EP2571366A1 - Herbicidal agents for tolerant or resistant corn cultures - Google Patents

Herbicidal agents for tolerant or resistant corn cultures

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Publication number
EP2571366A1
EP2571366A1 EP11721509A EP11721509A EP2571366A1 EP 2571366 A1 EP2571366 A1 EP 2571366A1 EP 11721509 A EP11721509 A EP 11721509A EP 11721509 A EP11721509 A EP 11721509A EP 2571366 A1 EP2571366 A1 EP 2571366A1
Authority
EP
European Patent Office
Prior art keywords
chloro
fluoro
methoxyphenyl
amino
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11721509A
Other languages
German (de)
French (fr)
Inventor
Erwin Hacker
Hansjörg Dietrich
Klaus Trabold
Elmar Gatzweiler
Frank Ziemer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
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 Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Priority to EP11721509A priority Critical patent/EP2571366A1/en
Publication of EP2571366A1 publication Critical patent/EP2571366A1/en
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, 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 invention is in the field of pesticides which can be used against harmful plants in tolerant or resistant crops of maize and contain as herbicidal active ingredients a combination of two or more herbicides.
  • tolerant or resistant maize varieties and strains in particular transgenic maize varieties and strains, the traditional weed control system will be supplemented with new non-selective active ingredients per se in conventional maize varieties.
  • the effectiveness of these herbicides against harmful plants in the tolerant crops is at a high level, but depends - as in other conventional herbicidal treatments - on the type of herbicide used, its application rate, the particular form of preparation, in each case Sch ad plant stages, the climate and soil conditions, etc. from. Furthermore, the herbicides have weaknesses (gaps) against specific types of harmful plants or resistant species. Another criterion is the duration of the action or the degradation rate of the herbicide. It may also be necessary to take account of changes in the susceptibility of harmful plants, which may occur with prolonged use of the herbicides or geographically. Losses in individual plants can be compensated only partially, if at all, by higher application rates of herbicides.
  • a lower application rate not only reduces the amount of an active substance required for the application, but generally reduces it also the amount of necessary formulation aids. Both reduce the economic outlay and improve the ecological compatibility of the herbicide treatment.
  • One way to improve the application profile of a herbicide may be to combine the active ingredient with one or more other agents that provide the desired additional properties.
  • phenomena of chemical, physical and biological incompatibility often occur in the combined use of several active ingredients, eg. B. lack of stability of a coformulation, decomposition of an active ingredient or antagonism in the biological activity of the active ingredients. Desired, however, are combinations of active ingredients with favorable effect profile, high stability and synergistically enhanced as possible effect, which allows a reduction in the application rate compared to the single application of the active ingredients to be combined.
  • the compounds (A) and (B) are known. Compounds of type (A1) are described, for example, in DE-A 2717440. Compounds of type (B1) are described, for example, in WO 2007/082098. Mixtures of these compounds with other herbicides are described, for example, in WO 2009/029518. There are also described synergistic mixtures of some of the (B) components according to the invention with the total herbicide glyphosate, but not their use in tolerant cultures, but only synergism with respect to the herbicidal activity against weeds / weeds. WO 2007/120706 discloses synergistic herbicide combinations (01, p. 1, Z.
  • the invention thus relates to the use of herbicide combinations for combating harmful plants in maize crops, characterized in that the respective herbicide combination comprises a herbicide from the group of the compounds of the formula (A1)
  • Z is hydroxy, -NHCH (CH 3 ) CONHCH (CH 3 ) COOH -NHCH (CH 3 ) CONHCH [CH 2 CH (CH 3 ) 2 ] COOH, or its ester or salts, and
  • X is N or CH and R is CO 2 H or a herbicidally active derivative
  • the maize cultures are tolerant to the herbicides (A) and (B) contained in the combination, optionally in the presence of safeners.
  • Preferred as component (A) are glufosinates and their salts
  • Glufosinate-ammonium (A1 .1), - L-glufosinate-ammonium (A1 .2) and
  • Bialaphos sodium (A1 .3).
  • the compounds of formula (B1) may further form salts by addition of a suitable inorganic or organic acid such as HCl, HBr, H 2 SO 4 or HNO 3 , but also oxalic acid or sulfonic acids to a basic group such as amino or alkylamino , Suitable substituents which are present in deprotonated form, such as, for example, sulfonic acids or carboxylic acids, can form internal salts with groups which can themselves be protonated, such as amino groups. Salts can also be formed by replacing the hydrogen with a suitable cation for agriculture with suitable substituents, such as, for example, sulfonic acids or carboxylic acids.
  • salts are, for example, metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary ammonium salts with cations of the formula [NRR'R "R"'] + , wherein R to R '"each independently represent an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl.
  • the compounds of general formula (B1) may also include N-oxides.
  • Corresponding pyridine-N-oxides are available as pure oxides at the corresponding pyridine atoms. Appropriate oxidation methods are, for example, in Houben-Weyl, Methods of Organic Chemistry, Extension and following volumes to the 4th edition, Volume E 7b, p 565 f. described.
  • component (B) in each case are:
  • the synergistic effects allow a reduction in the application rates of the individual active ingredients, a higher rate of action / strength over the same harmful plant species at the same application rate, the control of previously unrecognized species (gaps, resistant species), an extension of the period of application and / or a reduction in the number of individual applications required and - as a result for the user - economically and ecologically more advantageous weed control systems.
  • herbicide combinations are provided which can be used particularly favorably in tolerant maize cultures.
  • the herbicides mentioned (A1 .1) to (A1 .3) are taken up via the green parts of the plants and are known as broad-spectrum herbicides or total herbicides; they are inhibitors of the enzyme glutamine synthetase in plants; see “The Pesticide Manual "11th Edition, British Crop Protection Council 1997, pp. 643-645 and 120-121, respectively.
  • the combinations are suitably used in maize cultures that are tolerant to the compounds (A1) and (B).
  • the tolerance may have been produced by breeding or mutation selection (for example, analogously to the commercially available Clearfield® maize cultures from BASF, which are tolerant to imidazolinone herbicides), or else by genetic engineering methods.
  • Some tolerant maize cultures that have been genetically engineered are already known and used in the field, e.g. Liberty Link® corn from Bayer CropScience or Roundup Ready® corn from Monsanto; see . Article in the magazine "sugar beet" 47th year (1998), p. 217 ff .; for the production of transgenic plants which are resistant to glufosinate, cf.
  • the application rates of the herbicides (B) can vary widely.
  • the following ranges are expedient: In general 2.5-500 g AS / ha, preferably 4 to 400 g AS / ha, particularly preferred 5-250 g AS / ha (see the information on the group of the compounds (A)).
  • the combinations according to the invention can be used together with other active ingredients, for example from the group of fungicides, insecticides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries.
  • Additives are, for example, fertilizers, ionic / nonionic wetting agents, oils and dyes.
  • those combinations according to the invention which also contain one or more further active compounds of other structure [active ingredients (C)], for example safeners, plant growth regulators or other herbicides.
  • active ingredients (C) for example safeners, plant growth regulators or other herbicides.
  • active ingredients (B) and (C) for example safeners, plant growth regulators or other herbicides.
  • compositions which can be used according to the invention comprise as active ingredient (C) bicyclopyrones, nicosulfuron, cyprosulfamides, mefenpyr (-diethyl), isoxadifen (-ethyl), acetochlor, alachlor, atrazines, bromoxynil (C4), carfentrazone-ethyl, dicamba, diflufenzopyr , Dimethenamid-P, Florasulam, Flufenacet (Thiafluamide), Flumiclorac-pentyl, Flumioxazine, Fluroxypyr, Fluroxypyr-meptyl, Foramsu lufonon (C 1), Glyphosate, Glyphosate-diammonium, Glyphosateisopropylammonium, Glyphosate-Potassium, Halosulfuron, Lodosulfuron-
  • compositions which can be used according to the invention contain, as active ingredient (C), cyprosulfamides or isoxadifen (-ethyl) as safener.
  • compositions which can be used according to the invention contain at least one active ingredient (C) selected from the group consisting of bicyclopyrone, foramsulfuron (C1), iodosulfuron (C2), isoxaflutole (C3), bromoxynil (C4), flumioxazine (C5 ), Rimsulfuron (C6), mesotrione (C7), thiencarbazone-methyl (C8), tembotrione (C9), atrazine (C10), flufenacet (C1 1), acetochlor (C1 2), toprame zone (C1 3), isoxad ifene ( C14), sulcotrione (C15), Thiencarbazone (C16)
  • Active substance Active substance Active substance (A) (B) (C) (A) (B) (C) (A) (B) (C) A1.1 B1.1 C12
  • A1.1 B1.11 C10 A1.1 B1.13 C4 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
  • A1.2 B1.20 C11 A1.2 B1.22 C5 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
  • the combinations according to the invention have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants.
  • Hard-to-control perennial herbs, which sprout out of rhizomes, rhizomes or other endemic organs, are also well recognized by the active ingredients. It does not matter whether the substances are applied in the pre-sowing, pre-emergence or postemergence process. Preferably, the application is postemergence or early pre-seed or pre-emergence.
  • both groups also combat those harmful plants which are resistant to one or more herbicides or herbicidal groups, for example harmful plants, resulting from a target site resistance or metabolic resistance of ACCAse inhibitors, ALS inhibitors, EPSPS.
  • Inhibitors, H PPD inhibitors, 2,4-D or dicamba can no longer be controlled.
  • the agents according to the invention are applied to the surface of the earth before germination, either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and die completely after three to four weeks ,
  • the herbicidal compositions according to the invention are characterized by a more rapid onset and longer-lasting herbicidal action.
  • the rainfastness of the active ingredients in the inventive Combinations is usually cheap.
  • a particular advantage is the fact that the dosages of compounds (A) and (B) used and effective in the combinations can be set so low that their soil effect is optimal and advantageous over secondary crops. Therefore, their use is not only possible in sensitive cultures, but groundwater contamination is virtually avoided.
  • the combination of active substances according to the invention enables a considerable reduction in the required application rate of the active ingredients.
  • compositions according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, the tolerant or cross-tolerant maize plants are damaged only insignificantly or not at all.
  • the agents according to the invention sometimes have excellent growth-regulatory properties in the maize plants. They are attacking regulate in the plant's own metabolism and can thus be used for the targeted influencing of plant ingredients. Furthermore, they are also suitable for the general control and inhibition of undesirable vegetative growth, without killing the plants. Inhibition of vegetative growth plays an important role in many monocotyledonous and dicotyledonous cultures, since storage can be reduced or completely prevented by increased stability.
  • the control agents for harmful plants can be used in known tolerant or cross-tolerant maize crops or tolerant or genetically modified maize crops to be developed.
  • the transgenic plants are usually characterized by particular advantageous properties, in addition to the resistances to the agents according to the invention, for example, by resistances against plant kranes or pathogens of plant kranes such as certain insects or microorganisms such as fungi, bacteria or viruses.
  • Other special properties relate to z. B. the crop in terms of quantity, quality, shelf life, composition and special ingredients.
  • transgenic plants with increased oil content or altered quality eg. B. other fatty acid composition of the crop known.
  • Transgenic crops such as cotton, with the ability to produce Bacillus thuringiensis toxins (Bt toxins), which make the plants resistant to certain pests (EP-A 0 142 924, EP-A 0 193 259).
  • Bacillus thuringiensis toxins Bacillus thuringiensis toxins
  • transgenic crops with modified fatty acid composition WO 91/013972 A.
  • genetically engineered crops with new content or secondary substances e.g. new phytoalexins which cause increased disease resistance (EP 0 309 862 A, EP 0 464 461 A)
  • transgenic crops characterized by a combination of e.g. the o. g. characterize new properties ("gene stacking")
  • nucleic acid molecules can be introduced into plasmids that undergo mutagenesis or sequence alteration Allow recombination of DNA sequences.
  • base exchanges can be made, partial sequences removed or natural or synthetic sequences added.
  • the production of plant cells having a reduced activity of a gene product can be achieved, for example, by the expression of at least one corresponding antisense RNA, one n se RNA to obtain a cosuppression effect, or the expression of at least one correspondingly engineered ribozyme which is specific Transcripts of the above gene product cleaves.
  • DNA molecules can be used which comprise the entire coding sequence of a gene product, including any flanking sequences which may be present, as well as DNA molecules which comprise only parts of the coding sequence, which parts have to be long enough to be inserted into the Cells cause an antisense effect. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product, but are not completely identical.
  • the synthesized protein may be located in any compartment of the plant cell.
  • the coding region can be linked to DNA sequences that ensure localization in a particular compartment.
  • sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad., U.S.A. 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1 991), 95-106).
  • Expression of the nucleic acid molecules can also be found in the Organelles of the plant cells take place.
  • the transgenic plant cells can be regenerated to whole plants by known techniques.
  • the transgenic plants may, in principle, be plants of any plant species, that is, both monocotyledonous and dicotyledonous plants.
  • the agents according to the invention can be used in transgenic maize cultures which are not only active against component (A) but also against growth substances (such as, for example, 2,4-D or dicamba and / or compounds of group (B)) or against herbicides which essential plant enzymes, eg Acetolactate synthases (ALS), EPSP synthases or Hydoxyphenylpyruvat dioxygenases (HPPD) inhibit, respectively, are tolerant to herbicides from the group of sulfonylureas, glyphosate or Benzoylisoxazole and analogues, or against any combination of these agents.
  • ALS Acetolactate synthases
  • HPPD Hydoxyphenylpyruvat dioxygenases
  • the agents according to the invention can particularly preferably be used in transgenic maize cultures which are tolerant to a combination of glyphosates and glufosinates or to a combination of glufosinates and / or glyphosates and / or sulfonylureas and / or imidazolinones.
  • the invention therefore also provides a method for controlling undesired plant growth in tolerant maize cultures, which comprises applying one or more herbicides of the type (A) with one or more herbicides of the type (B) to the harmful plants, plant parts thereof or the Cultivated area applied.
  • the invention also relates to the novel combinations of compounds (A) + (B) and herbicidal compositions containing them.
  • the active compound combinations according to the invention can be present both as mixed formulations of the two components, optionally with further active ingredients, additives and / or customary formulation auxiliaries, which are then diluted with water in a customary manner, or as so-called tank mixtures by joint dilution of the separately formulated or partially separated formulated components are prepared with water.
  • compositions of the invention can be used in the form of wettable powders, emulsifiable concentrates, sprayable solutions, dusts or granules in the usual preparations.
  • the invention therefore also relates to herbicidal and plant growth-regulating agents which contain the agents according to the invention.
  • the agents according to the invention can be formulated in various ways, depending on which biological and / or chemical-physical parameters are predetermined. Possible formulation options are, for example: wettable powder (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions (OD).
  • WP wettable powder
  • SP water-soluble powders
  • EC emulsifiable concentrates
  • EW emulsions
  • OD oil-in-water and water-in-oil emulsions
  • Injectable powders are preparations which are uniformly dispersible in water and contain surfactants of the ionic and / or nonionic type (wetting agents, dispersants), for example polyoxyethylated alkylphenols, polyoxethylated fatty alcohols, polyoxethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, in addition to the active ingredient except a diluent or inert substance.
  • surfactants of the ionic and / or nonionic type wetting agents, dispersants
  • wetting agents, dispersants for example polyoxyethylated alkylphenols, polyoxethylated fatty alcohols, polyoxethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfon
  • the herbicidal active ingredients are finely ground, for example, in conventional apparatus such as hammer mills, blower mills and air-jet mills and simultaneously or subsequently with the Formulation aids mixed.
  • Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of organic solvents with the addition of one or more surfactants of ionic and / or nonionic type (emulsifiers).
  • organic solvent e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of organic solvents.
  • emulsifiers for example, be used: Al kylarylsulfonsaure calcium salts such as calcium dodecylbenzenesulfonate or nonionic emulsifiers such as fatty acid, alkylaryl, fatty alcohol, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters such.
  • B. Polyoxyethylene. Dusts are obtained by milling the active ingredient with finely divided solids, e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • Suspension concentrates may be water or oil based. You can Kings, for example, by wet grinding by means of commercial bead mills and, if appropriate ls addition of surfactants, such as. B. are already listed above for the other formulation types.
  • Emulsions e.g. Oil-in-water emulsions (EW) can be prepared, for example, by means of stirrers, colloid mills and / or static mixers using aqueous organic solvents and optionally surfactants, as described, for example, in US Pat. listed above for the other formulation types.
  • EW Oil-in-water emulsions
  • Granules can be prepared either by spraying the active substance onto adsorbed, granulated inert material or by applying active substance concentrates by means of adhesives, for example polyvinyl alcohol, polyacrylic acid Sodium or mineral oils, on the surface of carriers such as sand, kaolinites or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers.
  • adhesives for example polyvinyl alcohol, polyacrylic acid Sodium or mineral oils
  • Water-dispersible granules are generally prepared by the customary processes such as spray-drying, fluid-bed granulation, plate granulation, mixing with high-speed mixers and extrusion without solid inert material.
  • spray-drying fluid-bed granulation
  • plate granulation mixing with high-speed mixers and extrusion without solid inert material.
  • spray granules see e.g. Process in "Spray-Drying Handbook” 3rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff; Perry's Chemical Engineer's Handbook, 5th Ed., McGraw-Hill, New York 1973, pp. 8-57.
  • crop protection agents see, e.g. G.C.
  • the agrochemical preparations generally contain 0, 1 to 99 wt .-%, in particular 0.1 to 95 wt .-%, inventive compositions.
  • the active ingredient concentration is, for example, about 10 to 90 wt .-%, the remainder to 1000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000% the active ingredient concentration in spray powders is, for example, about 10 to 90% by weight, the remainder to 100% by weight consisting of conventional formulation ingredients
  • the active ingredient concentration may be about 1 to 90, preferably 5 to 80,% by weight.
  • Dusty formulations contain 1 to 30 wt .-% of active ingredient, preferably usually 5 to 20 wt .-% of active ingredient, sprayable solutions contain about 0.05 to 80, preferably 2 to 50 wt .-% of active ingredient.
  • the active ingredient content depends, in part, on whether the active compound is liquid or solid and which granules, fillers, etc. are used.
  • the content of active ingredient is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.
  • the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, penetrating, preserving, antifreezing and solvent, fillers, carriers and dyes, antifoams, evaporation inhibitors and the pH and the viscosity-influencing agent.
  • glufosinate-ammonium (A1 .2) as well as that of its L-enantiomer can be improved by surface-active substances, preferably by wetting agents from the series of alkyl polyglycol ether sulfates containing, for example, 6 to 18 carbon atoms and in the form of their alkali metal or ammonium salts, but also be used as magnesium salt, such as Ci 2 / Ci 4 fatty alcohol diglycol ether sulfate sodium (®Genapol LRO, Hoechst); see EP-A-0 476 555, EP-A-0 048 436, EP-A-0 336 151 or US 4,400,196 and Proc. EWRS Symp.
  • alkyl polyglycol ether sulfates is also suitable as a penetration aid and enhancer for a number of other herbicides, including for herbicides from the series of imidazolinones; see EP-A-0 502 014.
  • the formulations present in commercial form are optionally diluted in a customary manner, e.g. for wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules by means of water. Dust-like preparations, soil or scattering granules, as well as sprayable solutions are usually no longer diluted with other inert substances before use.
  • the active substances can be applied to the plants, plant parts, plant seeds or the acreage (field soil), preferably to the green plants and plant parts and optionally additionally to the field soil.
  • One possibility of application is the joint application of the active ingredients in the form of tank mixes, with the optimally formulated concentrated Formulations of the individual active ingredients are mixed together in the tank with water and the resulting spray mixture is discharged.
  • a common herbicidal formulation of the combination of active ingredients (A) and (B) according to the invention has the advantage of easier applicability because the amounts of the components are already set in the correct ratio to each other.
  • the adjuvants in the formulation can be optimally tailored to one another while one Ta n k-mix of different formulations can yield undesired combinations of adjuvants.
  • a dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of a combination of active substances according to the invention with 6 parts by weight of alkylphenol polyglycol ether ( ⁇ Triton X 207), 3 parts by weight
  • Isotridecanolpolyglykolether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range, for example, about 255 to about 277 C) mixed and milled in a ball mill to a fineness of less than 5 microns.
  • An emulsifiable concentrate is obtained from 15 parts by weight of a combination of active substances according to the invention, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated nonylphenol as emulsifier.
  • a water-dispersible granules are obtained by
  • a water-dispersible granule is also obtained by adding 25 parts by weight of a combination of active substances according to the invention,
  • Seeds or rhizome pieces of monocotyledonous and dicotyledonous weed plants are placed in sandy clay soil in plastic or cardboard pots and covered with soil.
  • the formulated in the form of concentrated aqueous solutions, wettable powders or emulsion concentrates are then applied as an aqueous solution, suspension or emulsion with a water application rate of 100 to 800 l / ha in different dosages on the surface of the cover soil.
  • the pots are placed in the greenhouse and kept under good growth conditions for the weeds.
  • the visual assessment of plant damage or run-on damage occurs after emergence of the test plants after a test period of 3 to 8 weeks in comparison to untreated controls. As the test results show, the compositions according to the invention have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and weeds.
  • the observed values of the experiments show, at suitable low dosages, an effect of the combinations that are above the Colby Expected Values.
  • compositions according to the invention also have a good herbicidal activity against a broad spectrum of economically important weed grasses and weeds in postemergence. Frequently, effects of the combinations according to the invention are observed which exceed the formal sum of the effects of single application of the herbicides.
  • the observed values of the experiments show, at suitable low dosages, an effect of the combinations which are above the Colby expectation values (see rating in Example 1).
  • Plants of transgenic maize with resistance to one or more herbicides (A) are used in the field on plot size 2 x 5 m under natural field conditions together with typical weed plants; alternatively, weeding occurs naturally when the maize plants are grown.
  • E c expected value according to Colby (see rating to table 1)
  • Corn LL ® Liberty Link corn that is tolerant or resistant to glufosinate-ammonium
  • Application rate g / ai application rate in grams of active ingredient per hectare
  • GA glufosinate-ammonium
  • GA tolerant maize tolerant to GA (GMO: LL maize)
  • Table 6 Crop sustenance in maize (GA tolerant) and efficacy against Setaria viridis
  • Table 7 Crop sustenance in maize (GA tolerant) and efficacy against Pharbitis purpureum
  • Table 8 Crop tolerance in maize (GA tolerant) and efficacy against Eleusine indica. Influence of the safener isoxadifen and cyprosulfamide

Abstract

The invention relates to herbicidal combinations and to the use of herbicidal combinations for combating pest plants in corn cultures, characterized in that the respective herbicide combination (A) contains a herbicide from the group of compounds of the formula (A1), where Z is hydroxy, -NHCH(CH3)CONHCH(CH3)COOH or -NHCH(CH3)CONHCH[CH2CH(CH3)2]COOH, or the esters or salts thereof, and (B) a herbicide of the formula (B1), where X is N or CH and R is CO2H or a herbicidally active derivative, and the corn cultures are tolerant to the herbicides (A) and (B) contained in the combination, optionally in the presence of safeners.

Description

Herbizide Mittel für tolerante oder resistente Maiskulturen  Herbicides for tolerant or resistant maize crops
Beschreibung description
Die Erfindung liegt auf dem Gebiet der Pflanzenschutzmittel, die gegen Schadpflanzen in toleranten oder resistenten Kulturen von Mais eingesetzt werden können und als Herbizidwirkstoffe eine Kombination von zwei oder mehreren Herbiziden enthalten. The invention is in the field of pesticides which can be used against harmful plants in tolerant or resistant crops of maize and contain as herbicidal active ingredients a combination of two or more herbicides.
M it der Einführung von toleranten oder resistenten Maissorten und -linien, insbesondere von transgenen Maissorten und -linien, wird das herkömmliche Unkrautbekämpfungssystem um neue, per se in herkömmlichen Maissorten nichtselektive Wirkstoffe ergänzt. Die Wirkstoffe sind beispielsweise bekan nte breitwirksame Herbizide wie Glyphosate, Sulfosate, Glufosinate, Bilanafos (= Bialaphos) und Imidazolinon-Herbizide, die nunmehr in den jeweils für sie entwickelten toleranten Kulturen eingesetzt werden können. Die Wirksamkeit dieser Herbizide gegen Schadpflanzen in den toleranten Kulturen liegt auf einem hohen Niveau, hängt jedoch - ähnlich wie bei anderen konventionellen Herbizidbehandlungen - von der Art des eingesetzten Herbizids, dessen Aufwandmenge, der jeweiligen Zubereitungsform, d en j ewe i l s zu be käm pfend en Sch ad pfl a nzenstadien, den Klima- und Bodenverhältnissen, etc. ab. Ferner weisen die Herbizide Schwächen (Lücken) gegen spezielle Arten von Schadpflanzen oder resistente Arten auf. Ein weiteres Kriterium ist die Dauer der Wirkung bzw. die Abbaugeschwindigkeit des Herbizids. Zu berücksichtigen sind gegebenenfalls auch Veränderungen in der Empfindlichkeit von Schadpflanzen, die bei längerer Anwendung der Herbizide oder geographisch begrenzt auftreten können. Wirkungsverluste bei einzelnen Pflanzen lassen sich nur bedingt, wenn überhaupt, durch höhere Aufwandmengen der Herbizide ausgleichen. Außerdem besteht immer Bedarf für Methoden, die Herbizidwirkung mit geringerer Aufwandmenge an Wirkstoffen zu erreichen. Eine geringere Aufwandmenge reduziert nicht nur die für die Applikation erforderliche Menge eines Wirkstoffs, sondern reduziert in der Regel auch d ie Menge an nötigen Formul ierungsh ilfsmitteln. Beides verringert den wirtschaftl ichen Aufwand und verbessert d ie ökolog ische Verträgl ich keit der Herbizidbehandlung. Eine Möglichkeit zur Verbesserung des Anwendungsprofils eines Herbizids kann in der Kombination des Wirkstoffs mit einem oder mehreren anderen Wirkstoffen bestehen, welche die gewünschten zusätzlichen Eigenschaften beisteuern. Allerdings treten bei der kombinierten Anwendung mehrerer Wirkstoffe nicht selten Phänomene der chemischen, physikalischen und biologischen Unverträglichkeit auf, z. B. mangelnde Stabilität einer Coformulierung, Zersetzung eines Wirkstoffes bzw. Antagonismus in der biologischen Wirkung der Wirkstoffe. Erwünscht dagegen sind Kombinationen von Wirkstoffen mit günstigem Wirkungsprofil, hoher Stabilität und möglichst synergistisch verstärkter Wirkung, welche eine Reduzierung der Aufwandmenge im Vergleich zur Einzelapplikation der zu kombinierenden Wirkstoffe erlaubt. With the introduction of tolerant or resistant maize varieties and strains, in particular transgenic maize varieties and strains, the traditional weed control system will be supplemented with new non-selective active ingredients per se in conventional maize varieties. The active compounds are for example bekan nte broad-effective herbicides such as glyphosate, sulfosate, glufosinate, bilanafos (= bialaphos) and imidazolinone herbicides, which can now be used in each of them developed tolerant cultures. The effectiveness of these herbicides against harmful plants in the tolerant crops is at a high level, but depends - as in other conventional herbicidal treatments - on the type of herbicide used, its application rate, the particular form of preparation, in each case Sch ad plant stages, the climate and soil conditions, etc. from. Furthermore, the herbicides have weaknesses (gaps) against specific types of harmful plants or resistant species. Another criterion is the duration of the action or the degradation rate of the herbicide. It may also be necessary to take account of changes in the susceptibility of harmful plants, which may occur with prolonged use of the herbicides or geographically. Losses in individual plants can be compensated only partially, if at all, by higher application rates of herbicides. In addition, there is always a need for methods to achieve the herbicidal effect with less application rate of drugs. A lower application rate not only reduces the amount of an active substance required for the application, but generally reduces it also the amount of necessary formulation aids. Both reduce the economic outlay and improve the ecological compatibility of the herbicide treatment. One way to improve the application profile of a herbicide may be to combine the active ingredient with one or more other agents that provide the desired additional properties. However, phenomena of chemical, physical and biological incompatibility often occur in the combined use of several active ingredients, eg. B. lack of stability of a coformulation, decomposition of an active ingredient or antagonism in the biological activity of the active ingredients. Desired, however, are combinations of active ingredients with favorable effect profile, high stability and synergistically enhanced as possible effect, which allows a reduction in the application rate compared to the single application of the active ingredients to be combined.
