Pesticidal compositions and pesticidal methods

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C514S351000, C514S229200

Reexamination Certificate

active

06566378

ABSTRACT:

TECHNICAL FIELD
The present invention relates to pesticidal compositions and pesticidal methods.
BACKGROUND ARTS
It is described that (E)-N
1
-[(6-chloro-3-pyridyl)methyl]-N
2
-cyano-N
1
-methylacetamidine, 1-[(tetrahydro-3-furanyl)methyl]-2-nitro -3-methylguanidine and 3-(2-chlorothiazol-5-ylmethyl) -5-methyl-4-nitroiminoperhydro-1,3,5-oxadiazine have pesticidal activity in U.S. Pat. Nos. 5,304,566, 5,532,365 and 5,852,012. Further, W096/11909 discloses that 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-[3-(5-trifluoromethylpyridin-2-yloxy)propoxy]benzene has pesticidal activity. However, the pesticidal activities of these compounds are not necessarily sufficient. Therefore, it is desired to develop more excellent pesticides.
DISCLOSURE OF THE INVENTION
The present invention has been found as a result of studying to develop excellent pesticides. According to the present invention, a pesticidal composition comprising 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-[3-(5-trifluoromethylpyridin-2-yloxy) propoxyl]benzene of the formula (I):
and at least one compound selected from the group consisting of (E)-N
1
-[(6-chloro-3-pyridyl)methyl]-N
2
-cyano-N
1
-methylacetamidine of the formula (A):
1-[(tetrahydro-3-furanyl)methyl]-2-nitro-3-methylguanidine of the formula (B):
and 3-(2-chlorothiazol-5-ylmethyl)-5-methyl-4-nitroiminoperhydro-1,3,5-oxadiazine of the formula (C):
as active ingredients are effective for controlling pests which are insufficiently controlled by each of these compounds solely, and further synergistic joint action gives decrease of an application dosage of each compound.
Namely, the present invention provides a pesticidal composition (hereinafter, referred to as the present composition) comprising 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-[3-(5-trifluoromethylpyridin-2-yloxy)propoxy]benzene (hereinafter, referred to as Compound (I)), and at least one compound selected from the group consisting of (E)-N
1
-[(6-chloro-3-pyridyl)methyl]-N
2
-cyano-N
1
-methylacetamidine (hereinafter, referred to as Compound A), 1-[(tetrahydro-3-furanyl)methyl]-2-nitro-3-methylguanidine (hereinafter, referred to as Compound B) and 3-(2-chlorothiazol-5-ylmethyl)-5-methyl-4-nitroiminoperhydro-1,3,5-oxadiazine (hereinafter, referred to as Compound C) as active ingredients.
Further, the present invention also provides a pesticidal method comprising utilizing Compound (I) with at least one compound selected from the group consisting of Compound A, Compound B and Compound C together.
Compound (I), Compound A, Compound B and Compound C utilized in the present invention can be obtained according to the descriptions of W096/11909, U.S. Pat. Nos. 5,304,566, 5,532,365 and 5,852,012 mentioned above.
Examples of the pests against which the present composition gives controlling effect include arthropods such as the following insects and acarina.
Hemipteran pests: Delphacidae (planthoppers) [e.g.
Laodelphax striatellus
(small brown planthopper),
Nilaparvata lugens
(brown planthopper) and
Sogatella furcifera
(white-backed rice planthopper)], Deltocephalidae and Cicadellidae (leafhoppers) [e.g.
Nephotettix cincticeps
(green rice leafhopper) and
Empoasca onukii
(tea green leafhopper)], Aphididae (aphids) [e.g. Aphis gossypii (cotton aphids) and
Myzus persicae
(green peach aphid)], stink bugs, Aleyrodidae (whiteflies) [e.g.
Trialeurodes vaporariorum
(greenhouse whitefly),
Bemisia tabaci
(sweetpotato whitefly) and
Bemisia argentifolli
(silverleaf whitefly)], scales, Tingidae (lace bugs), Psyllidae (suckers) and so on
Lepidopteran pests: Pyralidae [e.g.
Chilo suppressalis
(rice stem borer),
Cnaphalocrocis medinalis
(rice leafroller),
Ostrinia nubilalis
(European cornborer),
Parapediasia teterrella
(bluegrass webworm)], Noctuidae [e.g.
Spodoptera litura
(tobacco cutworm),
