Plant parasitic nematode control agent and method for controlling plant parasitic nematode

Abstract

The present invention provides a Tylenchoidea plant parasitic nematode control agent comprising: at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (2), a compound represented by the following formula (3), enantiomers thereof, and agriculturally and horticulturally acceptable acid addition salts thereof as an active ingredient

Description

Plant parasitic nematode control agent and method for controlling plant parasitic nematodes

[0001] The present invention relates to a control agent for plant-parasitic nematodes and a method for controlling plant-parasitic nematodes, and more specifically, to a control agent for plant-parasitic nematodes of the Chilenchioidea superfamily and a method for controlling said plant-parasitic nematodes.

[0002] Nematodes are highly diverse and exhibit a wide variety of ecologies. Among nematodes, plant-parasitic nematodes of the superfamily Tylenchoidea, such as sweet potato root-knot nematodes, soybean cyst nematodes, and root-lesion nematodes, obtain nutrients from the roots of crops and reproduce, causing poor growth and deformities in crops. It is said that the damage to crop production amounts to billions of dollars annually (Non-Patent Literature 1). Therefore, in order to improve crop yields, the development of control agents for these Tylenchoidea nematodes is essential.

[0003] To date, plant-parasitic nematodes have been controlled using fumigants and non-fumigants (contact agents). However, there is a growing restriction on the use of existing control agents due to their strong impact on the ozone layer and non-target organisms. Furthermore, there have been cases of existing agents becoming ineffective due to the emergence of drug-resistant nematodes. Therefore, there is a need for the development of control agents that are highly safe for humans and animals, have a low environmental impact, and do not exhibit cross-resistance with existing agents.

[0004] The PF1378A substance (16-ketoaspergillimide) has been reported as a metabolite produced by the genus Aspergillus and is known as an anthelmintic substance against the third-stage larvae of Haemonchus contortus, a mammalian gastrointestinal parasitic nematode (Non-Patent Document 2). Also, regarding asperparaline compounds including PF1378B and C, it has been reported that they exhibit paralytic activity against silkworms and insecticidal activity against the diamondback moth, white-backed planthopper, and cockroaches (Non-Patent Documents 3 and 4, Patent Documents 1 and 2). Furthermore, it has been reported that the PF1378A substance also exhibits penetrative and migratory insecticidal activity against agricultural pests such as the white-backed planthopper (Patent Document 3). Also, it has been reported that the PF1378A substance exhibits insecticidal activity against animal parasitic pests such as ticks and fleas and has safety for mammals (Patent Document 4).

[0005] Furthermore, it has been reported that asperparaline A shows significant antagonist activity against nicotinic acetylcholine receptors expressed in silkworm nerve cells in a non-competitive manner with acetylcholine and shows high selectivity for insect receptors compared to mammalian-derived receptors, suggesting that it has a novel mode of action as an insecticide (Non-Patent Document 5). Also, paraherquamide having a skeleton similar to asperparaline A is known as an anthelmintic agent.

[0006] Japanese Patent Application Laid-Open No. 10-245383 International Publication No. 2008 / 156165 International Publication No. 2010 / 071218 International Publication No. 2010 / 071219

[0007] Trends in the Creation Research of Pesticides, CM C Publishing Co., Ltd., 2018, Chapter 7, p. 128-135 The Journal of Antibiotics, 1997, 50(10), 840-846 Tetrahedron Letters, 1997, 38(32), 5655-5658 Bioscience, Biotechnology and Biochemistry, 2000, 64(1), 111-115 PLoS ONE 6(4), e18354 (2011)

[0008] As described above, control methods for plant-parasitic nematodes have been studied, and numerous nematode control agents have been developed and marketed to date. However, conventional control agents are sometimes ineffective in controlling plant-parasitic nematodes of the Chilenchioidea superfamily, and development of control agents and methods for such nematodes remains insufficient. Furthermore, the development of novel nematode control agents with minimal adverse effects on non-target organisms is still desired. In addition, there is a need for control agents that can be used in a labor-saving manner, such as seed treatment, which has a relatively low risk of environmental exposure and requires less effort from the user in pest and disease control.

[0009] Therefore, the object of the present invention is to provide a control agent for plant-parasitic nematodes of the Chilenchioidea superfamily and a method for controlling said plant-parasitic nematodes that are highly safe for non-target organisms and can be used easily.

[0010] The inventors of this invention conducted extensive research to solve the aforementioned problems and found that PF1378A (16-ketoaspergillimide), PF1378B (asperparalin A), and PF1378C (asperparalin B) exhibit excellent control effects against plant-parasitic nematodes, particularly those of the Chilenchioidea superfamily, through simple treatment methods such as soil treatment or seed treatment. Furthermore, they discovered that a control agent containing at least one of these compounds as an active ingredient is highly safe, does not adversely affect non-target organisms such as crops (useful plants), and, surprisingly, even has a novel effect of promoting the growth of such crops, especially dicotyledonous plants, thus completing the present invention.

[0011] In other words, the present invention provides the following invention: [1] A plant parasitic nematode control agent for Tylenchoidea superfamily, comprising as an active ingredient at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (2), a compound represented by the following formula (3), and their enantiomers and agriculturally and horticulturally acceptable acid addition salts.

[0012]

[0013]

[0014]

[0015] [2] The plant parasitic nematode control agent according to [1], wherein the plant parasitic nematode of the Tylenchoidea superfamily is at least one plant parasitic nematode selected from the group consisting of the genera Meloidgyne, Heterodera, Rotylenchulus, and Platylenchus. [3] The plant parasitic nematode control agent according to [1] or [2], further containing a powdered solid carrier and being in powder or powder form. [4] The plant parasitic nematode control agent according to [1] or [2], further containing a granular or powdered solid carrier and a surfactant and being in granular or powder-granular form. [5] The plant parasitic nematode control agent according to [1] or [2], further comprising a liquid carrier, a surfactant, and a thickener, and being a flowable formulation. [6] The plant parasitic nematode control agent according to [1] or [2], further comprising a powdered solid carrier and a surfactant, and being a wettable formulation. [7] The plant parasitic nematode control agent according to any one of [1] to [6], which is also an agent for promoting the growth of dicotyledonous plants. [8] A method for controlling plant parasitic nematodes of the Tylenchoidea superfamily, comprising the step of treating a target with an effective amount of at least one compound selected from the group consisting of the compound represented by formula (1), the compound represented by formula (2), and the compound represented by formula (3), and their enantiomers and agriculturally and horticulturally acceptable acid addition salts. [9] The method for controlling plant parasitic nematodes according to [8], wherein the plant parasitic nematode of the superfamily Tylenchoidea is at least one plant parasitic nematode selected from the group consisting of the genera Meloidgyne, Heterodera, Rotylenchulus, and Platylenchus.

[10] The method for controlling plant parasitic nematodes according to [8] or [9], wherein the target is at least one selected from the group consisting of plant parasitic nematodes of the superfamily Tylenchoidea, plants, soil, and culture carriers other than soil.

[11] The method for controlling plant parasitic nematodes according to

[10] , wherein the target is soil or a culture carrier other than soil, and the effective amount is 0.1 g to 1000 g per 10 ares of soil.

[12] The method for controlling plant parasitic nematodes according to

[10] , wherein the target is plant seeds, and the effective amount is 0.01 g to 100 g per 1 kg of plant seeds.

[13] The method for controlling plant parasitic nematodes according to any one of [8] to

[12] , which includes a step of treating at least one target selected from the group consisting of dicotyledonous plants, soil, and culture carriers other than soil with an effective amount of the compound, and is also a method for promoting the growth of the dicotyledonous plants.

[14] Use of at least one compound selected from the group consisting of the compound represented by formula (1), the compound represented by formula (2), and the compound represented by formula (3), and their enantiomers and agro-horticulturally acceptable acid addition salts, for the production of a plant parasitic nematode control agent of the superfamily Tylenchoidea.

[15] Use according to

[14] , wherein the plant parasitic nematode of the superfamily Tylenchoidea is at least one plant parasitic nematode selected from the group consisting of the genera Meloidogyn, Heterodera, Rotylenchulus, and Platylenchus.

[16] The use according to

[14] or

[15] , wherein the plant parasitic nematode control agent is also an agent for promoting the growth of dicotyledonous plants.

[0016] According to the present invention, it is possible to provide a control agent for plant-parasitic nematodes of the Chilenchioidea superfamily and a method for controlling said plant-parasitic nematodes that are highly safe for non-target organisms and can be used easily.

