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WO2025195882A1 - Compositions fongicides comprenant des dérivés de strobilurine - Google Patents

Compositions fongicides comprenant des dérivés de strobilurine

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Publication number
WO2025195882A1
WO2025195882A1 PCT/EP2025/056827 EP2025056827W WO2025195882A1 WO 2025195882 A1 WO2025195882 A1 WO 2025195882A1 EP 2025056827 W EP2025056827 W EP 2025056827W WO 2025195882 A1 WO2025195882 A1 WO 2025195882A1
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
phenyl
spp
chloro
methoxy
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
Application number
PCT/EP2025/056827
Other languages
English (en)
Inventor
Markus Gewehr
Lutz Brahm
Tim Short
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
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Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of WO2025195882A1 publication Critical patent/WO2025195882A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • 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

Definitions

  • Fungicidal compositions comprising strobilurine derivatives
  • the present invention relates to a fungicidal composition
  • a fungicidal composition comprising as active component 1) at least one compound selected from the group consisting of
  • the invention also relates to an agrochemical composition comprising the composition and a solvent of solid carrier. Further, the invention relates to a non-therapeutic use of the inventive compositions controlling phytopathogenic harmful fungi.
  • the compounds 1-1 to I-6 defined above for component 1) are herein collectively referred to as “compound of the formula I” or “compounds I”.
  • the compounds 11-1 to II-34 as defined above for component 2) is herein collectively referred to as “compounds of the formula II” or “compounds II”.
  • the compounds 1-1 to I-6 and their mixture are known from W02021/176007. Further, the compounds 11-1 to II-34 are known from WO 2020213739, WO 2021230382, EP 4295688, WO 2022/249074, WO 2022/230804, WO 2023213626, WO 2023213670, WO 2021/255070, EP 4295688, WO 2022130188, WO 2022243810, WO2 023/111215 and http://www.bcpcpesticidecompendium.org/.
  • pests embrace harmful fungi and animal pests.
  • Another problem encountered concerns the need to have available pest control agents which are effective against a broad spectrum of harmful fungi and harmful animal pests.
  • compositions which, at a reduced total amount of active compounds applied, have improved activity against the harmful fungi (synergistic compositions) and a broadened activity spectrum.
  • compositions comprising compounds I and at least one compounds II.
  • compositions as defined in the outset show markedly enhanced action against pests compared to the control rates that are possible with the individual compounds and/or is suitable for improving the health of plants when applied to plants, parts of plants, seeds, or at their locus of growth.
  • composition in the context of the present invention shall mean a physical composition of the components prior to application or the result of a simultaneous, i.e. joint or separate, application of compounds I and of compounds II on the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack.
  • Compounds I and/or the compounds II can be present in different crystal modifications, which may differ in biological activity.
  • compositions of the (R)- and (S)-isomers and the racemates of compounds I and/or II having one or more chiral centers As a result of hindered rotation of asymmetrically substituted groups, atrope isomers of active compounds I and/or II may be present. They also form part of the subject matter of the invention.
  • Agriculturally acceptable salts of the active compounds I, II encompass especially the salts of those cations or the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the fungicidal action of the active compounds.
  • Suitable cations are thus in particular the ions of the alkali metals, preferably sodium and potassium, of the alkaline earth metals, preferably calcium, magnesium and barium, of the transition metals, preferably manganese, copper, zinc and iron, and also the ammonium ion which, if desired, may carry 1 to 4 C1-C4- alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4- alkyljsulfonium, and s
  • Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of Ci-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting compounds I with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
  • the weight ratio of the component 1) and the component 2) generally depends from the properties of the components used, usually it is in the range of from 1 :10,000 to 10,000:1, often from 1 :100 to 100:1, regularly from 1:50 to 50:1, preferably from 1 :20 to 20:1, more preferably from 1 :10 to 10:1, even more preferably from 1 :4 to 4: 1 and in particular from 1 :2 to 2: 1 .
  • the weight ratio of the component 1) and the component 2) generally depends from the properties of the components used, usually it is in the range of from 1 :10,000 to 10,000:1, often from 1 :100 to 100:1, regularly from 1:50 to 50:1, preferably from 1 :20 to 20:1, more preferably from 1 :10 to 10:1, even more preferably from 1 :4 to 4: 1 and in particular from 1 :2 to 2: 1 .
