CA2640502A1 - Composition pesticide comprenant des derives d'indole - Google Patents
Composition pesticide comprenant des derives d'indole Download PDFInfo
- Publication number
- CA2640502A1 CA2640502A1 CA002640502A CA2640502A CA2640502A1 CA 2640502 A1 CA2640502 A1 CA 2640502A1 CA 002640502 A CA002640502 A CA 002640502A CA 2640502 A CA2640502 A CA 2640502A CA 2640502 A1 CA2640502 A1 CA 2640502A1
- Authority
- CA
- Canada
- Prior art keywords
- compound
- pesticidal
- plant
- indole
- derivative
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 230000000361 pesticidal effect Effects 0.000 title claims abstract description 98
- 239000000203 mixture Substances 0.000 title claims abstract description 82
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title claims description 47
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 title claims description 21
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 title claims description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 89
- 238000000034 method Methods 0.000 claims abstract description 64
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 55
- 239000000126 substance Substances 0.000 claims abstract description 39
- 230000008569 process Effects 0.000 claims abstract description 34
- 239000000575 pesticide Substances 0.000 claims abstract description 27
- 239000000463 material Substances 0.000 claims abstract description 15
- 241000233866 Fungi Species 0.000 claims abstract description 10
- 230000009471 action Effects 0.000 claims abstract description 9
- 208000015181 infectious disease Diseases 0.000 claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 102000014914 Carrier Proteins Human genes 0.000 claims abstract description 4
- 108091008324 binding proteins Proteins 0.000 claims abstract description 4
- 241000196324 Embryophyta Species 0.000 claims description 90
- -1 aminomethylen Chemical group 0.000 claims description 47
- 239000002207 metabolite Substances 0.000 claims description 40
- XORXMCSFLQONPF-UHFFFAOYSA-N n-methyl-1h-indol-3-amine Chemical compound C1=CC=C2C(NC)=CNC2=C1 XORXMCSFLQONPF-UHFFFAOYSA-N 0.000 claims description 29
- 108090000623 proteins and genes Proteins 0.000 claims description 25
- 150000002148 esters Chemical class 0.000 claims description 21
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 239000007787 solid Substances 0.000 claims description 18
- 102000004169 proteins and genes Human genes 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 15
- 229910019142 PO4 Inorganic materials 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 14
- 239000010452 phosphate Substances 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 239000003921 oil Substances 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 150000002367 halogens Chemical class 0.000 claims description 12
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 11
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 11
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- 125000003545 alkoxy group Chemical group 0.000 claims description 10
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- 125000003342 alkenyl group Chemical group 0.000 claims description 9
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- 230000000844 anti-bacterial effect Effects 0.000 claims description 8
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- 239000000417 fungicide Substances 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
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- 235000011301 Brassica oleracea var capitata Nutrition 0.000 claims description 3
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- 229920000742 Cotton Polymers 0.000 claims description 3
- 235000010469 Glycine max Nutrition 0.000 claims description 3
- 240000005979 Hordeum vulgare Species 0.000 claims description 3
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 244000061456 Solanum tuberosum Species 0.000 claims description 3
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- 244000000003 plant pathogen Species 0.000 claims description 3
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- ITPBOYVJMDECCC-UHFFFAOYSA-N 3-methyl-1h-indol-2-amine Chemical compound C1=CC=C2C(C)=C(N)NC2=C1 ITPBOYVJMDECCC-UHFFFAOYSA-N 0.000 claims description 2
- 235000007319 Avena orientalis Nutrition 0.000 claims description 2
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- 241000335053 Beta vulgaris Species 0.000 claims description 2
- 241001480061 Blumeria graminis Species 0.000 claims description 2
- 244000068988 Glycine max Species 0.000 claims description 2
- 241000219146 Gossypium Species 0.000 claims description 2
- 235000007688 Lycopersicon esculentum Nutrition 0.000 claims description 2
- 241000209056 Secale Species 0.000 claims description 2
- 235000007238 Secale cereale Nutrition 0.000 claims description 2
- 240000003768 Solanum lycopersicum Species 0.000 claims description 2
