Method for controlling digitaria insularis

Specific compounds applied at controlled rates effectively manage Sporobolus indicus and Digitaria sanguinalis, including resistant strains, in crop fields, ensuring weed control with low crop harm.

WO2026074916A1PCT designated stage Publication Date: 2026-04-09SUMITOMO CHEM CO LTD
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-09-17
Publication Date
2026-04-09

AI Technical Summary

Technical Problem

Sporobolus indicus and Digitaria sanguinalis are difficult-to-control weeds in South America, particularly in cultivation areas for crops like corn, soybeans, and cotton, with some strains exhibiting herbicide resistance.

Method used

Application of specific compounds represented by formulas (1) to (8) to control Sporobolus indicus and Digitaria sanguinalis, including glyphosate-resistant strains, at rates of 10 to 100 grams per hectare, using methods such as soil and foliar spraying, with optional adjuvants and combinations with other herbicides.

Benefits of technology

Effectively controls both weeds at various growth stages, including resistant strains, with minimal phytotoxicity to crops, achieving high herbicidal efficacy and crop safety.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention pertains to a method for controlling Digitaria insularis, the method involving applying at least one type of compound selected from group (A) to Digitaria insularis or a place where Digitaria insularis grows.
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Description

Method for Controlling Sporobolus indicus

[0001] The present invention relates to a method for controlling Sporobolus indicus.

[0002] Sporobolus indicus is a tropical Gramineae weed and is one of the weeds that pose a problem as a difficult-to-control weed in South America (Non-Patent Document 1).

[0003] Pesticide Biochemistry Physiology, 2020, Vol.164, p.1-6.

[0004] An object of the present invention is to provide a method that exhibits an excellent effect in controlling Sporobolus indicus.

[0005] The present inventors have found that by applying at least one compound selected from the following group (A), an excellent control effect against Sporobolus indicus can be exhibited. That is, the present invention includes the following aspects. [1] A method for controlling Sporobolus indicus, which comprises applying at least one compound selected from the following group (A) to Sporobolus indicus or a place where Sporobolus indicus grows. Group (A): The compound represented by the following formula (1) The compound represented by the following formula (2) The compound represented by the following formula (3) The compound represented by the following formula (4) The compound represented by the following formula (5) The compound represented by the following formula (6) The compound represented by the following formula (7) The compound represented by the following formula (8) A group consisting of the compounds shown. [2] The control method according to [1], wherein the Japanese beech grass is glyphosate resistant. [3] The control method according to [1], wherein the place where the Japanese beech grass grows is a cultivation area for corn, soybeans, and cotton. [4] The control method according to [1], wherein the place where the Japanese beech grass grows is a cultivation area for soybeans. [5] The control method according to [1], wherein the application rate of at least one compound selected from group (A) is 10 to 100 grams per hectare. [6] The control method according to [1], wherein at least one compound selected from group (A) is the compound represented by formula (2). [7] Use of at least one compound selected from group (A) for controlling Japanese beech grass.

[0006] The present invention provides an efficient method for controlling the Japanese pampas grass (Digitaria sanguinalis).

[0007] The present invention provides a method for controlling Digitaria sanguinalis (hereinafter referred to as the "present invention method"), which includes applying at least one compound selected from the group (A) (hereinafter referred to as "compound A") to Digitaria sanguinalis or to a place where Digitaria sanguinalis grows.

