EP4326067A1 - Composition et procédés de traitement de semences - Google Patents
Composition et procédés de traitement de semencesInfo
- Publication number
- EP4326067A1 EP4326067A1 EP22723041.4A EP22723041A EP4326067A1 EP 4326067 A1 EP4326067 A1 EP 4326067A1 EP 22723041 A EP22723041 A EP 22723041A EP 4326067 A1 EP4326067 A1 EP 4326067A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- seeds
- zoxamide
- amount
- plants
- pythium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000011282 treatment Methods 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000000203 mixture Substances 0.000 title description 19
- SOUGWDPPRBKJEX-UHFFFAOYSA-N 3,5-dichloro-N-(1-chloro-3-methyl-2-oxopentan-3-yl)-4-methylbenzamide Chemical compound ClCC(=O)C(C)(CC)NC(=O)C1=CC(Cl)=C(C)C(Cl)=C1 SOUGWDPPRBKJEX-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000005863 Zoxamide Substances 0.000 claims abstract description 32
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- 150000002460 imidazoles Chemical class 0.000 description 1
- 208000021267 infertility disease Diseases 0.000 description 1
- QTYCMDBMOLSEAM-UHFFFAOYSA-N ipconazole Chemical compound C1=NC=NN1CC1(O)C(C(C)C)CCC1CC1=CC=C(Cl)C=C1 QTYCMDBMOLSEAM-UHFFFAOYSA-N 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- BCTQJXQXJVLSIG-UHFFFAOYSA-N mepronil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 BCTQJXQXJVLSIG-UHFFFAOYSA-N 0.000 description 1
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 description 1
- HIIRDDUVRXCDBN-OBGWFSINSA-N metominostrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1OC1=CC=CC=C1 HIIRDDUVRXCDBN-OBGWFSINSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- JHIPUJPTQJYEQK-ZLHHXESBSA-N orysastrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC JHIPUJPTQJYEQK-ZLHHXESBSA-N 0.000 description 1
- AMEKQAFGQBKLKX-UHFFFAOYSA-N oxycarboxin Chemical compound O=S1(=O)CCOC(C)=C1C(=O)NC1=CC=CC=C1 AMEKQAFGQBKLKX-UHFFFAOYSA-N 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000010603 pastilles Nutrition 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 244000000003 plant pathogen Species 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
- 230000005180 public health Effects 0.000 description 1
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- DWTVBEZBWMDXIY-UHFFFAOYSA-N pyrametostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=C(C)C(C=2C=CC=CC=2)=NN1C DWTVBEZBWMDXIY-UHFFFAOYSA-N 0.000 description 1
- URXNNPCNKVAQRA-XMHGGMMESA-N pyraoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC(C=2C=CC(Cl)=CC=2)=NN1C URXNNPCNKVAQRA-XMHGGMMESA-N 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- MXMXHPPIGKYTAR-UHFFFAOYSA-N silthiofam Chemical compound CC=1SC([Si](C)(C)C)=C(C(=O)NCC=C)C=1C MXMXHPPIGKYTAR-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- DTDSAWVUFPGDMX-UHFFFAOYSA-N spirodiclofen Chemical compound CCC(C)(C)C(=O)OC1=C(C=2C(=CC(Cl)=CC=2)Cl)C(=O)OC11CCCCC1 DTDSAWVUFPGDMX-UHFFFAOYSA-N 0.000 description 1
- CLSVJBIHYWPGQY-GGYDESQDSA-N spirotetramat Chemical compound CCOC(=O)OC1=C(C=2C(=CC=C(C)C=2)C)C(=O)N[C@@]11CC[C@H](OC)CC1 CLSVJBIHYWPGQY-GGYDESQDSA-N 0.000 description 1
- 230000028070 sporulation Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P3/00—Fungicides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
Definitions
- the present invention provides a composition useful for treating seeds as well as methods of treatment thereof.
- Seed treatment compositions for agricultural crops are known and a broad spectrum of technologies is being practiced nowadays to treat seeds to provide seed and plant protection and to improve the establishment of healthy crops. These methods for seed treatment include dressing, coating, and pelleting of the seeds.
- Seed treatment is the process of applying active ingredients to seeds in order to support the germination and/or the growth of a large variety of crops.
- Typical examples include the application of pesticides such as fungicides, insecticides, and plant growth regulators, as well as other active ingredients such as fertilizers.
- Zoxamide (3,5-dichloro-N-(3-chloro-l-ethyl-l-methyl-2-oxopropyl)-4-methyl benzamide) is a benzamide fungicide active against fungi on potatoes (foliar, stem and tuber blights), vines (especially vine downy mildew on bunches) and vegetables like grape downy mildew and potato late blight. It is only approved for use as foliar treatment.
