DD145220A5 - Insektizide mittel - Google Patents
Insektizide mittel Download PDFInfo
- Publication number
- DD145220A5 DD145220A5 DD79214825A DD21482579A DD145220A5 DD 145220 A5 DD145220 A5 DD 145220A5 DD 79214825 A DD79214825 A DD 79214825A DD 21482579 A DD21482579 A DD 21482579A DD 145220 A5 DD145220 A5 DD 145220A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- compound
- formula
- trifluoromethyl
- urea
- pyridinyl
- Prior art date
Links
- 239000002917 insecticide Substances 0.000 title claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 38
- 241000238631 Hexapoda Species 0.000 claims description 20
- 239000002253 acid Chemical group 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 230000000749 insecticidal effect Effects 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 150000001204 N-oxides Chemical class 0.000 claims description 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 230000001629 suppression Effects 0.000 claims description 4
- MXOSQDIFKFIEKO-UHFFFAOYSA-N 2,6-dichloro-n-[(5-chloropyridin-2-yl)carbamoyl]benzamide Chemical compound N1=CC(Cl)=CC=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl MXOSQDIFKFIEKO-UHFFFAOYSA-N 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 125000004098 2,6-dichlorobenzoyl group Chemical group O=C([*])C1=C(Cl)C([H])=C([H])C([H])=C1Cl 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- GPCOHGIMZBXBAX-UHFFFAOYSA-N n-[(5-bromopyridin-2-yl)carbamoyl]-2,6-dichlorobenzamide Chemical compound ClC1=CC=CC(Cl)=C1C(=O)NC(=O)NC1=CC=C(Br)C=N1 GPCOHGIMZBXBAX-UHFFFAOYSA-N 0.000 claims description 2
- VMEVGFWRHQWMJI-UHFFFAOYSA-N 2,6-difluoro-n-[[5-(trifluoromethyl)pyridin-2-yl]carbamoyl]benzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(C(F)(F)F)C=N1 VMEVGFWRHQWMJI-UHFFFAOYSA-N 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 238000002360 preparation method Methods 0.000 description 16
- 238000000034 method Methods 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 241000254173 Coleoptera Species 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 241001477931 Mythimna unipuncta Species 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- JHKYTLZWWVOYCP-UHFFFAOYSA-N 2,6-dichlorobenzoyl isocyanate Chemical compound ClC1=CC=CC(Cl)=C1C(=O)N=C=O JHKYTLZWWVOYCP-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 241000255925 Diptera Species 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 4
- -1 5- (trifluoromethyl) -2-pyridinyl Chemical group 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 235000013877 carbamide Nutrition 0.000 description 4
- 235000005822 corn Nutrition 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 150000003672 ureas Chemical class 0.000 description 4
- MAXBVGJEFDMHNV-UHFFFAOYSA-N 5-chloropyridin-2-amine Chemical class NC1=CC=C(Cl)C=N1 MAXBVGJEFDMHNV-UHFFFAOYSA-N 0.000 description 3
- 240000007124 Brassica oleracea Species 0.000 description 3
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- RSGVKIIEIXOMPY-UHFFFAOYSA-N 5-(trifluoromethyl)pyridin-2-amine Chemical compound NC1=CC=C(C(F)(F)F)C=N1 RSGVKIIEIXOMPY-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- 235000012905 Brassica oleracea var viridis Nutrition 0.000 description 2
- 241000219146 Gossypium Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000255777 Lepidoptera Species 0.000 description 2
- 241000257226 Muscidae Species 0.000 description 2
- 241001521235 Spodoptera eridania Species 0.000 description 2
