MX2016008301A - Compuestos insecticidas. - Google Patents
Compuestos insecticidas.Info
- Publication number
- MX2016008301A MX2016008301A MX2016008301A MX2016008301A MX2016008301A MX 2016008301 A MX2016008301 A MX 2016008301A MX 2016008301 A MX2016008301 A MX 2016008301A MX 2016008301 A MX2016008301 A MX 2016008301A MX 2016008301 A MX2016008301 A MX 2016008301A
- Authority
- MX
- Mexico
- Prior art keywords
- insecticidal
- insecticidal compounds
- formula
- accharide
- nematicidal
- Prior art date
Links
- 230000000749 insecticidal effect Effects 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 title 1
- 241000238631 Hexapoda Species 0.000 abstract 1
- 241000237852 Mollusca Species 0.000 abstract 1
- 241000244206 Nematoda Species 0.000 abstract 1
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000002013 molluscicidal effect Effects 0.000 abstract 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical class CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 abstract 1
- 230000001069 nematicidal effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
- A01N37/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides containing at least one oxygen or sulfur atom being directly attached to the same aromatic ring system
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/58—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
- C07C255/60—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton at least one of the singly-bound nitrogen atoms being acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
La presente invención se refiere a derivados de bis-amida novedosos de fórmula (I) que tienen actividad insecticida, a procesos e intermedios para prepararlos, a composiciones insecticidas, acaricidas, nematicidas o molusquicidas que los comprenden y a métodos para emplearlos con el fin de combatir y controlar plagas de insectos, acáridos, nematodos o moluscos (ver Fórmula) donde R, Y, X1., X2 y Q son como se han definido en la reivindicación 1; o sales de los mismos.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13199383 | 2013-12-23 | ||
| PCT/EP2014/078815 WO2015097094A1 (en) | 2013-12-23 | 2014-12-19 | Insecticidal compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2016008301A true MX2016008301A (es) | 2016-09-08 |
| MX378850B MX378850B (es) | 2025-03-10 |
Family
ID=49876497
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2016008301A MX378850B (es) | 2013-12-23 | 2014-12-19 | Compuestos insecticidas. |
Country Status (11)
| Country | Link |
|---|---|
| US (5) | US9839216B2 (es) |
| EP (1) | EP3087053B1 (es) |
| JP (2) | JP6838967B2 (es) |
| CN (1) | CN105873901B (es) |
| AU (1) | AU2014372696B9 (es) |
| BR (1) | BR112016014907B1 (es) |
| CA (1) | CA2934780C (es) |
| ES (1) | ES2769600T3 (es) |
| HU (1) | HUE047544T2 (es) |
| MX (1) | MX378850B (es) |
| WO (1) | WO2015097094A1 (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2769600T3 (es) * | 2013-12-23 | 2020-06-26 | Syngenta Participations Ag | Compuestos insecticidas |
| JP6571662B2 (ja) * | 2013-12-23 | 2019-09-04 | シンジェンタ パーティシペーションズ アーゲー | 殺虫性化合物 |
| MX2018008846A (es) | 2016-01-25 | 2019-02-20 | Dow Agrosciences Llc | Moléculas que tienen utilidad plaguicida, e intermediarios, composiciones y procesos relacionados con ellas. |
| KR102893495B1 (ko) * | 2016-01-25 | 2025-12-02 | 코르테바 애그리사이언스 엘엘씨 | 살충 유용성을 갖는 분자, 및 그와 관련된 중간체, 조성물 및 방법 |
| TWI780112B (zh) | 2017-03-31 | 2022-10-11 | 美商科迪華農業科技有限責任公司 | 具有殺蟲效用之分子,及其相關之中間物、組成物暨方法 |
| MX2020002982A (es) * | 2017-09-20 | 2020-07-22 | Mitsui Chemicals Agro Inc | Agente prolongado de control de ectoparasito para animales. |
| CN112105599B (zh) | 2018-05-11 | 2023-05-12 | 广西思钺生物科技有限责任公司 | 一种苯甲酰胺类化合物及其应用 |
| CN112457288B (zh) * | 2019-09-06 | 2021-12-14 | 沈阳中化农药化工研发有限公司 | 一种胡椒酸衍生物及其应用 |
| CN112661665B (zh) * | 2019-10-15 | 2021-09-14 | 南通泰禾化工股份有限公司 | 一种酰胺类化合物及其制备方法和应用 |
| CN113321595B (zh) * | 2020-02-28 | 2023-12-22 | 南通泰禾化工股份有限公司 | 一种间二酰胺类化合物及其应用 |
| CN115304512A (zh) * | 2021-05-06 | 2022-11-08 | 上海晓明检测技术服务有限公司 | 一种酰胺类化合物及其制备方法和应用 |
| CN114394912B (zh) * | 2022-01-24 | 2024-01-26 | 海利尔药业集团股份有限公司 | 一种间二酰胺类化合物或其作为农药可接受的盐、组合物及其用途 |
| AU2023342298A1 (en) * | 2022-09-15 | 2025-03-06 | In The Bowl Animal Health, Inc. | Feed and methods for controlling heartworm infections in a mammal |
| CN118077702A (zh) * | 2022-11-25 | 2024-05-28 | 沈阳中化农药化工研发有限公司 | 一种含间二酰胺类化合物的杀虫制剂及其应用 |
