WO2017194363A1

WO2017194363A1 - Compound combination for controlling phytopathogenic harmful fungi

Info

Publication number: WO2017194363A1
Application number: PCT/EP2017/060500
Authority: WO
Inventors: Frank Göhlich; Ulrich Krieg; Karin Guendel Gonzalez; Ruth Meissner
Original assignee: Bayer Cropscience Aktiengesellschaft
Priority date: 2016-05-10
Filing date: 2017-05-03
Publication date: 2017-11-16

Abstract

The invention relates to a combination comprising (A) compound of formula (I) (B) compound of formula (II) and (C) one further compound selected from prothioconazole, fluopyram and tebuconazole. The invention further relates to a composition comprising such combination, a method for curatively or preventively controlling phytopathogenic harmful fungi of plants or crops using such combination or composition, the use of such combination or composition to control phytopathogenic harmful fungi and to a seed that has been treated with such a combination or such a composition.

Description

Compound combination for controlling phytopathogenic harmful fungi

The invention relates to a compound combination. The invention further relates to a composition comprising such combination, a method for curatively or preventively controlling phytopathogenic harmful fungi of plants or crops using such combination or composition, the use of such combination or compo- sition to control phytopathogenic harmful fungi and to a seed that has been treated with such a combination or such a composition.

Environmental and economic requirements with regard, for example, to the spectrum of action, toxicity, selectivity, application rate, formation of residues, and favorable preparation ability imposed on modern- day fungicides are continually increasing. Furthermore resistances against known fungicides remain a constant issue. Therefore it is a constant task to develop new fungicides which at least in some areas show advantages over known compounds.

The present invention provides such a new and advantages fungicide composition. This compound composition comprises

(A) compound of formula (I)

and (B) compound of formula (II)

(Π) and

(C) one further compound selected from prothioconazole, fluopyram and tebuconazole.

Compound (I), its preparation and its use as a fungicide are for example known from WO 03/035617. Further WO 2014/105842; WO 2014/106254; WO 2014/106259 and WO 2011/044213 disclose synergistic two component fungicidal mixtures comprising compound (I).

Compound (II), its preparation and its use as a fungicide are for example known from WO 2007/087906, WO 2009/016220 and WO 2010/130767. Further WO 2012/143127 discloses two component fungicidal mixtures comprising compound (II). Surprisingly it has been found that the compound combination of the invention is especially suitable and efficient for curatively or preventively controlling phytopathogenic harmful fungi of plants or crops.

Where a compound (A) or a compound (B) or a compound (C) can be present in tautomeric form, such a compound is understood hereinabove and hereinbelow also to include, where applicable, corresponding tautomeric forms, even when these are not specifically mentioned in each case. Compounds (A) or compounds (B) or compounds (C) having at least one basic centre are capable of forming, for example, acid addition salts, e.g. with strong inorganic acids, such as mineral acids, e.g. perchloric acid, sulfuric acid, nitric acid, nitrous acid, a phosphoric acid, a hydrohalic acid, such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, or acidic salts, such as Na- HSO4 and KHSO4, with strong organic acids, formic acid, carbonic acid and alkanoic acids, such as ace- tic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, maleic acid, fumaric acid, tartaric acid, sorbic acid oxalic acid, alkylsulphonic acids (sulphonic acids having straight-chain or branched al- kyl radicals of 1 to 20 carbon atoms), arylsulphonic acids or aryldisulphonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two sulphonic acid groups), alkylphosphonic acids (phosphonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), ar- ylphosphonic acids or aryldiphosphonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two phosphonic acid radicals), where the alkyl and aryl radicals may carry further substitu- ents, for example p-toluenesulphonic acid, 1,5-naphthalenedisulphonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.. Compounds (A) or compounds (B) or compounds (C) having at least one acid group are capable of forming, for example, salts with bases, e.g. metal salts, such as alkali metal or alkaline earth metal salts, e.g. sodium, potassium or magnesium salts, or salts with ammonia or an organic amine, such as morpholine, piperidine, pyrrolidine, a mono-, di- or tri-lower alkylamine, e.g. ethyl-, diethyl-, triethyl- or dimethyl-propyl-amine, or a mono-, di- or tri-hydroxy-lower alkylamine, e.g. mono-, di- or tri-ethanolamine. In addition, corresponding internal salts may optionally be formed. In the context of the invention, preference is given to agro- chemically advantageous salts. In view of the close relationship between the compounds (A) or the compounds (B) or compounds (C) in free form and in the form of their salts, hereinabove and herein below any reference to the free compounds (A) or free compounds (B) or free compounds (C) or to their salts should be understood as including also the corresponding salts or the free compounds (A) or free compounds (B) or free compounds (C), respectively, where appropriate and expedient. The equivalent also applies to tautomers of compounds (A) or compounds (B) or compounds (C) and to their salts. According to the invention the expression "combination" stands for the various combinations of compounds (A) and (B) and (C), for example in a single "ready-mix" form, in a combined spray mixture composed from separate formulations of the single active compounds, such as a "tank-mix", and in a combined use of the single active ingredients when applied in a sequential manner, i.e. one after the other within a reasonably short period, such as a few hours or days. Preferably the order of applying the compounds (A) and (B) and (C) is not essential for working the present invention.

