TW202011813A - Method of controlling rice pests in rice - Google Patents

Abstract

The present invention relates to methods for controlling rice pest invertebrates, which methods comprise applying pyrimidinium compounds of formula (I), the stereoisomers, salts, tautomers and N-oxides thereof, their mixtures and compositions comprising such compounds or mixtures, by seedling box application.

Description

Method for controlling rice pests in rice

The present invention relates to methods for controlling harmful invertebrates of rice, which methods include applying the pyrimidinium compound of formula (I), its stereoisomers, salts, tautomers and N- by application of seedling boxes Oxides, mixtures thereof, and compositions containing such compounds or mixtures.

Rice (Rice species, especially Oryza sativa) is an important basic food in the world. It is the staple food of Asia and an important part of many cultures. Therefore, rice is an important crop and cultivated in large areas, especially in Asia.

Invertebrate pests, especially insects, arthropods and nematodes, cause significant damage to the growing and harvested rice crops, thus causing huge economic losses to the food supply and property. Although a large number of pesticidal agents are known, due to the ability of target pests to develop resistance to these agents, new reagents for combating invertebrate pests such as insects, arachnids and nematodes have been needed. In addition, rice cultivation requires special pesticidal agents suitable for rice cultivation methods (for example, using seedling boxes), paddy fields, aquatic environments, and so on. Pesticides suitable for rice must also be well tolerated by rice plants. It must also be well tolerated by the environment of the rice plant, for example from the point of view of ecotoxicology, ie it must not damage beneficial organisms. In addition, it must withstand the conditions under which it is applied to ensure efficacy. This is especially a challenge in the aquatic environment and high-temperature climatic conditions where rice is usually grown. On the other hand, it must be degraded within a reasonable period of time so that it does not have any negative impact on the environment. It must not affect the health of farmers and consumers. It should not be present in rice products (low or no residue) in order to ensure the safety of humans who eat rice. In addition, many pests have developed resistance to the pesticides commonly used in rice. Therefore, the pesticides suitable for rice should be effective against those pests that have developed resistance to the resistant pesticides. Not all pesticides can meet the requirements for use under these conditions.

Therefore, an object of the present invention is to provide a good activity spectrum that has good pesticidal activity and exhibits a large number of different invertebrate pests appearing in rice, especially for difficult-to-control insects, arachnids and nematodes, while still Compounds showing a good regulatory profile.

It has been found that these purposes can be achieved by S-containing pyrimidinium compounds of general formula (I) as defined below, including their stereoisomers, their salts, especially their agriculturally or veterinarily acceptable salts, Its tautomer and its N-oxide are achieved.

In the first aspect, the present invention relates to a method of controlling seedling application of harmful invertebrates in rice seedling boxes, the method comprising applying the compound of formula (I) to the harmful invertebrates of rice

In another aspect, the present invention relates to a method of controlling harmful invertebrates of rice in rice, the method comprising applying the compound of formula (I) to the harmful invertebrates of rice by seedling box application.

WO 2014/167084 and PCT/EP2018/057578 describe certain substituted pyrimidinium compounds that have heterocyclic substituents for combating invertebrate pests.

The compound of formula (I) exists in two enantiomeric forms IR-1 and IS-1 as shown below

In addition, the present invention relates to and includes the following embodiments: -A compound of formula (I), which is used to control rice pests in rice, especially rice invertebrates, by application of seedling boxes; -A composition comprising a compound of formula (I) for controlling rice pests in rice, especially rice invertebrates, by application of seedling boxes; -An agricultural composition containing a certain amount of the compound of formula (I) as defined above or its enantiomer, diastereomer or salt, which is used to control rice in rice by application of seedling boxes Harmful organisms, especially rice harmful invertebrates; -A method for combating or being infested or infected by rice harmful invertebrates, the method comprising applying pesticidal insecticide to the pest or its food supply place, habitat or breeding place by application of seedling boxes A biologically effective amount of a compound of formula (I) or a composition thereof as defined above; -A method for controlling harmful invertebrates of rice, infestation or infection by invertebrate pests, the method comprising applying pesticidal organisms to the pest or its food supply place, habitat or breeding place by the seedling box application An effective amount of formula (I) as defined above or a composition comprising a compound of formula (I); -A method for the prevention or protection of harmful invertebrates of rice, which comprises the application of a seedling box to make the harmful invertebrates of rice or its food supply, habitat or breeding ground and the compound of formula (I) as defined above or Contacting a composition comprising a compound of formula (I) as defined above or a composition comprising a compound of formula (I); -A method for protecting rice, rice plants, rice plant propagation material and/or growing rice plants from attack or infestation by harmful invertebrates of rice, which comprises applying pesticidally effective amounts by application of seedling boxes The compound of formula (I) or the composition comprising the compound of formula (I) as defined above is contacted or treated with rice, rice plant, rice plant propagation material and growing rice plant, or rice, rice plant, rice plant propagation material storage or Soil, material, surface, space, area or water where rice plants grow; -A method for increasing the health of rice plants, especially in rice fields, which comprises treatment with a compound of formula (I) by application of a seedling box; -A method for increasing the yield of rice plants, which comprises treatment with a compound of formula (I).

In addition, the present invention relates to and includes the following embodiments: -The compound of formula (I), which is used for seedling box application, for controlling rice pests in rice, especially rice harmful invertebrates; -A seedling box containing a compound of formula (I), which is used to control rice pests in rice, especially rice harmful invertebrates; -A seedling box containing a compound of formula (I), which is used to control rice pests in rice, especially rice harmful invertebrates; -A method of applying a seedling box containing an agricultural composition containing a certain amount of a compound of formula (I) or its enantiomer, diastereomer or salt as defined above for control Rice pests, especially rice invertebrates; -A seedling box application method for combating rice harmful invertebrates, infestation or infection by rice harmful invertebrates, the method comprising making the pest or its food supply place, habitat or breeding place effective for killing pests An amount of a compound of formula (I) or a composition thereof as defined above is contacted; -A method of applying a seedling box for controlling harmful invertebrates of rice or infested or infected by invertebrate pests, the method comprising making the pest or its food supply place, habitat or breeding place and pesticidal effective amount Contacting a compound of formula (I) as defined above or a composition comprising a compound of formula (I); -A seedling box application method for the prevention or protection of rice harmful invertebrates, which comprises combining the rice harmful invertebrates or their food supply place, habitat or breeding place with the compound of formula (I) as defined above Or contacting a composition comprising a compound of formula (I) as defined above or a composition comprising a compound of formula (I); -A seedling box application method for protecting rice, rice plants, rice plant propagation material, and/or growing rice plants from attack or infestation by harmful rice invertebrates, which includes a pesticidally effective amount as described above Compounds of formula (I) as defined or compositions containing compounds of formula (I) are exposed to or treated with rice, rice plants, rice plant propagation material and growing rice plants, or rice, rice plants, rice plant propagation material storage or rice plant growth Soil, material, surface, space, area or water; -A method of applying a seedling box for increasing the health of rice plants especially in rice fields, which comprises treatment with a compound of formula (I); -A seedling box application method for increasing the yield of rice plants, which comprises treatment with a compound of formula (I).

The present invention relates to a nursery box comprising a growth substrate for rice and rice seeds and an aqueous formulation of a compound of formula (I) for treating these rice seeds to protect rice plants from insects for a long time. The present invention further relates to a new method for treating rice crops using an insecticidal product containing a compound of formula (I), and more particularly relates to a treatment of rice crops that is resistant to pests (the stem borer (Chilo spp.)) and planthoppers ( A new method of parasites of brown rice planthopper (Nilparvata lugens)) and other parasites such as weevils (Lissorhoptrus oryzophilus). Other parasites are preferably eliminated by the method of the present invention, in particular nematode Aphelencoides besseyi and hydrellia philiippina.

Rice crops are attacked by many diseases, especially by insects (such as the insects mentioned above). In the case of rice, it is extremely difficult to eliminate these insects because possible treatment products often contaminate the water in the rice fields. Therefore, the research aims to effectively and effectively treat rice plants against parasites while minimizing water pollution. The difficulty in solving this problem is particularly great because two requirements conflict with each other: if the number of treatments is reduced to reduce pollution, the quality of protection will be reduced. If the number of treatments is increased to improve the quality of protection, pollution will also increase. Therefore, there is no obvious solution to the problem to be solved, because the only possible solutions conflict with each other.

In the case of rice cultivation, the problem of avoiding water pollution is more difficult, because the water used for rice cultivation contains various species, including useful and profitable useful insects or aquatic animals. Hazardous species must be destroyed without damaging these profitable species.

Although there are many insecticides available on the market and in the literature, there are few satisfactory solutions to the above problems.

A new method of planting rice seedlings according to the method of irrigating rice has been found, which can solve all or part of the above problems.

According to another aspect of the invention, the latter relates to a method of treating rice plants or rice propagation material to resist insects in order to obtain continuous and effective protection of plants after the sowing period, characterized by An effective amount of a compound of formula I is applied to its propagation material. More preferably, the propagation material used is rice seeds or in other words, rice kernels. Advantageously, the insecticidal materials used will be defined below.

In addition, the present invention relates to and includes the following embodiments: -A seedling box containing the compound of formula (I) and rice seeds; -A seedling box containing an agricultural composition, which contains a certain amount of the compound of formula (I) or its enantiomer, diastereomer or salt as defined above; -A seedling box containing a compound of formula (I), wherein the amount of the compound of formula (I) impregnated in rice seeds is about 3 to 200 g/q, preferably about 3 to 100 g/q, more preferably about 6 to 25 g/q.

All compounds of the present invention, including their stereoisomers, their tautomers, their salts or their N-oxides and their compositions, are particularly suitable for controlling invertebrate rice pests, especially for controlling arthropods and Nematodes and especially insects. Therefore, the present invention relates to the use of a compound as disclosed in the present invention for combating or controlling invertebrate rice pests, especially invertebrate pests of groups of insects, arachnids or nematodes by application of seedling boxes.

The term "seedling box application" refers to the artificial or mechanical incorporation of insecticide formulations (eg granules, liquids) in a nursery box or a seedling box containing rice seedlings before transplanting in the main field.

As used in the present invention, the term "compound according to the present invention" or "compound of formula (I)" or "compound I or (I)" refers to and includes compounds as defined herein and/or their stereoisomers, Salt, tautomer or N-oxide. The term "compound of the present invention" is understood to be equivalent to the term "compound according to the present invention" and therefore also includes stereoisomers, salts, tautomers or N-oxides of compounds of formula (I).

The term "method of the present invention" or method according to the present invention refers to a method of applying a seedling box as described herein.

The term "composition according to the invention" or "composition according to the invention" encompasses a composition comprising a compound of formula (I) according to the invention as defined above, and therefore also includes stereoisomers of compounds of formula (I) , Agriculturally or veterinarily acceptable salts, tautomers or N-oxides.

The compound of formula (I) exists in meso form. These forms can be represented by different isoelectronic formulas, each of which has the form positive charge and negative charge on different atoms (as shown below). The invention extends to all representative isoelectronic structures of compounds of formula I.

The compounds of formulae I-R-1 and I-S-1 also exist in a meso form similar to the compounds of formula I shown above.

The compound of formula (I) exists as a mixture of enantiomers or diastereomers. The present invention provides single pure enantiomers or pure diastereomers and mixtures of compounds of formula (I), and pure enantiomers or pure diastereomers of compounds of formula (I) or Use of the mixture according to the invention.

The term "stereoisomer" encompasses optical isomers such as enantiomers or diastereomers, the latter of which exists due to more than one opposite palmitic center in the molecule, as well as geometric isomers (cis/trans isomer). The present invention relates to each possible stereoisomer of the compound of formula (I), that is, a single enantiomer or diastereomer and a mixture thereof. Preferred embodiments of specific enantiomers, such as compounds of formula (I-R-1) and (I-S-1) are described in more detail below.

The salt of the compound of formula (I) is preferably an agriculturally and/or veterinarily acceptable salt. It can be in the form of a conventional method, for example, if the compound of formula (I) has a basic functional group, by reacting the compound with the acid of the anion in question, or by reacting the acid compound of formula (I) with a suitable base.

Suitable agriculturally or veterinarily useful salts are especially the salts of their cations or the acid addition salts of their acids, the cations and anions of which do not have any adverse effects on the action of the compounds according to the invention. Suitable cations are specifically alkali metals, preferably lithium, sodium, and potassium; alkaline earth metals, preferably calcium, magnesium, and barium; and transition metals, preferably manganese, copper, zinc, and iron ions, and ammonium (NH ₄ ⁺ ) And substituted ammonium, wherein one to four hydrogen atoms pass through C ₁ -C ₄ alkyl, C ₁ -C ₄ hydroxyalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ alkoxy-C ₁ -C ₄ alkyl, hydroxy-C ₁ -C ₄ alkoxy-C ₁ -C ₄ alkyl, phenyl or benzyl substitution. Examples of substituted ammonium ions include methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2- Hydroxyethylammonium, 2-(2-hydroxyethoxy)ethylammonium, bis(2-hydroxyethyl)ammonium, benzyltrimethylammonium and benzyltriethylammonium, in addition, phosphonium ions, The cerium ion is preferably a tri(C ₁ -C ₄ alkyl) cerium, and the cerium oxide ion is preferably a tri(C ₁ -C ₄ alkyl) cerium oxide.

Useful anions of acid addition salts are mainly chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluoro Anions of silicate, hexafluorophosphate, benzoate and C ₁ -C ₄ alkanoic acid, preferably formate, acetate, acetate and butyrate. It can be formed by reacting the compound of formula I with the acid of the corresponding anion, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.

The term "N-oxide" includes any compound of the present invention having at least one tertiary nitrogen atom oxidized to an N-oxide moiety.