[0017] Furthermore, the plant parasitic nematode control agent and method for controlling plant parasitic nematodes of the present invention not only exhibit excellent control effects against plant parasitic nematodes of the Chilenchioidea superfamily through simple treatments such as soil treatment or seed treatment, but also have high safety for non-target organisms and promote growth, especially in dicotyledonous plants, thus significantly improving the yield of agricultural crops such as grains, legumes, green grasses for sugar production, vegetables, and fruit trees, particularly preferably soybeans, cucumbers, and radishes. Moreover, since all of the above effects are sufficiently achieved at low concentrations, the risk of environmental exposure is low, making the present invention a highly safe plant parasitic nematode control agent and method for controlling plant parasitic nematodes of the Chilenchioidea superfamily.

[0018] According to one aspect of the present invention, a plant parasitic nematode control agent for Chilenchioidea superfamily (hereinafter sometimes simply referred to as "nematode control agent") is provided, which contains as an active ingredient at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (2), and a compound represented by the following formula (3) (hereinafter, these may be simply referred to as "compound (1)", "compound (2)", and "compound (3)", respectively; in formulas (1) to (3), Me represents a methyl group), and enantiomers thereof and agriculturally and horticulturally acceptable acid addition salts.

[0019]

[0020]

[0021]

[0022] Furthermore, according to another aspect of the present invention, a method for controlling plant parasitic nematodes of the Chilenchioidea superfamily is provided, comprising the step of treating a target with an effective amount of compound (1), compound (2), and compound (3), and at least one compound selected from the group consisting of their enantiomers and agriculturally and horticulturally acceptable acid addition salts. (Hereinafter, this may also be simply referred to as "nematode control method" or "control method").

[0023] In this invention, the "control agent for plant-parasitic nematodes of the Chilenchioidea superfamily" and the "method for controlling plant-parasitic nematodes of the Chilenchioidea superfamily" include, in addition to the agents and methods for killing or weakening the plant-parasitic nematodes of the Chilenchioidea superfamily described below, agents and methods for removing plant-parasitic nematodes of the Chilenchioidea superfamily from the plants described below, agents and methods for preventing plant-parasitic nematodes of the Chilenchioidea superfamily from parasitizing plants, and agents and methods for protecting plants from plant-parasitic nematodes of the Chilenchioidea superfamily.

[0024] Furthermore, according to another aspect of the present invention, a growth promoter for dicotyledonous plants is provided, containing as an active ingredient at least one compound selected from the group consisting of compound (1), compound (2), and compound (3), and their enantiomers and agro-horticulturally acceptable acid addition salts. Also, according to another aspect of the present invention, an agent for controlling plant-parasitic nematodes and promoting the growth of dicotyledonous plants is provided, which is both a nematode control agent of the present invention and an agent for promoting the growth of dicotyledonous plants.

[0025] Furthermore, according to another aspect of the present invention, a method for promoting the growth of dicotyledonous plants is provided, comprising the step of treating at least one target selected from the group consisting of dicotyledonous plants, soil, and culture carriers other than soil with an effective amount of at least one compound selected from the group consisting of compound (1), compound (2), and compound (3), and their enantiomers and agro-horticulturally acceptable acid addition salts. Furthermore, according to another aspect of the present invention, a method for controlling plant-parasitic nematodes and promoting the growth of dicotyledonous plants is also provided, which is a method for controlling nematodes and promoting the growth of dicotyledonous plants as described above.

[0026] Compound (1) according to the present invention is also called "PF1378A substance (16-ketoaspergilimide)", compound (2) is also called "PF1378B substance (asperparaline A)", and compound (3) is also called "PF1378C substance (asperparaline B)". These compounds (1) to (3) can each be produced by conventionally known methods or similar methods, for example, they can each be produced from cultures of the producing strains of each compound according to the method described in The Journal of Antibiotics, 1997, 50(10), 840-846.

[0027] Furthermore, in the present invention, not only compounds (1) to (3), but also their enantiomers and mixtures of enantiomers can be used as active ingredients.

[0028] Furthermore, in the present invention, horticulturally acceptable acid addition salts of each of compounds (1) to (3) can also be used as active ingredients. Examples of the acid addition salts include hydrochloride, nitrate, sulfate, phosphate, and acetate.

[0029] These compounds according to the present invention (active ingredients), namely the compound represented by formula (1), the compound represented by formula (2), and the compound represented by formula (3), as well as their enantiomers and agriculturally and horticulturally acceptable acid addition salts, may be used individually or in combination of two or more (hereinafter, one or more of these compounds may be collectively referred to simply as "compounds according to the present invention"). Among these, the compound according to the present invention is more preferably the compound represented by formula (1) and / or the compound represented by formula (2), and even more preferably the compound represented by formula (1).

[0030] The compounds represented by formula (1), the compounds represented by formula (2), and the compounds represented by formula (3), as well as at least one compound selected from the group consisting of their enantiomers and horticulturally acceptable acid addition salts, exhibit excellent control effects, particularly against plant-parasitic nematodes of the superfamily Tylenchoidea.

[0031] Examples of plant-parasitic nematodes belonging to the Chilenchioidea superfamily include the families Tylenchidae, Criconematidae, Heteroderidae, Neotylenchidae, Tylenchuidae, and Allantonematidae, with Tylenchida and Heteroderidae being preferred. The subfamilies of the family Tylenchidar include Platylechinae (genera Rotylenchus and Platylenchus), Tylenchinae, Dolichodorinae, and Hoploaiminae. The subfamilies of the family Heteroderidae include Heteroderinae (genera Meloidogyn and Heterodera).

[0032] Specifically, the genus Meloidgyne includes root-knot nematodes, more specifically, sweet potato root-knot nematodes (Meloidogyne incognita), Meloidgyne acronea, Meloidgyne africana, Meloidgyne arenaria, Meloidgyne arenaria thamesi, Meloidgyne artiella, Meloidgyne chitwoodi, Meloidgyne coffeicola, Meloidgyne ethiopica, Meloidgyne exigua, and Meloidgyne graminicola, Meloidogyne graminis, Meloidogyne hapla, Meloidogyne incognita acrita, Meloidogyne javanica, Meloidogyne Meloidogyne kikuyensis, Meloidogyne naasi, Meloidogyne paranaensis, Meloidogyne thamesi, Meloidogyne suginamiensis, Meloidogyne fallax, Meloidogyne enterolobii, Meloidogyne mayaguensis.

[0033] Specifically, the genus Heterodera includes cyst nematodes, more specifically soybean cyst nematodes (Heterodera gylycines), Heterodera avenae, Heterodera cruciferae, Heterodera oryzae, Heterodera schachtii, Heterodera zeae, Globodera pallida, Globodera rostochiensis, Globodera solanacearum, Globodera tabacum, Globodera virginiae, and Heterodera elachista.

[0034] Specific examples of the genus Rotylenchus include the false black nematode (Rotylenchulus reniformis) and Rotylenchus parrus.

[0035] Specifically, the genus Pratylenchus includes Pratylenchus penetrans, Pratylenchus alleni, Pratylenchus brachyurus, Pratylenchus coffeeae, Pratylenchus crenatus, Pratylenchus dulscus, Pratylenchus fallax, Pratylenchus flakkensis, Platylenchus goodeyi, Pratylenchus hexincisus, Pratylenchus loosi, Pratylenchus minutus, Pratylenchus mulchandi, Pratylenchus musicola, Pratylenchus neglectus, Pratylenchus pratensus, Pratylenchus reniformia, Pratylenchus scibneri, Pratylenchus thornei, Pratylenchus vulnus, and Pratylenchus zeae.

[0036] These Chilenchioidea superfamily plant-parasitic nematodes may be a single species or a combination of two or more species, but among them, the compounds according to the present invention exhibit particularly excellent control activity against at least one species selected from the group consisting of the genera Meloidygine, Heterodera, Rotyleneculus, and Platilenchus. More preferably among these, at least one species selected from the group consisting of root-knot nematodes, cyst nematodes, false scrotal nematodes, and root-lesion nematodes, and even more preferably, at least one species selected from the group consisting of sweet potato root-knot nematodes, soybean cyst nematodes, root-lesion nematodes, and false scrotal nematodes.

[0037] Because the compounds according to the present invention have high safety for non-target organisms, the plants targeted by the nematode control agent and control method of the present invention are not particularly limited. Examples include useful plants such as grains, legumes, green grasses for sugar production, vegetables, and fruit trees. More specifically, these include grasses (rice, cereals (barley, wheat, rye), corn, sugarcane, sorghum, turf), legumes (soybeans, adzuki beans, kidney beans, peanuts, puls), brassicas (rapeseed, radish, cabbage, Chinese cabbage), amaranthaceae (sugar beet), and taro (sorghum). Examples of crops include those belonging to families such as taro, konjac, Malvaceae (cotton), Solanaceae (tomato, eggplant, bell pepper, chili pepper, potato, tobacco), Cucurbitaceae (cucumber, melon, watermelon), Rosaceae (strawberry), Apiaceae (carrot), Convolvulaceae (sweet potato), Asteraceae (chrysanthemum, burdock), Amaryllidaceae (onion, garlic), Theaceae (tea), Rubiaceae (coffee tree), Pinaceae (pine), Vitaceae (grape), Musaceae (banana), and Rutaceae (citrus). One of these species may be used alone or in combination of two or more species.