According to a first preferred embodiment of the invention compound (C) is prothioconazole.

Alternatively preferred is that compound (C) is fluopyram.

Also alternatively preferred is that compound (C) is tebuconazole.

It is also preferred when the weight ratio between any two compounds (A), (B) or (C), independently of each other, is between 1 :5 to 5: 1 and preferably between 1 :3 to 3:1.

Especially preferred is a compound combination comprising (A) a compound of formula (I), (B) a compound of formula (II) and (C) prothioconazole in a ratio, independently of each other, between 1 :3 to 3:1.

Also especially preferred is a compound combination comprising (A) a compound of formula (I), (B) a compound of formula (II) and (C) fluopyram in a ratio, independently of each other, between 1 :3 to 3:1. Further especially preferred is a compound combination comprising (A) a compound of formula (I), (B) a compound of formula (II) and (C) tebuconazole in a ratio, independently of each other, between 1 :3 to 3 : 1.

In a further aspect of the present invention, there is provided a composition comprising a combination according to this invention.

Preferably the composition comprises adjuvants, solvents, carrier, surfactants and / or extenders.

In general, the composition according to the invention may contain from 0.05 to 99% by weight of compounds (A)-(C), preferably from 10 to 70% by weight.

The combination or composition according to the invention can be used as such, in form of their formu- lations or as the use forms prepared therefrom, such as aerosol dispenser, capsule suspension, cold fogging concentrate, dustable powder, emulsifiable concentrate, emulsion oil in water, emulsion water in oil, encapsulated granule, fine granule, flowable concentrate for seed treatment, gas (under pressure), gas generating product, granule, hot fogging concentrate, macrogranule, microgranule, oil dispersible powder, oil miscible flowable concentrate, oil miscible liquid, paste, plant rodlet, powder for dry seed treatment, seed coated with a pesticide, soluble concentrate, soluble powder, solution for seed treatment, suspension concentrate (flowable concentrate), ultra low volume (ULV) liquid, ultra low volume (ULV) suspension, water dispersible granules or tablets, water dispersible powder for slurry treatment, water soluble granules or tablets, water soluble powder for seed treatment and wettable powder.

The treatment of plants and plant parts with the compound combination or composition according to the invention is carried out directly or by action on their environment, habitat or storage area by means of the normal treatment methods, for example by watering (drenching), drip irrigation, spraying, atomizing, broadcasting, dusting, foaming, spreading-on, and as a powder for dry seed treatment, a solution for seed treatment, a water-soluble powder for seed treatment, a water-soluble powder for slurry treatment, or by encrusting. The active compounds within the combinations or compositions according to the invention have potent microbicide activity and can be employed for controlling undesired micro-organisms, such as fungi or bacteria, in crop protection or in the protection of materials.

Within the combinations or compositions according to the invention, fungicide compounds can be employed in crop protection for example for controlling Plasmodiophoromycetes, Oomycetes, Chytridio- mycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes.

