WO2026057374A1 - Mélange fongicide contenant des composés de dihydrobenzothiazépiniques substitués par pyridyle/pyrazidyle - Google Patents

Mélange fongicide contenant des composés de dihydrobenzothiazépiniques substitués par pyridyle/pyrazidyle

Info

Publication number
WO2026057374A1
WO2026057374A1 PCT/EP2025/074776 EP2025074776W WO2026057374A1 WO 2026057374 A1 WO2026057374 A1 WO 2026057374A1 EP 2025074776 W EP2025074776 W EP 2025074776W WO 2026057374 A1 WO2026057374 A1 WO 2026057374A1
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
phenyl
compound
trifluoromethyl
chloro
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/EP2025/074776
Other languages
English (en)
Inventor
Philipp Georg Werner SEEBERGER
Wassilios Grammenos
Nadine RIEDIGER
Lutz Brahm
Aymane SELMANI
Benjamin Juergen MERGET
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
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of WO2026057374A1 publication Critical patent/WO2026057374A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms

Definitions

  • Fungicidal mixture comprising substituted pyridyl/pyrazidyl dihydrobenzothiazepine compounds
  • the present invention relates to a fungicidal mixture comprising, as active components at least one active compound of the formula I, or an N-oxide, or an agriculturally useful salt thereof,
  • Y is N, CR 1 ;
  • Z is S, SO or SO 2
  • R 1 is in each case independently selected from H, halogen, CN, Ci-C 4 -alkyl, C1-C4- halogenalkyl;
  • R 2 is in each case independently selected from halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -halogenalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -halogenalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -halogenalkynyl, O-Ci-C 6 -alkyl, O-C 2 -C 6 -alkenyl, O-C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, S-Ci-C 6 -alkyl, S-C 2 -C 6 -alkenyl, S-C 2 - C 6 -alkynyl;
  • R 3 is in each case independently selected from halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -halogenalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -halogenalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -halogenalkynyl, O-Ci-C 6 -alkyl, O-C 2 -C 6 -alkenyl, O-C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, S-Ci-C 6 -alkyl, S-C 2 -C 6 -alkenyl, S-C 2 - C 6 -alkynyl;
  • R 4 is in each case independently selected from H, halogen, CN, Ci-C 4 -alkyl, C1-C4- halogenalkyl;
  • R 5 is in each case independently selected from hydrogen, halogen, CN, Ci-C 6 -alkyl, Ci-C 6 - haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, phenyl, benzyl, five- or six-membered heteroaryl or five- or six-membered CH 2 -heteroaryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the aliphatic or aromatic radicals are unsubstituted or carry 1 , 2 or 3 substituents R 5a ; where each R 5a is independently halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -haloalkyl or O-Ci-C 6 -alkyl;
  • R 6 is in each case independently selected from hydrogen, halogen, CN, Ci-C 6 -alkyl, Ci-C 6 - haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, phenyl, benzyl, five- or six-membered heteroaryl or five- or six-membered CH 2 - heteroaryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; 240980
  • each R 6a is independently halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -haloalkyl or O-Ci-C 6 -alkyl; or
  • R 5 and R 6 together with the carbon atom to which they are bound, form a 3-, 4-, 5- or 6- membered saturated carbocyclic ring or a 3-, 4-, 5- or 6-membered saturated heterocyclic ring containing 1 , 2 or 3 heteroatoms selected from O and S as ring members; where the carbocyclic or heterocyclic ring is unsubstituted or carries 1 , 2 or 3 substituents R 56 ; where each R 56 is independently halogen, Ci-C 6 -alkyl or Ci-C 6 -haloalkyl;
  • R 7 is in each case independently selected from hydrogen, halogen, CN, Ci-C 6 -alkyl, Ci-C 6 - haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, phenyl, benzyl, five- or six-membered heteroaryl or five- or six-membered CH 2 heteroaryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the aliphatic or aromatic radicals are unsubstituted or carry 1 , 2 or 3 substituents R 7a ; where each R 7a is independently halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -haloalkyl or O-Ci-C 6 -alkyl;
  • R 8 is in each case independently selected from hydrogen, halogen, CN, Ci-C 6 -alkyl, Ci-C 6 - haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -haloalkenyl, C 2 -C 6 -alkynyl, C 2 -C 6 -haloalkynyl, phenyl, benzyl, five- or six-membered heteroaryl or five- or six-membered CH 2 heteroaryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the aliphatic or aromatic radicals are unsubstituted or carry 1 , 2 or 3 substituents R 8a ; where each R 8a is independently halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -haloalkyl or O-Ci-C 6 -alkyl; or
  • R 7 and R 8 together with the carbon atom to which they are bound, form a 3-, 4-, 5- or 6- membered saturated carbocyclic ring or a 3-, 4-, 5- or 6-membered saturated heterocyclic ring containing 1 , 2 or 3 heteroatoms selected from O and S as ring members;
  • X is in each case independently selected from halogen, CN, Ci-C 6 -alkyl, Ci-C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, Ci-C 6 -alkoxy or Ci-C 6 -haloalkoxy, phenyl, benzyl, phenoxy, benzoxy, Ci-C 6 -thioalkyl;wherein phenyl, benzyl, phenoxy, benzoxy can be unsubstituted or substituted by halogen, CN, Ci-C 6 -alkyl or Ci-C 6 -haloalkyl; n is 0, 1 , 2 or 3; with the proviso that if Y is CR 1 , R 5 , R 6 , R 7 and R 8 cannot all be H; and as component 240980
  • - uncouplers C5: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (AAA), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7);
  • fentin salts e.g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10);
  • DMI, G1 triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromucon- azole (B.1.3), cyproconazole (B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), dinicon- azole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluoxytioconazole (B.1.33), 240980
  • G2 - delta14-reductase (G2): aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropidin (B.2.6), fenpropimorph (B.2.4), piperalin (B.2.7), spiroxamine (B.2.8), tridemorph (B.2.5);
  • RNA polymerase I (A1): benalaxyl (C.1.1), benalaxyl-M (C.1.2), kiralaxyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (C.1.7);
  • A2 - adenosine deaminase (A2): bupirimate (C.2.4), 5-fluoro-2-(p-tolylmethoxy)pyrimidin-4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro-2-(4-chloro- phenylmethoxy)pyrimidin-4-amine (C.2.8);
  • DHODH dihydroorotate dehydrogenase
  • MBC tubulin polymerization
  • benomyl D.1.1
  • carbendazim D.1.2
  • fuberidazole D.1.3
  • pyridachlometyl D.1.6
  • thiabendazole D.1.4
  • thiophanate-methyl D.1.5
  • /V-ethyl- 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butanamide D.1 .8
  • /V-ethyl-2-[(3-ethynyl-8-methyl- 6-quinolyl)oxy]-2-methylsulfanyl-acetamide D.1 .9
  • D1 cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3);
  • E3 - MAP/histidine kinase os-1 (E3): iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4);
  • F2 edifenphos (G.1.1), iprobenfos (G.1.2), isoprothiolane (G.1.4); pyrazophos (G.1.3);
  • F3 biphenyl (G.2.5), chloroneb (G.2.6), dicloran (G.2.1), etridiazole (G.2.7), quintozene (G.2.2), tecnazene (G.2.3), tolclofos-methyl (G.2.4);
  • organochlorine compounds (M04, M05, M06, M08): anilazine (H.3.1), captafol (H.3.3), captan (H.3.4), chlorothalonil (H.3.2), dichlofluanid (H.3.6), dichlorophen (H.3.7), folpet (H.3.5), hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);
  • guanidines quinones, quinoxalines, maleimides, thiocarbamates (M07, M09, M10, M11 , M12): chinomethionat (H.4.13), dithianon (H.4.9), fluoroimide (H.4.11), guanidine (H.4.1), guazatine (H.4.4), guazatine-acetate (H.4.5), iminoctadine (H.4.6), iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8), methasulfocarb (H.4.12), 2,6-dimethyl- 1H,5H-[1 ,4]dithiino[2,3-c:5,6-c']dipyrrole-1 ,3,5,7(2H,6H)-tetraone (H.4.10),
  • - salicylate-related P01-P03, P08: acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), dichlobentiazox (J.1.13); phosphonates (P07): fosetyl (J.1.6), fosetyl- aluminum (J.1 .7), phosphorous acid and its salts (J.1 .8), calcium phosphonate (J.1 .11), potassium phosphonate (J.1.12); others: potassium or sodium bicarbonate (J.1.9), 4-cyclo- propyl-/V-(2,4-di- , methoxy- , phenyl)thiadiazole-5-carboxamide (J.1.10);
  • Microbial pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. amyloliquefaciens ssp. plantarum (also referred to as B. velezensis), B. megaterium, B. mojavensis, B. mycoides, B. pumilus, B. simplex, B. solisalsi, B. subtilis, B. subtilis var. amyloliquefaciens, B.
  • Biochemical pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity harpin protein, plant oils (BM3): tea tree oil, orange oil (L.2.1), eugenol, limonene (L.2.2), geraniol (L.2.3), thymol (L.2.4); Reynoutria sachalinensis extract, aureobasidin (in particular aureobasidin A (L.2.5)), ambruticin (L.2.6), bafilomycin (L.2.7) (in particular bafilomycin A1 , B1 and C1), chlorflavonin (L.2.8), cinnamaldehyde (L.2.9), natamycin (L.2.10; F8);
  • Microbial pesticides with insecticidal, acaricidal, molluscidal and/or nematicidal activity Agrobacterium radiobacter, Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp. tene- brionis, Beauveria bassiana, B.
  • Agrobacterium radiobacter Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp.
  • brongniartii Burkholderia spp., Chromobacterium sub- tsugae, Cydia pomonella granulovirus (CpGV), Cryptophlebia leucotreta granulovirus (CrleGV), Flavobacterium spp., Helicoverpa armigera nucleopolyhedrovirus (HearNPV), Helicoverpa zea nucleopolyhedrovirus (HzNPV), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV), Heterorhabditis bacteriophora, Isaria fumoso- rosea, Lecanicillium longisporum, L.
  • HearNPV Helicoverpa armigera nucleopolyhedrovirus
  • HzNPV Helicoverpa zea nucleopolyhedrovirus
  • HzSNPV Helicoverpa zea single capsid nucleo
  • Microbial pesticides with plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity Azospirillum amazonense, A. brasilense, A. lipoferum, A. irakense, A. halopraeferens, Bradyrhizobium spp., B. elkanii, B. japoni- cum, B. liaoningense, B. lupini, Delftia acidovorans, Glomus intraradices, Mesorhizo- bium spp., Rhizobium leguminosarum bv. phaseoli, R. I. bv. trifolii, R. I. bv. viciae, R. tropic!, Sinorhizobium melilotr',
  • Acetylcholine esterase (AChE) inhibitors carbamates (1A): aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, xylylcarb; organophosphates (1 B): acephate, azamethiphos, azinphos-ethyl, azinphosmethyl, cadusa- fos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos
  • GABA-gated chloride channel blockers (2A): chlordane, endosulfan; (2B): ethiprole, fipronil, flufiprole, nicofluprole, pyrafluprole, pyriprole;
  • pyrethroids (3A): acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioallethrin S-cylclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, befa-cyfluthrin, cyhalothrin, /ambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, a/pba-cypermethrin, befa-cypermethrin, theta-cyper- methrin, zeta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfen
  • Nicotinic acetylcholine receptor (nAChR) competitive modulators neonicotinoids (4A): acetamiprid, clothianidin, cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam; 4,5-dihydro-/V-nitro-1-(2-oxiranylmethyl)-1/-/-imidazol-2-amine, (2E)-1-[(6-chloropyridin-3-yl)methyl]-/V-nitro-2-pentylidenehydrazinecarboximidamide; 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy- 1 ,2, 3,5,6, 7-hexahydroimid- azo[1 ,2-a]pyridine; (4B) nicotine; sufoximines (4C): sulfoxaflor; butenolindes (4D): fluor flu
  • nAChR allosteric modulators spinetoram, spinosad
  • miscellaneous non-specific (multi-site) inhibitors methyl bromide and other alkyl halides; 240980
  • Mite growth inhibitors clofentezine, diflovidazin, hexythiazox; etoxazole;
  • Microbial disruptors of midgut membranes Bacillus thuringiensis subsp. israelensis, B. t. subsp. aizawai, B. t. subsp. kurstaki, B. t. subsp. tenebrionis, B. sphaericus: B.t. crop proteins: CrylAb, CrylAc, Cryl Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1 ;
  • Inhibitors of mitochondrial ATP synthase diafenthiuron; azocyclotin, cyhexatin, fenbutatin oxide, propargite, tetradifon;
  • nAChR channel blockers bensultap, cartap hydrochloride, thiocyclam, thiosultap-sodium;
  • Inhibitors of the chitin biosynthesis CHS1 bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron;
  • Ecdyson receptor agonists methoxyfenozide, tebufenozide, halofenozide, fufenozide, chromafenozide;
  • Octopamin receptor agonists amitraz
  • Mitochondrial complex III electron transport inhibitors - Qo site hydramethylnon, acequinocyl, fluacrypyrim, flupyroxystrobin, bifenazate;
  • Mitochondrial complex I electron transport inhibitors fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, tolfenpyrad; rotenone;
  • Inhibitors of the of acetyl CoA carboxylase spidoxamat, spirodiclofen, spiromesifen, spirotetramat, spiropidion, spirobudifen, 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy- 1 ,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one;
  • Mitochondrial complex IV electron transport inhibitors aluminium phosphide, calcium phosphide, phosphine, zinc phosphide, cyanide;
  • Mitochondrial complex II electron transport inhibitors cyclobutrifluram, cyenopyrafen, cyflumetofen, cyetpyrafen, pyflubumide;
  • GABA-gated chloride channel allosteric modulators broflanilide, cyproflanilide, fluralaner, fluxametamide, isocycloseram, lotilaner, piperflanilide, sarolaner, tigolaner, umifoxolaner;
  • RNA interference mediated target suppressors ledprona
  • O.UN Unknown or uncertain mode of action afoxolaner, azadirachtin, amidoflumet, benzoxi- mate, benzpyrimoxan, bromopropylate, bisulfufen, chinomethionat, dicofol, fluazaindolizine, flufenerim, fluensulfone, fluhexafon, flupentiofenox, indazapyroxamet, isoflualanam, metaldehyde, metoxadiazone, piperonyl butoxide, pyridalyl, sulfiflumin, tioxazafen, trifluenfu- ronate, tyclopyrazoflor;11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1 ,4-dioxa-9-azadispi- ro[4.2.4.2]-tetradec-11-en-10-one, 3-(4’-fluoro
  • the invention also relates to a method for controlling phytopathogenic harmful fungi using mixtures of at least one compound I and at least one compound II in a weight ratio of from 100:1 to 1 :100; to the use of mixtures comprising compounds I and compounds II for controlling phytopathogenic harmful fungi; to agrochemical compositions comprising these mixtures; and to agrochemical compositions further comprising seed.
  • compositions comprising at least one compound I and at least one compound II.
  • C n -C m indicates the number of carbon atoms possible in each case in the substituent or substituent moiety in question.
  • halogen refers to fluorine, chlorine, bromine and iodine.
  • Ci-C 6 -alkyl refers to a straight-chained or branched saturated hydrocarbon group having 1 to 6 carbon atoms, for example methyl, ethyl, propyl, 1 -methylethyl, butyl, 1- methylpropyl, 2-methylpropyl, and 1 ,1 -dimethylethyl.
