WO2019240081A1 - ウラシル化合物及びそれを含有する有害節足動物防除組成物 - Google Patents
ウラシル化合物及びそれを含有する有害節足動物防除組成物 Download PDFInfo
- Publication number
- WO2019240081A1 WO2019240081A1 PCT/JP2019/022937 JP2019022937W WO2019240081A1 WO 2019240081 A1 WO2019240081 A1 WO 2019240081A1 JP 2019022937 W JP2019022937 W JP 2019022937W WO 2019240081 A1 WO2019240081 A1 WO 2019240081A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- parts
- composition containing
- harmful arthropods
- control composition
- Prior art date
Links
- WRJNXHOQOINJOE-UHFFFAOYSA-N Cc(cc(C)nc1O)c1Oc(cc(c(F)c1)N(C(C=C(C(F)(F)F)N2C)=O)C2=O)c1Cl Chemical compound Cc(cc(C)nc1O)c1Oc(cc(c(F)c1)N(C(C=C(C(F)(F)F)N2C)=O)C2=O)c1Cl WRJNXHOQOINJOE-UHFFFAOYSA-N 0.000 description 1
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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Definitions
- the present invention relates to a uracil compound and a harmful arthropod control composition thereof.
- An object of the present invention is to provide a compound having an excellent control effect against harmful arthropods.
- Formula (A) (Hereinafter referred to as compound A).
- compound A A composition containing the compound according to [1] and an inert carrier (hereinafter referred to as the present invention composition A).
- a method for controlling harmful arthropods which comprises applying an effective amount of the compound according to [1] to the harmful arthropods or the habitat of the harmful arthropods (hereinafter referred to as the present controlling method).
- harmful arthropods can be controlled.
- composition A of the present invention contains compound A and an inert carrier.
- the composition A of the present invention is usually prepared by mixing compound A and an inert carrier such as a solid carrier or a liquid carrier, and adding a surfactant or other formulation adjuvant as necessary to obtain an emulsion, an oil agent, It is formulated into powders, granules, wettable powders, wettable powders, flowables, dry flowables, microcapsules and the like. These preparations usually contain 0.1 to 99% of compound A by weight.
- solid carriers used for formulation include clays (kaolin clay, diatomaceous earth, bentonite, acid clay), dry silica, wet silica, talc, ceramics, and other inorganic minerals (sericite, quartz, sulfur, Activated carbon, calcium carbonate, etc.), fine powders and granules of chemical fertilizers (ammonium sulfate, phosphoric acid, ammonium nitrate, urea, ammonium chloride, etc.), and synthetic resins (polypropylene, polyacrylonitrile, polymethyl methacrylate, polyethylene terephthalate, etc.) Polyester resin, nylon resin such as nylon-6, nylon-11, nylon-66, polyamide resin, polyvinyl chloride, polyvinylidene chloride, vinyl chloride-propylene copolymer).
- clays kaolin clay, diatomaceous earth, bentonite, acid clay
- dry silica wet silica, talc, ceramics, and other inorganic minerals (
- liquid carrier examples include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (toluene, xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, etc.) , Cyclohexane, kerosene, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers (diisopropyl ether, diethylene glycol dimethyl ether, etc.), amides (N, N-dimethylformamide) N, N-dimethylacetamide, etc.), sulfoxides (dimethylsulfoxide, etc.), propylene carbonate and vegetable oils (soybean oil, cottonseed oil, etc.).
- surfactant examples include nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, and polyethylene glycol fatty acid ester, and anions such as alkyl sulfonate, alkyl benzene sulfonate, and alkyl sulfate. Include surfactants
- formulation adjuvants include, for example, fixing agents, dispersants, coloring agents and stabilizers, and specifically include casein, gelatin, saccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite.
- Synthetic water-soluble polymers polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.
- acidic isopropyl phosphate 2,6-di-tert-butyl-4-methylphenol, BHA (2-tert-butyl-4-methoxy)
- BHA 2-tert-butyl-4-methoxy
- Examples of harmful arthropods for which Compound A is effective include the following.