[0008] The compound represented by formula (1) above (hereinafter referred to as Compound X1) is flufenoximacil (CAS RN®: 2759011-88-4), and is listed, for example, in the datasheet (www.bcpcpesticidecompendium.org / flufenoximacil.html) in the Compendium of Pesticide Common Name registration database on the British Crop Production Council (BCPC) electronic site (www.bcpcpesticidecompendium.org). Compound X1 can be produced by known methods such as those described in International Publication No. 2021 / 139482. The compound represented by formula (2) above (hereinafter referred to as Compound X2) is a known compound and can be produced by known methods such as those described in International Publication No. 2017 / 202768. The compound represented by formula (3) (hereinafter referred to as Compound X3) is a known compound and can be manufactured by known methods described in International Publication No. 2021 / 175689. The compound represented by formula (4) (hereinafter referred to as Compound X4) and the compound represented by formula (5) (hereinafter referred to as Compound X5) are known compounds and can be manufactured by known methods described in International Publication No. 2016 / 095768. The compound represented by formula (6) (hereinafter referred to as Compound X6) is a known compound and can be manufactured by known methods described in International Publication No. 2022 / 138633. The compound represented by formula (7) (hereinafter referred to as Compound X7) is a known compound and can be manufactured by known methods described in International Publication No. 2023 / 228935. The compound represented by formula (8) above (hereinafter referred to as compound X8) is a known compound and can be manufactured by known methods described in International Publication No. 2023 / 249039.

[0009] In the present invention, Digitaria sanguinalis resistant to a specific herbicide refers to Digitaria sanguinalis in which even four times the minimum amount of the specific herbicide required to kill or irrevocably suppress wild-type Digitaria sanguinalis does not result in killing or irrevocably suppressing it.

[0010] Digitaria insularis, which can be controlled by the method of the present invention, may have herbicide resistance. For example, the Digitaria insularis may have glyphosate resistance or haloxyfop-P-methyl resistance (Non-Patent Literature 1). Examples of site mutations that cause glyphosate resistance include amino acid substitutions such as Thr102Ile, Pro106Ser, Pro106Ala, Pro106Leu, and Pro106Thr in the 5-enolpyruvirshikimic acid-3-phosphate synthase (hereinafter sometimes referred to as EPSPS) gene. Digitaria insularis, which can be controlled by the method of the present invention, may have glyphosate resistance due to an increase in the copy number of the EPSPS gene or due to vacuolar transport by the ABC transporter. Site mutations that cause haloxyfop-P-methyl resistance include amino acid substitutions in the acetyl-CoA carboxylase (hereinafter sometimes referred to as ACCase) gene, such as Ile1781Leu, Ile1781Val, Ile1781Thr, Trp1999Cys, Trp1999Leu, Ala2004Val, Trp2027Cys, Ile2041Asn, Ile2041Val, Asp2078Gly, Cys2088Arg, and Gly2096Ala. Even if Digitaria sanguinalis, which is resistant to glyphosate and haloxyfop-P-methyl, is further resistant to acetolactate synthesis inhibitors and glufosinate, it can be effectively controlled by the method of the present invention.

[0011] In the method of the present invention, agricultural land is an example of a place where the Japanese pampas grass grows. The agricultural land is not particularly limited as long as it is land where crops such as agricultural products are cultivated, but examples include fields, paddy fields, seedling trays, seedling boxes, and nurseries.

[0012] The crops cultivated on farmland are not particularly limited as long as they are varieties commonly cultivated as crops. Examples of such crops include corn, soybeans, and cotton. The corn (Zea mays) may be of any maturity group, from early to late maturing, and is generally of the dent corn variety, but may also be of the flint corn, flour corn, popcorn, waxy corn, sweet corn, etc. The corn is also commonly of the field corn variety group, that is, a group consisting mainly of dent corn, flint corn, and hybrids of dent corn and flint corn. The corn varieties are usually hybrid varieties. The soybean (Glycine max) may be from any maturity group, from early to late maturing, and its growth type (infinite growth, finite growth, semi-finite growth) is not specified, but it is preferably infinite growth; its growth type (vining, shrub) is not specified, but it is preferably shrub; the color of the cotyledons (yellow, green) is not specified, but it is preferably yellow; and the color of the seed coat (colorless, black, green, brown) is not specified, but it is preferably colorless. The soybean may be a green-harvested variety or an edamame variety, but it is preferably a variety for harvesting fully matured seeds. The cotton may preferably be the Upland variety (Gossypium hirsutum), but it may also be the Pima variety (Gossypium barbadense). The soybean and cotton varieties are usually self-pollinating varieties.

