salts are known from PCT application No. PCT / EP2020 / 083167 (WO2021 / 105101). Substituted cyclic diketones and their salts are known, for example, from PCT application No. WO2015 / 197468.
[0006] It has now been found that substituted [(1,5-diphenyl-1H-1,2,4-triazol-3-yl)oxy]acetic acid compounds can indeed be used to effectively protect different crop plants when applied with one or more substituted cyclic dione herbicides (hereinafter referred to as "component (B)").
[0007] The herbicide / safety agent combinations of the present invention interact in a particularly advantageous manner when used to control unwanted plant growth in crop plants, such as wheat (durum and soft wheat), corn, soybean, sugar beet, sugarcane, cotton, rice, legumes (e.g., dwarf beans and broad beans), flax, barley, oats, rye, triticale, potatoes, and millet / sorghum.
[0008] Therefore, the present invention provides a combination comprising one or more components (A) as effective as safeners and one or more herbicide-active compounds as components (B). Wherein (A) represents one or more compounds of general formula (I) or an agriculturally chemically acceptable salt thereof. in (R a ) p -Phenyl represents a group from Q-1.1 to Q-1.55: and (R) b ) q -Phenyl represents a group from Q-2.1 to Q-2.55: R c It is hydrogen. and R dThe following are the compounds: hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, n-pentyl, phenyl, benzyl, CH2(4-Cl-Ph), CH2(4-F-Ph), CH2(4-OMe-Ph), 2-methoxyethyl, tetrahydrofuran-2-ylmethyl, tetrahydrofuran-3-ylmethyl, tetrahydropyran-2-ylmethyl, tetrahydropyran-3-ylmethyl, tetrahydropyran-4-ylmethyl, methylpropionate-3-yl, ethylpropionate-3-yl, methylacetate-2-yl, ethylacetate-2-yl, methylneoplastate-2-yl, ethylneoplastate. -3-yl, methyl-2-methylpropionate-3-yl, methyl-2,2-dimethylpropionate-3-yl, ethyl-2-methylpropionate-3-yl, methyl-2-propionate-2-yl, ethyl-2-propionate-2-yl, methyl acetate-2-yl, ethyl-1-methylcyclopropanecarboxylate-2-yl, ethyl-1-methylcyclopropanecarboxylate-2-yl, 2-(dimethylamino)ethyl, oxetane-3-yl, (3-methyloxetane-3-yl)methyl, 2,2,2-trifluoroethyl, 2,2-difluoro Ethyl, 2-fluoroethyl, 2,2,3,3,3-pentafluoropropyl, cyclopropylmethyl, 1-cyclopropylethyl, (1-methylcyclopropyl)methyl, (2,2-dichlorocyclopropyl)methyl, (2,2-dimethylcyclopropyl)methyl, allyl, propyne (prop-2-yn-1-yl), 2-chloroprop-2-en-1-yl, 3-phenylprop-2-yn-1-yl, 3,3-dichloroprop-2-en-1-yl, 3,3-dichloroprop-2-fluoroprop-2-en-1-yl, methylprop-2-yn-1-yl, 2-methylprop-2-en-1-yl, but-2 -en-1-yl, but-3-en-1-yl, but-2-yn-1-yl, but-3-yn-1-yl, 4-chlorobut-2-yn-1-yl, 3-methylbut-2-en-1-yl, 3-methylbut-1-en-1-yl, 1-(2E)-1-methylbut-2-en-1-yl, (E)-pent-3-en-2-yl or (Z)-pent-3-en-2-yl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, hept-2-yl, isobutyl, 1,3-dioxolanecyclo-2-ylmethyl or 1-ethyl-5-methyl-1H-pyrazole-4-methyl as well as (B) refers to one or more herbicides selected from active herbicidal ingredients having the general formula (II) and their agrochemically acceptable salts. in R 1 It is (C1-C3)-alkoxy, (C1-C2)-alkoxy-(C1-C3)-alkoxy, (C1-C2)-fluoroalkoxy, ethyl, n-propyl, n-butyl, cyclopropyl, or ethynyl. R 2For example, hydrogen, ethyl, n-propyl, cyclopropyl, vinyl, ethynyl, (C1-C3)-alkoxy, (C1-C3)-fluoroalkyl, (C1-C2)-fluoroalkoxy, (C1-C2)-alkoxy-(C1-C3)-alkoxy- or C1-fluoroalkoxy-(C1-C3)-alkoxy-; provided that R 1 If R is ethyl, n-propyl, n-butyl, cyclopropyl, or ethynyl, then 2 It can be hydrogen, ethyl, n-propyl, cyclopropyl, vinyl, or ethynyl. R 3 R 4 R 5 and R 6 Independently, it is hydrogen, (C1-C5)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C2)-fluoroalkyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkylthio-(C1-C3)-alkyl, (C1-C3)-alkylsulfinyl-(C1-C3)-alkyl, (C1-C3)-alkylsulfonyl-(C1-C3)-alkyl, (C3-C4)-cycloalkyl, or an unsubstituted 4-, 5-, or 6-membered monocyclic heterocyclic ring, wherein the monocyclic heterocyclic ring has a cyclic heteroatom selected from oxygen, sulfur, and nitrogen, and the monocyclic heterocyclic ring is connected by a cyclic carbon atom within the heterocyclic group (preferably tetrahydrofuranyl, such as tetrahydrofuran-3-yl, or tetrahydropyranyl, such as tetrahydropyran-4-yl), provided that R 3 R 4 R 5 and R 6 No more than one group is an alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, cycloalkyl, or heterocyclic group. Or R 3 and R 4 Together they form -(CH2) n1 -or-(CH2) n2 -X 1 -(CH2) n3 - group, and R 5 and R 6 As defined above, Or R 5 and R 6 Together they form -(CH2) n1 -or-(CH2) n2 -X 1 -(CH2) n3 - group, and R 3 and R 4 As defined above, Where X 1It is O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C2)-alkyl), N ((C1-C2)-alkoxy), C(H)((C1-C2)-alkyl), C((C1-C2)-alkyl)2 or C(H)((C1-C2)-alkoxy); n1 is 2, 3, 4, or 5. n2 and n3 are independently 1, 2, or 3, provided that n2 + n3 = 2, 3, or 4. Or R 4 and R 5 Together they form -(CH2) n4 -or-(CH2) n5 -C(R 7a (R) 7b )-(CH2) n6 -or-C(R) 7c )=C(R 7d )- group, wherein R 7a It is (C1-C2)-alkyl or (C1-C2)-alkoxy; and R 7b It is hydrogen or (C1-C2)-alkyl, provided that R is hydrogen or (C1-C2)-alkyl. 7a When it is (C1-C2)-alkoxy, R 7b For hydrogen; where n4 is 1, 2, or 3, and n5 and n6 are independently 0, 1, or 2, provided that n5 + n6 = 0, 1, or 2; and where R 7c and R 7d It can be independently hydrogen or (C1-C2)-alkyl. Y represents O (oxygen), S (sulfur), S (=O), S (=O)2, N ((C1-C2)-alkyl), N ((C1-C2)-alkoxy), C (=O), CR 8 R 9 or -CR 10 R 11 CR 12 R 13 - group, R 8 and R 9Independently hydrogen, (C1-C6)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C2)-fluoroalkyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkylthio-(C1-C3)-alkyl, (C1-C3)-alkylsulfinyl-(C1-C3)-alkyl, (C1-C3)-alkylsulfonyl-(C1-C3)-alkyl, or (C3-C6)-cycloalkyl or (C3-C6)-cycloalkyl independently substituted with one or two (C1-C3)-alkyl or (C1-C2)-fluoroalkyl groups, or (C4-C6)-cycloalkyl, wherein one of the CH2 groups is optionally replaced by O (oxygen), S (sulfur), S (=O), S(=O)2, NH, N((C1-C3)-alkyl), N((C1-C2)-alkoxy), N((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl], or (C3-C6)-cycloalkyl substituted with (C1-C3)-alkoxy and optionally also substituted with (C1-C2)-alkyl; or (C5-C6)-cycloalkenyl or (C5-C6)-cycloalkenyl with one or two (C1-C3)-alkyl substituents, or (C3-C6)-cycloalkyl-(C1-C2)-alkyl or substituted with one or two (C1-C3)-alkyl or (C1-C2)- The fluoroalkyl group is independently substituted with a (C3-C6)-cycloalkyl-(C1-C2)-alkyl or (C4-C6)-cycloalkyl-(C1-C2)-alkyl group, wherein one CH2 group in the ring is optionally substituted with O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C2)-alkyl), N ((C1-C2)-alkoxy), N ((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl], or (C3-C6)-cycloalkyl-(C1-C2)-alkyl group, which is substituted with a (C1-C3)-alkoxy group in the ring and optionally also substituted with a (C1-C2) group in the ring. -alkyl substitution, or heteroaryl, heteroaryl-CH2-, wherein the ring of the heteroaryl is linked by a ring carbon atom and optionally is also substituted by 1, 2 or 3 substituents bonded to the ring carbon atom, said substituents being selected from halogens, cyano, nitro, hydroxyl, (C1-C3)-alkyl, (C1-C3)-alkyl-C(=O)-, (C1-C2)-fluoroalkyl-C(=O)-, (C1-C3)-alkoxy, (C1-C2)-fluoroalkoxy, (C2-C3)-alkenyl, (C2-C3)-alkynyl, (C1-C2)-fluoroalkyl, provided that if the ring carbon atom is directly bonded to the ring nitrogen atom of the heteroaryl ring, then the ring carbon atom is not substituted by halogens (other than fluorine), alkoxy or fluoroalkoxy;Furthermore, when the 5-membered heteroaryl group has at least one nitrogen atom in the ring that is not a C=N double bond, the nitrogen atom may optionally be substituted with a substituent selected from the following: (C1-C3)-alkyl, (C1-C2)-fluoroalkyl, (C1-C3)-alkyl-C(=O)-, (C1-C2)-fluoroalkyl-C(=O)-, (C1-C2)-alkyl-S(=O)2-; The prerequisite is that there are two substituents R. 8 and R 9 Not more than one of the cyclic alkyl groups is optionally substituted; wherein the cyclic-(CH)2- unit is substituted by O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C3)-alkyl), N ((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl] or N ((C1-C2)-alkoxy) optionally substituted cyclic alkyl groups; optionally substituted cyclic alkenyl groups; any Optionally substituted cycloalkylalkyl; wherein the cyclo-(CH)2- unit is replaced by O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C3)-alkyl), N ((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl] or N ((C1-C2)-alkoxy); or heteroaryl or heteroaryl-CH2-; Or when R 9 When it is (C1-C2)-alkoxy, R 8 It is hydrogen or (C1-C2)-alkyl. Or R 8 and R 9 Together for -(CH2) n7 -or-(CH2) n8 -X 2 -(CH2) n9 -, where X 2 It is S (sulfur), S (=O), S (=O)2, C(H)[(C1-C3)-alkyl], C[(C1-C2)-alkyl]2, C(H)[(C1-C3)-alkoxy], and n7 is 2, 3, 4, 5 or 6, and n8 and n9 are independently 0, 1, 2, 3, provided that n8 + n9 = 2, 3, 4, 5. R 10 R 11 R 12 and R 13 Independently hydrogen, (C1-C4)-alkyl, provided that R 10 R 11 R 12 and R13 No more than one group is (C3-C4)-alkyl. G represents hydrogen, an agronomically acceptable metal, an agronomically acceptable sulfonyl group, an agronomically acceptable ammonium group, and C(X). 3 )-R 14 -C(X) 4 )-X 5 -R 15 -C(X) 6 )-N(R 16 )-R 17 -SO2-R 18 -P(X) 7 (R) 19 )-R 20 -CH2-X 8 -R 21 (C1-C6)-alkoxy-C(=O)-CH2-, (C1-C6)-alkoxy-C(=O)-CH=CH-, (C2-C7)-en-1-yl-CH2-, (C2-C7)-en-1-yl-CH[(C1-C2)-alkyl]-, (C2-C4)-fluoroen-1-yl-CH2-, (C2-C7)-yn-1-yl-CH2-, (C2-C7)-yn-1-yl-CH[(C1-C2)- [(C1-C2)-alkyl]-, heteroaryl-CH2-, heteroaryl-CH[(C1-C2)-alkyl]-, phenyl-CH2-, phenyl-CH[(C1-C2)-alkyl]-, phenyl-C(O)-CH2- group, wherein the phenyl or heteroaryl group is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C2)-alkyl, C1-fluoroalkyl, (C1-C2)-alkoxy, C1-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, X 3 X 4 X 5 X 6 X 7 and X 8 Independently, it consists of O (oxygen) and S (sulfur). R 14 It is hydrogen, (C1-C) 21 )-alkyl, (C2-C 21 )-Alkenyl, (C2-C 18 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10(C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)-alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkylaminooxy-( C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5)-alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein benzene The alkyl group is optionally further substituted by one, two, or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl group is optionally further substituted by one, two, or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C5)-alkyl, (C1-C6)-alkyl-(C1-C7)-alkyl-(C1-C8)-alkyl-(C1-C9 ... 3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl; phenyl, or a phenyl group independently substituted with 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl, or a heteroaryl group independently substituted with 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, R 15 For (C1-C 18)-alkyl, (C3-C 18 )-Alkenyl, (C3-C 18 )-Alkyne group, (C2-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C2-C 10(C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)-alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkylaminooxy-( C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5)-alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein benzene The alkyl group is optionally further substituted by one, two, or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl group is optionally further substituted by one, two, or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C5)-alkyl, (C1-C6)-alkyl-(C1-C7)-alkyl-(C1-C8)-alkyl-(C1-C9 ... 3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl; phenyl, or a phenyl group independently substituted with 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl or a heteroaryl group independently substituted with 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, R 16 and R 17Independently hydrogen, (C1-C 10 )-alkyl, (C2-C 10 )-Alkenyl, (C2-C 10 )-Alkyne group, (C2-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10(C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)- Alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkyleneaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5) -alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C5)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl is optionally further substituted by one, two or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl;A phenyl group or a phenyl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or a heteroaryl group or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkyl ... (C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroarylamino, or heteroarylamino wherein the heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or diheteroarylamino, or diheteroarylamino wherein each heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following. Heteroarylamino: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenylamino or phenylamino in which each phenyl group is independently substituted by 1, 2 or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine A diphenylamino group consisting of cyano, nitro, or diphenylamino, wherein each phenyl group is independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or (C3-C7)-cycloalkylamino, di-[(C3-C7)-cycloalkyl]amino, (C3-C7)-cycloalkoxy; or; R 16 and R 17 Together with the nitrogen atoms they are bonded to, they form unsubstituted 4- to 7-membered rings, which optionally contain heteroatoms selected from O (oxygen) and S (sulfur). R 18 For (C1-C 10 )-alkyl, (C2-C 10 )-Alkenyl, (C2-C 10 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10(C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)- Alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkyleneaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5) -alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C5)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl is optionally further substituted by one, two or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl;A phenyl group or a phenyl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or a heteroaryl group or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkyl ... 3) A heteroarylamino group consisting of a fluoroalkoxy group, a fluorine group, a chlorine group, a bromine group, a cyano group, a nitro group, or a heteroarylamino group wherein the heteroaryl group is independently substituted by one, two, or three groups selected from the following groups: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, a fluorine group, a chlorine group, a bromine group, a cyano group, a nitro group, or a diarylamino group wherein each heteroaryl group is independently substituted by one, two, or three groups selected from the following groups. Benzylamino: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenylamino or phenylamino in which each phenyl group is independently substituted by 1, 2 or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano Diphenylamino, nitro, or diphenylamino, wherein each phenyl group is independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or (C3-C7)-cycloalkylamino, di-[(C3-C7)-cycloalkyl]amino, (C3-C7)-cycloalkoxy, (C1-C; 10 )-alkoxy, (C1-C 10 (C3-C7)-fluoroalkoxy, (C3-C7)-alkylamino, di-[(C3-C7)-alkyl]amino; R 19 and R 20 Independently for (C1-C 10 )-alkyl, (C2-C 10 )-Alkenyl, (C2-C 10 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10(C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)- Alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkyleneaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5) -alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C5)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl is optionally further substituted by one, two or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl;A phenyl group or a phenyl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or a heteroaryl group or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, ... Bromine, cyano, nitro, or heteroarylamino, or heteroarylamino in which the heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or diheteroarylamino, or diheteroarylamino in which each heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, cyano ... Alkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenylamino, or phenylamino in which each phenyl group is independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or diphenylamino, or phenylamino in which each phenyl group is independently substituted by one, two, or three groups selected from the following. The diphenylamino group is: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or benzyloxy and phenoxy, wherein each phenyl group is optionally further substituted by one, two or three groups selected independently from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, and; R 21 For (C1-C 10 )-alkyl, (C3-C 10 )-Alkenyl, (C3-C 10 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C2-C 10(C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)-alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8) -alkylaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5)-alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)- Alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl group is optionally further substituted by 1, 2 or 3 groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl group is optionally further substituted by 1, 2 or 3 groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C5)-alkyl ..., (C1-C3)-fluoroalkyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, ( 1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or phenoxy-(C1-C5)-alkyl, wherein the phenyl group is optionally further substituted by 1, 2, or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryloxy-(C1-C5)-alkyl.The heteroaryl group is optionally further substituted by one, two, or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or phenyl or a phenyl group independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoro Alkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenyl-C (=O), wherein the phenyl is optionally further substituted with one, two, or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro.
[0009] Regarding the compounds of the present invention, the terms used above and further below will be clarified. These terms are well known to those skilled in the art and, in particular, have the definitions set forth below: Unless otherwise defined, the name of a chemical group should generally be understood as such that its connection to the skeleton or the rest of the molecule is through the structural element of the last mentioned related chemical group, i.e., through the oxygen atom in the case of (C1-C6)-olefin, and through the carbon atom of the alkyl group in the case of heterocyclic-(C1-C8)-alkyl or (C1-C6)-alkoxy-(C1-C6)-alkoxy-(C1-C6)-alkyl.
[0010] In cases where a link is indicated by a "-" and connected to the rest of the molecule, the link is not through the last mentioned structural element, but through the structural motif located directly next to the bond symbol "-". For example, in the case of -(CO)(C1-C6)-alkoxy-(C1-C6)-alkyl, the link is through the carbonyl group instead of the (C1-C6)-alkyl group, hence the linker "-".
[0011] According to the present invention, "alkylthio"—alone or as part of a chemical group—preferably refers to a straight-chain or branched S-alkyl group having 1 to 8 or 1 to 6 carbon atoms, for example (C1-C2). 10(C1-C6)-alkylthio, (C1-C4)-alkylthio, such as (but not limited to) (C1-C6)-alkylthio, including methylthio, ethylthio, propanethio, 1-methylethylthio, butylthio, 1-methylpropanethio, 2-methylpropanethio, 1,1-dimethylethylthio, pentanethio, 1-methylbutanethio, 2-methylbutanethio, 3-methylbutanethio, 1,1-dimethylpropanethio, 1,2-dimethylpropanethio, 2,2-dimethylpropanethio, 1-ethylpropanethio. Hexylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutyrothio, 1,2-dimethylbutyrothio, 1,3-dimethylbutyrothio, 2,2-dimethylbutyrothio, 2,3-dimethylbutyrothio, 3,3-dimethylbutyrothio, 1-ethylbutyrothio, 2-ethylbutyrothio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio, and 1-ethyl-2-methylpropylthio.
[0012] "Alkoxy" refers to an alkyl group linked by an oxygen atom, such as (but not limited to) (C1-C6)-alkoxy groups, including methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, etc. 1-Methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy, and 1-ethyl-2-methylpropoxy. Alkenyloxy groups represent alkenyl groups linked by an oxygen atom, and alkynyloxy groups represent alkynyl groups linked by an oxygen atom, for example (C2-C...). 10 (C2-C6)-olefin, (C2-C4)-olefin, and (C3-C6)-olefin 10 )-acetylinoxy, (C3-C6)-acetylinoxy or (C3-C 4) - Acryloxy group.
[0013] According to the present invention, unless otherwise defined, "alkyl carbonyl" (alkyl-C(=O)-) means an alkyl group bonded to the skeleton by -C(=O)-, for example (C1-C... 10 (C1-C6)-alkylcarbonyl, (C1-C4)-alkylcarbonyl. Here, the number of carbon atoms refers to the alkyl group in the alkylcarbonyl group.
[0014] Unless otherwise defined, "alkoxycarbonyl (alkyl-OC(=O)-)" means: an alkyl group bonded to the skeleton by -OC(=O)-, such as (C1-C 10 (C1-C4)-alkoxycarbonyl, (C1-C6)-alkoxycarbonyl, or (C1-C4)-alkoxycarbonyl. Here, the number of carbon atoms refers to the alkyl group in the alkoxycarbonyl group. Similarly, unless otherwise defined, "alkenoxycarbonyl" and "alkynoxycarbonyl" in this invention refer to alkenyl and alkynyl groups respectively bonded to the skeleton via -OC (=O)-, for example (C2-C4)-alkoxycarbonyl. 10 (C2-C4)-olefin carbonyl, (C2-C6)-olefin carbonyl or (C2-C4)-olefin carbonyl, and (C3-C4)-olefin carbonyl 10 (C3-C6)-alkynoxycarbonyl, (C3-C4)-alkynoxycarbonyl. Here, the number of carbon atoms refers to the alkenyl or alkynyl group in the alkenyloxycarbonyl or alkynoxycarbonyl group.