- Hemiptera Japanese green planthopper (Laodelphax striatellus), yellow planthopper (Nilaparvata lugens), white-tailed planthopper (Sogatella furcifera), corn planter (Peregrinus maidis), yellow-spotted fishfish (Javesella pellucida), Perukinsiori Delphacidae; Nephotettix epcincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis oa Emp Corn leaf hoppers (Dalbulus maidis), white leafhoppers (Cofanaaespectra) and other leafhoppers (Cicadellidae); Mahanarva posticata, Mahanarva fimbriolata, and other species (Cercopidae); Bean aphids (Aphis fabae), soybean aphids (Aphis glycines), cotton aphids (Aphis goss
- Cigarette lice Diaphorina citri
- Cigarette lice Trioza erytreae
- Pepper lice Cicopsylla pyrisuga
- Pepper cricket Pepper cricket
- Psyllidae Crythucha ⁇ ⁇ ciliata, Corythucha marmorata, Stephanitis nashi, Stephanitis pyrioides, etc. (Tingidae) ); Giant Cicada (Quesada gigas) and other cicada (Cicadidae);
- Lepidoptera Green moth (Chilo suppressalis), Darkheaded stem borer (Chilo polychrysus), White stem borer (Scirpophaga innotata), Itten euphoria (Scirpophaga incertulas), Rupela albin Casino maiga (Marasmia exigua), cotton moth (Notarcha derogata), green moth (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), yellow eel moth (Hellula undalis), monclona moth terrel Case worms (Nymphulapunctdepunctalis), Sugarcane borer (Diatraea saccharalis), etc.
- Tricidae (Tortricidae); la) and other species (Gracillariidae); peach moth (Carposina sasakii) and other species (Carposinidae); Coffee Leaf miner (Leucoptera coffeella) ); Lymantriidae such as Lymantria dispar, Euproctis spp. Such as Euproctis spp.
- Lymantriidae Conagaceae such as Plutella ⁇ xylostella (Plutellidae); Anemonsia lineatella, Helcystogramma triannulella, Cotton moth (Pectinophora gossypiella), Potato moth (Phthorimaea operculella), Tuta absoluta, etc.
- Arctiidae Giant Sugarcane b Casteridae (Castniidae) such as orer (Telchin licus); Bosnaceae (Cossidae) such as Cossus insularis; Geometridae such as Ascotis selenaria; Limacodidae; Stathmopoda niessa, etc .; Staphmopodidae; Acherontia lachesis, etc .; Sphingidae; Sesiidae; Parnara guttata; Hesperiidae, Tinea translucens, Tineola bisselliella, etc.
- Thysanoptera Citrus thrips (Frankliniella occidentalis), Thrips palmi, Scirtothrips dorsalis, Thrips , Thripidae such as Echinothrips americanus; Phhlaeothripidae such as Haplothrips aculeatus.
- the method for controlling harmful arthropods of the present invention is to apply an effective amount of Compound A directly to the harmful arthropods and / or to the habitat (plant or soil) of the harmful arthropods.
- the application amount of Compound A is usually 1 to 10,000 g per 10,000 m 2 .
- Compound A When Compound A is formulated into an emulsion, wettable powder, flowable powder, etc., it is usually diluted with water so that the active ingredient concentration is 0.01 to 10,000 ppm. Usually, it is applied as it is.
- composition of the present invention can be used as a control agent for harmful arthropods in agricultural land such as fields, paddy fields, lawns, orchards.
- Formulation Example 1 10 parts of Compound A is mixed with a mixture of 35 parts of xylene and 35 parts of N, N-dimethylformamide, to which 14 parts of polyoxyethylene styrylphenyl ether and 6 parts of calcium dodecylbenzenesulfonate are added and mixed. A formulation is obtained.
- Formulation Example 2 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of wet silica and 54 parts of diatomaceous earth are mixed, and further 20 parts of Compound A are added and mixed to obtain a preparation.
- Formulation Example 4 1 part of compound A is mixed with an appropriate amount of acetone, and 5 parts of wet silica, 0.3 part of isopropyl acid phosphate and 93.7 parts of kaolin clay are added to it, and the mixture is thoroughly stirred and evaporated to remove acetone. A formulation is obtained.
- Formulation Example 5 35 parts of a mixture of polyoxyethylene alkyl ether sulfate ammonium salt and wet silica (1: 1 by weight), 20 parts of Compound A, and 45 parts of water are sufficiently mixed to obtain a preparation.
- Test example 1 Compound A was formulated according to the method described in Formulation Example 5, and water containing 0.03% by volume of Cyndine (registered trademark) was added thereto to prepare a diluted solution containing 500 ppm of the test compound.
- Compound A exhibits an excellent control effect against harmful arthropods.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
本発明はウラシル化合物及びその有害節足動物防除組成物に関する。
化合物Aの製造例を示す。
化合物Aの1H-NMRデータを以下に示す。
1H-NMR (CDCl3) δ:7.34 (1H, d, J = 8.8 Hz), 6.77 (1H, d, J = 6.2 Hz), 6.65 (1H, s), 6.26 (1H, s), 4.90-4.76 (2H, m), 4.12 (2H, q, J = 7.0 Hz), 3.48 (3H, s), 2.33 (3H, s), 2.18 (3H, s), 1.23 (3H, t, J = 7.0 Hz).