  • the weight ratio of the component is in the range of from 1 :10,000 to 10,000:1, often from 1 :100 to 100:1, regularly from 1:50 to 50:
  • the component 1) and the component 2) usually is in the range of from 1000:1 to 1 :1, often from 100: 1 to 1 :1, regularly from 50:1 to 1:1, preferably from 20:1 to 1 :1, more preferably from 10:1 to 1 :1, even more preferably from 4:1 to 1 :1 and in particular from 2:1 to 1 :1.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 1 :1 to 1:1000, often from 1 :1 to 1 :100, regularly from 1 :1 to 1 :50, preferably from 1 :1 to 1 :20, more preferably from 1 :1 to 1 :10, even more preferably from 1 :1 to 1 :4 and in particular from 1 :1 to 1 :2.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 10:1 to 1 :20,000, often from 1 :1 to 1 :10,000, regularly from 1:5 to 1 :5,000, preferably from 1:10 to 1:5,000, more preferably from 1:30 to 1 :2,000, even more preferably from 1:100 to 1 :2,000 to and in particular from 1 :100 to 1:1,000.
  • the compound I and the compound II are usually present in the ratios from 20:1 to 1:20, often from 15:1 to 1 :15, more often from 10:1 to 1:10, even more often from 9:1 to 1 :9, regularly from 8:1 to 1 :8, preferably from 7:1 to 1 :7, more preferably from 6:1 to 1 :6, even more preferably from 5:1 to 1 :5, most preferably from 4:1 to 1 :4, especially preferably from 3:1 to 1 :3, in particular from 2:1 to 1 :2, specifically 1 :1.
  • the compound I and the compound II can be also present in the ratios from 20:1 to 1:1, often from 15:1 to 1:1, more often from 10:1 to 1:1, even more often from 9:1 to 1:1, regularly from 8:1 to 1:1, preferably from 7:1 to 1:1, more preferably from 6:1 to 1:1, even more preferably from 5:1 to 1:1, most preferably from 4:1 to 1:1, especially preferably from 3:1 to 1:1, in particular from 2:1 to 1:1.
  • the compound I and the compound II can be further present in the ratios from 1:1 to 1:20, often from 1:1 to 1:15, more often from 1:1 to 1:10, even more often from 1:1 to 1:9, regularly from 1:1 to 1:8, preferably from 1:1 to 1:7, more preferably from 1:1 to 1:6, even more preferably from 1:1 to 1:5, most preferably from 1:1 to 1:4, especially preferably from 1:1 to 1:3, in particular from 1:1 to 1:2.
  • the present invention relates to fungicidal compositions M.1 to M.1020 that are each identified in one row of table M below, wherein component 1) and component 2) are identified together with their relative amounts (weight ratio).
  • binary compositions and agrochemical compositions thereof according to the invention are systemically effective and they can be used in crop protection as foliar fungicides, fungicides for seed dressing and soil fungicides. Moreover, they are suitable for controlling harmful fungi, which inter alia occur in wood or roots of plants.
  • the binary compositions and agrochemical compositions thereof according to the invention are particularly important in the control of a multitude of phytopathogenic fungi on various cultivated plants, such as cereals, e. g. wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e. g.
  • binary compositions and agrochemical compositions thereof according to the invention are used for controlling a multitude of fungi on field crops, such as wheat, such as triticum aestivum (spring, winter and intermediate wheat), spring and winter barley (hordeum vulgare), spring and winter triticale; corn (zea mays); leguminous plants, e. g. lentils (lens culinaris, lens esculenta), soybeans (glycine max, glycine hisbida) and beans (phaseolus vulgaris), such as dry beans or field beans and fresh beans incl. kidney beans green beans, snap beans, garden beans (p. vulgaris, p. vulgaris ssp nanus); oil plants, e. g.
  • wheat such as triticum aestivum (spring, winter and intermediate wheat), spring and winter barley (hordeum vulgare), spring and winter triticale
  • corn zea mays
  • leguminous plants e. g. lentils (lens
  • oilseed rape (brassica napus), canola (brassica napus and brassica rapa), or sunflower (Helianthus annuus); tomatoes (solanum lyopersicum also known as lycopersicon esculentum), potatoes (solanum tuberosum).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on wheat, such as triticum aestivum (spring, winter and intermediate wheat).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on spring and winter barley (hordeum vulgare).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on spring and winter triticale.
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on corn (zea mays).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on leguminous plants.