- 240000008042 Zea mays Species 0.000 claims description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 2
- 239000004744 fabric Substances 0.000 claims description 2
- 238000001727 in vivo Methods 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 235000009973 maize Nutrition 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 239000000123 paper Substances 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 229920003023 plastic Polymers 0.000 claims description 2
- 230000002194 synthesizing effect Effects 0.000 claims description 2
- 239000004753 textile Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 239000003630 growth substance Substances 0.000 claims 2
- 241000235349 Ascomycota Species 0.000 claims 1
- 241000221198 Basidiomycota Species 0.000 claims 1
- 244000025254 Cannabis sativa Species 0.000 claims 1
- 240000007154 Coffea arabica Species 0.000 claims 1
- 240000008067 Cucumis sativus Species 0.000 claims 1
- 235000009849 Cucumis sativus Nutrition 0.000 claims 1
- 241000221785 Erysiphales Species 0.000 claims 1
- 240000008790 Musa x paradisiaca Species 0.000 claims 1
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- 235000010627 Phaseolus vulgaris Nutrition 0.000 claims 1
- 240000000111 Saccharum officinarum Species 0.000 claims 1
- 235000007201 Saccharum officinarum Nutrition 0.000 claims 1
- 244000098338 Triticum aestivum Species 0.000 claims 1
- 125000005055 alkyl alkoxy group Chemical group 0.000 claims 1
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- 235000013353 coffee beverage Nutrition 0.000 claims 1
- 239000012634 fragment Substances 0.000 claims 1
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- 239000003973 paint Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 150000002475 indoles Chemical class 0.000 abstract description 17
- 229940054051 antipsychotic indole derivative Drugs 0.000 abstract description 9
- 230000003032 phytopathogenic effect Effects 0.000 abstract 2
- 239000002253 acid Substances 0.000 description 55
- 230000000694 effects Effects 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 210000004027 cell Anatomy 0.000 description 14
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- 150000003254 radicals Chemical class 0.000 description 9
- 238000001228 spectrum Methods 0.000 description 9
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 8
- 125000000623 heterocyclic group Chemical group 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
- A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76330906P | 2006-01-30 | 2006-01-30 | |
| EP06101052.6 | 2006-01-30 | ||
| EP06101052 | 2006-01-30 | ||
| US60/763,309 | 2006-01-30 | ||
| PCT/EP2007/050912 WO2007085660A1 (fr) | 2006-01-30 | 2007-01-30 | Composition pesticide comprenant des dérivés d'indole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2640502A1 true CA2640502A1 (fr) | 2007-08-02 |
Family
ID=38048006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002640502A Abandoned CA2640502A1 (fr) | 2006-01-30 | 2007-01-30 | Composition pesticide comprenant des derives d'indole |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1978805A1 (fr) |
| AU (1) | AU2007209313A1 (fr) |
| CA (1) | CA2640502A1 (fr) |
| WO (1) | WO2007085660A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0708141D0 (en) | 2007-04-26 | 2007-06-06 | Syngenta Participations Ag | Improvements in or relating to organic compounds |
| KR101432078B1 (ko) | 2013-04-22 | 2014-08-21 | 영남대학교 산학협력단 | 항병원성 활성을 갖는 7-벤질옥시인돌 화합물의 신규한 용도 |
| BR112020007677A2 (pt) | 2017-10-18 | 2020-10-20 | Redag Crop Protection Ltd. | compostos de imidazol como produtos químicos agrícolas |
| CN118754841A (zh) | 2020-05-19 | 2024-10-11 | 赛本爱尔兰有限公司 | 氘化的色胺衍生物和使用方法 |
| US12065404B2 (en) | 2022-03-18 | 2024-08-20 | Enveric Biosciences Canada Inc. | C4-carboxylic acid-substituted tryptamine derivatives and methods of using |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55151505A (en) * | 1979-05-14 | 1980-11-26 | Kuraray Co Ltd | Indole agricultural and horticultural fungicide |
| JPS60149502A (ja) * | 1984-01-12 | 1985-08-07 | Kuraray Co Ltd | インド−ル系農園芸用殺菌剤 |
| WO1997006141A1 (fr) * | 1995-08-04 | 1997-02-20 | Otsuka Kagaku Kabushiki Kaisha | Derives des esters de l'acide indole-2-carboxylique, et bactericides destines a l'agriculture et a l'horticulture contenant ceux-ci comme ingredients actifs |
| RU2218332C1 (ru) * | 2002-06-10 | 2003-12-10 | Российский химико-технологический университет им. Д.И.Менделеева | Замещенные индолил-2-карбинолы, обладающие фунгицидной активностью |
-
2007
- 2007-01-30 CA CA002640502A patent/CA2640502A1/fr not_active Abandoned
- 2007-01-30 EP EP07712135A patent/EP1978805A1/fr not_active Withdrawn
- 2007-01-30 WO PCT/EP2007/050912 patent/WO2007085660A1/fr active Application Filing
- 2007-01-30 AU AU2007209313A patent/AU2007209313A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007085660A1 (fr) | 2007-08-02 |
| EP1978805A1 (fr) | 2008-10-15 |
| AU2007209313A1 (en) | 2007-08-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |