DK2182945T3 - Fremgangsmåde til bekæmpelse af skadedyr hos dyr - Google Patents
Fremgangsmåde til bekæmpelse af skadedyr hos dyr Download PDFInfo
- Publication number
- DK2182945T3 DK2182945T3 DK08771978.7T DK08771978T DK2182945T3 DK 2182945 T3 DK2182945 T3 DK 2182945T3 DK 08771978 T DK08771978 T DK 08771978T DK 2182945 T3 DK2182945 T3 DK 2182945T3
- Authority
- DK
- Denmark
- Prior art keywords
- compounds
- compound
- methyl
- dihydro
- benzamide
- Prior art date
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- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
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- IOUNQDKNJZEDEP-UHFFFAOYSA-N phosalone Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=S)(OCC)OCC)C2=C1 IOUNQDKNJZEDEP-UHFFFAOYSA-N 0.000 description 1
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- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
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- 229940108410 resmethrin Drugs 0.000 description 1
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- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
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- OTVAEFIXJLOWRX-NXEZZACHSA-N thiamphenicol Chemical compound CS(=O)(=O)C1=CC=C([C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl)C=C1 OTVAEFIXJLOWRX-NXEZZACHSA-N 0.000 description 1
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- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Chemical class OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
- A61K9/0029—Parenteral nutrition; Parenteral nutrition compositions as drug carriers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Nutrition Science (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Physiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Fodder In General (AREA)
- Feed For Specific Animals (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (3)
- FREMGANGSMÅDE TIL BEKÆMPELSE AF SKADEDYR HOS DYR1. Forbindelse udvalgt fra 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-iV-(2- pyridinylmethyl)benzamid; 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-iV-[2-oxo-2-[(2,2,2 -trifluorethyl) amino ] ethyl] benzamid; 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5(trifluormethyl)-3-isoxazolyl]-2-methyl-Ar-[2- (methylthio)ethyl]benzamid; 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-iV-[2- (methylsulfinyl)ethyl]benzamid; 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl]-2-methyl-iV-[2-(methylsulfonyl)ethyl]benzamid og 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5-(trifluonnethyl)-3-isoxazolyl]-2-methyl-A-[l-methyl-3 -(methylthio)propyl] benzamid; eller et N-oxid eller et salt deraf til anvendelse ved beskyttelse af et dyr mod parasitære, hvirvelløse skadedyr, hvor forbindelsen administreres oralt, dyret, der skal beskyttes, er en kat eller hund og det parasitære, og det hvirvelløse skadedyr er en loppe, flåt eller mide.
- 2. Forbindelse til anvendelse ifølge krav 1, hvor forbindelsen er 4-[5-(3,5-dichlorphenyl)-4,5-dihydro-5-(trifluormethyl)-3-isoxazolyl] -2-methyl-N-[2-oxo-2-[2,2,2-trifhiorethyl)amin)ethyl]benzamid.
- 3. Forbindelse til anvendelse ifølge krav 1, hvor forbindelsen administreres to gange årligt.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US93738907P | 2007-06-27 | 2007-06-27 | |
| PCT/US2008/068268 WO2009003075A1 (en) | 2007-06-27 | 2008-06-26 | Animal pest control method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2182945T3 true DK2182945T3 (da) | 2015-11-16 |
Family
ID=40003056
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK08771978.7T DK2182945T3 (da) | 2007-06-27 | 2008-06-26 | Fremgangsmåde til bekæmpelse af skadedyr hos dyr |
| DK15178198.6T DK2957284T3 (da) | 2007-06-27 | 2008-06-26 | Fremgangsmåde til at kontrollere skadedyr hos dyr |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK15178198.6T DK2957284T3 (da) | 2007-06-27 | 2008-06-26 | Fremgangsmåde til at kontrollere skadedyr hos dyr |