- 241001528590 Synanthedon exitiosa Species 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000029052 metamorphosis Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- KTPMVZCGIJJWCD-UHFFFAOYSA-N 1-hydroxypyridin-2-imine Chemical compound ON1C=CC=CC1=N KTPMVZCGIJJWCD-UHFFFAOYSA-N 0.000 description 1
- CKQAOGOZKZJUGA-UHFFFAOYSA-N 1-nonyl-4-(4-nonylphenoxy)benzene Chemical compound C1=CC(CCCCCCCCC)=CC=C1OC1=CC=C(CCCCCCCCC)C=C1 CKQAOGOZKZJUGA-UHFFFAOYSA-N 0.000 description 1
- JHSPCUHPSIUQRB-UHFFFAOYSA-N 2,6-dichlorobenzamide Chemical compound NC(=O)C1=C(Cl)C=CC=C1Cl JHSPCUHPSIUQRB-UHFFFAOYSA-N 0.000 description 1
- ZRJSABISRHPRSB-UHFFFAOYSA-N 2,6-difluorobenzoyl isocyanate Chemical compound FC1=CC=CC(F)=C1C(=O)N=C=O ZRJSABISRHPRSB-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- XPENVSWCGXMXAT-UHFFFAOYSA-N 5-(2,2,2-trifluoroethyl)pyridin-2-amine Chemical compound NC1=CC=C(CC(F)(F)F)C=N1 XPENVSWCGXMXAT-UHFFFAOYSA-N 0.000 description 1
- AFHIIJICYLMCSH-VOTSOKGWSA-N 5-amino-2-[(e)-2-(4-benzamido-2-sulfophenyl)ethenyl]benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1\C=C\C(C(=C1)S(O)(=O)=O)=CC=C1NC(=O)C1=CC=CC=C1 AFHIIJICYLMCSH-VOTSOKGWSA-N 0.000 description 1
- WGOLHUGPTDEKCF-UHFFFAOYSA-N 5-bromopyridin-2-amine Chemical compound NC1=CC=C(Br)C=N1 WGOLHUGPTDEKCF-UHFFFAOYSA-N 0.000 description 1
- 241000254032 Acrididae Species 0.000 description 1
- 241000504698 Adoretus versutus Species 0.000 description 1
- 241000256118 Aedes aegypti Species 0.000 description 1
- 241001136249 Agriotes lineatus Species 0.000 description 1
- 241000254175 Anthonomus grandis Species 0.000 description 1
- 241000396431 Anthrenus scrophulariae Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- 241000238660 Blattidae Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 241000257161 Calliphoridae Species 0.000 description 1
- 241000723418 Carya Species 0.000 description 1
- 244000068645 Carya illinoensis Species 0.000 description 1
- 235000009025 Carya illinoensis Nutrition 0.000 description 1
- 241001536086 Cephus cinctus Species 0.000 description 1
- 241000532642 Conotrachelus nenuphar Species 0.000 description 1
- 244000241257 Cucumis melo Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 241000721020 Curculio caryae Species 0.000 description 1
- 241001635274 Cydia pomonella Species 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 241001351082 Datana integerrima Species 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 241000353522 Earias insulana Species 0.000 description 1
- 241000122098 Ephestia kuehniella Species 0.000 description 1
- 241000462639 Epilachna varivestis Species 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- 241000234830 Eupteryx aurata Species 0.000 description 1
- 241001441330 Grapholita molesta Species 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- 241000255967 Helicoverpa zea Species 0.000 description 1
- 235000008694 Humulus lupulus Nutrition 0.000 description 1
- 244000025221 Humulus lupulus Species 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 241001177117 Lasioderma serricorne Species 0.000 description 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 239000004117 Lignosulphonate Substances 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 241000255908 Manduca sexta Species 0.000 description 1
- 240000004658 Medicago sativa Species 0.000 description 1
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 1
- 241001481669 Meloidae Species 0.000 description 1
- 241000238745 Musca autumnalis Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000557624 Nucifraga Species 0.000 description 1