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on lentils (lens culinaris, lens esculenta).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on soybeans (glycine max, glycine hisbida).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on I beans (phaseolus vulgaris), such as dry beans or field beans and fresh beans incl. kidney beans green beans, snap beans, garden beans (p. vulgaris, p. vulgaris ssp nanus).
  • I beans phaseolus vulgaris
  • kidney beans green beans, snap beans, garden beans p. vulgaris, p. vulgaris ssp nanus
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on oil plants.
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on spring and winter oilseed rape (brassica napus).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on canola (brassica napus and brassica rapa.
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on sunflower (Helianthus annuus).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on or sunflower (Helianthus annuus).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on tomatoes (solanum lyopersicum also known as lycopersicon esculentum).
  • compositions M.1 to M.1020 are used for controlling phytopathogenic harmful fungi on potatoes (solanum tuberosum).
  • the binary compositions and agrochemical compositions thereof according to the invention are used for controlling the following causal agents of plant diseases:
  • Albugo spp. white rust on ornamentals, vegetables (e.g. A. Candida) and sunflowers (e.g. A. tragopogonis),' Alternaria spp. (Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porri), oilseed rape (A. brassicicola or brassicae), sugar beets (A. tenuis), fruits (e.g. A. grandis), rice, soybeans, potatoes and tomatoes (e.g. A. solani, A. grandis or A. alternata), tomatoes (e.g. A. solani or A. alternata) and wheat (e.g. A. triticina),' Aphanomyces spp.
  • vegetables e.g. A. Candida
  • sunflowers e.g. A. tragopogonis
  • Alternaria spp. Alternaria leaf spot
  • vegetables e.g. A. dauci or A. porri
  • oilseed rape A.
  • Ascochyta spp. on cereals and vegetables e.g. A. tritici (anthracnose) on wheat and A. hordei on barley; Aureobasidium zeae (syn. Kapatiella zeae) on corn; Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e.g. Southern leaf blight (D. maydis) or Northern leaf blight (8. zeicola) on corn, e.g. spot blotch (8. sorokiniana) on cereals and e.g. 8.
  • C. ulmi Dutch elm disease
  • Cercospora spp. Cercospora leaf spots
  • corn e.g. Gray leaf spot: C. zeae- maydis
  • sugar beets e.g. C. beticola
  • sugar cane vegetables
  • coffee e.g. C. sojina or C. kikuchii
  • rice e.g. Cladobotryum (syn. Dactylium) spp. (e.g. C.
  • mycophilum (formerly Dactylium dendroides, teleomorph: Nectria albertinii, Nectria rosella syn. Hypomyces rosellus) on mushrooms; Cladosporium spp. on tomatoes (e.g. C. fulvum: leaf mold) and cereals, e.g. C. herbarum (black ear) on wheat; Claviceps purpurea (ergot) on cereals; Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum), cereals (e.g. C. sativus, anamorph: 8. sorokiniana) and rice (e.g. C.
  • Corticium spp. e.g. C. sasakii (sheath blight) on rice; Coryne- spora cassiicola (leaf spots) on soybeans, cotton and ornamentals; Cycloconium spp., e.g. C. oleaginum on olive trees; Cylindrocarpon spp. (e.g. fruit tree canker or young vine decline, teleomorph: Nectria or Neonectria spp.) on fruit trees, vines (e.g. C.
  • liriodendri Neonectria liriodendri'. Black Foot Disease) and ornamentals; Dematophora (teleomorph: Rosellinia) necatrix (root and stem rot) on soybeans; Diaporthe spp., e.g. D. phaseolorum (damping off) on soybeans; Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. on corn, cereals, such as barley (e.g. D. teres, net blotch) and wheat (e.g. D. D.
  • tritici-repentis tan spot), rice and turf; Esca (dieback, apoplexy) on vines, caused by Formitiporia (syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora (formerly Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum and/or Botryosphaeria obtusa,' Elsinoe spp. on pome fruits (E. pyri), soft fruits (E. veneta: anthracnose) and vines (E.
  • ampelina anthracnose
  • Entyloma oryzae leaf smut
  • Epicoccum spp. black mold
  • Erysiphe spp. potowdery mildew
  • sugar beets E. betae
  • vegetables e.g. E. pisi
  • cucurbits e.g. E. cichoracearum
  • cabbages oilseed rape (e.g. E. cruciferarum)
  • Eutypa lata Eutypa canker or dieback, anamorph: Cytosporina lata, syn.