Country Status (22)
| Country | Link |
|---|---|
| US (3) | US11278533B2 (da) |
| EP (3) | EP2182945B1 (da) |
| JP (6) | JP6006471B2 (da) |
| KR (3) | KR101714059B1 (da) |
| CN (2) | CN105640952A (da) |
| AU (1) | AU2008268321C1 (da) |
| BR (1) | BRPI0810929B8 (da) |
| CA (2) | CA2971008A1 (da) |
| CY (1) | CY1120038T1 (da) |
| DK (2) | DK2182945T3 (da) |
| ES (2) | ES2666187T3 (da) |
| HK (2) | HK1225622A1 (da) |
| HR (2) | HRP20150978T1 (da) |
| HU (1) | HUE037127T2 (da) |
| LT (1) | LT2957284T (da) |
| MX (3) | MX368680B (da) |
| NO (1) | NO2957284T3 (da) |
| PL (1) | PL2957284T3 (da) |
| PT (2) | PT2182945E (da) |
| RU (1) | RU2508102C2 (da) |
| SI (2) | SI2957284T1 (da) |
| WO (1) | WO2009003075A1 (da) |
Families Citing this family (97)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0508140B1 (pt) | 2004-03-05 | 2015-03-17 | Nissan Chemical Ind Ltd | Composto benzamida substituída por isoxazolina da fórmula (1); da fórmula (2) substituído por 3,5-bis (aril substituído); da fórmula (4) substituída por alquinibenzeno ou um sal do mesmo; "pesticida, agroquímico, inseticida, parasiticida contendo como ingrediente ativo um ou mais composto benzamida substituída por isoxazolina e sal do mesmo" |
| TW200803740A (en) | 2005-12-16 | 2008-01-16 | Du Pont | 5-aryl isoxazolines for controlling invertebrate pests |
| TWI412322B (zh) | 2005-12-30 | 2013-10-21 | 杜邦股份有限公司 | 控制無脊椎害蟲之異唑啉 |
| WO2008154528A2 (en) | 2007-06-13 | 2008-12-18 | E. I. Du Pont De Nemours And Company | Isoxazoline insecticides |
| TWI430995B (zh) * | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| DK2182945T3 (da) | 2007-06-27 | 2015-11-16 | Du Pont | Fremgangsmåde til bekæmpelse af skadedyr hos dyr |
| TWI649303B (zh) | 2007-08-17 | 2019-02-01 | 杜邦股份有限公司 | 製備4-乙醯基-n-〔2-側氧基-2-〔(2,2,2-三氟乙基)胺基〕乙基〕-1-萘甲醯胺之化合物及方法 |
| TWI556741B (zh) * | 2007-08-17 | 2016-11-11 | 英特威特國際股份有限公司 | 異唑啉組成物及其作為抗寄生蟲藥上的應用 |
| US8367584B2 (en) | 2007-10-03 | 2013-02-05 | E.I. Du Pont De Nemours And Company | Naphthalene isoxazoline compounds for control of invertebrate pests |
| TW201444787A (zh) | 2008-04-09 | 2014-12-01 | Du Pont | 製備3-三氟甲基查耳酮(chalcone)之方法 |
| BRPI0915665B1 (pt) | 2008-07-09 | 2018-01-02 | Basf Se | Misturas pesticidas, métodos para proteger plantas do ataque ou infestação por insetos, acarídeos ou nematódeos, para controlar insetos, aracnídeos ou nematódeos, uso de uma mistura, e, composição pesticida ou parasiticida |
| ES2582575T3 (es) | 2008-07-09 | 2016-09-13 | Nissan Chemical Industries, Ltd. | Procedimiento para la producción de compuesto de amida del ácido benzoico sustituido con isoxazolina |
| CN102088857A (zh) * | 2008-07-09 | 2011-06-08 | 巴斯夫欧洲公司 | 包含异噁唑啉化合物的杀虫活性混合物ⅱ |
| US20110269804A1 (en) | 2008-08-22 | 2011-11-03 | Syngenta Crop Protection Llc | Insecticidal compounds |
| MX2011001851A (es) | 2008-08-22 | 2011-03-21 | Syngenta Participations Ag | Compuestos insecticidas. |
| JP2012501989A (ja) | 2008-09-04 | 2012-01-26 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | 殺虫化合物 |
| AR074024A1 (es) | 2008-11-14 | 2010-12-15 | Merial Ltd | Compuesto de arilazol-2-il-cianoetilamino enantiomericamente enriquecidos, composicion plaguicida y su uso para prevenir la infeccion parasitaria |
| WO2010059529A2 (en) | 2008-11-19 | 2010-05-27 | Merial Limited | Compositions comprising an aryl pyrazole and/or a formamidine, methods and uses thereof |
| TWI457347B (zh) | 2008-12-04 | 2014-10-21 | Merial Ltd | 二聚合的阿佛菌素(avermectin)及密倍脈心(milbemycin)衍生物 |
| US8853410B2 (en) | 2009-04-30 | 2014-10-07 | Basf Se | Process for preparing substituted isoxazoline compounds and their precursors |
| TWI487486B (zh) | 2009-12-01 | 2015-06-11 | Syngenta Participations Ag | 以異唑啉衍生物為主之殺蟲化合物 |