  • C 2 -C6-alkenyl refers to a straight-chain or branched unsaturated hydrocarbon radical having 2 to 6 carbon atoms and a double bond in any position, such as ethenyl, 1-propenyl, 2- propenyl (allyl), 1 -methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1 -propenyl, 2-methyl-
  • C 2 -C6-alkynyl refers to a straight-chain or branched unsaturated hydrocarbon radical having 2 to 6 carbon atoms and containing at least one triple bond, such as ethynyl, 1-propynyl,
  • 2-propynyl (propargyl), 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl.
  • Ci-C 6 -haloalkyl refers to a straight-chained or branched alkyl group having 1 to 6 carbon atoms (as defined above), wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above, for example chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1 -chloroethyl, 1 -bromoethyl, 1- fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro- 2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-t
  • Ci-C 6 -alkoxy refers to a straight-chain or branched alkyl group having 1 to 6 carbon atoms (as defined above) which is bonded via an oxygen, at any position in the alkyl group, for 240980
  • aliphatic refers to compounds or radicals composed of and hydrogen and which are non-aromatic compounds.
  • An “alicyclic” compound or radical is an organic compound that is both aliphatic and cyclic. They contain one or more all-carbon rings which may be either saturated or unsaturated, but do not have aromatic character.
  • cyclic moiety or “cyclic group”refer to a radical which is an alicyclic ring or an aromatic ring, such as, for example, phenyl or heteroaryl.
  • any of the aliphatic or cyclic groups are unsubstituted or substituted with...” refers to aliphatic groups, cyclic groups and groups, which contain an aliphatic and a cyclic moiety in one group, such as in, for example, C 3 -C 8 -cycloalkyl-Ci-C 4 -alkyl; therefore a group which contains an aliphatic and a cyclic moiety both of these moieties may be substituted or unsubstituted independently of each other.
  • phenyl refers to an aromatic ring systems incuding six carbon atoms (commonly referred to as benzene ring).
  • benzyl refers to an aromatic ring systems incuding six carbon atoms and CH 2 group.
  • Agriculturally acceptable salts of the active compounds I, II and III 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 Ci-C 4 -alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C 4 -alkyl)sulfonium,
  • 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-C 4 -alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting a compound I with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
  • the scope of the present invention includes mixtures of the (R)- and (S)-isomers and the racemates of compounds I and/or II and /or III having one or more chiral centers.
  • atrope isomers of active compounds I and/or II and/or III may be present. They also form part of the subject matter of the invention.
  • Compounds la can be prepared via nucleophilic aromatic substitution and subsequent ring closure reactions of aryl ketones (3) and amino thiols, or their respective salts, represented by 240980
  • Compounds of the formula I, herein represented as Ic can be prepared via oxidation of dihydrobenzothiazepines represented by the general formula la using at least 2.0 eq. of an appropriate oxidant, for example hydrogen peroxide in combination with a metal catalyst, such as ammonium heptamolybdate, as described in Catal. Commun. 2009, 10(14), 1948-1951.
  • an appropriate oxidant for example hydrogen peroxide in combination with a metal catalyst, such as ammonium heptamolybdate, as described in Catal. Commun. 2009, 10(14), 1948-1951.
  • Other methods include, but are not limited to, other oxidants such as peracids, hypervalent iodine reagents, halogenaters, perhalogenates, nitric oxides or metal oxides, as described in Phosphorus Sulfur Silicon Relat. Elem. 2020, 195, 181-193.
  • Compounds of the formula lb can be prepared via oxidation of dihydrobenzothiazepines represented by the general formula la using equimolar equivalents of a suitable oxidant, for example hydrogen peroxide in combination with a metal catalyst, such as ammonium heptamolybdate, as described in Dalton Trans. 2018, 47, 11882-11887.
  • a suitable oxidant for example hydrogen peroxide in combination with a metal catalyst, such as ammonium heptamolybdate, as described in Dalton Trans. 2018, 47, 11882-11887.
  • Compounds Ic may alternatively be obtained from compounds lb via an oxidation under these conditions described.
  • Aryl ketones (3) are either commercially available, or can be prepared by scheme by oxidation of the aryl alcohol 5, using for example manganese dioxide, as described in Inorganica Chimica Acta (2012), 382, 72- 78, WO 2000/038618, CN107879989 A, or Chinese Science Bulletin 2010, 55(25), 2817-2819. 240980
  • Aryl alcohols (5) can be prepared by by isopropyl magnesium chloride-mediated bromine/iodine-magnesium exchange of 7, and subsequent addition to commercially available aldehydes represented by the general formula (6).
  • the reaction is preferentially carried out at 0 °C, with an equimolar ratio of iPrMgCI and aryl halides (7), the intermediate of which is employed in a ratio of 1.2-1.3:1 with respect to aldehydes (6), as described in WO2021/71821 A1 , J. Med. Chem., (2013), 56, 10158-10170, WO2014/102233 A1 , or US2016/83401 A1.
  • the present invention relates to mixtures comprising as component 1) at least one active compound of the formula I, or an N-oxide, or an agriculturally useful salt thereof, wherein:
  • Y is CR 1 ,
  • R 1 is H
  • R 2 is Cl, Br, CN, Ci-C 6 -alkyl
  • R 3 is in each case independently selected from Cl, Br, CN, Ci-C 6 -alkyl, Ci-C 6 -halogenalkyl;
  • R 4 is H
  • R 5 is in each case independently selected from H, Ci-C 6 -alkyl
  • R 6 is in each case independently selected from H, Ci-C 6 -alkyl; or
  • R 7 is in each case independently selected from H, Ci-C 6 -alkyl
  • R 8 is in each case independently selected from H, Ci-C 6 -alkyl; or
  • X is in each case independently selected from halogen, Ci-C 6 -alkyl, O-Ci-C 6 -alkyl, O-Ci-C 6 - halogenalkyl n is 0, 1 or 2.
  • the present invention relates to mixtures comprising as component 1) at least one active compound of the formula I, or an N-oxide, or an agriculturally useful salt thereof, wherein:
  • R 1 is H
  • R 2 is Cl, Br, CN, CH 3 ;
  • R 3 is Cl, Br, CN, CH 3 or CHF 2 ; 240980
  • R 4 is H
  • R 5 is H, CH 3 or CH 2 CH 3 ;
  • R 6 is H, CH 3 or CH 2 CH 3 ;
  • R 5 and R 6 form together with the C atoms to which they are bound a C 3 -C6-cycloalkyl
  • R 7 is H, CH 3 or CH 2 CH 3 ;
  • R 8 is H, CH 3 or CH 2 CH 3 ;
  • R 7 and R 8 form together with the C atoms to which they are bound a C 3 -C6-cycloalkyl
  • X is halogen
  • Particularly preferred active compounds I are selected from the group consisting of compounds 1-1 to I-32
  • mixtures comprising as component 2) at least one active compound selected from inhibitors of complex III at Q o site in group A), more preferably selected from compounds (A.1.1), (A.1.4), (A.1.8), (A.1.10), (A.1.11), (A.1.12), (A.1.14), (A.1.17), (A.1.19), (A.1.25), (A.1.34), (A.1.35), and (A.1.39).
  • mixtures comprising as component 2) at least one active compound selected from inhibitors of complex III at Q o site in group A), more preferably selected from compounds (A.1.1), (A.1.4), (A.1.8), (A.1.9), (A.1.10), (A.1.11), (A.1.12), (A.1.14), (A.1.16), (A.1.17).
  • mixtures comprising as component 2) at least one active compound 240980
  • inhibitors of complex III at Qi site in group A more preferably selected from compounds (A.2.1), (A.2.3), (A.2.4) and (A.2.5); particularly selected from (A.2.3), (A.2.4), (A.2.5) and (A.2.6).
  • mixtures comprising as component 2) at least one active compound selected from inhibitors of complex II in group A), more preferably selected from compounds (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.8), (A.3.9), (A.3.10), (A.3.11), (A.3.12), (A.3.15), (A.3.16), (A.3.17), (A.3.19), (A.3.21), (A.3.22), (A.3.23), (A.3.28), (A.3.29) and (A.3.31).
  • mixtures comprising as component 2) at least one active compound selected from other respiration inhibitors in group A), more preferably selected from compounds (A.4.5).
  • mixtures comprising as component 2) at least one active compound selected from C14 demethylase inhibitors in group B), more preferably selected from compounds (B.1.4), (B.1.5), (B.1.8), (B.1.10), (B.1.12), (B.1.15), (B.1.17), (B.1.18), (B.1.21), (B.1.22), (B.1.23), (B.1.25), (B.1.26), (B.1.29), ((B.1.38), (B.1.44) and (B.1.46).
  • mixtures comprising as component 2) at least one active compound selected from delta14-reductase inhibitors in group B), more preferably (B.2.4).
  • mixtures comprising as component 2) at least one active compound selected from inhibitors of 3-keto reductase in group B), more preferably (B.3.1).
  • mixtures comprising as component 2) at least one active compound selected from phenylamides and acyl amino acid fungicides in group C), more preferably selected from compounds (C.1.4), (C.1.5), (C.2.1), (C.5.1), (C.5.3); particularly (C.1.4).
  • mixtures comprising as component 2) at least one active compound selected from group D), more preferably selected from compounds (D.1.4), (D.1.5), (D.2.3), (D.2.5) and (D.2.6).
  • mixtures comprising as component 2) at least one active compound selected from group E), more preferably selected from compounds (E.1.1), (E.1.3), (E.2.2) and (E.2.3).
  • mixtures comprising as component 2) at least one active compound selected from group F), more preferably selected from compounds (F.1.2), (F.1.3) and (F.1.5).
  • mixtures comprising as component 2) at least one active compound selected from group G), more preferably selected from compounds (G.1.4), (G.3.1) and (G.5.1).
  • mixtures comprising as component 2) at least one active compound selected from group H), more preferably selected from compounds (H.1.2), (H.1.4), (H.1.5), (H.1.6), (H.1.7), (H.2.2), (H.2.3), (H.2.5), (H.2.7), (H.3.2), (H.3.4), (H.3.5), (H.3.10), (H.4.2), (H.4.9)); particularly selected from (H.1.5), (H.2.2), (H.2.5), (H.3.2), (H.4.9).
  • active compound selected from group H more preferably selected from compounds (H.1.2), (H.1.4), (H.1.5), (H.1.6), (H.1.7), (H.2.2), (H.2.3), (H.2.5), (H.2.7), (H.3.2), (H.3.4), (H.3.5), (H.3.10), (H.4.2), (H.4.9)); particularly selected from (H.1.5), (H.2.2), (H.2.5), (H.3.2), (H.4.9).
  • mixtures comprising as component 2) at least one active compound selected from group I), more preferably selected from compounds (1.1.1), (1.2.1), (1.2.2) ,(l.2.3) and (I.2.4).
  • mixtures comprising as component 2) at least one active compound selected from group J), more preferably selected from compounds (J.1.2), (J.1.3), (J.1.4), (J.1.5), (J.1.8), (J.1.12), (J.13).
  • mixtures comprising as component 2) at least one active compound selected from group K), more preferably selected from compounds (K.1.13), (K.1.24), (K.1.47) and (K.1.54), (K.1.60).
  • mixtures comprising as pesticide II (component 2) a biopesticide selected from the groups L1), L3) to L5), preferably selected from strains denoted above as (L.1.2), (L.1.3), (L.1.4), (L.1.5), (L.1.6), (L.1.7), (L.1.8), (L.1.10), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.17), (L.1.18), (L.1.19), (L.1.20), (L.1.21), (L.1.25), (L.1.26), (L.1.27), (L.1.32), (L.1.46-L.1.56) (L.3.1); (L.3.9), (L.3.16), (L.3.17), (L.5.1), (L.5.2), (L.5.3), (L.5.4), (L.5.5), (L.5.6), (L.5.7), (L.5.8); (L.4.2), and (L.
  • These mixtures are particularly suitable for treatment of propagation materials, i. e. seed treatment purposes and likewise for soil treatment.
  • These seed treatment mixtures are particularly suitable for crops such as monocotyles (e.g. cereals, corn) as well as dicotyles (e.g. vegetables and leguminous plants such as soybean).
  • mixtures comprising as pesticide II (component 2) a biopesticide selected from the groups L1), L3) and L4), preferably selected from strains denoted above as (L1.1), (L.1.2), (L.1.3), (L.1.6), (L.1.7), (L.1.9), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.17), (L.1.18), (L.1.22), (L.1.23), (L.1.24), (L.1.25), (L.1.26), (L.1.27), (L.1.46), (L.1.47), (L.1.48), (L.1.49), (L.1.50), (L.1.51), (L.1.52), (L.1.53), (L.1.54), (L.1.55), (L.1.56), (L.2.2); (L.3.2), (L.3.3), (L.3.4), (L.3.5), (L.3.6), (L.3.7
  • mixtures comprising as component 2) at least one active compound selected from group M), more preferably selected from compounds (M.1.6), (M.1.24), (M.1.25), (M.1.28), (M.1.29), (M.1.30).
  • mixtures comprising as component 2) at least one active compound selected from group N), more preferably selected from compounds (N.7.3), (N.7.4), (N.7.5), (N.13.13).
  • mixtures comprising as component 2) at least one active compound selected from group O), more preferably selected from compounds (0.2.4), (0.4.5), (0.4.7), (0.4.8), (0.5.1), (0.26.2), (0.27.17), (0.27.101), (0.27.102).
  • binary mixtures A1-1 to A1-805 listed in Table A1 , wherein compounds I (component 1 , a group represented by the expression “(I)” consisting of compounds (1-1) to (I-23) and one pesticide II selected from the groups A) to O) as defined herein (component 2, for example, (A.1.1) or azoxystrobin, in mixture A-1). 25
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I- 5).
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I- 6).
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I- 240980
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I- 240980
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the compound I in mixtures A1-1 to A1-807 of Table A is the compound (I-
  • the weight ratio of a compound I to compound II in mixtures A1-1 to A1-807 of Table A is between 100:1 and 1 :100, preferably between 50:1 and 1 :50, more preferably between 20:1 and 1 :20, particularly between 5:1 and 1 :5; for example 3:1 , 1 :1 or 1 :3.
  • Mixtures A2-1 to A2-807 are defined as mixtures A1-1 to A1-807 of Table A1 , wherein compound I.A in each mixture is replaced with compound LB; and wherein the weight ratio of compound I.B to compound II is between 100:1 and 1 :100, preferably between 50:1 and 1 :50, more preferably between 20:1 and 1 :20, particularly between 5:1 and 1 :5; for example 3:1 , 1 :1 or 1 :3.
  • Mixtures A3-1 to A3-807 are defined as mixtures A1-1 to A1-807 of Table A1 , wherein compound I.A in each mixture is replaced with compound I.C; and wherein the weight ratio of compound I.C to compound II is between 100:1 and 1 :100, preferably between 50:1 and 1 :50, more preferably between 20:1 and 1 :20, particularly between 5:1 and 1 :5; for example 3:1 , 1 :1 or 1 :3.
