WO2022238157A1 - Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles - Google Patents

Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles Download PDF

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Publication number
WO2022238157A1
WO2022238157A1 PCT/EP2022/061683 EP2022061683W WO2022238157A1 WO 2022238157 A1 WO2022238157 A1 WO 2022238157A1 EP 2022061683 W EP2022061683 W EP 2022061683W WO 2022238157 A1 WO2022238157 A1 WO 2022238157A1
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Prior art keywords
methyl
phenyl
compound
mixtures
trifluoromethyl
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PCT/EP2022/061683
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French (fr)
Inventor
Markus Gewehr
Jurith Montag
Lutz Brahm
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Basf Se
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Priority to BR112023023592A priority Critical patent/BR112023023592A2/en
Priority to EP22726714.3A priority patent/EP4337012A1/en
Publication of WO2022238157A1 publication Critical patent/WO2022238157A1/en

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    • 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
    • A01N43/82—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 five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/52—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides

Definitions

  • Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
  • the present invention relates to fungicidal mixtures comprising at least one substituted 3- phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles ( compounds I) and compound II; to a method for controlling phytopathogenic harmful fungi, comprising treating the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack with an effective amount of mixtures comprising compounds I and compound II; to the non-therapeutic use of mixtures comprising compounds I and compound II for controlling phytopathogenic harmful fungi; to agrochemical compositions comprising these mixtures; and to agrochemical compositions further comprising seed.
  • the present invention relates to a fungicidal mixture
  • a fungicidal mixture comprising as active component 1) at least one compound, or an /V-oxide, or an agriculturally useful salt thereof, selected from the group consisting of
  • the compounds 1-1 and I-2 defined above for component 1) is herein collectively referred to as “compounds of the formula I” or “compounds I”.
  • the compounds for component 3) selected from groups A) to O), as defined herein below, is herein collectively referred to as “compounds of the formula IN” or “compounds III”.
  • oxadiazole fungicides 1-1 and I-2 their fungicidal action and methods for preparing them are known e.g. from WO 2015/185485, WO 2017/211649 and WO 2013/008162.
  • Compound II its preparation and use as a fungicide is known from: WO 2016202742, WO 2018109002, WO 2018108977, WO 202169704, WO 202169706, WO 202169707 and WO 2021069702.
  • Practical agricultural experience has shown that the repeated and exclusive application of an individual active compound in the control of harmful fungi leads in many cases to a rapid selection of those fungus strains which have developed natural or adapted resistance against the active compound in question. Effective control of these fungi with the active compound in question is then no longer possible.
  • mixtures of different active compounds are conventionally employed for controlling harmful fungi.
  • active compounds having different mechanisms of action it is possible to ensure successful control over a relatively long period of time.
  • compositions comprising at least one compound I and compound II.
  • the term “mixture” in the context of the present invention shall mean a physical mixture of the components prior to application or the result of a simultaneous, i.e. joint or separate, application of a compound I and of a compound II on the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack.
  • Compounds I and/or the compounds II can be present in different crystal modifications, which may differ in biological activity.
  • 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 CrC4-alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, and s
  • Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate, hydrogen- phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of CrC4-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 present invention relates to mixtures, wherein active component 1) comprises compound 1-1. In another embodiment the present invention relates to mixtures, wherein active component 1) is compound 1-1 and active component 2) is compound II. In one embodiment the present invention relates to mixtures, wherein active component 1) comprises compound I-2. In another embodiment the present invention relates to mixtures, wherein active component 1) is compound I-2 and active component 2) is compound II.
  • the ratio by weight of component 1) and compound II in binary mixtures is from 500:1 to 1 :500, 100:1 to 1:100, 1:1 to 1 :100, or 100:1 to 1:1 ; preferably from 50:1 to 1:50; more preferably from 20:1 to 1 :20, 1:1 to 1 :20, or 20:1 to 1 :1 , most preferably from 5:1 to 1 :5, 1:1 to 1:5, 5:1 to 1 :1 , 3:1 to 1:3, 1 :1 to 1.3, 3:1 to 1:1 , 2:1 to 1 :2, or 1:1 to 1 :2.
  • the scope of the present invention includes mixtures of the (R)- and (S)-isomers and the racemates of compounds having one or more chiral centers.
  • atrope isomers of active compounds I, II and/or III may be present. They also form part of the subject matter of the invention.
  • the present invention relates to fungicidal mixtures M.1 to M.30 that are each identified in one row of table M below, wherein component 1) and component 2) are identified together with their relative amounts (weight ratio).
  • the amount of compound 1-1 in mixtures M.1 to M.15 is in the range between 80 and 150 g/ha, preferably 100 g/ha.
  • the amount of compound 1-1 in mixtures M.1 to M.15 is in the range between 70 and 150 g/ha, preferably 100 g/ha.
  • the amount of compound I-2 in mixtures M.16 to M.30 is in the range between 70 and 100 g/ha, preferably 85 g/ha.
  • the binary mixtures above comprise, besides at least one compound I as component 1) and at least one compound II as component 2), additionally at least one further active compound III as component 3) resulting in a ternary mixture.
  • one embodiment of the invention relates to ternary mixtures comprising, as active component 1) at least one active compound selected from the group consisting of 1-1 and I-2 as defined herein above, or an /V-oxide, or an agriculturally useful salt thereof; and as active component 2) compound II, or an /V-oxide, or an agriculturally useful salt thereof; and as active component 3) at least one active compound III selected from the groups A) to O), or an N-oxide, or an agriculturally useful salt thereof:
  • Inhibitors of complex III at Q 0 site azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)- 2-methoxyi
  • Delta 14- reductase inhibitors aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8);
  • Nucleic acid synthesis inhibitors phenylamides or acyl amino acid fungicides 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); other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin- 4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro-
  • M Growth regulators abscisic acid (M.1.1), amidochlor, ancymidol, 6-benzylaminopurine, brassinolide, butralin, chlormequat, chlormequat chloride, choline chloride, cyclanilide, daminozide, dikegulac, dimethipin, 2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid , maleic hydrazide, mefluidide, mepiquat, mepiquat chloride, naphthaleneacetic acid, A/-6-benzyladenine, paclobutrazol, prohexadione, prohexadione-calcium, prohydrojasmon, thidiazuron, triapenthenol, tributyl phosphorotrithioate
  • Lipid biosynthesis inhibitors alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop- methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop- butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P- methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-e
  • N.2 ALS inhibitors amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethamet- sulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron- methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, metazo- sulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthos
  • Photosynthesis inhibitors amicarbazone; chlorotriazine; ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn.hexazinone, metribuzin, prometon, prometryn, pro- pazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn, trietazin; chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron, thiadiazuron, desmedipham, karbutilat, phenmedipham, phenmedipham-ethyl, bromofenoxim, bromoxynil and
  • N.4 protoporphyrinogen-IX oxidase inhibitors acifluorfen, acifluorfen-sodium, azafenidin, ben- carbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlor- methoxyfen, cinidon-ethyl, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-e
  • N.5 Bleacher herbicides beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3-trifluoromethyhphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (180608-33-7); benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquintrione, isoxaflutole, mesotrione, pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone; aclonifen, amitrole, flumeturon;
  • N.6 EPSP synthase inhibitors glyphosate, glyphosate-isopropylammonium, glyposate- potassium, glyphosate-trimesium (sulfosate);
  • Glutamine synthase inhibitors bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P, glufosinate-ammonium;
  • Mitosis inhibitors benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pen- dimethalin, prodiamine, trifluralin; amiprophos, amiprophos-methyl, butamiphos; chlorthal, chlorthal-dimethyl, dithiopyr, thiazopyr, propyzamide, tebutam; carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, propham;
  • N.10 VLCFA inhibitors acetochlor, alachlor, butachlor, dimethachlor, dimethenamid, dimethen- amid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, prop- isochlor, thenylchlor, flufenacet, mefenacet, diphenamid, naproanilide, napropamide, napro- pamide-M, fentrazamide, anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, isoxazoline compounds of the formulae 11.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9
  • N.11 Cellulose biosynthesis inhibitors chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam, 1-cyclohexyl-5-pentafluorphenyloxy-14-[1 ,2,4,6]thiatriazin-3-ylamine (175899-01-1);
  • N.12 Decoupler herbicides dinoseb, dinoterb, DNOC and its salts;
  • N.13 Auxinic herbicides 2,4-D and its salts and esters, clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (943832-60-8); MCPA and its salts and esters, MCPA- thioethyl, MCPB and
  • N.14 Auxin transport inhibitors diflufenzopyr, diflufenzopyr-sodium, naptalam, naptalam- sodium;
  • Acetylcholine esterase (AChE) inhibitors aldicarb (0.1.1), alanycarb (0.1.2), bendiocarb (0.1.3), benfuracarb (0.1.4), butocarboxim (0.1.5), butoxycarboxim (0.1.6), carbaryl (0.1.7), carbofuran (0.1.8), carbosulfan (0.1.9), ethiofencarb (0.1.10), fenobucarb (0.1.11), formetanate (0.1.12), furathiocarb (0.1.13), isoprocarb (0.1.14), methiocarb (0.1.15), methomyl (0.1.16), metolcarb (0.1.17), oxamyl (0.1.18), pirimicarb (0.1.19), propoxur (0.1.20), thiodicarb (0.1.21), thiofanox (0.1.22), trimethacarb (0.1.23), XMC (0.1.24), xylylcarb
  • GABA-gated chloride channel antagonists endosulfan (0.2.1), chlordane (0.2.2), ethiprole (0.2.3), fipronil (0.2.4), flufiprole (0.2.5), pyrafluprole (0.2.6), pyriprole (0.2.7);
  • Nicotinic acetylcholine receptor agonists acetamiprid (0.4.1), clothianidin (0.4.2), cycloxaprid (0.4.3), dinotefuran (0.4.4), imidacloprid (0.4.5), nitenpyram (0.4.6), thiacloprid (0.4.7), thiamethoxam (0.4.8), 4,5-dihydro-/V-nitro-1-(2-oxiranylmethyl)-1/-/-imidazol-2-amine (0.4.9), (2E)-1-[(6-chloropyridin-3-yl)methyl]-/V’-nitro-2-pentylidenehydrazinecarboximidamide (0.4.10), 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7- hexahydroimidazo[1,2-a]pyridine (0.4.11), nicotine (0.4.12), s
  • Nicotinic acetylcholine receptor allosteric activators spinosad (0.5.1), spinetoram (0.5.2); 0.6 Chloride channel activators: abamectin (0.6.1), emamectin benzoate (0.6.2), ivermectin (0.6.3), lepimectin (0.6.4), milbemectin (0.6.5);
  • 0.8 miscellaneous non-specific (multi-site) inhibitors methyl bromide (0.8.1) and other alkyl halides, chloropicrin (0.8.2), sulfuryl fluoride (0.8.3), borax (0.8.4), tartar emetic (0.8.5);
  • 0.9 Chordotonal organ TRPV channel modulators pymetrozine (0.9.1), pyrifluquinazon (0.9.2), flonicamid (0.9.3);
  • Mite growth inhibitors clofentezine (0.10.1), hexythiazox (0.10.2), diflovidazin (0.10.3), etoxazole (0.10.4);
  • Bacillus thuringiensis Bacillus sphaericus and the insecticdal proteins they produce: Bacillus thuringiensis subsp. Israelensis (0.11.1), Bacillus sphaericus (0.11.2), Bacillus thuringiensis subsp. aizawai (0.11.3), Bacillus thuringiensis subsp. kurstaki (0.11.4), Bacillus thuringiensis subsp.
  • Inhibitors of mitochondrial ATP synthase diafenthiuron (0.12.1), azocyclotin (0.12.2), cyhexatin (0.12.3), fenbutatin oxide (0.12.4), propargite (0.12.5), tetradifon (0.12.6);
  • Nicotinic acetylcholine receptor (nAChR) channel blockers bensultap (0.14.1), cartap hydrochloride (0.14.2), thiocyclam (0.14.3), thiosultap sodium (0.14.4);
  • Inhibitors of the chitin biosynthesis type 0 bistrifluron (0.15.1), chlorfluazuron (0.15.2), diflubenzuron (0.15.3), flucycloxuron (0.15.4), flufenoxuron (0.15.5), hexaflumuron (0.15.6), lufenuron (0.15.7), novaluron (0.15.8), noviflumuron (0.15.9), teflubenzuron (0.15.10), triflumuron (0.15.11);
  • Inhibitors of the chitin biosynthesis type 1 buprofezin (0.16.1);
  • Ecdyson receptor agonists methoxyfenozide (0.18.1), tebufenozide (0.18.2), halofenozide (0.18.3), fufenozide (0.18.4), chromafenozide (0.18.5);
  • Octopamin receptor agonists amitraz (0.19.1);
  • Mitochondrial complex III electron transport inhibitors hydramethylnon (0.20.1), acequinocyl (0.20.2), fluacrypyrim (0.20.3), bifenazate (0.20.4);
  • Mitochondrial complex I electron transport inhibitors fenazaquin (0.21.1), fenpyroximate (0.21.2), pyrimidifen (0.21.3), pyridaben (0.21.4), tebufenpyrad (0.21.5), tolfenpyrad (0.21.6), rotenone (0.21.7);
  • indoxacarb (0.22.1), metaflumizonev (0.22.2), 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-/ ⁇ /-[4- (difluoromethoxy)phenyl]-hydrazinecarboxamide (0.22.3), A/-(3-chloro-2-methylphenyl)-2-[(4- chlorophenyl)-[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide (0.22.4);
  • Inhibitors of the of acetyl CoA carboxylase spirodiclofen (0.23.1), spiromesifen (0.23.2), spirotetramat (0.23.3), spiropidion (0.23.4);
  • Mitochondrial complex IV electron transport inhibitors aluminium phosphide (0.24.1), calcium phosphide (0.24.2), phosphine (0.24.3), zinc phosphide (0.24.4), cyanide (0.24.5); 0.25 Mitochondrial complex II electron transport inhibitors: cyenopyrafen (0.25.1), cyflumetofen (0.25.2);
  • insecticidal active compounds of unknown or uncertain mode of action afidopyropen (0.28.1), afoxolaner (0.28.2), azadirachtin (0.28.3), amidoflumet (0.28.4), benzoximate (0.28.5), broflanilide (0.28.6), bromopropylate (0.28.7), chinomethionat (0.28.8), cryolite (0.28.9), dicloromezotiaz (0.28.10), dicofol (0.28.11), flufenerim (0.28.12), flometoquin (0.28.13), fluensulfone (0.28.14), fluhexafon (0.28.15), fluopyram (0.28.16), fluralaner (0.28.17), metoxadiazone (0.28.18), piperonyl butoxide (0.28.19), pyflubumide (0.28.20), pyridalyl (0.28.21), tioxazaf
  • component 3 The active substances referred to as component 3), 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.
  • T1-1 to T1-738 listed in Table T1 below relate to ternary mixtures comprising as active components binary mixture M.1 of table M, and one compound III selected from the groups A) to O) as defined herein (component 3), for example, being (A.1.1) or azoxystrobin, in embodiment T1-1).
  • T1-1 M.1 + (A.1.1), T1-2: M.1 + (A.1.2), T1-3: M.1 + (A.1.3), T1-4: M.1 + (A.1.4), T1-5: M.1 + (A.1.5), T1-6: M.1 + (A.1.6), T1-7: M.1 + (A.1.7), T1-8: M.1 + (A.1.8), T1-9: M.1 + (A.1.9), T1-10: M.1 + (A.1.10), T1-11: M.1 + (A.1.11), T1-12: M.1 + (A.1.12), T1-13: M.1 + (A.1.13), T1-14: M.1 + (A.1.14), T1-15: M.1 + (A.1.15), T1-16: M.1 + (A.1.16), T1-17: M.1 + (A.1.17), T1-18: M.1 + (A.1.18), T1-19: M.1 + (A.1.1
  • T1-56 M.1 + (A.3.22)
  • T1-57 M.1 + (A.3.23)
  • T1-58 M.1 + (A.3.24)
  • T1-59 M.1 +
  • T1-60 M.1 + (A.3.26)
  • T1-61 M.1 + (A.3.27)
  • T1-62 M.1 + (A.3.28)
  • T1-63 M.1 +
  • T1-64 M.1 + (A.3.31)
  • T1-65 M.1 + (A.3.32)
  • T1-66 M.1 + (A.3.33)
  • T1-67 M.1 +
  • T1-68 M.1 + (A.3.35)
  • T1-69 M.1 + (A.3.36)
  • T1-70 M.1 + (A.3.37)
  • T1-71 M.1 +
  • T1-72 M.1 + (A.3.39)
  • T1-73 M.1 + (A.4.1)
  • T1-74 M.1 + (A.4.2)
  • T1-75 M.1 + (A.4.3)
  • T1-76 M.1 + (A.4.4)
  • T1-77 M.1 + (A.4.5)
  • T1-78 M.1 + (A.4.6)
  • T1-79 M.1 + (A.4.7)
  • T1-80
  • T1-94 M.1 + (B.1.9), T1-94: M.1 + (B.1.10), T1-95: M.1 + (B.1.11), T1-96: M.1 + (B.1.12), T1-97: M.1 + (B.1.13), T1-98: M.1 + (B.1.14), T1-99: M.1 + (B.1.15), T1-100: M.1 + (B.1.16), T1-101: M.1 + (B.1.17), T1-102: M.1 + (B.1.18), T1-103: M.1 + (B.1.19), T1-104: M.1 + (B.1.20), T1-105: M.1 +
  • T1-106 M.1 + (B.1.22)
  • T1-107 M.1 + (B.1.23)
  • T1-108 M.1 + (B.1.24)
  • T1-109 M.1 +
  • T1-110 M.1 + (B.1.26)
  • T1-111 M.1 + (B.1.27)
  • T1-112 M.1 + (B.1.28)
  • T1-113 M.1 +
  • T1-114 M.1 + (B.1.30), T1-115: M.1 + (B.1.31), T1-116: M.1 + (B.1.32), T1-117: M.1 +
  • T1-118 M.1 + (B.1.38)
  • T1-119 M.1 + (B.1.39)
  • T1-120 M.1 + (B.1.40)
  • T1-121 M.1 +
  • T1-122 M.1 + (B.1.42)
  • T1-123 M.1 + (B.1.43)
  • T1-124 M.1 + (B.1.44)
  • T1-125 M.1 +
  • T1-130 M.1 + (B.1.50)
  • T1-131 M.1 + (B.1.51)
  • T1-132 M.1 + (B.1.52)
  • T1-133 M.1 +
  • T 1 - 134 M.1 + (B.2.2), T1-135: M.1 + (B.2.3), T1-136: M.1 + (B.2.4), T1-137: M.1 + (B.2.5), T1-138: M.1 + (B.2.6), T1-139: M.1 + (B.2.7), T1-140: M.1 + (B.2.8), T1-141: M.1 + (B.3.1), T 1 - 142 : M.1 + (B.4.1), T1-143: M.1 + (C.1.1), T1-144: M.1 + (C.1.2), T1-145: M.1 + (C.1.3), T1-146: M.1 + (C.1.4), T1-147: M.1 + (C.1.5), T1-148: M.1 + (C.1.6), T1-149: M.1 + (C.1.7), T1-150: M.1 + (C.2.1), T1-151: M.1 + (B.
  • T1-303 M.1 + (K.1.24)
  • T1-304 M.1 + (K.1.25)
  • T1-305 M.1 + (K.1.26)
  • T1-306 M.1 +
  • T1-307 M.1 + (K.1.28)
  • T1-308 M.1 + (K.1.29)
  • T1-309 M.1 + (K.1.30)
  • T1-310 M.1 +
  • T1-311 M.1 + (K.1.32)
  • T1-312 M.1 + (K.1.33)
  • T1-313 M.1 + (K.1.34)
  • T1-314 M.1 +
  • T1-319 M.1 + (K.1.40)
  • T1-320 M.1 + (K.1.41)
  • T1-321 M.1 + (K.1.42)
  • T1-322 M.1 +
  • T1-323 M.1 + (K.1.44)
  • T1-324 M.1 + (K.1.45)
  • T1-325 M.1 + (K.1.46)
  • T1-326 M.1 +
  • T 1-362 M.1 + (0.1.29), T1-363: M.1 + (0.1.30), T1-364: M.1 + (0.1.31), T1-365: M.1 + (0.1.32), T1-366: M.1 + (0.1.33), T1-367: M.1 + (0.1.34), T1-368: M.1 + (0.1.35), T1-369: M.1 + (0.1.36), T1-370: M.1 + (0.1.37), T1-371 : M.1 + (0.1.38), T1-372: M.1 + (0.1.39), T1-373:
  • T1-412 M.1 + (0.1.78), T1-412: M.1 + (0.1.79), T1-413: M.1 + (0.1.80), T1-414: M.1 + (0.1.81), T1- 415: M.1 + (0.1.82), T1-416: M.1 + (0.1.83), T1-417: M.1 + (0.1.84), T1-418: M.1 + (0.1.85), T1-419: M.1 + (0.1.86), T1-420: M.1 + (0.1.87), T1-421 : M.1 + (0.1.88), T1-422: M.1 + (0.1.89), T1-423: M.1 + (0.1.90), T1-424: M.1 + (0.1.91), T1-425: M.1 + (0.2.1), T1-426: M.1 + (0.2.2), T1-427: M.1 + (0.2.3), T1-428: M.1 + (0.2.4), T1-429: M.1 + (0.2.5), T1-430: M.1 + (0.
  • T1-451 M.1 + (0.3.20)
  • T1-452 M.1 + (0.3.21)
  • T1-453 M.1 + (0.3.22)
  • T1- 454 M.1 + (0.3.23)
  • T1-455 M.1 + (0.3.24)
  • T1-456 M.1 + (0.3.25)
  • T1-457 M.1 + (0.3.26)
  • T1-458 M.1 + (0.3.27)
  • T1-459 M.1 + (0.3.28)
  • T1-460 M.1 + (0.3.29)
  • T1-461 M.1 +
  • T 1-462 M.1 + (0.3.31)
  • T1-463 M.1 + (0.3.32)
  • T1-464 M.1 + (0.3.33)
  • T1-465 M.1 + (0.3.34)
  • T 1-466 M.1 + (0.3.35)
  • T1-467 M.1 + (0.3.36)
  • T1-468 M.1 + (0.3.37)
  • T1-469 T1-469:
  • T1-470 M.1 + (0.3.38), T1-470: M.1 + (0.3.39), T1-471: M.1 + (0.3.40), T1-472: M.1 + (0.3.41), T1- 473: M.1 + (0.3.42), T1-474: M.1 + (0.3.43), T1-475: M.1 + (0.3.44), T1-476: M.1 + (0.3.45), T1-477: M.1 + (0.3.46), T1-478: M.1 + (0.3.47), T1-479: M.1 + (0.3.48), T1-480: M.1 +
  • T1-481 M.1 + (0.3.50), T1-482: M.1 + (0.3.51), T1-483: M.1 + (0.3.52), T1-484: M.1 + (0.4.1), T1-485: M.1 + (0.4.2), T1-486: M.1 + (0.4.3), T1-487: M.1 + (0.4.4), T1-488: M.1 + (0.4.5), T1-489: M.1 + (0.4.6), T1-490: M.1 + (0.4.7), T1-491 : M.1 + (0.4.8), T1-492: M.1 + (0.4.9), T1-493: M.1 + (0.4.10), T1-494: M.1 + (0.4.11), T1-495: M.1 + (0.4.12), T1-496: M.1 + (0.4.13), T1-497: M.1 + (0.4.14), T1-498: M.1 + (0.4.15), T1-499: M.1 + (0.5.1), T1-500: M.1 + (0.5.
  • T1-505 M.1 + (0.6.5)
  • T1-506 M.1 + (0.7.1)
  • T1-507 M.1 + (0.7.2)
  • T1-508 M.1 +
  • T1-509 M.1 + (0.7.4)
  • T1-510 M.1 + (0.7.5)
  • T1-511 M.1 + (0.8.1)
  • T1-512 M.1 +
  • T1-513 M.1 + (0.8.3)
  • T1-514 M.1 + (0.8.4)
  • T1-515 M.1 + (0.8.5)
  • T1-516 M.1 +
  • T1-517 M.1 + (0.9.2)
  • T1-518 M.1 + (0.9.3)
  • T1-519 M.1 + (0.10.1)
  • T1-520 M.1 + (0.10.2)
  • T1-524 M.1 + (0.11.2)
  • T1-526 M.1 + (0.11.4)
  • T1-527 M.1 + (0.11.5)
  • T1-529 M.1 + (0.11.7), T1-530: M.1 + (0.11.8), T1-531: M.1 + (0.11.9), T1- 532: M.1 + (0.11.10), T1-533: M.1 + (0.11.11), T1-534: M.1 + (0.11.12), T1-535: M.1 + (0.11.13), T1-536: M.1 + (0.12.1), T1-537: M.1 + (0.12.2), T1-538: M.1 + (0.12.3), T1-539: M.1 + (0.12.4), T1-540: M.1 + (0.12.5), T1-541 : M.1 + (0.12.6), T1-542: M.1 + (0.13.1), T1-543:
  • T1-544 M.1 + (0.13.3), T1-545: M.1 + (0.14.1), T1-546: M.1 + (0.14.2), T1- 547: M.1 + (0.14.3), T1-548: M.1 + (0.14.4), T1-549: M.1 + (0.15.1), T1-550: M.1 + (0.15.2), T1-551 : M.1 + (0.15.3), T1-552: M.1 + (0.15.4), T1-553: M.1 + (0.15.5), T1-554: M.1 +
  • T1-555 M.1 + (0.15.7)
  • T1-556 M.1 + (0.15.8)
  • T1-557 M.1 + (0.15.9)
  • T1-558 M.1 + (0.15.10)
  • T1-559 M.1 + (0.15.11)
  • T1-560 M.1 + (0.16.1)
  • T1-561 M.1 + (0.17.1)
  • T1-562 M.1 + (0.18.1)
  • T1-563 M.1 + (0.18.2)
  • T1-564 M.1 + (0.18.3)
  • T1- 566 M.1 + (0.18.5)
  • T1-568 M.1 + (0.20.1)
  • T1-569 M.1 + (0.20.2)
  • T1-570 M.1 + (0.20.3)
  • T1-571 M.1 + (0.20.4)
  • T1-572 M.1 +
  • T1-574 M.1 + (0.21.3)
  • T1-575 M.1 + (0.21.4)
  • T1-576 M.1 + (0.21.5)
  • T1-577 M.1 + (0.21.6)
  • T1-578 M.1 + (0.21.7)
  • T1-579 M.1 + (0.22.1)
  • T1-580 M.1 + (0.22.2)
  • T1-581 M.1 + (0.21.2)
  • T1-582 M.1 + (0.22.4)
  • T1-583 M.1 + (0.23.1)
  • T1-584 M.1 + (0.23.2)
  • T1- 585 M.1 + (0.23.3)
  • T1-586 M.1 + (0.23.4)
  • T1-588 M.1 + (0.24.2)
  • T1-589 M.1 + (0.24.3)
  • T1-591 M.1 + (0.24.5)
  • T1-592 M.1 +
  • T1-593 M.1 + (0.25.2), T1-594: M.1 + (0.26.1), T1-595: M.1 + (0.26.2), T1-596: M.1 + (0.26.3), T1-597: M.1 + (0.26.4), T1-598: M.1 + (0.26.5), T1-599: M.1 + (0.26.6), T1-600:
  • T 1-652 M.1 + (0.28.51)
  • T1-653 M.1 + (0.28.52)
  • T1-654 M.1 + (0.28.53)
  • T1-655 M.1 + (0.28.54)
  • T 1-656 M.1 + (0.28.55)
  • T1-657 M.1 + (0.28.56)
  • T1-658 M.1 + (0.28.57)
  • T1-659 M.1 + (0.28.58)
  • T 1-660 M.1 + (0.28.59)
  • T1-661 M.1 + (0.28.60
  • T1-662 M.1 + (0.28.61)
  • T1-701 M.1 + (K.1.67)
  • T1-702 M.1 + (K.1.68)
  • T1-703 M.1 + (K.1.69)
  • T1-704 M.1 +
  • T1-705 M.1 + (K.1.71)
  • T1-706 M.1 + (K.1.72)
  • T1-707 M.1 + (K.1.73)
  • T1-708 M.1 +
  • T1-709 M.1 + (K.1.75)
  • T1-710 M.1 + (K.1.76)
  • T1-711 M.1 + (K.1.77)
  • T1-712 M.1 +
  • T1-713 M.1 + (K.1.79)
  • T1-714 M.1 + (K.1.80)
  • T1-715 M.1 + (K.1.81)
  • T1-716 M.1 +
  • T1-717 M.1 + (K.1.83)
  • T1-718 M.1 + (K.1.84)
  • T1-719 M.1 + (K.1.85)
  • T1-720 M.1 +
  • T1-721 M.1 + (K.1.87)
  • T1-722 M.1 + (K.1.88)
  • T1-723 M.1 + (K.1.89)
  • T1-724 M.1 +
  • T1-725 M.1 + (K.1.91)
  • T1-726 M.1 + (K.1.92)
  • T1-727 M.1 + (K.1.93)
  • T1-728 M.1 +
  • T1-729 M.1 + (K.1.95)
  • T1-730 M.1 + (K.1.96)
  • T1-731 M.1 + (K.1.97)
  • T1-732 M.1 +
  • T1-733 M.1 + (K.1.99)
  • T1-734 M.1 + (K.1.100)
  • T1-735 M.1 + (K.1.101)
  • T1-736 M.1 + (K.1.101)
  • the present invention relates to ternary mixtures depicted in tabes T2 to T30: Table T2: mixtures T2-1 to T2-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.2.
  • Table T3 mixtures T3-1 to T3-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.3.
  • Table T4 mixtures T4-1 to T4-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.4.
  • Table T5 mixtures T5-1 to T5-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.5.
  • Table T6 mixtures T6-1 to T6-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.6.
  • Table T7 mixtures T7-1 to T7-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.7.
  • Table T8 mixtures T8-1 to T8-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.8.
  • Table T9 mixtures T9-1 to T9-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.9.
  • Table T10 mixtures T10-1 to T10-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.10.
  • Table T11 mixtures T11-1 to T11-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.11.
  • Table T12 mixtures T12-1 to T12-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.12.
  • Table T13 mixtures T13-1 to T13-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.13.
  • Table T14 mixtures T14-1 to T14-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.14.
  • Table T15 mixtures T15-1 to T15-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.15.
  • Table T16 mixtures T16-1 to T16-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.16.
  • Table T17 mixtures T17-1 to T17-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.17.
  • Table T18 mixtures T18-1 to T18-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.18.
  • Table T19 mixtures T19-1 to T19-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.19.
  • Table T20 mixtures T20-1 to T20-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.20.
  • Table T21 mixtures T21-1 to T21-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.21.
  • Table T23 mixtures T23-1 to T23-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.23.
  • Table T24 mixtures T24-1 to T24-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.24.
  • Table T25 mixtures T25-1 to T25-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.25.
  • Table T26 mixtures T26-1 to T26-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.26.
  • Table T27 mixtures T27-1 to T27-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.27.
  • Table T28 mixtures T28-1 to T28-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.28.
  • Table T29 mixtures T29-1 to T29-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.29.
  • Table T30 mixtures T30-1 to T30-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.30.
  • the amount of compound 1-1 in mixtures of Tables T1 to T30 is in the range between 70 and 150 g/ha, preferably 100 g/ha.
  • the amount of compound I-2 in mixtures of Tables T 1 to T30 is in the range between 70 and 100 g/ha, preferably 85 g/ha.
  • the mixtures described in Tables T1 to T30 comprise the active components 1), 2) and 3) in a synergistically effective amount.
  • the weight ratio of compound I and compound III in ternary mixtures is from 500:1 to 1:500, 100:1 to 1:100, 1:1 to 1:100, or 100:1 to 1:1; preferably from 50:1 to 1:50; more preferably from 20:1 to 1:20, 1:1 to 1:20, or 20:1 to 1:1, most preferably from 5:1 to 1:5, 1:1 to 1:5, 5:1 to 1:1, 3:1 to 1:3, 1:1 to 1.3, 3:1 to 1:1, 2:1 to 1:2, or 1:1 to 1:2.
  • 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 fertilizers, as pre-mix or, if appropriate, not until immediately prior to use (tank mix).
  • further active substances e. g. with herbicides, insecticides, growth regulators, fungicides or else with fertilizers, as pre-mix or, if appropriate, not until immediately prior to use (tank mix).