[0013] The method of the present invention is not limited by the use of the harvested crop. For example, the use of the harvested crop may be for seed production, ornamental purposes, green manure, silage, grain, or fiber, and may also be mainly for processing the grain, such as for starch, ethanol refining, brewing, oil extraction, animal feed, sugar production, or food. In the method of the present invention, corn is cultivated mainly for grain for animal feed and ethanol refining, and soybeans are cultivated mainly for grain for animal feed and oil extraction. In the method of the present invention, cotton is cultivated mainly for capsules for lint (fiber) and grain for oil extraction.

[0014] The aforementioned crops may be crops that can be produced by natural crossbreeding, crops that can arise from spontaneous mutation, F1 hybrid crops, or transgenic crops (also known as genetically modified crops). These crops generally possess characteristics such as conferring resistance to herbicides, accumulating toxic substances against pests, suppressing susceptibility to diseases, increasing yield potential, improving resistance to biological and abiotic stressors, accumulating substances, and improving storability and processability. Corn, soybeans, and cotton conferred with resistance to compound A are described in Japanese Patent Application Publication No. 2024-051128, among others.

[0015] When cultivating the above crops, the seeds may be treated with at least one pesticide or agricultural material selected from the group consisting of neonicotinoid compounds, diamide compounds, carbamate compounds, organophosphate compounds, biological nematicide compounds, other insecticide compounds and nematicide compounds, as well as azole compounds, strobilurin compounds, metalaxyl compounds, SDHI compounds, other fungicide compounds, plant growth regulators, nitrogen-fixing bacteria, and mycorrhizal fungi. The cultivation area may be a field that has been tilled in advance (a cultivation area where tilled cultivation is performed), or a field that has not been tilled in advance (a cultivation area where no-till cultivation is performed), or it may be a cultivation area where strip tillage cultivation, which combines the two, or minimum tillage cultivation, which involves minimal tillage. The cultivation area is preferably a cultivation area where no-till cultivation is performed. In the case of no-till cultivation, cover crops may be sown after the harvest of the previous crop.

[0016] The growth stages of Digitaria sanguinalis that can be controlled by the method of the present invention are the pre-emergence stage and the cotyledon to 10-leaf stage. Specifically, these include the cotyledon stage, 2-leaf stage, 3-leaf stage, 4-leaf stage, 5-leaf stage, 6-leaf stage, 7-leaf stage, 8-leaf stage, or 9-leaf stage.

[0017] The application rate of compound A in the method of the present invention is 1 to 500 g per hectare, preferably 3 to 200 g per hectare, more preferably 10 to 100 g per hectare, and even more preferably 20 to 40 g per hectare. The above application rates can also be expressed as "approximately." "Approximately" means plus or minus 10%, for example, approximately 200 g means 180 to 220 g. "Approximately" can be used in the same sense not only for application rates, but also for numerical values ​​described in this specification such as spray liquid volume, percentage, parts per million (ppm), magnification, and ratio. Methods for applying compound A include spraying compound A onto the soil before the emergence of Misachalinensis (soil treatment) and spraying compound A onto Misachalinensis that has emerged (foliar spraying). When compound A is applied to Misachalinensis that has emerged, it can be considered that soil treatment is performed simultaneously with foliar spraying. The timing of application can be determined independently of the crop's growth stage. For example, foliar spraying may be performed on newly emerged Japanese pampas grass before sowing, or soil treatment may be performed during crop growth. Spraying is usually carried out by mixing a formulation containing compound A with water to prepare a spray solution, and then using a sprayer equipped with a nozzle. The amount of spray solution is not particularly limited, but is usually 50 to 1000 L per hectare, preferably 100 to 500 L per hectare, and more preferably 140 to 300 L per hectare. When applying compound A, an adjuvant may be mixed in. The type of adjuvant is not particularly limited, but examples include oil-based adjuvants such as Agri-Dex and MSO, nonionic adjuvants such as Induce (polyoxyethylene esters or ethers), anionic adjuvants such as Gramin S (substituted sulfonates), cationic adjuvants such as Genamin T 200BM (polyoxyethyleneamines), and organosilicon adjuvants such as Silwet L77. Furthermore, drift-reducing agents such as Intact (polyethylene glycol) may be mixed in. The pH and hardness of the spray solution are not particularly limited, but are usually pH 5 to 9, and the hardness is usually 0 to 500 ppm on the American hardness scale. The time of day for applying compound A is not particularly limited, but is usually between 5 a.m. and 9 p.m., and the photosynthetic photon flux is usually 10 to 2500 micromoles / m². 2The pressure at which compound A is applied is not particularly limited, but is usually 30 to 120 PSI, and preferably 40 to 80 PSI.