[0038] Furthermore, the compounds according to the present invention also have a growth-promoting effect, particularly on dicotyledonous plants. Therefore, the compounds according to the present invention can also be used as active ingredients in growth promoters and growth-promoting methods for dicotyledonous plants (including cases where they also serve as nematode control agents and control methods; the same applies hereinafter). In this case, the plants to be targeted are not particularly limited as long as they are dicotyledonous plants, but examples include crops from the Cucurbitaceae family (cucumber, melon, watermelon, pumpkin), Fabaceae family (soybean, adzuki bean, green bean, peanut, pulp), Brassicaceae family (rapeseed, radish, cabbage, Chinese cabbage), Amaranthaceae family (sugar beet), Malvaceae family (cotton), Solanaceae family (tomato, eggplant, bell pepper, chili pepper, potato, tobacco), Rosaceae family (strawberry), Apiaceae family (carrot), Convolvulaceae family (sweet potato), Asteraceae family (chrysanthemum, burdock), Amaryllidaceae family, Theaceae family (tea), Rubiaceae family (coffee tree), Vitaceae family (grape), and Rutaceae family (citrus). The aforementioned dicotyledonous plants may be one species alone or a combination of two or more species, but among them, plants from the Cucurbitaceae, Fabaceae, or Brassicaceae families are preferred.

[0039] In recent years, various control technologies combining microbial pesticides, genetically modified crops, etc. have advanced, and the present invention can be combined with these technologies. Therefore, as targets of the nematode control agent and control method of the present invention, and the growth promoter and growth promotion method of dicotyledonous plants, for example, plants (soybean, corn, cotton, rapeseed) that produce BT (Bacillus thuringiensis) toxin protein against insects and show insect resistance, plants (soybean, corn, cotton, rapeseed) that show resistance to herbicides such as glyphosate and glufosinate, or plants that show resistance to both insects and herbicides may be used.

[0040] As targets of the nematode control agent and control method of the present invention, at least one selected from the group consisting of at least one of the plant parasitic nematodes of the family Tylenchidae, at least one of the plants, the soil in which the plants grow, and culture carriers other than soil (nutrient solutions such as hydroponics, sand culture, NFT (Nutrient Film Technique), rock wool culture; solid media such as artificial soil, artificial mats for seedling raising, etc.) can be mentioned. More specifically, as the plants, the stems, leaves, seeds, roots, tubers, bulbs, and rhizomes of the plants can be mentioned. Among these, from the viewpoint of simplicity of treatment, it is preferable that the targets are soil and / or seeds of the plants.

[0041] Further, when the present invention is a growth promoter or growth promoter of dicotyledonous plants, as targets thereof, at least one selected from the group consisting of at least one of the dicotyledonous plants, the soil in which the dicotyledonous plants grow, and culture carriers other than soil can be mentioned. Among these, from the viewpoint of simplicity of treatment, it is preferable that the targets are soil and / or seeds of dicotyledonous plants.

[0042] The nematode control agent and dicotyledonous plant growth promoter of the present invention contain the compound according to the present invention as an active ingredient. The nematode control agent and dicotyledonous plant growth promoter of the present invention may each contain at least one of the compounds according to the present invention either as is or diluted. Furthermore, the nematode control agent and dicotyledonous plant growth promoter of the present invention may each further contain at least one other pest control agent other than the compound according to the present invention (insecticides (including acaricides and nematodeicides), fungicides, herbicides), plant growth regulators, fertilizers, etc. Examples of these specific agents include those described in, for example, The Pesticide Manual (17th edition, published by The British Crop Protection Council) and the Shibuya Index (2014, published by SHIBUYA INDEX RESEARCH GROUP). In the nematode control agent and dicotyledonous plant growth promoter of the present invention, the other pest control agent is preferably an insecticide and / or fungicide.

[0043] Preferred specific examples of the aforementioned other pest control agents include, for example, organophosphate ester compounds, carbamate compounds, nereistoxin derivatives, organochlorine compounds, pyrethroid compounds, benzoylurea compounds, juvenile hormone-like compounds, molting hormone-like compounds, neonicotinoid compounds, sodium channel blockers for nerve cells, insecticidal macrocyclic lactones, γ-aminobutyric acid (GABA) antagonists, ryanodine receptor-activating compounds, insecticidal ureas, BT agents, insect pathogenic virus agents, polyether antibiotics, thiamine antagonists, and sulfonamide / folate antagonist combination agents.

[0044] More specifically, insecticides include acephate, dichlorvos, EPN, fenitrothion, fenamifos, prothiofos, profenofos, pyraclofos, chlorpyrifos-methyl, diazinon, fosthiazate, and imicyafos. Phosphate ester compounds; methomyl, thiodicarb, aldicarb, oxamyl, propoxur, carbaryl, fenobucarb, ethiofencarb, fenothiocarb, pirimicarb, carbofuran, carbosulfan, benfuracarb Carbamate compounds such as benfuracarb; nereistoxin derivatives such as cartap and thiocyclam; organochlorine compounds such as dicofoll and tetradifon; permethrin, tefluthrin, cypermethrin, deltamethrin, cyhalothrin, fenvalerate, fur Pyrethroid compounds such as fluvalinate, etofenprox, silafluofen, and cyhalothrin; benzoylurea compounds such as diflubenzuron, teflubenzuron, flufenoxuron, and chlorfluazuron; and juvenile hormone-like compounds such as methoprene.Molting hormone-like compounds such as chromafenozide; nicotinic acetylcholine receptor agonists such as imidacloprid, clothianidin, thiamethoxam, acetamiprid, nitenpyram, thiacloprid, dinotefuran, sulfoxaflor, flupyradifurone, dichloromezotiaz, and triflumezopyrim; diamide compounds such as flubendiamide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, and tetraniliprole; ethiprole GABA receptor activating compounds such as ethiprole, fipronil, pyrafluprole, pyriprole, broflanilide, and fluxametamide; respiratory chain electron transport system complex I inhibitors such as pyridaben, fenpyroxymate, pyrimidifen, tebufenpyrad, and tolfenpyrad; respiratory chain electron transport system complex II inhibitors such as fluopyram, cyflumetofen, cyenopyrafen, and pyflbumide; respiratory chain electron transport system complex III inhibitors such as fluacrypyrim, acequinocyl, and flometoquin;Examples include ACCase inhibitors such as spirodiclofen, spiromesifen, and spirotetramat, and macrolide compounds such as spinosad, abamectin, milbemycin, spinetram, lepimectin, and emamectin benzoate.

[0045] Furthermore, other compounds include buprofezin, hexythiazox, amitraz, chlordimeform, ethoxazole, pymetrozine, bifenazate, flonicamid, chlorfenapyr, pyriproxyfen, indoxacarb, and pyridaryl. (pyridalyl), or pyrifluquinazon, metaflumizone, hydramethylnon, triazamate, afidopyropen, flupyrimin, renofluthrin, chloroprallethrin, cyhalodiamide, fluensulfone fluazaindolizine, epsilon-metofluthrin, epsilon-momfluorothrin, kappa-bifenthrin, kappa-tefluthrin, fluhexafon, tioxazafen, momfluorothrin, heptafluthrin thrin), pyriminostrobin, cycloxaprid, isocycloseram, oxazosulfuryl, tyclopyrazoflor, spiropidion, acynonapyr, benzpyrimoxan, dimpropyridaz, flupentiofenox,Examples include cyetpyrafen, organometallic compounds, dinitro compounds, organic sulfur compounds, urea compounds, triazine compounds, and hydrazine compounds. Microbial pesticides such as BT agents and entomopathogenic virus agents are also included.

[0046] As the insecticide, one of these may be used alone or in combination of two or more. Among them, preferably, flupyrimin is mentioned. These insecticides may each be an agriculturally and horticulturally acceptable acid addition salt.