  • binary mixtures A5-1 to A5- 93 listed in Table A5, wherein compounds I (component 1 , a group represented by the expression “(I)” consisting of compounds 1-1 to I-32) and one pesticide II selected from the groups A) to O) as defined herein (component 2, for example, (A.1 .1) or azoxystrobin, in mixture A-1).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-2).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-3).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-4).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-5).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-6).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-7).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-8).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-9).
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I- 240980
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the compound I in mixtures A5-1 to A5-93 of Table A is the compound (I-
  • the weight ratio of a compound I to compound II in mixtures A5-1 to A5-93 of Table A5 is between 100:1 and 1 :100, preferably between 50:1 and 1 :50, more preferably between 20:1 and 1 :20, particularly between 5:1 and 1 :5; for example 3:1 , 1 :1 or 1 :3.
  • the binary mixtures above comprise besides at least one compound I 240980
  • the components 1) and 2), or all three components 1), 2) and 3), in these mixtures are present in a synergistically effective amount.
  • one embodiment relates to ternary mixtures comprising, as active components
  • component 2) at least one active compound II selected from groups A) to O) as defined for component 2) in binary mixtures above, or an N-oxide, or an agriculturally useful salt thereof; and as component
  • the invention also relates to a method for controlling phytopathogenic harmful fungi using the abovementioned ternary mixtures; to agrochemical compositions comprising these ternary mixtures; and to agrochemical compositions further comprising seed comprising these mixtures.
  • the active substances referred to as compounds II or III, their preparation and their activity e. g. against harmful fungi is known (cf.: http://www.alanwood.net/pesticides/); these substances are commercially available.
  • the compounds described by IUPAC nomenclature, their preparation and their pesticidal activity are also known (cf. Can. J. Plant Sci. 48(6), 587-94, 1968;
  • the ternary mixtures comprise as compounds III fungicidal compounds that are independently of each other selected from the groups A), B), C), D), E), F), G), H), I), J), K) and O).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from inhibitors of 240980
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from inhibitors of complex III at Q o site in group A), more preferably selected from compounds (A.1.1), (A.1.4), (A.1.8), (A.1.9), (A.1.10), (A.1.11), (A.1.12), (A.1.14), (A.1.16), (A.1.17), A.1.19, A.1.25, A.1.34, A.1.35, A.1.38
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from inhibitors of complex III at Qi site in group A), more preferably selected from compounds (A.2.1), (A.2.3), (A.2.4) and (A.2.5); particularly selected from (A.2.3) (A.2.4) and (A.2.5). (A.2.6)
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from other respiration inhibitors in group A), more preferably selected from compounds (A.4.5) and (A.4.7).
  • active compound selected from C14 demethylase inhibitors in group B more preferably selected from compounds (B.1.4), (B.1.5), (B.1.8), (B.1.10), (B.1.12), (B.1.15), (B.1.17), (B.1.18), (B.1.21), (B.1.22), (B.1.23), (B.1.25), (B.1.26), (B.1.29), (B.
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from delta14- reductase inhibitors in group B), more preferably (B.2.4).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from inhibitors of 3- keto reductase in group B), more preferably (B.3.1).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from phenylamides and acyl amino acid fungicides in group C), more preferably selected from compounds (C.1.4), (C.1.5) and (C.2.1); particularly (C.2.1).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group D), more preferably selected from compounds (D.1.4), (D.1.5), (D.2.3), (D.2.5) and (D.2.6).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group F), more preferably selected from compounds (F.1.2), (F.1.3) and (F.1.5).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group G), more preferably selected from compounds (G.1.4), (G.3.1) and (G.5.1).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group I), more preferably selected from compounds (1.1.1), (1.1.2), (1.2.1), (1.2.2) (1.2.3) and (1.2.4).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group J), more preferably selected from compounds (J.1.2), (J.1.3), (J.1.4), (J.1.5), (J.1.8), (J.1.12).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group K), more preferably selected from compounds (K.1.13), (K.1.47) and (K.1.54).
  • a biopesticide selected from the groups L1), L3) to L5), preferably selected from strains denoted above as (L.1.2), (L.1.3), (L.1.4), (L.1.5), (L.1.6), (L.1.7), (L.1.8), (L.1.10), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.17), (L.1.18), (L.1.19), (L.1.20), (L.1.21), (L.1.25), (L.1.26), (L.1.27), (L.1.32)?, (L.3.1); (L.3.9), (L.3.16), (L.3.17), (L.5.1), (L.5.2), (L.5.3), (L.5.4), (L.5.5), (L.5.6), (L.5.7), (L.5.8); (L.4.2), and (L.1.2), and
  • These mixtures are particularly suitable for treatment of propagation materials, i. e. seed treatment purposes and likewise for soil treatment.
  • These seed treatment mixtures are particularly suitable for crops such as monocotyles (e.g. cereals, corn) as well as dicotyles (e.g. vegetables and leguminous plants such as soybean).
  • a biopesticide selected from the groups L1), L3) and L4), preferably selected from strains denoted above as (L1.1), (L.1.2), (L.1.3), (L.1.6), (L.1.7), (L.1.9), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.17), (L.1.18), (L.1.22), (L.1.23), (L.1.24), (L.1.25), (L.1.26), (L.1.27), (L.2.2); (L.3.2), (L.3.3), (L.3.4), (L.3.5), (L.3.6), (L.3.7), (L.3.8), (L.3.10), (L.3.11), (L.3.12), (L.3.13), (L.3.14), (L.3.15), (L.3.18), (L.3.19); (L.3.11), (L.3.12), (L.3.13), (L.3.14), (L.3.15)
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group M), more preferably selected from compounds (M.1.6), (M.1.24), (M.1.25), (M.1.28), (M.1.29), (M.1.30).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group N), more preferably selected from compounds (N.7.3), (N.7.4), (N.7.5), (N.13.13).
  • ternary mixtures based on binary mixtures disclosed herein, comprising as further component 3) at least one active compound selected from group O), more preferably selected from compounds (0.2.4), (0.4.5), (0.4.7), (0.4.8), (0.5.1), (0.26.2, (0.27.17), (0.27.101), (0.27.102).
  • the present invention relates furthermore to ternary mixtures comprising mixtures A-1 to A-807 as listed in Table A above and as component 3) a compound III from groups A) to O) as defined above.
  • the weight ratio of compound (1-1) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-1) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-1) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-1) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-1) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-1) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-1) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-1) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-1) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-1) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B2 Ternary mixtures B2-1 to B2-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 wherein compound (1-1) in each mixture is replaced with compound (I-2).
  • compound (I-2) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-2) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-2) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-2) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-2) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-2) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-2) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-2) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-2) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-2) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B3 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-3).
  • the weight ratio of compound (I-3) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-3) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-3) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-3) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-3) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-3) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-3) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-3) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-3) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-3) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B4 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-4).
  • the weight ratio of compound (I-4) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-4) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-4) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-4) to compound III, is between 50:1 and 1 :50.
  • compound (I-4) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-4) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-4) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-4) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-4) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-4) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-5).
  • the weight ratio of compound (I-5) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-5) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-5) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-5) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-5) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-5) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-5) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-5) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-5) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-5) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-6).
  • the weight ratio of compound (I-6) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-6) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-6) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-6) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-6) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-6) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-6) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-6) to compound III, is between 5:1 and 1 :5.
  • compound (I-6) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-6) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-7).
  • the weight ratio of compound (I-7) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-7) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-7) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-7) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-7) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-7) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-7) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-7) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-7) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-7) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B8 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-8).
  • the weight ratio of compound (I-8) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-8) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-8) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-8) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-8) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-8) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-8) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-8) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-8) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-8) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-9).
  • the weight ratio of compound (I-9) to compound II is between 100:1 and 1 :100; and the weight ratio of compound 240980
  • the weight ratio of compound (I-9) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-9) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-9) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-9) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-9) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-9) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-9) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-9) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-10).
  • the weight ratio of compound (1-10) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-10) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-10) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-10) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-10) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-10) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-10) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-10) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-10) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-10) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-11).
  • the weight ratio of compound (1-11) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-11) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-11) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-11) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-11) to compound II is between 100:1 and 1 :100; and the weight ratio of compound 240980
  • (1-11) to compound III is between 20:1 and 1 :20.
  • the weight ratio of compound (1-11) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-11) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-11) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-11) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B12 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-12).
  • the weight ratio of compound (1-12) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-12) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-12) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-12) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-12) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-12) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-12) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-12) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-12) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-12) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-13).
  • the weight ratio of compound (1-13) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-13) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-13) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-13) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-13) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-13) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-13) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-13) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-13) to compound II is between 100:1 and 1 :100; and the weight ratio of compound 240980
  • (1-13) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B14 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-14).