10部の化合物Aを、キシレン35部とN,N-ジメチルホルムアミド35部との混合物に混合し、そこにポリオキシエチレンスチリルフェニルエーテル14部及びドデシルベンゼンスルホン酸カルシウム6部を加え、混合して製剤を得る。
ラウリル硫酸ナトリウム4部、リグニンスルホン酸カルシウム2部、湿式シリカ20部及び珪藻土54部を混合し、更に20部の化合物Aを加え、混合して製剤を得る。
2部の化合物Aに、湿式シリカ1部、リグニンスルホン酸カルシウム2部、ベントナイト30部及びカオリンクレー65部を加え混合する。ついで、この混合物に適当量の水を加え、さらに撹拌し、造粒機で造粒し、通風乾燥して製剤を得る。
1部の化合物Aを適当量のアセトンに混合し、これに湿式シリカ5部、酸性リン酸イソプロピル0.3部及びカオリンクレー93.7部を加え、充分撹拌混合し、アセトンを蒸発除去して製剤を得る。
ポリオキシエチレンアルキルエーテルサルフェートアンモニウム塩及び湿式シリカの混合物(重量比1:1)35部と、化合物A20部と、水45部とを十分に混合し、製剤を得る。
化合物Aを製剤例5に記載の方法に準じて製剤とし、これにシンダイン(登録商標)0.03容量%含有する水を加え、供試化合物を500ppm含有する希釈液を調製した。
容器に植えたキャベツ(Brassicae oleracea)苗(第2~3本葉展開期)の葉に、該希釈液を20mL/苗の割合で散布した。その後、この苗の茎葉部を切り取り、この葉をろ紙を敷いた容器内に入れた。これにコナガ2齢幼虫5頭を放し、25℃で5日間静置した後、生存虫数を数え、次式より死虫率を求めたところ、死虫率は100%であった。
死虫率(%)=(1-生存虫数/5)×100
化合物Aに代えて、化合物Bを用い、試験例1に準じて試験を行った結果、死虫率は0%であった。
Claims (3)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2020525558A JP7202378B2 (ja) | 2018-06-11 | 2019-06-10 | ウラシル化合物及びそれを含有する有害節足動物防除組成物 |
CA3103199A CA3103199A1 (en) | 2018-06-11 | 2019-06-10 | Uracil compound and harmful arthropod control composition containing same |
MX2020012745A MX2020012745A (es) | 2018-06-11 | 2019-06-10 | Compuestos de uracilo y composición para controlar artrópodos dañinos que los contiene. |
BR112020023907-0A BR112020023907B1 (pt) | 2018-06-11 | 2019-06-10 | Composto de uracila e composição de controle de artrópode nocivo contendo o mesmo |
DE112019002942.8T DE112019002942T5 (de) | 2018-06-11 | 2019-06-10 | Uracilverbindung und diese enthaltende Zusammensetzung zur Bekämpfung von schädlichen Arthropoden |
US16/973,968 US11839215B2 (en) | 2018-06-11 | 2019-06-10 | Uracil compound and harmful arthropod control composition containing same |
CN201980038289.7A CN112673002B (zh) | 2018-06-11 | 2019-06-10 | 尿嘧啶化合物及含有该化合物的有害节肢动物防除组合物 |
AU2019287309A AU2019287309B2 (en) | 2018-06-11 | 2019-06-10 | Uracil compound and harmful arthropod control composition containing same |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2018110921 | 2018-06-11 | ||
JP2018-110921 | 2018-06-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2019240081A1 true WO2019240081A1 (ja) | 2019-12-19 |
Family
ID=68842312
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2019/022937 WO2019240081A1 (ja) | 2018-06-11 | 2019-06-10 | ウラシル化合物及びそれを含有する有害節足動物防除組成物 |
Country Status (9)
Country | Link |
---|---|
US (1) | US11839215B2 (ja) |
JP (1) | JP7202378B2 (ja) |
CN (1) | CN112673002B (ja) |
AR (1) | AR114925A1 (ja) |
AU (1) | AU2019287309B2 (ja) |
CA (1) | CA3103199A1 (ja) |
DE (1) | DE112019002942T5 (ja) |
MX (1) | MX2020012745A (ja) |
WO (1) | WO2019240081A1 (ja) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001270867A (ja) * | 2000-03-23 | 2001-10-02 | Sumitomo Chem Co Ltd | フェニルピリダジン化合物 |
JP2002155061A (ja) * | 2000-02-04 | 2002-05-28 | Sumitomo Chem Co Ltd | ウラシル化合物及びその用途 |
WO2016037997A1 (de) * | 2014-09-12 | 2016-03-17 | Bayer Cropscience Aktiengesellschaft | Arylsulfid- und arylsulfoxid-derivate mit c-c verknüpften uracilen als schädlingsbekämpfungsmittel |
-
2019
- 2019-06-10 AU AU2019287309A patent/AU2019287309B2/en active Active
- 2019-06-10 WO PCT/JP2019/022937 patent/WO2019240081A1/ja active Application Filing