[0047] More specifically, as disinfectants, for example, strobilurin compounds such as azoxystrobin, kresoxym-methyl, trifloxystrobin, metominostrobin, orysastrobin, and pyraclostrobin; anilinopyrimidine compounds such as mepanipyrim, pyrimethanil, and cyprodinil; triadimefon, bitertanol, triflumizole, metoconazole, propiconazole, penconazole, flusilazole, myclobutanil, and cyproconazole (cy Azole compounds such as proconazole, tebuconazole, hexaconazole, prochloraz, simeconazole, and prothioconazole; quinoxaline compounds such as quinomethionate; dithiocarbamate compounds such as maneb, zineb, mancozeb, polycarbamate, and propineb; phenylcarbamate compounds such as diethofencarb; organochlorine compounds such as chlorothalonil and quintozene; and benzimidazole compounds such as benomyl, thiophanate-methyl, and carbendazole.Phenylamide compounds such as metalaxyl, oxadixyl, ofurase, benalaxyl, furalaxyl, and cyprofuram; sulfenic acid compounds such as dichlofluanid; copper compounds such as copper hydroxide and oxine-copper; isoxazole compounds such as hydroxyisoxazole; organophosphorus compounds such as fosetyl-aluminium and tolclofos-methyl; N-halogenothioalkyl compounds such as captan, captafol, and folpet; procymidone and iprodione (ip Examples include dicarboxyimide compounds such as rodione and vinchlozolin; carboxyanilide compounds such as flutolanil, mepronil, furamepyr, thifluzamide, boscalid, and penthiopyrad; morpholine compounds such as fenpropimorph and dimethomorph; organotin compounds such as fenthin hydroxide and fenthin acetate; and cyanopyrrole compounds such as fludioxonil and fenpiclonil.

[0048] Furthermore, other compounds include tricyclazole, pyroquilon, carpropamid, diclocymet, fenoxanil, fthalide, fluazinam, cymoxanil, triforine, pyrifenox, fenarimol, and fenpropidin. Pencycuron, Ferimzone, Cyazofamide, Iprovalicarb, Benthiavalicarb-isopropyl, Iminoctadin-albesilate, Cyflufenamid, Kasugamycin, Validamycin, Streptomycin Ycin, oxolinic acid, tebufloquin, probenazole, tiadinil, isotianil, isoprothiolane, tolprocarb, pydiflumetofen, picarbutrazox, mandestrobin, dipymetitrone Pyraziflumid, oxathiapiprolin, penflufen, fenpicoxamide, fluxapyroxad, isoflucypram, methyltetraprole, pyrapropoyne, pyridachlomethyl, ipflufenoquin,Examples include fluopimomide, fluindapyr, florylpicoxamid, and diclobentiazox.

[0049] The aforementioned fungicides may be one of these alone or a combination of two or more. Furthermore, each of these fungicides may be an acid addition salt that is acceptable for agricultural and horticultural purposes.

[0050] Furthermore, it is preferable that the nematode control agent and the dicotyledonous plant growth promoter of the present invention be formulated into a form suitable for use.

[0051] According to another aspect of the present invention, the nematode control agent and / or dicotyledonous plant growth promoter of the present invention is further provided to contain a suitable agricultural and horticulturally acceptable carrier. This can be formulated in any dosage form, such as emulsion, liquid, aqueous solution, emulsion, wettable powder, granular wettable powder, flowable, saspoemulsion, powder, DL powder, powder, granules, powder-granules, tablets, oil, aerosol, fumigant, or microcapsule. These various dosage forms can be manufactured, for example, by methods described in the "Guide to Pesticide Formulations" (edited by the Application Method Research Group of the Pesticide Science Society of Japan, published by the Japan Plant Protection Association, 1997).

[0052] The aforementioned agriculturally and horticulturally acceptable carrier can be appropriately selected from solid carriers, liquid carriers, gaseous carriers, etc., depending on the formulation.

[0053] Solid carriers can be broadly classified into powder form (average particle diameter less than 63 μm) and granular form (average particle diameter 63 μm or more) according to their particle size, and can be appropriately selected according to the dosage form. Examples of powdered solid carriers include talc, bentonite, clay, kaolin, diatomaceous earth, white carbon (amorphous silicon, calcium silicate), calcium carbonate, ammonium sulfate, potassium sulfate, calcium sulfate, plant powders such as wood flour, starch, and dextrin. Examples of granular solid carriers include vermiculite, silica sand, pumice, perlite, diatomaceous earth particles, attapulgite particles, zeolite particles, bentonite particles, plant granules such as wood chips, cork, and corn cobs. In addition, clay granules and calcium carbonate granules, which are obtained by adding binders to powdered solid carriers such as clay and calcium carbonate and then granulating them, may also be used as granular solid carriers. The solid carriers may be one type alone or a combination of two or more types. Among these, preferred materials include talc, bentonite, clay, kaolin, diatomaceous earth, white carbon (amorphous silicon, calcium silicate), silica sand, calcium sulfate, and clay granules.

[0054] Examples of liquid carriers include alcohols such as ethanol, n-hexanol, polyethylene glycol, and propylene glycol; ketones such as γ-butyrolactone and cyclohexanone; aliphatic hydrocarbons such as n-hexane, n-paraffin, liquid paraffin, and naphthene; aromatic hydrocarbons such as xylene, alkylbenzene, and methylnaphthalene; ethers such as diethyl ether, dioxane, and tetrahydrofuran; esters such as fatty acid methyl esters and ethyl acetate; nitriles such as acetonitrile and isobutyronitrile; acid amides such as dimethylformamide and dimethylacetamide; vegetable oils such as soybean oil and cottonseed oil; dimethyl sulfoxide; N-alkylpyrrolidone; and water. One of these may be used alone or in combination of two or more. Among these, propylene glycol, liquid paraffin, and water are preferred.

[0055] Examples of gaseous carriers include LPG, air, nitrogen, carbon dioxide, and dimethyl ether, and one of these may be used alone or in combination of two or more.

[0056] The nematode control agent and the dicotyledonous plant growth promoter of the present invention may, in addition to the carrier, further contain, as necessary, at least one selected from the group consisting of surfactants having functions such as emulsification, dispersion, or wetting; thickeners; binders; colorants; defoamers; antifreeze agents; fungicides; flow improvers; fixatives; and solvents, as a formulation aid.

[0057] Examples of the aforementioned surfactants include anionic, nonionic, cationic, or amphoteric surfactants.

[0058] Examples of anionic surfactants include POA (POA: polyoxyalkylene) alkylphenyl ether sulfate, POA styrylphenyl ether sulfate, polyoxyethylene polyoxypropylene block polymer sulfate, sodium lauryl sulfate, sodium alkanesulfonate, α-olefin sulfonate, dialkyl sulfosuccinate, alkylbenzene sulfonate, naphthalene sulfonic acid formalin condensate salt (sodium salt, etc.), lignin sulfonate (sodium salt, etc.), POA alkylphenyl ether sulfonate, fatty acid salt, POA alkylphenyl ether phosphate, POA styrylphenyl ether phosphate, and polycarboxylic acid type surfactants. Note that POA represents one or a mixture thereof of polyoxyethylene and polyoxypropylene. The anionic surfactant may be a single type or a combination of two or more types, and among these, lauryl sulfate (more preferably sodium salt), alkylbenzene sulfonate (more preferably sodium salt), and lignin sulfonate (more preferably sodium salt) are preferred.

[0059] Examples of nonionic surfactants include POA styrylphenyl ether, POA sorbitan fatty acid ester, sorbitan fatty acid ester, sucrose fatty acid ester, POA castor oil, POA hydrogenated castor oil, POA alkyl ether, POA alkylphenyl ether, polyoxyethylene polyoxypropylene block polymer, POA alkylamine, silicone-based surfactants, and acetylene glycol-based surfactants. One of these may be used alone or in combination of two or more. Note that POA represents either polyoxyethylene or polyoxypropylene, or a mixture thereof.

[0060] Examples of cationic surfactants include alkyltrimethylammonium chloride, methyl polyoxyalkylenealkylammonium chloride, and alkyldimethylbenzylkonium chloride, and these may be used individually or in combination of two or more.

[0061] Examples of amphoteric surfactants include dialkyldiaminoethyl betaine and alkyldimethylbenzyl betaine, and one of these may be used alone or in combination of two or more.

[0062] Examples of the aforementioned thickening agents include, as organic thickening agents, xanthan gum, welan gum, dieutan gum, guar gum, tragacanth gum, gum arabic, dextrin, carboxymethylcellulose, polyvinyl alcohol, and water-soluble cellulose ether, and as inorganic thickening agents, examples include montmorillonite mineral powder, saponite clay mineral powder, and anhydrous silica powder, but are not limited to these, and one of these may be used alone or in combination of two or more.

[0063] Examples of the aforementioned binders include polyvinyl alcohol, water-soluble cellulose ethers such as carboxymethylcellulose, starch, dextrin, and bentonite, but are not limited to these. One of these may be used alone or in combination of two or more. Furthermore, depending on the dosage form and manufacturing method, liquid carriers, solid carriers, or surfactants may also function as binders, so a special binder may not be added.

[0064] Examples of the coloring agents include inorganic pigments such as iron oxide and titanium dioxide; organic pigments such as alizarin dyes, azo dyes, or metal phthalocyanine dyes; and food colorings such as Red No. 2, Red No. 3, Red No. 40, Red No. 102, Red No. 104, Red No. 105, Red No. 106, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1, or Blue No. 2. One of these may be used alone or in combination of two or more.