  • the binary and ternary mixtures and agrochemical compositions thereof according to the invention 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 genus Chytridiales,
  • 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,
  • Plasmodiophoromycetes for example but not limited to the genus Plasmodiophora
  • Zygomycetes for example, but not limited to the genus Rhizopus.
  • Some of the binary and ternary mixtures and agrochemical compositions thereof according to the invention are systemically effective and they can be used in crop protection as foliar fungicides, fungicides for seed dressing and soil fungicides. Moreover, they are suitable for controlling harmful fungi, which inter alia occur in wood or roots of plants.
  • the binary and ternary mixtures and agrochemical compositions thereof according to the invention are particularly important in the control of a multitude of phytopathogenic fungi on various cultivated plants, such as cereals, e. g. wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e. g.
  • 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 binary and ternary mixtures and agrochemical compositions thereof according to the invention is used for controlling a multitude of fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.
  • the term "cultivated 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-gmc.org/, see GM crop database therein).
  • the binary and ternary mixtures and agrochemical compositions thereof according to the invention are particularly suitable for controlling the following plant diseases: rusts on soybean and cereals (e.g.
  • powdery mildews on specialty crops and cereals e.g. Uncinula necator on vines, Erysiphe spp. on various specialty crops, Blumeria graminis on cereals
  • leaf spots on cereals, soybean and corn e.g. Septoria tritici and S. nodorum on cereals, S. glycines on soybean, Cercospora spp. on corn and soybean.
  • the mixtures and compositions as defined herein are used against Phakopsora pachyrhizi and P. meibomiae on soybeans and/or against Puccinia triticina, P. striiformis, P. hordei, P. graminis or P. recondita on wheat, barley or rye; P. coronata e.g. on oats, P. sorghi und P. polysora on corn; Puccinia spp. on other crops, e.g. P. heliathi on sunflower, P.
  • the binary and ternary mixtures and agrochemical compositions thereof according to the invention 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 binary and ternary mixtures and agrochemical compositions thereof according to the invention as such or a composition comprising at least one compound I prophylactically either at or before planting or transplanting.
  • An agrochemical composition comprises a fungicidally effective amount of a binary and ternary mixtures according to the invention.
  • effective amount denotes an amount of the composition or of the compounds I, II and III, 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 binary or ternary mixtures used.
  • the binary and ternary mixtures according to the invention can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
  • composition types are suspensions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC), pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS), pressings (e. g.
  • compositions types are defined in the “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6 th Ed. May 2008, CropLife International.
  • compositions are prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
  • 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.
  • 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 synergistic effect can be obtained, i.e. more than simple addition of the individual effects is obtained (synergistic mixtures).
  • This can be obtained by applying the binary or ternary mixture according to the invention either jointly (e. g. as tank-mix) or separately, or in succession, wherein the time interval between the individual applications is selected to ensure that the active compound applied first still occurs at the site of action in a sufficient amount at the time of application of the further active substance(s).
  • 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.
  • 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.
  • E x+y - x ⁇ y/100 E expected efficacy, expressed in % of the untreated control, when using the mixture of the active compounds A and B at the concentrations a and b x efficacy, expressed in % of the untreated control, when using the active compound A at the concentration a y efficacy, expressed in % of the untreated control, when using the active compound B at the concentration b.
  • the active compounds were formulated separately as a stock solution having a concentration of 10000 ppm in dimethyl sulfoxide. Activity against anthracnose caused by Colletotrichum orbiculare in the microtiterplate test (COLLLA).
  • 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 Colletotrichum orbiculare in an aqueous bio malt solution was then added.
  • the plates were placed in a water vapor-saturated chamber at a temperature of 18°C.
  • the MTPs were measured at 405 nm 7 days after the inoculation.
  • the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds. These percentages were converted into efficacies.
  • An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.
  • the compound was dissolved in a mixture of acetone and/or dimethylsulfoxide and the wetting agent/emulsifier Wettol, which is based on ethoxylated alkylphenoles, in a ratio (volume) solvent-emulsifier of 99 to 1 to give a total volume of 5 ml. Subsequently, water was added to total volume of 100 ml.
  • Wettol which is based on ethoxylated alkylphenoles
  • This stock solution was then diluted with the described solvent-emulsifier-water mixture to the final concentration given in the table below.
  • Leaves of potted soybean seedlings were inoculated with spores of Phakopsora pachyrhizi. To ensure the success of the artificial inoculation, the plants were transferred to a humid chamber with a relative humidity of about 95% and 20°C to 24°C for 24 hours. The next day the plants were cultivated for 2 days in a greenhouse chamber at 23°C to 27 ° C and a relative humidity between 60% and 80%. Then the plants were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below. The plants were allowed to air-dry. Then the trial plants were cultivated for 14 days in a greenhouse chamber at 23°C to 27 ° C and a relative humidity between 60% and 80%. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • Leaves of potted soybean seedlings were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below.
  • the plants were allowed to air-dry.
  • the trial plants were cultivated for 2 days in a greenhouse chamber at 23°C to 27°C and a relative humidity between 60% and 80 %.
  • the plants were inoculated with spores of Phakopsora pachyrhizi.
  • the plants were transferred to a humid chamber with a relative humidity of about 95 % and 20°C to 24°C for 24 hours.
  • the trial plants were cultivated for fourteen days in a greenhouse chamber at 23°C to 27 ° C and a relative humidity between 60% and 80 %.
  • the extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • the disease ratings (or diseased leaf area) were converted into efficacies.
  • 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.

Abstract

The present invention relates to fungicidal mixtures comprising at least one substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles ( compounds I) and compound II; to a method for controlling phytopathogenic harmful fungi, comprising treating the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack with an effective amount of mixtures comprising compounds I and compound II; to the non-therapeutic use of mixtures comprising compounds I and compound II for controlling phytopathogenic harmful fungi; to agrochemical compositions comprising these mixtures; and to agrochemical compositions further comprising seed.

Description

Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
The present invention relates to fungicidal mixtures comprising at least one substituted 3- phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles ( compounds I) and compound II; to a method for controlling phytopathogenic harmful fungi, comprising treating the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack with an effective amount of mixtures comprising compounds I and compound II; to the non-therapeutic use of mixtures comprising compounds I and compound II for controlling phytopathogenic harmful fungi; to agrochemical compositions comprising these mixtures; and to agrochemical compositions further comprising seed.
Accordingly, the present invention relates to a fungicidal mixture comprising as active component 1) at least one compound, or an /V-oxide, or an agriculturally useful salt thereof, selected from the group consisting of
1-1 : N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]benzamide,
Figure imgf000002_0001
I-2: N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide;
Figure imgf000002_0002
and as active component 2), compound II: N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N- ethyl-N-methyl-formamidine,
Figure imgf000002_0003
or an /V-oxide, or an agriculturally useful salt thereof.
The compounds 1-1 and I-2 defined above for component 1) is herein collectively referred to as “compounds of the formula I” or “compounds I”. The compounds for component 3) selected from groups A) to O), as defined herein below, is herein collectively referred to as “compounds of the formula IN” or “compounds III”.
The oxadiazole fungicides 1-1 and I-2, their fungicidal action and methods for preparing them are known e.g. from WO 2015/185485, WO 2017/211649 and WO 2013/008162.
Compound II, its preparation and use as a fungicide is known from: WO 2016202742, WO 2018109002, WO 2018108977, WO 202169704, WO 202169706, WO 202169707 and WO 2021069702. Practical agricultural experience has shown that the repeated and exclusive application of an individual active compound in the control of harmful fungi leads in many cases to a rapid selection of those fungus strains which have developed natural or adapted resistance against the active compound in question. Effective control of these fungi with the active compound in question is then no longer possible.
To reduce the risk of the selection of resistant fungus strains, mixtures of different active compounds are conventionally employed for controlling harmful fungi. By combining active compounds having different mechanisms of action, it is possible to ensure successful control over a relatively long period of time.
It is an object of the present invention to provide, with a view to effective resistance management and effective control of phytopathogenic harmful fungi, at application rates which are as low as possible, compositions which, at a reduced total amount of active compounds applied, have improved activity against the harmful fungi (synergistic mixtures) and a broadened activity spectrum, in particular for certain indications.
We have accordingly found that this object is achieved by the compositions, defined herein, comprising at least one compound I and compound II.
Moreover, we have found that simultaneous, that is joint or separate, application of a compound I and a compound II or successive application of a compound I and of compound II allows better control of harmful fungi than is possible with the individual compounds alone (synergistic mixtures). Therefore, the term “mixture” in the context of the present invention shall mean a physical mixture of the components prior to application or the result of a simultaneous, i.e. joint or separate, application of a compound I and of a compound II on the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack.
Compounds I and/or the compounds II can be present in different crystal modifications, which may differ in biological activity.
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 CrC4-alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, and sulfoxonium ions, preferably tri(Ci-C4-alkyl)sulfoxonium. Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate, hydrogen- phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of CrC4-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.
In one embodiment the present invention relates to mixtures, wherein active component 1) comprises compound 1-1. In another embodiment the present invention relates to mixtures, wherein active component 1) is compound 1-1 and active component 2) is compound II. In one embodiment the present invention relates to mixtures, wherein active component 1) comprises compound I-2. In another embodiment the present invention relates to mixtures, wherein active component 1) is compound I-2 and active component 2) is compound II.
The ratio by weight of component 1) and compound II in binary mixtures is from 500:1 to 1 :500, 100:1 to 1:100, 1:1 to 1 :100, or 100:1 to 1:1 ; preferably from 50:1 to 1:50; more preferably from 20:1 to 1 :20, 1:1 to 1 :20, or 20:1 to 1 :1 , most preferably from 5:1 to 1 :5, 1:1 to 1:5, 5:1 to 1 :1 , 3:1 to 1:3, 1 :1 to 1.3, 3:1 to 1:1 , 2:1 to 1 :2, or 1:1 to 1 :2.
The scope of the present invention includes mixtures of the (R)- and (S)-isomers and the racemates of compounds having one or more chiral centers. As a result of hindered rotation of asymmetrically substituted groups, atrope isomers of active compounds I, II and/or III may be present. They also form part of the subject matter of the invention.
In a preferred aspect the present invention relates to fungicidal mixtures M.1 to M.30 that are each identified in one row of table M below, wherein component 1) and component 2) are identified together with their relative amounts (weight ratio).
Table M
Figure imgf000004_0001
Figure imgf000004_0002
In one aspect of the present invention the amount of compound 1-1 in mixtures M.1 to M.15 is in the range between 80 and 150 g/ha, preferably 100 g/ha.
In one aspect of the present invention the amount of compound 1-1 in mixtures M.1 to M.15 is in the range between 70 and 150 g/ha, preferably 100 g/ha.
In one aspect of the present invention the amount of compound I-2 in mixtures M.16 to M.30 is in the range between 70 and 100 g/ha, preferably 85 g/ha.
It may be preferred that the binary mixtures above comprise, besides at least one compound I as component 1) and at least one compound II as component 2), additionally at least one further active compound III as component 3) resulting in a ternary mixture. Accordingly, one embodiment of the invention relates to ternary mixtures comprising, as active component 1) at least one active compound selected from the group consisting of 1-1 and I-2 as defined herein above, or an /V-oxide, or an agriculturally useful salt thereof; and as active component 2) compound II, or an /V-oxide, or an agriculturally useful salt thereof; and as active component 3) at least one active compound III selected from the groups A) to O), or an N-oxide, or an agriculturally useful salt thereof:
A) Respiration inhibitors
Inhibitors of complex III at Q0 site: azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)- 2-methoxyimino-/V-methyl-acetamide (A.1.18), pyribencarb (A.1.19), triclopyricarb/chlorodincarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21a), methyl-/V-[2-[(1,4-dimethyl-5-phenyl- pyrazol-3-yl)oxylmethyl]phenyl]-/V-methoxy-carbamate (A.1.22), metyltetrapole (A.1.25), (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]-oxy-2-methoxyimino-/V,3-dimethyl-pent-3-enamide (A.1.34), (Z,2£)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-/V,3-dimethyl-pent-3- enamide (A.1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37), 2-(ortho-((2,5-dimethylphenyl- oxymethylen)phenyl)-3-methoxy-acrylic acid methylester (A.1.38); inhibitors of complex III at Q, site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo- 1,5-dioxonan-7-yl] 2-methylpropanoate (A.2.3), fenpicoxamid (A.2.4), florylpicoxamid (A.2.5), metarylpicoxamid (A.2.6); inhibitors of complex II: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), furametpyr (A.3.10), isofetamid (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13), oxycarboxin (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16), pydiflumetofen (A.3.17), pyraziflumid (A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide (A.3.21), inpyrfluxam (A.3.22), pyrapropoyne (A.3.23), cyclobutrifluram (A.3.24), fluindapyr (A.3.28), methyl (£)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate (A.3.30), isoflucypram (A.3.31), 2-(difluoromethyl)-/V-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)-/V-[(3R)-1 ,1,3-trimethylindan-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)-/V-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.34), 2- (difluoromethyl)-/V-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2- (difluoromethyl)-/V-(1 ,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2- (difluoromethyl)-/V-[(3R)-1 ,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2- (difluoromethyl)-/V-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2- (difluoromethyl)-/V-[(3R)-3-isobutyl-1 ,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.39); other respiration inhibitors: diflumetorim (A.4.1); nitrophenyl derivates: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometal compounds: fentin salts, e. g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.11); silthiofam (A.4.12);
B) Sterol biosynthesis inhibitors (SBI fungicides) C14 demethylase inhibitors: triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromu- conazole (B.1.3), cyproconazole (B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), diniconazole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusilazole (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobutrazole (B.1.20), penconazole (B.1.21), propiconazole (B.1.22), prothioconazole (B.1.23), simeconazole (B.1.24), tebuconazole (B.1.25), tetraconazole (B.1.26), triadimefon (B.1.27), triadimenol (B.1.28), triticonazole (B.1.29), uniconazole (B.1.30), 2-(2,4- difluorophenyl)-1 ,1-difluoro-3-(tetrazol-1-yl)-1-[5-[4-(2,2,2-trifluoroethoxy)phenyl]- 2-pyridyl]propan-2-ol (B.1.31), 2-(2,4-difluorophenyl)-1,1-difluoro-3-(tetrazol-1-yl)-
1-[5-[4-(trifluoromethoxy)phenyl]-2-pyridyl]propan-2-ol (B.1.32), fluoxytioconazole (B.1.33) ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 2-(chloromethyl)-2-methyl-5-(p- tolylmethyl)-1-(1 ,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); imidazoles: i azalil (B.1.44), pefurazoate (B.1.45), prochloraz (B.1.46), triflumizol (B.1.47); pyrimidines, pyridines, piperazines: fenarimol (B.1.49), pyrifenox (B.1.50), triforine (B.1.51), [3-(4-chloro-2-fluoro- phenyl)-5-(2,4-difluorophenyl)isoxazol-4-yl]-(3-pyridyl)methanol (B.1.52), 4-[[6-[2-(2,4- difluorophenyl)-1 ,1-difluoro-2-hydroxy-3-(1 ,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]-benzo-,nitrile (B.1.53) 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1 yl)propan-2-ol (B.1.54), 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-trhazol-1-yl)propan-2-ol (B.1.55), (2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1 ,2,4-triazol-1-yl)propan-2-ol (B.1.56), (2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (B.1.57), methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1- yl)propanoate (B.1.58), methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4- triazol-1-yl)propanoic acid (B.1.59);
Delta 14- reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2), dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8);
Inhibitors of 3-keto reductase: fenhexamid (B.3.1);
Other Sterol biosynthesis inhibitors: chlorphenomizole (B.4.1);
C) Nucleic acid synthesis inhibitors phenylamides or acyl amino acid fungicides: 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); other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 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-chlorophenylmethoxy)pyrimidin-4 amine (C.2.8);
D) Inhibitors of cell division and cytoskeleton tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), pyridachlometyl (D.1.6), A/-ethyl-2-[(3- ethynyl-8-methyl-6-quinolyl)oxy]butanamide (D.1.8), A/-ethyl-2-[(3-ethynyl-8-methyl- 6-quinolyl)oxy]-2-methylsulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/\/-(2- fluoroethyl)butanamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/\/-(2-fluoroethyl)-2- methoxy-acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/\/-propyl-butanamide (D.1.12), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy-/\/-propyl-acetamide (D.1.13), 2-[(3- ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-/\/-propyl-acetamide (D.1.14), 2-[(3-ethynyl-8- methyl-6-quinolyl)oxy]-/\/-(2-fluoroethyl)-2-methylsulfanyl-acetamide (D.1.15), 4-(2-bromo-4- fluoro-phenyl)-/\/-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine (D.1.16); other cell division inhibitors: diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), metrafenone (D.2.6), pyriofenone (D.2.7); E) Inhibitors of amino acid and protein synthesis - methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3); - protein synthesis inhibitors: blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hydrochloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.6); F) Signal transduction inhibitors - MAP / histidine kinase inhibitors: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5); - G protein inhibitors: quinoxyfen (F.2.1); G) Lipid and membrane synthesis inhibitors - Phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4); - lipid peroxidation: dicloran (G.2.1), quintozene (G.2.2), tecnazene (G.2.3), tolclofos- methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7); - phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4), benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7); - compounds affecting cell membrane permeability and fatty acides: propamocarb (G.4.1); - inhibitors of oxysterol binding protein: oxathiapiprolin (G.5.1), 2-{3-[2-(1-{[3,5-bis(difluoro- methyl-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenyl methanesulfonate (G.5.2), 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4- yl) 1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl methanesulfonate (G.5.3), 4-[1- [2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2- carboxamide (G.5.4), 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1- yl-pyridine-2-carboxamide (G.5.5), 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1- yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.6), 4-[1-[2-[5-cyclopropyl-3- (difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.7), 4- [1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2- carboxamide (G.5.8), 4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4- piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.9), 4-[1-[2-[3,5-bis(trifluoromethyl)pyrazol- 1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.10), (4-[1-[2-[5-cyclopropyl- 3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide (G.5.11); H) Inhibitors with Multi Site Action - inorganic active substances: Bordeaux mixture (H.1.1), copper (H.1.2), copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride (H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7); - thio- and dithiocarbamates: ferbam (H.2.1), mancozeb (H.2.2), maneb (H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), thiram (H.2.7), zineb (H.2.8), ziram (H.2.9); - organochlorine compounds: anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11); - guanidines and others: guanidine (H.4.1), dodine (H.4.2), dodine free base (H.4.3), guazatine (H.4.4), guazatine-acetate (H.4.5), iminoctadine (H.4.6), iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8), dithianon (H.4.9), 2,6-dimethyl-1H,5H-[1,4]di- thiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10); I) Cell wall synthesis inhibitors inhibitors of glucan synthesis: validamycin (1.1.1), polyoxin B (1.1.2); melanin synthesis inhibitors: pyroquilon (1.2.1), tricyclazole (1.2.2), carpropamid (1.2.3), dicyclomet (1.2.4), fenoxanil (1.2.5);
J) Plant defence inducers acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), prohexadione-calcium (J.1.5); phosphonates: 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), potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl-/\/-(2,4-dimethoxy- phenyl)thiadiazole-5-carboxamide (J.1.10);
K) Unknown mode of action bronopol (K.1.1), chinomethionat (K.1.2), cyflufenamid (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclocymet (K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9), difenzoquat-methylsulfate (K.1.10), diphenylamin (K.1.11), fenitropan (K.1.12), fenpyrazamine (K.1.13), flumetover (K.1.14), flusulfamide (K.1.15), flutianil (K.1.16), harpin (K.1.17), metha- sulfocarb (K.1.18), nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), tolprocarb (K.1.21), oxin- copper (K.1.22), proquinazid (K.1.23), tebufloquin (K.1.24), tecloftalam (K.1.25), triazoxide (K.1.26), N’-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl formamidine (K.1.27), N’-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N- methyl formamidine (K.1.28), N’-[4-[[3-[(4-chlorophenyl)methyl]-1 ,2,4-thiadiazol-5-yl]oxy]-2,5- dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.29), N’-(5-bromo-6-indan-2-yloxy-2-methyl- 3-pyridyl)-N-ethyl-N-methyl-formamidine (K.1.30), N’-[5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]- 2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.31), N’-[5-bromo-6-(4- isopropylcyclohexoxy)-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.32), N’-[5-bromo- 2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine (K.1.33), N’-(2-methyl-5- trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine (K.1.34), N’- (5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine (K.1.35), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5-yl]-2-prop-2-ynyloxy- acetamide (K.1.36), 3-[5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (pyrisoxazole) (K.1.37), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3 yl]-pyridine (K.1.38), 5-chloro-1-(4,6- dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzoimidazole (K.1.39), ethyl (Z)-3-amino-2-cyano-3- phenyl-prop-2-enoate (K.1.40), picarbutrazox (K.1.41), pentyl N-[6-[[(Z)-[(1-methyltetrazol-5-yl)- phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.42), but-3-ynyl N-[6-[[(Z)-[(1- methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate (K.1.43), ipflufenoquin (K.1.44), quinofumelin (K.1.47), 2-(6-benzyl-2-pyridyl)quinazoline (K.1.50), 2-[6-(3- fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline (K.1.51), dichlobentiazox (K.1.52), N’- (2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine (K.1.53), aminopyrifen (K.1.54), N'-[4-(4,5-dichlorothiazol-2-yl)oxy-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.57), flumetylsulforim (K.1.60), seboctylamine (K.1.61), N-((4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl]phenyl)methyl)propanamide (K.1.62), 3,3,3-trifluoro-N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]propanamide (K.1.63), 3, 3, 3-trif I uoro- N-[[2-fl uoro-4-[5- (trifluoromethyl)-l ,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide (K.1.64), N-[2,3-difluoro-4-[5- (trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]benzyl]butanamide (K.1.65), N-[[2,3-difluoro-4-[5- (trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide (K.1.66), 1- methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.67), 1 ,1-diethyl-3-[[4-[5-[trifluoromethyl]-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.68), N,2- dimethoxy-N-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide (K.1.69), N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide (K.1.70), 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.71), 1-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (K.1.72), 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (K.1.73), 4-[[4-[5- (trifluoromethyl)-l ,2,4-oxadiazol-3-yl]phenyl]methyl]morpholin-3-one (K.1.74), 4,4-dimethyl-2-[[4- [5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (K.1.75), 2-[[4-[5- (trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (K.1.76), 5,5-dimethyl-2- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (K.1.77), 3,3- dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (K.1.78), 2- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazinan-3-one (K.1.79), 1-[[3-fluoro- 4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one (K.1.80), 4,4-dimethyl-1- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (K.1.81), 5-methyl-1- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (K.1.82), ethyl 1-[[4- [5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate (K.1.83), N- methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.84), N,N-dimethyl-1-[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]benzyl]-1 H-1 ,2,4-triazol-3- amine (K.1.85), N-methoxy-N-methyl-1-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3- yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.86), propyl-1 -[[4-[5-(trifluoromethyl)-1, 2, 4- oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.87), N-methoxy-1-[[4-[5- (trifluoromethyl)-l ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (K.1.88), N-allyl-N- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide (K.1.89), 3-ethyl-1- methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.90), 1,3- dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.91), N-allyl-N- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide (K.1.92), N-[4-[5- (trifluoromethyl)-l ,2,4-oxadiazol-3-yl]benzyl]cyclopropanecarboxamide (K.1.93), 1-methyl-3-[[4- [5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]urea (K.1.94), N'-[2-chloro-4-(2- fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.95), N'-[2-chloro-4-[(4- methoxy-phenyl)methyl]-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.96), N'-[2-chloro-4-[(4-cyano-phenyl)methyl]-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine (K.1.97), N'-[2,5-dimethyl-4-(o-tolylmethyl)phenyl]-N-ethyl-N-methyl-formamidine (K.1.98), 6- chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-/\/-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl- pyridazine-4-carboxamide (K.1.99), 3-(3-bromo-2-fluoro-phenoxy)-6-chloro-/\/-[2-(2-chloro- 4-methyl-phenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (K.1.100), 6-chloro -N- [2-(2-chloro-4-methyl-phenyl)-2,2-difluoro-ethyl]-3-(3-cyclopropyl-2-fluoro-phenoxy)-5-methyl- pyridazine-4-carboxamide (K.1.101), 6-chloro-3-(3-cyclopropyl-2-fluoro-phenoxy)-/\/-[2-(3,4- dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4-carboxamide (K.1.102), 6-chloro-3-(3- chloro-2-fluoro-phenoxy)-/\/-[2-(2,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methyl-pyridazine-4- carboxamide (K.1.103), A/-[2-(2-bromo-4-methyl-phenyl)-2,2-difluoro-ethyl]-6-chloro-3-(3- cyclopropyl-2-fluoro-phenoxy)-5-methyl-pyridazine-4-carboxamide (K.1.104);
