FUNGICIDAL MIXTURE COMPRISING SUBSTITUTED PYRIDINES
20210127674 · 2021-05-06
Inventors
- Nadine Riediger (Limburgerhof, DE)
- Bernd Mueller (Ludwigshafen, DE)
- Ana Escribano Cuesta (Ludwigshafen, DE)
- Michael Seet (Ludwigshafen, DE)
- Waldemar Bernat (Limburgerhof, DE)
- Lutz Brahm (Limburgerhof, DE)
Cpc classification
A01N37/50
HUMAN NECESSITIES
A01N35/04
HUMAN NECESSITIES
A01N43/82
HUMAN NECESSITIES
A01N35/04
HUMAN NECESSITIES
A01N43/90
HUMAN NECESSITIES
A01N43/82
HUMAN NECESSITIES
A01N43/80
HUMAN NECESSITIES
A01N37/50
HUMAN NECESSITIES
International classification
Abstract
The present invention relates to fungicidal mixtures comprising at least one substituted pyridines (compounds I) and at least one active compound II in a weight ratio of from 100:1 to 1:100; to a method for controlling phytopathogenic harmful fungi using mixtures of at least one compound I and at least one compound II in a weight ratio of from 100:1 to 1:100; to the use of mixtures comprising compounds I and compounds II for controlling phytopathogenic harmful fungi; to agrochemical compositions comprising these mixtures; and to agrochemical compositions further comprising seed.
Claims
1. A fungicidal mixture comprising as active components 1) at least one active compound of the formula I, or an N-oxide, or an agriculturally useful salt thereof, ##STR00058## wherein R.sup.1 is in each case independently selected from hydrogen, halogen, C.sub.1-C.sub.6-alkyl and C.sub.1-C.sub.6-halogenalkyl; R.sup.2 is in each case independently selected from hydrogen, halogen, C.sub.1-C.sub.6-alkyl and C.sub.1-C.sub.6-halogenalkyl; R.sup.3, R.sup.4 are independently selected from C.sub.1-C.sub.6-alkyl, C.sub.2-C.sub.6-alkenyl, C.sub.2-C.sub.6-alkynyl, C.sub.1-C.sub.6-halogenalkyl, C.sub.2-C.sub.6-halogenalkenyl and C.sub.2-C.sub.6-halogenalkynyl; R.sup.5 is halogen; R.sup.6 is halogen; R.sup.7, R.sup.8 together with the carbon atoms to which they are bound form a ring A, wherein the ring A is phenyl and wherein the ring A is substituent by (R.sup.78).sub.o, wherein o is 0, 1, 2 or 3; and R.sup.78 are independently selected from halogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkoxy, C.sub.1-C.sub.6-halogenalkyl and C.sub.1-C.sub.6-halogenalkoxy; R.sup.9, R.sup.10 are independently selected from H, halogen, O(R.sup.95), C.sub.1-C.sub.6-alkyl and C.sub.1-C.sub.6-halogenalkyl; wherein R.sup.95 is C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-halogenalkyl; and and as component 2) at least one active compound II selected from groups A) to O), or an N-oxide, or an agriculturally useful salt thereof: A) Respiration inhibitors: Inhibitors of complex III at Q.sub.o 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-N-methyl-acetamide (A.1.18), pyribencarb (A.1.19), triclopyricarb/chlorodincarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21a), methyl-N-[2-[(1,4-dimethyl-5-phenyl-pyrazol-3-yl)oxylmethyl]phenyl]-N-methoxy-carbamate (A.1.22), 1-[3-chloro-2-[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A.1.23), 1-[3-bromo-2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A.1.24), metyltetrapole (A.1.25), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one (A.1.26), 1-[2-[[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one (A.1.27), 1-[2-[[4-(4-chlorophenyl)thiazol-2-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (A.1.28), 1-[3-chloro-2-[[4-(p-tolyl)thiazol-2-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A.1.29), 1-[3-cyclopropyl-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4-methyl-tetrazol-5-one (A.1.30), 1-[3-(difluoromethoxy)-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4-methyl-tetrazol-5-one (A.1.31), 1-methyl-4-[3-methyl-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]tetrazol-5-one (A.1.32), 1-me-thyl-4-[3-methyl-2-[[1-[3-(trifluoromethyl)phenyl]-ethylideneamino]oxymethyl]phenyl]tetrazol-5-one (A.1.33), (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,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.sub.i 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-di-oxo-1,5-dioxonan-7-yl] 2-methylpropanoate (A.2.3), fenpicoxamid (A.2.4), [(6S,7R,8R)-8-benzyl-3-[[4-methoxy-3-(propanoyloxymethoxy)pyridine-2-carbonyl]amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate (A.2.5), florylpicoxamid (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), fluindapyr (A.3.28), methyl (E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate (A.3.30), isoflucypram (A.3.31), 2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.32), 2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide (A.3.33), 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.34), 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]pyridine-3-carboxamide (A.3.35), 2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)pyridine-3-carboxamide (A.3.36), 2-(difluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]pyridine-3-carboxamide (A.3.37), 2-(difluoromethyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)pyridine-3-carboxamide (A.3.38), 2-(difluoromethyl)-N-[(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), 1[rel-(2S;3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)-oxiranylmethyl]-5-thiocyanato-1H-[1,2,4]triazole (B.1.31), 2-[rel-(2S;3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)-oxiranylmethyl]-2H-[1,2,4]triazole-3-thiol (B.1.32), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)pentan-2-ol (B.1.33), 1-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-cyclopropyl-2-(1,2,4-triazol-1-yl)ethanol (B.1.34), 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol (B.1.35), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol (B.1.36), ipfentrifluconazole (B.1.37), mefentrifluconazole (B.1.38), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol (B.1.39), 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)pentan-2-ol (B.1.40), 2-[4-(4-fluorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (B.1.41), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)pent-3-yn-2-ol (B.1.42), 2-(chloromethyl)-2-methyl-5-(p-tolylmethyl)-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol (B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45), prochloraz (B.1.46), triflumizol (B.1.47); pyrimidines, pyridines and 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). Delta14-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), 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine (D.1.6), 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine (D.1.7), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butanamide (D.1.8), N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)butanamide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetamide (D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-propyl-butanamide (D.1.12), 2-[(3-ethynyl-8-methyl-6-quinolypoxy]-2-methoxy-N-propyl-acetamide (D.1.13), 2-[(3-ethynyl-8-methyl-6-quinolypoxy]-2-methylsulfanyl-N-propyl-acetamide (D.1.14), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methylsulfanyl-acetamide (D.1.15), 4-(2-bromo-4-fluoro-phenyl)-N-(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(di-fluoromethyl-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-(tri-fluoromethyl)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]dithiino[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 (I.1.1), polyoxin B (I.1.2). Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2), carpropamid (I.2.3), diclocymet (I.2.4), fenoxanil (I.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), potassium or sodium bicarbonate (J.1.9), 4-cyclopropyl-N-(2,4-dimethoxyphenyl)thiadiazole-5-carboxamide (J.1.10), calcium phosphonate (J.1.11), potassium phosphonate (J.1.12). 