Die Verbindungen (A) und (B) sind bekannt. Verbindungen vom Typ (A1 ) sind beispielsweise beschrieben in DE-A 2717440. Verbindungen vom Typ (B1 ) sind beispielsweise beschrieben in WO 2007/082098. Mischungen dieser Verbindungen mit anderen Herbiziden sind z.B. beschrieben in WO 2009/029518. Dort werden auch synergistische Mischungen mancher der erfindungsgemäßen (B)-Komponenten mit dem Totalherbizid Glyphosate beschrieben, aber nicht deren Verwendung in toleranten Kulturen, sondern lediglich Synergismus in Bezug auf die herbizide Wirkung gegen Ungräser/Unkräuter. WO 2007/120706 offenbart synergistische Herbizid-Kombinationen (01 , S. 1 , Z. 8-1 1 ), die eine Pyrimidincarbonsäure der Formel 1 (siehe S. 2, Z. 8-16) und ein zweites Herbizid (beispielweise GS (Glutamin Synthase) Inhibitor (01 , S. 2, Z. 25}) oder Herbizid Safener enthalten. US-A-2002/094934 offenbart Herbizid-Kombinationen, die ein Herbizid A (siehe S. 1 , A. 8-14) und ein Herbizid B (siehe S. 1 -2, A. 15-19) enthalten. US-A-2007/179059 offenbart Pyrimidincarbonsäuren und ihre Derivate der Formel I (siehe 04, S. 1 -2). The compounds (A) and (B) are known. Compounds of type (A1) are described, for example, in DE-A 2717440. Compounds of type (B1) are described, for example, in WO 2007/082098. Mixtures of these compounds with other herbicides are described, for example, in WO 2009/029518. There are also described synergistic mixtures of some of the (B) components according to the invention with the total herbicide glyphosate, but not their use in tolerant cultures, but only synergism with respect to the herbicidal activity against weeds / weeds. WO 2007/120706 discloses synergistic herbicide combinations (01, p. 1, Z. 8-1 1) which contain a pyrimidine carboxylic acid of the formula 1 (see p. 2, lines 8-16) and a second herbicide (for example GS (cf. Glutamine synthase) inhibitor (01, p.2, Z.25}) or herbicide safener US-A-2002/094934 discloses herbicide combinations comprising herbicide A (see p.1, A.8-14) and a herbicide B (see p. 1-2, A. 15-19). US-A-2007/179059 discloses pyrimidinecarboxylic acids and their derivatives of the formula I (see 04, p. 1-2).
Überraschenderweise wurde nun gefunden, dass bestimmte Wirkstoffe aus der Gruppe der genannten breitwirksamen Herbizide (A) in Kombination mit bestimmten Herbiziden (B) in besonders günstiger (synergistischer) Weise zusammenwirken, wenn sie in den Maiskulturen eingesetzt werden, die für die selektive Anwendung der erstgenannten Herbizide geeignet sind.  Surprisingly, it has now been found that certain active ingredients from the group of said broad-spectrum herbicides (A) in combination with certain herbicides (B) in a particularly favorable (synergistic) way cooperate when used in the maize cultures, which are used for the selective application of the former Herbicides are suitable.
Gegenstand der Erfindung ist somit die Verwendung von Herbizid-Kombinationen zur Bekämpfung von Schadpflanzen in Maiskulturen, dadurch gekennzeichnet, dass die jeweilige Herbizid-Kombination ein Herbizid aus der Gruppe der Verbindungen der Formel (A1 ) The invention thus relates to the use of herbicide combinations for combating harmful plants in maize crops, characterized in that the respective herbicide combination comprises a herbicide from the group of the compounds of the formula (A1)
worin Z für Hydroxy, -NHCH(CH3)CONHCH(CH3)COOH -NHCH(CH3)CONHCH[CH2CH(CH3)2]COOH steht, oder dessen Ester oder Salze, und wherein Z is hydroxy, -NHCH (CH 3 ) CONHCH (CH 3 ) COOH -NHCH (CH 3 ) CONHCH [CH 2 CH (CH 3 ) 2 ] COOH, or its ester or salts, and
(B) ein Herbizid der Formel (B1 ), (B) a herbicide of the formula (B1),
worin X für N oder CH steht und R für CO2H oder ein herbizid-aktives Derivat steht, enthält und die Maiskulturen gegenüber den in der Kombination enthaltenen Herbiziden (A) und (B), gegebenenfalls in Gegenwart von Safenern, tolerant sind. in which X is N or CH and R is CO 2 H or a herbicidally active derivative, and the maize cultures are tolerant to the herbicides (A) and (B) contained in the combination, optionally in the presence of safeners.
Als Komponente (A) bevorzugt sind jeweils für sich genommen - Glufosinate und dessen Salze, Preferred as component (A) are glufosinates and their salts,
L-Glufosinate und dessen Salze und L-glufosinate and its salts and
Bialaphos und dessen Salze. Bialaphos and its salts.
Als Komponente (A) besonders bevorzugt sind jeweils für sich genommen As component (A), particular preference is given in each case
Glufosinate-ammonium (A1 .1 ), - L-Glufosinate-ammonium (A1 .2) und Glufosinate-ammonium (A1 .1), - L-glufosinate-ammonium (A1 .2) and
Bialaphos-natrium (A1 .3). Bialaphos sodium (A1 .3).
Verbindungen der allgemeinen Formel (B1 ), in denen der Substituent R für CO2H (also Carbonsäure-Funktion) steht, werden als diejenigen Verbindungen angenommen, welche an die aktive Stelle eines Pflanzenenzyms oder eines Rezeptors binden und dadurch eine herbizide Wirkung an der Pflanze hervor rufen. Andere Verbindungen der allgemeinen Formel (B1 ), worin der Substituent R eine Gruppe ist, welche innerhalb von Pflanzen oder der Umwelt in eine Carbonsäurefunktion (also CO2H) umgewandelt werden kann, erzeugen einen ähnlichen herbiziden Effekt und werden von der vorliegenden Erfindung ebenfalls umfasst. Somit werden im Rahmen der vorliegenden Erfind u ng u nter einem herbizid-aktiven Derivat insbesondere Salze, Ester, Carboxamide, Acylhydrazide, Imidate, Thioimidate, Amidine, Acylhalogenide, Acylcyanide, Säureanhydride, Ether, Acetale, Orthoester, Carboxaldehyde, Oxime, Hydrazone, Thiosäuren, Thioester, Dithiolester, Nitrile und jedes andere beliebige Carbonsäurederivat, welches die herbizide Wirkung der Verbindung der allgemeinen Formel (B1 ) nicht auslöscht und in Pflanzen und/oder im Boden beispielsweise durch Hyd rolyse , Oxid ation , Red u ktion bzw. a nd ersartige Metabolisierung die Carbonsäurefunktion bereitstellt, welche je nach pH-Wert in dissoziierter oder undissoziierter Form vorliegt, verstanden. Compounds of the general formula (B1) in which the substituent R is CO 2 H (ie carboxylic acid function) are assumed to be those compounds which bind to the active site of a plant enzyme or a receptor and thereby cause a herbicidal activity on the plant. Other compounds of general formula (B1) in which the substituent R is a group which can be converted into a carboxylic acid function (ie CO 2 H) within plants or the environment produce a similar herbicidal effect and are also encompassed by the present invention , Thus, in the context of the present invention, among a herbicidally active derivative, in particular salts, esters, carboxamides, acylhydrazides, imidates, thioimidates, amidines, acyl halides, acyl cyanides, acid anhydrides, ethers, acetals, orthoesters, carboxaldehydes, oximes, hydrazones, thioacids , Thioesters, dithiol esters, nitriles and any other carboxylic acid derivative which does not quench the herbicidal activity of the compound of the general formula (B1) and in plants and / or in the soil, for example by hydrolysis, oxidation, reductions or other Metabolization provides the carboxylic acid function, which is present depending on the pH in dissociated or undissoziierter form, understood.
Die Verbindungen der Formel (B1 ) können ferner durch Anlagerung einer geeigneten anorganischen oder organischen Säure, wie beispielsweise HCl, HBr, H2SO4 oder HNO3, aber auch Oxalsäure oder Sulfonsäuren an eine basische Gruppe, wie z.B. Amino oder Alkylamino, Salze bilden. Geeignete Substituenten, die in deprotonierter Form, wie z.B. Sulfonsäuren oder Carbonsäuren, vorliegen, können innere Salze mit ihrerseits protonierbaren Gruppen, wie Aminogruppen bilden. Salze können ebenfalls dadurch gebildet werden, dass bei geeigneten Substituenten, wie z.B. Sulfonsäuren oder Carbonsäuren, der Wasserstoff durch ein für die Landwirtschaft geeignetes Kation ersetzt wird . Diese Salze si nd beispielsweise Metal l salze, i nsbesondere Alkalimetallsalze oder Erdalkalimetallsalze, insbesondere Natrium- und Kaliumsalze, oder auch Ammoniumsalze, Salze mit organischen Aminen oder quartäre (quaternäre) Ammoniumsalze mit Kationen der Formel [NRR'R"R"']+, worin R bis R'" jeweils unabhängig voneinander einen organischen Rest, insbesondere Alkyl, Aryl, Aralkyl oder Alkylaryl darstellen. Insbesondere können die Verbindungen der allgemeinen Formel (B1 ) auch N-Oxide umfassen. Entsprechende Pyridin-N-Ox id e s i n d ü be r e i n e Ox id at io n d e r entsprechenden Pyrid ine zugäng l ich . Geeig nete Oxidationsmethoden sind beispielsweise in Houben-Weyl, Methoden der organischen Chemie, Erweiterungs- und Folgebände zur 4. Auflage, Band E 7b, S. 565 f. beschrieben. The compounds of formula (B1) may further form salts by addition of a suitable inorganic or organic acid such as HCl, HBr, H 2 SO 4 or HNO 3 , but also oxalic acid or sulfonic acids to a basic group such as amino or alkylamino , Suitable substituents which are present in deprotonated form, such as, for example, sulfonic acids or carboxylic acids, can form internal salts with groups which can themselves be protonated, such as amino groups. Salts can also be formed by replacing the hydrogen with a suitable cation for agriculture with suitable substituents, such as, for example, sulfonic acids or carboxylic acids. These salts are, for example, metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary ammonium salts with cations of the formula [NRR'R "R"'] + , wherein R to R '"each independently represent an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl. In particular, the compounds of general formula (B1) may also include N-oxides. Corresponding pyridine-N-oxides are available as pure oxides at the corresponding pyridine atoms. Appropriate oxidation methods are, for example, in Houben-Weyl, Methods of Organic Chemistry, Extension and following volumes to the 4th edition, Volume E 7b, p 565 f. described.
Als Komponente (B) bevorzugt sind jeweils für sich genommen: Preferred as component (B) in each case are:
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure (B1 .0) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure methylester (B1 .1 ) Methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .1)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure ethylester (B1 .2)  Ethyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .2)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-n- propylester (B1 .3) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid n-propyl ester (B1 .3)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-i- propylester (B1 .4) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid i-propyl ester (B1 .4)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-n- butylester (B1 .5) - 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-2- butylester (B1 .6) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid n-butyl ester (B1 .5) - 4-Amino-3-chloro-6- (4 -chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid-2-butyl ester (B1 .6)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-tert- butylester (B1 .7) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid tert-butyl ester (B1 .7)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- allylester (B1 .8) 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid allyl ester (B1 .8)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-2- butoxy-ethylester (B1 .9) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid 2-butoxyethyl ester (B1 .9)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- triethylammoniunnsalz (B1 .10) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid triethylammonium salt (B1 .10)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- Kaliumsalz (B1 .1 1 ) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid potassium salt (B1 .1 1)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure (B1 .12) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid (B1 .12)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure - methylester (B1 .13)  Methyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1.13)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure - ethylester (B1 .14) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid ethyl ester (B1 .14)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure-n propylester (B1 .15) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid n-propyl ester (B1 .15)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure-i- propylester (B1 .16) I-propyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1.16)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure-n butylester (B1 .17) N-butyl ester of 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .17)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure-2 butylester (B1 .18) 6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbon butylester (B1 .19) 2-Butyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .18) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carbon butyl ester (B1 .19)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbon allylester (B1 .20) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carbon allyl ester (B1 .20)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure-2- butoxy-ethylester (B1 .21 ) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid 2-butoxyethyl ester (B1 .21)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbon triethylamnnoniunnsalz (B1 .22) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carbon triethylammonium salt (B1 .22)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbon 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic
Kaliumsalz (B1 .23)  Potassium salt (B1 .23)
Besonders bevorzugt sind als Komponenten (B) Particularly preferred are as components (B)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure (B1 .0) und 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0) and
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure methylester (B1 .1 ) Methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .1)
In einer anderen Ausführungsform besonders bevorzugt sind als Komponenten (B) In another embodiment, particular preference is given as components (B)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure (B1 .12) und 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid (B1 .12) and
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure - methylester (B1 .13) Die synergistischen Wirkungen werden bei gemeinsamer Ausbringung der Wirkstoffe (A) und (B) beobachtet, können jedoch auch bei zeitlich getrennter Anwendung (Splitting) festgestellt werden. Möglich ist auch die Anwendung der Herbizide oder der Herbizid-Kombinationen in mehreren Portionen (Sequenzanwendung), z. B. nach Anwendungen nach Vorsaat bzw. im Vorauflauf, gefolgt von Nachauflauf-Applikationen oder nach frühen Nachauflaufanwendungen, gefolgt von Applikationen im mittleren oder späten Nachauflauf. Bevorzugt ist dabei die simultane Anwendung der Wirkstoffe der jeweiligen Kombination, gegebenenfalls in mehreren Portionen. Aber auch die zeitversetzte Anwendung der Einzelwirkstoffe einer Kombination ist möglich und kann im Einzelfall vorteilhaft sein . In diese Systemanwendung können auch andere Pflanzenschutzmittel wie Fungizide, Insektizide, Akarizide etc. und/oder verschiedene Hilfsstoffe, Adjuvantien und/oder Düngergaben integriert werden. Methyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1.13) The synergistic effects are observed when the active ingredients (A) and (B) are applied together, but they can also be detected by splitting. It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. After pre-seed or pre-emergence applications, followed by post-emergence applications or early post-emergence applications, followed by mid-late post-emergence applications. Preference is given to the simultaneous use of the active ingredients of the respective combination, optionally in several portions. But the time-delayed application of the individual active ingredients of a combination is possible and may be advantageous in individual cases. In this system application, other crop protection agents such as fungicides, insecticides, acaricides, etc. and / or various adjuvants, adjuvants and / or fertilizers can be integrated.
Die synergistischen Effekte erlauben eine Reduktion der Aufwandmengen der Einzelwirkstoffe, eine höhere Wirkungsgeschwindigkeit/-stärke gegenüber derselben Schadpflanzenart bei gleicher Aufwandmenge, die Kontrolle bislang nicht erfasster Arten (Lücken, resistente Arten), eine Ausdehnung des Anwendungszeitraums und/oder eine Reduzierung der Anzahl notwendiger Einzelanwendungen und - als Resu ltat fü r den Anwend er - ökonomisch und ökologisch vorteilhaftere Unkrautbekämpfungssysteme. The synergistic effects allow a reduction in the application rates of the individual active ingredients, a higher rate of action / strength over the same harmful plant species at the same application rate, the control of previously unrecognized species (gaps, resistant species), an extension of the period of application and / or a reduction in the number of individual applications required and - as a result for the user - economically and ecologically more advantageous weed control systems.
Beispielsweise werden durch die erfindungsgemäßen Kombinationen aus (A)+(B) synergistische Wirkungssteigerungen möglich, die weit und in unerwarteter Weise über die Wirkungen hinausgehen, die mit den Einzelwirkstoffen (A) und (B) erreicht werden. For example, the combinations of (A) + (B) according to the invention make possible synergistic increases in activity which go far and unexpectedly beyond the effects achieved with the individual active compounds (A) and (B).
Erfindungsgemäß werden Herbizid-Kombinationen bereitgestellt, die in toleranten Maiskulturen besonders günstig eingesetzt werden können. According to the invention, herbicide combinations are provided which can be used particularly favorably in tolerant maize cultures.
Die genannten Herbizide (A1 .1 ) bis (A1 .3) werden über die grünen Teile der Pflanzen aufgenommen und sind als Breitspektrum-Herbizide oder Totalherbizide bekannt; sie sind Hemmstoffe des Enzyms Glutaminsynthetase in Pflanzen; siehe "The Pesticide Manual" 1 1 th Edition, British Crop Protection Council 1997, S. 643-645 bzw. 120-121 . The herbicides mentioned (A1 .1) to (A1 .3) are taken up via the green parts of the plants and are known as broad-spectrum herbicides or total herbicides; they are inhibitors of the enzyme glutamine synthetase in plants; see "The Pesticide Manual "11th Edition, British Crop Protection Council 1997, pp. 643-645 and 120-121, respectively.
In den erfindungsgemäßen Kombinationen benötigt man in der Regel vom Wirkstoff (A) am Beispiel des Racemats von Glufosinate eine Aufwandmenge im Bereich von 12,5 bis 2500 g AS/ha (=Gramm Aktivsubstanz pro Hektar), vorzugsweise 25 bis 2500 g AS/ha, besonders bevorzugt 50 - 1500 g AS/ha. Entsprechende in Mol pro Hektar umgerechnete Mengen gelten auch für (A1 .1 ), (A1 .2) und (A1 .3). In the combinations according to the invention, as a rule the active ingredient (A) is used on the example of the racemate of glufosinate in the range from 12.5 to 2500 g AS / ha (= grams of active substance per hectare), preferably 25 to 2500 g AS / ha , more preferably 50-1500 g AS / ha. Corresponding amounts converted into moles per hectare also apply to (A1 .1), (A1 .2) and (A1 .3).
Die Kombinationen werden zweckmäßig in Maiskulturen eingesetzt, die gegenüber den Verbindungen (A1 ) und (B) tolerant sind. Die Toleranz kann dabei durch Züchtung oder Mutationsselektion erzeugt worden sein (z.B. analog zu den kommerziell erhältlichen Clearfield®-Maiskulturen der Firma BASF, welche gegen Imidazolinon-Herbizide tolerant sind), oder auch durch gentechnische Verfahren. Einige tolerante Maiskulturen, die gentechnisch erzeugt wurden, sind bereits bekannt und werden in der Praxis eingesetzt, z.B. Liberty Link® Mais der Firma Bayer CropScience oder Roundup Ready® Mais der Firma Monsanto; vgl . Artikel in der Zeitschrift "Zuckerrübe" 47. Jahrgang (1998), S. 217 ff.; zur Herstellung transgener Pflanzen, die gegen Glufosinate resistent sind, vgl. EP-A-0 242 246, EP-A-0 242 236, EP-A-0 257542, EP-A-0275957, EP-A-0 513 054). Bekannt sind ebenfalls Kreuzungen von verschiedenen GMO- Toleranzprinzipien, die multi-tolerante Pflanzen ergeben. The combinations are suitably used in maize cultures that are tolerant to the compounds (A1) and (B). The tolerance may have been produced by breeding or mutation selection (for example, analogously to the commercially available Clearfield® maize cultures from BASF, which are tolerant to imidazolinone herbicides), or else by genetic engineering methods. Some tolerant maize cultures that have been genetically engineered are already known and used in the field, e.g. Liberty Link® corn from Bayer CropScience or Roundup Ready® corn from Monsanto; see . Article in the magazine "sugar beet" 47th year (1998), p. 217 ff .; for the production of transgenic plants which are resistant to glufosinate, cf. EP-A-0 242 246, EP-A-0 242 236, EP-A-0 257542, EP-A-0275957, EP-A-0 513 054). Also known are crosses of various GMO tolerance principles that yield multi-tolerant plants.
Die Aufwandmengen der Herbizide (B) können stark variieren. Zweckmäßig sind folgende Bereiche: Im Allgemeinen 2,5 - 500 g AS/ha, bevorzugt 4 bis 400 g AS/ha, besonders bevorzugt 5 - 250 g AS/ha (vgl. die Angaben zur Gruppe der Verbindungen (A)). The application rates of the herbicides (B) can vary widely. The following ranges are expedient: In general 2.5-500 g AS / ha, preferably 4 to 400 g AS / ha, particularly preferred 5-250 g AS / ha (see the information on the group of the compounds (A)).
Die Mengenverhältn isse der Verbindungen (A) und (B) ergeben sich aus den genannten Aufwandmengen für die Einzelstoffe. The Mengenverhältn isse of the compounds (A) and (B) result from the stated application rates for the individual substances.
Von besonderem Interesse ist die Verwendung jeder einzelnen der nachfolgend tabellarisch aufgeführten Kombinationen. Of particular interest is the use of each of the following tabulated combinations.
Tabelle 1 Table 1
Nr. Wirkstoff (A) Wirkstoff (B) No. Active substance (A) Active substance (B)
1 A1.1 B1.0 1 A1.1 B1.0
2 A1.1 B1.1  2 A1.1 B1.1
3 A1.1 B1.2  3 A1.1 B1.2
4 A1.1 B1.3  4 A1.1 B1.3
5 A1.1 B1.4  5 A1.1 B1.4
6 A1.1 B1.5  6 A1.1 B1.5
7 A1.1 B1.6  7 A1.1 B1.6
8 A1.1 B1.7  8 A1.1 B1.7
9 A1.1 B1.8  9 A1.1 B1.8
10 A1.1 B1.9  10 A1.1 B1.9
11 A1.1 B1.10  11 A1.1 B1.10
12 A1.1 B1.11  12 A1.1 B1.11
13 A1.1 B1.12  13 A1.1 B1.12
14 A1.1 B1.13  14 A1.1 B1.13
15 A1.1 B1.14  15 A1.1 B1.14
16 A1.1 B1.15  16 A1.1 B1.15
17 A1.1 B1.16  17 A1.1 B1.16
18 A1.1 B1.17  18 A1.1 B1.17
19 A1.1 B1.18  19 A1.1 B1.18
20 A1.1 B1.19  20 A1.1 B1.19
21 A1.1 B1.20  21 A1.1 B1.20
22 A1.1 B1.21  22 A1.1 B1.21
23 A1.1 B1.22  23 A1.1 B1.22
24 A1.1 B1.23  24 A1.1 B1.23
25 A1.2 B1.0  25 A1.2 B1.0
26 A1.2 B1.1 Nr. Wirkstoff (A) Wirkstoff (B)26 A1.2 B1.1 No. Active substance (A) Active substance (B)
27 A1.2 B1.2 27 A1.2 B1.2
28 A1.2 B1.3  28 A1.2 B1.3
29 A1.2 B1.4  29 A1.2 B1.4
30 A1.2 B1.5  30 A1.2 B1.5
31 A1.2 B1.6  31 A1.2 B1.6
32 A1.2 B1.7  32 A1.2 B1.7
33 A1.2 B1.8  33 A1.2 B1.8
34 A1.2 B1.9  34 A1.2 B1.9
35 A1.2 B1.10 35 A1.2 B1.10
36 A1.2 B1.1136 A1.2 B1.11
37 A1.2 B1.1237 A1.2 B1.12
38 A1.2 B1.1338 A1.2 B1.13
39 A1.2 B1.1439 A1.2 B1.14
40 A1.2 B1.1540 A1.2 B1.15
41 A1.2 B1.1641 A1.2 B1.16
42 A1.2 B1.1742 A1.2 B1.17
43 A1.2 B1.1843 A1.2 B1.18
44 A1.2 B1.1944 A1.2 B1.19
45 A1.2 B1.2045 A1.2 B1.20
46 A1.2 B1.2146 A1.2 B1.21
47 A1.2 B1.2247 A1.2 B1.22
48 A1.2 B1.2348 A1.2 B1.23
49 A1.3 B1.0 49 A1.3 B1.0
50 A1.3 B1.1  50 A1.3 B1.1
51 A1.3 B1.2  51 A1.3 B1.2
52 A1.3 B1.3  52 A1.3 B1.3
53 A1.3 B1.4  53 A1.3 B1.4
54 A1.3 B1.5  54 A1.3 B1.5
55 A1.3 B1.6 Nr. Wirkstoff (A) Wirkstoff (B) 55 A1.3 B1.6 No. Active substance (A) Active substance (B)
56 A1.3 B1.7  56 A1.3 B1.7
57 A1.3 B1.8  57 A1.3 B1.8
58 A1.3 B1.9  58 A1.3 B1.9
59 A1.3 B1.10  59 A1.3 B1.10
60 A1.3 B1.11  60 A1.3 B1.11
61 A1.3 B1.12  61 A1.3 B1.12
62 A1.3 B1.13  62 A1.3 B1.13
63 A1.3 B1.14  63 A1.3 B1.14
64 A1.3 B1.15  64 A1.3 B1.15
65 A1.3 B1.16  65 A1.3 B1.16
66 A1.3 B1.17  66 A1.3 B1.17
67 A1.3 B1.18  67 A1.3 B1.18
68 A1.3 B1.19  68 A1.3 B1.19
69 A1.3 B1.20  69 A1.3 B1.20
70 A1.3 B1.21  70 A1.3 B1.21
71 A1.3 B1.22  71 A1.3 B1.22
72 A1.3 B1.23  72 A1.3 B1.23
In Einzelfällen kann es sinnvoll sein, eine oder mehrere der Verbindungen (A) mit mehreren Verbindungen (B) zu kombinieren. Weiterhin können die erfindungsgemäßen Kombinationen zusammen mit anderen Wirkstoffen beispielsweise aus der Gruppe der Fungizide, Insektizide und Pflanzenwachstumsregulatoren oder aus der Gruppe der im Pflanzenschutz üblichen Zusatzstoffe und Formulierungshilfsmittel eingesetzt werden. Zusatzstoffe sind beispielsweise Düngemittel, ionische/nichtionische Netzmittel, Öle und Farbstoffe. In individual cases, it may be useful to combine one or more of the compounds (A) with several compounds (B). Furthermore, the combinations according to the invention can be used together with other active ingredients, for example from the group of fungicides, insecticides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries. Additives are, for example, fertilizers, ionic / nonionic wetting agents, oils and dyes.
Dabei sind auch solche Kombinationen erfindungsgemäß, die noch ein oder mehrere weitere Wirkstoffe anderer Struktur [Wirkstoffe (C)], z.B. Safener, Pflanzenwachstumsregulatoren oder weitere Herbizide, enthalten. Für Kombinationen der letztgenannten Art mit drei oder mehr Wirkstoffen gelten die für erfindungsgemäße Zweierkombinationen erläuterten bevorzugten Bedingungen in erster Linie ebenfalls, sofern darin die erfindungsgemäßen Zweierkombinationen enthalten sind und bezüglich der betreffenden Zweierkombination. Insofern Maiskulturen nicht naturgemäß eine Toleranz gegen den Wirkstoffen (B) und (C) aufweisen, muss eine solche durch Mutationsselektion, Züchtung oder gentechnisch erzeugt werden, um erfindungsgemäße Verwendungen zu ermöglichen. In this case, those combinations according to the invention which also contain one or more further active compounds of other structure [active ingredients (C)], for example safeners, plant growth regulators or other herbicides. For combinations of the last-mentioned type with three or more active ingredients, the preferred conditions explained for two-person combinations according to the invention also apply primarily insofar as they contain the two-person combinations according to the invention and with respect to the two-person combination in question. Inasmuch as maize cultures do not naturally have a tolerance to the active ingredients (B) and (C), such must be produced by mutation selection, breeding or genetically engineered to allow uses according to the invention.