  • sabinae rust on pears
  • Helminthosporium spp. syn. Drechslera, teleomorph: Cochliobolus
  • Hemileia spp. e.g. H. vastatrix (coffee leaf rust) on coffee
  • Isariopsis clavispora syn.
  • Cladosporium vitis on vines; Macrophomina phaseolina (syn. phaseoli) (root and stem rot) on soybeans and cotton; Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e.g. wheat or barley); Microsphaera diffusa (powdery mildew) on soybeans; Monilinia spp., e.g. M. laxa, M. fructicola and M. fructigena (syn. Monilia spp.: bloom and twig blight, brown rot) on stone fruits and other rosaceous plants; Mycosphaerella spp.
  • M. graminicola anamorph: Zymoseptoria tritici formerly Septoria tritici: Septoria blotch
  • M. fijiensis Syn. Pseudocercospora fijiensis: black Sigatoka disease
  • M. musicola on bananas
  • M. arachidicola Syn. M. arachidis or Cercospora arachidis
  • M. berkeleyi on peanuts
  • Peronospora spp. downy mildew
  • oilseed rape e.g. P. parasitica
  • onions e.g. P. destructor
  • tobacco P. tabacina
  • soybeans e.g. P. manshurica
  • Phakopsora pachyrhizi and P. meibomiae Soybean rust
  • Phialophora spp. e.g. on vines (e.g. P. tracheiphila and P. tetraspora) and soybeans (e.g. P. gregata: stem rot);
  • Phoma lingam syn. Leptosphaeria biglobosa and L. maculans: root and stem rot
  • oilseed rape and cabbage P.
  • betae root rot, leaf spot and damping-off
  • P. zeae-maydis syn. Phyllostica zeae
  • Phomopsis spp. on sunflowers, vines (e.g. P. viticola: can and leaf spot)
  • soybeans e.g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum
  • Physoderma maydis brown spots
  • Phytophthora spp. wilt, root, leaf, fruit and stem root
  • various plants such as paprika and cucurbits (e.g. P. capsici), soybeans (e.g. P. P.
  • Plasmodiophora brassicae club root
  • Plasmopara spp. e.g. P. viticola (grapevine downy mildew) on vines and P. halstedii on sunflowers
  • Podosphaera spp. powdery mildew
  • soft fruits e.g. P. leucotricha on apples
  • curcurbits P.
  • Polymyxa spp. e.g. on cereals, such as barley and wheat (P. graminis) and sugar beets (P. betae) and thereby transmitted viral diseases; Pseudocercosporella herpotrichoides (syn. Oculimacula yallundae, 0. acuformis: eyespot, teleomorph: Tapesia yallundae) on cereals, e.g. wheat or barley; Pseudoperonospora (downy mildew) on various plants, e.g. P. cubensis on cucurbits or P.
  • cereals such as barley and wheat (P. graminis) and sugar beets (P. betae) and thereby transmitted viral diseases; Pseudocercosporella herpotrichoides (syn. Oculimacula yallundae, 0. acuformis: eyespot, teleomorph: Tapesia y
  • Puccinia spp. rusts on various plants, e.g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, such as e.g. wheat, barley or rye, P. kuehnii (orange rust) on sugar cane and P.
  • Pyrenopeziza spp. e.g. P. brassicae on oilseed rape
  • Pyrenophora anamorph: Drechslera
  • tritici-repentis tan spot
  • P. teres net blotch
  • Pyricularia spp. e.g. P. oryzae (teleomorph: Magnaporthe grisea: rice blast) on rice and P. grisea on turf and cereals
  • Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton, oilseed rape, sunflowers, soybeans, sugar beets, vegetables and various other plants (e.g. P.
  • Ramularia spp. e.g. R. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley, R. areola (teleomorph: Mycosphaerella areola) on cotton and R. beticola on sugar beets; Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and various other plants, e.g. R. solan! (root and stem rot) on soybeans, R. solan! (sheath blight) on rice or R.