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), 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), methasulfocarb (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-eth-yl-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-yl-oxy-2-methyl-3-pyridyl)-N-ethyl-N-methyl-formamidine (K.1.30), N′-[5-bromo-6-[1-(3,5-diflu-orophenyl)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), 2-[2-[(7,8-difluoro-2-methyl-3-quinolyl)oxy]-6-fluoro-phenyl]propan-2-ol (K.1.44), 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phen-yl]propan-2-ol (K.1.45), 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroiso-quinolin-1-yl)quinoline (K.1.46), quinofumelin (K.1.47), 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (K.1.48), 9-fluoro-2,2-dimethyl-5-(3-quinolyl)-3H-1,4-benzoxazepine (K.1.49), 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). L) Biopesticides L1) Microbial pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity: Ampelomyces quisqualis (L.1.1), Aspergillus flavus (L.1.2), Aureobasidium pullulans (L.1.3), Bacillus altitudinis (L.1.4), B. amyloliquefaciens (L.1.5), B. megaterium (L.1.6), B. mojavensis (L.1.7), B. mycoides (L.1.8), B. pumilus (L.1.9), B. simplex (L.1.10), B. solisalsi (L.1.11), B. subtilis (L.1.12), B. subtilis var. amyloliquefaciens (L.1.13), Candida oleophila (L.1.14), C. saitoana (L.1.15), Clavibacter michiganensis (bacteriophages) (L.1.16), Coniothyrium minitans (L.1.17), Cryphonectria parasitica (L.1.18), Cryptococcus albidus (L.1.19), Dilophosphora alopecuri (L.1.20), Fusarium oxysporum (L.1.21), Clonostachys rosea f. catenulate (also named Gliocladium catenulatum) (L.1.22), Gliocladium roseum (L.1.23), Lysobacter antibioticus (L.1.24), L. enzymogenes (L.1.25), Metschnikowia fructicola (L.1.26), Microdochium dimerum (L.1.27), Microsphaeropsis ochracea (L.1.28), Muscodor albus (L.1.29), Paenibacillus alvei (L.1.30), Paenibacillus epiphyticus (L.1.31), P. polymyxa (L.1.32), Pantoea vagans (L.1.33), Penicillium bilaiae (L.1.34), Phlebiopsis gigantea (L.1.35), Pseudomonas sp. (L.1.36), Pseudomonas chloraphis (L.1.37), Pseudozyma flocculosa (L.1.38), Pichia anomala (L.1.39), Pythium oligandrum (L.1.40), Sphaerodes mycoparasitica (L.1.41), Streptomyces griseoviridis (L.1.42), S. lydicus (L.1.43), S. violaceusniger (L.1.44), Talaromyces flavus (L.1.45), Trichoderma asperelloides (L.1.46), T. asperellum (L.1.47), T. atroviride (L.1.48), T. fertile (L.1.49), T. gamsii (L.1.50), T. harmatum (L.1.51), T. harzianum (L.1.52), T. polysporum (L.1.53), T. stromaticum (L.1.54), T. virens (L.1.55), T. viride (L.1.56), Typhula phacorrhiza (L.1.57), Ulocladium oudemansii0 (L.1.58), Verticillium dahlia, zucchini yellow mosaic virus (avirulent strain) (L.1.59); L2) Biochemical pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity: harpin protein (L.2.1), Reynoutria sachalinensis extract(L.2.1); L3) Microbial pesticides with insecticidal, acaricidal, molluscidal and/or nematicidal activity: Agrobacterium radiobacter (L.3.1), Bacillus cereus (L.3.2), B. firmus (L.3.3), B. thuringiensis (L.3.4), B. thuringiensis ssp. aizawai (L.3.5), B. t. ssp. israelensis (L.3.6), B. t. ssp. galleriae (L.3.7), B. t. ssp. kurstaki (L.3.8), B. t. ssp. tenebrionis (L.3.9), Beauveria bassiana (L.3.10), B. brongniarti (L.3.11), Burkholderia spp. (L.3.12), Chromobacterium subtsugae (L.3.13), Cydia pomonella granulovirus (CpGV) (L.3.14), Cryptophlebia leucotreta granulovirus (CrleGV) (L.3.15), Flavobacterium spp. (L.3.16), Helicoverpa armigera nucleopolyhedrovirus (HearNPV) (L.3.17), Helicoverpa zea nucleopolyhedrovirus (HzNPV) (L.3.18), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV) (L.3.19), Heterorhabditis bacteriophora (L.3.20), Isaria fumosorosea (L.3.21), Lecanicillium longisporum (L.3.22), L. muscarium (L.3.23), Metarhizium anisopliae (L.3.24), M. anisopliae var. anisopliae (L.3.25), M. anisopliae var. acridum (L.3.26), Nomuraea rileyi (L.3.27), Paecilomyces fumosoroseus (L.3.28), P. lilacinus (L.3.29), Paenibacillus popilliae (L.3.30), Pasteuria spp. (L.3.31), P. nishizawae (L.3.32), P. penetrans (L.3.33), P. ramosa (L.3.34), P. thornea (L.3.35), P. usgae (L.3.36), Pseudomonas fluorescens (L.3.37), Spodoptera littoralis nucleopolyhedrovirus (SpliNPV) (L.3.38), Steinernema carpocapsae (L.3.39), S. feltiae (L.3.40), S. kraussei (L.3.41), Streptomyces galbus (L.3.42), S. microflavus (L.3.43); L4) Biochemical pesticides with insecticidal, acaricidal, molluscidal, pheromone and/or nematicidal activity: L-carvone, citral (L.4.1), (E,Z)-7,9-dodecadien-1-yl acetate (L.4.2), ethyl formate (L.4.3), (E,Z)-2,4-ethyl decadienoate (pear ester) (L.4.4), (Z,Z,E)-7,11,13-hexadecatrienal (L.4.5), heptyl butyrate (L.4.6), isopropyl myristate (L.4.7), lavanulyl senecioate (L.4.8), cis-jasmone (L.4.9), 2-methyl 1-butanol (L.4.10), methyl eugenol (L.4.11), methyl jasmonate (LA.12), (E,Z)-2,13-octadecadien-1-ol (LA.13), (E,Z)-2,13-octadecadien-1-ol acetate (LA.14), (E,Z)-3,13-octadecadien-1-ol (LA.15), (R)-1-octen-3-ol (L.4.16), pentatermanone (L.4.17), (E,Z,Z)-3,8,11-tetradecatrienyl acetate (L.4.18), (Z,E)-9,12-tetradecadien-1-yl acetate (L.4.19), (Z)-7-tetradecen-2-one (L.4.20), (2)-9-tetradecen-1-yl acetate (L.4.21), (Z)-11-tetradecenal (L.4.22), (Z)-11-tetradecen-1-ol (L.4.23), extract of Chenopodium ambrosiodes (L.4.24), Neem oil, Quillay extract (L.4.25); L5) Microbial pesticides with plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity: Azospirillum amazonense (L.5.1), A. brasilense (L.5.2), A. lipoferum (L.5.3), A. irakense (L.5.4), A. halopraeferens (L.5.5), Bradyrhizobium spp. (L.5.6), B. elkanii (L.5.7), B. japonicum (L.5.8), B. liaoningense (L.5.9), B. lupini (L.5.10), Delftia acidovorans (L.5.11), Glomus intraradices (L.5.12), Mesorhizobium spp. (L.5.13), Rhizobium leguminosarum bv. phaseoli (L.5.14), R. l. bv. trifolii (L.5.15), R. l. bv. viciae (L.5.16), R. tropici (L.5.17), Sinorhizobium meliloti (L.5.18); M) Growth regulators abscisic acid (M.1.1), amidochlor, ancymidol (M.1.2), 6-benzylaminopurine (M.1.3), brassinolide (M.1.4), butralin (M.1.5), chlormequat (M.1.6), chlormequat chloride (M.1.7), choline chloride (M.1.8), cyclanilide (M.1.9), daminozide (M.1.10), dikegulac (M.1.11), dimethipin (M.1.12), 2,6-dimethylpuridine (M.1.13), ethephon (M.1.14), flumetralin (M.1.15), flurprimidol (M.1.16), fluthiacet (M.1.17), forchlorfenuron (M.1.18), gibberellic acid (M.1.19), inabenfide (M.1.20), indole-3-acetic acid (M.1.21), maleic hydrazide (M.1.22), mefluidide (M.1.23), mepiquat (M.1.24), mepiquat chloride (M.1.25), naphthaleneacetic acid (M.1.26), N-6-benzyladenine (M.1.27), paclobutrazol (M.1.28), prohexadione (M.1.29), prohexadione-calcium (M.1.30), prohydrojasmon (M.1.31), thidiazuron (M.1.32), triapenthenol (M.1.33), tributyl phosphorotrithioate (M.1.34), 2,3,5-tri-iodobenzoic acid (M.1.35), trinexapac-ethyl and uniconazole (M.1.36); N) Herbicides from classes N.1 to N.15 N.1 Lipid biosynthesis inhibitors: alloxydim (N.1.1), alloxydim-sodium (N.1.2), butroxydim (N.1.3), clethodim (N.1.4), clodinafop (N.1.5), clodinafop-propargyl (N.1.6), cycloxydim (N.1.7), cyhalofop (N.1.8), cyhalofop-butyl (N.1.9), diclofop(N.1.10), diclofop-methyl (N.1.11), fenoxaprop (N.1.12), fenoxaprop-ethyl (N.1.13), fenoxaprop-P (N.1.14), fenoxaprop-P-ethyl (N.1.15), fluazifop (N.1.16), fluazifop-butyl (N.1.17), fluazifop-P (N.1.18), fluazifop-P-butyl (N.1.19), haloxyfop (N.1.20), haloxyfop-methyl (N.1.21), haloxyfop-P (N.1.22), haloxyfop-P-methyl (N.1.23), metamifop (N.1.24), pinoxaden (N.1.25), profoxydim (N.1.26), propaquizafop (N.1.27), quizalofop (N.1.28), quizalofop-ethyl (N.1.29), quizalofop-tefuryl (N.1.30), quizalofop-P (N.1.31), quizalofop-P-ethyl (N.1.32), quizalofop-P-tefuryl (N.1.33), sethoxydim (N.1.34), tepraloxydim (N.1.35), tralkoxydim (N.1.36), 4-(4′-chloro-4-cyclo-ipropyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one ((N.1.37) CAS 1312337-72-6); 4-(2′,4′-dichloro-4-cyclopropyl[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one ((N.1.38) CAS 1312337-45-3); 4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one ((N.1.39) CAS 1033757-93-5); 4-(2′,4′-Dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione ((N.1.40) CAS 1312340-84-3); 5-(acetyloxy)-4-(4′-chloro-4-cyclo-propyl-2′-fluoro[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one ((N.1.41) CAS 1312337-48-6); 5-(acetyloxy)-4-(2″,4′-dichloro-4-cyclopropyl-[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (N.1.42); 5-(acetyloxy)-4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one ((N.1.43) CAS 1312340-82-1); 5-(acetyloxy)-4-(2′,4′-dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one ((N.1.44) CAS 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-2H-pyran-3-yl carbonic acid methyl ester ((N.1.45) CAS 1312337-51-1); 4-(2″,4′-dichloro-4-cyclopropyl-[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester (N.1.46); 4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester ((N.1.47) CAS 1312340-83-2); 4-(2′,4′-dichloro-4-ethyl¬[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carbonic acid methyl ester ((N.1.48) CAS 1033760-58-5); benfuresate (N.1.49), butylate (N.1.50), cycloate (N.1.51), dalapon (N.1.52), dimepiperate (N.1.53), EPIC (N.1.54), esprocarb (N.1.55), ethofumesate (N.1.56), flupropanate (N.1.57), molinate (N.1.58), orbencarb (N.1.59), pebulate (N.1.60), prosulfocarb (N.1.61), TCA (N.1.62), thiobencarb (N.1.63), tiocarbazil (N.1.64), triallate (N.1.65) and vernolate (N.1.66); N.2 ALS inhibitors: amidosulfuron (N.2.1), azimsulfuron (N.2.2), bensulfuron (N.2.3), bensulfuron-methyl (N.2.4), chlorimuron (N.2.5), chlorimuron-ethyl (N.2.6), chlorsulfuron (N.2.7), cinosulfuron (N.2.8), cyclosulfamuron (N.2.9), ethametsulfuron (N.2.10), ethametsulfuron-methyl (N.2.11), ethoxysulfuron (N.2.12), flazasulfuron (N.2.13), flucetosulfuron (N.2.14), flupyrsulfuron (N.2.15), flupyrsulfuron-methyl-sodium (N.2.16), foramsulfuron (N.2.17), halosulfuron (N.2.18), halosulfuron-methyl (N.2.19), imazosulfuron (N.2.20), iodosulfuron (N.2.21), iodosulfuron-methyl-sodium (N.2.22), iofensulfuron (N.2.23), iofensulfuron-sodium (N.2.24), mesosulfuron (N.2.25), metazosulfuron (N.2.26), metsulfuron (N.2.27), metsulfuron-methyl (N.2.28), nicosulfuron (N.2.29), orthosulfamuron (N.2.30), oxasulfuron (N.2.31), primisulfuron (N.2.32), primisulfuron-methyl (N.2.33), propyrisulfuron (N.2.34), prosulfuron (N.2.35), pyrazosulfuron (N.2.36), pyrazosulfuron-ethyl (N.2.37), rimsulfuron (N.2.38), sulfometuron (N.2.39), sulfometuron-methyl (N.2.40), sulfosulfuron (N.2.41), thifensulfuron (N.2.42), thifensulfuron-methyl (N.2.43), triasulfuron (N.2.44), tribenuron (N.2.45), tribenuron-methyl (N.2.46), trifloxysulfuron (N.2.47), triflusulfuron (N.2.48), triflusulfuron-methyl (N.2.49), tritosulfuron (N.2.50), imazamethabenz (N.2.51), imazamethabenz-methyl (N.2.52), imazamox (N.2.53), imazapic (N.2.54), imazapyr (N.2.55), imazaquin (N.2.56), imazethapyr (N.2.57); cloransulam (N.2.58), cloransulam-methyl (N.2.59), diclosulam (N.2.60), flumetsulam (N.2.61), florasulam (N.2.62), metosulam (N.2.63), penoxsulam (N.2.64), pyrimisulfan (N.2.65) and pyroxsulam (N.2.66); bispyribac (N.2.67), bispyribac-sodium (N.2.68), pyribenzoxim (N.2.69), pyriftalid (N.2.70), pyriminobac (N.2.71), pyriminobac-methyl (N.2.72), pyrithiobac (N.2.73), pyrithiobac-sodium (N.2.74), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoic acid-1-methyl-ethyl ester ((N.2.75) CAS 420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]¬methyl]amino]-benzoic acid propyl ester ((N.2.76) CAS 420138-40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine ((N.2.77) CAS 420138-01-8); flucarbazone (N.2.78), flucarbazone-sodium (N.2.79), propoxycarbazone (N.2.80), propoxycarbazone-sodium (N.2.81), thiencarbazone (N.2.82), thiencarbazone-methyl (N.2.83), triafamone (N.2.84); N.3 Photosynthesis inhibitors: amicarbazone (N.3.1); chlorotriazine (N.3.2); ametryn (N.3.3), atrazine (N.3.4), chloridazone (N.3.5), cyanazine (N.3.6), desmetryn (N.3.7), dimethametryn (N.3.8),hexazinone (N.3.9), metribuzin (N.3.10), prometon (N.3.11), prometryn (N.3.12), propazine (N.3.13), simazine (N.3.14), simetryn (N.3.15), terbumeton (N.3.16), terbuthylazin (N.3.17), terbutryn (N.3.18), trietazin (N.3.19); chlorobromuron (N.3.20), chlorotoluron (N.3.21), chloroxuron (N.3.22), dimefuron (N.3.23), diuron (N.3.24), fluometuron (N.3.25), isoproturon (N.3.26), isouron (N.3.27), linuron (N.3.28), metamitron (N.3.29), methabenzthiazuron (N.3.30), metobenzuron (N.3.31), metoxuron (N.3.32), monolinuron (N.3.33), neburon (N.3.34), siduron (N.3.35), tebuthiuron (N.3.36), thiadiazuron (N.3.37), desmedipham (N.3.38), karbutilat (N.3.39), phenmedipham (N.3.40), phenmedipham-ethyl (N.3.41), bromofenoxim (N.3.42), bromoxynil (N.3.43) and its salts and esters, ioxynil (N.3.44) and its salts and esters, bromacil (N.3.45), lenacil (N.3.46), terbacil (N.3.47), bentazon (N.3.48), bentazon-sodium (N.3.49), pyridate (N.3.50), pyridafol (N.3.51), pentanochlor (N.3.52), propanil (N.3.53); diquat (N.3.54), diquat-dibromide (N.3.55), paraquat (N.3.56), paraquat-dichloride (N.3.57), paraquat-dimetilsulfate (N.3.58); N.4 protoporphyrinogen-IX oxidase inhibitors: acifluorfen (N.4.1), acifluorfen-sodium (N.4.2), azafenidin (N.4.3), bencarbazone (N.4.4), benzfendizone (N.4.5), bifenox (N.4.6), butafenacil (N.4.7), carfentrazone (N.4.8), carfentrazone-ethyl (N.4.9), chlormethoxyfen (N.4.10), cinidon-ethyl (N.4.11), fluazolate (N.4.12), flufenpyr (N.4.13), flufenpyr-ethyl (N.4.14), flumiclorac (N.4.15), flumiclorac-pentyl (N.4.16), flumioxazin (N.4.17), fluoroglycofen (N.4.18), fluoroglycofen-ethyl (N.4.19), fluthiacet (N.4.20), fluthiacet-methyl (N.4.21), fomesafen (N.4.22), halosafen (N.4.23), lactofen (N.4.24), oxadiargyl (N.4.25), oxadiazon (N.4.26), oxyfluorfen (N.4.27), pentoxazone (N.4.28), profluazol (N.4.29), pyraclonil (N.4.30), pyraflufen (N.4.31), pyraflufen-ethyl (N.4.32), saflufenacil (N.4.33), sulfentrazone (N.4.34), thidiazimin (N.4.35), tiafenacil (N.4.36), trifludimoxazin (N.4.37), 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 ((N.4.38) CAS 353292-31-6), N-ethyl-3-(2,6-dichloro-4-trifluoro-methylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide ((N.4.39) CAS 452098-92-9), N tetrahydrofurfuryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide ((N.4.40) CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethyl-iphenoxy)-5-methyl-1H-pyrazole-1-carboxamide ((N.4.41) CAS 452099-05-7), N tetrahydro-ifurfuryl-3-(2-chloro-6-fluoro-4-trifluoro-methylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide ((N.4.42) CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1,5-dimethyl-6-thioxo-[1,3,5]triazinan-2,4-dione ((N.4.43) CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1,3-dione ((N.4.44) CAS 1300118-96-0), 1-methyl-6-trifluoro-imethyl-3-(2,2,7-tri-fluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-1H-pyrimidine-2,4-dione ((N.4.45) CAS 1304113-05-0), methyl (E)-4-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1H-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate ((N.4.46) CAS 948893-00-3), 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1H-pyrimidine-2,4-dione ((N.4.47) CAS 212754-C.sub.2-C.sub.4); N.5 Bleacher herbicides: beflubutamid (N.5.1), diflufenican (N.5.2), fluridone (N.5.3), flurochloridone (N.5.4), flurtamone (N.5.5), norflurazon (N.5.6), picolinafen (N.5.7), 4-(3-trifluoromethyl-iphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine ((N.5.8) CAS 180608-33-7); benzobicyclon (N.5.9), benzofenap (N.5.10), bicyclopyrone (N.5.11), clomazone (N.5.12), fenquintrione (N.5.13), isoxaflutole (N.5.14), mesotrione (N.5.15), pyrasulfotole (N.5.16), pyrazolynate (N.5.17), pyrazoxyfen (N.5.18), sulcotrione (N.5.19), tefuryltrione (N.5.20), tembotrione (N.5.21), tolpyralate (N.5.22), topramezone (N.5.23); aclonifen (N.5.24), amitrole (N.5.25), flumeturon (N.5.26); N.6 EPSP synthase inhibitors: glyphosate (N.6.1), glyphosate-isopropylammonium (N.6.2), glyposate-potassium (N.6.3), glyphosate-trimesium (sulfosate) (N.6.4); N.7 Glutamine synthase inhibitors: bilanaphos (bialaphos) (N.7.1), bilanaphos-sodium (N.7.2), glufosinate (N.7.3), glufosinate-P (N.7.4), glufosinate-ammonium (N.7.5); N.8 DHP synthase inhibitors: asulam (N.8.1); N.9 Mitosis inhibitors: benfluralin (N.9.1), butralin (N.9.2), dinitramine (N.9.3), ethalfluralin (N.9.4), fluchloralin (N.9.5), oryzalin (N.9.6), pendimethalin (N.9.7), prodiamine (N.9.8), trifluralin (N.9.9); amiprophos (N.9.10), amiprophos-methyl (N.9.11), butamiphos (N.9.12); chlorthal (N.9.13), chlorthal-dimethyl (N.9.14), dithiopyr (N.9.15), thiazopyr (N.9.16), propyzamide (N.9.17), tebutam (N.9.18); carbetamide (N.9.19), chlorpropham (N.9.20), flamprop (N.9.21), flamprop-isopropyl (N.9.22), flamprop-methyl (N.9.23), flamprop-M-isopropyl (N.9.24), flamprop-M-methyl (N.9.25), propham (N.9.26); N.10 VLCFA inhibitors: acetochlor (N.10.1), alachlor (N.10.2), butachlor (N.10.3), dimethachlor (N.10.4), dimethenamid (N.10.5), dimethenamid-P (N.10.6), metazachlor (N.10.7), metolachlor (N.10.8), metolachlor-S(N.10.9), pethoxamid (N.10.10), pretilachlor (N.10.11), propachlor (N.10.12), propisochlor (N.10.13), thenylchlor (N.10.14), flufenacet (N.10.15), mefenacet (N.10.16), diphenamid (N.10.17), naproanilide (N.10.18), napropamide (N.10.19), napropamide-M (N.10.20), fentrazamide (N.10.21), anilofos (N.10.22), cafenstrole (N.10.23), fenoxasulfone (N.10.24), ipfencarbazone (N.10.25), piperophos (N.10.26), pyroxasulfone (N.10.27), isoxazoline compounds of the formulae I1.1, I1.2, I1.3, I1.4, I1.5, I1.6, I1.7, I1.8 and I1.9 ##STR00059## ##STR00060## N.11 Cellulose biosynthesis inhibitors: chlorthiamid (N.11.1), dichlobenil (N.11.2), flupoxam (N.11.3), indaziflam (N.11.4), isoxaben (N.11.5), triaziflam (N.11.6), 1-cyclohexyl-5-pentafluorphenyloxy-14-[1,2,4,6]thiatriazin-3-ylamine ((N.11.7) CAS 175899-01-1); N.12 Decoupler herbicides: dinoseb (N.12.1), dinoterb (N.12.2), DNOC (N.12.3) and its salts; N.13 Auxinic herbicides: 2,4-D (N.13.1) and its salts and esters, clacyfos (N.13.2), 2,4-DB (N.13.3) and its salts and esters, aminocyclopyrachlor (N.13.4) and its salts and esters, aminopyralid (N.13.5) and its salts such as aminopyralid-dimethylammonium (N.13.6), aminopyralid-tris(2-hydroxypropyl)ammonium (N.13.7) and its esters, benazolin (N.13.8), benazolin-ethyl (N.13.9), chloramben (N.13.10) and