[0018] In the method of the present invention, compound A is usually mixed with a carrier such as a solid carrier or a liquid carrier, and further formulated by adding a formulation aid such as a surfactant as needed. Preferred formulations are water-soluble liquid, water-soluble granule, aqueous liquid suspension, oily liquid suspension, wettable powder, wettable granule, granule, aqueous emulsion, oily emulsion, ssupoemulsion, and emulsion. Emulsion is more preferred. A formulation containing compound A as the sole active ingredient may be used alone, or it may be mixed with a formulation containing another herbicide as the active ingredient. Alternatively, a formulation containing compound A and another herbicide as active ingredients may be used. Furthermore, a formulation containing compound A and another herbicide as active ingredients may be mixed with a formulation containing a different herbicide as the active ingredient. The proportion of the active ingredient in the formulation (compound A or compound A combined with other herbicides) is usually 0.01 to 90% by weight, preferably 1 to 80% by weight.

[0019] When the method of the present invention is implemented in a crop cultivation area, compound A may be applied to the crop cultivation area before sowing the crop seeds, or it may be applied simultaneously with or after sowing the crop seeds. Specifically, examples of the number of times compound A can be applied include once before, simultaneously with, or after sowing the crop seeds, twice excluding before sowing, twice excluding simultaneously with sowing, or twice excluding after sowing, or three times applied at any of the following timings: before, simultaneously with, or after sowing the crop seeds. When compound A is applied before sowing the crop seeds, it is applied from 50 days before sowing to immediately before sowing, preferably from 30 days before sowing to immediately before sowing, more preferably from 20 days before sowing to immediately before sowing, and even more preferably from 10 days before sowing to immediately before sowing. When compound A is applied after sowing the crop seeds, it is usually applied from immediately after sowing to before flowering. More preferably, compound A is applied between immediately after sowing and before germination, and during the period when the crop has 1 to 6 true leaves. When compound A is applied simultaneously with sowing the crop seeds, it is when the sowing machine and the sprayer are integrated.

[0020] In the method of the present invention, one or more other herbicides and phytotoxicity reducers may be used in combination with the application of compound A. Here, "combined application" includes tank mixing, premixing, and sequential application, and in the case of sequential application, the order of application is not particularly limited.

[0021] In the method of the present invention, examples of herbicides that can be used in combination with compound A include potassium glyphosate salt, glyphosate dimethylamine salt, glyphosate monoethanolamine salt, glufosinate ammonium salt, glufosinate P ammonium salt, glyphosate isopropylammonium salt, 2,4-D choline salt, 2,4-D trolamine salt, 2,4-D 2-ethylhexyl, pyroxasulfone, dicambadiglycolamine salt, dicamba biproamine, flumicrolac pentyl, saflufenacil, trifludimoxazine, flumioxazine, epiriphenacil, cretodym, homesaphen, lactofen, mesotrione, tenbotrione, diflufenican, icaphorine methyl, quizaropop P ethyl, haloxyhop methyl, haloxyhop P methyl, and methoproxybicyclon. In the method of the present invention, examples of drug-induced harm reduction agents that can be used in combination with compound A include aridocrol, benoxacol, croquintoset, croquintosetmexyl, siomethrinyl, cyprosulfamide, dichlormid, dicyclonone, dimepiperate, disulfon, dimuron, fenchlorazole, fenchlorazole ethyl, fenchlorim, flurazole, flirazole, fluxofenim, hexime, and isoxadifen Examples include isoxadifen ethyl, diekaowan, diekaoxy, mecoprop, mefenapyl, mefenapyl ethyl, mefenapyl diethyl, mefenate, metcamifen, oxavethrinyl, 1,8-naphthalic anhydride, 1,8-octamethylenediamine, AD-67, MCPA, CL-304415, CSB, DKA-24, MG191, MG-838, PPG-1292, R-28725, R-29148, and TI-35.