M) Growth regulators abscisic acid (M.1.1), amidochlor, ancymidol, 6-benzylaminopurine, brassinolide, butralin, chlormequat, chlormequat chloride, choline chloride, cyclanilide, daminozide, dikegulac, dimethipin, 2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid , maleic hydrazide, mefluidide, mepiquat, mepiquat chloride, naphthaleneacetic acid, A/-6-benzyladenine, paclobutrazol, prohexadione, prohexadione-calcium, prohydrojasmon, thidiazuron, triapenthenol, tributyl phosphorotrithioate, 2,3,5-tri-iodobenzoic acid , trinexapac-ethyl, uniconazole;
N) Herbicides from classes N.1 to N.15
N.1 Lipid biosynthesis inhibitors: alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, diclofop- methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop- butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P- methyl, metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4'-chloro-4-cyclo-,propyl-2'-fluoro[1,1'-biphenyl]-3-yl)-5-hydroxy-
2.2.6.6-tetramethyl-2H-pyran-3(6H)-one (1312337-72-6); 4-(2',4'-dichloro-4-cyclopropyl[1,1'-bi- phenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2/-/-pyran-3(6/-/)-one (1312337-45-3); 4-(4'-chloro-4- ethyl-2'-fluoro[1,T-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2/-/-pyran-3(6/-/)-one (1033757- 93-5); 4-(2',4'-dichloro-4-ethyl[1,T-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)- dione (1312340-84-3); 5-(acetyloxy)-4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-3-yl)-3,6- dihydro-2,2,6,6-tetramethyl-2/-/-pyran-3-one (1312337-48-6); 5-(acetyloxy)-4-(2',4'-dichloro-4- cyclopropyl- [1,1'-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2/-/-pyran-3-one; 5-(acetyloxy)- 4-(4'-chloro-4-ethyl-2'-fluoro[1,T-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2/-/-pyran-3-one (1312340-82-1); 5-(acetyloxy)-4-(2',4'-dichloro-4-ethyl[1,1'-biphenyl]-3-yl)-3,6-dihydro-2, 2,6,6- tetramethyl-2/-/-pyran-3-one (1033760-55-2); 4-(4'-chloro-4-cyclopropyl-2'-fluoro[1,1'-biphenyl]-
3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2/-/-pyran-3-yl carbonic acid methyl ester (1312337- 51-1); 4-(2',4'-dichloro -4-cyclopropyl- [1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5- oxo-2/-/-pyran-3-yl carbonic acid methyl ester; 4-(4'-chloro-4-ethyl-2'-fluoro[1,1'-biphenyl]-3-yl)-
5.6-dihydro-2,2,6,6-tetramethyl-5-oxo-2/-/-pyran-3-yl carbonic acid methyl ester (1312340-83-2);
4-(2',4'-dichloro-4-ethyh[1,1'-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2/-/-pyran-3-yl carbonic acid methyl ester (1033760-58-5); benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, tiocarbazil, triallate, vernolate;
N.2 ALS inhibitors: amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron, ethamet- sulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron- methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, mesosulfuron, metazo- sulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primi- sulfuron, primisulfuron-methyl, propyrisulfuron, prosulfuron, pyrazosulfuron, pyrazosulfuron- ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, trifloxysulfuron, triflusulfuron, triflusulfuron-methyl, tritosulfuron, imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazethapyr; cloransulam, cloransulam-methyl, diclosulam, flumetsulam, florasulam, metosulam, penoxsulam, pyrimisulfan, pyroxsulam; bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-
1-methyhethyl ester (420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]- phenylj-rnethyljaminoj-benzoic acid propyl ester (420138-40-5), A/-(4-bromophenyl)-
2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine (420138-01-8); flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone, thiencarbazone-methyl; triafamone;
N.3 Photosynthesis inhibitors: amicarbazone; chlorotriazine; ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn.hexazinone, metribuzin, prometon, prometryn, pro- pazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn, trietazin; chlorobromuron, chlorotoluron, chloroxuron, dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron, thiadiazuron, desmedipham, karbutilat, phenmedipham, phenmedipham-ethyl, bromofenoxim, bromoxynil and its salts and esters, ioxynil and its salts and esters, bromacil, lenacil, terbacil, bentazon, bentazon-sodium, pyridate, pyridafol, pentanochlor, propanil; diquat, diquat-dibromide, paraquat, paraquat-dichloride, paraquat-dimetilsulfate;
N.4 protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, ben- carbazone, benzfendizone, bifenox, butafenacil, carfentrazone, carfentrazone-ethyl, chlor- methoxyfen, cinidon-ethyl, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3- yl)phenoxy]-2-pyridyloxy]acetate (353292-31-6), A/-ethyl-3-(2,6-dichloro-4-trifluoro- methylphenoxy)-5-methyl-1/-/-pyrazole-1 -carboxamide (452098-92-9), /V-tetrahydrofurfuryl- 3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1/-/-pyrazole-1-carboxamide (915396-43-9), A/-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethyhphenoxy)-5-methyl-1/-/-pyrazole-1-carboxamide (452099-05-7), A/-tetrahydro-,furfuryl-3-(2-chloro-6-fluoro-4-trifluoro-,methylphenoxy)-5-methyl- 1/-/-pyrazole-1 -carboxamide (452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2/-/- benzo[1,4]oxazin-6-yl]-1,5-dimethyl-6-thioxo-[1,3,5]triazinan-2,4-dione (451484-50-7), 2-(2,2,7- trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2/-/-benzo[1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-
1.3-dione (1300118-96-0), 1-methyl-6-trifluoro-,methyl-3-(2,2,7-tri-fluoro-3-oxo-4-prop-2-ynyl-
3.4-dihydro-2/-/-benzo[1,4]oxazin-6-yl)-1 /-/-pyrimidine-2, 4-dione (1304113-05-0), methyl (£)- 4-[2- chloro-5-[4-chloro-5-(difluoromethoxy)-1/-/-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy- but-2-enoate (948893-00-3), 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1/-/-benzimidazol-4-yl]-1- methyl-6-(trifluoromethyl)-1 /-/-pyrimidine-2, 4-dione (212754-02-4);
N.5 Bleacher herbicides: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, 4-(3-trifluoromethyhphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (180608-33-7); benzobicyclon, benzofenap, bicyclopyrone, clomazone, fenquintrione, isoxaflutole, mesotrione, pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone; aclonifen, amitrole, flumeturon;
N.6 EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyposate- potassium, glyphosate-trimesium (sulfosate);
N.7 Glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P, glufosinate-ammonium;
N.8 DHP synthase inhibitors: asulam;
N.9 Mitosis inhibitors: benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pen- dimethalin, prodiamine, trifluralin; amiprophos, amiprophos-methyl, butamiphos; chlorthal, chlorthal-dimethyl, dithiopyr, thiazopyr, propyzamide, tebutam; carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, propham;
N.10 VLCFA inhibitors: acetochlor, alachlor, butachlor, dimethachlor, dimethenamid, dimethen- amid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, prop- isochlor, thenylchlor, flufenacet, mefenacet, diphenamid, naproanilide, napropamide, napro- pamide-M, fentrazamide, anilofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, isoxazoline compounds of the formulae 11.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9
Figure imgf000012_0001
N.11 Cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indaziflam, isoxaben, triaziflam, 1-cyclohexyl-5-pentafluorphenyloxy-14-[1 ,2,4,6]thiatriazin-3-ylamine (175899-01-1); N.12 Decoupler herbicides: dinoseb, dinoterb, DNOC and its salts;
N.13 Auxinic herbicides: 2,4-D and its salts and esters, clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyralid-tris(2-hydroxypropyl)ammonium and its esters, benazolin, benazolin-ethyl, chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (943832-60-8); MCPA and its salts and esters, MCPA- thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA (2,3,6) and its salts and esters, triclopyr and its salts and esters, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-meth- oxyphenyl)-5-fluoropyridine-2-carboxylic acid, benzyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3- methoxyphenyl)-5-fluoropyridine-2-carboxylate (1390661-72-9);
N.14 Auxin transport inhibitors: diflufenzopyr, diflufenzopyr-sodium, naptalam, naptalam- sodium;
N.15 Other herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (499223-49-3) and its salts and esters, dalapon, dazomet, difenzoquat, di- fenzoquat-metilsulfate, dimethipin, DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleic hydrazide, mefluidide, metam, methiozolin (403640-27-7), methyl azide, methyl bromide, methyl-dymron, methyl iodide, MSMA, oleic acid, oxaziclomefone, pelargonic acid, pyributicarb, quinoclamine, tridiphane;
O) Insecticides from classes 0.1 to 0.29
0.1 Acetylcholine esterase (AChE) inhibitors: aldicarb (0.1.1), alanycarb (0.1.2), bendiocarb (0.1.3), benfuracarb (0.1.4), butocarboxim (0.1.5), butoxycarboxim (0.1.6), carbaryl (0.1.7), carbofuran (0.1.8), carbosulfan (0.1.9), ethiofencarb (0.1.10), fenobucarb (0.1.11), formetanate (0.1.12), furathiocarb (0.1.13), isoprocarb (0.1.14), methiocarb (0.1.15), methomyl (0.1.16), metolcarb (0.1.17), oxamyl (0.1.18), pirimicarb (0.1.19), propoxur (0.1.20), thiodicarb (0.1.21), thiofanox (0.1.22), trimethacarb (0.1.23), XMC (0.1.24), xylylcarb (0.1.25), triazamate (0.1.26), acephate (0.1.27), azamethiphos (0.1.28), azinphos-ethyl (0.1.29), azinphosmethyl (0.1.30), cadusafos (0.1.31), chlorethoxyfos (0.1.32), chlorfenvinphos (0.1.33), chlormephos (0.1.34), chlorpyrifos (0.1.35), chlorpyrifos-methyl (0.1.36), coumaphos (0.1.37), cyanophos (0.1.38), demeton-S-methyl (0.1.39), diazinon (0.1.40), dichlorvos/ DDVP (0.1.41), dicrotophos (0.1.42), dimethoate (0.1.43), dimethylvinphos (0.1.44), disulfoton (0.1.45), EPN (0.1.46), ethion (0.1.47), ethoprophos (0.1.48), famphur (0.1.49), fenamiphos (0.1.50), fenitrothion (0.1.51), fenthion (0.1.52), fosthiazate (0.1.53), heptenophos (0.1.54), imicyafos (0.1.55), isofenphos (0.1.56), isopropyl O-(methoxyaminothio-phosphoryl) salicylate (0.1.57), isoxathion (0.1.58), malathion (0.1.59), mecarbam (0.1.60), methamidophos (0.1.61), methidathion (0.1.62), mevinphos (0.1.63), monocrotophos (0.1.64), naled (0.1.65), omethoate (0.1.66), oxydemeton-methyl (0.1.67), parathion (0.1.68), parathion-methyl (0.1.69), phenthoate (0.1.70), phorate (0.1.71), phosalone (0.1.72), phosmet (0.1.73), phosphamidon (0.1.74), phoxim (0.1.75), pirimiphos- methyl (0.1.76), profenofos (0.1.77), propetamphos (0.1.78), prothiofos (0.1.79), pyraclofos (0.1.80), pyridaphenthion (0.1.81), quinalphos (0.1.82), sulfotep (0.1.83), tebupirimfos (0.1.84), temephos (0.1.85), terbufos (0.1.86), tetrachlorvinphos (0.1.87), thiometon (0.1.88), triazophos (0.1.89), trichlorfon (0.1.90), vamidothion (0.1.91);
0.2 GABA-gated chloride channel antagonists: endosulfan (0.2.1), chlordane (0.2.2), ethiprole (0.2.3), fipronil (0.2.4), flufiprole (0.2.5), pyrafluprole (0.2.6), pyriprole (0.2.7);
0.3 Sodium channel modulators: acrinathrin (0.3.1), allethrin (0.3.2), d-cis-trans allethrin (0.3.3), d-trans allethrin (0.3.4), bifenthrin (0.3.5), kappa-bifenthrin (0.3.6), bioallethrin (0.3.7), bioallethrin S-cylclopentenyl (0.3.8), bioresmethrin (0.3.9), cycloprothrin (0.3.10), cyfluthrin (0.3.11), beta-cyfluthrin (0.3.12), cyhalothrin (0.3.13), lambda-cyhalothrin (0.3.14), gamma- cyhalothrin (0.3.15), cypermethrin (0.3.16), alpha-cypermethrin (0.3.17), beta-cypermethrin (0.3.18), theta-cypermethrin (0.3.19), zeta-cypermethrin (0.3.20), cyphenothrin (0.3.21), deltamethrin (0.3.22), empenthrin (0.3.23), esfenvalerate (0.3.24), etofenprox (0.3.25), fenpropathrin (0.3.26), fenvalerate (0.3.27), flucythrinate (0.3.28), flumethrin (0.3.29), tau- fluvalinate (0.3.30), halfenprox (0.3.31), heptafluthrin (0.3.32), imiprothrin (0.3.33), meperfluthrin (0.3.34), metofluthrin (0.3.35), momfluorothrin (0.3.36), epsilon-momfluorothrin (0.3.37), permethrin (0.3.38), phenothrin (0.3.39), prallethrin (0.3.40), profluthrin (0.3.41), pyrethrin (pyrethrum) (0.3.42), resmethrin (0.3.43), silafluofen (0.3.44), tefluthrin (0.3.45), kappa-tefluthrin (0.3.46), tetramethylfluthrin (0.3.47), tetramethrin (0.3.48), tralomethrin (0.3.49), transfluthrin (0.3.50), DDT (0.3.51), methoxychlor (0.3.52);
0.4 Nicotinic acetylcholine receptor agonists (nAChR): acetamiprid (0.4.1), clothianidin (0.4.2), cycloxaprid (0.4.3), dinotefuran (0.4.4), imidacloprid (0.4.5), nitenpyram (0.4.6), thiacloprid (0.4.7), thiamethoxam (0.4.8), 4,5-dihydro-/V-nitro-1-(2-oxiranylmethyl)-1/-/-imidazol-2-amine (0.4.9), (2E)-1-[(6-chloropyridin-3-yl)methyl]-/V’-nitro-2-pentylidenehydrazinecarboximidamide (0.4.10), 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7- hexahydroimidazo[1,2-a]pyridine (0.4.11), nicotine (0.4.12), sulfoxaflor (0.4.13), flupyradifurone (0.4.14), triflumezopyrim (0.4.15);
0.5 Nicotinic acetylcholine receptor allosteric activators: spinosad (0.5.1), spinetoram (0.5.2); 0.6 Chloride channel activators: abamectin (0.6.1), emamectin benzoate (0.6.2), ivermectin (0.6.3), lepimectin (0.6.4), milbemectin (0.6.5);
0.7 Juvenile hormone mimics: hydroprene (0.7.1), kinoprene (0.7.2), methoprene (0.7.3), fenoxycarb (0.7.4), pyriproxyfen (0.7.5);
0.8 miscellaneous non-specific (multi-site) inhibitors: methyl bromide (0.8.1) and other alkyl halides, chloropicrin (0.8.2), sulfuryl fluoride (0.8.3), borax (0.8.4), tartar emetic (0.8.5);
0.9 Chordotonal organ TRPV channel modulators: pymetrozine (0.9.1), pyrifluquinazon (0.9.2), flonicamid (0.9.3);
0.10 Mite growth inhibitors: clofentezine (0.10.1), hexythiazox (0.10.2), diflovidazin (0.10.3), etoxazole (0.10.4);
0.11 Microbial disruptors of insect midgut membranes: Bacillus thuringiensis, Bacillus sphaericus and the insecticdal proteins they produce: Bacillus thuringiensis subsp. Israelensis (0.11.1), Bacillus sphaericus (0.11.2), Bacillus thuringiensis subsp. aizawai (0.11.3), Bacillus thuringiensis subsp. kurstaki (0.11.4), Bacillus thuringiensis subsp. tenebrionis (0.11.5), the Bt crop proteins: CrylAb (0.11.6), CrylAc (0.11.7), CrylFa (0.11.8), Cry2Ab (0.11.9), mCry3A (0.11.10), Cry3Ab (0.11.11), Cry3Bb (0.11.12), Cry34/35Ab1 (0.11.13);
