WO2015161749A1 - A synergistic fungicidal composition comprising cymoxanil and chlorothalonil - Google Patents

A synergistic fungicidal composition comprising cymoxanil and chlorothalonil Download PDF

Info

Publication number
WO2015161749A1
WO2015161749A1 PCT/CN2015/076598 CN2015076598W WO2015161749A1 WO 2015161749 A1 WO2015161749 A1 WO 2015161749A1 CN 2015076598 W CN2015076598 W CN 2015076598W WO 2015161749 A1 WO2015161749 A1 WO 2015161749A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
weight
chlorothalonil
cymoxanil
synergistic fungicidal
Prior art date
Application number
PCT/CN2015/076598
Other languages
French (fr)
Inventor
James Timothy Bristow
Yifan Wu
Original Assignee
Rotam Agrochem International Company Limited
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 Rotam Agrochem International Company Limited filed Critical Rotam Agrochem International Company Limited
Publication of WO2015161749A1 publication Critical patent/WO2015161749A1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/34Nitriles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products

Definitions

  • the present invention relates to a synergistic fungicidal composition comprising cymoxanil and chlorothalonil for preventing and/or treating fungal infestations in plants and plant parts.
  • the present invention also relates to a method of preventing and/or treating fungal infestations in plants and plant parts comprising (1) preparing a synergistic fungicidal composition comprising cymoxanil and chlorothalonil and (2) applying the synergistic fungicidal composition on the plants or plant parts or on a locus.
  • late blight of tomato and potato is caused by the fungus-like organism Phytophthora infestans. This is a major disease of tomato worldwide and can cause massive yield losses.
  • Phytophthora infestans An Overview of Pathology and Resistance Breeding” January 2012, Volume 96, Number 1, Pages 4 –17
  • Cucurbit downy mildew caused by Pseudoperonospora cubensis, is a major foliar disease of cucumber. Symptoms are angular lesions which are limited by leaf veins. Early lesions are light green and become chlorotic and finally necrotic as cucumber plant cells die. Severe infection results in leaves that are completely dead and curled up. Fungicide resistance in Pseudoperonospora cubensis was detected years ago. There is a need to develop new combination of fungicide which have different modes of action. Because single-site inhibitor bear high risk of resistance development.
  • Downy mildew of grapevine caused by Plasmopara viticola is one of the most important fungal diseases of European grapevine (M. JERMINI, P. BLAISE and C. GESSLER, “Quantitative effect of leaf damage caused by downy mildew (Plasmopara viticola) on growth and yield quality of grapevine 'Merlot' (Vitis vinifera) ” , Vitis, 2010, 49 (2), Page 77–85) .
  • Symptoms are yellow circular spots with an oily appearance (oilspots) on the leaves. Young oilspots on young leaves are surrounded by a brownish-yellow halo. Under warm and humid condition, a white downy fungal growth will appear on the underside of the leaves and other plant parts.
  • Downy mildew of sunflower is caused by Plasmopara halstedii. During the spring of 2007 and 2008, there is a serious outbreak of downy mildew at the V4 stage of development on sunflower plants in Turkey. 85%yield was loss. Symptoms are stunted plants and green and chlorotic mottling along the main veins and over the lamella of the leaves.
  • Cymoxanil is a foliar fungicide with protective and curative action. It has contact and local systemic activity, and it also inhibits sporulation. It can be used for controlling Peronosporales, especially Peronospora, Phytophthora, Plasmopara and Fusarium spp. Chlorothalonil is a chloronitrile non-systemic foliar fungicide with protective action.
  • a synergistic fungicidal composition comprising cymoxanil and chlorothalonil is effective in preventing and/or treating fungal infestations, particularly phytophthora spp, Pseudoperonospora spp, Plasmopara spp and Fusarium spp.
  • the present invention relates to a synergistic fungicidal composition comprising cymoxanil and chlorothalonil for preventing and/or treating fungal infestations in plants and plant parts.
  • the present invention also relates to a method of preventing and/or treating fungal infestations in plants and plant parts comprising (1) preparing a synergistic fungicidal composition comprising cymoxanil and chlorothalonil and (2) applying the synergistic fungicidal composition on the plants or plant parts or on a locus.
  • Plant refers to all plant and plant populations such as desired and undesired wild plants or crop plants.
  • Plant parts refers to all parts and organs of plants, such as shoot, leaves, needles, stalks, stems, fruit bodies, fruits, seeds, roots, tubers and rhizomes.
  • Harvested materials, and vegetative and generative propagation materials for example, cutting, tubers, meristem tissue, rhizomes, offsets, seeds, single and multiple plant cells and any other plant tissues, are also included.
  • the synergistic fungicidal composition according to the present invention is suitable for plants of the crops: cereals (wheat, barley, rye, oats, corn, rice, sorghum, triticale and related crops) ; fruit, such as pomes, stone fruit and soft fruit, such as apples, pears, plums, peaches, almonds, cherries, and berries, for example grape, strawberries, raspberries and blackberries; leguminous plants (beans, lentils, peas, soybeans) ; oil plants (rape, mustard, sunflowers) ; cucurbitaceae (marrows, cucumbers, melons) ; citrus fruit, such as oranges, lemons, grapefruit and mandarins; and vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika) .
  • cereals wheat, barley, rye, oats, corn, rice, sorghum, triticale and related crops
  • fruit such as pomes, stone
  • the composition of the present invention is applied on grape, apple, tomato, cotton, maize, rape, cereals, vegetables, potato, soybean, olives, hazelnut, chicpeas, lentils, pistachio, rice, tobacco, onion, sugarbeet, citrus and sunflower. More preferably, the composition is applied on potatoes, sunflowers, cucumbers, tomatoes and grape.
  • composition of the present invention can be used in the agricultural sector and related fields of use for preventing and/or treating fungal infestations example, but not limited to:
  • Alternaria rot Alternaria alternata
  • Botrytis Botrytis (Grey Rot or Noble Rot) (Botrytis cinerea)
  • Downy mildew Pieris viticola
  • Septoria leaf spot (Septoria lycopersici var. malagutii) ; White mold (Sclerotinia sclerotiorum) on potato; Botrytis vine rot (Botrytis cinerea) ; Black dot (Colletotrichum coccodes) on potato;
  • Alternaria leaf blight, stem spot and head rot Alternaria alternata; Alternaria helianthi; Alternaria helianthicola; Alternaria leucanthemi; Alternaria tenuissima; Alternaria zinniae
  • Botrytis head rot (gray mold) (Botrytis cinerea; Botryotinia fuckeliania [teleomorph] ) ; Charcoal rot (Macrophomina phaseolina) ; Downy mildew (Plasmopara halstedii; Plasmopara helianthi f.
  • Fusarium stalk rot (Fusarium equiseti; Gibberella intricans [teleomorph] ; Fusarium solani; Nectria haematococca [teleomorph] ; Microdochium tabacinum; Monographella cucumerina [teleomorph] ) ; Fusarium wilt (Fusarium moniliforme; Gibberella fujikuroi [teleomorph] ; Fusarium oxysporum) ; Phytophthora stem rot (Phytophthora spp.; Phytophthora drechsleri) ; Powdery mildew (Erysiphe cichoracearum; Oidium asteris-punicei [anamorph] ; Erysiphe cichoracearum var.
