ZA200309245B - Herbicidal substituted pyridines, method for producing the same and their use as herbicidal agents and plant growth regulators. - Google Patents
Herbicidal substituted pyridines, method for producing the same and their use as herbicidal agents and plant growth regulators. Download PDFInfo
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- ZA200309245B ZA200309245B ZA200309245A ZA200309245A ZA200309245B ZA 200309245 B ZA200309245 B ZA 200309245B ZA 200309245 A ZA200309245 A ZA 200309245A ZA 200309245 A ZA200309245 A ZA 200309245A ZA 200309245 B ZA200309245 B ZA 200309245B
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- South Africa
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- radicals
- substituted
- formula
- alkyl
- alkoxy
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Classifications
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- 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- C07D213/643—2-Phenoxypyridines; Derivatives thereof
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- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
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- A—HUMAN NECESSITIES
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
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- A—HUMAN NECESSITIES
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
-
- A—HUMAN NECESSITIES
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- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/69—Two or more oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10130397A DE10130397A1 (de) | 2001-06-23 | 2001-06-23 | Herbizide substituierte Pyridine, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbzide und Pflanzenwachstumsregulatoren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200309245B true ZA200309245B (en) | 2004-06-09 |
Family
ID=7689249
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200309245A ZA200309245B (en) | 2001-06-23 | 2003-11-27 | Herbicidal substituted pyridines, method for producing the same and their use as herbicidal agents and plant growth regulators. |
Country Status (20)
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| EP (1) | EP1401827A2 (es) |
| JP (1) | JP2004536094A (es) |
| KR (1) | KR20040010775A (es) |
| CN (1) | CN1520407A (es) |
| AR (1) | AR036105A1 (es) |
| AU (1) | AU2002319249B2 (es) |
| BR (1) | BR0210638A (es) |
| CA (1) | CA2451354A1 (es) |
| CZ (1) | CZ20033547A3 (es) |
| DE (1) | DE10130397A1 (es) |
| IL (1) | IL159503A0 (es) |
| MX (1) | MXPA03011782A (es) |
| PL (1) | PL367131A1 (es) |
| RU (1) | RU2304141C2 (es) |
| SK (1) | SK15692003A3 (es) |
| TW (1) | TWI259057B (es) |
| UA (1) | UA76476C2 (es) |
| WO (1) | WO2003000679A2 (es) |
| ZA (1) | ZA200309245B (es) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006517958A (ja) | 2003-02-19 | 2006-08-03 | ニューロジェン・コーポレイション | アリール酸ピリミジニルメチルアミド、ピリダジニルメチルアミドおよび関連化合物 |
| WO2005007627A1 (ja) * | 2003-07-18 | 2005-01-27 | Nihon Nohyaku Co., Ltd. | フェニルピリジン誘導体、その中間体及びこれを有効成分とする除草剤 |
| RU2383536C2 (ru) | 2004-08-04 | 2010-03-10 | Тайсо Фармасьютикал Ко., Лтд. | Производное триазола |
| CN101415691B (zh) | 2006-02-03 | 2011-12-14 | 大正制药株式会社 | 三唑衍生物 |
| US7994204B2 (en) | 2006-02-06 | 2011-08-09 | Taisho Pharmaceutical Co., Ltd | Binding inhibitor of sphingosine-1-phosphate |
| CN101466676B (zh) * | 2006-04-12 | 2012-07-18 | 默沙东公司 | 吡啶基酰胺类t-型钙通道拮抗剂 |