[0015] According to the present invention, unless otherwise defined, the term "alkyl carbonyloxy group" (alkyl-C(=O)-O-) refers to an alkyl group bonded to the skeleton via the oxygen of the carbonyloxy group (-C(=O)-O-), for example (C1-C1-C2 ... 10 (C1-C6)-alkylcarbonyloxy, (C1-C4)-alkylcarbonyloxy. Here, the number of carbon atoms refers to the alkyl group in the alkylcarbonyloxy group.
[0016] In simplified formulas such as C(O)R 13 C(O)OR 13 OC(O)NR 11 R 12 or C(O)NR 11 R 12 In the example, the simplified O shown in parentheses represents an oxygen atom bonded to an adjacent carbon atom via a double bond.
[0017] In simplified formulas such as OC(S)OR 13 OC(S)SR 14 OC(S)NR 11 R 12 In the brackets, the simplified S represents a sulfur atom bonded to an adjacent carbon atom via a double bond.
[0018] The term "aryl" refers to an optionally substituted monocyclic, bicyclic, or polycyclic aromatic system having preferably 6 to 14, particularly 6 to 10, cyclic carbon atoms, such as phenyl, naphthyl, anthracene, phenanthryl, etc., with phenyl being preferred.
[0019] The term "optionally substituted aryl" also includes polycyclic systems such as tetrahydronaphthyl, indenyl, indanyl, fluorenyl, and biphenyl, wherein the bonding site is located on an aromatic system. In systematic terminology, "aryl" is often also covered by the term "optionally substituted phenyl". Preferred aryl substituents herein are, for example, hydrogen, halogen, alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenyl, halocycloalkyl, alkenyl, alkynyl, aryl, arylalkyl, arylalkenyl, heteroaryl, heteroarylalkyl, heterocyclic, heterocyclic alkyl, alkoxyalkyl, alkoxythio, haloalkylthio, haloalkyl, alkoxy, haloalkoxy, cycloalkoxy, cycloalkylalkoxy, aryloxy, heteroaryloxy, alkoxyalkoxy, alkynylalkoxy, alkenyloxy, dialkylaminoalkoxy, tri[alkyl]silyl, di[alkyl]arylsilyl, di[alkyl]alkylsilyl, di[alkyl] [alkyl]alkylsilyl, tri[alkyl]silylynyl, arylynyl, heteroarylynyl, alkylynyl, cycloalkylynyl, haloalkylynyl, heterocyclic -N-alkoxy, nitro, cyano, amino, alkylamino, dialkylamino, alkylcarbonylamino, cycloalkylcarbonylamino, arylcarbonylamino, alkoxycarbonylamino, alkoxycarbonylalkylamino, arylalkoxycarbonylalkylamino, hydroxycarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, cycloalkylaminocarbonyl, dialkylaminocarbonyl, heteroarylalkoxy, arylalkoxy.
[0020] The heterocyclic group (heterocyclic group) contains at least one heterocycle (= a carbon ring in which at least one carbon atom has been replaced by a heteroatom, preferably a heteroatom selected from N, O, S, P), which is saturated, unsaturated, partially saturated, or heteroaromatic, and can be unsubstituted or substituted, in which case the bonding site is located on the ring atom. If the heterocyclic group or heterocycle is optionally substituted, it can be fused with other carbon rings or heterocycles. In the case of optionally substituted heterocyclic groups, polycyclic systems are also included, such as 8-azabicyclo[3.2.1]octyl, 8-azabicyclo[2.2.2]octyl, or 1-azabicyclo[2.2.1]heptyl. In the case of optionally substituted heterocyclic groups, spirocyclic systems are also included, such as 1-oxa-5-azaspiro[2.3]hexyl. Unless otherwise defined, the heterocycle preferably comprises 3 to 9 ring atoms, particularly 3 to 6 ring atoms, and contains one or more, preferably 1 to 4, particularly 1, 2 or 3 heteroatoms, preferably selected from N, O and S, but the two oxygen atoms cannot be directly adjacent, for example having one heteroatom selected from N, O and S: 1-pyrrolidinyl or 2-pyrrolidinyl or 3-pyrrolidinyl, 3,4-dihydro-2H-pyrrolidin-2-yl or 3,4-dihydro-2H-pyrrolidin-3-yl, 2,3-dihydro-1H-pyrrolidin-1-yl 2,3-Dihydro-1H-pyrrolo-2-yl or 2,3-Dihydro-1H-pyrrolo-3-yl or 2,3-Dihydro-1H-pyrrolo-4-yl or 2,3-Dihydro-1H-pyrrolo-5-yl, 2,5-Dihydro-1H-pyrrolo-1-yl or 2,5-Dihydro-1H-pyrrolo-2-yl or 2,5-Dihydro-1H-pyrrolo-3-yl, 1-piperidinyl or 2-piperidinyl or 3-piperidinyl or 4-piperidinyl, 2,3,4,5-tetrahydropyridinyl-2-yl or 2,3,4,5-tetrahydropyridinyl-3-yl or 2,3,4 5-Tetrahydropyridin-4-yl or 2,3,4,5-tetrahydropyridin-5-yl or 2,3,4,5-tetrahydropyridin-6-yl, 1,2,3,6-tetrahydropyridin-1-yl or 1,2,3,6-tetrahydropyridin-2-yl or 1,2,3,6-tetrahydropyridin-3-yl or 1,2,3,6-tetrahydropyridin-4-yl or 1,2,3,6-tetrahydropyridin-5-yl or 1,2,3,6-tetrahydropyridin-6-yl, 1,2,3,4-tetrahydropyridin-1-yl or 1,2,3,4-tetrahydropyridin-2-yl or 1, 2,3,4-Tetrahydropyridin-3-yl or 1,2,3,4-tetrahydropyridin-4-yl or 1,2,3,4-tetrahydropyridin-5-yl or 1,2,3,4-tetrahydropyridin-6-yl, 1,4-dihydropyridin-1-yl or 1,4-dihydropyridin-2-yl or 1,4-dihydropyridin-3-yl or 1,4-dihydropyridin-4-yl, 2,3-dihydropyridin-2-yl or 2,3-dihydropyridin-3-yl or 2,3-dihydropyridin-4-yl or 2,3-dihydropyridin-5-yl or 2,3-dihydropyridin-6-yl, 2,5-Dihydropyridin-2-yl or 2,5-Dihydropyridin-3-yl or 2,5-Dihydropyridin-4-yl or 2,5-Dihydropyridin-5-yl or 2,5-Dihydropyridin-6-yl, 1-azacycloheptyl or 2-azacycloheptyl or 3-azacycloheptyl or 4-azacycloheptyl, 2,3,4,5-tetrahydro-1H-azacyclohepttrien-1-yl or 2,3,4,5-tetrahydro-1H-azacyclohepttrien-2-yl or 2,3,4,5-tetrahydro-1H-azacyclohepttrien-3-yl or 2,3,4,5-tetrahydro-1H-azacyclohepttrien-4-yl or 2,3,4,5-tetrahydro-1H-azacyclohepttrien-5-yl or 2,3,4,5-tetrahydro-1H-azacyclohepttrien-6-yl Or 2,3,4,5-tetrahydro-1H-azacycloheptatrien-7-yl, 2,3,4,7-tetrahydro-1H-azacycloheptatrien-1-yl, or 2,3,4,7-tetrahydro-1H-azacycloheptatrien-2-yl, or 2,3,4,7-tetrahydro-1H-azacycloheptatrien-3-yl, or 2,3,4,7-tetrahydro-1H-azacycloheptatrien-4-yl 2,3,4,7-Tetrahydro-1H-azacycloheptatrien-5-yl or 2,3,4,7-Tetrahydro-1H-azacycloheptatrien-6-yl or 2,3,4,7-Tetrahydro-1H-azacycloheptatrien-7-yl, 2,3,6,7-Tetrahydro-1H-azacycloheptatrien-1-yl or 2,3,6,7-Tetrahydro-1H-azacycloheptatrien-2-yl 2,3,6,7-Tetrahydro-1H-azacycloheptatrien-3-yl or 2,3,6,7-Tetrahydro-1H-azacycloheptatrien-4-yl, 3,4,5,6-Tetrahydro-2H-azacycloheptatrien-2-yl or 3,4,5,6-Tetrahydro-2H-azacycloheptatrien-3-yl or 3,4,5,6-Tetrahydro-2H-azacycloheptatrien-4-yl - or 3,4,5,6-tetrahydro-2H-azacycloheptatrien-5-yl or 3,4,5,6-tetrahydro-2H-azacycloheptatrien-6-yl or 3,4,5,6-tetrahydro-2H-azacycloheptatrien-7-yl, 4,5-dihydro-1H-azacycloheptatrien-1-yl or 4,5-dihydro-1H-azacycloheptatrien-2-yl or 4,5-di Hydrogen-1H-azacycloheptatrien-3-yl or 4,5-dihydro-1H-azacycloheptatrien-4-yl, 2,5-dihydro-1H-azacycloheptatrien-1-yl or 2,5-dihydro-1H-azacycloheptatrien-2-yl or 2,5-dihydro-1H-azacycloheptatrien-3-yl or 2,5-dihydro-1H-azacycloheptatrien-4-yl or 2,5 -dihydro-1H-azacycloheptatrien-5-yl or 2,5-dihydro-1H-azacycloheptatrien-6-yl or 2,5-dihydro-1H-azacycloheptatrien-7-yl, 2,7-dihydro-1H-azacycloheptatrien-1-yl or 2,7-dihydro-1H-azacycloheptatrien-2-yl or 2,7-dihydro-1H-azacycloheptatrien-3-yl or 27-Dihydro-1H-azacycloheptatrien-4-yl, 2,3-Dihydro-1H-azacycloheptatrien-1-yl, or 2,3-Dihydro-1H-azacycloheptatrien-2-yl, or 2,3-Dihydro-1H-azacycloheptatrien-3-yl, or 2,3-Dihydro-1H-azacycloheptatrien-4-yl, or 2,3-Dihydro-1H-azacycloheptatrien-5-yl, or 2,3-Dihydro-1H-azacycloheptatrien-6-yl, or 2,3-Dihydro-1H-azacycloheptatrien- 7-yl, 3,4-dihydro-2H-azacycloheptatrien-2-yl or 3,4-dihydro-2H-azacycloheptatrien-3-yl or 3,4-dihydro-2H-azacycloheptatrien-4-yl or 3,4-dihydro-2H-azacycloheptatrien-5-yl or 3,4-dihydro-2H-azacycloheptatrien-6-yl or 3,4-dihydro-2H-azacycloheptatrien-7-yl, 3,6-dihydro-2H-azacycloheptatrien-2-yl or 3,6-dihydro-2H-azacycloheptatrien-7-yl, 3,6-dihydro-2H-azacycloheptatrien-2-yl or 3,6-dihydro-2H-azacycloheptatrien-7-yl, 3,4-dihydro-2H-azacycloheptatrien-2-yl, ... Cycloheptatrien-3-yl or 3,6-dihydro-2H-azacycloheptatrien-4-yl or 3,6-dihydro-2H-azacycloheptatrien-5-yl or 3,6-dihydro-2H-azacycloheptatrien-6-yl or 3,6-dihydro-2H-azacycloheptatrien-7-yl, 5,6-dihydro-2H-azacycloheptatrien-2-yl or 5,6-dihydro-2H-azacycloheptatrien-3-yl or 5,6-dihydro-2H-azacycloheptatrien-4-yl or 5,6-dihydro- 2H-azacycloheptatrien-5-yl or 5,6-dihydro-2H-azacycloheptatrien-6-yl or 5,6-dihydro-2H-azacycloheptatrien-7-yl, 4,5-dihydro-3H-azacycloheptatrien-2-yl or 4,5-dihydro-3H-azacycloheptatrien-3-yl or 4,5-dihydro-3H-azacycloheptatrien-4-yl or 4,5-dihydro-3H-azacycloheptatrien-5-yl or 4,5-dihydro-3H-azacycloheptatrien-6-yl or 45-Dihydro-3H-azacycloheptatrien-7-yl, 1H-azacycloheptatrien-1-yl, 1H-azacycloheptatrien-2-yl, 1H-azacycloheptatrien-3-yl, 1H-azacycloheptatrien-4-yl, 1H-azacycloheptatrien-5-yl, 1H-azacycloheptatrien-6-yl, 1H-azacycloheptatrien-7-yl, 2H-azacycloheptatrien -2-yl or 2H-azacycloheptanetrien-3-yl or 2H-azacycloheptanetrien-4-yl or 2H-azacycloheptanetrien-5-yl or 2H-azacycloheptanetrien-6-yl or 2H-azacycloheptanetrien-7-yl, 3H-azacycloheptanetrien-2-yl or 3H-azacycloheptanetrien-3-yl or 3H-azacycloheptanetrien-4-yl or 3H-azacycloheptanetrien- 5-yl or 3H-azacycloheptatrien-6-yl or 3H-azacycloheptatrien-7-yl, 4H-azacycloheptatrien-2-yl or 4H-azacycloheptatrien-3-yl or 4H-azacycloheptatrien-4-yl or 4H-azacycloheptatrien-5-yl or 4H-azacycloheptatrien-6-yl or 4H-azacycloheptatrien-7-yl, 2-oxacyclopentyl or 3 -oxacyclopentyl (= 2- or 3-tetrahydrofuranyl), 2,3-dihydrofuran-2-yl or 2,3-dihydrofuran-3-yl or 2,3-dihydrofuran-4-yl or 2,3-dihydrofuran-5-yl, 2,5-dihydrofuran-2-yl or 2,5-dihydrofuran-3-yl, 2-oxacyclohexyl or 3-oxacyclohexyl or 4-oxacyclohexyl (= 2-tetrahydropyranyl or 3-tetrahydropyranyl or 4-tetrahydropyranyl), 3,4-dihydro-2H-pyran-2-yl or 3,4-dihydro-2H-pyran-3-yl or 3,4-dihydro-2H-pyran-4-yl or 3,4-dihydro-2H-pyran-5-yl or 3,4-dihydro-2H-pyran-6-yl, 3,6-dihydro-2H-pyran- 2-yl or 3,6-dihydro-2H-pyran-3-yl or 3,6-dihydro-2H-pyran-4-yl or 3,6-dihydro-2H-pyran-5-yl or 3,6-dihydro-2H-pyran-6-yl, 2H-pyran-2-yl or 2H-pyran-3-yl or 2H-pyran-4-yl or 2H-pyran-5-yl or 2H-pyran-6-yl, 4 H-pyran-2-yl or 4H-pyran-3-yl or 4H-pyran-4-yl, 2-oxetaneheptyl or 3-oxetaneheptyl or 4-oxetaneheptyl, 2,3,4,5-tetrahydrooxetaneheptane-2-yl or 2,3,4,5-tetrahydrooxetaneheptane-3-yl or 2,3,4,5-tetrahydrooxetaneheptane-4-yl or 2,3,4,5-tetrahydrooxetaneheptane-5-yl or 2,3,4,5-tetrahydrooxetaneheptane-6-yl or 2,3,4,5-tetrahydrooxetaneheptane-7-yl, 2,3,4,7-tetrahydrooxetaneheptane-2-yl or 2,3,4,7-tetrahydrooxetaneheptane-3-yl or 2,3,4,7-tetrahydrooxetaneheptane-4-yl or 2,3,4,7-Tetrahydrooxocyclic heptadiene-5-yl or 2,3,4,7-tetrahydrooxocyclic heptadiene-6-yl or 2,3,4,7-tetrahydrooxocyclic heptadiene-7-yl, 2,3,6,7-tetrahydrooxocyclic heptadiene-2-yl or 2,3,6,7-tetrahydrooxocyclic heptadiene-3-yl or 2,3,6,7-tetrahydrooxocyclic heptadiene-4-yl, 2,3-dihydrooxocyclic heptadiene-2-yl or 2,3-dihydrooxocyclic heptadiene-3-yl or 2,3-dihydrooxocyclic heptadiene-4-yl or 2,3-dihydrooxocyclic heptadiene-5-yl or 2,3-dihydrooxocyclic heptadiene-6-yl 2,3-Dihydrooxoheptatrien-7-yl, 4,5-Dihydrooxoheptatrien-2-yl, 4,5-Dihydrooxoheptatrien-3-yl, or 4,5-Dihydrooxoheptatrien-4-yl, 2,5-Dihydrooxoheptatrien-2-yl, 2,5-Dihydrooxoheptatrien-3-yl, or 2,5-Dihydrooxoheptatrien-4-yl, or 2,5-Dihydrooxoheptatrien-5-yl, or 2,5-Dihydrooxoheptatrien-6-yl, or 2,5-Dihydrooxoheptatrien-7-yl, oxeptatrien-2-yl, or oxeptatrien-3-yl, or oxeptatrien-4-yl, or oxeptatrien-2-yl, or oxeptatrien-3-yl, or oxeptatrien-4-yl, or oxeptatrien-2-yl, or oxeptatrien-3-yl, or oxeptatrien-4-yl, or oxeptatrien-3 ... Cycloheptatrien-5-yl or oxeptatrien-6-yl or oxeptatrien-7-yl, 2-tetrahydrothiophene or 3-tetrahydrothiophene, 2,3-dihydrothiophene-2-yl or 2,3-dihydrothiophene-3-yl or 2,3-dihydrothiophene-4-yl or 2,3-dihydrothiophene-5-yl, 2,5-dihydrothiophene-2-yl or 2,5-dihydrothiophene-3-yl, tetrahydro-2H-thiaran-2-yl or tetrahydro-2H-thiaran-3-yl or tetrahydro-2H-thiaran-4-yl, 3,4-dihydro-2H-thiaran-2-yl or 3,4-dihydro-2H-thiaran-3-yl or 3,4-dihydro-2H -thiaran-4-yl or 3,4-dihydro-2H-thiaran-5-yl or 3,4-dihydro-2H-thiaran-6-yl, 3,6-dihydro-2H-thiaran-2-yl or 3,6-dihydro-2H-thiaran-3-yl or 3,6-dihydro-2H-thiaran-4-yl or 3,6-dihydro-2H-thiaran-5-yl or 3,6-dihydro-2H-thiaran-6-yl, 2H-thiaran-2-yl or 2H-thiaran-3-yl or 2H-thiaran-4-yl or 2H-thiaran-5-yl or 2H-thiaran-6-yl, 4H-thiaran-2-yl or 4H-thiaran-3-yl or 4H-thiaran-4-yl. Preferred 3- and 4-membered heterocycles are, for example, 1-azacyclopropane or 2-azacyclopropane, oxacyclopropane, thiocyclopropane, 1-azacyclobutane or 2-azacyclobutane or 3-azacyclobutane, 2-oxacyclobutane or 3-oxacyclobutane, 2-thiocyclobutane or 3-thiocyclobutane, 1,3-Dioxane-2-yl. Other examples of "heterocyclic group" are partially or fully hydrogenated heterocyclic groups having two heteroatoms selected from N, O, and S, such as 1-pyrazolyl or 2-pyrazolyl or 3-pyrazolyl or 4-pyrazolyl, 4,5-dihydro-3H-pyrazol-3-yl or 4,5-dihydro-3H-pyrazol-4-yl or 4,5-dihydro-3H-pyrazol-5-yl, 4,5-dihydro-1H-pyrazol-1-yl or 4,5-dihydro-1H-pyrazol-3-yl or 4,5-dihydro-1H-pyrazol-4-yl or 4,5-dihydro-1H-pyrazol-5-yl, 2,3-dihydro-1H-pyrazol-1-yl or 2,3-dihydro-1H-pyrazol-2-yl or 2,3-dihydro-1H-pyrazol-3-yl or 2,3-dihydro- 1H-pyrazol-4-yl or 2,3-dihydro-1H-pyrazol-5-yl, 1-imidazolidinyl or 2-imidazolidinyl or 3-imidazolidinyl or 4-imidazolidinyl, 2,3-dihydro-1H-imidazo-1-yl or 2,3-dihydro-1H-imidazo-2-yl or 2,3-dihydro-1H-imidazo-3-yl or 2,3-dihydro-1H-imidazo-4-yl, 2,5-dihydro-1H-imidazo-1-yl or 2,5-dihydro-1H-imidazo-2-yl or 2,5-dihydro-1H-imidazo-4-yl or 2,5-dihydro-1H-imidazo-5-yl, 4,5-dihydro-1H-imidazo-1-yl or 4,5-dihydro-1H-imidazo-2-yl or 4,5-dihydro-1H-imidazo-4-yl or 4,5-dihydro-1H-imidazo-4-yl or 4,5-dihydro-1H-imidazo-5-yl Hydrogen-1H-imidazol-5-yl, hexahydropyridazin-1-yl or hexahydropyridazin-2-yl or hexahydropyridazin-3-yl or hexahydropyridazin-4-yl, 1,2,3,4-tetrahydropyridazin-1-yl