Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
  • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

• the present invention relates to a pest control composition and a pest control method.
• Pyriproxyfen [chemical name: 4 -phenoxyphenyl 2- (2- pyridyloxy) propyl ether] is known as the active ingredient of a pest control agent (see, e.g., Patent Literature 1) .
• R 1 is a hydrogen atom or a methyl group
• R 2 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 3 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 5 is a hydrogen atom, a C1-C4 alkyl group, or a C1-C4 alkylamino group
• R 6 is a hydrogen atom or a methyl group
• R 7 is a methyl group or an ethyl group
• R 8 is an amino group, a C1-C4 alkylamino group, or a di(Cl-C4 alkyl) amino group, and
• X 1 and X 2 are hydrogen atoms or X 1 and X 2 together represent a single bond, is known as the active ingredient of a pest control agent (see, e.g., Patent Literatures 2 and 3) .
• An object of the present invention is to provide a pest control composition having an excellent control effect on pests and a pest control method.
• the present invention provides :
• a pest control composition comprising pyriproxyfen and a compound represented by formula (I) :
• R 1 is a hydrogen atom or a methyl group
• R 2 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 3 is a hydrogen -atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 5 is a hydrogen atom, a C1-C4 alkyl group, or a C1-C4 alkylamino group
• R 6 is a hydrogen atom or a methyl group
• R 7 is a methyl group or an ethyl group
• R 8 is an amino group, a C1-C4 alkylamino group, or a di(Cl-C4 alkyl) amino group, and
• X 1 and X 2 are hydrogen atoms or X 1 and X 2 together represent a single bond
• a pest control method which comprises applying an effective amount in total of pyriproxyfen and a compound represented by formula (I) to a pest or an area where a pest lives:
• R 1 is a hydrogen atom or a methyl group
• R 2 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 3 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 4 is a hydrogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, or a (C1-C4 alkyl) carbonyl group,
• R 5 is a hydrogen atom, -a C1-C4 alkyl group, or a C1-C4 alkylamino group
• R 6 is a hydrogen atom or a methyl group
• R 7 is a methyl group or an ethyl group
• R 8 is an amino group, a C1-C4 alkylamino group, or a di(Cl-C4 alkyl) amino group, and
• X 1 and X 2 are hydrogen atoms or X 1 and X 2 together represent a single bond, ;
• a pest control composition having an excellent control effect on pests and a pest control method can be provided.
• the pest control composition of the present invention contains pyriproxyfen and a compound represented by the above formula (I) .
• Pyrxproxyfen can be produced by a process described in EP0128648A.
• EP375316A and WO97/00265 can be produced by a process described therein.
• R 2 , R 3 , R 4 , R 5 and R 8 are as follows.
• Examples of the "C1-C4 alkyl group" represented by R 2 , R 3 , R 4 or R 5 include a methyl group, an ethyl group, a propyl group, a butyl group, a 1-methylethyl group and a 1, 1-dimethylethyl group.
• C1-C4 haloalkyl group represented by R 2 , R 3 or R 4 include a 2 , 2 , 2 -trifluoroethyl group.
• halo means fluoro, chloro, bromo or iodo.
• R 2 , R 3 or R 4 include a methylcarbonyl group, an ethylcarbonyl group, a propylcarbonyl group, and a butylcarbonyl group.
• Examples of the "C1-C4 alkylamino group" represented by R 5 or R 8 include a methylamino group, an ethylamino group, a propylamino group, and a butylamino group.
• R 8 include a dimethylamino group, a
• diethylamino group diethylamino group, a methylethylamino group, and a
• Examples of a compound represented by formula (I) include the following compounds.
• R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , X 1 and X 2 represent any combination shown in Table 1.
• Compound No. 1 is also known as spinosyn A
• Compound No. 4 is also known as spinosyn D
• Compound No. 23 is also known as spinetoram J
• Compound No. 24 is also known as spinetoram L .
• a mixture of Compound No. 1 (spinosyn A) and Compound No. 4 (spinosyn D) is known by the general name spinosad, and known as an active ingredient of a pesticide.