| CN115745878A (zh) * | 2022-12-02 | 2023-03-07 | 青岛科技大学 | 一种含氟吡啶双酰胺类杀虫杀螨剂 |
| CN116332708A (zh) * | 2023-03-23 | 2023-06-27 | 长沙华秦高新科技有限公司 | 一种烟花硝药及其制备方法 |
| CN118754821B (zh) * | 2023-11-10 | 2025-06-24 | 深圳大学 | 一种间二酰胺类化合物及其作为农药可接受的盐、制备方法、组合物和应用 |
| CN120923372A (zh) * | 2025-10-13 | 2025-11-11 | 艾格福作物科技有限公司 | 一种含溴氟双酰胺衍生物及其制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0413156B1 (pt) | 2003-08-29 | 2018-09-11 | Mitsui Chemicals Inc | compostos, métodos para produção dos mesmos, derivados de anilina, inseticidas e métodos para usar produto químico e para prevenção de pestes |
| ES2619203T3 (es) | 2004-01-28 | 2017-06-23 | Mitsui Chemicals Agro, Inc. | Derivados de amida, procesos para la producción de los mismos y método para su aplicación como insecticidas |
| CN101203485A (zh) * | 2005-06-23 | 2008-06-18 | 三井化学株式会社 | 酰胺衍生物、含有该化合物的杀虫剂及其使用方法 |
| CA2612507A1 (en) * | 2005-06-23 | 2006-12-28 | Mitsui Chemicals, Inc. | Amide derivative, insecticide containing the same and method for application thereof as insecticide |
| GB0720320D0 (en) | 2007-10-17 | 2007-11-28 | Syngenta Participations Ag | Insecticidal compounds |
| EP2072501A1 (en) * | 2007-12-21 | 2009-06-24 | Bayer CropScience AG | Aminobenzamide derivatives as useful agents for controlling animal parasites |
| VN27368A1 (en) * | 2008-08-13 | 2011-09-26 | Mitsui Chemicals Agro Inc | Amide derivative, pest control agent containing the amide derivative and use of the pest control agent |
| WO2012164698A1 (ja) * | 2011-06-01 | 2012-12-06 | アグロカネショウ株式会社 | 3-アミノオキサリルアミノベンズアミド誘導体及びこれを有効成分とする殺虫、殺ダニ剤 |
| US9023873B2 (en) * | 2011-10-03 | 2015-05-05 | Syngenta Participations Ag | Insecticidal 2-methoxybenzamide derivatives |
| EP2981519B1 (en) | 2013-04-02 | 2018-08-01 | Syngenta Participations AG | Process for the preparation of amides from hindered anilines containing a perhaloalkyl group |
| CN105189457A (zh) * | 2013-04-02 | 2015-12-23 | 先正达参股股份有限公司 | 杀虫化合物 |
| ES2769600T3 (es) * | 2013-12-23 | 2020-06-26 | Syngenta Participations Ag | Compuestos insecticidas |
| JP2019163848A (ja) * | 2018-03-20 | 2019-09-26 | Ntn株式会社 | 車輪用軸受装置 |
-
2014
- 2014-12-19 ES ES14816261T patent/ES2769600T3/es active Active
- 2014-12-19 CA CA2934780A patent/CA2934780C/en active Active
- 2014-12-19 JP JP2016542158A patent/JP6838967B2/ja not_active Expired - Fee Related
- 2014-12-19 EP EP14816261.3A patent/EP3087053B1/en active Active
- 2014-12-19 AU AU2014372696A patent/AU2014372696B9/en not_active Ceased
- 2014-12-19 WO PCT/EP2014/078815 patent/WO2015097094A1/en not_active Ceased
- 2014-12-19 HU HUE14816261A patent/HUE047544T2/hu unknown
- 2014-12-19 MX MX2016008301A patent/MX378850B/es unknown
- 2014-12-19 BR BR112016014907-6A patent/BR112016014907B1/pt not_active IP Right Cessation
- 2014-12-19 US US15/107,388 patent/US9839216B2/en not_active Expired - Fee Related
- 2014-12-19 CN CN201480070472.2A patent/CN105873901B/zh not_active Expired - Fee Related
-
2017
- 2017-11-28 US US15/824,099 patent/US20180077930A1/en not_active Abandoned
-
2018
- 2018-11-14 US US16/191,145 patent/US20190075792A1/en not_active Abandoned
-
2019
- 2019-09-09 JP JP2019163848A patent/JP6872588B2/ja not_active Expired - Fee Related
-
2020
- 2020-02-14 US US16/791,783 patent/US20200253205A1/en not_active Abandoned
- 2020-11-02 US US17/086,670 patent/US11445724B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP6872588B2 (ja) | 2021-05-19 |
| CA2934780A1 (en) | 2015-07-02 |
| EP3087053A1 (en) | 2016-11-02 |
| US20190075792A1 (en) | 2019-03-14 |
| CA2934780C (en) | 2022-04-12 |
| US20170000120A1 (en) | 2017-01-05 |
| BR112016014907B1 (pt) | 2022-01-11 |
| AU2014372696B2 (en) | 2019-06-06 |
| MX378850B (es) | 2025-03-10 |
| JP6838967B2 (ja) | 2021-03-03 |
| US20210051955A1 (en) | 2021-02-25 |
| AU2014372696A1 (en) | 2016-06-23 |
| CN105873901A (zh) | 2016-08-17 |
| US11445724B2 (en) | 2022-09-20 |
| EP3087053B1 (en) | 2019-11-20 |
| HUE047544T2 (hu) | 2020-04-28 |
| US20180077930A1 (en) | 2018-03-22 |
| ES2769600T3 (es) | 2020-06-26 |
| JP2020002169A (ja) | 2020-01-09 |
| JP2017502037A (ja) | 2017-01-19 |
| WO2015097094A1 (en) | 2015-07-02 |
| CN105873901B (zh) | 2018-07-03 |
| BR112016014907A2 (pt) | 2020-12-15 |
| US9839216B2 (en) | 2017-12-12 |
| US20200253205A1 (en) | 2020-08-13 |
| AU2014372696B9 (en) | 2019-06-20 |
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