Als Wirkstoff (C) sind z.B. die Safener Benoxacor, Cloquintocet (-mexyl), Cyometrinil, Cyprosulfamide, Dichlormid, Fenchlorazole (-ethyl), Fenclorim, Flurazole, Fluxofenim, Furilazole, Isoxadifen (-ethyl), Mefenpyr (-diethyl), Naphthalic anhydride, Oxabetrinil, "AD-67" oder "MON 4660" (= 3-Dichloracetyl-1-oxa-3-aza-spiro[4,5]decan), "ΤΊ-35" (= 1-Dichloracetyl-azepan),„Dimepiperate" oder "MY-93" (= Piperidin-1-thiocarbonsäure- S-1-methyl-1-phenylethylester), "Daimuron" oder "SK 23" (= 1 -(1 -Methyl-1 -phenylethyl)- 3-p-tolyl-harnstoff) oder "Cumyluron" = "JC-940" (= 3-(2-Chlorphenylmethyl)-1-(1- methyl-1-phenyl-ethyl)harnstoff) oder die folgenden Herbizide bzw. Pflanzenwachstumsregulatoren geeignet: As active ingredient (C) are e.g. the safeners benoxacor, cloquintocet (-mexyl), cyometrinil, cyprosulfamides, dichloromide, fenchlorazoles (-ethyl), fenclorim, flurazoles, fluxofenim, furilazoles, isoxadifen (-ethyl), mefenpyr (-diethyl), naphthalic anhydrides, oxabetrinil, "AD 67 "or" MON 4660 "(= 3-dichloroacetyl-1-oxa-3-aza-spiro [4,5] decane)," ΤΊ-35 "(= 1-dichloroacetyl-azepane)," dimepiperate "or" MY -93 "(= piperidine-1-thiocarboxylic acid S-1-methyl-1-phenylethyl ester)," daimurone "or" SK 23 "(= 1 - (1-methyl-1-phenylethyl) -3-p-tolyl- urea) or "cumyluron" = "JC-940" (= 3- (2-chlorophenylmethyl) -1- (1-methyl-1-phenylethyl) urea) or the following herbicides or plant growth regulators:
Acetochlor, Acibenzolar, Acibenzolar-S-methyl, Acifluorfen, Acifluorfen-sodium, Aclonifen, Alachlor, Allidochlor, Alloxydim, Alloxydim-sodium, Ametryn, Amicarbazone, Amidochlor, Amidosulfuron, Aminocyclopyrachlor, Aminopyralid, Amitrole, Ammoniumsulfamat, Ancymidol, Anilofos, Asulam, Atrazine, Azafenidin, Azimsulfuron, Aziprotryn, Beflubutamid, Benazolin, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulide, Bensulfuron, Bensulfuron-methyl, Bentazone, Benzfendizone, Benzobicyclon, Benzofenap, Benzofluor, Benzoylprop, Bicyclopyrone, Bifenox, Bispyribac, Bispyribac-natrium, Bromacil, Bromobutide, Bromofenoxim, Bromoxynil (C4), Bromuron, Buminafos, Busoxinone, Butachlor, Butafenacil, Butamifos, Butenachlor, Butralin, Butroxydim, Butylate, Cafenstrole, Carbetamide, Carfentrazone, Carfentrazone-ethyl, Chlomethoxyfen, Chloramben, Chlorazifop, Chlorazifop-butyl, Chlorbromuron, Chlorbufam, Chlorfenac, Chlorfenac-natrium, Chlorfenprop, Chlorflurenol, Chlorflurenol-methyl, Chloridazon, Chlorimuron, Chlorimuron-ethyl, Chlormequat-chlorid, Chlornitrofen, Chlorophthalim, Chlorthal-dimethyl, Chlorotoluron, Chlorsulfuron, Cin idon, Cin idon-ethyl , Cinmethyl in , Cinosulfuron , Clethod im , Clodinafop, Clodinafop-propargyl, Clofencet, Clonnazone, Clonneprop, Cloprop, Clopyralid, Cloransulam, Cloransulam-methyl, Cumyluron, Cyanamide, Cyanazine, Cyclanilide, Cycloate, Cyclosulfamuron, Cycloxydim, Cycluron, Cyhalofop, Cyhalofop- butyl, Cyperquat, Cyprazine, Cyprazole, 2,4-D, 2,4-DB, Dainnuron/Dynnron, Dalapon, Daminozide, Dazonnet, n-Decanol, Desmedipham, Desmetryn, Detosyl-Pyrazolate (DTP), Diallate, Dicamba, Dichlobenil, Dichlorprop, Dichlorprop-P, Diclofop, Diclofop- methyl, Diclofop-P-methyl, Diclosulam , Diethatyl, Diethatyl-ethyl, Difenoxuron, Difenzoquat, Diflufenican, Diflufenzopyr, Diflufenzopyr-natrium, Dimefuron, Dikegulac- sodium, Dimefuron, Dimepiperate, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimethipin, Dimetrasulfuron, Dinitramine, Dinoseb, Dinoterb, Diphenamid, Dipropetryn, Diquat, Diquat-dibromide, Dithiopyr, Diuron, DNOC, Eglinazine-ethyl , Endothal , EPTC, Esprocarb, Ethalflural in , Ethametsulfuron , Ethametsulfuron-methyl, Ethephon, Ethidimuron, Ethiozin, Ethofumesate, Ethoxyfen, Ethoxyfen-ethyl, Ethoxysulfuron, Etobenzanid, F-5331 , d.h. N-[2-Chlor-4-fluor-5-[4-(3- fluorpropyl)-4,5-dihydro-5-oxo-1 H-tetrazol-1 -yl]-phenyl]-ethansulfonamid, F-7967, d. h. 3-[7-Chlor-5-fluor-2-(trifluormethyl)-1 H-benzimidazol-4-yl]-1 -methyl-6- (trifluormethyl)pyrimidin-2,4(1 H,3H)-dion, Fenoprop, Fenoxaprop, Fenoxaprop-P, Fenoxaprop-ethyl, Fenoxaprop-P-ethyl, Fenoxasulfone, Fentrazamide, Fenuron, Flamprop, Flamprop-M-isopropyl, Flamprop-M-methyl, Flazasulfuron, Florasulam, Fluazifop, Fluazifop-P, Fluazifop-butyl, Fluazifop-P-butyl, Fluazolate, Flucarbazone, Flucarbazone-sodium, Flucetosulfuron, Fluchloralin, Flufenacet (Thiafluamide), Flufenpyr, Flufenpyr-ethyl, Flumetralin, Flumetsulam, Flumiclorac, Flumiclorac-pentyl, Flumioxazin, Flumipropyn, Fluometuron, Fluorodifen, Fluoroglycofen, Fluoroglycofen- ethyl, Flupoxam, Flupropacil, Flupropanate, Flupyrsulfuron, Flupyrsulfuron-methyl- sodium, Flurenol, Flurenol-butyl, Fluridone, Flurochloridone, Fluroxypyr, Fluroxypyr- meptyl , Flurprim idol , Flurtamone, Fluth iacet, Fluth iacet-methyl, Fluthiamide, Fomesafen, Foramsulfuron (C1 ), Forchlorfenuron , Fosam ine, Furyloxyfen, G ibberel l i nsäu re, Glyphosate , Glyphosate-diammonium, Glyphosate- isopropylammonium, Glyphosate-Kalium, H-9201 , d. h. O-(2,4-Dimethyl-6-nitrophenyl)- O-ethyl-isopropylphosphoramidothioat, Halosafen, Halosulfuron, Halosulfuron-methyl, Haloxyfop, Haloxyfop-P, Haloxyfop-ethoxyethyl, Haloxyfop-P-ethoxyethyl, Haloxyfop- methyl, Haloxyfop-P-methyl, Hexazinone, HW-02, d. h. l-(Dimethoxyphosphoryl)- ethyl(2,4-dichlorphenoxy)acetat, Imazannethabenz, Imazamethabenz-nnethyl, Imazamox, Imazannox-annnnoniunn, Imazapic, Imazapyr, Imazapyr-isopropylammonium, Imazaquin, Imazaquin-ammoniunn, Imazethapyr, Imazethapyr-annnnoniunn, Imazosulfuron, Inabenfide, Indanofan, Indaziflam, Indolessigsäure (IAA), 4-lndol-3- ylbuttersäure (IBA), lodosulfuron (C2), lodosulfuron-methyl-natriunn (C2), loxynil, Ipfencarbazone, Isocarbamid, Isopropalin, Isoproturon, Isouron, Isoxaben, Isoxachlortole, Isoxaflutole (C3), Isoxapyrifop, KUH-043, d. h.3-({[5-(Difluormethyl)-1- methyl-3-(trifluornnethyl)-1 H-pyrazol-4-yl]methyl}sulfonyl)-5,5-dinnethyl-4,5-dihydro-1 ,2- oxazol, Karbutilate, Ketospiradox, Lactofen, Lenacil, Linuron, Maleinsäurehydrazid, MCPA, MCPB, MCPB-methyl, -ethyl und -natrium, Mecoprop, Mecoprop-nat um, Mecoprop-butotyl, Mecoprop-P-butotyl, Mecoprop-P-dimethylammonium, Mecoprop-P- 2-ethylhexyl, Mecoprop-P-kalium, Mefenacet, Mefluidide, Mepiquat-chlorid, Mesosulfuron, Mesosulfuron-methyl, Mesosulfuron-methyl-Natrium, Mesotrione, Methabenzthiazuron, Metam, Metamifop, Metamitron, Metazachlor, Metazasulfuron, Methazole, Methiopyrsulfuron, Methiozolin, Methoxyphenone, Methyldymron, 1- Methylcyclopropen, Methyl isothiocyanat, Metobenzuron, Metobromuron, Metolachlor, S-Metolachlor, Metosulam, Metoxuron, Metribuzin, Metsulfuron, Metsulfuron-methyl, Molinate, Monalide, Monocarbamide, Monocarbamide-dihydrogensulfat, Monolinuron, Monosulfuron, Monosulfuron-ester, Monuron, MT-128, d. h. 6-Chlor-N-[(2E)-3- chlorprop-2-en-1-yl]-5-methyl-N-phenylpyridazin-3-amin, MT-5950, d. h. N-[3-Chlor-4- (1-methylethyl)-phenyl]-2-methylpentanamid, NGGC-011, Naproanilide, Napropamide, Naptalam, NC-310, d.h. 4-(2,4-Dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole, Neburon, Nicosulfuron, Nipyraclofen, Nitralin, Nitrofen, Nitrophenolat-natrium (Isomerengemisch), Nitrofluorfen, Nonansäure, Norflurazon, Orbencarb, Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paclobutrazol, Paraquat, Paraquat-dichlorid, Pelargonsäure (Nonansäure), Pendimethalin, Pendralin, Penoxsulam, Pentanochlor, Pentoxazone, Perfluidone, Pethoxamid, Phenisopham, Phenmedipham, Phenmedipham-ethyl, Picloram, Picolinafen, Pinoxaden, Piperophos, Pirifenop, Pirifenop-butyl, Pretilachlor, Primisulfuron, Primisulfuron-methyl, Probenazole, Profluazol, Procyazine, Prodiamine, Prifluraline, Profoxydim, Prohexadione, Prohexadione-calcium, Prohydrojasmone, Prometon, Prometryn, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone, Propoxycarbazone-natrium, Propyrisulfuron, Propyzamide, Prosulfalin, Prosulfocarb, Prosulfuron, Prynachlor, Pyraclonil, Pyraflufen, Pyraflufen-ethyl , Pyrasulfotole, Pyrazolynate (Pyrazolate), Pyrazosulfuron , Pyrazosulfuron-ethyl, Pyrazoxyfen, Pyribambenz, Pyribambenz-isopropyl, Pyribambenz-propyl, Pyribenzoxim, Pyributicarb, Pyridafol, Pyridate, Pyriftalid, Pyriminobac, Pyriminobac-methyl, Pyrimisulfan, Pyrithiobac, Pyrithiobac-natrium, Pyroxasulfone, Pyroxsulam, Quinclorac, Quinmerac, Quinoclamine, Quizalofop, Quizalofop-ethyl, Quizalofop-P, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Rimsulfuron, Saflufenacil, Secbumeton, Sethoxydim, Siduron, Simazine, Simetryn, SN-106279, d. h. Methyl-(2R)-2-({7-[2-chlor-4-(trifluormethyl)phenoxy]-2-naphthyl}oxy)propanoat, Sulcotrione, Sulfallate (CDEC), Sulfentrazone, Sulfometuron, Sulfometuron-methyl, Sulfosate (Glyphosate-trimesium), Sulfosulfuron, SYN-523, SYP-249, d. h. 1 -Ethoxy-3- methyl-1 -oxobut-3-en-2-yl-5-[2-chlor-4-(trifluormethyl)phenoxy]-2-nitrobenzoat, SYP- 300, d. h. 1 -[7-Fluor-3-oxo-4-(prop-2-in-1 -yl)-3,4-dihydro-2H-1 ,4-benzoxazin-6-yl]-3- propyl-2-thioxoimidazolidin-4,5-dion, Tebutam, Tebuthiuron, Tecnazene, Tefuryltrione, Tembotrione, Tepraloxyd im , Terbacil , Terbucarb, Terbuchlor, Terbumeton , Terbuthylazine, Terbutryn, Thenylchlor, Thiafluannide, Thiazafluron, Thiazopyr, Thidiazimin, Thidiazuron, Thiencarbazone, Thiencarbazone-methyl, Thifensulfuron, Thifensulfuron-nnethyl, Thiobencarb, Tiocarbazil, Topramezone, Tralkoxydinn, Triallate, Triasu lfu ron , Triaziflann , Triazofenann ide, Tri ben u ron , Tri ben u ron-methyl, Trichloressigsäure (TCA), Triclopyr, Tridiphane, Trietazine, Trifloxysulfuron , Trifloxysulfuron-natrium, Trifluralin, Triflusulfuron, Triflusulfuron-methyl, Trimeturon, Trinexapac, Trinexapac-ethyl, Tritosulfuron, Tsitodef, Uniconazole, Uniconazole-P, Ve rn o l a te , ZJ-0862, d. h. 3,4-Dichlor-N-{2-[(4,6-dimethoxypyrimidin-2- yl)oxy]benzyl}anilin, sowie die folgenden Verbindungen: Acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim-sodium, ametryn, amicarbazone, amidochlor, amidosulfuron, aminocyclopyrachlor, aminopyralid, amitrole, ammonium sulfamate, ancymidol, anilofos, asulam, Atrazines, Azafenidin, Azimsulfuron, Aziprotryn, Beflubutamide, Benazoline, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulide, Bensulfuron, Bensulfuron-methyl, Bentazone, Benzfendizone, Benzobicyclone, Benzofenap, Benzofluor, Benzoylprop, Bicyclopyrone, Bifenox, Bispyribac, Bispyribac sodium, bromacil, bromobutide, bromofenoxime, bromoxynil (C4), bromouron, buminafos, busoxinone, butachlor, butafenacil, butamifos, butenachlor, butraline, butroxydim, butylates, cafenstroles, carbetamides, carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chloroamben, chloroazifop, chloroazifop -butyl, chlorbromuron, chlorobufam, chlorfenac, chlorfenac sodium, chlorfenprop, chlorflurenol, chlorflurenol-methyl, chlorid zon, chlorimuron, chlorimuron-ethyl, chlormequat chloride, chloronitrofen, chlorophthalim, chlorothal-dimethyl, chlorotoluron, Chlorsulfuron, cin idon, cin idon-ethyl, cinmethyl in, cinosulfuron, clethodim, clodinafop, clodinafop-propargyl, clofencet, clonzone, clonneprop, cloprop, clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamide, cyanazine, cyclanilide, cycloate, Cyclosulfamuron, Cycloxydim, Cycluron, Cyhalofop, Cyhalofopbutyl, Cyperquat, Cyprazine, Cyprazole, 2,4-D, 2,4-DB, Dainnuron / Dynnron, Dalapon, Daminozide, Dazonnet, n-Decanol, Desmedipham, Desmetryn, Detosyl- Pyrazolates (DTP), dialkyls, dicamba, dichlobenil, dichlorprop, dichlorprop-P, diclofop, diclofopmethyl, diclofop-P-methyl, diclosulam, diethatyl, diethylethyl, difenoxuron, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron , Dikegulac-sodium, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid-P, dimethipine, dimetrasulfuron, dinitramine, dinoseb, dinoterb, diphenamid, dipropetryn, diquat, diquat-dibromide, dithiopyr, diuron, DNOC, eglinazine-ethyl, endothal , EP TC, esprocarb, etalflural in, ethametsulfuron, ethametsulfuron-methyl, ethephon, ethidimuron, ethiozine, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanide, F-5331, ie N- [2-chloro-4-fluoro-5- 4- (3-fluoropropyl) -4,5-dihydro-5-oxo-1H-tetrazol-1-yl] -phenyl] -ethanesulfonamide, F-7967, ie 3- [7-chloro-5-fluoro-2 (trifluoromethyl) -1H-benzimidazol-4-yl] -1-methyl-6- (trifluoromethyl) pyrimidine-2,4 (1H, 3H) -dione, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, Fenoxaprop-P-ethyl, fenoxasulfones, fentrazamides, fenuron, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-p-butyl, fluazolates, flucarbazones, Flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet (thiafluamide), flufenpyr, flufenpyrethyl, flumetralin, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazine, flumipropyne, fluometuron, fluorodifen, fluoroglycofen, fluoroglycofenethyl, flupoxam, flupropacil, flupropanate, flupyrs ulfuron, flupyrsulfuron-methyl-sodium, flurenol, flurenol-butyl, fluridone, flurochloridone, fluroxypyr, fluroxypyrmeptyl, flurprim idol, flurtamone, flut iacet, flut iacet-methyl, fluthiamide, fomesafen, foramsulfuron (C1), forchlorfenuron, fosam ine , Furyloxyfen, gibberelic acid, glyphosate, glyphosate-diammonium, glyphosate isopropylammonium, glyphosate potassium, H-9201, ie O- (2,4-dimethyl-6-nitrophenyl) -O-ethyl-isopropylphosphoramidothioate, halosafen, Halosulfuron, halosulfuron-methyl, Haloxyfop, Haloxyfop-P, Haloxyfopethoxyethyl, Haloxyfop-P-ethoxyethyl, Haloxyfop- methyl, Haloxyfop-P-methyl, Hexazinone, HW-02, ie, l- (dimethoxyphosphoryl) ethyl (2,4-dichlorophenoxy) acetate, Imazannethabenz , Imazamethabenz-n-ethyl, imazamox, imazannox-annononiunn, imazapic, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammoniunn, imazethapyr, imazethapyr-annononiunn, imazosulfuron, inabenfide, indanofan, indaziflam, indoleacetic acid (IAA), 4-indole-3- ylbutyric acid (IBA), iodosulfuron (C2), iodosulfuron-methyl-natrium (C2), loxynil, isoparbazone, isocarbamide, isopropalin, isoproturon, isourone, isoxaben, isoxachlorotole, isoxaflutole (C3), isoxapyrifop, KUH-043, dh3 - ({ [5- (Difluoromethyl) -1-methyl-3- (trifluoromethyl) -1H-pyrazol-4-yl] methyl} sulfonyl) -5,5-dinethyl-4,5-dihydro-1,2-oxazole, carbutilates , Ketospiradox, lactofen, lenacil, linuron, maleic hydrazide, MCPA, MCPB, MCPB-methyl, -ethyl and -sodium, mecoprop, mecoprop-nate, mecopropbutotyl, mecoprop-p-butotyl , Mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, mefenacet, mefluidides, mepiquat chloride, mesosulfuron, mesosulfuron-methyl, mesosulfuron-methyl-sodium, mesotrione, methabenzthiazuron, metam, metamifop, metamitron , Metazachlor, metazasulfuron, methazoles, methiopyrsulfuron, methiozoline, methoxyphenones, methyldymron, 1-methylcyclopropene, methyl isothiocyanate, metobenzuron, metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl, molinates, monalides, monocarbamides, Monocarbamide dihydrogen sulfate, monolinuron, monosulfuron, monosulfuron ester, monuron, MT-128, ie 6-chloro-N - [(2E) -3-chloroprop-2-en-1-yl] -5-methyl-N-phenylpyridazine 3-amine, MT-5950, ie N- [3-chloro-4- (1-methylethyl) phenyl] -2-methylpentanamide, NGGC-011, naproanilides, napropamide, naptalam, NC-310, ie 4- ( 2,4-dichlorobenzoyl) -1-methyl-5-benzyloxypyrazoles, neburon, nicosulfuron, nipyraclofen, nitrite, nitrofen, nitrophenolate-sodium (mixture of isomers), Nitrofluorfen, nonanoic acid, norflurazon, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefone, oxyfluorfen, paclobutrazole, paraquat, paraquat-dichloride, pelargonic acid (nonanoic acid), pendimethalin, pendralin, penoxsulam, pentanochlor, pentoxazone, perfluidone, pethoxamide, phenisopham , Phenmedipham, phenmedipham-ethyl, picloram, picolinafen, pinoxaden, piperophos, pirifenop, pirifenop-butyl, pretilachlor, Primisulfuron, Primisulfuron-methyl, Probenazole, Profluazole, Procyazine, Prodiamine, Prifluralin, Profoxydim, Prohexadione, Prohexadione-calcium, Prohydrojasmone, Prometon, Prometry, Propachlor, Propanil, Propaquizafop, Propazine, Propam, Propisochlor, Propoxycarbazone, Propoxycarbazone-Sodium, Propyrisulfuron, Propyzamide, Prosulfine, Prosulfocarb, Prosulfuron, Prynachlor, Pyraclonil, Pyraflufen, Pyraflufen-ethyl, Pyrasulfotole, Pyrazolynate (pyrazolates), Pyrazosulfuron, Pyrazosulfuron-ethyl, Pyrazoxyfen, Pyribambenz, Pyribambenz-isopropyl, Pyribambenz-propyl, Pyribenzoxim, Pyributicarb, Pyridafol, Pyridate , Pyriftalid, Pyriminobac, Pyriminobac-methyl, Pyrimisulfan, Pyrithiobac, Pyrithiobac-Sodium, Pyroxasulfones, Pyroxsulam, Quinclorac, Quinmerac, Quinoclamine, Quizalofop, Quizalofop-ethyl, Quizalofop-P, Quizalofop-P-ethyl, Quizalofop-P-tefuryl, Rimsulfuron , Saflufenacil, secbumetone, sethoxydim, siduron, simazine, simetryn, SN-106279, ie, methyl (2R) -2- ({7- [2-chloro-4- (trifluoro methyl) phenoxy] -2-naphthyl} oxy) propanoate, sulctotrione, sulfallates (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosate (glyphosate-trimesium), sulfosulfuron, SYN-523, SYP-249, ie 1-ethoxy- 3-methyl-1-oxobut-3-en-2-yl-5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrobenzoate, SYP-300, ie 1 - [7-fluoro-3-oxo -4- (prop-2-yn-1-yl) -3,4-dihydro-2H-1,4-benzoxazin-6-yl] -3-propyl-2-thioxoimidazolidine-4,5-dione, tebutam. Tebuthiuron, Tecnazene, Tefuryltrione, Tembotrione, Tepraloxydim, Terbacil, Terbucarb, Terbuchlor, Terbumetone, Terbuthylazine, Terbutryn, Thenylchloro, Thiafluannide, Thiazafluron, Thiazopyr, Thidiazimin, Thidiazuron, Thiencarbazone, Thiencarbazone-methyl, Thifensulfuron, Thifensulfuron-N-ethyl, Thiobencarb, Tiocarbazil , Toprame zone, tralkoxydine, triallate, triasulfurone, triazyphene, triazofenann ide, triiron, tri-uron-methyl, trichloroacetic acid (TCA), triclopyr, tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron sodium, trifluralin, tri flusulfuron, triflusulfuron-methyl, trimeturon, trinexapac, trinexapac-ethyl, tritosulfuron, tsitodef, uniconazole, uniconazole-P, petrolatum, ZJ-0862, ie 3,4-dichloro-N- {2 - [(4,6 -dimethoxypyrimidin-2-yl) oxy] benzyl} aniline, and the following compounds:
In einer bevorzugten Ausführungsform enthalten die erfindungsgemäß einsetzbaren Zusannnnensetzungen als Wirkstoff (C) Bicyclopyrone, Nicosulfuron, Cyprosulfamide, Mefenpyr (-diethyl), Isoxadifen(-ethyl), Acetochlor, Alachlor, Atrazine, Bromoxynil (C4), Carfentrazone-ethyl, Dicamba, Diflufenzopyr, Dimethenamid-P, Florasulam, Flufenacet (Thiafluamide), Flumiclorac-pentyl, Flumioxazin, Fluroxypyr, Fluroxypyr-meptyl, Foramsu lfu ron (C 1 ), Glyphosate, Glyphosate-diammonium, Glyphosate- isopropylammonium, Glyphosate-Kalium, Halosulfuron, lodosulfuron-methyl-natrium (C2), Isoxaflutole (C3), MCPA, Mesotrione, Pendimethalin, Penoxsulam, Primisulfuron, Prosulfocarb, Pyridate, Pyroxsulam, Rimsulfuron, Saflufenacil, Simazine, Sulcotrione, Sulfentrazone, Sulfosate (Glyphosate-trimesium), Tembotrione, Thiencarbazone, Thifensulfuron oder Topramezone. In a preferred embodiment, the compositions which can be used according to the invention comprise as active ingredient (C) bicyclopyrones, nicosulfuron, cyprosulfamides, mefenpyr (-diethyl), isoxadifen (-ethyl), acetochlor, alachlor, atrazines, bromoxynil (C4), carfentrazone-ethyl, dicamba, diflufenzopyr , Dimethenamid-P, Florasulam, Flufenacet (Thiafluamide), Flumiclorac-pentyl, Flumioxazine, Fluroxypyr, Fluroxypyr-meptyl, Foramsu lufonon (C 1), Glyphosate, Glyphosate-diammonium, Glyphosateisopropylammonium, Glyphosate-Potassium, Halosulfuron, Lodosulfuron- methyl-sodium (C2), isoxaflutole (C3), MCPA, mesotrione, pendimethalin, penoxsulam, primisulfuron, prosulfocarb, pyridate, pyroxsulam, rimsulfuron, saflufenacil, simazine, sulcotrione, sulfentrazone, sulfosate (glyphosate-trimesium), tembotrione, thiencarbazone, thifensulfuron or topramezone.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäß einsetzbaren Zusammensetzungen als Wirkstoff (C) Cyprosulfamide oder lsoxadifen(- ethyl) als Safener. In einer anderen bevorzugten Ausführungsform enthalten die erfindungsgemäß einsetzbaren Zusammensetzungen wenigstens einen Wirkstoff (C), der ausgewählt ist aus der Gruppe bestehend aus Bicyclopyrone, Foramsulfuron (C1 ), lodosulfuron (C2), Isoxaflutole (C3), Bromoxynil (C4), Flumioxazin (C5), Rimsulfuron (C6), Mesotrione (C7), Thiencarbazone-methyl (C8), Tembotrione (C9), Atrazin (C10), Flufenacet (C1 1 ), Acetochlor (C1 2), Topramezone (C1 3), lsoxad ifen(C14), Sulcotrione (C15), Thiencarbazone (C16) und lodosulfuron-methyl-nat um (C17). In a further preferred embodiment, the compositions which can be used according to the invention contain, as active ingredient (C), cyprosulfamides or isoxadifen (-ethyl) as safener. In another preferred embodiment, the compositions which can be used according to the invention contain at least one active ingredient (C) selected from the group consisting of bicyclopyrone, foramsulfuron (C1), iodosulfuron (C2), isoxaflutole (C3), bromoxynil (C4), flumioxazine (C5 ), Rimsulfuron (C6), mesotrione (C7), thiencarbazone-methyl (C8), tembotrione (C9), atrazine (C10), flufenacet (C1 1), acetochlor (C1 2), toprame zone (C1 3), isoxad ifene ( C14), sulcotrione (C15), Thiencarbazone (C16) and iodosulfuron-methyl-nate (C17).
Erfindungsgemäß in hervorzuhebender Weise geeignet sind damit jeweils für sich auch die nachfolgend tabellarisch aufgeführten Dreierkombinationen von Wirkstoffen: According to the invention, the triple combinations of active substances listed below in tabular form are thus also suitable in each case for themselves.