[0065] The aforementioned defoaming agents include oil-based, metal soap-based, and silicone-based agents, and one of these may be used alone or in combination of two or more.

[0066] Examples of the aforementioned antifreeze include alkylene glycols such as ethylene glycol and propylene glycol, glycerin, and urea, and one of these may be used alone or in combination of two or more.

[0067] Examples of the aforementioned antifungal agents include potassium sorbate, p-chloro-metaxylenol, butyl p-oxybenzoate, p-hydroxybenzoic acid esters, salicylic acid derivatives, and 1,2-benzothiazolin-3-one derivatives, but are not limited to these. Furthermore, one of these may be used alone or in combination of two or more.

[0068] Examples of the aforementioned fluidity improvers include, but are not limited to, highly viscous liquids such as white carbon (amorphous silicon, calcium silicate) and liquid paraffin.

[0069] Examples of the aforementioned adhesives include water-soluble polymers such as polyethylene glycol and polyvinyl alcohol, and synthetic resin emulsions such as vinyl acetate and acrylic acid esters, but are not limited to these. One of these may be used alone or in combination of two or more. Furthermore, depending on the formulation, the aforementioned liquid carrier, solid carrier, surfactant, binder, etc., may also function as an adhesive, so a special adhesive may not be added.

[0070] The aforementioned formulation adjuvants are not limited to those shown herein, and various adjuvants can be used as long as they can achieve the objectives of the present invention.

[0071] The above-mentioned carriers, surfactants, and other formulation aids are used individually or in combination as needed.

[0072] In the nematode control agent and dicotyledonous plant growth promoter of the present invention, the content of the compound (active ingredient) according to the present invention (the total amount thereof if there are two or more compounds according to the present invention, the same applies hereinafter) is not particularly limited as it depends on the purpose of use and the treatment method, but is 0.1 to 99.9% by weight, preferably 0.1 to 80% by weight, and more preferably 0.2 to 80% by weight. If the nematode control agent and / or dicotyledonous plant growth promoter of the present invention further contains the above-mentioned other pest control agents, the mixing ratio of the compound according to the present invention and the other pest control agents can be appropriately varied over a wide range.

[0073] Furthermore, if the nematode control agent and / or growth promoter for dicotyledonous plants of the present invention further contains the above-mentioned agriculturally and horticulturally acceptable carrier, the mixing ratio of the compound according to the present invention and the carrier can be varied over a wide range as appropriate, but preferred compositions include the following.

[0074] (1) A wettable powder containing 0.6 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant) and 20 to 95% by weight of a powdered solid carrier; (1') A wettable powder containing 10 to 70% by weight of the compound according to the present invention, 0.6 to 20% by weight of a wetting agent and / or dispersant (preferably a surfactant) and 10 to 89.4% by weight of a powdered solid carrier; (2) A water dispersible granule containing a total of 0.6 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant) and a binder, and 20 to 95% by weight of a powdered solid carrier. (2') A composition of a water dispersible granule containing 0.2 to 50% by weight of the compound according to the present invention, a total of 0.6 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant), and a binder, and 20 to 99.2% by weight of a powdered solid carrier; (3) A composition of a flowable formulation containing 5 to 40% by weight of at least one formulation aid selected from a wetting agent and / or dispersant (preferably a surfactant), a thickener, an antifreeze, an antifungal agent, and an antifoaming agent, and 20 to 94% by weight of water as a liquid carrier; (3') A flowable formulation containing 10 to 70% by weight of the compound according to the present invention, 5 to 28% by weight of at least one formulation aid selected from wetting agents and / or dispersants (preferably surfactants), thickeners, fungicides, antifreezes, defoamers, and binders, and 2 to 85% by weight of water as a liquid carrier; (4) An emulsifiable concentrate containing 1 to 30% by weight of an emulsifier (preferably a surfactant) and 20 to 97% by weight of an organic solvent as a liquid carrier; (4') An emulsifiable concentrate containing 10 to 70% by weight of the compound according to the present invention, 1 to 25% by weight of an emulsifier (preferably a surfactant), and 5 to 89% by weight of an organic solvent as a liquid carrier; (5) A composition of a powder (dust) containing 70 to 99.8% by weight of a powdered solid carrier.(5') A composition of a dust or powder formulation containing 10 to 80% by weight of the compound according to the present invention and 10 to 90% by weight of a powdered solid carrier; (6) A composition of a dust-granule mixture containing 0.2 to 10% by weight of a solvent or binder and 70 to 99.6% by weight of a granular solid carrier; (6') A composition of a dust-granule mixture containing 0.1 to 20% by weight of the compound according to the present invention, 0.2 to 10% by weight of a solvent or binder and 70 to 99.7% by weight of a granular solid carrier; (7) An extruded granule containing a total of 0.5 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant) and a binder, and 20 to 98% by weight of a powdered solid carrier. (7') A composition of extruded granule containing 0.1 to 20% by weight of the compound according to the present invention, a total of 0.5 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant), and a binder, and 50 to 99.4% by weight of a powdered solid carrier, (8) A composition of coated granule containing a total of 0.5 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant), a powdered solid carrier, and a binder, and 20 to 98% by weight of a granular solid carrier, (8') A composition of coated granule containing 0.1 to 20% by weight of the compound according to the present invention, a total of 0.5 to 30% by weight of a wetting agent and / or dispersant (preferably a surfactant), a powdered solid carrier, and a binder, and 50 to 99.4% by weight of a granular solid carrier (9) A composition of a microcapsule containing a membrane material, an emulsifier and a dispersant (preferably a surfactant), and a fungicide in a total of 1 to 50% by weight, and water as a liquid carrier in a total of 20 to 98% by weight, and (9') a composition of a microcapsule containing a membrane material, a compound according to the present invention in a total of 0.1 to 20% by weight, an emulsifier and a dispersant (preferably a surfactant), and a fungicide in a total of 1 to 50% by weight, and water as a liquid carrier in a total of 30 to 98.9% by weight.

[0075] Among these, compositions (1'), (3'), (5'), (6'), (7'), and (8') above are more preferably those that further contain a carrier that is acceptable for agricultural and horticultural purposes.

[0076] Furthermore, the nematode control agent and the dicotyledonous plant growth promoter of the present invention may each be seed treatment agents for treating the seeds of the aforementioned plants.

[0077] Another aspect of the present invention provides a combination of a nematode control agent and / or dicotyledonous plant growth promoter containing the compound according to the present invention, and a control agent containing at least one of the other pest control agents. These can be prepared individually in various formulations and mixed on-site before use.

[0078] According to another preferred embodiment of the present invention, in the combination, the agent containing the compound according to the present invention is provided as a first composition, and the agent containing another pest control agent is provided as a second composition. In this case, the first composition and the second composition can be any dosage form using a suitable carrier and / or formulation aid, similar to the nematode control agent and dicotyledonous plant growth promoter of the present invention described above. The combination may be provided in the form of a drug set or the like.

[0079] According to yet another aspect of the present invention, a method for controlling nematodes and / or promoting the growth of dicotyledonous plants is provided, comprising applying the compound according to the present invention or a first composition containing the same and at least one of other pest control agents or a second composition containing the same to an area to be treated, simultaneously or separately (preferably, each component simultaneously).

[0080] In this method, "simultaneous" application includes mixing the compound or first composition according to the present invention with at least one or a second composition of other pest control agents before applying the mixture to the area to be treated. "Separate" application includes applying the compound or first composition according to the present invention before at least one or a second composition of other pest control agents, and applying the former after the latter, without mixing them beforehand.

[0081] A further preferred embodiment of the present invention provides a method for controlling a Chilenchioidea plant parasitic nematode and / or a method for promoting the growth of a dicotyledonous plant, comprising the step of applying a first composition comprising the compound according to the present invention as an active ingredient and a second composition comprising at least one other pest control agent as an active ingredient to an area to be treated.

[0082] According to another aspect of the present invention, a method for controlling plant-parasitic nematodes of the Chilenchioidea superfamily is provided, comprising the step of treating an effective amount of the compound according to the present invention, the nematode control agent of the present invention, the dicotyledonous plant growth promoter of the present invention, or a combination thereof, either as is or diluted, with the target, preferably the seeds or soil of the plant.

[0083] Furthermore, according to another aspect of the present invention, the use of the compounds, nematode control agents, dicotyledonous plant growth promoters, or combinations thereof according to the present invention is provided for controlling (preferably for protecting plants from Chilenchioidea plant parasitic nematodes) and / or for promoting the growth of dicotyledonous plants.

[0084] In the present invention, preferred methods for treating the target with the compound according to the present invention, the nematode control agent of the present invention, the growth promoter of dicotyledonous plants of the present invention, or a combination thereof include seed treatment and soil treatment.