or 1,2,3,4-tetrahydropyridazin-2-yl or 1,2,3,4-tetrahydropyridazin-3-yl or 1,2,3,4-tetrahydropyridazin-4-yl or 1,2,3,4 -Tetrahydropyridazine-5-yl or 1,2,3,4-tetrahydropyridazine-6-yl, 1,2,3,6-tetrahydropyridazine-1-yl or 1,2,3,6-tetrahydropyridazine-2-yl or 1,2,3,6-tetrahydropyridazine-3-yl or 1,2,3,6-tetrahydropyridazine-4-yl or 1,2,3,6-tetrahydropyridazine-5-yl or 1,2,3,6-tetrahydropyridazine -6-yl, 1,4,5,6-tetrahydropyridazin-1-yl or 1,4,5,6-tetrahydropyridazin-3-yl or 1,4,5,6-tetrahydropyridazin-4-yl or 1,4,5,6-tetrahydropyridazin-5-yl or 1,4,5,6-tetrahydropyridazin-6-yl, 3,4,5,6-tetrahydropyridazin-3-yl or 3,4,5,6-tetrahydropyridazin-4-yl Or 3,4,5,6-tetrahydropyridazine-5-yl, 4,5-dihydropyridazine-3-yl or 4,5-dihydropyridazine-4-yl, 3,4-dihydropyridazine-3-yl or 3,4-dihydropyridazine-4-yl or 3,4-dihydropyridazine-5-yl or 3,4-dihydropyridazine-6-yl, 3,6-dihydropyridazine-3-yl or 3,6-dihydropyridazine-4-yl, 1,6-Dihydropyridazin-1-yl or 1,6-Dihydropyridazin-3-yl or 1,6-Dihydropyridazin-4-yl or 1,6-Dihydropyridazin-5-yl or 1,6-Dihydropyridazin-6-yl, hexahydropyrimidin-1-yl or hexahydropyrimidin-2-yl or hexahydropyrimidin-3-yl or hexahydropyrimidin-4-yl, 1,4,5,6-Tetrahydropyrimidin-1-yl or 1,4,5,6- Tetrahydropyrimidin-2-yl or 1,4,5,6-tetrahydropyrimidin-4-yl or 1,4,5,6-tetrahydropyrimidin-5-yl or 1,4,5,6-tetrahydropyrimidin-6-yl, 1,2,5,6-tetrahydropyrimidin-1-yl or 1,2,5,6-tetrahydropyrimidin-2-yl or 1,2,5,6-tetrahydropyrimidin-4-yl or 1,2,5,6-tetrahydropyrimidin- 5-yl or 1,2,5,6-tetrahydropyrimidine-6-yl, 1,2,3,4-tetrahydropyrimidine-1-yl or 1,2,3,4-tetrahydropyrimidine-2-yl or 1,2,3,4-tetrahydropyrimidine-3-yl or 1,2,3,4-tetrahydropyrimidine-4-yl or 1,2,3,4-tetrahydropyrimidine-5-yl or 1,2,3,4-tetrahydropyrimidine-6-yl, 1 6-Dihydropyrimidin-1-yl or 1,6-dihydropyrimidin-2-yl or 1,6-dihydropyrimidin-4-yl or 1,6-dihydropyrimidin-5-yl or 1,6-dihydropyrimidin-6-yl, 1,2-dihydropyrimidin-1-yl or 1,2-dihydropyrimidin-2-yl or 1,2-dihydropyrimidin-4-yl or 1,2-dihydropyrimidin-5-yl or 1,2-dihydropyrimidin- 6-yl, 2,5-dihydropyrimidin-2-yl or 2,5-dihydropyrimidin-4-yl or 2,5-dihydropyrimidin-5-yl, 4,5-dihydropyrimidin-4-yl or 4,5-dihydropyrimidin-5-yl or 4,5-dihydropyrimidin-6-yl, 1,4-dihydropyrimidin-1-yl or 1,4-dihydropyrimidin-2-yl or 1,4-dihydropyrimidin-4-yl or 1,4 -Dihydropyrimidin-5-yl or 1,4-dihydropyrimidin-6-yl, 1-piperazinyl or 2-piperazinyl or 3-piperazinyl, 1,2,3,6-tetrahydropyrazin-1-yl or 1,2,3,6-tetrahydropyrazin-2-yl or 1,2,3,6-tetrahydropyrazin-3-yl or 1,2,3,6-tetrahydropyrazin-5-yl or 1,2,3,6-tetrahydropyrazin-6-yl 1,2,3,4-Tetrahydropyrazin-1-yl or 1,2,3,4-Tetrahydropyrazin-2-yl or 1,2,3,4-Tetrahydropyrazin-3-yl or 1,2,3,4-Tetrahydropyrazin-4-yl or 1,2,3,4-Tetrahydropyrazin-5-yl or 1,2,3,4-Tetrahydropyrazin-6-yl, 1,2-dihydropyrazin-1-yl or 1,2-dihydropyrazin Azine-2-yl or 1,2-dihydropyrazin-3-yl or 1,2-dihydropyrazin-5-yl or 1,2-dihydropyrazin-6-yl, 1,4-dihydropyrazin-1-yl or 1,4-dihydropyrazin-2-yl or 1,4-dihydropyrazin-3-yl, 2,3-dihydropyrazin-2-yl or 2,3-dihydropyrazin-3-yl or 2,3-dihydropyrazin-5-yl or 23-Dihydropyrazin-6-yl, 2,5-Dihydropyrazin-2-yl or 2,5-Dihydropyrazin-3-yl, 1,3-dioxacyclopentan-2-yl or 1,3-dioxacyclopentan-4-yl or 1,3-dioxacyclopentan-5-yl, 1,3-dioxacyclopenten-2-yl or 1,3-dioxacyclopenten-4-yl, 1,3-dioxacyclohexane-2-yl - or 1,3-dioxane-4-yl or 1,3-dioxane-5-yl, 4H-1,3-dioxanediene (dioxin)-2-yl or 4H-1,3-dioxanediene-4-yl or 4H-1,3-dioxanediene-5-yl or 4H-1,3-dioxanediene-6-yl, 1,4-dioxane Hexane-2-yl or 1,4-dioxane-3-yl or 1,4-dioxane-5-yl or 1,4-dioxane-6-yl, 2,3-dihydro-1,4-dioxanediene-2-yl or 2,3-dihydro-1,4-dioxanediene-3-yl or 2,3-dihydro-1,4-dioxanediene-5-yl or 2,3- Dihydro-1,4-dioxacyclohexadien-6-yl, 1,4-dioxacyclohexadien-2-yl or 1,4-dioxacyclohexadien-3-yl, 1,2-dithiacyclopentan-3-yl or 1,2-dithiacyclopentan-4-yl, 3H-1,2-dithiacyclopentan-3-yl or 3H-1,2-dithiacyclopentan-4-yl or 3H-1,2-dioxacyclopentan-4-yl Thiophanepenten-5-yl, 1,3-dithiacyclopentan-2-yl or 1,3-dithiacyclopentan-4-yl, 1,3-dithiacyclopenten-2-yl or 1,3-dithiacyclopenten-4-yl, 1,2-dithiacyclohexane-3-yl or 1,2-dithiacyclohexane-4-yl, 3,4-dihydro-1,2-dithiacyclohexadien-3-yl or 3 4-Dihydro-1,2-Dithiohexadiene-4-yl or 3,4-Dihydro-1,2-Dithiohexadiene-5-yl or 3,4-Dihydro-1,2-Dithiohexadiene-6-yl, 3,6-Dihydro-1,2-Dithiohexadiene-3-yl or 3,6-Dihydro-1,2-Dithiohexadiene-4-yl, 1,2-Dithiohexadiene -3-yl or 1,2-dithiacyclohexadien-4-yl, 1,3-dithiacyclohexane-2-yl or 1,3-dithiacyclohexane-4-yl or 1,3-dithiacyclohexane-5-yl, 4H-1,3-dithiacyclohexadien-2-yl or 4H-1,3-dithiacyclohexadien-4-yl or 4H-1,3-dithiacyclohexadien-5-yl or 4H -1,3-Dithiacyclohexadiene-6-yl, isoxazolidine-2-yl or isoxazolidine-3-yl or isoxazolidine-4-yl or isoxazolidine-5-yl, 2,3-dihydroisoxazolidine-2-yl or 2,3-dihydroisoxazolidine-3-yl or 2,3-dihydroisoxazolidine-4-yl or 2,3-dihydroisoxazolidine-5-yl, 2,5-dihydroisoxazolidine-2-yl or 25-Dihydroisoxazol-3-yl or 2,5-Dihydroisoxazol-4-yl or 2,5-Dihydroisoxazol-5-yl, 4,5-Dihydroisoxazol-3-yl or 4,5-Dihydroisoxazol-4-yl or 4,5-Dihydroisoxazol-5-yl, 1,3-Oxazolidine-2-yl or 1,3-Oxazolidine-3-yl or 1,3-Oxazolidine-4-yl or 1,3-Oxazolidine Alkyl-5-yl, 2,3-dihydro-1,3-oxazol-2-yl or 2,3-dihydro-1,3-oxazol-3-yl or 2,3-dihydro-1,3-oxazol-4-yl or 2,3-dihydro-1,3-oxazol-5-yl, 2,5-dihydro-1,3-oxazol-2-yl or 2,5-dihydro-1,3-oxazol-4-yl or 2,5-dihydro-1,3- Oxazol-5-yl, 4,5-dihydro-1,3-oxazol-2-yl, or 4,5-dihydro-1,3-oxazol-4-yl, or 4,5-dihydro-1,3-oxazol-5-yl, 1,2-oxazinan-2-yl, or 1,2-oxazinan-3-yl, or 1,2-oxazinan-4-yl, or 1,2-oxazinan-5-yl, or 1,2-oxazine Alkyl-6-yl, 3,4-dihydro-2H-1,2-oxazin-2-yl or 3,4-dihydro-2H-1,2-oxazin-3-yl or 3,4-dihydro-2H-1,2-oxazin-4-yl or 3,4-dihydro-2H-1,2-oxazin-5-yl or 3,4-dihydro-2H-1,2-oxazin-6-yl, 3,6-dihydro-2H-1,2- Oxazin-2-yl or 3,6-dihydro-2H-1,2-oxazin-3-yl or 3,6-dihydro-2H-1,2-oxazin-4-yl or 3,6-dihydro-2H-1,2-oxazin-5-yl or 3,6-dihydro-2H-1,2-oxazin-6-yl, 5,6-dihydro-2H-1,2-oxazin-2-yl or 5,6-dihydro-2H-1,2 -Oxazin-3-yl or 5,6-dihydro-2H-1,2-oxazin-4-yl or 5,6-dihydro-2H-1,2-oxazin-5-yl or 5,6-dihydro-2H-1,2-oxazin-6-yl, 5,6-dihydro-4H-1,2-oxazin-3-yl or 5,6-dihydro-4H-1,2-oxazin-4-yl or 5,6-dihydro-4H-1,2-oxazin-1 2-Oxazin-5-yl or 5,6-dihydro-4H-1,2-oxazin-6-yl, 2H-1,2-oxazin-2-yl or 2H-1,2-oxazin-3-yl or 2H-1,2-oxazin-4-yl or 2H-1,2-oxazin-5-yl or 2H-1,2-oxazin-6-yl, 6H-1,2-oxazin-3-yl or 6H-1,2-oxazin-4 - or 6H-1,2-oxazin-5- or 6H-1,2-oxazin-6-, 4H-1,2-oxazin-3- or 4H-1,2-oxazin-4- or 4H-1,2-oxazin-5- or 4H-1,2-oxazin-6-, 1,3-oxazinalkyl-2- or 1,3-oxazinalkyl-3- or 1,3-oxazinalkyl-4- or 1,3-Oxazinyl-5-yl or 1,3-oxazinyl-6-yl, 3,4-dihydro-2H-1,3-oxazinyl-2-yl or 3,4-dihydro-2H-1,3-oxazinyl-3-yl or 3,4-dihydro-2H-1,3-oxazinyl-4-yl or 3,4-dihydro-2H-1,3-oxazinyl-5-yl or 3,4-dihydro-2H-1,3-oxazinyl-6-yl -yl, 3,6-dihydro-2H-1,3-oxazin-2-yl or 3,6-dihydro-2H-1,3-oxazin-3-yl or 3,6-dihydro-2H-1,3-oxazin-4-yl or 3,6-dihydro-2H-1,3-oxazin-5-yl or 3,6-dihydro-2H-1,3-oxazin-6-yl, 5,6-dihydro-2H-1,3-oxazin -2-yl or 5,6-dihydro-2H-1,3-oxazin-4-yl or 5,6-dihydro-2H-1,3-oxazin-5-yl or 5,6-dihydro-2H-1,3-oxazin-6-yl, 5,6-dihydro-4H-1,3-oxazin-2-yl or 5,6-dihydro-4H-1,3-oxazin-4-yl or 5,6-dihydro-4H-1,3- Oxazin-5-yl or 5,6-dihydro-4H-1,3-oxazin-6-yl, 2H-1,3-oxazin-2-yl or 2H-1,3-oxazin-4-yl or 2H-1,3-oxazin-5-yl or 2H-1,3-oxazin-6-yl, 6H-1,3-oxazin-2-yl or 6H-1,3-oxazin-4-yl or 6H-1,3-oxazin-5-yl 6H-1,3-oxazin-6-yl, 4H-1,3-oxazin-2-yl, 4H-1,3-oxazin-4-yl, 4H-1,3-oxazin-5-yl, or 4H-1,3-oxazin-6-yl, morpholin-2-yl, morpholin-3-yl, or morpholin-4-yl, 3,4-dihydro-2H-1,4-oxazin-2-yl or 3,4-dihydro-2H- 1,4-Oxazin-3-yl or 3,4-dihydro-2H-1,4-oxazin-4-yl or 3,4-dihydro-2H-1,4-oxazin-5-yl or 3,4-dihydro-2H-1,4-oxazin-6-yl, 3,6-dihydro-2H-1,4-oxazin-2-yl or 3,6-dihydro-2H-1,4-oxazin-3-yl or 3,6-dihydro-2 H-1,4-oxazin-5-yl or 3,6-dihydro-2H-1,4-oxazin-6-yl, 2H-1,4-oxazin-2-yl or 2H-1,4-oxazin-3-yl or 2H-1,4-oxazin-5-yl or 2H-1,4-oxazin-6-yl, 4H-1,4-oxazin-2-yl or 4H-1,4-oxazin-3-yl, 1,2-oxonitrile Heterocyclic heptane-2-yl or 1,2-oxazolidane-3-yl or 1,2-oxazolidane-4-yl or 1,2-oxazolidane-5-yl or 1,2-oxazolidane-6-yl or 1,2-oxazolidane-7-yl, 2,3,4,5-tetrahydro-1,2-oxazolidane-2-yl or 2,3,4,5-tetrahydro-1,2-Oxazolidinyl heptatrien-3-yl or 2,3,4,5-tetrahydro-1,2-oxazolidinyl heptatrien-4-yl or 2,3,4,5-tetrahydro-1,2-oxazolidinyl heptatrien-5-yl or 2,3,4,5-tetrahydro-1,2-oxazolidinyl heptatrien-6-yl or 2,3,4,5-tetrahydro-1,2-oxazolidinyl heptatrien-7-yl, 2, 3,4,7-Tetrahydro-1,2-oxazolidinyl hepttrien-2-yl or 2,3,4,7-tetrahydro-1,2-oxazolidinyl hepttrien-3-yl or 2,3,4,7-tetrahydro-1,2-oxazolidinyl hepttrien-4-yl or 2,3,4,7-tetrahydro-1,2-oxazolidinyl hepttrien-5-yl or 2,3,4,7-tetrahydro-1,2-oxazolidinyl hepttrien-5-yl Heptatrien-6-yl or 2,3,4,7-tetrahydro-1,2-oxazolidinyl-7-yl, 2,3,6,7-tetrahydro-1,2-oxazolidinyl-2-yl or 2,3,6,7-tetrahydro-1,2-oxazolidinyl-3-yl or 2,3,6,7-tetrahydro-1,2-oxazolidinyl-4-yl or 2,3,6,7-tetrahydro-1,2-oxazolidinyl-4-yl Hydrogen-1,2-oxazolidinyl-5-yl or 2,3,6,7-tetrahydro-1,2-oxazolidinyl-6-yl or 2,3,6,7-tetrahydro-1,2-oxazolidinyl-7-yl, 2,5,6,7-tetrahydro-1,2-oxazolidinyl-2-yl or 2,5,6,7-tetrahydro-1,2-oxazolidinyl-3-yl Or 2,5,6,7-tetrahydro-1,2-oxazolidinyl heptariten-4-yl or 2,5,6,7-tetrahydro-1,2-oxazolidinyl heptariten-5-yl or 2,5,6,7-tetrahydro-1,2-oxazolidinyl heptariten-6-yl or 2,5,6,7-tetrahydro-1,2-oxazolidinyl heptariten-7-yl, 4,5,6,7-tetrahydro-1,2- Oxadiazine-3-yl or 4,5,6,7-tetrahydro-1,2-oxadiazine-4-yl or 4,5,6,7-tetrahydro-1,2-oxadiazine-5-yl or 4,5,6,7-tetrahydro-1,2-oxadiazine-6-yl or 4,5,6,7-tetrahydro-1,2-oxadiazine-7-yl, 2,3-di Hydrogen-1,2-oxazolidinyl heptariten-2-yl or 2,3-dihydro-1,2-oxazolidinyl heptariten-3-yl or 2,3-dihydro-1,2-oxazolidinyl heptariten-4-yl or 2,3-dihydro-1,2-oxazolidinyl heptariten-5-yl or 2,3-dihydro-1,2-oxazolidinyl heptariten-6-yl or 2,3-dihydro-1,2-oxazolidinyl heptariten Heptatrien-7-yl, 2,5-dihydro-1,2-oxazolidinyl-2-yl, or 2,5-dihydro-1,2-oxazolidinyl-3-yl, or 2,5-dihydro-1,2-oxazolidinyl-4-yl, or 2,5-dihydro-1,2-oxazolidinyl-5-yl, or 2,5-dihydro-1,2-oxazolidinyl-6-yl, or 2,5-Dihydro-1,2-oxazolidinyl heptariten-7-yl, 2,7-dihydro-1,2-oxazolidinyl heptariten-2-yl, or 2,7-dihydro-1,2-oxazolidinyl heptariten-3-yl, or 2,7-dihydro-1,2-oxazolidinyl heptariten-4-yl, or 2,7-dihydro-1,2-oxazolidinyl heptariten-5-yl, or 2,7-dihydro-1,2-oxazolidinyl heptariten-5-yl Aza-heptatrien-6-yl or 2,7-dihydro-1,2-oxa-zatrien-7-yl, 4,5-dihydro-1,2-oxa-zatrien-3-yl or 4,5-dihydro-1,2-oxa-zatrien-4-yl or 4,5-dihydro-1,2-oxa-zatrien-5-yl or 4,5-dihydro-1,2-oxa-zatrien-6-yl Or 4,5-dihydro-1,2-oxazolidinyl heptariten-7-yl, 4,7-dihydro-1,2-oxazolidinyl heptariten-3-yl, or 4,7-dihydro-1,2-oxazolidinyl heptariten-4-yl, or 4,7-dihydro-1,2-oxazolidinyl heptariten-5-yl, or 4,7-dihydro-1,2-oxazolidinyl heptariten-6-yl, or 4,7-dihydro-1, 2-Oxazolidinyl heptatrien-7-yl, 6,7-dihydro-1,2-oxazolidinyl heptatrien-3-yl, or 6,7-dihydro-1,2-oxazolidinyl heptatrien-4-yl, or 6,7-dihydro-1,2-oxazolidinyl heptatrien-5-yl, or 6,7-dihydro-1,2-oxazolidinyl heptatrien-6-yl, or 6,7-dihydro-1,2-oxazolidinyl heptatrien- 7-yl, 1,2-oxazolidinyl-3-yl or 1,2-oxazolidinyl-4-yl or 1,2-oxazolidinyl-5-yl or 1,2-oxazolidinyl-6-yl or 1,2-oxazolidinyl-7-yl, 1,3-oxazolidinyl-2-yl or 1,3-oxazolidinyl-3-yl or 1,3-oxazolidinyl-heptane 4-yl or 1,3-oxazetane-5-yl or 1,3-oxazetane-6-yl or 1,3-oxazetane-7-yl, 2,3,4,5-tetrahydro-1,3-oxazetane-2-yl or 2,3,4,5-tetrahydro-1,3-oxazetane-3-yl or 2,3,4,5-tetrahydro-1,3-oxazetane-3-yl -4-yl or 2,3,4,5-tetrahydro-1,3-oxazetaricycloheptatrien-5-yl or 2,3,4,5-tetrahydro-1,3-oxazetaricycloheptatrien-6-yl or 2,3,4,5-tetrahydro-1,3-oxazetaricycloheptatrien-7-yl, 2,3,4,7-tetrahydro-1,3-oxazetaricycloheptatrien-2-yl or 2,3,4,7-tetrahydro-1 3-Oxazolidinyl heptatrien-3-yl or 2,3,4,7-tetrahydro-1,3-oxazolidinyl heptatrien-4-yl or 2,3,4,7-tetrahydro-1,3-oxazolidinyl heptatrien-5-yl or 2,3,4,7-tetrahydro-1,3-oxazolidinyl heptatrien-6-yl or 2,3,4,7-tetrahydro-1,3-oxazolidinyl heptatrien-7-yl, 2,3,6,7-Tetrahydro-1,3-oxazolidinyl heptadiene-2-yl or 2,3,6,7-tetrahydro-1,3-oxazolidinyl heptadiene-3-yl or 2,3,6,7-tetrahydro-1,3-oxazolidinyl heptadiene-4-yl or 2,3,6,7-tetrahydro-1,3-oxazolidinyl heptadiene-5-yl or 2,3,6,7-tetrahydro-1,3-oxazolidinyl heptadiene-5-yl Heterocyclic heptatrien-6-yl or 2,3,6,7-tetrahydro-1,3-oxazolidinyl heptatrien-7-yl, 2,5,6,7-tetrahydro-1,3-oxazolidinyl heptatrien-2-yl or 2,5,6,7-tetrahydro-1,3-oxazolidinyl heptatrien-4-yl or 2,5,6,7-tetrahydro-1,3-oxazolidinyl heptatrien-5-yl or 2,5,6... 