0.12 Inhibitors of mitochondrial ATP synthase: diafenthiuron (0.12.1), azocyclotin (0.12.2), cyhexatin (0.12.3), fenbutatin oxide (0.12.4), propargite (0.12.5), tetradifon (0.12.6);
0.13 Uncouplers of oxidative phosphorylation via disruption of the proton gradient: chlorfenapyr (0.13.1), DNOC (0.13.2), sulfluramid (0.13.3);
0.14 Nicotinic acetylcholine receptor (nAChR) channel blockers: bensultap (0.14.1), cartap hydrochloride (0.14.2), thiocyclam (0.14.3), thiosultap sodium (0.14.4);
0.15 Inhibitors of the chitin biosynthesis type 0: bistrifluron (0.15.1), chlorfluazuron (0.15.2), diflubenzuron (0.15.3), flucycloxuron (0.15.4), flufenoxuron (0.15.5), hexaflumuron (0.15.6), lufenuron (0.15.7), novaluron (0.15.8), noviflumuron (0.15.9), teflubenzuron (0.15.10), triflumuron (0.15.11);
0.16 Inhibitors of the chitin biosynthesis type 1: buprofezin (0.16.1);
0.17 Moulting disruptors: cyromazine (0.17.1);
0.18 Ecdyson receptor agonists: methoxyfenozide (0.18.1), tebufenozide (0.18.2), halofenozide (0.18.3), fufenozide (0.18.4), chromafenozide (0.18.5);
0.19 Octopamin receptor agonists: amitraz (0.19.1);
0.20 Mitochondrial complex III electron transport inhibitors: hydramethylnon (0.20.1), acequinocyl (0.20.2), fluacrypyrim (0.20.3), bifenazate (0.20.4);
0.21 Mitochondrial complex I electron transport inhibitors: fenazaquin (0.21.1), fenpyroximate (0.21.2), pyrimidifen (0.21.3), pyridaben (0.21.4), tebufenpyrad (0.21.5), tolfenpyrad (0.21.6), rotenone (0.21.7);
0.22 Voltage-dependent sodium channel blockers: indoxacarb (0.22.1), metaflumizonev (0.22.2), 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-/\/-[4- (difluoromethoxy)phenyl]-hydrazinecarboxamide (0.22.3), A/-(3-chloro-2-methylphenyl)-2-[(4- chlorophenyl)-[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide (0.22.4);
0.23 Inhibitors of the of acetyl CoA carboxylase: spirodiclofen (0.23.1), spiromesifen (0.23.2), spirotetramat (0.23.3), spiropidion (0.23.4);
0.24 Mitochondrial complex IV electron transport inhibitors: aluminium phosphide (0.24.1), calcium phosphide (0.24.2), phosphine (0.24.3), zinc phosphide (0.24.4), cyanide (0.24.5); 0.25 Mitochondrial complex II electron transport inhibitors: cyenopyrafen (0.25.1), cyflumetofen (0.25.2);
0.26 Ryanodine receptor-modulators: flubendiamide (0.26.1), chlorantraniliprole (0.26.2), cyantraniliprole (0.26.3), cyclaniliprole (0.26.4), tetraniliprole (0.26.5), (R)-3-chloro-/\/1-{2- methyl-4-[1 ,2,2,2 -tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-/\/2-(1-methyl-2- methylsulfonylethyl)phthalamide (0.26.6), (S)-3-chloro-/\/1-{2-methyl-4-[1 ,2,2,2-tetrafluoro-1- (trifluoromethyOethylJphenylJ-A^-O-methyl^-methylsulfonylethyOphthalamide (0.26.7), methyl- 2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1/-/-pyrazol-5-yl]carbonyl}amino)benzoyl]- 1,2-dimethylhydrazinecarboxylate (0.26.8), A/-[4,6-dichloro-2-[(diethyl-lambda-4-sulfanylidene)- carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (0.26.9), N- [4-chloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)- 5-(trifluoromethyl)pyrazole-3-carboxamide (0.26.10), A/-[4-chloro-2-[(di-2-propyl-lambda-4- sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3- carboxamide (0.26.11), A/-[4,6-dichloro-2-[(di-2-propyl-lambda-4-sulfanylidene)carbamoyl]- phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (0.26.12), A/-[4,6-dibro- mo-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoro- methyl)pyrazole-3-carboxamide (0.26.13), A/-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-meth- ylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1/-/-pyrazole-5-carboxamide (0.26.14), 3-chloro-1-(3- chloro-2-pyridinyl)-/\/-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1/-/- pyrazole-5-carboxamide (0.26.15), 3-bromo-/\/-[2,4-dichloro-6-(methylcarbamoyl)phenyl]-1-(3,5- dichloro-2-pyridyl)-1/-/-pyrazole-5-carboxamide (0.26.16), A/-[4-chloro-2-[[(1,1- dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1/-/- pyrazole-5-carboxamide (0.26.17), cyhalodiamide (0.26.18);
0.27: Chordotonal organ Modulators - undefined target site: flonicamid (0.27.1);
0.28. insecticidal active compounds of unknown or uncertain mode of action: afidopyropen (0.28.1), afoxolaner (0.28.2), azadirachtin (0.28.3), amidoflumet (0.28.4), benzoximate (0.28.5), broflanilide (0.28.6), bromopropylate (0.28.7), chinomethionat (0.28.8), cryolite (0.28.9), dicloromezotiaz (0.28.10), dicofol (0.28.11), flufenerim (0.28.12), flometoquin (0.28.13), fluensulfone (0.28.14), fluhexafon (0.28.15), fluopyram (0.28.16), fluralaner (0.28.17), metoxadiazone (0.28.18), piperonyl butoxide (0.28.19), pyflubumide (0.28.20), pyridalyl (0.28.21), tioxazafen (0.28.22), 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4- dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one, 3-(4’-fluoro-2,4-dimethylbiphenyl-3-yl)-4- hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one, 1-[2-fluoro-4-methyl-5-[(2,2,2- trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1 /-/-1,2,4-triazole- 5-amine (0.28.23), Bacillus firmus 1-1582 (0.28.24), flupyrimin (0.28.25), fluazaindolizine (0.28.26), 4-[5-(3,5-di- chlorophenyl)-5-(trifluoromethyl)-4/-/-isoxazol-3-yl]-2-methyl-/\/-(1-oxothietan-3-yl)benzamide (0.28.27), fluxametamide (0.28.28), 5-[3-[2,6-dichloro-4-(3,3- dichloroallyloxy)phenoxy]propoxy]-1/-/-pyrazole (0.28.1), 4-cyano-/\/-[2-cyano-5-[[2,6-dibromo- 4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl- benzamide (0.28.29), 4-cyano-3-[(4-cyano-2-methyl-benzoyl)amino]-/\/-[2,6-dichloro-4- [1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluoro-benzamide (0.28.30), N-[ 5-[[2- chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano- phenyl]-4-cyano-2-methyl-benzamide (0.28.31), A/-[5-[[2-bromo-6-chloro-4-[2,2,2-trifluoro-1- hydroxy-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl- benzamide (O.28.32), N-[5-[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)- propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide (O.28.33), 4-cyano- N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carba- moyl]phenyl]-2-methyl-benzamide (O.28.34), 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-te- trafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide (O.28.35), N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]- 2-cyano-phenyl]-4-cyano-2-methyl-benzamide (O.28.36); 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridinyl)- 5-thiazolyl]-pyridine (O.28.37), 2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine (O.28.38), 2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine (O.28.39), N-methylsulfonyl-6- [2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide (O.28.40), N-methylsulfonyl-6-[2-(3- pyridyl)thiazol-5-yl]pyridine-2-carboxamide (O.28.41), 1-[(6-chloro-3-pyridinyl)methyl]- 1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine (O.28.42), 1-[(6- chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol (O.28.43), 1-isopropyl-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.28.44), 1-(1,2- dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.28.45), N,5- dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide (O.28.46), 1- [1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.28.47), N-ethyl-1-(2-fluoro-1-methyl-propyl)-5-meth-yl-N-pyridazin-4-yl-pyrazole-4-carbox- amide (O.28.48), 1-(1,2-dimethylpropyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.28.49), 1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4- carboxamide (O.28.50), N-methyl-1-(2-fluoro-1-methyl-propyl]-5-methyl-N-pyridazin-4-yl- pyrazole-4-carboxamide (O.28.51), 1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-yl- pyrazole-4-carboxamide (O.28.52), 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N-pyridazin-4-yl- pyrazole-4-carboxamide (O.28.53), N-(1-methylethyl)-2-(3-pyridinyl)-2H-indazole-4-carboxamide (O.28.54), N-cyclopropyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide (O.28.55), N-cyclohexyl- 2-(3-pyridinyl)-2H-indazole-4-carboxamide (O.28.56), 2-(3-pyridinyl)-N-(2,2,2-trifluoroethyl)-2H- indazole-4-carboxamide (O.28.57), 2-(3-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2H-indazole- 5-carboxamide (O.28.58), methyl 2-[[2-(3-pyridinyl)-2H-indazol-5- yl]carbonyl]hydrazinecarboxylate (O.28.59), N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridinyl)- 2H-indazole-5-carboxamide (O.28.60), N-(2,2-difluoropropyl)-2-(3-pyridinyl)-2H-indazole-5- carboxamide (O.28.61), 2-(3-pyridinyl )-N-(2-pyrimidinylmethyl )-2H-indazole-5-carboxamide (O.28.62), N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide (O.28.63), tyclopyrazoflor (O.28.64), sarolaner (O.28.65), lotilaner (O.28.66), N-[4-chloro-3- [[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoroethyl)- 4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (O.28.67), M.UN.22a 2-(3-ethylsulfonyl- 2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (O.28.68), 2-[3-ethylsulfonyl-5- (trifluoromethyl)-2-pyridyl]-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine (O.28.69), 4-[5- (3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4- yl]-2-methyl-benzamide (O.28.70), 4-[5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H- isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide (O.28.71), N-[4- chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4- (trifluoromethyl)pyrazole-3-carboxamide (O.28.72), N-[4-chloro-3-[(1-cyanocyclopropyl)- carbamoyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carbox- amide (O.28.73), acynonapyr (O.28.74), benzpyrimoxan (O.28.75), chloro-N-(1- cyanocyclopropyl)-5-[1-[2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3- yl]pyrazol-4-yl]benzamide (O.28.76), oxazosulfyl (O.28.77), [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6- methyl-4-propoxy-tetrahydropyran-2-yl]-N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3- yl]phenyl]carbamate (O.28.78), [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2- yl] N-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate (O.28.79), [(2S,3R,4R,5S,6S)-3,5-dimethoxy-6-methyl-4-propoxy-tetrahydropyran-2-yl]-N-[4-[1-[4- (1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate (O.28.80), [(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl]-N-[4-[1-[4-(1,1,2,2,2-penta- fluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate (O.28.81), (2Z)-3-(2-isopropylphenyl)- 2-[(E)-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylenehydra- zono]thiazolidin-4-one (O.28.82), cyproflanilid (O.28.83). The active substances referred to as component 3), 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; EP-A 141317; EP-A 152031; EP-A 226917; EP-A 243970; EP-A 256503; EP-A 428941; EP-A 532022; EP-A 1028125; EP-A 1035122; EP-A 1201648; EP-A 1122244, JP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272; US 3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783; WO 00/29404; WO 00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO 02/40431; WO 03/10149; WO 03/11853; WO 03/14103; WO 03/16286; WO 03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO 04/49804; WO 04/83193; WO 05/120234; WO 05/123689; WO 05/123690; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624, WO 10/139271, WO 11/028657, WO 12/168188, WO 07/006670, WO 11/77514; WO 13/047749, WO 10/069882, WO 13/047441, WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/24010, WO 13/047441, WO 13/162072, WO 13/092224, WO 11/135833, CN 1907024, CN 1456054, CN 103387541, CN 1309897, WO 12/84812, CN 1907024, WO 09094442, WO 14/60177, WO 13/116251, WO 08/013622, WO 15/65922, WO 94/01546, EP 2865265, WO 07/129454, WO 12/165511, WO 11/081174, WO 13/47441, WO 16/156241, WO 16/162265). Some compounds are identified by their CAS Registry Number which is separated by hyphens into three parts, the first consisting from two up to seven digits, the second consisting of two digits, and the third consisting of a single digit. Further embodiments T1-1 to T1-738 listed in Table T1 below relate to ternary mixtures comprising as active components binary mixture M.1 of table M, and one compound III selected from the groups A) to O) as defined herein (component 3), for example, being (A.1.1) or azoxystrobin, in embodiment T1-1). Table T1: T1-1: M.1 + (A.1.1), T1-2: M.1 + (A.1.2), T1-3: M.1 + (A.1.3), T1-4: M.1 + (A.1.4), T1-5: M.1 + (A.1.5), T1-6: M.1 + (A.1.6), T1-7: M.1 + (A.1.7), T1-8: M.1 + (A.1.8), T1-9: M.1 + (A.1.9), T1-10: M.1 + (A.1.10), T1-11: M.1 + (A.1.11), T1-12: M.1 + (A.1.12), T1-13: M.1 + (A.1.13), T1-14: M.1 + (A.1.14), T1-15: M.1 + (A.1.15), T1-16: M.1 + (A.1.16), T1-17: M.1 + (A.1.17), T1-18: M.1 + (A.1.18), T1-19: M.1 + (A.1.19), T1-20: M.1 + (A.1.20), T1-21: M.1 + (A.1.21), T1-22: M.1 + (A.1.21a), T1-23: M.1 + (A.1.22), T1-24: M.1 + (A.1.25), T1-25: M.1 + (A.1.34), T1-26: M.1 + (A.1.35), T1-27: M.1 + (A.1.36), T1-28: M.1 + (A.1.37), T1-29: M.1 + (A.1.38), T1-30: M.1 + (A.2.1), T1-31: M.1 + (A.2.2), T1-32: M.1 + (A.2.3), T1-33: M.1 + (A.2.4), T1-34: M.1 + (A.2.5), T1-35: M.1 + (A.3.1), T1-36: M.1 + (A.3.2), T1-37: M.1 + (A.3.3), T1-38: M.1 + (A.3.4), T1-39: M.1 + (A.3.5), T1-40: M.1 + (A.3.6), T1-41: M.1 + (A.3.7), T1-42: M.1 + (A.3.8), T1-43: M.1 + (A.3.9), T1-44: M.1 + (A.3.10), T1-45: M.1 + (A.3.11), T1-46: M.1 + (A.3.12), T1-47: M.1 + (A.3.13), T1-48: M.1 + (A.3.14), T1-49: M.1 + (A.3.15), T1-50: M.1 + (A.3.16), T1-51: M.1 + (A.3.17), T1-52: M.1 + (A.3.18), T1-53: M.1 + (A.3.19), T1-54: M.1 + (A.3.20), T1-55: M.1 +
(A.3.21), T1-56: M.1 + (A.3.22), T1-57: M.1 + (A.3.23), T1-58: M.1 + (A.3.24), T1-59: M.1 +
(A.3.25), T1-60: M.1 + (A.3.26), T1-61: M.1 + (A.3.27), T1-62: M.1 + (A.3.28), T1-63: M.1 +
(A.3.30), T1-64: M.1 + (A.3.31), T1-65: M.1 + (A.3.32), T1-66: M.1 + (A.3.33), T1-67: M.1 +
(A.3.34), T1-68: M.1 + (A.3.35), T1-69: M.1 + (A.3.36), T1-70: M.1 + (A.3.37), T1-71: M.1 +
(A.3.38), T1-72: M.1 + (A.3.39), T1-73: M.1 + (A.4.1), T1-74: M.1 + (A.4.2), T1-75: M.1 + (A.4.3), T1-76: M.1 + (A.4.4), T1-77: M.1 + (A.4.5), T1-78: M.1 + (A.4.6), T1-79: M.1 + (A.4.7), T1-80:
M.1 + (A.4.8), T1-81: M.1 + (A.4.9), T1-82: M.1 + (A.4.10), T1-83: M.1 + (A.4.11), T1-84: M.1 + (A.4.12), T1-85: M.1 + (B.1.1), T1-86: M.1 + (B.1.2), T1-87: M.1 + (B.1.3), T1-88: M.1 + (B.1.4), T1-89: M.1 + (B.1.5), T1-90: M.1 + (B.1.6), T1-91: M.1 + (B.1.7), T1-92: M.1 + (B.1.8), T1-93:
M.1 + (B.1.9), T1-94: M.1 + (B.1.10), T1-95: M.1 + (B.1.11), T1-96: M.1 + (B.1.12), T1-97: M.1 + (B.1.13), T1-98: M.1 + (B.1.14), T1-99: M.1 + (B.1.15), T1-100: M.1 + (B.1.16), T1-101: M.1 + (B.1.17), T1-102: M.1 + (B.1.18), T1-103: M.1 + (B.1.19), T1-104: M.1 + (B.1.20), T1-105: M.1 +
(B.1.21), T1-106: M.1 + (B.1.22), T1-107: M.1 + (B.1.23), T1-108: M.1 + (B.1.24), T1-109: M.1 +
(B.1.25), T1-110: M.1 + (B.1.26), T1-111: M.1 + (B.1.27), T1-112: M.1 + (B.1.28), T1-113: M.1 +
