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WO2015055505A1 - Active substance for controlling stink bugs - Google Patents

Active substance for controlling stink bugs Download PDF

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Publication number
WO2015055505A1
WO2015055505A1 PCT/EP2014/071666 EP2014071666W WO2015055505A1 WO 2015055505 A1 WO2015055505 A1 WO 2015055505A1 EP 2014071666 W EP2014071666 W EP 2014071666W WO 2015055505 A1 WO2015055505 A1 WO 2015055505A1
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
var
carboxamide
pyrazole
fluoro
Prior art date
Application number
PCT/EP2014/071666
Other languages
German (de)
French (fr)
Inventor
Peter Jeschke
Reiner Fischer
Olga Malsam
Peter Lösel
Elke HELLWEG
Wolfram Andersch
Original Assignee
Bayer Cropscience Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Cropscience Ag filed Critical Bayer Cropscience Ag
Publication of WO2015055505A1 publication Critical patent/WO2015055505A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the present application relates to the use of a known active substance for combating animal pests of the family of spotted bugs (Pentatomidae)
  • EP 0 268 915 A2 See also WO 2012/029672 Al, WO 2013/031671 A1, EP 2 628 389 A1 and EP 2 631 235 A2.
  • the compound of the formula (I) is particularly suitable for controlling insects of the family of the bugs (Pentatomidae), in particular for the protection of surface crops such as soybean, cotton, corn, rice and cereals and not only for the protection of Fruits is suitable.
  • the compound of the formula (I) also has favorable ecotoxicological properties.
  • the compound of the formula (I) is particularly suitable for combating the following species of the family of spotted bugs (Pentatomidae), wherein each of the following combinations of pest and culture represents in itself a particular and preferred embodiment of the invention:
  • Antestiopsis orbitalus in soy
  • Chlorochroa sayi in cotton
  • Eurygaster maura in cereals euschistus heros in soy, corn, cotton and rice,
  • Nezara viridula in soya, corn, cotton, cereals and rice Nezara hilare in soy, corn, cotton, cereals and rice,
  • the compound of the formula (I) is particularly suitable for controlling the following species of the family of the stink bug (Pentatomidae): Antestiopsis orbitalus in soy,
  • the present invention furthermore relates to formulations and use forms prepared therefrom as pesticides, such as, for example, pesticides.
  • pesticides such as, for example, pesticides.
  • B. drench, drip and spray comprising the compound of formula (I).
  • the uses include other pesticides and / or effect-enhancing adjuvants such as penetration enhancers, e.g.
  • vegetative oils such as rapeseed oil, sunflower oil, mineral oils such as paraffin oils, alkyl esters of vegetable fatty acids such as rapeseed oil or soybean oil or alkanol alkoxylates and / or spreading agents such as alkyl siloxanes and / or salts such as organic or inorganic ammonium or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate and / or retention-demanding agents such as.
  • dioctylsulfosuccinate or hydroxypropyl guar polymers and / or humectants such as glycerol and / or fertilizers such as ammonium, potassium or phosphorus-containing fertilizer.
  • Typical formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS). ;
  • SL water-soluble liquids
  • EC emulsion concentrates
  • EW emulsions in water
  • SC suspension concentrates
  • SC SE, SE, FS, OD
  • WG water-dispersible granules
  • GR granules
  • capsule concentrates CS
  • the formulations contain, in addition to one or more compounds of the formula (I), further agrochemical active substances.
  • auxiliaries such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, for example adjuvants.
  • An adjuvant in this context is a component that enhances the biological effect of the formulation without the component itself having a biological effect.
  • Examples of adjuvants are agents that promote retention, spreading behavior, adherence to the leaf surface, or penetration.
  • formulations are prepared in a known manner, for example by mixing the compound of formula (I) with excipients such as extenders, solvents and / or solid carriers and / or other excipients such as surfactants.
  • excipients such as extenders, solvents and / or solid carriers and / or other excipients such as surfactants.
  • the Preparation of the formulations is carried out either in suitable equipment or before or during use.
  • Excipients which can be used are those which are suitable for formulating the compound of the formula (I) or the use forms prepared from these formulations (such as, for example, pesticides suitable for use, such as spraying broths or seed dressing), such as certain physical, technical and / or biological properties To give properties.
  • polar and non-polar organic chemical liquids e.g. from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), Esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethylsulfoxide).
  • aromatic and non-aromatic hydrocarbons such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes
  • alcohols and polyols which may also be substituted, etherified and / or esterified
  • ketones such as
  • Suitable liquid solvents are essentially: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, e.g.
  • Petroleum fractions mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • alcohols such as butanol or glycol and their ethers and esters
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • Suitable solvents are, for example, aromatic hydrocarbons, e.g. Xylene, toluene or alkylnaphthalenes, chlorinated aromatic or aliphatic hydrocarbons, e.g. Chlorobenzene, chloroethylene, or methylene chloride, aliphatic hydrocarbons, e.g. Cyclohexane, paraffins, petroleum fractions, mineral and vegetable oils, alcohols such as e.g. Methanol, ethanol, iso-propanol, butanol or glycol and their ethers and esters, ketones such as e.g. Acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents such as dimethyl sulfoxide and water.
  • aromatic hydrocarbons e.g. Xylene, toluene or alkylnaphthalenes
  • chlorinated aromatic or aliphatic hydrocarbons e
  • Suitable carriers are in particular: for example, ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock flour, such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes and / or solid fertilizers , Mixtures of such carriers can also be used.
  • Suitable carriers for granules are: for example, broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, paper, coconut shells, corn cobs and tobacco stems.
  • liquefied gaseous diluents or solvents can be used.
  • Examples of emulsifying and / or foaming agents, dispersants or wetting agents having ionic or non-ionic properties or mixtures of these surfactants are salts of polyacrylic acid, salts of lignosulphonic acid, salts of phenolsulphonic acid or naphthalenesulphonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulphosuccinic acid esters, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxy hydrogens or phenols, fatty acid esters of polyols and derivatives of the compounds containing sulphates, sulphonates and phosphates, eg Alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydrolysates
  • dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and nutrient and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • inorganic pigments e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and nutrient and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • Stabilizers such as cold stabilizers, preservatives, antioxidants, light stabilizers or other chemical and / or physical stability-improving agents may also be present. It may also contain foam-forming agents or defoamers.
  • auxiliaries and adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-containing polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate and natural phospholipids such as cephalins and lecithins and synthetic phospholipids.
  • auxiliaries may be mineral and vegetable oils.
  • auxiliaries may be present in the formulations and in the use forms derived therefrom.
  • additives are, for example, fragrances, protective colloids, binders, adhesives, thickeners, thixotropic substances, penetration promoters, retention promoters, stabilizers, sequestrants, complexing agents, humectants, spreading agents.
  • the compounds of formula (I) may be combined with any solid or liquid additive commonly used for formulation purposes.
  • retention promoters are all those substances which reduce the dynamic surface tension such as dioctylsulfosuccinate or increase the visco-elasticity such as hydroxypropyl guar polymers.
  • Suitable penetration promoters in the present context are all those substances which are usually used to improve the penetration of agrochemical active substances into plants.
  • Penetration promoters are in this context defined by the fact that they can penetrate from the (usually aqueous) application broth and / or from the spray coating into the cuticle of the plant and thereby increase the material mobility (mobility) of the active ingredients in the cuticle.
  • the method described in the literature can be used to determine this property.
  • Examples include alcohol alkoxylates such as coconut oil ethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters such as rapeseed oil or soybean oil, fatty amine alkoxylates such as tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate ,
  • the formulations preferably contain between 0.00000001 and 98 wt .-% of the compound of formula (I), more preferably between 0.01 and 95 wt .-% of the compound of formula (I), most preferably between 0.5 and 90% by weight of the compound of formula (I), based on the weight of the formulation.
  • the content of the compound of the formula (I) in the forms of application prepared from the formulations (in particular pesticides) can vary within wide ranges.
  • the concentration of the compound of the formula (I) in the use forms may usually be between 0.00000001 and 95% by weight of the compound of the formula (I), preferably between 0.00001 and 1% by weight, based on the weight of the application form , lie.
  • the application is done in a custom forms adapted to the application.
  • the compound of formula (I) may be used as such or in their formulations also in admixture with one or more suitable fungicides (see the list below), bactericides, acaricides, molluscicides, nematicides, insecticides (see list below), microbiologicals, Useful, herbicides, fertilizers, bird repellents, phytotonics, sterilants, synergists, safeners, semiochemicals and / or plant growth regulators are used, for example, to broaden the spectrum of action, extend the duration of action, increase the rate of action, prevent re-exposure or prevent development of resistance. Furthermore you can such drug combinations plant growth and / or tolerance to abiotic factors such.
  • the compound of the formula (I) as such or in its (commercial) formulations and in the formulations prepared from these formulations in admixture with other active ingredients or semiochemicals, such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers and / or synergists.
  • the compound of formula (I) and its compositions can be used in mixtures with agents for improving plant properties such as growth, yield and quality of the crop.
  • the compound of the formula (I) or its compositions is present in commercial formulations or in the formulations prepared from these formulations in admixture with synergists and are used as insecticides.
  • synergists is meant those compounds which enhance the activity of the compound of formula (I) without the synergist having an insecticidal / acaricidal / nematicidal action.
  • Suitable mixing partners are the following insecticides / acaricides / nematicides
  • acetylcholinesterase (AChE) inhibitors such as carbamates, eg alanycarb, aldicarb, bendocarb, benfuracarb, butocarboxime, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, Pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC and xylylcarb or organophosphates, eg acephates, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chloroethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrif
  • GABA-controlled chloride channel antagonists such as cyclodiene organochlorines, e.g. Chlordanes and endosulfan or phenylpyrazoles (fiproles), e.g. Ethiprole and fipronil.
  • sodium channel modulators / voltage dependent sodium channel blockers such as pyrethroids, e.g. Acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha- Cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(lR) trans isomers], deltamethrin, empenthrin [(EZ) (lR) isomers], e
  • nicotinergic acetylcholine receptor (nAChR) agonists such as neonicotinoids, e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor.
  • nAChR nicotinergic acetylcholine receptor
  • nicotinergic acetylcholine receptor (nAChR) allosteric activators such as spinosines, e.g. Spinetoram and spinosad.
  • chloride channel activators such as avermectins / milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin and Milbemectin.
  • Juvenile hormone mimics such as juvenile hormone analogs, e.g. Hydroprene, Kinoprene and Methoprene or Fenoxycarb or Pyriproxyfen.
  • Juvenile hormone mimics such as juvenile hormone analogs, e.g. Hydroprene, Kinoprene and Methoprene or Fenoxycarb or Pyriproxyfen.
  • agents with unknown or non-specific mechanisms of action such as
  • Alkyl halides e.g. Methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or borax or tartar emetic.
  • mite growth inhibitors eg clofentezine, hexythiazox and diflovidazine or etoxazole.
  • Microbial disruptors of insect intestinal membrane eg, Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis Subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and BT plant proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Abl.
  • oxidative phosphorylation inhibitors such as diafenthiuron or organotin compounds, e.g. Azocyclotin, Cyhexatin and Fenbutatin-oxide or Propargite or Tetradifon.
  • Nicotinergic acetylcholine receptor antagonists such as Bensultap, Cartap hydrochloride, Thiocyclam and Thiosultap sodium.
  • Type 0 inhibitors of chitin biosynthesis such as bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
  • inhibitors of chitin biosynthesis type 1, such as Bupro fezin.
  • Moulting agents dipteran, such as cyromazine.
  • ecdysone receptor agonists such as chromafenozides, halofenozides, methoxyfenozides, and tebufenozides.
  • Octopaminergic agonists such as amitraz.
  • complex III electron transport inhibitors such as, for example, hydramethylnone or acequinocyl or fluacrypyrim.
  • complex I electron transport inhibitors for example, METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Derris).
  • inhibitors of acetyl-CoA carboxylase such as tetronic and tetramic acid derivatives, e.g. Spirodiclofen, spiromesifen and spirotetramat.
  • complex IV electron transport inhibitors such as phosphines, e.g. Aluminum phosphide, calcium phosphide, phosphine and zinc phosphide or cyanide.
  • ryanodine receptor effectors such as, for example, diamides, for example chlorantraniliproles, cyantraniliproles and flubendiamides, Other agents such as afidopyropene, azadirachtin, benclothiaz, benzoximate, bifenazate, bromopropylate, quinomethionate, cryolite,
  • inhibitors of ergosterol biosynthesis such as (1.1) aldimorph, (1.2) azaconazole, (1.3) bitertanol, (1.4) bromuconazole, (1.5) cyproconazole, (1.6) diclobutrazole, (1.7) difenoconazole, (1.8) diniconazole , (1.9) Diniconazole-M, (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) etaconazole, (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamide, (1.17) fenpropidine, ( 1.18) fenpropimorph, (1.19) fluquinconazole, (1.20) flurprimidol, (1.21) flus
  • inhibitors of respiration such as (2.1) bixafen, (2.2) boscalid, (2.3) carboxin, (2.4) difluorotorim, (2.5) fenfuram, (2.6) fluopyram, (2.7) flutolanil, ( 8/2) Fluxapyroxad, (2.9) Furametpyr, (2.10) Furmecyclox, (2.11) Isopyrazam Mixture of the syn-epimeric racemate 1RS, 4SR, 9RS and the anti-empimidal racemate 1RS, 4SR, 9SR, (2.12) isopyrazam (anti- epimeric racemate), (2.13) isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S), (2.14) isopyrazam (anti-epimeric enantiomer 1S, 4R, 9R), (2.15) isopyrazam (syn-epimeric racemate 1RS, 4SR, 9
  • inhibitors of respiration at the complex III of the respiratory chain, such as (3.1) ametoctradine, (3.2) amisulbrom, (3.3) azoxystrobin, (3.4) cyazofamide, (3.5) coumethoxystrobin, (3.6) coumoxystrobin, ( 3.5) dimoxystrobin, (3.8) enestroburine, (3.9) famoxadone, (3.10) fenamidone, (3.11) flufenoxystrobin, (3.12) fluoxastrobin, (3.13) kresoxime-methyl, (3.14) metominostrobin, (3.15) orysastrobin, (3.16) picoxystrobin , (3.17) Pyraclostrobin, (3.18) Pyrametostrobin, (3.19) Pyraoxystrobin, (3.20) Pyribencarb, (3.21) Triclopyricarb, (3.22) Trifloxystrobin, (3.23) (2E) -2
  • resistance inducers such as (6.1) acibenzolar-S-methyl, (6.2) isotianil, (6.3) probenazole, (6.4) tiadinil, and (6.5) laminarin.
  • inhibitors of amino acid and protein biosynthesis such as (7.1), (7.2) blasticidin-S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim,
  • inhibitors of ATP production such as (8.1) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide and (8.4) silthiofam.
  • inhibitors of cell wall synthesis such as (9.1) benthia-valicarb, (9.2) dimethomorph, (9.3) flumorph, (9.4) iprovalicarb, (9.5) mandipropamide, (9.6) polyoxins, (9.7) polyoxorim, (9.8) validamycin A, (9.9) Valifenalate and (9.10) Polyoxin B.
  • inhibitors of lipid and membrane synthesis such as (10.1) biphenyl, (10.2) chloroben, (10.3) diclorane, (10.4) edifenphos, (10.5) etridiazole, (10.6) iodocarb, (10.7) Iprobenfos, (10.8) isoprothiolane, (10.9) propamocarb, (10.10) propamocarb hydrochloride, (10.11) prothiocarb , (10.12) pyrazophos, (10.13) quintoene, (10.14) tecnazenes, and (10.15) tolclofos-methyl.
  • inhibitors of melanin biosynthesis such as (11.1) carpropamide, (11.2) diclocymet, (11.3) fenoxanil, (11.4) fthalide, (11.5) pyroquilone, (11.6) tricyclazole, and (11.7) 2,2,2 Trifluoroethyl ⁇ 3-methyl-1 - [(4-methylbenzoyl) amino] butan-2-yl ⁇ carbamate.
  • inhibitors of nucleic acid synthesis such as (12.1) benalaxyl, (12.2) benalaxyl-M (kiralaxyl), (12.3) bupirimate, (12.4) clozylacon, (12.5) dimethirimol, (12.6) ethirimol, (12.7) furalaxyl, ( 12.8) hymexazole, (12.9) metalaxyl, (12.10) metalaxyl-M (mefenoxam), (12.11) ofurace,
  • decouplers such as (14.1) binapacryl, (14.2) dinocap, (14.3) ferimzone, (14.4) fluazinam, and (14.5) meptyldinocap.
  • Other compounds such as (15.1) benthiazole, (15.2) bethoxazine, (15.3) capsimycin, (15.4) carvone, (15.5) quinomethionate, (15.6) pyriofenone (Chlazafenone), (15.7) Cufraneb, (15.8) cyflufenamid , (15.9) Cymoxanil, (15.10) Cyprosulfamide, (15.11) Dazomet, (15.12) Debacarb,
  • the combinations of the compound of formula (I) with said fungicides have very good fungicidal properties and can be used in the treatment of seeds, in particular for controlling phytopathogenic fungi, such as Ascomycetes and Basidiomycetes.
  • the active compounds according to the invention are particularly suitable in the treatment of seed for controlling Pyrenophora, Rhizoctonia, Tilletia and Ustilago species.
  • Pyrenophora species such as P. allosuri, P. alternarina, P. avenae, P. bartramiae, P. bondarzewii, P. bromi, P. bryophila, P. buddleiae, P. bupleuri, P. calvertii, P. calvescens var. moravica, P. carthami, P. centranthi, P. cerastii, P. chengii, P. chrysanthemi, P. convolvuli, P. coppeyana, P. cytisi, P. dactylidis, P. dictyoides, P. echinopis , P.
  • Rh. aerea Rh. alba, Rh. Alpina
  • Rh. Anaticula Rh. Anomala
  • Rh. Apocynacearum Rh. Arachnion
  • Rh. Asclerotica Rh. Bataticola
  • Rh. Borealis Rh. Callae, Rh. Candida, Rh. Carotae, Rh. Cerealis, Rh. choussii, Rh.
  • Rh. dichotoma Rh. dimorpha
  • Rh. endophytica g., var. filicata, Rh. endophytica, Rh. ferraginea, Rh. floccosa, Rh. fragariae, Rh. fraxini, Rh. fuliginea, Rh. fumigata, Rh. globularis, Rh. goodyerae-repentis, Rh. gossypii var. anatolica, Rh gossypii, Rh. gracilis,
  • Solani forma specialis Rh. Solani var. Cedri-deodarae, Rh. Solani var. Fuchsiae, Rh. Solani var. Hortensis, Rh. Stahlii, Rh. Subtilis var. Nigra, Rh. Subtilis, Rh. Tomato, Rh. tuliparum, Rh. versicolor, Rh. zeae, Tilletia species such as T. aegilopis, T. aegopogonis, T. ahmadiana, T. airina, T. ajrekari, T. alopecuri, T. anthoxanthi, T. apludae, T. arundinellae, T. asperifolia, T.
  • T. montana T. montemartinii, T. nanifica, T. narasimhanii, T. narayanaraoana, T. narduri, T. nigrifaciens, T. obscura-reticulata, T. oklahomae, T. okudairae, T. oplismeni-cristati, T. pachyderma, T. pallida, T. panici, T. panici-humilis, T. paradoxa, T. paspali, T. pennisetina, T. perotidis, T. phalaridis,
  • U. ahmadiana U. airae-caespitosae, U. alismatis, U. alopecurivora, U. asineae, U. altilis, U. amadelpha var. Glabriuscula, U. amphilophidis, U. amplexa, U. andropogonis-tectorum, U. aneilemae U. anhweiana, U. anomala [var.] Microspora, U. anomala var. Avicularis, U. anomala var. Carnea, U. anomala var. Cordai, U. anomala var. Muricata, U. anomala var. Tovarae, U anthoxanthi, U.
  • intercedens U. iranica, U. isachnes, U. ischaemi-akoensis, U. ischaemi-anthephoroidis, U ixiolirii, U. ixophori, U. jacksonii var. ventanensis, U. jacksonii, U. jaczevskyana var. sibirica, U. jaczevskyana var. typica, U. jaczevskyana, U. jagdishwari, U. jalalainenii, U. judeudana, U. johnstonii,
  • U. maydis U. megalospora, U. melicae, U. merxmuellerana, U. mesatlantica, U. michnoana, U. microspora var. Paspalicola, U. microspora, U. microstegii, U. microthelis, U. mihi, U. modesta U. moehringiae, U. moenchiae manticae, U. monermae, U. Shawi var. Minor, U. morinae, U. morobiana, U. muehlenbergiae var. Tucumanensis, U. muricata, U. muscari-botryoidis, U. nagornyi U.
  • nannfeldtii U. nelsoniana, U. nepalensis, U. neyraudiae, U. nigra, U. nivalis, U. nuda, U. nuda var. Hordei, U. nuda var. Tritici, U. nyassae, U. okudairae , U. olida, U. olivacea var. Macrospora, U. onopordi, U. onumae, U. opiziicola, U. oplismeni, U. orientalis, U. otophora, U. overeemii, U. pamirica, U.
  • panici- geminati U. panjabensis
  • U. pappophori var. Magdalensis
  • U. pappophori U parasparathii, U. parodii, U. parvula, U. paspalidiicola, U. patagonica, U. penniseti var. verruculosa, U. perrara, U. persicariae, U. petrakii, U. phalaridis, U. phlei, U. phlei. pratensis, U. phragmites, U. picacea, U. pimprina, U. piperi [var.] rosulata, U. poae, U.
  • silenes-inflatae U silenes-nutantis, U. sinkiangensis, U. sitanii, U. sleumeri, U. sonoriana, U. sorghi-stipoidei, U. spadicea, U. sparti, U. speculariae, U. spegazzinii var. agrestis, U. spegazzinii, Spermophora var. Orientalis, U. spermophoroides, U. spinulosa, U. sporoboli indici, U. sporoboli tremuli, U. stellariae, U. sterilis, U. stewartli, U. stipae, U.
  • striaeformis f. agrostidis U. striaeformis f. phlei, U. striaeformis f. poaeannuae, U. striaeformis f. poa pratensis, U. striiformis f. stochiformis var. dactylidis, U. striiformis var. holci, U. striiformis var. phlei, U. striiformis var. poae, U. stygia, U. sumnevicziana, U. superba U. sydowiana, U. symbiotica, U. taenia, U.
  • Plants and Plant Parts can be treated.
  • Plants are understood to mean all plants and plant populations, such as desirable and unwanted wild plants or crops (including naturally occurring crops), for example cereals (wheat, rice, triticale, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes , Peas and other vegetables, cotton, tobacco, oilseed rape, as well as fruit plants (with the fruits apples, pears, citrus fruits and grapes).
  • Crop plants can be plants obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods including transgenic plants and including those plant varieties which can or can not be protected by plant breeder's rights.
  • Plant parts are understood to mean all aboveground and subterranean parts and organs of plants such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes.
  • the plant parts also include crops and vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
  • the treatment according to the invention of the plants and plant parts with the compound of the formula (I) is carried out directly or by acting on their environment, habitat or storage room according to the usual treatment methods, e.g. by dipping, spraying, evaporating, atomizing, spreading, brushing, injecting and in propagating material, in particular in seeds, further by single or multilayer coating.
  • plants and their parts can be treated according to the invention.
  • wild-type or plant species and plant varieties obtained by conventional biological breeding methods such as crossing or protoplast fusion and parts thereof are treated.
  • transgenic plants and plant cultivars obtained by genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated.
  • the term "parts” or “parts of plants” or “parts of plants” has been explained above.
  • Propes of the respective commercially available or in use plant varieties are particularly preferably treated according to the invention.
  • PV plants are understood as meaning plants with new properties ("traits") have been bred either by conventional breeding, by mutagenesis or by recombinant DNA techniques. These may be varieties, breeds, biotypes and genotypes.
  • the preferred plants or plant varieties to be treated according to the invention to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties ("traits"). Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to bottoms salt, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products , higher shelf life and / or workability of the harvested products.
  • Such properties are an increased resistance of the plants against animal and microbial pests, such as insects, arachnids, nematodes, mites, snails, caused for example by toxins formed in the plants, in particular those caused by the genetic material from Bacillus Thuringiensis (eg by the genes CrylA (a), CrylA (b), CrylA (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and their combinations) are produced in the plants, furthermore an increased resistance of the plants against Phytopathogenic fungi, bacteria and / or viruses, eg by systemically acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins, and increased tolerance of the plants against certain herbicidal active ingredients, such as imidazolinones, sulfonylureas, glyphosate or phosphino
  • SAR systemically
  • transgenic plants are the important crops such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soy, potato, sugar beets, sugarcane, tomatoes, peas and other vegetables, cotton, tobacco, oilseed rape, and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with special emphasis on corn, soy, wheat, rice, potato, cotton, sugar cane, tobacco and oilseed rape. Traits that are particularly emphasized are the increased immunity of the plants to insects, arachnids, nematodes and snails.
  • active compound preparation 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration. If required addition of ammonium salts or ammonium salts and penetration requisite these are pipetted in a concentration of lOOOppm after dilution of each of the finished preparation solution.
  • Cotton plants (Gossypium hirsutum) or barley plants (Hordeum vulgare) are treated by spraying with the preparation of active compound in the desired concentration and then populated with larvae of the green rice bug (Nezara viridula).