| PT3078664T (pt) | 2009-12-17 | 2019-05-31 | Boehringer Ingelheim Animal Health Usa Inc | Composições antiparasitárias de di-hidroazoles |
| WO2011095581A1 (en) | 2010-02-05 | 2011-08-11 | Intervet International B.V. | S piroindoline compounds for use as anthelminthi cs |
| UA108641C2 (uk) | 2010-04-02 | 2015-05-25 | Паразитицидна композиція, яка містить чотири активних агенти, та спосіб її застосування | |
| EP2576523B1 (en) | 2010-05-27 | 2016-01-13 | E. I. du Pont de Nemours and Company | Crystalline form of 4-[5 - [3 -chloro-5 -(trifluoromethyl)phenyl] -4,5 -dihydro-5 -(trifluoromethyl)-3 - isoxazolyl]-n-[2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl]-1- naphthalenecarboxamide |
| BR112012032496A2 (pt) | 2010-06-23 | 2015-09-15 | Basf Se | processos para produzir um composto de carbonila da fórmula i e de imina da fórmula iii, compostos de imina da fórmula (iii), composições agrícolas e veterinária, uso de um composto de imina da fórmula iii e material de propagação de planta |
| WO2012007426A1 (en) | 2010-07-13 | 2012-01-19 | Basf Se | Azoline substituted isoxazoline benzamide compounds for combating animal pests |
| RU2596185C2 (ru) | 2010-09-29 | 2016-08-27 | Интервет Интернэшнл Б.В. | N-гетероарильные соединения |
| ES2624845T3 (es) | 2010-09-29 | 2017-07-17 | Intervet International B.V. | Compuestos de N-heteroarilo con unidad de puente cíclico para el tratamiento de enfermedades parasitarias |
| CN103282345A (zh) | 2010-11-03 | 2013-09-04 | 巴斯夫欧洲公司 | 制备取代的异噁唑啉化合物及其前体4-氯-、4-溴-或4-碘苯甲醛肟的方法 |
| JP2014028758A (ja) | 2010-11-19 | 2014-02-13 | Nissan Chem Ind Ltd | 寄生虫及び衛生害虫防除剤 |
| DE102010063691A1 (de) | 2010-12-21 | 2012-06-21 | Bayer Animal Health Gmbh | Ektoparasitizide Wirkstoffkombinationen |
| CN103260620A (zh) | 2010-12-27 | 2013-08-21 | 英特维特国际股份有限公司 | 包含三缩四乙二醇的外用局部异噁唑啉制剂 |
| JP6002148B2 (ja) | 2010-12-27 | 2016-10-05 | インターベット インターナショナル ベー. フェー. | 経表面局所イソオキサゾリン製剤 |
| AU2012275435B2 (en) | 2011-06-27 | 2016-07-21 | Boehringer Ingelheim Animal Health USA Inc. | Amido-pyridyl ether compounds and compositions and their use against parasites |
| WO2013017678A1 (en) | 2011-08-04 | 2013-02-07 | Intervet International B.V. | Novel spiroindoline compounds |
| HUE042360T2 (hu) | 2011-09-12 | 2019-06-28 | Merial Inc | Izoxazolin hatóanyagot tartalmazó parazitaellenes készítmények, ezek elõállítása és alkalmazása |
| US8962681B2 (en) | 2011-10-19 | 2015-02-24 | Zoetis Llc | Use of aminoacetonitrile derivatives against endoparasites |
| CA2855954C (en) | 2011-11-17 | 2020-09-01 | Merial Limited | Compositions comprising an aryl pyrazole and a substituted imidazole, methods and uses thereof. |
| MX379693B (es) | 2011-12-02 | 2025-03-11 | Merial Ltd | Formulaciones de moxidectina inyectables de larga acción y formas de cristal de moxidectina novedosas. |
| US9732051B2 (en) * | 2011-12-23 | 2017-08-15 | Basf Se | Isothiazoline compounds for combating invertebrate pests |
| WO2013144180A1 (en) | 2012-03-28 | 2013-10-03 | Intervet International B.V. | Heteroaryl compounds with cyclic bridging unit for use in the treatment helminth infection |
| EP2831042B1 (en) | 2012-03-28 | 2019-07-31 | Intervet International B.V. | Heteroaryl compounds with a-cyclic bridging unit |
| CN108685894B (zh) | 2012-04-04 | 2022-04-26 | 英特维特国际股份有限公司 | 软咀嚼药用产品 |
| CA2870956C (en) | 2012-04-20 | 2020-03-31 | Merial Limited | Parasiticidal compositions comprising benzimidazole derivatives, methods and uses thereof |
| AU2013245478A1 (en) * | 2012-11-01 | 2014-05-15 | Sumitomo Chemical Company, Limited | Method for administering agent for controlling ectoparasite to dog |
| US9532946B2 (en) | 2012-11-20 | 2017-01-03 | Intervet Inc. | Manufacturing of semi-plastic pharmaceutical dosage units |
| NZ716598A (en) | 2012-11-20 | 2017-02-24 | Merial Inc | Anthelmintic compounds and compositions and method of using thereof |