  • the weight ratio of compound (1-14) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-14) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-14) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-14) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-14) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-14) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-14) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-14) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-14) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-14) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-15).
  • the weight ratio of compound (1-15) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-15) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-15) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-15) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-15) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-15) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-15) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-15) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-15) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-15) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B16 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-16).
  • the weight ratio of compound (1-16) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-16) to compound III, is between 100:1 and 1 :100. 240980
  • the weight ratio of compound (1-16) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-16) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-16) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-16) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-16) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-16) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-16) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-16) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B17 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-17).
  • the weight ratio of compound (1-17) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-17) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-17) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-17) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-17) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-17) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-17) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-17) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-17) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-17) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-18).
  • the weight ratio of compound (1-18) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-18) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-18) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-18) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-18) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-18) to compound III, is between 20:1 and 1 :20. 240980
  • the weight ratio of compound (1-18) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-18) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-18) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-18) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-19).
  • the weight ratio of compound (1-19) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-19) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-19) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-19) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-19) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-19) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-19) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-19) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-19) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-19) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B20 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-20).
  • the weight ratio of compound (I-20) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-20) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-20) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-20) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-20) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-20) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-20) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-20) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-20) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-20) to compound III is, for example, 3:1 , 1 :1 or 1 :3. 240980
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-21).
  • the weight ratio of compound (1-21) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-21) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-21) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-21) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-21) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-21) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-21) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-21) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-21) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-21) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B22 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-22).
  • the weight ratio of compound (I-22) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-22) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-22) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-22) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-22) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-22) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-22) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-22) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-22) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-22) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B23 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-23).
  • the weight ratio of compound (I-23) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-23) to compound III, is between 100:1 and 1 :100.
  • compound (I-23) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-23) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-23) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-23) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-23) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-23) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-23) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-23) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B24 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-24).
  • the weight ratio of compound (I-24) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-24) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-24) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-24) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-24) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-24) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-24) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-24) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-24) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-24) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-25).
  • the weight ratio of compound (I-25) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-25) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-25) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-25) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-25) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-25) to compound III, is between 20:1 and 1 :20.
  • compound (I-25) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-25) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-25) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-25) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-26).
  • the weight ratio of compound (I-26) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-26) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-26) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-26) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-26) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-26) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-26) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-26) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-26) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-26) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-27).
  • the weight ratio of compound (I-27) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-27) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-27) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-27) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-27) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-27) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-27) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-27) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-27) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-27) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , 240980
  • the weight ratio of compound (I-28) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-28) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-28) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-28) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-28) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-28) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-28) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-28) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-28) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-28) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B29 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-29).
  • the weight ratio of compound (I-29) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-29) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-29) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-29) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-29) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-29) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-29) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-29) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-29) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-29) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B30 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-30).
  • the weight ratio of compound (I-30) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-30) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-30) to compound II is between 100:1 and 1 :100; and the weight ratio of compound 240980
  • the weight ratio of compound (I-30) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-30) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-30) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-30) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (I-30) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-30) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (1-31).
  • the weight ratio of compound (1-31) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-31) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (1-31) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-31) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (1-31) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-31) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (1-31) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-31) to compound III, is between 5:1 and 1 :5.
  • the weight ratio of compound (1-31) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (1-31) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • Table B32 Mixtures B3-1 to B3-7503 are defined as mixtures B1-1 to B1-7503 of Table B1 , wherein compound (1-1) in each mixture is replaced with compound (I-32).
  • the weight ratio of compound (I-32) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-32) to compound III, is between 100:1 and 1 :100.
  • the weight ratio of compound (I-32) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-32) to compound III, is between 50:1 and 1 :50.
  • the weight ratio of compound (I-32) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-32) to compound III, is between 20:1 and 1 :20.
  • the weight ratio of compound (I-32) to compound II is between 100:1 and 1 :100; and the weight ratio of compound 240980
  • the weight ratio of compound (I-32) to compound II is between 100:1 and 1 :100; and the weight ratio of compound (I-32) to compound III is, for example, 3:1 , 1 :1 or 1 :3.
  • the binary and ternary mixtures 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 240980
  • the compounds of the formula I or compositions comprising said compounds according to the invention and the mixtures comprising said compounds and compositions, respectively, are suitable as fungicides. They are distinguished by an outstanding effectiveness against a broad spectrum of phytopathogenic fungi, including soil-borne fungi, which derive especially from the following classes or are closely related to any of them: Ascomycota (Ascomycetes), for example, but not limited to the genus Cocholiobolus, Colletotrichum, Fusarium, Microdochium, Penicillium, Phoma, Magnaporte, Zymoseptoria, and Pseudocercosporella; Basdiomycota (Basidiomycetes), for example, but not limited to the genus Phakospora, Puccinia, Rhizoctonia, Sphacelotheca, Tilletia, Typhula, and Ustilago; Chytridiomycota (Chytridiomycetes), for example, but not limited to the
  • Fungi imperfecti for example, but not limited to the genus Ascochyta, Diplodia, Erysiphe, Fusarium, Phomopsis, and Pyrenophora; Peronosporomycetes (syn. Oomycetes), for example but not limited to the genus Peronospora, Pythium, Phytophthora; Plasmodiophoromycetes, for example but not limited to the genus Plasmodiophora; Zygomycetes, for example, but not limited to the genus Rhizopus.
  • Some of the compounds of the formula I and the compositions 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 compounds I and the compositions 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.
  • compounds I and compositions thereof are used for controlling a multitude of fungi on field crops, such as potatoes sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rape, legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes. 240980
  • plant propagation material is to be understood to denote all the generative parts of the plant such as seeds and vegetative plant material such as cuttings and tubers (e. g. potatoes), which can be used for the multiplication of the plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants, including seedlings and young plants, which are to be transplanted after germination or after emergence from soil. These young plants may also be protected before transplantation by a total or partial treatment by immersion or pouring.
  • treatment of plant propagation materials with compounds I and compositions thereof, respectively is used for controlling a multitude of fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.
  • cultiva plants is to be understood as including plants which have been modified by breeding, mutagenesis or genetic engineering including but not limiting to agricultural biotech products on the market or in development (cf. http://cera-qmc.org/, see GM crop database therein).