its salts and esters, clomeprop (N.13.11), clopyralid (N.13.12) and its salts and esters, dicamba (N.13.13) and its salts and esters, dichlorprop (N.13.14) and its salts and esters, dichlorprop-P (N.13.15) and its salts and esters, fluroxypyr (N.13.16), fluroxypyr-butometyl (N.13.17), fluroxypyr-meptyl (N.13.18), halauxifen (N.13.) and its salts and esters (CAS 943832-60-8); MCPA (N.13.) and its salts and esters, MCPA-thioethyl (N.13.19), MCPB (N.13.20) and its salts and esters, mecoprop (N.13.21) and its salts and esters, mecoprop-P (N.13.22) and its salts and esters, picloram (N.13.23) and its salts and esters, quinclorac (N.13.24), quinmerac (N.13.25), TBA (2,3,6) (N.13.26) and its salts and esters, triclopyr (N.13.27) and its salts and esters, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylic acid (N.13.28), benzyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylate ((N.13.29) CAS 1390661-72-9); N.14 Auxin transport inhibitors: diflufenzopyr (N.14.1), diflufenzopyr-sodium (N.14.2), naptalam (N.14.3) and naptalam-sodium (N.14.4); N.15 Other herbicides: bromobutide (N.15.1), chlorflurenol (N.15.2), chlorflurenol-methyl (N.15.3), cinmethylin (N.15.4), cumyluron (N.15.5), cyclopyrimorate ((N.15.6) CAS 499223-49-3) and its salts and esters, dalapon (N.15.7), dazomet (N.15.8), difenzoquat (N.15.9), difenzoquat-metilsulfate (N.15.10), dimethipin (N.15.11), DSMA (N.15.12), dymron (N.15.13), endothal (N.15.14) and its salts, etobenzanid (N.15.15), flurenol (N.15.16), flurenol-butyl (N.15.17), flurprimidol (N.15.18), fosamine (N.15.19), fosamine-ammonium (N.15.20), indanofan (N.15.21), maleic hydrazide (N.15.22), mefluidide (N.15.23), metam (N.15.24), methiozolin ((N.15.25) CAS 403640-27-7), methyl azide (N.15.26), methyl bromide (N.15.27), methyl-dymron (N.15.28), methyl iodide (N.15.29), MSMA (N.15.30), oleic acid (N.15.31), oxaziclomefone (N.15.32), pelargonic acid (N.15.33), pyributicarb (N.15.34), quinoclamine (N.15.35), tridiphane (N.15.36); O) Insecticides from classes O.1 to O.29 O.1 Acetylcholine esterase (AChE) inhibitors: aldicarb (O.1.1), alanycarb (O.1.2), bendiocarb (O.1.3), benfuracarb (O.1.4), butocarboxim (O.1.5), butoxycarboxim (O.1.6), carbaryl (O.1.7), carbofuran (O.1.8), carbosulfan (O.1.9), ethiofencarb (O.1.10), fenobucarb (O.1.11), formetanate (O.1.12), furathiocarb (O.1.13), isoprocarb (O.1.14), methiocarb (O.1.15), methomyl (O.1.16), metolcarb (O.1.17), oxamyl (O.1.18), pirimicarb (O.1.19), propoxur (O.1.20), thiodicarb (O.1.21), thiofanox (O.1.22), trimethacarb (O.1.23), XMC (O.1.24), xylylcarb (O.1.25) and triazamate (O.1.26); acephate (O.1.27), azamethiphos (O.1.28), azinphos-ethyl (O.1.29), azinphosmethyl (O.1.30), cadusafos (O.1.31), chlorethoxyfos (O.1.32), chlorfenvinphos (O.1.33), chlormephos (O.1.34), chlorpyrifos (O.1.35), chlorpyrifos-methyl (O.1.36), coumaphos (O.1.37), cyanophos (O.1.38), demeton-S-methyl (O.1.39), diazinon (O.1.40), dichlorvos/DDVP (O.1.41), dicrotophos (O.1.42), dimethoate (O.1.43), dimethylvinphos (O.1.44), disulfoton (O.1.45), EPN (O.1.46), ethion (O.1.47), ethoprophos (O.1.48), famphur (O.1.49), fenamiphos (O.1.50), fenitrothion (O.1.51), fenthion (O.1.52), fosthiazate (O.1.53), heptenophos (O.1.54), imicyafos (O.1.55), isofenphos (O.1.56), isopropyl O-(methoxyaminothio-phosphoryl) salicylate (O.1.57), isoxathion (O.1.58), malathion (O.1.59), mecarbam (O.1.60), methamidophos (O.1.61), methidathion (O.1.62), mevinphos (O.1.63), monocrotophos (O.1.64), naled (O.1.65), omethoate (O.1.66), oxydemeton-methyl (O.1.67), parathion (O.1.68), parathion-methyl (O.1.69), phenthoate (O.1.70), phorate (O.1.71), phosalone (O.1.72), phosmet (O.1.73), phosphamidon (O.1.74), phoxim (O.1.75), pirimiphos-methyl (O.1.76), profenofos (O.1.77), propetamphos (O.1.78), prothiofos (O.1.79), pyraclofos (O.1.80), pyridaphenthion (O.1.81), quinalphos (O.1.82), sulfotep (O.1.83), tebupirimfos (O.1.84), temephos (O.1.85), terbufos (O.1.86), tetrachlorvinphos (O.1.87), thiometon (O.1.88), triazophos (O.1.89), trichlorfon (O.1.90), vamidothion (O.1.91); O.2 GABA-gated chloride channel antagonists: endosulfan (O.2.1), chlordane (O.2.2); ethiprole (O.2.3), fipronil (O.2.4), flufiprole (O.2.5), pyrafluprole (O.2.6), pyriprole (O.2.7); O.3 Sodium channel modulators: acrinathrin (O.3.1), allethrin (O.3.2), d-cis-trans allethrin (O.3.3), d-trans allethrin (O.3.4), bifenthrin (O.3.5), bioallethrin (O.3.6), bioallethrin S-cylclopentenyl (O.3.7), bioresmethrin (O.3.8), cycloprothrin (O.3.9), cyfluthrin (O.3.10), beta-cyfluthrin (O.3.11), cyhalothrin (O.3.12), lambda-cyhalothrin (O.3.13), gamma-cyhalothrin (O.3.14), cypermethrin (O.3.15), alpha-cypermethrin (O.3.16), beta-cypermethrin (O.3.17), theta-cypermethrin (O.3.18), zeta-cypermethrin (O.3.19), cyphenothrin (O.3.20), deltamethrin (O.3.21), empenthrin (O.3.22), esfenvalerate (O.3.23), etofenprox (O.3.24), fenpropathrin (O.3.25), fenvalerate (O.3.26), flucythrinate (O.3.27), flumethrin (O.3.28), tau-fluvalinate (O.3.29), halfenprox (O.3.30), heptafluthrin (O.3.31), imiprothrin (O.3.32), meperfluthrin (O.3.33), metofluthrin (O.3.34), momfluorothrin (O.3.35), permethrin (O.3.36), phenothrin (O.3.37), prallethrin (O.3.38), profluthrin (O.3.39), pyrethrin (pyrethrum) (O.3.40), resmethrin (O.3.41), silafluofen (O.3.42), tefluthrin (O.3.43), tetramethylfluthrin (O.3.44), tetramethrin (O.3.45), tralomethrin (O.3.46) and transfluthrin (O.3.47); DDT (O.3.48), methoxychlor (O.3.49); O.4 Nicotinic acetylcholine receptor agonists (nAChR): acetamiprid (O.4.1), clothianidin (O.4.2), cycloxaprid (O.4.3), dinotefuran (O.4.4), imidacloprid (O.4.5), nitenpyram (O.4.6), thiacloprid (O.4.7), thiamethoxam (O.4.8); (2E)-1-[(6-chloropyridin-3-yl)methyl]-N′-nitro-2-pentylidenehydrazinecarboximidamide (O.4.9); 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine (O.4.10); nicotine (O.4.11); O.5 Nicotinic acetylcholine receptor allosteric activators: spinosad (O.5.1), spinetoram (O.5.2); O.6 Chloride channel activators: abamectin (O.6.1), emamectin benzoate (O.6.2), ivermectin (O.6.3), lepimectin (O.6.4), milbemectin (O.6.5); O.7 Juvenile hormone mimics: hydroprene (O.7.1), kinoprene (O.7.2), methoprene (O.7.3); fenoxycarb (O.7.4), pyriproxyfen (O.7.5); O.8 miscellaneous non-specific (multi-site) inhibitors: methyl bromide (O.8.1) and other alkyl halides; chloropicrin (O.8.2), sulfuryl fluoride (O.8.3), borax (O.8.4), tartar emetic (O.8.5); O.9 Selective homopteran feeding blockers: pymetrozine (O.9.1), flonicamid (O.9.2); O.10 Mite growth inhibitors: clofentezine (O.10.1), hexythiazox (O.10.2), diflovidazin (O.10.3); etoxazole (O.10.4); O.11 Microbial disruptors of insect midgut membranes: the Bt crop proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1; O.12 Inhibitors of mitochondrial ATP synthase: diafenthiuron (O.12.1); azocyclotin (O.12.2), cyhexatin (O.12.3), fenbutatin oxide (O.12.4), propargite (O.12.5), tetradifon (O.12.6); O.13 Uncouplers of oxidative phosphorylation via disruption of the proton gradient: chlorfenapyr (O.13.1), DNOC (O.13.2), sulfluramid (O.13.3); O.14 Nicotinic acetylcholine receptor (nAChR) channel blockers: bensultap (O.14.1), cartap hydrochloride (O.14.2), thiocyclam (O.14.3), thiosultap sodium (O.14.4); O.15 Inhibitors of the chitin biosynthesis type 0: bistrifluron (O.15.1), chlorfluazuron (O.15.2), diflubenzuron (O.15.3), flucycloxuron (O.15.4), flufenoxuron (O.15.5), hexaflumuron (O.15.6), lufenuron (O.15.7), novaluron (O.15.8), noviflumuron (O.15.9), teflubenzuron (O.15.10), triflumuron (O.15.11); O.16 Inhibitors of the chitin biosynthesis type 1: buprofezin (O.16.1); O.17 Moulting disruptors: cyromazine (O.17.1); O.18 Ecdyson receptor agonists: methoxyfenozide (O.18.1), tebufenozide (O.18.2), halofenozide (O.18.3), fufenozide (O.18.4), chromafenozide (O.18.5); O.19 Octopamin receptor agonists: amitraz (O.19.1); O.20 Mitochondrial complex III electron transport inhibitors: hydramethylnon (O.20.1), acequinocyl (O.20.2), fluacrypyrim (O.20.3); O.21 Mitochondrial complex I electron transport inhibitors: fenazaquin (O.21.1), fenpyroximate (O.21.2), pyrimidifen (O.21.3), pyridaben (O.21.4), tebufenpyrad (O.21.5), tolfenpyrad (O.21.6); rotenone (O.21.7); O.22 Voltage-dependent sodium channel blockers: indoxacarb (O.22.1), metaflumizone (O.22.2), 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide (O.22.3), N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)-[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide (O.22.4); O.23 Inhibitors of the of acetyl CoA carboxylase: spirodiclofen (O.23.1), spiromesifen (O.23.2), spirotetramat (O.23.3); O.24 Mitochondrial complex IV electron transport inhibitors: aluminium phosphide (O.24.1), calcium phosphide (O.24.2), phosphine (O.24.3), zinc phosphide (O.24.4), cyanide (O.24.5); O.25 Mitochondrial complex II electron transport inhibitors: cyenopyrafen (O.25.1), cyflumetofen (O.25.2); O.26 Ryanodine receptor-modulators: flubendiamide (O.26.1), chlorantraniliprole (O.26.2), cyantraniliprole (O.26.3), cyclaniliprole (O.26.4), tetraniliprole (O.26.5); (R)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamide (O.26.6), (S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamide (O.26.7), methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}-amino)benzoyl]-1,2-dimethylhydrazinecarboxylate (O.26.8); N-[4,6-dichloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (O.26.9); N-[4-chloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (O.26.10); N-[4-chloro-2-[(di-2-propyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (O.26.11); N-[4,6-dichloro-2-[(di-2-propyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (O.26.12); N-[4,6-dibromo-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (O.26.13); N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (O.26.14); 3-chloro-1-(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide (O.26.15); 3-bromo-N-[2,4-dichloro-6-(methylcarbamoyl)phenyl]-1-(3,5-dichloro-2-pyridyl)-1H-pyrazole-5-carboxamide (O.26.16); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (O.26.17); cyhalodiamide (O.26.18); O.27. insecticidal active compounds of unknown or uncertain mode of action: afidopyropen (O.27.1), afoxolaner (O.27.2), azadirachtin (O.27.3), amidoflumet (O.27.4), benzoximate (O.27.5), bifenazate (O.27.6), broflanilide (O.27.7), bromopropylate (O.27.8), chinomethionat (O.27.9), cryolite (O.27.10), dicloromezotiaz (O.27.11), dicofol (O.27.12), flufenerim (O.27.13), flometoquin (O.27.14), fluensulfone (O.27.15), fluhexafon (O.27.16), fluopyram (O.27.17), flupyradifurone (O.27.18), fluralaner (O.27.19), metoxadiazone (O.27.20), piperonyl butoxide (O.27.21), pyflubumide (O.27.22), pyridalyl (O.27.23), pyrifluquinazon (O.27.24), sulfoxaflor (O.27.25), tioxazafen (O.27.26), triflumezopyrim (O.27.27), 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one (O.27.28), 3-(4′-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one (O.27.28), 1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1H-1,2,4-triazole-5-amine (O.27.29), (E/Z)-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide (O.27.31); (E/Z)-N-[1-[(6-chloro-5-fluoro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide (O.27.32); (E/Z)-2,2,2-trifluoro-N-[1-[(6-fluoro-3-pyridyl)methyl]-2-pyridylidene]acetamide (O.27.33); (E/Z)-N-[1-[(6-bromo-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide (O.27.34); (E/Z)-N-[1-[1-(6-chloro-3-pyridyl)ethyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide (O.27.35); (E/Z)-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2-difluoro-acetamide (O.27.36); (E/Z)-2-chloro-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2-difluoro-acetamide (O.27.37); (E/Z)-N-[1-[(2-chloropyrimidin-5-yl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide (O.27.38); (E/Z)-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,3,3,3-pentafluoro-propanamide (O.27.39); N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-thioacetamide (O.27.40); N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-N′-isopropyl-acetamidine (O.27.41); fluazaindolizine (O.27.42); 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (O.27.43); fluxametamide (O.27.44); 5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole (O.27.45); 3-(benzoylmethylamino)-N-[2-bromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]-6-(trifluoromethyl)phenyl]-2-fluoro-benzamide (O.27.46); 3-(benzoylmethylamino)-2-fluoro-N-[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-benzamide (O.27.47); N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]-phenyl]-N-methyl-benzamide (O.27.48); N-[3-[[[2-bromo-4-[1,2,2,2-tetrafluoro-1-(trifluoro-methypethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]-2-fluorophenyl]-4-fluoro-N-methyl-benzamide (O.27.49); 4-fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide (O.27.50); 3-fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide (O.27.51); 2-chloro-N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-3-pyridinecarboxamide (O.27.52); 4-cyano-N-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide (O.27.53); 4-cyano-3-[(4-cyano-2-methyl-benzoyl)amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluoro-benzamide (O.27.54); 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 (O.27.55); N-[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.27.56); 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.27.57); 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-carbamoyl]phenyl]-2-methyl-benzamide (O.27.58); 4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide (O.27.59); 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.27.60); 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridinyl)-5-thiazolyI]-pyridine; 2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine (O.27.61); 2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine (O.27.62); N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide (O.27.63); N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide (O.27.64); N-ethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide (O.27.65); N-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide (O.27.66); N,2-dimethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide (O.27.67); N-ethyl-2-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide (O.27.68); N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-2-methyl-3-methylthio-propanamide (O.2769.); N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N,2-dimethyl-3-methylthio-propanamide (O.27.70); N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-methyl-3-methylthio-propanamide (O.27.71); N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-3-methylthio-propanamide (O.27.72); 1-[(6-chloro-3-pyri-dinyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine (O.27.73); 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol (O.27.74); 1-isopropyl-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.75); 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.76); N,5-dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide (O.27.77); 1-[1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.78); N-ethyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.79); 1-(1,2-dimethylpropyl)-N,5-di-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.80); 1-[1-(1-cyanocyclopropyl)ethyl]-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.81); N-methyl-1-(2-fluoro-1-methyl-propyl]-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.82); 1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.83); 1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide (O.27.84), N-(1-methylethyl)-2-(3-pyridinyl)-2H-indazole-4-carboxamide (O.27.85); N-cyclopropyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide (O.27.86); N-cyclohexyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide (O.27.87); 2-(3-pyridinyl)-N-(2,2,2-trifluoroethyl)-2H-indazole-4-carboxamide (O.27.88); 2-(3-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2H-indazole-5-carboxamide (O.27.89); methyl 2-[[2-(3-pyridinyl)-2H-indazol-5-yl]carbonyl]hydrazinecarboxylate (O.27.90); N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide (O.27.91); N-(2,2-difluoropropyl)-2-(3-pyridinyl)-2H-indazole-5-carboxamide (O.27.92); 2-(3-pyridinyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5-carboxamide (O.27.93); N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide (O.27.94), N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylsulfanyl)propanamide (O.27.95); N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylsulfinyl)propanamide (O.27.96); N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylsulfanyl]-N-ethyl-propanamide (O.27.97); N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclo-propyl)methylsulfinyl]-N-ethyl-propanamide (O.27.98); sarolaner (O.27.99), lotilaner (O.27.100), 3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-1]pyrimidin-8-ium-7-olate (O.27.101), (3R)-3-(2-chlorothiazol-5-yl)-8-methyl-5-oxo-6-phenyl-2,3-dihydrothiazolo[3,2-1]pyrimidin-8-ium-7-olate (O.27.102), oxazosulfyl (O.27.103), N-[4-chloro-3-[[(phenylmethyl)amino]carbonyl]phenyl]-1-methyl-3-(1,1,2,2,2-penta-fluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (O.27.104), 2-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-(trifluoromethyl)-1,2,4-triazol-3-amine (O.27.105), 1-[2,4-dimethyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-3-(trifluoromethyl)-1,2,4-triazole (O.27.106) in a weight ratio of from 100:1 to 1:100.