The combinations or compositions according to the invention can be used to curatively or preventively control the phytopathogenic fungi of plants or crops. Thus, according to a further aspect of the invention, there is provided a method for curatively or preventively controlling the phytopathogenic fungi of plants or crops comprising the use of a fungicide combination or composition according to the invention by application to the phytopathogenic harmful fungi and / or their habitat.

Preferably the combination or the composition is applied to the seed, the plant, to fruits of plants or to the soil on which the plant grows or is supposed to grow.

A further aspect of the present invention is the use of the combination or the composition according to the invention to control phytopathogenic harmful fungi.

Preferred is the use for the treatment of transgenic plants or for the treatment of seeds of transgenic plants.

The combination or the composition of the invention is also suitable for the treatment of seeds. A large part of the damage caused by diseases on cultigens occurs by infestation of the seed during storage and after sowing the seed in the ground as well as during and after germination of the plants. This phase is especially critical since the roots and shoots of the growing plant are particularly sensitive and even a small amount of damage can lead to withering of the whole plant.

Accordingly a further aspect of the present invention relates to a seed that has been treated with the combination or the composition according to the invention.

Plants which can be treated include the following main crop plants: maize, soya bean, alfalfa, cotton, sunflower, Brassica oil seeds such as Brassica napus (e.g. canola, rapeseed), Brassica rapa, B. juncea (e.g. (field) mustard) and Brassica carinata, Arecaceae sp. (e.g. oilpalm, coconut), rice, wheat, sugar beet, sugar cane, oats, rye, barley, millet and sorghum, triticale, flax, nuts, grapes and vine and various fruit and vegeta- bles from various botanic taxa, e.g. Rosaceae sp. (e.g. pome fruits such as apples and pears, but also stone fruits such as apricots, cherries, almonds, plums and peaches, and berry fruits such as strawberries, raspberries, red and black currant and gooseberry), Ribesioidae sp., Juglandaceae sp., Betulaceae sp., Anacardiace- ae sp., Fagaceae sp., Moraceae sp., Oleaceae sp. (e.g. olive tree), Actinidaceae sp., Lauraceae sp. (e.g. avocado, cinnamon, camphor), Musaceae sp. (e.g. banana trees and plantations), Rubiaceae sp. (e.g. coffee), Theaceae sp. (e.g. tea), Sterculiceae sp., Rutaceae sp. (e.g. lemons, oranges, mandarins and grapefruit); Sola- naceae sp. (e.g. tomatoes, potatoes, peppers, capsicum, aubergines, tobacco), Liliaceae sp., Compositae sp. (e.g. lettuce, artichokes and chicory - including root chicory, endive or common chicory), Umbelliferae sp. (e.g. carrots, parsley, celery and celeriac), Cucurbitaceae sp. (e.g. cucumbers - including gherkins, pumpkins, watermelons, calabashes and melons), AUiaceae sp. (e.g. leeks and onions), Cruciferae sp. (e.g. white cab- bage, red cabbage, broccoli, cauliflower, Brussels sprouts, pak choi, kohlrabi, radishes, horseradish, cress and Chinese cabbage), Leguminosae sp. (e.g. peanuts, peas, lentils and beans - e.g. common beans and broad beans), Chenopodiaceae sp. (e.g. Swiss chard, fodder beet, spinach, beetroot), Linaceae sp. (e.g. hemp), Cannabeacea sp. (e.g. cannabis), Malvaceae sp. (e.g. okra, cocoa), Papaveraceae (e.g. poppy), Aspara- gaceae (e.g. asparagus); useful plants and ornamental plants in the garden and woods including turf, lawn, grass and Stevia rebaudiana; and in each case genetically modified types of these plants.