  • the compounds I, and mixtures comprising them, and agrochemical compositions thereof, respectively, are particularly suitable for controlling the following 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, rape (A. brassicola or brassicae), sugar beets (A. tenuis), fruits, rice, soybeans, potatoes (e. g. A. solani or A. alternata), tomatoes (e. g. A. solani or A. alternata) and wheat; Aphanomyces spp. on sugar beets and vegetables; Ascochyta spp. on cereals and vegetables, e. g. A. tritici (anthracnose) on wheat and A.
  • Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northern leaf blight (B. zeicola) on corn, e. g. spot blotch (B. sorokiniana) on cereals and e. g. B. oryzae on rice and turfs; Blumeria (formerly Erysiphe) graminis (powdery mildew) on cereals (e. g. on wheat or barley); Botrytis cinerea (teleomorph: Botryotinia fuckeliana'. grey mold) on fruits and berries (e.
  • strawberries vegetables
  • vegetables e. g. lettuce, carrots, celery and cabbages
  • rape flowers, vines, forestry plants and wheat
  • Bremia lactucae downy mildew
  • Ceratocystis syn. Ophiostoma
  • Cercospora spp. rot or wilt
  • corn e. g. Gray leaf spot: C. zeae-maydis
  • rice sugar beets
  • Cylindrocarpon spp. e. g. fruit tree canker or young vine decline, teleomorph: Nectria or Neonectria spp.
  • vines e. g. C. liriodendri, teleomorph: Neonectria liriodendrr'.
  • Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. on corn, cereals, such as barley (e. g. D. teres, net blotch) and wheat (e. g. D. tritici-repentis: tan spot), rice and turf; Esca (dieback, apoplexy) on vines, caused by Formitiporia (syn. Phellinus) punctata, F.
  • Phaeomoniella chlamydospora (earlier 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) on rice; Epicoccum spp. (black mold) on wheat; Erysiphe spp. (powdery mildew) on sugar beets (E. betae), vegetables (e. g. E.
  • pisr such as cucurbits (e. g. E. cichoracearum), cabbages, rape (e. g. E. cruciferarum): Eutypa lata (Eutypa canker or dieback, anamorph: Cytosporina lata, syn. Libertella blepharis) on fruit trees, vines and ornamental woods; Exserohilum (syn. Helminthosporium) spp. on corn (e. g. E. turcicurri , Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot) on various plants, such as F. graminearum or F.
  • cucurbits e. g. E. cichoracearum
  • cabbages rape (e. g. E. cruciferarum): Eutypa lata (Eutypa canker or dieback, anamorph: Cytosporina lata, syn.
  • fructigena (bloom and twig blight, brown rot) on stone fruits and other rosaceous plants
  • Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e. g. M. graminicola (anamorph: Septoria tritici, Septoria blotch) on wheat or M. fijiensis (black Sigatoka disease) on bananas
  • Peronospora spp. downy mildew) on cabbage (e. g. P. brassicae), rape (e. g. P. parasitica), onions (e. g. P. destructor), tobacco (P. tabacina) and soybeans (e. g. 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. megasperma, syn. P. sojae), potatoes and tomatoes (e. g. P. infestans: late blight) and broadleaved trees (e. g. P. ramorum sudden oak death);
  • Plasmodiophora brassicae club root
  • cabbage rape, radish and other plants
  • Plasmopara spp. e.
  • plants e. g. P. cubensis on cucurbits or P. humili on hop; Pseudopezicula tracheiphila (red fire disease or ,rotbrenner’, anamorph: Phialophora) on vines; 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.
  • R. collo-cygni Rosularia leaf spots, Physiological leaf spots
  • Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, rape, potatoes, sugar beets, vegetables and various other plants, e. g. R. solani (root and stem rot) on soybeans, R. solani (sheath blight) on rice or R.
  • S. reiliana head smut), sorghum and sugar cane; Sphaerotheca fuliginea (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) on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e. g. T.
  • T. pruni plum pocket
  • Thielaviopsis spp. black root rot
  • tobacco, pome fruits, vegetables, soybeans and cotton e. g. T. basicola (syn. Chalara elegans) Tilletia spp.
  • the compounds I, their mixtures with other active compounds as defined herein and compositions thereof, respectively, are particularly suitable for controlling the following plant diseases: Puccinia spp. (rusts) on various plants, for example, but not limited to 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 and Phakopsoraceae spp. on various plants, in particular Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans. 240980
  • the compounds I, and mixtures comprising them, and agrochemical compositions thereof, respectively, are particularly suitable for controlling the following plant diseases relating especially to seed:
  • Alternaria spp. seed borne diseases on corn and wheat; Aspergillus ssp. (seed borne diseases) on corn; Claviceps purpurea (ergot) on cereals; Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum), cereals (e. g. C. sativus); Colletotrichum (teleomorph: Glomerella) spp. (anthracnose) on corn; Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot) such as F. graminearum or F.
  • Drechslera teleomorph: Cochliobolus) on corn; Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley); Penicillum ssp. (seed borne diseases) on corn; Phoma lingam (root and stem rot) on rape and cabbage; Phomopsis spp. on soybeans (e. g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum) Phytophthora spp. (wilt, root, leaf, fruit and stem root) soybeans (e. g. P. sojae): Puccinia spp. (rusts) e.
  • P. striiformis stripe or yellow rust
  • P. graminis seed or black rust
  • cereals such as e. g. wheat, barley or rye
  • Pyrenophora anamorph: Drechslera
  • graminea barley leaf stripe
  • P. teres net blotch
  • Pythium spp. damping-off e. g. P. ultimum on corn, P. aphanidermatum on soybean, P. arrhenomanes on wheat P. irregular on wheat
  • the compounds I, their mixtures with other active compounds as defined herein and compositions thereof, respectively, are particularly suitable for controlling the following plant diseases:
  • Alternaria spp. seed borne diseases on corn and wheat; Aspergillus ssp. (seed borne diseases) on corn; Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot) such as F. graminearum or F. culmorum (root rot, scab or head blight) on cereals (e. g. wheat or barley), F. avenacuem on corn and wheat, F. oxysporum on corn, F. proliferatum on corn, F. subglutians on corn, F. solani (f. sp. glycines now syn. F.
  • virguliforme causing sudden death syndrome on soybeans, and F. verticillioides on corn; Gaeumannomyces graminis (take-all) on cereals (e. g. wheat or barley) and corn; Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley); Penicillum ssp. (seed borne diseases) on corn; Phoma lingam (root and stem rot) on rape and cabbage; Phytophthora spp. (wilt, root, leaf, fruit and stem root) soybeans (e. g. P.
  • Pyrenophora anamorph: Drechslera
  • graminea barley leaf stripe
  • Pythium spp. Damping-off e. g. P. ultimum on corn, P. aphanidermatum on soybean, P. arrhenomanes on wheat P. irregular on wheat; Rhizoctonia spp. on cotton, rice, potatoes, turf, 240980
  • the compounds I are particularly suitable for controlling the following plant diseases:
  • Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley); Pythium spp. (damping-off) e. g. P. ultimum on corn; Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, rape, potatoes, sugar beets, vegetables and various other plants, e. g. R. solani (root and stem rot) on soybeans, R. solani (sheath blight) on rice or R. cerealis (Rhizoctonia spring blight) on wheat or barley; Sphacelotheca spp. (smut) on corn, (e. g. S. reiliana-. head smut); Tilletia ssp. Such asTilletia caries (wheat bunt) and T. controversa (dwarf bunt) on wheat.
  • Mixtures A1-1 to A1-807 as defined above are suitable for controlling grey mold and white mold diseases especially Botrytis species (Botrytis spp.) and Sclerotinia species Sclerotinia spp.).
  • Mixtures A1-1 to A1-807 as defined above are suitable for controlling Rhizoctonia diseases especially Rhizoctonia solani in several crops like turf, cereals, as well as potato and leafy vegetables.
  • Mixtures A1-1 to A1-807 as defined above are suitable for controlling storage disease complexes in pome and stonefruits especially Gloeosporium spp., Penicillium spp., Botrytis spp. , Monilia and Monilinia spp. , Sphaeropsis spp. , Neofabraea spp. , Mucor spp..
  • Mixtures A1-1 to A1-807 as defined above are suitable for controlling different soil and seedborne pathogen especially like Fusarium species (Fusarium spp. Like F. culmorum, F. graminearum), snow mold Microdochium nivale, Cochliobolus spp., Ustilago spp., Septoria spp., Pyrenophora spp., Cladosporium spp., Rhynchosporium spp., Tilletia spp. and Rhizoctonia solani).
  • Fusarium species Feusarium spp. Like F. culmorum, F. graminearum
  • snow mold Microdochium nivale Cochliobolus spp., Ustilago spp., Septoria spp., Pyrenophora spp., Cladosporium spp., Rhynchosporium spp., Tilletia spp. and Rh
  • Mixtures B1-1 to B1-7503 as defined above are suitable for controlling grey mold and white mold diseases especially Botrytis species (Botrytis spp.) and Sclerotinia species (Sclerotinia 240980
  • Mixtures B1-1 to B1-7503 as defined above are suitable for controlling Rhizoctonia diseases especially Rhizoctonia solani in several crops like turf, cereals, as well as potato and leafy vegetables.
  • Mixtures B1-1 to B1-7503 as defined above are suitable for controlling storage disease complexes in pome and stonefruits especially Gloeosporium spp., Penicillium spp., Botrytis spp. , Monilia and Monilinia spp. , Sphaeropsis spp. , Neofabraea spp. , Mucor spp..
  • Mixtures B1-1 to B1-7503 as defined above are suitable for controlling different soil and seedborne pathogen especially like Fusarium species (Fusarium spp. Like F. culmorum, F. graminearum), snow mold Microdochium nivale, Cochliobolus spp., Ustilago spp., Septoria spp., Pyrenophora spp., Cladosporium spp., Rhynchosporium spp., Tilletia spp. and Rhizoctonia solani).
  • the compounds I and compositions thereof, respectively, are also suitable for controlling harmful fungi in the protection of stored products or harvest and in the protection of materials.
  • protection of materials is to be understood to denote the protection of technical and non-living materials, such as adhesives, glues, wood, paper and paperboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fiber or fabrics, against the infestation and destruction by harmful microorganisms, such as fungi and bacteria.
  • Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp.; Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp.
  • yeast fungi are worthy of note: Candida spp. and Saccharomyces cerevisae.
  • the method of treatment according to the invention can also be used in the field of protecting stored products or harvest against attack of fungi and microorganisms.
  • stored products is understood to denote natural substances of plant or animal origin and their processed forms, which have been taken from the natural life cycle and for which long-term protection is desired.
  • Stored products of crop plant origin such as plants or parts thereof, for example stalks, leafs, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed form, such as pre-dried, moistened, comminuted, 240980
  • stored products 190 ground, pressed or roasted, which process is also known as post-harvest treatment.
  • timber also falling under the definition of stored products is timber, whether in the form of crude timber, such as construction timber, electricity pylons and barriers, or in the form of finished articles, such as furniture or objects made from wood.
  • Stored products of animal origin are hides, leather, furs, hairs and the like. The combinations according the present invention can prevent disadvantageous effects such as decay, discoloration or mold.
  • stored products is understood to denote natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and their processed forms.
  • the compounds I and compositions thereof, respectively, may be used for improving the health of a plant.
  • the invention also relates to a method for improving plant health by treating a plant, its propagation material and/or the locus where the plant is growing or is to grow with an effective amount of compounds I and compositions thereof, respectively.
  • plant health is to be understood to denote a condition of the plant and/or its products which is determined by several indicators alone or in combination with each other such as yield (e. g. increased biomass and/or increased content of valuable ingredients), plant vigor (e. g. improved plant growth and/or greener leaves (“greening effect”)), quality (e. g. improved content or composition of certain ingredients) and tolerance to abiotic and/or biotic stress.
  • yield e. g. increased biomass and/or increased content of valuable ingredients
  • plant vigor e. g. improved plant growth and/or greener leaves (“greening effect”)
  • quality e. g. improved content or composition of certain ingredients
  • tolerance to abiotic and/or biotic stress e. g. improved content or composition of certain ingredients
  • the compounds of formula I can be present in different crystal modifications whose biological activity may differ. They are likewise subject matter of the present invention.
  • the compounds I are employed as such or in form of compositions by treating the fungi or the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms to be protected from fungal attack with a fungicidally effective amount of the active substances.
  • the application can be carried out both before and after the infection of the plants, plant propagation materials, such as seeds, soil, surfaces, materials or rooms by the fungi.
  • Plant propagation materials may be treated with compounds I as such or a composition comprising at least one compound I prophylactically either at or before planting or transplanting.
  • the invention also relates to agrochemical compositions comprising an auxiliary and at least one compound I according to the invention.
  • An agrochemical composition comprises a fungicidally effective amount of a compound I.
  • effective amount denotes an amount of the composition or of the compounds I, which is sufficient for controlling harmful fungi on cultivated plants or in the protection of materials and which does not result in a substantial damage to the treated plants. Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant or material, the climatic conditions and the specific compound I used.
  • compositions e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
  • composition types are suspensions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EO, 240980
  • 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.
  • the binary or ternary mixtures 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.
  • 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.
  • Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e. g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes; alcohols, e. g. ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; glycols; DMSO; ketones, e. g. cyclohexanone; esters, e. g.
  • mineral oil fractions of medium to high boiling point e. g. kerosene, diesel oil
  • oils of vegetable or animal origin oils of vegetable or animal origin
  • aliphatic, cyclic and aromatic hydrocarbons e. g. toluene, paraffin, tetrahydronaphthalene, al
  • lactates carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e. g. N-methyl pyrrolidone, fatty acid dimethyl amides; and mixtures thereof.
  • Suitable solid carriers or fillers are mineral earths, e. g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e. g. cellulose, starch; fertilizers, e. g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e. g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
  • mineral earths e. g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide
  • polysaccharides e. g. cellulose, star
  • Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1 : Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
  • Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
  • sulfonates are alkylaryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, 240980
  • sulfonates of condensed naphthalenes sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkyl naphthalenes, sulfosuccinates or sulfosuccinamates.
  • sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
  • phosphates are phosphate esters.
  • carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
  • Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
  • alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
  • Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
  • N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.
  • esters are fatty acid esters, glycerol esters or monoglycerides.
  • sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides.
  • polymeric surfactants are home- or copolymers of vinyl pyrrolidone, vinyl alcohols, or vinyl acetate.
  • Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
  • Suitable amphoteric surfactants are alkylbetains and imidazolines.
  • Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.
  • Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinyl amines or polyethylene amines.
  • Suitable adjuvants are compounds, which have a negligible or even no pesticidal activity themselves, and which improve the biological performance of the compound I on the target.
  • examples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
  • Suitable thickeners are polysaccharides (e. g. xanthan gum, carboxymethyl cellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
  • Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.
  • Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
  • Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
  • Suitable colorants are pigments of low water solubility and water- soluble dyes.
  • examples are inorganic colorants (e. g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e. g. alizarin-, azo- and phthalocyanine colorants).
  • Suitable tackifiers or binders are polyvinyl pyrrolidones, polyvinyl acetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.
  • composition types and their preparation are: 240980
  • a compound I and 5-15 wt% wetting agent e. g. alcohol alkoxylates
  • a water-soluble solvent e. g. alcohols
  • the active compound dissolves upon dilution with water.
  • a compound I and 1-10 wt% dispersant e. g. polyvinyl pyrrolidone
  • organic solvent e. g. cyclohexanone
  • EC Emulsifiable concentrates
  • emulsifiers e. g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
  • water-insoluble organic solvent e. g. aromatic hydrocarbon
  • emulsifiers e. g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
  • water-insoluble organic solvent e. g. aromatic hydrocarbon
  • a compound I In an agitated ball mill, 20-60 wt% of a compound I are comminuted with addition of 2-10 wt% dispersants and wetting agents (e. g. sodium lignosulfonate and alcohol ethoxylate), 0.1-2 wt% thickener (e. g. xanthan gum) and water ad 100 wt% to give a fine active compound suspension. Dilution with water gives a stable suspension of the active substance. For FS type composition up to 40 wt% binder (e. g. polyvinyl alcohol) is added.
  • WG, SG Water-dispersible granules and water-soluble granules
  • a compound I 50-80 wt% of a compound I are ground finely with addition of dispersants and wetting agents (e. g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.
  • dispersants and wetting agents e. g. sodium lignosulfonate and alcohol ethoxylate
  • wt% of a compound I are ground in a rotor-stator mill with addition of 1-5 wt% dispersants (e. g. sodium lignosulfonate), 1-3 wt% wetting agents (e. g. alcohol ethoxylate) and solid carrier (e. g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance.
  • dispersants e. g. sodium lignosulfonate
  • wetting agents e. g. alcohol ethoxylate
  • solid carrier e. g. silica gel
  • a compound I 5-20 wt% of a compound I are added to 5-30 wt% organic solvent blend (e. g. fatty acid dimethyl amide and cyclohexanone), 10-25 wt% surfactant blend (e. g. alcohol ethoxylate and arylphenol ethoxylate), and water ad 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion.
  • organic solvent blend e. g. fatty acid dimethyl amide and cyclohexanone
  • surfactant blend e. g. alcohol ethoxylate and arylphenol ethoxylate
  • An oil phase comprising 5-50 wt% of a compound I, 0-40 wt% water insoluble organic solvent (e. g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e. g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e. g. polyvinyl alcohol). Radical polymerization results in the formation of poly(meth)acrylate microcapsules.
  • an oil phase comprising 5-50 wt% of a compound I according to the invention, 0-40 wt% water insoluble organic solvent (e. g. aromatic hydrocarbon), and an isocyanate monomer (e. g.
  • diphenylmethene-4,4’-diisocyanatae are dispersed into an aqueous solution of a protective colloid (e. g. polyvinyl alcohol).
  • a protective colloid e. g. polyvinyl alcohol.
  • the addition of a polyamine results in the formation of polyurea microcapsules.
  • the monomers amount to 1-10 wt%.
  • the wt% relate to the total CS composition.
  • a compound I is ground finely and associated with solid carrier (e. g. silicate) ad 100 wt%.
  • solid carrier e. g. silicate
  • Granulation is achieved by extrusion, spray-drying or fluidized bed.
  • organic solvent e. g. aromatic hydrocarbon
  • compositions types i) to xiii) may optionally comprise further auxiliaries, such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
  • auxiliaries such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
  • 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 compound 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.
  • compound I or the compositions thereof, respectively are applied on to the plant 240980
  • 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.
  • oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix).
  • pesticides e. g. herbicides, insecticides, fungicides, growth regulators, safeners, biopesticides
  • These agents can be admixed with the compositions according to the invention in a weight ratio of 1 :100 to 100:1 , preferably 1 :10 to 10:1.
  • a pesticide is generally a chemical or biological agent (such as pestidal active ingredient, compound, composition, virus, bacterium, antimicrobial or disinfectant) that through its effect deters, incapacitates, kills or otherwise discourages pests.
  • Target pests can include insects, plant pathogens, weeds, mollusks, birds, mammals, fish, nematodes (roundworms), and microbes that destroy property, cause nuisance, spread disease or are vectors for disease.
  • pesticide includes also plant growth regulators that alter the expected growth, flowering, or reproduction rate of plants; defoliants that cause leaves or other foliage to drop from a plant, usually to facilitate harvest; desiccants that promote drying of living tissues, such as unwanted plant tops; plant activators that activate plant physiology for defense of against certain pests; safeners that reduce unwanted herbicidal action of pesticides on crop plants; and plant growth promoters that affect plant physiology e.g. to increase plant growth, biomass, yield or any other quality parameter of the harvestable goods of a crop plant.
  • the user applies the composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
  • the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
  • 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
  • composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
  • a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
  • one embodiment of the invention is a kit for preparing a usable pesticidal 240980
  • composition comprising a) a composition comprising component 1) as defined herein and at least one auxiliary; and b) a composition comprising component 2) as defined herein and at least one auxiliary; and optionally c) a composition comprising at least one auxiliary and optionally a further active component 3) as defined herein.
  • the present invention furthermore relates to agrochemical compositions comprising a mixture of at least one compound I (component 1) and at least one further active compound useful for plant protection, e. g. selected from the groups A) to O) (component 2), in particular one further fungicide, e. g. one or more fungicide from the groups A) to K), as described above, and if desired one suitable solvent or solid carrier.
  • agrochemical compositions comprising a mixture of at least one compound I (component 1) and at least one further active compound useful for plant protection, e. g. selected from the groups A) to O) (component 2), in particular one further fungicide, e. g. one or more fungicide from the groups A) to K), as described above, and if desired one suitable solvent or solid carrier.
  • Those mixtures are of particular interest, since many of them at the same application rate show higher efficiencies against harmful fungi.
  • the order of application is not essential for working of the present invention.
  • 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 weight ratio of the component 1) and the component 2) generally depends from the properties of the active components used, usually it is in the range of from 1 :10000 to 10000:1 , often it is in the range of from 1 : 100 to 100: 1 , regularly in the range of from 1 :50 to 50: 1 , preferably in the range of from 1 :20 to 20: 1 , more preferably in the range of from 1 :5 to 5: 1 and in particular in the range of from 1 :2 to 2:1.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 1000:1 to 1 :1 , often in the range of from 100: 1 to 1 :1 , regularly in the range of from 50:1 to 1 :1 , preferably in the range of from 20:1 to 1 :1 , more preferably in the range of from 5:1 to 1 :1 and in particular in the range of from 2:1 to 1 :1.
  • the component 1) and the component 2) usually is in the range of from 1 :1 to 1 :1000, often in the range of from 1 :1 to 1 :100, regularly in the range of from 1 :1 to 1 :50, preferably in the range of from 1 :1 to 1 :20, more preferably in the range of from 1 :1 to 1 :5 and in particular in the range of from 1 :1 to 1 :2.
  • the weight ratio of component 1) and component 2) is in the range of from 1 : 100 to 100: 1 , regularly in the range of from 1 :50 to 50: 1 , preferably in the range of from 1 :20 to 20: 1 , more preferably in the range of from 1 :5 to 5: 1 and in particular in the range of from 1 :2 to 2:1
  • the weight ratio of component 1) and component 3) is in the range of from 1 : 100 to 100: 1 , regularly in the range of from 1 :50 to 50: 1 , preferably in the range of from 1 :20 to 20:1 , more preferably in the range of from 1 :5 to 5:1 and in particular in the range of from 1 :2 to 2: 1 .
  • any further active components are, if desired, added in a ratio of from 20:1 to 1 :20 to the component 1).
  • the visually determined percentages of infected leaf areas are converted into efficacies in % of the untreated control.
  • the efficacy (E) is calculated as follows using Abbot's formula:
  • E (1 - a/p) ⁇ 100 a corresponds to the fungicidal infection of the treated plants in % and corresponds to the fungicidal infection of the untreated (control) plants in %
  • An efficacy of 0 means that the infection level of the treated plants corresponds to that of the untreated control plants; an efficacy of 100 means that the treated plants were not infected.
  • the expected efficacies of active compound combinations may be determined using Colby's formula (Colby, S.R. "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, 15, pp. 20-22, 1967) and compared with the observed efficacies.
  • 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 grey mold Botrytis cinerea in the microtiterplate test
  • 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
  • a spore suspension of Botrci cinerea 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.
  • Example 2 Activity against rice blast Pyricularia oryzae in the microtiterplate test
  • 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
  • a spore suspension of Pyricularia oryzae in an aqueous biomalt or yeast-bactopeptone-glycerine 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 240980
  • Example 3 Activity against leaf blotch on wheat caused by Septoria tritici
  • 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
  • a spore suspension of Septoria tritici in an aqueous biomalt or yeast-bactopeptone-glycerine 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. 240980
  • the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free and active compound-free blank value to determine the relative growth in % of the pathogens in the respective active compounds.
  • the expected efficacies of active compound mixtures were determined using Colby's formula [R.S. Colby, “Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, 20-22 (1967)] and compared with the observed efficacies.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La présente invention concerne des mélanges fongicides contenant au moins un composé (composé I) dihydrobenzothiazépinique substitué par pyridyle/pyrazidyle et au moins un composé II actif en un rapport pondéral compris entre 100:1 et 1:100 ; un procédé permettant de lutter contre les champignons phytopathogènes nuisibles à l'aide de mélanges constitués d'au moins un composé I et d'au moins un composé II en un rapport pondéral compris entre 100:1 et 1:100 ; l'utilisation des mélanges contenant les composés I et les composés II pour lutter contre les champignons phytopathogènes nuisibles ; des compositions agrochimiques contenant ces mélanges ; et des compositions agrochimiques contenant également des semences.
PCT/EP2025/074776 2024-09-11 2025-09-01 Mélange fongicide contenant des composés de dihydrobenzothiazépiniques substitués par pyridyle/pyrazidyle Pending WO2026057374A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP24199785 2024-09-11
EP24199785.7 2024-09-11