  • Anthracnose Coldletotrichum spp. ) ; Downy mildew (Pseudoperonospora cubensis) ; Cercospora leaf spot (Cercospora citrullina) ; Alternaria leaf blight (Alternaria cucumerina) ; Alternaria leaf spot (Alternaria alternata) ; Scab (Cladosporium cucumerinum) ; Powdery mildew (Podosphaera xanthii syn. Sphaerotheca fuliginea) ; Downy Mildew (Pseudoperonospora cubensis) on cucumber;
  • Alternaria stem canker Alternaria alternata f.sp. lycopersici
  • Anthracnose Colletotrichum coccodes ; Colletotrichum dematium ; Colletotrichum gloeosporioides ; Glomerella cingulata [teleomorph] )
  • Early blight Alternaria solani )
  • Fusarium crown and root rot Fusarium oxysporum f.sp. radicis-lycopersici
  • Fusarium wilt Fusarium oxysporum f.sp. lycopersici )
  • Gray leaf spot Stemphylium botryosum f.sp.
  • the synergistic fungicidal composition according to this invention is effective in preventing and/or treating fungal infestations caused by, particularly Phytophthora spp, Pseudoperonospora spp, Plasmopara spp and Fusarium spp, in plants and plant parts, particularly plants and their plant parts of potatoes, sunflowers, cucumbers, tomatoes and grape.
  • the synergistic fungicidal composition according to this invention is effective in preventing and/or treating fungal infestations, particularly phytophthora infestans, Pseudoperonospora cubensis, plasmopara viticola, and Fusarium oxysporum, in plants and plant parts, particularly plants and their plant parts of potatoes, sunflowers, cucumbers, tomatoes and grape.
  • the method of the invention is particularly suitable for preventing and/or treating fungal infestations caused by phytophthora spp, Pseudoperonospora spp, plasmopara spp and Fusarium spp, in plants and plant parts, particularly plants and their plant parts of potatoes, sunflowers, cucumbers, tomatoes and grape. More particular, the method provided herein is use for preventing and/or treating fungal infestations caused by phytophthora infestans, Pseudoperonospora cubensis, plasmopara viticola, and Fusarium oxysporum in crops such as tomato, potato, cucumber, grape and sunflower.
  • fungus/crop systems against which the method of the invention is particularly indicated are Pseudoperonospora cubensis in cucumber, Plasmopara viticola in grape, Phytophthora infestans in potato, Phytophthora infestans in tomatoes and Fusarium oxysporum in sunflower.
  • Cymoxanil may be present in the synergistic fungicidal composition of the present invention in any suitable amount, and is generally present in an amount of from 1%to 50%by weight of the composition, preferably from 1%to 25%by weight of the composition, more preferably from 3%to 10%by weight of the composition, most preferably 5%by weight of the composition.
  • Chlorothalonil may be present in the synergistic fungicidal composition in any suitable amount, and is generally present in an amount of from 1%to 70%by weight of the composition, preferably from 20%to 50%by weight of the composition, more preferably from 25%to 40%by weight of the composition, most preferably 37.5%by weight of the composition.
  • Cymoxanil and chlorothalonil may be present in the composition or applied in any amounts relative to each other, to provide the enhanced or synergistic effect of the mixture. Cymoxanil and chlorothalonil may be present in the synergistic fungicidal composition in any suitable amount, and is generally present in an amount of from 1%to 70%by weight of the composition, preferably from 30%to 70%by weight of the composition, more preferably from 35%to 50%by weight of the composition, most preferably 42.5%by weight of the composition.
  • the weight ratio of cymoxanil and chlorothalonil in the composition independently is preferably in the range of from 25: 1 to 1: 25, 20: 1 to 1: 20, or 15: 1 to 1: 15, more preferably from 10: 1 to 1: 10, 7.5: 1 to 1: 7.5 or 5: 1 to 1: 5. In some embodiments, the weight ratio of cymoxanil and chlorothalonil in the composition independently is 1: 7.5.
  • compositions may be produced in conventional manner, for example by mixing cymoxanil with chlorothalonil with appropriate auxiliaries.
  • auxiliaries which may be comprised in the composition according to the invention are all customary formulation adjuvants or components, such as extender, carriers, solvents, surfactants, stabilizers, anti-foaming agents, anti-freezing agents, preservatives, antioxidants, colorants, thickeners, solid adherents and inert fillers.
  • auxiliaries are known in the art and are commercially available. Their use in the formulation of the compositions of the present invention will be apparent to the person skilled in the art.
  • Formulation includes a water-soluble concentrate (SL) , an emulstifiable concentrate (EC) , an emulsion (EW) , a micro-emulsion (ME) , a suspension concentrates (SC) , an oil-based suspension concentrates (OD) , a flowable suspension (FS) , a water-dispersible granule (WG) , water-soluble granule (SG) , a water-dispersible powder (WP) , a water soluble powder (SP) , a granule (GR) , an encapsulated granule (CG) , a fine granule (FG) , a macrogranule (GG) , an aqueous suspo-emulsion (SE) , microencapsulated suspension (CS) and a microgranule (MG) .
  • SL water-soluble concentrate
  • EW emulsion
  • ME micro-emulsion
  • SC suspension concentrates
  • the synergistic fungicidal composition can be formulated as suspension concentrates (SC) , water-dispersible powder (WP) or water-dispersible granule (WG) .
  • SC suspension concentrates
  • WP water-dispersible powder
  • WG water-dispersible granule
  • the synergistic fungicidal composition can be formulated as suspension concentrates (SC) .
  • the fungicidal composition may comprise one or more inert fillers.
  • inert fillers are known in the art and available commercially. Suitable fillers include, for example, natural ground minerals, such as kaolins, aluminas, talc, chalk, quartz, attapulgite, montmorillonite, and diatomaceous earth, or synthetic ground minerals, such as highly dispersed silicic acid, aluminum oxide, silicates, and calcium phosphates and calcium hydrogen phosphates.
  • Suitable inert fillers for granules include, for example, crushed and fractionated natural minerals, such as calcite, marble, pumice, sepiolite, and dolomite, or synthetic granules of inorganic and organic ground materials, as well as granules of organic material, such as sawdust, coconut husks, corn cobs, and tobacco stalks.
  • the fungicidal composition optionally includes one or more surfactants which are preferably non-ionic, cationic and/or anionic in nature and surfactant mixtures which have good emulsifying, dispersing and wetting properties, depending on the nature of the active compound to be formulated.
  • surfactants are known in the art and are commercially available.
  • Suitable anionic surfactants can be both so-called water-soluble soaps and water-soluble synthetic surface-active compounds.
  • Soaps which may be used are the alkali metal, alkaline earth metal or substituted or unsubstituted ammonium salts of higher fatty acid (C 10 -C 22 ) , for example the sodium or potassium salt of oleic or stearic acid, or of natural fatty acid mixtures.