• a mixture of Compound No. 23 (spinetoram J) and Compound No. 24 (spinetoram L) is known by the general name spinetoram, and known as an active ingredient of a pesticide.
• Spinosad or spinetoram can be also used in the present invention.
• the mixing weight ratio of spinosyn A to spinosyn D is usually from 50 : 50 to 95 : 5, preferably from 70 : 20 to 95 : 5.
• Spinosad can be produced, for example, by a process described in EP375316A.
• the mixing weight ratio of spinetoram J to spinetoram L is usually from 50 : 50 to 90 : 10, preferably from 70 : 30 to 90 : 10.
• Spinetoram can be produced, for example, by a process described in WO97/00265.
• the weight ratio of pyriproxyfen to the compound represented by formula (I) is usually from 10000 : 1 to 1 : 10000, preferably from 5000 : 1 to 1 : 5000.
• the pest control composition of the present invention may be a simple mixture of pyriproxyfen and the compound represented by formula (I) .
• the pest control composition of the present invention is usually prepared by mixing pyriproxyfen and the compound represented by formula (I) and an inert carrier, and if necessary a surfactant and other formulation additives, and then formulating the mixture into a dosage form such as an oil solution, an emulsifiable concentrate, a suspension concentrate, a wettable powder, a water dispersible granule, a dust, or a granule.
• the pest control composition of the present invention contains pyriproxyfen and the compound represented by formula (I) in a total amount of usually 0.01 to 90% by weight, preferably 0.1 to 80% by weight.
• inert carrier examples include a solid carrier, a liquid carrier and a gaseous carrier.
• solid carrier examples include fine powders and granules of minerals (e.g. kaolin clay, attapulgite clay, bentonite, montmorillonite, acidic white clay, pyrophylite, talc, diatomaceous earth, and calicite) , natural organic substances (e.g. corncob flour, and walnut shell flour), synthetic organic substances (e.g. urea, and urea).
• minerals e.g. kaolin clay, attapulgite clay, bentonite, montmorillonite, acidic white clay, pyrophylite, talc, diatomaceous earth, and calicite
• natural organic substances e.g. corncob flour, and walnut shell flour
• synthetic organic substances e.g. urea, and urea
• formaldehyde resin salts (e.g. calcium carbonate, and ammonium sulfate), and synthetic inorganic substances (e.g. synthetic hydrated silicon oxide) .
• salts e.g. calcium carbonate, and ammonium sulfate
• synthetic inorganic substances e.g. synthetic hydrated silicon oxide
• liquid carrier examples include aromatic hydrocarbons (e.g. xylene, alkylbenzene, and methyl
• naphthalene e.g. 2-propanol, ethylene glycol, propylene glycol, and ethylene glycol monoethyl ether
• ketones e.g. acetone, cyclohexanone, and isophorone
• vegetable oils e.g. soybean oil, and cotton oil
• gaseous carrier examples include fluorocarbon, butane gas, liquefied petroleum gas (LPG) , dimethyl ether, and carbon dioxide .
• LPG liquefied petroleum gas
• surfactant examples include anionic surfactants (e.g. alkyl sulfate ester salts, alkylaryl sulfonates, dialkyl sulfosuccinates , polyoxyethyle alkylaryl ether phosphate ester salts, ligninsulfonates, naphthalene
• anionic surfactants e.g. alkyl sulfate ester salts, alkylaryl sulfonates, dialkyl sulfosuccinates , polyoxyethyle alkylaryl ether phosphate ester salts, ligninsulfonates, naphthalene
• nonionic surfactants e.g. polyoxyethylene alkylaryl ethers, polyoxyethylene alkylpolyoxypropylene block copolymers, and sorbitan fatty acid esters
• cationic surfactants e.g. alkyl trimethyl ammonium salts
• formulation additives examples include water- soluble polymers (e.g., polyvinyl alcohol, and polyvinyl pyrrolidone) , polysaccharides [e.g., gum arabic, alginic acid and a salt thereof, CMC (carboxymethyl cellulose) , and xanthane gum] , inorganic substances (e.g. aluminum
• magnesium silicate magnesium silicate, smectite, and alumina-sol
• preservatives e.g. 5-chloro-2-methyl-4-isothiazolin-3-one, 1, 2-benzothiazolin-3-one, and 2-bromo-2-nitropropane-l, 3- diol
• colorants e.g. PAP (isopropyl acid phosphate), and BHT (2 , 6-di-tert-butyl- -methylphenol)
• stabilizers e.g. PAP (isopropyl acid phosphate), and BHT (2 , 6-di-tert-butyl- -methylphenol
• pests against which the pest control composition of the present invention exhibits a controlling effect include arthropods such as insects and mites, and nemathelminthes such as nematodes, as listed below.