  • R. collo-cygni Rosularia leaf spots, Physiological leaf spots
  • R. areola teleomorph: Mycosphaerella areola
  • Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and various other plants, e.g. R. solan! (root
  • Athelia rolfsii on soybeans, peanut, vegetables, corn, cereals and ornamentals; Septoria spp. on various plants, e.g. S. glycines (brown spot) on soybeans, S. tritici (syn. Zymoseptoria tritici, Septoria blotch) on wheat and S. (syn. Stagonospora) nodorum (Stagonospora blotch) on cereals; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tucked) on vines; Setosphaeria spp. (leaf blight) on corn (e.g. S. turcicum, syn. Helminthosporium turcicum) and turf;
  • Sphacelotheca spp. on corn, (e.g. S. reiliana, syn. Ustilago reiliana: head smut), sorghum und sugar cane; Sphaerotheca fuliginea (syn. Podosphaera xanthii: powdery mildew) on cucurbits; Spongospora subterranea (powdery scab) on potatoes and thereby transmitted viral diseases; Stagonospora spp. on cereals, e.g. S. nodorum (Stagonospora blotch, teleomorph: Leptosphaeria [syn. Phaeosphaeria] nodorum, syn.
  • S. nodorum Stagonospora blotch, teleomorph: Leptosphaeria [syn. Phaeosphaeria] nodorum, syn.
  • Septoria nodorum on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e.g. T. deformans (leaf curl disease) on peaches and T. pruni (plum pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco, pome fruits, vegetables, soybeans and cotton, e.g. T. basicola (syn. Chalara elegans),' Tilletia spp. (common bunt or stinking smut) on cereals, such as e.g. T. tritici (syn. T. caries, wheat bunt) and T.
  • T. deformans leaf curl disease
  • T. pruni plum pocket
  • Thielaviopsis spp. black root rot
  • tobacco, pome fruits, vegetables, soybeans and cotton e.g. T. basicola (syn. Chalara elegans
  • Urocystis spp. e.g. U. occulta (stem smut) on rye
  • Uromyces spp. rust on vegetables, such as beans (e.g. U. appendiculatus, syn. U. phaseoli), sugar beets (e.g. U. betae or U. beticola) and on pulses (e.g. U. vignae, U. pisi, U. viciae-fabae and U. fabae),' Ustilago spp.
  • the binary compositions and agrochemical compositions thereof according to the invention are used for controlling the following causal agents of plant diseases: Alternaria spp. (Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porri), oilseed rape (A. brassicicola or brassicae), rice, soybeans, potatoes and tomatoes (e. g. A. solani, A. grandis or A. alternata), tomatoes (e. g. A. solani or A. alternata),' Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northern leaf blight (8.
  • Alternaria spp. Alternaria leaf spot
  • vegetables e.g. A. dauci or A. porri
  • oilseed rape A. brassicicola or brassicae
  • rice e.g. A. solani, A. grandis or A. alternata
  • Cercospora spp. (Cercospora leaf spots) on corn (e. g. Gray leaf spot: C. zeae-maydis), soybeans (e. g. C. sojina or C. kikuchii),' Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum),' Corynespora cassiicola (leaf spots) on soybeans; Exserohilum (syn. Helminthosporium) spp. on corn (e. g. E. turcicum),' Fusarium (teleomorph: Gibberella) spp.
  • Microsphaera diffusa (powdery mildew) on soybeans; Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e. g. M. graminicola (anamorph: Zymoseptoria tritici formerly Septoria tritici: Septoria blotch) on wheat or M. fijiensis (syn. Pseudocercospora fijiensis: black Sigatoka disease) on bananas; Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans; Phoma lingam (syn. Leptosphaeria biglobosa and L.
  • M. graminicola anamorph: Zymoseptoria tritici formerly Septoria tritici: Septoria blotch
  • M. fijiensis (syn. Pseudocercospora fijiensis: black Sigatoka disease)
  • Puccinia spp. rusts on various plants, e. g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, P. sorghi (common rust) and P. pollysora (southern rust) on corn; on various crops; Pythium spp.
  • the compositions M.1 to M.1020 are used for controlling of Alternaria spp. (Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porri), oilseed rape (A. brassicicola or brassicae), rice, soybeans, potatoes and tomatoes (e. g. A. solani, A. grandis or A. alternata), tomatoes (e. g. A. solani or A. alternata).
  • vegetables e.g. A. dauci or A. porri
  • oilseed rape A. brassicicola or brassicae
  • rice e.g. A. solani, A. grandis or A. alternata
  • tomatoes e. g. A. solani or A. alternata
  • compositions M.1 to M.1020 are used for controlling of Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northern leaf blight (8. zeicola) on corn.
  • Drechslera spp. teleomorph: Cochliobolus spp.
  • Southern leaf blight D. maydis
  • Northern leaf blight 8. zeicola
  • compositions M.1 to M.1020 are used for controlling of Cercospora spp. (Cercospora leaf spots) on corn (e. g. Gray leaf spot: C. zeae-maydis), soybeans (e. g. C. sojina or C. kikuchii).