  • the surfactant can be an emulsifier, dispersant or wetting agent of ionic or nonionic type.
  • Examples which may be used are salts of polyacrylic acids, salts of lignosulphonic acid, salts of phenylsulphonic or naphthalenesulphonic acids, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, substituted phenols, especially alkylphenols, sulphosuccinic ester salts, taurine derivatives, especially alkyltaurates, or phosphoric esters of polyethoxylated phenols or alcohols.
  • the presence of at least one surfactant is generally required when the active compound and/or the inert carrier and/or auxiliary/adjuvant are insoluble in water and the vehicle for the final application of the composition is water.
  • the fungicidal composition optionally further comprises one or more polymeric stabilizer.
  • the suitable polymeric stabilizers that may be used in the present invention include, but are not limited to, polypropylene, polyisobutylene, polyisoprene, copolymers of monoolefins and diolefins, polyacrylates, polystyrene, polyvinyl acetate, polyurethanes or polyamides. Suitable stabilizers are known in the art and commercially available.
  • surfactants and polymeric stabilizers mentioned above are generally believed to impart stability to the composition, in turn allowing the composition to be formulated, stored, transported and applied.
  • Suitable anti-foams include all substances which can normally be used for this purpose in agrochemical compositions. Suitable anti-foam agents are known in the art and are available commercially. Particularly preferred antifoam agents are mixtures of polydimethylsiloxanes and perfluroalkylphosphonic acids, such as the silicone anti-foam agents available from GE or Compton.
  • Suitable organic solvents are selected from all customary organic solvents which thoroughly dissolve the active compounds employed. Again, suitable organic solvents for cymoxanil and chlorothalonil are known in the art. The following may be mentioned as being preferred: N-methyl pyrrolidone, N-octyl pyrrolidone, cyclohexyl-1-pyrrolidone; or SOLVESSO TM 200, a mixture of paraffinic, isoparaffinic, cycloparaffinic and aromatic hydrocarbons. Suitable solvents are commercially available.
  • Suitable preservatives include all substances which can normally be used for this purpose in agrochemical compositions of this type and again are well known in the art. Suitable examples that may be mentioned include (from Bayer AG) and (from Bayer AG) .
  • Suitable antioxidants are all substances which can normally be used for this purpose in agrochemical compositions, as is known in the art. Preference is given to butylated hydroxytoluene.
  • Suitable thickeners include all substances which can normally be used for this purpose in agrochemical compositions.
  • thickeners are known in the art and available commercially.
  • the fungicidal composition may further comprise one or more solid adherents.
  • adherents are known in the art and available commercially. They include organic adhesives, including tackifiers, such as celluloses of substituted celluloses, natural and synthetic polymers in the form of powders, granules, or lattices, and inorganic adhesives such as gypsum, silica, or cement.
  • composition according to the invention may also comprise water.
  • the formulated composition may for example be applied in spray form, e.g., employing appropriate dilutions.
  • Suitable amount of cymoxanil and chlorothalonil in the synergistic fungicidal composition lies in the range of from 88 to 170 gram per decare. In general, satisfactory results will be obtained when employing from 8 to 20 gram per decare, e.g., 12.5 gram per decare of cymoxanil and from 80 to 150 gram per decare, e.g., 93.75 gram per decare, of chlorothalonil.
  • a spray volume of from 100 to 800 liters per decare of crop locus, depending on the growth stage of the crop.
  • the spray volume is known in the art.
  • Application rates may also be expressed in terms of concentrations.
  • the concentration is known in the art. Suitable concentration use for, for example, grape, cucumber, tomato, sunflower and potato, is 250 mL of the composition/formulation in 100 liters of water.
  • the spray treatment involves usually foliar application till the run-off.
  • composition of the present invention may contain or be mixed with other pesticides, such as fungicides, insecticides and nematicides, growth factor and fertilizers, to enhance the activity of the association of the invention or to widen its spectrum of activity.
  • pesticides such as fungicides, insecticides and nematicides, growth factor and fertilizers
  • An aqueous suspension concentrate (SC) was prepared having the following composition:
  • the finely ground cymoxanil and chlorothalonil were intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution could be obtained by dilution with water.
  • a suspension of cymoxanil and chlorothalonil and auxiliaries was wet milled with a bead-mill to achieve a stable formulation with appropriate treatment characteristics.
  • An aqueous suspension concentrate (SC) was prepared having the following composition:
  • the finely ground cymoxanil and chlorothalonil were intimately mixed with the auxiliaries, giving a suspension concentrate from which suspensions of any desired dilution could be obtained by dilution with water.
  • a suspension of cymoxanil and chlorothalonil and auxiliaries was wet milled with a bead-mill to achieve a stable formulation and with the appropriate treatment characteristics.
  • An aqueous suspension concentrate (SC) was prepared having the following composition:
  • the finely ground cymoxanil and chlorothalonil were intimately mixed with the auxiliaries, giving a suspension concentrate from which suspensions of any desired dilution could be obtained by dilution with water.
  • a suspension of cymoxanil and chlorothalonil and auxiliaries was wet milled with a bead-mill to achieve a stable formulation and with the appropriate treatment characteristics.
  • a water-dispersible granule (WG) was prepared having the following composition:
  • a water-dispersible powder (WP) was prepared having the following composition:
  • Young potatoes plants were sprayed with a conidial suspension of Phytophthora infestans, and incubated at 20 °C and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80 g AI /decare) . After staying in a greenhouse at 15 °C and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 1) .
  • Young sunflower plants were sprayed with a conidial suspension of Fusarium oxysporum, and incubated at 20 °C and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 °C and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 2) .
  • Young cucumber plants were sprayed with a conidial suspension of Pseudoperonospora cubensis, and incubated at 20 °C and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 °C and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 3) .
  • Young tomato plants were sprayed with a conidial suspension of phytophthora infestans, and incubated at 20 °C and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 °C and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 4) .
  • Young grape plants were sprayed with a conidial suspension of Plasmopara viticola, and incubated at 20 °C and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 °C and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 5) .

