WO2018208595A1 - Mesoionic insecticides - Google Patents
Mesoionic insecticides Download PDFInfo
- Publication number
- WO2018208595A1 WO2018208595A1 PCT/US2018/031097 US2018031097W WO2018208595A1 WO 2018208595 A1 WO2018208595 A1 WO 2018208595A1 US 2018031097 W US2018031097 W US 2018031097W WO 2018208595 A1 WO2018208595 A1 WO 2018208595A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- independently selected
- compound
- ring
- substituted
- unsubstituted
- Prior art date
- Legal status (The legal status 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 status listed.)
- Ceased
Links
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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Definitions
- haloalkylsulfinyl C1--C4 haloalkylsulfonyl, Cv-C 4 alkylamino, C 2 -Cg dialkylamino, C 3 -Cg cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4
- halocycloalkyl haloalkoxy
- haloalkylthio haloalkenyl
- haloalkyl examples include CF 3 0-, CCI3CH2O-, HCF 2 CH 2 CH 2 0- and CF 3 CH 2 0-.
- haloalkylthio examples include CCI3S-, CF3S-, CCI3CH2S- and C1CH 2 CH 2 CH 2 S-.
- a "ring” or “ring system” as a component of Formula 1 is carbocyclic or heterocyclic.
- the term “ring system” denotes two or more fused rings.
- the terms "bicyclic ring system” and “fused bicyclic ring system” denote a ring system consisting of two fused rings, which can be “ortho-fused", “bridged bicyclic” or “spiro bicyclic”.
- An "ortho-fused bicyclic ring system” denotes a ring system wherein the two constituent rings have two adjacent atoms in common.
- nitrogen-containing heterocycles can form N-oxides since the nitrogen requires an available lone pair for oxidation to the oxide; one skilled in the art will recognize those nitrogen-containing heterocycles which can form N-oxides.
- nitrogen-containing heterocycles which can form N-oxides.
- tertiary amines can form N-oxides.
- salts also include those formed with organic or inorganic bases such as pyridine, triethylamine or ammonia, or amides, hydrides, hydroxides or carbonates of sodium, potassium, lithium, calcium, magnesium or barium. Accordingly, the present invention comprises compounds selected from Formula 1, N-oxides and suitable salts thereof.
- Embodiment 19c A compound of Formula 1 wherein R 1 is phenyl or pyridinyl, each unsubstituted or substituted with up to 4 substituents independently selected from R 4 .
- 5-thiazolyl 2 ⁇ fiuoro-5-thiazolyl, 2-methyl-5-thiazolyl, 2-(difluoromethyl)-5- thiazolyl, 2-(trifluoromethyl)-5-thiazolyl or 5-thiazolyl.
- Q is Q-1 Q-2 Q-3
- Embodiment Bl The compound of Embodiment B wherein R 1 is phenyl, unsubstituted or substituted with up to 4 substituents independently selected from R 4 .
- Embodiment El A compound of Embodiment E wherein R 1 is phenyl, unsubstituted or substituted with up to 4 substituents independently selected from R 4 .
- Liquid diluents also include alkylated fatty acids (e.g., methylated, ethylated, butylated) wherein the fatty acids may be obtained by hydrolysis of glycerol esters from plant and animal sources, and can be purified by distillation.
- alkylated fatty acids e.g., methylated, ethylated, butylated
- Typical liquid diluents are described in Marsden, Solvents Guide, 2nd Ed., Interscience, New York, 1950.
- Nonionic surfactants useful for the present compositions include, but are not limited to: alcohol alkoxylates such as alcohol alkoxylates based on natural and synthetic alcohols (which may be branched or linear) and prepared from the alcohols and ethylene oxide, propylene oxide, butylene oxide or mixtures thereof; amine ethoxylates, alkanolamides and ethoxylated alkanolamides; alkoxylated triglycerides such as ethoxylated soybean, castor and rapeseed oils; alkyiphenoi alkoxylates such as octylphenol ethoxylates, nonylphenol ethoxylates, dinonyl phenol ethoxylates and dodecyl phenol ethoxylates (prepared from the phenols and ethylene oxide, propylene oxide, butylene oxide or mixtures thereof); block polymers prepared from ethylene oxide or propylene oxide or propylene oxide or mixtures thereof); block polymers prepared
- Useful cationic surfactants include, but are not limited to: amides and ethoxylated amides; amines suc as N-alkyl propanediamines, tripropylenetriamines and dipropylenetetramines, and ethoxylated amines, ethoxylated diamines and propoxylated amines (prepared from the amines and ethylene oxide, propylene oxide, butylene oxide or mixtures thereof); amine salts such as amine acetates and diamine salts; quaternary ammonium salts such as quaternary salts, ethoxylated quaternary salts and diquatemary salts; and amine oxides such as alkyldimethylamine oxides and bis-(2-hydroxyethyl) ⁇ alkylamine oxides.