- 241001012098 Omiodes indicata Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241001147398 Ostrinia nubilalis Species 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 241000218657 Picea Species 0.000 description 1
- 241000500441 Plutellidae Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241001481662 Psilidae Species 0.000 description 1
- 241000283984 Rodentia Species 0.000 description 1
- 241000256103 Simuliidae Species 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 241000256250 Spodoptera littoralis Species 0.000 description 1
- 241000142883 Spodoptera ornithogalli Species 0.000 description 1
- 241000130767 Tineidae Species 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 241000314934 Zygogramma exclamationis Species 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 235000021186 dishes Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 235000019357 lignosulphonate Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
- 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<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues 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
- C07D213/89—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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pyridine Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/938,723 US4219557A (en) | 1978-08-31 | 1978-08-31 | 1-(2,6-Dihalobenzoyl)-3-(5-substituted-2-pyridinyl)urea compounds and insecticidal use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD145220A5 true DD145220A5 (de) | 1980-12-03 |
Family
ID=25471866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD79214825A DD145220A5 (de) | 1978-08-31 | 1979-08-06 | Insektizide mittel |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US4219557A (cs) |
| EP (1) | EP0008880B1 (cs) |
| JP (1) | JPS5535070A (cs) |
| AT (1) | AT364673B (cs) |
| AU (1) | AU522905B2 (cs) |
| BE (1) | BE878049A (cs) |
| BR (1) | BR7905039A (cs) |
| CA (1) | CA1128045A (cs) |
| CH (1) | CH640836A5 (cs) |
| CS (1) | CS208128B2 (cs) |
| DD (1) | DD145220A5 (cs) |
| DE (1) | DE2964717D1 (cs) |
| DK (1) | DK329979A (cs) |
| ES (1) | ES483165A1 (cs) |
| FI (1) | FI792417A7 (cs) |
| FR (1) | FR2434806A1 (cs) |
| GB (1) | GB2028813B (cs) |
| GR (1) | GR71910B (cs) |
| HU (1) | HU182954B (cs) |
| IE (1) | IE48917B1 (cs) |
| IL (1) | IL57861A (cs) |
| LU (1) | LU81575A1 (cs) |
| NZ (1) | NZ191049A (cs) |
| PH (1) | PH13899A (cs) |
| PL (1) | PL116675B1 (cs) |
| PT (1) | PT70039A (cs) |
| RO (1) | RO77807A (cs) |
| TR (1) | TR20758A (cs) |
| ZA (1) | ZA793842B (cs) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4281003A (en) * | 1978-08-31 | 1981-07-28 | Eli Lilly And Company | 1-(2-6-Dihalobenzoyl)-3-(5-substituted-2-pyridinyl)urea insecticides and insecticidal method |
| US4338321A (en) * | 1980-01-23 | 1982-07-06 | Eli Lilly And Company | Formulations of dihalobenzoyl-substituted-pyridinylurea insecticides |
| FI820573L (fi) * | 1981-03-03 | 1982-09-04 | Lilly Co Eli | 1-bentsoyl-3-(arylpyridyl)ureafoereningar beroerande eller till dessa hoerande foerbaettringar |
| US4405552A (en) * | 1981-03-03 | 1983-09-20 | Eli Lilly And Company | 1-Benzoyl-3-(arylphyridyl)urea compounds |
| US5135953A (en) * | 1984-12-28 | 1992-08-04 | Ciba-Geigy | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
| US8110608B2 (en) | 2008-06-05 | 2012-02-07 | Ecolab Usa Inc. | Solid form sodium lauryl sulfate (SLS) pesticide composition |
| US8968757B2 (en) | 2010-10-12 | 2015-03-03 | Ecolab Usa Inc. | Highly wettable, water dispersible, granules including two pesticides |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE754832A (fr) * | 1969-08-14 | 1971-02-15 | Beecham Group Ltd | Iminazolines |