[0022] In the method of the present invention, herbicides that can be used in combination with compound A are particularly preferably glyphosate potassium salt, crethodym, haloxyfop-methyl, haloxyfop-P-methyl, methoproxybicyclon, 2,4-D-dimethylamine salt, and icaphorin methyl.

[0023] When other herbicides are used in combination with compound A, the ratio of the other herbicide to compound A is usually in the range of 0.01 to 1000 times by weight, preferably 0.1 to 300 times. Specific examples of the ratio of other herbicides to compound A include, by weight, 0.1 times, 0.2 times, 0.3 times, 0.4 times, 0.5 times, 0.6 times, 0.7 times, 0.8 times, 0.9 times, equal amounts, 1.2 times, 1.5 times, 1.7 times, 2 times, 2.5 times, 3 times, 4 times, 5 times, 7 times, 10 times, 15 times, 20 times, 30 times, 40 times, 50 times, 60 times, 70 times, 80 times, 100 times, 150 times, and 200 times.

[0024] In this specification, when a herbicide is a salt or ester (for example, potassium glyphosate salt or haloxyfop-methyl), unless otherwise specified, its weight refers to the acid equivalent.

[0025] The following are, but are not limited to, specific, preferred combinations of compound A with one or more herbicides. In this paragraph, the numbers in parentheses represent preferred application rates (g / ha). Compound X1(80) + potassium glyphosate salt (1080) Compound X1(80) + krethodymium (200) Compound X1(80) + haloxyfop-methyl (100) Compound X1(80) + haloxyfop-P-methyl (100) Compound X1(80) + methoproxibicyclon (100) Compound X1(80) + 2,4-D-dimethylamine salt (1065) Compound X1(80) + icaphorin-methyl (100) Compound X2(20) + potassium glyphosate salt (1080) Compound X2(20) + krethodymium (200) Compound X2(20) + haloxyfop-methyl (100) Compound X2(20) + haloxyfop-P-methyl (100) Compound X2(20) + methoproxibicyclon (100) Compound X2(20) + 2,4-D-dimethylamine salt (1065) Compound X2(20) + icaphorine methyl (100) Compound X3(20) + glyphosate potassium salt (1080) Compound X3(20) + krethodymium (200) Compound X3(20) + haloxyfop methyl (100) Compound X3(20) + haloxyfop-P methyl (100) Compound X3(20) + methoproxibicyclon (100) Compound X3(20) + 2,4-D-dimethylamine salt (1065) Compound X3(20) + icaphorine methyl (100) Compound X4(80) + glyphosate potassium salt (1080) Compound X4(80) + krethodymium (200) Compound X4(80) + haloxyfop methyl (100) Compound X4(80) + Haloxyfop-methyl(100) Compound X4(80) + Methoxybicyclon(100) Compound X4(80) + 2,4-D-dimethylamine salt (1065) Compound X4(80) + icaphorine methyl (100) Compound X5(80) + glyphosate potassium salt (1080) Compound X5(80) + krethodymium (200) Compound X5(80) + haloxyfop methyl (100) Compound X5(80) + haloxyfop P-methyl (100) Compound X5(80) + methoproxibicyclon (100) Compound X5(80) + 2,4-D-dimethylamine salt (1065) Compound X5(80) + icaphorine methyl (100) Compound X6(20) + glyphosate potassium salt (1080) Compound X6(20) + krethodymium (200) Compound X6(20) + haloxyfop methyl (100) Compound X6(20) + haloxyfop P-methyl (100) Compound X6(20) + Methoproxibicyclon (100) Compound X6(20) + 2,4-D-dimethylamine salt (1065) Compound X6(20) + Icaphorine methyl (100) Compound X7(20) + Glyphosate potassium salt (1080) Compound X7(20) + Cretodim (200) Compound X7(20) + Haloxyfop methyl (100) Compound X7(20) + Haloxyfop P methyl (100) Compound X7(20) + Methoproxibicyclon (100) Compound X7(20) + 2,4-D-dimethylamine salt (1065) Compound X7(20) + Icaphorine methyl (100) Compound X8(20) + Glyphosate potassium salt (1080) Compound X8(20) + Cretodim (200) Compound X8(20) + Haloxyfop-methyl (100) Compound X8(20) + Haloxyfop-P-methyl (100) Compound X8(20) + Methoxybicyclon (100) Compound X8(20) + 2,4-D-dimethylamine salt (1065) Compound X8(20) + Icaphorin-methyl (100)