- An object of the present invention was to provide a seed treatment composition against various fungal diseases in crops and surprisingly, it has now been found that zoxamide as active ingredient can be used in such seed treatment.
- the present invention relates to a method for controlling phytopathogenic fungi selected from Plasmopara halstedii; Pythium uitimum, Pythium sp., Hyaioperonospora parasitica; Pienodom us i ingam and Fusarium sp. in various crops by treating the seeds of such crops with a fungicidally effective amount of zoxamide.
- fungicidally effective amount of zoxamide wherein fungal infections are selected from: a) downy mildew caused by Plasmopara haistedii b) damping-off disease caused by Pythium uitimum or Pythium sp.; c) crucifer downy mildew disease caused by Hyaioperonospora parasitica ; d) phoma or canker disease caused by Pienodomus iingam) e) and diseases caused by Fusarium sp.
- fungal infections are selected from: a) downy mildew caused by Plasmopara haistedii b) damping-off disease caused by Pythium uitimum or Pythium sp.; c) crucifer downy mildew disease caused by Hyaioperonospora parasitica ; d) phoma or canker disease caused by Pienodomus iingam) e) and diseases caused by Fusarium sp
- Plants or crops according to the present invention are selected from sunflower, maize, sorghum, soybeans, and oilseed rape.
- the treatment is applied by covering the seeds with active ingredient, zoxamide, by spraying, dusting, slurrying, soaking, coating or pelleting the seed.
- zoxamide can be applied to seeds by other commonly known methods of seed treatment according to, for example methods disclosed in W02010/107312 A1 and "Applicator Training Manual for: SEED TREATMENT PEST CONTROL; Dennis M TeKrony, University of Kentucky", 1976. According to the present invention, zoxamide is applied in an amount of about 5 g/t seeds to about 300 g/t seeds.
- zoxamide is applied in amount of about 10 g/t seeds to about 200 g/t seeds.
- zoxamide is applied in amount of about 10 g/t seeds to about 100 g/t seeds.
- zoxamide is applied in amount of about 10 g/t seeds to about 50 g/t seeds.
- zoxamide is applied in amount of about 24 g/t seeds, 36 g/t seeds or 48 g/t seeds.
- zoxamide can be applied onto the seeds with other active ingredients such as: a) Fungicides selected from: silthiofam; oxathiopiprolin; propamocarb; fluopicolide; bacillus species; pseudomonas species; imidazoles; imazalil; SDHI fungicides (benodanil, bixafen, boscalid, carboxin, fenfuram, fluopyram, flutolanil, fluxapyroxad, furametpyr, isopyrazam, mepronil, oxycarboxin, penflufen, penthiopyrad, sedaxane, thifluzamide); cyprodinil; triazoxid; pyrimethanil; carboxin; strobilurins selected from azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, pic
- fludioxonil is applied in amount of 125 g/t seeds in combination with zoxamide.
- fludioxonil is applied in amount of 125 g/t seeds in sunflower, 50 g/t seeds in maize and 17.5 g/t in oilseed rape.
- zoxamide is applied together with auxiliaries.
- fungicidally effective amount means the relative amount that is effective to inhibit or control fungus growth rate, increase mortality, or eradicate the fungus when the fungicidal composition is applied to the target fungus at a given application rate.
- the term "about" when used in connection with numeric values, parameters or numerical ranges such as amounts, volumes, volume ratios, volume percentages, weight ratios, weight percentages, or application rates of ingredients of a composition means an amount, a volume, a volume ratio, a volume percentage, a weight ratio, a weight percentage, or an application rate that is recognized by those of ordinary skill in the art to provide a desired effect equivalent to that obtained from the specified amount, volume, volume ratios, volume percentages, weight ratio, weight percentage, or application rate, is encompassed herein and should be construed in light of the number of reported significant digits and applying ordinary rounding techniques.
- range from 1 to 10 includes all sub-ranges between and including the recited minimal value 1 and the recited maximum value 10 and any value in- between, including any and all decimal values.
- composition comprises at least one active ingredient and at least one auxiliary agent.
- an "active ingredient” is a compound which directly exerts a biologically relevant effect, preferably a pesticidal effect as described herein.
- auxiliary agent refers to a compound or combination of compounds which do not exert a biologically relevant effect of their own but support the effects of the active ingredient(s). When auxiliary agents are used, their choice will depend on the active ingredients and on the procedures selected for seed treatment.
- compositions as described above additionally comprising at least one auxiliary component selected from the group comprising of emulsifiers, solvents, surfactants, carriers, dispersants, thickeners, hydrophobizing agents, moisture-retaining agents, extenders, solid carriers, anti-foaming agents and/or other auxiliaries.
