NZ522615A - Active compound combinations having insecticidal and acaricidal properties - Google Patents

Info

Publication number

NZ522615A

NZ522615A NZ522615A NZ52261501A NZ522615A NZ 522615 A NZ522615 A NZ 522615A NZ 522615 A NZ522615 A NZ 522615A NZ 52261501 A NZ52261501 A NZ 52261501A NZ 522615 A NZ522615 A NZ 522615A

Authority

NZ

New Zealand

Prior art keywords

alkyl

optionally

substituted

methyl

spp

Prior art date

2000-05-19

Links

• Espacenet
• Global Dossier
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• 150000001875 compounds Chemical class 0.000 title claims abstract description 126
• 230000000895 acaricidal effect Effects 0.000 title description 9
• 230000000749 insecticidal effect Effects 0.000 title description 9
• 239000000203 mixture Substances 0.000 claims abstract description 51
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 24
• 241000607479 Yersinia pestis Species 0.000 claims abstract description 15
• 241001465754 Metazoa Species 0.000 claims abstract description 13
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 12
• 229920006395 saturated elastomer Polymers 0.000 claims abstract description 12
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 11
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 11
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 11
• 150000002367 halogens Chemical group 0.000 claims abstract description 10
• 239000000556 agonist Substances 0.000 claims abstract description 9
• 125000003342 alkenyl group Chemical group 0.000 claims abstract description 9
• 239000005557 antagonist Substances 0.000 claims abstract description 9
• 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 claims abstract description 8
• 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 claims abstract description 8
• 125000001188 haloalkyl group Chemical group 0.000 claims abstract description 7
• 125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 6
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims abstract description 5
• 229910052727 yttrium Inorganic materials 0.000 claims abstract description 4
• 229910052721 tungsten Inorganic materials 0.000 claims abstract description 3
• -1 CpC^alkoxy Substances 0.000 claims description 122
• 241000196324 Embryophyta Species 0.000 claims description 56
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 56
• 229910052739 hydrogen Inorganic materials 0.000 claims description 47
• 239000001257 hydrogen Substances 0.000 claims description 46
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 31
• 229910052760 oxygen Inorganic materials 0.000 claims description 31
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 29
• 239000002904 solvent Substances 0.000 claims description 29
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 28
• 239000001301 oxygen Substances 0.000 claims description 28
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 25
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 25
• YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 24
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 24
• 239000005864 Sulphur Substances 0.000 claims description 24
• 239000000460 chlorine Substances 0.000 claims description 21
• 125000005842 heteroatom Chemical group 0.000 claims description 21
• 125000004432 carbon atom Chemical group C* 0.000 claims description 19
• 229910052801 chlorine Inorganic materials 0.000 claims description 19
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 17
• 229910052794 bromium Inorganic materials 0.000 claims description 17
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
• 238000012360 testing method Methods 0.000 claims description 15
• 241000238631 Hexapoda Species 0.000 claims description 14
• 239000003995 emulsifying agent Substances 0.000 claims description 14
• 238000002360 preparation method Methods 0.000 claims description 14
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 13
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 13
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 11
• 229910052799 carbon Inorganic materials 0.000 claims description 10
• 229910052731 fluorine Inorganic materials 0.000 claims description 10
• 239000011737 fluorine Substances 0.000 claims description 10
• UJTMLNARSPORHR-UHFFFAOYSA-N oc2h5 Chemical compound C=C=[O+] UJTMLNARSPORHR-UHFFFAOYSA-N 0.000 claims description 10
• 239000012141 concentrate Substances 0.000 claims description 9
• 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 8
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
• 244000068988 Glycine max Species 0.000 claims description 8
• 235000010469 Glycine max Nutrition 0.000 claims description 8
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
• 125000001072 heteroaryl group Chemical group 0.000 claims description 8
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 7
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 7
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 7
• 238000000034 method Methods 0.000 claims description 7
• 125000001544 thienyl group Chemical group 0.000 claims description 7
• 230000009261 transgenic effect Effects 0.000 claims description 7
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 6
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
• 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
• 125000004429 atom Chemical group 0.000 claims description 5
• 125000005843 halogen group Chemical group 0.000 claims description 5
• 229920000151 polyglycol Polymers 0.000 claims description 5
• 239000010695 polyglycol Substances 0.000 claims description 5
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
• 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 4
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
• 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 4
• 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 4
• XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 4
• 229910021645 metal ion Inorganic materials 0.000 claims description 4
• 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 4
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
• 125000006413 ring segment Chemical group 0.000 claims description 4
• 239000004606 Fillers/Extenders Substances 0.000 claims description 3
• 125000004414 alkyl thio group Chemical group 0.000 claims description 3
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
• 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
• 230000008569 process Effects 0.000 claims description 3
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
• 125000005108 alkenylthio group Chemical group 0.000 claims description 2
• 125000003282 alkyl amino group Chemical group 0.000 claims description 2
• 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 2
• 125000005366 cycloalkylthio group Chemical group 0.000 claims description 2
• 125000006351 ethylthiomethyl group Chemical group [H]C([H])([H])C([H])([H])SC([H])([H])* 0.000 claims description 2
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
• 125000005359 phenoxyalkyl group Chemical group 0.000 claims description 2
• 125000003884 phenylalkyl group Chemical group 0.000 claims description 2
• 239000004094 surface-active agent Substances 0.000 claims description 2
• 150000002431 hydrogen Chemical class 0.000 claims 17
• 241000256244 Heliothis virescens Species 0.000 claims 3
• 125000001309 chloro group Chemical group Cl* 0.000 claims 2
• 238000004519 manufacturing process Methods 0.000 claims 1
• 239000000575 pesticide Substances 0.000 claims 1
• 125000000623 heterocyclic group Chemical group 0.000 abstract description 11
• 125000001424 substituent group Chemical group 0.000 abstract description 7
• 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
• 230000000694 effects Effects 0.000 description 19
• 150000003254 radicals Chemical class 0.000 description 18
• 240000008042 Zea mays Species 0.000 description 13
• 239000011230 binding agent Substances 0.000 description 12
• 238000009472 formulation Methods 0.000 description 12
• 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 11
• 235000002017 Zea mays subsp mays Nutrition 0.000 description 11
• 235000009973 maize Nutrition 0.000 description 11
• 230000009471 action Effects 0.000 description 10
• 230000003373 anti-fouling effect Effects 0.000 description 10
• 229920000742 Cotton Polymers 0.000 description 9
• 241000219146 Gossypium Species 0.000 description 9
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
• 150000002148 esters Chemical class 0.000 description 9
• 239000002917 insecticide Substances 0.000 description 9
• 239000003921 oil Substances 0.000 description 9
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• 239000002689 soil Substances 0.000 description 9
• 239000003086 colorant Substances 0.000 description 8
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• 125000003118 aryl group Chemical group 0.000 description 6
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• 239000003973 paint Substances 0.000 description 6
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• 241000894007 species Species 0.000 description 5
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
• 241000255925 Diptera Species 0.000 description 4
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
• 241001481703 Rhipicephalus <genus> Species 0.000 description 4
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• 125000002252 acyl group Chemical group 0.000 description 4
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• RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 4
• 239000007788 liquid Substances 0.000 description 4
• 150000003839 salts Chemical class 0.000 description 4
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
• GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 description 3
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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• PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 2
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