| WO2015066277A1 (en) | 2013-11-01 | 2015-05-07 | Merial Limited | Antiparisitic and pesticidal isoxazoline compounds |
| PT3079474T (pt) | 2013-12-10 | 2019-09-10 | Intervet Int Bv | Utilização antiparasitária de compostos de isoxazolina |
| MX373872B (es) | 2013-12-20 | 2020-03-26 | Intervet Int Bv | Composiciones de isoxazolina y uso de las mismas en la prevención o tratamiento de infestaciones parasitarias en animales. |
| ES2874054T3 (es) | 2013-12-20 | 2021-11-04 | Intervet Int Bv | Uso de derivados de isoxazolina para el tratamiento o la prevención de la infestación con artrópodos en aves de corral |
| JP6682719B2 (ja) | 2014-04-17 | 2020-04-15 | ベーリンガー インゲルハイム アニマル ヘルス ユーエスエイ インコーポレイテッド | 寄生生物から動物を保護するためのマロノニトリル化合物の使用 |
| NZ726874A (en) | 2014-05-19 | 2018-03-23 | Merial Inc | Anthelmintic compounds |
| ES2723969T3 (es) | 2014-06-19 | 2019-09-04 | Merial Inc | Composiciones parasiticidas que comprenden derivados de indol, procedimientos y usos de las mismas |
| AU2015339096B2 (en) | 2014-10-31 | 2018-08-02 | Boehringer Ingelheim Animal Health USA Inc. | Parasiticidal composition comprising fipronil |
| DK4008329T3 (da) | 2014-12-22 | 2025-08-18 | Intervet Int Bv | Isoxazolinforbindelser til anvendelse i behandling af demodicose |
| BR112017027855B1 (pt) | 2015-06-23 | 2022-11-16 | Intervet International B.V. | Composição farmacêutica, seu uso, água potável medicamentosa e método para sua preparação |
| UY37137A (es) | 2016-02-24 | 2017-09-29 | Merial Inc | Compuestos antiparasitarios de isoxazolina, formulaciones inyectables de acción prolongada que los comprenden, métodos y usos de los mismos |
| WO2018039508A1 (en) | 2016-08-25 | 2018-03-01 | Merial, Inc. | Method for reducing unwanted effects in parasiticidal treatments |
| AR111260A1 (es) | 2017-03-31 | 2019-06-19 | Intervet Int Bv | Formulación farmacéutica de la sal de crotonil amino piridina |
| ES2970570T3 (es) | 2017-11-07 | 2024-05-29 | Intervet Int Bv | Composiciones farmacéuticas inyectables de isoxazolina y su uso contra una infestación por parásitos |
| EP3707129A1 (en) | 2017-11-07 | 2020-09-16 | Intervet International B.V. | Process for preparing large size isoxazoline particles |
| EP3723483B1 (en) | 2017-12-12 | 2025-09-03 | Intervet International B.V. | Implantable fluralaner pharmaceutical compositions and uses thereof |
| AR113997A1 (es) | 2017-12-21 | 2020-07-08 | Intervet Int Bv | Composiciones antiparasitarias para unción dorsal continua |
| US11583545B2 (en) | 2018-02-08 | 2023-02-21 | Boehringer Ingelheim Animal Health USA Inc. | Parasiticidal compositions comprising eprinomectin and praziquantel, methods and uses thereof |
| TWI812673B (zh) * | 2018-02-12 | 2023-08-21 | 美商富曼西公司 | 用於防治無脊椎害蟲之萘異噁唑啉化合物 |
| WO2020002593A1 (en) | 2018-06-29 | 2020-01-02 | Intervet International B.V. | Compound for use against helminthic infection |
| WO2020150032A1 (en) | 2019-01-16 | 2020-07-23 | Boehringer Ingelheim Animal Health USA Inc. | Topical compositions comprising a neonicotinoid and a macrocyclic lactone, methods and uses thereof |
| AU2020231319A1 (en) | 2019-03-01 | 2021-10-21 | Boehringer Ingelheim Animal Health USA Inc. | Injectable clorsulon compositions, methods and uses thereof |
| WO2020201440A1 (en) * | 2019-04-03 | 2020-10-08 | Virbac | Low dose fluralaner compositions for protection against parasitic invertebrate pest |
| CN113784702B (zh) | 2019-05-03 | 2024-11-05 | 英特维特国际股份有限公司 | 可注射药物组合物及其用途 |
| BR112022000982A2 (pt) | 2019-07-22 | 2022-03-08 | Intervet Int Bv | Forma de dosagem veterinária mastigável macia |
| EP4076447B1 (en) | 2019-12-16 | 2024-01-17 | Intervet International B.V. | Parasite control in ruminants |
| WO2021122521A1 (en) | 2019-12-16 | 2021-06-24 | Intervet International B.V. | Composition for lice control in poultry |