Abstract

This invention is related to a synergistic fungicidal composition comprising cymoxanil and chlorothalonil for preventing and/or treating fungal infestations in plants and plant parts.

Description

A SYNERGISTIC FUNGICIDAL COMPOSITION COMPRISING CYMOXANILAND CHLOROTHALONIL FIELD OF THE INVENTION
The present invention relates to a synergistic fungicidal composition comprising cymoxanil and chlorothalonil for preventing and/or treating fungal infestations in plants and plant parts. The present invention also relates to a method of preventing and/or treating fungal infestations in plants and plant parts comprising (1) preparing a synergistic fungicidal composition comprising cymoxanil and chlorothalonil and (2) applying the synergistic fungicidal composition on the plants or plant parts or on a locus.
BACKGROUND OF THE INVENTION
Fungal infestations cause significant yield reduction. Therefore, preventing and treating fungal infestations of plants and plant parts is crucial to obtain high productivity and is a continual objective in the agricultural field.
Particularly, late blight of tomato and potato is caused by the fungus-like organism Phytophthora infestans. This is a major disease of tomato worldwide and can cause massive yield losses. (Source: “Potato and Tomato Late Blight Caused by Phytophthora infestans: An Overview of Pathology and Resistance Breeding” January 2012, Volume 96, Number 1, Pages 4 –17) The pathogen attacks all above-ground parts of the plant. Symptoms of late blight on tomato leaves and stems are similar to those on potato. Symptoms of late blight on tomato leaves are irregular in shape and water-soaked lesions. During humid conditions, white cottony growth on the underside of affected leaves may be observed. As the infestation progresses, lesions will enlarge causing leaves to brown, shrivel and die. Late blight can also attack tomato fruit in all growth stages. Greasy spots can be find on rotted fruit and eventually become leathery and brown in color. These spots can enlarge to the whole fruit.
Cucurbit downy mildew, caused by Pseudoperonospora cubensis, is a major foliar disease of cucumber. Symptoms are angular lesions which are limited by leaf veins. Early lesions are light green and become chlorotic and finally necrotic as cucumber plant cells die. Severe infection results in leaves that are completely dead and curled up. Fungicide resistance in Pseudoperonospora cubensis was detected years ago. There is a need to develop new combination of fungicide which have different modes of action. Because single-site inhibitor bear high risk of resistance development.
Downy mildew of grapevine caused by Plasmopara viticola is one of the most important fungal diseases of European grapevine (M. JERMINI, P. BLAISE and C. GESSLER, “Quantitative effect of leaf damage caused by downy mildew (Plasmopara viticola) on growth and yield quality of grapevine 'Merlot' (Vitis vinifera) ” , Vitis, 2010, 49 (2), Page 77–85) . Symptoms are yellow circular spots with an oily appearance (oilspots) on the leaves. Young oilspots on young leaves are surrounded by a brownish-yellow halo. Under warm and humid condition, a white downy fungal growth will appear on the underside of the leaves and other plant parts.
Downy mildew of sunflower is caused by Plasmopara halstedii. During the spring of 2007 and 2008, there is a serious outbreak of downy mildew at the V4 stage of development on sunflower plants in Turkey. 85%yield was loss. Symptoms are stunted plants and green and chlorotic mottling along the main veins and over the lamella of the leaves.
Therefore, there is a continuing need to provide a composition for preventing and/or treating fungal infestations. We surprisingly found that a combination of cymoxanil and chlorothalonil, characterized by different modes of action exhibits a considerable synergistic effect, allowing a higher fungicidal activity to be obtained than that envisaged on the basis of the activities of individual cymoxanil and chlorothalonil.
SUMMARY OF THE INVENTION
It has been found that the use of cymoxanil is effective in combatting or preventing fungal diseases. Cymoxanil is a foliar fungicide with protective and curative action. It has  contact and local systemic activity, and it also inhibits sporulation. It can be used for controlling Peronosporales, especially Peronospora, Phytophthora, Plasmopara and Fusarium spp. Chlorothalonil is a chloronitrile non-systemic foliar fungicide with protective action.
We surprisingly found that a combination of cymoxanil and chlorothalonil, characterized by different modes of action exhibits a considerable synergistic effect. A synergistic fungicidal composition comprising cymoxanil and chlorothalonil is effective in preventing and/or treating fungal infestations, particularly phytophthora spp, Pseudoperonospora spp, Plasmopara spp and Fusarium spp.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The present invention relates to a synergistic fungicidal composition comprising cymoxanil and chlorothalonil for preventing and/or treating fungal infestations in plants and plant parts. The present invention also relates to a method of preventing and/or treating fungal infestations in plants and plant parts comprising (1) preparing a synergistic fungicidal composition comprising cymoxanil and chlorothalonil and (2) applying the synergistic fungicidal composition on the plants or plant parts or on a locus.
The use of cymoxanil in combination with chlorothalonil surprisingly and substantially enhances the fungicidal effectiveness of chlorothalonil, and vice versa.
"Plant" as used herein, refers to all plant and plant populations such as desired and undesired wild plants or crop plants.
"Plant parts" as used herein, refers to all parts and organs of plants, such as shoot, leaves, needles, stalks, stems, fruit bodies, fruits, seeds, roots, tubers and rhizomes. Harvested materials, and vegetative and generative propagation materials, for example, cutting, tubers, meristem tissue, rhizomes, offsets, seeds, single and multiple plant cells and any other plant tissues, are also included.
The synergistic fungicidal composition according to the present invention is suitable for plants of the crops: cereals (wheat, barley, rye, oats, corn, rice, sorghum, triticale and  related crops) ; fruit, such as pomes, stone fruit and soft fruit, such as apples, pears, plums, peaches, almonds, cherries, and berries, for example grape, strawberries, raspberries and blackberries; leguminous plants (beans, lentils, peas, soybeans) ; oil plants (rape, mustard, sunflowers) ; cucurbitaceae (marrows, cucumbers, melons) ; citrus fruit, such as oranges, lemons, grapefruit and mandarins; and vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika) . Preferably, the composition of the present invention is applied on grape, apple, tomato, cotton, maize, rape, cereals, vegetables, potato, soybean, olives, hazelnut, chicpeas, lentils, pistachio, rice, tobacco, onion, sugarbeet, citrus and sunflower. More preferably, the composition is applied on potatoes, sunflowers, cucumbers, tomatoes and grape.
Each composition of the present invention can be used in the agricultural sector and related fields of use for preventing and/or treating fungal infestations example, but not limited to:
Alternaria rot (Alternaria alternata) ; Botrytis (Grey Rot or Noble Rot) (Botrytis cinerea) ; Downy mildew (Plasmopara viticola) on grape;
Early blight (Alternaria solani) ; Fusarium dry rot (Fusarium spp. ; Gibberella pulicaris; Fusarium avenaceum; Fusarium oxysporum; Fusarium culmorum; Fusarium acuminatum; Fusarium equiseti; Fusarium crookwellense) ; Fusarium wilt (Fusarium spp. ; Fusarium avenaceum; Fusarium oxysporum; Fusarium solani f.sp. eumartii) ; Gray mold (Botrytis cinerea; Botryotinia fuckeliana [teleomorph] ) ; Late blight (Phytophthora infestans) ; Phoma leaf spot (Phoma andigena var. andina) ; Pink rot (Phytophthora spp. ; Phytophthora cryptogea; Phytophthora drechsleri; Phytophthora erythroseptica; Phytophthora megasperma; Phytophthora nicotianae var. parasitica) ; Powdery mildew (Erysiphe cichoracearum; Spongospora subterranea f.sp. subterranea) ; Septoria leaf spot (Septoria lycopersici var. malagutii) ; White mold (Sclerotinia sclerotiorum) on potato; Botrytis vine rot (Botrytis cinerea) ; Black dot (Colletotrichum coccodes) on potato;