| PL2177512T3 (pl) | 2007-08-01 | 2012-09-28 | Taisho Pharmaceutical Co Ltd | Inhibitor wiązania S1P1 |
| US8097712B2 (en) | 2007-11-07 | 2012-01-17 | Beelogics Inc. | Compositions for conferring tolerance to viral disease in social insects, and the use thereof |
| US8962584B2 (en) | 2009-10-14 | 2015-02-24 | Yissum Research Development Company Of The Hebrew University Of Jerusalem, Ltd. | Compositions for controlling Varroa mites in bees |
| US20130047297A1 (en) | 2010-03-08 | 2013-02-21 | Robert D. Sammons | Polynucleotide molecules for gene regulation in plants |
| AU2012308694B2 (en) | 2011-09-13 | 2018-06-14 | Monsanto Technology Llc | Methods and compositions for weed control |
| US10806146B2 (en) | 2011-09-13 | 2020-10-20 | Monsanto Technology Llc | Methods and compositions for weed control |
| US10829828B2 (en) | 2011-09-13 | 2020-11-10 | Monsanto Technology Llc | Methods and compositions for weed control |
| WO2013040117A1 (en) | 2011-09-13 | 2013-03-21 | Monsanto Technology Llc | Methods and compositions for weed control |
| CA2848695A1 (en) | 2011-09-13 | 2013-03-21 | Monsanto Technology Llc | Methods and composition for weed control comprising inhibiting ppg oxidase |
| CN103930549B (zh) | 2011-09-13 | 2020-09-18 | 孟山都技术公司 | 用于杂草控制的方法和组合物 |
| EP3382027A3 (en) | 2011-09-13 | 2018-10-31 | Monsanto Technology LLC | Methods and compositions for weed control |
| US10760086B2 (en) | 2011-09-13 | 2020-09-01 | Monsanto Technology Llc | Methods and compositions for weed control |
| CN107739737A (zh) | 2011-09-13 | 2018-02-27 | 孟山都技术公司 | 用于杂草控制的方法和组合物 |
| EP2570406A1 (en) * | 2011-09-16 | 2013-03-20 | Syngenta Participations AG. | Plant growth regulating compounds |
| GB201121539D0 (en) * | 2011-12-14 | 2012-01-25 | Syngenta Participations Ag | Plant growth regulating compounds |
| AR091143A1 (es) | 2012-05-24 | 2015-01-14 | Seeds Ltd Ab | Composiciones y metodos para silenciar la expresion genetica |
| JP6387000B2 (ja) * | 2012-06-30 | 2018-09-05 | ダウ アグロサイエンシィズ エルエルシー | Ｎ−置換スルホキシイミン・ピリジンｎ−オキシドの製造 |
| KR102087160B1 (ko) * | 2012-06-30 | 2020-03-10 | 다우 아그로사이언시즈 엘엘씨 | 피리딘 n-옥시드 및 그의 제조 방법 |
| US10182584B2 (en) * | 2012-12-12 | 2019-01-22 | Symrise Ag | Cooling preparations |
| US10683505B2 (en) | 2013-01-01 | 2020-06-16 | Monsanto Technology Llc | Methods of introducing dsRNA to plant seeds for modulating gene expression |
| BR112015015976A2 (pt) | 2013-01-01 | 2018-04-10 | A. B. Seeds Ltd. | método para introduzir dsrna em sementes para modular a expressão genética |
| EP3604535A3 (en) | 2013-03-13 | 2020-04-22 | Monsanto Technology LLC | Methods and compositions for weed control |
| AU2014248958A1 (en) | 2013-03-13 | 2015-10-01 | Monsanto Technology Llc | Methods and compositions for weed control |
| US10568328B2 (en) | 2013-03-15 | 2020-02-25 | Monsanto Technology Llc | Methods and compositions for weed control |
| EP3608412A3 (en) | 2013-07-19 | 2020-04-08 | Monsanto Technology LLC | Compositions and methods for controlling leptinotarsa |
| US9850496B2 (en) | 2013-07-19 | 2017-12-26 | Monsanto Technology Llc | Compositions and methods for controlling Leptinotarsa |
| US9540642B2 (en) | 2013-11-04 | 2017-01-10 | The United States Of America, As Represented By The Secretary Of Agriculture | Compositions and methods for controlling arthropod parasite and pest infestations |
| UA119253C2 (uk) | 2013-12-10 | 2019-05-27 | Біолоджикс, Інк. | Спосіб боротьби із вірусом у кліща varroa та у бджіл |
| WO2015108982A2 (en) | 2014-01-15 | 2015-07-23 | Monsanto Technology Llc | Methods and compositions for weed control using epsps polynucleotides |
| WO2015153339A2 (en) | 2014-04-01 | 2015-10-08 | Monsanto Technology Llc | Compositions and methods for controlling insect pests |
| CN106795515B (zh) | 2014-06-23 | 2021-06-08 | 孟山都技术公司 | 用于经由rna干扰调控基因表达的组合物和方法 |
| EP3161138A4 (en) | 2014-06-25 | 2017-12-06 | Monsanto Technology LLC | Methods and compositions for delivering nucleic acids to plant cells and regulating gene expression |
| UA125244C2 (uk) | 2014-07-29 | 2022-02-09 | Монсанто Текнолоджі Елелсі | Спосіб умертвіння або припинення росту комахи |
| PL3256589T3 (pl) | 2015-01-22 | 2022-02-21 | Monsanto Technology Llc | Kompozycje i sposoby kontrolowania leptinotarsa |
| EP3302053B1 (en) | 2015-06-02 | 2021-03-17 | Monsanto Technology LLC | Compositions and methods for delivery of a polynucleotide into a plant |
| AU2016270913A1 (en) | 2015-06-03 | 2018-01-04 | Monsanto Technology Llc | Methods and compositions for introducing nucleic acids into plants |
| CA3228632A1 (en) | 2015-12-24 | 2017-06-29 | Kyowa Kirin Co., Ltd. | .alpha.,.beta.-unsaturated amide compound |
| CN110831925A (zh) | 2017-06-26 | 2020-02-21 | 日本曹达株式会社 | 杂芳基嘧啶化合物和有害生物防除剂 |
| CN107382847A (zh) * | 2017-07-21 | 2017-11-24 | 南通嘉禾化工有限公司 | 一种氟吡草胺的合成方法 |
| CN110639487A (zh) | 2019-09-30 | 2020-01-03 | 京东方科技集团股份有限公司 | 涂层材料的制备方法、涂层材料、催化剂以及三元催化器 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4030910A (en) * | 1974-01-22 | 1977-06-21 | The Dow Chemical Company | Substituted pyridinyloxy(thio)phenyl -acetamides, -ureas and urea derivatives, herbicidal compositions and methods containing same |
| EP0196184B1 (en) | 1985-03-16 | 1992-09-16 | The Wellcome Foundation Limited | Aryl derivatives |
| GB8820185D0 (en) * | 1988-08-25 | 1988-09-28 | Wellcome Found | New medical use |
| GB9005965D0 (en) * | 1990-03-16 | 1990-05-09 | Shell Int Research | Herbicidal carboxamide derivatives |
| GB9025828D0 (en) * | 1990-11-28 | 1991-01-09 | Shell Int Research | Herbicidal carboxamide derivatives |
| TW212792B (es) * | 1991-09-13 | 1993-09-11 | Shell Internat Res Schappej B V | |
| IL107335A (en) * | 1992-10-22 | 1997-09-30 | Shell Int Research | Picolinamide derivatives, their preparation and their use as herbicides |
| GB2277930A (en) * | 1993-05-11 | 1994-11-16 | Shell Int Research | Herbicidal picolinamide derivatives |
| CA2153839C (en) * | 1994-07-14 | 2005-09-20 | Hisashi Kanno | 2-(unsubstituted or substituted) (benzyloxy or phenoxy)-4-substituted-6-(meta-substituted phenoxy)pyridine, process for producing the same, and herbicidal composition |
| EP0723960B1 (en) * | 1995-01-26 | 2003-04-02 | Basf Aktiengesellschaft | Herbicidal 2,6-disubstituted pyridines and 2,4-disubstituted pyrimidines |
| JPH08277287A (ja) * | 1995-02-09 | 1996-10-22 | Mitsubishi Chem Corp | インダゾール類およびその用途 |
| US5710106A (en) * | 1996-02-22 | 1998-01-20 | American Cyanamid Company | Substituted pyridine herbicidal agents |
| DE69735703T2 (de) * | 1996-07-30 | 2006-08-31 | Basf Ag | Herbizid wirsame substituierte pyridin-derivate |
| BR9813965A (pt) * | 1997-11-07 | 2000-09-26 | American Cyanamid Co | Composto, processos para a preparaçãode um composto e para o controle de espécies de plantas perenes e aquáticas monocotiledÈneas e dicotiledÈneas anuais, e, composição herbicida |
| US5869426A (en) * | 1997-11-07 | 1999-02-09 | American Cyanamid Company | Herbicidal 6-thienyloxypyrid-2-carboxamides |
| DE69837621T2 (de) * | 1997-12-03 | 2007-12-27 | Mid-America Commercialization Corp., Manhattan | Substituierte pyrimidine und pyridine als unkrautbekämpfungsmittel |
| TR200002801T2 (tr) * | 1998-04-01 | 2000-12-21 | Janssen Pharmaceutica N.V. | PDE IV engelleyici piridin türevleri |
| CA2270843A1 (en) * | 1998-05-05 | 1999-11-05 | American Cyanamid Company | Herbicidal pyridine compounds |
| EP0955292A1 (en) * | 1998-05-05 | 1999-11-10 | American Cyanamid Company | Herbicidal 2-(cycloalk(en)yloxy)-6-(hetero)aryloxy(thio)pyridines |
| WO2000075112A1 (fr) * | 1999-06-09 | 2000-12-14 | Kureha Kagaku Kogyo Kabushiki Kaisha | Nouveaux derives de n-(2,2,2-trifluoroethyl)-4-methoxy-6-[(substitue ou non substitue) m-cyanophenoxy]-2-pyridinecaroxamide, leur procede de production et herbicides afferents |
| AU2000254293A1 (en) * | 1999-06-29 | 2001-01-31 | Kureha Kagaku Kogyo Kabushiki Kaisha | 2-(optionally substituted benzoylamino)-6-(optionally substituted phenoxy)pyridine derivatives, process for the preparation thereof and herbicides |
-
2001
- 2001-06-23 DE DE10130397A patent/DE10130397A1/de not_active Ceased
-
2002
- 2002-06-20 CZ CZ20033547A patent/CZ20033547A3/cs unknown
- 2002-06-20 IL IL15950302A patent/IL159503A0/xx unknown
- 2002-06-20 UA UA2004010503A patent/UA76476C2/uk unknown
- 2002-06-20 JP JP2003507083A patent/JP2004536094A/ja not_active Abandoned
- 2002-06-20 RU RU2004101956/04A patent/RU2304141C2/ru not_active IP Right Cessation
- 2002-06-20 WO PCT/EP2002/006840 patent/WO2003000679A2/de active Application Filing
- 2002-06-20 KR KR10-2003-7016780A patent/KR20040010775A/ko not_active Application Discontinuation
- 2002-06-20 PL PL02367131A patent/PL367131A1/xx not_active Application Discontinuation
- 2002-06-20 MX MXPA03011782A patent/MXPA03011782A/es active IP Right Grant
- 2002-06-20 BR BR0210638-8A patent/BR0210638A/pt not_active IP Right Cessation
- 2002-06-20 CN CNA028126262A patent/CN1520407A/zh active Pending
- 2002-06-20 CA CA002451354A patent/CA2451354A1/en not_active Abandoned
- 2002-06-20 AU AU2002319249A patent/AU2002319249B2/en not_active Ceased
- 2002-06-20 SK SK1569-2003A patent/SK15692003A3/sk not_active Application Discontinuation
- 2002-06-20 EP EP02748802A patent/EP1401827A2/de not_active Withdrawn
- 2002-06-21 TW TW091113809A patent/TWI259057B/zh not_active IP Right Cessation
- 2002-06-21 AR ARP020102347A patent/AR036105A1/es not_active Application Discontinuation
- 2002-06-21 US US10/177,526 patent/US6794336B2/en not_active Expired - Fee Related
-
2003
- 2003-11-27 ZA ZA200309245A patent/ZA200309245B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL159503A0 (en) | 2004-06-01 |
| MXPA03011782A (es) | 2004-04-02 |
| TWI259057B (en) | 2006-08-01 |
| PL367131A1 (en) | 2005-02-21 |
| KR20040010775A (ko) | 2004-01-31 |
| DE10130397A1 (de) | 2003-01-09 |
| AU2002319249B2 (en) | 2008-01-31 |
| JP2004536094A (ja) | 2004-12-02 |
| EP1401827A2 (de) | 2004-03-31 |
| RU2304141C2 (ru) | 2007-08-10 |
| CZ20033547A3 (cs) | 2004-05-12 |
| CA2451354A1 (en) | 2003-01-03 |
| BR0210638A (pt) | 2004-07-20 |
| US6794336B2 (en) | 2004-09-21 |
| CN1520407A (zh) | 2004-08-11 |
| SK15692003A3 (sk) | 2004-07-07 |
| RU2004101956A (ru) | 2005-06-27 |
| US20030229125A1 (en) | 2003-12-11 |
| UA76476C2 (en) | 2006-08-15 |
| WO2003000679A3 (de) | 2003-04-24 |
| WO2003000679A2 (de) | 2003-01-03 |
| AR036105A1 (es) | 2004-08-11 |
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