Preferably plants include cereals such as wheat, rye, barley and triticale, Cucurbitaceae sp. (e.g. cucumbers - including gherkins, pumpkins, watermelons, calabashes and melons), Solanaceae sp. (e.g. tomatoes, peppers, capsicum, aubergines), Rosaceae sp. (e.g. pome fruits such as apples and pears, but also berry fruits such as strawberries), Compositae sp. (e.g. lettuce, artichokes and chicory - including root chicory, endive or common chicory), Umbelliferae sp. (e.g. carrots, parsley, celery and celeriac), Cucurbitaceae sp. (e.g. cucumbers - including gherkins, pumpkins, watermelons, calabashes and melons), AUiaceae sp. (e.g. leeks and onions), Cruciferae sp. (e.g. white cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, pak choi, kohlrabi, radishes, horseradish, cress and Chinese cabbage), Leguminosae sp. (e.g. peanuts, peas, lentils and beans - e.g. common beans and broad beans), soya bean, grapes and vine, sugar beet and cutflowers.

Most preferred plants include cereals such as wheat, rye, barley and triticale.

The treatment of genetically modified organisms, e.g. plants or seeds is also possible. Genetically modified plants are plants of which a heterologous gene encoding a protein of interest has been stably integrated into genome. The expression "heterologous gene encoding a protein of interest" essentially means genes which give the transformed plant new agronomic properties, or genes for improving the agronomic quality of the modified plant.

The invention can also be employed for protecting storage goods. Storage goods are understood to mean natural substances of vegetable or animal origin or processed products thereof which are of natural origin, and for which long-term protection is desired. Storage goods of vegetable origin, for example plants or plant parts, such as stems, leaves, tubers, seeds, fruits, grains, can be protected freshly harvested or after processing by (pre)drying, moistening, comminuting, grinding, pressing or roasting. Storage goods also include timber, both unprocessed, such as construction timber, electricity poles and barriers, or in the form of finished products, such as furniture. Storage goods of animal origin are, for example, hides, leather, furs and hairs. The in- ventive active ingredients may prevent adverse effects, such as rotting, decay, discoloration, discoloration or formation of mould. Preferably "storage goods" is understood to denote natural substances of vegetable origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and their processed forms.

Non-limiting examples of pathogens of fungal diseases which can be treated in accordance with the invention include: diseases caused by powdery mildew pathogens, for example Blumeria species, for example Blumeria grami- nis; Podosphaera species, for example Podosphaera leucotricha; Sphaerotheca species, for example Sphaerotheca fuliginea; Uncinula species, for example Uncinula necator; Microsphaera species, for exam- pie Microsphaera diffusa; Leveillula species, for example Leveillula taurica; Erysiphe species, for example Erysiphe cichoracearum; diseases caused by rust disease pathogens, for example Gymnosporangium species, for example Gymnospo- rangium sabinae; Hemileia species, for example Hemileia vastatrix; Phakopsora species, for example Phakopsora pachyrhizi and Phakopsora meibomiae; Puccinia species, for example Puccinia recondite, P. triticina, P. graminis or P. striiformis; Uromyces species, for example Uromyces appendiculatus; diseases caused by pathogens from the group of the Oomycetes, for example Albugo species, for example Al- gubo Candida; Bremia species, for example Bremia lactucae; Peronospora species, for example Peronospo- ra pisi or P. brassicae; Phytophthora species, for example Phytophthora infestans; Plasmopara species, for example Plasmopara viticola; Pseudoperonospora species, for example Pseudoperonospora humuli or Pseudoperonospora cubensis; Pythium species, for example Pythium ultimum; leaf blotch diseases and leaf wilt diseases caused, for example, by Alternaria species, for example Alternaria solani; Cercospora species, for example Cercospora beticola; Cladiosporium species, for example Cladio- sporium cucumerinum; Cochliobolus species, for example Cochliobolus sativus (conidia form: Drechslera, Syn: Helminthosporium), Cochliobolus miyabeanus; Colletotrichum species, for example Colletotrichum lindemuthanium; Cycloconium species, for example Cycloconium oleaginum; Diaporthe species, for example Diaporthe citri; Elsinoe species, for example Elsinoe fawcettii; Gloeosporium species, for example Gloeo- sporium laeticolor; Glomerella species, for example Glomerella cingulata; Guignardia species, for example Guignardia bidwelli; Leptosphaeria species, for example Leptosphaeria maculans, Leptosphaeria nodorum; Magnaporthe species, for example Magnaporthe grisea; Marssonia species, for example Marssonia coro- naria; Microdochium species, for example Microdochium nivale; Mycosphaerella species, for example My- cosphaerella graminicola, M. arachidicola and M. fijiensis; Phaeosphaeria species, for example Phaeo- sphaeria nodorum; Pyrenophora species, for example Pyrenophora teres, Pyrenophora tritici repentis; Ramularia species, for example Ramularia collo-cygni, Ramularia areola; Rhynchosporium species, for example Rhynchosporium secalis; Septoria species, for example Septoria apii, Septoria lycopersii; Typhula species, for example Typhula incarnata; Venturia species, for example Venturia inaequalis; root and stem diseases caused, for example, by Corticium species, for example Corticium graminearum; Fusarium species, for example Fusarium oxysporum; Gaeumannomyces species, for example Gaeumanno- myces graminis; Rhizoctonia species, such as, for example Rhizoctonia solani; Sarodadium diseases caused for example by Sarodadium oryzae; Sclerotium diseases caused for example by Sclerotium oryzae; Tapesia species, for example Tapesia acuformis; Thielaviopsis species, for example Thielaviopsis basicola; ear and panicle diseases (including corn cobs) caused, for example, by Alternaria species, for example Alternaria spp.; Aspergillus species, for example Aspergillus flavus; Cladosporium species, for example Cladosporium dadosporioides; Claviceps species, for example Claviceps purpurea; Fusarium species, for example Fusarium culmorum; Gibberella species, for example Gibberella zeae; Monographella species, for example Monographella nivalis; Septoria species, for example Septoria nodorum; diseases caused by smut fungi, for example Sphacelotheca species, for example Sphacelotheca reiliana; Til- letia species, for example Tilletia caries, T. controversa; Urocystis species, for example Urocystis occulta; Ustilago species, for example Ustilago nuda, U. nuda tritici; fruit rot caused, for example, by Aspergillus species, for example Aspergillus flavus; Botrytis species, for example Botrytis cinerea; Penicillium species, for example Penicillium expansum and P. purpurogenum; Sclerotica species, for example Sclerotinia sclerotiorum; Verticilium species, for example Verticilium al- boatrum; seed and soilborne decay, mould, wilt, rot and damping-off diseases caused, for example, by Alternaria species, caused for example by Alternaria brassicicola; Aphanomyces species, caused for example by Aphano- myces euteiches; Ascochyta species, caused for example by Ascochyta lentis; Aspergillus species, caused for example by Aspergillus flavus; Cladosporium species, caused for example by Cladosporium herbarum; Cochliobolus species, caused for example by Cochliobolus sativus; (Conidiaform: Drechslera, Bipolaris Syn: Helminthosporium); Colletotrichum species, caused for example by Colletotrichum coccodes; Fusarium species, caused for example by Fusarium culmorum; Gibberella species, caused for example by Gibberella zeae; Macrophomina species, caused for example by Macrophomina phaseolina; Monographella species, caused for example by Monographella nivalis; Penicillium species, caused for example by Penicillium expansum; Phoma species, caused for example by Phoma lingam; Phomopsis species, caused for example by Phomopsis sojae; Phytophthora species, caused for example by Phytophthora cactorum; Pyrenophora species, caused for example by Pyrenophora graminea; Pyricularia species, caused for example by Pyricularia oryzae; Pythium species, caused for example by Pythium ultimum; Rhizoctonia species, caused for example by Rhizoctonia solani; Rhizopus species, caused for example by Rhizopus oryzae; Sclerotium species, caused for example by Sclerotium rolfsii; Septoria species, caused for example by Septoria nodorum; Typhula spe- cies, caused for example by Typhula incarnata; Verticillium species, caused for example by Verticillium dahliae; cancers, galls and witches' broom caused, for example, by Nectria species, for example Nectria galligena; wilt diseases caused, for example, by Monilinia species, for example Monilinia laxa; leaf blister or leaf curl diseases caused, for example, by Exobasidium species, for example Exobasidium vexans; Taphrina species, for example Taphrina deformans; decline diseases of wooden plants caused, for example, by Esca disease, caused for example by Phaemoniella clamydospora, Phaeoacremonium aleophilum and Fomitiporia mediterranea; Eutypa dyeback, caused for example by Eutypa lata ; Ganoderma diseases caused for example by Ganoderma boninense; Rigidoporus diseases caused for example by Rigidoporus lignosus; diseases of flowers and seeds caused, for example, by Botrytis species, for example Botrytis cinerea; diseases of plant tubers caused, for example, by Rhizoctonia species, for example Rhizoctonia solani; Hel- minthosporium species, for example Helminthosporium solani;