7-Tetrahydro-1,3-oxazolidinyl-6-yl or 2,5,6,7-tetrahydro-1,3-oxazolidinyl-7-yl, 4,5,6,7-tetrahydro-1,3-oxazolidinyl-2-yl or 4,5,6,7-tetrahydro-1,3-oxazolidinyl-4-yl or 4,5,6,7-tetrahydro-1,3-oxazolidinyl-heptane -5-yl or 4,5,6,7-tetrahydro-1,3-oxazolidinyl-6-yl or 4,5,6,7-tetrahydro-1,3-oxazolidinyl-7-yl, 2,3-dihydro-1,3-oxazolidinyl-2-yl or 2,3-dihydro-1,3-oxazolidinyl-3-yl or 2,3-dihydro-1,3-oxazolidinyl- 4-yl or 2,3-dihydro-1,3-oxazolidinyl-5-yl or 2,3-dihydro-1,3-oxazolidinyl-6-yl or 2,3-dihydro-1,3-oxazolidinyl-7-yl, 2,5-dihydro-1,3-oxazolidinyl-2-yl or 2,5-dihydro-1,3-oxazolidinyl-4-yl or 2,5-di-yl Hydrogen-1,3-oxazolidinyl-5-yl or 2,5-dihydro-1,3-oxazolidinyl-6-yl or 2,5-dihydro-1,3-oxazolidinyl-7-yl, 2,7-dihydro-1,3-oxazolidinyl-2-yl or 2,7-dihydro-1,3-oxazolidinyl-4-yl or 2,7-dihydro-1,3-oxazolidinyl Cycloheptatrien-5-yl or 2,7-dihydro-1,3-oxazolidinyl-6-yl or 2,7-dihydro-1,3-oxazolidinyl-7-yl, 4,5-dihydro-1,3-oxazolidinyl-2-yl or 4,5-dihydro-1,3-oxazolidinyl-4-yl or 4,5-dihydro-1,3-oxazolidinyl-5-yl or 4,5-Dihydro-1,3-oxazolidinyl heptatrien-6-yl or 4,5-dihydro-1,3-oxazolidinyl heptatrien-7-yl, 4,7-dihydro-1,3-oxazolidinyl heptatrien-2-yl or 4,7-dihydro-1,3-oxazolidinyl heptatrien-4-yl or 4,7-dihydro-1,3-oxazolidinyl heptatrien-5-yl or 4,7-dihydro-1,3-Oxazolidinyl-6-yl or 4,7-dihydro-1,3-oxazolidinyl-7-yl, 6,7-dihydro-1,3-oxazolidinyl-2-yl or 6,7-dihydro-1,3-oxazolidinyl-4-yl or 6,7-dihydro-1,3-oxazolidinyl-5-yl or 6,7-dihydro-1,3-oxazolidinyl-heptane -6-yl or 6,7-dihydro-1,3-oxazolidinyl-7-yl, 1,3-oxazolidinyl-2-yl or 1,3-oxazolidinyl-4-yl or 1,3-oxazolidinyl-5-yl or 1,3-oxazolidinyl-6-yl or 1,3-oxazolidinyl-7-yl, 1,4-oxazolidinyl-2-yl or 1 4-oxazolidinyl-3-yl or 1,4-oxazolidinyl-5-yl or 1,4-oxazolidinyl-6-yl or 1,4-oxazolidinyl-7-yl, 2,3,4,5-tetrahydro-1,4-oxazolidinyl-2-yl or 2,3,4,5-tetrahydro-1,4-oxazolidinyl-3-yl or 2,3,4,5-tetrahydro- 1,4-Oxazolidinyl heptatrien-4-yl or 2,3,4,5-tetrahydro-1,4-Oxazolidinyl heptatrien-5-yl or 2,3,4,5-tetrahydro-1,4-Oxazolidinyl heptatrien-6-yl or 2,3,4,5-tetrahydro-1,4-Oxazolidinyl heptatrien-7-yl, 2,3,4,7-tetrahydro-1,4-Oxazolidinyl heptatrien-2-yl or 2 3,4,7-Tetrahydro-1,4-oxazolidinyl-3-yl or 2,3,4,7-tetrahydro-1,4-oxazolidinyl-4-yl or 2,3,4,7-tetrahydro-1,4-oxazolidinyl-5-yl or 2,3,4,7-tetrahydro-1,4-oxazolidinyl-6-yl or 2,3,4,7-tetrahydro-1,4-oxazolidinyl Heterocyclic heptatrien-7-yl, 2,3,6,7-tetrahydro-1,4-oxazocyclic heptatrien-2-yl, or 2,3,6,7-tetrahydro-1,4-oxazocyclic heptatrien-3-yl, or 2,3,6,7-tetrahydro-1,4-oxazocyclic heptatrien-5-yl, or 2,3,6,7-tetrahydro-1,4-oxazocyclic heptatrien-6-yl, or 2,3,6,7 -Tetrahydro-1,4-oxazolidinyl-7-yl, 2,5,6,7-tetrahydro-1,4-oxazolidinyl-2-yl, or 2,5,6,7-tetrahydro-1,4-oxazolidinyl-3-yl, or 2,5,6,7-tetrahydro-1,4-oxazolidinyl-5-yl, or 2,5,6,7-tetrahydro-1,4-oxazolidinyl- 6-yl or 2,5,6,7-tetrahydro-1,4-oxazetrazine-heptanetrien-7-yl, 4,5,6,7-tetrahydro-1,4-oxazetrazine-2-yl or 4,5,6,7-tetrahydro-1,4-oxazetrazine-3-yl or 4,5,6,7-tetrahydro-1,4-oxazetrazine-4-yl or 4,5,6,7-tetrahydro-1,4-Oxazolidinyl heptatrien-5-yl or 4,5,6,7-tetrahydro-1,4-oxazolidinyl heptatrien-6-yl or 4,5,6,7-tetrahydro-1,4-oxazolidinyl heptatrien-7-yl, 2,3-dihydro-1,4-oxazolidinyl heptatrien-2-yl or 2,3-dihydro-1,4-oxazolidinyl heptatrien-3-yl or 2,3-dihydro-1,4 -Oxazolidinyl-5-yl or 2,3-dihydro-1,4-oxazolidinyl-6-yl or 2,3-dihydro-1,4-oxazolidinyl-7-yl, 2,5-dihydro-1,4-oxazolidinyl-2-yl or 2,5-dihydro-1,4-oxazolidinyl-3-yl or 2,5-dihydro-1,4-oxazolidinyl- 5-yl or 2,5-dihydro-1,4-oxazolidinyl-6-yl or 2,5-dihydro-1,4-oxazolidinyl-7-yl, 2,7-dihydro-1,4-oxazolidinyl-2-yl or 2,7-dihydro-1,4-oxazolidinyl-3-yl or 2,7-dihydro-1,4-oxazolidinyl-5-yl or 2,7-di-yl Hydrogen-1,4-oxazolidinyl-6-yl or 2,7-dihydro-1,4-oxazolidinyl-7-yl, 4,5-dihydro-1,4-oxazolidinyl-2-yl or 4,5-dihydro-1,4-oxazolidinyl-3-yl or 4,5-dihydro-1,4-oxazolidinyl-4-yl or 4,5-dihydro-1,4-oxazolidinyl Cycloheptatrien-5-yl or 4,5-dihydro-1,4-oxazetrazine-6-yl or 4,5-dihydro-1,4-oxazetrazine-7-yl, 4,7-dihydro-1,4-oxazetrazine-2-yl or 4,7-dihydro-1,4-oxazetrazine-3-yl or 4,7-dihydro-1,4-oxazetrazine-4-yl or 4,7-Dihydro-1,4-oxazolidinyl heptatrien-5-yl or 4,7-dihydro-1,4-oxazolidinyl heptatrien-6-yl or 4,7-dihydro-1,4-oxazolidinyl heptatrien-7-yl, 6,7-dihydro-1,4-oxazolidinyl heptatrien-2-yl or 6,7-dihydro-1,4-oxazolidinyl heptatrien-3-yl or 6,7-dihydro-1, 4-Oxazolidinyl heptatrien-5-yl or 6,7-dihydro-1,4-oxazolidinyl heptatrien-6-yl or 6,7-dihydro-1,4-oxazolidinyl heptatrien-7-yl, 1,4-oxazolidinyl heptatrien-2-yl or 1,4-oxazolidinyl heptatrien-3-yl or 1,4-oxazolidinyl heptatrien-5-yl or 1,4-oxazolidinyl heptatrien-6-yl or 1,4-oxazolidinyl heptatrien-7-yl, isothiazolidine-2-yl or isothiazolidine-3-yl or isothiazolidine-4-yl or isothiazolidine-5-yl, 2,3-dihydroisothiazolidine-2-yl or 2,3-dihydroisothiazolidine-3-yl or 2,3-dihydroisothiazolidine-4-yl or 2,3-dihydroisothiazolidine-5-yl, 2,5-dihydroisothiazolidine-2-yl or 2,5-Dihydroisothiazol-3-yl or 2,5-dihydroisothiazol-4-yl or 2,5-dihydroisothiazol-5-yl, 4,5-dihydroisothiazol-3-yl or 4,5-dihydroisothiazol-4-yl or 4,5-dihydroisothiazol-5-yl, 1,3-thiazolin-2-yl or 1,3-thiazolin-3-yl or 1,3-thiazolin-4-yl or 1,3-thiazolin-5-yl, 2,3-dihydro-1,3-thiazolin-2-yl or 2,3-dihydro-1,3-thiazolin-3-yl or 2,3-dihydro-1,3-thiazolin-4-yl or 2,3-dihydro-1,3-thiazolin-5-yl, 2,5-dihydro-1,3-thiazolin-2-yl or 2,5-dihydro- 1,3-Thiazol-4-yl or 2,5-dihydro-1,3-thiazol-5-yl, 4,5-dihydro-1,3-thiazol-2-yl or 4,5-dihydro-1,3-thiazol-4-yl or 4,5-dihydro-1,3-thiazol-5-yl, 1,3-thiazinyl-2-yl or 1,3-thiazinyl-3-yl or 1,3-thiazinyl-4-yl or 1,3-thiazinyl-5-yl or 1,3-thiazinyl-6-yl, 3,4-dihydro-2H-1,3-thiazinyl-2-yl or 3,4-dihydro-2H-1,3-thiazinyl-3-yl or 3,4-dihydro-2H-1,3-thiazinyl-4-yl or 3,4-dihydro-2H-1,3-thiazinyl-5-yl or 3 4-Dihydro-2H-1,3-thiazin-6-yl, 3,6-dihydro-2H-1,3-thiazin-2-yl or 3,6-dihydro-2H-1,3-thiazin-3-yl or 3,6-dihydro-2H-1,3-thiazin-4-yl or 3,6-dihydro-2H-1,3-thiazin-5-yl or 3,6-dihydro-2H-1,3-thiazin-6-yl, 5,6-dihydro-2H-1,3-thiazin-2-yl or 5,6-dihydro-2H-1,3-thiazin-4-yl or 5,6-dihydro-2H-1,3-thiazin-5-yl or 5,6-dihydro-2H-1,3-thiazin-6-yl, 5,6-dihydro-4H-1,3-thiazin-2-yl or 5,6 -dihydro-4H-1,3-thiazin-4-yl or 5,6-dihydro-4H-1,3-thiazin-5-yl or 5,6-dihydro-4H-1,3-thiazin-6-yl, 2H-1,3-thiazin-2-yl or 2H-1,3-thiazin-4-yl or 2H-1,3-thiazin-5-yl or 2H-1,3-thiazin-6-yl, 6H-1,3-thiazin-2-yl or 6H-1,3-thiazin-4-yl or 6H-1,3-thiazin-5-yl or 6H-1,3-thiazin-6-yl, 4H-1,3-thiazin-2-yl or 4H-1,3-thiazin-4-yl or 4H-1,3-thiazin-5-yl or 4H-1,3-thiazin-6-yl. Other examples of "heterocyclic groups" are partially or fully hydrogenated heterocyclic groups having three heteroatoms selected from N, O, and S, such as 1,4,2-dioxazolidine-2-yl, 1,4,2-dioxazolidine-3-yl, or 1,4,2-dioxazolidine-5-yl, 1,4,2-Dioxazol-3-yl or 1,4,2-Dioxazol-5-yl, 1,4,2-Dioxazinyl-2-yl or 1,4,2-Dioxazinyl-3-yl or 1,4,2-Dioxazinyl-5-yl or 1,4,2-Dioxazinyl-6-yl, 5,6-Dihydro-1,4,2-Dioxazinyl-3-yl or 5,6-Dihydro-1,4,2-Dioxazinyl-5-yl or 5,6-Dihydro-1,4,2-Dioxazinyl-6-yl, 1,4,2-Dioxazinyl-3-yl or 1,4,2-Dioxazinyl-5-yl or 1,4,2-Dioxazinyl-6-yl, 1,4,2-Dioxazine-2-yl or 1,4,2- Dioxazine-3-yl or 1,4,2-dioxazine-5-yl or 1,4,2-dioxazine-6-yl or 1,4,2-dioxazine-7-yl, 6,7-dihydro-5H-1,4,2-dioxazine-3-yl or 6,7-dihydro-5H-1,4,2-dioxazine-5-yl or 6,7-dihydro-5H-1,4,2-dioxazine-6-yl or 6,7-dihydro-5H-1,4,2-dioxazine-7-yl, 2,3-dihydro-7H-1,4,2-dioxazine-2-yl or 2,3-dioxazine-2-yl Hydrogen-7H-1,4,2-dioxazocycloheptatrien-3-yl or 2,3-dihydro-7H-1,4,2-dioxazocycloheptatrien-5-yl or 2,3-dihydro-7H-1,4,2-dioxazocycloheptatrien-6-yl or 2,3-dihydro-7H-1,4,2-dioxazocycloheptatrien-7-yl, 2,3-dihydro-5H-1,4,2-dioxazocycloheptatrien-2-yl or 2,3-dihydro-5H-1,4,2-dioxazocycloheptatrien-3-yl or 2,3-dihydro-5H-1,4,2-dioxazocycloheptatrien-5-yl or 2,3-dihydro-5H-1,4,2-dioxazocycloheptatrien-5-yl Aza-heptatrien-6-yl or 2,3-dihydro-5H-1,4,2-dioxo-heptatrien-7-yl, 5H-1,4,2-dioxo-heptatrien-3-yl or 5H-1,4,2-dioxo-heptatrien-5-yl or 5H-1,4,2-dioxo-heptatrien-6-yl or 5H-1,4,2-dioxo-heptatrien-7-yl, 7H-1,4,2-dioxo-heptatrien-3-yl or 7H-1,4,2-dioxo-heptatrien-5-yl or 7H-1,4,2-dioxo-heptatrien-6-yl or 7H-1,4,2-dioxo-heptatrien-7-yl. Examples of heterocycles that may be further substituted are also listed below:
[0021] The heterocycles listed above are preferably substituted with, for example, the following groups: hydrogen, halogen, alkyl, haloalkyl, hydroxyl, alkoxy, cycloalkoxy, aryloxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, halocycloalkyl, aryl, arylalkyl, heteroaryl, heterocyclic, alkenyl, alkylcarbonyl, cycloalkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, alkoxycarbonyl, hydroxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, alkoxycarbonylalkyl, arylalkoxycarbonyl, arylalkoxycarbonyl, arylalkoxycarbonylalkyl, alkynyl, alkynylalkyl, alkylalkynyl, trialkylsilylalkynyl, nitro, amino, cyano, halogen Alkyloxy, haloalkylthio, alkylthio, hydrogen thio, hydroxyalkyl, oxo, heteroarylalkoxy, arylalkoxy, heterocyclic alkoxy, heterocyclic alkylthio, heterocyclic thio, heterocyclic alkyl, heteroaryloxy, dialkylamino, alkylamino, cycloalkylamino, hydroxycarbonylalkylamino, alkoxycarbonylalkylamino, arylalkoxycarbonylalkylamino, alkoxycarbonylalkyl(alkyl)amino, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, cycloalkylaminocarbonyl, hydroxycarbonylalkylaminocarbonyl, alkoxycarbonylalkylaminocarbonyl, arylalkoxycarbonylalkylaminocarbonyl.
[0022] When the basic structure is replaced by "one or more groups" selected from the group list (=group) or the group defined by the category, in each case this includes being replaced by multiple identical and / or structurally different groups simultaneously.
[0023] In the case of partially or fully saturated nitrogen heterocycles, they can be connected to the rest of the molecule via carbon or nitrogen.
[0024] Suitable substituents for the heterocyclic group used for substitution are those further specified below, as well as oxo and thio groups. The oxo group, then, as a substituent on the ring carbon atom, is, for example, a carbonyl group in the heterocycle. Therefore, lactones and lactams are also preferably included. The oxo group can also appear on the ring heteroatom, which can exist in different oxidation states, for example in the cases of N and S, and in this case, divalent -N(O)-, -S(O)- (also simply SO), and S(O)2 (also simply SO2) groups are formed in the heterocycle. In the cases of -N(O)- and -S(O)- groups, two enantiomers are included in each case.
[0025] According to the present invention, the term "heteroaryl" refers to a heteroaromatic compound, that is, a completely unsaturated aromatic heterocyclic compound, preferably having 1 to 4, more preferably 1 or 2 identical or different heteroatoms (preferably O, S or N) 5- to 7-membered rings. The heteroaryl groups of the present invention are, for example, 1H-pyrrolo-1-yl, 1H-pyrrolo-2-yl, 1H-pyrrolo-3-yl, furan-2-yl, furan-3-yl, thiophen-2-yl, thiophen-3-yl, 1H-imidazol-1-yl, 1H-imidazol-2-yl, 1H-imidazol-4-yl, 1H-imidazol-5-yl, 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 1H-pyrazole-5-yl, 1H-1,2,3-triazol-1-yl, 1H-1,2,3-triazol-4-yl, 1H-1,2,3-triazol-5-yl, 2H-1,2,3-triazol-5-yl, etc. 3-Triazol-2-yl, 2H-1,2,3-Triazol-4-yl, 1H-1,2,4-Triazol-1-yl, 1H-1,2,4-Triazol-3-yl, 4H-1,2,4-Triazol-4-yl, 1,2,4-Oxadiazol-3-yl, 1,2,4-Oxadiazol-5-yl, 1,3,4-Oxadiazol-2-yl, 1,2,3-Oxadiazol-4-yl, 1,2,3-Oxadiazol-5-yl, 1,2,5-Oxadiazol-3-yl, Azacycloheptatrienyl, Pyridin-2-yl, Pyridin-3-yl, Pyridin-4-yl, Pyrazin-2-yl, Pyrazin-3-yl, Pyrimidine- 2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyridazin-3-yl, pyridazin-4-yl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl, 1,2,4-triazin-5-yl, 1,2,4-triazin-6-yl, 1,2,3-triazin-4-yl, 1,2,3-triazin-5-yl, 1,2,4-oxazinyl, 1,3,2-oxazinyl, 1,3,6-oxazinyl and 1,2,6-oxazinyl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, 1,3-oxazol-2-yl, 1,3-oxazol-4-yl, 1,3-oxazol- 5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,3-thiazol-2-yl, 1,3-thiazol-4-yl, 1,3-thiazol-5-yl, oxetane-heptanetrienyl, thioheptantrienyl, 1,2,4-triazolone and 1,2,4-diazaheptantrienyl, 2H-1,2,3,4-tetrazol-5-yl, 1H-1,2,3,4-tetrazol-5-yl, 1,2,3,4-oxatriazol-5-yl, 1,2,3,4-thiatriazol-5-yl, 1,2,3,5-oxatriazol-4-yl, 1,2,3,5-thiatriazol-4-yl. The heteroaryl groups of the present invention may also be substituted with one or more identical or different groups. If two adjacent carbon atoms are part of another aromatic ring, the system is a fused heteroaromatic system, such as benzofused or multi-fused heteroaromatic compounds.Preferred examples are quinolines (e.g., quinoline-2-yl, quinoline-3-yl, quinoline-4-yl, quinoline-5-yl, quinoline-6-yl, quinoline-7-yl, quinoline-8-yl), isoquinolines (e.g., isoquinoline-1-yl, isoquinoline-3-yl, isoquinoline-4-yl, isoquinoline-5-yl, isoquinoline-6-yl, isoquinoline-7-yl, isoquinoline-8-yl), quinoxaline, quinazolin, zoline, 1,5-naphthoidine, 1,6-naphthoidine, 1,7-naphthoidine, 1,8-naphthoidine, 2,6-naphthoidine, 2,7-naphthoidine, phthalazine, pyridopyrazine, pyridopyrimidine, pyridopyridazine, pteridine, pyrimidine. Examples of heteroaryl groups are also 5- or 6-membered benzofused rings selected from 1H-indol-1-yl, 1H-indol-2-yl, 1H-indol-3-yl, 1H-indol-4-yl, 1H-indol-5-yl, 1H-indol-6-yl, 1H-indol-7-yl, 1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl, 1-benzofuran-5-yl, 1-benzofuran-6-yl, 1-benzofuran-7-yl, 1-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl 1-Benzothiophene-5-yl, 1-Benzothiophene-6-yl, 1-Benzothiophene-7-yl, 1H-Indazole-1-yl, 1H-Indazole-3-yl, 1H-Indazole-4-yl, 1H-Indazole-5-yl, 1H-Indazole-6-yl, 1H-Indazole-7-yl, 2H-Indazole-2-yl, 2H-Indazole-3-yl, 2H-Indazole-4-yl, 2H-Indazole-5-yl, 2H-Indazole-6-yl, 2H-Indazole-7-yl, 2H-Isoindol-2-yl, 2H-Isoindol-1-yl, 2H-Isoindol-3-yl, 2H-Isoindol-2-yl Indole-4-yl, 2H-isoindole-5-yl, 2H-isoindole-6-yl, 2H-isoindole-7-yl, 1H-benzimidazol-1-yl, 1H-benzimidazol-2-yl, 1H-benzimidazol-4-yl, 1H-benzimidazol-5-yl, 1H-benzimidazol-6-yl, 1H-benzimidazol-7-yl, 1,3-benzoxazol-2-yl, 1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl, 1,3-benzoxazol-7-yl, 1,3-benzothiazol-2-yl, 1 ,3-benzothiazol-4-yl, 1,3-benzothiazol-5-yl, 1,3-benzothiazol-6-yl, 1,3-benzothiazol-7-yl, 1,2-benzoisoxazole-3-yl, 1,2-benzoisoxazole-4-yl, 1,2-benzoisoxazole-5-yl, 1,2-benzoisoxazole-6-yl, 1,2-benzoisoxazole-7-yl, 1,2-benzoisothiazol-3-yl, 1,2-benzoisothiazol-4-yl, 1,2-benzoisothiazol-5-yl, 1,2-benzoisothiazol-6-yl, 1,2-benzoisothiazol-7-yl.