Spodoptera exigua
(beet armyworm),
Pseudaletia separata
(rice armyworm),
Mamestra brassicae
(cabbage armyworm), Agrotis ipsilon (black cutworm), Trichoplusia spp., Heliothis spp., Heicoverpa spp. and Earias spp.], Pieridae [e.g. Pieris rapae crucivora], Tortricidae [e.g.
Adoxophyes orana fasciata, Grapholita molesta
(oriental fruit moth) and
Cydia pomonella
], Carposinidae [e.g.
Carposina niponensis
(peach fruit moth)], Lyonetiidae [e.g.
Lyonetia clerkella
(peach leafminor)], Gracillariidae [e.g.
Phyllonoryeter ringoniella
(apple leafminor)], Phyllocnistis [e.g.
Phyllocnistis citrella
(citrus leafminor)], Yponameutidae [e.g.
Plutella xylostella
], Gelechiidae [e.g.
Pectinophora gossypiella
(pink bollworm)], Arctiidae (tiger moths), Tineidae and so on; Dipteran pests: Culex spp., Aedes spp., Anopheles spp., Chironomidae (midges), Muscidae (houseflies), Calliphoridae, Sarcophagidae, Anthomyiidae, Cecidomyiidae (gall midges), Agromyzidae (leafminer flies), Tephritidae (fruit flies), Drosophilidae (vinegar flies), Psychodidae (sand flies), Tabanidae, Simuliidae (black flies), Stomoxyidae (stable flies) and so on;
Coleopteran pests: Chrysomelidae (leaf beetles), Scarabaeidae (scarabs), Curculionidae (weevils), Attelabidae, Coccinellidae (ladybirds), Cerambycidae, Tenebrionidae (darkling beetles) and so on; Thysanopteran pests: Thrips spp. [e.g.
Thrips palmi], Frankliniella spp
. [e.g.
Frankliniela occidentalis
(western flower thrips)], Scirtothrips spp. [e.g.
Scirtothrps dorsalis
(yellow tea thrips)], Phlaeothripidae and so on; Hymenopteran pests: Tenthredinidae (sawflies), Formicidae (ants), Vespidae (hornets) and so on;
Dictyopteran pests: Blattidae, Blattellidae and so on;
Orthopteran pests: Acrididae (grasshoppers), Gryllotalpidae (mole crickets) and so on;
Siphonapteran pests:
Pulex irritans
(human flea) and so on; Anopluran pests:
Pediculus humanus corporis
(human body louse) and so on;
Isopteran pests; termites
Acarina pests; Tetranychidae (spider mites) [e.g. Tetranychus spp. and Panonychus spp.], Tarsonemidae, Eriophyidae, Acaridae, Ixodidae (ticks) and so on;
The rate of Compound (I) to at least one compound selected from the group consisting of Compound A, Compound B and Compound C in the present composition is usually 1:99 to 90:10, preferably 2:98 to 80:20 by weight ratio.
The present composition can be a mixture of Compound (I) with at least one compound selected from the group consisting of Compound A, Compound B and Compound C, but usually further contain solid carrier, liquid carrier, gaseous carrier, bait, optionally surfactant and the other formulation auxiliaries to be formulated to oil solutions, emulsifiable concentrates, wettable powders, flowables, granules, dusts, aerosols, foggings, smokings, poisonous baits, microcapsules or the like. The total amount of Compound (I), Compound A, Compound B and Compound C in these formulations is usually 0.01 to 95% by weight.
Examples of the solid carrier for formulation include fine powders and granules of clays such as kaolin clay, diatomaceous earth, synthetic hydrated silicon oxide, bentonite, Fubasami clay and terra alba; talc and the like; ceramics; the other inorganic minerals such as sericite, quartz, sulfur, activated carbon, calcium carbonate and hydrated silica; and chemical fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea and ammonium chloride. Examples of the liquid carriers include water; alcohols such as methanol and ethanol; ketones such as acetone and methyl ethyl ketone; aromatic hydrocarbons such as hexane, cyclohexane, kerosene and gas oil; esters such as ethyl acetate and butyl acetate; nitrites such as acetonitrile and isobutyronitrile; ethers such as diusopropyl ether and dioxane; acid amides such as N,N-dimethylformamide and N,N-dimethylacetamide; halogenated hydrocarbons such as dichloromethane, trichloroethane and carbon tetrachloride; dimethyl sulfoxide; and vegetable oils such as soybean oil

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