Alternaria leaf blight, stem spot and head rot (Alternaria alternata; Alternaria helianthi; Alternaria helianthicola; Alternaria leucanthemi; Alternaria tenuissima; Alternaria zinniae) ; Botrytis head rot (gray mold) (Botrytis cinerea; Botryotinia fuckeliania  [teleomorph] ) ; Charcoal rot (Macrophomina phaseolina) ; Downy mildew (Plasmopara halstedii; Plasmopara helianthi f. helianthi) ; Fusarium stalk rot (Fusarium equiseti; Gibberella intricans [teleomorph] ; Fusarium solani; Nectria haematococca [teleomorph] ; Microdochium tabacinum; Monographella cucumerina [teleomorph] ) ; Fusarium wilt (Fusarium moniliforme; Gibberella fujikuroi [teleomorph] ; Fusarium oxysporum) ; Phytophthora stem rot (Phytophthora spp.; Phytophthora drechsleri) ; Powdery mildew (Erysiphe cichoracearum; Oidium asteris-punicei [anamorph] ; Erysiphe cichoracearum var. latispora; Oidium latisporum [anamorph] ; Leveillula compositarum f. helianthi; Leveillula taurica; Oidiopsis sicula [anamorph] ; Sphaerotheca fuliginea) ; Pythium seedling blight and root rot (Pythium spp.; Pythium aphanidermatum Pythium debaryanum; Pythium irregulare) ; Rhizoctonia seedling blight (Rhizoctonia solani; Thanatephorus cucumeris [teleomorph] ) ; Rust (Puccinia helianthi; Puccinia xanthii; Uromyces junci) ; Sclerotinia basal stalk rot and wilt, mid-stalk rot, head rot (Sclerotinia sclerotiorum) ; Septoria leaf spot (Septoria helianthi) ; White rust (Albugo tragopogonis) ; Yellow rust (Coleosporium helianthi; Coleosporium pacificum; Peridermium californicum [anamorph] ) on sunflower;
Anthracnose (Colletotrichum spp. ) ; Downy mildew (Pseudoperonospora cubensis) ; Cercospora leaf spot (Cercospora citrullina) ; Alternaria leaf blight (Alternaria cucumerina) ; Alternaria leaf spot (Alternaria alternata) ; Scab (Cladosporium cucumerinum) ; Powdery mildew (Podosphaera xanthii syn. Sphaerotheca fuliginea) ; Downy Mildew (Pseudoperonospora cubensis) on cucumber;
Alternaria stem canker (Alternaria alternata f.sp. lycopersici) ; Anthracnose (Colletotrichum coccodes; Colletotrichum dematium; Colletotrichum gloeosporioides; Glomerella cingulata [teleomorph] ) ; Early blight (Alternaria solani) ; Fusarium crown and root rot (Fusarium oxysporum f.sp. radicis-lycopersici) ; Fusarium wilt (Fusarium oxysporum f.sp. lycopersici) ; Gray leaf spot (Stemphylium botryosum f.sp. lycopersici; Stemphylium lycopersici; Stemphylium solani) ; Gray mold (Botrytis cinerea; Botryotinia fuckeliana [teleomorph] ) ; Late blight (Phytophthora infestans) ; Leaf mold (Fulvia fulva) ; Phoma rot (Phoma destructiva) ; Powdery mildew (Oidiopsis sicula; Leveillula taurica [teleomorph] ) ; Pythium damping-off and fruit rot (Pythium aphanidermatum; Pythium  arrhenomanes; Pythium debaryanum; Pythium myriotylum; Pythium ultimum) ; Rhizoctonia damping-off and fruit rot (Rhizoctonia solani; Thanatephorus cucumeris [teleomorph] ) on tomato.
The synergistic fungicidal composition according to this invention is effective in preventing and/or treating fungal infestations caused by, particularly Phytophthora spp, Pseudoperonospora spp, Plasmopara spp and Fusarium spp, in plants and plant parts, particularly plants and their plant parts of potatoes, sunflowers, cucumbers, tomatoes and grape. In some embodiments, the synergistic fungicidal composition according to this invention is effective in preventing and/or treating fungal infestations, particularly phytophthora infestans, Pseudoperonospora cubensis, plasmopara viticola, and Fusarium oxysporum, in plants and plant parts, particularly plants and their plant parts of potatoes, sunflowers, cucumbers, tomatoes and grape.
The method of the invention is particularly suitable for preventing and/or treating fungal infestations caused by phytophthora spp, Pseudoperonospora spp, plasmopara spp and Fusarium spp, in plants and plant parts, particularly plants and their plant parts of potatoes, sunflowers, cucumbers, tomatoes and grape. More particular, the method provided herein is use for preventing and/or treating fungal infestations caused by phytophthora infestans, Pseudoperonospora cubensis, plasmopara viticola, and Fusarium oxysporum in crops such as tomato, potato, cucumber, grape and sunflower.
Examples of fungus/crop systems against which the method of the invention is particularly indicated are Pseudoperonospora cubensis in cucumber, Plasmopara viticola in grape, Phytophthora infestans in potato, Phytophthora infestans in tomatoes and Fusarium oxysporum in sunflower.
Cymoxanil may be present in the synergistic fungicidal composition of the present invention in any suitable amount, and is generally present in an amount of from 1%to 50%by weight of the composition, preferably from 1%to 25%by weight of the composition, more preferably from 3%to 10%by weight of the composition, most preferably 5%by weight of the composition.
Chlorothalonil may be present in the synergistic fungicidal composition in any suitable amount, and is generally present in an amount of from 1%to 70%by weight of the composition, preferably from 20%to 50%by weight of the composition, more preferably from 25%to 40%by weight of the composition, most preferably 37.5%by weight of the composition.
Cymoxanil and chlorothalonil may be present in the composition or applied in any amounts relative to each other, to provide the enhanced or synergistic effect of the mixture. Cymoxanil and chlorothalonil may be present in the synergistic fungicidal composition in any suitable amount, and is generally present in an amount of from 1%to 70%by weight of the composition, preferably from 30%to 70%by weight of the composition, more preferably from 35%to 50%by weight of the composition, most preferably 42.5%by weight of the composition. In particular, the weight ratio of cymoxanil and chlorothalonil in the composition independently is preferably in the range of from 25: 1 to 1: 25, 20: 1 to 1: 20, or 15: 1 to 1: 15, more preferably from 10: 1 to 1: 10, 7.5: 1 to 1: 7.5 or 5: 1 to 1: 5. In some embodiments, the weight ratio of cymoxanil and chlorothalonil in the composition independently is 1: 7.5.
Such compositions may be produced in conventional manner, for example by mixing cymoxanil with chlorothalonil with appropriate auxiliaries. Suitable auxiliaries which may be comprised in the composition according to the invention are all customary formulation adjuvants or components, such as extender, carriers, solvents, surfactants, stabilizers, anti-foaming agents, anti-freezing agents, preservatives, antioxidants, colorants, thickeners, solid adherents and inert fillers. Such auxiliaries are known in the art and are commercially available. Their use in the formulation of the compositions of the present invention will be apparent to the person skilled in the art. Formulation includes a water-soluble concentrate (SL) , an emulstifiable concentrate (EC) , an emulsion (EW) , a micro-emulsion (ME) , a suspension concentrates (SC) , an oil-based suspension concentrates (OD) , a flowable suspension (FS) , a water-dispersible granule (WG) , water-soluble granule (SG) , a water-dispersible powder (WP) , a water soluble powder (SP) , a granule (GR) , an encapsulated granule (CG) , a fine granule (FG) , a macrogranule (GG) , an aqueous suspo-emulsion (SE) , microencapsulated suspension (CS) and a microgranule (MG) . Preferably, the synergistic  fungicidal composition can be formulated as suspension concentrates (SC) , water-dispersible powder (WP) or water-dispersible granule (WG) . Most preferably, the synergistic fungicidal composition can be formulated as suspension concentrates (SC) .
The fungicidal composition may comprise one or more inert fillers. Such inert fillers are known in the art and available commercially. Suitable fillers include, for example, natural ground minerals, such as kaolins, aluminas, talc, chalk, quartz, attapulgite, montmorillonite, and diatomaceous earth, or synthetic ground minerals, such as highly dispersed silicic acid, aluminum oxide, silicates, and calcium phosphates and calcium hydrogen phosphates. Suitable inert fillers for granules include, for example, crushed and fractionated natural minerals, such as calcite, marble, pumice, sepiolite, and dolomite, or synthetic granules of inorganic and organic ground materials, as well as granules of organic material, such as sawdust, coconut husks, corn cobs, and tobacco stalks.