| EP4075981A1 (en) | 2019-12-16 | 2022-10-26 | Intervet International B.V. | Composition for lice control |
| US12497370B2 (en) * | 2019-12-18 | 2025-12-16 | Elanco Tiergesundheit Ag | Isoxazoline derivatives |
| ES2863583B2 (es) * | 2020-04-08 | 2022-02-15 | Univ Leon | Composicion veterinaria para rumiantes |
| WO2021233967A1 (en) | 2020-05-20 | 2021-11-25 | Intervet International B.V. | Injectable pharmaceutical compositions and uses thereof |
| WO2021242481A1 (en) | 2020-05-28 | 2021-12-02 | Boehringer Ingelheim Animal Health USA Inc. | Bi-modal release intra-ruminal capsule device and methods of use thereof |
| CN111909143B (zh) * | 2020-07-30 | 2021-10-29 | 山东省联合农药工业有限公司 | 一种异噁唑啉取代的苯甲酰胺类衍生物及其制备方法与用途 |
| EP4262789A1 (en) | 2020-12-21 | 2023-10-25 | Boehringer Ingelheim Vetmedica GmbH | Parasiticidal collar comprising isoxazoline compounds |
| US20240383867A1 (en) * | 2021-06-16 | 2024-11-21 | ELANCO US, Inc. | Crystalline forms of isoxazoline compound |
| BR112023027372A2 (pt) | 2021-06-25 | 2024-03-12 | Intervet Int Bv | Composições veterinárias palatáveis |
| WO2022271961A1 (en) * | 2021-06-25 | 2022-12-29 | In The Bowl Animal Health, Inc. | Oral feline feed and methods for controlling tick infestations in a feline |
| CN121620507A (zh) | 2023-08-02 | 2026-03-06 | 英特维特国际股份有限公司 | 具有驱虫活性的甲酰胺-4-喹啉化合物 |
| UA130006C2 (uk) | 2023-08-07 | 2025-10-08 | Юрій Юрійович Синиця | Водорозчинний комплекс афоксоланера, спосіб його отримання та ветеринарні протипаразитарні препарати, що його містять |
| CN119409654B (zh) * | 2023-08-18 | 2025-09-30 | 瑞普生物股份有限公司 | 一种异噁唑啉衍生物及其制备方法与应用 |
| WO2025191150A2 (en) | 2024-03-15 | 2025-09-18 | Krka, D.D., Novo Mesto | Stable isoxazoline formulation for topical application to the skin |
| EP4741380A1 (en) * | 2024-04-16 | 2026-05-13 | Nanjing Petmedicine Technology Co., Ltd. | Isoxazoline compound and use |
| WO2025257633A1 (en) | 2024-06-12 | 2025-12-18 | Boehringer Ingelheim Vetmedica Gmbh | Long-acting castor oil-containing injectable formulations and methods of use thereof |
| WO2026006414A1 (en) * | 2024-06-25 | 2026-01-02 | Elanco Us Inc. | Isoxazol-benzamide compounds as antiparasitic compounds |
| WO2026021344A1 (zh) * | 2024-07-20 | 2026-01-29 | 山东康乔生物科技有限公司 | 杀虫杀螨组合物 |
| WO2026041795A1 (en) | 2024-08-23 | 2026-02-26 | Intervet International B.V. | Injectable veterinary composition for cattle |
| WO2026087376A1 (en) * | 2024-10-24 | 2026-04-30 | Syngenta Crop Protection Ag | Pesticidal compounds to control feeding activity of pests |
| WO2026115027A1 (en) | 2024-11-28 | 2026-06-04 | Intervet International B.V. | Carboxamide-4-quinoline compounds with anthelmintic activity |
| WO2026115021A1 (en) | 2024-11-28 | 2026-06-04 | Intervet International B.V. | Isoxazoline oral compositions for ectoparasite control in livestock animals |
Family Cites Families (94)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US431857A (en) | 1890-07-08 | Joseph d | ||
| US623912A (en) | 1899-04-25 | Charles j | ||
| GB331242A (en) | 1929-03-26 | 1930-06-26 | Joseph Harrison Thomson Robert | Improved means for driving kinematographs and sound recording or reproducing means in synchronism |
| US3984564A (en) | 1972-06-08 | 1976-10-05 | Sankyo Company Limited | Antibiotic substances B-41, their production and their use as insecticides and acaricides |
| US3950360A (en) | 1972-06-08 | 1976-04-13 | Sankyo Company Limited | Antibiotic substances |
| US3968207A (en) * | 1973-12-10 | 1976-07-06 | American Cyanamid Company | Method of controlling fleas and ticks on cats and dogs |
| US3879532A (en) * | 1974-01-18 | 1975-04-22 | Shell Oil Co | Control by isoxazoles of endoparasitic nematodes |
| SE434277B (sv) | 1976-04-19 | 1984-07-16 | Merck & Co Inc | Sett att framstella nya antihelmintiskt verkande foreningar genom odling av streptomyces avermitilis |
| US4129568A (en) * | 1977-05-12 | 1978-12-12 | Monsanto Company | 2-[3-Aryl-2-isoxazolin-5-yl]benzoates |