  • compositions M.1 to M.1020 are used for controlling of Pyricularia oryzae (syn. Magnaporthe oryzae).
  • compositions M.1 to M.1020 are used for controlling of Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum).
  • compositions M.1 to M.1020 are used for controlling of Corynespora cassiicola (leaf spots) on soybeans.
  • compositions M.1 to M.1020 are used for controlling of Exserohilum (syn. Helminthosporium) spp. on corn (e. g. E. turcicum).
  • the compositions M.1 to M.1020 are used for controlling of Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot) on various plants, such as F. graminearum or F. culmorum (root rot, scab or head blight) on cereals (e. g. wheat or barley), F. oxysporum on tomatoes, F. solani (f. sp. glycines now syn. F. virguliforme ) and F. tucumaniae and F. brasiliense each causing sudden death syndrome on soybeans, and F. verticillioides on corn.
  • Fusarium teleomorph: Gibberella
  • F. culmorum root rot, scab or head blight
  • cereals e. g. wheat or barley
  • F. oxysporum on tomatoes
  • F. solani f. sp. glycines now syn. F. virguliforme
  • compositions M.1 to M.1020 are used for controlling of Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley).
  • compositions M.1 to M.1020 are used for controlling of Microsphaera diffusa (powdery mildew) on soybeans.
  • compositions M.1 to M.1020 are used for controlling of Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e. g. M. graminicola (anamorph: Zymoseptoria tritici formerly Septoria tritici: Septoria blotch) on wheat or M. fijiensis (syn. Pseudocercospora fijiensis: black Sigatoka disease) on bananas.
  • M. graminicola anamorph: Zymoseptoria tritici formerly Septoria tritici: Septoria blotch
  • M. fijiensis sin. Pseudocercospora fijiensis: black Sigatoka disease
  • compositions M.1 to M.1020 are used for controlling of Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans.
  • compositions M.1 to M.1020 are used for controlling of Phoma lingam (syn. Leptosphaeria biglobosa and L. maculans: root and stem rot) on oilseed rape.
  • compositions M.1 to M.1020 are used for controlling of Phytophthora infestans: late blight on potatoes and tomatoes.
  • compositions M.1 to M.1020 are used for controlling of Puccinia spp. (rusts) on various plants, e. g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, P. sorghi (common rust) and P. pollysora (southern rust) on corn; on various crops.
  • Puccinia spp. rusts
  • rusts e. g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, P. so
  • compositions M.1 to M.1020 are used for controlling of Pythium spp. (damping-off) Sclerotinia sclerotiorunr, net blotch on barley Pyrenophora teres.
  • compositions M.1 to M.1020 are used for controlling of Septoria spp. on various plants, e. g. S. glycines (brown spot) on soybeans, S. tritici (syn. Zymoseptoria tritici, Septoria blotch) on wheat.
  • the amount of compounds 1-1 to I-4 in compositions M.1 to M.1020 is in the range between 40 to 150 g/ha, preferably between 50 to 100 g/ha.
  • the binary compositions and agrochemical compositions thereof according to the invention can, in the use form as fungicides, also be present together with further active substances, e. g. with herbicides, insecticides, growth regulators, fungicides or else with fertilizers, as pre-mix or, if appropriate, not until immediately prior to use (tank mix).
  • further active substances e. g. with herbicides, insecticides, growth regulators, fungicides or else with fertilizers, as pre-mix or, if appropriate, not until immediately prior to use (tank mix).
  • compositions according to the invention can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and compositions thereof.
  • composition types are suspensions (e. g. SC, CD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EC, ES, ME), capsules (e. g. CS, ZC), pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS), pressings (e. g.
  • compositions types are defined in the "Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6 th Ed. May 2008, CropLife International.
  • compositions are prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
  • compositions of active compounds described herein can be prepared as compositions comprising besides the active ingredients at least one inert ingredient (auxiliary) by usual means, e. g. by the means given herein for the compositions of compounds I.
  • auxiliary inert ingredient
  • Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.
  • the agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, more preferably between 1 and 70%, and in particular between 10 and 60%, by weight of active substance.
  • the active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
  • compositions in question give, after two-to-tenfold dilution, active compound concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40%, in the ready-to-use preparations. Application can be carried out before or during sowing.