- 2019-06-10 CA CA3103199A patent/CA3103199A1/en active Pending
- 2019-06-10 AR ARP190101587A patent/AR114925A1/es unknown
- 2019-06-10 JP JP2020525558A patent/JP7202378B2/ja active Active
- 2019-06-10 MX MX2020012745A patent/MX2020012745A/es unknown
- 2019-06-10 CN CN201980038289.7A patent/CN112673002B/zh active Active
- 2019-06-10 DE DE112019002942.8T patent/DE112019002942T5/de active Pending
- 2019-06-10 US US16/973,968 patent/US11839215B2/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002155061A (ja) * | 2000-02-04 | 2002-05-28 | Sumitomo Chem Co Ltd | ウラシル化合物及びその用途 |
JP2001270867A (ja) * | 2000-03-23 | 2001-10-02 | Sumitomo Chem Co Ltd | フェニルピリダジン化合物 |
WO2016037997A1 (de) * | 2014-09-12 | 2016-03-17 | Bayer Cropscience Aktiengesellschaft | Arylsulfid- und arylsulfoxid-derivate mit c-c verknüpften uracilen als schädlingsbekämpfungsmittel |
Also Published As
Publication number | Publication date |
---|---|
US11839215B2 (en) | 2023-12-12 |
CA3103199A1 (en) | 2019-12-19 |
JP7202378B2 (ja) | 2023-01-11 |
US20210244027A1 (en) | 2021-08-12 |
JPWO2019240081A1 (ja) | 2021-07-26 |
DE112019002942T5 (de) | 2021-02-25 |
AR114925A1 (es) | 2020-10-28 |
MX2020012745A (es) | 2021-05-14 |
CN112673002B (zh) | 2023-07-25 |
CN112673002A (zh) | 2021-04-16 |
BR112020023907A2 (pt) | 2021-02-09 |
AU2019287309B2 (en) | 2024-03-07 |
AU2019287309A1 (en) | 2021-01-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2017110862A1 (ja) | オキサジアゾール化合物及びその用途 | |
WO2017110861A1 (ja) | オキサジアゾール化合物を含有する植物病害防除剤 | |
WO2018117034A1 (ja) | オキサジアゾール化合物及び植物病害防除方法 | |
TWI742454B (zh) | (雜)芳基咪唑化合物及有害生物防除劑 | |
JP6914322B2 (ja) | オキサジアゾール化合物及び農薬としてのその用途 | |
WO2017111152A1 (ja) | オキサジアゾール化合物及びその用途 | |
WO2017169893A1 (ja) | オキサジアゾール化合物及びその用途 | |
JP2019151553A (ja) | オキサジアゾール化合物及びその用途 | |
JP7332584B2 (ja) | アルキン化合物及びそれを含有する有害節足動物防除組成物 | |
KR102602819B1 (ko) | 디피리다지닐에테르 화합물 및 그 용도 | |
JP7202378B2 (ja) | ウラシル化合物及びそれを含有する有害節足動物防除組成物 | |
JP7323523B2 (ja) | ウラシル化合物及びそれを含有する有害節足動物防除組成物 | |
WO2017169894A1 (ja) | 複素環化合物 | |
BR112020023907B1 (pt) | Composto de uracila e composição de controle de artrópode nocivo contendo o mesmo | |
WO2019017313A1 (ja) | 尿素化合物及びそれを含有する有害節足動物防除剤 | |
JP2018162264A (ja) | 水稲有害生物防除組成物及びそれを用いる防除方法 | |
JP7281447B2 (ja) | シクロプロピルエチレン化合物及びそれを含有する有害節足動物防除組成物 | |
WO2017188078A1 (ja) | 複素環化合物 | |
WO2024071443A2 (ja) | エステル化合物及びその用途 |
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: 19818986 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2020525558 Country of ref document: JP |
|
REG | Reference to national code |
Ref country code: BR Ref legal event code: B01A Ref document number: 112020023907 Country of ref document: BR |
|
ENP | Entry into the national phase |
Ref document number: 3103199 Country of ref document: CA |
|
ENP | Entry into the national phase |
Ref document number: 2019287309 Country of ref document: AU Date of ref document: 20190610 Kind code of ref document: A |
|
ENP | Entry into the national phase |
Ref document number: 112020023907 Country of ref document: BR Kind code of ref document: A2 Effective date: 20201124 |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 19818986 Country of ref document: EP Kind code of ref document: A1 |