Compounds of formula (I) can be prepared as described in WO2014/167084 and EP17164175.6. The above compound of formula (I) can be prepared as a mixture of isomers. If necessary, it can be resolved by methods conventionally used for this purpose, such as crystallization or chromatography, and optically active adsorbates can also be resolved to obtain pure isomers.

The agronomically acceptable salts of Compound I can be formed in a conventional manner, for example by acid reaction with the anion in question.

prior choice In a specific aspect, the present invention relates to a method for controlling seedling box application of harmful invertebrates in rice as described herein, wherein the compound of formula (I) is compound IR-1, its salt or N-oxide .

In a specific aspect, the present invention relates to a method for controlling harmful invertebrates in rice by application of a seedling box as described herein, wherein the compound of formula (I) is compound IR-1, its salt or N -Oxides.

In another embodiment of the present invention, the compound of formula (I) is compound I-S-1.

Rice pests In the context of the present invention, rice harmful invertebrates are animal pests that occur in rice. Rice harmful invertebrates include insects, mites and nematodes, preferably insects. Rice harmful invertebrates well known in rice include but are not limited to the following species: Hemiptera: Brown planthopper-brown rice planthopper (Nilaparvata lugens) Gray Planthopper-Laodelphax striatellus White-backed planthopper-White-backed planthopper (Sogatella furcifera) White Leafhopper-White-winged Brown Leafhopper (Cofana spectra) Green Leafhopper-Two-pointed Black-tailed Leafhopper (Nephotettix virescens), Black-striped Blacktailed Leafhopper (N. nigriceps), Black-tailed Leafhopper (N. cincticeps), Malayan Black-tailed Leafhopper Electric Light Leafhopper-Electric Light Leafhopper (Recilia dorsalis) Corn Orange Leafhopper-Cicadulina bipunctata Purple Cicada Leafhopper-Aster Leafhopper (Macrosteles fascifrons) Rice stink bug, Leptocorisa oratorius, L. acuta Rice brown stink bug-Rice green stink bug (Nezara viridula), Pygomenida varipennis, Eysarcoris, Tibraca limbatriventris, Eysarcoris ventralis Little bug-Oebalus poecilus, O. pugnax Hymenoptera-two-star stink bug Stink bug-wheat stink bug (Blissus leucopterus leucopterus) Rice mealybugs, rice pink mealybugs (Brevennia rehi), rice cane mealybugs (Pseudococcus saccharicola) Rice aphid, Rhopalosiphum rufiabdominalis, Macrosiphum avenae, Hysteroneura setariae, Tetraneuro nigriabdominalis Bean root aphid-cotton root aphid (Smynthurodes betae) Lepidoptera: Rice bracts-Parnara guttata, Melanitis Ieda ismene Rice borer/stalk borer-Chilo suppressalis, Chilo polychrusus, Chilo partellus, Chilo plejadellus Rice stalk borer-Chilotraea polychrysa Big borer-big borer (Sesamia inferens) Chilo suppressalis-Tryporyza (=Scirpophaga) incertulas Rice white borer-Rice white borer (Tryporyza innotata) Rice leaf roller (Cnaphalocrocis medinalis), rice leaf roller (Marasmia patnalis), rice leaf roller (M. exigua) Shaved worm / marching insect-Oriental armyworm (Pseudaletia separate) Green caterpillars-Xanthodes transversa Rice green caterpillar-rice borer (Narnaga aenescens) Green Horn Caterpillar-Twilight Eye Butterfly, Brow Eye Butterfly (Mycalesissp) Grass armyworm-Spodoptera frugiperda Root cutting insect-Mythimna separata Rice husk insect-rice borer (Nymphula depunctalis) Black caterpillar, Deer Moth (Amata sp.) Long-hair caterpillar-Mocis frugalis Yellow caterpillar, Psalis pennatula Rice half-brown looper, Rhynchospora ostreatus Rice pseudo-chockworm, Chrysodeixis chalcites Grass borer-rice leaf-cutting stem borer (Herpetogramma licarsisalis) Sugarcane borer-Diatraea saccharalis Corn stalk borer-South American corn borer (Elasmopalpus lignosellus) Striped Grass Looper-South American Spodoptera litura (Mocis latipes) European Corn Borer-Corn Borer (Ostrinia nubilalis) Mexican rice borer-Mexican rice borer (Eoreuma loftini) Coleoptera: Rice weevil-rice water weevil (Lissorhopterus oryzophilus) Rice weevil-rice weevil (Echinocnemus squamous) Rice Elephant-Rice Negative Mud Worm (Oryzophagus oryzae) Rice iron beetle-Rice iron beetle (Diclodispa armigera) Rice leaf beetle-Oulema oryzae Rice black stink bug-rice black stink bug (Scotinophora vermidulate, S. vermidulate, S. lurida), wide-winged black stink bug (S. latiuscula) Rice Jumper-Black concave shin jumper (Chaetocnima basalis) Maggots-Leucopholis irrorata, Leucopholis irrorata, Leucopholis irrorata, Phyllophaga sp, Heteronychus sp Chafer-Argentine hoodworm (Diloboderus abderus) Weevil-Sphenophorus spp Grape sheath beetle-Colaspis brunnea, C. louisianae Rice pollen beetle, flower chafer (Chilolaba acuta) Diptera: Stalk fly-Chlorops oryzae Liriomyza-Agromyza oryzae Rice waterfly/rice stalk fly-rice stalk fly (Hydrellia sasakii) Rice water fly / rice leaf miner-rice leaf miner (Hydrellia griseola) Rice gall midge-Orseolia (=Pachydiplosis) oryzae Seedling flies-Athrigona oryzae Rice mosquitoes-Chironomus cavazzai, Chironomus spp, Cricotopus spp Thysanoptera: Rice thrips-rice thrips (Chloethrips oryzae), rice straight thrips (Stenochaetothrips biformis), naked thrips (Perrisothrips sp.), organ thrips (Hoplothrips sp.), Orthoptera: Rice locust, Hieroglyphus banian, Hieroglyphus nigrorepletus, Catantops pinguis, Attractomorpha burri, A. crenulate, willow A. psittacina psittacina, A. Bedeli, Oxya adenttata, Oxya ebneri, Oxya hyla intricata, Acrida turricata Locust-Locusta migratoria manilensis Mole cricket, African mole cricket (Grylotalpa africana) Crickets: Gryllus bimaculatus, Teleogryllus occipitalis, Euscyrtus concinus Katydid-Conocephalus longipennis Isoptera: Termites-Macrotermes gilvus, Syntermes molestans Hymenoptera: Ant-Tropical Fire Ant (Solenopsis geminata) Dried rice nematode-Aphelenchoides besseyi Acarina: Rice ear mite-rice fine mite (Steotarsonemus pinki) Crustacea: Horseshoe crab-Triops longicaudatus, T. cancriformis Rice crayfish-Procambarus clarkii, Orconectes virilis.

In addition, rice is affected by a series of bed bugs (including Leptocorisa chinensis), rice brown stink bug (Lagynotomus elongates), rice green stink bug (Nerzara viridula), Esacoris parvus, big rice stink bug, American rice Stink bugs (Oebalus pugnax), long-shouldered stink bugs (Cletus trigonus)) and various mites, caterpillars, beetles, rootworms and maggots.

In one embodiment, the rice harmful invertebrates are bite/chew insects.

In one embodiment, the rice harmful invertebrates are stinging/sucking insects.

In one embodiment, the rice harmful invertebrates are file insects.

In one embodiment, the rice harmful invertebrates are siphonic insects.

In one embodiment, the rice harmful invertebrates are licking insects.

In one embodiment, the rice harmful invertebrates are selected from the brown planthopper (Brown rice planthopper), the gray planthopper (Macrohopper planthopper), the whitebacked planthopper (Whitebacked planthopper), the rice borer/stalk borer (two Moth borer), borer borer (three borer), rice leaf roller borer/roller leafworm (rice leaf roller borer), rice weevil (rice weevil)

In one embodiment, the rice harmful invertebrates are from the order Hemiptera or Lepidoptera.

In one embodiment, the rice harmful invertebrates are from Hemiptera. In another embodiment, the harmful invertebrates of rice are springhoppers, preferably selected from brown planthoppers (brown planthoppers), gray planthoppers (spotted planthoppers), white-backed planthoppers (white-backed planthoppers), green leaves Cicada (two-pointed black-tailed leafhopper). In another embodiment, the harmful invertebrates of rice are selected from the brown planthopper (Brown rice planthopper) and the green leafhopper (Two-pointed Leafhopper), preferably the brown planthopper (Brown rice planthopper).

In one embodiment, the rice harmful invertebrates are brown planthoppers (Brown Planthopper).

In one embodiment, the rice harmful invertebrates are green leafhoppers (two-pointed black-tailed leafhoppers).

In another embodiment, the rice harmful invertebrates are bed bugs, preferably selected from rice brown stink bugs (rice green stink bugs, isomans bugs, two-star stink bugs, Tibraca limbatriventris, wide two-star stink bugs) or small bugs (Variegated rice stink bug) , American rice bug).

In one embodiment, the rice harmful invertebrates are from Lepidoptera. In another embodiment, the rice harmful invertebrates are stem borers, preferably stem borers, preferably rice borers (Dictator borer) or Trichosanthes mellonii (Trichoderma ostriniae).

In another embodiment, the rice harmful invertebrates are rice leaf roller borer/leaf leafworm (Rice leaf roller leaf borer, rice leaf brush borer, rice rice leaf brush borer).

In one embodiment, the rice harmful invertebrates are from Coleoptera. In another embodiment, the rice harmful invertebrates are rice weevils (Rice weevil). In another embodiment, the rice harmful invertebrates are rice elephants (Rice negative mudworms).

In one embodiment, the rice harmful invertebrates are from the termite family (Iptera).

In a preferred embodiment, the rice harmful invertebrates are rice weevil.

The invention also relates to a method according to the invention which applies a mixture of at least one compound of the invention and at least one mixing partner as defined below. A binary mixture of a compound of the present invention as component I and a mixing partner as defined below as component II is preferred. The preferred weight ratio of such a binary mixture is 5000:1 to 1:5000, preferably 1000:1 to 1:1000, more preferably 100:1 to 1:100, and particularly preferably 10:1 to 1:10. In such binary mixtures, components I and II can be used in equal amounts, or an excess of component I or an excess of component II can be used.

The mixed ingredients can be suicide pests, especially insecticides, nematicides and acaricides, fungicides, herbicides, plant growth regulators, fertilizers and the like. The preferred mixtures are insecticides, nematicides and fungicides.