The fungicidal composition optionally includes one or more surfactants which are preferably non-ionic, cationic and/or anionic in nature and surfactant mixtures which have good emulsifying, dispersing and wetting properties, depending on the nature of the active compound to be formulated. Suitable surfactants are known in the art and are commercially available. Suitable anionic surfactants can be both so-called water-soluble soaps and water-soluble synthetic surface-active compounds. Soaps which may be used are the alkali metal, alkaline earth metal or substituted or unsubstituted ammonium salts of higher fatty acid (C10-C22) , for example the sodium or potassium salt of oleic or stearic acid, or of natural fatty acid mixtures. The surfactant can be an emulsifier, dispersant or wetting agent of ionic or nonionic type. Examples which may be used are salts of polyacrylic acids, salts of lignosulphonic acid, salts of phenylsulphonic or naphthalenesulphonic acids, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, substituted phenols, especially alkylphenols, sulphosuccinic ester salts, taurine derivatives, especially alkyltaurates, or phosphoric esters of polyethoxylated phenols or alcohols. The presence of at least one surfactant is generally required when the active compound and/or the inert carrier and/or auxiliary/adjuvant are insoluble in water and the vehicle for the final application of the composition is water.
The fungicidal composition optionally further comprises one or more polymeric stabilizer. The suitable polymeric stabilizers that may be used in the present invention include, but are not limited to, polypropylene, polyisobutylene, polyisoprene, copolymers of monoolefins and diolefins, polyacrylates, polystyrene, polyvinyl acetate, polyurethanes or polyamides. Suitable stabilizers are known in the art and commercially available.
The surfactants and polymeric stabilizers mentioned above are generally believed to impart stability to the composition, in turn allowing the composition to be formulated, stored, transported and applied.
Suitable anti-foams include all substances which can normally be used for this purpose in agrochemical compositions. Suitable anti-foam agents are known in the art and are available commercially. Particularly preferred antifoam agents are mixtures of polydimethylsiloxanes and perfluroalkylphosphonic acids, such as the silicone anti-foam agents available from GE or Compton.
Suitable organic solvents are selected from all customary organic solvents which thoroughly dissolve the active compounds employed. Again, suitable organic solvents for cymoxanil and chlorothalonil are known in the art. The following may be mentioned as being preferred: N-methyl pyrrolidone, N-octyl pyrrolidone, cyclohexyl-1-pyrrolidone; or SOLVESSOTM200, a mixture of paraffinic, isoparaffinic, cycloparaffinic and aromatic hydrocarbons. Suitable solvents are commercially available.
Suitable preservatives include all substances which can normally be used for this purpose in agrochemical compositions of this type and again are well known in the art. Suitable examples that may be mentioned include
Figure PCTCN2015076598-appb-000001
(from Bayer AG) and 
Figure PCTCN2015076598-appb-000002
(from Bayer AG) .
Suitable antioxidants are all substances which can normally be used for this purpose in agrochemical compositions, as is known in the art. Preference is given to butylated hydroxytoluene.
Suitable thickeners include all substances which can normally be used for this purpose in agrochemical compositions. For example xanthan gum, PVOH, cellulose and its  derivatives, clay hydrated silicates, magnesium aluminum silicates or a mixture thereof. Again, such thickeners are known in the art and available commercially.
The fungicidal composition may further comprise one or more solid adherents. Such adherents are known in the art and available commercially. They include organic adhesives, including tackifiers, such as celluloses of substituted celluloses, natural and synthetic polymers in the form of powders, granules, or lattices, and inorganic adhesives such as gypsum, silica, or cement.
In addition, depending upon the formulation, the composition according to the invention may also comprise water.
The formulated composition may for example be applied in spray form, e.g., employing appropriate dilutions.
Suitable amount of cymoxanil and chlorothalonil in the synergistic fungicidal composition lies in the range of from 88 to 170 gram per decare. In general, satisfactory results will be obtained when employing from 8 to 20 gram per decare, e.g., 12.5 gram per decare of cymoxanil and from 80 to 150 gram per decare, e.g., 93.75 gram per decare, of chlorothalonil.
In general, with a spray volume of from 100 to 800 liters per decare of crop locus, depending on the growth stage of the crop. The spray volume is known in the art. Application rates may also be expressed in terms of concentrations. The concentration is known in the art. Suitable concentration use for, for example, grape, cucumber, tomato, sunflower and potato, is 250 mL of the composition/formulation in 100 liters of water. The spray treatment involves usually foliar application till the run-off.
The composition of the present invention may contain or be mixed with other pesticides, such as fungicides, insecticides and nematicides, growth factor and fertilizers, to enhance the activity of the association of the invention or to widen its spectrum of activity.
The following examples are given by way of illustration and not by way of limitation of the invention.
FORMULATION EXAMPLES
Example 1
An aqueous suspension concentrate (SC) was prepared having the following composition:
Figure PCTCN2015076598-appb-000003
The finely ground cymoxanil and chlorothalonil were intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution could be obtained by dilution with water. As an alternative, a suspension of cymoxanil and chlorothalonil and auxiliaries (including water) was wet milled with a bead-mill to achieve a stable formulation with appropriate treatment characteristics.
Example 2
An aqueous suspension concentrate (SC) was prepared having the following composition:
Figure PCTCN2015076598-appb-000004
Figure PCTCN2015076598-appb-000005
The finely ground cymoxanil and chlorothalonil were intimately mixed with the auxiliaries, giving a suspension concentrate from which suspensions of any desired dilution could be obtained by dilution with water. As an alternative, a suspension of cymoxanil and chlorothalonil and auxiliaries (including water) was wet milled with a bead-mill to achieve a stable formulation and with the appropriate treatment characteristics.
Example 3
An aqueous suspension concentrate (SC) was prepared having the following composition:
Figure PCTCN2015076598-appb-000006
The finely ground cymoxanil and chlorothalonil were intimately mixed with the auxiliaries, giving a suspension concentrate from which suspensions of any desired dilution could be obtained by dilution with water. As an alternative, a suspension of cymoxanil and chlorothalonil and auxiliaries (including water) was wet milled with a bead-mill to achieve a stable formulation and with the appropriate treatment characteristics.
Example 4
A water-dispersible granule (WG) was prepared having the following composition:
Figure PCTCN2015076598-appb-000007
With the water-dispersible granule, an aqueous suspension of required concentration was obtained through dilution of the water dispersible granule with an appropriate amount of water.
Example 5
A water-dispersible powder (WP) was prepared having the following composition:
Figure PCTCN2015076598-appb-000008
Biological Examples
Field Test 1 –Potatoes
Young potatoes plants were sprayed with a conidial suspension of Phytophthora infestans, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of  106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80 g AI /decare) . After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 1) .
Table 1.
Figure PCTCN2015076598-appb-000009
Field Test 2 –Sunflowers
Young sunflower plants were sprayed with a conidial suspension of Fusarium oxysporum, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 2) .
Table 2
Figure PCTCN2015076598-appb-000010
Field Test 3 –Cucumbers
Young cucumber plants were sprayed with a conidial suspension of Pseudoperonospora cubensis, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 3) .
Table 3
Figure PCTCN2015076598-appb-000011
Field Test 4 –Tomatoes
Young tomato plants were sprayed with a conidial suspension of phytophthora infestans, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 4) .
Table 4
Figure PCTCN2015076598-appb-000012
Field Test 5 –Grape
Young grape plants were sprayed with a conidial suspension of Plasmopara viticola, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with Formulations Examples set out above (with application rate of 106.25g AI/decare) , cymoxanil 600 WDG (with application rate of 13.5g AI /decare) and chlorothalonil 500g/L SC (with application rate of 80g AI /decare) . After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 5) .
Table 5
Figure PCTCN2015076598-appb-000013