- Hymenoptera including bees (including carpenter bees), hornets, yellow jackets, wasps, and sawflies (Neodiprion spp.; Cephas spp.); insect pests of the order Isoptera including termites in the Tennitidae (e.g., Macrotermes sp., Odonlotermes obesus Rambur), Kalotermitidae (e.g., Cryptotermes sp.), and Rhinotermitidae (e.g., Reticulitermes sp., Coptotermes sp., Heterotermes tenuis Hagen) families, the eastern subterranean termite (Reticulitermes flavipes Kollar), western subterranean termite (Reticulitermes hesperus Banks), Formosan subterranean termite (Coptotermes formosanus Shiraki), West Indian drywood termite (Incisitermes immigran
- invertebrate pests of stored grain include larger grain borer (Prostephanus truncatus), lesser grain borer (Rhyzopertha dominica), rice weevil (Stiophilus oryzae), maize weevil (Stiophilus zeamais), cowpea weevil (Callosobruchus maculatus), red flour beetle (Tribolium castaneum), granary weevil (Stiophilus granarius), Indian meal moth (Plodia inte punctella), Mediterranean flour beetle (Ephestia kuhniella) and flat or rusty grain beetle (Cryptolestis ferrugineus).
- a method for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of the present invention or with a composition comprising a biologically effective amount of a compound of the present invention.
- this method wherein the environment is soil and the composition is applied to the soil as a soil drench formulation.
- compounds of this invention are also effective by localized application to the locus of infestation.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP18729821.1A EP3621964B1 (en) | 2017-05-09 | 2018-05-04 | Mesoionic insecticides |
| JP2019561815A JP7244441B2 (ja) | 2017-05-09 | 2018-05-04 | メソイオン殺虫剤 |
| ES18729821T ES2912385T3 (es) | 2017-05-09 | 2018-05-04 | Insecticidas mesoiónicos |
| KR1020197036153A KR102604099B1 (ko) | 2017-05-09 | 2018-05-04 | 메소이온성 살곤충제 |
| CN201880045654.2A CN110869370B (zh) | 2017-05-09 | 2018-05-04 | 介离子杀虫剂 |
| BR112019023474-8A BR112019023474B1 (pt) | 2017-05-09 | 2018-05-04 | Composto, composição e método para controlar uma praga de invertebrados |
| US16/612,097 US11044910B2 (en) | 2017-05-09 | 2018-05-04 | Mesoionic insecticides |
| MX2019013133A MX2019013133A (es) | 2017-05-09 | 2018-05-04 | Insecticidas mesoionicos. |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762503369P | 2017-05-09 | 2017-05-09 | |
| US62/503,369 | 2017-05-09 | ||
| US201762548489P | 2017-08-22 | 2017-08-22 | |
| US62/548,489 | 2017-08-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2018208595A1 true WO2018208595A1 (en) | 2018-11-15 |
Family
ID=62555159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2018/031097 Ceased WO2018208595A1 (en) | 2017-05-09 | 2018-05-04 | Mesoionic insecticides |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US11044910B2 (https=) |
| EP (1) | EP3621964B1 (https=) |
| JP (1) | JP7244441B2 (https=) |
| KR (1) | KR102604099B1 (https=) |
| CN (1) | CN110869370B (https=) |
| BR (1) | BR112019023474B1 (https=) |
| ES (1) | ES2912385T3 (https=) |
| MX (1) | MX2019013133A (https=) |
| WO (1) | WO2018208595A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020239517A1 (en) | 2019-05-29 | 2020-12-03 | Basf Se | Mesoionic imidazolium compounds and derivatives for combating animal pests |