The following is a list of pesticides that can be used with the compounds of the present invention and can produce a potential synergistic effect according to the classification mode of the Insecticide Resistance Action Committee (IRAC). But does not impose any restrictions: M.1 Acetylcholinesterase (AChE) inhibitors: M.1A carbamates, such as aldicarb, alanycarb, and insects Bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, butoxycarboxim, carbaryl, carbofuran, butyl plus carbosulfan, carbosulfan Ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, metiocarb, methoyl, quick-kill Metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, extermination Xylylcarb and triazamate; or M.1B organophosphates, such as acephate, azamethiphos, azinphos-ethyl, methyl valley Azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, fly poison Coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, large Dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos ),flutter Fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, O-(methoxy-aminothio) (Phosphoro-phosphoryl) isopropyl salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, melpine ( mevinphos), monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl ), phenthoate, phorate, phosalone, phosmet, phosmet, phosphamidon, phoxim, pirimiphos -methyl), profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, and moth (sulfotep), tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichloro Trichlorfon and vamidothion; M.2. GABA gated chloride channel antagonists: M.2A cyclopentadiene organochlorine compounds, such as endosulfan or chlordane; or M.2B phenylpyrazoles (phenylpyrazoles), such as ethiprole, fipronil, flufiprole, pyrafluprole, and parylene pyriprole); M.3 M.3A pyrethroid sodium channel modulators, such as anacrinthrin, allethrin, d-cis-trans-propenthrin, d-trans Acrylic pyrethrin, bifenthrin (especially κ-bifenthrin), bioalenin (bioa llethrin), Bailenin S-cyclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, β-sifulin, cyhalothrin, λ -Xeronine, γ-Xeronine, Cypermethrin, α-Xeronine, β-Xeronine, θ-Xeronine, ζ- Xeronine, cyphenothrin, Deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, fluorochlor Flumethrin, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, meperfluthrin, Metofluthrin, momfluorothrin (especially ε-molflunin), permethrin, phenothrin, prallethrin, profluthrin Profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin (especially κ-sevofluthrin), Tetramethylfluthrin, tetramethrin, tralomethrin, and transfluthrin; or M.3B sodium channel modulators, such as DDT or methoxychlor; M .4 nicotinic acetylcholine receptor agonist (nAChR): M.4A neonicotinoids (neonicotinoids), such as acetamiprid, clothianidin, cycloxaprid ), dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam; or the compound M.4A.1 4,5-dihydro- N-nitro-1-(2-oxiranylmethyl)-1H-imidazol-2-amine, M.4A.2: (2E-)-1 -[(6-chloropyridin-3-yl)methyl]-N'-nitro-2-pentylhydrazinecarboxamidine; or M4.A.3: 1-[(6-chloropyridin-3-yl) Methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine; or M.4B smoke Base; M.4C sulfoxaflor; M.4D flupyradifurone (flupyradifurone); M.4E triflumezopyrim (triflumezopyrim); M.5 nicotinic acetylcholine receptor ectopic activation Agents: spinosyns (spinosyns), such as spinosad (spinosad) or spinote (spinetoram); M.6 avermectins (avermectins) and milbemycins (milbemycins) chloride channel Activator, such as abamectin, emamectin benzoate, ivermectin, lepimectin or milbemectin; M.7 juvenile hormone mimetic , Such as M.7A juvenile hormone analogs hydroprene, kinoprene, and metoprene; or M.7B fenoxycarb, or M.7C Bailey Pyprinoxyfen; M.8 Various non-specific (multi-site) inhibitors, such as M.8A alkyl halides, such as methyl bromide and other alkyl halides, M.8B chloropicrin , M.8C thiofluoride, M.8D borax or M.8E tartar emetic; M.9 string instrument TRPV channel regulator, such as M.9B pymetrozine; piperfluoroquinhydrazone ( pyrifluquinazon); M.10 Mite growth inhibitors, such as M.10A clofentezine, hexythiazox and diflovidazin, or M.10B etoxazole; M.12 Mitochondrial ATP synthase inhibitors, such as M.12A diafenthiuron or M.12B organotin insecticides, such as azocyclotin, cyhexatin or fenbutin ( fenbutatin oxide), M.12C propargite or M.12D tetradifon; M.13 Decoupling agent by oxidative phosphorylation that destroys the proton gradient, such as chlorfenapyr, DNOC Or sulfluramid (sulflu ramid); M.14 nicotinic acetylcholine receptor (nAChR) channel blockers, such as nereistoxin analogs bensultap, cartap hydrochloride, sulfur Thiocyclam or thiosultap sodium; M.15 Chitin biosynthesis type 0 inhibitors, such as benzoyl ureas, such as bistrifluron, chlorfluazuron , Diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, Teflubenzuron or triflumuron; M.16 Chitin biosynthesis type 1 inhibitors, such as buprofezin; M.17 Diptera insect molting interferents, such as cypermethrin (cyromazine); M.18 ecdysone receptor agonist, such as bis-hydrazide, such as methoxyfenozide, tebufenozide, halofenozide, fufenozide or Chromafenozide; M.19 Octopamine receptor agonists, such as amitraz; M.20 Mitochondrial complex III electron transport inhibitors, such as M.20A hydramethylnon (hydramethylnon), M.20B acequinocyl, M.20C fluacrypyrim; or M.20D bifenazate; M.21 mitochondrial complex I electron transport inhibitor, such as M.21A METI Acaricides and insecticides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad or tolfenpyrad , Or M.21B rotenone; M.22 voltage-dependent sodium channel blockers, such as M.22A indoxacarb, M.22B metaflumizone, or M.22B.1 : 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylene]-N-[4-(difluoromethoxy)phenyl]- Hydrazine Acetamide or M.22B.2: N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methylsulfonyl)amino] Phenyl]methylene]-hydrazinecarboxamide; M.23 Inhibitors of acetyl CoA carboxylase, such as Tetronic acid and Tetramic acid derivatives, such as Shipai Spirodiclofen, spiromesifen or spirotetramat; M.23.1 spiropidion M.24 mitochondrial complex IV electron transport inhibitor, such as M.24A phosphine, Such as aluminum phosphide, calcium phosphide, phosphine or zinc phosphide, or M.24B cyanide; M.25 mitochondrial complex II electron transport inhibitors, such as β-ketonitrile derivatives, such as nitrile pyridine Cyenopyrafen or cyflumetofen; M.28 Ryanodine receptor modulators such as dibenzamide, such as flubendiamide, chlorfenapyr (chlorantraniliprole), cyantraniliprole, cyantraniliprole, tetraniliprole, M.28.1: (R)-3-chloro-N1-{2-methyl-4-[1,2,2, 2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl) o-xylylenediamine, M.28.2: ( S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl Methyl-2-methylsulfonylethyl) o-xylylenediamide, M.28.3: Cyclaniliprole or M.28.4: methyl-2-[3,5-dibromo-2 -({[3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzyl]-1,2-dimethylhydrazinecarboxylic acid Ester; or M.28.5a) N-[4,6-dichloro-2-[(diethyl-λ-4-thionyl)aminemethylamido]-phenyl]-2-(3-chloro -2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5b) N-[4-chloro-2-[(diethyl-λ-4-sulfenyl Yl)aminecarboxamide]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5 c) N-[4-chloro-2-[(di-2-propyl-λ-4-thionylene)aminecarboxamido]-6-methyl-phenyl]-2-(3-chloro- 2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5d) N-[4,6-dichloro-2-[(di-2-propyl- λ-4-thionylene)aminecarboxamide]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide; M. 28.5h) N-[4,6-dibromo-2-[(diethyl-λ-4-thionylene)aminecarboxamido]-phenyl]-2-(3-chloro-2-pyridyl )-5-(trifluoromethyl)pyrazole-3-carboxamide; M.28.5i) 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; M.28.5j) 3-chloro-1 -(3-chloro-2-pyridyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1H- Pyrazole-5-carboxamide; M.28.5k) 3-bromo-N-[2,4-dichloro-6-(methylaminecarboxamido)phenyl]-1-(3,5-di Chloro-2-pyridyl)-1H-pyrazole-5-carboxamide; M.28.5l) N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl ]-6-methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide; or M.28.6: chlorofluoro Cyhalodiamide; or M.29: string regulator-uncertain target site, such as flonicamid; M.UN. insecticidal active compounds with unknown or unclear mode of action , Such as adefidopyropen, afoxolaner, azadirachtin, amidirflumet, benzoximate, broflanilide ), bromopropylate, chinomethionat, cryolite, dicloromezotiaz, dicofol, flufenerim, flometoquin ), fluensulfone, fluhexafon, fluopyram, fluralaner, metoxadiazone, piperonyl butoxide, pyrimidine Pyflubumide, pyridalyl, tioxazafen, M.UN. 3: 11-(4-chloro-2,6-dimethylphenyl)-12- Hydroxy-1,4-dioxa-9-azabispiro[4.2.4.2]-fourteen-11-en-10-one, M.UN .4: 3-(4'-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-ene-2 -Keto, M.UN.5: 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoro Methyl)-1H-1,2,4-triazol-5-amine, or an active agent based on Bacillus firmus (Votivo, I-1582); M.UN.6: flupyrimin ); M.UN.8: trifluoroimidamide (fluazaindolizine); M.UN.9.a): 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl )-4H-isoxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide; M.UN.9.b): Fluoxamide (fluxametamide); M.UN.10: 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]- 1H-pyrazole; M.UN.11.b) 3-(benzylmethylamino)-N-[2-bromo-4-[1,2,2,3,3,3-hexafluoro- 1-(trifluoromethyl)propyl]-6-(trifluoromethyl)phenyl]-2-fluoro-benzamide; M.UN.11.c) 3-(benzylamide) Yl)-2-fluoro-N-[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl ]-Benzamide; M.UN.11.d) N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl Group]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide; M.UN.11.e) N-[3-[[[2 -Bromo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]-2-fluoro- Phenyl]-4-fluoro-N-methyl-benzamide; M.UN.11.f) 4-fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1 ,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzoyl Amine; M.UN.11.g) 3-fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl Group) ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide; M.UN.11.h) 2-chloro-N- [3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino] Carbonyl]phenyl]-3-pyridinecarboxamide; M.UN.11.i) 4-cyano-N-[2-cyano-5-[ [2,6-Dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]aminomethylamino]phenyl]-2 -Methyl-benzamide; M.UN.11.j) 4-cyano-3-[(4-cyano-2-methyl-benzyl)amino]-N-[2, 6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluoro-benzamide; M.UN .11.k) N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl] Phenyl]amine formamide]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; M.UN.11.l) N-[5-[[2- Bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]amine]carbamoyl]-2-cyano-phenyl] -4-cyano-2-methyl-benzamide; M.UN.11.m) N-[5-[[2-bromo-6-chloro-4-[1,2,2,3, 3,3-Hexafluoro-1-(trifluoromethyl)propyl]phenyl]aminecarboxamide]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide ; M.UN.11.n) 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro -1-(trifluoromethyl)propyl]phenyl]amine]carboxamide]phenyl]-2-methyl-benzamide; M.UN.11.o) 4-cyano-N-[ 2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]aminomethylamino]benzene Yl]-2-methyl-benzamide; M.UN.11.p) N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro- 1-(trifluoromethyl)ethyl]phenyl]amine]carboxamide]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide; or M.UN.12 .a) 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridyl)-5-thiazolyl]-pyridine; M.UN.12.b) 2-[6-[2-(5-fluoro-3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; M.UN.12.c) 2-[6-[2-( 3-pyridyl)-5-thiazolyl]-2-pyridyl]-pyrimidine; M.UN.12.d) N-methylsulfonyl-6-[2-(3-pyridyl)thiazole-5 -Yl]pyridine-2-carboxamide; M.UN.12.e) N-methylsulfonyl-6-[2-(3-pyridinyl)thiazol-5-yl]pyridine-2-carboxamide Amine; M.UN.12.f) N-ethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propionamide; M. UN.12.g) N-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3- Methylthio-propylamide; M.UN.12.h) N,2-dimethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methyl Thio-propylamide; M.UN.12.i) N-ethyl-2-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3- Methylthio-propylamide; M.UN.12.j) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-2-methyl-3- Methylthio-propylamide; M.UN.12.k) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N,2-dimethyl-3-methylthio -Propionamide; M.UN.12.l) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-methyl-3-methylthio-propionamide ; M.UN.12.m) N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-3-methylthio-propionamide; M.UN. 14a) 1-[(6-chloro-3-pyridyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro- Imidazo[1,2-a]pyridine; or M.UN.14b) 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3 ,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol; M.UN.16a) 1-isopropyl-N,5-dimethyl-N-oxazine-4 -Yl-pyrazole-4-carboxamide; or M.UN.16b) 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-oxazine-4- -Pyrazole-4-carboxamide; M.UN.16c) N,5-dimethyl-N-oxazin-4-yl-1-(2,2,2-trifluoro-1-methyl -Ethyl)pyrazole-4-carboxamide; M.UN.16d) 1-[1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-ta Azin-4-yl-pyrazole-4-carboxamide; M.UN.16e) N-ethyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-ta Azin-4-yl-pyrazole-4-carboxamide; M.UN.16f) 1-(1,2-dimethylpropyl)-N,5-dimethyl-N-oxazine-4- -Pyrazole-4-carboxamide; M.UN.16g) 1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-oxazine-4- -Pyrazole-4-carboxamide; M.UN.16h) N-methyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-oxazine-4- -Pyrazole-4-carboxamide; M.UN.16i) 1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-oxazin-4-yl-pyridine Azole-4-carboxamide; or M.UN.16j) 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N-oxazin-4-yl-pyrazole-4- Formamide, M.UN.17 a) N-(1-methylethyl)-2-(3-pyridyl)-2H-indazole-4-carboxamide; M.UN.17b) N-cyclopropyl-2-(3- Pyridyl)-2H-indazole-4-carboxamide; M.UN.17c) N-cyclohexyl-2-(3-pyridyl)-2H-indazole-4-carboxamide; M.UN. 17d) 2-(3-pyridyl)-N-(2,2,2-trifluoroethyl)-2H-indazole-4-carboxamide; M.UN.17e) 2-(3-pyridyl )-N-[(tetrahydro-2-furanyl)methyl]-2H-indazole-5-carboxamide; M.UN.17f) 2-[[2-(3-pyridyl)-2H- Indazol-5-yl]carbonyl]hydrazinecarboxylic acid methyl ester; M.UN.17g) N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridyl)-2H-ind Azole-5-carboxamide; M.UN.17h) N-(2,2-difluoropropyl)-2-(3-pyridyl)-2H-indazole-5-carboxamide; M.UN .17i) 2-(3-pyridyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5-carboxamide; M.UN.17j) N-[(5-methyl-2 -Pyrazinyl)methyl]-2-(3-pyridyl)-2H-indazole-5-carboxamide, M.UN.18a) N-[3-chloro-1-(3-pyridyl) Pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylthio)propylamide; M.UN.18b) N-[3-chloro-1-(3 -Pyridinyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylsulfinyl)propionamide; M.UN.18c) N-[3- Chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylthio]-N-ethyl-propionamide; M.UN .18d) N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylsulfinyl]-N- Ethyl-propyl amide; M.UN.19 sarolaner, M.UN.20 lotilaner; M.UN.21 N-[4-chloro-3-[[( Phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyridine Azole-5-carboxamide; M.UN.22a 2-(3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5- b]pyridine, or M.UN.22b 2-[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazole [4,5-b]pyridine; M.UN.23a 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl] -N-[(4R)-2-ethyl-3- pendant isooxy Oxazolidin-4-yl]-2-methyl-benzamide, or M.UN.23b 4-[5-(3,5-dichloro-4-fluoro-phenyl)-5-(tri Fluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzene Formamide; M.UN.24a) N-[4-chloro-3-(cyclopropylamineformyl)phenyl]-2-methyl-5-(1,1,2,2,2- Pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide or M.UN.24b) N-[4-chloro-3-[(1-cyanocyclopropyl)amine Acyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; M. UN.25 acynonapyr; M.UN.26 benzpyrimoxan; M.UN.27 2-chloro-N-(1-cyanocyclopropyl)-5-[1-[ 2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazol-4-yl]benzamide .

The commercially available compounds of Group M listed above can be found in The Pesticide Manual, 17th Edition, C. MacBean, British Crop Protection Council (2015) and other publications. The Online Pesticide Manual is regularly updated and can be accessed via http://bcpcdata.com/pesticide-manual.html.

Another online database of pesticidal agents that provides the ISO common name is http://www.alanwood.net/pesticides.

M.4 epoxamid is known from WO2010/069266 and WO2011/069456. M.4A.1 is known from CN 103814937; CN105367557, CN 105481839. M.4A.2 guadipyr is known from WO 2013/003977, and M.4A.3 (apichongding approved in China) is known from WO 2007/101369. M.22B.1 is described in CN10171577 and M.22B.2 is described in CN102126994. Spirone M.23.1 is known from WO 2014/191271. M.28.1 and M.28.2 are known from WO2007/101540. M.28.3 is described in WO2005/077934. M.28.4 is described in WO2007/043677. M.28.5a) to M.28.5d) and M.28.5h) are described in WO 2007/006670, WO2013/024009 and WO 2013/024010, M.28.5i) described in WO2011/085575, M.28.5j ) Is described in WO2008/134969, M.28.5k) is described in US2011/046186 and M.28.5l) is described in WO2012/034403. M.28.6 can be found in WO2012/034472. M.UN.3 is known from WO2006/089633 and M.UN.4 is known from WO2008/067911. M.UN.5 is described in WO2006/043635, and biological control agents based on Bacillus firmus are described in WO2009/124707. Fluopyrimidine is described in WO2012/029672. M.UN.8 is known from WO2013/055584. M.UN.9.a) is described in WO2013/050317. M.UN.9.b) is described in WO2014/126208. M.UN.10 is known from WO2010/060379. Chlorfenapyr and M.UN.11.b) to M.UN.11.h) are described in WO2010/018714, and M.UN.11i) to M.UN.11.p) are described in In WO 2010/127926. M.UN.12.a) to M.UN.12.c) are known from WO2010/006713, M.UN.12.d) and M.UN.12.e) are known from WO2012/000896, and M .UN.12.f) to M.UN.12.m) are known from WO 2010/129497. M.UN.14a) and M.UN.14b) are known from WO2007/101369. M.UN.16.a) to M.UN.16h) are described in WO2010/034737, WO2012/084670 and WO2012/143317 respectively, and M.UN.16i) and M.UN.16j) are described in WO2015/055497 in. M.UN.17a) to M.UN.17.j) are described in WO2015/038503. M.UN.18a) to M.UN.18d) are described in US2014/0213448. M.UN.19 is described in WO2014/036056. M.UN.20 is known from WO2014/090918. M.UN.21 is known from EP2910126. M.UN.22a and M.UN.22b are known from WO2015/059039 and WO2015/190316. M.UN.23a and M.UN.23b are known from WO2013/050302. M.UN.24a and M.UN.24b are known from WO2012/126766. Aino Perry M.UN.25 is known from WO 2011/105506. Fenpyram M.UN.26 is known from WO2016/104516. M.UN.27 is known from WO2016174049.

The following list of fungicides that can be used in conjunction with the compounds of the present invention is intended to illustrate, but not limit, the possible combinations in the method according to the present invention: A) Respiration inhibitor -Inhibitors of Qo site complex III: azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), Dimoxystrobin (A.1.4), Enestroburin (A.1.5), Fenaminstrobin (A.1.6), Fenoxystrobin/Fenoxystrobin (A.1.6) flufenoxystrobin) (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), phenoxy Metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), oxazolamide Pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2 (2-(3-(2,6-dichlorobenzene Group)-1-methyl-allylamineoxymethyl)-phenyl)-2 methoxyimino-N methyl-acetamide (A.1.18), pyrribencarb (A.1.19), triclopyricarb/chlorodincarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21 ), methyl-N-[2-[(1,4-dimethyl-5phenyl-pyrazol-3-yl)oxymethyl]phenyl]-N-methoxy-aminocarbamic acid Ester (A.1.22), 1-[3-chloro-2 [[1 (4-chlorophenyl)-1H-pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetra Oxazol-5-one (A.1.23), 1-[3-bromo-2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]phenyl]-4-methyl -Tetrazol-5-one (A.1.24), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl ]-4-methyl-tetrazol-5-one (A.1.25), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3- Fluoro-phenyl]-4-methyl- Tetrazol-5-one (A.1.26), 1-[2-[[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl ]-4-Methyl-tetrazol-5-one (A.1.27), 1-[3-cyclopropyl-2-[[2-methyl-4 (1 methylpyrazol-3-yl)benzene Oxy]methyl]phenyl]-4 methyl-tetrazol-5-one (A.1.30), 1 [3 (difluoromethoxy)-2-[[2-methyl-4-(1 Methylpyrazol-3yl)phenoxy]methyl]phenyl]-4 methyl-tetrazol-5-one (A.1.31), 1-methyl-4-[3-methyl-2[ [2 Methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]tetrazol-5-one (A.1.32), (Z,2E)-5-[1 -(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E) 5 [1 (4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A .1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37), 2-(o-((2,5-dimethylphenyl-oxy-sub- (Methyl)phenyl)-3-methoxy-acrylic acid methyl ester (A.1.38); -Inhibitors of complex III at the Qi site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(6S,7R,8R) 2-methyl Propionic acid 8 benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-bi- pendant-1,5-di Nonoxyn-7-yl] ester (A.2.3), fenpicoxamid (A.2.4); -Inhibitors of complex II: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (boscalid) ) (A.3.4), carboxin (A.3.5), fenfuram (Fenfuram) (A.3.6), fluopyram (A.3.7), fudonin ( flutolanil) (A.3.8), fluapyroxad (A.3.9), furametpyr (A.3.10), isofetamid (A.3.11), pyrazole Isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), pyrithapyr (penthiopyrad) (A.3.16), pydiflumetofen (A.3.17), pyraziflumid (A.3.18), sedaxane (A.3.19) ), tecloftalam (A.3.20), thifluzamide (A.3.21), 3 (difluoromethyl)-1-methyl-N-(1,1,3-trimethyl Indan-4-yl)pyrazole-4 methylamide (A.3.22), 3 (trifluoromethyl)-1-methyl-N-(1,1,3-trimethylindane-4 -Yl)pyrazole-4carboxamide (A.3.23), 1,3-dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide Amine (A.3.24), 3-(trifluoromethyl)-1,5 dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.25), 1,3,5-trimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.26), 3 -(Difluoromethyl)-1,5 dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.27), 3- (Difluoromethyl)-N (7 fluoro-1,1,3-trimethyl-indan-4-yl)-1-methyl-pyrazole-4-carboxamide (A.3.28), N -[(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-5-fluoro-1,3-dimethyl-pyrazole-4-carboxamide (A.3.29 ), (E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-propyl -2 Methyl enoate (A.3.30), N-[(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-3-(difluoromethyl)-5 fluorine -1-methyl-pyrazole-4-carboxamide (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4-yl)pyridine -3-carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide Amine (A.3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.34 ), 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35) , 2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-(di Fluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoro Methyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)- N-[(3R)-3-isobutyl-1,1-dimethyl-indan-4yl]pyridine-3-carboxamide (A.3.39); -Other respiratory inhibitors: diflumetorim (A.4.1); nitrophenyl derivatives: binapacryl (A.4.2), dinobuton (A.4.3), white powder (dinocap) (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometallic compound: potato Fentin salts, such as fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10 ); azetoxam (ametoctradin) (A.4.11); silthiofam (A.4.12); B) Inhibitor of sterol biosynthesis (SBI fungicide) -C14 demethylase inhibitors: triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromuconazole (B.1.3), cyclic Cyproconazole (B.1.4), diffenoconazole (B.1.5), diniconazole (B.1.6), diniconazole-M (B.1.7), eplenocept (epoxiconazole) (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusilazole (B.1.11), flutriafol ) (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.15) 1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobutrazole (B.1.20), penconazole (B.1.21), pockly (B.1.21) propiconazole) (B.1.22), prothioconazole (B.1.23), simeconazole (B.1.24), tebuconazole (B.1.25), tetraconazole (tetraconazole) (B.1.24) B.1.26), triadimefon (B.1.27), triadimenol (B.1.28), triticonazole (B.1.29), uniconazole (B.1.30) , Ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 2-(chloromethyl)-2-methyl-5-(p-tolylmethyl )-1 (1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (pefurazoate) ( B.1.45), prochloraz (B .1.46), triflumizol (B.1.47); pyrimidines, pyridines and piperazines: fenarimol (B.1.49), pyrifenox (B.1.50), Triforine (B.1.51), [3-(4-chloro-2-fluoro-phenyl)-5-(2,4-difluorophenyl)isoxazol-4-yl]-( 3-pyridyl) methanol (B.1.52); -δ14-reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpro Fenpropimorph (B.2.4), Tridemorph (B.2.5), Fenpropidin (B.2.6), Piperalin (B.2.7), Spirocycline (spiroxamine) (B.2.8); -Inhibitor of 3-keto reductase: fenhexamid (B.3.1); -Other sterol biosynthesis inhibitors: chlorphenomizole (chlorphenomizole) (B.4.1); C) Nucleic acid synthesis inhibitor -Phenylamide or amide amino acid fungicides: benalaxyl (benalaxyl) (C.1.1), benalaxyl (benalaxyl-M) (C.1.2), kiralaxyl ) (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oximes ( oxadixyl) (C.1.7); -Other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate ) (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidine-4 amine (C.2.6), 5-fluoro-2-(4 -Fluorophenylmethoxy)pyrimidine-4 amine (C.2.7), 5-fluoro-2 (4 chlorophenylmethoxy)pyrimidine-4 amine (C.2.8); D) Inhibitors of cell division and cytoskeleton -Tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), thiabendazole (D .1.4), thiophanate-methyl (D.1.5), 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-triazine (D .1.6), 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyrazine (D.1.7), N ethyl-2-[(3- Ethynyl-8-methyl-6-quinolinyl)oxy]butyramide (D.1.8), N-ethyl-2-[(3-ethynyl-8 methyl-6 quinolinyl)oxy Group]-2-methylthio-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolin-yl)oxy]-N (2-fluoroethyl Group) Butylamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-(2-fluoroethyl)-2-methoxy -Acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolinyl)oxy]-N-propyl-butylamide (D.1.12), 2- [(3-ethynyl-8-methyl-6-quinolinyl)oxy]-2-methoxy-N-propyl-acetamide (D.1.13), 2-[(3-ethynyl -8-methyl-6-quinolinyl)oxy]-2-methylthio-N-propyl-acetamide (D.1.14), 2 [(3 ethynyl-8-methyl-6 -Quinolinyl)oxy]-N-(2-fluoroethyl)-2-methylthio-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)- N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazole-3 amine (D.1.16); -Other cell division inhibitors: diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (fluopicolide) ( D.2.4), zoxamide (D.2.5), metrafenone (D.2.6), pyriofenone (D.2.7); E) Inhibitors of amino acid and protein synthesis -Methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3); -Protein synthesis inhibitors: blasticidin-S (blasticidin-S) (E.2.1), kasugamycin (E.2.2), kasugamycin hydrochloride hydrate (E.2.3), rice Mildomycin (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.6); F) Signal transduction inhibitor -MAP/histidine kinase inhibitors: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozolin ) (F.1.4), fludioxonil (F.1.5); -G protein inhibitor: quinoxyfen (F.2.1); G) Lipid and membrane synthesis inhibitors -Phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (isoprothiolane) ( G.1.4); -Lipid peroxidation: dicloran (G.2.1), pentachloronitrobenzene (quintozene) (G.2.2), tetrachloronitrobenzene (tecnazene) (G.2.3), tolclofos -methyl) (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7); -Phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), butyromorph (pyrimorph) (G.3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7); -Compounds that affect cell membrane permeability and fatty acids: propamocarb (G.4.1); -Inhibitors of oxysterol binding protein: oxathiapiprolin (G.5.1), methanesulfonic acid 2-{3-[2-(1-{[3,5-bis(difluoromethyl-1H -Pyrazol-1-yl]acetoyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2oxazol-5-yl}phenyl ester (G.5.2), methanesulfonic acid 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetoyl}piperidine- 4-yl) 1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl ester (G.5.3), 4-[1-[ 2-[3-(Difluoromethyl)-5-methyl-pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-methyl Acetamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene Man-1-yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazole-1- Yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl -3-(difluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.7), 4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl- Pyridine-2-carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]acetoyl] -4-piperidinyl]-N-naphth-1-yl-pyridine-2-carboxamide (G.5.9), 4 [1 [2-[3,5-bis(trifluoromethyl)pyrazole -1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G.5.10), (4-[1-[2-[5 -Cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetoyl]-4-piperidinyl]-N-naphthalene-1-yl-pyridine-2-carboxamide (G .5.11); H) Inhibitors with multi-site effects -Inorganic active substances: Bordeaux solution (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), basic copper oxychloride (H.1.5), basic formula Copper sulfate (H.1.6), sulfur (H.1.7); -Thio and dithiocarbamate: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), wei Met (H.2.4), Metiram (H.2.5), Propionb (H.2.6), Thiram (H.2.7), Zinc Naipu (zineb) (H.2.8), ziram (H.2.9); -Organochlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (captan) ( H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), five Chlorophenol (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11); -Guanidines and others: guanidine (H.4.1), dodine (H.4.2), donin free base (H.4.3), biguanide (guazatine) (H.4.4), biguanide salt acetate ( H.4.5), Gram heat net (iminoctadine) (H.4.6), Gram heat net triacetate (H.4.7), Gram heat net ginseng (alkane benzene sulfonate) (H.4.8), Nitrile thioquinone ( dithianon) (H.4.9), 2,6-dimethyl-1H,5H-[1,4]dithio[2,3-c:5,6-c']dipyrrole-1,3, 5,7(2H,6H)-tetraone (H.4.10); I) Cell wall synthesis inhibitor -Dextran synthesis inhibitors: validamycin (I.1.1), polyoxin B (I.1.2); -Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid (I.2.3), dicyclomet (dicyclomet) (I.2.4), fenoxanil (Fenoxanil) (I.2.5); J) Plant protection inducer -Acidified benzothiadiazole-S-methyl (acibenzolar-S-methyl) (J.1.1), probenazole (J.1.2), isotianil (J.1.3), Tiadinil (J.1.4), prohexadione-calcium (J.1.5); phosphonates: fosetyl (J.1.6), fosetyl-aluminum (J.1.7), phosphorous acid and its salts (J.1.8), calcium phosphonate (J.1.11), potassium phosphonate (J.1.12), potassium bicarbonate or sodium bicarbonate (J.1.9), 4-ring Propyl-N-(2,4-dimethoxyphenyl)thiadiazole-5-carboxamide (J.1.10); K) Unknown mode of action -Bronopol (K.1.1), chinomethionat (K.1.2), cyflufenamid (K.1.3), cymoxanil (K.1.4), Mai Dazomet (K.1.5), debacarb (K.1.6), diclocymet (K.1.7), diclomezine (K.1.8), wild swallow (difenzoquat) (K.1.9), wild paraquat methyl sulfate (K.1.10), diphenylamin (K.1.11), fenitropan (K.1.12), amoxapyr (fenpyrazamine) (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), hypersensitive protein ( harpin) (K.1.17), metha-sulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), Toprol Tolprocarb (K.1.21), oxin-copper (K.1.22), proquinazid (K.1.23), tebufloquin (K.1.24) , Tecloftalam (K.1.25), triazoxide (K.1.26), N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5 -Dimethyl-phenyl)-N-ethyl-N methylformamidine (K.1.27), N'(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5 -Dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.28), N'-[4-[[3-[(4-chlorophenyl)methyl]-1, 2,4-thiadiazol-5-yl]oxy]-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.29), N'-( 5-bromo-6-indan-2-yloxy-2-methyl-3-pyridyl)-N-ethyl-N-methyl-formamidine (K.1.30), N'-[5- Bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.31) , N'-[5-Bromo-6-(4-isopropylcyclohexyloxy)-2-methyl-3-pyridyl]-N-ethyl- N-methyl-formamidine (K.1.32), N'[5 bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methyl -Formamidine (K.1.33), N'-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilyl-propoxy)-phenyl)-N-ethyl -N-methylformamidine (K.1.34), N'-(5-difluoromethyl-2 methyl-4-(3-trimethylsilyl-propoxy)-phenyl)-N- Ethyl-N-methylformamidine (K.1.35), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazole-5 Yl]-2-prop-2-ynyloxy-acetamide (K.1.36), 3 [5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidine-3- Group]-pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl]- Pyridine (K.1.38), 5-chloro-1 (4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzimidazole (K.1.39), (Z) 3 amine Ethyl-2-cyano-3-phenyl-prop-2-enoate (K.1.40), picarbutrazox (K.1.41), N-[6-[[(Z)-[ (1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]aminocarbamate (K.1.42), N-[6- [[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]aminocarboxylic acid but-3-ynyl Ester (K.1.43), 2-[2-[(7,8-difluoro-2-methyl-3-quinolinyl)oxy]-6-fluoro-phenyl]propan-2-ol (K .1.44), 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolinyl)oxy]phenyl]propan-2-ol (K.1.45), quinflurazine Quinofumelin (K.1.47), 9-fluoro-2,2-dimethyl-5-(3-quinolinyl)-3H 1,4 benzoxazane (K.1.49), 2-( 6-benzyl-2-pyridyl)quinazoline (K.1.50), 2-[6-(3-fluoro-4 methoxy-phenyl)-5-methyl-2-pyridyl]quin Oxazoline (K.1.51), dichlobentiazox (K.1.52), N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N- Methyl-formamidine (K.1.53); Dipymetitrone (dipymetitrone), isoflurane (isoflucypram); fluindapyr (fluindapyr), imperfluin (inpyrfluxam), pyrifenamine (pyrifenamine).