Tabelle 2 Wirkstoff Wirkstoff WirkstoffTable 2 Active substance Active substance
Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C) A1.1 B1.1 C12Active substance Active substance Active substance (A) (B) (C) (A) (B) (C) A1.1 B1.1 C12
A1.1 B1.0 C1 A1.1 B1.1 C13A1.1 B1.0 C1 A1.1 B1.1 C13
A1.1 B1.0 C2 A1.1 B1.1 C14A1.1 B1.0 C2 A1.1 B1.1 C14
A1.1 B1.0 C3 A1.1 B1.1 C15A1.1 B1.0 C3 A1.1 B1.1 C15
A1.1 B1.0 C4 A1.1 B1.1 C16A1.1 B1.0 C4 A1.1 B1.1 C16
A1.1 B1.0 C5 A1.1 B1.1 C17A1.1 B1.0 C5 A1.1 B1.1 C17
A1.1 B1.0 C6 A1.1 B1.2 C1A1.1 B1.0 C6 A1.1 B1.2 C1
A1.1 B1.0 C7 A1.1 B1.2 C2A1.1 B1.0 C7 A1.1 B1.2 C2
A1.1 B1.0 C8 A1.1 B1.2 C3A1.1 B1.0 C8 A1.1 B1.2 C3
A1.1 B1.0 C9 A1.1 B1.2 C4A1.1 B1.0 C9 A1.1 B1.2 C4
A1.1 B1.0 C10 A1.1 B1.2 C5A1.1 B1.0 C10 A1.1 B1.2 C5
A1.1 B1.0 C11 A1.1 B1.2 C6A1.1 B1.0 C11 A1.1 B1.2 C6
A1.1 B1.0 C12 A1.1 B1.2 C7A1.1 B1.0 C12 A1.1 B1.2 C7
A1.1 B1.0 C13 A1.1 B1.2 C8A1.1 B1.0 C13 A1.1 B1.2 C8
A1.1 B1.0 C14 A1.1 B1.2 C9A1.1 B1.0 C14 A1.1 B1.2 C9
A1.1 B1.0 C15 A1.1 B1.2 C10A1.1 B1.0 C15 A1.1 B1.2 C10
A1.1 B1.0 C16 A1.1 B1.2 C11A1.1 B1.0 C16 A1.1 B1.2 C11
A1.1 B1.0 C17 A1.1 B1.2 C12A1.1 B1.0 C17 A1.1 B1.2 C12
A1.1 B1.1 C1 A1.1 B1.2 C13A1.1 B1.1 C1 A1.1 B1.2 C13
A1.1 B1.1 C2 A1.1 B1.2 C14A1.1 B1.1 C2 A1.1 B1.2 C14
A1.1 B1.1 C3 A1.1 B1.2 C15A1.1 B1.1 C3 A1.1 B1.2 C15
A1.1 B1.1 C4 A1.1 B1.2 C16A1.1 B1.1 C4 A1.1 B1.2 C16
A1.1 B1.1 C5 A1.1 B1.2 C17A1.1 B1.1 C5 A1.1 B1.2 C17
A1.1 B1.1 C6 A1.1 B1.3 C1A1.1 B1.1 C6 A1.1 B1.3 C1
A1.1 B1.1 C7 A1.1 B1.3 C2A1.1 B1.1 C7 A1.1 B1.3 C2
A1.1 B1.1 C8 A1.1 B1.3 C3A1.1 B1.1 C8 A1.1 B1.3 C3
A1.1 B1.1 C9 A1.1 B1.3 C4A1.1 B1.1 C9 A1.1 B1.3 C4
A1.1 B1.1 C10 A1.1 B1.3 C5A1.1 B1.1 C10 A1.1 B1.3 C5
A1.1 B1.1 C11 A1.1 B1.3 C6 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.1 C11 A1.1 B1.3 C6 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.3 C7 A1.1 B1.5 C1A1.1 B1.3 C7 A1.1 B1.5 C1
A1.1 B1.3 C8 A1.1 B1.5 C2A1.1 B1.3 C8 A1.1 B1.5 C2
A1.1 B1.3 C9 A1.1 B1.5 C3A1.1 B1.3 C9 A1.1 B1.5 C3
A1.1 B1.3 C10 A1.1 B1.5 C4A1.1 B1.3 C10 A1.1 B1.5 C4
A1.1 B1.3 C11 A1.1 B1.5 C5A1.1 B1.3 C11 A1.1 B1.5 C5
A1.1 B1.3 C12 A1.1 B1.5 C6A1.1 B1.3 C12 A1.1 B1.5 C6
A1.1 B1.3 C13 A1.1 B1.5 C7A1.1 B1.3 C13 A1.1 B1.5 C7
A1.1 B1.3 C14 A1.1 B1.5 C8A1.1 B1.3 C14 A1.1 B1.5 C8
A1.1 B1.3 C15 A1.1 B1.5 C9A1.1 B1.3 C15 A1.1 B1.5 C9
A1.1 B1.3 C16 A1.1 B1.5 C10A1.1 B1.3 C16 A1.1 B1.5 C10
A1.1 B1.3 C17 A1.1 B1.5 C11A1.1 B1.3 C17 A1.1 B1.5 C11
A1.1 B1.4 C1 A1.1 B1.5 C12A1.1 B1.4 C1 A1.1 B1.5 C12
A1.1 B1.4 C2 A1.1 B1.5 C13A1.1 B1.4 C2 A1.1 B1.5 C13
A1.1 B1.4 C3 A1.1 B1.5 C14A1.1 B1.4 C3 A1.1 B1.5 C14
A1.1 B1.4 C4 A1.1 B1.5 C15A1.1 B1.4 C4 A1.1 B1.5 C15
A1.1 B1.4 C5 A1.1 B1.5 C16A1.1 B1.4 C5 A1.1 B1.5 C16
A1.1 B1.4 C6 A1.1 B1.5 C17A1.1 B1.4 C6 A1.1 B1.5 C17
A1.1 B1.4 C7 A1.1 B1.6 C1A1.1 B1.4 C7 A1.1 B1.6 C1
A1.1 B1.4 C8 A1.1 B1.6 C2A1.1 B1.4 C8 A1.1 B1.6 C2
A1.1 B1.4 C9 A1.1 B1.6 C3A1.1 B1.4 C9 A1.1 B1.6 C3
A1.1 B1.4 C10 A1.1 B1.6 C4A1.1 B1.4 C10 A1.1 B1.6 C4
A1.1 B1.4 C11 A1.1 B1.6 C5A1.1 B1.4 C11 A1.1 B1.6 C5
A1.1 B1.4 C12 A1.1 B1.6 C6A1.1 B1.4 C12 A1.1 B1.6 C6
A1.1 B1.4 C13 A1.1 B1.6 C7A1.1 B1.4 C13 A1.1 B1.6 C7
A1.1 B1.4 C14 A1.1 B1.6 C8A1.1 B1.4 C14 A1.1 B1.6 C8
A1.1 B1.4 C15 A1.1 B1.6 C9A1.1 B1.4 C15 A1.1 B1.6 C9
A1.1 B1.4 C16 A1.1 B1.6 C10A1.1 B1.4 C16 A1.1 B1.6 C10
A1.1 B1.4 C17 A1.1 B1.6 C11 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.4 C17 A1.1 B1.6 C11 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.6 C12 A1.1 B1.8 C6A1.1 B1.6 C12 A1.1 B1.8 C6
A1.1 B1.6 C13 A1.1 B1.8 C7A1.1 B1.6 C13 A1.1 B1.8 C7
A1.1 B1.6 C14 A1.1 B1.8 C8A1.1 B1.6 C14 A1.1 B1.8 C8
A1.1 B1.6 C15 A1.1 B1.8 C9A1.1 B1.6 C15 A1.1 B1.8 C9
A1.1 B1.6 C16 A1.1 B1.8 C10A1.1 B1.6 C16 A1.1 B1.8 C10
A1.1 B1.6 C17 A1.1 B1.8 C11A1.1 B1.6 C17 A1.1 B1.8 C11
A1.1 B1.7 C1 A1.1 B1.8 C12A1.1 B1.7 C1 A1.1 B1.8 C12
A1.1 B1.7 C2 A1.1 B1.8 C13A1.1 B1.7 C2 A1.1 B1.8 C13
A1.1 B1.7 C3 A1.1 B1.8 C14A1.1 B1.7 C3 A1.1 B1.8 C14
A1.1 B1.7 C4 A1.1 B1.8 C15A1.1 B1.7 C4 A1.1 B1.8 C15
A1.1 B1.7 C5 A1.1 B1.8 C16A1.1 B1.7 C5 A1.1 B1.8 C16
A1.1 B1.7 C6 A1.1 B1.8 C17A1.1 B1.7 C6 A1.1 B1.8 C17
A1.1 B1.7 C7 A1.1 B1.9 C1A1.1 B1.7 C7 A1.1 B1.9 C1
A1.1 B1.7 C8 A1.1 B1.9 C2A1.1 B1.7 C8 A1.1 B1.9 C2
A1.1 B1.7 C9 A1.1 B1.9 C3A1.1 B1.7 C9 A1.1 B1.9 C3
A1.1 B1.7 C10 A1.1 B1.9 C4A1.1 B1.7 C10 A1.1 B1.9 C4
A1.1 B1.7 C11 A1.1 B1.9 C5A1.1 B1.7 C11 A1.1 B1.9 C5
A1.1 B1.7 C12 A1.1 B1.9 C6A1.1 B1.7 C12 A1.1 B1.9 C6
A1.1 B1.7 C13 A1.1 B1.9 C7A1.1 B1.7 C13 A1.1 B1.9 C7
A1.1 B1.7 C14 A1.1 B1.9 C8A1.1 B1.7 C14 A1.1 B1.9 C8
A1.1 B1.7 C15 A1.1 B1.9 C9A1.1 B1.7 C15 A1.1 B1.9 C9
A1.1 B1.7 C16 A1.1 B1.9 C10A1.1 B1.7 C16 A1.1 B1.9 C10
A1.1 B1.7 C17 A1.1 B1.9 C11A1.1 B1.7 C17 A1.1 B1.9 C11
A1.1 B1.8 C1 A1.1 B1.9 C12A1.1 B1.8 C1 A1.1 B1.9 C12
A1.1 B1.8 C2 A1.1 B1.9 C13A1.1 B1.8 C2 A1.1 B1.9 C13
A1.1 B1.8 C3 A1.1 B1.9 C14A1.1 B1.8 C3 A1.1 B1.9 C14
A1.1 B1.8 C4 A1.1 B1.9 C15A1.1 B1.8 C4 A1.1 B1.9 C15
A1.1 B1.8 C5 A1.1 B1.9 C16 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.8 C5 A1.1 B1.9 C16 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.9 C17 A1.1 B1.11 C11A1.1 B1.9 C17 A1.1 B1.11 C11
A1.1 B1.10 C1 A1.1 B1.11 C12A1.1 B1.10 C1 A1.1 B1.11 C12
A1.1 B1.10 C2 A1.1 B1.11 C13A1.1 B1.10 C2 A1.1 B1.11 C13
A1.1 B1.10 C3 A1.1 B1.11 C14A1.1 B1.10 C3 A1.1 B1.11 C14
A1.1 B1.10 C4 A1.1 B1.11 C15A1.1 B1.10 C4 A1.1 B1.11 C15
A1.1 B1.10 C5 A1.1 B1.11 C16A1.1 B1.10 C5 A1.1 B1.11 C16
A1.1 B1.10 C6 A1.1 B1.11 C17A1.1 B1.10 C6 A1.1 B1.11 C17
A1.1 B1.10 C7 A1.1 B1.12 C1A1.1 B1.10 C7 A1.1 B1.12 C1
A1.1 B1.10 C8 A1.1 B1.12 C2A1.1 B1.10 C8 A1.1 B1.12 C2
A1.1 B1.10 C9 A1.1 B1.12 C3A1.1 B1.10 C9 A1.1 B1.12 C3
A1.1 B1.10 C10 A1.1 B1.12 C4A1.1 B1.10 C10 A1.1 B1.12 C4
A1.1 B1.10 C11 A1.1 B1.12 C5A1.1 B1.10 C11 A1.1 B1.12 C5
A1.1 B1.10 C12 A1.1 B1.12 C6A1.1 B1.10 C12 A1.1 B1.12 C6
A1.1 B1.10 C13 A1.1 B1.12 C7A1.1 B1.10 C13 A1.1 B1.12 C7
A1.1 B1.10 C14 A1.1 B1.12 C8A1.1 B1.10 C14 A1.1 B1.12 C8
A1.1 B1.10 C15 A1.1 B1.12 C9A1.1 B1.10 C15 A1.1 B1.12 C9
A1.1 B1.10 C16 A1.1 B1.12 C10A1.1 B1.10 C16 A1.1 B1.12 C10
A1.1 B1.10 C17 A1.1 B1.12 C11A1.1 B1.10 C17 A1.1 B1.12 C11
A1.1 B1.11 C1 A1.1 B1.12 C12A1.1 B1.11 C1 A1.1 B1.12 C12
A1.1 B1.11 C2 A1.1 B1.12 C13A1.1 B1.11 C2 A1.1 B1.12 C13
A1.1 B1.11 C3 A1.1 B1.12 C14A1.1 B1.11 C3 A1.1 B1.12 C14
A1.1 B1.11 C4 A1.1 B1.12 C15A1.1 B1.11 C4 A1.1 B1.12 C15
A1.1 B1.11 C5 A1.1 B1.12 C16A1.1 B1.11 C5 A1.1 B1.12 C16
A1.1 B1.11 C6 A1.1 B1.12 C17A1.1 B1.11 C6 A1.1 B1.12 C17
A1.1 B1.11 C7 A1.1 B1.13 C1A1.1 B1.11 C7 A1.1 B1.13 C1
A1.1 B1.11 C8 A1.1 B1.13 C2A1.1 B1.11 C8 A1.1 B1.13 C2
A1.1 B1.11 C9 A1.1 B1.13 C3A1.1 B1.11 C9 A1.1 B1.13 C3
A1.1 B1.11 C10 A1.1 B1.13 C4 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.11 C10 A1.1 B1.13 C4 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.13 C5 A1.1 B1.14 C16A1.1 B1.13 C5 A1.1 B1.14 C16
A1.1 B1.13 C6 A1.1 B1.14 C17A1.1 B1.13 C6 A1.1 B1.14 C17
A1.1 B1.13 C7 A1.1 B1.15 C1A1.1 B1.13 C7 A1.1 B1.15 C1
A1.1 B1.13 C8 A1.1 B1.15 C2A1.1 B1.13 C8 A1.1 B1.15 C2
A1.1 B1.13 C9 A1.1 B1.15 C3A1.1 B1.13 C9 A1.1 B1.15 C3
A1.1 B1.13 C10 A1.1 B1.15 C4A1.1 B1.13 C10 A1.1 B1.15 C4
A1.1 B1.13 C11 A1.1 B1.15 C5A1.1 B1.13 C11 A1.1 B1.15 C5
A1.1 B1.13 C12 A1.1 B1.15 C6A1.1 B1.13 C12 A1.1 B1.15 C6
A1.1 B1.13 C13 A1.1 B1.15 C7A1.1 B1.13 C13 A1.1 B1.15 C7
A1.1 B1.13 C14 A1.1 B1.15 C8A1.1 B1.13 C14 A1.1 B1.15 C8
A1.1 B1.13 C15 A1.1 B1.15 C9A1.1 B1.13 C15 A1.1 B1.15 C9
A1.1 B1.13 C16 A1.1 B1.15 C10A1.1 B1.13 C16 A1.1 B1.15 C10
A1.1 B1.13 C17 A1.1 B1.15 C11A1.1 B1.13 C17 A1.1 B1.15 C11
A1.1 B1.14 C1 A1.1 B1.15 C12A1.1 B1.14 C1 A1.1 B1.15 C12
A1.1 B1.14 C2 A1.1 B1.15 C13A1.1 B1.14 C2 A1.1 B1.15 C13
A1.1 B1.14 C3 A1.1 B1.15 C14A1.1 B1.14 C3 A1.1 B1.15 C14
A1.1 B1.14 C4 A1.1 B1.15 C15A1.1 B1.14 C4 A1.1 B1.15 C15
A1.1 B1.14 C5 A1.1 B1.15 C16A1.1 B1.14 C5 A1.1 B1.15 C16
A1.1 B1.14 C6 A1.1 B1.15 C17A1.1 B1.14 C6 A1.1 B1.15 C17
A1.1 B1.14 C7 A1.1 B1.16 C1A1.1 B1.14 C7 A1.1 B1.16 C1
A1.1 B1.14 C8 A1.1 B1.16 C2A1.1 B1.14 C8 A1.1 B1.16 C2
A1.1 B1.14 C9 A1.1 B1.16 C3A1.1 B1.14 C9 A1.1 B1.16 C3
A1.1 B1.14 C10 A1.1 B1.16 C4A1.1 B1.14 C10 A1.1 B1.16 C4
A1.1 B1.14 C11 A1.1 B1.16 C5A1.1 B1.14 C11 A1.1 B1.16 C5
A1.1 B1.14 C12 A1.1 B1.16 C6A1.1 B1.14 C12 A1.1 B1.16 C6
A1.1 B1.14 C13 A1.1 B1.16 C7A1.1 B1.14 C13 A1.1 B1.16 C7
A1.1 B1.14 C14 A1.1 B1.16 C8A1.1 B1.14 C14 A1.1 B1.16 C8
A1.1 B1.14 C15 A1.1 B1.16 C9 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.14 C15 A1.1 B1.16 C9 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.16 C10 A1.1 B1.18 C4A1.1 B1.16 C10 A1.1 B1.18 C4
A1.1 B1.16 C11 A1.1 B1.18 C5A1.1 B1.16 C11 A1.1 B1.18 C5
A1.1 B1.16 C12 A1.1 B1.18 C6A1.1 B1.16 C12 A1.1 B1.18 C6
A1.1 B1.16 C13 A1.1 B1.18 C7A1.1 B1.16 C13 A1.1 B1.18 C7
A1.1 B1.16 C14 A1.1 B1.18 C8A1.1 B1.16 C14 A1.1 B1.18 C8
A1.1 B1.15 C15 A1.1 B1.18 C9A1.1 B1.15 C15 A1.1 B1.18 C9
A1.1 B1.15 C16 A1.1 B1.18 C10A1.1 B1.15 C16 A1.1 B1.18 C10
A1.1 B1.15 C17 A1.1 B1.18 C11A1.1 B1.15 C17 A1.1 B1.18 C11
A1.1 B1.17 C1 A1.1 B1.18 C12A1.1 B1.17 C1 A1.1 B1.18 C12
A1.1 B1.17 C2 A1.1 B1.18 C13A1.1 B1.17 C2 A1.1 B1.18 C13
A1.1 B1.17 C3 A1.1 B1.18 C14A1.1 B1.17 C3 A1.1 B1.18 C14
A1.1 B1.17 C4 A1.1 B1.18 C15A1.1 B1.17 C4 A1.1 B1.18 C15
A1.1 B1.17 C5 A1.1 B1.18 C16A1.1 B1.17 C5 A1.1 B1.18 C16
A1.1 B1.17 C6 A1.1 B1.18 C17A1.1 B1.17 C6 A1.1 B1.18 C17
A1.1 B1.17 C7 A1.1 B1.19 C1A1.1 B1.17 C7 A1.1 B1.19 C1
A1.1 B1.17 C8 A1.1 B1.19 C2A1.1 B1.17 C8 A1.1 B1.19 C2
A1.1 B1.17 C9 A1.1 B1.19 C3A1.1 B1.17 C9 A1.1 B1.19 C3
A1.1 B1.17 C10 A1.1 B1.19 C4A1.1 B1.17 C10 A1.1 B1.19 C4
A1.1 B1.17 C11 A1.1 B1.19 C5A1.1 B1.17 C11 A1.1 B1.19 C5
A1.1 B1.17 C12 A1.1 B1.19 C6A1.1 B1.17 C12 A1.1 B1.19 C6
A1.1 B1.17 C13 A1.1 B1.19 C7A1.1 B1.17 C13 A1.1 B1.19 C7
A1.1 B1.17 C14 A1.1 B1.19 C8A1.1 B1.17 C14 A1.1 B1.19 C8
A1.1 B1.17 C15 A1.1 B1.19 C9A1.1 B1.17 C15 A1.1 B1.19 C9
A1.1 B1.17 C16 A1.1 B1.19 C10A1.1 B1.17 C16 A1.1 B1.19 C10
A1.1 B1.17 C17 A1.1 B1.19 C11A1.1 B1.17 C17 A1.1 B1.19 C11
A1.1 B1.18 C1 A1.1 B1.19 C12A1.1 B1.18 C1 A1.1 B1.19 C12
A1.1 B1.18 C2 A1.1 B1.19 C13A1.1 B1.18 C2 A1.1 B1.19 C13
A1.1 B1.18 C3 A1.1 B1.19 C14 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.18 C3 A1.1 B1.19 C14 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.19 C15 A1.1 B1.21 C9A1.1 B1.19 C15 A1.1 B1.21 C9
A1.1 B1.19 C16 A1.1 B1.21 C10A1.1 B1.19 C16 A1.1 B1.21 C10
A1.1 B1.19 C17 A1.1 B1.21 C11A1.1 B1.19 C17 A1.1 B1.21 C11
A1.1 B1.20 C1 A1.1 B1.21 C12A1.1 B1.20 C1 A1.1 B1.21 C12
A1.1 B1.20 C2 A1.1 B1.21 C13A1.1 B1.20 C2 A1.1 B1.21 C13
A1.1 B1.20 C3 A1.1 B1.21 C14A1.1 B1.20 C3 A1.1 B1.21 C14
A1.1 B1.20 C4 A1.1 B1.21 C15A1.1 B1.20 C4 A1.1 B1.21 C15
A1.1 B1.20 C5 A1.1 B1.21 C16A1.1 B1.20 C5 A1.1 B1.21 C16
A1.1 B1.20 C6 A1.1 B1.21 C17A1.1 B1.20 C6 A1.1 B1.21 C17
A1.1 B1.20 C7 A1.1 B1.22 C1A1.1 B1.20 C7 A1.1 B1.22 C1
A1.1 B1.20 C8 A1.1 B1.22 C2A1.1 B1.20 C8 A1.1 B1.22 C2
A1.1 B1.20 C9 A1.1 B1.22 C3A1.1 B1.20 C9 A1.1 B1.22 C3
A1.1 B1.20 C10 A1.1 B1.22 C4A1.1 B1.20 C10 A1.1 B1.22 C4
A1.1 B1.20 C11 A1.1 B1.22 C5A1.1 B1.20 C11 A1.1 B1.22 C5
A1.1 B1.20 C12 A1.1 B1.22 C6A1.1 B1.20 C12 A1.1 B1.22 C6
A1.1 B1.20 C13 A1.1 B1.22 C7A1.1 B1.20 C13 A1.1 B1.22 C7
A1.1 B1.20 C14 A1.1 B1.22 C8A1.1 B1.20 C14 A1.1 B1.22 C8
A1.1 B1.20 C15 A1.1 B1.22 C9A1.1 B1.20 C15 A1.1 B1.22 C9
A1.1 B1.20 C16 A1.1 B1.22 C10A1.1 B1.20 C16 A1.1 B1.22 C10
A1.1 B1.20 C17 A1.1 B1.22 C11A1.1 B1.20 C17 A1.1 B1.22 C11
A1.1 B1.21 C1 A1.1 B1.22 C12A1.1 B1.21 C1 A1.1 B1.22 C12
A1.1 B1.21 C2 A1.1 B1.22 C13A1.1 B1.21 C2 A1.1 B1.22 C13
A1.1 B1.21 C3 A1.1 B1.22 C14A1.1 B1.21 C3 A1.1 B1.22 C14
A1.1 B1.21 C4 A1.1 B1.22 C15A1.1 B1.21 C4 A1.1 B1.22 C15
A1.1 B1.21 C5 A1.1 B1.22 C16A1.1 B1.21 C5 A1.1 B1.22 C16
A1.1 B1.21 C6 A1.1 B1.22 C17A1.1 B1.21 C6 A1.1 B1.22 C17
A1.1 B1.21 C7 A1.1 B1.23 C1A1.1 B1.21 C7 A1.1 B1.23 C1
A1.1 B1.21 C8 A1.1 B1.23 C2 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.1 B1.21 C8 A1.1 B1.23 C2 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.1 B1.23 C3 A1.2 B1.0 C14A1.1 B1.23 C3 A1.2 B1.0 C14
A1.1 B1.23 C4 A1.2 B1.0 C15A1.1 B1.23 C4 A1.2 B1.0 C15
A1.1 B1.23 C5 A1.2 B1.0 C16A1.1 B1.23 C5 A1.2 B1.0 C16
A1.1 B1.23 C6 A1.2 B1.0 C17A1.1 B1.23 C6 A1.2 B1.0 C17
A1.1 B1.23 C7 A1.2 B1.1 C1A1.1 B1.23 C7 A1.2 B1.1 C1
A1.1 B1.23 C8 A1.2 B1.1 C2A1.1 B1.23 C8 A1.2 B1.1 C2
A1.1 B1.23 C9 A1.2 B1.1 C3A1.1 B1.23 C9 A1.2 B1.1 C3
A1.1 B1.23 C10 A1.2 B1.1 C4A1.1 B1.23 C10 A1.2 B1.1 C4
A1.1 B1.23 C11 A1.2 B1.1 C5A1.1 B1.23 C11 A1.2 B1.1 C5
A1.1 B1.23 C12 A1.2 B1.1 C6A1.1 B1.23 C12 A1.2 B1.1 C6
A1.1 B1.23 C13 A1.2 B1.1 C7A1.1 B1.23 C13 A1.2 B1.1 C7
A1.1 B1.23 C14 A1.2 B1.1 C8A1.1 B1.23 C14 A1.2 B1.1 C8
A1.1 B1.23 C15 A1.2 B1.1 C9A1.1 B1.23 C15 A1.2 B1.1 C9
A1.1 B1.23 C16 A1.2 B1.1 C10A1.1 B1.23 C16 A1.2 B1.1 C10
A1.1 B1.23 C17 A1.2 B1.1 C11A1.1 B1.23 C17 A1.2 B1.1 C11
A1.2 B1.0 C1 A1.2 B1.1 C12A1.2 B1.0 C1 A1.2 B1.1 C12
A1.2 B1.0 C2 A1.2 B1.1 C13A1.2 B1.0 C2 A1.2 B1.1 C13
A1.2 B1.0 C3 A1.2 B1.1 C14A1.2 B1.0 C3 A1.2 B1.1 C14
A1.2 B1.0 C4 A1.2 B1.2 C1A1.2 B1.0 C4 A1.2 B1.2 C1
A1.2 B1.0 C5 A1.2 B1.2 C2A1.2 B1.0 C5 A1.2 B1.2 C2
A1.2 B1.0 C6 A1.2 B1.2 C3A1.2 B1.0 C6 A1.2 B1.2 C3
A1.2 B1.0 C7 A1.2 B1.2 C4A1.2 B1.0 C7 A1.2 B1.2 C4
A1.2 B1.0 C8 A1.2 B1.2 C5A1.2 B1.0 C8 A1.2 B1.2 C5
A1.2 B1.0 C9 A1.2 B1.2 C6A1.2 B1.0 C9 A1.2 B1.2 C6
A1.2 B1.0 C10 A1.2 B1.2 C7A1.2 B1.0 C10 A1.2 B1.2 C7
A1.2 B1.0 C11 A1.2 B1.2 C8A1.2 B1.0 C11 A1.2 B1.2 C8
A1.2 B1.0 C12 A1.2 B1.2 C9A1.2 B1.0 C12 A1.2 B1.2 C9
A1.2 B1.0 C13 A1.2 B1.2 C10 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.0 C13 A1.2 B1.2 C10 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.2 C11 A1.2 B1.4 C5A1.2 B1.2 C11 A1.2 B1.4 C5
A1.2 B1.2 C12 A1.2 B1.4 C6A1.2 B1.2 C12 A1.2 B1.4 C6
A1.2 B1.2 C13 A1.2 B1.4 C7A1.2 B1.2 C13 A1.2 B1.4 C7
A1.2 B1.2 C14 A1.2 B1.4 C8A1.2 B1.2 C14 A1.2 B1.4 C8
A1.2 B1.0 C15 A1.2 B1.4 C9A1.2 B1.0 C15 A1.2 B1.4 C9
A1.2 B1.0 C16 A1.2 B1.4 C10A1.2 B1.0 C16 A1.2 B1.4 C10
A1.2 B1.0 C17 A1.2 B1.4 C11A1.2 B1.0 C17 A1.2 B1.4 C11
A1.2 B1.3 C1 A1.2 B1.4 C12A1.2 B1.3 C1 A1.2 B1.4 C12
A1.2 B1.3 C2 A1.2 B1.4 C13A1.2 B1.3 C2 A1.2 B1.4 C13
A1.2 B1.3 C3 A1.2 B1.4 C14A1.2 B1.3 C3 A1.2 B1.4 C14
A1.2 B1.3 C4 A1.2 B1.4 C15A1.2 B1.3 C4 A1.2 B1.4 C15
A1.2 B1.3 C5 A1.2 B1.4 C16A1.2 B1.3 C5 A1.2 B1.4 C16
A1.2 B1.3 C6 A1.2 B1.4 C17A1.2 B1.3 C6 A1.2 B1.4 C17
A1.2 B1.3 C7 A1.2 B1.5 C1A1.2 B1.3 C7 A1.2 B1.5 C1
A1.2 B1.3 C8 A1.2 B1.5 C2A1.2 B1.3 C8 A1.2 B1.5 C2
A1.2 B1.3 C9 A1.2 B1.5 C3A1.2 B1.3 C9 A1.2 B1.5 C3
A1.2 B1.3 C10 A1.2 B1.5 C4A1.2 B1.3 C10 A1.2 B1.5 C4
A1.2 B1.3 C11 A1.2 B1.5 C5A1.2 B1.3 C11 A1.2 B1.5 C5
A1.2 B1.3 C12 A1.2 B1.5 C6A1.2 B1.3 C12 A1.2 B1.5 C6
A1.2 B1.3 C13 A1.2 B1.5 C7A1.2 B1.3 C13 A1.2 B1.5 C7
A1.2 B1.3 C14 A1.2 B1.5 C8A1.2 B1.3 C14 A1.2 B1.5 C8
A1.2 B1.3 C15 A1.2 B1.5 C9A1.2 B1.3 C15 A1.2 B1.5 C9
A1.2 B1.3 C16 A1.2 B1.5 C10A1.2 B1.3 C16 A1.2 B1.5 C10
A1.2 B1.3 C17 A1.2 B1.5 C11A1.2 B1.3 C17 A1.2 B1.5 C11
A1.2 B1.4 C1 A1.2 B1.5 C12A1.2 B1.4 C1 A1.2 B1.5 C12
A1.2 B1.4 C2 A1.2 B1.5 C13A1.2 B1.4 C2 A1.2 B1.5 C13
A1.2 B1.4 C3 A1.2 B1.5 C14A1.2 B1.4 C3 A1.2 B1.5 C14
A1.2 B1.4 C4 A1.2 B1.5 C15 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.4 C4 A1.2 B1.5 C15 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.5 C16 A1.2 B1.7 C10A1.2 B1.5 C16 A1.2 B1.7 C10
A1.2 B1.5 C17 A1.2 B1.7 C11A1.2 B1.5 C17 A1.2 B1.7 C11
A1.2 B1.6 C1 A1.2 B1.7 C12A1.2 B1.6 C1 A1.2 B1.7 C12
A1.2 B1.6 C2 A1.2 B1.7 C13A1.2 B1.6 C2 A1.2 B1.7 C13
A1.2 B1.6 C3 A1.2 B1.7 C14A1.2 B1.6 C3 A1.2 B1.7 C14
A1.2 B1.6 C4 A1.2 B1.7 C15A1.2 B1.6 C4 A1.2 B1.7 C15
A1.2 B1.6 C5 A1.2 B1.7 C16A1.2 B1.6 C5 A1.2 B1.7 C16
A1.2 B1.6 C6 A1.2 B1.7 C17A1.2 B1.6 C6 A1.2 B1.7 C17
A1.2 B1.6 C7 A1.2 B1.8 C1A1.2 B1.6 C7 A1.2 B1.8 C1
A1.2 B1.6 C8 A1.2 B1.8 C2A1.2 B1.6 C8 A1.2 B1.8 C2
A1.2 B1.6 C9 A1.2 B1.8 C3A1.2 B1.6 C9 A1.2 B1.8 C3
A1.2 B1.6 C10 A1.2 B1.8 C4A1.2 B1.6 C10 A1.2 B1.8 C4
A1.2 B1.6 C11 A1.2 B1.8 C5A1.2 B1.6 C11 A1.2 B1.8 C5
A1.2 B1.6 C12 A1.2 B1.8 C6A1.2 B1.6 C12 A1.2 B1.8 C6
A1.2 B1.6 C13 A1.2 B1.8 C7A1.2 B1.6 C13 A1.2 B1.8 C7
A1.2 B1.6 C14 A1.2 B1.8 C8A1.2 B1.6 C14 A1.2 B1.8 C8
A1.2 B1.6 C15 A1.2 B1.8 C9A1.2 B1.6 C15 A1.2 B1.8 C9
A1.2 B1.6 C16 A1.2 B1.8 C10A1.2 B1.6 C16 A1.2 B1.8 C10
A1.2 B1.6 C17 A1.2 B1.8 C11A1.2 B1.6 C17 A1.2 B1.8 C11
A1.2 B1.7 C1 A1.2 B1.8 C12A1.2 B1.7 C1 A1.2 B1.8 C12
A1.2 B1.7 C2 A1.2 B1.8 C13A1.2 B1.7 C2 A1.2 B1.8 C13
A1.2 B1.7 C3 A1.2 B1.8 C14A1.2 B1.7 C3 A1.2 B1.8 C14
A1.2 B1.7 C4 A1.2 B1.8 C15A1.2 B1.7 C4 A1.2 B1.8 C15
A1.2 B1.7 C5 A1.2 B1.8 C16A1.2 B1.7 C5 A1.2 B1.8 C16
A1.2 B1.7 C6 A1.2 B1.8 C17A1.2 B1.7 C6 A1.2 B1.8 C17
A1.2 B1.7 C7 A1.2 B1.9 C1A1.2 B1.7 C7 A1.2 B1.9 C1
A1.2 B1.7 C8 A1.2 B1.9 C2A1.2 B1.7 C8 A1.2 B1.9 C2
A1.2 B1.7 C9 A1.2 B1.9 C3 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.7 C9 A1.2 B1.9 C3 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.9 C4 A1.2 B1.10 C15A1.2 B1.9 C4 A1.2 B1.10 C15
A1.2 B1.9 C5 A1.2 B1.10 C16A1.2 B1.9 C5 A1.2 B1.10 C16
A1.2 B1.9 C6 A1.2 B1.10 C17A1.2 B1.9 C6 A1.2 B1.10 C17
A1.2 B1.9 C7 A1.2 B1.11 C1A1.2 B1.9 C7 A1.2 B1.11 C1
A1.2 B1.9 C8 A1.2 B1.11 C2A1.2 B1.9 C8 A1.2 B1.11 C2
A1.2 B1.9 C9 A1.2 B1.11 C3A1.2 B1.9 C9 A1.2 B1.11 C3
A1.2 B1.9 C10 A1.2 B1.11 C4A1.2 B1.9 C10 A1.2 B1.11 C4
A1.2 B1.9 C11 A1.2 B1.11 C5A1.2 B1.9 C11 A1.2 B1.11 C5
A1.2 B1.9 C12 A1.2 B1.11 C6A1.2 B1.9 C12 A1.2 B1.11 C6
A1.2 B1.9 C13 A1.2 B1.11 C7A1.2 B1.9 C13 A1.2 B1.11 C7
A1.2 B1.9 C14 A1.2 B1.11 C8A1.2 B1.9 C14 A1.2 B1.11 C8
A1.2 B1.9 C15 A1.2 B1.11 C9A1.2 B1.9 C15 A1.2 B1.11 C9
A1.2 B1.9 C16 A1.2 B1.11 C10A1.2 B1.9 C16 A1.2 B1.11 C10
A1.2 B1.9 C17 A1.2 B1.11 C11A1.2 B1.9 C17 A1.2 B1.11 C11
A1.2 B1.10 C1 A1.2 B1.11 C12A1.2 B1.10 C1 A1.2 B1.11 C12
A1.2 B1.10 C2 A1.2 B1.11 C13A1.2 B1.10 C2 A1.2 B1.11 C13
A1.2 B1.10 C3 A1.2 B1.11 C14A1.2 B1.10 C3 A1.2 B1.11 C14
A1.2 B1.10 C4 A1.2 B1.11 C15A1.2 B1.10 C4 A1.2 B1.11 C15
A1.2 B1.10 C5 A1.2 B1.11 C16A1.2 B1.10 C5 A1.2 B1.11 C16
A1.2 B1.10 C6 A1.2 B1.11 C17A1.2 B1.10 C6 A1.2 B1.11 C17
A1.2 B1.10 C7 A1.2 B1.12 C1A1.2 B1.10 C7 A1.2 B1.12 C1
A1.2 B1.10 C8 A1.2 B1.12 C2A1.2 B1.10 C8 A1.2 B1.12 C2
A1.2 B1.10 C9 A1.2 B1.12 C3A1.2 B1.10 C9 A1.2 B1.12 C3
A1.2 B1.10 C10 A1.2 B1.12 C4A1.2 B1.10 C10 A1.2 B1.12 C4
A1.2 B1.10 C11 A1.2 B1.12 C5A1.2 B1.10 C11 A1.2 B1.12 C5
A1.2 B1.10 C12 A1.2 B1.12 C6A1.2 B1.10 C12 A1.2 B1.12 C6
A1.2 B1.10 C13 A1.2 B1.12 C7A1.2 B1.10 C13 A1.2 B1.12 C7
A1.2 B1.10 C14 A1.2 B1.12 C8 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.10 C14 A1.2 B1.12 C8 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.12 C9 A1.2 B1.14 C3A1.2 B1.12 C9 A1.2 B1.14 C3
A1.2 B1.12 C10 A1.2 B1.14 C4A1.2 B1.12 C10 A1.2 B1.14 C4
A1.2 B1.12 C11 A1.2 B1.14 C5A1.2 B1.12 C11 A1.2 B1.14 C5
A1.2 B1.12 C12 A1.2 B1.14 C6A1.2 B1.12 C12 A1.2 B1.14 C6
A1.2 B1.12 C13 A1.2 B1.14 C7A1.2 B1.12 C13 A1.2 B1.14 C7
A1.2 B1.12 C14 A1.2 B1.14 C8A1.2 B1.12 C14 A1.2 B1.14 C8
A1.2 B1.12 C15 A1.2 B1.14 C9A1.2 B1.12 C15 A1.2 B1.14 C9