2. A fungicidal mixture comprising as active components 1) at least one active compound I as defined in claim 1, or an N-oxide, or an agriculturally useful salt thereof; and as component 2) at least one active compound II selected from groups A) to O) as defined for component 2) in claim 1, or an N-oxide, or an agriculturally useful salt thereof; and as component 3) at least one active compound III selected from groups A) to O) as defined for component 2) in claim 1, or an N-oxide, or an agriculturally useful salt thereof; wherein the at least one active compound III of component 3) is not identical with the at least one active compound II of component 2).
3. The mixture according to claim 2, comprising a compound I and a compound II and a further active compound III in a synergistically effective amount.
4. The mixture according to claim 2, comprising a compound I and a compound II in a weight ratio of from 100:1 to 1:100, and a compound I and compound III in a weight ratio of from 100:1 to 1:100.
5. The mixture according to claim 1, wherein R.sup.1 and R.sup.2 in compounds of the formula I is hydrogen, R.sup.3 and R.sup.4 is C.sub.1-C.sub.6-alkyl, R.sup.5 and R.sup.6 is halogen, R.sup.7 and R.sup.8 forms a phenyl, o is 0, and R.sup.9 and R.sup.10 are in each case independently selected from C.sub.1-C.sub.6-alkyl or C.sub.1-C.sub.6-halogenalkyl.
6. The mixture according to claim 1, wherein R.sup.1 and R.sup.2 in compounds of the formula I is hydrogen, R.sup.3 and R.sup.4 is CH.sub.3, R.sup.5 and R.sup.6 is F, R.sup.7 and R.sup.8 forms a phenyl, o is 0 and R.sup.9 and R.sup.10 are in each case independently selected from CH.sub.3 or CHF.sub.2.
7. An agrochemical composition, comprising a solvent or solid carrier and a composition according to claim 1.
8. The mixture as defined in claim 1 for controlling phytopathogenic harmful fungi.
9. The mixture according to claim 8, for use against grey mold and white mold diseases
10. The mixture according to claim 8, for use against rice leaf, neck, collar and panicle blast.
11. The mixture according to claim 8, for use against pomefruit and stonefruit diseases.
12. The mixture according to claim 8, for use against Rhizoctonia diseases (Rhizoctonia solani) in crops.
13. The mixture according to claim 8, for use against storage disease complexes in pome and stonefruits.
14. The mixture according to claim 8, for use against soil and seedborne pathogens.
15. 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 as defined in claim 1.
16. The mixture according to claim 12 wherein the crop is turf, a cereal, leafy vegetable, or potato.
Description
EXAMPLE 1
[0479] Activity Against the Grey Mold Botrytis cinerea in the Microtiterplate Test
[0480] 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 Botrci cinerea in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18° C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
TABLE-US-00006 Active compound/active Concentration Mix- Observed mixture (ppm) ture efficacy
TABLE-US-00007 Calculated efficacy Concentration Observed according to Colby Mixture (ppm) Mixture efficacy (%) Compound 1-1 4 4:1 88 69 Boscalid 1 Compound 1-1 16 16:1 95 70 Boscalid 1 Compound 1-1 4 1:1 99 60 Cyprodinil 4 Compound 1-1 1 1:4 100 59 Cyprodinil 4 Compound 1-1 16 4:1 100 62 Cyprodinil 4 Compound 1-1 16 63:1 100 37 Difenoconazol 0.25 Compound 1-1 16 63:1 52 29 Dimoxystrobin 0.25 Compound 1-1 16 16:1 70 29 Florylpicoxamid 1 Compound 1-1 16 63:1 84 43 Fluindapyr 0.25 Compound 1-1 16 250:1 75 42 Fluxapyroxad 0.063 Compound 1-1 4 63:1 66 40 Fluxapyroxad 0.063 Compound 1-1 4 16:1 80 53 Inpyrfluxam 0.25 Compound 1-1 16 63:1 91 55 Inpyrfluxam 0.25 Compound 1-1 16 16:1 93 74 Isofetamid 1 Compound 1-1 4 16:1 86 65 Isoflucypram 0.25 Compound 1-1 16 63:1 95 67 Isoflucypram 0.25 Compound 1-1 16 4:1 100 77 Mepanipyrim 4 Compound 1-1 4 1:1 100 76 Mepanipyrim 4 Compound 1-1 16 16:1 98 70 Mepanipyrim 1 Compound 1-1 4 1:1 57 32 Metalaxyl 4 Compound 1-1 16 1:4 96 37 Probenazol 63 Compound 1-1 4 1:16 89 35 Probenazol 63 Compound 1-1 4 1:4 94 75 Pyrapropyon 16
TABLE-US-00008 Calculated efficacy Active compound/active Concentration Observed according to Colby mixture (ppm) Mixture efficacy (%) Compound 1-2 16 250:1 58 34 Azoxystrobin 0.063 Compound 1-2 16 16:1 92 74 Boscalid 1 Compound 1-2 16 4:1 100 67 Cyprodinil 4 Compound 1-2 4 1:1 100 62 Cyprodinil 4 Compound 1-2 16 63:1 64 39 Dimoxystrobin 0.25 Compound 1-2 16 250:1 83 31 Dimoxystrobin 0.063 Compound 1-2 16 16:1 80 39 Florylpicoxamid 1 Compound 1-2 16 63:1 62 32 Florylpicoxamid 0.25 Compound 1-2 4 16:1 62 43 Fluindapyr 0.25 Compound 1-2 16 63:1 84 51 Fluindapyr 0.25 Compound 1-2 16 250:1 80 50 Fluxapyroxad 0.063 Compound 1-2 4 63:1 57 41 Fluxapyroxad 0.063 Compound 1-2 16 16:1 100 68 Imazalil 1 Compound 1-2 4 4:1 100 62 Imazalil 1 Compound 1-2 4 16:1 80 54 Inpyrfluxam 0.25 Compound 1-2 16 63:1 88 61 Inpyrfluxam 0.25 Compound 1-2 4 16:1 84 67 Isoflucypram 0.25 Compound 1-2 16 63:1 92 71 Isoflucypram 0.25 Compound 1-2 16 4:1 100 80 Mepanipyrim 4 Compound 1-2 4 1:1 100 77 Mepanipyrim 4 Compound 1-2 16 16:1 94 74 Mepanipyrim 1 Compound 1-2 4 1:4 51 33 Metrafenon 16 Compound 1-2 16 4:1 62 32 Metrafenon 4 Compound 1-2 16 1:4 93 46 Probenazol 63 Compound 1-2 4 1:16 85 37 Probenazol 63 Compound 1-2 16 1:1 99 80 Pyrapropyon 16
TABLE-US-00009 Calculated efficacy Active compound/active Concentration Observed according to Colby mixture (ppm) Mixture efficacy (%) Compound 1-3 4 4:1 86 66 Boscalid 1 Compound 1-3 16 16:1 92 70 Boscalid 1 Compound 1-3 4 1:1 99 57 Cyprodinil 4 Compound 1-3 1 1:4 96 56 Cyprodinil 4 Compound 1-3 16 4:1 100 62 Cyprodinil 4 Compound 1-3 16 63:1 52 29 Dimoxystrobin 0.25 Compound 1-3 16 16:1 55 29 Florylpicoxamid 1 Compound 1-3 4 16:1 62 36 Fluindapyr 0.25 Compound 1-3 16 63:1 82 43 Fluindapyr 0.25 Compound 1-3 16 250:1 74 42 Fluxapyroxad 0.063 Compound 1-3 4 63:1 53 34 Fluxapyroxad 0.063 Compound 1-3 16 16:1 92 63 Imazalil 1 Compound 1-3 4 4:1 98 58 Imazalil 1 Compound 1-3 4 16:1 79 49 Inpyrfluxam 0.25 Compound 1-3 16 63:1 85 55 Inpyrfluxam 0.25 Compound 1-3 4 16:1 85 63 Isoflucypram 0.25 Compound 1-3 4 1:1 100 74 Mepanipyrim 4 Compound 1-3 16 1:4 93 37 Probenazol 63 Compound 1-3 4 1:16 90 29 Probenazol 63 Compound 1-3 16 1:1 99 76 Pyrapropyon 16
TABLE-US-00010 Calculated efficacy Active compound/active Concentration Observed according to Colby mixture (ppm) Mixture efficacy (%) Compound 1-4 4 250:1 48 25 Azoxystrobin 0.063 Compound 1-4 4 1:1 100 63 Cyprodinil 4 Compound 1-4 1 1:4 100 58 Cyprodinil 4 Compound 1-4 16 4:1 99 72 Cyprodinil 4 Compound 1-4 16 63:1 97 43 Dithianon 0.25 Compound 1-4 16 16:1 82 47 Florylpicoxamid 1 Compound 1-4 16 63:1 61 42 Florylpicoxamid 0.25 Compound 1-4 16 63:1 84 58 Fluindapyr 0.25 Compound 1-4 16 250:1 81 57 Fluxapyroxad 0.063 Compound 1-4 16 63:1 88 66 Inpyrfluxam 0.25 Compound 1-4 4 4:1 93 71 Mepanipyrim 1 Compound 1-4 4 250:1 47 29 Mefentrifluconazol 0.016 Compound 1-4 4 1:1 100 78 Mepanipyrim 4 Compound 1-4 16 16:1 98 78 Mepanipyrim 1 Compound 1-4 16 1:4 88 54 Probenazol 63 Compound 1-4 4 1:16 81 39 Probenazol 63 Compound 1-4 4 1:1 76 49 Pyrapropyon 4