• Delphacidae such as Laodelphax striatellus
• Nilaparvata lugens, and Sogatella furcifera Deltocephalidae such as Nephotettix cincticeps, and Nephotettix virescens
• Deltocephalidae such as Nephotettix cincticeps, and Nephotettix virescens
• Aphididae such as Aphis gossypii , Myzus persicae, Brevicoryne brassicae, Macrosiphum
• Pentatomidae such as Nezara antennata, Riptortus clavetus, Leptocorisa chinensis, Eysarcoris parvus, Halyo orpha mista, and Lygus lineolaris;
• Aleyrodidae such as Trialeurodes vaporariorum, Bemisia tabaci, Bemisia argentifolii , and Aleurocanthus spiniferus; Coccidae such as Aonidiella aurantii , Comstockaspis
• nubilalis nubilalis, Hellula undalis, and Pediasia teterrellus
• Noctuidae such as Spodoptera litura, Spodoptera exigua, Pseudaletia separata, Mamestra brassicae, Agrotis ipsilon, Plusia nigrisigna, Thoricoplusia spp., Heliothis spp., and Helicoverpa spp.; Pieridae such as Pieris rapae;
• Tortricidae such as Adoxophyes spp . , Grapholita molesta, Leguminivora glycinivorella, Matsumuraeses azukivora,
• Adoxophyes orana fasciata Adoxophyes sp., Homona magnanima, Archips fuscocupreanus, and Cydia pomonella
• Gracillariidae such as Caloptilia theivora, and Phyllonorycter
• Carposinidae such as Carposina niponensis
• Lyonetiidae such as Lyonetia spp.
• Lymantriidae such as Lymantria spp.
• Euproctis spp. Yponomeutidae such as Plutella xylostella
• Gelechiidae such as Pectinophora gossypiella, and Phthorimaea operculella
• Arctiidae such as Hyphantria cunea
• Tineidae such as Tinea translucens, and Tineola bisselliella; etc.
• Thysanoptera
• Thripidae such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, and Frankliniella fusca; etc.
• Musca domestica Culex pipiens pallens, Tabanus trigonus, Hylemya antiqua, Hylemya platura, Anopheles sinensis, Agromyza oryzae, Hydrellia griseola, Chlorops oryzae; Agromyzidae such as Liriomyza trifolii; Dacus cucurbitae, Ceratitis capitata; etc.
• Callosobruchus chinensis Sphenophorus venatus, Popillia japonica, Anomala cuprea, Diabrotica spp., Lasioderma serricorne, Anthrenus verbasci , Tribolium castaneum, Lyctus brunneus, Anoplophora malasiaca, Tomicus piniperda, etc.
• Tetranychidae such as Tetranychus urticae, Panonychus citri, and Oligonychus spp.; Eriophyidae such as Aculops pelekassi ; Tarsonemidae such as Polyphagotarsonemus latus; Tenuipalpidae; Tuckerellidae; Acaridae such as Tyrophagus putrescentiae; Pyroglyphidae such as Dermatophagoides farinae, and Dermatophagoides ptrenyssnus; Cheyletidae such as Cheyletus eruditus, Cheyletus malaccensis, and
• Aphelenchoides besseyi, Nothotylenchus acris, etc.
• the pest control method of the present invention comprises applying an effective amount in total of pyriproxyfen and the compound represented by formula (I) to a pest or an area where a pest lives.
• Examples of the area where a pest lives include crops and soil where crops are grown.