The fungicides described by the IUPAC nomenclature, their preparation and their pesticidal activity are also known (see Can. J. Plant Sci. 48(6), 587-94, 1968; EP-A 141 317; EP -A 152 031; EP-A 226 917; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028 125; EP-A 1 035 122; EP -A 1 201 648; EP-A 1 122 244, JP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272; US 3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783 ; WO 00/29404; WO 00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO 02/40431; WO 03/10149; WO 03/11853; WO 03/14103 ; WO 03/16286; WO 03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO 04/49804; WO 04/83193; WO 05/120234; WO 05/123689; WO 05/123690 ; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624, WO 10/139271, WO 11/028657 , WO2012/168188, WO 2007/006670, WO 2011/77514; WO13/047749, WO 10/069882, WO 13/047441, WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/024010 and WO 13/047441, WO 13/162072, WO 13/092224, WO 11/135833), CN 1907024, CN 1456054, CN 103387541, CN 1309897, WO 12/ 84812 , CN 1907024, WO 09094442, WO 14/60177, WO 13/116251, WO 08/013622, WO 15/65922, WO 94/01546, EP 2865265, WO 07/129454, WO 12/165511, WO 11/081174, WO 13/47441).

If the compound of the invention is mixed with one or more fungicides, the mixture is also suitable for combating or controlling plant diseases caused by phytopathogenic fungi. Examples of phytopathogenic fungi in rice are Alternaria species, Bipolaris (e.g. Bipolaris oryzae) on rice and Drechslera species, Cercospora spp. Cercospora oryzae), Cochliobolus miyabeanus, Curvularia lunata, Sarocladium oryzae, S. attenuatum, Entyloma oryzae ), Fusarium spp (such as Fusarium semitectum (and/or Fusarium moniliforme)) Gibberella fujikuroi (bad seedling disease), Gram stain complex (various pathogens) and/or Pythium ssp. Helminthosporium. spp such as Helminthosporium oryzae, Microdochium oryzae, Pyricularia grisea (synonymous: Pyricularia oryzae), Rhizoctonia species such as Rhizoctonia Rhizoctonia solani (synonymous: Pellicularia sasakii), Corticium sasakii and Ustilaginoidea virens.

In another embodiment, the invention relates to a method according to the invention, which applies a mixture comprising a compound of formula (I) as described above, in particular I-1-R, and at least one compound II, which compound is polyethylene Aldehydes, especially granular polyacetaldehyde.

In another embodiment, the invention relates to a method according to the invention, the administration of which comprises a compound of formula (I) as described above, especially IR-1 and at least one selected from methamphetamine, anthraquinone, β-amine A mixture of Compound II of the group of Glycolic Acid, Laminose, Polyglucosamine, Thiamine and Riboflavin.

In another embodiment, the invention relates to a method according to the invention, the administration of which comprises a compound of formula (I) as described above, especially IR-1 and at least one selected from hydroxyene adenine (also known as zeatin) , A mixture of compound II of the insecticidal extract of actin (hydroxyene) adenine, brassinolide, Celastrus angulatus, matrine, osthole, and tetracycline.

In one embodiment, the method of the present invention comprises applying a mixture of at least one compound I of the present invention and at least one mixed partner II as defined above by seedling box application. In one embodiment, the invention relates to a method of applying a binary mixture of a compound I and a mixed compound II as defined above by mixing the compound II as defined above by the seedling box application.

The preferred weight ratio of such a binary mixture is 5000:1 to 1:5000, preferably 1000:1 to 1:1000, more preferably 100:1 to 1:100, and particularly preferably 10:1 to 1:10. In such binary mixtures, components I and II can be used in equal amounts, or an excess of component I or an excess of component II can be used.

In the mixture of the present invention, the ingredients can be used sequentially or in combination with each other, and if appropriate, they are added only immediately before use (tank mixing). For example, before or after treatment with Compound I, plants can be sprayed with Compound II.

In another embodiment, the present invention relates to a method of applying a mixture of a compound I and a mixed compound II and optionally other pesticidal agents by seedling box application.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably a mixture of IR-1 and a compound selected from the group consisting of: radide, befenti, eproza, fluoroquine Azole, fenprofen, citricide, metoprolol, imidamine, prothioconazole, declizil, sterilazole, becoxamine, trifluramide, becolide, damefen, pyrithapyr, Mycophenolate, Fanfantong, Fenprof, Propoxyquinoline, Pyrimethanil, Suntofene, Manganese Nail, Zinc Manganese Nail, Lest Rotten, Tendrim, Tetrachloroisobenzonitrile, Nitrithione, Fluoride Thiazone, fenfenon, fluoxacin, phenoxyphene, penflufen, fluoxastrobin, pyraclostrobin. Particularly preferred are baccarin and fluoxacin.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably a mixture of IR-1 and a compound selected from the group consisting of imidacloprid, clothianidin, dinotefuran, chlorantraniliprole Acetamide, chlorfenapyr, ciproter, ciprofloxacin, acetamiprid, fipronil, trifluoropyrimidine, fipronil, and fipronil.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably a mixture of IR-1 and a compound selected from the group consisting of fenpropazone, isotianil, trimethazole, and baikuai Long, rice blast spirit, toproca, gapamide, dicloximox, yatomin, sulfoxamid.

In one embodiment of the present invention, the mixture of the present invention is a compound of formula (I), preferably a mixture of IR-1 and a compound selected from the group consisting of: Firabi, Safiflu, Siflurazole, Penflux Fen, yatomin, fenoxystrobin.

Particularly preferred mixtures in the method according to the invention are listed in Table M below, where compounds I, IR-1 are as defined in this specification: Table M:

The mixture of the present invention can be combined with other active ingredients and mixed for application in agriculture, for example with other pesticidal agents, insecticides, nematicides, fungicides, herbicides, safeners, fertilizers (such as ammonium nitrate, Urea, potassium fertilizer and superphosphate), plant poisons and plant growth regulators.

These mixtures are also covered by the term "mixtures of the invention" or "mixtures according to the invention".

These additional ingredients can be used sequentially or in combination with the mixture of the present invention, and if appropriate, also added just before use (tank mixing). For example, before or after treatment with other active ingredients, plants can be sprayed with the mixture of the invention.

The mixed ingredients can be suicide pests, especially insecticides, nematicides and acaricides, fungicides, herbicides, plant growth regulators, fertilizers and the like. The preferred mixtures are insecticides, nematicides and fungicides.

In one embodiment, the present invention relates to a ternary mixture, which includes compound I, compound II, and another compound III, which are different from compound I or II already present in the mixture.

In a sub-embodiment, the invention relates to a mixture of: (1) The compound of formula (I), preferably I-R-1, and (2) Compounds selected from the group consisting of imidacloprid, clothianidin, dinotefuran, chlorfenapyr, chlorfenapyr, ciproter, ciprofon, acetamiprid, fipronil, trimethoprim Fluopyrimidine, Fipronil, and Fipronil, and (3) Compounds selected from the group consisting of chlordiazepam, isotianil, trimethazol, permetholone, blasticrin, toprocarba, gapamide, dicloximo, attomin, oxime Dimebutan.

In one embodiment, the invention relates to a 4-way mixture, which includes compound I, compound II, and two other compound III, which are different from compound I or II already present in the mixture.

In a sub-embodiment, the invention relates to a mixture of: (1) The compound of formula (I), preferably I-R-1, and (2) Compounds selected from the group consisting of imidacloprid, clothianidin, dinotefuran, chlorfenapyr, chlorfenapyr, ciproter, ciprofon, acetamiprid, fipronil, trimethoprim Fluopyrimidine, Fipronil, and Fipronil, and (3) Compounds selected from the group consisting of chlordiazepam, isotianil, trimethazol, permetholone, blasticrin, toprocarba, gapamide, dicloximo, attomin, oxime Fenpropanil, and (4) A compound selected from the group consisting of forarubicin, sulfflux, silflurazole, pentophene, attomin, and fenoxystrobin, with the restriction that it is different from the compound in (3).

In one embodiment, the present invention relates to a 5-way mixture, which includes compound I, compound II, and three other compound III, which are different from compound I or II already present in the mixture.

The invention also relates to a method, wherein the compound of formula (I) is provided or applied in an agrochemical composition comprising an adjuvant and the compound of formula (I) or a mixture thereof.

The agrochemical composition contains a pesticidally effective amount of the compound of the present invention or a mixture thereof. The term "effective pesticidal amount" is defined as follows.

The compounds of the present invention or mixtures thereof can be converted into conventional types of agrochemical compositions, such as solutions, emulsions, suspensions, dusts, powders, pastes, granules, compressed preparations, capsules, and mixtures thereof. Examples of composition types are suspensions (eg SC, OD, FS), emulsifiable concentrates (eg EC), emulsions (eg EW, EO, ES, ME), capsules (eg CS, ZC), pastes, tablets Agents, wettable powders (eg WP, SP, WS, DP, DS), compressed formulations (eg BR, TB, DT), granules (eg WG, SG, GR, FG, GG, MG), insecticidal products ( For example LN) and gel formulations (eg GF) for treating plant propagation materials such as seeds. These and other composition types are defined in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th edition. May 2008, CropLife International.

The composition is prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.

Examples of suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesives, thickening Agents, moisturizers, protective agents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze, defoamers, colorants, tackifiers and adhesives.

Suitable solvents and liquid carriers are water and organic solvents, such as medium- to high-boiling mineral oil fractions, such as kerosene, diesel; oils of vegetable or animal origin; aliphatic, cyclic, and aromatic hydrocarbons, such as toluene, paraffin, Tetrahydronaphthalene, alkylated naphthalene; alcohols, such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; diols; DMSO; ketones, such as cyclohexanone; esters, such as lactate, carbonate, fat Ester, γ-butyrolactone; fatty acid; phosphonate; amine; amide, such as N-methylpyrrolidone, fatty acid dimethyl amide; and mixtures thereof.

Suitable solid carriers or fillers are mineral soils, such as silicate, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharide powder , Such as cellulose, starch; fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea; products of plant origin, such as cereal flour, bark flour, wood flour, nut shell flour and mixtures thereof.

Suitable surfactants are surface active compounds, such as anionic, cationic, nonionic and amphoteric surfactants; block polymers, polyelectrolytes and mixtures thereof. Such surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids or adjuvants. Examples of surfactants are listed in McCutcheon Volume 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (international or North American version).

Suitable anionic surfactants are the alkali metal, alkaline earth metal or ammonium salts of sulfonates, sulfates, phosphates, carboxylates and mixtures thereof. Examples of sulfonates are alkylaryl sulfonates, diphenyl sulfonates, α-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols Acid salt, sulfonate of alkoxylated arylphenol, sulfonate of condensed naphthalene, sulfonate of dodecyl and tridecylbenzene, sulfonate of naphthalene and alkylnaphthalene, sulfosuccinate Salt or sulfosuccinate. Examples of sulfates are sulfates of fatty acids and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols or fatty acid esters. An example of a phosphate ester is a phosphate ester. Examples of carboxylates are alkyl carboxylates and carboxylated alcohols or alkylphenol ethoxylates.

Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymer surfactants and mixtures thereof. Examples of alkoxylates are compounds that have been alkoxylated with 1 to 50 equivalents, such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters. Ethylene oxide and/or propylene oxide can be used, preferably ethylene oxide for alkoxylation. Examples of N-substituted fatty acid amides are fatty acid glucosamine or fatty acid alkanolamide. Examples of esters are fatty acid esters, glycerides or monoglycerides. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymer surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol or vinyl acetate.

Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl betaines and imidazolines. Suitable block polymers are AB or ABA type block polymers containing polyethylene oxide and polypropylene oxide blocks, or ABC type blocks containing alkanol, polyethylene oxide and polypropylene oxide polymer. Suitable polyelectrolytes are polyacids or polybasics. Examples of polyacids are alkali metal salts of polyacrylic acid or polyacid comb polymers. Examples of polybasic bases are polyvinylamine or polyethyleneamine.

Suitable adjuvants are compounds which themselves have negligible pesticidal activity or even no pesticidal activity, and which improve the biological efficacy of the compounds of the invention against the target. Examples are surfactants, mineral or vegetable oils and other auxiliary agents. Other examples are listed in Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, Chapter 5.

Suitable thickeners are polysaccharides (such as Sanxian gum, carboxymethyl cellulose), non-organic clays (organically modified or unmodified), polycarboxylates and silicates.

Suitable bactericides are bronopol and isothiazolinone derivatives, such as alkyl isothiazolinone and benzisothiazolinone.

Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.

Suitable defoamers are polysiloxane, long-chain alcohol and fatty acid salts.

Suitable colorants (such as red, blue or green) are low water-soluble pigments and water-soluble dyes. Examples are inorganic colorants (such as iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (such as alizarin, azocyanine and phthalocyanine colorants).

Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, biological or synthetic waxes and cellulose ethers.

Examples of composition types and their preparation are: i) Water-soluble concentrate (SL, LS) 10-60% by weight of compound I according to the invention and 5-15% by weight of wetting agent (for example alcohol alkoxylate) are dissolved in water and/or water-soluble solvent (for example alcohol) up to 100% by weight. The active substance dissolves when diluted with water. ii) Dispersible concentrate (DC) 5-25% by weight of the compound I according to the invention and 1-10% by weight of a dispersant (for example polyvinylpyrrolidone) are dissolved in up to 100% by weight of an organic solvent (for example cyclohexanone). Dilute with water to obtain a dispersion. iii) Emulsifiable concentrate (EC) Dissolve 15-70% by weight of Compound I according to the invention and 5-10% by weight of emulsifiers (for example calcium dodecylbenzenesulfonate and castor oil ethoxylate) in up to 100% by weight of water-insoluble organic solvents (for example Aromatic hydrocarbons). Dilute with water to get an emulsion. iv) Emulsion (EW, EO, ES) Dissolve 5-40% by weight of Compound I according to the invention and 1-10% by weight of emulsifiers (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate) in 20-40% by weight of water-insoluble organic solvent ( For example aromatic hydrocarbons). This mixture is introduced into up to 100% by weight water by means of an emulsifier and made into a homogeneous emulsion. Dilute with water to get an emulsion. v) Suspension (SC, OD, FS) In an agitated ball mill, 20-60% by weight of Compound I according to the present invention is pulverized, and 2-10% by weight of dispersant and wetting agent (such as sodium lignosulfonate and alcohol ethoxylate), 0.1-2% by weight are added % Thickener (eg Sanxian gum) and up to 100% by weight of water to obtain a fine active substance suspension. Dilute with water to obtain a stable suspension of the active substance. For FS-type compositions, up to 40% by weight of binder (eg polyvinyl alcohol) is added. vi) Water-dispersible granules and water-soluble granules (WG, SG) 50-80% by weight of compound I according to the invention is finely ground, up to 100% by weight of dispersants and wetting agents (eg sodium lignosulfonate and alcohol ethoxylates) are added and by means of industrial-grade equipment (eg extrusion, Spray tower, fluidized bed) are prepared as water-dispersible or water-soluble granules. Dilute with water to obtain a stable dispersion or solution of the active substance. vii) Water-dispersible powders and water-soluble powders (WP, SP, WS) Grind 50-80% by weight of the compound I according to the invention in a rotor-stator mill, add 1-5% by weight of dispersant (eg sodium lignosulfonate), 1-3% by weight of wetting agent (eg alcohol ethoxylate) Base compound) and up to 100% by weight solid carrier, such as silicone. Dilute with water to obtain a stable dispersion or solution of the active substance. viii) Gel (GW, GF) In an agitated ball mill, crush 5-25% by weight of Compound I according to the invention, add 3-10% by weight of dispersant (eg sodium lignosulfonate), 1-5% by weight of thickener (eg carboxymethyl Cellulose) and up to 100% by weight of water to obtain a fine suspension of active substance. Dilute with water to obtain a stable suspension of the active substance. ix) Microemulsion (ME) or nanoemulsion Add 5-20% by weight of Compound I according to the invention to 5-30% by weight of organic solvent blends (eg fatty acid dimethylamide and cyclohexanone), 10-25% by weight of surfactant blends (eg Alcohol ethoxylates and arylphenol ethoxylates) and make up to 100% water. This mixture was stirred for 1 hour to spontaneously produce a thermodynamically stable microemulsion. x) Microcapsule (CS) The oil phase containing 5-50% by weight of the compound I according to the present invention, 0-40% by weight of a water-insoluble organic solvent (eg aromatic hydrocarbon), 2-15% by weight of acrylic monomers (eg methyl methacrylate, methyl alcohol (Acrylic acid and diacrylate or triacrylate) are dispersed in an aqueous solution of protective colloid (such as polyvinyl alcohol). The free radical polymerization initiated by the free radical initiator leads to the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase containing 5-50% by weight of Compound I according to the present invention, 0-40% by weight of a water-insoluble organic solvent (such as aromatic hydrocarbons) and an isocyanate monomer (such as diphenylmethylene-4,4 '-Diisocyanate) dispersed in an aqueous solution of protective colloid (eg polyvinyl alcohol). The addition of polyamines (such as hexamethylenediamine) allows the formation of polyurea microcapsules. The monomers total 1-10% by weight. wt% refers to the entire CS composition. xi) Spreadable powder (DP, DS) 1-10% by weight of compound I according to the invention is finely ground and intimately mixed with up to 100% by weight of solid carrier (for example finely powdered kaolin). xii) Granules (GR, FG) 0.5-30% by weight of compound I according to the invention is finely ground and associated with up to 100% by weight of solid carrier (for example silicate). Granulation is achieved by extrusion, spray drying or fluidized bed. xiii) Ultra Low Volume Liquid (UL) 1-50% by weight of the compound I according to the invention is dissolved in up to 100% by weight of organic solvents (for example aromatic hydrocarbons).

Composition types i) to xiii) may optionally contain other adjuvants, such as 0.1-1% by weight bactericide, 5-15% by weight antifreeze, 0.1-1% by weight defoamer and 0.1-1% by weight colorant.

Agrochemical compositions generally contain 0.01 to 95% by weight, preferably 0.1 to 90% by weight and most preferably 0.5 to 75% by weight of active substance. The purity of the active substance used is 90% to 100%, preferably 95% to 100% (according to NMR spectrum).

Various types of oils, humectants, adjuvants, fertilizers or micronutrients and other pesticidal agents (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) can be added to or contain active substances The composition of the substance is used as a premix, or if appropriate, added immediately before use (tank mixing). These reagents can be mixed with the composition according to the invention in a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

In one embodiment, the suspension concentrate (SC) is preferred for application in crop protection. In a sub-embodiment thereof, the SC agrochemical composition comprises 50 to 500 g/L (grams per liter), or 100 to 250 g/L, or 100 g/L or 150 g/L or 200 g/L or 250 g/L.

In another embodiment, granules according to formulation type xii are used according to the invention for application in rice.

In another embodiment, the dispersible concentrate DC according to formulation type ii is used according to the invention for application in rice.

In another embodiment, the emulsifiable concentrate EC according to formulation type iii is used according to the invention for application in rice.

In another embodiment, the microemulsion ME according to formulation type ix is used for application in rice according to the invention.

In another embodiment, the nanoemulsion is used for application in rice according to the present invention.

The user usually applies the composition according to the present invention from a front drug delivery device, a backpack sprayer, a spray tank, a spray airplane or an irrigation system. Generally, the agrochemical composition is formulated with water, buffers, and/or other adjuvants to the desired application concentration, and thus a ready-to-use spray liquid or the agrochemical composition according to the present invention is obtained. Generally, 20 to 2000 liters, preferably 50 to 400 liters of ready-to-use spray liquid is applied per hectare of agriculturally useful area.

According to one embodiment, the individual components of the composition according to the invention, such as part of the kit or part of the binary or ternary mixture, can be mixed by the user himself in the spray tank, and other additives can be added if appropriate.

In another embodiment, the individual components or partially pre-mixed components of the composition according to the invention, for example the components comprising the compound of the invention and/or the mixing partner as defined above, can be sprayed by the user Mix in the tank, and add other additives and additives if appropriate.

In another embodiment, the individual components or partially pre-mixed components of the composition according to the invention, such as components comprising the compound of the invention and/or the mixing partner as defined above, may be common (e.g. After tank mixing) or continuous application.

The invention also relates to a method, wherein the compound of formula (I) is suitable for protecting rice, rice plants, rice plant propagation material (such as seeds) or soil or water in which rice plants grow from rice pests, especially rice harmful invertebrates or Infestation. Therefore, the present invention also relates to a method for plant protection, which comprises rice, rice plants, rice plant propagation material (such as seeds) or soil for plant growth to protect against rice pests, especially rice harmful invertebrates Or water is contacted with a pesticidally effective amount of the compound of the present invention.

The present invention also relates to a method for combating or controlling rice pests, especially rice pest invertebrates, which comprises rice pests, especially rice pest invertebrates, its habitat, breeding ground or food supply ground, or rice, rice plant 1. Rice plant propagation materials (such as seeds), or soil or water, or rice pests, especially areas, materials or environments where rice pest invertebrates are growing or can grow, are contacted with pesticidal effective amounts of the compounds of the present invention.

The compound of the present invention is effective through contact and ingestion. In addition, the compounds of the present invention can be applied to any and all stages of development, such as eggs, larvae, pupae, and adults.

The compounds of the present invention may be applied as is or in the form of compositions comprising them as defined above. In addition, the compounds of the present invention can be applied together with a mixing partner as defined above or in the form of a composition comprising these mixtures as defined above. The components of the mixture can be applied simultaneously, jointly or separately, or sequentially (that is, one next to the other), thereby producing the mixture "in situ" at the desired location (e.g., plant). In the case of separate applications, the sequence is generally No effect on the results of control measures.

Application can be carried out before and after pests infect rice, rice plants, rice plant propagation material (such as seeds), soil, or area, material, or environment.

Suitable application methods include soil treatment, seed treatment, furrow application, water inlet application and foliar application, among others. Soil treatment methods include soaking the soil, dipping roots, or soil injection. Seed treatment techniques include seed dressing, seed coating, seed dusting, seed soaking and seed pelleting. Furrow application usually includes the steps of forming furrows on cultivated land, sowing furrows with seeds, applying pesticidal active compounds to furrows and closing furrows. Foliar application refers to the application of pesticidal active compounds to plant leaves, for example via spray equipment. For foliar application, it may be advantageous to modify the behavior of pests by using a combination of pheromones and compounds of the invention. Suitable pheromones for specific crops and pests are known to the skilled person and are publicly available from databases of pheromone and chemical pheromone, such as http://www.pherobase.com.

In the case of rice cultivation and rice crops, the following application types are of particular relevance: -"Granular application" involves directly or manually dispersing insecticide granules or a mixture of insecticides/fungicides and nematicides or putting them into a nursery box on the field or soil surface or standing water. The granular formulation can be mixed with fillers, carriers or fertilizers to allow uniform distribution in the field. -"Floating bag application" refers to the application of insecticides or mixtures of insecticides/fungicides and nematicides in water-soluble sachets/bags by throwing them into paddy fields in standing water. -"Seedling box application" refers to the artificial or mechanical incorporation of insecticide formulations (eg granules, liquids) in seedling boxes or seedling boxes containing rice seedlings before transplanting in the main field. -"Seed treatment" involves soaking/mixing rice seeds in a solution of an insecticide or insecticide/nematicide/fungicide mixture. This application is carried out before sowing, before or after seed germination. -"Foliar application" refers to the use of various application equipment (such as a backpack, power sprayer, boom sprayer, etc.) to remove insecticides or insecticides/fungicides/nematicides/selectivity in water or oil The herbicide is applied as a spray application. -"Soil application" refers to the application of insecticides or mixtures of insecticides/fungicides/nematicides/selective herbicides to the soil in the form of irrigation application, water inlet application or granular application. -"Aerial application" refers to the application of a granular or liquid mixture of insecticides or insecticides/fungicides/nematicides/selective herbicides to the field using airplanes, helicopters or drones. -"Powder application" involves the application of a mixture of insecticides or insecticides/fungicides/nematicides/selective herbicides in the form of powder formulations directly to the field using a special applicator (e.g. a power duster) Apply directly. -"Water inlet application" is the application of a liquid formulation of a mixture of insecticides or insecticides/fungicides/nematicides/selective herbicides to the location where the irrigation water is released into the paddy field. -"Circumferential application" is the application of a liquid or granular formulation of an insecticide or a mixture of insecticides/fungicides/nematicides/selective herbicides in a clockwise or counterclockwise direction to the water accumulated within the paddy field boundary Type of application.