  • the kill is determined in%. 100% means that all rice bugs have been killed; 0% means that no rice bugs have been killed.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
  • ammonium salts or ammonium salts and Penetrationsför those these are pipetted in a concentration of l OOOppm after dilution of each of the finished preparations solution.
  • Cotton plants (Gossypium hirsutum, GOSHI), soybean plants (Glycine max, GLXMA)) or maize plants (Zea mays, ZEAMX) are treated by spraying with the preparation of active compound in the desired concentration and then populated with 10 larvae of the brown stink bug (Euschistus heros, EUSCHE) ,
  • the phytoprotective effect is determined in%. 100% means that no damage can be seen; 0% means that the damage to the treated leaves is the same as the untreated control.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. Ammonium salts and Penetrations cleanseer (rapeseed oil methyl ester) are added to the preparation solution in a concentration of 1000 ppm.
  • Cotton plants (Gossypium hirsutum - GOSHI) and bush bean plants (Phaseolus vulgaris - PHSVX) are treated by spraying with the preparation of active compound in the desired concentration and then populated with 10 larvae of the brown stink bug ⁇ Euschistus heros).
  • the phytosanitary effect is determined in%. 100% means that no damage can be seen; 0% means that the damage to the treated leaves is the same as the untreated control. In addition, the kill is determined in%. A mortality of 100% means that all bugs have been killed; 0% means that no bugs have been killed.
  • Emulsifier 1 part by weight of alkylaryl polyglycol ether To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. Ammonium salts and Penetrations cleanseer (rapeseed oil methyl ester) are added to the preparation solution in a concentration of 1000 ppm.
  • Cotton plants (Gossypium hirsutum - GOSHI), maize plants (Zea mays - ZEAMX), soybean plants (Glycine max - GLXMA) and bush bean plants (Phaseolus vulgaris - PHSVX) are treated by spraying with the preparation of active compound in the desired concentration and are subsequently treated with larvae of the green rice bug ( Nezara viridula). After the desired time, mortality is determined in%. 100% means that all bugs have been killed; 0% means that no bugs have been killed.
  • TnB days after treatment

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Abstract

The known compound of formula (I) is ideally suited to the control of animal pests of the family of stink bugs (Pentatomidae).

Description

Wirkstoff zur Bekämpfung von Stinkwanzen  Active substance for the control of stink bugs
Die vorliegende Anmeldung betrifft die Verwendung eines bekannten Wirkstoffs zur Bekämpfung von tierischen Schädlingen aus der Familie der Stinkwanzen (Pentatomidae) The present application relates to the use of a known active substance for combating animal pests of the family of spotted bugs (Pentatomidae)
Die Verbindung der Formel (I) The compound of the formula (I)
Figure imgf000002_0001
und seine Herstellung sind aus EP 0 268 915 A2 bekannt. Vergleiche auch WO 2012/029672 AI, WO 2013/031671 AI, EP 2 628 389 AI und EP 2 631 235 A2.
Figure imgf000002_0001
and its preparation are known from EP 0 268 915 A2. See also WO 2012/029672 Al, WO 2013/031671 A1, EP 2 628 389 A1 and EP 2 631 235 A2.
Strukturell ähnliche Verbindungen wurden bereits in EP 432 600 A2 als herbizid wirksame Verbindungen beschrieben. Weiterhin wurde in EP 2 628 389 AI die Wirkung des Wirkstoffs der Formel (I) gegen die Brown- Winged Green Bug (Wanze) aus der Familie der Pentatomidae an Äpfeln geprüft. Structurally similar compounds have already been described in EP 432 600 A2 as herbicidally active compounds. Furthermore, in EP 2 628 389 A1, the effect of the active compound of the formula (I) against the Brown-Winged Green Bug (bug) from the family of the Pentatomidae on apples was tested.
Da die Bekämpfung von Stinkwanzen in Flächenkulturen zunehmend an Bedeutung gewinnt und die Anzahl an geeigneten Wirkstoffen vor allem durch regulatorische Anforderungen bezüglich der ökotoxikologischen Eigenschaften sinkt, ist der Bedarf an geeigneten Wirkstoffen besonders hoch. Überraschend wurde jetzt wurde gefunden, dass die Verbindung der Formel (I) besonders gut zur Bekämpfung von Insekten aus der Familie der Stinkwanzen (Pentatomidae), insbesondere zum Schutz von Flächenkulturen wie Soja, Baumwolle, Mais, Reis und Getreide und nicht nur zum Schutz von Früchten geeignet ist. Darüber hinaus besitzt die Verbindung der Formel (I) auch günstige ökotoxikologische Eigenschaften. Die Verbindung der Formel (I) eignet sich besonders gut zur Bekämpfung von folgenden Arten aus der Familie der Stinkwanzen (Pentatomidae), wobei jede der folgenden Kombinationen aus Schädling und Kultur für sich eine besondere und bevorzugte Ausfuhrungsform der Erfindung darstellt: Since the control of stink bugs in surface crops is becoming increasingly important and the number of suitable active ingredients is falling, above all due to regulatory requirements with regard to the ecotoxicological properties, the demand for suitable active substances is particularly high. Surprisingly, it has now been found that the compound of the formula (I) is particularly suitable for controlling insects of the family of the bugs (Pentatomidae), in particular for the protection of surface crops such as soybean, cotton, corn, rice and cereals and not only for the protection of Fruits is suitable. In addition, the compound of the formula (I) also has favorable ecotoxicological properties. The compound of the formula (I) is particularly suitable for combating the following species of the family of spotted bugs (Pentatomidae), wherein each of the following combinations of pest and culture represents in itself a particular and preferred embodiment of the invention:
Antestiopsis orbitalus in Soja, Antestiopsis orbitalus in soy,
Acrosternum hilare in Baumwolle, Acrosternum hilare in cotton,
Dichelops furcatus in Mais, Soja und Getreide, Dichelops melacanthus in Mais, Soja und Getreide, Dichelops furcatus in corn, soya and cereals, Dichelops melacanthus in corn, soya and cereals,
Chlorochroa sayi in Baumwolle, Chlorochroa sayi in cotton,
Eurygaster intergriceps in Getreide, Eurygaster intergriceps in cereals,
Eurygaster maura in Getreide, Euschistus heros in Soja, Mais, Baumwolle und Reis, Eurygaster maura in cereals, euschistus heros in soy, corn, cotton and rice,
Euschistus servus in der Baumwolle, Soja und Mais, Euschistus servus in cotton, soy and corn,
Euschistus conspersus in der Baumwolle, Euschistus conspersus in cotton,
Euschistus impictiventris in der Baumwolle, Euschistus impictiventris in cotton,
Nezara viridula in Soja, Mais, Baumwolle, Getreide und Reis, Nezara hilare in Soja, Mais, Baumwolle, Getreide und Reis, Nezara viridula in soya, corn, cotton, cereals and rice, Nezara hilare in soy, corn, cotton, cereals and rice,
Oebalus mexicana in Reis und Getreide, Oebalus mexicana in rice and cereals,
Oebalus poecilus in Reis und Getreide, Oebalus poecilus in rice and cereals,
Oebalus purgnase in Reis und Getreide, Oebalus purgnase in rice and cereals,
Oebalus pugnax in Reis, Piezodorus guildinii in Soja, Mais, Baumwolle und Reis, Oebalus pugnax in rice, Piezodorus guildinii in soy, corn, cotton and rice,
Scotinophara lurida in Reis, Scotinophara lurida in rice,
Scotinophara coaretata in Reis. Scotinophara coaretata in rice.
Die Verbindung der Formel (I) eignet sich ganz besonders gut zur Bekämpfung von folgenden Arten aus der Familie der Stinkwanzen (Pentatomidae): Antestiopsis orbitalus in Soja, The compound of the formula (I) is particularly suitable for controlling the following species of the family of the stink bug (Pentatomidae): Antestiopsis orbitalus in soy,
Dichelops furcatus in Mais, Soja und Getreide, Dichelops furcatus in corn, soya and cereals,
Dichelops melacanthus in Mais, Soja und Getreide, Dichelops melacanthus in corn, soya and cereals,
Euschistus heros in Soja, Mais und Baumwolle, Euschistus heros in soya, corn and cotton,
Euschistus servus in Soja, Mais und Baumwolle, Nezara viridula in Soja, Mais und Baumwolle, Nezara hilare in Soja, Mais und Baumwolle, Piezodorus guildinü in Soja, Mais und Baumwolle. Formulierungen Die vorliegende Erfindung betrifft weiterhin Formulierungen und daraus bereitete Anwendungsformen als Schädlingsbekämpfungsmittel wie z. B. Drench-, Drip- und Spritzbrühen, umfassend die Verbindung der Formel (I). Gegebenenfalls enthalten die Anwendungsformen weitere Schädlingsbekämpfungsmittel und/oder die Wirkung verbessernde Adjuvantien wie PenetrationsfÖrderer, z. B. vegetative Öle wie beispielsweise Rapsöl, Sonnenblumenöl, Mineralöle wie beispielsweise Paraffinöle, Alkylester vegetativer Fettsäuren wie beispielsweise Rapsöl- oder Sojaölmethylester oder Alkanol-alkoxylate und/oder Spreitmittel wie beispielsweise Alkylsiloxane und/oder Salze z.B. organische oder anorganische Ammonium- oder Phosphoniumsalze wie beispielsweise Ammoniumsulfat oder Diammonium-hydrogenphosphat und/oder die Retention fordernde Mittel wie z. B. Dioctylsulfosuccinat oder Hydroxypropyl-guar Polymere und/oder Humectants wie z.B. Glycerin und/oder Dünger wie beispielsweise Ammonium-, Kalium- oder Phosphor- enthaltende Dünger. Euschistus servus in soya, corn and cotton, Nezara viridula in soya, corn and cotton, Nezara hilare in soy, corn and cotton, Piezodorus guildinü in soy, corn and cotton. Formulations The present invention furthermore relates to formulations and use forms prepared therefrom as pesticides, such as, for example, pesticides. B. drench, drip and spray, comprising the compound of formula (I). Optionally, the uses include other pesticides and / or effect-enhancing adjuvants such as penetration enhancers, e.g. As vegetative oils such as rapeseed oil, sunflower oil, mineral oils such as paraffin oils, alkyl esters of vegetable fatty acids such as rapeseed oil or soybean oil or alkanol alkoxylates and / or spreading agents such as alkyl siloxanes and / or salts such as organic or inorganic ammonium or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate and / or retention-demanding agents such as. As dioctylsulfosuccinate or hydroxypropyl guar polymers and / or humectants such as glycerol and / or fertilizers such as ammonium, potassium or phosphorus-containing fertilizer.
Übliche Formulierungen sind beispielsweise wasserlösliche Flüssigkeiten (SL), Emulsionskonzentrate (EC), Emulsionen in Wasser (EW), Suspensionskonzentrate (SC, SE, FS, OD), in Wasser dispergierbare Granulate (WG), Granulate (GR) und Kapselkonzentrate (CS); diese und weitere mögliche Formuliertypen sind beispielsweise durch Crop Life International und in Pesticide Specifications, Manual on development and use of FAO and WHO specifications for pesticides, FAO Plant Production and Protection Papers - 173, prepared by the FAO/WHO Joint Meeting on Pesticide Specifications, 2004, ISBN: 9251048576 beschrieben. Gegebenenfalls enthalten die Formulierungen neben einem oder mehreren Verbindungen der Formel (I) weitere agrochemische Wirkstoffe. Typical formulations are, for example, water-soluble liquids (SL), emulsion concentrates (EC), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR) and capsule concentrates (CS). ; These and other possible formulation types are described, for example, by Crop Life International and in Pesticide Specifications, Manual on Development and Use of FAO and WHO Specifications for Pesticides, FAO Plant Production and Protection Papers - 173, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2004, ISBN: 9251048576. If appropriate, the formulations contain, in addition to one or more compounds of the formula (I), further agrochemical active substances.
Vorzugsweise handelt es sich um Formulierungen oder Anwendungsformen, welche Hilfsstoffe wie beispielsweise Streckmittel, Lösemittel, Spontanitätsförderer, Trägerstoffe, Emulgiermittel, Dispergiermittel, Frostschutzmittel, Biozide, Verdicker und oder weitere Hilfsstoffe wie beispielsweise Adjuvantien enthalten. Ein Adjuvant in diesem Kontext ist eine Komponente, die die biologische Wirkung der Formulierung verbessert, ohne dass die Komponente selbst eine biologische Wirkung hat. Beispiele für Adjuvantien sind Mittel, die die Retention, das Spreitverhalten, das Anhaften an der Blattoberfläche oder die Penetration fördern. They are preferably formulations or use forms which contain auxiliaries, such as extenders, solvents, spontaneity promoters, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and / or further auxiliaries, for example adjuvants. An adjuvant in this context is a component that enhances the biological effect of the formulation without the component itself having a biological effect. Examples of adjuvants are agents that promote retention, spreading behavior, adherence to the leaf surface, or penetration.
Diese Formulierungen werden in bekannter Weise hergestellt, z.B. durch Vermischen der Verbindung der Formel (I) mit Hilfsstoffen wie beispielsweise Streckmitteln, Lösemitteln und/oder festen Trägerstoffen und/oder weiteren Hilfsstoffen wie beispielsweise oberflächenaktive Stoffe. Die Herstellung der Formulierungen erfolgt entweder in geeigneten Anlagen oder auch vor oder während der Anwendung. These formulations are prepared in a known manner, for example by mixing the compound of formula (I) with excipients such as extenders, solvents and / or solid carriers and / or other excipients such as surfactants. The Preparation of the formulations is carried out either in suitable equipment or before or during use.
Als Hilfsstoffe können solche Stoffe Verwendung finden, die geeignet sind, der Formulierung der Verbindung der Formel (I) oder den aus diesen Formulierungen bereiteten Anwendungsformen (wie z.B. gebrauchsfähigen Schädlingsbekämpfungsmitteln wie Spritzbriihen oder Saatgutbeizen) besondere Eigenschaften, wie bestimmte physikalische, technische und/oder biologische Eigenschaften zu verleihen. Excipients which can be used are those which are suitable for formulating the compound of the formula (I) or the use forms prepared from these formulations (such as, for example, pesticides suitable for use, such as spraying broths or seed dressing), such as certain physical, technical and / or biological properties To give properties.
Als Streckmittel eignen sich z.B. Wasser, polare und unpolare organische chemische Flüssigkeiten z.B. aus den Klassen der aromatischen und nicht-aromatischen Kohlenwasserstoffe (wie Paraffine, Alkylbenzole, Alkylnaphthaline, Chlorbenzole), der Alkohole und Polyole (die ggf. auch substituiert, verethert und/oder verestert sein können), der Ketone (wie Aceton, Cyclohexanon), Ester (auch Fette und Öle) und (Poly-)Ether, der einfachen und substituierten Amine, Amide, Lactame (wie N- Alkylpyrrolidone) und Lactone, der Sulfone und Sulfoxide (wie Dimethylsulfoxid). As extender, e.g. Water, polar and non-polar organic chemical liquids e.g. from the classes of aromatic and non-aromatic hydrocarbons (such as paraffins, alkylbenzenes, alkylnaphthalenes, chlorobenzenes), alcohols and polyols (which may also be substituted, etherified and / or esterified), ketones (such as acetone, cyclohexanone), Esters (including fats and oils) and (poly) ethers, simple and substituted amines, amides, lactams (such as N-alkylpyrrolidones) and lactones, sulfones and sulfoxides (such as dimethylsulfoxide).
Im Falle der Benutzung von Wasser als Streckmittel können z.B. auch organische Lösemittel als Hilfslösemittel verwendet werden. Als flüssige Lösemittel kommen im Wesentlichen infrage: Aromaten wie Xylol, Toluol oder Alkylnaphthaline, chlorierte Aromaten oder chlorierte aliphatische Kohlenwasser- Stoffe wie Chlorbenzole, Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z.B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methylethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösemittel wie Dimethylformamid und Dimethylsulfoxid sowie Wasser. In the case of using water as an extender, e.g. also organic solvents can be used as auxiliary solvents. Suitable liquid solvents are essentially: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
Grundsätzlich können alle geeigneten Lösemittel verwendet werden. Geeignete Lösemittel sind beispielsweise aromatische Kohlenwasserstoffe wie z.B. Xylol, Toluol oder Alkylnaphthaline, chlorierte aromatische oder aliphatische Kohlenwasserstoffe wie z.B. Chlorbenzol, Chlorethylen, oder Methylen- chlorid, aliphatische Kohlenwasserstoffe wie z.B. Cyclohexan, Paraffine, Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole wie z.B. Methanol, Ethanol, iso-Propanol, Butanol oder Glykol sowie deren Ether und Ester, Ketone wie z.B. Aceton, Methylethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösemittel wie Dimethylsulfoxid sowie Wasser. In principle, all suitable solvents can be used. Suitable solvents are, for example, aromatic hydrocarbons, e.g. Xylene, toluene or alkylnaphthalenes, chlorinated aromatic or aliphatic hydrocarbons, e.g. Chlorobenzene, chloroethylene, or methylene chloride, aliphatic hydrocarbons, e.g. Cyclohexane, paraffins, petroleum fractions, mineral and vegetable oils, alcohols such as e.g. Methanol, ethanol, iso-propanol, butanol or glycol and their ethers and esters, ketones such as e.g. Acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents such as dimethyl sulfoxide and water.
Grundsätzlich können alle geeigneten Trägerstoffe eingesetzt werden. Als Trägerstoffe kommen insbesondere infrage: z.B. Ammoniumsalze und natürliche Gesteinsmehle wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Gesteinsmehl, wie hochdisperse Kieselsäure, Aluminiumoxid und natürliche oder synthetische Silikate, Harze, Wachse und /oder feste Düngemittel. Mischungen solcher Trägerstoffe können ebenfalls verwendet werden. Als Trägerstoffe für Granulate kommen infrage: z.B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Papier, Kokosnussschalen, Maiskolben und Tabakstängel. In principle, all suitable carriers can be used. Suitable carriers are in particular: for example, ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock flour, such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes and / or solid fertilizers , Mixtures of such carriers can also be used. Suitable carriers for granules are: for example, broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, paper, coconut shells, corn cobs and tobacco stems.
Auch verflüssigte gasförmige Streckmittel oder Lösemittel können eingesetzt werden. Insbesondere eignen sich solche Streckmittel oder Trägerstoffe, welche bei normaler Temperatur und unter Normaldruck gasförmig sind, z.B. Aerosol-Treibgase wie Halogenkohlenwasserstoffe sowie Butan, Propan, Stickstoff und Kohlendioxid. Also, liquefied gaseous diluents or solvents can be used. Particularly suitable are those diluents or carriers which are gaseous at normal temperature and under normal pressure, e.g. Aerosol propellants such as halogenated hydrocarbons as well as butane, propane, nitrogen and carbon dioxide.
Beispiele für Emulgier- und/oder Schaum erzeugende Mittel, Dispergiermittel oder Benetzungsmittel mit ionischen oder nicht-ionischen Eigenschaften oder Mischungen dieser oberflächenaktiven Stoffe sind Salze von Polyacrylsäure, Salze von Lignosulphonsäure, Salze von Phenolsulphonsäure oder Naphthalinsulphonsäure, Polykondensate von Ethylenoxid mit Fettalkoholen oder mit Fettsäuren oder mit Fettaminen, mit substituierten Phenolen (vorzugsweise Alkylphenole oder Arylphenole), Salze von Sulphobernsteinsäureestern, Taurinderivate (vorzugsweise Alkyltaurate), Phosphorsäureester von polyethoxy Herten Alkoholen oder Phenole, Fettsäureester von Polyolen und Derivate der Verbindungen enthaltend Sulphate, Sulphonate und Phosphate, z.B. Alkylarylpolyglycolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate, Eiweißhydrolysate, Lignin-Sulfitablaugen und Methylcellulose. Die Anwesenheit einer oberflächenaktiven Substanz ist vorteilhaft, wenn die Verbindung der Formel (I) und/oder einer der inerten Trägerstoffe nicht in Wasser löslich ist und wenn die Anwendung in Wasser erfolgt. Examples of emulsifying and / or foaming agents, dispersants or wetting agents having ionic or non-ionic properties or mixtures of these surfactants are salts of polyacrylic acid, salts of lignosulphonic acid, salts of phenolsulphonic acid or naphthalenesulphonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, with substituted phenols (preferably alkylphenols or arylphenols), salts of sulphosuccinic acid esters, taurine derivatives (preferably alkyl taurates), phosphoric acid esters of polyethoxy hydrogens or phenols, fatty acid esters of polyols and derivatives of the compounds containing sulphates, sulphonates and phosphates, eg Alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates, protein hydrolysates, lignin-sulphite liquors and methylcellulose. The presence of a surfactant is advantageous when the compound of formula (I) and / or one of the inert carriers is not soluble in water and when applied in water.
Als weitere Hilfsstoffe können in den Formulierungen und den daraus abgeleiteten Anwendungsformen Farbstoffe wie anorganische Pigmente, z.B. Eisenoxid, Titanoxid, Ferrocyanblau und organische Farbstoffe wie Alizarin-, Azo- und Metallphthalocyaninfarbstoffe und Nähr- und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink vorhanden sein. As further adjuvants, in the formulations and the applications derived therefrom, dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and nutrient and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Weiterhin enthalten sein können Stabilisatoren wie Kältestabilisatoren, Konservierungsmittel, Oxidationsschutzmittel, Lichtschutzmittel oder andere die chemische und / oder physikalische Stabilität verbessernde Mittel. Weiterhin enthalten sein können schaumerzeugende Mittel oder Entschäumer. Stabilizers such as cold stabilizers, preservatives, antioxidants, light stabilizers or other chemical and / or physical stability-improving agents may also be present. It may also contain foam-forming agents or defoamers.
Ferner können die Formulierungen und daraus abgeleiteten Anwendungs formen als zusätzliche Hilfsstoffe auch Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulverige, körnige oder latexförmige Polymere enthalten wie Gummiarabikum, Polyvinylalkohol, Polyvinylacetat sowie natürliche Phospholipide wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Hilfsstoffe können mineralische und vegetabile Öle sein. Furthermore, the formulations and derived therefrom application forms as additional auxiliaries and adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-containing polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate and natural phospholipids such as cephalins and lecithins and synthetic phospholipids. Other auxiliaries may be mineral and vegetable oils.
Gegebenenfalls können noch weitere Hilfsstoffe in den Formulierungen und den daraus abgeleiteten Anwendungsformen enthalten sein. Solche Zusatzstoffe sind beispielsweise Duftstoffe, schützende Kolloide, Bindemittel, Klebstoffe, Verdicker, thixotrope Stoffe, Penetrationsförderer, Retentionsförderer, Stabilisatoren, Sequestiermittel, Komplexbildner, Humectans, Spreitmittel. Im Allgemeinen können die Verbindungen der Formel (I) mit jedem festen oder flüssigen Zusatzstoff, welches für Formulierungszwecke gewöhnlich verwendet wird, kombiniert werden. Optionally, further auxiliaries may be present in the formulations and in the use forms derived therefrom. Such additives are, for example, fragrances, protective colloids, binders, adhesives, thickeners, thixotropic substances, penetration promoters, retention promoters, stabilizers, sequestrants, complexing agents, humectants, spreading agents. in the In general, the compounds of formula (I) may be combined with any solid or liquid additive commonly used for formulation purposes.
Als Retentionsförderer kommen alle diejenigen Substanzen in Betracht, die die dynamische Oberflächenspannung verringern wie beispielsweise Dioctylsulfosuccinat oder die die Visko-Elastizität erhöhen wie beispielsweise Hydroxypropyl-guar Polymere. As retention promoters are all those substances which reduce the dynamic surface tension such as dioctylsulfosuccinate or increase the visco-elasticity such as hydroxypropyl guar polymers.
Als Penetrationsförderer kommen im vorliegenden Zusammenhang alle diejenigen Substanzen in Betracht, die üblicherweise eingesetzt werden, um das Eindringen von agrochemischen Wirkstoffen in Pflanzen zu verbessern. Penetrationsförderer werden in diesem Zusammenhang dadurch definiert, dass sie aus der (in der Regel wässerigen) Applikationsbrühe und/oder aus dem Spritzbelag in die Kutikula der Pflanze eindringen und dadurch die Stoffbeweglichkeit (Mobilität) der Wirkstoffe in der Kutikula erhöhen können. Die in der Literatur (Baur et al., 1997, Pesticide Science 51, 131-152) beschriebene Methode kann zur Bestimmung dieser Eigenschaft eingesetzt werden. Beispielhaft werden genannt Alkoholalkoxylate wie beispielsweise Kokosfettethoxylat (10) oder Isotridecylethoxylat (12), Fettsäureester wie beispielsweise Rapsöl- oder Sojaölmethylester, Fettamine Alkoxylate wie beispielsweise Tallowamine-ethoxylat (15) oder Ammonium- und/oder Phosphonium-Salze wie beispielsweise Ammoniumsulfat oder Diammonium-hydrogenphosphat. Suitable penetration promoters in the present context are all those substances which are usually used to improve the penetration of agrochemical active substances into plants. Penetration promoters are in this context defined by the fact that they can penetrate from the (usually aqueous) application broth and / or from the spray coating into the cuticle of the plant and thereby increase the material mobility (mobility) of the active ingredients in the cuticle. The method described in the literature (Baur et al., 1997, Pesticide Science 51, 131-152) can be used to determine this property. Examples include alcohol alkoxylates such as coconut oil ethoxylate (10) or isotridecyl ethoxylate (12), fatty acid esters such as rapeseed oil or soybean oil, fatty amine alkoxylates such as tallowamine ethoxylate (15) or ammonium and / or phosphonium salts such as ammonium sulfate or diammonium hydrogen phosphate ,
Die Formulierungen enthalten bevorzugt zwischen 0,00000001 und 98 Gew.-% der Verbindung der Formel (I), besonders bevorzugt zwischen 0,01 und 95 Gew.-% der Verbindung der Formel (I), ganz besonders bevorzugt zwischen 0,5 und 90 Gew.-% der Verbindung der Formel (I), bezogen auf das Gewicht der Formulierung. The formulations preferably contain between 0.00000001 and 98 wt .-% of the compound of formula (I), more preferably between 0.01 and 95 wt .-% of the compound of formula (I), most preferably between 0.5 and 90% by weight of the compound of formula (I), based on the weight of the formulation.
