RU2688919C1 - Изоксазолиновые композиции и их применение в провилактике или лечении паразитарных инвазий животных - Google Patents
Изоксазолиновые композиции и их применение в провилактике или лечении паразитарных инвазий животных Download PDFInfo
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- RU2688919C1 RU2688919C1 RU2016129474A RU2016129474A RU2688919C1 RU 2688919 C1 RU2688919 C1 RU 2688919C1 RU 2016129474 A RU2016129474 A RU 2016129474A RU 2016129474 A RU2016129474 A RU 2016129474A RU 2688919 C1 RU2688919 C1 RU 2688919C1
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- Russia
- Prior art keywords
- drinking water
- polysorbate
- polysorbate surfactant
- surfactant
- fluralaner
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- PESXGULMKCKJCC-UHFFFAOYSA-M sodium;4-methoxycarbonylphenolate Chemical class [Na+].COC(=O)C1=CC=C([O-])C=C1 PESXGULMKCKJCC-UHFFFAOYSA-M 0.000 description 1
- IXMINYBUNCWGER-UHFFFAOYSA-M sodium;4-propoxycarbonylphenolate Chemical class [Na+].CCCOC(=O)C1=CC=C([O-])C=C1 IXMINYBUNCWGER-UHFFFAOYSA-M 0.000 description 1
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- 238000010254 subcutaneous injection Methods 0.000 description 1
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Classifications
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- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
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- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
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Landscapes
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| PCT/EP2014/078634 WO2015091898A1 (en) | 2013-12-20 | 2014-12-19 | Isoxazoline compositions and use thereof in the prevention or treatment of parasite infestations in animals |
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| CN110327468B (zh) | 2013-12-20 | 2023-04-28 | 英特维特国际股份有限公司 | 异噁唑啉组合物及其在预防或治疗动物的寄生虫侵袭中的用途 |
| US20170232024A1 (en) | 2014-08-04 | 2017-08-17 | Jerry Tan Eye Surgery Pte Ltd | Pharmaceutical compositions for demodex related blepharitis and eyelid crusting |
| FI4008329T3 (fi) * | 2014-12-22 | 2025-08-22 | Intervet Int Bv | Isoksatsoliiniyhdisteitä käytettäväksi hoidettaessa demodikoosia |
| CN107750159B (zh) | 2015-06-23 | 2021-10-29 | 英特维特国际股份有限公司 | 用于消毒的饮用水的含有维生素的异噁唑啉溶液 |
| WO2018039508A1 (en) * | 2016-08-25 | 2018-03-01 | Merial, Inc. | Method for reducing unwanted effects in parasiticidal treatments |
| US20200061026A1 (en) * | 2016-10-31 | 2020-02-27 | The Scripps Research Institute | Methods and compositions for preventing vector-borne disease transmission |
| DK3707128T3 (da) * | 2017-11-07 | 2024-03-18 | Intervet Int Bv | Injicerbare, farmaceutiske isoxazolinsammensætninger og anvendelse deraf mod parasitangreb |
| CA3081653A1 (en) * | 2017-11-07 | 2019-05-16 | Intervet International B.V. | Process for preparing large size isoxazoline particles |
| CN111655241B (zh) * | 2017-12-15 | 2024-10-15 | 塔苏斯制药有限公司 | 用于治疗睑炎的异恶唑啉驱虫剂制剂和方法 |
| CN111526716B (zh) | 2017-12-20 | 2023-04-04 | 英特维特国际股份有限公司 | 用于水产养殖中的鱼外部寄生虫监测的方法和系统 |
| WO2019121851A1 (en) * | 2017-12-20 | 2019-06-27 | Intervet International B.V. | System for external fish parasite monitoring in aquaculture |
| WO2019121854A1 (en) | 2017-12-20 | 2019-06-27 | Intervet International B.V. | Method and system for external fish parasite monitoring in aquaculture |
| CA3084287A1 (en) * | 2017-12-20 | 2019-06-27 | Intervet International B.V. | System for external fish parasite monitoring in aquaculture |