| EP3769623A1 (en) | 2019-07-22 | 2021-01-27 | Basf Se | Mesoionic imidazolium compounds and derivatives for combating animal pests |
| US10993439B2 (en) * | 2017-04-21 | 2021-05-04 | Bayer Aktiengesellschaft | Mesoionic imidazopyridines as insecticides |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2020502110A (ja) * | 2016-12-16 | 2020-01-23 | バイエル・アクチエンゲゼルシヤフト | 殺虫剤として使用するためのメソイオン性イミダゾピリジン類 |
| CN113907084A (zh) * | 2021-11-30 | 2022-01-11 | 江苏钟山新材料有限公司 | 一种二氯噻吡嘧啶·烯啶虫胺油悬浮剂及其制备方法和应用 |
| WO2024071393A1 (ja) * | 2022-09-30 | 2024-04-04 | 住友化学株式会社 | 複素環化合物及びそれを含有する有害節足動物防除組成物 |
Citations (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2891855A (en) | 1954-08-16 | 1959-06-23 | Geigy Ag J R | Compositions and methods for influencing the growth of plants |
| US3060084A (en) | 1961-06-09 | 1962-10-23 | Du Pont | Improved homogeneous, readily dispersed, pesticidal concentrate |
| US3235361A (en) | 1962-10-29 | 1966-02-15 | Du Pont | Method for the control of undesirable vegetation |
| US3299566A (en) | 1964-06-01 | 1967-01-24 | Olin Mathieson | Water soluble film containing agricultural chemicals |
| US3309192A (en) | 1964-12-02 | 1967-03-14 | Du Pont | Method of controlling seedling weed grasses |
| US3920442A (en) | 1972-09-18 | 1975-11-18 | Du Pont | Water-dispersible pesticide aggregates |
| US4144050A (en) | 1969-02-05 | 1979-03-13 | Hoechst Aktiengesellschaft | Micro granules for pesticides and process for their manufacture |
| US4172714A (en) | 1976-12-20 | 1979-10-30 | E. I. Du Pont De Nemours And Company | Dry compactible, swellable herbicidal compositions and pellets produced therefrom |
| GB2095558A (en) | 1981-03-30 | 1982-10-06 | Avon Packers Ltd | Formulation of agricultural chemicals |
| DE3246493A1 (de) | 1982-12-16 | 1984-06-20 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von wasserdispergierbaren granulaten |
| WO1991013546A1 (en) | 1990-03-12 | 1991-09-19 | E.I. Du Pont De Nemours And Company | Water-dispersible or water-soluble pesticide granules from heat-activated binders |
| US5180587A (en) | 1988-06-28 | 1993-01-19 | E. I. Du Pont De Nemours And Company | Tablet formulations of pesticides |
| US5208030A (en) | 1989-08-30 | 1993-05-04 | Imperial Chemical Industries Plc | Active ingredient dosage device |
| US5232701A (en) | 1990-10-11 | 1993-08-03 | Sumitomo Chemical Company, Limited | Boron carbonate and solid acid pesticidal composition |
| US6406690B1 (en) | 1995-04-17 | 2002-06-18 | Minrav Industries Ltd. | Bacillus firmus CNCM I-1582 or Bacillus cereus CNCM I-1562 for controlling nematodes |
| WO2003024222A1 (en) | 2001-09-21 | 2003-03-27 | E. I. Du Pont De Nemours And Company | Anthranilamide arthropodicide treatment |
| WO2011017347A2 (en) * | 2009-08-05 | 2011-02-10 | E. I. Du Pont De Nemours And Company | Mesoionic pesticides |
| WO2012106495A1 (en) * | 2011-02-03 | 2012-08-09 | E. I. Du Pont De Nemours And Company | Mesoionic pesticides |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI468407B (zh) * | 2008-02-06 | 2015-01-11 | Du Pont | 中離子農藥 |
| TWI482771B (zh) * | 2009-05-04 | 2015-05-01 | Du Pont | 磺醯胺殺線蟲劑 |
| UA110924C2 (uk) * | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
| UA107804C2 (xx) * | 2009-08-05 | 2015-02-25 | Du Pont | Суміші мезоіонних пестицидів |
| KR20120050467A (ko) * | 2009-08-05 | 2012-05-18 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 메소이온성 살충제 |