[0026] The term "halogen" refers to, for example, fluorine, chlorine, bromine, or iodine. If the term is used with a group, then "halogen" refers to, for example, a fluorine, chlorine, bromine, or iodine atom.
[0027] According to the present invention, "alkyl" refers to a straight-chain or branched open-chain saturated hydrocarbon group, which is optionally monosubstituted or polysubstituted, and in the case of monosubstituted or polysubstituted, it is called "substituted alkyl". Preferred substituents are halogen atoms, alkoxy groups, haloalkoxy groups, cyano groups, alkylthio groups, haloalkylthio groups, amino groups, or nitro groups, with methoxy, methyl, fluoroalkyl, cyano, nitro, fluorine, chlorine, bromine, or iodine groups being particularly preferred. The prefix "di" also includes combinations of different alkyl groups, such as methyl (ethyl) or ethyl (methyl).
[0028] "Haloalkyl", "haloalkenyl", and "haloalkynyl" respectively refer to alkyl, alkenyl, and alkynyl groups that are partially or completely substituted with the same or different halogen atoms, such as monohaloalkyl, for example CH2CH2Cl, CH2CH2Br, CHClCH3, CH2Cl, CH2F; perhaloalkyl, for example CCl3, CClF2, CFCl2, CF2CClF2, CF2CClFCF3; and polyhaloalkyl, for example CH2CHFCl, CF2CClFH, CF2CBrFH, CH2CF3. The term "haloalkyl" also includes the term "fluoroalkyl". The term "perhaloalkyl" also includes the term "perfluoroalkyl".
[0029] "Haloalkoxy" is, for example, OCF3, OCHF2, OCH2F, OCF2CF3, OCH2CF3 and OCH2CH2Cl; this applies accordingly to haloalkenyl and other halogenated groups.
[0030] The term "(C1-C5)-alkyl" used in this article is an abbreviation for straight-chain or branched alkyl groups having 1 to 5 carbon atoms, according to the stated carbon atom range. This includes, for example, methyl, ethyl, 1-propyl, 2-propyl, 1-butyl, 2-butyl, 2-methylpropyl, tert-butyl, 1-pentyl, 2-methylbut-1-yl, 3-methylbut-1-yl, and 2,2-dimethylpropyl-1-yl groups. General alkyl groups having a larger specified carbon atom range, such as "(C1-C6)-alkyl," also include straight-chain or branched alkyl groups having a greater number of carbon atoms, i.e., according to the examples, alkyl groups having 5 and 6 carbon atoms.
[0031] Unless otherwise specified, in the case of hydrocarbon groups such as alkyl, alkenyl, and alkynyl groups, including hydrocarbon groups in complex groups, a low-carbon skeleton is preferred, for example having 1 to 6 carbon atoms, or 2 to 6 carbon atoms in the case of unsaturated groups. Alkyl groups, including alkyl groups in complex groups such as alkoxy, haloalkyl, etc., are, for example, methyl, ethyl, n-propyl, or isopropyl; n-butyl, isobutyl, tert-butyl, or 2-butyl, pentyl; hexyl such as n-hexyl, isohexyl, and 1,3-dimethylbutyl; heptyl such as n-heptyl, 1-methylhexyl, and 1,4-dimethylpentyl; alkenyl and alkynyl groups are defined as possible unsaturated groups corresponding to alkyl groups, wherein at least one double or triple bond is present. Groups having one double or triple bond are preferred.
[0032] The term "alkenyl" also specifically includes straight-chain or branched open-chain hydrocarbon groups having more than one double bond, such as 1,3-butadienyl and 1,4-pentadienyl, as well as propadienyl or polyalkenyl groups having one or more cumulative double bonds, such as propadienyl (1,2-propadienyl), 1,2-butadienyl and 1,2,3-pentadienyl. Alkenyl means, for example, vinyl groups that may optionally be substituted with other alkyl groups, such as (but not limited to) (C2-C6)-alkenyl groups, such as vinyl, 1-propenyl, 2-propenyl, 1-methylvinyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2 ... 2-Butenyl, 1-Methyl-3-butenyl, 2-Methyl-3-butenyl, 3-Methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl 4-Methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2 2-Dimethyl-3-butenyl, 2,3-Dimethyl-1-butenyl, 2,3-Dimethyl-2-butenyl, 2,3-Dimethyl-3-butenyl, 3,3-Dimethyl-1-butenyl, 3,3-Dimethyl-2-butenyl, 1-Ethyl-1-butenyl, 1-Ethyl-2-butenyl, 1-Ethyl-3-butenyl, 2-Ethyl-1-butenyl, 2-Ethyl-2-butenyl, 2-Ethyl-3-butenyl, 1,1,2-Trimethyl-2-propenyl, 1-Ethyl-1-methyl-2-propenyl, 1-Ethyl-2-methyl-1-propenyl and 1-Ethyl-2-methyl-2-propenyl.
[0033] The term "alkynyl" also specifically includes open-chain hydrocarbon groups that are straight or branched and have more than one triple bond or one or more triple bonds and one or more double bonds, such as 1,3-buttrienyl or 3-penten-1-yn-1-yl. (C2-C6)-alkynyl groups represent, for example, ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3- Pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl.
[0034] The term "cycloalkyl" refers to a carbocyclic saturated ring system having preferably 3-8 ring carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, or cyclohexyl, which is optionally further substituted, preferably substituted with the following groups: hydrogen, alkyl, alkoxy, cyano, nitro, alkylthio, haloalkylthio, halogen, alkenyl, alkynyl, haloalkyl, amino, alkylamino, dialkylamino, alkoxycarbonyl, hydroxycarbonyl, arylalkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, and cycloalkylaminocarbonyl. In the case of optionally substituted cycloalkyl groups, this includes ring systems with substituents, and also includes substituents having a double bond on the cycloalkyl group, such as alkylene groups, like methylene. In the case of optionally substituted cycloalkyl groups, polycyclic aliphatic systems are also included, such as bicyclo[1.1.0]but-1-yl, bicyclo[1.1.0]but-2-yl, bicyclo[2.1.0]pent-1-yl, bicyclo[1.1.1]pent-1-yl, bicyclo[2.1.0]pent-2-yl, bicyclo[2.1.0]pent-5-yl, bicyclo[2.1.1]hexyl, bicyclo[2.2.1]hept-2-yl, bicyclo[2.2.2]oct-2-yl, bicyclo[3.2.1]oct-2-yl, bicyclo[3.2.2]non-2-yl, adamantane-1-yl and adamantane-2-yl, as well as systems such as 1,1'-di(cyclopropyl)-1-yl and 1,1'-di(cyclopropyl)-2-yl. The term "(C3-C7)-cycloalkyl" is an abbreviation for cycloalkyl groups having three to seven carbon atoms within a specified range of carbon atoms.
[0035] "Cycloalkenyl" refers to a non-aromatic, partially unsaturated cyclic system having a carbocyclic ring, preferably with 4-8 carbon atoms, such as 1-cyclobutenyl, 2-cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl, 3-cyclopentenyl, or 1-cyclohexenyl, 2-cyclohexenyl, 3-cyclohexenyl, 1,3-cyclohexadienyl, or 1,4-cyclohexadienyl, and also includes substituents having a double bond on the cycloalkenyl group, such as alkylene groups, like methylene. In the case of optionally substituted cycloalkenyl groups, the description of substituted cycloalkyl groups applies accordingly.
[0036] The term "alkyliden" refers to, for example, (C1-C1) alkyliden. 10 The alkylene group (=)- is a straight-chain or branched open-chain hydrocarbon group linked by a double bond. The possible bonding sites for alkylene groups are naturally only those positions on the basic structure where two hydrogen atoms can be replaced by a double bond; the group is, for example, =CH2, =CH-CH3, =C(CH3)-CH3, =C(CH3)-C2H5, or =C(C2H5)-C2H5. Cycloalkylene groups (=)- are carbocyclic groups linked by a double bond.
[0037] The term "alkylene", such as in the form of (C1-C8)-alkylene, refers to a straight-chain or branched open-chain hydrocarbon group that is attached to other groups at two positions.
[0038] "Alkoxyalkyl" refers to an alkoxy group bonded by an alkyl group, and "alkoxyalkyl" refers to an alkoxyalkyl group bonded by an oxygen atom, such as (but not limited to) methoxymethoxy, methoxyethoxy, ethoxyethoxy, and methoxy-n-propoxy.
[0039] "Arylalkyl" refers to an aryl group bonded by an alkyl group, "heteroarylalkyl" refers to a heteroaryl group bonded by an alkyl group, and "heterocyclicalkyl" refers to a heterocyclic group bonded by an alkyl group.
[0040] “Cycloalkylalkyl” refers to a cycloalkyl group bonded by an alkyl group, such as (but not limited to) cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, 1-cyclopropylethyl-1-yl, 2-cyclopropylethyl-1-yl, 1-cyclopropylpropyl-1-yl, 3-cyclopropylpropyl-1-yl.
[0041] "Arylalkenyl" refers to an aryl group bonded by an alkenyl group, "heteroarylalkenyl" refers to a heteroaryl group bonded by an alkenyl group, and "heterocyclicalalkenyl" refers to a heterocyclic group bonded by an alkenyl group.
[0042] "Aromaticynyl" refers to an aryl group bonded by an alkynyl group, "Heteroaryynyl" refers to a heteroaryl group bonded by an alkynyl group, and "Heterocyclicynyl" refers to a heterocyclic group bonded by an alkynyl group.
[0043] According to the present invention, "haloalkylthio" – either on its own or as part of a chemical group – is preferably a straight-chain or branched S-haloalkyl group having 1 to 8 or 1 to 6 carbon atoms, such as (C1-C8)-haloalkylthio, (C1-C6)-haloalkylthio or (C1-C4)-haloalkylthio, such as (but not limited to) trifluoromethylthio, pentafluoroethylthio, difluoromethyl, 2,2-difluoroethyl-1-ylthio, 2,2,2-difluoroethyl-1-ylthio, 3,3,3-propyl-1-ylthio.
[0044] "Halogenated cycloalkyl" and "halogenated cycloalkenyl" refer to cycloalkyl or cycloalkenyl groups that are partially or completely substituted by the same or different halogen atoms (such as F, Cl, and Br) or by halogenated alkyl groups (such as trifluoromethyl or difluoromethyl), for example, 1-fluorocyclopropyl-1-yl, 2-fluorocyclopropyl-1-yl, 2,2-difluorocyclopropyl-1-yl, 1-fluorocyclobutyl-1-yl, 1-trifluoromethylcyclopropyl-1-yl, 2-trifluoromethylcyclopropyl-1-yl, 1-chlorocyclopropyl-1-yl, 2-chlorocyclopropyl-1-yl, 2,2-dichlorocyclopropyl-1-yl, and 3,3-difluorocyclobutyl.
[0045] The following text refers only to neutral compounds and therefore includes all listed forms of existence unless the specific form of the active ingredient is relevant in a particular context, such as in the examples of bioefficacy in the table below.
[0046] The herbicide / safety agent combination of the present invention may contain other components, such as other active ingredients for combating pests (e.g., harmful plants, animals that damage plants, or fungi that damage plants), particularly selected from the following active ingredients: herbicides other than those mentioned in section B, fungicides, insecticides, acaricides, nematicides and miticides and related substances, or other kinds of active ingredients for crop protection (e.g., resistance inducers), crop plant protection active ingredients (safeties, antidotes other than component (A), plant growth regulators and / or additives and / or formulation adjuvants commonly used in crop protection. These components may be formulated together (ready-to-use formulations) and used as is, or they may be formulated separately and then used together, for example in tank mixes or sequential applications.
[0047] The single safener of formula (I) appearing as component (A) is also referred to below as compound (A), active ingredient (A), component (A), or safener (A). Correspondingly, the single active herbicidal component appearing as component (B) is also referred to below as compound (B), active ingredient (B), component (B), herbicide (B), or compound of formula (II).
[0048] The advantageous feature of the combination of the safener (A) and herbicide (B) of the present invention is that the safener (A) and herbicide (B) are compatible with each other, meaning that they can be used together without significant chemical incompatibility between the safener (A) and / or herbicide (B) that would cause the safener (A) or herbicide (B) to be destroyed.
[0049] This favorable compatibility also extends to the biological properties of the active ingredients when used in combination. For example, no antagonistic effects are typically observed when using the herbicide / safener combination of the present invention to control harmful plants.
[0050] In the formula (I) of the safener (A) compound and the formula (II) of the herbicide (B) compound, as well as in all the chemical formulas below, the following definitions apply: Depending on the nature of the substituents and their connection, compounds of formula (I) or (II) can exist as stereoisomers. For example, enantiomers and diastereomers may occur if one or more asymmetrically substituted carbon atoms and / or sulfur atoms are present. Stereoisomers can be obtained from the mixtures obtained in the preparation by conventional separation methods, such as chromatographic separation. Similarly, stereoisomers can be selectively prepared using stereoselective reactions with the aid of optically active starting materials and / or auxiliaries.
[0051] The present invention also relates to all stereoisomers and mixtures thereof covered but not specifically defined by formula (I) or (II). However, for simplicity, compounds of formula (I) or (II) will always be referred to below, even though this means not only pure compounds, but also, where appropriate, mixtures of isomers in different proportions.
[0052] Based on the properties of the substituents defined above, compounds of formula (I) or (II) possess acidic properties and can form salts with inorganic or organic bases or with metal ions, and, if suitable, can also form internal salts or adducts. If compounds of formula (I) or (II) contain a hydroxyl, carboxyl, or other acidic group, these compounds can react with a base to form a salt. Suitable bases include, for example, hydroxides, carbonates, and bicarbonates of alkali metals and alkaline earth metals (especially sodium, potassium, magnesium, and calcium), as well as ammonia, primary, secondary, and tertiary amines having (C1-C4)-alkyl groups, monoalkylolamines, dialkylolamines, and trialkylolamines (C1-C4)-alkanols, choline and choline chloride, and organic amines such as trialkylamines, morpholine, piperidine, or pyridine. These salts are compounds in which the acidic hydrogen is replaced by an agriculturally suitable cation, such as metal salts, especially alkali metal or alkaline earth metal salts, particularly sodium and potassium salts, or ammonium salts, salts of organic amines, or quaternary ammonium salts, which, for example, have the formula [NRR´R´´R´´´] + The cation, wherein R to R''' are each independently an organic group, especially alkyl, aryl, aralkyl, or alkylaryl. Alkyl sulfonate salts and alkyl oxide sulfonate salts are also used, such as (C1-C4)-trialkyl sulfonate salts and (C1-C4)-trialkyl oxide sulfonate salts.
[0053] Specifically, G in the compound of formula (II) can be an agronomically acceptable metal, such as copper, iron, lithium, sodium, potassium, magnesium, or calcium (especially alkali metals or alkaline earth metals).
[0054] Compounds of formula (I) or (II) can be formed by adding a suitable inorganic or organic acid (e.g., mineral acids such as HCl, HBr, H₂SO₄, H₃PO₄, or HNO₃; or organic acids such as carboxylic acids such as formic acid, acetic acid, propionic acid, oxalic acid, lactic acid, or salicylic acid, or sulfonic acid such as p-toluenesulfonic acid) to a basic group (e.g., amino, alkylamino, dialkylamino, piperidinyl, morpholinyl, or pyridinyl). These salts also contain the conjugate base of the acid in anionic form.
[0055] Suitable substituents in deprotonated form, such as sulfonic acids or carboxylic acids, can form internal salts with groups that can be protonated themselves (e.g., amino groups).
[0056] If a group is multi-substituted, it means that the group is substituted by one or more residues that are the same as or different from the residues mentioned.
[0057] The following is a description of the preferred, particularly preferred, and very particularly preferred definitions for each individual safener (A) and herbicide (B).
[0058] If a compound can form a tautomer whose structure is not formally covered by general formula (A) through hydrogen transfer, however, such tautomers are covered by the definition of compounds of general formula (A) of the present invention, unless a specific tautomer is considered. For example, many carbonyl compounds may exist simultaneously in the form of ketones and enols, both of which are covered by the definition of compounds of general formula (A).
[0059] Compounds of general formula (I) may exist as stereoisomers depending on the nature of the substituents and their connection methods. Possible stereoisomers defined by their specific three-dimensional form, such as enantiomers, diastereomers, Z- and E-isomers, are all covered by general formula (I). For example, diastereomers (Z- and E-isomers) may occur if one or more alkenyl groups are present. For example, enantiomers and diastereomers may occur if one or more asymmetric carbon atoms are present. Stereoisomers can be obtained from mixtures obtained in the preparation by conventional separation methods. Chromatographic separation can be performed on an analytical scale to determine enantiomer or diastereomer excess, or on a preparative scale to prepare test samples for bioassays. Stereoisomers can also be selectively prepared using stereoselective reactions with the use of optically active starting materials and / or auxiliaries. Therefore, the present invention also relates to all stereoisomers covered by general formula (I) but not shown in a specific stereoform, and mixtures thereof.
[0060] If the compound is obtained in solid form, it can also be purified by recrystallization or extraction. If a single compound of general formula (I) cannot be obtained satisfactorily by the routes described below, they can be prepared by derivatization of other compounds of general formula (I).
[0061] Suitable separation, purification, and methods for separating stereoisomers of compounds of general formula (I) are methods commonly known to those skilled in the art from similar cases, such as by physical methods like crystallization, chromatography, particularly column chromatography and HPLC (high-performance liquid chromatography), distillation (optionally under reduced pressure), extraction, and other methods. Any remaining mixture can usually be separated by chromatographic methods, such as on a chiral solid phase. Methods suitable for preparative or industrial-scale applications include crystallization, for example, using optically active acids from diastereomer mixtures, and, if appropriate, crystallization of diastereomer salts using optically active bases, provided an acidic group is present.
[0062] In a first embodiment of the invention, the herbicide / safety agent combination of the invention preferably includes, in addition to at least one component (B) as defined above, component A [safety agent A] of general formula (I) or an agriculturally chemically acceptable salt thereof, as detailed in Table 1.
[0063] Table 1: IUPAC names and structural formulas of preferred compounds (safety agent (A)) of formula (I).
[0064] The compound of formula (I) is known from international application (application number PCT / EP2020 / 083167 (WO2021 / 105101)) and can be prepared by the method described therein.
[0065] In the context of this invention, particularly preferred safety agents (A) are compounds numbered A1, A3, A5, A7 and A9 according to Table 1 above.
[0066] In a second embodiment of the invention, the herbicide / safety agent combination of the invention preferably contains compounds A1, A3, A5, A7 and A9 according to Table 1 above, or their agronomically acceptable salts [safety agent (A)], and a compound [herbicide (B)] preferably selected from the active herbicidal components of formula (II) listed in Table 2 below, wherein R 1 R 2 The definitions of R, G, and Y are as follows, R 3 and R 6 For hydrogen, R 4 and R 5They form -CH2-CH2- groups and together with the carbon atoms they are bonded to and the Y group, they form a ring.
[0067] Table 2:
[0068] The compound of formula (II) is known from international application (application number PCT / EP2015 / 063744 (WO2015 / 197468)) and can be prepared by the method described therein.
[0069] In a third embodiment of the invention, the herbicide / safety agent combination of the invention preferably contains, in addition to at least one component (B) as defined in Table 3 below, compounds A1, A3, A5, A7, and A9 according to Table 1 below, or their agronomically acceptable salts [safety agent (A)]. In component (B) of general formula (II) in Table 3 below, R 3 and R 6 For hydrogen, R 4 and R 5 It forms -CH2-CH2- groups and together with the carbon atoms they are bonded to and the Y group, forms a ring. R 1 R 2 The definitions of G and Y are as follows.