| NL160809C (nl) * | 1970-05-15 | 1979-12-17 | Duphar Int Res | Werkwijze ter bereiding van benzoylureumverbindingen, alsmede werkwijze ter bereiding van insekticide prepara- ten op basis van benzoylureumverbindingen. |
| EG11837A (en) * | 1974-09-19 | 1977-12-31 | Lilly Co Eli | Novel 1-(substituted benzoyl)-3-(substituted pyrazinyl ureas used as insecticides |
| US4092421A (en) * | 1977-05-13 | 1978-05-30 | The Dow Chemical Company | Method of controlling manure-breeding insects |
-
1978
- 1978-08-31 US US05/938,723 patent/US4219557A/en not_active Expired - Lifetime
-
1979
- 1979-07-05 GR GR59779A patent/GR71910B/el unknown
- 1979-07-18 NZ NZ191049A patent/NZ191049A/xx unknown
- 1979-07-19 CA CA332,157A patent/CA1128045A/en not_active Expired
- 1979-07-23 IL IL57861A patent/IL57861A/xx unknown
- 1979-07-25 AU AU49224/79A patent/AU522905B2/en not_active Expired - Fee Related
- 1979-07-26 ZA ZA00793842A patent/ZA793842B/xx unknown
- 1979-07-30 PH PH22832A patent/PH13899A/en unknown
- 1979-08-02 FR FR7919895A patent/FR2434806A1/fr active Granted
- 1979-08-03 FI FI792417A patent/FI792417A7/fi not_active Application Discontinuation
- 1979-08-03 BE BE1/9481A patent/BE878049A/fr not_active IP Right Cessation
- 1979-08-03 CS CS795374A patent/CS208128B2/cs unknown
- 1979-08-06 JP JP10066279A patent/JPS5535070A/ja active Pending
- 1979-08-06 CH CH721079A patent/CH640836A5/fr not_active IP Right Cessation
- 1979-08-06 ES ES483165A patent/ES483165A1/es not_active Expired
- 1979-08-06 DD DD79214825A patent/DD145220A5/de unknown
- 1979-08-06 EP EP79301584A patent/EP0008880B1/en not_active Expired
- 1979-08-06 TR TR20758A patent/TR20758A/xx unknown
- 1979-08-06 GB GB7927287A patent/GB2028813B/en not_active Expired
- 1979-08-06 BR BR7905039A patent/BR7905039A/pt unknown
- 1979-08-06 DE DE7979301584T patent/DE2964717D1/de not_active Expired
- 1979-08-06 DK DK329979A patent/DK329979A/da not_active Application Discontinuation
- 1979-08-06 HU HU79EI875A patent/HU182954B/hu unknown
- 1979-08-06 PL PL1979217596A patent/PL116675B1/pl unknown
- 1979-08-06 LU LU81575A patent/LU81575A1/xx unknown
- 1979-08-06 AT AT0536479A patent/AT364673B/de active
- 1979-08-06 RO RO7998380A patent/RO77807A/ro unknown
- 1979-08-08 IE IE1484/79A patent/IE48917B1/en unknown
- 1979-08-08 PT PT70039A patent/PT70039A/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4219557A (en) | 1980-08-26 |
| FR2434806B1 (cs) | 1983-03-18 |
| ES483165A1 (es) | 1980-09-01 |
| AU522905B2 (en) | 1982-07-01 |
| NZ191049A (en) | 1981-03-16 |
| DE2964717D1 (en) | 1983-03-17 |
| DK329979A (da) | 1980-03-01 |
| BE878049A (fr) | 1980-02-04 |
| FI792417A7 (fi) | 1981-01-01 |
| GB2028813B (en) | 1983-03-02 |
| AT364673B (de) | 1981-11-10 |
| EP0008880A1 (en) | 1980-03-19 |
| JPS5535070A (en) | 1980-03-11 |
| EP0008880B1 (en) | 1983-02-09 |
| CA1128045A (en) | 1982-07-20 |
| ATA536479A (de) | 1981-04-15 |
| GB2028813A (en) | 1980-03-12 |
| RO77807A (ro) | 1981-11-24 |
| PT70039A (en) | 1979-09-01 |
| PH13899A (en) | 1980-10-27 |
| PL217596A1 (cs) | 1980-04-21 |
| HU182954B (en) | 1984-03-28 |
| CH640836A5 (fr) | 1984-01-31 |
| IL57861A0 (en) | 1979-11-30 |
| AU4922479A (en) | 1980-03-06 |
| LU81575A1 (fr) | 1979-12-07 |
| ZA793842B (en) | 1981-03-25 |
| GR71910B (cs) | 1983-08-16 |
| IL57861A (en) | 1984-02-29 |
| PL116675B1 (en) | 1981-06-30 |
| BR7905039A (pt) | 1980-05-06 |
| FR2434806A1 (fr) | 1980-03-28 |
| IE48917B1 (en) | 1985-06-12 |
| TR20758A (tr) | 1982-06-25 |
| IE791484L (en) | 1980-02-29 |
| CS208128B2 (en) | 1981-08-31 |
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