| TWI528899B (zh) * | 2010-12-29 | 2016-04-11 | 杜邦股份有限公司 | 中離子性殺蟲劑 |
| KR20180084138A (ko) * | 2015-12-03 | 2018-07-24 | 바이엘 크롭사이언스 악티엔게젤샤프트 | 살곤충제로서의 메소이온성 할로겐화 3-(아세틸)-1-[(1,3-티아졸-5-일)메틸]-1h-이미다조[1,2-a]피리딘-4-윰-2-올레이트 유도체 및 관련 화합물 |
| JP2020502110A (ja) * | 2016-12-16 | 2020-01-23 | バイエル・アクチエンゲゼルシヤフト | 殺虫剤として使用するためのメソイオン性イミダゾピリジン類 |
| WO2018189077A1 (de) * | 2017-04-12 | 2018-10-18 | Bayer Aktiengesellschaft | Mesoionische imidazopyridine als insektizide |
| WO2018229202A1 (en) * | 2017-06-16 | 2018-12-20 | Basf Se | Mesoionic imidazolium compounds and derivatives for combating animal pests |
| WO2019086474A1 (en) * | 2017-10-31 | 2019-05-09 | Syngenta Participations Ag | Pesticidally active mesoionics heterocyclic compounds |
| EP3636644A1 (de) * | 2018-10-11 | 2020-04-15 | Bayer Aktiengesellschaft | Mesoionische imidazopyridine als insektizide |
-
2018
- 2018-05-04 WO PCT/US2018/031097 patent/WO2018208595A1/en not_active Ceased
- 2018-05-04 EP EP18729821.1A patent/EP3621964B1/en active Active
- 2018-05-04 US US16/612,097 patent/US11044910B2/en active Active
- 2018-05-04 JP JP2019561815A patent/JP7244441B2/ja active Active
- 2018-05-04 CN CN201880045654.2A patent/CN110869370B/zh active Active
- 2018-05-04 BR BR112019023474-8A patent/BR112019023474B1/pt active IP Right Grant
- 2018-05-04 MX MX2019013133A patent/MX2019013133A/es unknown
- 2018-05-04 ES ES18729821T patent/ES2912385T3/es active Active
- 2018-05-04 KR KR1020197036153A patent/KR102604099B1/ko active Active
Patent Citations (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2891855A (en) | 1954-08-16 | 1959-06-23 | Geigy Ag J R | Compositions and methods for influencing the growth of plants |
| US3060084A (en) | 1961-06-09 | 1962-10-23 | Du Pont | Improved homogeneous, readily dispersed, pesticidal concentrate |
| US3235361A (en) | 1962-10-29 | 1966-02-15 | Du Pont | Method for the control of undesirable vegetation |
| US3299566A (en) | 1964-06-01 | 1967-01-24 | Olin Mathieson | Water soluble film containing agricultural chemicals |
| US3309192A (en) | 1964-12-02 | 1967-03-14 | Du Pont | Method of controlling seedling weed grasses |
| US4144050A (en) | 1969-02-05 | 1979-03-13 | Hoechst Aktiengesellschaft | Micro granules for pesticides and process for their manufacture |
| US3920442A (en) | 1972-09-18 | 1975-11-18 | Du Pont | Water-dispersible pesticide aggregates |
| US4172714A (en) | 1976-12-20 | 1979-10-30 | E. I. Du Pont De Nemours And Company | Dry compactible, swellable herbicidal compositions and pellets produced therefrom |
| GB2095558A (en) | 1981-03-30 | 1982-10-06 | Avon Packers Ltd | Formulation of agricultural chemicals |
| DE3246493A1 (de) | 1982-12-16 | 1984-06-20 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von wasserdispergierbaren granulaten |
| US5180587A (en) | 1988-06-28 | 1993-01-19 | E. I. Du Pont De Nemours And Company | Tablet formulations of pesticides |
| US5208030A (en) | 1989-08-30 | 1993-05-04 | Imperial Chemical Industries Plc | Active ingredient dosage device |
| WO1991013546A1 (en) | 1990-03-12 | 1991-09-19 | E.I. Du Pont De Nemours And Company | Water-dispersible or water-soluble pesticide granules from heat-activated binders |
| US5232701A (en) | 1990-10-11 | 1993-08-03 | Sumitomo Chemical Company, Limited | Boron carbonate and solid acid pesticidal composition |