(B.1.29), T1-114: M.1 + (B.1.30), T1-115: M.1 + (B.1.31), T1-116: M.1 + (B.1.32), T1-117: M.1 +
(B.1.37), T1-118: M.1 + (B.1.38), T1-119: M.1 + (B.1.39), T1-120: M.1 + (B.1.40), T1-121 : M.1 +
(B.1.41), T1-122: M.1 + (B.1.42), T1-123: M.1 + (B.1.43), T1-124: M.1 + (B.1.44), T1-125: M.1 +
(B.1.45), T1-126: M.1 + (B.1.46), T1-127: M.1 + (B.1.47), T1-128: M.1 + (B.1.48), T1-129: M.1 +
(B.1.49), T1-130: M.1 + (B.1.50), T1-131: M.1 + (B.1.51), T1-132: M.1 + (B.1.52), T1-133: M.1 +
(B.2.1), T 1 - 134 : M.1 + (B.2.2), T1-135: M.1 + (B.2.3), T1-136: M.1 + (B.2.4), T1-137: M.1 + (B.2.5), T1-138: M.1 + (B.2.6), T1-139: M.1 + (B.2.7), T1-140: M.1 + (B.2.8), T1-141: M.1 + (B.3.1), T 1 - 142 : M.1 + (B.4.1), T1-143: M.1 + (C.1.1), T1-144: M.1 + (C.1.2), T1-145: M.1 + (C.1.3), T1-146: M.1 + (C.1.4), T1-147: M.1 + (C.1.5), T1-148: M.1 + (C.1.6), T1-149: M.1 + (C.1.7), T1-150: M.1 + (C.2.1), T1-151: M.1 + (C.2.2), T1-152: M.1 + (C.2.3), T1-153: M.1 + (C.2.4), T1-154: M.1 + (C.2.5), T1-155: M.1 + (C.2.6), T1-156: M.1 + (C.2.7), T1-157: M.1 + (C.2.8), T1-158: M.1 + (D.1.1), T1-159: M.1 + (D.1.2), T1-160: M.1 + (D.1.3), T1-161: M.1 + (D.1.4), T1-162: M.1 + (D.1.5), T1-163: M.1 + (D.1.6), T1-164: M.1 + (D.1.7), T1-165: M.1 + (D.1.8), T1-166: M.1 + (D.1.9), T1-167: M.1 + (D.1.10), T1-168: M.1 + (D.1.11), T1-169: M.1 + (D.1.12), T1-170: M.1 + (D.1.13), T1-171: M.1 + (D.1.14), T1-172: M.1 + (D.1.15), T1-173: M.1 + (D.1.16), T1-174: M.1 + (D.2.1), T1-175: M.1 + (D.2.2), T1-176: M.1 + (D.2.3), T1-177: M.1 + (D.2.4), T1-178: M.1 + (D.2.5), T1-179: M.1 + (D.2.6), T1-180: M.1 + (D.2.7), T1-181: M.1 + (E.1.1), T 1 - 182 : M.1 + (E.1.2), T1-183: M.1 + (E.1.3), T1-184: M.1 + (E.2.1), T1-185: M.1 + (E.2.2), T 1 - 186 : M.1 + (E.2.3), T1-187: M.1 + (E.2.4), T1-188: M.1 + (E.2.5), T1-189: M.1 + (E.2.6), T1-190: M.1 + (F.1.1), T1-191: M.1 + (F.1.2), T1-192: M.1 + (F.1.3), T1-193: M.1 + (F.1.4), T1-194: M.1 + (F.1.5), T1-195: M.1 + (F.2.1), T1-196: M.1 + (G.1.1), T1-197: M.1 + (G.1.2), T1-198: M.1 + (G.1.3), T1-199: M.1 + (G.1.4), T1-200: M.1 + (G.2.1), T1-201: M.1 + (G.2.2), T1-202: M.1 + (G.2.3), T1-203: M.1 + (G.2.4), T1-204: M.1 + (G.2.5), T1-205: M.1 + (G.2.6), T1-206: M.1 + (G.2.7), T1-207: M.1 + (G.3.1), T1-208: M.1 + (G.3.2), T1-209: M.1 + (G.3.3), T1-210: M.1 + (G.3.4), T1-211: M.1 + (G.3.5), T1-212: M.1 + (G.3.6), T1-213: M.1 + (G.3.7), T1-214: M.1 + (G.4.1), T1-215: M.1 + (G.5.1), T1-216: M.1 + (G.5.2), T1-217: M.1 + (G.5.3), T1-218: M.1 + (G.5.4), T1-219: M.1 + (G.5.5), T1-220: M.1 + (G.5.6), T1-221: M.1 + (G.5.7), T 1-222: M.1 + (G.5.8), T1-223: M.1 + (G.5.9), T1-224: M.1 + (G.5.10), T1-225: M.1 + (G.5.11), T1-226: M.1 + (H.1.1), T1-227: M.1 + (H.1.2), T1-228: M.1 + (H.1.3), T1-229: M.1 + (H.1.4), T1-230: M.1 + (H.1.5), T1-231: M.1 + (H.1.6), T1-232: M.1 + (H.1.7), T1-233: M.1 + (H.2.1), T1-234: M.1 + (H.2.2), T1-235: M.1 + (H.2.3), T1-236: M.1 + (H.2.4), T1-237: M.1 + (H.2.5), T1-238: M.1 + (H.2.6), T1-239: M.1 + (H.2.7), T1-240: M.1 + (H.2.8), T1-241: M.1 + (H.2.9), T1-242: M.1 + (H.3.1), T1-243: M.1 + (H.3.2), T1-244: M.1 + (H.3.3), T1-245: M.1 + (H.3.4), T1-246: M.1 + (H.3.5), T1-247: M.1 + (H.3.6), T1-248: M.1 + (H.3.7), T1-249: M.1 + (H.3.8), T1-250: M.1 + (H.3.9), T1-251: M.1 + (H.3.10), T1-252: M.1 + (H.3.11), T1-253: M.1 + (H.4.1), T1-254: M.1 + (H.4.2), T1-255: M.1 + (H.4.3), T1-256: M.1 + (H.4.4), T1-257: M.1 + (H.4.5), T1-258: M.1 + (H.4.6), T1-259: M.1 + (H.4.7), T1-260: M.1 + (H.4.8), T1-261: M.1 + (H.4.9), T1-262: M.1 + (H.4.10), T1-263: M.1 + (1.1.1), T1-264: M.1 + (1.1.2), T1-265: M.1 + (1.2.1), T 1-266: M.1 + (I.2.2), T1-267: M.1 + (I.2.3), T1-268: M.1 + (I.2.4), T1-269: M.1 + (I.2.5), T1-270: M.1 + (J.1.1), T1-271: M.1 + (J.1.2), T1-272: M.1 + (J.1.3), T1-273: M.1 + (J.1.4), T1- 274: M.1 + (J.1.5), T1-275: M.1 + (J.1.6), T1-276: M.1 + (J.1.7), T1-277: M.1 + (J.1.8), T1-278: M.1 + (J.1.9), T1-279: M.1 + (J.1.10), T1-280: M.1 + (K.1.1), T1-281: M.1 + (K.1.2), T1-282: M.1 + (K.1.3), T1-283: M.1 + (K.1.4), T1-284: M.1 + (K.1.5), T1-285: M.1 + (K.1.6), T1-286: M.1 + (K.1.7), T1-287: M.1 + (K.1.8), T1-288: M.1 + (K.1.9), T1-289: M.1 + (K.1.10), T1-290: M.1 + (K.1.11), T1-291: M.1 + (K.1.12), T1-292: M.1 + (K.1.13), T1-293: M.1 + (K.1.14), T1-294: M.1 +
(K.1.15), T1-295: M.1 + (K.1.16), T1-296: M.1 + (K.1.17), T1-297: M.1 + (K.1.18), T1-298: M.1 +
(K.1.19), T1-299: M.1 + (K.1.20), T1-300: M.1 + (K.1.21), T1-301 : M.1 + (K.1.22), T1-302: M.1 +
(K.1.23), T1-303: M.1 + (K.1.24), T1-304: M.1 + (K.1.25), T1-305: M.1 + (K.1.26), T1-306: M.1 +
(K.1.27), T1-307: M.1 + (K.1.28), T1-308: M.1 + (K.1.29), T1-309: M.1 + (K.1.30), T1-310: M.1 +
(K.1.31), T 1-311 : M.1 + (K.1.32), T1-312: M.1 + (K.1.33), T1-313: M.1 + (K.1.34), T1-314: M.1 +
(K.1.35), T1-315: M.1 + (K.1.36), T1-316: M.1 + (K.1.37), T1-317: M.1 + (K.1.38), T1-318: M.1 +
(K.1.39), T1-319: M.1 + (K.1.40), T1-320: M.1 + (K.1.41), T1-321 : M.1 + (K.1.42), T1-322: M.1 +
(K.1.43), T1-323: M.1 + (K.1.44), T1-324: M.1 + (K.1.45), T1-325: M.1 + (K.1.46), T1-326: M.1 +
(K.1.47), T1-327: M.1 + (K.1.48), T1-328: M.1 + (K.1.49), T1-329: M.1 + (K.1.50), T1-330: M.1 + (K.1.51), T1-331: M.1 + (K.1.52), T1-332: M.1 + (K.1.53), T1-333: M.1 + (K.1.54), T1-334: M.1 + (0.1.1), T1-335: M.1 + (0.1.2), T1-336: M.1 + (0.1.3), T1-337: M.1 + (0.1.4), T1-338: M.1 + (0.1.5), T1-339: M.1 + (0.1.6), T1-340: M.1 + (0.1.7), T1-341 : M.1 + (0.1.8), T1-342: M.1 + (0.1.9), T1-343: M.1 + (0.1.10), T1-344: M.1 + (0.1.11), T1-345: M.1 + (0.1.12), T1-346: M.1 + (0.1.13), T1-347: M.1 + (0.1.14), T1-348: M.1 + (0.1.15), T1-349: M.1 + (0.1.16), T1-350: M.1 + (0.1.17), T1-351 : M.1 + (0.1.18), T1-352: M.1 + (0.1.19), T1-353: M.1 + (0.1.20), T1-354:
M.1 + (0.1.21), T1-355: M.1 + (0.1.22), T1-356: M.1 + (0.1.23), T1-357: M.1 + (0.1.24), T1- 358: M.1 + (0.1.25), T1-359: M.1 + (0.1.26), T1-360: M.1 + (0.1.27), T1-361 : M.1 + (0.1.28),
T 1-362: M.1 + (0.1.29), T1-363: M.1 + (0.1.30), T1-364: M.1 + (0.1.31), T1-365: M.1 + (0.1.32), T1-366: M.1 + (0.1.33), T1-367: M.1 + (0.1.34), T1-368: M.1 + (0.1.35), T1-369: M.1 + (0.1.36), T1-370: M.1 + (0.1.37), T1-371 : M.1 + (0.1.38), T1-372: M.1 + (0.1.39), T1-373:
M.1 + (0.1.40), T1-374: M.1 + (0.1.41), T1-375: M.1 + (0.1.42), T1-376: M.1 + (0.1.43), T1- 377: M.1 + (0.1.44), T1-378: M.1 + (0.1.45), T1-379: M.1 + (0.1.46), T1-380: M.1 + (0.1.47), T1-381 : M.1 + (0.1.48), T1-382: M.1 + (0.1.49), T1-383: M.1 + (0.1.50), T1-384: M.1 + (0.1.51), T1-385: M.1 + (0.1.52), T1-386: M.1 + (0.1.53), T1-387: M.1 + (0.1.54), T1-388: M.1 + (0.1.55), T1-389: M.1 + (0.1.56), T1-390: M.1 + (0.1.57), T1-391 : M.1 + (0.1.58), T1-392:
M.1 + (0.1.59), T1-393: M.1 + (0.1.60), T1-394: M.1 + (0.1.61), T1-395: M.1 + (0.1.62), T1- 396: M.1 + (0.1.63), T1-397: M.1 + (0.1.64), T1-398: M.1 + (0.1.65), T1-399: M.1 + (0.1.66), T1-400: M.1 + (0.1.67), T1-401 : M.1 + (0.1.68), T1-402: M.1 + (0.1.69), T1-403: M.1 + (0.1.70), T1-404: M.1 + (0.1.71), T1-405: M.1 + (0.1.72), T1-406: M.1 + (0.1.73), T1-407: M.1 + (0.1.74), T1-408: M.1 + (0.1.75), T1-409: M.1 + (0.1.76), T1-410: M.1 + (0.1.77), T1-411:
M.1 + (0.1.78), T1-412: M.1 + (0.1.79), T1-413: M.1 + (0.1.80), T1-414: M.1 + (0.1.81), T1- 415: M.1 + (0.1.82), T1-416: M.1 + (0.1.83), T1-417: M.1 + (0.1.84), T1-418: M.1 + (0.1.85), T1-419: M.1 + (0.1.86), T1-420: M.1 + (0.1.87), T1-421 : M.1 + (0.1.88), T1-422: M.1 + (0.1.89), T1-423: M.1 + (0.1.90), T1-424: M.1 + (0.1.91), T1-425: M.1 + (0.2.1), T1-426: M.1 + (0.2.2), T1-427: M.1 + (0.2.3), T1-428: M.1 + (0.2.4), T1-429: M.1 + (0.2.5), T1-430: M.1 + (0.2.6), T1-431 : M.1 + (0.2.7), T1-432: M.1 + (0.3.1), T1-433: M.1 + (0.3.2), T1-434: M.1 + (0.3.3), T1-435: M.1 + (0.3.4), T1-436: M.1 + (0.3.5), T1-437: M.1 + (0.3.6), T1-438: M.1 + (0.3.7), T1-439: M.1 + (0.3.8), T1-440: M.1 + (0.3.9), T1-441 : M.1 + (0.3.10), T1-442: M.1 + (0.3.11), T1-443: M.1 + (0.3.12), T1-444: M.1 + (0.3.13), T1-445: M.1 + (0.3.14), T1-446: M.1 + (0.3.15), T 1-447: M.1 + (0.3.16), T1-448: M.1 + (0.3.17), T1-449: M.1 + (0.3.18), T1-450:
M.1 + (0.3.19), T1-451: M.1 + (0.3.20), T1-452: M.1 + (0.3.21), T1-453: M.1 + (0.3.22), T1- 454: M.1 + (0.3.23), T1-455: M.1 + (0.3.24), T1-456: M.1 + (0.3.25), T1-457: M.1 + (0.3.26), T1-458: M.1 + (0.3.27), T1-459: M.1 + (0.3.28), T1-460: M.1 + (0.3.29), T1-461 : M.1 +
(0.3.30), T 1-462: M.1 + (0.3.31), T1-463: M.1 + (0.3.32), T1-464: M.1 + (0.3.33), T1-465: M.1 + (0.3.34), T 1-466: M.1 + (0.3.35), T1-467: M.1 + (0.3.36), T1-468: M.1 + (0.3.37), T1-469:
M.1 + (0.3.38), T1-470: M.1 + (0.3.39), T1-471: M.1 + (0.3.40), T1-472: M.1 + (0.3.41), T1- 473: M.1 + (0.3.42), T1-474: M.1 + (0.3.43), T1-475: M.1 + (0.3.44), T1-476: M.1 + (0.3.45), T1-477: M.1 + (0.3.46), T1-478: M.1 + (0.3.47), T1-479: M.1 + (0.3.48), T1-480: M.1 +
(0.3.49), T1-481: M.1 + (0.3.50), T1-482: M.1 + (0.3.51), T1-483: M.1 + (0.3.52), T1-484: M.1 + (0.4.1), T1-485: M.1 + (0.4.2), T1-486: M.1 + (0.4.3), T1-487: M.1 + (0.4.4), T1-488: M.1 + (0.4.5), T1-489: M.1 + (0.4.6), T1-490: M.1 + (0.4.7), T1-491 : M.1 + (0.4.8), T1-492: M.1 + (0.4.9), T1-493: M.1 + (0.4.10), T1-494: M.1 + (0.4.11), T1-495: M.1 + (0.4.12), T1-496: M.1 + (0.4.13), T1-497: M.1 + (0.4.14), T1-498: M.1 + (0.4.15), T1-499: M.1 + (0.5.1), T1-500: M.1 + (0.5.2), T1-501 : M.1 + (0.6.1), T1-502: M.1 + (0.6.2), T1-503: M.1 + (0.6.3), T1-504: M.1 +
(0.6.4), T1-505: M.1 + (0.6.5), T1-506: M.1 + (0.7.1), T1-507: M.1 + (0.7.2), T1-508: M.1 +
(0.7.3), T1-509: M.1 + (0.7.4), T1-510: M.1 + (0.7.5), T1-511 : M.1 + (0.8.1), T1-512: M.1 +
(0.8.2), T1-513: M.1 + (0.8.3), T1-514: M.1 + (0.8.4), T1-515: M.1 + (0.8.5), T1-516: M.1 +
(0.9.1), T1-517: M.1 + (0.9.2), T1-518: M.1 + (0.9.3), T1-519: M.1 + (0.10.1), T1-520: M.1 + (0.10.2), T1-521: M.1 + (0.10.3), T1-522: M.1 + (0.10.4), T1-523: M.1 + (0.11.1), T1-524: M.1 + (0.11.2), T1-525: M.1 + (0.11.3), T1-526: M.1 + (0.11.4), T1-527: M.1 + (0.11.5), T1-528:
M.1 + (0.11.6), T1-529: M.1 + (0.11.7), T1-530: M.1 + (0.11.8), T1-531: M.1 + (0.11.9), T1- 532: M.1 + (0.11.10), T1-533: M.1 + (0.11.11), T1-534: M.1 + (0.11.12), T1-535: M.1 + (0.11.13), T1-536: M.1 + (0.12.1), T1-537: M.1 + (0.12.2), T1-538: M.1 + (0.12.3), T1-539: M.1 + (0.12.4), T1-540: M.1 + (0.12.5), T1-541 : M.1 + (0.12.6), T1-542: M.1 + (0.13.1), T1-543:
M.1 + (0.13.2), T1-544: M.1 + (0.13.3), T1-545: M.1 + (0.14.1), T1-546: M.1 + (0.14.2), T1- 547: M.1 + (0.14.3), T1-548: M.1 + (0.14.4), T1-549: M.1 + (0.15.1), T1-550: M.1 + (0.15.2), T1-551 : M.1 + (0.15.3), T1-552: M.1 + (0.15.4), T1-553: M.1 + (0.15.5), T1-554: M.1 +
(0.15.6), T1-555: M.1 + (0.15.7), T1-556: M.1 + (0.15.8), T1-557: M.1 + (0.15.9), T1-558: M.1 + (0.15.10), T1-559: M.1 + (0.15.11), T1-560: M.1 + (0.16.1), T1-561 : M.1 + (0.17.1), T1-562: M.1 + (0.18.1), T1-563: M.1 + (0.18.2), T1-564: M.1 + (0.18.3), T1-565: M.1 + (0.18.4), T1- 566: M.1 + (0.18.5), T1-567: M.1 + (0.19.1), T1-568: M.1 + (0.20.1), T1-569: M.1 + (0.20.2), T1-570: M.1 + (0.20.3), T1-571 : M.1 + (0.20.4), T1-572: M.1 + (0.21.1), T1-573: M.1 +
(0.21.2), T1-574: M.1 + (0.21.3), T1-575: M.1 + (0.21.4), T1-576: M.1 + (0.21.5), T1-577: M.1 + (0.21.6), T1-578: M.1 + (0.21.7), T1-579: M.1 + (0.22.1), T1-580: M.1 + (0.22.2), T1-581:
M.1 + (0.22.3), T1-582: M.1 + (0.22.4), T1-583: M.1 + (0.23.1), T1-584: M.1 + (0.23.2), T1- 585: M.1 + (0.23.3), T1-586: M.1 + (0.23.4), T1-587: M.1 + (0.24.1), T1-588: M.1 + (0.24.2), T1-589: M.1 + (0.24.3), T1-590: M.1 + (0.24.4), T1-591 : M.1 + (0.24.5), T1-592: M.1 +
(0.25.1), T1-593: M.1 + (0.25.2), T1-594: M.1 + (0.26.1), T1-595: M.1 + (0.26.2), T1-596: M.1 + (0.26.3), T1-597: M.1 + (0.26.4), T1-598: M.1 + (0.26.5), T1-599: M.1 + (0.26.6), T1-600:
M.1 + (0.26.7), T1-601: M.1 + (0.26.8), T1-602: M.1 + (0.26.9), T1-603: M.1 + (0.26.10), T1- 604: M.1 + (0.26.11), T1-605: M.1 + (0.26.12), T1-606: M.1 + (0.26.13), T1-607: M.1 + (0.26.14), T1-608: M.1 + (0.26.15), T1-609: M.1 + (0.26.16), T1-610: M.1 + (0.26.17), T1-611: M.1 + (0.26.18), T1-612: M.1 + (0.27.1), T1-613: M.1 + (0.28.1), T1-614: M.1 + (0.28.2), T1- 615: M.1 + (0.28.3), T1-616: M.1 + (0.28.4), T1-617: M.1 + (0.28.5), T1-618: M.1 + (0.28.7), T1-619: M.1 + (0.28.8), T1-620: M.1 + (0.28.9), T1-621 : M.1 + (0.28.10), T1-622: M.1 + (0.28.11), T1-623: M.1 + (0.28.12), T1-624: M.1 + (0.28.13), T1-625: M.1 + (0.28.14), T1-626: M.1 + (0.28.15), T1-627: M.1 + (0.28.16), T1-628: M.1 + (0.28.17), T1-629: M.1 + (0.28.18), T1-630: M.1 + (0.28.19), T1-631: M.1 + (0.28.20), T1-632: M.1 + (0.28.21), T1-633: M.1 + (0.28.22), T 1-634: M.1 + (0.28.23), T1-635: M.1 + (0.28.24), T1-636: M.1 + (0.28.25), T1-637: M.1 + (0.28.26), T1-638: M.1 + (0.28.27), T1-639: M.1 + (0.28.28), T1-640: M.1 + (0.28.29), T1-641 : M.1 + (0.28.30), T1-642: M.1 + (0.28.31), T1-643: M.1 + (0.28.42), T1-644: M.1 + (0.28.43), T 1-645: M.1 + (0.28.44), T1-646: M.1 + (0.28.45), T1-647: M.1 + (0.28.46), T1-648: M.1 + (0.28.47), T 1-649: M.1 + (0.28.48), T1-650: M.1 + (0.28.49), T1-651 : M.1 + (0.28.50),
T 1-652: M.1 + (0.28.51), T1-653: M.1 + (0.28.52), T1-654: M.1 + (0.28.53), T1-655: M.1 + (0.28.54), T 1-656: M.1 + (0.28.55), T1-657: M.1 + (0.28.56), T1-658: M.1 + (0.28.57), T1-659: M.1 + (0.28.58), T 1-660: M.1 + (0.28.59), T1-661: M.1 + (0.28.60), T1-662: M.1 + (0.28.61),
T 1-663: M.1 + (0.28.62), T1-664: M.1 + (0.28.63), T1-665: M.1 + (0.28.64), T1-666: M.1 + (0.28.65), T 1-667: M.1 + (0.28.66), T1-668: M.1 + (0.28.67), T1-669: M.1 + (0.28.68), T1-670: M.1 + (0.28.69), T1-671 : M.1 + (0.28.70), T1-672: M.1 + (0.28.71), T1-673: M.1 + (0.28.72), T1-674: M.1 + (0.28.73), T1-675: M.1 + (0.28.74), T1-676: M.1 + (0.28.75), T1-677: M.1 + (0.28.76), T1-678: M.1 + (0.28.77), T1-679: M.1 + (0.28.78), T1-680: M.1 + (0.28.79), T1-681 : M.1 + (0.28.80), T 1-682: M.1 + (0.28.81), T1-683: M.1 + (0.28.82), T1-684: M.1 + (A.2.6), T1- 685: M.1 + (A.3.24), T1-686: M.1 + (K.1.57), T1-687: M.1 + (K.1.58), T1-688: M.1 + (B.1.56), T1-689: M.1 + (B.1.57), T1-690: M.1 + (0.28.83), T1-691: M.1 + (K.1.60), T1-692: M.1 + (K.1.61), T1-693: M.1 + (B.1.33), T1-694: M.1 + (K.1.60), T1-695: M.1 + (K.1.61), T1-696: M.1 +
(K.1.62), T1-697: M.1 + (K.1.63), T1-698: M.1 + (K.1.64), T1-699: M.1 + (K.1.65), T1-700: M.1 +
(K.1.66), T1-701: M.1 + (K.1.67), T1-702: M.1 + (K.1.68), T1-703: M.1 + (K.1.69), T1-704: M.1 +
(K.1.70), T1-705: M.1 + (K.1.71), T1-706: M.1 + (K.1.72), T1-707: M.1 + (K.1.73), T1-708: M.1 +
(K.1.74), T1-709: M.1 + (K.1.75), T1-710: M.1 + (K.1.76), T1-711 : M.1 + (K.1.77), T1-712: M.1 +
(K.1.78), T1-713: M.1 + (K.1.79), T1-714: M.1 + (K.1.80), T1-715: M.1 + (K.1.81), T1-716: M.1 +
(K.1.82), T1-717: M.1 + (K.1.83), T1-718: M.1 + (K.1.84), T1-719: M.1 + (K.1.85), T1-720: M.1 +
(K.1.86), T1-721: M.1 + (K.1.87), T1-722: M.1 + (K.1.88), T1-723: M.1 + (K.1.89), T1-724: M.1 +
(K.1.90), T1-725: M.1 + (K.1.91), T1-726: M.1 + (K.1.92), T1-727: M.1 + (K.1.93), T1-728: M.1 +
(K.1.94), T1-729: M.1 + (K.1.95), T1-730: M.1 + (K.1.96), T1-731 : M.1 + (K.1.97), T1-732: M.1 +
(K.1.98), T1-733: M.1 + (K.1.99), T1-734: M.1 + (K.1.100), T1-735: M.1 + (K.1.101), T1-736:
M.1 + (K.1.102), T1-737: M.1 + (K.1.103), T1-738: M.1 + (K.1.104).