The preferred application is granular application, seedling box application and foliar application.

In one embodiment, the present invention relates to a method of applying a pesticidal agent by granular application.

In one embodiment, the invention relates to a method of applying a pesticidal agent by seedling box application.

In one embodiment, the invention relates to a method of applying pesticidal agents by foliar application.

As used herein, the term "contact" or "application" includes direct contact (application of the compound/composition directly to animal pests or plants-usually to the leaves, stems or roots of plants) and indirect contact (application of the compound/composition) (Applies to the location of animal pests or plants, that is, habitats, breeding grounds, plants, seeds, soil, areas, materials or environment where pests are growing or can grow).

In the context of the present invention, the term "animal pests" includes arthropods, gastropods and nematodes, which are rice pests, especially rice pests invertebrates, especially rice pests as described above. Arthropods are preferably insects and arachnids, especially insects. Particularly relevant insects are often called crop insect pests or rice pest insects.

The term "crop" refers to rice grown and harvested.

In the context of the present invention, the term "plant" preferably means a rice plant (Ricea species, preferably rice). Two types of rice are most commonly grown, rice and Oryza glaberrima. Many subspecies of rice are commercially important, including indica rice (Oryza sativa subsp. indica), japonica rice (Oryza sativa subsp. japonica), Java rice (Oryza sativa subsp. javanica), glutinous rice (Oryza sativa subsp. glutinosa) (glutinous rice), fragrant rice (Oryza sativa Aromatica group) (eg basmati) and rice (floating rice). The term "plant" should be understood to include wild-type plants and plants that have been bred by conventional knowledge, or induced by mutations or genetically engineered, or modified by combinations thereof.

Plants that have been modified by mutation induction or genetic engineering and have particular commercial importance include rice. In plants that have been modified by mutation induction or genetic engineering, one or more genes have been mutagenized or integrated into the plant's genetic material. The one or more mutagenized or integrated genes are preferably selected from pat, epsps, cry1Ab, bar, cry1Fa2, cry1Ac, cry34Ab1, cry35AB1, cry3A, cryF, cry1F, mcry3a, cry2Ab2, cry3Bb1, cry1A.105, dfr, barnase , Vip3Aa20, barstar, als, bxn, bp40, asn1 and ppo5. Conduct mutation induction or integration of one or more genes to improve certain characteristics of the plant. Such characteristics, also known as traits, include abiotic stress tolerance, altered growth/yield, disease resistance, herbicide tolerance, insect resistance, improved product quality, and pollination control. Among these characteristics, herbicide tolerance, such as imidazolinone tolerance, glyphosate tolerance or herbicide tolerance is particularly important.

It has been unexpectedly found that the pesticidal activity of the compounds of the present invention can be enhanced by the insecticidal properties of the modified plants. In addition, the compounds of the present invention have been found to be suitable for preventing insects from developing resistance to insecticidal traits or against pests that have been resistant to insecticidal traits of modified plants. In addition, the compounds of the present invention are suitable for combating pests to which insecticidal traits are ineffective, and therefore supplementary insecticidal activity can be advantageously used.

The term "plant propagation material" refers to all reproductive parts of a plant, such as seeds, germinating seeds, seedlings and regenerated plants. It may also include seedlings and young plants transplanted after germination or after emergence from the soil. These plant propagation materials can be treated prophylactically with plant protection compounds at or before planting or transplantation.

The term "seed" covers all types of seeds and plant propagules, including but not limited to real seeds, seed blocks, suckers, bulbs, fruits, grains, cuttings, cut branches and the like, and in a preferred In the examples, it means real seeds.

Generally speaking, "effective amount of pesticidal organism" means to achieve observable effects on growth, including effects such as necrosis, death, retardation, prevention and removal, destruction or otherwise reducing the appearance and activity of target organisms The amount of active ingredients required. For each compound/composition used in the present invention, the pesticidally effective amount can vary. The pesticidal effective amount of the composition will also vary according to the main conditions, such as the desired pesticidal effect and duration, weather, target species, location, mode of application and the like.

In the case of soil treatment, furrow application or application to pest habitats or nests, the amount of active ingredient is in the range of 0.0001 to 500 g/100 m ² , preferably 0.001 to 20 g/100 m ² .

For treatment of rice plants by, for example, foliar application, the application rate of the active ingredient of the present invention may be 0.0001 g to 4000 g per hectare, for example 1 g to 2 kg per hectare or 1 g to 750 g per hectare. 1 g to 100 g per hectare, more desirably 10 g to 50 g per hectare, for example 10 to 20 g per hectare, 20 to 30 g per hectare, 30 to 40 g per hectare or 40 to 50 g per hectare .

The compound of the present invention is particularly suitable for the treatment of seeds to protect the seeds from pests, especially pests living in the soil, and the roots and shoots of the resulting seedlings are resistant to soil pests and foliar insects. Therefore, the present invention also relates to a method for protecting seeds from insects, especially soil insects, and protecting roots and shoots of seedlings from insects, especially soil and foliar insects, which method comprises using the present invention before sowing and/or after germination Compound treated seeds. It is better to protect the roots and shoots of seedlings. It is even better to protect the shoots of seedlings from stinging insects, chewing insects and nematodes.

The term "seed treatment" includes all suitable seed treatment techniques known in the art, such as seed dressing, seed coating, seed dusting, seed soaking, seed pelleting, and furrow application methods. Preferably, the seed treatment application of the active compound is carried out by spraying or by dusting before the plants are sown and before the plants emerge.

The present invention also includes seeds coated with or containing active compounds. The term "coated and/or contained" generally means that the active ingredient is mostly on the surface of the propagation product at the time of application, although more or less of the ingredient can penetrate into the propagation product, depending on the method of application. When (re)planting the propagation product, it can absorb the active ingredient.

In the context of the present invention, the seeds are rice seeds. The active compounds according to the invention can also be used for the treatment of seeds from plants which have been modified by mutation induction or genetic engineering, and which, for example, are resistant to the action of herbicides or fungicides or insecticides. Such modified plants have been described in detail above.

Conventional seed treatment formulations include, for example, flowable concentrate FS, solution LS, suspension emulsion (SE), powder for drying DS, water-dispersible powder for slurry processing WS, water-soluble powder SS and emulsion ES and EC and gel formulation GF. These formulations can be applied to the seeds diluted or undiluted. Application to the seed line is carried out directly on the seed before sowing or after seed germination. Preferably, the formulation is applied so that germination is not included.

The active substance concentration in the ready-to-use formulations obtainable after two to ten-fold dilution is preferably 0.01 to 60% by weight, more preferably 0.1 to 40% by weight.

In a preferred embodiment, the FS formulation is used for seed treatment. Generally, FS formulations may contain 1-800 g/l active ingredient, 1-200 g/l surfactant, 0 to 200 g/l antifreeze, 0 to 400 g/l binder, 0 to 200 g/l Pigment and up to 1 liter of solvent, preferably water.

Particularly preferred FS formulations of the compounds of the invention for seed treatment generally contain 0.1 to 80% by weight (1 to 800 g/l) of active ingredient, and 0.1 to 20% by weight (1 to 200 g/l) of at least one interface Active agent, for example 0.05 to 5 wt% wetting agent and 0.5 to 15 wt% dispersant, at most 20 wt%, for example 5 to 20% antifreeze, 0 to 15 wt%, for example 1 to 15 wt% pigments and/or dyes , 0 to 40% by weight, for example 1 to 40% by weight of adhesive (adhesive), optionally up to 5% by weight, for example 0.1 to 5% by weight thickener, optionally 0.1 to 2% defoamer, and for example 0.01 The optional preservatives, such as biocides, antioxidants or the like, in amounts up to 1% by weight, and fillers/mediators up to 100% by weight.

In seed treatment, the application rate of the compound of the present invention is generally 0.1 g to 10 kg per 100 kg of seed, preferably 1 g to 5 kg per 100 kg of seed, more preferably 1 g to 1000 g per 100 kg of seed, and especially per 100 1 g to 200 g of kg seeds, for example 1 g to 100 g or 5 g to 100 g per 100 kg of seeds.

Therefore, the present invention also relates to seeds comprising the compounds of the present invention or salt agriculturally useful salts as defined herein. The amount of the compound of the present invention or its agriculturally useful salt generally ranges from 0.1 g to 10 kg per 100 kg of seed, preferably from 1 g to 5 kg per 100 kg of seed, especially from 1 g to 1000 g per 100 kg of seed .

In the present invention, the compounds of the present invention can also be used to improve the health of plants. Therefore, the present invention also relates to a method for improving plant health by treating rice plants, rice plant propagation material, and/or the site where rice plants grow or will grow by using an effective and non-phytotoxic amount of the compounds of the present invention.

As used herein, "effective and non-phytotoxic amount" means that the amount of compound used allows the desired effect to be obtained, but not on the treated plant or on the plant grown from the treated propagules or treated soil Produce any symptoms of phytotoxicity.

The terms "plant" and "plant propagation material" are as defined above.

"Plant health" is defined as the condition of a plant and/or its products, which is determined by several aspects alone or in combination with each other, such as yield (eg increasing the biomass and/or increasing the content of valuable ingredients), Quality (e.g. improving the content or composition or shelf life of certain ingredients), plant germination (e.g. improving plant growth and/or greener leaves (``greening effect'')), abiotic (e.g. drought) and/or biological stress ( For example, disease resistance and production efficiency (for example, harvest efficiency, processability).

The above determined plant health status indicators can be interdependent and can be generated by each other. The indicators are defined in this technology and can be determined by methods known to the skilled person.

Examples Compound I [3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8 -Onium-5-alkoxide] was synthesized as described in EP17164175.6 and also separated into enantiomers IR-1 and IS-1 as described therein.

Step 1: 2-chloro-N-methoxy-N-methyl-acetamide Cool N-methoxymethylamine hydrochloride (345 g) and water (1.5 L) to 0°C. To this reaction mixture was added K ₂ CO ₃ (1466 g) in portions, followed by methyl tert-butyl ether (1000 mL) at 0°C. The reaction mixture was cooled to -5°C. Methyl tert-butyl ether (500 ml) containing chloroacetamide (400 g) was added dropwise at -5°C to 0°C, and stirred at 0°C for 2 hours. Bring the reaction mixture to 20-25°C. The desired product was obtained from the organic layer as a white solid (438 g, 90% yield; 98.45% HPLC purity).

Step 2: 2-chloro-1-(2-chlorothiazol-5-yl)ethanone Under a nitrogen atmosphere, 750 ml of tetrahydrofuran containing 2-chlorothiazole (187 ml) was cooled to -20°C. Isopropyl magnesium chloride x LiCl (1684 ml, 1.3 mol in tetrahydrofuran) was added dropwise and stirred at -20°C for 60 minutes. A solution of 2-chloro-N-methoxy-N-methyl-acetamide (250 g) in tetrahydrofuran was added dropwise at -20°C to -25°C. The reaction mixture was stirred at -20°C for 90 minutes. A saturated aqueous ammonium chloride solution was added at -20°C, and then the reaction mixture was brought to 20-25°C. The two phases were separated and the aqueous phase was extracted with ethyl acetate. From the combined organic layers, the desired crude product was obtained as a dark brown oil, which was treated with methyl tert-butyl ether containing activated carbon and silica to give the crude product as a light brown oil (335 g), Used directly in the next step.

Step 3: N-[2-chloro-1-(2-chlorothiazol-5-yl)ethylene]-2-methyl-propane-2-sulfenamide at 20-25°C under nitrogen atmosphere Next, to the tetrahydrofuran containing the crude substance 2-chloro-1-(2-chlorothiazol-5-yl)ethanone (335 g), add third butyl sulfenamide (206 g) and Ti(OEt) ₄ (396 ml). The mixture was heated to 50°C and stirred for 2 hours, then cooled to 20-25°C and diluted with ethyl acetate. After adding water, the mixture was stirred for 30 minutes and then filtered. The organic phase was evaporated to obtain the desired crude product as a brown oil. After treatment with methyl tert-butyl ether containing activated carbon and silica, a crude product (365 g) was obtained as a light brown oil, which was used directly in the next step.

Step 4: N-[2-chloro-1-(2-chlorothiazol-5-yl)ethyl]-2-methyl-propane-2-sulfenamide at -5°C, containing N-[ 2-chloro-1-(2-chlorothiazol-5-yl)ethylene]-2-methyl-propane-2-sulfenamide (365 g) in tetrahydrofuran and methanol was added NaBH ₄ (23 g) and stir for 30 minutes. Saturated aqueous ammonium chloride solution was added at 0°C. After extraction with ethyl acetate, the organic layer yielded the desired crude product (310 g) as a brown oil.

Step 5: 2-chloro-1-(2-chlorothiazol-5-yl)ethylamine hydrochloride At 20-25°C, combine N-[2-chloro-1-(2-chlorothiazol-5-yl)ethyl]-2-methyl-propane-2-sulfenamide and methanol containing HCl ( 1 mol, 620 mL) were stirred together for 12 hours. Removal of methanol under vacuum produced a pale yellow sticky solid (244 g), which was washed with methyl tertiary butyl ether and then ethyl acetate to give a pale yellow solid (78 g, 26 through steps 2 to 5 % Yield, >98% purity).

Step 6: 4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine At 23° C., methyl tert-butyl ether containing 2-chloro-1-(2-chlorothiazol-5-yl)ethylamine hydrochloride (285 g) and 2 mol NaOH aqueous solution (1060 mL) Stir for 20 minutes. The organic layer produced free amine (230 g) as a light brown oil.