A1.2 B1.12 C16 A1.2 B1.14 C10A1.2 B1.12 C16 A1.2 B1.14 C10
A1.2 B1.12 C17 A1.2 B1.14 C11A1.2 B1.12 C17 A1.2 B1.14 C11
A1.2 B1.13 C1 A1.2 B1.14 C12A1.2 B1.13 C1 A1.2 B1.14 C12
A1.2 B1.13 C2 A1.2 B1.14 C13A1.2 B1.13 C2 A1.2 B1.14 C13
A1.2 B1.13 C3 A1.2 B1.14 C14A1.2 B1.13 C3 A1.2 B1.14 C14
A1.2 B1.13 C4 A1.2 B1.14 C15A1.2 B1.13 C4 A1.2 B1.14 C15
A1.2 B1.13 C5 A1.2 B1.14 C16A1.2 B1.13 C5 A1.2 B1.14 C16
A1.2 B1.13 C6 A1.2 B1.14 C17A1.2 B1.13 C6 A1.2 B1.14 C17
A1.2 B1.13 C7 A1.2 B1.15 C1A1.2 B1.13 C7 A1.2 B1.15 C1
A1.2 B1.13 C8 A1.2 B1.15 C2A1.2 B1.13 C8 A1.2 B1.15 C2
A1.2 B1.13 C9 A1.2 B1.15 C3A1.2 B1.13 C9 A1.2 B1.15 C3
A1.2 B1.13 C10 A1.2 B1.15 C4A1.2 B1.13 C10 A1.2 B1.15 C4
A1.2 B1.13 C11 A1.2 B1.15 C5A1.2 B1.13 C11 A1.2 B1.15 C5
A1.2 B1.13 C12 A1.2 B1.15 C6A1.2 B1.13 C12 A1.2 B1.15 C6
A1.2 B1.13 C13 A1.2 B1.15 C7A1.2 B1.13 C13 A1.2 B1.15 C7
A1.2 B1.13 C14 A1.2 B1.15 C8A1.2 B1.13 C14 A1.2 B1.15 C8
A1.2 B1.13 C15 A1.2 B1.15 C9A1.2 B1.13 C15 A1.2 B1.15 C9
A1.2 B1.13 C16 A1.2 B1.15 C10A1.2 B1.13 C16 A1.2 B1.15 C10
A1.2 B1.13 C17 A1.2 B1.15 C11A1.2 B1.13 C17 A1.2 B1.15 C11
A1.2 B1.14 C1 A1.2 B1.15 C12A1.2 B1.14 C1 A1.2 B1.15 C12
A1.2 B1.14 C2 A1.2 B1.15 C13 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.14 C2 A1.2 B1.15 C13 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.15 C14 A1.2 B1.17 C8A1.2 B1.15 C14 A1.2 B1.17 C8
A1.2 B1.15 C15 A1.2 B1.17 C9A1.2 B1.15 C15 A1.2 B1.17 C9
A1.2 B1.15 C16 A1.2 B1.17 C10A1.2 B1.15 C16 A1.2 B1.17 C10
A1.2 B1.15 C17 A1.2 B1.17 C11A1.2 B1.15 C17 A1.2 B1.17 C11
A1.2 B1.16 C1 A1.2 B1.17 C12A1.2 B1.16 C1 A1.2 B1.17 C12
A1.2 B1.16 C2 A1.2 B1.17 C13A1.2 B1.16 C2 A1.2 B1.17 C13
A1.2 B1.16 C3 A1.2 B1.17 C14A1.2 B1.16 C3 A1.2 B1.17 C14
A1.2 B1.16 C4 A1.2 B1.17 C15A1.2 B1.16 C4 A1.2 B1.17 C15
A1.2 B1.16 C5 A1.2 B1.17 C16A1.2 B1.16 C5 A1.2 B1.17 C16
A1.2 B1.16 C6 A1.2 B1.17 C14A1.2 B1.16 C6 A1.2 B1.17 C14
A1.2 B1.16 C7 A1.2 B1.18 C17A1.2 B1.16 C7 A1.2 B1.18 C17
A1.2 B1.16 C8 A1.2 B1.18 C2A1.2 B1.16 C8 A1.2 B1.18 C2
A1.2 B1.16 C9 A1.2 B1.18 C3A1.2 B1.16 C9 A1.2 B1.18 C3
A1.2 B1.16 C10 A1.2 B1.18 C4A1.2 B1.16 C10 A1.2 B1.18 C4
A1.2 B1.16 C11 A1.2 B1.18 C5A1.2 B1.16 C11 A1.2 B1.18 C5
A1.2 B1.16 C12 A1.2 B1.18 C6A1.2 B1.16 C12 A1.2 B1.18 C6
A1.2 B1.16 C13 A1.2 B1.18 C7A1.2 B1.16 C13 A1.2 B1.18 C7
A1.2 B1.16 C14 A1.2 B1.18 C8A1.2 B1.16 C14 A1.2 B1.18 C8
A1.2 B1.16 C15 A1.2 B1.18 C9A1.2 B1.16 C15 A1.2 B1.18 C9
A1.2 B1.16 C16 A1.2 B1.18 C10A1.2 B1.16 C16 A1.2 B1.18 C10
A1.2 B1.16 C17 A1.2 B1.18 C11A1.2 B1.16 C17 A1.2 B1.18 C11
A1.2 B1.17 C1 A1.2 B1.18 C12A1.2 B1.17 C1 A1.2 B1.18 C12
A1.2 B1.17 C2 A1.2 B1.18 C13A1.2 B1.17 C2 A1.2 B1.18 C13
A1.2 B1.17 C3 A1.2 B1.18 C14A1.2 B1.17 C3 A1.2 B1.18 C14
A1.2 B1.17 C4 A1.2 B1.18 C14A1.2 B1.17 C4 A1.2 B1.18 C14
A1.2 B1.17 C5 A1.2 B1.18 C15A1.2 B1.17 C5 A1.2 B1.18 C15
A1.2 B1.17 C6 A1.2 B1.18 C16A1.2 B1.17 C6 A1.2 B1.18 C16
A1.2 B1.17 C7 A1.2 B1.18 C17 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.17 C7 A1.2 B1.18 C17 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.19 C1 A1.2 B1.20 C12A1.2 B1.19 C1 A1.2 B1.20 C12
A1.2 B1.19 C2 A1.2 B1.20 C13A1.2 B1.19 C2 A1.2 B1.20 C13
A1.2 B1.19 C3 A1.2 B1.20 C14A1.2 B1.19 C3 A1.2 B1.20 C14
A1.2 B1.19 C4 A1.2 B1.20 C15A1.2 B1.19 C4 A1.2 B1.20 C15
A1.2 B1.19 C5 A1.2 B1.20 C16A1.2 B1.19 C5 A1.2 B1.20 C16
A1.2 B1.19 C6 A1.2 B1.20 C17A1.2 B1.19 C6 A1.2 B1.20 C17
A1.2 B1.19 C7 A1.2 B1.21 C1A1.2 B1.19 C7 A1.2 B1.21 C1
A1.2 B1.19 C8 A1.2 B1.21 C2A1.2 B1.19 C8 A1.2 B1.21 C2
A1.2 B1.19 C9 A1.2 B1.21 C3A1.2 B1.19 C9 A1.2 B1.21 C3
A1.2 B1.19 C10 A1.2 B1.21 C4A1.2 B1.19 C10 A1.2 B1.21 C4
A1.2 B1.19 C11 A1.2 B1.21 C5A1.2 B1.19 C11 A1.2 B1.21 C5
A1.2 B1.19 C12 A1.2 B1.21 C6A1.2 B1.19 C12 A1.2 B1.21 C6
A1.2 B1.19 C13 A1.2 B1.21 C7A1.2 B1.19 C13 A1.2 B1.21 C7
A1.2 B1.19 C14 A1.2 B1.21 C8A1.2 B1.19 C14 A1.2 B1.21 C8
A1.2 B1.19 C15 A1.2 B1.21 C9A1.2 B1.19 C15 A1.2 B1.21 C9
A1.2 B1.19 C16 A1.2 B1.21 C10A1.2 B1.19 C16 A1.2 B1.21 C10
A1.2 B1.19 C17 A1.2 B1.21 C11A1.2 B1.19 C17 A1.2 B1.21 C11
A1.2 B1.20 C1 A1.2 B1.21 C12A1.2 B1.20 C1 A1.2 B1.21 C12
A1.2 B1.20 C2 A1.2 B1.21 C13A1.2 B1.20 C2 A1.2 B1.21 C13
A1.2 B1.20 C3 A1.2 B1.21 C14A1.2 B1.20 C3 A1.2 B1.21 C14
A1.2 B1.20 C4 A1.2 B1.21 C15A1.2 B1.20 C4 A1.2 B1.21 C15
A1.2 B1.20 C5 A1.2 B1.21 C16A1.2 B1.20 C5 A1.2 B1.21 C16
A1.2 B1.20 C6 A1.2 B1.21 C17A1.2 B1.20 C6 A1.2 B1.21 C17
A1.2 B1.20 C7 A1.2 B1.22 C1A1.2 B1.20 C7 A1.2 B1.22 C1
A1.2 B1.20 C8 A1.2 B1.22 C2A1.2 B1.20 C8 A1.2 B1.22 C2
A1.2 B1.20 C9 A1.2 B1.22 C3A1.2 B1.20 C9 A1.2 B1.22 C3
A1.2 B1.20 C10 A1.2 B1.22 C4A1.2 B1.20 C10 A1.2 B1.22 C4
A1.2 B1.20 C11 A1.2 B1.22 C5 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.2 B1.20 C11 A1.2 B1.22 C5 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.2 B1.22 C6 A1.3 B1.0 C6A1.2 B1.22 C6 A1.3 B1.0 C6
A1.2 B1.22 C7 A1.3 B1.0 C7A1.2 B1.22 C7 A1.3 B1.0 C7
A1.2 B1.22 C8 A1.3 B1.0 C8A1.2 B1.22 C8 A1.3 B1.0 C8
A1.2 B1.22 C9 A1.3 B1.0 C9A1.2 B1.22 C9 A1.3 B1.0 C9
A1.2 B1.22 C10 A1.3 B1.0 C10A1.2 B1.22 C10 A1.3 B1.0 C10
A1.2 B1.22 C11 A1.3 B1.0 C11A1.2 B1.22 C11 A1.3 B1.0 C11
A1.2 B1.22 C12 A1.3 B1.0 C12A1.2 B1.22 C12 A1.3 B1.0 C12
A1.2 B1.22 C13 A1.3 B1.0 C13A1.2 B1.22 C13 A1.3 B1.0 C13
A1.2 B1.22 C14 A1.3 B1.0 C14A1.2 B1.22 C14 A1.3 B1.0 C14
A1.2 B1.23 C1 A1.3 B1.0 C15A1.2 B1.23 C1 A1.3 B1.0 C15
A1.2 B1.23 C2 A1.3 B1.0 C16A1.2 B1.23 C2 A1.3 B1.0 C16
A1.2 B1.23 C3 A1.3 B1.0 C17A1.2 B1.23 C3 A1.3 B1.0 C17
A1.2 B1.23 C4 A1.3 B1.1 C1A1.2 B1.23 C4 A1.3 B1.1 C1
A1.2 B1.23 C5 A1.3 B1.1 C2A1.2 B1.23 C5 A1.3 B1.1 C2
A1.2 B1.23 C6 A1.3 B1.1 C3A1.2 B1.23 C6 A1.3 B1.1 C3
A1.2 B1.23 C7 A1.3 B1.1 C4A1.2 B1.23 C7 A1.3 B1.1 C4
A1.2 B1.23 C8 A1.3 B1.1 C5A1.2 B1.23 C8 A1.3 B1.1 C5
A1.2 B1.23 C9 A1.3 B1.1 C6A1.2 B1.23 C9 A1.3 B1.1 C6
A1.2 B1.23 C10 A1.3 B1.1 C7A1.2 B1.23 C10 A1.3 B1.1 C7
A1.2 B1.23 C11 A1.3 B1.1 C8A1.2 B1.23 C11 A1.3 B1.1 C8
A1.2 B1.23 C12 A1.3 B1.1 C9A1.2 B1.23 C12 A1.3 B1.1 C9
A1.2 B1.23 C13 A1.3 B1.1 C10A1.2 B1.23 C13 A1.3 B1.1 C10
A1.2 B1.23 C14 A1.3 B1.1 C11A1.2 B1.23 C14 A1.3 B1.1 C11
A1.3 B1.0 C1 A1.3 B1.1 C12A1.3 B1.0 C1 A1.3 B1.1 C12
A1.3 B1.0 C2 A1.3 B1.1 C13A1.3 B1.0 C2 A1.3 B1.1 C13
A1.3 B1.0 C3 A1.3 B1.1 C14A1.3 B1.0 C3 A1.3 B1.1 C14
A1.3 B1.0 C4 A1.3 B1.1 C14A1.3 B1.0 C4 A1.3 B1.1 C14
A1.3 B1.0 C5 A1.3 B1.1 C15 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.0 C5 A1.3 B1.1 C15 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.1 C16 A1.3 B1.3 C11A1.3 B1.1 C16 A1.3 B1.3 C11
A1.3 B1.2 C1 A1.3 B1.3 C12A1.3 B1.2 C1 A1.3 B1.3 C12
A1.3 B1.2 C2 A1.3 B1.3 C13A1.3 B1.2 C2 A1.3 B1.3 C13
A1.3 B1.2 C3 A1.3 B1.3 C14A1.3 B1.2 C3 A1.3 B1.3 C14
A1.3 B1.2 C4 A1.3 B1.3 C15A1.3 B1.2 C4 A1.3 B1.3 C15
A1.3 B1.2 C5 A1.3 B1.3 C16A1.3 B1.2 C5 A1.3 B1.3 C16
A1.3 B1.2 C6 A1.3 B1.3 C17A1.3 B1.2 C6 A1.3 B1.3 C17
A1.3 B1.2 C7 A1.3 B1.4 C1A1.3 B1.2 C7 A1.3 B1.4 C1
A1.3 B1.2 C8 A1.3 B1.4 C2A1.3 B1.2 C8 A1.3 B1.4 C2
A1.3 B1.2 C9 A1.3 B1.4 C3A1.3 B1.2 C9 A1.3 B1.4 C3
A1.3 B1.2 C10 A1.3 B1.4 C4A1.3 B1.2 C10 A1.3 B1.4 C4
A1.3 B1.2 C11 A1.3 B1.4 C5A1.3 B1.2 C11 A1.3 B1.4 C5
A1.3 B1.2 C12 A1.3 B1.4 C6A1.3 B1.2 C12 A1.3 B1.4 C6
A1.3 B1.2 C13 A1.3 B1.4 C7A1.3 B1.2 C13 A1.3 B1.4 C7
A1.3 B1.2 C14 A1.3 B1.4 C8A1.3 B1.2 C14 A1.3 B1.4 C8
A1.3 B1.2 C15 A1.3 B1.4 C9A1.3 B1.2 C15 A1.3 B1.4 C9
A1.3 B1.2 C16 A1.3 B1.4 C10A1.3 B1.2 C16 A1.3 B1.4 C10
A1.3 B1.2 C17 A1.3 B1.4 C11A1.3 B1.2 C17 A1.3 B1.4 C11
A1.3 B1.3 C1 A1.3 B1.4 C12A1.3 B1.3 C1 A1.3 B1.4 C12
A1.3 B1.3 C2 A1.3 B1.4 C13A1.3 B1.3 C2 A1.3 B1.4 C13
A1.3 B1.3 C3 A1.3 B1.4 C14A1.3 B1.3 C3 A1.3 B1.4 C14
A1.3 B1.3 C4 A1.3 B1.4 C15A1.3 B1.3 C4 A1.3 B1.4 C15
A1.3 B1.3 C5 A1.3 B1.4 C16A1.3 B1.3 C5 A1.3 B1.4 C16
A1.3 B1.3 C6 A1.3 B1.4 C17A1.3 B1.3 C6 A1.3 B1.4 C17
A1.3 B1.3 C7 A1.3 B1.5 C1A1.3 B1.3 C7 A1.3 B1.5 C1
A1.3 B1.3 C8 A1.3 B1.5 C2A1.3 B1.3 C8 A1.3 B1.5 C2
A1.3 B1.3 C9 A1.3 B1.5 C3A1.3 B1.3 C9 A1.3 B1.5 C3
A1.3 B1.3 C10 A1.3 B1.5 C4 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.3 C10 A1.3 B1.5 C4 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.5 C5 A1.3 B1.6 C16A1.3 B1.5 C5 A1.3 B1.6 C16
A1.3 B1.5 C6 A1.3 B1.6 C17A1.3 B1.5 C6 A1.3 B1.6 C17
A1.3 B1.5 C7 A1.3 B1.7 C1A1.3 B1.5 C7 A1.3 B1.7 C1
A1.3 B1.5 C8 A1.3 B1.7 C2A1.3 B1.5 C8 A1.3 B1.7 C2
A1.3 B1.5 C9 A1.3 B1.7 C3A1.3 B1.5 C9 A1.3 B1.7 C3
A1.3 B1.5 C10 A1.3 B1.7 C4A1.3 B1.5 C10 A1.3 B1.7 C4
A1.3 B1.5 C11 A1.3 B1.7 C5A1.3 B1.5 C11 A1.3 B1.7 C5
A1.3 B1.5 C12 A1.3 B1.7 C6A1.3 B1.5 C12 A1.3 B1.7 C6
A1.3 B1.5 C13 A1.3 B1.7 C7A1.3 B1.5 C13 A1.3 B1.7 C7
A1.3 B1.5 C14 A1.3 B1.7 C8A1.3 B1.5 C14 A1.3 B1.7 C8
A1.3 B1.5 C15 A1.3 B1.7 C9A1.3 B1.5 C15 A1.3 B1.7 C9
A1.3 B1.5 C16 A1.3 B1.7 C10A1.3 B1.5 C16 A1.3 B1.7 C10
A1.3 B1.5 C17 A1.3 B1.7 C11A1.3 B1.5 C17 A1.3 B1.7 C11
A1.3 B1.6 C1 A1.3 B1.7 C12A1.3 B1.6 C1 A1.3 B1.7 C12
A1.3 B1.6 C2 A1.3 B1.7 C13A1.3 B1.6 C2 A1.3 B1.7 C13
A1.3 B1.6 C3 A1.3 B1.7 C14A1.3 B1.6 C3 A1.3 B1.7 C14
A1.3 B1.6 C4 A1.3 B1.7 C15A1.3 B1.6 C4 A1.3 B1.7 C15
A1.3 B1.6 C5 A1.3 B1.7 C16A1.3 B1.6 C5 A1.3 B1.7 C16
A1.3 B1.6 C6 A1.3 B1.7 C17A1.3 B1.6 C6 A1.3 B1.7 C17
A1.3 B1.6 C7 A1.3 B1.8 C1A1.3 B1.6 C7 A1.3 B1.8 C1
A1.3 B1.6 C8 A1.3 B1.8 C2A1.3 B1.6 C8 A1.3 B1.8 C2
A1.3 B1.6 C9 A1.3 B1.8 C3A1.3 B1.6 C9 A1.3 B1.8 C3
A1.3 B1.6 C10 A1.3 B1.8 C4A1.3 B1.6 C10 A1.3 B1.8 C4
A1.3 B1.6 C11 A1.3 B1.8 C5A1.3 B1.6 C11 A1.3 B1.8 C5
A1.3 B1.6 C12 A1.3 B1.8 C6A1.3 B1.6 C12 A1.3 B1.8 C6
A1.3 B1.6 C13 A1.3 B1.8 C7A1.3 B1.6 C13 A1.3 B1.8 C7
A1.3 B1.6 C14 A1.3 B1.8 C8A1.3 B1.6 C14 A1.3 B1.8 C8
A1.3 B1.6 C15 A1.3 B1.8 C9 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.6 C15 A1.3 B1.8 C9 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.8 C10 A1.3 B1.10 C4A1.3 B1.8 C10 A1.3 B1.10 C4
A1.3 B1.8 C11 A1.3 B1.10 C5A1.3 B1.8 C11 A1.3 B1.10 C5
A1.3 B1.8 C12 A1.3 B1.10 C6A1.3 B1.8 C12 A1.3 B1.10 C6
A1.3 B1.8 C13 A1.3 B1.10 C7A1.3 B1.8 C13 A1.3 B1.10 C7
A1.3 B1.8 C14 A1.3 B1.10 C8A1.3 B1.8 C14 A1.3 B1.10 C8
A1.3 B1.8 C15 A1.3 B1.10 C9A1.3 B1.8 C15 A1.3 B1.10 C9
A1.3 B1.8 C16 A1.3 B1.10 C10A1.3 B1.8 C16 A1.3 B1.10 C10
A1.3 B1.8 C17 A1.3 B1.10 C11A1.3 B1.8 C17 A1.3 B1.10 C11
A1.3 B1.9 C1 A1.3 B1.10 C12A1.3 B1.9 C1 A1.3 B1.10 C12
A1.3 B1.9 C2 A1.3 B1.10 C13A1.3 B1.9 C2 A1.3 B1.10 C13
A1.3 B1.9 C3 A1.3 B1.10 C14A1.3 B1.9 C3 A1.3 B1.10 C14
A1.3 B1.9 C4 A1.3 B1.10 C15A1.3 B1.9 C4 A1.3 B1.10 C15
A1.3 B1.9 C5 A1.3 B1.10 C16A1.3 B1.9 C5 A1.3 B1.10 C16
A1.3 B1.9 C6 A1.3 B1.10 C17A1.3 B1.9 C6 A1.3 B1.10 C17
A1.3 B1.9 C7 A1.3 B1.11 C1A1.3 B1.9 C7 A1.3 B1.11 C1
A1.3 B1.9 C8 A1.3 B1.11 C2A1.3 B1.9 C8 A1.3 B1.11 C2
A1.3 B1.9 C9 A1.3 B1.11 C3A1.3 B1.9 C9 A1.3 B1.11 C3
A1.3 B1.9 C10 A1.3 B1.11 C4A1.3 B1.9 C10 A1.3 B1.11 C4
A1.3 B1.9 C11 A1.3 B1.11 C5A1.3 B1.9 C11 A1.3 B1.11 C5
A1.3 B1.9 C12 A1.3 B1.11 C6A1.3 B1.9 C12 A1.3 B1.11 C6
A1.3 B1.9 C13 A1.3 B1.11 C7A1.3 B1.9 C13 A1.3 B1.11 C7
A1.3 B1.9 C14 A1.3 B1.11 C8A1.3 B1.9 C14 A1.3 B1.11 C8
A1.3 B1.9 C15 A1.3 B1.11 C9A1.3 B1.9 C15 A1.3 B1.11 C9
A1.3 B1.9 C16 A1.3 B1.11 C10A1.3 B1.9 C16 A1.3 B1.11 C10
A1.3 B1.9 C17 A1.3 B1.11 C11A1.3 B1.9 C17 A1.3 B1.11 C11
A1.3 B1.10 C1 A1.3 B1.11 C12A1.3 B1.10 C1 A1.3 B1.11 C12
A1.3 B1.10 C2 A1.3 B1.11 C13A1.3 B1.10 C2 A1.3 B1.11 C13
A1.3 B1.10 C3 A1.3 B1.11 C14 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.10 C3 A1.3 B1.11 C14 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.11 C15 A1.3 B1.13 C9A1.3 B1.11 C15 A1.3 B1.13 C9
A1.3 B1.11 C16 A1.3 B1.13 C10A1.3 B1.11 C16 A1.3 B1.13 C10
A1.3 B1.11 C17 A1.3 B1.13 C11A1.3 B1.11 C17 A1.3 B1.13 C11
A1.3 B1.12 C1 A1.3 B1.13 C12A1.3 B1.12 C1 A1.3 B1.13 C12
A1.3 B1.12 C2 A1.3 B1.13 C13A1.3 B1.12 C2 A1.3 B1.13 C13
A1.3 B1.12 C3 A1.3 B1.13 C14A1.3 B1.12 C3 A1.3 B1.13 C14
A1.3 B1.12 C4 A1.3 B1.13 C15A1.3 B1.12 C4 A1.3 B1.13 C15
A1.3 B1.12 C5 A1.3 B1.13 C16A1.3 B1.12 C5 A1.3 B1.13 C16
A1.3 B1.12 C6 A1.3 B1.13 C17A1.3 B1.12 C6 A1.3 B1.13 C17
A1.3 B1.12 C7 A1.3 B1.14 C1A1.3 B1.12 C7 A1.3 B1.14 C1
A1.3 B1.12 C8 A1.3 B1.14 C2A1.3 B1.12 C8 A1.3 B1.14 C2
A1.3 B1.12 C9 A1.3 B1.14 C3A1.3 B1.12 C9 A1.3 B1.14 C3
A1.3 B1.12 C10 A1.3 B1.14 C4A1.3 B1.12 C10 A1.3 B1.14 C4
A1.3 B1.12 C11 A1.3 B1.14 C5A1.3 B1.12 C11 A1.3 B1.14 C5
A1.3 B1.12 C12 A1.3 B1.14 C6A1.3 B1.12 C12 A1.3 B1.14 C6
A1.3 B1.12 C13 A1.3 B1.14 C7A1.3 B1.12 C13 A1.3 B1.14 C7
A1.3 B1.12 C14 A1.3 B1.14 C8A1.3 B1.12 C14 A1.3 B1.14 C8
A1.3 B1.12 C15 A1.3 B1.14 C9A1.3 B1.12 C15 A1.3 B1.14 C9
A1.3 B1.12 C16 A1.3 B1.14 C10A1.3 B1.12 C16 A1.3 B1.14 C10
A1.3 B1.12 C17 A1.3 B1.14 C11A1.3 B1.12 C17 A1.3 B1.14 C11
A1.3 B1.13 C1 A1.3 B1.14 C12A1.3 B1.13 C1 A1.3 B1.14 C12
A1.3 B1.13 C2 A1.3 B1.14 C13A1.3 B1.13 C2 A1.3 B1.14 C13
A1.3 B1.13 C3 A1.3 B1.14 C14A1.3 B1.13 C3 A1.3 B1.14 C14
A1.3 B1.13 C4 A1.3 B1.14 C15A1.3 B1.13 C4 A1.3 B1.14 C15
A1.3 B1.13 C5 A1.3 B1.14 C16A1.3 B1.13 C5 A1.3 B1.14 C16
A1.3 B1.13 C6 A1.3 B1.14 C17A1.3 B1.13 C6 A1.3 B1.14 C17
A1.3 B1.13 C7 A1.3 B1.15 C1A1.3 B1.13 C7 A1.3 B1.15 C1
A1.3 B1.13 C8 A1.3 B1.15 C2 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.13 C8 A1.3 B1.15 C2 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.15 C3 A1.3 B1.16 C14A1.3 B1.15 C3 A1.3 B1.16 C14
A1.3 B1.15 C4 A1.3 B1.16 C15A1.3 B1.15 C4 A1.3 B1.16 C15
A1.3 B1.15 C5 A1.3 B1.16 C16A1.3 B1.15 C5 A1.3 B1.16 C16
A1.3 B1.15 C6 A1.3 B1.16 C17A1.3 B1.15 C6 A1.3 B1.16 C17
A1.3 B1.15 C7 A1.3 B1.17 C1A1.3 B1.15 C7 A1.3 B1.17 C1
A1.3 B1.15 C8 A1.3 B1.17 C2A1.3 B1.15 C8 A1.3 B1.17 C2
A1.3 B1.15 C9 A1.3 B1.17 C3A1.3 B1.15 C9 A1.3 B1.17 C3
A1.3 B1.15 C10 A1.3 B1.17 C4A1.3 B1.15 C10 A1.3 B1.17 C4
A1.3 B1.15 C11 A1.3 B1.17 C5A1.3 B1.15 C11 A1.3 B1.17 C5
A1.3 B1.15 C12 A1.3 B1.17 C6A1.3 B1.15 C12 A1.3 B1.17 C6
A1.3 B1.15 C13 A1.3 B1.17 C7A1.3 B1.15 C13 A1.3 B1.17 C7
A1.3 B1.15 C14 A1.3 B1.17 C8A1.3 B1.15 C14 A1.3 B1.17 C8
A1.3 B1.15 C15 A1.3 B1.17 C9A1.3 B1.15 C15 A1.3 B1.17 C9
A1.3 B1.15 C16 A1.3 B1.17 C10A1.3 B1.15 C16 A1.3 B1.17 C10
A1.3 B1.15 C17 A1.3 B1.17 C11A1.3 B1.15 C17 A1.3 B1.17 C11
A1.3 B1.16 C1 A1.3 B1.17 C12A1.3 B1.16 C1 A1.3 B1.17 C12
A1.3 B1.16 C2 A1.3 B1.17 C13A1.3 B1.16 C2 A1.3 B1.17 C13
A1.3 B1.16 C3 A1.3 B1.17 C14A1.3 B1.16 C3 A1.3 B1.17 C14
A1.3 B1.16 C4 A1.3 B1.17 C15A1.3 B1.16 C4 A1.3 B1.17 C15
A1.3 B1.16 C5 A1.3 B1.17 C16A1.3 B1.16 C5 A1.3 B1.17 C16
A1.3 B1.16 C6 A1.3 B1.17 C17A1.3 B1.16 C6 A1.3 B1.17 C17
A1.3 B1.16 C7 A1.3 B1.18 C1A1.3 B1.16 C7 A1.3 B1.18 C1
A1.3 B1.16 C8 A1.3 B1.18 C2A1.3 B1.16 C8 A1.3 B1.18 C2
A1.3 B1.16 C9 A1.3 B1.18 C3A1.3 B1.16 C9 A1.3 B1.18 C3
A1.3 B1.16 C10 A1.3 B1.18 C4A1.3 B1.16 C10 A1.3 B1.18 C4
A1.3 B1.16 C11 A1.3 B1.18 C5A1.3 B1.16 C11 A1.3 B1.18 C5
A1.3 B1.16 C12 A1.3 B1.18 C6A1.3 B1.16 C12 A1.3 B1.18 C6
A1.3 B1.16 C13 A1.3 B1.18 C7 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.16 C13 A1.3 B1.18 C7 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.18 C8 A1.3 B1.20 C2A1.3 B1.18 C8 A1.3 B1.20 C2
A1.3 B1.18 C9 A1.3 B1.20 C3A1.3 B1.18 C9 A1.3 B1.20 C3
A1.3 B1.18 C10 A1.3 B1.20 C4A1.3 B1.18 C10 A1.3 B1.20 C4
A1.3 B1.18 C11 A1.3 B1.20 C5A1.3 B1.18 C11 A1.3 B1.20 C5
A1.3 B1.18 C12 A1.3 B1.20 C6A1.3 B1.18 C12 A1.3 B1.20 C6
A1.3 B1.18 C13 A1.3 B1.20 C7A1.3 B1.18 C13 A1.3 B1.20 C7
A1.3 B1.18 C14 A1.3 B1.20 C8A1.3 B1.18 C14 A1.3 B1.20 C8
A1.3 B1.18 C15 A1.3 B1.20 C9A1.3 B1.18 C15 A1.3 B1.20 C9
A1.3 B1.18 C16 A1.3 B1.20 C10A1.3 B1.18 C16 A1.3 B1.20 C10
A1.3 B1.18 C17 A1.3 B1.20 C11A1.3 B1.18 C17 A1.3 B1.20 C11
A1.3 B1.19 C1 A1.3 B1.20 C12A1.3 B1.19 C1 A1.3 B1.20 C12
A1.3 B1.19 C2 A1.3 B1.20 C13A1.3 B1.19 C2 A1.3 B1.20 C13
A1.3 B1.19 C3 A1.3 B1.20 C14A1.3 B1.19 C3 A1.3 B1.20 C14
A1.3 B1.19 C4 A1.3 B1.20 C15A1.3 B1.19 C4 A1.3 B1.20 C15
A1.3 B1.19 C5 A1.3 B1.20 C16A1.3 B1.19 C5 A1.3 B1.20 C16
A1.3 B1.19 C6 A1.3 B1.20 C17A1.3 B1.19 C6 A1.3 B1.20 C17
A1.3 B1.19 C7 A1.3 B1.21 C1A1.3 B1.19 C7 A1.3 B1.21 C1
A1.3 B1.19 C8 A1.3 B1.21 C2A1.3 B1.19 C8 A1.3 B1.21 C2
A1.3 B1.19 C9 A1.3 B1.21 C3A1.3 B1.19 C9 A1.3 B1.21 C3
A1.3 B1.19 C10 A1.3 B1.21 C4A1.3 B1.19 C10 A1.3 B1.21 C4
A1.3 B1.19 C11 A1.3 B1.21 C5A1.3 B1.19 C11 A1.3 B1.21 C5
A1.3 B1.19 C12 A1.3 B1.21 C6A1.3 B1.19 C12 A1.3 B1.21 C6
A1.3 B1.19 C13 A1.3 B1.21 C7A1.3 B1.19 C13 A1.3 B1.21 C7
A1.3 B1.19 C14 A1.3 B1.21 C8A1.3 B1.19 C14 A1.3 B1.21 C8
A1.3 B1.19 C15 A1.3 B1.21 C9A1.3 B1.19 C15 A1.3 B1.21 C9
A1.3 B1.19 C16 A1.3 B1.21 C10A1.3 B1.19 C16 A1.3 B1.21 C10
A1.3 B1.19 C17 A1.3 B1.21 C11A1.3 B1.19 C17 A1.3 B1.21 C11
A1.3 B1.20 C1 A1.3 B1.21 C12 Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff Wirkstoff (A) (B) (C) (A) (B) (C)A1.3 B1.20 C1 A1.3 B1.21 C12 Active substance Active substance Active substance Active substance Active substance (A) (B) (C) (A) (B) (C)
A1.3 B1.21 C13 A1.3 B1.23 C7A1.3 B1.21 C13 A1.3 B1.23 C7
A1.3 B1.21 C14 A1.3 B1.23 C8A1.3 B1.21 C14 A1.3 B1.23 C8
A1.3 B1.21 C15 A1.3 B1.23 C9A1.3 B1.21 C15 A1.3 B1.23 C9
A1.3 B1.21 C16 A1.3 B1.23 C10A1.3 B1.21 C16 A1.3 B1.23 C10
A1.3 B1.21 C17 A1.3 B1.23 C11A1.3 B1.21 C17 A1.3 B1.23 C11
A1.3 B1.22 C1 A1.3 B1.23 C12A1.3 B1.22 C1 A1.3 B1.23 C12
A1.3 B1.22 C2 A1.3 B1.23 C13A1.3 B1.22 C2 A1.3 B1.23 C13
A1.3 B1.22 C3 A1.3 B1.23 C14A1.3 B1.22 C3 A1.3 B1.23 C14
A1.3 B1.22 C4 A1.3 B1.23 C15A1.3 B1.22 C4 A1.3 B1.23 C15
A1.3 B1.22 C5 A1.3 B1.23 C16A1.3 B1.22 C5 A1.3 B1.23 C16
A1.3 B1.22 C6 A1.3 B1.23 C17A1.3 B1.22 C6 A1.3 B1.23 C17
A1.3 B1.22 C7 A1.3 B1.22 C7
A1.3 B1.22 C8  A1.3 B1.22 C8
A1.3 B1.22 C9  A1.3 B1.22 C9
A1.3 B1.22 C10  A1.3 B1.22 C10
A1.3 B1.22 C11  A1.3 B1.22 C11
A1.3 B1.22 C12  A1.3 B1.22 C12
A1.3 B1.22 C13  A1.3 B1.22 C13
A1.3 B1.22 C14  A1.3 B1.22 C14
A1.3 B1.22 C15  A1.3 B1.22 C15
A1.3 B1.22 C16  A1.3 B1.22 C16
A1.3 B1.22 C17  A1.3 B1.22 C17
A1.3 B1.23 C1  A1.3 B1.23 C1
A1.3 B1.23 C2  A1.3 B1.23 C2
A1.3 B1.23 C3  A1.3 B1.23 C3
A1.3 B1.23 C4  A1.3 B1.23 C4
A1.3 B1.23 C5  A1.3 B1.23 C5
A1.3 B1.23 C6 Die Aufwandmengen der Wirkstoffe (C) können stark variieren. Als grobe Richtgröße für herbizide Wirkstoffe (C) können folgende Bereiche gelten: A1.3 B1.23 C6 The application rates of the active ingredients (C) can vary widely. As a rough guide value for herbicidal active ingredients (C), the following ranges apply:
Im Allgemeinen 0,5 - 5000 g AS/ha, bevorzugt 1 ,0 bis 4000 g AS/ha, besonders bevorzugt 2 - 3000 g AS/ha. In general 0.5 to 5000 g AS / ha, preferably 1, 0 to 4000 g AS / ha, more preferably 2 to 3000 g AS / ha.
Im Fall von Safenern als Wirkstoff (C) werden diese bevorzugt im Gewichtsverhältnis 1 :10 bis 10:1 relativ zum Wirkstoff (B) eingesetzt. Einige der genannten Kombinationen sind neu und als solche auch Gegenstand der Erfindung. In the case of safeners as active ingredient (C), these are preferably used in a weight ratio of 1:10 to 10: 1 relative to the active ingredient (B). Some of the combinations mentioned are new and, as such, also the subject of the invention.
Die erfindungsgemäßen Kombinationen (= herbiziden Mittel) weisen eine ausgezeichnete herbizide Wirksamkeit gegen ein breites Spektrum wirtschaftlich wichtiger mono- und dikotyler Schadpflanzen auf. Auch schwer bekämpfbare perenn ierende Un kräuter, d ie aus Rh izomen , Wurzelstöcken oder anderen Dauerorganen austreiben, werden durch die Wirkstoffe gut erfasst. Dabei ist es gleichgültig, ob die Substanzen im Vorsaat-, Vorauflauf- oder Nachauflaufverfahren ausgebracht werden. Bevorzugt ist die Anwendung im Nachauflaufverfahren oder im frühen Vorsaat- oder Vorauflaufverfahren. The combinations according to the invention (= herbicidal agents) have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants. Hard-to-control perennial herbs, which sprout out of rhizomes, rhizomes or other endemic organs, are also well recognized by the active ingredients. It does not matter whether the substances are applied in the pre-sowing, pre-emergence or postemergence process. Preferably, the application is postemergence or early pre-seed or pre-emergence.
Im einzelnen seien beispielhaft einige Vertreter der mono- und dikotylen Unkrautflora genannt, die durch die erfindungsgemäßen Mittel kontrolliert werden können, ohne dass durch die Nennung eine Beschränkung auf bestimmte Arten erfolgen soll. Specifically, by way of example, some representatives of the monocotyledonous and dicotyledonous weed flora may be mentioned, which can be controlled by the agents according to the invention, without the intention of limiting them to certain species.
Monokotyle Schadpflanzen der Gattungen: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyl- octenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Pennisetum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum. Dikotyle Unkräuter der Gattungen: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium , Emex, Erysimum , Euphorbia, Galeopsis, Galinsoga, Galium, Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria, Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago, Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex, Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium. Aus beiden Gruppen werden erfindungsgemäß auch solche Schadpflanzen bekämpft, die resistent sind gegen ein oder mehrere Herbizide bzw. Herbizidgruppen, z.B. solche Schadpflanzen , d ie aufg rund einer Target-Site-Resistenz oder metabolischen Resistenz von ACCAse-lnhibitoren, ALS-Inhibitoren, EPSPS-lnhibitoren, H PPD- Inhibitoren, 2,4-D oder Dicamba nicht mehr bekämpft werden. Monocotyledonous weeds of the genera: Aegilops, Agropyron, Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus, Commelina, Cynodon, Cyperus, Dactyl octenium, Digitaria, Echinochloa, Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis, Heteranthera , Imperata, Ischaemum, Leptochloa, Lolium, Monochoria, Panicum, Paspalum, Pennisetum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria, Scirpus, Setaria, Sorghum. Dicotyledonous weeds of the genera: Abutilon, Amaranthus, Ambrosia, Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella, Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura, Desmodium, Emex, Erysimum, Euphorbia, Galeopsis Galinsoga Galium Hibiscus Ipomoea Kochia Lamium Lepidium Lindernia Matricaria Mentha Mercurialis Mullugo Myosotis Papaver Pharbitis Plantago Polygonum Portulaca Ranunculus Raphanus Rorippa Rotala Rumex , Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea, Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola, Xanthium. According to the invention, both groups also combat those harmful plants which are resistant to one or more herbicides or herbicidal groups, for example harmful plants, resulting from a target site resistance or metabolic resistance of ACCAse inhibitors, ALS inhibitors, EPSPS. Inhibitors, H PPD inhibitors, 2,4-D or dicamba can no longer be controlled.
Werden die erfindungsgemäßen Mittel vor dem Keimen auf die Erdoberfläche appliziert, so wird entweder das Auflaufen der Unkrautkeimlinge vollständig verhindert oder die Unkräuter wachsen bis zum Keimblattstadium heran, stellen jedoch dann ihr Wachstum ein und sterben schl ießl ich nach Ablauf von drei bis vier Wochen vollkommen ab. If the agents according to the invention are applied to the surface of the earth before germination, either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and die completely after three to four weeks ,
Bei Applikation der Mittel auf die grünen Pflanzenteile im Nachauflaufverfahren tritt ebenfalls sehr rasch nach der Behandlung ein drastischer Wachstumsstop ein und die U n kra utpfl anzen ble iben i n dem zu m Appl i kation szeitpu n kt vorhandenen Wachstumsstadium stehen oder sterben nach einer gewissen Zeit ganz ab, so dass auf diese Weise eine für die Kulturpflanzen schädliche Unkrautkonkurrenz sehr früh und nachhaltig beseitigt wird. When the agents are applied to the green parts of the plants after the post-emergence process, a drastic halt in growth also occurs very rapidly after the treatment and the plants remain in the growth stage present at the time of application or die completely after a certain time so that in this way a weed competition that is harmful to cultivated plants is eliminated very early and sustainably.
Die erfindungsgemäßen herbiziden Mittel zeichnen sich im Vergleich zu den Einzelpräparaten durch eine schneller einsetzende und länger andauernde herbizide Wirkung aus. Die Regenfestigkeit der Wirkstoffe in den erfindungsgemäßen Kombinationen ist in der Regel günstig. Als besonderer Vorteil fällt ins Gewicht, dass die in den Kombinationen verwendeten und wirksamen Dosierungen von Verbindungen (A) und (B) so gering eingestellt werden können, dass ihre Bodenwirkung optimal und gegenüber Folgekulturen vorteilhaft ist. Som it wird deren Einsatz n icht nur in empfindlichen Kulturen erst möglich, sondern Grundwasser-Kontaminationen werden praktisch vermieden. Durch die erfindungsgemäßen Kombination von Wirkstoffen wird eine erhebliche Reduzierung der nötigen Aufwandmenge der Wirkstoffe ermöglicht. Compared to the individual preparations, the herbicidal compositions according to the invention are characterized by a more rapid onset and longer-lasting herbicidal action. The rainfastness of the active ingredients in the inventive Combinations is usually cheap. A particular advantage is the fact that the dosages of compounds (A) and (B) used and effective in the combinations can be set so low that their soil effect is optimal and advantageous over secondary crops. Therefore, their use is not only possible in sensitive cultures, but groundwater contamination is virtually avoided. The combination of active substances according to the invention enables a considerable reduction in the required application rate of the active ingredients.
Bei der gemeinsamer Anwendung von Herbiziden des Typs (A)+(B) treten überadditive (= synergistische) Effekte auf. Dabei ist die Wirkung in den Kombinationen stärker als die zu erwartende Summe der Wirkungen der eingesetzten Einzelherbizide. Die synergistischen Effekte erlauben eine Reduzierung der Aufwandmenge, d ie Bekämpfung eines breiteren Spektrums von Unkräutern und Ungräsern, einen schnelleren Eintritt der herbiziden Wirkung, eine längere Dauerwirkung, eine bessere Kontrolle der Schadpflanzen mit nur einer bzw. wenigen Applikationen sowie eine Ausweitung des möglichen Anwendungszeitraums. Teilweise wird durch den Einsatz der Mittel auch die Menge an schädlichen Inhaltsstoffen in der Kulturpflanze, wie Stickstoff oder Ölsäure, reduziert. Die genannten Eigenschaften und Vorteile sind in der praktischen Unkrautbekämpfung gefordert, um landwirtschaftliche Kulturen von unerwünschten Konkurrenzpflanzen freizuhalten und damit die Erträge qualitativ und quantitativ zu sichern und/oder zu erhöhen. Der technische Standard wird durch diese neuen Kombinationen hinsichtlich der beschriebenen Eigenschaften deutlich übertroffen. When herbicides of the type (A) + (B) are used together, superadditive (= synergistic) effects occur. The effect in the combinations is stronger than the expected sum of the effects of the individual herbicides used. The synergistic effects allow a reduction in the application rate, the control of a broader spectrum of weeds and weeds, a faster onset of herbicidal activity, a longer lasting effect, better control of harmful plants with only one or a few applications and an extension of the possible period of application. Partly by the use of funds and the amount of harmful ingredients in the crop, such as nitrogen or oleic acid, reduced. The said properties and advantages are required in practical weed control in order to keep agricultural crops free of undesired competing plants and thus to secure and / or increase yields qualitatively and quantitatively. The technical standard is significantly exceeded by these new combinations in terms of the properties described.
Obgleich die erfindungsgemäßen Mittel eine ausgezeichnete herbizide Aktivität gegenüber mono- und dikotylen Unkräutern aufweisen, werden die toleranten bzw. kreuztoleranten Maispflanzen nur unwesentlich oder gar nicht geschädigt. Darüber hinaus weisen die erfindungsgemäßen Mittel teilweise hervorragende wachstumsregulatorische Eigenschaften bei den Maispflanzen auf. Sie greifen regulierend in den pflanzeneigenen Stoffwechsel ein und können damit zur gezielten Beeinflussung von Pflanzeninhaltsstoffen eingesetzt werden. Des Weiteren eignen sie sich auch zur generellen Steuerung und Hemmung von unerwünschtem vegetativen Wachstum, ohne dabei die Pflanzen abzutöten . Eine Hemmung des vegetativen Wachstums spielt bei vielen mono- und dikotylen Kulturen eine große Rolle, da das Lagern durch eine erhöhte Standfestigkeit verringert oder völlig verhindert werden kann. Although the compositions according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, the tolerant or cross-tolerant maize plants are damaged only insignificantly or not at all. In addition, the agents according to the invention sometimes have excellent growth-regulatory properties in the maize plants. They are attacking regulate in the plant's own metabolism and can thus be used for the targeted influencing of plant ingredients. Furthermore, they are also suitable for the general control and inhibition of undesirable vegetative growth, without killing the plants. Inhibition of vegetative growth plays an important role in many monocotyledonous and dicotyledonous cultures, since storage can be reduced or completely prevented by increased stability.
Aufgrund ihrer herbiziden und pflanzenwachstumsregulatorischen Eigenschaften können die Mittel zur Bekämpfung von Schadpflanzen in bekannten toleranten oder kreuztoleranten Maiskulturen oder noch zu entwickelnden toleranten oder gentechnisch veränderten Maiskulturen eingesetzt werden. Die transgenen Pflanzen zeichnen sich in der Regel durch besondere vorteilhafte Eigenschaften aus, neben den Resistenzen gegenüber den erfindungsgemäßen Mitteln beispielsweise durch Resistenzen gegenüber Pflanzenkran kheiten oder Erregern von Pflanzenkran kheiten wie bestimmten Insekten oder Mikroorganismen wie Pilzen, Bakterien oder Viren. Andere besondere Eigenschaften betreffen z. B. das Erntegut hinsichtlich Menge, Qualität, Lagerfähigkeit, Zusammensetzung und spezieller Inhaltsstoffe. So sind transgene Pflanzen m it erhöhtem Ölgehalt oder veränderter Qualität, z. B. anderer Fettsäurezusammensetzung des Ernteguts bekannt. Because of their herbicidal and plant growth regulatory properties, the control agents for harmful plants can be used in known tolerant or cross-tolerant maize crops or tolerant or genetically modified maize crops to be developed. The transgenic plants are usually characterized by particular advantageous properties, in addition to the resistances to the agents according to the invention, for example, by resistances against plant kranes or pathogens of plant kranes such as certain insects or microorganisms such as fungi, bacteria or viruses. Other special properties relate to z. B. the crop in terms of quantity, quality, shelf life, composition and special ingredients. Thus, transgenic plants with increased oil content or altered quality, eg. B. other fatty acid composition of the crop known.
Herkömmliche Wege zur Herstellung neuer Pflanzen, die im Vergleich zu bisher vorkommenden Pflanzen mod ifizierte Eigenschaften aufweisen , bestehen beispielsweise in klassischen Züchtungsverfahren und der Erzeugung von Mutanten. Alternativ kön nen neue Pflanzen m it veränderten Eigenschaften m it H ilfe gentechnischer Verfahren erzeugt werden (siehe z.B. EP-A O 221 044, EP-A O 131 624). Beschrieben wurden beispielsweise in mehreren Fällen gentechnische Veränderungen von Kulturpflanzen zwecks Modifikation der in den Pflanzen synthetisierten Stärke (z.B. WO 92/01 1376 A, WO 92/014827 A, WO 91/019806 A), transgene Kulturpflanzen, welche gegen bestimmte Herbizide vom Typ Glyphosate (WO 92/000377 A) oder der Sulfonylharnstoffe (EP 0 257 993 A, US 5,013,659) oder gegen Kombinationen oder Mischungen dieser Herbizide durch „gene stacking" resistent sind, wie transgene Kulturpflanzen z. B. Mais oder Soja mit dem Handelsnamen oder der Bezeichnung Optimum™ GAT™ (Glyphosate ALSConventional ways for the production of new plants, which exhibit modi fi ed properties in comparison to previously occurring plants, consist, for example, in classical breeding methods and the generation of mutants. Alternatively, new plants with altered properties can be generated with the aid of genetic engineering methods (see, for example, EP-A 0 221 044, EP-A 0 131 624). For example, genetic modifications of crop plants have been described in several cases for the purpose of modifying the starch synthesized in the plants (eg WO 92/01 1376 A, WO 92/014827 A, WO 91/019806 A), transgenic crop plants which are resistant to certain herbicides of the glyphosate type (WO 92/000377 A) or the sulfonylureas (EP 0 257 993 A, US Pat. No. 5,013,659) or to combinations or mixtures of these herbicides by gene stacking, such as transgenic crop plants, e.g. Corn or soybean with the trade name or designation Optimum ™ GAT ™ (Glyphosate ALS
Tolerant). Tolerant).
transgene Kulturpflanzen, beispielsweise Baumwolle, mit der Fähigkeit Bacillus thuringiensis-Toxine (Bt-Toxine) zu produzieren, welche die Pflanzen gegen bestimmte Schädlinge resistent machen (EP-A 0 142 924, EP-A 0 193 259). - transgene Kulturpflanzen mit modifizierter Fettsäurezusammensetzung (WO 91/013972 A).  Transgenic crops, such as cotton, with the ability to produce Bacillus thuringiensis toxins (Bt toxins), which make the plants resistant to certain pests (EP-A 0 142 924, EP-A 0 193 259). transgenic crops with modified fatty acid composition (WO 91/013972 A).
gentechnisch veränderte Kulturpflanzen mit neuen Inhalts- oder Sekundärstoffen z.B. neuen Phytoalexinen, die eine erhöhte Krankheitsresistenz verursachen (EP 0 309 862 A, EP 0 464 461 A)  genetically engineered crops with new content or secondary substances, e.g. new phytoalexins which cause increased disease resistance (EP 0 309 862 A, EP 0 464 461 A)
- gentechnisch veränderte Pflanzen mit reduzierter Photorespiration, die höhere Erträge und höhere Stresstoleranz aufweisen (EP 0 305 398 A) - genetically modified plants with reduced photorespiration, which have higher yields and higher stress tolerance (EP 0 305 398 A)
transgene Kulturpflanzen, die pharmazeutisch oder diagnostisch wichtige Proteine produzieren („molecular pharming")  transgenic crops that produce pharmaceutically or diagnostically important proteins ("molecular pharming")
transgene Kulturpflanzen, die sich durch höhere Erträge oder bessere Qualität auszeichnen  Transgenic crops that are characterized by higher yields or better quality
transgene Kulturpflanzen die sich durch eine Kombinationen z.B. der o. g. neuen Eigenschaften auszeichnen („gene stacking")  transgenic crops characterized by a combination of e.g. the o. g. characterize new properties ("gene stacking")
Zahlreiche molekularbiologische Techniken, mit denen neue transgene Pflanzen mit veränderten Eigenschaften hergestellt werden können, sind im Prinzip bekannt; siehe z.B. I. Potrykus und G. Spangenberg (eds.) Gene Transfer to Plants, Springer Lab Manual (1995), Springer Verlag Berlin, Heidelberg, oder Christou, "Trends in Plant Science" 1 (1996) 423-431 ). Für derartige gentechnische Manipulationen können Nucleinsäuremoleküle in Plasmide eingebracht werden, die eine Mutagenese oder eine Sequenzveränderung durch Rekombination von DNA-Sequenzen erlauben. Mit Hilfe von Standardverfahren können z.B. Basenaustausche vorgenommen, Teilsequenzen entfernt oder natürliche oder synthetische Sequenzen hinzugefügt werden. Für die Verbindung der DNA-Fragmente untereinander können an die Fragmente Adaptoren oder Linker angesetzt werden, siehe z.B. Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2. Aufl. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; oder Winnacker "Gene und Klone", VCH Weinheim 2. Auflage 1996 Numerous molecular biology techniques that can be used to produce novel transgenic plants with altered properties are known in principle; See, for example, I. Potrykus and G. Spangenberg (eds.) Gene Transfer to Plants, Springer Lab Manual (1995), Springer Verlag Berlin, Heidelberg, or Christou, "Trends in Plant Science" 1 (1996) 423-431). For such genetic engineering, nucleic acid molecules can be introduced into plasmids that undergo mutagenesis or sequence alteration Allow recombination of DNA sequences. By means of standard methods, for example, base exchanges can be made, partial sequences removed or natural or synthetic sequences added. For the connection of the DNA fragments with one another adapters or linkers can be attached to the fragments, see eg Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd Ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker "Genes and Clones", VCH Weinheim 2nd edition 1996
Die Herstellung von Pflanzenzellen mit einer verringerten Aktivität eines Genprodukts kann beispielsweise erzielt werden durch d ie Expression m indestens einer entsprechenden antisense-RNA, ei n e r se n se-RNA zur Erzielung eines Cosuppressionseffekt.es oder die Expression mindestens eines entsprechend konstruierten Ribozyms, das spezifisch Transkripte des obengenannten Genprodukts spaltet. The production of plant cells having a reduced activity of a gene product can be achieved, for example, by the expression of at least one corresponding antisense RNA, one n se RNA to obtain a cosuppression effect, or the expression of at least one correspondingly engineered ribozyme which is specific Transcripts of the above gene product cleaves.
H ierzu können zum einen DNA-Moleküle verwendet werden, die die gesamte codierende Sequenz eines Genprodukts einschließlich eventuell vorhandener flankierender Sequenzen umfassen, als auch DNA-Moleküle, die nur Teile der codierenden Sequenz umfassen, wobei diese Teile lang genug sein müssen, um in den Zellen einen antisense-Effekt zu bewirken. Möglich ist auch die Verwendung von DNA- Sequenzen, die einen hohen Grad an Homologie zu den codiereden Sequenzen eines Genprodukts aufweisen, aber nicht vollkommen identisch sind. Here, on the one hand, DNA molecules can be used which comprise the entire coding sequence of a gene product, including any flanking sequences which may be present, as well as DNA molecules which comprise only parts of the coding sequence, which parts have to be long enough to be inserted into the Cells cause an antisense effect. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product, but are not completely identical.
Bei der Expression von Nucleinsäuremolekülen in Pflanzen kann das synthetisierte Protein in jedem beliebigen Kompartiment der pflanzlichen Zelle lokalisiert sein. Um aber die Lokalisation in einem bestimmten Kompartiment zu erreichen, kann z.B. die codierende Region mit DNA-Sequenzen verknüpft werden, die die Lokalisierung in einem bestimmten Kompartiment gewährleisten. Derartige Sequenzen sind dem Fachmann bekannt (siehe beispielsweise Braun et al., EMBO J. 1 1 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sei. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1 991 ), 95-106). Die Expression der Nukleinsäuremoleküle kann auch in den Organellen der Pflanzenzellen stattfinden. In the expression of nucleic acid molecules in plants, the synthesized protein may be located in any compartment of the plant cell. However, to achieve localization in a particular compartment, for example, the coding region can be linked to DNA sequences that ensure localization in a particular compartment. Such sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad., U.S.A. 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1 991), 95-106). Expression of the nucleic acid molecules can also be found in the Organelles of the plant cells take place.
Die transgenen Pflanzenzellen können nach bekannten Techniken zu ganzen Pflanzen regeneriert werden. Bei den transgenen Pflanzen kann es sich prinzipiell um Pflanzen jeder beliebigen Pflanzenspezies handeln, d.h., sowohl monokotyle als auch dikotyle Pflanzen. The transgenic plant cells can be regenerated to whole plants by known techniques. The transgenic plants may, in principle, be plants of any plant species, that is, both monocotyledonous and dicotyledonous plants.
So sind transgene Pflanzen erhältl ich , d ie veränderte Eigenschaften durch Überexpression, Suppression oder Inhibierung homologer (= natürlicher) Gene oder Gensequenzen oder Expression heterologer (= fremder) Gene oder Gensequenzen aufweisen. Thus, transgenic plants are obtained which have altered properties through overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.
Vorzugsweise können die erfindungsgemäßen Mittel in transgenen Maiskulturen eingesetzt werden, welche nicht nur gegen die Komponente (A), sondern auch gegen Wuchsstoffe (wie z.B. 2,4-D oder Dicamba und/oder Verbindungen der Gruppe (B)) oder gegen Herbizide, die essentielle Pflanzenenzyme, z.B. Acetolactatsynthasen (ALS), EPSP Synthasen oder Hydoxyphenylpyruvat Dioxygenasen (HPPD) hemmen, respektive gegen Herbizide aus der Gruppe der Sulfonylharnstoffe, der Glyphosate oder Benzoylisoxazole und analogen Wirkstoffe, oder gegen beliebige Kombinationen dieser Wirkstoffe, tolerant sind. Preferably, the agents according to the invention can be used in transgenic maize cultures which are not only active against component (A) but also against growth substances (such as, for example, 2,4-D or dicamba and / or compounds of group (B)) or against herbicides which essential plant enzymes, eg Acetolactate synthases (ALS), EPSP synthases or Hydoxyphenylpyruvat dioxygenases (HPPD) inhibit, respectively, are tolerant to herbicides from the group of sulfonylureas, glyphosate or Benzoylisoxazole and analogues, or against any combination of these agents.
Besonders bevorzugt können die erfindungsgemäßen Mittel in transgenen Maiskulturen eingesetzt werden, die gegen eine Kombination von Glyphosaten und Glufosinaten oder gegen eine Kombination von Glufosinaten und/oder Glyphosaten und/oder Sulfonylharnstoffen und/oder Imidazolinonen tolerant sind. The agents according to the invention can particularly preferably be used in transgenic maize cultures which are tolerant to a combination of glyphosates and glufosinates or to a combination of glufosinates and / or glyphosates and / or sulfonylureas and / or imidazolinones.
Gegenstand der Erfindung ist deshalb auch ein Verfahren zur Bekämpfung von unerwünschtem Pflanzenwuchs in toleranten Maiskulturen, dadurch gekennzeichnet, dass man ein oder mehrere Herbizide des Typs (A) mit einem oder mehreren Herbiziden des Typs (B) auf die Schadpflanzen, Pflanzenteile davon oder d ie Anbaufläche appliziert. Gegenstand der Erfindung sind auch die neuen Kombinationen aus Verbindungen (A)+(B) und diese enthaltende herbizide Mittel. Die erfindungsgemäßen Wirkstoffkombinationen können sowohl als Mischformulierungen der zwei Komponenten, gegebenenfalls mit weiteren Wirkstoffen, Zusatzstoffen und/oder üblichen Formulierungshilfsmitteln vorliegen, die dann in üblicher Weise mit Wasser verdünnt zur Anwendung gebracht werden, oder als sogenannte Tankmischungen durch gemeinsame Verdünnung der getrennt formulierten oder partiell getrennt formulierten Komponenten mit Wasser hergestellt werden. The invention therefore also provides a method for controlling undesired plant growth in tolerant maize cultures, which comprises applying one or more herbicides of the type (A) with one or more herbicides of the type (B) to the harmful plants, plant parts thereof or the Cultivated area applied. The invention also relates to the novel combinations of compounds (A) + (B) and herbicidal compositions containing them. The active compound combinations according to the invention can be present both as mixed formulations of the two components, optionally with further active ingredients, additives and / or customary formulation auxiliaries, which are then diluted with water in a customary manner, or as so-called tank mixtures by joint dilution of the separately formulated or partially separated formulated components are prepared with water.
Die erfindungsgemäßen Mittel können in Form von Spritzpulvern, emulgierbaren Konzentraten, versprühbaren Lösungen, Stäubemitteln oder Granulaten in den üblichen Zubereitungen angewendet werden. Gegenstand der Erfindung sind deshalb auch herbizide und pflanzenwachstumsregulierende Mittel, welche die erfindungsgemäßen Mittel enthalten. The compositions of the invention can be used in the form of wettable powders, emulsifiable concentrates, sprayable solutions, dusts or granules in the usual preparations. The invention therefore also relates to herbicidal and plant growth-regulating agents which contain the agents according to the invention.
Die erfindungsgemäßen Mittel können auf verschiedene Art formuliert werden, je nachdem welche biologischen und/oder chemisch-physikalischen Parameter vorgegeben sind. Als Formulierungsmöglichkeiten kommen beispielsweise in Frage: Spritzpulver (WP), wasserlösliche Pulver (SP), wasserlösliche Konzentrate, emulgierbare Konzentrate (EC), Emulsionen (EW), wie Öl-in-Wasser- und Wasser-in-ÖI-Emulsionen (OD), versprühbare Lösungen, Suspensionskonzentrate (SC), Dispersionen auf Öl- oder Wasserbasis, ölmischbare Lösungen, Kapselsuspensionen (CS), Stäubemittel (DP), Beizmittel, Granulate für die Streu- und Bodenapplikation, Granulate (GR) in Form von Mikro-, Sprüh-, Aufzugs- und Adsorptionsgranulaten, wasserdispergierbare Granulate (WG), wasserlösliche Granulate (SG), ULV-Formulierungen, Mikrokapseln und Wachse. Diese einzelnen Formulierungstypen sind im Prinzip bekannt und werden beispielsweise beschrieben in: Winnacker-Küchler, "Chemische Technologie", Band 7, C. Hanser Verlag München, 4. Aufl.1986; Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed.1979, G. Goodwin Ltd. London. Die notwendigen Formulierungshilfsmittel wie Inertmaterialien, Tenside, Lösungsmittel und weitere Zusatzstoffe sind ebenfalls bekannt und werden beispielsweise beschrieben in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell N.J., H.v. Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y.1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of The agents according to the invention can be formulated in various ways, depending on which biological and / or chemical-physical parameters are predetermined. Possible formulation options are, for example: wettable powder (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions (OD). , sprayable solutions, suspension concentrates (SC), oil- or water-based dispersions, oil-miscible solutions, capsule suspensions (CS), dusts (DP), mordants, granules for litter and soil application, granules (GR) in the form of micro-, spray -, elevator and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes. These individual formulation types are known in principle and are described, for example, in: Winnacker-Kuchler, "Chemische Technologie", Volume 7, C. Hanser Verlag Munich, 4th ed. 1986; Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, NY, 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed.1979, G. Goodwin Ltd. London. The necessary formulation auxiliaries such as inert materials, surfactants, solvents and other additives are also known and are described, for example, in: Watkins, "Handbook of Insecticides Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell NJ, Hv Olphen, "Introduction to Clay Colloid Chemistry "; 2nd Ed., J. Wiley & Sons, NY; C. Marsden, "Solvents Guide"; 2nd Ed., Interscience, NY1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood NJ; Sisley and Wood, "Encyclopedia of
Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schönfeldt, "Grenzflächenaktive Äthylenoxidaddukte", Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Küchler, "Chemische Technologie", Band 7, C. Hanser Verlag München, 4. Aufl.1986.  Surface Active Agents, Chem. Publ. Co. Inc., NY 1964, Schoenfeldt, "Border-Active Ethylene Oxide Adducts", Wiss. Verlagsgesell., Stuttgart 1976, Winnacker-Kuchler, "Chemische Technologie", Volume 7, C. Hanser Verlag Munich, 4th edition, 1986.
Auf der Basis dieser Formulierungen lassen sich auch Kombinationen mit anderen Pestizid wirksamen Stoffen, wie z.B. Insektiziden, Akariziden, Herbiziden, Fungiziden, sowie mit Safenern, Düngemitteln und/oder Wachstumsregulatoren herstellen, z.B. in Form einer Fertigformulierung oder als Tankmix. On the basis of these formulations, combinations with other pesticidally active substances, such as e.g. Insecticides, acaricides, herbicides, fungicides, as well as with safeners, fertilizers and / or growth regulators, e.g. in the form of a ready-made formulation or as a tank mix.
Spritzpulver sind in Wasser gleichmäßig dispergierbare Präparate, die neben dem Wirkstoff außer einem Verdünnungs- oder Inertstoff noch Tenside ionischer und/oder nichtionischer Art (Netzmittel, Dispergiermittel), z.B. polyoxyethylierte Alkylphenole, polyoxethylierte Fettalkohole, polyoxethylierte Fettamine, Fettalkohol pol yglykolethersulfate, Alkansulfonate, Alkylbenzolsulfonate, ligninsulfonsaures Natrium, 2,2'-dinaphthylmethan-6,6'-disulfonsaures Natrium, dibutylnaphthalin-sulfonsaures Natrium oder auch oleoylmethyltaurinsaures Natrium enthalten. Zur Herstellung der Spritzpulver werden die herbiziden Wirkstoffe beispielsweise in üblichen Apparaturen wie Hammermühlen, Gebläsemühlen und Luftstrahlmühlen feingemahlen und gleichzeitig oder anschließend mit den Formulierungshilfsmitteln vermischt. Injectable powders are preparations which are uniformly dispersible in water and contain surfactants of the ionic and / or nonionic type (wetting agents, dispersants), for example polyoxyethylated alkylphenols, polyoxethylated fatty alcohols, polyoxethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, in addition to the active ingredient except a diluent or inert substance. lignosulfonic acid sodium, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylnaphthalene-sulfonic acid sodium or oleoylmethyltaurine acid. For the preparation of the wettable powders, the herbicidal active ingredients are finely ground, for example, in conventional apparatus such as hammer mills, blower mills and air-jet mills and simultaneously or subsequently with the Formulation aids mixed.
Emulg ierbare Konzentrate werden durch Auflösen des Wirkstoffes in einem organischen Lösungsmittel z.B. Butanol, Cyclohexanon, Dimethylformamid, Xylol oder auch höhersiedenden Aromaten oder Kohlenwasserstoffen oder Mischungen der organischen Lösungsmittel unter Zusatz von einem oder mehreren Tensiden ionischer und/oder nichtionischer Art (Emulgatoren) hergestellt. Als Emulgatoren können beispielsweise verwendet werden : Al kylarylsulfonsaure Calzium-Salze wie Ca-Dodecylbenzolsulfonat oder nichtionische Emulgatoren wie Fettsäurepolyglykolester, Alkylarylpolyglykolether, Fettalkoholpolyglykolether, Propylenoxid-Ethylenoxid-Kondensationsprodukte, Alkylpolyether, Sorbitanester wie z . B . Sorb ita nfettsä u reester od er Po lyoxethyl en sorb ita n ester wi e z . B . Polyoxyethylensorbitanfettsäureester. Stäubemittel erhält man durch Vermählen des Wirkstoffes mit fein verteilten festen Stoffen, z.B. Talkum, natürlichen Tonen, wie Kaolin, Bentonit und Pyrophyllit, oder Diatomeenerde. Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons or mixtures of organic solvents with the addition of one or more surfactants of ionic and / or nonionic type (emulsifiers). As emulsifiers, for example, be used: Al kylarylsulfonsaure calcium salts such as calcium dodecylbenzenesulfonate or nonionic emulsifiers such as fatty acid, alkylaryl, fatty alcohol, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan esters such. B. Sorb ity fatty acid esters or polyoxyethylene sorbitan ester wi e z. B. Polyoxyethylene. Dusts are obtained by milling the active ingredient with finely divided solids, e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
Suspensionskonzentrate können auf Wasser- oder Öl basis sein . Sie kön nen beispielsweise durch Naß-Vermahlung mittels handelsüblicher Perlmühlen und gegebenenfal ls Zusatz von Tensiden , wie sie z. B . oben bei den anderen Formulierungstypen bereits aufgeführt sind, hergestellt werden. Suspension concentrates may be water or oil based. You can Kings, for example, by wet grinding by means of commercial bead mills and, if appropriate ls addition of surfactants, such as. B. are already listed above for the other formulation types.
Emulsionen, z.B. ÖI-in-Wasser-Emulsionen (EW), lassen sich beispielsweise mittels Rührern, Kolloidmühlen und/oder statischen Mischern unter Verwendung von wässrigen organischen Lösungsmitteln und gegebenenfalls Tensiden, wie sie z.B. oben bei den anderen Formulierungstypen bereits aufgeführt sind, herstellen. Emulsions, e.g. Oil-in-water emulsions (EW) can be prepared, for example, by means of stirrers, colloid mills and / or static mixers using aqueous organic solvents and optionally surfactants, as described, for example, in US Pat. listed above for the other formulation types.
Granulate können entweder durch Verdüsen des Wirkstoffes auf adsorptionsfähiges, g ran u l iertes I nertmaterial hergestel lt werden oder d u rch Aufbri ngen von Wirkstoffkonzentraten mittels Klebemitteln, z.B. Polyvinylalkohol, polyacrylsaurem Natrium oder auch Mineralölen, auf die Oberfläche von Trägerstoffen wie Sand, Kaolinite oder von granuliertem Inertmaterial. Auch können geeignete Wirkstoffe in der für die Herstellung von Düngemittelgranulaten üblichen Weise - gewünschtenfalls in Mischung mit Düngemitteln - granuliert werden. Granules can be prepared either by spraying the active substance onto adsorbed, granulated inert material or by applying active substance concentrates by means of adhesives, for example polyvinyl alcohol, polyacrylic acid Sodium or mineral oils, on the surface of carriers such as sand, kaolinites or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers.
Wasserdispergierbare Granulate werden in der Regel nach den üblichen Verfahren wie Sprühtrocknung, Wirbelbett-Granulierung , Teller-Granul ieru ng , M isch u ng m it Hochgeschwindigkeitsmischern und Extrusion ohne festes Inertmaterial hergestellt. Zur Herstellung von Teller-, Fließbett-, Extruder- und Sprühgranulate siehe z.B. Verfahren in "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, Seiten 147 ff; "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York 1973, S. 8-57. Für weitere Einzelheiten zur Formulierung von Pflanzenschutzmitteln siehe z.B. G.C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961 , Seiten 81 -96 und J .D. Freyer, S.A. Evans, "Weed Control Handbook", 5th Ed ., Blackwell Scientific Publications, Oxford, 1968, Seiten 101 -103. Die agrochemischen Zubereitungen enthalten in der Regel 0, 1 bis 99 Gew.-%, insbesondere 0,1 bis 95 Gew.-%, erfindungsgemäße Mittel. Water-dispersible granules are generally prepared by the customary processes such as spray-drying, fluid-bed granulation, plate granulation, mixing with high-speed mixers and extrusion without solid inert material. For the preparation of plate, fluid bed, extruder and spray granules, see e.g. Process in "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff; Perry's Chemical Engineer's Handbook, 5th Ed., McGraw-Hill, New York 1973, pp. 8-57. For further details on the formulation of crop protection agents see, e.g. G.C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pp. 81-96 and J.D. Freyer, S.A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103. The agrochemical preparations generally contain 0, 1 to 99 wt .-%, in particular 0.1 to 95 wt .-%, inventive compositions.
In Spritzpulvern beträgt die Wirkstoffkonzentration z.B. etwa 10 bis 90 Gew.-%, der Rest zu 1 00 G ew.-% besteht aus übl ichen Formul ierungsbestandteilen . Bei emulg ierbaren Konzentraten kann d ie Wirkstoffkonzentration etwa 1 bis 90, vorzugsweise 5 bis 80 Gew.-% betragen. Staubförmige Formulierungen enthalten 1 bis 30 Gew.-% Wirkstoff, vorzugsweise meistens 5 bis 20 Gew.-% an Wirkstoff, versprühbare Lösungen enthalten etwa 0,05 bis 80, vorzugsweise 2 bis 50 Gew.-% Wirkstoff. Bei wasserdispergierbaren Granulaten hängt der Wirkstoffgehalt zum Teil davon ab, ob d ie wirksame Verbindung flüssig oder fest vorliegt und welche Gran ul ierh ilfsm ittel , Fül lstoffe usw. verwendet werden . Bei den in Wasser dispergierbaren Granulaten liegt der Gehalt an Wirkstoff beispielsweise zwischen 1 und 95 Gew.-%, vorzugsweise zwischen 10 und 80 Gew.-%. In wettable powders, the active ingredient concentration is, for example, about 10 to 90 wt .-%, the remainder to 10000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000% the active ingredient concentration in spray powders is, for example, about 10 to 90% by weight, the remainder to 100% by weight consisting of conventional formulation ingredients In the case of emulsifiable concentrates, the active ingredient concentration may be about 1 to 90, preferably 5 to 80,% by weight. Dusty formulations contain 1 to 30 wt .-% of active ingredient, preferably usually 5 to 20 wt .-% of active ingredient, sprayable solutions contain about 0.05 to 80, preferably 2 to 50 wt .-% of active ingredient. In the case of water-dispersible granules, the active ingredient content depends, in part, on whether the active compound is liquid or solid and which granules, fillers, etc. are used. In the case of the water-dispersible granules, the content of active ingredient is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.
Daneben enthalten die genannten Wirkstoffformulierungen gegebenenfalls die jeweils üblichen Haft-, Netz-, Dispergier-, Emulg ier-, Penetrations-, Konservierungs-, Frostschutz- und Lösungsmittel , Füll-, Träger- und Farbstoffe, Entschäumer, Verdunstungshemmer und den pH-Wert und die Viskosität beeinflussende Mittel. In addition, the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, penetrating, preserving, antifreezing and solvent, fillers, carriers and dyes, antifoams, evaporation inhibitors and the pH and the viscosity-influencing agent.
Beispielsweise ist bekannt, dass die Wirkung von Glufosinate-ammonium (A1 .2) ebenso wie die seines L-Enantiomeren durch oberflächenaktive Substanzen verbessert werden kann , vorzugsweise d urch Netzmittel aus der Reihe der Alkyl- polyglykolethersulfate, die beispielsweise 6 bis 18 C-Atomen enthalten und in Form ihrer Alkali- oder Ammoniumsalze, aber auch als Magnesiumsalz verwendet werden, wie Ci2/Ci4-Fettalkohol-diglykolethersulfat-Natrium (®Genapol LRO, Hoechst); siehe EP-A-0 476 555, EP-A-0 048 436, EP-A-0 336 151 oder US 4,400,196 sowie Proc. EWRS Symp. "Factors Affecting Herbicidal Activity and Selectivity", 227 - 232 (1988). Weiterhin ist bekannt, dass Alkyl-polyglykolethersulfate auch als Penetrationshilfsmittel und Wirkungsverstärker für eine Reihe anderer Herbizide, unter anderem auch für Herbizide aus der Reihe der Imidazolinone geeignet ist; siehe EP-A-0 502 014. It is known, for example, that the effect of glufosinate-ammonium (A1 .2) as well as that of its L-enantiomer can be improved by surface-active substances, preferably by wetting agents from the series of alkyl polyglycol ether sulfates containing, for example, 6 to 18 carbon atoms and in the form of their alkali metal or ammonium salts, but also be used as magnesium salt, such as Ci 2 / Ci 4 fatty alcohol diglycol ether sulfate sodium (®Genapol LRO, Hoechst); see EP-A-0 476 555, EP-A-0 048 436, EP-A-0 336 151 or US 4,400,196 and Proc. EWRS Symp. "Factors Affecting Herbicidal Activity and Selectivity", 227-232 (1988). Furthermore, it is known that alkyl polyglycol ether sulfates is also suitable as a penetration aid and enhancer for a number of other herbicides, including for herbicides from the series of imidazolinones; see EP-A-0 502 014.
Zur Anwendung werden die in handelsüblicher Form vorliegenden Formulierungen gegebenenfalls in üblicher Weise verdünnt, z.B. bei Spritzpulvern, emulgierbaren Konzentraten, Dispersionen und wasserdispergierbaren Granulaten mittels Wasser. Staubförmige Zubereitungen, Boden- bzw. Streugranulate, sowie versprühbare Lösungen werden vor der Anwendung üblicherweise nicht mehr mit weiteren inerten Stoffen verdünnt. For use, the formulations present in commercial form are optionally diluted in a customary manner, e.g. for wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules by means of water. Dust-like preparations, soil or scattering granules, as well as sprayable solutions are usually no longer diluted with other inert substances before use.
Die Wirkstoffe können auf die Pflanzen, Pflanzenteile, Pflanzensamen oder die Anbaufläche (Ackerboden) ausgebracht werden, vorzugsweise auf die grünen Pflanzen und Pflanzenteile und gegebenenfalls zusätzlich auf den Ackerboden. Eine Möglichkeit der Anwendung ist die gemeinsame Ausbringung der Wirkstoffe in Form von Tankmischungen, wobei die optimal formulierten konzentrierten Formulierungen der Einzelwirkstoffe gemeinsam im Tank mit Wasser gemischt und die erhaltene Spritzbrühe ausgebracht wird. The active substances can be applied to the plants, plant parts, plant seeds or the acreage (field soil), preferably to the green plants and plant parts and optionally additionally to the field soil. One possibility of application is the joint application of the active ingredients in the form of tank mixes, with the optimally formulated concentrated Formulations of the individual active ingredients are mixed together in the tank with water and the resulting spray mixture is discharged.
Eine gemeinsame herbizide Formulierung der erfindungsgemäßen Kombination an Wirkstoffen (A) und (B) hat den Vorteil der leichteren Anwendbarkeit, weil die Mengen der Komponenten bereits im richtigen Verhältnis zueinander eingestellt sind. Außerdem können die Hilfsmittel in der Formulierung aufeinander optimal abgestimmt werden, wäh rend ei n Ta n k-mix von unterschiedlichen Formul ierungen unerwünschte Kombinationen von Hilfstoffen ergeben kann. A common herbicidal formulation of the combination of active ingredients (A) and (B) according to the invention has the advantage of easier applicability because the amounts of the components are already set in the correct ratio to each other. In addition, the adjuvants in the formulation can be optimally tailored to one another while one Ta n k-mix of different formulations can yield undesired combinations of adjuvants.
A. Formulierungsbeispiele a) E i n Stä u be m itte l wi rd e rh a l te n , i n d e m m a n 1 0 G ew . -Teile einer erfindungsgemäßen Wirkstoffkombination und 90 Gew.-Teile Talkum als Inertstoff mischt und in einer Schlagmühle zerkleinert. b) Ein in Wasser leicht dispergierbares, benetzbares Pulver wird erhalten, indem man 25 Gewichtsteile einer erfindungsgemäßen Wirkstoffkombination, 64 Gew.-Teile kaolinhaltigen Quarz als Inertstoff, 10 Gewichtsteile ligninsulfonsaures Kalium und 1 Gew.-Teil oleoylmethyltaurinsaures Natrium alsA. Formulation Examples (a) E u n c u m a te m e n t e r a n e, i n e m m a n 1 0 G ew. Parts of a combination of active substances according to the invention and 90 parts by weight of talc mixed as an inert material and comminuted in a hammer mill. b) A wettable powder easily dispersible in water is obtained by adding 25 parts by weight of a combination of active ingredients according to the invention, 64 parts by weight of kaolin-containing quartz as inert substance, 10 parts by weight of potassium lignosulfonate and 1 part by weight of oleoylmethyltaurine acid sodium
Netz- und Dispergiermittel mischt und in einer Stiftmühle mahlt. c) Ein in Wasser leicht dispergierbares Dispersionskonzentrat wird erhalten, indem man 20 Gew.-Teile einer erfindungsgemäßen Wirkstoffkombination mit 6 Gew.-Teilen Alkylphenolpolyglykolether (©Triton X 207), 3 Gew.-TeilenWetting and dispersing agent mixed and ground in a pin mill. c) A dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of a combination of active substances according to the invention with 6 parts by weight of alkylphenol polyglycol ether (© Triton X 207), 3 parts by weight
Isotridecanolpolyglykolether (8 EO) und 71 Gew.-Teilen paraffinischem Mineralöl (Siedebereich z.B. ca. 255 bis über 277 C) mischt und in einer Reibkugelmühle auf eine Feinheit von unter 5 Mikron vermahlt. d) Ein emulgierbares Konzentrat wird erhalten aus 15 Gew.-Teilen einer erfindungsgemäßen Wirkstoffkombination, 75 Gew.-Teilen Cyclohexanon als Lösungsmittel und 10 Gew.-Teilen oxethyliertes Nonylphenol als Emulgator. e) Ein in Wasser dispergierbares Granulat wird erhalten indem man Isotridecanolpolyglykolether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range, for example, about 255 to about 277 C) mixed and milled in a ball mill to a fineness of less than 5 microns. d) An emulsifiable concentrate is obtained from 15 parts by weight of a combination of active substances according to the invention, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated nonylphenol as emulsifier. e) A water-dispersible granules are obtained by
75 Gew.-Teile einer erfindungsgemäßen Wirkstoffkombination,  75 parts by weight of a combination of active substances according to the invention,
10 Gew.-Teile ligninsulfonsaures Calcium,  10 parts by weight of lignosulfonic acid calcium,
5 Gew.-Teile Natriumlaurylsulfat,  5 parts by weight of sodium lauryl sulfate,
3 Gew.-Teile Polyvinylalkohol und  3 parts by weight of polyvinyl alcohol and
7 Gew.-Teile Kaolin  7 parts by weight kaolin
mischt, auf einer Stiftmühle mahlt und das Pulver in einem Wirbelbett durch mixed, ground on a pin mill and the powder in a fluidized bed by
Aufsprühen von Wasser als Granulierflüssigkeit granuliert. f) Ein in Wasser dispergierbares Granulat wird auch erhalten, indem man 25 Gew.-Teile einer erfindungsgemäßen Wirkstoffkombination, Spraying of water as granulating liquid granulated. f) A water-dispersible granule is also obtained by adding 25 parts by weight of a combination of active substances according to the invention,
5 Gew.-Teile 2,2'-dinaphthylmethan-6,6'-disulfonsaures Natrium  5 parts by weight of 2,2'-dinaphthylmethane-6,6'-disulfonate sodium
2 Gew.-Teile oleoylmethyltaurinsaures Natrium,  2 parts by weight oleoylmethyltaurine acid sodium,
1 Gew.-Teil Polyvinylalkohol,  1 part by weight of polyvinyl alcohol,
17 Gew.-Teile Calciumcarbonat und  17 parts by weight of calcium carbonate and
50 Gew.-Teile Wasser  50 parts by weight of water
auf einer Kolloidmühle homogenisiert und vorzerkleinert, anschließend auf einer Perlmühle mahlt und die so erhaltene Suspension in einem Sprühturm mittels einer Einstoffdüse zerstäubt und trocknet.  Homogenized on a colloid mill and pre-crushed, then grinded on a bead mill and the resulting suspension in a spray tower by means of a Einstoffdüse atomized and dried.