[0026] The present invention will be described below with reference to examples, but the present invention is not limited to these examples.

[0027] First, the following examples illustrate the criteria for evaluating herbicidal efficacy and phytotoxicity to crops.

[0028] [Herbicide Efficacy] Herbicide efficacy is evaluated on a scale of 0 to 100, with "0" indicating no or almost no difference in the emergence or growth state of the test weeds compared to the untreated weeds at the time of the survey, and "100" indicating complete death of the test plants or complete suppression of emergence or growth. [Phytotoxicity to Crops] Phytotoxicity to crops is evaluated on a scale of 0 to 100, with "0" indicating almost no phytotoxicity, "minor" indicating slight phytotoxicity, "medium" indicating moderate phytotoxicity, and "major" indicating severe phytotoxicity.

[0029] Example 1 Glyphosate-resistant Digitaria sanguinalis was sown in plastic pots filled with soil and cultivated in a greenhouse for 43 days. A mixture (hereinafter referred to as Mixture X) was prepared by dissolving 5 parts of Compound X2, Compound X3, or Compound X5 in 95 parts of Mixture X to prepare an emulsion. The prescribed amount of each emulsion was mixed with water containing 1% by volume of a spreading agent (Agri-Dex (crop oil concentrate), manufactured by Helena) to prepare a spray solution. The spray solution was then applied to the foliage of the Japanese dwarf crabgrass at a rate of 216 L per hectare, according to the prescribed application rate. The herbicidal efficacy against the Japanese dwarf crabgrass was visually evaluated 21 days after application.

[0030]

[0031] The present invention provides an efficient method for controlling the Japanese pampas grass (Digitaria sanguinalis).

Claims

1. A method for controlling Digitaria sanguinalis, comprising applying at least one compound selected from the following group (A) to Digitaria sanguinalis or to a place where Digitaria sanguinalis grows. Group (A): Formula (1) The compound shown by the following formula (2) The compound shown by the following formula (3) The compound shown by the following formula (4) The compound shown by the following formula (5) The compound shown by the following formula (6) The compound shown by the following formula (7) Compounds represented by the following formula (8) A group consisting of compounds represented by [the symbol].

2. The control method according to claim 1, wherein the Japanese pampas grass (Digitaria sanguinalis) is resistant to glyphosate.

3. The control method according to claim 1, wherein the place where the Japanese pampas grass grows is a cultivation area for corn, soybeans, and cotton.

4. The control method according to claim 1, wherein the place where the Japanese pampas grass grows is a soybean cultivation area.

5. The pest control method according to claim 1, wherein the application rate of at least one compound selected from group (A) is 10 to 100 grams per hectare.

6. The pest control method according to claim 1, wherein at least one compound selected from group (A) is the compound represented by formula (2).

7. Use of at least one compound selected from the following group (A) to control the Japanese pampas grass (Digitaria sanguinalis). Group (A): Formula (1) The compound shown by the following formula (2) The compound shown by the following formula (3) The compound shown by the following formula (4) The compound shown by the following formula (5) The compound shown by the following formula (6) The compound shown by the following formula (7) Compounds represented by the following formula (8) A group consisting of compounds represented by [the symbol].

Citation Information

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