Publications (1)

Publication Number Publication Date
WO2026057374A1 true WO2026057374A1 (fr) 2026-03-19

Family

ID=92762392

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2025/074776 Pending WO2026057374A1 (fr) 2024-09-11 2025-09-01 Mélange fongicide contenant des composés de dihydrobenzothiazépiniques substitués par pyridyle/pyrazidyle

Country Status (1)

Country Link
WO (1) WO2026057374A1 (fr)

Citations (70)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1994A (en) 1841-02-23 Manner of fastening and gombining ti-ie truss-frames of bblidges
EP0141317A2 (fr) 1983-10-21 1985-05-15 BASF Aktiengesellschaft 7-Amino-azolo[1,5-a]pyrimidines et fongicides les contenant
EP0152031A2 (fr) 1984-02-03 1985-08-21 Shionogi & Co., Ltd. Dérivés azolyl cycloalkanols et fongicides agricoles
EP0226917A1 (fr) 1985-12-20 1987-07-01 BASF Aktiengesellschaft Esters acryliques et fongicides contenant ces composés
EP0243970A1 (fr) 1986-05-02 1987-11-04 Stauffer Chemical Company Imidates de pyridyle fongicides
EP0256503A2 (fr) 1986-08-12 1988-02-24 Mitsubishi Kasei Corporation Dérivés de pyridinecarboxamide et leur utilisation comme fongicides
EP0428941A1 (fr) 1989-11-10 1991-05-29 Agro-Kanesho Co., Ltd. Dérivés de l'hexahydrotriazine et insecticides
EP0532022A1 (fr) 1991-09-13 1993-03-17 Ube Industries, Ltd. Composés acryliques, procédé pour leur préparation et fongicides les contenant
WO1994001546A1 (fr) 1992-07-01 1994-01-20 Cornell Research Foundation, Inc. Inducteur de la reponse hypersensible chez des plantes
US5371064A (en) 1992-07-22 1994-12-06 Rhone-Poulenc Agriculture Ltd. Herbicidal 4-benzoylisoxazole derivatives
WO2000038618A2 (fr) 1998-12-24 2000-07-06 Du Pont Pharmaceuticals Company BENZODIAZEPINES SUCCINOYLAMINO UTILISEES COMME INHIBITEURS DE LA PRODUCTION DE PROTEINE A$g(b)
EP1028125A1 (fr) 1998-11-30 2000-08-16 Isagro Ricerca S.r.l. Dipeptides ayant une activité fungizide et leur utilisation agronomique
EP1035122A1 (fr) 1999-03-11 2000-09-13 Rohm And Haas Company Isoxazolidines substituées par des hétérocycles et leur utilisation comme fongicides
EP1122244A1 (fr) 2000-02-04 2001-08-08 Sumitomo Chemical Company, Limited Composés d'uracile et leur usage
CN1309897A (zh) 2000-02-24 2001-08-29 沈阳化工研究院 不饱和肟醚类杀菌剂
EP1201648A1 (fr) 1999-08-05 2002-05-02 Kumiai Chemical Industry Co., Ltd. Derives de carbamate et bactericides destines a l'agriculture et a l'horticulture
WO2003016303A1 (fr) 2001-08-20 2003-02-27 Dainippon Ink And Chemicals, Inc. Derive de tetrazoyle oxime et produit chimique agricole contenant ledit derive comme principe actif
WO2003066609A1 (fr) 2002-02-04 2003-08-14 Bayer Cropscience Aktiengesellschaft Thiazolylcarboxanilides disubstitues et leur utilisation comme microbicides
WO2003074491A1 (fr) 2002-03-05 2003-09-12 Syngenta Participations Ag O-cyclopropyle-carboxanilides et leur utilisation comme fongicides
CN1456054A (zh) 2003-03-25 2003-11-19 浙江省化工研究院 甲氧基丙烯酸甲酯类化合物杀菌剂
WO2004049804A2 (fr) 2002-11-29 2004-06-17 Syngenta Participations Ag Combinaisons fongicides pour proteger des cultures
WO2004083193A1 (fr) 2003-03-17 2004-09-30 Sumitomo Chemical Company, Limited Compose amide et composition bactericide contenant ledit compose
WO2005063721A1 (fr) 2003-12-19 2005-07-14 E.I. Dupont De Nemours And Company Pyrimidines herbicides
WO2005087773A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005087772A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005120234A2 (fr) 2004-06-03 2005-12-22 E.I. Dupont De Nemours And Company Melanges fongicides de composes d'amidinylphenyle
WO2005123690A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft (ortho-phenyl)-anilides d'acide 1-methyl-3-difluormethyl-pyrazol-4-carboxylique et leur utilisation comme fongicides
WO2005123689A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-trifluoromethyl-pyrazol-4-acide carboxylique-(ortho-phenyl)-anilides et leur utilisation comme fongicides
WO2006015866A1 (fr) 2004-08-12 2006-02-16 Syngenta Participations Ag Procédé servant à protéger des plantes utiles ou une matière de propagation de plante
WO2006087343A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft Anilides d'acide carboxylique pyrazole, procedes de production associes et agents les contenant pour la lutte antifongique
WO2006087325A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft 5-alkoxyalkyl-6-alkyl-7-amino-azolopyrimidines, procede de fabrication de ces composes, utilisation dans la lutte contre des champignons parasites et agents les contenant
WO2007006670A1 (fr) 2005-07-07 2007-01-18 Basf Aktiengesellschaft Composes de n-thio-anthranilamide et utilisations comme pesticides
CN1907024A (zh) 2005-08-03 2007-02-07 浙江化工科技集团有限公司 取代甲氧基丙烯酸甲酯类化合物杀菌剂
WO2007082098A2 (fr) 2006-01-13 2007-07-19 Dow Agrosciences Llc 6-(poly-aryl substituté)-4-aminopicolinates et utilisations de ceux-ci comme herbicides
WO2007090624A2 (fr) 2006-02-09 2007-08-16 Syngenta Participations Ag Procede de protection d'une matiere de propagation vegetale, d'un vegetal et/ou d'un organisme vegetal
WO2007129454A1 (fr) 2006-05-08 2007-11-15 Kumiai Chemical Industry Co., Ltd. Derive 1,2-benzisothiazole et agent luttant contre une maladie de plante agricole ou horticole
WO2008013622A2 (fr) 2006-07-27 2008-01-31 E. I. Du Pont De Nemours And Company Amides azocycliques fongicides
WO2009090181A2 (fr) 2008-01-15 2009-07-23 Bayer Cropscience Sa Composition pesticide comprenant un dérivé de tétrazolyloxime et une substance active fongicide ou insecticide
WO2009094442A2 (fr) 2008-01-22 2009-07-30 Dow Agrosciences Llc Dérivés de 5-fluoropyrimidine
WO2010069882A1 (fr) 2008-12-17 2010-06-24 Syngenta Participations Ag Dérivés d'isoxazole en tant que fongicides
WO2010139271A1 (fr) 2009-06-05 2010-12-09 中国中化股份有限公司 Composés ester phénylacrylique de type e contenant un groupe anilinopyrimidine substitué et leurs utilisations
WO2011028657A1 (fr) 2009-09-01 2011-03-10 Dow Agrosciences Llc Compositions fongicides synergiques contenant un dérivé de 5-fluoropyrimidine pour la lutte contre les champignons dans des céréales
WO2011077514A1 (fr) 2009-12-22 2011-06-30 三井化学アグロ株式会社 Composition permettant de lutter contre des maladies végétales et procédé de lutte contre des maladies végétales par application de la composition
WO2011081174A1 (fr) 2010-01-04 2011-07-07 日本曹達株式会社 Compose heterocyclique contenant de l'azote et germicide agricole/horticole
WO2011135833A1 (fr) 2010-04-28 2011-11-03 Sumitomo Chemical Company, Limited Composition phytosanitaire et utilisation associée
WO2012084812A1 (fr) 2010-12-20 2012-06-28 Isagro Ricerca S.R.L. Amides d'aminoindanes présentant une forte activité fongicide et leurs compositions phytosanitaires
WO2012165511A1 (fr) 2011-05-31 2012-12-06 クミアイ化学工業株式会社 Procédé de lutte contre des maladies dans une plante de riz
WO2012168188A1 (fr) 2011-06-07 2012-12-13 Bayer Intellectual Property Gmbh Combinaisons de composés actifs
WO2013007767A1 (fr) 2011-07-13 2013-01-17 Basf Se Composés fongicides 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol substitués
WO2013010862A1 (fr) 2011-07-15 2013-01-24 Basf Se Composés fongicides de 2-[2-chloro-4-(4-chloro-phénoxy)-phényl]-1-[1,2,4]triazol-1-yl-éthanol substitué par alkyle
WO2013024009A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013024010A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013047441A1 (fr) 2011-09-26 2013-04-04 日本曹達株式会社 Composition bactéricide pour l'agriculture et l'horticulture
WO2013047749A1 (fr) 2011-09-29 2013-04-04 三井化学アグロ株式会社 Procédé de fabrication de dérivé de 4,4-difluoro-3,4-dihydroisoquinoléine
WO2013092224A1 (fr) 2011-12-21 2013-06-27 Basf Se Utilisation de composés de type strobilurine pour combattre des champignons phytopathogènes résistants aux inhibiteurs du site qo
WO2013116251A2 (fr) 2012-02-01 2013-08-08 E. I. Du Pont De Nemours And Company Mélanges de pyrazole fongicides
WO2013127704A1 (fr) 2012-02-27 2013-09-06 Bayer Intellectual Property Gmbh Associations de composés actifs contenant une thiazoylisoxazoline et un fongicide
WO2013162072A1 (fr) 2012-04-27 2013-10-31 Sumitomo Chemical Company, Limited Composés de tétrazolinone et leur utilisation en tant que pesticides
CN103387541A (zh) 2012-05-10 2013-11-13 中国中化股份有限公司 一种取代吡唑醚类化合物的制备方法
WO2013184734A1 (fr) 2012-06-08 2013-12-12 Bristol-Myers Squibb Company Inhibiteurs macrocycliques du facteur viia
WO2014060177A1 (fr) 2012-10-16 2014-04-24 Syngenta Participations Ag Compositions fongicides
WO2014102233A1 (fr) 2012-12-27 2014-07-03 F. Hoffmann-La Roche Ag Inhibiteurs de comt
EP2314583B1 (fr) * 2008-08-12 2015-02-25 Nippon Soda Co., Ltd. Dérivé hétérocyclique azoté, et agent bactéricide agricole ou horticole
EP2865265A1 (fr) 2014-02-13 2015-04-29 Bayer CropScience AG Combinaisons de composés actifs comprenant des composés phénylamidine et agents de lutte biologique
WO2015065922A1 (fr) 2013-10-28 2015-05-07 Dexcom, Inc. Dispositifs utilisés en relation avec une surveillance continue de substances à analyser pour fournir une ou plusieurs notifications à un utilisateur, et procédés associés
EP2484672B1 (fr) * 2009-09-28 2015-07-15 Nippon Soda Co., Ltd. Composé hétérocyclique contenant de l'azote et sel de celui-ci et herbicide à usage agricole et horticole
US20160083401A1 (en) 2013-05-11 2016-03-24 Merck Patent Gmbh Arylquinazolines
CN107879989A (zh) 2017-11-29 2018-04-06 河南龙湖生物技术有限公司 具有生物活性的3,4,5‑取代苯并二氮卓2‑酮类药物分子及其制备方法
WO2021071821A1 (fr) 2019-10-07 2021-04-15 D.E. Shaw Research, Llc Composés aromatiques d'arylméthylène en tant que bloqueurs des canaux d'agitateur potassique kv1.3
WO2022243111A1 (fr) * 2021-05-18 2022-11-24 Basf Se Nouvelles pyridines substituées utilisées comme fongicides