B. Biologische Beispiele 1 . Unkrautwirkung im Vorauflauf B. Biological Examples 1. Weed effect in pre-emergence
Samen bzw. Rhizomstücke von mono- und dikotylen Unkrautpflanzen werden in Plastik- oder Papptöpfen in sandiger Lehmerde ausgelegt und mit Erde abgedeckt. Die in Form von konzentrierten wäßrigen Lösungen , benetzbaren Pulvern oder Emulsionskonzentraten formulierten Mittel werden dann als wäßrige Lösung, Suspension bzw. Emulsion mit einer Wasseraufwandmenge von umgerechnet 100 bis 800 l/ha in unterschiedlichen Dosierungen auf die Oberfläche der Abdeckerde appliziert. Nach der Behandlung werden die Töpfe im Gewächshaus aufgestellt und unter guten Wachstumsbedingungen für die Unkräuter gehalten. Die optische Bonitur der Pflanzen- bzw. Auflaufschäden erfolgt nach dem Auflaufen der Versuchspflanzen nach einer Versuchszeit von 3 bis 8 Wochen im Vergleich zu unbehandelten Kontrollen. Wie die Testergebnisse zeigen, weisen die erfindungsgemäßen Mittel eine gute herbizide Vorauflaufwirksamkeit gegen ein breites Spektrum von Ungräsern und Unkräutern auf. Seeds or rhizome pieces of monocotyledonous and dicotyledonous weed plants are placed in sandy clay soil in plastic or cardboard pots and covered with soil. The formulated in the form of concentrated aqueous solutions, wettable powders or emulsion concentrates are then applied as an aqueous solution, suspension or emulsion with a water application rate of 100 to 800 l / ha in different dosages on the surface of the cover soil. After treatment, the pots are placed in the greenhouse and kept under good growth conditions for the weeds. The visual assessment of plant damage or run-on damage occurs after emergence of the test plants after a test period of 3 to 8 weeks in comparison to untreated controls. As the test results show, the compositions according to the invention have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and weeds.
Dabei werden häufig Wirkungen der erfindungsgemäßen Kombinationen beobachtet, die die formale Summe der Wirkungen bei Einzelapplikation der Herbizide übertreffen (= synergistische Wirkung). Frequently, effects of the combinations according to the invention are observed, which exceed the formal sum of the effects of single application of the herbicides (= synergistic effect).
Wenn die beobachteten Wirkungswerte (= E) bereits die formale Summe (= EA= A+B) der Werte zu den Versuchen mit Einzel Wirkstoffen übertreffen, dann übertreffen sie den Erwartungswert nach Colby (= Ec) ebenfalls, der sich nach folgender Formel errechnet und dessen Übertreffen ebenfalls als (Hinweis auf) Synergismus angesehen wird (vgl. S. R. Colby; in Weeds 15 (1967) S. 20 bis 22): Ec = Α+Β-(Α·Β/100) If the observed effect values (= E) already exceed the formal sum (= E A = A + B) of the values for the experiments with single active substances, then they exceed the expected value according to Colby (= E c ), which follows the formula and whose surpassing is also regarded as (pointing to) synergism (see SR Colby, in Weeds 15 (1967) pp. 20 to 22): E c = Α + Β- (Α · Β / 100)
Dabei bedeuten: A, B = Wirkung der Wirkstoffe A bzw. B in % bei a bzw. b g AS/ha; Ec = Erwartungswert in % bei a+b g AS/ha. Die beobachteten Werte der Versuche zeigen bei geeigneten niedrigen Dosierungen eine Wirkung der Kombinationen, die über den Erwartungswerten nach Colby liegen. In this case: A, B = effect of the active compounds A or B in% at a or bg AS / ha; E c = expected value in% at a + bg AS / ha. The observed values of the experiments show, at suitable low dosages, an effect of the combinations that are above the Colby Expected Values.
2. Unkrautwirkung im Nachauflauf Samen bzw. Rhizomstücke von mono- und dikotylen Unkräutern werden in Papptöpfen in sandigem Lehmboden ausgelegt, mit Erde abgedeckt und im Gewächshaus unter guten Wachstumsbedingungen angezogen. Drei Wochen nach der Aussaat werden die Versuchspflanzen im Zwei- bis Vierblattstadium mit den erfindungsgemäßen Mitteln behandelt. Die als Spritzpulver bzw. als Emulsionskonzentrate formul ierten erfindungsgemäßen M ittel werden in versch iedenen Dosierungen m it einer Wasseraufwandmenge von umgerechnet 100 bis 800 l/ha auf die grünen Pflanzenteile gesprüht. Nach ca. 3 bis 4 Wochen Standzeit der Versuchspflanzen im Gewächshaus unter optimalen Wachstumsbedingungen wird die Wirkung der Präparate optisch im Vergleich zu unbehandelten Kontrollen bonitiert. Die erfindungsgemäßen Mittel weisen auch im Nachauflauf eine gute herbizide Wirksamkeit gegen ein breites Spektrum wirtschaftlich wichtiger Ungräser und Unkräuter auf. Dabei werden häufig Wirkungen der erfindungsgemäßen Kombinationen beobachtet, die die formale Summe der Wirkungen bei Einzelapplikation der Herbizide übertreffen. Die beobachteten Werte der Versuche zeigen bei geeigneten niedrigen Dosierungen eine Wirkung der Kombinationen, die über den Erwartungswerten nach Colby (vgl. Bonitur in Beispiel 1 ) liegen. 2. Post-emergent weed action Seeds or rhizome pieces of monocotyledonous and dicotyledonous weeds are placed in sandy loam soil in cardboard pots, covered with soil and grown in the greenhouse under good growth conditions. Three weeks after sowing, the test plants are treated in the two- to four-leaf stage with the agents according to the invention. The formulations according to the invention formulated as wettable powders or as emulsion concentrates are sprayed onto the green plant parts in various dosages with a water application rate of 100 to 800 l / ha. After about 3 to 4 weeks of life of the test plants in the greenhouse under optimal growth conditions, the effect of the preparations is optically scored compared to untreated controls. The compositions according to the invention also have a good herbicidal activity against a broad spectrum of economically important weed grasses and weeds in postemergence. Frequently, effects of the combinations according to the invention are observed which exceed the formal sum of the effects of single application of the herbicides. The observed values of the experiments show, at suitable low dosages, an effect of the combinations which are above the Colby expectation values (see rating in Example 1).
3. Herbizide Wirkung und Kulturpflanzenverträglichkeit (Feldversuch) Pflanzen von transgenem Mais mit einer Resistenz gegen ein oder mehrere Herbizide (A) werden zusammen mit typischen Unkrautpflanzen im Freiland auf Parzellen der Größe 2 x 5 m unter natürlichen Freilandbedingungen herangezogen; alternativ stellt sich beim Heranziehen der Maispflanzen die Verunkrautung natürlich ein . Die Behandlung mit den erfindungsgemäßen Mitteln und zur Kontrolle separat mit alleiniger Applikation der Komponentenwirkstoffe erfolgt unter Standardbedingungen mit einem Parzellen-Spritzgerät bei einer Wasseraufwandmenge von 100-400 Liter Wasser je Hektar in Parallelversuchen gemäß dem Schema aus Tabelle 3, d. h. im Vorsaat, im Nachsaat-Vorauflauf oder im Nachauflauf im frühen, mittleren oder späten Stadium. 3. Herbicidal action and crop plant compatibility (field trial) Plants of transgenic maize with resistance to one or more herbicides (A) are used in the field on plot size 2 x 5 m under natural field conditions together with typical weed plants; alternatively, weeding occurs naturally when the maize plants are grown. The treatment with the agents according to the invention and for the control separately with sole application of the component active ingredients under standard conditions with a plot sprayer at a water application rate of 100-400 liters of water per hectare in parallel experiments according to the scheme of Table 3, d. H. in pre-sowing, after-seed pre-emergence or postemergence in the early, middle or late stage.
Tabelle 3: Anwendungsschema - Beispiele Table 3: Application scheme - examples
Applikation Vorsaat Vorauflauf Nachauflauf Nachauflauf Nachauflauf der Wirkstoffe nach Saat 1 -2-Blatt 2-4-Blatt 6-Blatt kombiniert (A)+(B) Application Pre-sowing Pre-emergence Post-emergence Post-emergence of active ingredients after sowing 1 -2-sheet 2-4-sheet 6-sheet combined (A) + (B)
(A)+(B) (A) + (B)
(A)+(B) (A) + (B)
(A)+(B) (A) + (B)
(A)+(B) sequentiell (A) (B) Applikation Vorsaat Vorauflauf Nachauflauf Nachauflauf Nachauflauf der Wirkstoffe nach Saat 1 -2-Blatt 2-4-Blatt 6-Blatt (A) + (B) sequentially (A) (B) Application Pre-sowing Pre-emergence Post-emergence Post-emergence of active ingredients after sowing 1 -2-sheet 2-4-sheet 6-sheet
(A) (B) (A) (B)
(A) (B) (A) (B)
(A) (A) (B) (A) (A) (B)
(A) (B) (B) (A) (B) (B)
(A) (A)+(B) (A) (A) + (B)
(B) (A) (B) (A)
(B) (A)+(B) (B) (A) + (B)
(A)+(B) (A)+(B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A)+(B) (A) + (B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A)+(B) (A) + (B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A)+(B) (A)+(B) (A) + (B) (A) + (B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A)+(B) (A) + (B) (A) + (B) (A) + (B)
(A)+(B) (A)+(B) (A) + (B) (A) + (B)
Im Abstand von 2 bis 8 Wochen nach Applikation wird die herbizide Wirksamkeit der Wirkstoffe bzw. Wirkstoffmischungen anhand der behandelten Parzellen im Vergleich zu unbehandelten Kontroll-Parzellen visuell bonitiert. Dabei wird Schädigung und Entwicklung aller oberirdischen Pflanzenteile erfasst. Die Bonitierung erfolgt nach einer Prozentskala (100% Wirkung = alle Pflanzen abgestorben; 50 % Wirkung = 50% der Pflanzen und grünen Pflanzenteile abgestorben; 0 % Wirkung = keine erkennbare Wirkung = wie Kontrollparzelle. Die Boniturwerte von jeweils 2-4 Parzellen wird gemittelt. Der Vergleich zeigte, dass die erfindungsgemäßen Kombinationen meist mehr, teilweise erheblich mehr herbizide Wirkung aufweisen als die Summe der Wirkungen der Einzel herbizide. Die Wirku ngen lagen in wesentlichen Abschnitten des Boniturzeitraums über den Erwartungswerten nach Colby und belegen einen Synergismus. Die Maispflanzen dagegen wurden infolge der Behandlungen mit den herbiziden Mitteln nicht oder nur unwesentlich geschädigt. At intervals of 2 to 8 weeks after application, the herbicidal activity of the active compounds or active substance mixtures is scored visually on the basis of the treated parcels in comparison with untreated control parcels. Damage and development of all above-ground parts of plants are recorded. The rating is based on a percentage scale (100% effect = all plants died, 50% effect = 50% of the total) Plants and green parts of plants have died; 0% effect = no discernible effect = like control lot. The rating values of 2-4 parcels each are averaged. The comparison showed that the combinations according to the invention usually more, sometimes considerably more herbicidal activity than the sum of the effects of the individual herbicides. The effects were above the expected values according to Colby in significant periods of the rating period and demonstrate a synergism. The corn plants, however, were not or only slightly damaged as a result of the treatments with the herbicidal agents.
In den Tabellen allgemein verwendete Abkürzungen: g AS/ha = Gramm Aktivsubstanz (100 % Wirkstoff) pro Hektar Abbreviations generally used in the tables: g AS / ha = grams of active ingredient (100% active ingredient) per hectare
EA = Summe der herbiziden Wirkungen der Einzelapplikationen E A = sum of the herbicidal effects of the individual applications
(Erwartungswert nach der Additionsmethode)  (Expected value after the addition method)
Ec = Erwartungswert nach Colby (vgl. Bonitur zu Tabelle 1 ) E c = expected value according to Colby (see rating to table 1)
"Mais LL" = ®Liberty-Link-Mais, der gegen Glufosinate-ammonium tolerant oder resistent ist, "Corn LL" = ® Liberty Link corn that is tolerant or resistant to glufosinate-ammonium,
4. Gewächshausversuche 4. greenhouse experiments
4.1 Verwendete Materialien und Methoden 4.1 Materials and methods used
Die Versuch wurden unter Gewächshausbedingungen durchgeführt (Versuchstöpfe, 8 cm Durchmesser, Sprühapplikation unter Verwendung von 300 I/Wasser pro Hektar, 2 Widerholungen, 6 bis 8 Pflanzen pro Topf).  The experiments were carried out under greenhouse conditions (experimental pots, 8 cm diameter, spray application using 300 l / water per hectare, 2 repetitions, 6 to 8 plants per pot).
Die Applikation erfolgte als Nachauflauf Behandlung, die Art der Schadpflanzen und deren Wachstumsstadium zum Behandlungszeitpunkt werden in den einzelnen Ergebnistabellen wiedergegeben. Die Aufwandmengen der herbiziden Wirkstoffe, die alleine oder in Kombinationen angewendet wurden, werden ebenfalls in den einzelnen Ergebnistabellen angegeben. Die Bonitur erfolgte durch visuellen Vergleich der behandelten mit den unbehandelten Kontrolltöpfe (0-100 %-Skala, 14 d nach der Applikation). Die Ergebnisse (Mittelwerte über alle Pflanzen pro Topf und Mittelwerte zweier Widerholungen) werden in den folgenden Tabellen 4 bis 8 wiedergegeben. 4.2 Abkürzungen in den Tabellen 4 bis 8 The application was postemergence treatment, the type of harmful plants and their growth stage at the time of treatment are in the individual Playback results tables. The application rates of the herbicidal active compounds, which were used alone or in combinations, are also given in the individual results tables. The scoring was done by visual comparison of the treated with the untreated control pots (0-100% scale, 14 d after the application). The results (averages over all plants per pot and averages of two repetitions) are given in Tables 4 to 8 below. 4.2 Abbreviations in Tables 4 to 8
Aufwandmenge g /ai = Aufwandmenge in Gramm Wirkstoff pro Hektar  Application rate g / ai = application rate in grams of active ingredient per hectare
ai = Wirkstoff (ausgehend von 100% Wirkstoffgehalt ) ai = active ingredient (based on 100% active ingredient content)
GA = Glufosinat-Ammonium  GA = glufosinate-ammonium
GA-tolerant = Mais, der gegen GA tolerant ist (GMO: LL-Mais)  GA tolerant = maize tolerant to GA (GMO: LL maize)
Ec = Erwartungswert nach Colby , (Ec =A+B - AxB/100) E c = expected value according to Colby, (E c = A + B - AxB / 100)
= für ternäre Kombinationen: (A+B) + C - (A+B) x C / 100  = for ternary combinations: (A + B) + C - (A + B) x C / 100
Δ = Differenz (%) von beobachtetem Wert -%- vs. Erwartungswert (%) Δ = difference (%) of observed value -% - vs. Expected value (%)
(beobachtetem Wert minus Erwartungswert)  (observed value minus expected value)
Untersuchung: - Beobachtete Werte für (A), (B) and (A) + (B) in % Examination: - Observed values for (A), (B) and (A) + (B) in%
Bewertung : - Beobachteter Wert (%) größer > als EC / EA : -> Synergismus (+Δ) Rating: - Observed value (%) greater> than E C / E A : -> Synergism (+ Δ)
- Beobachteter Wert (%) gleich = Ec / EA -> Additive Wirkung (+-0Δ )- Observed value (%) equals = E c / E A -> additive effect (+ -0Δ)
- Beobachteter Wert (%) kleiner < als EA / Ec -> Antagonismus (-Δ ) Tabelle 4: Nutzpflanzenvertäglichkeit in Mais (GA-tolerant) und Wirksamkeit gegenüber Eleusine indica- Observed value (%) less <than E A / E c -> antagonism (-Δ) Table 4: Crop tolerance in maize (GA tolerant) and efficacy against Eleusine indica
' Applikation: 1 -2 Blattstadium  'Application: 1 -2 leaf stage
2) Bonitur: 14 Tage nach der Behandlung Tabelle 5: Nutzpflanzenvertaglichkeit in Mais (GA-tolerant) und Wirksamkeit gegenüber Setaria faberii2 ) Evaluation: 14 days after the treatment Table 5: Crop sustenance in maize (GA tolerant) and efficacy against Setaria faberii
' Applikation: 1 -3 Blattstadium  Application: 1 -3 leaf stage
2) Bonitur: 14 Tage nach der Behandlung 2 ) Evaluation: 14 days after the treatment
Tabelle 6: Nutzpflanzenvertaglichkeit in Mais (GA-tolerant) und Wirksamkeit gegenüber Setaria viridis Table 6: Crop sustenance in maize (GA tolerant) and efficacy against Setaria viridis
' Applikation: 1 -3 Blattstadium  Application: 1 -3 leaf stage
2) Bonitur: 14 Tage nach der Behandlung 2 ) Evaluation: 14 days after the treatment
Tabelle 7: Nutzpflanzenvertaglichkeit in Mais (GA-tolerant) und Wirksamkeit gegenüber Pharbitis purpureum Table 7: Crop sustenance in maize (GA tolerant) and efficacy against Pharbitis purpureum
Applikation: 1 Blattstadium  Application: 1 leaf stage
Bonitur: 14 Tage nach der Behandlung Tabelle 8: Nutzpflanzenvertäglichkeit in Mais (GA-tolerant) und Wirksamkeit gegenüber Eleusine indica. Einfluss der Safener Isoxadifen und Cyprosulfamid Appraisal: 14 days after treatment Table 8: Crop tolerance in maize (GA tolerant) and efficacy against Eleusine indica. Influence of the safener isoxadifen and cyprosulfamide
Bonitur: 14 Tage nach der Behandlung  Appraisal: 14 days after treatment

Claims

Patentansprüche claims
1 . Verwendung von Herbizid-Kombinationen zur Bekämpfung von Schadpflanzen in Maiskulturen, dadurch gekennzeichnet, dass die jeweilige Herbizid-Kombination 1 . Use of herbicide combinations for combating harmful plants in maize crops, characterized in that the respective herbicide combination
(A) ein Herbizid aus der Gruppe der Verbindungen der Formel (A1 ), (A) a herbicide from the group of the compounds of the formula (A1),
(B)  (B)
worin Z für Hydroxy, -NHCH(CH3)CONHCH(CH3)COOH -NHCH(CH3)CONHCH[CH2CH(CH3)2]COOH steht, oder dessen Ester oder Salze, und ein Herbizid der Formel (B1 ), wherein Z is hydroxy, -NHCH (CH 3 ) CONHCH (CH 3 ) COOH -NHCH (CH 3 ) CONHCH [CH 2 CH (CH 3 ) 2 ] COOH, or its ester or salts, and a herbicide of the formula (B1 )
worin X für N oder CH steht und R für C02H oder ein herbizid-aktives Derivat steht, enthält und die Maiskulturen gegenüber den in der Kombination enthaltenen Herbiziden (A) und (B) tolerant sind. Verwendung gemäß Anspruch 1 , dadurch gekennzeichnet, dass die Herbizid- Kombination neben den Komponenten (A) und (B) wenigstens einen weiteren Wirkstoff aus der Gruppe der Safener, Pflanzenwachstumsregulatoren, Herbizide, Fungizide oder Insektizide enthält. wherein X is N or CH and R is C0 2 H or a herbicidally active derivative, and the maize cultures are tolerant to the herbicides (A) and (B) contained in the combination. Use according to claim 1, characterized in that the herbicide combination in addition to the components (A) and (B) contains at least one further active ingredient from the group of safeners, plant growth regulators, herbicides, fungicides or insecticides.
Verwendung gemäß Anspruch 1 oder 2, dadurch gekennzeichnet, dass die Maiskultur in Gegenwart eines Safeners gegen die Herbizid-Kombination tolerant ist. Use according to claim 1 or 2, characterized in that the maize crop is tolerant in the presence of a safener against the herbicide combination.
Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass die Herbizid-Kombination weiterhin Cyprosulfamide oder Isoxadifen(-ethyl) enthält. Use according to one or more of claims 1 to 3, characterized in that the herbicide combination further Cyprosulfamide or isoxadifen (-ethyl).
Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 4, dadurch gekennzeichnet, dass als Komponente (A) Glufosinate-Ammonium enthalten ist. Use according to one or more of claims 1 to 4, characterized in that glufosinate ammonium is contained as component (A).
Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass die Herbizid-Kombination weiterhin Foramsulfuron (C1 ), lodosulfuron (C2), Isoxaflutole (C3), Bromoxynil (C4), Flumioxazin (C5), Rimsulfuron (C6), Mesotrione (C7), Thiencarbazone-methyl (C8), Tembotrione (C9), Atrazin (C10), Flufenacet (C1 1 ), Acetochlor (C12), Topramezone (C13), lsoxadifen(C14), Sulcotrione (C15), Thiencarbazone (C16), lodosulfuron-methyl- natrium (C17) enthält. Use according to one or more of claims 1 to 5, characterized in that the herbicide combination further comprises foramsulfuron (C1), iodosulfuron (C2), isoxaflutole (C3), bromoxynil (C4), flumioxazine (C5), rimsulfuron (C6), Mesotrione (C7), thiencarbazone-methyl (C8), tembotrione (C9), atrazine (C10), flufenacet (C1l), acetochlor (C12), topramezone (C13), isoxadifen (C14), sulcotrione (C15), thiencarbazone ( C16), iodosulfuron methylsodium (C17).
Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass die Maiskultur weiterhin tolerant ist gegen 2,4-D, Dicamba oder gegen Herbizide, die Acetolactatsynthase (ALS), EPSP Synthase oder Hydoxyphenylpyruvat Dioxygenase (HPPD) hemmen. Use according to one or more of Claims 1 to 6, characterized in that the maize culture is furthermore tolerant to 2,4-D, dicamba or to herbicides which inhibit acetolactate synthase (ALS), EPSP synthase or hydroxyphenylpyruvate dioxygenase (HPPD).
Verwendung gemäß Anspruch 7, dadurch gekennzeichnet, dass die Maiskultur tolerant ist gegen 2,4-D, Dicamba, wenigstens ein Sulfonylharnstoff-Herbizid, wenigstens ein Sulfonannid-Herbizid, Glyphosate, Mesotrione, Bicydopyrone, Pyrasulfutole, Tembotrione oder Isoxaflutole (C3). Use according to claim 7, characterized in that the maize crop tolerant to 2,4-D, dicamba, at least one sulfonylurea herbicide, at least one sulfonanide herbicide, glyphosate, Mesotrione, Bicydopyrone, Pyrasulfutole, tembotrione or isoxaflutole (C3).
Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 8, dadurch gekennzeichnet, dass die Komponente (B) ausgewählt ist aus Use according to one or more of claims 1 to 8, characterized in that the component (B) is selected from
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure (B1 .0), 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure methylester (B1 .1 ), Methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .1),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure ethylester (B1 .Ethyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1.
2), 2)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- n-propylester (B1 .4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid n-propyl ester (B1.
3), 3)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-i- propylester (B1 .4), I-propyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1.4),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- n-butylester (B1 .4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid n-butyl ester (B1.
5), 5)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- 2-butylester (B1 .4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid 2-butyl ester (B1.
6), 6)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- tert-butylester (B1 .4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid tert-butyl ester (B1.
7), 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- allylester (B1 .7) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid allyl ester (B1.
8), 8th),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- 2-butoxy-ethylester (B1 .4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid 2-butoxyethyl ester (B1.
9), 9)
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- triethylammoniunnsalz (B1 .10) und 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid triethylammonium salt (B1 .10) and
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- Kaliumsalz (B1 .1 1 ) 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid potassium salt (B1 .1 1)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure (B1 .12) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid (B1 .12)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-methylester (B1 .13) Methyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1.13)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-ethylester (B1 .14) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid ethyl ester (B1 .14)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-n-propylester (B1 .15) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid n-propyl ester (B1 .15)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-i-propylester (B1 .16) I-propyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .16)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-n-butylester (B1 .17) N-butyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .17)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-2-butylester (B1.18) 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidin-4- carboxylic acid 2-butyl ester (B1.18)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-tert-butylester (B1.19) Tert-butyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1.19)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-allylester (B1.20) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid allyl ester (B1.20)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-2-butoxy-ethylester (B1.21 ) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid 2-butoxyethyl ester (B1.21)
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-triethylammoniunnsalz (B1.22) - 6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-Kaliumsalz (B1.23) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid triethylammonium salt (B1.22) - 6-Amino-5-chloro-2- (4-chloro -2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid potassium salt (B1.23)
10. Verwendung gemäß Anspruch 9, dadurch gekennzeichnet, dass der Wirkstoff (B) ausgewählt ist aus 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2- ca rbo n s ä u re ( B 1 .0 ) u n d 4-Amino-3-chlor-6-(4-chlor-2-fluor-3- methoxyphenyl)pyridin-2-carbonsäure-methylester (B1.1) 10. Use according to claim 9, characterized in that the active ingredient (B) is selected from 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carbon nanos u re (B 1 .0) and methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1.1)
11. Verwendung gemäß Anspruch 9, dadurch gekennzeichnet, dass der Wirkstoff (B) ausgewählt ist aus 6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin- 4-carbonsäure ( B 1 .12) und 6-Amino-5-chlor-2-(4-chlor-2-fluor-3- methoxyphenyl)pyrimidin-4-carbonsäure-methylester (B1.13) 11. Use according to claim 9, characterized in that the active ingredient (B) is selected from 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid (B 1 .12) and methyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1.13)
12. Herbizides Mittel enthaltend Glufosinate-Ammonium und als Wirkstoff (B) eine Verbindung ausgewählt aus 12. A herbicidal composition containing glufosinate ammonium and as active ingredient (B) a compound selected from
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure (B1 .0), 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure - methylester (B1 .1 ), Methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .1),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure - ethylester (B1 .2), Ethyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .2),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- n-propylester (B1 .3), 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid n-propyl ester (B1 .3),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure-i- propylester (B1 .4), I-propyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1.4),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- n-butylester (B1 .5), 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid n-butyl ester (B1 .5),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- 2-butylester (B1 .6), 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid 2-butyl ester (B1.6),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- tert-butylester (B1 .7), 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid tert-butyl ester (B1.7),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- allylester (B1 .8), 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid allyl ester (B1 .8),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- 2-butoxy-ethylester (B1 .9), 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid 2-butoxyethyl ester (B1.9),
4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- triethylamnnoniunnsalz (B1 .10), 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- Kaliumsalz (B1 .1 1 ), 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid triethylammonium salt (B1 .10), 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid potassium salt (B1 .1 1),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure (B1 .12), 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid (B1 .12),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-methylester (B1 .13), Methyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .13),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pynmidin-4- carbonsäure-ethylester (B1 .14), Ethyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) -pynmidine-4-carboxylate (B1 .14),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-n-propylester (B1 .15), 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid n-propyl ester (B1 .15),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-i-propylester (B1 .16), I-propyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .16),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-n-butylester (B1 .17), N-butyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .17),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-2-butylester (B1 .18), 2-Butyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .18),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-tert-butylester (B1 .19), 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid tert-butyl ester (B1 .19),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-allylester (B1 .20), 6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-2-butoxy-ethylester (B1 .21 ), 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid allyl ester (B1 .20), 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid 2-butoxyethyl ester (B1 .21),
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-tnethylammoniunnsalz (B1 .22) und 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid methylammonium salt (B1 .22) and
6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrinriidin-4- carbonsäure-Kaliumsalz (B1 .23). 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrinidine-4-carboxylic acid potassium salt (B1 .23).
13. Herbizides Mittel gemäß Anspruch 12, wobei der Wirkstoff (B) ausgewählt ist aus 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure (B1 .0) und 4-Amino-3-chlor-6-(4-chlor-2-fluor-3-methoxyphenyl)pyridin-2-carbonsäure- methylester (B1 .1 ). A herbicidal composition according to claim 12, wherein the active ingredient (B) is selected from 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0) and methyl 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylate (B1 .1).
14. Herbizides Mittel gemäß Anspruch 12, wobei der Wirkstoff (B) ausgewählt ist aus 6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4-carbonsäure (B 1 . 1 2 ) u nd 6-Amino-5-chlor-2-(4-chlor-2-fluor-3-methoxyphenyl)pyrimidin-4- carbonsäure-methylester (B1 .13). A herbicidal composition according to claim 12, wherein the active ingredient (B) is selected from 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid (B 1 2) and methyl 6-amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylate (B1 .13).
15. Herbizides Mittel gemäß einem oder mehreren der Ansprüche 12 bis 14, enthaltend außerdem einen Safener und/oder ein weiteres Herbizid. 15. A herbicidal composition according to one or more of claims 12 to 14, further comprising a safener and / or another herbicide.
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US20110294663A1 (en) 2011-12-01
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WO2011144691A1 (en) 2011-11-24
AR084387A1 (en) 2013-05-15

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