- auxiliary component selected from the group comprising of emulsifiers, solvents, surfactants, carriers, dispersants, thickeners, hydrophobizing agents, moisture-retaining agents, extenders, solid carriers, anti-foaming agents and/or other auxiliaries.
- compositions of the present invention can be formulated into any customary type of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
- Composition types examples are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP), pressings (e.g. BR, TB), granules (e.g. WG, SG, GR), etc.
- suspensions e.g. SC, OD, FS
- emulsifiable concentrates e.g. EC
- emulsions e.g. EW, EO, ES, ME
- capsules e.g. CS, ZC
- pastes e.g. WP, SP, WS, DP
- pressings e.g. BR, TB
- granules e.g. WG,
- composition and “formulation” are used interchangeably throughout the text and are meant as having the same meaning. Disclosure of invention
- Active ingredients which were applied in field trials as disclosed herein and as disclosed in below tables were prepared from market available products containing those active ingredients.
- compositions applied to the seeds were prepared by dilution with water to desired concentration of active ingredient. Such obtained diluted composition was sprayed on the seeds with a volume of 8 L spray solution per ton of seeds. Seeds were left to dry and then planted in the soil.
- g/t has the meaning of weight of active ingredient (g) per ton of seeds.
- Data in the below presented tables are expressed as following: a) Data for untreated check (inoculated or not) is the percentage of infestation of the disease on the plant, in this case on the leaves or on the roots. b) Data where the treatments were applied is percentage of control (efficacy or severity) by the applied compositions.
- the characteristic symptoms range from young seedling death, plant dwarfing, leaf bleaching and sporulation to the production of infertile flowers which have great economic impact on sunflower crops.
- the trial was divided in the 6 treatments according to Table 1.
- one reference treatment with metalaxyl-M which is currently used in practice against the disease was applied and one treatment where plants were left untreated and in which natural progression of the disease was observed.
- the trial was divided in several treatments according to Table 2.
- Table 2 In order to compare efficacy of the treatment with zoxamide, one reference treatment with combination of metalaxyl-M and fludioxonil, which is currently used in practice against the disease was applied, one treatment where plants were left untreated and in which natural progression of the disease was observed and one treatment where plants were left untreated but were inoculated with Pythium ultimum.
- Data in the table 2 are expressed as percentage of severity on roots (%severity).
- zoxamide either alone or in combination with other ingredients, provides good results in controlling, preventing and/or treating of phytopathogenic fungi causing fungal infections in plants.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Agronomy & Crop Science (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pretreatment Of Seeds And Plants (AREA)
Abstract
La présente invention concerne un procédé de lutte contre des, de prévention contre des et/ou de traitement de champignons phytopathogènes provoquant diverses maladies dans diverses cultures. L'invention concerne en outre l'utilisation de zoxamide en tant qu'agent actif utilisé dans le traitement de semences.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP21169605 | 2021-04-21 | ||
PCT/EP2022/059885 WO2022223399A1 (fr) | 2021-04-21 | 2022-04-13 | Composition et procédés de traitement de semences |
Publications (1)
Publication Number | Publication Date |
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EP4326067A1 true EP4326067A1 (fr) | 2024-02-28 |
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ID=75625460
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP22723041.4A Pending EP4326067A1 (fr) | 2021-04-21 | 2022-04-13 | Composition et procédés de traitement de semences |
Country Status (3)
Country | Link |
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EP (1) | EP4326067A1 (fr) |
AR (1) | AR125094A1 (fr) |
WO (1) | WO2022223399A1 (fr) |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5304572A (en) * | 1992-12-01 | 1994-04-19 | Rohm And Haas Company | N-acetonylbenzamides and their use as fungicides |
EP2229808A1 (fr) | 2009-03-17 | 2010-09-22 | Incotec International B.V. | Composition de revêtement de graine |
EP2601839A1 (fr) * | 2011-12-08 | 2013-06-12 | Bayer CropScience AG | Compositions synergiques fongicides contenant un dérivé de l'acid phosphoreux et zoxamide |
EP2826367A1 (fr) * | 2013-07-18 | 2015-01-21 | Basf Se | Mélanges fongicides contenant du boscalide et zoxamide |
-
2022
- 2022-03-30 AR ARP220100776A patent/AR125094A1/es unknown
- 2022-04-13 WO PCT/EP2022/059885 patent/WO2022223399A1/fr active Application Filing
- 2022-04-13 EP EP22723041.4A patent/EP4326067A1/fr active Pending
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WO2022223399A1 (fr) | 2022-10-27 |
AR125094A1 (es) | 2023-06-07 |
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