Claims (13)

  1. A synergistic fungicidal composition comprising cymoxanil and chlorothalonil for preventing and/or treating fungal infestations in plants and plant parts.
  2. The synergistic fungicidal composition according to claim 1, the weight ratio of cymoxanil and chlorothalonil in the composition is in the range of from 25: 1 to 1: 25, preferably the weight ratio is 1: 7.5.
  3. The synergistic fungicidal composition according to claim 1, wherein cymoxanil is present in an amount of from 1%to 50%by weight of the composition, preferably from 1%to 25%by weight of the composition more preferably from 3%to 10%by weight of the composition, most preferably 5%by weight of the composition.
  4. The synergistic fungicidal composition according to claim 1, wherein chlorothalonil is present in an amount of from 1%to 70%by weight of the composition, preferably from 20%to 50%by weight of the composition, more preferably from 25%to 40%by weight of the composition, most preferably 37.5%by weight of the composition.
  5. The synergistic fungicidal composition according to claim 1, wherein cymoxanil and chlorothalonil are present in an amount of from 1%to 70%by weight of the composition, preferably from 30%to 70%by weight of the composition, more preferably from 35%to 50%by weight of the composition, most preferably 42.5%by weight of the composition.
  6. The synergistic fungicidal composition according to any of the preceding claims, wherein the composition can be diluted with water having the concentration of 250 mL of the composition in 100 L of water.
  7. The synergistic fungicidal composition according to any of the preceding claims, the composition is in a form of emulsifiable concentrates (EC) , emulsions (EW) , suspension concentrates (SC) , oil-based suspension concentrates (OD) , water-dispersible granules (WG) , water-dispersible powders (WP) , fine granule (FG) , suspo-emulsions (SE) , microencapsulated suspensions (CS) or more preferably  suspension concentrates (SC) .
  8. The synergistic fungicidal composition according to any of the preceding claims, the composition being applied to plants, plant parts and/or surrounding.
  9. The synergistic fungicidal composition according to claim 8, the plants are selected from a group consisting of potatoes, sunflowers, cucumbers, tomatoes and grape.
  10. The synergistic fungicidal composition according to any of the preceding claims, the composition is used for treating and/or preventing fungal diseases caused by Plasmopara spp, Phytophthora spp, Pseudoperonospora spp, and Fusarium spp.
  11. The synergistic fungicidal composition according to any of the preceding claims, the composition is used for treating and/or preventing fungal diseases caused by Pseudoperonospora cubensis in cucumber, Plasmopara viticola in grape, Phytophthora infestans in potato, Phytophthora infestans in tomatoes and Fusarium oxysporum in sunflower and their plant parts.
  12. A method to prevent and/or treat fungal infestations in plants and plant parts by applying the composition of the preceding claims.
  13. A synergistic fungicidal composition comprising cymoxanil and chlorothalonil; wherein the weight ratio of cymoxanil and chlorothalonil in the composition is 1: 7.5; and wherein the composition is used for preventing and/or treating Pseudoperonospora cubensis in cucumber, Plasmopara viticola in grape, Phytophthora infestans in potato, Phytophthora infestans in tomatoes and Fusarium oxysporum in sunflower and their plant parts.
PCT/CN2015/076598 2014-04-24 2015-04-15 A synergistic fungicidal composition comprising cymoxanil and chlorothalonil WO2015161749A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
TR2014/04687 2014-04-24
TR201404687 2014-04-24