Club root caused, for example, by Plasmodiophora species, for example Plamodiophora brassicae; diseases caused by bacterial pathogens, for example Xanthomonas species, for example Xanthomonas cam- pestris pv. oryzae; Pseudomonas species, for example Pseudomonas syringae pv. lachrymans; Erwinia species, for example Erwinia amylovora.

The following diseases of soya beans can be controlled with preference:

Fungal diseases on leaves, stems, pods and seeds caused, for example, by Alternaria leaf spot (Alternaria spec, atrans tenuissima), Anthracnose (Colletotrichum gloeosporoides dematium var. truncatum), brown spot (Septoria glycines), cercospora leaf spot and blight (Cercospora kikuchii), choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)), dactuliophora leaf spot (Dactuliophora glycines), downy mildew (Peronospora manshurica), drechslera blight (Drechslera glycini), frogeye leaf spot (Cercospora sojina), leptosphaerulina leaf spot (Leptosphaerulina trifolii), phyllostica leaf spot (Phyllosticta sojaecola), pod and stem blight (Phomopsis sojae), powdery mildew (Microsphaera diffusa), pyrenochaeta leaf spot (Pyrenochaeta glycines), rhizoctonia aerial, foliage, and web blight (Rhizoctonia solani), rust (Phakopsora pachyrhizi, Phakopsora meibomiae), scab (Sphaceloma glycines), stemphylium leaf blight (Stemphylium bot- ryosum), target spot (Corynespora cassiicola).

Fungal diseases on roots and the stem base caused, for example, by black root rot (Calonectria crotalariae), charcoal rot (Macrophomina phaseolina), fusarium blight or wilt, root rot, and pod and collar rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), mycoleptodiscus root rot (My- coleptodiscus terrestris), neocosmospora (Neocosmospora vasinfecta), pod and stem blight (Diaporthe phaseolorum), stem canker (Diaporthe phaseolorum var. caulivora), phytophthora rot (Phytophthora megasperma), brown stem rot (Phialophora gregata), pythium rot (Pythium aphanidermatum, Pythium ir- regular e, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia solani), sclerotinia stem decay (Sderotinia sderotiorum), sclerotinia southern blight (Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsis basicola). Particularly preferred, the active ingredient combinations or compositions according to the invention are suitable for controlling the following plant diseases:

Blumeria (old name: Erysiphe) graminis (powdery mildew) on cereals (e.g. wheat or barley); Erysiphe spp. (powdery mildew) on sugar beet (E. betae), vegetables (e.g. E. pisi), such as cucumber, gourd, muskmelon (cantaloupe), pumpkin, and squash species (e.g. E. cichoracearum) and cabbage species, such as red cabbage, broccoli, brussels sprouts, cauliflower (e.g. E. cruciferarum); and tomato (Erysiphe ly coper sici), and pepper, eggplant, artischoke (Leveillula taurica), Microsphaera diffusa (powdery mildew) on soybeans; Pod- osphaera spp. (powdery mildew) on Rosaceae, hops, pomaceaus fruit and soft fruit, e.g. P. leucotricha on apple; Uncinula (syn. Erysiphe) necator {powdery mildew, anamorph: Oidium tuckeri) on grapevines; Sphaerotheca fuliginea (powdery mildew) on cucumber species.