Der Gehalt an der Verbindung der Formel (I) in den aus den Formulierungen bereiteten Anwendungsformen (insbesondere Schädlingsbekämpfungsmittel) kann in weiten Bereichen variieren. Die Konzentration der Verbindung der Formel (I) in den Anwendungsformen kann üblicherweise zwischen 0,00000001 und 95 Gew.-% der Verbindung der Formel (I), vorzugsweise zwischen 0,00001 und 1 Gew.-%, bezogen auf das Gewicht der Anwendungsform, liegen. Die Anwendung geschieht in einer den Anwendungsformen angepaßten üblichen Weise. The content of the compound of the formula (I) in the forms of application prepared from the formulations (in particular pesticides) can vary within wide ranges. The concentration of the compound of the formula (I) in the use forms may usually be between 0.00000001 and 95% by weight of the compound of the formula (I), preferably between 0.00001 and 1% by weight, based on the weight of the application form , lie. The application is done in a custom forms adapted to the application.
Mischungen mixtures
Die Verbindung der Formel (I) kann als solche oder in ihren Formulierungen auch in Mischung mit einem oder mehreren geeigneten Fungiziden (siehe die Aufzählung weiter unten), Bakteriziden, Akariziden, Molluskiziden, Nematiziden, Insektiziden (siehe die Aufzählung weiter unten), Mikrobiologika, Nützlingen, Herbizide, Düngemitteln, Vogelrepellentien, Phytotonics, Sterilantien, Synergisten, Safenern, Semiochemicals und/oder Pflanzenwachstumsregulatoren verwendet werden, um so z.B. das Wirkungsspektrum zu verbreitern, die Wirkdauer zu verlängern, die Wirkgeschwindigkeit zu steigern, Repellenz zu verhindern oder Resistenzentwicklungen vorzubeugen. Desweiteren können solche Wirkstoffkombinationen das Pflanzenwachstum und/oder die Toleranz gegenüber abiotischen Faktoren wie z. B. hohen oder niedrigen Temperaturen, gegen Trockenheit oder gegen erhöhten Wasserbzw. Bodensalzgehalt verbessern. Auch lässt sich das Blüh- und Fruchtverhalten verbessern, die Keimfähigkeit und Bewurzelung optimieren, die Ernte erleichtern und Ernteerträge steigern, die Reife beeinflussen, die Qualität und/oder den Ernährungswert der Ernteprodukte steigern, die Lagerfähigkeit verlängern und/oder die Bearbeitbarkeit der Ernteprodukte verbessern. The compound of formula (I) may be used as such or in their formulations also in admixture with one or more suitable fungicides (see the list below), bactericides, acaricides, molluscicides, nematicides, insecticides (see list below), microbiologicals, Useful, herbicides, fertilizers, bird repellents, phytotonics, sterilants, synergists, safeners, semiochemicals and / or plant growth regulators are used, for example, to broaden the spectrum of action, extend the duration of action, increase the rate of action, prevent re-exposure or prevent development of resistance. Furthermore you can such drug combinations plant growth and / or tolerance to abiotic factors such. As high or low temperatures, against drought or increased Wasserbzw. Improve soil salt content. Also, flowering and fruiting behavior can be improved, germination and rooting can be improved, harvesting and crop yields increased, maturity can be enhanced, crop quality and / or nutritional value increased, shelf life extended and / or crop productivity improved.
Weiterhin kann die Verbindung der Formel (I) als solche oder in ihren (handelsüblichen) Formulierungen sowie in den aus diesen Formulierungen bereiteten Anwendungsformen in Mischung mit weiteren Wirkstoffen oder Semiochemicals, wie Lockstoffen und/oder Vogelrepellentien und/oder Pflanzenaktivatoren und/oder Wachstumsregulatoren und/oder Düngemitteln und/oder Synergisten vorliegen. Gleichfalls können die Verbindung der Formel (I) und ihre Zusammensetzungen in Mischungen mit Mitteln zur Verbesserung der Pflanzeneigenschaften wie zum Beispiel Wuchs, Ertrag und Qualität des Erntegutes eingesetzt werden. Furthermore, the compound of the formula (I) as such or in its (commercial) formulations and in the formulations prepared from these formulations in admixture with other active ingredients or semiochemicals, such as attractants and / or bird repellents and / or plant activators and / or growth regulators and / or fertilizers and / or synergists. Likewise, the compound of formula (I) and its compositions can be used in mixtures with agents for improving plant properties such as growth, yield and quality of the crop.
In einer besonderen erfindungsgemäßen Ausfuhrungsform liegt die Verbindung der Formel (I) oder ihre Zusammensetzungen in handelsüblichen Formulierungen bzw. in den aus diesen Formulierungen bereiteten Anwendungsformen in Mischung mit Synergisten vor und werden als Insektizide eingesetzt. Unter Synergisten sind solche Verbindungen gemeint, die die Wirkung der Verbindung der Formel (I) steigern, ohne dass der Synergist eine insektizide/akarizide/nematizide Eigenwirkung aufweist. In a particular embodiment of the invention, the compound of the formula (I) or its compositions is present in commercial formulations or in the formulations prepared from these formulations in admixture with synergists and are used as insecticides. By synergists is meant those compounds which enhance the activity of the compound of formula (I) without the synergist having an insecticidal / acaricidal / nematicidal action.
Geeignete Mischpartner sind folgende Insektizide / Akarizide / Nematizide Suitable mixing partners are the following insecticides / acaricides / nematicides
Die hier mit ihrem „common name" genannten Wirkstoffe sind bekannt und beispielsweise im Pestizidhandbuch („The Pesticide Manual" 16th Ed., British Crop Protection Council 2012) beschrieben oder im Internet recherchierbar (z.B. http://www.alanwood.net/pesticides). The active substances mentioned here with their "common name" are known and described, for example, in the Pesticide Handbook ("The Pesticide Manual" 16th ed., British Crop Protection Council 2012) or searchable on the Internet (eg http://www.alanwood.net/pesticides ).
(1) Acetylcholinesterase (AChE) Inhibitoren, wie beispielsweise Carbamate, z.B. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC und Xylylcarb oder organophosphate, z.B. Acephate, Azamethiphos, Azinphos-ethyl, Azinphos-methyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos/DDVP, Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl 0-(methoxyaminothio- phosphoryl) salicylat, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Triclorfon und Vamidothion. (1) acetylcholinesterase (AChE) inhibitors such as carbamates, eg alanycarb, aldicarb, bendocarb, benfuracarb, butocarboxime, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, Pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC and xylylcarb or organophosphates, eg acephates, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chloroethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton -S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, dimethoates, dimethylvinphos, disulfone, EPN, ethione, ethoprophos, famphur, fenamiphos, fenitrothion, fenthione, fosthiazate, heptenophos, imicyafos, isofenphos, isopropyl 0- (methoxyaminothiophosphoryl) salicylate , Isoxathione, Malathion, Mecarbam, Methamidophos, Methidathione, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-m ethyl, Phenthoate, Phorates, Phosalones, Phosmet, Phosphamidone, Phoxim, Pirimiphos-methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Triclorfon and Vamidothion.
(2) GABA-gesteuerte Chlorid-Kanal-Antagonisten, wie beispielsweise Cyclodien-organochlorine, z.B. Chlordane und Endosulfan oder Phenylpyrazole (Fiprole), z.B. Ethiprole und Fipronil. (2) GABA-controlled chloride channel antagonists, such as cyclodiene organochlorines, e.g. Chlordanes and endosulfan or phenylpyrazoles (fiproles), e.g. Ethiprole and fipronil.
(3) Natrium-Kanal-Modulatoren / Spannungsabhängige Natrium-Kanal-Blocker, wie beispielsweise Pyrethroide, z.B. Acrinathrin, Allethrin, d-cis-trans Allethrin, d-trans Allethrin, Bifenthrin, Bioallethrin, Bioallethrin S-cyclopentenyl Isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta- Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(lR)-trans-Isomere], Deltamethrin, Empenthrin [(EZ)-(lR)-Isomere), Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin [(lR)-trans-Isomer), Prallethrin, Pyrethrine (pyrethrum), Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin [(1R)- Isomere)], Tralomethrin und Transfluthrin oder DDT oder Methoxychlor. (3) sodium channel modulators / voltage dependent sodium channel blockers such as pyrethroids, e.g. Acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha- Cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin [(lR) trans isomers], deltamethrin, empenthrin [(EZ) (lR) isomers], esfenvalerates, etofenprox, fenpropathrin, fenvalerates, flucythrinates, Flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, permethrin, phenothrin [(lR) -trans-isomer), prallethrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R) - isomer)], Tralomethrin and transfluthrin or DDT or methoxychlor.
(4) Nikotinerge Acetylcholin-Rezeptor (nAChR) Agonisten, wie beispielsweise Neonikotinoide, z.B. Acetamiprid, Clothianidin, Dinotefüran, Imidacloprid, Nitenpyram, Thiacloprid und Thiamethoxam oder Nikotin oder Sulfoxaflor. (4) nicotinergic acetylcholine receptor (nAChR) agonists such as neonicotinoids, e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor.
(5) Nikotinerge Acetylcholin-Rezeptor (nAChR) allosterische Aktivatoren, wie beispielsweise Spinosine, z.B. Spinetoram und Spinosad. (5) nicotinergic acetylcholine receptor (nAChR) allosteric activators such as spinosines, e.g. Spinetoram and spinosad.
(6) Chlorid-Kanal-Aktivatoren, wie beispielsweise Avermectine/Milbemycine, z.B. Abamectin, Emamectin-benzoat, Lepimectin und Milbemectin. (6) chloride channel activators, such as avermectins / milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin and Milbemectin.
(7) Juvenilhormon- Imitatoren, wie beispielsweise Juvenilhormon- Analoge, z.B. Hydroprene, Kinoprene und Methoprene oder Fenoxycarb oder Pyriproxyfen. (8) Wirkstoffe mit unbekannten oder nicht spezifischen Wirkmechanismen, wie beispielsweise (7) Juvenile hormone mimics, such as juvenile hormone analogs, e.g. Hydroprene, Kinoprene and Methoprene or Fenoxycarb or Pyriproxyfen. (8) agents with unknown or non-specific mechanisms of action, such as
Alkylhalide, z.B. Methylbromid und andere Alkylhalide; oderChloropicrin oder Sulfurylfluorid oder Borax oder Brechweinstein. Alkyl halides, e.g. Methyl bromide and other alkyl halides; or chloropicrin or sulfuryl fluoride or borax or tartar emetic.
(9) Selektive Fraßhemmer, z.B. Pymetrozine oder Flonicamid. (9) Selective feeding inhibitors, e.g. Pymetrozine or flonicamide.
(10) Milbenwachstumsinhibitoren, z.B. Clofentezine, Hexythiazox und Diflovidazin oder Etoxazole. (11) Mikrobielle Disruptoren der Insektendarmmembran, z.B. Bacillus thuringiensis Subspezies israelensis, Bacillus sphaericus, Bacillus thuringiensis Subspezies aizawai, Bacillus thuringiensis Subspezies kurstaki, Bacillus thuringiensis Subspezies tenebrionis und BT Pflanzenproteine: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Abl . (10) mite growth inhibitors, eg clofentezine, hexythiazox and diflovidazine or etoxazole. (11) Microbial disruptors of insect intestinal membrane, eg, Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis Subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and BT plant proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Abl.
(12) Inhibitoren der oxidativen Phosphorylierung, ATP-Disruptoren, wie beispielsweise Diafenthiuron oder Organozinnverbindungen, z.B. Azocyclotin, Cyhexatin und Fenbutatin-oxid oder Propargite oder Tetradifon. (12) oxidative phosphorylation inhibitors, ATP disruptors such as diafenthiuron or organotin compounds, e.g. Azocyclotin, Cyhexatin and Fenbutatin-oxide or Propargite or Tetradifon.
(13) Entkoppler der oxidativen Phoshorylierung durch Unterbrechung des H-Protongradienten, wie beispielsweise Chlorfenapyr, DNOC und Sulfluramid. (13) Decoupling of oxidative phosphorylation by interruption of the H proton gradient, such as chlorfenapyr, DNOC, and sulfluramide.
(14) Nikotinerge Acetylcholin-Rezeptor-Antagonisten, wie beispielsweise Bensultap, Cartap- hydrochlorid, Thiocyclam und Thiosultap-Natrium. (15) Inhibitoren der Chitinbiosynthese, Typ 0, wie beispielsweise Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron und Triflumuron. (14) Nicotinergic acetylcholine receptor antagonists such as Bensultap, Cartap hydrochloride, Thiocyclam and Thiosultap sodium. (15) Type 0 inhibitors of chitin biosynthesis, such as bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
(16) Inhibitoren der Chitinbiosynthese, Typ 1, wie beispielsweise Bupro fezin. (16) inhibitors of chitin biosynthesis, type 1, such as Bupro fezin.
(17) Häutungsstörende Wirkstoffe, Dipteran, wie beispielsweise Cyromazine. (18) Ecdyson-Rezeptor Agonisten, wie beispielsweise Chromafenozide, Halofenozide, Methoxyfenozide und Tebufenozide. (17) Moulting agents, dipteran, such as cyromazine. (18) ecdysone receptor agonists, such as chromafenozides, halofenozides, methoxyfenozides, and tebufenozides.
(19) Oktopaminerge Agonisten, wie beispielsweise Amitraz. (19) Octopaminergic agonists, such as amitraz.
(20) omplex-III-Elektronentransportinhibitoren, wie beispielsweise Hydramethylnon oder Acequinocyl oder Fluacrypyrim. (21) Komplex-I-Elektronentransportinhibitoren, beispielsweise METI-Akarizide, z.B. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad und Tolfenpyrad oder Rotenone (Derris). (20) complex III electron transport inhibitors such as, for example, hydramethylnone or acequinocyl or fluacrypyrim. (21) complex I electron transport inhibitors, for example, METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Derris).
(22) Spannungsabhängige Natriumkanal-Blocker, z.B. Indoxacarb oder Metaflumizone. (22) voltage dependent sodium channel blockers, e.g. Indoxacarb or metaflumizone.
(23) Inhibitoren der Acetyl-CoA-Carboxylase, wie beispielsweise Tetron- und Tetramsäurederivate, z.B. Spirodiclofen, Spiromesifen und Spirotetramat. (24) omplex-IV-Elektronentransportinhibitoren, wie beispielsweise Phosphine, z.B. Aluminiumphosphid, Calciumphosphid, Phosphin und Zinkphosphid oder Cyanid. (23) inhibitors of acetyl-CoA carboxylase, such as tetronic and tetramic acid derivatives, e.g. Spirodiclofen, spiromesifen and spirotetramat. (24) complex IV electron transport inhibitors such as phosphines, e.g. Aluminum phosphide, calcium phosphide, phosphine and zinc phosphide or cyanide.
(25) Komplex-II-Elektronentransportinhibitoren, wie beispielsweise Cyenopyrafen und Cyflumetofen. (25) Complex II electron transport inhibitors such as cyenopyrafen and cyflumetofen.
(28) Ryanodinrezeptor-Effektoren, wie beispielsweise Diamide, z.B. Chlorantraniliprole, Cyantraniliprole und Flubendiamide, Weitere Wirkstoffe wie beispielsweise Afidopyropen, Azadirachtin, Benclothiaz, Benzoximate, Bifenazate, Bromopropylate, Chinomethionat, Cryolite, (28) ryanodine receptor effectors, such as, for example, diamides, for example chlorantraniliproles, cyantraniliproles and flubendiamides, Other agents such as afidopyropene, azadirachtin, benclothiaz, benzoximate, bifenazate, bromopropylate, quinomethionate, cryolite,
Dicofol, Diflovidazin, Fluensulfone, Flometoquin, Flufenerim, Flufenoxystrobin, Flufiprole, Fluopyram, Flupyradifurone, Fufenozide, Heptafluthrin, Imidaclothiz, Iprodione, Meperfluthrin, Paichongding, Pyflubumide, Pyrifluquinazon, Pyriminostrobin, Tetramethylfluthrin und lodmethan; desweiteren Präparate auf Basis von Bacillus firmus (1-1582, BioNeem, Votivo) , sowie folgende Verbindungen: 3 - Brom-N- {2-brom-4-chlor-6-[(l-cyclopropyletllyl)carbamoyl]phenyl}-l -(3-chloφyridin-2-yl)-lH- pyrazol-5-carboxamid (bekannt aus WO2005/077934) und l-{2-Fluor-4-methyl-5- [(2,2,2- trifluorethyl)sulfinyl]phenyl} -3-(trifluormethyl)- 1 H- 1 ,2,4-triazol-5-amin (bekannt aus WO2006/043635), {l'-[(2E)-3-(4-Chlorphenyl)prop-2-en-l-yl]-5-fluorspiro[indol-3,4'-piperidin]-l(2H)- yl}(2-chlorpyridin-4-yl)methanon (bekannt aus WO2003/106457), 2-Chlor-N-[2-{l-[(2E)-3-(4- chlo^henyl)prop-2-en-l-yl]piperidin-4-yl}-4-(trifluormethyl)phenyl]isonicotinamid (bekannt aus WO2006/003494), 3-(2,5-Dimethylphenyl)-4-hydroxy-8-methoxy-l,8-diazaspiro[4.5]dec-3-en-2-on (bekannt aus WO2009/049851), 3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-l,8-diazaspiro[4.5]dec-3-en- 4-yl-ethylcarbonat (bekannt aus WO2009/049851), 4-(But-2-in-l-yloxy)-6-(3,5-dimethylpiperidin-l-yl)- 5-fluorpyrimidin (bekannt aus WO2004/099160), 4-(But-2-in-l-yloxy)-6-(3-chlorphenyl)pyrimidin (bekannt aus WO2003/076415), PF1364 (CAS-Reg.No. 1204776-60-2),
Figure imgf000011_0001
Dicofol, Diflovidazine, Fluensulfone, Flometoquine, Flufenerim, Flufenoxystrobin, Flufiprole, Fluopyram, Flupyradifurone, Fufenocide, Heptafluthrin, Imidaclothiz, Iprodione, Meperfluthrin, Paichongding, Pyflubumide, Pyrifluquinazone, Pyriminostrobin, Tetramethylfluthrin and Iodomethane; furthermore preparations based on Bacillus firmus (1-1582, BioNeem, Votivo), and the following compounds: 3-bromo-N- {2-bromo-4-chloro-6 - [(1-cyclopropyl-ethyl) -carbamoyl] -phenyl} -l - (3-chloropyridin-2-yl) -1H-pyrazole-5-carboxamide (known from WO2005 / 077934) and 1- {2-fluoro-4-methyl-5- [(2,2,2-trifluoroethyl) sulfinyl ] phenyl} -3- (trifluoromethyl) -1H-1,2,4-triazol-5-amine (known from WO2006 / 043635), {1 '- [(2E) -3- (4-chlorophenyl) propane] 2-en-1-yl] -5-fluorospiro [indole-3,4'-piperidin] -1 (2H) -yl} (2-chloropyridin-4-yl) -methanone (known from WO2003 / 106457), 2- Chloro-N- [2- {1 - [(2E) -3- (4-chloro-1-yl-yl) prop-2-en-1-yl] -piperidin-4-yl} -4- (trifluoromethyl) -phenyl] isonicotinamide ( known from WO2006 / 003494), 3- (2,5-dimethylphenyl) -4-hydroxy-8-methoxy-1,8-diazaspiro [4.5] dec-3-en-2-one (known from WO2009 / 049851), 3- (2,5-dimethylphenyl) -8-methoxy-2-oxo-1,8-diazaspiro [4.5] dec-3-en-4-yl-ethyl carbonate (known from WO2009 / 049851), 4- (but- 2-yn-1-yloxy) -6- (3,5-dimethylpiperidin-1-yl) -5-fluoropyrimidine (known from WO2004 / 0 99160), 4- (but-2-yn-1-yloxy) -6- (3-chlorophenyl) pyrimidine (known from WO2003 / 076415), PF1364 (CAS Reg. 1204776-60-2)
Figure imgf000011_0001
(trifluormethyl)-4,5-dihydro-l,2-oxazol-3-yl]-2-methyl-N-{2-oxo-2-[(2,2,2-trifluor- ethyl)amino]ethyl}benzamid (bekannt aus WO2005/085216), 4- {5-[3-Chlor-5-(trifluormethyl)phenyl]- 5-(trifluormethyl)-4,5-dihydro-l,2-oxazo^ (trifluoromethyl) -4,5-dihydro-l, 2-oxazol-3-yl] -2-methyl-N- {2-oxo-2 - [(2,2,2-trifluoroethyl) amino] ethyl} benzamide (known from WO2005 / 085216), 4- {5- [3-chloro-5- (trifluoromethyl) phenyl] -5- (trifluoromethyl) -4,5-dihydro-1,2-oxazo ^
naphthamid (bekannt aus WO2009/002809), Methyl-2-[2-({[3-brom-l-(3-chlorpyridin-2-yl)-lH- pyrazol-5-yl]carbonyl} amino)-5-chlor-3-methylbenzoyl]-2-methylhydrazincarboxylat (bekannt aus WO2005/085216), Methyl-2-[2-( { [3-brom- 1 -(3-chlorpyridin-2-yl)- 1 H-pyrazol-5-yl]carbonyl} amino)-5- cyan-3-methylbenzoyl]-2-ethylhydrazincarboxylat (bekannt aus WO2005/085216), Methyl-2-[2-({[3- brom- 1 -(3 -chlorpyridin-2-yl)- 1 H-pyrazol-5-yl]carbonyl} amino)-5-cyan-3-methylbenzoyl]-2- methylhydrazincarboxylat (bekannt aus WO2005/085216), Methyl-2-[3,5-dibrom-2-({[3-brom-l -(3- chlorpyridin-2-yl)- 1 H-pyrazol-5-yl]carbonyl} amino)benzoyl]-2-ethylhydrazincarboxylat (bekannt aus WO2005/085216), l-(3-Chlorpyridin-2-yl)-N-[4-cyan-2-methyl-6-(methylcarbamoyl)phenyl]-3- {[5- (trifluormethyl)-2H-tetrazol-2-yl]methyl}-lH-pyrazol-5-carboxamid (bekannt aus WO2010/069502), N- [2-(5-Amino-l,3,4-thiadiazol-2-yl)-4-chlor-6-methylphenyl]-3-brom-l-(3-chlo^yridin-2-yl)-lH- pyrazol-5-carboxamid (bekannt aus CN102057925), 3-Chlor-N-(2-cyanpropan-2-yl)-N-[4- (l,l,l,2,3,3,3-heptafluorpropan-2-yl)-2-methylphenyl]phthalamid (bekannt aus WO2012/034472), 8- Chlor-N-[(2-chlor-5-methoxyphenyl)sulfonyl]-6-(trifluomiethyl)imidazo[l,2-a]pyridin-2-carboxamid (bekannt aus WO2010/129500), 4-[5-(3,5-Dichlorphenyl)-5-(trifluormethyl)-4,5-dihydro-l,2-oxazol-3- yl]-2-methyl-N-(l -oxidothietan-3-yl)benzamid (bekannt aus WO2009/080250), 4-[5-(3,5- Dichlorphenyl)-5-(trifluormethyl)-4,5-dihydro- 1 ,2-oxazol-3-yl] -2-methyl-N-(l -oxidothietan-3 -yl)ben- zamid (bekannt aus WO2012/029672), l-[(2-Chlor-l,3-thiazol-5-yl)methyl]-4-oxo-3-phenyl-4H- pyrido[l,2-a]pyrimidin-l-ium-2-olat (bekannt aus WO2009/099929), l-[(6-Chlorpyridin-3-yl)methyl]- 4-oxo-3-phenyl-4H-pyrido[l,2-a]pyrimidin-l-ium-2-olat (bekannt aus WO2009/099929), (5S,8R)-l-[(6- Chlo^yridin-3-yl)methyl]-9-nitro-2,3,5,6,7,8-hexahydro-lH-5,8-epoxyimidazo[l,2-a]azepin (bekannt aus WO2010/069266), (2E)-l-[(6-Chlorpyridin-3-yl)methyl]-N'-nitro-2-pentylidenhydrazincar- boximidamid (bekannt aus WO2010/060231), 4-(3-{2,6-Dichlor-4-[(3,3-dichloφrop-2-en-l -yl)oxy]plle- noxy}propoxy)-2-methoxy-6-(trifluormethyl)pyrimidin (bekannt aus CN101337940), N-[2-(tert- Butylcarbamoyl)-4-chlor-6-methylphenyl]- 1 -(3 -chlorpyridin-2-yl)-3 -(fluormethoxy)- 1 H-pyrazol-5 - carboxamid (bekannt aus WO2008/134969). naphthamide (known from WO2009 / 002809), methyl 2- [2 - ({[3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazol-5-yl] carbonyl} amino) -5- chloro-3-methylbenzoyl] -2-methylhydrazinecarboxylate (known from WO2005 / 085216), methyl 2- [2- ({[3-bromo-1- (3-chloropyridin-2-yl) -1H-pyrazole-5 -yl] carbonyl} amino) -5-cyano-3-methylbenzoyl] -2-ethylhydrazinecarboxylate (known from WO2005 / 085216), methyl 2- [2 - ({[3-bromo-1 - (3-chloropyridine-2 -yl) -1 H -pyrazol-5-yl] carbonyl} amino) -5-cyano-3-methylbenzoyl] -2-methylhydrazinecarboxylate (known from WO2005 / 085216), methyl 2- [3,5-dibromo-2 - ({[3-bromo-1- (3-chloropyridin-2-yl) -1-H-pyrazol-5-yl] carbonyl} amino) benzoyl] -2-ethylhydrazinecarboxylate (known from WO2005 / 085216), 3-chloropyridin-2-yl) - N - [4-cyano-2-methyl-6- (methylcarbamoyl) phenyl] -3- {[5- (trifluoromethyl) -2H-tetrazol-2-yl] methyl} -H pyrazole-5-carboxamide (known from WO2010 / 069502), N- [2- (5-amino-1, 3,4-thiadiazol-2-yl) -4-chloro-6-methylphenyl] -3-bromo 1- (3-chloro-2-yl) -1H-pyrazole-5-carboxamide (known from CN102057 925), 3-chloro-N- (2-cyanopropan-2-yl) -N- [4- (1, 1, 1, 2,3,3,3-heptafluoropropan-2-yl) -2-methylphenyl] phthalamide (known from WO2012 / 034472), 8-chloro-N - [(2-chloro-5-methoxyphenyl) sulfonyl] -6- (trifluoromethyl) imidazo [1,2-a] pyridine-2-carboxamide (known from WO2010 No. 129500), 4- [5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4,5-dihydro-1,2-oxazol-3-yl] -2-methyl-N- (1 -oxidothietane 3-yl) benzamide (known from WO2009 / 080250), 4- [5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4,5-dihydro-1,2-oxazol-3-yl] - 2-methyl-N- (1 -oxidothietan-3-yl) benzamide (known from WO2012 / 029672), 1 - [(2-chloro-1,3-thiazol-5-yl) methyl] -4-oxo -3-phenyl-4H- pyrido [1,2-a] pyrimidine-l-ium-2-olate (known from WO2009 / 099929), l - [(6-chloropyridin-3-yl) methyl] -4-oxo-3-phenyl-4H- pyrido [1,2-a] pyrimidin-1-ium-2-olate (known from WO2009 / 099929), (5S, 8R) -1 - [(6-chloro-3-yl) -methyl] -9- nitro-2,3,5,6,7,8-hexahydro-1H-5,8-epoxyimidazo [1,2-a] azepine (known from WO2010 / 069266), (2E) -l - [(6-chloropyridine 3-yl) methyl] -N'-nitro-2-pentylidenehydrazinecarboximidamide (known from WO2010 / 060231), 4- (3- {2,6-dichloro-4 - [(3,3-dichloro-prop-2- en-1-yl) oxy] plnoxy} propoxy) -2-methoxy-6- (trifluoromethyl) pyrimidine (known from CN101337940), N- [2- (tert-butylcarbamoyl) -4-chloro-6-methylphenyl] - 1 - (3-chloropyridin-2-yl) -3 - (fluoromethoxy) -1 H -pyrazole-5-carboxamide (known from WO2008 / 134969).