Publications (1)

Publication Number Publication Date
WO2015161749A1 true WO2015161749A1 (en) 2015-10-29

Family

ID=54331735

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2015/076598 WO2015161749A1 (en) 2014-04-24 2015-04-15 A synergistic fungicidal composition comprising cymoxanil and chlorothalonil

Country Status (1)

Country Link
WO (1) WO2015161749A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106818810A (en) * 2016-12-22 2017-06-13 新疆德蓝股份有限公司 A kind of compound circulating water sterilizing agent and preparation method
WO2021250653A1 (en) * 2020-06-08 2021-12-16 Adama Makhteshim Ltd. Stable cymoxanil formulations

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1228919A (en) * 1998-12-16 1999-09-22 余永功 Cymoxanil and chlorothalonil compound agent
CN1286028A (en) * 1999-08-27 2001-03-07 山东专利工程总公司 Fungicidal composition
WO2009130910A1 (en) * 2008-04-25 2009-10-29 日本曹達株式会社 Granular pesticide composition and method of producing the same
CN101953355A (en) * 2010-10-13 2011-01-26 山东农业大学 Thermal aerosol containing cymoxanil and the like for controlling vinyl tunnel cucumber downy mildew
CN103749500A (en) * 2013-12-28 2014-04-30 上海艳紫化工科技有限公司 Chlorothalonil and cymoxanil compounding pesticide suspending agent

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1228919A (en) * 1998-12-16 1999-09-22 余永功 Cymoxanil and chlorothalonil compound agent
CN1286028A (en) * 1999-08-27 2001-03-07 山东专利工程总公司 Fungicidal composition
WO2009130910A1 (en) * 2008-04-25 2009-10-29 日本曹達株式会社 Granular pesticide composition and method of producing the same
CN101953355A (en) * 2010-10-13 2011-01-26 山东农业大学 Thermal aerosol containing cymoxanil and the like for controlling vinyl tunnel cucumber downy mildew
CN103749500A (en) * 2013-12-28 2014-04-30 上海艳紫化工科技有限公司 Chlorothalonil and cymoxanil compounding pesticide suspending agent

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106818810A (en) * 2016-12-22 2017-06-13 新疆德蓝股份有限公司 A kind of compound circulating water sterilizing agent and preparation method
WO2021250653A1 (en) * 2020-06-08 2021-12-16 Adama Makhteshim Ltd. Stable cymoxanil formulations

Similar Documents

Publication Publication Date Title
EP3174397B1 (en) Fungicidal compositions
WO2015062358A1 (en) Method of increasing yield by treating with fungicidal compositions
WO2015078216A1 (en) A method of treating fungicidal infections, fungicidal compositions and their use
US11229206B2 (en) Fungicidal composition
WO2016086727A1 (en) A nematicidal composition and the use thereof
EP3223614B1 (en) Herbicidal composition and method for controlling plant growth
TWI780064B (en) A synergistic fungicidal composition
WO2018201882A1 (en) Fungicidal composition and use thereof
WO2015161749A1 (en) A synergistic fungicidal composition comprising cymoxanil and chlorothalonil
AU2015271898B2 (en) A synergistic composition comprising insecticides and fungicides
US20240065271A1 (en) Mixtures and compositions comprising fusaricidin a, fusaricidin b and fungicides
GB2532218B (en) Herbicidal composition and method for controlling plant growth
CN110573016B (en) Fungicidal compositions and their use
WO2015139564A1 (en) A fungicidal composition comprising strobilurin fungicides and triazole fungicides
CN107708421B (en) Reagent and method for reducing E/Z isomerization of dimethomorph
WO2015169201A1 (en) A synergistic fungicidal composition comprising tebuconazole and chlorothalonil
TWI789356B (en) A synergistic fungicidal composition and use thereof
CN111601506B (en) Fungicidal compositions and their use in controlling undesirable fungal infections
WO2018024149A1 (en) Herbicidal composition and method for controlling plant growth
BR112017022487B1 (en) SYNERGIC FUNGICIDE COMPOSITION AND USE THEREOF
CN107593711B (en) Bactericidal composition
WO2013175467A1 (en) Synergistic fungicidal composition
WO2023148343A1 (en) Fungicidal compositions
CN115484823A (en) Fungicidal compositions
GB2542135A (en) A fungicidal composition, method and use of the same

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 15783443

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 15783443

Country of ref document: EP

Kind code of ref document: A1