• the pest control method of the present invention can be carried out by applying the pest control composition of the present invention to a pest or an area where a pest lives.
• the pest control method of the present invention can be also carried out by applying pyriproxyfen and the compound represented by formula (I) separately to a pest or an area where a pest lives.
• the weight ratio of pyriproxyfen to the compound represented by formula (I) is within the range from usually from 10000 : 1 to 1 : 10000, preferably from 5000 : 1 to 1 : 5000.
• application of pyriproxyfen and the compound represented by formula (I) can be carried out by, for example, spraying the foliage of crops with pyriproxyfen and the compound represented by formula (I) , irrigating soil where crops are grown with pyriproxyfen and the compound represented by formula (I), or treating the seeds of crops with pyriproxyfen and the compound represented by formula (I) .
• the "effective amount in total” means the total amount of pyriproxyfen and the compound represented by formula (I) in which amount the application of both compounds can make a pest controlled.
• the application rate is usually from 0.1 to 1000 g per 10000 m 2 , preferably from 1 to 200 g per 10000 m 2 , in terms of the total amount of pyriproxyfen and the compound represented by formula (I) , although it may be varied depending on the kinds of crops to be protected from pests, the kinds of target pests, the population size of target pests, the type of a formulation, the application period, and climate conditions.
• the formulation When pyriproxyfen and the compound represented by formula (I) are formulated into an emulsifiable concentrate, a wettable powder or a suspension concentrate, the formulation is usually diluted with water and then sprayed. In this case, the formulation is diluted so that the total concentration of pyriproxyfen and the compound represented by formula (I) becomes usually from 1 to 10000 ppm, preferably from 5 to 500 ppm.
• pyriproxyfen and the compound represented by formula (I) are formulated into a dust or a granule, the formulation is usually applied as it is without diluting it.
• the treatment rate is usually from 0.001 to 20 g, preferably from 0.01 to 10 g per 1 kg of seeds, in terms of the total amount of pyriproxyfen and the compound represented by formula (I) .
• the pest control composition of the present invention includes, for example, the following embodiments:
• composition contains pyriproxyfen and the compound represented by formula (I) in a weight ratio of from 10000 : 1 to 1 : 10000 (pyriproxyfen : the compound represented by formula (I));
• the composition contains pyriproxyfen and the compound represented by formula (I) in a weight ratio of from 5000 : 1 to 1 : 5000 (pyriproxyfen : the compound represented by- formula (I) ) ;
• the composition contains pyriproxyfen and the compound represented by formula (I) in a weight ratio of from 5000 : 1 to 1 : 500 (pyriproxyfen : the compound represented by formula (I) ) ;
• the composition contains pyriproxyfen and spinetoram in a weight ratio of from 10000 : 1 to 1 : 10000 (pyriproxyfen : spinetoram) ;
• the composition contains pyriproxyfen and spinetoram in a weight ratio of from 5000 : 1 to 1 : 5000 (pyriproxyfen : spinetoram) ;
• the composition contains pyriproxyfen and spinetoram in a weight ratio of from 5000 : 1 to 1 : 500 (pyriproxyfen : spinetoram) .
• the pest control composition of the present invention can be used in pest control for plants including, but not limited to, "crops” listed below.