Weiter geeignete Mischpartner sind folgende Fungizide Further suitable mixing partners are the following fungicides
Die hier mit ihrem "common name" spezifizierten Wirkstoffe sind bekannt, beispielsweise beschrieben im "Pesticide Manual" oder im Internet (beispielsweise: http://www.alanwood.net/pesticides). The active ingredients specified here with their "common name" are known, for example, described in the "Pesticide Manual" or on the Internet (for example: http://www.alanwood.net/pesticides).
Wenn eine Verbindung in verschiedenen tautomeren Formen vorkommen kann sind auch diese Formen Gegenstand dieser Anmeldung, auch wenn sie sie nicht in jedem Fall explizit genannt wurden. (1) Inhibitoren der Ergosterol-Biosynthese, wie beispielsweise (1.1) Aldimorph, (1.2) Azaconazol, (1.3) Bitertanol, (1.4) Bromuconazol, (1.5) Cyproconazol, (1.6) Diclobutrazol, (1.7) Difenoconazol, (1.8) Diniconazol, (1.9) Diniconazol-M, (1.10) Dodemorph, (1.11) Dodemorph Acetat, (1.12) Epoxiconazol, (1.13) Etaconazol, (1.14) Fenarimol, (1.15) Fenbuconazol, (1.16) Fenhexamid, (1.17) Fenpropidin, (1.18) Fenpropimorph, (1.19) Fluquinconazol, (1.20) Flurprimidol, (1.21) Flusilazol, (1.22) Flutriafol, (1-23) Furconazol, (1.24) Furconazol-Cis, (1.25) Hexaconazol, (1.26) Imazalil, (1.27) Imazalil Sulfat, (1.28) Imibenconazol, (1.29) Ipconazol, (1.30) Metconazol, (1.31) Myclobutanil, (1.32) Naftifin, (1.33) Nuarimol, (1.34) Oxpoconazol, (1.35) Paclobutrazol, (1.36) Peiurazoat, (1.37) Penconazol, (1.38) Piperalin, (1.39) Prochloraz, (1.40) Propiconazol, (1.41) Prothioconazol, (1.42) Pyributicarb, (1.43) Pyrifenox, (1.44) Quinconazol, (1.45) Simeconazol, (1.46) Spiroxamin, (1.47) Tebuconazol, (1.48) Terbinafin, (1.49) Tetraconazol, (1.50) Triadimefon, (1.51) Triadimenol, (1.52) Tridemorph, (1.53) Triflumizol, (1.54) Triforin, (1.55) Triticonazol, (1.56) Uniconazol, (1.57) Uniconazol-p, (1.58) Viniconazol, (1.59) Voriconazol, (1.60) l-(4-Chlorphenyl)-2-(lH-l,2,4-triazol-l -yl)cycloheptanol, (1.61) Methyl-l-(2,2-dimethyl-2,3-dihydro-lH-inden-l-yl)-lH-imidazol-5-carboxylat, (1.62) N'- {5- (Difluormethyl)-2-methyl-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methylimidoformamid, (1.63) N-Ethyl-N-methyl-N'- {2-methyl-5-(trifluormethyl)-4-[3-(trimethylsilyl)propoxy]phenyl}imido- formamid und (1.64) 0-[l-(4-Methoxyphenoxy)-3,3-dimethylbutan-2-yl]-lH-imidazol-l -carbothioat, (1.65) Pyrisoxazole. If a compound can exist in various tautomeric forms, these forms are also the subject of this application, although they have not been explicitly mentioned in each case. (1) inhibitors of ergosterol biosynthesis, such as (1.1) aldimorph, (1.2) azaconazole, (1.3) bitertanol, (1.4) bromuconazole, (1.5) cyproconazole, (1.6) diclobutrazole, (1.7) difenoconazole, (1.8) diniconazole , (1.9) Diniconazole-M, (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) etaconazole, (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamide, (1.17) fenpropidine, ( 1.18) fenpropimorph, (1.19) fluquinconazole, (1.20) flurprimidol, (1.21) flusilazole, (1.22) flutriafol, (1-23) furconazole, (1.24) furconazole cis, (1.25) hexaconazole, (1.26) imazalil, (1.27 ) Imazalil sulfate, (1.28) imibenconazole, (1.29) ipconazole, (1.30) metconazole, (1.31) myclobutanil, (1.32) naftifine, (1.33) nuarimol, (1.34) oxpoconazole, (1.35) paclobutrazole, (1.36) peiurazoate, ( 1.37) penconazole, (1.38) piperalin, (1.39) prochlorazole, (1.40) propiconazole, (1.41) prothioconazole, (1.42) pyributicarb, (1.43) pyrifenox, (1.44) quinconazole, (1.45) simeconazole, (1.46) spiroxamine, ( 1.47) Tebuconazole, ( 1.48) Terbinafine, (1.49) Tetraconazole, (1.50) Triadimefon, (1.51) Triadimenol, (1.52) Tridemorph, (1.53) Triflumizole, (1.54) Triforin, (1.55) Triticonazole, (1.56) Uniconazole, (1.57) Uniconazole-p , (1.58) viniconazole, (1.59) voriconazole, (1.60) 1- (4-chlorophenyl) -2- (1H-l, 2,4-triazol-1-yl) cycloheptanol, (1.61) methyl 1- (2 , 2-dimethyl-2,3-dihydro-1H-inden-1-yl) -1H-imidazole-5-carboxylate, (1.62) N '- {5- (difluoromethyl) -2-methyl-4- [3- (trimethylsilyl) propoxy] phenyl} -N-ethyl-N-methylimidoformamide, (1.63) N -ethyl-N-methyl-N '- {2-methyl-5- (trifluoromethyl) -4- [3- (trimethylsilyl) propoxy ] phenyl} imidoformamide and (1.64) 0- [1- (4-methoxyphenoxy) -3,3-dimethylbutan-2-yl] -1H-imidazole-1-carbothioate, (1.65) pyrisoxazoles.
(2) Inhibitoren der Respiration (Atmungsketten- Inhibitoren), wie beispielsweise (2.1) Bixafen, (2.2) Boscalid, (2.3) Carboxin, (2.4) Diflumetorim, (2.5) Fenfuram, (2.6) Fluopyram, (2.7) Flutolanil, (2.8) Fluxapyroxad, (2.9) Furametpyr, (2.10) Furmecyclox, (2.11) Isopyrazam Mischung des syn-epimeren Razemates 1RS,4SR,9RS und des anti-empimeren Razemates 1RS,4SR,9SR, (2.12) Isopyrazam (anti- epimeres Razemat ), (2.13) Isopyrazam (anti-epimeres Enantiomer 1R,4S,9S), (2.14) Isopyrazam (anti- epimeres Enantiomer 1 S,4R,9R), (2.15) Isopyrazam (syn-epimeres Razemat 1RS,4SR,9RS), (2.16) Isopyrazam (syn-epimeres Enantiomer 1R,4S,9R), (2.17) Isopyrazam (syn-epimeres Enantiomer 1S,4R,9S), (2.18) Mepronil, (2.19) Oxycarboxin, (2.20) Penflufen, (2.21) Penthiopyrad, (2.22) Sedaxane, (2.23) Thifluzamid, (2.24) l-Methyl-N-[2-(l,l,2,2-tetrafluorethoxy)phenyl]-3- (trifluormethyl)-lH-pyrazol-4-carboxamid, (2.25) 3-(Difluormethyl)-l -methyl-N-[2-(l ,1,2,2- tetrafluorethoxy)phenyl]-lH-pyrazol-4-carboxamid, (2.26) 3-(Difluormethyl)-N-[4-fluor-2-(l, 1,2, 3,3,3- hexafluoφropoxy)pllenyl]-l-metllyl-lH-pyrazol-4-carboxamid, (2.27) -[l-(2,4-Dichlo henyl)-l - methoxypropan-2-yl]-3-(difluormethyl)-l-methyl-lH-pyrazol-4-carboxamid, (2.28) 5,8-Difluor-N-[2- (2-fluor-4- {[4-(triiluormethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amin, (2.29) Benzo- vindiflupyr, (2.30) N- [( 1 S,4R)-9-(Dichlormethylen)- 1 ,2,3,4-tetrahydro- 1 ,4-methanonaphthalen-5-yl] -3 - (difluormethyl)-l-methyl-lH-pyrazol-4-carboxamid und (2.31) N-[(lR,4S)-9-(Dichlormethylen)- 1 ,2,3,4-tetrahydro- 1 ,4-methanonaphthalen-5-yl]-3-(difluormethyl)- 1 -methyl- 1 H-pyrazol-4-carboxamid, (2.32) 3-(Difluormethyl)-l -methyl-N-(l ,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH-pyrazol-4- carboxamid, (2.33) 1,3,5 -Trimethyl-N-( 1 , 1 ,3 -trimethyl-2, 3 -dihydr o- 1 H-inden-4-yl) - 1 H-pyrazol-4- carboxamid, (2.34) l-Methyl-3-(trifluormethyl)-N-(l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH- pyrazol-4-carboxamid, (2.35) 1 -Methyl-3 -(trifluormethyl)-N-[(3R)- 1 , 1 ,3-trimethyl-2,3-dihydro- 1 H- inden-4-yl]-lH-pyrazol-4-carboxamid, (2.36) l-Methyl-3-(trilluormethyl)-N-[(3S)-l,l,3-trimethyl-2,3- dihydro-lH-inden-4-yl]-lH-pyrazol-4-carboxamid, (2.37) 3-(Difluormethyl)-l-methyl-N-[(3S)-l,l,3- trimethyl-2,3-dihydro- 1 H-inden-4-yl] - 1 H-pyrazol-4-carboxamid, (2.38) 3 -(Difluormethyl)- 1 -methyl-N- [(3R)- 1 , 1 ,3-trimethyl-2,3-dihydro- 1 H-inden-4-yl] - 1 H-pyrazol-4-carboxamid, (2.39) 1 ,3,5-Trimethyl-N- [(3R)- 1 , 1 ,3-trimethyl-2,3-dihydro- 1 H-inden-4-yl] - 1 H-pyrazol-4-carboxamid, (2.40) 1 ,3,5-Trimethyl-N- [(3S)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH-pyrazol-4-carboxamid, (2.41) Benodanil, (2.42) 2- Chlor-N-(l , 1 ,3-trimethyl-2,3-dihydro- 1 H-inden-4-yl)pyridine-3-carboxamid, (2.43) Isofetamid (2) inhibitors of respiration (respiratory chain inhibitors), such as (2.1) bixafen, (2.2) boscalid, (2.3) carboxin, (2.4) difluorotorim, (2.5) fenfuram, (2.6) fluopyram, (2.7) flutolanil, ( 8/2) Fluxapyroxad, (2.9) Furametpyr, (2.10) Furmecyclox, (2.11) Isopyrazam Mixture of the syn-epimeric racemate 1RS, 4SR, 9RS and the anti-empimidal racemate 1RS, 4SR, 9SR, (2.12) isopyrazam (anti- epimeric racemate), (2.13) isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S), (2.14) isopyrazam (anti-epimeric enantiomer 1S, 4R, 9R), (2.15) isopyrazam (syn-epimeric racemate 1RS, 4SR, 9RS), ( 2.16) isopyrazam (syn-epimeric enantiomer 1R, 4S, 9R), (2.17) isopyrazam (syn-epimeric enantiomer 1S, 4R, 9S), (2.18) mepronil, (2.19) oxycarboxine, (2.20) pen- penene, (2.21) penthiopyrad , (2.22) Sedaxanes, (2.23) Thifluzamide, (2.24) l-Methyl-N- [2- (l, l, 2,2-tetrafluoroethoxy) phenyl] -3- (trifluoromethyl) -1H-pyrazole-4-carboxamide , (2.25) 3- (Difluoromethyl) -1-methyl-N- [2- (1,2,2-tetrafluoroethoxy) phenyl] -1H-pyrazole-4-carboxamide, (2.26) 3- (difluoromethyl) - N- [4-fluoro-2- (1,2,2,3,3,3-hexafluoropropoxy) pllenyl] -1-metllyl-1H-pyrazole-4-carboxamide, (2.27) - [1- (2,4 Dichloro) -1-methoxypropan-2-yl] -3- (difluoromethyl) -1-methyl-1H-pyra zol-4-carboxamide, (2.28) 5,8-Difluoro-N- [2- (2-fluoro-4- {[4- (trifluoromethyl) pyridin-2-yl] oxy} phenyl) ethyl] quinazolin-4 amine, (2.29) benzovindiflupyr, (2.30) N- [(1S, 4R) -9- (dichloromethylene) -1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl] -3 - (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide and (2.31) N - [(IR, 4S) -9- (dichloromethylene) -1,2,3,4-tetrahydro-1,4-methanonaphthalene -5-yl] -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (2.32) 3- (difluoromethyl) -1-methyl-N- (1, 1, 3-trimethyl-2 , 3-dihydro-1H-inden-4-yl) -1H-pyrazole-4-carboxamide, (2.33) 1,3,5-trimethyl-N- (1,1,3-trimethyl-2,3-dihydro o 1-H-inden-4-yl) -1-H-pyrazole-4-carboxamide, (2.34) 1-methyl-3- (trifluoromethyl) -N- (1, 1, 3-trimethyl-2,3-dihydro- 1H-inden-4-yl) -1H-pyrazole-4-carboxamide, (2.35) 1-methyl-3 - (trifluoromethyl) -N - [(3R) -1,1,3-trimethyl-2,3-dihydro - 1 H -inden-4-yl] -1H-pyrazole-4-carboxamide, (2.36) 1-methyl-3- (trifluoromethyl) -N - [(3S) -l, l, 3-trimethyl-2,3 - dihydro-1H-inden-4-yl] -1H-pyrazole-4-carboxamide , (2.37) 3- (difluoromethyl) -1-methyl-N - [(3S) -1,3,1-trimethyl-2,3-dihydro-1H-inden-4-yl] -1 H-pyrazole 4-carboxamide, (2.38) 3- (difluoromethyl) -1-methyl-N- [(3R) -1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl] -1H pyrazole-4-carboxamide, (2.39) 1, 3,5-trimethyl-N- [(3R) -1,3,3-trimethyl-2,3-dihydro-1H-inden-4-yl] -1 H-pyrazole-4-carboxamide, (2.40) 1, 3,5-trimethyl-N- [(3S) -l, l, 3-trimethyl-2,3-dihydro-1H-inden-4-yl] -H pyrazole-4-carboxamide, (2.41) benodanil, (2.42) 2-chloro-N- (1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl) -pyridine-3-carboxamide , (2.43) isofetamide
(3) Inhibitoren der Respiration (Atmungsketten-Inhibitoren) am Komplex III der Atumungskette, wie beispielsweise (3.1) Ametoctradin, (3.2) Amisulbrom, (3.3) Azoxystrobin, (3.4) Cyazofamid, (3.5) Coumethoxystrobin, (3.6) Coumoxystrobin, (3.5) Dimoxystrobin, (3.8) Enestroburin, (3.9) Famoxadon, (3.10) Fenamidon, (3.11) Flufenoxystrobin, (3.12) Fluoxastrobin, (3.13) Kresoxim-Methyl, (3.14) Metominostrobin, (3.15) Orysastrobin, (3.16) Picoxystrobin, (3.17) Pyraclostrobin, (3.18) Pyrametostrobin, (3.19) Pyraoxystrobin, (3.20) Pyribencarb, (3.21) Triclopyricarb, (3.22) Trifloxystrobin, (3.23) (2E)-2-(2- {[6-(3-Chlor-2-methylphenoxy)-5-fluo yrimidin-4-yl]oxy}phenyl)-2- (methoxyimino)-N-methylethanamid, (3.24) (2E)-2-(Methoxyimino)-N-methyl-2-(2- {[({(1Ε)-1-[3- (trifluormethyl)phenyl]ethyliden}amino)oxy]methyl}phenyl)ethanamid, (3.25) (2E)-2-(Methoxyimino)- N-methyl-2- {2-[(E)-( { 1 -[3-(triiluormethyl)phenyl]ethoxy}imino)methyl]phenyl} ethanamid, (3.26) (2E)-2- {2- [( { [(1 E)- 1 -(3 - { [(E)- 1 -Fluor-2-phenylethenyl] oxy} phenyl)ethyliden] amino} oxy)me- thyl]phenyl} -2-(methoxyimino)-N-methylethanamid, (3.27) (2E)-2-{2-[({[(2E,3E)-4-(2,6-Dichlor- phenyl)but-3-en-2-yliden]amino}oxy)methyl]phenyl} -2-(methoxyimino)-N-methylet^ (3.28) 2-(3) inhibitors of respiration (respiratory chain inhibitors) at the complex III of the respiratory chain, such as (3.1) ametoctradine, (3.2) amisulbrom, (3.3) azoxystrobin, (3.4) cyazofamide, (3.5) coumethoxystrobin, (3.6) coumoxystrobin, ( 3.5) dimoxystrobin, (3.8) enestroburine, (3.9) famoxadone, (3.10) fenamidone, (3.11) flufenoxystrobin, (3.12) fluoxastrobin, (3.13) kresoxime-methyl, (3.14) metominostrobin, (3.15) orysastrobin, (3.16) picoxystrobin , (3.17) Pyraclostrobin, (3.18) Pyrametostrobin, (3.19) Pyraoxystrobin, (3.20) Pyribencarb, (3.21) Triclopyricarb, (3.22) Trifloxystrobin, (3.23) (2E) -2- (2- {[6- (3- Chloro-2-methylphenoxy) -5-fluoro-pyrimidin-4-yl] oxy} phenyl) -2- (methoxyimino) -N-methylethanamide, (3.24) (2E) -2- (methoxyimino) -N-methyl-2- (2- {[({(1Ε) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) ethanamide, (3.25) (2E) -2- (methoxyimino) -N-methyl- 2- {2 - [(E) - ({1- [3- (trifluoromethyl) phenyl] ethoxy} imino) methyl] phenyl} ethanamide, (3.26) (2E) -2- {2- [({[(1 E) - 1 - (3 - {[(E ) - 1-fluoro-2-phenylethenyl] oxy} phenyl) ethylidene] amino} oxy) me- ethyl] phenyl} -2- (methoxyimino) -N-methylethanamide, (3.27) (2E) -2- {2 - [({[(2E, 3E) -4- (2,6-dichloro-phenyl) -butyl] 3-en-2-ylidene] amino} oxy) methyl] phenyl} -2- (methoxyimino) -N-methylet ^ (3.28) 2-
Chlor-N-(l,l,3 rimethyl-2,3-dihydro-lH-inden-4-yl)pyridin-3-carboxarnid, (3.29) 5-Methoxy-2- methyl-4-(2- { [( {( 1 E)- 1 - [3-(trifluormethyl)phenyl] ethyliden} amino)oxy]methyl} phenyl)-2,4-dihydro- 3H-l,2,4-triazol-3-on, (3.30) Methyl-(2E)-2- {2-[({cyclopropyl[(4-methoxyphenyl)imino]me- thyl } sulfanyl)methyl] phenyl } -3 -methoxyprop -2- enoat, (3.31) N-(3 -Ethyl-3 ,5,5 -trimethylcyclohexyl) -3 - (formylamino)-2-hydroxybenzamid, (3.32) 2- {2-[(2,5-Dimethylphenoxy)methyl]phenyl} -2-methoxy-N- methylacetamid, (4) Inhibitoren der Mitose und Zellteilung, wie beispielsweise (4.1) Benomyl, (4.2) Carbendazim, (4.3) Chlorfenazol, (4.4) Diethofencarb, (4.5) Ethaboxam, (4.6) Fluopicolid, (4.7) Fuberidazol, (4.8) Pencycuron, (4.9) Thiabendazol, (4.10) Thiophanat-Methyl, (4.11) Thiophanat, (4.12) Zoxamid, (4.13) 5-Chlor-7-(4-methylpiperidin-l-yl)-6-(2,4,6-trifluorphenyl)[l,2,4]triazolo[l,5- a]pyrimidin und (4.14) 3-Chlor-5-(6-chloφyridin-3-yl)-6-methyl-4-(2,4,6-trifluo henyl)pyridazin. Chloro-N- (1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl) pyridine-3-carboxamide, (3.29) 5-methoxy-2-methyl-4- (2- {[ ({(1E) -1 - [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) -2,4-dihydro-3H-l, 2,4-triazol-3-one, (3.30 ) Methyl (2E) -2- {2 - [({cyclopropyl [(4-methoxyphenyl) imino] methyl} sulfanyl) methyl] phenyl} -3-methoxyprop-2-enoate, (3.31) N- (3 Ethyl-3,5,5-trimethylcyclohexyl) -3- (formylamino) -2-hydroxybenzamide, (3.32) 2- {2 - [(2,5-dimethylphenoxy) methyl] phenyl} -2-methoxy-N-methylacetamide (4) inhibitors of mitosis and cell division, such as (4.1) benomyl, (4.2) carbendazim, (4.3) chlorfenazole, (4.4) diethofencarb, (4.5) ethaboxam, (4.6) fluopicolide, (4.7) fuberidazole, (4.8) Pencycuron, (4.9) thiabendazole, (4.10) thiophanate-methyl, (4.11) thiophanate, (4.12) zoxamide, (4.13) 5-chloro-7- (4-methylpiperidin-l-yl) -6- (2,4, 6-trifluorophenyl) [l, 2,4] triazolo [l, 5-a] pyrimidine and (4.14) 3-chloro-5- (6-chloropyridin-3-yl) -6-methyl-4- (2,4 , 6-trifluorohexyl) pyridazine.