  • Methods for applying compounds I and compositions thereof, respectively, onto plant propagation material, especially seeds include dressing, coating, pelleting, dusting, and soaking as well as in-furrow application methods.
  • binary composition according to the invention or the compositions thereof, respectively are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.
  • the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.
  • amounts of active compound of from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kilogram of plant propagation material (preferably seeds) are generally required.
  • the amount of active compound applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active compound per cubic meter of treated material.
  • the time between both applications may vary e. g. between 2 hours to 7 days. Also a broader range is possible ranging from 0.25 hour to 30 days, preferably from 0.5 hour to 14 days, particularly from 1 hour to 7 days or from 1 .5 hours to 5 days, even more preferred from 2 hours to 1 day.
  • the active compounds were formulated separately as a stock solution having a concentration of 10000 ppm in dimethyl sulfoxide.
  • the stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations.
  • MTP micro titer plate
  • Example 1 Activity against the Pyricularia oryzae in the microtiterplate test
  • a spore suspension of Pyricularia oryzae in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added.
  • the plates were placed in a water vapor-saturated chamber at a temperature of 18°C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
  • the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds. These percentages were converted into efficacies.
  • An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.
  • a spore suspension of Septoria tritici in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added.
  • the plates were placed in a water vapor-saturated chamber at a temperature of 18°C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
  • the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds. These percentages were converted into efficacies.
  • An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.
  • a spore suspension of Colletotrichum orbiculare in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added.
  • the plates were placed in a water vapor-saturated chamber at a temperature of 18°C.
  • the MTPs were measured at 405 nm 7 days after the inoculation.
  • the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds. These percentages were converted into efficacies.
  • An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.
  • Example 4 Activity against the Sclerotinia sclerotiorum in the microtiterplate test
  • a spore suspension of Sclerotinia sclerotiorum in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added.
  • the plates were placed in a water vapor-saturated chamber at a temperature of 18°C.
  • the MTPs were measured at 405 nm 7 days after the inoculation.
  • the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds. These percentages were converted into efficacies.
  • An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.

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Abstract

La présente invention concerne des compositions fongicides comprenant au moins un composé choisi dans le groupe constitué (I-1) méthyl (Z)-3-méthoxy-2-[2-méthyl-5-(3-propylpyrazol-1-yl)phénoxy]prop-2-énoate, (I-2) méthyl (Z)-2-[5-(3-isopropylpyrazol-1-yl)-2-méthyl-phénoxy]-3-méthoxy-prop-2-énoate, (I-3) méthyl (Z)-3-méthoxy-2-[2-méthyl-5-[3-(trifluorométhyl)pyrazol-1-yl]phénoxy]prop-2-énoate, (I-4) méthyl (Z)-3-méthoxy-2-[2-méthyl-5-(4-propyltriazol-2-yl)phénoxy]prop-2-énoate, (I-5) méthyl (Z)-3-méthoxy-2-[2-méthyl-5-[4-(trifluorométhyl)triazol-2-yl]phénoxy]prop-2-énoate, (I-6) méthyl (Z)-2-[5-(4-isopropyltriazol-2-yl)-2-méthyl-phénoxy]-3-méthoxy-prop-2-énoate et au moins un composé actif II. L'invention concerne également une composition agrochimique comprenant la composition et un solvant de support solide. En outre, l'invention concerne une utilisation non thérapeutique des compositions de l'invention pour lutter contre des champignons nuisibles phytopathogènes.