| US4199569A (en) | 1977-10-03 | 1980-04-22 | Merck & Co., Inc. | Selective hydrogenation products of C-076 compounds and derivatives thereof |
| DE3268413D1 (en) | 1981-09-03 | 1986-02-20 | Daikin Ind Ltd | Process for preparing chlorotrifluoromethylbenzene |
| US4820695A (en) | 1982-09-13 | 1989-04-11 | Eli Lilly And Company | C-20-dihydro-deoxy-(cyclic amino)-derivatives of macrolide antibiotics |
| US5105009A (en) | 1983-06-02 | 1992-04-14 | Zambon S.P.A. | Intermediates for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoropropane derivatives |
| IT1173213B (it) | 1984-02-03 | 1987-06-18 | Zambon Spa | Procedimento per fluorurare alcuni derivati dall'1l-fenil-2-ammino-1,3-propandiolo e loro intermedi |
| US5332835A (en) | 1984-02-03 | 1994-07-26 | Zambon S.P.A. | Process for fluorinating 1-phenyl-2-amino-1,3-propanediol compounds and new oxazoline compounds useful in this process |
| US4582918A (en) | 1984-09-19 | 1986-04-15 | Schering Corporation | Preparation of intermediates for (threo)-1-aryl-2-acylamido-3-fluoro-1-propanols |
| US4973750A (en) | 1984-09-19 | 1990-11-27 | Schering Corporation | Preparation of (threo)-1-aryl-2-acylamido-3-fluoro-1-propanols |
| ES8800986A1 (es) | 1985-07-27 | 1987-12-01 | Pfizer | Un procedimiento para la produccion de un nuevo derivado de avermectina |
| GB8523126D0 (en) | 1985-09-19 | 1985-10-23 | Ici Plc | Aryl pyridones |
| US4916154A (en) | 1986-09-12 | 1990-04-10 | American Cyanamid Company | 23-Imino derivatives of LL-F28249 compounds |
| US5227494A (en) | 1988-09-14 | 1993-07-13 | Schering Corporation | Process for preparing oxazoline compounds |
| US4876352A (en) | 1988-09-14 | 1989-10-24 | Schering Corporation | Pressurized fluorination of hydroxy alkyl groups |
| US5075320A (en) | 1989-01-04 | 1991-12-24 | Rehmert Chalmer V Jr | Method and composition for treating parasitic infestation of animals |
| IL98599A (en) | 1990-06-28 | 1995-06-29 | Merck & Co Inc | Stable salts of 4"-deoxy-4"-epi-methylamino avermectin b1a/b1b and insecticidal compositions containing them |
| HU9301182D0 (en) | 1990-10-25 | 1993-08-30 | Schering Corp | Method for producing fluoro-phenicole, its analogues and intermediary compounds |
| WO1993024002A1 (de) | 1992-05-23 | 1993-12-09 | Ciba-Geigy Ag | 1-[n-(halo-3-pyridylmethyl)]-n-methylamino-1-alkylamino-2-nitroethylen-derivate zur bekämpfung von flöhen bei haustieren |
| US5352832A (en) | 1992-12-18 | 1994-10-04 | Schering Corporation | Asymmetric process for preparing florfenicol, thiamphenicol chloramphenicol and oxazoline intermediates |
| US5399717A (en) | 1993-09-29 | 1995-03-21 | Merck & Co., Inc. | Glycosidation route to 4"-epi-methylamino-4"-deoxyavermectin B1 |
| US5849736A (en) | 1993-11-24 | 1998-12-15 | The Dupont Merck Pharmaceutical Company | Isoxazoline and isoxazole fibrinogen receptor antagonists |
| GB9505651D0 (en) | 1995-03-21 | 1995-05-10 | Agrevo Uk Ltd | AgrEvo UK Limited |
| EP0900795B1 (en) | 1996-04-26 | 2004-04-21 | Nippon Soda Co., Ltd. | Benzene derivatives substituted by heterocycles and herbicides |
| AR007292A1 (es) | 1996-06-06 | 1999-10-27 | Rohm & Haas | Compuestos aromaticos benciloxi sustituidos, una composicion fungicida, un metodo para controlar hongos fitopatogenicos y un metodo para controlarinsectos. |
| US5958888A (en) | 1996-07-02 | 1999-09-28 | Merial, Inc. | Water miscible macrolide solutions |
| US6271255B1 (en) | 1996-07-05 | 2001-08-07 | Biotica Technology Limited | Erythromycins and process for their preparation |
| FR2750861B1 (fr) * | 1996-07-11 | 1998-12-24 | Rhone Merieux | Procedes d'elimination des parasites, et notamment des ectoparasites de vertebres, notamment de mammiferes et compositions pour la mise en oeuvre de ce procede |
| US5663361A (en) | 1996-08-19 | 1997-09-02 | Schering Corporation | Process for preparing intermediates to florfenicol |