Patent Citations (70)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1994A (en) 1841-02-23 Manner of fastening and gombining ti-ie truss-frames of bblidges
EP0141317A2 (fr) 1983-10-21 1985-05-15 BASF Aktiengesellschaft 7-Amino-azolo[1,5-a]pyrimidines et fongicides les contenant
EP0152031A2 (fr) 1984-02-03 1985-08-21 Shionogi & Co., Ltd. Dérivés azolyl cycloalkanols et fongicides agricoles
EP0226917A1 (fr) 1985-12-20 1987-07-01 BASF Aktiengesellschaft Esters acryliques et fongicides contenant ces composés
EP0243970A1 (fr) 1986-05-02 1987-11-04 Stauffer Chemical Company Imidates de pyridyle fongicides
EP0256503A2 (fr) 1986-08-12 1988-02-24 Mitsubishi Kasei Corporation Dérivés de pyridinecarboxamide et leur utilisation comme fongicides
EP0428941A1 (fr) 1989-11-10 1991-05-29 Agro-Kanesho Co., Ltd. Dérivés de l'hexahydrotriazine et insecticides
EP0532022A1 (fr) 1991-09-13 1993-03-17 Ube Industries, Ltd. Composés acryliques, procédé pour leur préparation et fongicides les contenant
WO1994001546A1 (fr) 1992-07-01 1994-01-20 Cornell Research Foundation, Inc. Inducteur de la reponse hypersensible chez des plantes
US5371064A (en) 1992-07-22 1994-12-06 Rhone-Poulenc Agriculture Ltd. Herbicidal 4-benzoylisoxazole derivatives
EP1028125A1 (fr) 1998-11-30 2000-08-16 Isagro Ricerca S.r.l. Dipeptides ayant une activité fungizide et leur utilisation agronomique
WO2000038618A2 (fr) 1998-12-24 2000-07-06 Du Pont Pharmaceuticals Company BENZODIAZEPINES SUCCINOYLAMINO UTILISEES COMME INHIBITEURS DE LA PRODUCTION DE PROTEINE A$g(b)
EP1035122A1 (fr) 1999-03-11 2000-09-13 Rohm And Haas Company Isoxazolidines substituées par des hétérocycles et leur utilisation comme fongicides
EP1201648A1 (fr) 1999-08-05 2002-05-02 Kumiai Chemical Industry Co., Ltd. Derives de carbamate et bactericides destines a l'agriculture et a l'horticulture
EP1122244A1 (fr) 2000-02-04 2001-08-08 Sumitomo Chemical Company, Limited Composés d'uracile et leur usage
CN1309897A (zh) 2000-02-24 2001-08-29 沈阳化工研究院 不饱和肟醚类杀菌剂
WO2003016303A1 (fr) 2001-08-20 2003-02-27 Dainippon Ink And Chemicals, Inc. Derive de tetrazoyle oxime et produit chimique agricole contenant ledit derive comme principe actif
WO2003066609A1 (fr) 2002-02-04 2003-08-14 Bayer Cropscience Aktiengesellschaft Thiazolylcarboxanilides disubstitues et leur utilisation comme microbicides
WO2003074491A1 (fr) 2002-03-05 2003-09-12 Syngenta Participations Ag O-cyclopropyle-carboxanilides et leur utilisation comme fongicides
WO2004049804A2 (fr) 2002-11-29 2004-06-17 Syngenta Participations Ag Combinaisons fongicides pour proteger des cultures
WO2004083193A1 (fr) 2003-03-17 2004-09-30 Sumitomo Chemical Company, Limited Compose amide et composition bactericide contenant ledit compose
CN1456054A (zh) 2003-03-25 2003-11-19 浙江省化工研究院 甲氧基丙烯酸甲酯类化合物杀菌剂
WO2005063721A1 (fr) 2003-12-19 2005-07-14 E.I. Dupont De Nemours And Company Pyrimidines herbicides
WO2005087773A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005087772A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005120234A2 (fr) 2004-06-03 2005-12-22 E.I. Dupont De Nemours And Company Melanges fongicides de composes d'amidinylphenyle
WO2005123690A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft (ortho-phenyl)-anilides d'acide 1-methyl-3-difluormethyl-pyrazol-4-carboxylique et leur utilisation comme fongicides
WO2005123689A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-trifluoromethyl-pyrazol-4-acide carboxylique-(ortho-phenyl)-anilides et leur utilisation comme fongicides
WO2006015866A1 (fr) 2004-08-12 2006-02-16 Syngenta Participations Ag Procédé servant à protéger des plantes utiles ou une matière de propagation de plante
WO2006087343A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft Anilides d'acide carboxylique pyrazole, procedes de production associes et agents les contenant pour la lutte antifongique
WO2006087325A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft 5-alkoxyalkyl-6-alkyl-7-amino-azolopyrimidines, procede de fabrication de ces composes, utilisation dans la lutte contre des champignons parasites et agents les contenant
WO2007006670A1 (fr) 2005-07-07 2007-01-18 Basf Aktiengesellschaft Composes de n-thio-anthranilamide et utilisations comme pesticides
CN1907024A (zh) 2005-08-03 2007-02-07 浙江化工科技集团有限公司 取代甲氧基丙烯酸甲酯类化合物杀菌剂
WO2007082098A2 (fr) 2006-01-13 2007-07-19 Dow Agrosciences Llc 6-(poly-aryl substituté)-4-aminopicolinates et utilisations de ceux-ci comme herbicides
WO2007090624A2 (fr) 2006-02-09 2007-08-16 Syngenta Participations Ag Procede de protection d'une matiere de propagation vegetale, d'un vegetal et/ou d'un organisme vegetal
WO2007129454A1 (fr) 2006-05-08 2007-11-15 Kumiai Chemical Industry Co., Ltd. Derive 1,2-benzisothiazole et agent luttant contre une maladie de plante agricole ou horticole
WO2008013622A2 (fr) 2006-07-27 2008-01-31 E. I. Du Pont De Nemours And Company Amides azocycliques fongicides
WO2009090181A2 (fr) 2008-01-15 2009-07-23 Bayer Cropscience Sa Composition pesticide comprenant un dérivé de tétrazolyloxime et une substance active fongicide ou insecticide
WO2009094442A2 (fr) 2008-01-22 2009-07-30 Dow Agrosciences Llc Dérivés de 5-fluoropyrimidine
EP2314583B1 (fr) * 2008-08-12 2015-02-25 Nippon Soda Co., Ltd. Dérivé hétérocyclique azoté, et agent bactéricide agricole ou horticole
WO2010069882A1 (fr) 2008-12-17 2010-06-24 Syngenta Participations Ag Dérivés d'isoxazole en tant que fongicides
WO2010139271A1 (fr) 2009-06-05 2010-12-09 中国中化股份有限公司 Composés ester phénylacrylique de type e contenant un groupe anilinopyrimidine substitué et leurs utilisations
WO2011028657A1 (fr) 2009-09-01 2011-03-10 Dow Agrosciences Llc Compositions fongicides synergiques contenant un dérivé de 5-fluoropyrimidine pour la lutte contre les champignons dans des céréales
EP2484672B1 (fr) * 2009-09-28 2015-07-15 Nippon Soda Co., Ltd. Composé hétérocyclique contenant de l'azote et sel de celui-ci et herbicide à usage agricole et horticole
WO2011077514A1 (fr) 2009-12-22 2011-06-30 三井化学アグロ株式会社 Composition permettant de lutter contre des maladies végétales et procédé de lutte contre des maladies végétales par application de la composition
WO2011081174A1 (fr) 2010-01-04 2011-07-07 日本曹達株式会社 Compose heterocyclique contenant de l'azote et germicide agricole/horticole
WO2011135833A1 (fr) 2010-04-28 2011-11-03 Sumitomo Chemical Company, Limited Composition phytosanitaire et utilisation associée
WO2012084812A1 (fr) 2010-12-20 2012-06-28 Isagro Ricerca S.R.L. Amides d'aminoindanes présentant une forte activité fongicide et leurs compositions phytosanitaires
WO2012165511A1 (fr) 2011-05-31 2012-12-06 クミアイ化学工業株式会社 Procédé de lutte contre des maladies dans une plante de riz
WO2012168188A1 (fr) 2011-06-07 2012-12-13 Bayer Intellectual Property Gmbh Combinaisons de composés actifs
WO2013007767A1 (fr) 2011-07-13 2013-01-17 Basf Se Composés fongicides 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol substitués
WO2013010862A1 (fr) 2011-07-15 2013-01-24 Basf Se Composés fongicides de 2-[2-chloro-4-(4-chloro-phénoxy)-phényl]-1-[1,2,4]triazol-1-yl-éthanol substitué par alkyle
WO2013024009A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013024010A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013047441A1 (fr) 2011-09-26 2013-04-04 日本曹達株式会社 Composition bactéricide pour l'agriculture et l'horticulture
WO2013047749A1 (fr) 2011-09-29 2013-04-04 三井化学アグロ株式会社 Procédé de fabrication de dérivé de 4,4-difluoro-3,4-dihydroisoquinoléine
WO2013092224A1 (fr) 2011-12-21 2013-06-27 Basf Se Utilisation de composés de type strobilurine pour combattre des champignons phytopathogènes résistants aux inhibiteurs du site qo
WO2013116251A2 (fr) 2012-02-01 2013-08-08 E. I. Du Pont De Nemours And Company Mélanges de pyrazole fongicides
WO2013127704A1 (fr) 2012-02-27 2013-09-06 Bayer Intellectual Property Gmbh Associations de composés actifs contenant une thiazoylisoxazoline et un fongicide
WO2013162072A1 (fr) 2012-04-27 2013-10-31 Sumitomo Chemical Company, Limited Composés de tétrazolinone et leur utilisation en tant que pesticides
CN103387541A (zh) 2012-05-10 2013-11-13 中国中化股份有限公司 一种取代吡唑醚类化合物的制备方法
WO2013184734A1 (fr) 2012-06-08 2013-12-12 Bristol-Myers Squibb Company Inhibiteurs macrocycliques du facteur viia
WO2014060177A1 (fr) 2012-10-16 2014-04-24 Syngenta Participations Ag Compositions fongicides
WO2014102233A1 (fr) 2012-12-27 2014-07-03 F. Hoffmann-La Roche Ag Inhibiteurs de comt
US20160083401A1 (en) 2013-05-11 2016-03-24 Merck Patent Gmbh Arylquinazolines
WO2015065922A1 (fr) 2013-10-28 2015-05-07 Dexcom, Inc. Dispositifs utilisés en relation avec une surveillance continue de substances à analyser pour fournir une ou plusieurs notifications à un utilisateur, et procédés associés
EP2865265A1 (fr) 2014-02-13 2015-04-29 Bayer CropScience AG Combinaisons de composés actifs comprenant des composés phénylamidine et agents de lutte biologique
CN107879989A (zh) 2017-11-29 2018-04-06 河南龙湖生物技术有限公司 具有生物活性的3,4,5‑取代苯并二氮卓2‑酮类药物分子及其制备方法
WO2021071821A1 (fr) 2019-10-07 2021-04-15 D.E. Shaw Research, Llc Composés aromatiques d'arylméthylène en tant que bloqueurs des canaux d'agitateur potassique kv1.3
WO2022243111A1 (fr) * 2021-05-18 2022-11-24 Basf Se Nouvelles pyridines substituées utilisées comme fongicides

Non-Patent Citations (14)

* Cited by examiner, † Cited by third party
Title
"Technical Monograph", May 2008, CROPLIFE INTERNATIONAL, article "Catalogue of pesticide formulation types and international coding system"
CAN. J. PLANT SCI., vol. 48, no. 6, 1968, pages 587 - 94
CATAL, COMMUN, vol. 10, no. 14, 2009, pages 1948 - 1951
CHEM. EUR.J., vol. 21, no. 38, 2015, pages 13344 - 13356
CHINESE SCIENCE BULLETIN, vol. 55, no. 25, 2010, pages 2817 - 2819
DALTON TRANS., vol. 47, 2018, pages 11882 - 11887
INORGANICA CHIMICA ACTA, vol. 382, 2012, pages 72 - 78
J. MED. CHEM., vol. 56, 2013, pages 10158 - 10170
KNOWLES: "Agrow Reports DS243", 2005, T&F INFORMA, article "New developments in crop protection product formulation"
KNOWLES: "Agrow Reports DS256", 2006, T&F INFORMA UK, article "Adjuvants and additives"
MCCUTCHEON'S: "Emulsifiers & Detergents, McCutcheon's Directories", vol. 1, 2008, GLEN ROCK
MOLLETGRUBEMANN: "Formulation technology", 2001, WILEY VCH
PHOSPHORUS SULFUR SILICON RELAT. ELEM, vol. 195, 2020, pages 181 - 193
R.S. COLBY: "Calculating synergistic and antagonistic responses of herbicide combinations", WEEDS, vol. 15, 1967, pages 20 - 22, XP001112961

Similar Documents

Publication Publication Date Title
WO2021249800A1 (fr) Composés de [1,2,4]triazole substitués utilisés en tant que fongicides
WO2022106304A1 (fr) Compositions comprenant du méfentrifluconazole
WO2023072671A1 (fr) Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo ix
US11917995B2 (en) Fungicidal compositions of mefentrifluconazole
EP4618761A1 (fr) Mélange fongicide contenant des pyridines substituées
EP4608802A1 (fr) Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo xv
WO2022017836A1 (fr) Compositions fongicides comprenant du (r)-2-[4-(4-chlorophénoxy)-2-(trifluorométhyl)phényl]-1-(1,2,4-triazol-1-yl)propan-2-ol
EP4018830A1 (fr) Mélanges pesticides
US11839214B2 (en) Fungicidal mixture comprising substituted pyridines
EP3939961A1 (fr) Composés de type strobilurine et leur utilisation pour lutter contre les champignons phytopathogènes
WO2023072672A1 (fr) Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo xi
WO2023072670A1 (fr) Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo x
AU2023381249A1 (en) Fungicidal mixture comprising substituted pyridines
EP3903583A1 (fr) Utilisation de composés de type strobilurine pour lutter contre les champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine mitochondriale du cytochrome b conférant une résistance aux inhibiteurs qo iii
EP3903582A1 (fr) Utilisation de composés de type strobilurine pour lutter contre les champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine mitochondriale du cytochrome b conférant une résistance aux inhibiteurs qo ii
EP3903581A1 (fr) Utilisation de composés de type strobilurine pour lutter contre les champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine mitochondriale du cytochrome b conférant une résistance aux inhibiteurs i de qo
EP4094579A1 (fr) Mélanges de pesticides comprenant le métyltétraprole
WO2026057374A1 (fr) Mélange fongicide contenant des composés de dihydrobenzothiazépiniques substitués par pyridyle/pyrazidyle
EP3730489A1 (fr) Composés hétéroaryles utilisés comme fongicides agrochimiques
WO2025078183A1 (fr) Mélange fongicide contenant des quinoléines quinazolyle substituées
AU2024358203A1 (en) Fungicidal mixture comprising substituted pyridines
WO2024165343A1 (fr) Nouveaux composés de quinoléine substitués pour lutter contre des champignons phytopathogènes
WO2024104818A1 (fr) Benzodiazépines substituées utilisées comme fongicides
EP4619392A1 (fr) Benzodiazépines substituées utilisées comme fongicides
WO2026021911A1 (fr) Nouveaux composés de benzothiazine pyridine substitués pour lutter contre des champignons phytopathogènes