EXAMPLE 2
[0481] Activity Against Rice Blast Pyricularia oryzae in the Microtiterplate Test
[0482] 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 Pyricu/aria oryzae in an aqueous biomalt or yeast-bactopeptone-glycerine solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18° C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation
TABLE-US-00011 Active compound/active Concentration Observed mixture (ppm) Mixture efficacy Compound 1-1 4 — 53
TABLE-US-00012 Calculated efficacy Active compound/active Concentration Observed according to mixture (ppm) Mixture efficacy Colby (%) Compound 1-1 4 1000:1 93 56 Aminopyrifen 0.004 Compound 1-1 4 250:1 98 70 Aminopyrifen 0.016 Compound 1-1 4 4000:1 74 53 Aminopyrifen 0.001 Compound 1-1 4 250:1 92 73 Azoxystrobin 0.016 Compound 1-1 1 63:1 83 57 Azoxystrobin 0.016 Compound 1-1 4 1000:1 76 54 Azoxystrobin 0.004 Compound 1-1 4 1:1 84 58 Boscalid 4 Compound 1-1 4 16:1 73 54 Boscalid 0.25 Compound 1-1 1 1:4 93 70 Cyprodinil 4 Compound 1-1 4 4:1 94 76 Cyprodinil 1 Compound 1-1 4 63:1 79 54 Difenoconazol 0.063 Compound 1-1 4 16:1 83 58 Difenoconazol 0.25 Compound 1-1 1 63:1 73 51 Dimoxystrobin 0.016 Compound 1-1 0.25 16:1 68 50 Dimoxystrobin 0.016 Compound 1-1 1 4:1 100 51 Dithianon 0.25 Compound 1-1 4 16:1 100 70 Dithianon 0.25 Compound 1-1 4 63:1 84 59 Dithianon 0.063 Compound 1-1 0.25 16:1 93 61 Florylpicoxamid 0.016 Compound 1-1 0.063 4:1 90 60 Florylpicoxamid 0.016 Compound 1-1 1 63:1 90 61 Florylpicoxamid 0.016 Compound 1-1 1 16:1 58 28 Fluazinam 0.063 Compound 1-1 4 63:1 100 72 Fludioxonil 0.063 Compound 1-1 1 16:1 100 55 Fludioxonil 0.063 Compound 1-1 4 250:1 100 69 Fludioxonil 0.016 Compound 1-1 4 16:1 83 56 Fluopyram 0.25 Compound 1-1 4 63:1 85 56 Fluxapyroxad 0.063 Compound 1-1 4 4:1 84 62 Imazalil 1 Compound 1-1 4 4:1 90 53 Isofetamid 1 Compound 1-1 4 1:1 97 58 Isofetamid 4 Compound 1-1 4 4:1 79 60 Isoflucypram 1 Compound 1-1 4 4:1 88 67 Mandestrobin 1 Compound 1-1 4 16:1 75 54 Mepanipyrim 0.25 Compound 1-1 4 4:1 73 55 Metalaxyl 1 Compound 1-1 4 250:1 86 64 Methyltetraprol 0.016 Compound 1-1 4 1:1 83 56 Metrafenon 4 Compound 1-1 4 1:4 87 58 Probenazol 16 Compound 1-1 1 1:16 70 33 Probenazol 16 Compound 1-1 4 1:16 76 56 Prohexadion-ca 63 Compound 1-1 4 1000:1 84 59 Pyraclostrobin 0.004 Compound 1-1 1 250:1 63 34 Pyraclostrobin 0.004 Compound 1-1 4 1:4 93 55 Pyrapropyon 16
TABLE-US-00013 Calculated efficacy Active compound/active Concentration Observed according to mixture (ppm) Mixture efficacy Colby (%) Compound 1-2 1 250:1 66 37 Aminopyrifen 0.004 Compound 1-2 1 63:1 87 62 Azoxystrobin 0.016 Compound 1-2 1 1:4 93 74 Cyprodinil 4 Compound 1-2 0.25 16:1 71 48 Dimoxystrobin 0.016 Compound 1-2 1 4:1 93 56 Dithianon 0.25 Compound 1-2 0.25 16:1 88 59 Florylpicoxamid 0.016 Compound 1-2 1 63:1 100 56 Florylpicoxamid 0.016 Compound 1-2 0.063 1:1 89 56 Fluazinam 0.063 Compound 1-2 1 63:1 55 36 Fludioxonil 0.016 Compound 1-2 1 16:1 100 60 Fludioxonil 0.063 Compound 1-2 1 250:1 96 38 Fludioxonil 0.004 Compound 1-2 1 1:1 59 33 Isofetamid 1 Compound 1-2 1 1:4 88 37 Metrafenon 4 Compound 1-2 1 1:4 89 66
TABLE-US-00014 Calculated efficacy Active compound/active Concentration Observed according to mixture (ppm) Mixture efficacy Colby (%) Compound 1-3 4 1000:1 86 55 Aminopyrifen 0.004 Compound 1-3 4 250:1 99 69 Aminopyrifen 0.016 Compound 1-3 4 250:1 92 73 Azoxystrobin 0.016 Compound 1-3 1 63:1 84 58 Azoxystrobin 0.016 Compound 1-3 4 1:1 79 57 Boscalid 4 Compound 1-3 1 1:4 93 71 Cyprodinil 4 Compound 1-3 4 16:1 80 57 Difenoconazol 0.25 Compound 1-3 4 16:1 92 69 Dithianon 0.25 Compound 1-3 1 4:1 77 52 Dithianon 0.25 Compound 1-3 0.25 16:1 88 59 Florylpicoxamid 0.016 Compound 1-3 0.063 4:1 80 59 Florylpicoxamid 0.016 Compound 1-3 4 63:1 100 71 Fludioxonil 0.063 Compound 1-3 1 63:1 100 69 Fludioxonil 0.016 Compound 1-3 1 16:1 100 56 Fludioxonil 0.063 Compound 1-3 4 16:1 75 55 Fluopyram 0.25 Compound 1-3 4 1:1 78 59 Isofetamid 4 Compound 1-3 4 4:1 77 55 Isoflucypram 1 Compound 1-3 4 1:1 82 57 Metalaxyl 4 Compound 1-3 4 1:1 78 56 Metiram 4 Compound 1-3 4 1:1 93 55 Metrafenon 4 Compound 1-3 1 1:4 82 31 Metrafenon 4 Compound 1-3 4 1:1 85 66 Metrafenon 1 Compound 1-3 4 250:1 91 64 Methyltetraprol 0.016 Compound 1-3 4 1:4 92 58 Probenazol 16 Compound 1-3 1 1:16 77 35 Probenazol 16 Compound 1-3 4 1:1 79 53 Probenazol 4 Compound 1-3 4 1:16 80 56 Prohexadion-ca 63 Compound 1-3 4 16:1 77 58 Prothioconazol 0.25 Compound 1-3 1 1:1 80 59 Pydiflumetofen 1 Compound 1-3 4 1000:1 95 59 Pyraclostrobin 0.004 Compound 1-3 4 4000:1 77 54 Pyraclostrobin 0.001 Compound 1-3 4 1:4 89 54 Pyrapropyon 16
TABLE-US-00015 Calculated Concen- efficacy Active compound/ tration Observed according to active mixture (ppm) Mixture efficacy Colby (%) Compound 1-4 4 1000:1 66 46 Aminopyrifen 0.004 Compound 1-4 4 250:1 99 63 Aminopyrifen 0.016 Compound 1-4 4 250:1 95 67 Azoxystrobin 0.016 Compound 1-4 1 63:1 98 60 Azoxystrobin 0.016 Compound 1-4 4 1000:1 62 44 Azoxystrobin 0.004 Compound 1-4 4 1:1 86 48 Boscalid 4 Compound 1-4 4 1:1 98 77 Cyprodinil 4 Compound 1-4 1 1:4 96 72 Cyprodinil 4 Compound 1-4 4 4:1 93 71 Cyprodinil 1 Compound 1-4 1 63:1 79 54 Dimoxystrobin 0.016 Compound 1-4 1 4:1 99 54 Dimoxystrobin 0.25 Compound 1-4 4 250:1 83 62 Dimoxystrobin 0.016 Compound 1-4 4 16:1 74 49 Difenoconazol 0.25 Compound 1-4 4 16:1 100 63 Dithianon 0.25 Compound 1-4 1 4:1 99 54 Dithianon 0.25 Compound 1-4 4 63:1 79 50 Dithianon 0.063 Compound 1-4 0.25 16:1 92 61 Florylpicoxamid 0.016 Compound 1-4 0.063 4:1 88 58 Florylpicoxamid 0.016 Compound 1-4 1 63:1 91 64 Florylpicoxamid 0.016 Compound 1-4 1 16:1 51 33 Fluazinam 0.063 Compound 1-4 4 63:1 100 65 Fludioxonil 0.063 Compound 1-4 1 16:1 100 57 Fludioxonil 0.063 Compound 1-4 4 250:1 100 62 Fludioxonil 0.016 Compound 1-4 4 4:1 89 66 Fluindapyr 1 Compound 1-4 4 16:1 73 46 Fluopyram 0.25 Compound 1-4 4 63:1 73 46 Fluxapyroxad 0.063 Compound 1-4 4 4:1 74 63 Imazalil 1 Compound 1-4 4 1:1 96 48 Isofetamid 4 Compound 1-4 4 4:1 75 50 Isoflucypram 1 Compound 1-4 1 1:4 61 34 Metrafenon 4 Compound 1-4 4 250:1 77 56 Methyltetraprol 0.016 Compound 1-4 4 1:4 67 49 Probenazol 16 Compound 1-4 1 1:16 59 37 Probenazol 16 Compound 1-4 4 1000:1 79 50 Pyraclostrobin 0.004 Compound 1-4 1 1:1 73 53 Quinofumelin 1 Compound 1-4 1 1:4 89 57 Sulfur 4 Compound 1-4 0.25 1:16 95 65 Sulfur 4 Compound 1-4 4 1:16 98 54 Tiadinil 63 Compound 1-4 4 250:1 88 55 Trifloxystrobin 0.016 Compound 1-4 1 63:1 68 45 Trifloxystrobin 0.016
EXAMPLE 3
[0483] Activity against leaf blotch on wheat caused by Septoria tritici The stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations. A spore suspension of Septoria tritici in an aqueous biomalt or yeast-bactopeptone-glycerine solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18° C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