(5) Verbindungen mit Multisite- Aktivität, wie beispielsweise (5.1) Bordeauxmischung, (5.2) Captafol, (5.3) Captan, (5.4) Chlorthalonil, (5.5) Kupferzubereitungen wie Kupferhydroxid, (5.6) Kupfernaphthenat, (5.7) Kupferoxid, (5.8) Kupferoxychlorid, (5.9) Kupfersulfat, (5.10) Dichlofluanid, (5.11) Dithianon, (5.12) Dodine, (5.13) Dodine freie Base, (5.14) Ferbam, (5.15) Fluorfolpet, (5.16) Folpet, (5.17) Guazatin, (5.18) Guazatinacetat, (5.19) Iminoctadin, (5.20) Iminoctadinalbesilat, (5.21) Iminoctadintriacetat, (5.22) Mankupfer, (5.23) Mancozeb, (5.24) Maneb, (5.25) Metiram, (5.26) Zinkmetiram, (5.27) Kupfer-Oxin, (5.28) Propamidin, (5.29) Propineb, (5.30) Schwefel und Schwefelzubereitungen wie beispielsweise Calciumpolysulfid, (5.31) Thiram, (5.32) Tolylfluanid, (5.33) Zineb, (5.34) Ziram und (5,35) Anilazin. (5) Compounds with multisite activity, such as (5.1) Bordeaux mixture, (5.2) captafol, (5.3) captan, (5.4) chlorothalonil, (5.5) copper compounds such as copper hydroxide, (5.6) copper naphthenate, (5.7) copper oxide, (5.8 ) Copper oxychloride, (5.9) copper sulfate, (5.10) dichlorofluanide, (5.11) dithianone, (5.12) dodine, (5.13) dodine free base, (5.14) ferbam, (5.15) fluoro folpet, (5.16) folpet, (5.17) guazatine, (5.18) guazatinoacetate, (5.19) iminoctadine, (5.20) iminoctadinalesilate, (5.21) iminoctadine triacetate, (5.22) mancopper, (5.23) mancozeb, (5.24) maneb, (5.25) metiram, (5.26) zinc metiram, (5.27) copper Oxine, (5.28) propamidine, (5.29) propynol, (5.30) sulfur and sulfur compounds such as calcium polysulfide, (5.31) thiram, (5.32) tolylfluanide, (5.33) zineb, (5.34) ziram, and (5.35) anilazine.
(6) Resistenzinduktoren, wie beispielsweise (6.1) Acibenzolar-S-Methyl, (6.2) Isotianil, (6.3) Probenazol, (6.4) Tiadinil und (6.5) Laminarin. (6) resistance inducers such as (6.1) acibenzolar-S-methyl, (6.2) isotianil, (6.3) probenazole, (6.4) tiadinil, and (6.5) laminarin.
(7) Inhibitoren der Aminosäure- und Protein-Biosynthese, wie beispielsweise (7.1) , (7.2) Blasticidin-S, (7.3) Cyprodinil, (7.4) Kasugamycin, (7.5) Kasugamycin Hydrochlorid Hydrat, (7.6) Mepanipyrim,(7) inhibitors of amino acid and protein biosynthesis, such as (7.1), (7.2) blasticidin-S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim,
(7.7) Pyrimethanil, (7.8) 3-(5-Fluor-3,3,4,4-tetramethyl-3,4-dihydroisochinolin-l-yl)chinolin und (7.9) Oxytetracyclin und (7.10) Streptomycin. (7.7) pyrimethanil, (7.8) 3- (5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl) quinoline and (7.9) oxytetracycline and (7.10) streptomycin.
(8) Inhibitoren der ATP Produktion, wie beispielsweise (8.1) Fentin Acetat, (8.2) Fentin Chlorid, (8.3) Fentin Hydroxid und (8.4) Silthiofam. (9) Inhibitoren der Zellwandsynthese, wie beispielsweise (9.1) Benthiavalicarb, (9.2) Dimethomorph, (9.3) Flumorph, (9.4) Iprovalicarb, (9.5) Mandipropamid, (9.6) Polyoxins, (9.7) Polyoxorim, (9.8) Validamycin A, (9.9) Valifenalat und (9.10) Polyoxin B. (8) inhibitors of ATP production, such as (8.1) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide and (8.4) silthiofam. (9) inhibitors of cell wall synthesis, such as (9.1) benthia-valicarb, (9.2) dimethomorph, (9.3) flumorph, (9.4) iprovalicarb, (9.5) mandipropamide, (9.6) polyoxins, (9.7) polyoxorim, (9.8) validamycin A, (9.9) Valifenalate and (9.10) Polyoxin B.
(10) Inhibitoren der Lipid- und Membran-Synthese, wie beispielsweise (10.1) Biphenyl, (10.2) Chlorneb, (10.3) Dicloran, (10.4) Edifenphos, (10.5) Etridiazol, (10.6) Iodocarb, (10.7) Iprobenfos, (10.8) Isoprothiolan, (10.9) Propamocarb, (10.10) Propamocarb Hydrochlorid, (10.11) Prothiocarb,, (10.12) Pyrazophos, (10.13) Quintozen, (10.14) Tecnazene und (10.15) Tolclofos-Methyl. (10) inhibitors of lipid and membrane synthesis, such as (10.1) biphenyl, (10.2) chloroben, (10.3) diclorane, (10.4) edifenphos, (10.5) etridiazole, (10.6) iodocarb, (10.7) Iprobenfos, (10.8) isoprothiolane, (10.9) propamocarb, (10.10) propamocarb hydrochloride, (10.11) prothiocarb ,, (10.12) pyrazophos, (10.13) quintoene, (10.14) tecnazenes, and (10.15) tolclofos-methyl.
(11) Inhibitoren der Melanin-Biosynthese, wie beispielsweise (11.1) Carpropamid, (11.2) Diclocymet, (11.3) Fenoxanil, (11.4) Fthalid, (11.5) Pyroquilon, (11.6) Tricyclazol, und (11.7) 2,2,2-Trifluorethyl {3- methyl-l-[(4-methylbenzoyl)amino]butan-2-yl}carbamat. (11) inhibitors of melanin biosynthesis, such as (11.1) carpropamide, (11.2) diclocymet, (11.3) fenoxanil, (11.4) fthalide, (11.5) pyroquilone, (11.6) tricyclazole, and (11.7) 2,2,2 Trifluoroethyl {3-methyl-1 - [(4-methylbenzoyl) amino] butan-2-yl} carbamate.
(12) Inhibitoren der Nukleinsäuresynthese, wie beispielsweise (12.1) Benalaxyl, (12.2) Benalaxyl-M (Kiralaxyl), (12.3) Bupirimat, (12.4) Clozylacon, (12.5) Dimethirimol, (12.6) Ethirimol, (12.7) Furalaxyl, (12.8) Hymexazol, (12.9) Metalaxyl, (12.10) Metalaxyl-M (Mefenoxam), (12.11) Ofurace,(12) inhibitors of nucleic acid synthesis, such as (12.1) benalaxyl, (12.2) benalaxyl-M (kiralaxyl), (12.3) bupirimate, (12.4) clozylacon, (12.5) dimethirimol, (12.6) ethirimol, (12.7) furalaxyl, ( 12.8) hymexazole, (12.9) metalaxyl, (12.10) metalaxyl-M (mefenoxam), (12.11) ofurace,
(12.12) Oxadixyl, (12.13) Oxolinsäure und (12.14) Octhilinon. (13) Inhibitoren der Signaltransduktion, wie beispielsweise (13.1) Chlozolinat, (13.2) Fenpiclonil, (13.3) Fludioxonil, (13.4) Iprodion, (13.5) Procymidon, (13.6) Quinoxyfen, (13.7) Vinclozolin und (13.8) Proquinazid. (12.12) oxadixyl, (12.13) oxolinic acid and (12.14) octhilinone. (13) Signal transduction inhibitors such as (13.1) chlozolinate, (13.2) fenpiclonil, (13.3) fludioxonil, (13.4) iprodione, (13.5) procymidone, (13.6) quinoxyfen, (13.7) vinclozoline, and (13.8) proquinazide.
(14) Entkoppler, wie beispielsweise (14.1) Binapacryl, (14.2) Dinocap, (14.3) Ferimzon, (14.4) Fluazinam und (14.5) Meptyldinocap. (15) Weitere Verbindungen, wie beispielsweise (15.1) Benthiazol, (15.2) Bethoxazin, (15.3) Capsimycin, (15.4) Carvon, (15.5) Chinomethionat, (15.6) Pyriofenon (Chlazafenon), (15.7) Cufraneb, (15.8) Cyflufenamid, (15.9) Cymoxanil, (15.10) Cyprosulfamid, (15.11) Dazomet, (15.12) Debacarb,(14) decouplers such as (14.1) binapacryl, (14.2) dinocap, (14.3) ferimzone, (14.4) fluazinam, and (14.5) meptyldinocap. (15) Other compounds such as (15.1) benthiazole, (15.2) bethoxazine, (15.3) capsimycin, (15.4) carvone, (15.5) quinomethionate, (15.6) pyriofenone (Chlazafenone), (15.7) Cufraneb, (15.8) cyflufenamid , (15.9) Cymoxanil, (15.10) Cyprosulfamide, (15.11) Dazomet, (15.12) Debacarb,
(15.13) Dichlorphen, (15.14) Diclomezin, (15.15) Difenzoquat, (15.16) Difenzoquat Methylsulphat, (15.17) Diphenylamin, (15.18) Ecomat, (15.19) Fenpyrazamin, (15.20) Flumetover, (15.21) Fluorimid, (15.22) Flusulfamid, (15.23) Flutianil, (15.24) Fosetyl-Aluminium, (15.25) Fosetyl-Calcium, (15.26) Fosetyl-Natrium, (15.27) Hexachlorbenzol, (15.28) Irumamycin, (15.29) Methasulfocarb, (15.30) Methylisothiocyanat, (15.31) Metrafenon, (15.32) Mildiomycin, (15.33) Natamycin, (15.34) Nickel Dimethyldithiocarbamat, (15.35) Nitrothal-Isopropyl, (15.36) Octhilinone, (15.37) Oxamocarb, (15.38) Oxyfenthiin, (15.39) Pentachlorphenol und dessen Salze, (15.40) Phenothrin, (15.41) Phosphorsäure und deren Salze, (15.42) Propamocarb-Fosetylat, (15.43) Propanosin-Natrium, (15.44) Pyrimorph, (15.45) (2E)-3-(4-Tert-butylphenyl)-3-(2-chloφyridin-4-yl)-l-(moφholin-4-yl)prop-2-en-l-on, (15.46) (2Z)-3- (4-Tert-butylphenyl)-3-(2-chlorpyridin-4-yl)-l-(morpholin-4-yl)prop-2-en-l-on, (15.47) Pyrrolnitrin, (15.48) Tebufloquin, (15.49) Tecloftalam, (15.50) Tolnifanide, (15.51) Triazoxid, (15.52) Trichlamid, (15.53) Zarilamid, (15.54) (3S,6S,7R,8R)-8-Benzyl-3-[({3-[(isobutyryloxy)methoxy]-4- methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-l,5-dioxonan-7-yl 2-methylpropanoat, (15.55) l-(4-{4-[(5R)-5-(2,6-Difluorphenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l- yl)-2-[5-methyl-3-(trifluormethyl)-lH-pyrazol-l-yl]ethanon, (15.56) l-(4-{4-[(5S)-5-(2,6-Difluor- phenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)-2-[5-methyl-3-(trifluormethyl)- lH-pyrazol-l-yl]ethanon, (15.57) l-(4-{4-[5-(2,6-Difluorphenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3- thiazol-2-yl} piperidin- 1 -yl)-2-[5-methyl-3 -(trifluormethyl)- 1 H-pyrazol- 1 -yl] ethanon, (15.58) 1 -(4- Methoxyphenoxy)-3,3-dimethylbutan-2-yl lH-imidazole-l-carboxylat, (15.59) 2,3,5,6-Tetrachlor-4- (methylsulfonyl)pyridin, (15.60) 2,3-Dibutyl-6-chlorthieno[2,3-d]pyrimidin-4(3H)-on, (15.61) 2,6- Dimethyl-lH,5H-[l,4]dithiino[2,3-c:5,6-c']dipyrrole-l,3,5,7(2H,6H)-tetron, (15.62) 2-[5-Methyl-3- (trifluonnethyl)-m-pyrazol-l-yl]-l-(4- {4-[(5R)-5-phenyl-4,5-dihy<ko-l,2-oxazol-3-yl]-l,3-thiazol-2- yl}piperidin-l-yl)ethanon, (15.63) 2-[5-Methyl-3-(trifluormethyl)-lH-pyrazol-l-yl]-l-(4-{4-[(5S)-5- phenyl-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)ethanon, (15.64) 2-[5-Methyl-3- (trifluorniethyl)-lH-pyrazol-l-yl]-l- {4-[4-(5-phenyl-4,5-dihydro-l,2-oxazol-3-yl)-l,3-tliiazol-2- yl]piperidin-l-yl}ethanon, (15.65) 2-Butoxy-6-iodo-3-propyl-4H-chromen-4-on, (15.66) 2-Chlor-5-[2- chlor-l-(2,6-difluor-4-methoxyphenyl)-4-methyl-lH-imidazol-5-yl]pyridin, (15.67) 2-Phenylphenol und Salze, (15.68) 3-(4,4,5-Trifluor-3,3-dimethyl-3,4-dihydroisochinolin-l-yl)chinolin, (15.69) 3,4,5- Trichlorpyridine-2,6-dicarbonitril, (15.70) 3-Chlor-5-(4-chlorphenyl)-4-(2,6-difluoφhenyl)-6- methylpyridazin, (15.71) 4-(4-Chloφhenyl)-5-(2,6-difluoφhenyl)-3,6-dimethylpyridazin, (15.72) 5- Amino-l,3,4-thiadiazole-2-thiol, (15.73) 5-Chlor-N'-phenyl-N'-(prop-2-yn-l-yl)thiophene-2- sulfonohydrazid, (15.74) 5-Fluor-2-[(4-fluorbenzyl)oxy]pyrimidin-4-amin, (15.75) 5-Fluor-2-[(4- methylbenzyl)oxy]pyrimidin-4-amin, (15.76) 5-Methyl-6-octyl[l ,2,4]triazolo[l ,5-a]pyrimidin-7-amin, (15.77) Ethyl (2Z)-3-amino-2-cyano-3-phenylacrylat, (15.78) N'-(4- {[3-(4-Chlorbenzyl)-l,2,4- thiadiazol-5-yl]oxy} -2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamid, (15.79) N-(4-(15.13) dichlorophene, (15.14) diclomethine, (15.15) difenzoquat, (15.16) difenzoquat methylsulphate, (15.17) diphenylamine, (15.18) ecomat, (15.19) fenpyrazamine, (15.20) flumetover, (15.21) fluorimide, (15.22) flusulfamide , (15.23) flutianil, (15.24) fosetyl-aluminum, (15.25) fosetyl-calcium, (15.26) fosetyl-sodium, (15.27) hexachlorobenzene, (15.28) irumamycin, (15.29) methasulfocarb, (15.30) methylisothiocyanate, (15.31) Metrafenone, (15.32) Mildiomycin, (15.33) Natamycin, (15.34) Nickel Dimethyldithiocarbamate, (15.35) Nitrothal-isopropyl, (15.36) Octhilinone, (15.37) Oxamocarb, (15.38) Oxyfenthiine, (15.39) Pentachlorophenol and its salts, (15.40 ) Phenothrin, (15.41) phosphoric acid and its salts, (15.42) propamocarb-fosetylate, (15.43) propanosine sodium, (15.44) pyrimorph, (15.45) (2E) -3- (4-tert-butylphenyl) -3- ( 2-chloro-pyridin-4-yl) -1- (4-yl) prop-2-en-1-one, (15.46) (2Z) -3- (4-tert-butylphenyl) -3- (2- chloropyridin-4-yl) -1- (morpholin-4-yl) prop-2-en-1-one, (15.47) pyrroline nitrate, (15.48) Tebufloquine, (15.49) tecloftalam, (15.50) tolnifanide, (15.51) triazoxide, (15.52) trichlamide, (15.53) zarilamide, (15.54) (3S, 6S, 7R, 8R) -8-benzyl-3 - [({3 - [(isobutyryloxy) methoxy] -4-methoxypyridin-2-yl} carbonyl) amino] -6-methyl-4,9-dioxo-l, 5-dioxonan-7-yl 2-methylpropanoate, (15.55) l- ( 4- {4 - [(5R) -5- (2,6-difluorophenyl) -4,5-dihydro-l, 2-oxazol-3-yl] -l, 3-thiazol-2-yl} piperidin-l - yl) -2- [5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] ethanone, (15.56) 1- (4- {4 - [(5S) -5- (2,6-) Difluorophenyl) -4,5-dihydro-l, 2-oxazol-3-yl] -1,3-thiazol-2-yl} piperidin-1-yl) -2- [5-methyl-3- (trifluoromethyl ) - 1H-pyrazol-1-yl] ethanone, (15.57) 1- (4- {4- [5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -l, 3-thiazol-2-yl} piperidin-1-yl) -2- [5-methyl-3 - (trifluoromethyl) -1-H-pyrazol-1-yl] ethanone, (15.58) 1 - (4- Methoxyphenoxy) -3,3-dimethylbutan-2-yl 1H-imidazole-1-carboxylate, (15.59) 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, (15.60) 2,3-dibutyl-6 chlorothieno [2,3-d] pyrimidin-4 (3H) -one, (15.61) 2,6-dimethyl-1H, 5H- [1,4] dithiino [2,3-c: 5,6-c '] ] dipyrrole-l, 3,5,7 (2H, 6H) -tetrone, (15.62) 2- [5-methyl-3- (trifluoro-ethyl) -m-pyrazol-1-yl] -l- (4- {4 - [(5R) -5-phenyl-4,5-dihydroxy-2-oxazol-3-yl] -1,3-thiazol-2-yl} piperidin-1-yl) ethanone, (15.63) 2- [5-Methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] -1- (4- {4 - [(5S) -5-phenyl-4,5-dihydro-1,2-oxazole 3-yl] -1,3-thiazol-2-yl} piperidin-1-yl) ethanone, (15.64) 2- [5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] -1 - {4- [4- (5-phenyl-4,5-dihydro-l, 2-oxazol-3-yl) -l, 3-tliiazol-2-yl] piperidin-1-yl} ethanone, (15.65) 2-butoxy-6-iodo-3-propyl-4H-chromen-4-one, (15.66) 2-chloro-5- [2-chloro-1- (2,6-difluoro-4-methoxyphenyl) -4- methyl-1H-imidazol-5-yl] pyridine, (15.67) 2-phenylphenol and salts, (15.68) 3- (4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl ) quinoline, (15.69) 3,4,5-trichloropy ruthenium-2,6-dicarbonitrile, (15.70) 3-Chloro-5- (4-chlorophenyl) -4- (2,6-difluorophenyl) -6-methylpyridazine, (15.71) 4- (4-chlorophenyl) -5- (2,6-difluorophenyl) -3,6-dimethylpyridazine, (15.72) 5-amino-l, 3,4-thiadiazole-2-thiol, (15.73) 5-chloro-N'-phenyl-N '- (prop -2-yn-1-yl) thiophene-2-sulfonohydrazide, (15.74) 5-fluoro-2 - [(4-fluorobenzyl) oxy] pyrimidin-4-amine, (15.75) 5-fluoro-2 - [(4 - methylbenzyl) oxy] pyrimidin-4-amine, (15.76) 5-methyl-6-octyl [l, 2,4] triazolo [l, 5-a] pyrimidin-7-amine, (15.77) ethyl (2Z) - 3-amino-2-cyano-3-phenyl acrylate, (15.78) N '- (4- {[3- (4-chlorobenzyl) -l, 2,4-thiadiazol-5-yl] oxy} -2,5- dimethylphenyl) -N-ethyl-N-methylimidoformamide, (15.79) N- (4-
Chlorbenzyl)-3-[3-methoxy-4-(prop-2-yn-l-yloxy)phenyl]propanamid, (15.80) N-[(4-Chlor- phenyl)(cyano)methyl]-3-[3-methoxy-4-(prop-2-yn-l-yloxy)phenyl]propanamid, (15.81) N-[(5-Brom-3- chlorpyridin-2-yl)methyl]-2,4-dichlornicotinamid, (15.82) N-[l-(5-Brom-3-chlorpyridin-2-yl)ethyl]-2,4- dichlornicotinamid, (15.83) N-[l-(5-Brom-3-chlorpyridin-2-yl)ethyl]-2-fluor-4-iodonicotinamid, (15.84) N- {(E)-[(Cyclopropylmethoxy)imino][6-(difluornieA^ Chlorobenzyl) -3- [3-methoxy-4- (prop-2-yn-1-yloxy) phenyl] propanamide, (15.80) N - [(4-chlorophenyl) (cyano) methyl] -3- [3 -methoxy-4- (prop-2-yn-1-yloxy) phenyl] propanamide, (15.81) N - [(5-bromo-3-chloropyridin-2-yl) methyl] -2,4-dichloronotinamide, (15.82 ) N- [1- (5-Bromo-3-chloropyridin-2-yl) ethyl] -2,4-dichloronotinamide, (15.83) N- [1- (5-bromo-3-chloropyridin-2-yl) -ethyl ] -2-fluoro-4-iodonicotinamide, (15.84) N- {(E) - [(cyclopropylmethoxy) imino] [6- (difluoromethyl) ^
acetamid, (15.85) N- {(Z)-[(Cyclopropylmethoxy)imino][6-(difluorme acetamide, (15.85) N- {(Z) - [(cyclopropylmethoxy) imino] [6- (difluoromethane
2-phenylacetamid, (15.86) N'-{4-[(3-Tert-butyl-4-cyano-l,2-thiazol-5-yl)oxy]-2-chlor-5-methylplienyl}- N-ethyl-N-methylimidoformamid, (15.87) N-Methyl-2-(l- {[5-methyl-3-(trifluomiethyl)-lH-pyrazol-l- yl] acetyl}piperidin-4-yl)-N-( 1 ,2,3,4-tetrahydronaphthalen- 1 -yl)- 1 ,3-thiazole-4-carboxamid, (15.88) N- Methyl-2-(l-{[5-methyl-3-(trifluormethyl)-lH-pyrazol-l-yl]acetyl}piperidin-4-yl)^  2-phenylacetamide, (15.86) N '- {4 - [(3-tert-butyl-4-cyano-1,2-thiazol-5-yl) oxy] -2-chloro-5-methyl-1-benzyl} -N-ethyl N-methylimidoformamide, (15.87) N-methyl-2- (1- {[5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] -acetyl} -piperidin-4-yl) -N- (1 , 2,3,4-tetrahydronaphthalen-1-yl) -1,3-thiazole-4-carboxamide, (15.88) N-methyl-2- (1 - {[5-methyl-3- (trifluoromethyl) -lH- pyrazol-l-yl] acetyl} piperidin-4-yl) ^
tetrahydronaphthalen- 1 -yl] - 1 ,3 -thiazole-4-carboxamid, (15.89) N-Methyl-2-( 1 - { [5 -methyl-3 - (trifluomiethyl)- 1 H-pyrazol- 1 -yl] acetyl} piperidin-4-yl)-N-[( 1 S)- 1 ,2,3,4-tetrahydronaphthalen- 1 -yl]-l,3- thiazole-4-carboxamid, (15.90) Pentyl {6-[({[(l -methyl-lH-tetrazol-5-yl)(phenyl)me- thylene]amino}oxy)methyl]pyridin-2-yl}carbamat, (15.91) Phenazine-1 -carbonsäure, (15.92) Chinolin- 8-ol, (15.93) Chinolin-8-ol sulfate (2: 1), (15.94) Tert-butyl {6-[({[(l-methyl-lH-tetrazol-5- yl)(phenyl)methylene] amino } oxy)methyl]pyridin-2-yl} carbamat, (15.95) 1 -Methyl-3 -(trifluormethyl)- N-[2'-(trifluormethyl)biphenyl-2-yl]-lH-pyrazol-4-carboxamid, (15.96) N-(4'-Chlorbiphenyl-2-yl)-3- (difluormethyl)-l-methyl-lH-pyrazol-4-carboxamid, (15.97) N-(2',4'-Dichlorbiphenyl-2-yl)-3- (difluormethyl)- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.98) 3 -(Difluormethyl)- 1 -methyl-N- [4'- (trifluormethyl)biphenyl-2-yl] - 1 H-pyrazol-4-carboxamid, (15.99) N-(2',5'-Difluorbiphenyl-2-yl)- 1 - methyl-3-(trifluormethyl)-lH-pyrazol-4-carboxamid, (15.100) 3-(Difluormethyl)-l-methyl-N-[4'-(prop- 1- yn-l-yl)biphenyl-2-yl]-lH-pyrazol-4-carboxamid, (15.101) 5-Fluor-l,3-dimethyl-N-[4'-(prop-l-yn-l- yl)biphenyl-2-yl] - 1 H-pyrazol-4-carboxamid, (15.102) 2-Chlor-N- [4'-(prop- 1 -yn- 1 -yl)biphenyl-2- yl]nicotinamid, (15.103) 3-(Difluormethyl)-N- [4'-(3 ,3 -dimethylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 -methyl- 1 H-pyrazol-4-carboxamid, ( 15.104) N- [4'-(3 ,3 -dimethylbut- 1 -yn- 1 -yl)biphenyl-2-yl] -5-fluor- 1,3- dimethyl-lH-pyrazol-4-carboxamid, (15.105) 3-(Difluormethyl)-N-(4'-ethynylbiphenyl-2-yl)-l -methyl- 1 H-pyrazol-4-carboxamid, (15.106) N-(4'-Ethynylbiphenyl-2-yl)-5-fluor- 1 ,3 -dimethyl- 1 H-pyrazol-4- carboxamid, (15.107) 2-Chlor-N-(4'-ethynylbiphenyl-2-yl)nicotinamid, (15.108) 2-Chlor-N-[4'-(3,3- dimethylbut- 1 -yn- 1 -yl)biphenyl-2-yl]nicotinamid, (15.109) 4-(Difluormethyl)-2-methyl-N- [4'- (trifluomiethyl)biphenyl-2-yl]-l,3-thiazole-5-carboxamid, (15.110) 5-Fluor-N-[4'-(3-hydroxy-3- methylbut- l-yn-l-yl)biphenyl-2-yl]- 1,3 -dimethyl- lH-pyrazol-4-carboxamid, (15.111) 2-Chlor-N-[4'-(3- hydroxy-3 -methylbut- l-yn-l-yl)biphenyl-2-yl]nicotinamid, (15.112) 3-(Difluormethyl)-N-[4'-(3- methoxy-3 -methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.113) 5-Fluor- N- [4'-(3 -methoxy-3-methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 ,3 -dimethyl- 1 H-pyrazol-4-carboxamid, (15.114) 2-Chlor-N-[4'-(3-methoxy-3-methylbut-l-yn-l-yl)biphenyl-2-yl]nicotinamid, (15.115) (5- Brom-2-methoxy-4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanon, (15.116) N-[2-(4- {[3-(4-Chloφhenyl)prop-2-yn-l-yl]oxy}-3-methoxyphenyl)ethyl]-N2-(methylsulfonyl)valinamid, (15.117) 4-Oxo-4-[(2-phenylethyl)amino]butansäure, (15.118) But-3-yn-l-yl {6-[({[(Z)-(l-methyl-lH- tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamat, (15.119) 4-Amino-5- fluorpyrimidin-2-ol (Tautomere Form: 4-Amino-5-fluoφyrimidin-2(lH)-on), (15.120) Propyl 3,4,5- trihydroxybenzoat, (15.121) l,3-Dimethyl-N-(l ,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH-pyrazol- 4-carboxamid, (15.122) l,3-Dimethyl-N-[(3R)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH-pyrazol- 4-carboxamid, (15.123) l,3-Dimethyl-N-[(3S)-l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl]-lH-pyrazol- 4-carboxamid, (15.124) [3-(4-Chlor-2-fluorphenyl)-5-(2,4-difluorphenyl)-l ,2-oxazol-4-yl](pyridin-3- yl)methanol, (15.125) (S)-[3-(4-Chlor-2-fluorphenyl)-5-(2,4-difluorphenyl)-l,2-oxazol-4-yl](pyridin-3- yl)methanol, (15.126) (R)-[3-(4-Chlor-2-fluorphenyl)-5-(2,4-difluorphenyl)-l,2-oxazol-4-yl](pyridin-3- yl)methanol, (15.127) 2-{[3-(2-Chlorphenyl)-2-(2,4-difluo henyl)oxiran-2-yl]methyl}-2,4-dihydro-3H- 1 ,2,4-triazol-3-thion, (15.128) 1 - { [3 -(2-Chlorphenyl)-2-(2,4-difluorphenyl)oxiran-2-yl]methyl} - 1 H- l,2,4-triazol-5-yl thiocyanat, (15.129) 5-(Allylsulfanyl)-l-{[3-(2-chlorphenyl)-2-(2,4- difluorphenyl)oxiran-2-yl]methyl} - 1 H-l ,2,4-triazol, (15.130) 2-[l -(2,4-Dichlorphenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol-3-thion, (15.131) 2- {[rel(2R,3S)-3-(2-Chlc^henyl)-tetrahydronaphthalene-1-yl] -1,3-thiazole-4-carboxamide, (15.89) N-methyl-2- (1 - {[5-methyl-3 - (trifluoromethyl) -1H-pyrazol-1-yl] acetyl} piperidin-4-yl) -N - [(1S) -1,2,3,4-tetrahydronaphthalene-1-yl] -l, 3-thiazole-4-carboxamide, (15.90) pentyl {6- [ ({[(1-methyl-1H-tetrazol-5-yl) (phenyl) methylene] amino} oxy) methyl] pyridin-2-yl} carbamate, (15.91) phenazine-1-carboxylic acid, (15.92) quinoline - 8-ol, (15.93) quinoline-8-ol sulfate (2: 1), (15.94) tert -butyl {6 - [({[(1-methyl-1H-tetrazol-5-yl) (phenyl) methylene ] amino} oxy) methyl] pyridin-2-yl} carbamate, (15.95) 1-methyl-3 - (trifluoromethyl) - N - [2 '- (trifluoromethyl) biphenyl-2-yl] -1H-pyrazole-4 carboxamide, (15.96) N- (4'-chlorobiphenyl-2-yl) -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (15.97) N- (2 ', 4'-dichlorobiphenyl- 2-yl) -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (15.98) 3 - (difluoromethyl) -1-methyl-N- [4'- (trifluoromethyl) biphenyl-2- yl] - 1H-pyrazole-4-carboxamide, (15.99) N- (2 ', 5'-difluorobiphenyl-2-yl) -1-met hyl-3- (trifluoromethyl) -1H-pyrazole-4-carboxamide, (15.100) 3- (difluoromethyl) -1-methyl-N- [4 '- (propyl) 1-yn-1-yl) biphenyl-2-yl] -1H-pyrazole-4-carboxamide, (15.101) 5-fluoro-1,3-dimethyl-N- [4 '- (prop-1-yn-1 - yl) biphenyl-2-yl] -1-H-pyrazole-4-carboxamide, (15.102) 2-chloro-N- [4 '- (prop-1 -yn-1-yl) biphenyl-2-yl] nicotinamide , (15.103) 3- (Difluoromethyl) -N- [4 '- (3,3-dimethylbut-1 -yn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide , (15.104) N- [4 '- (3,3-dimethylbut-1 -yn-1-yl) biphenyl-2-yl] -5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (15.105) 3- (Difluoromethyl) -N- (4'-ethynyl-biphenyl-2-yl) -l-methyl-1H-pyrazole-4-carboxamide, (15.106) N- (4'-ethynyl-biphenyl-2-yl) -5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, (15.107) 2-chloro-N- (4'-ethynyl-biphenyl-2-yl) nicotinamide, (15.108) 2-chloro-N- [4 '- (3,3-dimethylbut-1 -yn-1-yl) biphenyl-2-yl] nicotinamide, (15.109) 4- (Difluoromethyl) -2-methyl-N- [4'- (trifluoromethyl) biphenyl -2-yl] -l, 3-thiazole-5-carboxamide, (15.110) 5-fluoro-N- [4 '- (3-hydroxy-3-methylbut-1-yn-1-yl) biphenyl-2- yl] - 1,3-dimethyl-1H-pyrazole-4-carboxamide, (15.111) 2 -Chloro-N- [4 '- (3-hydroxy-3-methylbut-1-yn-1-yl) biphenyl-2-yl] nicotinamide, (15.112) 3- (difluoromethyl) -N- [4' - ( 3-methoxy-3-methylbut-1-yn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide, (15.113) 5-fluoro-N- [4 '- ( 3-methoxy-3-methylbut-1 -yn-1-yl) biphenyl-2-yl] - 1, 3-dimethyl-1H-pyrazole-4-carboxamide, (15.114) 2-Chloro-N- [4 ' - (3-methoxy-3-methylbut-1-yn-1-yl) biphenyl-2-yl] nicotinamide, (15.115) (5-bromo-2-methoxy-4-methylpyridin-3-yl) (2,3 , 4-trimethoxy-6-methylphenyl) methanone, (15.116) N- [2- (4- {[3- (4-chlorophenyl) prop-2-yn-1-yl] oxy} -3-methoxyphenyl) ethyl] -N2- (methylsulfonyl) valinamide, (15.117) 4-oxo-4 - [(2-phenylethyl) amino] butanoic acid, (15,118) but-3-yn-1-yl {6 - [({[(Z) - (1-methyl-1H-tetrazol-5-yl) (phenyl) methylene] amino} oxy) methyl] pyridin-2-yl} carbamate, (15.119) 4-amino-5-fluoropyrimidin-2-ol (Tautomeric form: 4-amino-5-fluoropyrimidine-2 (1H) -one), (15,120) propyl 3,4,5-trihydroxybenzoate, (15,121) 1,3-dimethyl-N- (1,1,3-trimethyl-2, 3-dihydro-1H-inden-4-yl) -1H-pyrazole-4-c arboxamide, (15,122) 1,3-dimethyl-N - [(3R) -l, l, 3-trimethyl-2,3-dihydro-1H-inden-4-yl] -1H-pyrazole-4-carboxamide, ( 15,123) 1,3-Dimethyl-N - [(3S) -l, l, 3-trimethyl-2,3-dihydro-1H-inden-4-yl] -1H-pyrazole-4-carboxamide, (15.124) 3- (4-Chloro-2-fluorophenyl) -5- (2,4-difluorophenyl) -1,2-oxazol-4-yl] (pyridin-3-yl) -methanol, (15.125) (S) - [3 - (4-chloro-2-fluorophenyl) -5- (2,4-difluorophenyl) -1,2-oxazol-4-yl] (pyridin-3-yl) -methanol, (15.126) (R) - [3- (4-Chloro-2-fluorophenyl) -5- (2,4-difluorophenyl) -1,2-oxazol-4-yl] (pyridin-3-yl) -methanol, (15.127) 2 - {[3- (2 -Chlorophenyl) -2- (2,4-difluorohexyl) oxiran-2-yl] methyl} -2,4-dihydro-3H-1,2,4-triazole-3-thione, (15.128) 1 - {[ 3 - (2-chlorophenyl) -2- (2,4-difluorophenyl) oxiran-2-yl] methyl} -1 H -1, 2,4-triazol-5-yl thiocyanate, (15.129) 5- (allylsulfanyl) -l - {[3- (2-chlorophenyl) -2- (2,4-difluorophenyl) oxiran-2-yl] methyl} -1 H -1, 2,4-triazole, (15.130) 2- [1- (2 , 4-dichlorophenyl) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-l, 2,4-triazole-3-thione, (15.131) 2- {[ rel (2R, 3S) -3- (2-CHLC ^ h enyl) -
2- (2,4-difluoφhenyl)oxiran-2-yl]methyl} -2,4-dihydro-3H-l,2,4-triazol-3-thion, (15.132) 2- {[rel(2R,3R)-3-(2-Chlorphenyl)-2-(2,4-difluoφhenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-l,2,4-triazol-2- (2,4-difluorophenyl) oxiran-2-yl] methyl} -2,4-dihydro-3H-1,2,4-triazole-3-thione, (15.132) 2- {[rel (2R, 3R ) -3- (2-chlorophenyl) -2- (2,4-difluoφhenyl) oxiran-2-yl] methyl} -2,4-dihydro-3H-l, 2,4-triazol-
3- thion, (15.133) l-{[rel(2R,3S)-3-(2-Chloφhenyl)-2-(2,4-difluoφhenyl)oxiran-2-yl]methyl}-lH-l,2,4- triazol-5-yl thiocyanat, (15.134) l- {[rel(2R,3R)-3-(2-Chloφhenyl)-2-(2,4-difluoφhenyl)oxiran-2- yl]methyl}-lH-l,2,4-triazol-5-yl thiocyanat, (15.135) 5-(Allylsulfanyl)-l- {[rel(2R,3S)-3-(2- chloφhenyl)-2-(2,4-difluoφhenyl)oxiran-2-yl]methyl} -lH-l,2,4-triazol, (15.136) 5-(Allylsulfanyl)-l- {[rel(2 ,3 )-3-(2-chloφhenyl)-2-(2,4-difluoφhenyl)oxiran-2-yl]methyl}-lH-l,2,4-triazol, (15.137) 2- [(2S,4S,5S)-l-(2,4-Dichloφhenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol- 3-thion, (15.138) 2-[(2R,4S,5S)-l-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4- dihydro-3H-l,2,4-triazol-3-thion, (15.139) 2-[(2R,4R,5R)-l-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol-3-thion, (15.140) 2-[(2S,4R,5R)-l-(2,4-3-thion, (15.133) 1 - {[rel (2R, 3S) -3- (2-chlorophenyl) -2- (2,4-difluorophenyl) oxiran-2-yl] methyl} -LH-1, 2, 4-triazol-5-yl thiocyanate, (15.134) 1 - {[rel (2R, 3R) -3- (2-chloro-phenyl) -2- (2,4-difluoro-phenyl) -oxiran-2-yl] -methyl} -H -l, 2,4-triazol-5-yl thiocyanate, (15.135) 5- (allylsulfanyl) -l- {[rel (2R, 3S) -3- (2-chlorophenyl) -2- (2,4-difluorophenyl ) oxiran-2-yl] methyl} -1H-l, 2,4-triazole, (15.136) 5- (allylsulfanyl) -1- [¢ [η (2,3) -3- (2-chloro-phenyl) -2-] (2,4-difluorophenyl) oxiran-2-yl] methyl} -1H-l, 2,4-triazole, (15,137) 2- [(2S, 4S, 5S) -1- (2,4-dichloro-phenyl) - 5-hydroxy-2,6,6-trimethylheptane-4-yl] -2,4-dihydro-3H-l, 2,4-triazol- 3-thione, (15,138) 2 - [(2R, 4S, 5S) -1- (2,4-dichlorophenyl) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro 3H-l, 2,4-triazole-3-thione, (15,139) 2 - [(2R, 4R, 5R) -1- (2,4-dichlorophenyl) -5-hydroxy-2,6,6-trimethylheptane 4-yl] -2,4-dihydro-3H-l, 2,4-triazole-3-thione, (15.140) 2 - [(2S, 4R, 5R) -l- (2,4-)
Dichlo^henyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol-3-thion^ (15.141) 2- [(2S,4S,5R)-l-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6 rimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4Dichlo ^ henyl) -5-hydroxy-2,6,6-trimethylheptane-4-yl] -2,4-dihydro-3H-l, 2,4-triazole-3-thione ^ (15,141) of 2- [(2 S , 4S, 5R) -l- (2,4-dichlorophenyl) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-l, 2,4
3-thion, (15.142) 2-[(2R,4S,5R)-l-(2,4-Dichloφhenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4- dihydro-3H-l,2,4-triazol-3-thion, (15.143) 2-[(2R,4R,5S)-l-(2,4-Dichlorphenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol-3-thion, (15.144) 2-[(2S,4R,5S)-l-(2,4-3-thione, (15,142) 2 - [(2R, 4S, 5R) -1- (2,4-Dichloro-phenyl) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro -3H-l, 2,4-triazole-3-thione, (15,143) 2 - [(2R, 4R, 5S) -1- (2,4-dichlorophenyl) -5-hydroxy-2,6,6-trimethylheptane 4-yl] -2,4-dihydro-3H-l, 2,4-triazole-3-thione, (15,144) 2 - [(2S, 4R, 5S) -l- (2,4-)
Dichlo^henyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazol-3-thio (15.145) 2- Fluor-6-(trifluormethyl)-N-(l,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)benzamid, (15.146) 2-(6- Benzylpyridin-2-yl)quinazolin, (15.147) 2-[6-(3-Fluor-4-methoxyphenyl)-5-methylpyridin-2- yl]quinazolin, (15.148) 3-(4,4-Difluor-3,3-dimethyl-3,4-dihydroisochinolin-l-yl)chinolin, (15.149) Abscisinsäure, (15.150) 3-(Difluormethyl)-N-niethoxy-l-methyl-N-[l -(2,4,6-trichlorphenyl)propan-2- yl] - 1 H-pyrazol-4-carboxamid, (15.151) N'- [5-Brom-6-(2,3-dihydro- 1 H-inden-2-yloxy)-2-methylpyridin- 3-yl]-N-ethyl-N-methylimidoformamid, (15.152) N'- {5-Brom-6-[l-(3,5-diflv^henyl)ethoxy]-2- methylpyridin-3-yl}-N-ethyl-N-methylimidoformamid, (15.153) N'- {5-Brom-6-[(lR)-l-(3,5- difluorphenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-niethyliniidoformaniid, (15.154) N'- {5-Brom- 6-[( 1 S)- 1 -(3,5-difluo henyl)ethoxy] -2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamid, (15.155) N'-{5-Brom-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimido- formamid, (15.156) N'- {5-Brom-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl} -N-ethyl- N-methylimidoformamid, (15.157) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-isopropylbenzyl)- 1 - methyl- 1 H-pyrazol-4-carboxamid, (15.158) N-Cyclopropyl-N-(2-cyclopropylbenzyl)-3 -(difluormethyl)- 5-fluor-l -methyl- lH-pyrazol-4-carboxamid, (15.159) N-(2-Tert-butylbenzyl)-N-cyclopropyl-3- (difluormethyl)-5-fluor- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.160) N-(5-Chlor-2-ethylbenzyl)-N- cyclopropyl-3-(difluormethyl)-5-fluor-l-methyl-lH-pyrazol-4-carboxamid, (15.161) N-(5-Chlor-2- isopropylbenzyl)-N-cyclopropyl-3-(difluormethyl)-5-fluor-l -methyl- lH-pyrazol-4-carboxamid, (15.162) N-Cyclopropyl-3-(difluormethyl)-N-(2-ethyl-5-fluorbenzyl)-5-fluor-l -methyl- lH-pyrazol-4- carboxamid, (15.163) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(5-fluor-2-isopropylbenzyl)-l - methyl-lH-pyrazol-4-carboxamid, (15.164) N-Cyclopropyl-N-(2-cyclopropyl-5-fluorbenzyl)-3- (difluormethyl)-5-fluor-l -methyl- lH-pyrazol-4-carboxamid, (15.165) N-(2-Cyclopentyl-5-fluorbenzyl)- N-cyclopropyl-3-(difluormethyl)-5-fluor-l-methyl-lH-pyrazol-4-carboxamid, (15.166) N-Cyclopropyl- 3-(difluormethyl)-5-fluor-N-(2-fluor-6-isopropylbenzyl)- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.167) N-Cyclopropyl-3-(difluormethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluor-l-methyl-lH-pyrazol-4- carboxamid, (15.168) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-isopropyl-5-methylbenzyl)-l- methyl-lH-pyrazol-4-carboxamid, (15.169) N-Cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3- (difluormethyl)-5-fluor- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.170) N-(2-Tert-butyl-5-methylbenzyl)- N-cyclopropyl-3-(difluormethyl)-5-fluor-l-methyl-lH-pyrazol-4-carboxamid, (15.171) N-[5-Chlor-2- (trifluormethyl)benzyl]-N-cyclopropyl-3-(difluormethyl)-5-fluor-l-methyl-lH-pyrazol-4-carboxamid, (15.172) N-Cyclopropyl-3-(difluormethyl)-5-fluor-l-methyl-N-[5-methyl-2-(trifluo pyrazol-4-carboxamid, (15.173) N-[2-Chlor-6-(trifluormethyl)benzyl]-N-cyclopropyl-3-(difluormethyl)- 5-fluor- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.174) N- [3-Chlor-2-fluor-6-(trifluormethyl)benzyl] -N- cyclopropyl-3-(difluormethyl)-5-fluor-l-methyl-lH-pyrazol-4-carboxamid, (15.175) N-Cyclopropyl-3- (dii uormethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluor- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.176) N-Cyclopropyl-3-(difluormethyl)-5-fluor-N-(2-isopropylbenzyl)-l-methyl-lH-pyrazol-4-carbothioamid, ( 15.177) 3 -(Difluormethyl)-N-(7-fluor- 1 , 1 ,3 -trimethyl-2,3 -dihydro- 1 H-inden-4-yl)- 1 -methyl- 1 H- pyrazol-4-carboxamid, (15.178) 3-(Difluormethyl)-N-[(3R)-7-fluor- 1 , 1 ,3-trimethyl-2,3-dihydro- 1 H- inden-4-yl]-l -methyl- lH-pyrazol-4-carboxamid, (15.179) 3-(Difluormethyl)-N-[(3S)-7-fluor-l, 1 ,3- trimethyl-2,3-dihydro- 1 H-inden-4-yl]- 1 -methyl- 1 H-pyrazol-4-carboxamid, (15.180) N'-(2,5-Dimethyl- 4-phenoxyphenyl)-N-ethyl-N-methylimidoformamid, (15.181) N'-{4-[(4,5-Dichlor-l,3-thiazol-2- yl)oxy]-2,5-dimethylphenyl} -N-ethyl-N-methylimidoformamid, (15.182) N-(4-Chlor-2,6- difluorphenyl)-4-(2-chlor-4-fluorphenyl)- 1 ,3-dimethyl- 1 H-pyrazol-5-amin. Alle genanntenDichloro) -5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-1,2,4-triazole-3-thio (15.145) 2-fluoro-6- (trifluoromethyl) -N- (1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl) -benzamide, (15.146) 2- (6-benzylpyridin-2-yl) quinazoline, (15.147) 2- [6- (3-Fluoro-4-methoxyphenyl) -5-methylpyridin-2-yl] quinazoline, (15.148) 3- (4,4-Difluoro-3,3-dimethyl-3,4-dihydroisoquinoline-1 -yl) quinoline, (15.149) abscisic acid, (15.150) 3- (difluoromethyl) -N-niethoxy-1-methyl-N- [1- (2,4,6-trichlorophenyl) propan-2-yl] -1 H pyrazole-4-carboxamide, (15.151) N'- [5-bromo-6- (2,3-dihydro-1H-inden-2-yloxy) -2-methylpyridin-3-yl] -N-ethyl- N-methylimidoformamide, (15.152) N '- {5-bromo-6- [1- (3,5-difluhenyl) ethoxy] -2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide, 15,153) N '- {5-bromo-6 - [(1R) -1- (3,5-difluorophenyl) ethoxy] -2-methylpyridin-3-yl} -N-ethyl-N-diethyliniidoformamide, (15.154) N '- {5-bromo-6 - [(1S) -1- (3,5-difluorohexyl) ethoxy] -2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide, (15.155) N' - {5-bromo-6 - [(cis-4-ISOPRO pylcyclohexyl) oxy] -2-methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide, (15.156) N '- {5-bromo-6 - [(trans-4-isopropylcyclohexyl) oxy] -2- methylpyridin-3-yl} -N-ethyl-N-methylimidoformamide, (15.157) N-cyclopropyl-3- (difluoromethyl) -5-fluoro-N- (2-isopropylbenzyl) -1-methyl-1H-pyrazole-4 -carboxamide, (15.158) N-Cyclopropyl-N- (2-cyclopropylbenzyl) -3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.159) N- (2-tert-butyl) butylbenzyl) -N-cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.160) N- (5-chloro-2-ethylbenzyl) -N-cyclopropyl-3 - (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.161) N- (5-chloro-2-isopropylbenzyl) -N-cyclopropyl-3- (difluoromethyl) -5-fluoro 1-methyl-1H-pyrazole-4-carboxamide, (15.162) N-cyclopropyl-3- (difluoromethyl) -N- (2-ethyl-5-fluorobenzyl) -5-fluoro-1-methyl-1H-pyrazole-4 - carboxamide, (15.163) N-cyclopropyl-3- (difluoromethyl) -5-fluoro-N- (5-fluoro-2-isopropylbenzyl) -1-methyl-1H-pyrazole-4-carboxamide, (15.164) N-cyclopropyl -N- (2- cyclopropyl-5-fluorobenzyl) -3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.165) N- (2-cyclopentyl-5-fluorobenzyl) -N-cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.166) N-cyclopropyl-3- (difluoromethyl) -5-fluoro-N- (2-fluoro-6-isopropylbenzyl) -1 -methyl-1H-pyrazole-4-carboxamide, (15.167) N-cyclopropyl-3- (difluoromethyl) -N- (2-ethyl-5-methylbenzyl) -5-fluoro-1-methyl-1H-pyrazole-4 - carboxamide, (15.168) N-cyclopropyl-3- (difluoromethyl) -5-fluoro-N- (2-isopropyl-5-methylbenzyl) -1-methyl-1H-pyrazole-4-carboxamide, (15.169) N-cyclopropyl N- (2-cyclopropyl-5-methylbenzyl) -3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.170) N- (2-tert-butyl-5- methylbenzyl) - N -cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.171) N- [5-chloro-2- (trifluoromethyl) benzyl] -N-cyclopropyl -3- (difluoromethyl) -5-fluoro-l-methyl-lH-pyrazole-4-carboxamide, (15.172) N-Cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-N- [5-methyl-2- (trifluoropyrazole-4-carboxamide, (15,173) N- [2-chloro-6- (trifluoromethyl) benzyl] -N-cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.174) N- [3-chloro-2-fluoro-6- ( trifluoromethyl) benzyl] -N-cyclopropyl-3- (difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.175) N-cyclopropyl-3- (di-uormethyl) -N- (2- ethyl-4,5-dimethylbenzyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.176) N-cyclopropyl-3- (difluoromethyl) -5-fluoro-N- (2-isopropylbenzyl) -l-methyl-1H-pyrazole-4-carbothioamide, (15.177) 3 - (difluoromethyl) -N- (7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indene-4 yl) -1-methyl-1H-pyrazole-4-carboxamide, (15.178) 3- (difluoromethyl) -N - [(3R) -7-fluoro-1,1,3-trimethyl-2,3-dihydro- 1 H -inden-4-yl] -1-methyl-1H-pyrazole-4-carboxamide, (15.179) 3- (difluoromethyl) -N - [(3S) -7-fluoro-1,1,3-trimethyl- 2,3-dihydro-1H-inden-4-yl] -1-methyl-1H-pyrazole-4-carboxamide, (15,180) N '- (2,5-dimethyl) 4-phenoxyphenyl) -N-ethyl-N-methylimidoformamide, (15.181) N '- {4 - [(4,5-dichloro-1,3-thiazol-2-yl) oxy] -2,5-dimethylphenyl} - N-ethyl-N-methylimidoformamide, (15.182) N- (4-chloro-2,6-difluorophenyl) -4- (2-chloro-4-fluorophenyl) -1,3-dimethyl-1H-pyrazole-5- amine. All mentioned
Mischpartner der Klassen (1) bis (15) können, wenn sie auf Grund ihrer funktionellen Gruppen dazu imstande sind, gegebenenfalls mit geeigneten Basen oder Säuren Salze bilden. Mixture partners of classes (1) to (15), if they are capable of doing so on the basis of their functional groups, may optionally form salts with suitable bases or acids.