[0085] Examples of the aforementioned seed treatments include immersion, powder coating, spraying, pelletizing, film coating, and fumigation.

[0086] The immersion method is a method of immersing seeds in a liquid agent (a compound according to the present invention, a nematode control agent according to the present invention, a growth promoter for dicotyledonous plants according to the present invention, or a combination thereof; the same applies hereinafter). The powder coating method includes a dry powder coating method in which powdered agent is applied to dry seeds, and a wet powder coating method in which powdered agent is applied to seeds that have been lightly soaked in water.

[0087] In the coating method described above, a small amount of water and an optional dye are added to a predetermined amount of wettable powdered pesticide, and after stirring on a stirrer for several tens of seconds, uniform crop seeds covered with the pesticide can be obtained. The spraying method described above is a method of spraying the pesticide onto the surface of the seeds.

[0088] Furthermore, when pelletizing seeds into a certain size and shape with a filler, the pelletizing method involves mixing a chemical agent with the filler and treating the seeds; the coating method involves coating the seeds with a film containing a chemical agent; and the fumigation method involves disinfecting the seeds with a gasified chemical agent in a sealed container. Another method involves directly spraying the chemical agent onto the soil and seeds in the sowing furrow at the time of sowing.

[0089] Furthermore, the compounds according to the present invention, the nematode control agent of the present invention, the growth promoter for dicotyledonous plants of the present invention, or the combination thereof can be applied not only to the seeds but also to germinated plants and young plants that are transplanted after germination or after emerging from the soil. These plants can be protected before transplanting by treatment of the whole or a part of them by immersion.

[0090] The soil treatment described above is not particularly limited, but preferably involves applying the compound according to the present invention, the nematode control agent of the present invention, the growth promoter for dicotyledonous plants of the present invention, or a combination thereof, to the soil or onto the soil. Examples of such soil treatments include mixing, spraying, and application to strips, furrows, and planting holes (including soil spraying in planting furrows and in-furrow treatment). Preferred treatment methods include mixing, spraying, and application to furrows and planting holes. For example, in mixing, granular chemicals can be mixed into the top 15-25 cm of soil manually and mechanically to control plant-parasitic nematodes of the Chilenchioidea superfamily during plant cultivation. Furthermore, plant-parasitic nematodes of the Chilenchioidea superfamily can also be controlled by spraying the chemicals onto both the plants and the soil in planting furrows in the topsoil layer during sowing and planting of seed potatoes. In addition, applying the chemicals by drenching the soil is also a preferred soil treatment method.

[0091] In addition to these, examples of preferred treatment methods for the target crop include the addition of chemicals to nutrient solutions in hydroponic systems such as hydroponics, sand cultivation, NFT (Nutrient Film Technique), and rockwool cultivation for the production of vegetables and flowers, as well as the application of chemicals to seedling trays for rice seedling cultivation (e.g., mixing into the soil). Another example is the direct application of chemicals to solid growing media, including artificial growing media containing vermiculite and artificial mats for seedling cultivation.

[0092] When the target is a plant and the treatment is applied to its stems and leaves by spraying, or when the target is a plant-parasitic nematode of the Chilenchioidea superfamily that parasitizes the plant, the amount of the compound according to the present invention to be applied (i.e., the effective amount: if there are two or more compounds according to the present invention, the total amount thereof, the same applies hereinafter) is preferably 0.1 g to 10 kg per 10 ares of cultivated land, and more preferably 1 g to 1000 g.

[0093] When the target is plant seeds, the amount of compound to be applied according to the present invention (effective amount) is not particularly limited, but is preferably 0.01 g to 100 g per kg of seeds, more preferably 0.01 to 20 g, even more preferably 0.1 g to 20 g, and still more preferably 0.2 g to 15 g. In this case, the effective amount to be attached to the seeds (effective amount of the compound of the present invention present in the coating) is in the range of 0.002 to 10 mg / seed, preferably 0.1 mg to 5.0 mg / seed.

[0094] When the target is soil or a culture carrier other than soil (nutrient solutions such as hydroponics, sand cultivation, NFT (Nutrient Film Technique), rockwool cultivation; solid culture media such as artificial growing media and artificial mats for seedling cultivation, etc.), the amount of compound to be treated (effective amount) according to the present invention is not particularly limited, but is preferably 0.1 g to 1000 g per 10 ares of soil, and preferably 1 g to 100 g.

[0095] The present invention will be specifically described below with reference to formulation examples and test examples, but the present invention is not limited to these examples.

[0096] Formulation Example 1 [Powder] Compound of formula (1) 50% by weight Clay 34% by weight White carbon 5% by weight Calcium sulfate 11% by weight The above components were uniformly mixed and pulverized to obtain a powder for coating.

[0097] Formulation Example 2 [Powder] Compound of formula (2) 50% by weight Clay 34% by weight White carbon 5% by weight Calcium sulfate 11% by weight The above components were uniformly mixed and pulverized to obtain a powder for coating.

[0098] Formulation Example 3 [Wettable Powder] Compound of formula (1) 30% by weight Clay 60% by weight White carbon 4% by weight Sodium alkylbenzene sulfonate 2% by weight Sodium naphthalene sulfonate formalin condensate 4% by weight The above components were uniformly mixed and pulverized to obtain a wettable powder.

[0099] Formulation Example 4 [Flowable Formulation] Compound of formula (1) 50.0 wt% Polyoxyethylene styrylphenyl ether 5.0 wt% Sodium lauryl sulfate 2.0 wt% Propylene glycol 10.0 wt% Xanthan gum 0.3 wt% 1,2-Benzothiazolin-3-one 0.05 wt% Silicone-based defoamer 0.2 wt% Dye 3.0 wt% Water 29.45 wt% The entire amount obtained by removing xanthan gum, 1,2-benzothiazolin-3-one and an appropriate amount of water from the above formulation was pre-mixed and then pulverized in a wet mill. Then, xanthan gum, 1,2-benzothiazolin-3-one and the remaining water were added to obtain a flowable formulation.

[0100] Formulation Example 5 [Granules / Coated Granules] Compound of formula (1) 2.0% by weight Silica sand 85.1% by weight Sodium lauryl sulfate 0.5% by weight Sodium ligninsulfonate 0.5% by weight White carbon 0.5% by weight Liquid paraffin 1.2% by weight Dye 0.2% by weight Kaolin 10.0% by weight Of the above components, the compound of formula (1), sodium lauryl sulfate, sodium ligninsulfonate, white carbon, dye, and kaolin were uniformly mixed and ground to obtain a pulverized product. Liquid paraffin was added to the silica sand and uniformly moistened, and then the pulverized product was uniformly mixed with the silica sand and coated to obtain granules.

[0101] (Test Example 1) Control Test for Sweet Potato Root-Knot Nematode (Meloidogyne incognita) (Solution Immersion) 1 mL of a solution prepared to achieve a final concentration of 0.1% acetone and a predetermined concentration of compound (1) or compound (2) was placed in each well of a 24-well plate. 20 to 30 second-stage sweet potato root-knot nematode larvae were released into the solution and left undisturbed in the dark at 25°C. The number of surviving and suffering larvae was measured two days after the addition of the solution, and the suffering death rate was calculated using the following formula. (Formula for Calculating Suffering Death Rate) Suffering Death Rate = (Number of Dead Larvae + Number of Suffering Larvae) / (Total Number Released) × 100 As a result, both compound (1) and compound (2) showed a suffering death rate of 90% or more at a concentration of 10 ppm.

[0102] (Test Example 2) Control Test for Soybean Cyst Nematodes (Heterodera glycines) (Soil Solution Immersion) 1 mL of a chemical solution prepared to achieve a final concentration of 0.1% acetone and a predetermined concentration of compound (1) was placed in each well of a 24-well plate. 20 to 30 second-stage soybean cyst nematode larvae were released into the plates and left undisturbed at 25°C in the dark. The number of surviving and distressed larvae was measured two days after the chemical solution was added. The number of surviving and distressed larvae was similarly measured in the untreated area where compound (1) was not applied, and the corrected mortality rate was calculated using the following formula. (Formula for Calculating Corrected Mortality Rate) Corrected Mortality Rate (%) = {(Mortality Rate in Treated Area - Mortality Rate in Untreated Area) / (100 - Mortality Rate in Untreated Area)} × 100 As a result, compound (1) showed a corrected mortality rate of 100% at a concentration of 10 ppm.