• Agricultural crops corn, wheat, barley, rye, oat, sorghum, cotton, soybean, rice, peanut, sarrazin, sugar beet, rapeseed, sunflower, sugar cane, tobacco etc.;
• Vegetables Solanaceae vegetables (eggplant, tomato, green pepper, hot pepper, potato, etc.), Cucurbitaceae vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Cruciferae vegetables (Japanese radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, brown mustard, broccoli, cauliflower, etc.), Compositae vegetables (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae vegetables (Welsh onion, onion, garlic, asparagus, etc.), Umbelliferae vegetables (carrot, parsley, celery, parsnip, etc.), Chenopodiaceae vegetables (spinach, chard, etc.), Labiatae vegetables (Japanese basil, mint, basil, etc.), strawberry, sweat potato, yam, aroid etc . ;
• Flowers and ornamental plants acanthus, morning glory, azalea, hydrangea, anemone raddeana, rhodohypoxis baurii, anemone, polygonatum odoratum, amaryllis, iris, alyssum, armeria, arctotis, China aster, edible flower, Bauera ruibioides, Cuban lily, Hosta montana, Mexican aster, four o'clock, Hypericum, oriental poppy, gentiana makinoi, Hosta aureomarginata, Japanese iris, clematis patens, gazania, Casa Blanca, carnation, showy lily, gerbera, kalanchoe, calceolaria, curry plant, Carolina jasmine, canna,
• Convolvulus arvensis Hosta sagae, primrose, saffron crocus, salvia, cyclamen, moss phlox, Paeonia lactiflora, Anemone hupehensis, Bletilla striata, sweet pea, lily of the valley, snowflake, portulaca, violet, rose of Sharon, yarrow,
• Japanese water iris iris ensata var. spontanea
• verbena hibiscus
• Joseph's coat coral flower
• Japanese water iris Iris ensata
• eastern redbud spring starflower
• wavyleaf sea-lavender California poppy, pansy, Virginia stock, daisy, corn poppy, Himalayan creeping saxifrage, sunflower, hyacinth, crape-myrtle, Geranium, fuchsia, freesia, primula, garden balsam, ground-cherry, peony, Tricyrtis, marguerite, marigold, Gymnaster savatieri, strawflower, muscari,
• Ornamental foliage plants ivy, cat tail, aglaonema, adiantum, asparagus, asplenium, ananas, aphelandra,
• alocasia anthurium, Indian rubber tree, nepenthes, aechmea, aeschynanthus, episcia, strelitzia augusta, spiders plant, Chinese banyan, kapok, caladium, calathea, velvet plant (Gynura) , Guzumania, Ctenanthe, gum tree, crassula, croton, Alocasia odora, orange jessamine, coffee tree, massangeana, conifers, coleus, cordyline, columnea, sansevieria,
• spathiphyllum spathiphyllum, senecio, zebrina, Japanese sago palm,
• plectranthus begonia, peperomia, heliconia, benjamina, poinsettia, pothos, hoya, maranta, Belgian evergreen, milkbush, oyster plant, monstera, palm, yucca, lantana, etc .
• Fruit trees pomaceous fruits (apple, common pear, Japanese pear, Chinese quince, quince, etc.), stone fruits (peach, plum, nectarine, Japanese plum, cherry, apricot, prune, etc.) , citrus plants (Satsuma mandarin, orange, lemon, lime, grapefruit, etc.), nuts (chestnut, walnut, hazel nut, almond, pistachio, cashew nut, macadamia nut, etc.), berry fruits (blueberry, cranberry, blackberry, raspberry, etc.), grape, persimmon, olive, loquat, banana, coffee, date, coconut, etc.;
• Trees other than fruit trees tea, mulberry, flowering trees and shrubs, street trees (ash tree, birch, dogwood, eucalyptus, ginkgo, lilac, maple tree, oak, poplar, cercis, Chinese sweet gum, plane tree, zelkova, Japanese arborvitae, fir tree, Japanese hemlock, needle juniper, pine, spruce, yew) , etc .
• crops include plants having the resistance to herbicides which is imparted by a classic breeding method or a genetic engineering technique, and the herbicides include 4-hydroxyphenylpyruvate dioxygenase inhibitors (e.g. isoxaflutole) , acetolactate synthase
• ALS (hereinafter, referred to as "ALS" inhibitors
• EPP 5-enolpyruvyl- shikimate-3 -phosphate synthetase
• synthetase inhibitors e.g. glufosinate
• auxin-type e.g. auxin-type
• herbicides e.g. 2,4-D, and dicamba
• bromoxynil e.g. 2,4-D, and dicamba
• Examples of the "crops" having the resistance imparted by a classic breeding method include corn and canola resistant to imidazolinone-type ALS inhibitors (e.g.