Die Kombinationen der Verbindung der Formel (I) mit genannten Fungiziden besitzen sehr gute fungizide Eigenschaften und lassen sich bei der Behandlung von Saatgut insbesondere zur Bekämpfung von phytopathogenen Pilzen, wie Ascomycetes und Basidiomycetes einsetzen. Die erfindungsgemäßen Wirkstoffe eignen sich bei der Behandlung von Saatgut besonders gut zur Bekämpfung von Pyrenophora-, Rhizoctonia-, Tilletia- und Ustilago-Arten. The combinations of the compound of formula (I) with said fungicides have very good fungicidal properties and can be used in the treatment of seeds, in particular for controlling phytopathogenic fungi, such as Ascomycetes and Basidiomycetes. The active compounds according to the invention are particularly suitable in the treatment of seed for controlling Pyrenophora, Rhizoctonia, Tilletia and Ustilago species.
Beispielhaft, aber nicht begrenzend, seien einige Erreger von pilzlichen Erkrankungen, die unter die oben aufgezählten Oberbegriffe fallen, genannt: By way of example, but not by way of limitation, some pathogens of fungal diseases, which fall under the abovementioned generic terms, are named:
Pyrenophora-Arten, wie beispielsweise P. allosuri, P. alternarina, P. avenae, P. bartramiae, P. bondarze- wii, P. bromi, P. bryophila, P. buddleiae, P. bupleuri, P. calvertii, P. calvescens var. moravica, P. car- thami, P. centranthi, P. cerastii, P. chengii, P. chrysanthemi, P. convolvuli, P. coppeyana, P. cytisi, P. dactylidis, P. dictyoides, P. echinopis, P. ephemera, P. eryngicola, P. erythrospila, P. euphorbiae, P. freticola, P. graminea, P. heraclei, P. hordei, P. horrida, P. hyperici, P. japonica, P. kugitangi, P. lithophi- la, P. lolii, P. macrospora, P. metasequoiae, P. minuartiae-hirsutae, P. moravica, P. moroczkovskii, P. muscorum, P. osmanthi, P. phlei, P. pimpinellae, P. pittospori, P. polytricha, P. pontresinerisis, P. pulsatillae, P. raetica, P. rayssiae, P. rugosa, P. saviczii, P. schroeteri, P. scirpi, P. scirpicola, P. secalis, P. semeniperda, P. semiusta, P. seseli f. poterii, P. seseli, P. sobolevskii, P. subalpina, P. subantarctica, P. sudetica, P. syntrichiae, P. szaferiana, P. teres f. maculata, P. teres subsp. graminea, P. teres, P. tetrarrhenae, P. tranzschelii, P. trifolii, P. tritici-repentis, P. typhicola, P. ushuwaiensis, P. villosa, Rhizoctonia-Arten, wie beispielsweise Rh. aerea, Rh. alba, Rh. alpina, Rh. anaticula, Rh. anomala, Rh. apocynacearum, Rh. arachnion, Rh. asclerotica, Rh. bataticola, Rh. borealis, Rh. callae, Rh. Candida, Rh. carotae, Rh. cerealis, Rh. choussii, Rh. coniothecioides, Rh. dichotoma, Rh. dimorpha, Rh. endophytica var. filicata, Rh. endophytica, Rh. ferraginea, Rh. floccosa, Rh. fragariae, Rh. fraxini, Rh. fuliginea, Rh. fumigata, Rh. globularis, Rh. goodyerae-repentis, Rh. gossypii var. anatolica, Rh. gossypii, Rh. gracilis,Pyrenophora species such as P. allosuri, P. alternarina, P. avenae, P. bartramiae, P. bondarzewii, P. bromi, P. bryophila, P. buddleiae, P. bupleuri, P. calvertii, P. calvescens var. moravica, P. carthami, P. centranthi, P. cerastii, P. chengii, P. chrysanthemi, P. convolvuli, P. coppeyana, P. cytisi, P. dactylidis, P. dictyoides, P. echinopis , P. ephemera, P. eryngicola, P. erythrospila, P. euphorbiae, P. freticola, P. graminea, P. heraclei, P. hordei, P. horrida, P. hyperici, P. japonica, P. kugitangi, P Lithophila, P. lolii, P. macrospora, P. metasequoiae, P. minuartiae-hirsutae, P. moravica, P. moroczkovskii, P. muscorum, P. osmanthi, P. phlei, P. pimpinellae, P. pittospori , P. polytricha, P. pontresinerisis, P. pulsatillae, P. raetica, P. rayssiae, P. rugosa, P. saviczii, P. schroeteri, P. scirpi, P. scirpicola, P. secalis, P. semeniperda, P semiusta, P. seseli f. poterii, P. seseli, P. sobolevskii, P. subalpina, P. subantarctica, P. sudetica, P. syntrichiae, P. szaferiana, P. teres f. maculata, P. teres subsp. graminea, P. teres, P. tetrarrhenae, P. tranzschelii, P. trifolii, P. tritici-repentis, P. typhicola, P. ushuwaiensis, P. villosa, Rhizoctonia species, such as, for example, Rh. aerea, Rh. alba, Rh. Alpina, Rh. Anaticula, Rh. Anomala, Rh. Apocynacearum, Rh. Arachnion, Rh. Asclerotica, Rh. Bataticola, Rh. Borealis, Rh. Callae, Rh. Candida, Rh. Carotae, Rh. Cerealis, Rh. choussii, Rh. coniothecioides, Rh. dichotoma, Rh. dimorpha, Rh. endophytica g., var. filicata, Rh. endophytica, Rh. ferraginea, Rh. floccosa, Rh. fragariae, Rh. fraxini, Rh. fuliginea, Rh. fumigata, Rh. globularis, Rh. goodyerae-repentis, Rh. gossypii var. anatolica, Rh gossypii, Rh. gracilis,
Rh. grisea, Rh. hiemalis, Rh. juniperi, Rh. lamellifera, Rh. leguminicola, Rh. lilacina, Rh. lupini, Rh. macrosclerotia, Rh. melongenae, Rh. microsclerotia, Rh. monilioides, Rh. monteithiana, Rh. muneratii, Rh. nandorii, Rh. oryzae, Rh. oryzae-sativae, Rh. pallida, Rh. pini-insignis, Rh. praticola, Rh. quercus,Rh. Grisea, Rh. Hiemalis, Rh. Juniperi, Rh. Lamellifera, Rh. Leguminicola, Rh. Lilacina, Rh. Lupini, Rh. Macrosclerotia, Rh. Melongenae, Rh. Microsclerotia, Rh. Monilioides, Rh. Monteithiana, Rh. muneratii, Rh. nandorii, Rh. oryzae, Rh. oryzae-sativae, Rh. pallida, Rh. pini-insignis, Rh. praticola, Rh. quercus,
Rh. ramicola, Rh. robusta, Rh. rubi, Rh. rubiginosa, Rh. sclerotica, Rh. solani, Rh. solani f. paroketea,Ramicola, Rh. Robusta, Rh. Rubi, Rh. Rubiginosa, Rh. Sclerotica, Rh. Solani, Rh. Solani f. paroketea,
Rh. solani forma specialis, Rh. solani var. cedri-deodarae, Rh. solani var. fuchsiae, Rh. solani var. hortensis, Rh. stahlii, Rh. subtilis var. nigra, Rh. subtilis, Rh. tomato, Rh. tuliparum, Rh. versicolor, Rh. zeae, Tilletia-Arten, wie beispielsweise T. aegilopis, T. aegopogonis, T. ahmadiana, T. airina, T. ajrekari, T. alopecuri, T. anthoxanthi, T. apludae, T. arundinellae, T. asperifolia, T. asperitolioides, T. atacamensis, T. baldrati, T. bambusae, T. banarasae, T. bangalorensis, T. barclayana, T. biharica, T. bolayi, T. boliviensis, T. boutelouae, T. brachypodii, T. brachypodii-ramosi, T. brevifaciens, T. bromi.,Solani forma specialis, Rh. Solani var. Cedri-deodarae, Rh. Solani var. Fuchsiae, Rh. Solani var. Hortensis, Rh. Stahlii, Rh. Subtilis var. Nigra, Rh. Subtilis, Rh. Tomato, Rh. tuliparum, Rh. versicolor, Rh. zeae, Tilletia species such as T. aegilopis, T. aegopogonis, T. ahmadiana, T. airina, T. ajrekari, T. alopecuri, T. anthoxanthi, T. apludae, T. arundinellae, T. asperifolia, T. asperitolioides, T. atacamensis, T. baldrati, T. bambusae, T. banarasae, T. bangalorensis, T. barclayana, T. biharica, T. bolayi, T. boliviensis, T. boutelouae, T. brachypodii, T. brachypodii ramosi, T. brevifaciens, T. bromi.,
T. bromina, T. bromi-tectorum, T. brunkii, T. buchloeana, T. caries, T. cathcartae, T. cerebrina, T. chloridicola, T. controversa, T. controversa var. elymi, T. controversa var. prostrata, T. Corona, T. cynosuri, T. dacamarae, T. deyeuxiae, T. digitariicola, T. durangensis, T. earlei, T. echinochloae f. foliicola, T. echinochloae, T. echinosperma, T. ehrhartae, T. eleusines, T. elymandrae, T. elymi, T. elymicola, T. elytrophori, T. eragrostidis, T. euphorbiae, T. fahrendorfii, T. festuca-octoflorana, T. foetida, T. fusca, T. fusca var. bromi-tectorum, T. fusca var. guyotiana, T. fusca var. patagonica, T. georfischeri, T. gigaspora, T. goloskokovii, T. haynaldiae, T. heterospora, T. holci, T. hordei var. spontanei, T. horrida, T. hyalospora var. cuzcoensis, T. hyparrheniae, T. indica, T. intermedia, T. iowensis, T. ixophori, T. koeleriae, T. kuznetzoviana, T. laevis, T. laguri, T. leptochloae, T. lepturi, T. lycuroides, T. maclaganii, T. macrotuberculata, T. madeirensis, T. makutensis, T. milii-vernalis, T. milli,T. bromina, T. bromo-tectorum, T. brunkii, T. buchloeana, T. caries, T. cathcartae, T. cerebrina, T. chloridicola, T. controversa, T. controversa var. Elymi, T. controversa var. prostrata, T. Corona, T. cynosuri, T. dacamarae, T. deyeuxiae, T. digitariicola, T. durangensis, T. earlei, T. echinochloae f. foliicola, T. echinochloae, T. echinosperma, T. ehrhartae, T. elegusines, T. elymandrae, T. elymi, T. elymicola, T. elytrophori, T. eragrostidis, T. euphorbiae, T. fahrendorfii, T. festuca- octoflorana, T.foetida, T. fusca, T.fusca var. bromo-tectorum, T.fusca var. guyotiana, T.fusca var. patagonica, T. georfischeri, T. gigaspora, T.goloskokovii, T. haynaldiae, T. heterospora, T. holci, T. hordei var. spontanei, T. horrida, T. hyalospora var. cuzcoensis, T. hyparrheniae, T. indica, T. intermedia, T. iowensis, T. ixophori, T. koeleriae, T kuznetzoviana, T. laevis, T. laguri, T. leptochloae, T. lepturi, T. lycuroides, T. maclaganii, T. macrotuberculata, T. madeirensis, T. makutensis, T. milii vernalis, T. milli,
T. montana, T. montemartinii, T. nanifica, T. narasimhanii, T. narayanaraoana, T. narduri, T. nigrifaciens, T. obscura-reticulata, T. oklahomae, T. okudairae, T. oplismeni-cristati, T. pachyderma, T. pallida, T. panici, T. panici-humilis, T. paradoxa, T. paspali, T. pennisetina, T. perotidis, T. phalaridis,T. montana, T. montemartinii, T. nanifica, T. narasimhanii, T. narayanaraoana, T. narduri, T. nigrifaciens, T. obscura-reticulata, T. oklahomae, T. okudairae, T. oplismeni-cristati, T. pachyderma, T. pallida, T. panici, T. panici-humilis, T. paradoxa, T. paspali, T. pennisetina, T. perotidis, T. phalaridis,
T. poae, T. polypogonis, T. poonensis, T. prostrata, T. pulcherrima var. brachiariae, T. redfieldiae, T. rhei, T. rugispora, T. sabaudiae, T. salzmannii, T. savilei, T. scrobiculata, T. setariae, T. setariae- palmiflorae, T. setariicola, T. sphaerococca, T. sphenopi, T. sphenopodis, T. sterilis, T. taiana, T. texana,T. poae, T. polypogonis, T. poonensis, T. prostrata, T. pulcherrima var. Brachiariae, T. redfieldiae, T. rhei, T. rugispora, T. sabaudiae, T. salzmannii, T. savilei, T. scrobiculata T. setariae, T. setariae palmiflorae, T. setariicola, T. sphaerococca, T. sphenopi, T. sphenopodis, T. sterilis, T. taiana, T. texana,
T. themedae-anatherae, T. themedicola, T. togwateei, T. trachypogonis, T. transiliensis, T. transvaalensis, T. tritici [var.] nanifica, T. tritici f. monococci, T. tritici var. controversa, T. tritici var. laevis, T. tritici-repentis, T. triticoides, T. tuberculata, T. vetiveriae, T. viennotii, T. vittata var. burmannii, T. vittata, T. walkeri, T. youngii, T. zundelii. Ustilago- Arten, wie beispielsweise U. abstrusa,T. themedae-anatherae, T. themedicola, T. togwateei, T. trachypogonis, T. transiliensis, T. transvaalensis, T. tritici [var.] Nanifica, T. tritici f. monococci, T. tritici var. controversa, T. tritici var. laevis, T. tritici-repentis, T. triticoides, T. tuberculata, T. vetiveriae, T. viennotii, T. vittata var. burmannii, T. vittata, T. Walkeri, T. youngii, T. zundelii. Ustilago species, such as U. abstrusa,
U. aegilopsidis, U. aeluropodis, U. affinis var. hilariae, U. agrestis, U. agropyrina, U. agrostis-palustris,U. aegilopsidis, U. aeluropodis, U. affinis var. Hilariae, U. agrestis, U. agropyrina, U. agrostis palustris,
U. ahmadiana, U. airae-caespitosae, U. alismatis, U. alopecurivora, U. alsineae, U. altilis, U. amadelpha var. glabriuscula, U. amphilophidis, U. amplexa, U. andropogonis-tectorum, U. aneilemae, U. anhweiana, U. anomala [var.] microspora, U. anomala var. avicularis, U. anomala var. carnea, U. anomala var. cordai, U. anomala var. muricata, U. anomala var. tovarae, U. anthoxanthi, U. apscheronica, U. arabidia-alpinae, U. arctagrostis, U. arctica, U. arenariae-bryophyllae, U. argentina, U. aristidarius, U. arundinellae-hirtae, U. asparagi-pygmaei, U. asprellae, U. avenae f.sp. perennans, U. avenae subsp. alba, U. avicularis, U. bahuichivoensis, U. barberi, U. beckeropsis, U. belgiana, U. bethelii, U. bicolor, U. bistortarum var. marginalis, U. bistortarum var. pustulata, U. bistortarum var. ustilaginea, U. borealis, U. bothriochloae, U. bothriochloae-intermediae, U. bouriqueti, U. braziliensis, U. brizae, U. bromi-arvensis, U. bromi-erecti, U. bromi-mollis, U. bromina, U. bromivora f. brachypodii, U. bromivora var. microspora, U. bullata f. brachypodii-distachyi, U. bullata var. bonariensis, U. bullata var. macrospora, U. bungeana, U. calamagrostidis var. scrobiculata, U. calamagrostidis var. typica, U. calamagrostidis, U. cardamines, U. cariciphila, U. caricis-wallichianae,U. ahmadiana, U. airae-caespitosae, U. alismatis, U. alopecurivora, U. asineae, U. altilis, U. amadelpha var. Glabriuscula, U. amphilophidis, U. amplexa, U. andropogonis-tectorum, U. aneilemae U. anhweiana, U. anomala [var.] Microspora, U. anomala var. Avicularis, U. anomala var. Carnea, U. anomala var. Cordai, U. anomala var. Muricata, U. anomala var. Tovarae, U anthoxanthi, U. apscheronica, U. arabidia alpinae, U. arctagrostis, U. arctica, U. arenariae bryophyllae, U. argentina, U. aristidarius, U. arundinellae-hirtae, U. asparagi-pygmaei, U. asprellae, U. avenae f.sp. perennans, U. avenae subsp. barbellis, U. bahuichivoensis, U. barberi, U. beckeropsis, U. belgiana, U. bethelii, U. bicolor, U. bistortarum var. marginalis, U. bistortarum var. pustulata, U. bistortarum var. ustilaginea U. borealis, U. bothriochloae, U. bothriochloae intermediae, U. bouriqueti, U. braziliensis, U. brizae, U. bromo-arvensis, U. bromi-erecti, U. bromi-mollis, U. bromina, U bromivora f. brachypodii, U. bromivora var. microspora, U. bullata f. brachypodii distachyi, U. bullata var. bonariensis, U. bullata var. macrospora, U. bungeana, U. calamagrostidis var. scrobiculata, U. calamagrostidis var. typica, U. calamagrostidis, U. cardamines, U. cariciphila, U. caricis-wallichianae,
U. carnea, U. catherinae, U. caulicola, U. centrodomis, U. ceparum, U. cephalariae, U. chacoensis, U. chloridii, U. chloridionis, U. chrysopogonis, U. chubutensis, U. cichorii, U. cilinodis, U. clelandii, U. clintoniana, U. coloradensis, U. commelinae, U. compacta, U. concelata, U. condigna, U. consimilis, U. constantineanui, U. controversa, U. convertere-sexualis, U. cordai, U. coronariae, U. coronata, U. cortaderiae var. araucana, U. courtoisii, U. crus-galli var. minor, U. cryptica, U. curta, U. custanaica, U. cynodontis f. ovariicola, U. cynodontis, U. cyperi-lucidi, U. davisii, U. deccanii, U. decipiens, U. deformis, U. dehiscens, U. delicata, U. deyeuxiae, U. dianthorum, U. distichlidis, U. dubiosa, U. dumosa, U. earlei, U. echinochloae, U. ehrhartana, U. eleocharidis, U. eleusines, U. elymicola, U. elytrigiae, U. enneapogonis, U. epicampida, U. eragrostidis-japonicana, U. eriocauli, U. eriochloae, U. euphorbiae, U. fagopyri, U. festucae, U. festucarum, U. filamenticola, U. fmgerhuthiae, U. flectens, U. flowersii, U. foliorum, U. formosana, U. fueguina, U. gageae, U. garcesi, U. gardneri, U. gaussenii, U. gigantispora, U. glyceriae, U. goyazana, U. gregaria, U. grossheimii, U. gunnerae, U. haesendocki var. chloraphorae, U. halophiloides var. vargasii, U. halophiloides, U. haynaldiae, U. heleochloae, U. helictotrichi, U. herteri var. bicolor, U. hierochloae-odoratae, U. hieronymi var. insularis, U. hieronymi var. minor, U. hilariicola, U. himalensis, U. hitchcockiana, U. holci-avenacei, U. holubii, U. hordei, U. hordei f.sp. avenae, U. hsuii, U. hyalino-bipolaris, U. hydropiperis, U. hyparrheniae, U. hypodytes f. congoensis, U. hypodytes f. sporoboli, U. hypodytes var. agrestis, U. idonea, U. imperatae, U. induta, U. inouyei, U. intercedens, U. iranica, U. isachnes, U. ischaemi-akoensis, U. ischaemi-anthephoroidis, U. ixiolirii, U. ixophori, U. jacksonii var. ventanensis, U. jacksonii, U. jaczevskyana var. sibirica, U. jaczevskyana var. typica, U. jaczevskyana, U. jagdishwari, U. jamalainenii, U. jehudana, U. johnstonii,U. carnea, U. catherinae, U. caulicola, U. centrodomis, U. ceparum, U. cephalariae, U. chacoensis, U. chloridii, U. chloridionis, U. chrysopogonis, U. chubutensis, U. cichorii, U. cilinodis, U. clelandii, U. clintoniana, U. coloradensis, U. commelinae, U. compacta, U. concelata, U. condigna, U. consimilis, U. constantineanui, U. controversa, U. convertere-sexualis, U. cordai, U. coronariae, U. coronata, U. cortaderiae var. araucana, U. courtoisii, U. crus-galli var. minor, U. cryptica, U. curta, U. custanaica, U. cynodontis f. ovariicola, U. cynodontis, U. cyperi-lucidi, U. davisii, U. deccanii, U. decipiens, U. deformis, U. dehiscens, U. delicata, U. deyeuxiae, U. dianthorum, U. distichlidis, U. dubiosa, U. dumosa, U. earlei, U. echinochloae, U. ehrhartana, U. eleocharidis, U. elegusines, U. elymicola, U. elytrigiae, U. enneapogonis, U. epicampida, U. eragrostidis-japonicana, U. eriocauli, U. eriochloae, U. euphorbiae, U. fagopyri, U. festucae, U. festucarum, U. filamenticola, U. fmgerhuthiae, U. flectens, U. flowersii, U. foliorum, U. formosana, U. fueguina, Gageae, U. garcesi, U. gardneri, U. gaussenii, U. gigantispora, U. glyceriae, U. goyazana, U. gregaria, U. grossheimii, U. gunnerae, U. haesendocki var. Chloraphorae, U. halophiloides var. vargasii, U. halophiloides, U. haynaldiae, U. heleochloae, U. helictotrichi, U. herteri var. bicolor, U. hierochloae odoratae, U. hieronymi var. insularis, U. hieronymi var. minor, U. hilariicola , U. himalensis, U. hitchcockiana, U. holci-avenacei, U. holubii, U. h ordei, U. hordei f.sp. avenae, U. hsuii, U. hyalino bipolaris, U. hydropiperis, U. hyparrheniae, U. hypodytes f. congoensis, U. hypodytes f. sporoboli, U. hypodytes var. agrestis, U. idonea, U. imperatae, U. induta, U. inouyei, U. intercedens, U. iranica, U. isachnes, U. ischaemi-akoensis, U. ischaemi-anthephoroidis, U ixiolirii, U. ixophori, U. jacksonii var. ventanensis, U. jacksonii, U. jaczevskyana var. sibirica, U. jaczevskyana var. typica, U. jaczevskyana, U. jagdishwari, U. jalalainenii, U. judeudana, U. johnstonii,
U. kairamoi, U. kazachstanica, U. kenjiana, U. kweichowensis, U. kyllingae, U. lachrymae-jobi, U. lepyrodiclidis, U. lidii, U. liebenbergii, U. linderi, U. linearis, U. liroae, U. loliicola, U. longiflora, U. longiseti, U. longissima var. dubiosa, U. longissima var. paludificans, U. longissima var. typica, U. lupini, U. lychnidis-dioicae, U. lycoperdiformis, U. lyginiae, U. machili, U. magellanica, U. mariscana,U. kairamoi, U. kazachstanica, U. kenjiana, U. kweichowensis, U. kyllingae, U. lachrymae-jobi, U. lepyrodiclidis, U. lidii, U. liebbergii, U. linderi, U. linearis, U. liroae, U. loliicola, U. longiflora, U. longiseti, U. longissima var. Dubiosa, U. longissima var. Paludificans, U. longissima var. Typica, U. lupini, U. lychnidis dioicae, U. lycoperdiformis, U. lyginiae , U. machili, U. magellanica, U. mariscana,
U. maydis, U. megalospora, U. melicae, U. merxmuellerana, U. mesatlantica, U. michnoana, U. microspora var. paspalicola, U. microspora, U. microstegii, U. microthelis, U. mihi, U. modesta, U. moehringiae, U. moenchiae-manticae, U. monermae, U. montagnei var. minor, U. morinae, U. morobiana, U. muehlenbergiae var. tucumanensis, U. muricata, U. muscari-botryoidis, U. nagornyi, U. nannfeldtii, U. nelsoniana, U. nepalensis, U. neyraudiae, U. nigra, U. nivalis, U. nuda, U. nuda var. hordei, U. nuda var. tritici, U. nyassae, U. okudairae, U. olida, U. olivacea var. macrospora, U. onopordi, U. onumae, U. opiziicola, U. oplismeni, U. orientalis, U. otophora, U. overeemii, U. pamirica, U. panici- geminati, U. panjabensis, U. pappophori var. magdalensis, U. pappophori, U. parasnathii, U. parodii, U. parvula, U. paspalidiicola, U. patagonica, U. penniseti var. verruculosa, U. perrara, U. persicariae, U. petrakii, U. phalaridis, U. phlei, U. phlei-pratensis, U. phragmites, U. picacea, U. pimprina, U. piperi [var.] rosulata, U. poae, U. poae-bulbosae, U. poae-nemoralis, U. polygoni-alati, U. polygoni-alpini, U. polygoni-punctati, U. polygoni-serrulati, U. polytocae, U. polytocae-barbatae, U. pospelovii, U. prostrata, U. pseudohieronymi, U. pueblaensis, U. puellaris, U. pulverulenta, U. raciborskiana, U. radians, U. ravida, U. rechingeri, U. reticulata, U. reticulispora, U. rhei, U. rhynchelytri, U. rwandensis,U. maydis, U. megalospora, U. melicae, U. merxmuellerana, U. mesatlantica, U. michnoana, U. microspora var. Paspalicola, U. microspora, U. microstegii, U. microthelis, U. mihi, U. modesta U. moehringiae, U. moenchiae manticae, U. monermae, U. montagnei var. Minor, U. morinae, U. morobiana, U. muehlenbergiae var. Tucumanensis, U. muricata, U. muscari-botryoidis, U. nagornyi U. nannfeldtii, U. nelsoniana, U. nepalensis, U. neyraudiae, U. nigra, U. nivalis, U. nuda, U. nuda var. Hordei, U. nuda var. Tritici, U. nyassae, U. okudairae , U. olida, U. olivacea var. Macrospora, U. onopordi, U. onumae, U. opiziicola, U. oplismeni, U. orientalis, U. otophora, U. overeemii, U. pamirica, U. panici- geminati, U. panjabensis, U. pappophori var. Magdalensis, U. pappophori, U parasparathii, U. parodii, U. parvula, U. paspalidiicola, U. patagonica, U. penniseti var. verruculosa, U. perrara, U. persicariae, U. petrakii, U. phalaridis, U. phlei, U. phlei. pratensis, U. phragmites, U. picacea, U. pimprina, U. piperi [var.] rosulata, U. poae, U. poae-bulbosae, U. poae-nemoralis, U. polygoni-alati, U. polygoni-alpini U. polygoni-punctati, U. polygoni-serrulati, U. polytocae, U. polytocae-barbatae, U. pospelovii, U. prostrata, U. pseudohieronymi, U. pueblaensis, U. puellaris, U. pulverulenta, U. raciborskiana , U. radians, U. ravida, U. rechingeri, U. reticulata, U. reticulispora, U. rhei, U. rhynchelytri, U. rwandensis,
U. sabouriana, U. salviae, U. sanctae-catharinae, U. scaura, U. Scillae, U. scitaminea var. sacchari- barberi, U. scitaminea var. sacchari-officinarum, U. scitaminea, U. scleranthi, U. scrobiculata, U. scutulata, U. secalis var. elymi, U. semenoviana, U. Serena, U. serpens, U. sesleriae, U. setariae- mombassanae, U. shastensis, U. shimadae, U. silenes-inflatae, U. silenes-nutantis, U. sinkiangensis, U. sitanii, U. sleumeri, U. sonoriana, U. sorghi-stipoidei, U. spadicea, U. sparti, U. speculariae, U. spegazzinii var. agrestis, U. spegazzinii, U. spermophora var. orientalis, U. spermophoroides, U. spinulosa, U. sporoboli-indici, U. sporoboli-tremuli, U. stellariae, U. sterilis, U. stewartli, U. stipae, U. striaeformis f. agrostidis, U. striaeformis f. phlei, U. striaeformis f. poaeannuae, U. striaeformis f. poae- pratensis, U. striiformis f. hierochloes-odoratae, U. striiformis var. agrostidis, U. striiformis var. dactylidis, U. striiformis var. holci, U. striiformis var. phlei, U. striiformis var. poae, U. stygia, U. sumnevicziana, U. superba, U. sydowiana, U. symbiotica, U. taenia, U. taiana, U. tanakae, U. tenuispora, U. thaxteri, U. tinantiae, U. togata, U. tourneuxii, U. tovarae, U. trachyniae, U. trachypogonis, U. tragana, U. tragi, U. tragica, U. tragi-racemosi, U. trichoneurana, U. trichophora var. crus-galli, U. trichophora var. panici-frumentacei, U. triseti, U. tritici forma specialis, U. trochophora var. pacifica, U. tuberculata, U. tucumanensis, U. tumeformis, U. turcomanica var. prostrata, U. turcomanica var. typica, U. turcomanica, U. ugamica, U. ugandensis var. macrospora, U. underwoodii, U. urginede, U. urochloana, U. ustilaginea, U. utriculosa var. cordai, U. utriculosa var. reticulata, U. valentula, U. vavilovi, U. verecunda, U. verruculosa, U. versatilis, U. vetiveriae, U. violacea var. stellariae, U. violaceo-irregularis, U. violaceoverrucosa, U. williamsii, U. wynaadensis, U. zambettakisii, U. zernae. U. sabouriana, U. salviae, U. sanctae-catharinae, U. scaura, U. Scillae, U. scitaminea var. Saccharibarberi, U. scitaminea var. Sacchari-officinarum, U. scitaminea, U. scleranthi, U. scrobiculata, U. scutulata, U. secalis var. elymi, U. semenoviana, U. Serena, U. serpens, U. sesleriae, U. setariae mombassanae, U. shastensis, U. shimadae, U. silenes-inflatae, U silenes-nutantis, U. sinkiangensis, U. sitanii, U. sleumeri, U. sonoriana, U. sorghi-stipoidei, U. spadicea, U. sparti, U. speculariae, U. spegazzinii var. agrestis, U. spegazzinii, Spermophora var. Orientalis, U. spermophoroides, U. spinulosa, U. sporoboli indici, U. sporoboli tremuli, U. stellariae, U. sterilis, U. stewartli, U. stipae, U. striaeformis f. agrostidis, U. striaeformis f. phlei, U. striaeformis f. poaeannuae, U. striaeformis f. poa pratensis, U. striiformis f. stochiformis var. dactylidis, U. striiformis var. holci, U. striiformis var. phlei, U. striiformis var. poae, U. stygia, U. sumnevicziana, U. superba U. sydowiana, U. symbiotica, U. taenia, U. taiana, U. tanakae, U. tenuispora, U. thaxteri, U. tinantiae, U. togata, U. tourneuxii, U. tovarae, U. trachyniae, U trachypogonis, U. tragana, U. tragi, U. tragica, U. tragi racemosi, U. trichoneurana, U. trichophora var. crus-galli, U. trichophora var. panici frumentacei, U. triseti, U. tritici forma specialis, U. trochophora var. pacifica, U. tuberculata, U. tucumanensis, U. tumeformis, U. turcomanica var. prostrata, U. turcomanica var. typica, U. turcomanica, U. ugamica, U. ugandensis var. macrospora U. underwoodii, U. urginede, U. urochloana, U. ustilaginea, U. utriculosa var. Cordai, U. utriculosa var. Reticulata, U. valentula, U. vavilovi, U. verecunda, U. verruculosa, U. versatilis , U. vetiveriae, U. violacea var. Stellariae, U. v iolaceo irregularis, U. violaceoverrucosa, U. williamsii, U. wynaadensis, U. zambettakisii, U. zernae.