| US5932766A (en) | 1997-05-30 | 1999-08-03 | Abbott Laboratories | Process for the preparation of substituted keto-enamines |
| JP2003512290A (ja) | 1997-09-10 | 2003-04-02 | メルク エンド カムパニー インコーポレーテッド | 家畜抗菌剤としての8a−アザライド |
| US6339063B1 (en) | 1997-09-10 | 2002-01-15 | Merck & Co., Inc. | 9a-azalides as veterinary antimicrobial agents |
| AP9801420A0 (en) | 1998-01-02 | 1998-12-31 | Pfizer Prod Inc | Novel macrolides. |
| ATE295167T1 (de) | 1998-03-19 | 2005-05-15 | Merck & Co Inc | Schwefelpentafluorophenylpyrazole zur kontrolle von ektoparasitenbefall |
| US6136838A (en) | 1998-03-19 | 2000-10-24 | Merck & Co., Inc. | Sulfurpentafluorophenylpyrazoles for controlling ectoparasitic infestations |
| US6140350A (en) | 1998-06-08 | 2000-10-31 | Sumitomo Chemical Company, Limited | Method for controlling ectoparasites |
| PT1119256E (pt) | 1998-10-09 | 2003-10-31 | Novartis Ag | Combinacao oral de lufenurao e nitenpiram contra as pulgas |
| CA2292359C (en) | 1999-01-28 | 2004-09-28 | Pfizer Products Inc. | Novel azalides and methods of making same |
| EG22187A (en) | 1999-04-15 | 2002-10-31 | Aventis Cropscience Sa | New composition |
| GB2351081A (en) | 1999-06-18 | 2000-12-20 | Lilly Forschung Gmbh | Pharmaceutically active imidazoline compounds and analogues thereof |
| WO2001011963A1 (en) | 1999-08-12 | 2001-02-22 | Eli Lilly And Company | Oral treatment of companion animals with ectoparasiticidal spinosyns |
| MXPA02005511A (es) | 1999-12-02 | 2004-09-10 | Aventis Cropscience Sa | Control de artropodos en animales. |
| GB9928568D0 (en) | 1999-12-03 | 2000-02-02 | Zeneca Ltd | Chemical compounds |
| ATE243703T1 (de) | 2000-01-27 | 2003-07-15 | Pfizer Prod Inc | Antibiotische azalid-zusammensetzungen |
| DE10114597A1 (de) | 2001-03-23 | 2002-10-02 | Bayer Cropscience Gmbh | Arylisoxazolin-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel |
| CA2445306C (en) | 2001-04-27 | 2008-02-12 | Pfizer Products Inc. | Process for preparing 4"-substituted-9-deoxo-9a-aza-9a-homoerythromycin a derivatives |
| TW200724033A (en) | 2001-09-21 | 2007-07-01 | Du Pont | Anthranilamide arthropodicide treatment |
| AU2003249503A1 (en) | 2002-03-08 | 2003-09-29 | Schering-Plough, Ltd. | Novel florfenicol-type antibiotics |
| EP1538138A4 (en) | 2002-08-26 | 2007-07-25 | Nissan Chemical Ind Ltd | SUBSTITUTED BENZANILIDE COMPOUND AND PROTECTIVE AGENTS |
| US20040069235A1 (en) | 2002-09-27 | 2004-04-15 | Rasa Cordelia G. | Flea feeding apparatus |
| DE10320782A1 (de) | 2003-05-09 | 2004-11-25 | Bayer Cropscience Ag | Substituierte Oxyarene |
| AR045142A1 (es) | 2003-07-30 | 2005-10-19 | Novartis Ag | Composicion veterinaria masticable ductil de buen sabor |
| CA2544417C (en) | 2003-11-04 | 2012-04-10 | Akzo Nobel N.V. | Ectoparasiticidal formulations of spinosyns and azole pesticides |
| GB0402677D0 (en) | 2003-11-06 | 2004-03-10 | Novartis Ag | Organic compounds |
| EP1696934B1 (en) | 2003-12-23 | 2013-05-29 | Schering-Plough Ltd. | Florfenicol prodrug having improved water solubility |
| WO2005066119A2 (en) | 2003-12-31 | 2005-07-21 | Schering-Plough Ltd. | Antibacterial 1-(4-mono-and di-halomethylsulphonylphenyl)-2-acylamino-3-fluoropropanols and preparation thereof |
| CA2551867C (en) | 2003-12-31 | 2010-08-17 | Schering-Plough Ltd. | Control of parasites in animals by the use of imidazo[1,2-b]pyridazine derivatives |
| JP2005272452A (ja) | 2004-02-23 | 2005-10-06 | Nissan Chem Ind Ltd | 置換ベンズアニリド化合物及び有害生物防除剤 |
| BRPI0508140B1 (pt) * | 2004-03-05 | 2015-03-17 | Nissan Chemical Ind Ltd | Composto benzamida substituída por isoxazolina da fórmula (1); da fórmula (2) substituído por 3,5-bis (aril substituído); da fórmula (4) substituída por alquinibenzeno ou um sal do mesmo; "pesticida, agroquímico, inseticida, parasiticida contendo como ingrediente ativo um ou mais composto benzamida substituída por isoxazolina e sal do mesmo" |