In further aspects the present invention relates to ternary mixtures depicted in tabes T2 to T30: Table T2: mixtures T2-1 to T2-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.2.
Table T3: mixtures T3-1 to T3-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.3.
Table T4: mixtures T4-1 to T4-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.4.
Table T5: mixtures T5-1 to T5-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.5.
Table T6: mixtures T6-1 to T6-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.6.
Table T7: mixtures T7-1 to T7-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.7.
Table T8: mixtures T8-1 to T8-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.8. Table T9: mixtures T9-1 to T9-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.9.
Table T10: mixtures T10-1 to T10-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.10.
Table T11: mixtures T11-1 to T11-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.11.
Table T12: mixtures T12-1 to T12-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.12.
Table T13: mixtures T13-1 to T13-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.13.
Table T14: mixtures T14-1 to T14-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.14.
Table T15: mixtures T15-1 to T15-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.15.
Table T16: mixtures T16-1 to T16-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.16.
Table T17: mixtures T17-1 to T17-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.17.
Table T18: mixtures T18-1 to T18-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.18.
Table T19: mixtures T19-1 to T19-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.19.
Table T20: mixtures T20-1 to T20-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.20.
Table T21: mixtures T21-1 to T21-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.21.
Table T23: mixtures T23-1 to T23-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.23.
Table T24: mixtures T24-1 to T24-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.24.
Table T25: mixtures T25-1 to T25-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.25.
Table T26: mixtures T26-1 to T26-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.26.
Table T27: mixtures T27-1 to T27-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.27.
Table T28: mixtures T28-1 to T28-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.28.
Table T29: mixtures T29-1 to T29-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.29.
Table T30: mixtures T30-1 to T30-738, which are identical with mixtures T1-1 to T1-738 in Table T1, with the exception that the binary mixture M.1 of table M is replaced by mixture M.30.
In one aspect of the present invention the amount of compound 1-1 in mixtures of Tables T1 to T30 is in the range between 70 and 150 g/ha, preferably 100 g/ha.
In another aspect of the present invention the amount of compound I-2 in mixtures of Tables T 1 to T30 is in the range between 70 and 100 g/ha, preferably 85 g/ha.
In one aspect, the mixtures described in Tables T1 to T30 comprise the active components 1), 2) and 3) in a synergistically effective amount. In other aspects of the invention the weight ratio of compound I and compound III in ternary mixtures is from 500:1 to 1:500, 100:1 to 1:100, 1:1 to 1:100, or 100:1 to 1:1; preferably from 50:1 to 1:50; more preferably from 20:1 to 1:20, 1:1 to 1:20, or 20:1 to 1:1, most preferably from 5:1 to 1:5, 1:1 to 1:5, 5:1 to 1:1, 3:1 to 1:3, 1:1 to 1.3, 3:1 to 1:1, 2:1 to 1:2, or 1:1 to 1:2.
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 fertilizers, as pre-mix or, if appropriate, not until immediately prior to use (tank mix).
Mixing the active compounds I, II and III and the compositions comprising the mixtures, respectively, in the use form as fungicides with other fungicides results in many cases in an expansion of the fungicidal spectrum of activity being obtained or in a prevention of fungicide resistance development. Furthermore, in many cases, synergistic effects are obtained.
The binary and ternary mixtures and agrochemical compositions thereof according to the invention 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 genus Chytridiales, and Synchytrium; Deuteromycetes (syn. 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 binary and ternary mixtures and agrochemical compositions thereof according to the invention are systemically effective and they can be used in crop protection as foliar fungicides, fungicides for seed dressing and soil fungicides. Moreover, they are suitable for controlling harmful fungi, which inter alia occur in wood or roots of plants.
The binary and ternary mixtures and agrochemical compositions thereof according to the invention are particularly important in the control of a multitude of phytopathogenic fungi on various cultivated plants, such as cereals, e. g. wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e. g. apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries or gooseberries; leguminous plants, such as lentils, peas, alfalfa or soybeans; oil plants, such as oilseed rape, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts or soybeans; cucurbits, such as squashes, cucumber or melons; fiber plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruits or mandarins; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceous plants, such as avocados, cinnamon or camphor; energy and raw material plants, such as corn, soybean, oilseed rape, sugar cane or oil palm; corn; tobacco; nuts; coffee; tea; bananas; vines (table grapes and grape juice grape vines); hop; turf; sweet leaf (also called Stevia); natural rubber plants or ornamental and forestry plants, such as flowers, shrubs, broad leaved trees or evergreens, e. g. conifers; and on the plant propagation material, such as seeds, and the crop material of these plants. The term "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. Preferably, treatment of plant propagation materials with binary and ternary mixtures and agrochemical compositions thereof according to the invention is used for controlling a multitude of fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans. The term "cultivated 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-gmc.org/, see GM crop database therein). The binary and ternary mixtures and agrochemical compositions thereof according to the invention are particularly suitable for controlling the following plant diseases: rusts on soybean and cereals (e.g. Phakopsora pachyrhizi and P. meibomiae on soybean; Puccinia tritici and P. striiformis on wheat); molds on specialty crops, soybean, oil seed rape and sunflowers (e.g. Botrytis cinerea on strawberries and vines, Sclerotinia sclerotiorum, S. minor and S. rolfsii on oil seed rape, sunflowers and soybean); Fusarium diseases on cereals (e.g. Fusarium culmorum and F. graminearum on wheat); downy mildews on specialty crops (e.g. Plasmopara viticola on vines, Phytophthora infestans on potatoes); powdery mildews on specialty crops and cereals (e.g. Uncinula necator on vines, Erysiphe spp. on various specialty crops, Blumeria graminis on cereals); and leaf spots on cereals, soybean and corn (e.g. Septoria tritici and S. nodorum on cereals, S. glycines on soybean, Cercospora spp. on corn and soybean). In a preferred embodiment the mixtures and compositions as defined herein, in particular the binary mixtures M.1 to M.30 of Table M and the ternary mixtures disclosed in Tables T1 to T30 above, are used against Phakopsora pachyrhizi and P. meibomiae on soybeans and/or against Puccinia triticina, P. striiformis, P. hordei, P. graminis or P. recondita on wheat, barley or rye; P. coronata e.g. on oats, P. sorghi und P. polysora on corn; Puccinia spp. on other crops, e.g. P. heliathi on sunflower, P. arachidis on peanuts; Uromyces spp. on pulses and other crops crops, e.g. Uromyces viciae-fabae, Uromyces vigniae, Uromyces pisi, U. ciceris-arietini, U. betae syn U. beticola. In a particularly preferred embodiment the binary mixtures M.1 to M.30 of Table M and the ternary mixtures disclosed in Tables T1 to T30 above are used against Phakopsora pachyrhizi and P. meibomiae on soybeans. The binary and ternary mixtures and agrochemical compositions thereof according to the invention 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 binary and ternary mixtures and agrochemical compositions thereof according to the invention as such or a composition comprising at least one compound I prophylactically either at or before planting or transplanting. An agrochemical composition comprises a fungicidally effective amount of a binary and ternary mixtures according to the invention. The term "effective amount" denotes an amount of the composition or of the compounds I, II and III, 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 binary or ternary mixtures used.
The binary and ternary mixtures according to the invention can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Examples for composition types are suspensions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC), pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS), pressings (e. g. BR, TB, DT), granules (e. g. WG, SG, GR, FG, GG, MG), insecticidal articles (e. g. LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (e. g. GF). These and further compositions types are defined in the “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6th Ed. May 2008, CropLife International.
The 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.
When employed in plant protection, 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.
In treatment of plant propagation materials such as seeds, e. g. by dusting, coating or drenching seed, 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.
When used in the protection of materials or stored products, 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.
Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides (e. g. herbicides, insecticides, fungicides, growth regulators, safeners, biopesticides) 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). 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.
By applying binary or ternary mixture according to the invention a synergistic effect can be obtained, i.e. more than simple addition of the individual effects is obtained (synergistic mixtures). This can be obtained by applying the binary or ternary mixture according to the invention either jointly (e. g. as tank-mix) or separately, or in succession, wherein the time interval between the individual applications is selected to ensure that the active compound applied first still occurs at the site of action in a sufficient amount at the time of application of the further active substance(s). The order of application is not essential for working of the present invention. When applying binary or ternary mixture according to the invention sequentially 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. Biological activity The fungicidal action of the mixtures according to the invention can be shown by the tests described below. The efficacy (E) is calculated as follows using Abbot's formula: E = (1 - α/β) .100 α corresponds to the fungicidal infection of the treated plants in % and β 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. Colby's formula: E = x+y - x ∙y/100 E expected efficacy, expressed in % of the untreated control, when using the mixture of the active compounds A and B at the concentrations a and b x efficacy, expressed in % of the untreated control, when using the active compound A at the concentration a y efficacy, expressed in % of the untreated control, when using the active compound B at the concentration b. Microtest The active compounds were formulated separately as a stock solution having a concentration of 10000 ppm in dimethyl sulfoxide. Activity against anthracnose caused by Colletotrichum orbiculare in the microtiterplate test (COLLLA). The stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations. A spore suspension of Colletotrichum orbiculare in an aqueous bio malt solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18°C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation. The measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds. These percentages were converted into efficacies.
An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.
COLLA Test
Figure imgf000027_0001
Green House
The compound was dissolved in a mixture of acetone and/or dimethylsulfoxide and the wetting agent/emulsifier Wettol, which is based on ethoxylated alkylphenoles, in a ratio (volume) solvent-emulsifier of 99 to 1 to give a total volume of 5 ml. Subsequently, water was added to total volume of 100 ml.
This stock solution was then diluted with the described solvent-emulsifier-water mixture to the final concentration given in the table below.
1. Curative control of soybean rust on soybeans caused by Phakopsora pachyrhizi (PHAKPA K3)
Leaves of potted soybean seedlings were inoculated with spores of Phakopsora pachyrhizi. To ensure the success of the artificial inoculation, the plants were transferred to a humid chamber with a relative humidity of about 95% and 20°C to 24°C for 24 hours. The next day the plants were cultivated for 2 days in a greenhouse chamber at 23°C to 27°C and a relative humidity between 60% and 80%. Then the plants were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below. The plants were allowed to air-dry. Then the trial plants were cultivated for 14 days in a greenhouse chamber at 23°C to 27°C and a relative humidity between 60% and 80%. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
2. Protective control of soybean rust on soybeans caused by Phakopsora pachyrhizi (PHAKPA P2)
Leaves of potted soybean seedlings were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below. The plants were allowed to air-dry. The trial plants were cultivated for 2 days in a greenhouse chamber at 23°C to 27°C and a relative humidity between 60% and 80 %. Then the plants were inoculated with spores of Phakopsora pachyrhizi. To ensure the success the artificial inoculation, the plants were transferred to a humid chamber with a relative humidity of about 95 % and 20°C to 24°C for 24 hours. The trial plants were cultivated for fourteen days in a greenhouse chamber at 23°C to 27°C and a relative humidity between 60% and 80 %. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
The disease ratings (or diseased leaf area) were converted into efficacies.
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 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.
PHAKPA K3
Figure imgf000028_0001
PHAKPA P2
Figure imgf000029_0001

Claims

Claims:
1. A fungicidal mixture comprising as active component 1) at least one compound, or an N- oxide, or an agriculturally useful salt thereof, selected from the group consisting of
1-1 : N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]benzamide,
I-2: N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide; and as active component 2), compound
II: N'-[2-chloro-4-(2-fluorophenoxy)-5-methyl-phenyl]-N-ethyl-N-methyl-formamidine, or an /V-oxide, or an agriculturally useful salt thereof.
2. The mixture according to claim 1, wherein active component 1) is compound 1-1, or an N- oxide, or an agriculturally useful salt thereof.
3. The mixture according to claim 1 , wherein active component 1) is compound i-2, or an N- oxide, or an agriculturally useful salt thereof.
4. The mixture according to any one of claims 1 to 3, comprising a component 1) and compound II in a synergistically effective amount.
5. The mixture according to any one of claims 1 to 4, comprising a component 1) and compound II in a weight ratio of from 100:1 to 1:100.
6. The mixture according to any one of claims 1 to 4, comprising a component 1) and compound II in a weight ratio of from 5:1 to 1:5.
7. The mixture according any one of claims 1 to 4, comprising a component 1) and compound II in a weight ratio of from 2:1 to 1:2.
8. An agrochemical composition, comprising a solvent or solid carrier and a composition according to any of claims 1 to 7.
9. The agrochemical composition according to claim 8 further comprising seed in an amount of from 1 g to 1000 g active components per 100 kg of seed.
10. Use of the mixture as defined in any one of the claims 1 to 7 for controlling phytopathogenic harmful fungi.
11. Use of the mixture as defined in any of the claims 1 to 7 for controlling phytopathogenic harmful fungi on soybeans.
12. Use of the mixture as defined in any of the claims 1 to 7 for controlling Phakopsora pachyrhizi and P. meibomiae on soybeans.
13. Use according to any one of claims 10 to 12, wherein the amount of compound 1-1 is in the range between 70 and 150 g/ha, and the amount of compound I-2 is in the range between 70 and 100 g/ha.
14. A method for controlling phytopathogenic harmful fungi, comprising treating the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack with an effective amount of the compound I and the compound II and the compound III as defined in any one of claims 1 to 7; with the exception of methods practiced for the therapeutic treatment of the human or animal body.
PCT/EP2022/061683 2021-05-11 2022-05-02 Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles WO2022238157A1 (en)

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