[0070] Table 3:
[0071] In a fourth embodiment of the invention, the herbicide / safety agent combination of the invention preferably contains, in addition to at least one compound selected from B1, B24, B29 as defined below, compounds A1, A3, A5, A7 and A9 according to Table 1 below, or their agronomically acceptable salts [safety agent (A)]. B1: 4-hydroxy-3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]bicyclo[3.2.1]oct-3-en-2-one. B24: Sodium 3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]-4-oxobicyclo[3.2.1]oct-2-en-2-ol. B29: 3-[2-methoxy-4-(1-propyn-1-yl)phenyl]-4-oxobicyclo[3.2.1]oct-2-en-2-ylmethyl carbonate.
[0072] In the context of this invention, various preferred and more preferred embodiments may be combined with each other as needed. This means that herbicidal compositions containing a safener (A) or one or more compounds of general formula (I) or an agriculturally chemically acceptable salt thereof [component (A)] and (B) one or more herbicides [component (B)] are included within this invention, wherein any desired preferred and more preferred embodiments disclosed above may be combined with each other.
[0073] On the date of application, it was unexpectedly discovered that certain binary combinations of compounds (A) of general formula (I) as safeners or their agriculturally chemically acceptable salts [safener (A)] and herbicides (B) were particularly advantageous.
[0074] These are listed in Table 4 below.
[0075] Table 4:
[0076] Furthermore, the herbicide / safener combinations of the present invention can be used in conjunction with other active ingredients (such as fungicides, insecticides, acaricides, etc.) and / or plant growth regulators or adjuvants selected from conventional additives in crop protection (e.g., adjuvants and formulation adjuvants). Their application forms, such as formulations or tank mixes, are weed control products (compositions).
[0077] Therefore, the present invention also provides herbicide / safety agent combinations containing conventional additives for crop protection (such as adjuvants and formulation adjuvants), and optionally other active crop protection ingredients.
[0078] The present invention also provides the use and application method of the herbicide / safety agent combination of the present invention as a herbicide and plant growth regulator, preferably the herbicide / safety agent combination of the present invention as a herbicide and plant growth regulator having a synergistic activity content of the corresponding herbicide combination present.
[0079] For the active ingredient in group (B), the application rate is preferably 5 to 400 g ai / ha, particularly 8 to 200 g / ha, and most preferably 10 to 90 g ai / ha.
[0080] Depending on the effective application rate, the ratio of (A):(B) based on weight is typically in the range of 1:400 to 500:1, preferably in the range of 1:100 to 100:1, and more preferably in the range of 1:40 to 20:1.
[0081] The amount is the application rate (g ai / ha = grams of active substance per hectare), and thus also defines the proportion of active ingredients combined in combination formulations, premixes, tank mixes, or sequential applications.
[0082] The herbicide / safety agent combination of the present invention may contain other components, such as other active ingredients targeting harmful organisms (e.g., harmful plants, animals that damage plants, or fungi that damage plants), in particular active ingredients of fungicides, insecticides, acaricides, nematicides, miticides, and related substances.
[0083] Fungicidal active compounds that can be used in combination with the herbicide / safener combination of the present invention are preferably standard commercially available active ingredients, for example (similar to herbicides, the compounds are generally named by their common names): 1) Ergosterol biosynthesis inhibitors, such as cyproconazole, difenoconazole, epoxiconazole, fenhexamid, fenpropidin, fenpropimorph, fenpyrazamine, fluquinconazole, flutriafol, imazalil, imazalil sulfate, ipconazole, and m-methoxyfenozide. etconazole, myclobutanil, paclobutrazole, prochloraz, propiconazole, prothioconazole, pyrisoxazole, spiroxamine, tebuconazole, tetraconazole, triadimenol, tridemorph, triticonazole, (1R,2S,5S)-5 -(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (2R)-2-[4-(4-chlorophenoxy)-2 [-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, (2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, (R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,[2-oxazol-4-yl](pyridin-3-yl)methanol, (S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, 1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1,2,4-triazole, 1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolane-2-yl}methyl)-1H-1 2,4-Triazole, 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxetane-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate, 1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxetane-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate, 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxetane-2-yl]methyl}-1H-1,2,4-triazole-5-yl thiocyanate, 2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethyl] [2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-] [(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,[6-Trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)prop-2-ol, 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)but-2-ol, 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)-phenyl]-1-(1H-1,2,4-triazol-1-yl)but- 2-Alcohol, 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, 2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxetane-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, 2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxetane-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3 -Thione, 2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxacyclopropane-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-thione, 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, 5-(allylthioalkyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxacyclopropane-2-yl]methyl}-1H-1,2,4-triazole, 5-(allylthioalkyl)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxacyclopropane-2-yl]methyl}-1H-1,2,4-triazole, 5-(allylthioalkyl)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxacyclopropane-2-yl]methyl}-1H-1,2,4-triazole, 5-(allylthioalkyl)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxacyclopropane-2-yl]methyl}-1H-1,2,4-triazole Cyclopropane-2-yl]methyl}-1H-1,2,4-triazole, 5-(allylthio)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxacyclopropane-2-yl]methyl}-1H-1,2,4-triazole, N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]thio]phenyl}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]thio]phenyl}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-{[3-(2,2,3,3-Tetrafluoropropoxy)phenyl]thioalkyl}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]thioalkyl}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,2) N'-(2,5-dimethyl-4-{3-[(pentafluoroethyl)thioalkyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methyliminocarboxamide, N'-(4-{[3-(difluoromethoxy)phenyl]thioalkyl}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, N'-(4-{3-[(difluoromethyl)thioalkyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, N'-(4-{3-[(difluoromethyl)thioalkyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide) Amides, N'-[5-bromo-6-(2,3-dihydro-1H-indene-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methyliminocarboxamide, N'-{4-[(4,5-dichloro-1,3-thiazo-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methyliminocarboxamide, N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, mefentrifluconazole, ipfentrifluconazole.
[0084] 2) Respiratory chain inhibitors acting on complexes I or II, such as benzovindiflupyr, bixafen, boscalid, carboxin, fluopyram, flutolanil, fluxapyroxad, furamettamid, isofetamid, isopyrazam (trans-epomers 1R, 4S, 9S), and isopyrazam (trans-epomers 1S, 4R, 9R). Azoxystrobin (trans-episode racemic 1RS, 4SR, 9SR), pyraclostrobin (a mixture of cis-episode racemic 1RS, 4SR, 9RS and trans-episode racemic 1RS, 4SR, 9SR), pyraclostrobin (cis-episode enantiomers 1R, 4S, 9R), pyraclostrobin (cis-episode enantiomers 1S, 4R, 9S), pyraclostrobin (cis-episode racemic 1RS, 4SR, 9RS), penflufen, penthiopyrad, pydiflumetofen, bifenazate (pyr) Aziflumid, sedaxane, 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide, 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, 1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, 2-fluoro-6 ... 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)benzamide, 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1H-pyrazole-4-carboxamide, 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-Dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, 3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, 3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide 5,8-Difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N- (2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-[(1R,4S)-9 -(dichloromethylene)-1,2,3,4-tetrahydro-1,4-bridged methylenenaphthalene (methanonaphthalen)-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-bridged methylenenaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, N-[1-(2,[4-Dichlorophenyl)-1-methoxypropyl-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole- 4-Carboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole- 4-Thiocarboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide -Formamide, N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide,
[0085] 3) Respiratory chain inhibitors acting on complex III, such as ametoctradin, amisulbrom, azoxystrobin, coumethoxystrobin, coumoxystrobin, cyazofamid, dimoxystrobin, enoxastrobin, famoxadon, fenamidon, flufenoxystrobin, and fluazoxystrobin. (fluoxastrobin), kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyraoxystrobin, trifloxystrobin, (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)methylene Ethyl]amino}oxy]methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridine- [2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxacyclopentan-7-yl 2-methylpropionate, 2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carbamate-2-hydroxybenzamide, (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, {5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl}carbamate.
[0086] 4) Inhibitors of mitosis and cell division, such as carbendazim, diethofencarb, ethaboxam, fluopicolide, pencycuron, thiabendazole, thiophanate-methyl, zoxamide, 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine, 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6 3-Methylpyridazine, 3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, 4-(2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H- Pyrazole-5-amine, 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole Zyrazole-5-amine, 4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, 4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine.
[0087] 5) Compounds with multi-site activity, such as Bordeaux mixture, captafol, captan, chlorthalonil, copper hydroxide, copper naphthenate, copper oxide, copper oxychloride, copper sulfate (2+), dithianon, dodine, folpet, mancozeb, mancozeb, metiram, zinc metiram, copper quinoline. oxine), propineb, sulfur and sulfur preparations including calcium polysulfides, thiram, zineb, ziram, 6-ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiainro[2,3-c][1,2]thiazolyl-3-carboxylonitrile.
[0088] 6) Compounds that can stimulate host defense, such as acibenzolar-S-methyl, isothiazine, probenazole, and tiadinil.
[0089] 7) Inhibitors of amino acid and / or protein biosynthesis, such as cyprodinil, kasugamycin, kasugamycin hydrochloride hydrate, oxytetracycline, pyrimethanil, and 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline.
[0090] 8) ATP production inhibitors, such as silthiofam.
[0091] 9) Cell wall synthesis inhibitors, such as benthiavalicarb, dimethomorph, flumorph, iprovalicarb, mandipropamid, pyrimorph, valifenalate, (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, and (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.
[0092] 10) Inhibitors of lipid and membrane synthesis, such as propamocarb, propamocarb hydrochloride, and tolclofos-methyl.
[0093] 11) Inhibitors of melanin biosynthesis, such as tricyclazole and 2,2,2-trifluoroethyl-{3-methyl-1-[(4-methylbenzoyl)amino]but-2-yl}carbamate.
[0094] 12) Nucleic acid synthesis inhibitors, such as: benalaxyl, benalaxyl-M (kiralaxyl) and metalaxyl.
[0095] 13) Signal transduction inhibitors, such as fludioxonil, iprodione, procymidone, proquinazid, quinoxyfen, and vinclozolin.
[0096] 14) Compounds that can be used as uncoupling agents, such as fluazinam and meptyldinocap.
[0097] 15) Other compounds, such as abscisic acid, bethiazole, bethoxazin, capsimycin, carvone, chinomethionat, cufraneb, cyflufenamid, cymoxanil, cyprosulfamide, flutianil, fosetyl-aluminium, fosetyl-calcium, fosetyl-sodium, methylisothiocyanate, metrafenon, mildiomycin, natamycin, nickel dimethyl dithiocarbamate. dimethyldithiocarbamate, nitrothal-isopropyl, oxamocarb, oxathiapiprolin, oxyfenthiin, pentachlorophenol and its salts, phosphonic acid and its salts, propamocarb-fosetylate, pyriofenone (chlazafenone), tebufloquin, tecloftalam, tolnifanide, 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl -3-(trifluoromethyl)-1H-pyrazol-1-yl] acetone, 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazo-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] acetone, 2-(6-benzylpyridin-2-yl)quinazolin, 2,6-dimethyl-1H,5 ... H-[1,4]dithiacino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone, 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazo-2-yl)piperidin-1-yl]acetone, 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl] acetone, 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl] acetone, 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl] quinazolin, 2-{(5R 2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate, 2-{2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]-6-fluorophenyl}prop-2-ol, 2-{2-fluoro-6-[(8-fluoro-2-yl]-[2-[2-[2-[2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]-6-fluorophenyl]prop-2-ol, 2-{2-fluoro-6-[(8-fluoro-2-[2-[2-[2-[2-[(2-[(3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl]piperidin-4-yl)-1,3-thiazo-4-yl]-4,5-dihydro-1,2-oxazol-5-yl]-3-chlorophenylmethanesulfonate, 2-{2-[2-[(7,8-difluoro-2-methylquinoline-3-yl)oxy]-6-fluorophenyl]prop-2-ol, 2-{2-fluoro-6-[(8-fluoro-2-[2-[2-[(2-[(2-[(3,5-difluoro-2-[(2-[(3,5-difluoromethyl)-1H-pyrazol-1-yl]acetyl]-[2-[(2-[(7,8-difluoro- ... 2-(3-methylquinoline-3-yl)oxy]phenyl}prop-2-ol, 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate, 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazo-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenylmethanesulfonate, 2-phenylphenol and its salts, 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1- 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1-yl)quinoline, 4-amino-5-fluoropyrimidin-2-ol (tautomer form: 4-amino-5-fluoropyrimidin-2(1H)-one), 4-oxo-4-[(2-phenylethyl)amino]butyric acid, 5-amino-1,3,4-thiadiazol-2-thiol, 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfonylhydrazine, 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, 9-fluoro-2,2-dimethyl-5-(quinoline-3-yl)-2,3-dihydro-1,4-Benzoxazolidinyl heptadiene, but-3-yn-1-yl{6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (2Z)-3-amino-2-cyano-3-phenylacrylate, phenazin-1-carboxylic acid, propyl 3,4,5-trihydroxybenzoate, quinoline-8-ol, quinoline-8-ol sulfate (2:1), {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate tert-butyl ester, 5-fluoro-4-imino-3-methyl-1-sulfonyl]-3,4-dihydropyrimidin-2(1H)-one.
[0098] Preferred fungicides are selected from: benalaxyl, bitertanol, bromuconazole, captafol, carbendazim, carpropamid, cyazofamid, cyproconazole, diethofencarb, edifenphos, fenpropimorph, fentine, fluquinconazole, fosetyl, fluoroimide, folpet, and iminoctadin. e), iprodionem, iprovalicarb, kasugamycin, mancozeb, nabam, pencycuron, prochloraz, propamocarb, propineb, pyrimethanil, spiroxamine, quintozene, tebuconazole, tolylfluanid, triadimefon, triadimenol, trifloxystrobin, zineb.
[0099] Insecticides, acaricides, nematicides, miticides and related active ingredients are, for example (similar to herbicides and fungicides, where the compound is referred to by its common name, if possible): (1) Acetylcholinesterase (AChE) inhibitors, preferably carbamates, selected from alanycarb, aldicarb, bendicarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiol. ocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb; or organophosphates selected from acephate, azamethiphos, ethyl methacrylate, etc. Azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, didrotop hos), dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, O-(methoxyaminothiophosphoryl)salicylic acid isopropyl ester,Isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocotophos, naled, omethoate, oxydemeton-methyl, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, and other similar pesticides. Piririmiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion.
[0100] (2) GABA-gated chloride channel blockers, preferably cyclodiene-organochlorines selected from chlordane and endosulfan; or fiproles selected from ethiprole and fipronil.
[0101] (3) Sodium channel modulators, preferably pyrethroids, selected from acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin s-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, β-cyfluthrin, cyhalothrin, λ-cyfluthrin, γ-cyfluthrin, cypermethrin, α-cypermethrin, β-cypermethrin, θ-cypermethrin, ζ-cypermethrin, cyphenothrin [(1R)-trans isomer], deltamethrin hrin), empenthrin [(EZ)-(1R) isomer], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, hallfenprox, imiprothrin, kadethrin, momfluorothrin, permethrin, phenothrin [(1R)-trans isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R) isomer], tralomethrin, and transfluthrin, or DDT or methoxychloride.
[0102] (4) Competitive modulators of nicotinic acetylcholine receptors (nAChR), preferably neonicotinoids selected from acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam; or nicotine; or sulfoxide imines selected from sulfoxaflor; or butenolides selected from flupyradifurone.
[0103] (5) Allosteric modulators of nicotinic acetylcholine receptors (nAChR), preferably spinosins, selected from spinotomycin and spinosad.
[0104] (6) Allosteric regulators of glutamate-gated chloride channels (GluCl), preferably avermectins / milbemycins, selected from abamectin, emamectin benzoate, lepimectin and milbemectin.
[0105] (7) Juvenile hormone analogues, preferably selected from the following juvenile hormone analogues: hydroprene, kinoprene and methoprene, or fenoxycarb or pyriproxyfen.
[0106] (8) Other non-specific (multi-site) inhibitors, preferably alkyl halides selected from methyl bromide and other alkyl halides; or chloropicrin or thiocyanate or borax or tartar or methyl isocyanate generating agents selected from diazomet and thiocyanate.
[0107] (9) String organ TRPV channel modulators, selected from pymetrozine and pyrifluquinazone.
[0108] (10) Mite growth inhibitors, selected from clofentezine, hexythiazox, diflovidazin and etoxazole.
[0109] (11) Insect mid-intestinal microbial disruptor, selected from Bacillus thuringiensis subsp. Israel (B. thuringiensis) Bacillus thuringiensis subspecies israeliensis ), Bacillus spheroidae ( Spherical Bacillus Bacillus thuringiensis subsp. tumefaciens ( Bacillus thuringiensis subspecies aizawai ), Bacillus thuringiensis Kustack subsp. Bacillus thuringiensis subspecies kurstaki ), Bacillus thuringiensis subsp. A ( Bacillus thuringiensis subspecies tenebrionis ) and selected from the following Bt Plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, VIP3A, mCry3A, Cry3Ab, Cry3Bb and Cry34Ab1 / 35Ab1.
[0110] (12) Mitochondrial ATP synthase inhibitor, preferably an ATP interferon, such as diafenthiuron; or an organotin compound, such as azocyclotin, cyhexatin and fenbutatin oxide; or propargite or tetradifon.
[0111] (13) Uncoupling agents that block the oxidative phosphorylation of the proton gradient, selected from chlorfenapyr, DNOC and sulfluramid.
[0112] (14) Nicotinic acetylcholine receptor channel blockers, such as bensultap, cartap hydrochloride, thiocyclam and thiosultap-sodium.
[0113] (15) Chitin biosynthesis inhibitor, type 0, selected from bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
[0114] (16) Chitin biosynthesis inhibitor, type 1, which is selected from buprofezin.
[0115] (17) Molting disruptors (especially in the case of Diptera), which are selected from cyromazine.
[0116] (18) Ecdysone receptor agonists selected from chromafenozide, halofenozide, methoxyfenozide and tebufenozide.
[0117] (19) Octopamine receptor agonist, which is selected from amitraz.
[0118] (20) Inhibitors of electron transport in mitochondrial complex III, selected from hydramethylnon, acequinocyl and fluacrypyrim.
[0119] (21) Mitochondrial complex I electron transport inhibitor, preferably METI acaricide selected from fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad, or rotenone (Derris).
[0120] (22) Voltage-dependent sodium channel blockers selected from indoxacarb and metaflumizone.
[0121] (23) Acetyl-CoA carboxylase inhibitor, preferably tetronic acid and tetramic acid derivatives, selected from spirodiclofen, spiromesifen and spirotetramat.
[0122] (24) An inhibitor of electron transport in mitochondrial complex IV, preferably a phosphide selected from aluminum phosphide, calcium phosphide, phosphine and zinc phosphide; or a cyanide selected from calcium cyanide, potassium cyanide and sodium cyanide.
[0123] (25) Inhibitors of electron transport in mitochondrial complex II, preferably β-ketonitrile derivatives selected from cyenopyrafen and cyflumetofen; or carboxanilides selected from pyflubumide.
[0124] (28) ryanodine receptor modulators, preferably diamides selected from chlorantraniliprole, cyantraniliprole and flubendiamide.
[0125] (29) A string organ modulator (with an indeterminate target structure) selected from flonicamid.