• imazethapyr which are already on the market under the trade name of Clearfield (registered trademark) ; STS soybean resistant to sulfonylurea-type ALS inhibitors (e.g. thifensulfuron-methyl) ; and SR corn resistant to acetyl CoA carboxylase inhibitors such as trione oxime-type herbicides and aryloxyphenoxypropionic acid-type herbicides.
• carboxylase inhibitors are found in Proc. Natl. Acad. Sci. USA 1990, 87, pp. 7175-7179.
• crops having the resistance imparted by a genetic engineering technique
• corn, soybean, and cotton resistant to glyphosate and glufosinate which are already on the market under the trade names of
• a mutant acetyl CoA carboxylase which provides the resistance to an acetyl CoA carboxylase inhibitor is reported, for example, in Weed Science vol. 53, pp.728-746 (2005) .
• a plant having the resistance to an acetyl CoA carboxylase inhibitor can be produced by introducing a gene encoding the mutant acetyl CoA carboxylase into a plant by a genetic engineering technique or by introducing a
• nucleic acids for introduction of a base substitution mutation can be introduced into a plant cell by chimeraplasty technique (see, Gura T., Repairing the
• a herbicide such as a gene encoding acetyl CoA carboxylase or a gene encoding ALS, and thereby a herbicide-resistant plant can be produced.
• a plant having the resistance to dicamba can be any plant having the resistance to dicamba.
• a dicamba degrading enzyme such as dicamba monooxygenase isolated from Pseudomonas maltophilia into a plant (see, Behrens et al . , 2007 Dicamba Resistance: Enlarging and Preserving Biotechnology-Based Weed
• a gene encoding aryloxyalkanoate dioxygenase can be introduced into a plant to produce a plant having the resistance to both phenoxy acid-type herbicides such as 2,4-D, MCPA, dichlorprop, and mecoprop; and
• aryloxyphenoxypropionic acid-type herbicides such as
• crops also include plants having the ability to produce an insecticidal toxin, for example a selective toxin originated from Bacillus, which ability is imparted by a genetic engineering technique.
• insecticidal toxins produced in such genetically engineered plants include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae;
• insecticidal proteins such as d-endotoxins derived from Bacillus thuringiensis (e.g. CrylAb, CrylAc, CrylF, CrylFa2 , Cry2Ab, Cry3A, Cry3Bbl and Cry9C) , VIP 1, VIP 2, VIP 3 and VIP 3A; insecticidal proteins derived from nematodes;
• toxins produced by animals such as scorpion toxins, spider toxins, bee toxins and insect-specific nerve toxins; fungal toxins; plant lectin; agglutinin; protease inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, and papain inhibitors; ribosome- inactivating proteins (RIP) such as ricin, corn-RIP, abrin, luffin, saporin, and bryodin; steroid metabolizing enzymes such as 3 -hydroxysteroid oxidase, ecdysteroid-UDP- glucosyltransferase, and cholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel inhibitors and calcium channel
• juvenile hormone esterase diuretic hormone receptors
• stilbene synthase bibenzyl synthase
• chitinase and glueanase .
• the toxins produced in such genetically engineered plants also include hybrid toxins, partly deficient toxins and modified toxins of insecticidal proteins such as d- endotoxin proteins (e.g., CrylAb, CrylAc, CrylF, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl and Cry9C) , VIPl, VIP2, VIP3, and VIP3A.
• d- endotoxin proteins e.g., CrylAb, CrylAc, CrylF, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl and Cry9C
• VIPl d- endotoxin proteins
• the hybrid toxin is made by combining different domains of the insecticidal proteins by a genetic
• An example of the partly deficient toxin includes CrylAb in which a part of amino acids is deleted.
• An example of the modified toxin includes a toxin in which one or more of amino acids of a naturally
• insecticidal toxin examples include WO 93/07278, WO 95/34656, EP-A-0 427 ,529, EP-A- 451878, or WO 03/052073.