[0103] (Test Example 3) Control Test for Sweet Potato Root-Knot Nematode (Meloidogyne incognita) (Soil Drenching) Cucumber seeds were sown one by one in 3 cm polystyrene cups filled with sterilized soil. After germination, 3 mL of a chemical solution prepared with 10% acetone water so that compound (1) was present at 100 ppm was drenched into the soil. After 1 hour, 1 mL / pot of a solution containing 200 larvae of the second stage of sweet potato root-knot nematode was inoculated. 21 days after inoculation, the degree of root-knot formation on the cucumber roots was classified by visual inspection according to the following six-stage criteria for root-knot formation, and the root-knot index was calculated. The root-knot index was also calculated in the same way for the untreated group (untreated) that was not treated with compound (1). The results are shown in Table 1 below. (Root knot index calculation formula) Root knot index = (0 × a + 1 × b + 2 × c + 3 × d + 4 × e + 5 × f) / ((a + b + c + d + e + f) × 5) × 100 a: Number of plants that meet the root knot formation degree standard 0, b: Number of plants that meet the root knot formation degree standard 1, c: Number of plants that meet the root knot formation degree standard 2, d: Number of plants that meet the root knot formation degree standard 3, e: Number of plants that meet the root knot formation degree standard 4, f: Number of plants that meet the root knot formation degree standard 5 (Criteria for root knot formation degree) 0... No root knots are observed at all 1... Some are observed, but the damage is not noticeable 2... Root knots are observed, but there are few large root knots 3... Many root knots, including large and small ones, are observed 4... Many large root knots are observed (50% or less) 5... Roots are thickened due to large root knots (50% or more)

[0104]

[0105] (Test Example 4) Cucumber phytotoxicity test (seed powder coating) Cucumber seeds were sown one by one in 3 cm polystyrene cups filled with sterilized soil, each coated with the powder formulation shown in Formulation Example 1 or Formulation Example 2, so that the amount of compound (1) or compound (2) applied was predetermined. The germination rate was calculated 10 days after sowing. The germination rates were also calculated in the same way for seeds treated with Fluensulfone instead of Formulation Example 1 (compound (1)) or Formulation Example 2 (compound (2)), and for seeds that were not treated with any compound (untreated). The results are shown in Table 2 below.

[0106]

[0107] (Test Example 5) Control Test 1 for Sweet Potato Root-Knot Nematode (Meloidogyne incognita) (Seed Powder Coating) Cucumber seeds, which had been powder-coated with the powder formulation shown in Formulation Example 1 so that the amount of compound (1) applied was predetermined, were sown one seed at a time in 3 cm polystyrene cups filled with sterilized soil. Ten days after sowing, 1 mL of sweet potato root-knot nematode second-stage larval solution (200 larvae / mL) was inoculated per seed. Twenty-one days after inoculation, the degree of root-knot formation on the cucumber roots was classified by visual inspection according to the following six-stage criteria for root-knot formation, and the root-knot index was calculated. The root-knot index was also calculated in the same way for cases where seeds treated with Paraherquamide A instead of Formulation Example 1 (compound (1)) were sown, and for cases where seeds not treated with any compound were sown (untreated). The results are shown in Table 3 below. (Root knot index calculation formula) Root knot index = (0 × a + 1 × b + 2 × c + 3 × d + 4 × e + 5 × f) / ((a + b + c + d + e + f) × 5) × 100 a: Number of plants that meet the root knot formation degree standard 0, b: Number of plants that meet the root knot formation degree standard 1, c: Number of plants that meet the root knot formation degree standard 2, d: Number of plants that meet the root knot formation degree standard 3, e: Number of plants that meet the root knot formation degree standard 4, f: Number of plants that meet the root knot formation degree standard 5 (Criteria for root knot formation degree) 0... No root knots are observed at all 1... Some are observed, but the damage is not noticeable 2... Root knots are observed, but there are few large root knots 3... Many root knots, including large and small ones, are observed 4... Many large root knots are observed (50% or less) 5... Roots are thickened due to large root knots (50% or more)

[0108]

[0109] (Test Example 6) Control Test for Rotylenchulus reniformis (Seed Powder Coating) Genetically modified soybean seeds, a small amount of water, and a blue pigment were added to the powder coating agent shown in Formulation Example 1, and the mixture was stirred on a stirrer for several tens of seconds to obtain genetically modified soybean seeds uniformly coated with this powder. These soybean seeds were sown in soil that had been previously inoculated with Rotylenchulus eggs and larvae. The number of Rotylenchulus nematodes living in 500 mL of soil was measured 80 days after sowing. The same measurement was also performed when seeds that had not been treated with Formulation Example 1 (compound (1)) were sown (untreated). The results are shown in Table 4 below.

[0110]

[0111] (Comparative Test Example 1) Control Test for Asacaridia galli (in vitro) Six Asacaridia galli were placed in 10 mL of a drug solution prepared using Ringer's solution to obtain a predetermined concentration of compound (1) or compound (2), and the samples were cultured in a 42°C water bath. The number of surviving worms was measured 24 hours after the start of culture, and the mortality rate was calculated.

[0112] As a result, both compound (1) and compound (2) showed a 0% mortality rate at a concentration of 50 ppm, confirming that compound (1) and compound (2) have no effect whatsoever on endoparasitic nematodes.

[0113] (Comparative Test Example 2) Control Test for Diminutive Tapeworm (Nipposlongulus brasiliensis) (in vitro) Rats were prepared by first infecting them with Diminutive Tapeworm. Three infected rats were orally administered either compound (1) or compound (2) at a predetermined concentration. Diminutive Tapeworms in the rat small intestines were observed under a stereomicroscope 7 days after administration, and the control effect was determined.

[0114] As a result, no control effect was observed in rats administered 20 mg / kg of either compound (1) or compound (2), confirming that compound (1) and compound (2) have no effect whatsoever on endoparasitic nematodes in animals.

[0115] (Comparative Test Example 3) Pine Wood Nematode (Bursaphyllenchus xylophilus) Control Test (in vitro) As a pine wood nematode control test, the effect of inhibiting pine wood nematode growth was confirmed using the cotton ball test method. First, cotton balls (5 mm in diameter) of absorbent cotton were fixed with an insect pin, and methanol solution prepared to contain 2000 ppm of compound (1) or compound (2) was injected using a micropipette. The cotton balls were then placed in a desiccator under reduced pressure for approximately 30 minutes to evaporate and remove the solvent, resulting in the test cotton balls. In addition, gray mold, the test fungus, was cultured in a petri dish containing potato dextrose agar at 22°C for 4 days. Next, the test cotton balls were placed in the center of this petri dish, and 1500 pine wood nematodes (100 μL of solution) were injected into them. The petri dishes were incubated at 26°C for 5 days, and the degree of gray mold consumption by pine wood nematodes was evaluated based on the following evaluation criteria. The same evaluation was also performed when Morantel was used instead of compound (1) or (2). The results (scores) for each evaluation are shown in Table 5 below. (Evaluation Criteria) Score 1: No effect on consumption (no effect) Score 2: Consumption rate 41% or higher Score 3: Consumption rate 21-40% Score 4: Consumption rate 20% or lower Score 5: No consumption (high effect)

[0116]

[0117] The results above confirm that the nematode control agent of the present invention exhibits excellent control effects specifically against plant-parasitic nematodes of the Chilenchioidea superfamily.

[0118] (Test Example 7) Soybean Growth Effect Test (Seed Powder Coating) Genetically modified soybean seeds, a small amount of water, and a blue pigment were added to the powder coating agent shown in Formulation Example 1, and stirred on a stirrer for several tens of seconds to obtain genetically modified soybean seeds uniformly coated with this powder. These soybean seeds were sown in soil that had been previously inoculated with sweet potato root-knot nematode eggs and larvae. After 80 days, the height and weight of the stems and leaves were measured to evaluate the effect of compound (1) on soybean growth. Similarly, the height and weight of the stems and leaves were measured when seeds treated with an abamectin preparation (Avicta Complete, Syngenta) instead of Formulation Example 1 (compound (1)) were sown, and when seeds that were not treated with any compound were sown (untreated). The results are shown in Table 6 below. Table 6 also shows the relative values ​​of plant height (compared to untreated plants), with the untreated case set to 100.

[0119]

[0120] Furthermore, when soybean seeds treated in the same manner as described above were sown in soil inoculated with soybean cyst nematodes or false saddleback nematodes instead of sweet potato root-knot nematodes, and the height and weight of the stems and leaves were measured 80 days after sowing, the same results as described above were obtained.

[0121] (Test Example 8) Cucumber Growth Effect Test Cucumber seeds and a small amount of water were added to the powdering agent shown in Formulation Example 1 and stirred to obtain cucumber seeds uniformly coated with this powder. These cucumber seeds were sown in soil contaminated with sweet potato root-knot nematodes. Forty-nine days after sowing, the height of the stems and leaves was measured to evaluate the effect of compound (1) on cucumber growth. Similarly, the height of the stems and leaves was also measured when seeds that had not been treated with Formulation Example 1 (compound (1)) were sown (untreated). The results are shown in Table 7 below. Table 7 also shows the relative values ​​of the plant height (vs. untreated) with the untreated case set to 100.