[0126] (30) Other active ingredients selected from: acynonapyr, bispyribac-methyl, afoxolaner, azadirachtin, benclothiaz, benzoximate, benzpyrimoxan, bifenazate, broflanilide, bromopropylate, chinomethionat, chloroprallethrin, cryolite, cyclaniliprole, cycloxaprid, cyhalodiamide, dichlorvos, dicofol, and epsilon.metofluthrin, ε-momfluthrin, flometoquin, fluazaindolizine, fluensulfone, flufenerim, flufenoxystrobin, flufiprole, fluhexafon, fluopyram, flupyrimin, fluralaner, fluxametamide, fufenozide, guadipyr, heptafluthrin, imidaclothiz, iprodione, κ-bifenthrin, κ-heptafluthrin, lotelanar ( Lotilaner, meperfluthrin, oxazosulfyl, paichongding, pyridalyl, pyrifluquinazon, pyriminostrobin, spirobudiclofen, spiropidion, tetramethylfluthrin, tetraliprole, tetrachlorantraniliprole, tigolaner, tioxazafen, thiofluoximate, triflumezopyrim, and iodomethane; additionally based on Bacillus thuringiensis ( Bacillus firmusFormulations of (I-1582, BioNeem, Votivo) and the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (as per WO 2006 / 043635) (CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4-yl) methyl ketone (as per WO 2003 / 106457) (CAS 885026-50-6) 637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (as per WO 2006 / 003494) (CAS 872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (as per WO2010052161) (CAS 1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl ethyl carbonate (as per EP 2647626) (CAS 1440516-42-6), 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (as determined by WO 2004 / 099160) (CAS792914-58-0), PF1364 (as determined by JP 2010 / 018586) (CAS 1204776-60-2), (3E)-3-[1-[(6-chloro-3-pyridinyl)methyl]-2-pyridinyl]-1,1,1-trifluoroprop-2-one ...) (as determined by WO 2004 / 099160) (CAS792914-58-0), PF1364 (as determined by JP 2010 / 018586) (CAS 1204776-60-2), (as determined by WO 2004 / 099160) (CAS792914-58-0), PF1364 (as determined by JP 2010 / 018586) (CAS 1204776-60-2), PF1364 (as determined by JP 2010 / 018586) (CAS 1204776-60-2), PF1364 (as determined by JP 2010 / 018586 2013 / 144213 (CAS1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (obtained from WO 2010 / 051926) (CAS 1226889-14-0), 5-bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (obtained from CN103232431) (CAS 1449220-44-3), 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxo-3-thionecyclobutane)benzamide, 4-[5-(3,5-dichlorophenyl)-4,[5-Dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxo-3-thioheterobutyl)benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxo-3-thioheterobutyl)benzamide (by WO 2013 / 050317) (A1 obtained) (CAS1332628-83-7), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide, (+)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide and (-)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]propionamide (obtained from WO 2013 / 162715 A2, WO 2013 / 162716 A2, US 2014 / 0213448 A1) (CAS 1477923-37-7), 5-[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carboxylonitrile (as known by CN 101337937 A) (CAS 1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thiomethyl]phenyl]-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (thiobenzamide (Liudaibenjiaxuanan), as known by CN 103109816A) (CAS 1232543-85-9), N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (as determined by WO 2012 / 034403 A1) (CAS1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (as determined by WO 2011 / 085575 A1) (CAS 1233882-22-8), 4-[3-[2,6-dichloro-4-[(3,3-Dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)pyrimidine (as known from CN 101337940 A) (CAS 1108184-52-6), (2E)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]hydrazinoamide and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]hydrazinoamide (as known from CN 101715774 A) (CAS 1232543-85-9), cyclopropanecarboxylic acid 3-(2,2-dichlorovinyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl ester (as known from CN 101337940 A) (CAS 1108184-52-6 ... 103524422 A (CAS 1542271-46-4), (4aS)-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid methyl ester (from CN 102391261 A) (CAS 1370358-69-2), 6-deoxy-3-O-ethyl-2,4-di-O-methyl-1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4-triazol-3-yl]phenyl]carbamate]-α-L-mannopyranose (from US 2014 / 0275503) A1 (CAS 1181213-14-8), 8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS 1253850-56-4), (8-trans)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (CAS 933798-27-7), (8-cis)-8-(2-cyclopropylmethoxy-4-trifluoromethylphenoxy)-3-(6-trifluoromethylpyridazin-3-yl)-3-azabicyclo[3.2.1]octane (from WO 2007040280A1, WO 2007040282) A1 (CAS 934001-66-8), N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-Trifluoropropyl)thio]propionamide (as determined by WO 2015 / 058021 A1, WO 2015 / 058028 A1) (CAS 1477919-27-9) and N-[4-(aminothiomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (as determined by CN 103265527 A) (CAS 1452877-50-7), 5-(1,3-dioxane-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]pyrimidine (as determined by WO 2013 / 115391 A1) (CAS 1477919-27-9) 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4.5]decane-2,4-dione (as known from WO 2014 / 187846 A1) (CAS 1638765-58-8), ethyl 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylcarboxylate (as known from WO 2010 / 066780 A1, WO 2011151146 A1) (CAS 1229023-00-0), 4-[(5S)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(4R)-2-ethyl-3-oxo-4-isoxazolyl]-2-methylbenzamide (obtained from WO 2011 / 067272, WO2013 / 050302) (CAS 1309959-62-3).
[0127] For example, the following insecticides are preferably used in conjunction with the herbicide / safety agent combination of the present invention: Acetamiprid, flufenoxuron, aldicarb, amitraz, methyl glutathione, cypermethrin, carbaryl, cypermethrin, deltamethrin, endosulfan, ethoprophos, fenthion, fipronil, imidacloprid, methamidophos, methyl thiocarb, niclosamide, sulfoxide, prothiophos, flusilazole, thiamethoxam, thiamethoxam, tetrabromopyr, triazophos, trichlorfon, chlorfenapyr, terbufos, fonofos, phorate, chlorpyriphos, carbofuran, heptafluthrin.
[0128] The herbicide / safety agent combination of the present invention is preferably suitable for controlling unwanted plant growth in economically important crops, such as wheat (durum and soft wheat), corn, soybean, sugar beet, sugarcane, cotton, rice, legumes (e.g., dwarf beans and broad beans), flax, barley, oats, rye, triticale, potato, and millet / sorghum.
[0129] For application, the herbicide / safety agent combination of the present invention can be applied together or separately to plants (e.g., harmful plants, such as monocot or dicot weeds or unwanted crop plants), seeds (e.g., cereals, seeds, or vegetative reproductive organs such as tubers or budding parts of new shoots), or areas of plant growth (e.g., growing zones). In this document, the herbicide and safety agent can be formulated together (ready-to-use formulations) and used as is, or they can be formulated separately and then used together, for example, in tank mixes or sequential applications.
[0130] Herbicide / safety agent combinations can be applied before sowing (and, if appropriate, mixed into the soil), pre-emergence, or post-emergence. For harmful plants that have not yet emerged or have already emerged, early pre-emergence or post-emergence methods are preferred. Application can also be integrated into a weed management system with multiple, repeated applications (sequential treatments).
[0131] Some representative specific embodiments of monocotyledonous and dicotyledonous weeds that can be controlled by the herbicide / safety agent combination of the present invention are mentioned by way of example, but these enumerations are not intended to limit to any particular species.
[0132] Among monocotyledonous weed genera, such as *Aegilops*, *Agropyron*, *Agrostis*, *Alopecurus*, *Apera*, *Avena*, *Brachicaria*, *Bromus*, *Cynodon*, *Dactyloctenium*, *Digitaria*, *Echinochloa*, *Eleocharis*, *Eleusine*, *Eragrostis*, *Eriochloa*, *Festuca*, and *Fimbristylis*. The genera *Imperata*, *Ischaemum*, *Heteranthera*, *Leptochloa*, *Lolium*, *Monochoria*, *Panicum*, *Paspalum*, *Phalaris*, *Phleum*, *Poa*, *Rottboellia*, *Sagittaria*, *Scirpus*, *Setaria*, *Sorghum*, *Sphenoclea*, and *Cyperus* belong to the annual plant family.
[0133] Regarding dicotyledonous weed species, their action spectrum extends to the following genera: *Abutilon*, *Amaranthus*, *Ambrosia*, *Anoda*, *Anthemis*, *Aphanes*, *Artemisia*, *Atriplex*, *Bellis*, *Bidens*, *Capsella*, *Carduus*, and *Cassia*. *Sia*, *Centaurea*, *Chenopodium*, *Cirsium*, *Convolvulus*, *Datura*, *Desmodium*, *Emex*, *Erodium*, *Erysimum*, *Euphorbia*, *Galeopsis*, *Galinsoga*, *Galium* Geranium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus The genera include: phanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, and Xanthium.
[0134] If the herbicide / safety agent combination of the present invention is applied to the soil surface before germination, it will either completely prevent the germination of weed seedlings, or the weeds will stop growing after reaching the cotyledon stage and eventually die completely after three to four weeks.
[0135] If the herbicide / safety agent combination of the present invention is applied to the green parts of the plant after emergence, growth ceases after treatment, and harmful plants remain at the growth stage at the time of application or die completely after a period of time. Therefore, this treatment can eliminate competition from harmful weeds very early and continuously. In contrast, the growth of the crop is only slightly affected (if any) by the use of this herbicide / safety agent combination.
[0136] The herbicide / safener combination of this invention is known for its rapid onset and long-lasting weed control. Generally, the active ingredients in the combination exhibit good resistance to rain washout. A particular advantage is that the effective dosages of components (A) and (B) used in the herbicide / safener combination can be adjusted to such low levels that their effect on the soil is minimized. Therefore, it can not only be used on sensitive crops but also effectively prevents groundwater contamination.
[0137] The herbicide / safety agent combination of the present invention can be applied to economically important crops, such as dicotyledonous crops of the following genera: *Arachis*, *Beta*, *Brassica*, *Cucumis*, *Cucurbita*, *Helianthus*, *Daucus*, *Glycine*, *Gossypium*, *Ipomoea*, *Lactuca*, *Linum*, and *Lycopersicon*, and tobacco. Monocotyledons of the genera *Nicotiana*, *Phaseolus*, *Pisum*, *Solanum*, *Vicia*, or the genera *Allium*, *Ananas*, *Asparagus*, *Oats*, *Hordeum*, *Oryza*, *Panicum*, *Saccharum*, *Secale*, *Sorghum*, *Triticale*, *Triticum*, and *Zea*.
[0138] The herbicide / safety agent combination of the present invention can also be preferably used in genetically modified crops that are resistant to growth regulators or herbicides that inhibit essential plant enzymes (e.g., acetolactate synthase (ALS), EPSP synthase, glutamine synthase (GS), protoporphyrinogen IX oxidase (PPO) or hydroxyphenylpyruvate dioxygenase (HPPD)), or are resistant to herbicides selected from sulfonylureas, glyphosate, glufosinate, or benzoylisoxazoles and similar active ingredients.
[0139] The herbicide / safety agent combination of the present invention can be in the form of a mixture of components (A) and (B) with (where appropriate) other active agrochemicals, additives and / or conventional formulation adjuvants, and then applied by conventional dilution with water; or it can be prepared as a so-called tank mix by co-diluting separately or partially separately formulated components with water.
[0140] The herbicide / safener combination of the present invention can be formulated in a variety of ways according to desired biological and / or physicochemical parameters. Examples of conventional formulations include: wettable powder (WP), water-soluble powder (SP), emulsifiable concentrate (EC), water-soluble concentrate, aqueous solution (SL), emulsion (EW) (e.g., water-in-oil and oil-in-water emulsions), sprayable solution or emulsion, oil-based or water-based dispersant, oil dispersant (OD), suspension emulsion, suspension concentrate (SC), oil miscible solution, microcapsule suspension (CS), dusting product (DP), coating agent, granules for soil application or broadcasting, granules in microparticle form (GR), sprayable granules, absorbent and adsorbent granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules or waxes.
[0141] Therefore, the present invention also provides a herbicidal and plant growth regulating composition comprising the herbicide / safety agent combination of the present invention.
[0142] The types of formulations are known in principle and described in, for example, the following literature: Winnacker-Küchler, "Chemische Technologie" [Chemical technology], Vol. 7, C. Hanser Verlag Munich, 4th edition, 1986; van Valkenburg, "Pesticide Formulations", Marcel Dekker, NY, 1973; K. Martens, "Spray Drying" Handbook, 3rd edition, 1979, G. Goodwin Ltd. London.
[0143] Essential formulation adjuvants, such as inert materials, surfactants, solvents, and other additives, are also known and documented in, for example, the following literature: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd ed., Darland Books, Caldwell NJ; Hv Olphen, "Introduction to Clay Colloid Chemistry"; 2nd ed., J. Wiley & Sons, NY Marsden; "Solvents Guide", 2nd ed., Interscience, NY 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood NJ; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., NY 1964; Schönfeldt, "Grenzflächenaktive Äthylenoxidaddukte" ["Interface-active EthyleneOxide Adducts"], Wiss. Verlagsgesellschaft, Stuttgart 1976, Winnacker-Küchler, "Chemische Technologie", Volume 7, C. Hanser Verlag Munich, 4th edition, 1986.
[0144] Based on these formulations, compounds can also be prepared with other pesticide active substances, such as other herbicides, fungicides, insecticides or other pesticides (e.g., acaricides, nematicides, molluscicides, rodenticides, aphidicides, birdicides, larvicides, ovicides, bactericides, viricides, etc.), as well as other safeners, fertilizers and / or growth regulators, for example in the form of finished formulations or tank mixes.
[0145] Wettable powders are formulations that can be uniformly dispersed in water. In addition to the active ingredient and diluents or inert substances, they contain ionic and / or nonionic surfactants (wetting agents, dispersants), such as polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyethylene glycol ether sulfates, alkyl sulfonates, alkylbenzene sulfonates, sodium lignosulfonate, sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaphthalenesulfonate, or sodium oleoylmethyl taurate. To prepare wettable powders, the herbicidal active ingredient is finely ground, for example, in conventional equipment such as a hammer mill, air mill, or air jet mill, and mixed simultaneously or subsequently with formulation adjuvants.
[0146] Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent (such as butanol, cyclohexanone, dimethylformamide, xylene, or a mixture of relatively high-boiling aromatic compounds or hydrocarbons or organic solvents) and adding one or more ionic and / or nonionic surfactants (emulsifiers). Examples of emulsifiers that can be used are: calcium alkyl aryl sulfonates, such as calcium dodecylbenzene sulfonate; or nonionic emulsifiers, such as fatty acid polyethylene glycol esters, alkyl aryl polyethylene glycol ethers, fatty alcohol polyethylene glycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, and sorbitol esters (such as sorbitol fatty acid esters or polyoxyethylene sorbitol fatty acid esters).
[0147] Powdered products are obtained by grinding active ingredients together with finely dispersed solids such as talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
[0148] The suspension concentrate can be water-based or oil-based. It can be prepared by, for example, wet milling using a commercially available bead mill and optionally by adding surfactants, such as those listed above for other types of formulations.
[0149] Emulsions, such as oil-in-water emulsions (EW), can be prepared using, for example, agitators, colloid mills, and / or static mixers, aqueous organic solvents and optional surfactants as listed above for other types of formulations.
[0150] Granules can be prepared by spraying the active ingredient onto an absorbent granular inert material or by applying a concentrated active ingredient onto the surface of a carrier material (e.g., sand, kaolinite, or granular inert material) using an adhesive (e.g., polyvinyl alcohol, sodium polyacrylate, or mineral oil). Suitable active ingredients can also be granulated using methods conventional for fertilizer granulation—if mixing with fertilizer is required.
[0151] Water-dispersible granules are typically prepared by methods such as spray drying, fluidized bed granulation, disc granulation, mixing with a high-speed mixer, and extrusion without the use of solid inert materials.
[0152] This agrochemical formulation typically contains 0.1% to 99% by weight, particularly 0.2% to 95% by weight, of the active ingredient of component (A) and / or (B), with the following concentrations being standard concentrations depending on the formulation type: In wettable powders, the concentration of the active ingredient is, for example, from about 10% to 95% by weight; the balance, up to 100% by weight, consists of conventional formulation ingredients. In the case of emulsifiable concentrates, the concentration of the active ingredient can be from about 1% to 90% by weight, preferably from 5% to 80% by weight.
[0153] Powder formulations typically contain 5% to 20% by weight of the active ingredient; sprayable solutions contain about 0.05% to 80%, preferably 2% to 50% by weight of the active ingredient.
[0154] In the case of granules, such as dispersible granules, the content of the active ingredient depends in part on whether the active ingredient is in liquid or solid form, as well as the granulation aids and fillers used. Typically, the content in water-dispersible granules is from 1% to 95% by weight, preferably from 10% to 80% by weight.
[0155] In addition, the active ingredient formulation optionally includes corresponding conventional adhesives, wetting agents, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents and solvents, fillers, colorants and carriers, defoamers, evaporation inhibitors and pH adjusters or viscosity adjusters.
[0156] For application, commercially available formulations are diluted in conventional ways, if appropriate, such as with water in the case of wettable powders, emulsifiable concentrates, dispersants, and water-dispersible granules. Powder formulations, granules for soil application or broadcasting, and sprayable solutions generally do not require further dilution with other inert substances before application.
[0157] The herbicide / safety agent combination of the present invention can be applied to plants, plant parts, plant seeds or cultivation areas (soil), preferably to green plants and plant parts, and optionally additionally to the soil.
[0158] One possible method of use is to apply the herbicide / safety agent combination in the form of a tank mix, in which the optimally formulated concentrated formulations of the individual active ingredients are mixed with water in a tank, and then the resulting spray is applied.
[0159] Because the amounts of the components have been adjusted to the correct proportions, the combined formulation of the herbicide / safener of the present invention has the advantage of being easier to apply. Furthermore, the adjuvants in the formulation can be optimally adjusted to each other; however, tank mixes of different formulations may result in unwanted adjuvant combinations.
[0160] Typical formulation examples a)-f): a) The powdered product is obtained by mixing 10 parts by weight of component (A) or (B), or a mixture of components (A) + (B) (and optionally other components) and / or their salts with 90 parts by weight of talc as an inert substance and grinding them in an impact mill.
[0161] b) A wettable powder that is easily dispersible in water is obtained by mixing 25 parts by weight of a component / component mixture, 64 parts by weight of kaolin-containing quartz as an inert substance, 10 parts by weight of potassium lignin sulfonate and 1 part by weight of sodium oleoylmethyl taurate as a wetting agent and dispersant, and grinding the mixture in a pin mill.
[0162] c) A water-dispersible concentrate is obtained by mixing 20 parts by weight of a component / component mixture with 6 parts by weight of alkylphenol polyethylene glycol ether (Triton® X 207), 3 parts by weight of isotridecyl polyethylene glycol ether (8 EO), and 71 parts by weight of paraffinic mineral oil (boiling range, for example, about 255 to 277°C), and grinding the mixture in a friction ball mill to a fineness of less than 5 microns.
[0163] d) The emulsifiable concentrate is obtained from 15 parts by weight of component / component mixture, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxyethylated nonylphenol as emulsifier.
[0164] e) Water-dispersible granules are obtained by mixing the following substances 75 parts by weight of the component or mixture of components 10 parts by weight of calcium lignosulfonate, 5 parts by weight of sodium lauryl sulfate, 3 parts by weight of polyvinyl alcohol, and 7 parts by weight of kaolin, The mixture is ground in a pin mill and granulated in a fluidized bed by spraying water as a granulation liquid.
[0165] f) Water-dispersible granules can also be obtained by homogenizing and pre-grinding the following substances in a colloid mill. 25 parts by weight of the component or mixture of components 5 parts by weight of sodium 2,2'-dinaphthylmethane-6,6'-disulfonate 2 parts by weight of sodium oleoylmethyl taurate, 1 part by weight of polyvinyl alcohol, 17 parts by weight of calcium carbonate, and 50 parts by weight of water, The mixture was then ground in a bead mill, and the resulting suspension was atomized and dried in a spray tower using a single-phase nozzle.
[0166] Biological Examples Examples of reduced damage to summer wheat (TRZAS) and barley (HORVS) illustrate the effectiveness of the herbicide / safener combination selected in this invention: Seeds of the crop to be treated were placed in soil in plastic pots (approximately 7 cm in diameter), covered with soil, and then grown in a greenhouse under favorable germination and growth conditions. The experimental plants were treated at the early leaf stage (BBCH11-12).
[0167] First, apply the safener to the above-ground parts of the plant, and then immediately apply the herbicide after the sprayed parts have dried.
[0168] All safeners used were sprayed onto the above-ground parts of the plants in the form of wettable powder (WP) at a dosage of 100 g / ha, with a corresponding water application rate of 300 L / ha, and a formulation adjuvant (0.2% Genapol-X080) was added.
[0169] For this purpose, the herbicides used were formulated as wettable powder (WP), emulsifiable concentrate (EC), and / or water-soluble concentrate (SL), mixed according to their respective dosages, and sprayed onto the aboveground parts of the plants with the addition of formulation adjuvants (Mero, 1.5 l / ha, and diammonium phosphate, 1 g / ha), with a corresponding water application rate of 300 l / ha.
[0170] In this study, the appropriate dosage of herbicide was selected such that, at the time of evaluation, it caused visually significant damage (minimum 15%, maximum 70%) to the control crop plants (not treated with safener) included in the same experiment, compared to untreated crop plants.
[0171] Following application, plants were cultured in a greenhouse under favorable growing conditions. Damage was visually assessed 21 days after application. Damage was assessed visually at a standard of 0-100% by comparison with untreated control plants, and each treatment was repeated twice with the average value taken.
[0172] Example: 0% = No noticeable effect compared to untreated plants. 20% = Compared to the untreated control group, the treated plant population showed 20% damage (e.g., growth height, leaf damage, etc.). 100% = The treated plants are completely damaged / die.
[0173] The experiments showed that by adding a safener (component (A)), the damage caused by each herbicide (component (B)) to summer wheat (TRZAS; variety: Triso) and barley (HORVS; variety: Accordine) was significantly reduced (= herbicide damage without the safener, see Tables 5 and 6 below). Each safener was applied at a rate of 100 g / ha.