• the genetically engineered plant having the ability to produce the insecticidal toxin particularly has the
• YieldGard registered trademark
• YieldGard a corn cultivar expressing CrylAb toxin
• Rootworm (registered trademark) (a corn cultivar expressing Cry3Bbl toxin)
• YieldGard Plus (registered trademark) (a corn cultivar expressing CrylAb and Cry3Bbl toxins)
• Herculex I (registered trademark) (a corn cultivar
• NuCOTN33B registered trademark
• Bollgard I registered trademark
• Bollgard II registered trademark
• VIPCOT registered trademark
• NewLeaf (registered trademark) (a potato cultivar
• Cry3A toxin NatureGard (registered trademark) Agrisure (registered trademark) GT Advantage (GA21 glyphosate-resistance character) , Agrisure (registered trademark) CB Advantage (Btll corn borer (CB) character), and Protecta (registered trademark) .
• mice examples include plants in which a Ragl gene (Resistance Aphid Gene 1) is
• crops also include plants having the ability to produce anti-pathogen substances which is imparted by a genetic engineering technique.
• anti-pathogen substance examples include PR proteins (PRPs, described in EP-A-0 392 225) .
• PRPs PR proteins
• Such anti- pathogen substances and genetically engineered plants which produce the anti-pathogen substances are described in EP-A- 0 392 225, WO 95/33818, EP-A-0 353 191, etc.
• anti-pathogen substances produced by genetically engineered plants include ion channel
• inhibitors such as sodium channel inhibitors, and calcium channel inhibitors (e.g. KP1, KP , and KP6 toxins produced by viruses) ; stilbene synthase; bibenzyl synthase;
• substances produced by microorganisms such as peptide antibiotics, heterocycle-containing antibiotics, and
• crops include plants having beneficial traits such as a modified oil component and an enhanced amino acid content which are imparted by a genetic engineering technique.
• beneficial traits such as a modified oil component and an enhanced amino acid content which are imparted by a genetic engineering technique.
• examples of such plants include VISTIVE (registered trademark) (low linolenic soybean which has a reduced content of linolenic acid) , and high-lysine (high-oil) corn (corn which has an increased content of lysine or oil) .
• crops include stacked plant varieties which have a combination of two or more of beneficial traits such as the above-described classical herbicide-resistant trait and herbicide- resistance gene, an insecticidal pest-resistant gene, an anti-pathogen substance-producing gene, a modified oil component, and an enhanced amino acid content.
• pest control agents such as other insecticides, acaricides, nematocides, fungicides, herbicides, plant hormones, and plant growth regulators; synergists; safeners; pigments, fertilizers; soil conditioners; animal feed; and the like may be used in combination with pyriproxyfen and a compound represented by formula (I) .
• part(s) means part(s) by weight.
• dodecylbenzenesulfonate 3 parts of sodium ligninsulfonate , and 70 parts of diatomaceous earth is pulverized in a jet air mill to obtain a wettable powder.
• dodecylbenzenesulfonate 30 parts of bentonite, and 60 parts of clay is stirred with an appropriate amount of water, granulated in a granulator, and then dried under ventilation to obtain a granule.
• CE-2 animal solid feed powder
• a solution of 0.1 part of pyriproxyfen and 0.1 part of spinosad or spinetoram in 5 parts of xylene and 5 parts of trichloroethane is mixed with 89.9 parts of deodorized kerosene to obtain an oil solution.
• An emulsifiable concentrate containing 10.0% by weight of pyriproxyfen [product name: Lano (registered trademark) emulsifiable concentrate, manufactured by Sumitomo Chemical Co., Ltd.] was diluted with water containing 0.02% by volume of a spreading agent [product name: Sindain (registered trademark) , manufactured by Sumitomo Chemical Co., Ltd.] so that the concentration of pyriproxyfen became 100 ppm.
• a spreading agent product name: Sindain (registered trademark), manufactured by Sumitomo Chemical Co., Ltd.
• the water dilution of pyriproxyfen was mixed with a certain amount of the water dilution of spinetoram to prepare a test solution.
• a cabbage was planted in a pot (volume: 860 ml) and grown until the fourth leaf stage. The. leaves of the cabbage were cut off one by one. One of the leaves was immersed in the test solution for 60 seconds. After air- drying, the cabbage leaf was placed in a cup (volume: 500 ml) with a filter paper spread on the bottom. Into the cup, 10 third-instar larvae of Plutella xylostella were released. This is called a treated-section.