[0122]

[0123] (Comparative Test Example 4) Wheat Growth Effect Test 200 μL of a chemical solution prepared to achieve a final concentration of 10% acetone and a predetermined concentration of compound (1) was placed in each well of a 24-well plate, and germinated wheat roots were immersed in these solutions. Three days after immersion, the height of the stems and leaves was measured to evaluate the effect of compound (1) on wheat growth. Similarly, the height of the stems and leaves was measured when seeds that had not been treated with compound (1) were sown (untreated). The results are shown in Table 8 below. Table 8 also shows the relative values ​​of plant height (vs. untreated) with the untreated case set to 100.

[0124]

[0125] The results described above demonstrate that the nematode control agent of the present invention exhibits high safety for plants and, furthermore, specifically exhibits excellent growth-promoting effects on dicotyledonous plants.

[0126] (Test Example 9) Sweet Potato Root-Knot Nematode (Meloidogyne incognita) Control Test 2 (Seed Powder Coating) Cucumber seeds were sown one by one in 9 cm pots filled with seedling growing medium, with the powder coating agent shown in Formulation Example 1 applied so that the amount of compound (1) applied was a predetermined amount. Thirteen days after sowing, the seedlings were transplanted to a field contaminated with sweet potato root-knot nematodes, and 27 days after transplanting, the degree of root-knot formation on the cucumber roots was classified by visual inspection according to the test method of the Japan Plant Protection Association, using the following five-stage criteria for the degree of root-knot formation, and the root-knot index was calculated. In addition, the root-knot index was calculated in the same manner as above, except that the seeds were sown in soil mixed with 0.5% fluoropyram granules (Beelam granules, manufactured by Bayer) instead of Formulation Example 1. Furthermore, the root-knot index was similarly calculated for seeds sown without any treatment with any compound (untreated). In each plot, 24 or 25 plants were surveyed, and the results were averaged. The results are shown in Table 9 below. In Table 9, the amount of pesticide applied indicates the amount of compound per cultivated area (the same applies hereafter). (Root knot index calculation formula) Root knot index = (0 × a + 1 × b + 2 × c + 3 × d + 4 × e) / ((a + b + c + d + e) ​​× 4) × 100 a: Number of plants that meet the root knot formation degree standard 0, b: Number of plants that meet the root knot formation degree standard 1, c: Number of plants that meet the root knot formation degree standard 2, d: Number of plants that meet the root knot formation degree standard 3, e: Number of plants that meet the root knot formation degree standard 4 (Root knot formation degree standards) 0... No root knots are observed throughout the root system 1... Slight knots are observed on the fine roots 2... Somewhat noticeable knots are observed on the fine roots 3... Knots are also observed on the main root 4... Knots are particularly numerous and large

[0127]

[0128] Based on the results above, the nematode control agent of the present invention showed a high level of damage suppression against sweet potato root-knot nematodes at a dose that was 1 / 40th of the amount of conventional control agents used in the usual manner, while maintaining the same level of effectiveness as the control agents.

[0129] (Test Example 10) Control Test for Root-Knot Nematodes (Pratylenchus penetrans) (Seed Powder Coating) Radish seeds were coated with the powder coating agent shown in Formulation Example 1, with the amount of compound (1) applied being predetermined, and sown one seed at a time in a field contaminated with root-knot nematodes. Harvested 77 days after sowing, the number of damage marks on the roots was indexed based on the evaluation criteria below. The degree of root damage in the chemical-treated plots was calculated according to the following formula. In addition, the degree of root damage was calculated in the same manner as above, except that the seeds were sown in soil mixed with imisiaphos 1.5% granules (Nemakick granules, manufactured by Agrokanesho Co., Ltd.) instead of Formulation Example 1. Furthermore, the degree of root damage was calculated in the same manner when seeds that had not been treated with any compound were sown (untreated). In each plot, 20 plants x 2 replicates, for a total of 40 plants, were surveyed, and the results were averaged. The results for each category are shown in Table 10 below. (Root damage calculation formula) Root damage = (0 × a + 1 × b + 2 × c + 3 × d + 4 × e) / ((a + b + c + d + e) ​​× 4) × 100 a: Number of plants corresponding to root damage index standard 0, b: Number of plants corresponding to root damage index standard 1, c: Number of plants corresponding to root damage index standard 2, d: Number of plants corresponding to root damage index standard 3, e: Number of plants corresponding to root damage index standard 4 (Root damage index standards) 0... No damage marks 1... Number of damage marks 1 to 5 2... Number of damage marks 6 to 10 3... Number of damage marks 11 to 20 4... Number of damage marks 21 or more

[0130]

[0131] Based on the results above, the nematode control agent of the present invention showed a high level of damage suppression effect equivalent to that of the conventional control agent, even against root-knot nematodes, at a dose less than 1 / 14th of the amount of conventional control agents used in the usual manner.

[0132] The nematode control agent and nematode control method of the present invention are useful as a nematode control agent and nematode control method that are highly safe for non-target organisms, easy to use, and exhibit excellent control effects against plant-parasitic nematodes of the Chilenchioidea superfamily.

[0133] Furthermore, the nematode control agent and nematode control method of the present invention also exhibit a specific growth-promoting effect on dicotyledonous plants, thereby significantly improving the yield of agricultural products such as grains, legumes, green grasses for sugar production, vegetables, and fruit trees, and especially preferably crops such as soybeans, cucumbers, and radishes.

Claims

1. An agent for controlling plant-parasitic nematodes of the superfamily Tylenchoidea, comprising as an active ingredient at least one compound selected from the group consisting of compounds represented by the following formula (1), compounds represented by the following formula (2), and compounds represented by the following formula (3), as well as their enantiomers and agriculturally and horticulturally acceptable acid addition salts.

2. The plant-parasitic nematode control agent according to claim 1, wherein the plant-parasitic nematode of the superfamily Tylenchoidea is at least one plant-parasitic nematode selected from the group consisting of the genera Meloidogyne, Heterodera, Rotylenchulus, and Pratylenchus.

3. A plant-parasitic nematode control agent according to claim 1 or 2, which further contains a powdered solid carrier and is in the form of a dust or powder formulation.

4. A plant-parasitic nematode control agent according to claim 1 or 2, which further contains a granular or powdered solid carrier and a surfactant, and is in the form of a granular or powdered formulation.

5. A plant-parasitic nematode control agent according to claim 1 or 2, which further contains a liquid carrier, a surfactant, and a thickener and is a flowable agent.

6. A plant-parasitic nematode control agent according to claim 1 or 2, which further contains a powdered solid carrier and a surfactant and is in the form of a wettable powder.

7. The plant-parasitic nematode control agent according to any one of claims 1 to 6, which is also an agent for promoting the growth of dicotyledonous plants.

8. A method for controlling plant-parasitic nematodes of the superfamily Tylenchoidea, comprising a step of treating a target with an effective amount of at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (2), and a compound represented by the following formula (3), as well as their enantiomers and agriculturally and horticulturally acceptable acid addition salts:

9. The method for controlling plant-parasitic nematodes according to claim 8, wherein the plant-parasitic nematode of the superfamily Tylenchoidea is at least one plant-parasitic nematode selected from the group consisting of the genera Meloidogyne, Heterodera, Rotylenchulus, and Pratylenchus.

10. A method for controlling plant-parasitic nematodes as described in claim 8 or 9, wherein the target is at least one species selected from the group consisting of plant-parasitic nematodes of the superfamily Chilencus, plants, soil, and cultivation carriers other than soil.

11. The method for controlling plant-parasitic nematodes according to claim 10, wherein the target is soil or a cultivation carrier other than soil, and the effective amount is 0.1 g to 1000 g per 10 ares of the soil.

12. The method for controlling plant-parasitic nematodes according to claim 10, wherein the target is a plant seed and the effective amount is 0.01 g to 100 g per kg of the plant seed.

13. A method for controlling plant-parasitic nematodes according to any one of claims 8 to 12, which comprises a step of treating at least one target selected from the group consisting of dicotyledonous plants, soil, and cultivation carriers other than soil with an effective amount of the compound, and which also serves as a method for promoting the growth of the dicotyledonous plants.

14. Use of at least one compound selected from the group consisting of compounds represented by the following formula (1), compounds represented by the following formula (2), compounds represented by the following formula (3), and their enantiomers and agriculturally and horticulturally acceptable acid addition salts, for the manufacture of an agent for controlling plant-parasitic nematodes of the superfamily Tylenchoidea:

15. The use according to claim 14, wherein the plant-parasitic nematode of the superfamily Tylenchoidea is at least one plant-parasitic nematode selected from the group consisting of the genera Meloidogyne, Heterodera, Rotylenchulus, and Pratylenchus.

16. The use according to claim 14 or 15, wherein the agent for controlling plant-parasitic nematodes is also an agent for promoting the growth of dicotyledonous plants.