| US6406690B1 (en) | 1995-04-17 | 2002-06-18 | Minrav Industries Ltd. | Bacillus firmus CNCM I-1582 or Bacillus cereus CNCM I-1562 for controlling nematodes |
| WO2003024222A1 (en) | 2001-09-21 | 2003-03-27 | E. I. Du Pont De Nemours And Company | Anthranilamide arthropodicide treatment |
| WO2011017347A2 (en) * | 2009-08-05 | 2011-02-10 | E. I. Du Pont De Nemours And Company | Mesoionic pesticides |
| WO2012106495A1 (en) * | 2011-02-03 | 2012-08-09 | E. I. Du Pont De Nemours And Company | Mesoionic pesticides |
Non-Patent Citations (28)
| Title |
|---|
| "Comprehensive Heterocyclic Chemistry 11", 1996, PERGAMON PRESS |
| "Comprehensive Heterocyclic Chemistry", 1984, PERGAMON PRESS |
| "Developments in formulation technology", 2000, PJB PUBLICATIONS |
| "McCutcheon's Emulsifiers and Detergents", MCCUTCHEON'S DIVISION, THE MANUFACTURING CONFECTIONER PUBLISHING CO. |
| "Polymorphism In the Pharmaceutical Industry", 2006, WILEY-VCH |
| "The BioPesticide Manual", 2001, BRITISH CROP PROTECTION COUNCIL |
| "The Pesticide Manual", 2003, BRITISH CROP PROTECTION COUNCIL |
| A. S. DAVIDSON; B. MILWIDSKY: "Synthetic Detergents", 1987, JOHN WILEY AND SONS |
| BROWNING: "Agglomeration", CHEMICAL ENGINEERING, 4 December 1967 (1967-12-04), pages 147 48 |
| ERNEST L. ELIEL; SAMUEL H. WILEN: "Stereochemistry of Organic Compounds", 1994, JOHN WILEY & SONS |
| G. W. H. CHEESEMAN; E. S. G. WERSTIUK: "Advances in Heterocyclic Chemistry", vol. 22, ACADEMIC PRESS, pages: 390 - 392 |
| GREENE, T. W.; WUTS, P. G. M.: "Protective Groups in Organic Synthesis", 1991, WILEY |
| HANCE ET AL.: "Weed Control Handbook", 1989, SCIENTIFIC PUBLICATIONS |
| KLINGMAN: "Weed Control as a Science", 1961, JOHN WILEY AND SONS, INC., pages: 81 - 96 |
| M. R. GRIMMETT; B. R. T. KEENE: "Advances in Heterocyclic Chemistry", vol. 43, ACADEMIC PRESS, pages: 149 - 161 |
| M. TISLER; B. STANOVNIK: "Advances in Heterocyclic Chemistry", vol. 9, ACADEMIC PRESS, pages: 285 - 291 |
| M. TISLER; B. STANOVNIK: "Comprehensive Heterocyclic Chemistry", vol. 3, PERGAMON PRESS, pages: 18 - 20 |
| MARSDEN: "Solvents Guide", 1950, INTERSCIENCE |
| MCCUTCHEON'S: "Functional Materials", vol. 2, THE MANUFACTURING CONFECTIONER PUBLISHING CO. |
| P. KOSTERS ET AL.: "Seed Treatment: Progress and Prospects", 1994, BCPC MONGRAPH |
| PERRY'S: "Chemical Engineer's Handbook", 1963, MCGRAW-HILL, pages: 8 - 57 |
| SISELY; WOOD: "Encyclopedia of Surface A ctive Agents", 1964, CHEMICAL PUBL. CO., INC. |
| T. L. GILCHRIST: "Comprehensive Organic Synthesis", vol. 7, PERGAMON PRESS, pages: 748 - 750 |
| T. S. WOODS: "Pesticide Chemistry and Bioscience, The Food-Environment Challenge", 1999, THE ROYAL SOCIETY OF CHEMISTRY, article "The Formulator's Toolbox - Product Forms for Modern Agriculture", pages: 120 - 133 |
| WATKINS ET AL.: "Handbook of Insecticide Dust Diluents and Carriers", DORLAND BOOKS |
| ZHANG, W. ET AL.: "Mesoionic pyrido[1,2-a]pyrimidinones: A novel class of insecticides inhibiting nicotinic acetylcholine receptors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 26, no. 22, 2016, pages 5444 - 5449, XP029803192, ISSN: 0960-894X, DOI: 10.1016/J.BMCL.2016.10.031 * |