• Insect death rate (%) 100 x (number of dead insects / number of tested insects)
• Insect death rates were corrected according to the following equation to obtain a corrected insect death rate.
• An emulsifiable concentrate containing 10.0% by weight of pyriproxyfen [product name: Lano (registered trademark) emulsifiable concentrate, manufactured by Sumitomo Chemical Co., Ltd.] was diluted with water containing 0.02% by volume of a spreading agent [product name: Sindain
• a suspension concentrate [product name: Diana
• a spreading agent product name: Sindain (registered trademark), manufactured by Sumitomo Chemical Co., Ltd.
• the water dilution of pyriproxyfen was mixed with a certain amount of the water dilution of spinetoram to prepare a test solution.
• Cabbage seeds were planted in soil contained in a plastic pot (volume: 3 ounces) and grown until the third to fourth leaf stage.
• the pot was placed in a net cage where many whiteflies ⁇ Bemisia tabaci) were living, and allowed to stand for ,24 hours. After that, the pot was removed from the cage, and the number of living insects (Bemisia tabaci) (the total of the numbers of living adults and larvae) on the cabbage seedlings was determined. This is called the number of insects before test.
• the test solution, the water dilution of pyriproxyfen or the water dilution of spinetoram was sprayed onto the pot to sufficiently soak the cabbage seedlings, and allowed to stand for room temperature (about 25°C) . This is called a treated-section.
• Eight (8) days after the treatment the number of living insects (Bemisia tabaci) (the total of the numbers of living adults and larvae) on the cabbage seedlings was determined. This is called the number of insects after test.
• the same test procedures as those in the treated- section were repeated to determine the number of insects before test, which is called the number of insects before test in an untreated- section, and the number of insects after test, which is called the number of insects after test in an untreated- section.
• the test solution inhibited the increasing of the number of insects (Bemisia tabaci) compared with the cases of the single use of the water dilution of pyriproxyfen and the water dilution of spinetoram alone .
• the results are shown in Table 3.
• An emulsifiable concentrate containing 10.0% by weight of pyriproxyfen [product name: Lano (registered trademark) emulsifiable concentrate, manufactured by Sumitomo Chemical Co., Ltd.] was diluted with water containing 0.02% by volume of a spreading agent [product name: Sindain
• a suspension concentrate [product name: Diana
• a spreading agent product name: Sindain (registered trademark), manufactured by Sumitomo Chemical Co., Ltd.
• the water dilution of pyriproxyfen was mixed with a certain amount of the water dilution of spinetoram to prepare a test solution.
• Cabbage seeds were planted in soil contained in a plastic pot (volume: 3 ounces) and grown until the third to fourth leaf stage .
• the pot was placed in a net cage where many whiteflies (Be isia tabaci) were living, and allowed to stand for 24 hours. After that, the pot was removed from the cage, and the numbe of living insects (Bemisia tabaci) (the total of the numbers of living adults and larvae) on the cabbage seedlings was determined. This is called the number of insects before test.
• the test solution, the water dilution of pyriproxyfen or the water dilution of spinetoram was sprayed onto the pot to sufficiently soak the cabbage seedlings, and allowed to stand for room temperature (about 25°C) . This is called a treated-section.
• the number of living insects (Bemisia tabaci) (the total of the numbers of living adults and larvae) on the cabbage seedlings was determined. This is called the number of insects after test.
• the same test procedures as those in the treated-section were repeated to determine the number of insects before test, which is called the number of insects before test in an untreated-section, and the number of insects after test, which is called the number of insects after test in an untreated- section .
• the test solution inhibited the increasing of the number of insects ⁇ Be isia tabaci) compared with the cases of the single use of the water dilution of pyriproxyfen and the water dilution of spinetoram alone .
• the results are shown in Table 4.

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• 2011
  • 2011-10-11 TW TW100136704A patent/TW201225841A/zh unknown
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  • 2011-10-19 WO PCT/JP2011/074599 patent/WO2012053658A2/en active Application Filing
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