| EP3726971A1 (en) * | 2017-12-20 | 2020-10-28 | Intervet International B.V. | System for external fish parasite monitoring in aquaculture |
| KR102142916B1 (ko) * | 2018-08-17 | 2020-08-10 | 부산대학교 산학협력단 | 상향식 방법을 통한 난용성 약물을 포함하는 나노현탁액의 제조방법 및 이로 제조된 나노현탁액 |
| US12502377B2 (en) | 2019-04-04 | 2025-12-23 | Tarsus Pharmaceuticals, Inc. | Method of eradicating ticks that attach to humans using lotilaner formulations |
| US20220249445A1 (en) * | 2019-06-19 | 2022-08-11 | Tarsus Pharmaceuticals, Inc. | Isoxazoline parasiticide formulations and methods for treating blepharitis |
| KR20220053550A (ko) * | 2019-06-19 | 2022-04-29 | 타르서스 파마수티칼스, 아이엔씨. | 안검염을 치료하기 위한 이소옥사졸린 구충제 제형 및 방법 |
| MX2022007455A (es) | 2019-12-18 | 2022-08-15 | Elanco Tiergesundheit Ag | Derivados de isoxazolina como plaguicidas. |
| EP4185585A1 (en) | 2020-07-24 | 2023-05-31 | Elanco Us Inc. | Process for making an isoxazoline compound and intermediate thereof |
| CN114306231B (zh) * | 2021-12-29 | 2023-03-24 | 天津市中升挑战生物科技有限公司 | 一种氟雷拉纳杀虫剂及其制备方法和应用 |
| CN117064851A (zh) * | 2023-09-20 | 2023-11-17 | 中国农业大学 | 一种异噁唑啉类驱虫药制剂的制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007053902A1 (en) * | 2005-11-10 | 2007-05-18 | Bomac Animal Health Pty Limited | Method of treating parasites |
| WO2009024541A2 (en) * | 2007-08-17 | 2009-02-26 | Intervet International B.V. | Isoxazoline compositions and their use as antiparasitics |
| WO2012089622A2 (en) * | 2010-12-27 | 2012-07-05 | Intervet International B.V. | Topical localized isoxazoline formulation |
| US20130065846A1 (en) * | 2011-09-12 | 2013-03-14 | Mark D. Soll | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3727648A1 (de) | 1987-08-19 | 1989-03-02 | Bayer Ag | Neue avermectin derivate, verfahren zu ihrer herstellung und ihre verwendung |
| US6998131B2 (en) * | 1996-09-19 | 2006-02-14 | Merial Limited | Spot-on formulations for combating parasites |
| CN102558082B (zh) | 2004-03-05 | 2015-09-30 | 日产化学工业株式会社 | 异噁唑啉取代苯甲酰胺化合物的制备中间体 |
| 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 | Du Pont | 控制無脊椎害蟲之異唑啉 |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| CA2971008A1 (en) * | 2007-06-27 | 2008-12-31 | E. I. Du Pont De Nemours And Company | Animal pest control method |
| TWI411395B (zh) | 2007-12-24 | 2013-10-11 | Syngenta Participations Ag | 殺蟲化合物 |
| CN102088856B (zh) * | 2008-07-09 | 2015-11-25 | 巴斯夫欧洲公司 | 包含异*唑啉化合物的杀虫活性混合物i |
| AU2009270255B2 (en) | 2008-07-09 | 2013-12-12 | Nissan Chemical Corporation | Process for production of isoxazoline-substituted benzoic acid amide compound |
| EP2364147A2 (en) * | 2008-11-19 | 2011-09-14 | Merial Limited | Compositions comprising 1-arylpyrazole alone or in combination with formamidine for the treatment of parasitic infection |
| CA2747060A1 (en) | 2008-12-18 | 2010-07-15 | Novartis Ag | Isoxazolines derivatives and their use as pesticide |
| AR074790A1 (es) | 2008-12-19 | 2011-02-09 | Novartis Ag | Derivados de isooxazol sustituidos, composiciones farmaceuticas y para el control de parasitos que los comprenden y su uso en metodos para controlar parasitos en y sobre animales de sangre caliente. |
| AU2010278948B2 (en) | 2009-07-30 | 2015-04-23 | Boehringer Ingelheim Animal Health USA Inc. | Insecticidal 4-Amino-thieno(2,3-d)-pyrimidine compounds and methods of their use |
| AR081843A1 (es) | 2010-06-09 | 2012-10-24 | Syngenta Participations Ag | Mezclas pesticidas incluyendo derivados isoxazolina |
| DK178277B1 (da) * | 2010-06-18 | 2015-10-26 | Novartis Tiergesundheit Ag | Diaryloxazolinforbindelser til bekæmpelse af fiskelus |