| ZHANG, W. ET AL.: "Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of dicloromezotiaz as a lepidoptera insecticide acting on nicotinic acetylcholine receptors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 27, no. 4, 5 January 2017 (2017-01-05), pages 911 - 917, XP029906421, ISSN: 0960-894X, DOI: 10.1016/J.BMCL.2017.01.002 * |
| ZHANG, W. ET AL.: "Mesoionic pyrido[1,2-a]pyrimidinones: Discovery of triflumezopyrim as a potent hopper insecticide", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 27, no. 1, 2016, pages 16 - 20, XP029837682, ISSN: 0960-894X, DOI: 10.1016/J.BMCL.2016.11.042 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10993439B2 (en) * | 2017-04-21 | 2021-05-04 | Bayer Aktiengesellschaft | Mesoionic imidazopyridines as insecticides |
| WO2020239517A1 (en) | 2019-05-29 | 2020-12-03 | Basf Se | Mesoionic imidazolium compounds and derivatives for combating animal pests |
| CN113923987A (zh) * | 2019-05-29 | 2022-01-11 | 巴斯夫欧洲公司 | 用于防除动物害虫的介离子咪唑鎓化合物和衍生物 |
| EP3769623A1 (en) | 2019-07-22 | 2021-01-27 | Basf Se | Mesoionic imidazolium compounds and derivatives for combating animal pests |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2020519603A (ja) | 2020-07-02 |
| CN110869370A (zh) | 2020-03-06 |
| EP3621964A1 (en) | 2020-03-18 |
| EP3621964B1 (en) | 2022-03-02 |
| JP7244441B2 (ja) | 2023-03-22 |
| US20200093133A1 (en) | 2020-03-26 |
| ES2912385T3 (es) | 2022-05-25 |
| KR20200004385A (ko) | 2020-01-13 |
| BR112019023474A2 (pt) | 2020-06-30 |
| CN110869370B (zh) | 2023-04-11 |
| MX2019013133A (es) | 2020-02-05 |
| US11044910B2 (en) | 2021-06-29 |
| BR112019023474B1 (pt) | 2023-12-19 |
| KR102604099B1 (ko) | 2023-11-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP3268359B1 (en) | Heterocycle-substituted bicyclic azole pesticides | |
| EP3280713B1 (en) | Bicyclic pyrazole pesticides | |
| EP3390385B1 (en) | Heterocycle-substituted bicyclic azole pesticides | |
| US11044910B2 (en) | Mesoionic insecticides | |
| WO2016196280A1 (en) | Heterocycle-substituted bicyclic pesticides | |
| US20220135562A1 (en) | Heterocycle-substituted bicyclic azole pesticides | |
| AU2019385799A1 (en) | Meta-diamide compounds for controlling invertebrate pests | |
| EP4093738B1 (en) | Mesoionic insecticides | |
| US10800794B2 (en) | Heterocycle-substituted bicyclic azole pesticides | |
| WO2015077436A1 (en) | 1-aryl-3-alkylpyrazole insecticides | |
| WO2022271901A1 (en) | Azole compounds for controlling invertebrate pests | |
| EP4284783A1 (en) | Azole compounds for controlling invertebrate pests |
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: 18729821 Country of ref document: EP Kind code of ref document: A1 |
|
| ENP | Entry into the national phase |
Ref document number: 2019561815 Country of ref document: JP Kind code of ref document: A |
|
| NENP | Non-entry into the national phase |
Ref country code: DE |
|
| REG | Reference to national code |
Ref country code: BR Ref legal event code: B01A Ref document number: 112019023474 Country of ref document: BR |
|
| ENP | Entry into the national phase |
Ref document number: 20197036153 Country of ref document: KR Kind code of ref document: A |
|
| ENP | Entry into the national phase |
Ref document number: 2018729821 Country of ref document: EP Effective date: 20191209 |
|
| ENP | Entry into the national phase |
Ref document number: 112019023474 Country of ref document: BR Kind code of ref document: A2 Effective date: 20191108 |