Pflanzen und Pflanzenteile Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden wie erwünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich natürlich vorkommender Kulturpflanzen), beispielsweise Getreide (Weizen, Reis, Triticale, Gerste, Roggen, Hafer), Mais, Soja, Kartoffel, Zuckerrüben, Zuckerrohr, Tomaten, Erbsen und andere Gemüsesorten, Baumwolle, Tabak, Raps, sowie Obstpflanzen (mit den Früchten Äpfel, Birnen, Zitrusfrüchten und Weintrauben). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen Teile und Organe der Pflanzen wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft Blätter, Nadeln, Stängel, Stämme, Blüten, Fruchtkörper, Früchte und Samen sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen gehört auch Erntegut sowie vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen. Plants and Plant Parts According to the invention, all plants and plant parts can be treated. Plants are understood to mean all plants and plant populations, such as desirable and unwanted wild plants or crops (including naturally occurring crops), for example cereals (wheat, rice, triticale, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugarcane, tomatoes , Peas and other vegetables, cotton, tobacco, oilseed rape, as well as fruit plants (with the fruits apples, pears, citrus fruits and grapes). Crop plants can be plants obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods including transgenic plants and including those plant varieties which can or can not be protected by plant breeder's rights. Plant parts are understood to mean all aboveground and subterranean parts and organs of plants such as shoot, leaf, flower and root, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes. The plant parts also include crops and vegetative and generative propagation material, such as cuttings, tubers, rhizomes, offshoots and seeds.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit der Verbindung der Formel (I) erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lager-raum nach den üblichen Behandlungsmethoden, z.B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen, Injizieren und bei Vermehrungsmaterial, insbesondere bei Saatgut, weiterhin durch ein- oder mehrschichtiges Umhüllen. The treatment according to the invention of the plants and plant parts with the compound of the formula (I) is carried out directly or by acting on their environment, habitat or storage room according to the usual treatment methods, e.g. by dipping, spraying, evaporating, atomizing, spreading, brushing, injecting and in propagating material, in particular in seeds, further by single or multilayer coating.
Wie bereits oben erwähnt können erfindungsgemäß alle Pflanzen und deren Teile behandelt werden. In einer bevorzugten Ausführungsform werden wild vorkommende oder durch konventionelle biologische Zuchtmethoden wie Kreuzung oder Protoplastenfusion erhaltene Pflanzenarten und Pflanzensorten sowie deren Teile behandelt. In einer weiteren bevorzugten Ausführungsform werden transgene Pflanzen und Pflanzensorten, die durch gentechnologische Methoden gegebenenfalls in Kombination mit konventionellen Methoden erhalten wurden (Genetically Modified Organisms) und deren Teile behandelt. Der Begriff„Teile" bzw.„Teile von Pflanzen" oder„Pflanzenteile" wurde oben erläutert. Besonders bevorzugt werden erfindungsgemäß Pflanzen der jeweils handelsüblichen oder in Gebrauch befindlichen Pflanzensorten behandelt. Unter Pflanzensorten versteht man Pflanzen mit neuen Eigenschaften („Traits"), die sowohl durch konventionelle Züchtung, durch Mutagenese oder durch rekombinante DNA-Techniken gezüchtet worden sind. Dies können Sorten, Rassen, Bio- und Genotypen sein. Transgene Pflanze, Saatgutbehandlung und Integrationsereignisse As already mentioned above, all plants and their parts can be treated according to the invention. In a preferred embodiment, wild-type or plant species and plant varieties obtained by conventional biological breeding methods such as crossing or protoplast fusion and parts thereof are treated. In a further preferred embodiment, transgenic plants and plant cultivars obtained by genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The term "parts" or "parts of plants" or "parts of plants" has been explained above.Propes of the respective commercially available or in use plant varieties are particularly preferably treated according to the invention.PV plants are understood as meaning plants with new properties ("traits") have been bred either by conventional breeding, by mutagenesis or by recombinant DNA techniques. These may be varieties, breeds, biotypes and genotypes. Transgenic plant, seed treatment and integration events
Zu den bevorzugten erfindungsgemäß zu behandelnden transgenen (gentechnologisch erhaltenen) Pflanzen bzw. Pflanzensorten gehören alle Pflanzen, die durch die gentechnologische Modifikation genetisches Material erhielten, welches diesen Pflanzen besondere vorteilhafte wertvolle Eigenschaften ("Traits") verleiht. Beispiele für solche Eigenschaften sind besseres Pflanzenwachstum, erhöhte Toleranz gegenüber hohen oder niedrigen Temperaturen, erhöhte Toleranz gegen Trockenheit oder gegen Wasser- bzw. Bodensalzgehalt, erhöhte Blühleistung, erleichterte Ernte, Beschleunigung der Reife, höhere Ernteerträge, höhere Qualität und/oder höherer Ernährungswert der Ernteprodukte, höhere Lagerfähigkeit und/oder Bearbeitbarkeit der Ernteprodukte. Weitere und besonders hervorgehobene Beispiele für solche Eigenschaften sind eine erhöhte Abwehrfähigkeit der Pflanzen gegen tierische und mikrobielle Schädlinge, wie Insekten, Spinnentiere, Nematoden, Milben, Schnecken, bewirkt z.B. durch in den Pflanzen entstehende Toxine, insbesondere solche, die durch das genetische Material aus Bacillus Thuringiensis (z.B. durch die Gene CrylA(a), CrylA(b), CrylA(c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb und CrylF sowie deren Kombinationen) in den Pflanzen erzeugt werden, ferner eine erhöhte Abwehrfahigkeit der Pflanzen gegen pflanzenpathogene Pilze, Bakterien und/oder Viren, bewirkt z.B. durch Systemisch Akquirierte Resistenz (SAR), Systemin, Phytoalexine, Elicitoren sowie Resistenzgene und entsprechend exprimierte Proteine und Toxine, sowie eine erhöhte Toleranz der Pflanzen gegen bestimmte herbizide Wirkstoffe, beispielsweise Imidazolinonen, Sulfonylharnstoffen, Glyphosate oder Phosphinotricin (z.B. "PAT"-Gen). Die jeweils die gewünschten Eigenschaften ("Traits") verleihenden Gene können auch in Kombinationen miteinander in den transgenen Pflanzen vorkommen. Als Beispiele transgener Pflanzen werden die wichtigen Kulturpflanzen, wie Getreide (Weizen, Reis, Triticale, Gerste, Roggen, Hafer), Mais, Soja, Kartoffel, Zuckerrüben, Zuckerrohr, Tomaten, Erbsen und andere Gemüsesorten, Baumwolle, Tabak, Raps, sowie Obstpflanzen (mit den Früchten Äpfel, Birnen, Zitrusfrüchten und Weintrauben) erwähnt, wobei Mais, Soja, Weizen, Reis, Kartoffel, Baumwolle, Zuckerrohr, Tabak und Raps besonders hervorgehoben werden. Als Eigenschaften ("Traits") werden besonders hervorgehoben die erhöhte Abwehrfahigkeit der Pflanzen gegen Insekten, Spinnentiere, Nematoden und Schnecken. The preferred plants or plant varieties to be treated according to the invention to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties ("traits"). Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to bottoms salt, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products , higher shelf life and / or workability of the harvested products. Further and particularly emphasized examples of such properties are an increased resistance of the plants against animal and microbial pests, such as insects, arachnids, nematodes, mites, snails, caused for example by toxins formed in the plants, in particular those caused by the genetic material from Bacillus Thuringiensis (eg by the genes CrylA (a), CrylA (b), CrylA (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and their combinations) are produced in the plants, furthermore an increased resistance of the plants against Phytopathogenic fungi, bacteria and / or viruses, eg by systemically acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins, and increased tolerance of the plants against certain herbicidal active ingredients, such as imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg, "PAT" gene). The genes which confer the desired properties ("traits") can also occur in combinations with one another in the transgenic plants. Examples of transgenic plants are the important crops such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soy, potato, sugar beets, sugarcane, tomatoes, peas and other vegetables, cotton, tobacco, oilseed rape, and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with special emphasis on corn, soy, wheat, rice, potato, cotton, sugar cane, tobacco and oilseed rape. Traits that are particularly emphasized are the increased immunity of the plants to insects, arachnids, nematodes and snails.
Die gute Wirkung der Verbindung der Formel (I) gegen Stinkwanzen in Flächenkulturen geht aus den nachfolgenden Beispielen hervor: The good effect of the compound of the formula (I) against stink bugs in surface crops is evident from the following examples:
Biologische Beispiele Biological examples
Beispiel 1 example 1
Nezara viridula -Test ( EZAVI) Nezara viridula test (EZAVI)
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Emulgator: 1 Gewichtsteil Alkylarylpolyglykolether Solvent: 7 parts by weight of dimethylformamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoff Zubereitung vermischt man 1 Gewichtsteil Wirkstoff mit den angegebenen Mengen Lösungsmittel und Emulgator und verdünnt das Konzentrat mit Wasser auf die gewünschte Konzentration. Bei erforderlicher Zugabe von Ammoniumsalzen oder Ammoniumsalzen und Penetrations forderer werden diese in einer Konzentration von lOOOppm nach dem Verdünnen jeweils der fertigen Präparatelösung zupipettiert. To produce a suitable active compound preparation, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration. If required addition of ammonium salts or ammonium salts and penetration requisite these are pipetted in a concentration of lOOOppm after dilution of each of the finished preparation solution.
Baumwollpflanzen (Gossypium hirsutum) bzw. Gerstenpflanzen (Hordeum vulgare) werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt und anschließend mit Larven der Grünen Reiswanze (Nezara viridula) besetzt. Cotton plants (Gossypium hirsutum) or barley plants (Hordeum vulgare) are treated by spraying with the preparation of active compound in the desired concentration and then populated with larvae of the green rice bug (Nezara viridula).
Nach der gewünschten Zeit wird die Abtötung in % bestimmt. Dabei bedeutet 100 %, dass alle Reiswanzen abgetötet wurden; 0 % bedeutet, dass keine Reiswanzen abgetötet wurden. After the desired time the kill is determined in%. 100% means that all rice bugs have been killed; 0% means that no rice bugs have been killed.
Bei diesem Test wurde das in der Tabelle gezeigte Ergebnis erzielt: In this test, the result shown in the table was obtained:
Figure imgf000025_0001
Figure imgf000025_0001
dat = Tage nach Behandlung  dat = days after treatment
Es wird demnach ein gute Wirkung in einer dikotylen- (z.B Baumwollpflanze (Gossypium hirsutum)) und in einer monokotylen (z.B. Gerstenpflanzen (Hordeum vulgare)) Nutzpflanze erzielt. Beispiel 2 It is therefore achieved a good effect in a dicotylen- (eg cotton plant (Gossypium hirsutum)) and in a monocotyledonous (eg barley plants (Hordeum vulgare)) crop. Example 2
Euschistus heros -Test (EUSCHE) Euschistus heros test (EUSCHE)
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Solvent: 7 parts by weight of dimethylformamide
Emulgator: 1 Gewichtsteil Alkylarylpolyglykolether Emulsifier: 1 part by weight of alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung vermischt man 1 Gewichtsteil Wirkstoff mit den angegebenen Mengen Lösungsmittel und Emulgator und verdünnt das Konzentrat mit Wasser auf die gewünschte Konzentration. Bei erforderlicher Zugabe von Ammoniumsalzen oder Ammoniumsalzen und Penetrationsför derer werden diese in einer Konzentration von l OOOppm nach dem Verdünnen jeweils der fertigen Präparate lösung zupipettiert. To prepare a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration. When necessary addition of ammonium salts or ammonium salts and Penetrationsför those these are pipetted in a concentration of l OOOppm after dilution of each of the finished preparations solution.
Baumwollpflanzen (Gossypium hirsutum, GOSHI), Sojapflanzen (Glycine max, GLXMA)) oder Maispflanzen (Zea mays, ZEAMX) werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt und anschließend mit 10 Larven der Braunen Stinkwanze (Euschistus heros, EUSCHE) besetzt. Cotton plants (Gossypium hirsutum, GOSHI), soybean plants (Glycine max, GLXMA)) or maize plants (Zea mays, ZEAMX) are treated by spraying with the preparation of active compound in the desired concentration and then populated with 10 larvae of the brown stink bug (Euschistus heros, EUSCHE) ,
Nach 6 Tagen wird die pflanzenschützende Wirkung in % bestimmt. Dabei bedeutet 100 %, dass kein Schaden zu sehen ist; 0 % bedeutet, dass der Schaden an den behandelten Blättern dem der unbehandelten Kontrolle entspricht. After 6 days, the phytoprotective effect is determined in%. 100% means that no damage can be seen; 0% means that the damage to the treated leaves is the same as the untreated control.
Bei diesem Test zeigte die Verbindung der Formel (I) die in der folgenden Tabelle aufgeführte Wirksamkeit: In this test, the compound of formula (I) exhibited the activity shown in the following table:
Verbindung der Formel (I) Objekt Pflanze Konzentration % Wirkung Compound of the formula (I) Object Plant Concentration% Action
EUSCHE GOSHI 100 ppm 100 EUS GOSHI 100 ppm 100
GLXMA 100 ppm 90 GLXMA 100 ppm 90
ZEAMX 100 ppm 90ZEAMX 100 ppm 90
Figure imgf000026_0001
Beispiel 3
Figure imgf000026_0001
Example 3
Euschistus heros -Test (EUSCHE) Euschistus heros test (EUSCHE)
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Solvent: 7 parts by weight of dimethylformamide
Emulgator: 1 Gewichtsteil Alkylarylpolyglykolether Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, welches eine Emulgatorkonzentration von 1000 ppm enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaltigem Wasser verdünnt. Ammoniumsalze und Penetrationsförderer (Rapsölmethylester) werden der Präparatelösung in einer Konzentration von jeweils 1000 ppm zugefügt. Emulsifier: 1 part by weight of alkylaryl polyglycol ether To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. Ammonium salts and Penetrationsförderer (rapeseed oil methyl ester) are added to the preparation solution in a concentration of 1000 ppm.
Baumwollpflanzen (Gossypium hirsutum - GOSHI) und Buschbohnenpflanzen (Phaseolus vulgaris - PHSVX) werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt und anschließend mit 10 Larven der Braunen Stinkwanze {Euschistus heros) besetzt. Cotton plants (Gossypium hirsutum - GOSHI) and bush bean plants (Phaseolus vulgaris - PHSVX) are treated by spraying with the preparation of active compound in the desired concentration and then populated with 10 larvae of the brown stink bug {Euschistus heros).
Nach der gewünschten Zeit wird die pflanzenschützende Wirkung in % bestimmt. Dabei bedeutet 100%, dass kein Schaden zu sehen ist; 0 % bedeutet, dass der Schaden an den behandelten Blättern dem der unbehandelten Kontrolle entspricht. Zusätzlich wird die Abtötung in % bestimmt. Eine Mortalität von 100 % bedeutet, dass alle Wanzen abgetötet wurden; 0 % bedeutet, dass keine Wanzen abgetötet wurden. After the desired time, the phytosanitary effect is determined in%. 100% means that no damage can be seen; 0% means that the damage to the treated leaves is the same as the untreated control. In addition, the kill is determined in%. A mortality of 100% means that all bugs have been killed; 0% means that no bugs have been killed.
Bei diesem Test zeigte die Verbindung der Formel (I) die in der nach Beispiel 4 folgenden Tabelle angegebene Wirksamkeit. In this test, the compound of the formula (I) showed the activity given in the table following Example 4.
Beispiel 4 Example 4
Nezara viridula -Test (NEZAVI) Nezara viridula test (NEZAVI)
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Solvent: 7 parts by weight of dimethylformamide
Emulgator: 1 Gewichtsteil Alkylarylpolyglykolether Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, welches eine Emulgatorkonzentration von 1000 ppm enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaltigem Wasser verdünnt. Ammoniumsalze und Penetrationsförderer (Rapsölmethylester) werden der Präparatelösung in einer Konzentration von jeweils 1000 ppm zugefügt. Emulsifier: 1 part by weight of alkylaryl polyglycol ether To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. Ammonium salts and Penetrationsförderer (rapeseed oil methyl ester) are added to the preparation solution in a concentration of 1000 ppm.
Baumwollpflanzen (Gossypium hirsutum - GOSHI), Maispflanzen (Zea mays - ZEAMX), Sojapflanzen (Glycine max - GLXMA) und Buschbohnenpflanzen (Phaseolus vulgaris - PHSVX) werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt und anschließend mit Larven der Grünen Reiswanze (Nezara viridula) besetzt. Nach der gewünschten Zeit wird die Mortalität in % bestimmt. Dabei bedeutet 100 %, dass alle Wanzen abgetötet wurden; 0 % bedeutet, dass keine Wanzen abgetötet wurden. Cotton plants (Gossypium hirsutum - GOSHI), maize plants (Zea mays - ZEAMX), soybean plants (Glycine max - GLXMA) and bush bean plants (Phaseolus vulgaris - PHSVX) are treated by spraying with the preparation of active compound in the desired concentration and are subsequently treated with larvae of the green rice bug ( Nezara viridula). After the desired time, mortality is determined in%. 100% means that all bugs have been killed; 0% means that no bugs have been killed.
In den Tests gemäß der Beispiele 3 und 4 zeigte die Verbindung der Formel (I) die in der unten stehenden Tabelle angegebene Wirksamkeit/Fraßschutz. In the tests according to Examples 3 and 4, the compound of formula (I) showed the activity / feeding protection given in the table below.
Figure imgf000028_0001
Figure imgf000028_0001
TnB = Tage nach Behandlung  TnB = days after treatment

Claims

Patentansprüche claims
1. Verwendung der Verbindung der Formel (I) 1. Use of the compound of the formula (I)
Figure imgf000029_0001
zur Bekämpfung von tierischen Schädlingen aus der Familie der Stinkwanzen (Pentatomidae), ausgenommen die Bekämpfung von Brown- Winged Green Bugs auf mit der Verbindung der Formel (I) behandelten Äpfeln.
Figure imgf000029_0001
for combating animal pests of the family of spotted bugs (Pentatomidae), except for the control of Brown-Winged Green Bugs on apples treated with the compound of formula (I).
PCT/EP2014/071666 2013-10-14 2014-10-09 Active substance for controlling stink bugs WO2015055505A1 (en)

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KR20180098631A (en) 2015-12-29 2018-09-04 메이지 세이카 파루마 가부시키가이샤 Compositions for pest control comprising iminopyridine derivatives
KR20220170525A (en) * 2021-06-23 2022-12-30 경상북도(농업기술원) Controlling method of Pentatomidae pests using saponated cresol solution and pest control device therefor

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WO2017032580A1 (en) * 2015-08-25 2017-03-02 Basf Se Control of pests in cotton by ginkgolides and bilobalides
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