TABLE-US-00016 Active compound/active Concentration Observed mixture (ppm) Mixture efficacy Compound 1-1 16 — 37
TABLE-US-00017 Calculated Concen- efficacy Active compound/ tration Observed according to active mixture (ppm) Mixture efficacy Colby (%) Compound 1-1 16 250:1 94 54 Azoxystrobin 0.063 Compound 1-1 4 63:1 67 40 Azoxystrobin 0.063 Compound 1-1 16 1000:1 64 39 Azoxystrobin 0.016 Compound 1-1 4 4:1 91 65 Boscalid 1 Compound 1-1 16 16:1 99 74 Boscalid 1 Compound 1-1 4 63:1 80 40 Dimoxystrobin 0.063 Compound 1-1 16 250:1 98 54 Dimoxystrobin 0.063 Compound 1-1 4 63:1 87 63 Florylpicoxamid 0.063 Compound 1-1 16 63:1 74 43 Fludioxonil 0.25 Compound 1-1 4 16:1 69 26 Fludioxonil 0.25 Compound 1-1 4 63:1 97 77 Isoflucypram 0.063 Compound 1-1 16 16:1 100 44 Mandestrobin 1 Compound 1-1 4 4:1 94 27 Mandestrobin 1 Compound 1-1 16 4:1 65 40 Metiram 4 Compound 1-1 16 1000:1 83 51 Methyltetraprol 0.016 Compound 1-1 16 4000:1 73 40 Methyltetraprol 0.004 Compound 1-1 16 1000:1 100 70 Pyraclostrobin 0.016 Compound 1-1 4 250:1 85 61 Pyraclostrobin 0.016 Compound 1-1 16 4000:1 78 42 Pyraclostrobin 0.004 Compound 1-1 16 1:4 79 56 Tiadinil 63 Compound 1-1 1 1:16 46 25 Tiadinil 16 Compound 1-1 16 1000:1 96 54 Trifloxystrobin 0.016
TABLE-US-00018 Calculated efficacy Active compound/active Concentration Observed according to mixture (ppm) Mixture efficacy Colby (%) Compound 1-2 4 250:1 78 31 Azoxystrobin 0.016 Compound 1-2 4 63:1 71 48 Azoxystrobin 0.063 Compound 1-2 4 1000:1 52 33 Azoxystrobin 0.004 Compound 1-2 4 4:1 100 70 Boscalid 1 Compound 1-2 4 1:1 82 37 Cyprodinil 4 Compound 1-2 4 250:1 57 33 Difenoconazol 0.016 Compound 1-2 1 63:1 49 11 Difenoconazol 0.016 Compound 1-2 4 250:1 77 31 Dimoxystrobin 0.016 Compound 1-2 4 63:1 89 48 Dimoxystrobin 0.063 Compound 1-2 4 63:1 64 45 Dithianon 0.063 Compound 1-2 4 63:1 95 68 Florylpicoxamid 0.063 Compound 1-2 4 16:1 84 36 Fludioxonil 0.25 Compound 1-2 4 16:1 73 44 Fluindapyr 0.25 Compound 1-2 4 4:1 97 77 Fluindapyr 1 Compound 1-2 4 16:1 87 44 Inpyrfluxam 0.25 Compound 1-2 1 4:1 55 26 Inpyrfluxam 0.25 Compound 1-2 1 4:1 74 48 Isofetamid 0.25 Compound 1-2 0.25 1:1 78 51 Isofetamid 0.25 Compound 1-2 4 16:1 93 61 Isofetamid 0.25 Compound 1-2 1 16:1 92 73 Isoflucypram 0.063 Compound 1-2 4 63:1 100 80 Isoflucypram 0.063 Compound 1-2 4 4:1 60 40 Mancozeb 1 Compound 1-2 4 250:1 65 45 Methyltetraprol 0.016 Compound 1-2 4 1000:1 61 34 Pyraclostrobin 0.004 Compound 1-2 4 250:1 99 66 Pyraclostrobin 0.016 Compound 1-2 1 1:1 97 46 Pyrapropyon 1
TABLE-US-00019 Calculated efficacy according Active compound/active Concentration Observed to Colby Synergism mixture (ppm) Mixture efficacy (%) (%) Compound 1-3 16 250:1 86 51 35 Azoxystrobin 0.063 Compound 1-3 16 1000:1 65 38 27 Azoxystrobin 0.016 Compound 1-3 4 4:1 91 63 28 Boscalid 1 Compound 1-3 16 16:1 98 72 26 Boscalid 1 Compound 1-3 4 63:1 75 36 39 Dimoxystrobin 0.063 Compound 1-3 16 250:1 89 52 37 Dimoxystrobin 0.063 Compound 1-3 4 63:1 85 60 25 Florylpicoxamid 0.063 Compound 1-3 16 63:1 58 40 18 Fludioxonil 0.25 Compound 1-3 4 16:1 63 32 31 Inpyrfluxam 0.25 Compound 1-3 16 63:1 69 48 21 Inpyrfluxam 0.25 Compound 1-3 4 63:1 93 75 18 Isoflucypram 0.063 Compound 1-3 16 16:1 83 41 42 Mandestrobin 1 Compound 1-3 1 16:1 54 36 18 Metconazol 0.063 Compound 1-3 4 250:1 64 32 32 Methyltetraprol 0.016 Compound 1-3 16 4:1 98 37 61 Metiram 4 Compound 1-3 4 1:1 79 16 63 Metiram 4 Compound 1-3 16 16:1 57 35 22 Metiram 1 Compound 1-3 16 1:1 76 45 31 Metrafenon 16 Compound 1-3 16 4:1 70 37 33 Metrafenon 4 Compound 1-3 16 1000:1 94 49 45 Methyltetraprol 0.016 Compound 1-3 16 4000:1 79 37 42 Methyltetraprol 0.004 Compound 1-3 1 1:1 85 50 35
TABLE-US-00020 Calculated efficacy according Active compound/active Concentration Observed to Colby mixture (ppm) Mixture efficacy (%) Compound 1-4 16 250:1 92 39 Azoxystrobin 0.063 Compound 1-4 4 63:1 61 27 Azoxystrobin 0.063 Compound 1-4 16 1000:1 61 19 Azoxystrobin 0.016 Compound 1-4 4 4:1 100 58 Boscalid 1 Compound 1-4 1 1:1 96 61 Boscalid 1 Compound 1-4 16 16:1 99 65 Boscalid 1 Compound 1-4 1 63:1 39 13 Difenoconazol 0.016 Compound 1-4 4 63:1 70 28 Dimoxystrobin 0.063 Compound 1-4 16 250:1 92 39 Dimoxystrobin 0.063 Compound 1-4 4 16:1 100 82 Dithianon 0.25 Compound 1-4 4 63:1 55 23 Dithianon 0.063 Compound 1-4 4 16:1 100 79 Florylpicoxamid 0.25 Compound 1-4 4 63:1 83 55 Florylpicoxamid 0.063 Compound 1-4 16 63:1 60 25 Fludioxonil 0.25 Compound 1-4 4 16:1 31 11 Fludioxonil 0.25 Compound 1-4 16 16:1 100 73 Fluindapyr 1 Compound 1-4 4 4:1 98 68 Fluindapyr 1 Compound 1-4 16 63:1 69 35 Fluindapyr 0.25 Compound 1-4 16 63:1 70 36 Fluopyram 0.25 Compound 1-4 4 16:1 51 24 Fluopyram 0.25 Compound 1-4 16 250:1 62 37 Fluxapyroxad 0.063 Compound 1-4 4 63:1 51 25 Fluxapyroxad 0.063 Compound 1-4 4 16:1 88 23 Inpyrfluxam 0.25 Compound 1-4 1 4:1 46 28 Inpyrfluxam 0.25 Compound 1-4 16 63:1 99 35 Inpyrfluxam 0.25 Compound 1-4 1 4:1 91 49 Isofetamid 0.25 Compound 1-4 0.25 1:1 94 48 Isofetamid 0.25 Compound 1-4 4 16:1 98 45 Isofetamid 0.25 Compound 1-4 1 16:1 98 74 Isoflucypram 0.063 Compound 1-4 0.25 4:1 98 74 Isoflucypram 0.063 Compound 1-4 4 63:1 100 72 Isoflucypram 0.063 Compound 1-4 16 16:1 49 30 Mancozeb 1 Compound 1-4 1 250:1 98 68 Mefentrifluconazol 0.004 Compound 1-4 16 1000:1 79 35 Methyltetraprol 0.016 Compound 1-4 16 4000:1 56 21 Methyltetraprol 0.004 Compound 1-4 16 1000:1 34 10 Prothioconazol 0.016 Compound 1-4 16 1000:1 99 60 Pyraclostrobin 0.016 Compound 1-4 4 250:1 90 53 Pyraclostrobin 0.016 Compound 1-4 16 4000:1 80 23 Pyraclostrobin 0.004 Compound 1-4 1 1:1 81 47 Pyrapropyon 1
EXAMPLE 4
[0484] Activity Against Scierotinia Scierotiorum in the Microtiterplate Test
[0485] The stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations. Scierotinia scierotiorum spores (solute with ultrasonic from a filter membrane) in an aqueous biomalt or yeast-bactopeptone-glycerine solution was then added. The plates were placed in a water vapor-saturated chamber at a temperature of 18° C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
TABLE-US-00021 Active compound/active Concentration Observed mixture (ppm) Mixture efficacy Compound 1-1 16 — 32
TABLE-US-00022 Calculated Active Compound/ Concentration Observed efficacy according active mixture (ppm) Mixture efficacy to Colby (%) Compound 1-1 16 16:1 79 57 Dithianon 1 Compound 1-1 4 4:1 69 43 Dithianon 1 Compound 1-1 4 16:1 100 62 Fluazinam 0.25 Compound 1-1 0.25 1:16 79 59 Pyrapropyron 4 Compound 1-1 4 1:1 84 60 Pyrapropyon 4
[0486] The measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free and active compound-free blank value to determine the relative growth in % of the pathogens in the respective active compounds.
[0487] 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.