[0174] Table 5 (TRZAS)
[0175] Table 6 (HORVS)
Claims
1. A herbicide / safener combination comprising one or more compounds (A) that are effective as a safener and one or more herbicide-active compounds (B), Wherein (A) represents one or more compounds of general formula (I) or an agriculturally chemically acceptable salt thereof. in (R a ) p -Phenyl represents a group from Q-1.1 to Q-1.55: (R b ) q -Phenyl represents a group from Q-2.1 to Q-2.55: R c It is hydrogen. and R d The following are the compounds: hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, n-pentyl, phenyl, benzyl, CH2(4-Cl-Ph), CH2(4-F-Ph), CH2(4-OMe-Ph), 2-methoxyethyl, tetrahydrofuran-2-ylmethyl, tetrahydrofuran-3-ylmethyl, tetrahydropyran-2-ylmethyl, tetrahydropyran-3-ylmethyl, tetrahydropyran-4-ylmethyl, methylpropionate-3-yl, ethylpropionate-3-yl, methylacetate-2-yl, ethylacetate-2-yl, methylneoplastate-2-yl, ethylneoplastate. -3-yl, methyl-2-methylpropionate-3-yl, methyl-2,2-dimethylpropionate-3-yl, ethyl-2-methylpropionate-3-yl, methyl-2-propionate-2-yl, ethyl-2-propionate-2-yl, methyl acetate-2-yl, ethyl acetate-2-yl, methyl-1-methylcyclopropanecarboxylate-2-yl, ethyl-1-methylcyclopropanecarboxylate-2-yl, 2-(dimethylamino)ethyl, oxetane-3-yl, (3-methyloxetane-3-yl)methyl, 2,2,2-trifluoroethyl, 2,2-di- Fluoroethyl, 2-fluoroethyl, 2,2,3,3,3-pentafluoropropyl, cyclopropylmethyl, 1-cyclopropylethyl, (1-methylcyclopropyl)methyl, (2,2-dichlorocyclopropyl)methyl, (2,2-dimethylcyclopropyl)methyl, allyl, propyne (prop-2-yn-1-yl), 2-chloroprop-2-en-1-yl, 3-phenylprop-2-yn-1-yl, 3,3-dichloroprop-2-en-1-yl, 3,3-dichloro-2-fluoroprop-2-en-1-yl, methylprop-2-yn-1-yl, 2-methylprop-2-en-1-yl, but-2 -en-1-yl, but-3-en-1-yl, but-2-yn-1-yl, but-3-yn-1-yl, 4-chlorobut-2-yn-1-yl, 3-methylbut-2-en-1-yl, 3-methylbut-1-en-1-yl, 1-(2E)-1-methylbut-2-en-1-yl, (E)-pent-3-en-2-yl or (Z)-pent-3-en-2-yl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, hept-2-yl, isobutyl, 1,3-dioxolanecyclo-2-ylmethyl or 1-ethyl-5-methyl-1H-pyrazole-4-methyl as well as (B) represents one or more compounds having the general formula (II) or their agrochemically acceptable salts. in R 1 It is (C1-C3)-alkoxy, (C1-C2)-alkoxy-(C1-C3)-alkoxy, (C1-C2)-fluoroalkoxy, ethyl, n-propyl, n-butyl, cyclopropyl, or ethynyl. R 2 For example, hydrogen, ethyl, n-propyl, cyclopropyl, vinyl, ethynyl, (C1-C3)-alkoxy, (C1-C3)-fluoroalkyl, (C1-C2)-fluoroalkoxy, (C1-C2)-alkoxy-(C1-C3)-alkoxy- or C1-fluoroalkoxy-(C1-C3)-alkoxy-; provided that R 1 If R is ethyl, n-propyl, n-butyl, cyclopropyl, or ethynyl, then 2 It can be hydrogen, ethyl, n-propyl, cyclopropyl, vinyl, or ethynyl. R 3 R 4 R 5 and R 6 Independently, it is hydrogen, (C1-C5)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C2)-fluoroalkyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkylthio-(C1-C3)-alkyl, (C1-C3)-alkylsulfinyl-(C1-C3)-alkyl, (C1-C3)-alkylsulfonyl-(C1-C3)-alkyl, (C3-C4)-cycloalkyl, or an unsubstituted 4-, 5-, or 6-membered monocyclic heterocyclic ring, wherein the monocyclic heterocyclic ring has a cyclic heteroatom selected from oxygen, sulfur, and nitrogen, and the monocyclic heterocyclic ring is connected by a cyclic carbon atom within the heterocyclic group, preferably tetrahydrofuranyl, such as tetrahydrofuran-3-yl, or tetrahydropyranyl, such as tetrahydropyran-4-yl, provided that R 3 R 4 R 5 and R 6 No more than one group is an alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, cycloalkyl, or heterocyclic group. Or R 3 and R 4 Together they form -(CH2) n1 -or-(CH2) n2 -X 1 -(CH2) n3 - group, and R 5 and R 6 As defined above, Or R 5 and R 6 Together they form -(CH2) n1 -or-(CH2) n2 -X 1 -(CH2) n3 - group, and R 3 and R 4 As defined above, where X 1 It is O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C2)-alkyl), N ((C1-C2)-alkoxy), C(H)((C1-C2)-alkyl), C((C1-C2)-alkyl)2 or C(H)((C1-C2)-alkoxy); n1 is 2, 3, 4 or 5; n2 and n3 are independently 1, 2 or 3, provided that n2 + n3 = 2, 3 or 4, or R 4 and R 5 Together they form -(CH2) n4 -or-(CH2) n5 -C(R 7a (R) 7b )-(CH2) n6 -or-C(R) 7c )=C(R 7d )- group, wherein R 7a It is (C1-C2)-alkyl or (C1-C2)-alkoxy, and R 7b It is hydrogen or (C1-C2)-alkyl, provided that R is hydrogen or (C1-C2)-alkyl. 7a When it is (C1-C2)-alkoxy, R 7b For hydrogen; where n4 is 1, 2, or 3, and n5 and n6 are independently 0, 1, or 2, provided that n5 + n6 = 0, 1, or 2; and where R 7c and R 7d It can be independently hydrogen or (C1-C2)-alkyl. Y represents O (oxygen), S (sulfur), S (=O), S (=O)2, N ((C1-C2)-alkyl), N ((C1-C2)-alkoxy), C (=O), CR 8 R 9 or -CR 10 R 11 CR 12 R 13 - group, R 8 and R 9 Independently, it is hydrogen, (C1-C6)-alkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, (C1-C2)-fluoroalkyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkylthio-(C1-C3)-alkyl, (C1-C3)-alkylsulfinyl-(C1-C3)-alkyl, (C1-C3)-alkylsulfonyl-(C1-C3)-alkyl, or (C3-C6)-cycloalkyl, or a substituted (C3-C6)-cycloalkyl, or (C4-C6)-cycloalkyl, wherein one of the CH2 groups is optionally replaced by O (oxygen) or S (sulfur). S(=O), S(=O)2, NH, N((C1-C3)-alkyl), N((C1-C2)-alkoxy), N((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl], or (C3-C6)-cycloalkyl substituted with (C1-C3)-alkoxy and optionally also substituted with (C1-C2)-alkyl, or (C5-C6)-cycloalkenyl or (C5-C6)-cycloalkenyl with one or two (C1-C3)-alkyl substituents, or (C3-C6)-cycloalkyl-(C1-C2)-alkyl or substituted with one or two (C1-C3)-alkyl or (C1-C2)-alkyl. The substituted (C3-C6)-cycloalkyl-(C1-C2)-alkyl or (C4-C6)-cycloalkyl-(C1-C2)-alkyl group is independently substituted with a fluoroalkyl group, wherein one CH2 group in the ring is optionally replaced by O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C2)-alkyl), N ((C1-C2)-alkoxy), N ((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl], or (C3-C6)-cycloalkyl-(C1-C2)-alkyl, which is substituted with a (C1-C3)-alkoxy group on the ring and optionally also substituted with a (C1-C6)-fluoroalkyl group on the ring. 2) Alkyl substitution; or heteroaryl, heteroaryl-CH2-, wherein the ring of the heteroaryl is connected by a ring carbon atom and optionally is also substituted by 1, 2 or 3 substituents bonded to the ring carbon atom, said substituents being selected from halogens, cyano, nitro, hydroxyl, (C1-C3)-alkyl, (C1-C3)-alkyl-C(=O)-, (C1-C2)-fluoroalkyl-C(=O)-, (C1-C3)-alkoxy, (C1-C2)-fluoroalkoxy, (C2-C3)-alkenyl, (C2-C3)-alkynyl, (C1-C2)-fluoroalkyl, provided that if the ring carbon atom is directly bonded to the ring nitrogen atom of the heteroaryl ring, then the ring carbon atom is not substituted by a halogen (other than fluorine), alkoxy or fluoroalkoxy;Furthermore, when the 5-membered heteroaryl group has at least one nitrogen atom in the ring that is not a C=N double bond, the nitrogen atom may optionally be substituted with a substituent selected from the following: (C1-C3)-alkyl, (C1-C2)-fluoroalkyl, (C1-C3)-alkyl-C(=O)-, (C1-C2)-fluoroalkyl-C(=O)-, (C1-C2)-alkyl-S(=O)2-; The prerequisite is that there are two substituents R. 8 and R 9 Not more than one of the cyclic alkyl groups is optionally substituted; wherein the cyclic-(CH2)- unit is substituted by O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C3)-alkyl), N ((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl] or N ((C1-C2)-alkoxy) optionally substituted cyclic alkyl groups; optionally substituted cyclic alkenyl groups; any Selectively substituted cycloalkylalkyl; wherein the cyclo-(CH2)- unit is optionally replaced by O (oxygen), S (sulfur), S (=O), S (=O)2, NH, N ((C1-C3)-alkyl), N ((C1-C2)-fluoroalkyl), N[C(=O)-(C1-C3)-alkyl], N[C(=O)-(C1-C2)-fluoroalkyl] or N ((C1-C2)-alkoxy); or heteroaryl or heteroaryl-CH2-; Or when R 9 When it is (C1-C2)-alkoxy, R 8 It is hydrogen or (C1-C2)-alkyl. R 8 and R 9 Together for -(CH2) n7 -or-(CH2) n8 -X 2 -(CH2) n9 -, where X 2 It is O (oxygen), S (sulfur), S (=O), S (=O)2, C(H)[(C1-C3)-alkyl], C[(C1-C2)-alkyl]2, C(H)[(C1-C3)-alkoxy], and n7 is 2, 3, 4, 5 or 6, and n8 and n9 are independently 0, 1, 2, 3, provided that n8 + n9 = 2, 3, 4, 5. R 10 R 11 R 12 and R 13 Independently hydrogen, (C1-C4)-alkyl, provided that R 10 R 11 R 12 and R 13 No more than one group is (C3-C4)-alkyl. G represents hydrogen, an agronomically acceptable metal, an agronomically acceptable sulfonyl group, an agronomically acceptable ammonium group, and C(X). 3 -R14, -C(X) 4 )-X 5 -R 15 -C(X) 6 )-N(R 16 )-R 17 -SO2-R 18 -P(X) 7 (R) 19 )-R 20 -CH2-X 8 -R 21 (C1-C6)-alkoxy-C(=O)-CH2-, (C1-C6)-alkoxy-C(=O)-CH=CH-, (C2-C7)-en-1-yl-CH2-, (C2-C7)-en-1-yl-CH[(C1-C2)-alkyl]-, (C2-C4)-fluoroen-1-yl-CH2-, (C2-C7)-yn-1-yl-CH2-, (C2-C7)-yn-1-yl-CH[(C1-C2)- [(C1-C2)-alkyl]-, heteroaryl-CH2-, heteroaryl-CH[(C1-C2)-alkyl]-, phenyl-CH2-, phenyl-CH[(C1-C2)-alkyl]-, phenyl-C(O)-CH2- group, wherein the phenyl or heteroaryl group is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C2)-alkyl, C1-fluoroalkyl, (C1-C2)-alkoxy, C1-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, X 3 X 4 X 5 X 6 X 7 and X 8 Independently, it consists of O (oxygen) and S (sulfur). R 14 It is hydrogen, (C1-C 21 )-alkyl, (C2-C 21 )-Alkenyl, (C2-C 18 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10 (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)-alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkylaminooxy-( C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5)-alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein benzene The alkyl group is optionally further substituted by one, two, or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl group is optionally further substituted by one, two, or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C5)-alkyl, (C1-C6)-alkyl-(C1-C7)-alkyl-(C1-C8)-alkyl-(C1-C9 ... 3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl; phenyl, or a phenyl group independently substituted with 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl or a heteroaryl group independently substituted with 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, R 15 For (C1-C 18 )-alkyl, (C3-C 18 )-Alkenyl, (C3-C 18 )-Alkyne group, (C2-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C2-C 10 (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)-alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkylaminooxy- (C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5)-alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein The phenyl group is optionally further substituted by one, two, or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl group is optionally further substituted by one, two, or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C (C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl; phenyl or phenyl independently substituted with 1, 2 or 3 groups selected from the following groups: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl or heteroaryl independently substituted with 1, 2 or 3 groups selected from the following groups: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, R 16 and R 17 Independently hydrogen, (C1-C 10 )-alkyl, (C2-C 10 )-Alkenyl, (C2-C 10 )-Alkyne group, (C2-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10 (C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)- Alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkyleneaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5) -alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C5)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl is optionally further substituted by one, two or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl;A phenyl group or a phenyl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or a heteroaryl group or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkyl ... (C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroarylamino, or heteroarylamino wherein the heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or diheteroarylamino, or diheteroarylamino wherein each heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following. Heteroarylamino: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenylamino or phenylamino in which each phenyl group is independently substituted by 1, 2 or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine A diphenylamino group consisting of cyano, nitro, or diphenylamino, wherein each phenyl group is independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or (C3-C7)-cycloalkylamino, di-[(C3-C7)-cycloalkyl]amino, (C3-C7)-cycloalkoxy; or; R 16 and R 17 Together with the nitrogen atoms they are bonded to, they form unsubstituted 4- to 7-membered rings, which optionally contain heteroatoms selected from O (oxygen) and S (sulfur). R 18 For (C1-C 10 )-alkyl, (C2-C 10 )-Alkenyl, (C2-C 10 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10 (C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)- Alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkyleneaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5) -alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C5)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl is optionally further substituted by one, two or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl;A phenyl group or a phenyl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or a heteroaryl group or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkyl ... 3) A heteroarylamino group consisting of a fluoroalkoxy group, a fluorine group, a chlorine group, a bromine group, a cyano group, a nitro group, or a heteroarylamino group wherein the heteroaryl group is independently substituted by one, two, or three groups selected from the following groups: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, a fluorine group, a chlorine group, a bromine group, a cyano group, a nitro group, or a diarylamino group wherein each heteroaryl group is independently substituted by one, two, or three groups selected from the following groups. Benzylamino: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenylamino or phenylamino in which each phenyl group is independently substituted by 1, 2 or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano Diphenylamino, nitro, or diphenylamino, wherein each phenyl group is independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or (C3-C7)-cycloalkylamino, di-[(C3-C7)-cycloalkyl]amino, (C3-C7)-cycloalkoxy, (C1-C; 10 )-alkoxy, (C1-C 10 (C3-C7)-fluoroalkoxy, (C3-C7)-alkylamino, di-[(C3-C7)-alkyl]amino; R 19 and R 20 Independently for (C1-C) 10 )-alkyl, (C2-C 10 )-Alkenyl, (C2-C 10 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C1-C 10 (C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)- Alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8)-alkyleneaminooxy(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5) -alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)-alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl is optionally further substituted by 1, 2 or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl ... (C1-C5)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl is optionally further substituted by one, two or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or (C2-C5)-fluoroenyl, (C3-C8)-cycloalkyl;A phenyl group or a phenyl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro; or a heteroaryl group or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, ... Bromine, cyano, nitro, or heteroarylamino, or heteroarylamino in which the heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or diheteroarylamino, or diheteroarylamino in which each heteroaryl group is independently substituted by 1, 2, or 3 groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, cyano ... Alkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenylamino, or phenylamino in which each phenyl group is independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or diphenylamino, or phenylamino in which each phenyl group is independently substituted by one, two, or three groups selected from the following. The diphenylamino group is: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or benzyloxy and phenoxy, wherein each phenyl group is optionally further substituted by one, two or three groups selected independently from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, and; R 21 For (C1-C 10 )-alkyl, (C3-C 10 )-Alkenyl, (C3-C 10 )-Alkyne group, (C1-C 10 )-fluoroalkyl, (C1-C 10 )-cyanoalkyl, (C1-C 10 )-nitroalkyl, (C2-C 10 (C1-C5)-aminoalkyl, (C1-C5)-alkylamino-(C1-C5)-alkyl, (C2-C8)-dialkylamino-(C1-C5)-alkyl, (C3-C7)-cycloalkyl-(C1-C5)-alkyl, (C1-C5)-alkoxy-(C1-C5)-alkyl, (C3-C5)-olefinoxy-(C1-C5)-alkyl, (C3-C5)-alkynoxy-(C1-C5)-alkyl, (C1-C5)-alkylthio-(C1-C5)-alkyl, (C1-C5)-alkylsulfinyl-(C1-C5)-alkyl, (C1-C5)-alkylsulfonyl-(C1-C5)-alkyl, (C2-C8) -alkylaminooxy-(C1-C5)-alkyl, (C1-C5)-alkylcarbonyl-(C1-C5)-alkyl, (C1-C5)-alkoxycarbonyl-(C1-C5)-alkyl, aminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylaminocarbonyl-(C1-C5)-alkyl, (C2-C8)-dialkylaminocarbonyl-(C1-C5)-alkyl, (C1-C5)-alkylcarbonylamino-(C1-C5)-alkyl, N-(C1-C5)-alkylcarbonyl-N-(C1-C5)-alkylamino-(C1-C5)-alkyl, (C3-C6)-trialkylsilyl-(C1-C5)- Alkyl, phenyl-(C1-C5)-alkyl, wherein the phenyl group is optionally further substituted by 1, 2 or 3 groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl-(C1-C5)-alkyl, wherein the heteroaryl group is optionally further substituted by 1, 2 or 3 groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C5)-alkyl ..., (C1-C3)-fluoroalkyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfinyl, ( 1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or phenoxy-(C1-C5)-alkyl, wherein the phenyl group is optionally further substituted by 1, 2, or 3 groups independently selected from: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or heteroaryloxy-(C1-C5)-alkyl.The heteroaryl group is optionally further substituted by one, two, or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, fluorine, chlorine, bromine, cyano, nitro, or phenyl or a phenyl group independently substituted by one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoro Alkoxy, fluorine, chlorine, bromine, cyano, nitro, or heteroaryl or a heteroaryl group independently substituted with one, two, or three groups selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro, or phenyl-C (=O), wherein the phenyl is optionally further substituted with one, two, or three groups independently selected from the following: (C1-C3)-alkyl, (C1-C3)-fluoroalkyl, (C1-C2)-alkoxy, (C1-C3)-fluoroalkoxy, fluorine, chlorine, bromine, cyano, nitro.
2. The herbicide / safener combination according to claim 1, comprising one or more safeners as compound (A), said safeners being selected from compounds A1, A2, A3, A4, A5, A6, A7, A8, A9, and A10, wherein... A1 = {[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}methyl acetate ; A2 = {[1,5-bis(4-chloro-2-fluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid ; A3 = {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}methyl acetate ; A4 = {[5-(4-chloro-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid ; A5 = {[1-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}methyl acetate; ; A6 = {[1-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid ; A7 = {[5-(4-bromo-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}methyl acetate ; A8 = {[5-(4-bromo-2-fluorophenyl)-1-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid ; A9 = {[1-(4-bromo-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}methoxyethyl acetate ; A10 = {[1-(4-bromo-2-fluorophenyl)-5-(2,4-difluorophenyl)-1H-1,2,4-triazol-3-yl]oxy}acetic acid 。 3. The herbicide / safener combination according to any one of claims 1 and 2, comprising one or more compounds of formula (II). Where R 3 and R 6 It's hydrogen. Y is -CH2-, R 4 and R 5 Together they form -CH2-CH2- groups and form a ring with the carbon atoms they are bonded to and the Y group; And R 1 R 2 The definitions of G and Y are as follows: 。 4. The herbicide / safener combination according to any one of claims 2 and 3, comprising one or more compounds selected from A1, A3, A5, A7 and A9 and one or more compounds of general formula (II), wherein R 3 and R 6 For hydrogen, R 4 and R 5 Together they form -CH2-CH2- groups and form a ring with the carbon atoms they are bonded to and the Y group; R 1 R 2 The definitions of G and Y are as follows: 。 5. The herbicide / safener combination according to any one of claims 2 to 4, comprising one or more compounds selected from A1, A3, A5, A7, and A9 and one or more compounds selected from B1, B24, and B29, wherein... B1 = 4-hydroxy-3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]bicyclo[3.2.1]oct-3-en-2-one; B24 = 3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]-4-oxobicyclo[ 3.2.1] Sodium oct-2-en-2-ol; B29 = 3-[2-methoxy-4-(1-propyn-1-yl)phenyl]-4-oxobicyclo[ 3.2.1] Oct-2-en-2-ylmethyl carbonate.
6. The herbicide / safener combination according to claim 5, comprising one or more compounds selected from A3, A7, and A9, and one or more compounds selected from B1, B24, and B29, wherein... B1 = 4-hydroxy-3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]bicyclo[3.2.1]oct-3-en-2-one; B24 = 3-[2-methoxy-4-(prop-1-yn-1-yl)phenyl]-4-oxobicyclo[ 3.2.1] Sodium oct-2-en-2-ol; B29 = 3-[2-methoxy-4-(1-propyn-1-yl)phenyl]-4-oxobicyclo[ 3.2.1] Oct-2-en-2-ylmethyl carbonate.
7. The herbicide / safener combination according to any one of claims 1 to 6, further comprising one or more conventional additives for crop protection.
8. A method for protecting crop plants from the phytotoxic side effects of a herbicide (B), characterized in that an effective amount of a safener (A) is applied to the plant, plant parts, plant seeds or cultivation area before, during or simultaneously with the application of the herbicide (B), wherein the combination of the herbicide (B) and the safener (A) is as defined in any one of claims 1 to 7.
9. The method according to claim 8, characterized in that, The crop mentioned is a cereal plant.
10. The method according to claim 8 or 9, characterized in that, The herbicide (B) is applied at a rate of 5 to 400 g / ha of active substance and the weight ratio of safener (A) to herbicide (B) is 1:400 to 500:
1.
11. The use of the herbicide / safener combination according to any one of claims 1 to 7 for controlling harmful plants or regulating plant growth.
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