PCT/EP2025/056827 2024-03-21 2025-03-13 Compositions fongicides comprenant des dérivés de strobilurine Pending WO2025195882A1 (fr)

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WO2020213739A1 (fr) 2019-04-19 2020-10-22 株式会社クレハ Agent bactéricide à usage agricole ou horticole, procédé de lutte contre les maladies des plantes et utilisation de produit de lutte contre les maladies de plantes
WO2021014346A1 (fr) * 2019-07-22 2021-01-28 Adama Makhteshim Ltd. Combinaisons, mélanges et compositions fongiques et utilisations associées
WO2021176007A1 (fr) 2020-03-05 2021-09-10 Syngenta Crop Protection Ag Compositions fongicides
WO2021230382A1 (fr) 2020-05-15 2021-11-18 株式会社クレハ (-)-énantiomère de dérivé de triazole, produit chimique agricole ou horticole, et produit de protection de matériau industriel
WO2021255070A1 (fr) 2020-06-18 2021-12-23 Bayer Aktiengesellschaft Combinaisons de composés actifs
WO2022130188A1 (fr) 2020-12-15 2022-06-23 Pi Industries Ltd. Composition agrochimique comprenant des composés de pipéridine thiazole
WO2022230804A1 (fr) 2021-04-28 2022-11-03 日本曹達株式会社 Composition fongicide agricole et horticole
WO2022243810A1 (fr) 2021-05-15 2022-11-24 Pi Industries Ltd. Nouvelle composition agrochimique comprenant des composés de pipéridine thiazole
WO2022249074A1 (fr) 2021-05-26 2022-12-01 Pi Industries Ltd. Composition fongicide contenant des composés oxadiazoles
WO2023111215A1 (fr) 2021-12-17 2023-06-22 Syngenta Crop Protection Ag Dérivés de benzothiazine substitués par pyridine à effet microbiocide
WO2023166485A1 (fr) * 2022-03-03 2023-09-07 Adama Makhteshim Ltd. Combinaisons, mélanges et compositions fongiques et utilisations associées
WO2023213670A1 (fr) 2022-05-03 2023-11-09 Bayer Aktiengesellschaft Formes cristallines de (5s)-3-[3-(3-chloro-2-fluorophénoxy)-6-méthylpyridazin-4-yl]-5-(2-chloro-4-méthylbenzyl)-5,6-dihydro-4h-1,2,4-oxadiazine
WO2023213626A1 (fr) 2022-05-03 2023-11-09 Bayer Aktiengesellschaft Utilisation de (5s)-3-[3-(3-chloro-2-fluorophénoxy)-6-méthylpyridazin-4-yl]-5-(2-chloro-4-méthylbenzyl)-5,6-dihydro-4h-1,2,4-oxadiazine pour lutter contre des micro-organismes indésirables
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WO2020213739A1 (fr) 2019-04-19 2020-10-22 株式会社クレハ Agent bactéricide à usage agricole ou horticole, procédé de lutte contre les maladies des plantes et utilisation de produit de lutte contre les maladies de plantes
WO2021014346A1 (fr) * 2019-07-22 2021-01-28 Adama Makhteshim Ltd. Combinaisons, mélanges et compositions fongiques et utilisations associées
WO2021176007A1 (fr) 2020-03-05 2021-09-10 Syngenta Crop Protection Ag Compositions fongicides
WO2021230382A1 (fr) 2020-05-15 2021-11-18 株式会社クレハ (-)-énantiomère de dérivé de triazole, produit chimique agricole ou horticole, et produit de protection de matériau industriel
WO2021255070A1 (fr) 2020-06-18 2021-12-23 Bayer Aktiengesellschaft Combinaisons de composés actifs
WO2022130188A1 (fr) 2020-12-15 2022-06-23 Pi Industries Ltd. Composition agrochimique comprenant des composés de pipéridine thiazole
WO2022230804A1 (fr) 2021-04-28 2022-11-03 日本曹達株式会社 Composition fongicide agricole et horticole
WO2022243810A1 (fr) 2021-05-15 2022-11-24 Pi Industries Ltd. Nouvelle composition agrochimique comprenant des composés de pipéridine thiazole
WO2022249074A1 (fr) 2021-05-26 2022-12-01 Pi Industries Ltd. Composition fongicide contenant des composés oxadiazoles
WO2023111215A1 (fr) 2021-12-17 2023-06-22 Syngenta Crop Protection Ag Dérivés de benzothiazine substitués par pyridine à effet microbiocide
WO2023166485A1 (fr) * 2022-03-03 2023-09-07 Adama Makhteshim Ltd. Combinaisons, mélanges et compositions fongiques et utilisations associées
WO2023213670A1 (fr) 2022-05-03 2023-11-09 Bayer Aktiengesellschaft Formes cristallines de (5s)-3-[3-(3-chloro-2-fluorophénoxy)-6-méthylpyridazin-4-yl]-5-(2-chloro-4-méthylbenzyl)-5,6-dihydro-4h-1,2,4-oxadiazine
WO2023213626A1 (fr) 2022-05-03 2023-11-09 Bayer Aktiengesellschaft Utilisation de (5s)-3-[3-(3-chloro-2-fluorophénoxy)-6-méthylpyridazin-4-yl]-5-(2-chloro-4-méthylbenzyl)-5,6-dihydro-4h-1,2,4-oxadiazine pour lutter contre des micro-organismes indésirables
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