| BRPI0507818A (pt) | 2004-03-26 | 2007-07-10 | Cytokine Pharmasciences Inc | composto e métodos de inibição |
| JP4833208B2 (ja) | 2004-07-28 | 2011-12-07 | インターベツト・インターナシヨナル・ベー・ベー | 増強された駆虫活性を有するアリールピラゾールおよびニトロエナミンを含む獣医学用組成物 |
| DE602005009381D1 (de) | 2004-09-23 | 2008-10-09 | Schering Plough Ltd | Bekämpfung von parasiten in tieren durch verwendung neuer trifluormethansulfonanilidoximetherderivate |
| WO2006079162A1 (en) | 2005-01-25 | 2006-08-03 | Gcc Ip Pty Ltd | Toner detection window cleaning apparatus |
| JP5051340B2 (ja) | 2005-06-06 | 2012-10-17 | 日産化学工業株式会社 | 置換イソキサゾリン化合物及び有害生物防除剤 |
| MY146795A (en) | 2005-06-09 | 2012-09-28 | Novartis Ag | Process for the synthesis of organic compounds |
| EP1890547A2 (en) | 2005-06-09 | 2008-02-27 | Schering-Plough Ltd. | Control of parasites in animals by n-[(phenyloxy)phenyl]-1,1,1-trifluoromethanesulfonamide and n-[(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide derivatives |
| BRPI0617076B1 (pt) | 2005-09-02 | 2021-07-06 | Nissan Chemical Corporation | Composto benzamida substituída por isoxazolina da fórmula (1) ou sal do mesmo; composto benzamida substituido por 4-hidroxiiminametila da fórmula (2) ou sal do mesmo; pesticida; agente agroquímico; parasiticida interno ou externo para mamíferos ou aves; inseticida ou acaricida |
| JP2007106756A (ja) | 2005-09-14 | 2007-04-26 | Nissan Chem Ind Ltd | 置換イソキサゾリン化合物及び有害生物防除剤 |
| TWI266597B (en) * | 2005-09-27 | 2006-11-11 | Delta Electronics Inc | Electronic apparatus capable of dissipating heat uniformly |
| EP1965645A2 (en) * | 2005-12-14 | 2008-09-10 | E.I. Du Pont De Nemours And Company | Isoxazolines for controlling invertebrate pests |
| TW200803740A (en) * | 2005-12-16 | 2008-01-16 | Du Pont | 5-aryl isoxazolines for controlling invertebrate pests |
| US7700808B2 (en) * | 2005-12-26 | 2010-04-20 | Nissan Chemical Industries, Ltd. | 1-3-bis(substituted phenyl)-3-hydroxypropan-1-one or 2-propen-1-one compound, and salt thereof |
| TWI412322B (zh) | 2005-12-30 | 2013-10-21 | 杜邦股份有限公司 | 控制無脊椎害蟲之異唑啉 |
| EP1997813B1 (en) | 2006-03-10 | 2010-05-05 | Nissan Chemical Industries, Ltd. | Substituted isoxazoline compound and pest control agent |
| WO2007123855A2 (en) | 2006-04-20 | 2007-11-01 | E. I. Du Pont De Nemours And Company | Pyrazolines for controlling invertebrate pests |
| JPWO2007125984A1 (ja) | 2006-04-28 | 2009-09-10 | 日本農薬株式会社 | イソキサゾリン誘導体及び有害生物防除剤並びにその使用方法 |
| JP2008044880A (ja) | 2006-08-15 | 2008-02-28 | Bayer Cropscience Ag | 殺虫性イソオキサゾリン類 |
| EP2151437A4 (en) | 2007-03-07 | 2012-05-02 | Nissan Chemical Ind Ltd | ISOXAZOLINE SUBSTITUTED BENZAMIDE COMPOUND AND PEST CONTROL AGENT |
| NZ580241A (en) | 2007-04-10 | 2011-02-25 | Bayer Cropscience Ag | Insecticidal aryl isoxazoline derivatives |
| WO2008154528A2 (en) | 2007-06-13 | 2008-12-18 | E. I. Du Pont De Nemours And Company | Isoxazoline insecticides |
| TWI430995B (zh) * | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| DK2182945T3 (da) | 2007-06-27 | 2015-11-16 | Du Pont | Fremgangsmåde til bekæmpelse af skadedyr hos dyr |
| EP2172462A4 (en) | 2007-06-27 | 2010-12-15 | Nissan Chemical Ind Ltd | METHOD FOR PRODUCING A 3-HYDROXYPROPAN-1-ON COMPOUND, METHOD FOR PRODUCING A 2-PROPENE-1-ON COMPOUND, AND METHOD FOR PRODUCING AN ISOXAZOLINE COMPOUND |
| TWI649303B (zh) | 2007-08-17 | 2019-02-01 | 杜邦股份有限公司 | 製備4-乙醯基-n-〔2-側氧基-2-〔(2,2,2-三氟乙基)胺基〕乙基〕-1-萘甲醯胺之化合物及方法 |
| TWI556741B (zh) | 2007-08-17 | 2016-11-11 | 英特威特國際股份有限公司 | 異唑啉組成物及其作為抗寄生蟲藥上的應用 |
| US8367584B2 (en) * | 2007-10-03 | 2013-02-05 | E.I. Du Pont De Nemours And Company | Naphthalene isoxazoline compounds for control of invertebrate pests |
| TW201444787A (zh) | 2008-04-09 | 2014-12-01 | Du Pont | 製備3-三氟甲基查耳酮(chalcone)之方法 |
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