| HUE058290T2 (hu) * | 2010-12-27 | 2022-07-28 | Intervet Int Bv | Topikális lokalizált izoxazolin formuláció, amely tartalmaz glikofurolt |
| MX2013009211A (es) | 2011-02-10 | 2013-08-29 | Novartis Ag | Derivados de isoxazolina para controlar plagas de invertebrados. |
| WO2012120399A1 (en) | 2011-03-10 | 2012-09-13 | Pfizer Inc. | Spirocyclic isoxazoline derivatives as antiparasitic agents |
| WO2013026695A1 (en) | 2011-08-25 | 2013-02-28 | Syngenta Participations Ag | Isoxazoline derivatives as insecticidal compounds |
| WO2013026931A1 (en) | 2011-08-25 | 2013-02-28 | Syngenta Participations Ag | Isoxazoline derivatives as insecticidal compounds |
| CN103842346A (zh) | 2011-10-03 | 2014-06-04 | 先正达参股股份有限公司 | 作为杀虫化合物的异噁唑啉衍生物 |
| ES2633611T5 (es) | 2012-04-04 | 2023-09-26 | Intervet Int Bv | Composiciones farmacéuticas orales sólidas de compuestos de isoxazolina |
| CA2924537C (en) | 2013-09-30 | 2018-01-16 | Todd P. Foster | Long-acting spiro-isoxazoline formulations |
| US10272071B2 (en) * | 2013-12-20 | 2019-04-30 | Intervet Inc. | Use of isoxazoline derivatives for the treatment or prevention of arthropod infestations in poultry |
| CN110327468B (zh) * | 2013-12-20 | 2023-04-28 | 英特维特国际股份有限公司 | 异噁唑啉组合物及其在预防或治疗动物的寄生虫侵袭中的用途 |
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- 2014-12-19 PL PL14815365.3T patent/PL3082867T3/pl unknown
- 2014-12-19 EP EP14815365.3A patent/EP3082867B1/en active Active
- 2014-12-19 CN CN201480068585.9A patent/CN105813651B/zh active Active
- 2014-12-19 ES ES14815365T patent/ES2971061T3/es active Active
- 2014-12-19 ES ES23206906T patent/ES3036365T3/es active Active
- 2014-12-19 JP JP2016540677A patent/JP6581586B2/ja active Active
-
2019
- 2019-09-13 US US16/570,633 patent/US20200000720A1/en not_active Abandoned
-
2021
- 2021-07-30 US US17/390,296 patent/US11883530B2/en active Active
-
2023
- 2023-12-06 US US18/530,282 patent/US20240122849A1/en not_active Abandoned
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007053902A1 (en) * | 2005-11-10 | 2007-05-18 | Bomac Animal Health Pty Limited | Method of treating parasites |
| WO2009024541A2 (en) * | 2007-08-17 | 2009-02-26 | Intervet International B.V. | Isoxazoline compositions and their use as antiparasitics |
| WO2012089622A2 (en) * | 2010-12-27 | 2012-07-05 | Intervet International B.V. | Topical localized isoxazoline formulation |
| US20130065846A1 (en) * | 2011-09-12 | 2013-03-14 | Mark D. Soll | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2016008118A (es) | 2016-09-16 |
| ES3036365T3 (en) | 2025-09-18 |
| RU2019114223A (ru) | 2019-06-28 |
| CN105813651A (zh) | 2016-07-27 |
| JP6581586B2 (ja) | 2019-09-25 |
| US11883530B2 (en) | 2024-01-30 |
| EP4306168A2 (en) | 2024-01-17 |
| US20200000720A1 (en) | 2020-01-02 |
| EP3082867A1 (en) | 2016-10-26 |
| JP2016540809A (ja) | 2016-12-28 |
| MX373872B (es) | 2020-03-26 |
| CN105813651B (zh) | 2021-11-23 |
| CN110327468A (zh) | 2019-10-15 |
| HUE066811T2 (hu) | 2024-09-28 |
| PL4306168T3 (pl) | 2025-11-17 |
| US20240122849A1 (en) | 2024-04-18 |
| EP3082867B1 (en) | 2024-01-17 |
| EP4306168B1 (en) | 2025-06-25 |
| RU2016129474A (ru) | 2018-01-25 |
| WO2015091898A1 (en) | 2015-06-25 |
| ES2971061T3 (es) | 2024-06-03 |
| EP4306168A3 (en) | 2024-03-13 |
| US20160317439A1 (en) | 2016-11-03 |
| US10456358B2 (en) | 2019-10-29 |
| PT4306168T (pt) | 2025-07-24 |
| US20210353537A1 (en) | 2021-11-18 |
| PL3082867T3 (pl) | 2024-05-13 |
| CN110327468B (zh) | 2023-04-28 |
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