The compound combination or compositions according to the invention are particularly suitable for controlling the following diseases on cereals, in particular on wheat or barley:

Mycosphaerella species, for example Mycosphaerella graminicola (synonym Septoria tritici), Puccinia species, for example Puccinia recondite, P. triticina, P. graminis or P. striiformis; Leptosphaeria species, for ex- ample Leptosphaeria nodorum; Pyrenophora species, for example Pyrenophora teres, Pyrenophora tritici repentis, Pyrenophora graminea; Ramularia species, for example Ramularia collo-cygni, Gaeumannomyces species, for example Gaeumannomyces graminis; Fusarium species, for example Fusarium culmorum; Gib- berella species, for example Gibberella zeae; Monographella species, for example Monographella nivalis; Septoria species, for example Septoria nodorum; Cochliobolus species, caused for example by Cochliobolus sativus; (Conidiaform: Drechslera, Bipolaris Syn: Helminthosporium) Rhynchosporium species, for example Rhynchosporium secalis.

The active compound combination or the composition according to the invention allow a broadening of the spectrum of fungicidal activity to other phytopathogens against the individual compounds are less effective or totally ineffective: Additionally, although achieving adequate fungicidal control a reduction in the rate of ap- plication of the active ingredients can be achieved by the active compound combination or compositions according to the invention. Such reduction in the rate of application of the individual active ingredients reduces the risk of resistances against such individual active ingredients.

When using the compound combination or composition of the invention, the application rates can be varied within a relatively wide range, depending on the kind of application. It can be · in the case of treatment of plant parts, for example leaves: from 10 to 800 g/ha and preferably from 50 to 300 g/ha (in the case of application by watering or dripping, it is even possible to reduce the application rate, especially when inert substrates such as rockwool or perlite are used); • in the case of seed treatment: from 2.5 to 25 g per 100 kg of seed, and preferably from 2.5 to 12.5 g per 100 kg of seed;

• in the case of soil treatment: from 1 to 5000 g/ha.

In case of treatment of plant parts the application rate can be

• from 20 to 200 g/ha more preferably from 40 to 170 g/ha, most preferably from 50 to 150 g/ha compound (A));

• from 20 to 150 g/, more preferably from 40 to 125 g/ha, most preferably from 50 to 100 g/ha (compound (B));

• from 50 to 300 g/ha, more preferably from 80 to 250 g/ha, most preferably from 100 to 200 g/ha (Compound (C)).

Claims

BCS 163032 FC Text MD/hz.. .12.12.2016 WO 2017/194363 PCT/EP2017/060500 - 12 - Claims:

1. Compound combination comprising compound of formula (I)

compound of formula (II)

(Π)

2. Combination of claim 1 wherein compound (C) is prothioconazole.

3. Combination of claim 1 wherein compound (C) is fluopyram.

4. Combination of claim 1 wherein compound (C) is tebuconazole.

5. Combination according to any of claims 1 to 4 wherein the weight ratio between any two compounds (A), (B) or (C), independently of each other, is between 1 :5 to 5: 1 and preferably between 1 :3 to 3: 1.

6. Composition comprising a combination according to any of claims 1 to 5. BCS 163032 FC Text MD/hz...12.12.2016

WO 2017/194363 PCT/EP2017/060500

- 13 -

7. Composition according to claim 6 further comprising adjuvants, solvents, carrier, surfactants and / or extenders.

8. Method for curatively or preventively controlling phytopathogenic harmful fungi of plants or crops comprising the step of applying a combination according to any of claims 1 to 5 or a composition according to claim 6 or 7 to the phytopathogenic harmful fungi and / or their habitat.

9. Method according to claim 8 wherein the combination or the composition is applied to the seed, the plant, to fruits of plants or to the soil on which the plant grows or is supposed to grow.

10 Use of a combination according to any of claims 1 to 5 or a composition according to claim 6 or 7 to control phytopathogenic harmful fungi.

11. Use of claim 10 for the treatment of transgenic plants or for the treatment of seeds of transgenic plants.

12. Seed that has been treated with a combination according to any of claims 1 to 4 or a composition according to claim 6 or 7.