Ethanol containing amine (230 g) was reacted with triethylamine NEt3 (351 ml) and Me-NCS (143.2 g) at 22 to 25°C for 18 hours. The reaction mass was concentrated to obtain a brown residue, to which was added aqueous NaOH (114 g in 920 mL water). The resulting mixture was heated to 100°C for 2 hours, then cooled to 20-25°C and diluted with water. After extraction with ethyl acetate, the organic layer yielded crude material 4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine (256 g) as a brown solid, which was Heptane (300 mL) containing 20% ethyl acetate was stirred together for 30 minutes. After filtration, the product was obtained as a brown solid (245 g, 85% yield).

Step 7: 3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8 -Onium-5-alkoxide (I-1) Toluene containing 4-(2-chlorothiazol-5-yl)-N-methyl-thiazolidine-2-imine (110 g) was stirred at 110 to 115°C. After the addition of bis(4-chlorophenyl) 2-phenylmalonate (226 g), the reaction mixture was stirred at this temperature for 2 hours and then cooled to 40 to 45°C. After removing toluene under vacuum, a brown solid was obtained, which was triturated with methyl tert-butyl ether to obtain a yellow solid.

Stirred in methyl tert-butyl ether (1 L) at 22 to 25°C for 14 hours, resulting in a light yellow solid (160 g). Further purification by dissolving in dichloromethane and precipitation with methyl tert-butyl ether gave the desired product (129 g, 80% yield) as a pale yellow fine powder.

Separation of enantiomers: R-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8- Onium-5-alkoxide and S-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8- Onium-5-alkoxide

3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8 from the example -The enantiomers of onium-5-alcoholates can be separated by preparative paired palm supercritical fluid chromatography. Separate 126 g rac-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine -8-ium-5-alkoxide. This produced 53.4 g of R-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo-6-phenyl-2,3-dihydrothiazolo at a residence time of 1.94 min 3,2-a]pyrimidin-8-ium-5-alkoxide and yielding 57.7 g S-3-(2-chlorothiazol-5-yl)-8-methyl-7-oxo at a residence time of 1.41 min -6-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-8-ium-5-alcohol salt. For the residence time, please refer to the analysis methods listed below. The configuration of the palm center is determined by X-ray analysis.

Analytical separation method: Instrument: Thar analytical SFC column: Chiralpak AS-H, 150×4.6 mm id, 5 u Mobile phase: A is CO ₂ and B is MeOH, gradient: B%=40% Flow rate: 4.0 mL/min, back pressure: 100 bar, column temperature: 35°C wavelength: 220 nm

Preparative separation method: Instrument: Thar 80 preparative SFC column: Chiralcel OJ-H, 250×30 mm ID 5 u Mobile phase: A is CO ₂ and B is CH ₃ CN, gradient: B% = 50% Flow rate : 80 g/min, back pressure: 100 bar, column temperature: 40°C Wavelength: 220 nm Cycle time: 6.5 min Sample preparation: dissolve racemic substance in MeOH-CH ₃ CN-DCM (1:1:0.5 ) To 20 mg/mL in the mixed solution, and filtered through a membrane with a pore size of 0.45 um. Injection: 4 mL per injection.

After separation, the dissolved fractions were dried at 35° C. via a rotary evaporator to obtain two enantiomers. *: HPLC method: retention time (minutes); mass-to-charge ratio m/z HPLC method A: MSD4/5: Shimadzu Nexera UHPLC + Shimadzu LCMS 20-20, ESI Column: Phenomenex Kinetex 1.7µm XB-C18 100A, 50 x 2,1mm Mobile phase: A: water + 0.1% trifluoroacetic acid; B: acetonitrile, temperature: 60℃ Gradient: 5% B to 100% B within 1.50min; 100% B 0.25min Flow rate: 0.8 ml/min to 1.0 ml/min in 1.51 min MS method: ESI positive, quality range (m/z): 100-700 HPLC method B: MSD4/5: Shimadzu Nexera UHPLC + Shimadzu LCMS 20-20, ESI Column: Agilent Eclipse Plus C18, 50mm x 4.6mm x 3 Mobile phase: A = 10 mM ammonium formate (0.1% formic acid), B = acetonitrile (0.1% formic acid), flow rate = 1.2 ml/min. Tubular oven: 30℃ Gradient: = 10% B to 100% B-1.5min, hold for 1min, 2.51min-10% B; run time = 3.50 min

Biological test: B.1 Rice Water Weevil

Micro plot test (application of seedling boxes): Before the transplantation of rice seedlings, the granular formulation of the product is applied to the seedling boxes artificially and evenly. Seedlings are transplanted manually in field plots (simulating commonly used mechanical transplants). Use 2% granular I. Rice water weevil is naturally impregnated in the field. The feeding damage was estimated at 26 DAT/DAP and expressed as the average of 10 hillocks. The larvae count is 5 hills/cell. Student-Newman-Keuls was used to analyze the data (P=0.05). The feeding damage of the negative control at 26 DAT/DAP was 3.3% and the average number of larvae of the rice water weevil at 68 DAT/DAP was 29.

The results (Table 1) show that the tested compound of formula I showed excellent activity against rice water weevil via granular seedling box application. Table 1: Effect of I-1 on rice water weevil (Rice weevil) by applying granular seedling box

Claims (17)

A method for controlling rice harmful invertebrates in rice, the method comprising applying the compound of formula (I), its salt or N-oxide to the rice harmful invertebrates by seedling box application

. The method of claim 1, wherein the compound of formula I is compound IR-1

. The method of claim 1 or 2, wherein the compound of formula I is administered in combination with at least one other pesticidal agent. The method according to claim 1 or 2, wherein the rice harmful invertebrates are selected from the following groups: Hemiptera: Brown planthopper-brown rice planthopper (Nilaparvata lugens) Gray Planthopper-Laodelphax striatellus White-backed planthopper-White-backed planthopper (Sogatella furcifera) White Leafhopper-White-winged Brown Leafhopper (Cofana spectra) Green Leafhopper-Two-pointed Black-tailed Leafhopper (Nephotettix virescens), Black-striped Blacktailed Leafhopper (N. nigriceps), Black-tailed Leafhopper (N. cincticeps), Malayan Black-tailed Leafhopper Electric Light Leafhopper-Electric Light Leafhopper (Recilia dorsalis) Corn Orange Leafhopper-Cicadulina bipunctata Purple Cicada Leafhopper-Aster Leafhopper (Macrosteles fascifrons) Rice stink bug, Leptocorisa oratorius, L. acuta Rice brown stink bug-Rice green stink bug (Nezara viridula), Pygomenida varipennis, Eysarcoris, Tibraca limbatriventris, Eysarcoris ventralis Little bug-Oebalus poecilus, O. pugnax Hymenoptera-two-star stink bug Stink bug-wheat stink bug (Blissus leucopterus leucopterus) Rice mealybugs, rice pink mealybugs (Brevennia rehi), rice cane mealybugs (Pseudococcus saccharicola) Rice aphid, Rhopalosiphum rufiabdominalis, Macrosiphum avenae, Hysteroneura setariae, Tetraneuro nigriabdominalis Bean root aphid-cotton root aphid (Smynthurodes betae) Lepidoptera: Rice bracts-Parnara guttata, Melanitis Ieda ismene Rice borer/stalk borer-Chilo suppressalis, Chilo polychrusus, Chilo partellus, Chilo plejadellus Rice stalk borer-Chilotraea polychrysa Big borer-big borer (Sesamia inferens) Chilo suppressalis-Tryporyza (=Scirpophaga) incertulas Rice white borer-Rice white borer (Tryporyza innotata) Rice leaf roller (Cnaphalocrocis medinalis), rice leaf roller (Marasmia patnalis), rice leaf roller (M. exigua) Shaved worm / marching insect-Oriental armyworm (Pseudaletia separate) Green caterpillars-Xanthodes transversa Rice green caterpillar-rice borer (Narnaga aenescens) Green Horn Caterpillar-Twilight Eye Butterfly, Brow Eye Butterfly (Mycalesissp) Grass armyworm-Spodoptera frugiperda Root cutting insect-Mythimna separata Rice husk insect-rice borer (Nymphula depunctalis) Black caterpillar, Deer Moth (Amata sp.) Long-hair caterpillar-Mocis frugalis Yellow caterpillar, Psalis pennatula Rice half-brown looper, Rhynchospora ostreatus Rice pseudo-chockworm, Chrysodeixis chalcites Grass borer-rice leaf-cutting stem borer (Herpetogramma licarsisalis) Sugarcane borer-Diatraea saccharalis Corn stalk borer-South American corn borer (Elasmopalpus lignosellus) Striped Grass Looper-South American Spodoptera litura (Mocis latipes) European Corn Borer-Corn Borer (Ostrinia nubilalis) Mexican rice borer-Mexican rice borer (Eoreuma loftini) Coleoptera: Rice weevil-rice water weevil (Lissorhopterus oryzophilus) Rice weevil-rice weevil (Echinocnemus squamous) Rice Elephant-Rice Negative Mud Worm (Oryzophagus oryzae) Rice iron beetle-Rice iron beetle (Diclodispa armigera) Rice leaf beetle-Oulema oryzae Rice black stink bug-rice black stink bug (Scotinophora vermidulate, S. vermidulate, S. lurida), wide-winged black stink bug (S. latiuscula) Rice Jumper-Black concave shin jumper (Chaetocnima basalis) Maggots-Leucopholis irrorata, Leucopholis irrorata, Leucopholis irrorata, Phyllophaga sp, Heteronychus sp Chafer-Argentine hoodworm (Diloboderus abderus) Weevil-Sphenophorus spp Grape sheath beetle-Colaspis brunnea, C. louisianae Rice pollen beetle, flower chafer (Chilolaba acuta) Diptera: Stalk fly-Chlorops oryzae Liriomyza-Agromyza oryzae Rice waterfly/rice stalk fly-rice stalk fly (Hydrellia sasakii) Rice water fly / rice leaf miner-rice leaf miner (Hydrellia griseola) Rice gall midge-Orseolia (=Pachydiplosis) oryzae Seedling flies-Athrigona oryzae Rice mosquitoes-Chironomus cavazzai, Chironomus spp, Cricotopus spp Thysanoptera: Rice thrips-rice thrips (Chloethrips oryzae), rice straight thrips (Stenochaetothrips biformis), naked thrips (Perrisothrips sp.), organ thrips (Hoplothrips sp.), Orthoptera: Rice locust, Hieroglyphus banian, Hieroglyphus nigrorepletus, Catantops pinguis, Attractomorpha burri, A. crenulate, willow A. psittacina psittacina, A. Bedeli, Oxya adenttata, Oxya ebneri, Oxya hyla intricata, Acrida turricata Locust-Locusta migratoria manilensis Mole cricket, African mole cricket (Grylotalpa africana) Crickets: Gryllus bimaculatus, Teleogryllus occipitalis, Euscyrtus concinus Katydid-Conocephalus longipennis Isoptera: Termites-Macrotermes gilvus, Syntermes molestans Hymenoptera: Ant-Tropical Fire Ant (Solenopsis geminata) Dried rice nematode-Aphelenchoides besseyi Acarina: Rice ear mite-rice fine mite (Steotarsonemus pinki) Crustacea: Horseshoe crab-Triops longicaudatus, T. cancriformis Rice crayfish-Procambarus clarkii, Orconectes virilis. The method according to claim 1 or 2, wherein the rice harmful invertebrates are from Hemiptera, Lepidoptera, or Coleoptera; It is preferably selected from the springtail, Or preferably selected from brown planthoppers (Brown rice planthopper), gray planthoppers (spotted planthoppers), white-backed planthoppers (white-backed planthoppers), green leafhoppers (two-pointed blackhoppers), rice brown stink bugs (rice Green stink bug, Heman stink bug, two-star stink bug, Tibraca limbatriventris, wide two-star stink bug), small bed bug (Variegated rice stink bug, American rice stink bug), rice borer (Diplodia spp. Cnaphalocrocis medinalis/Cnaphalocrocis medinalis (Rice leaf curl Cnaphalocrocis medinalis, Centipedodes cinnabarinus, Cnaphalocrocis medinalis), Rice weevils (Rice weevil), Rice elephants (Rice negative mudworms) ). The method according to claim 1 or 2, wherein the pests are selected from borers (Chilo spp.), planthoppers (brown rice planthopper), weevils (rice weevil (Lissorhoptrus ory-zophilus ), nematode leaf bud nematode (Aphelencoides besseyi) and Liriomyza phillipinae (Hydrellia philiippina). A method for increasing the health of rice plants, especially in rice fields, which comprises applying a compound of formula (I) as defined in any one of claims 1 to 2 or as defined in claim 3 by seedling box application mixture. A method for increasing the yield of rice plants, which comprises applying a compound of formula (I) as defined in any one of claims 1 to 2 or a mixture as defined in claim 3 by seedling box application. A seedling box application method for protecting rice plants, which uses a compound of formula (I) as defined in any one of claims 1 to 2 or a mixture as defined in claim 3. A seedling box application method for controlling harmful invertebrates in rice, the method comprising applying to the harmful invertebrates in rice a compound of formula (I) as defined in any one of claims 1 to 2 or as claimed 3. The mixture as defined. 2. The method of any one of 7, 7 and 8, wherein the compound of formula (I) is applied in the form of a granular formulation. A seedling box comprising a compound of formula (I) as defined in any one of claims 1 to 2 or a mixture as defined in claim 3 and rice seeds. The seedling box of claim 12, wherein the amount of the compound of formula (I) impregnated in the rice seeds is between about 3 and 200 g/q. A nursery box comprising a growth substrate of rice, rice seeds, an aqueous formulation of a compound of formula (I) as defined in any one of claims 1 to 2 or a mixture as defined in claim 3, and rice seeds. The seedling box as claimed in claim 12 or 13, or the seedling box as claimed in claim 14, wherein the compound of formula (I) is applied in the form of a granular formulation. A use of the seedling box as claimed in claim 12 or 13 for controlling harmful invertebrates in rice. A use of the nursery box according to claim 14 or 15 for controlling harmful invertebrates in rice.