CZ20021184A3 - Kombinace účinných látek s insekticidními a akaricidními vlastnostmi - Google Patents

Info

Publication number

CZ20021184A3

CZ20021184A3 CZ20021184A CZ20021184A CZ20021184A3 CZ 20021184 A3 CZ20021184 A3 CZ 20021184A3 CZ 20021184 A CZ20021184 A CZ 20021184A CZ 20021184 A CZ20021184 A CZ 20021184A CZ 20021184 A3 CZ20021184 A3 CZ 20021184A3

Authority

CZ

Czechia

Prior art keywords

carbon atoms

alkyl

group

alkoxy

substituted

Prior art date

1999-10-07

Links

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• Global Dossier
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• 230000000895 acaricidal effect Effects 0.000 title abstract description 7
• 239000013543 active substance Substances 0.000 title description 24
• 230000000749 insecticidal effect Effects 0.000 title description 5
• 230000001747 exhibiting effect Effects 0.000 title 1
• 239000000203 mixture Substances 0.000 claims abstract description 28
• 241000607479 Yersinia pestis Species 0.000 claims abstract description 10
• 239000000556 agonist Substances 0.000 claims abstract description 7
• 239000005557 antagonist Substances 0.000 claims abstract description 7
• 125000004432 carbon atom Chemical group C* 0.000 claims description 118
• 125000000217 alkyl group Chemical group 0.000 claims description 64
• -1 (C 1 -C 4) Chemical group 0.000 claims description 52
• 150000001875 compounds Chemical class 0.000 claims description 47
• 125000003545 alkoxy group Chemical group 0.000 claims description 31
• 229910052736 halogen Inorganic materials 0.000 claims description 25
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
• 150000002367 halogens Chemical class 0.000 claims description 24
• 125000001188 haloalkyl group Chemical group 0.000 claims description 21
• 125000005843 halogen group Chemical group 0.000 claims description 18
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 15
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 12
• 239000011593 sulfur Substances 0.000 claims description 12
• 229910052717 sulfur Inorganic materials 0.000 claims description 12
• 125000003342 alkenyl group Chemical group 0.000 claims description 11
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
• 239000001301 oxygen Substances 0.000 claims description 11
• 229910052760 oxygen Inorganic materials 0.000 claims description 11
• 102000019315 Nicotinic acetylcholine receptors Human genes 0.000 claims description 10
• 108050006807 Nicotinic acetylcholine receptors Proteins 0.000 claims description 10
• 125000004414 alkyl thio group Chemical group 0.000 claims description 8
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 7
• 241001465754 Metazoa Species 0.000 claims description 6
• 238000000034 method Methods 0.000 claims description 6
• 125000006413 ring segment Chemical group 0.000 claims description 6
• 229920006395 saturated elastomer Polymers 0.000 claims description 6
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
• 229910052799 carbon Inorganic materials 0.000 claims description 5
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 5
• 229940044601 receptor agonist Drugs 0.000 claims description 5
• 239000000018 receptor agonist Substances 0.000 claims description 5
• 229940044551 receptor antagonist Drugs 0.000 claims description 5
• 239000002464 receptor antagonist Substances 0.000 claims description 5
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 4
• 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 4
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
• 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 3
• 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 3
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
• 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 3
• 125000003282 alkyl amino group Chemical group 0.000 claims description 3
• 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 3
• 125000002947 alkylene group Chemical group 0.000 claims description 3
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
• 125000004076 pyridyl group Chemical group 0.000 claims description 3
• 125000000335 thiazolyl group Chemical group 0.000 claims description 3
• 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims description 2
• 125000000304 alkynyl group Chemical group 0.000 claims description 2
• 125000005366 cycloalkylthio group Chemical group 0.000 claims description 2
• 239000000945 filler Substances 0.000 claims description 2
• 239000001257 hydrogen Substances 0.000 claims description 2
• 229910052739 hydrogen Inorganic materials 0.000 claims description 2
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
• 125000003884 phenylalkyl group Chemical group 0.000 claims description 2
• 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
• 125000003226 pyrazolyl group Chemical group 0.000 claims description 2
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
• 125000004434 sulfur atom Chemical group 0.000 claims description 2
• 239000004094 surface-active agent Substances 0.000 claims description 2
• 229940122578 Acetylcholine receptor agonist Drugs 0.000 claims 2
• 229940121683 Acetylcholine receptor antagonist Drugs 0.000 claims 2
• 238000004519 manufacturing process Methods 0.000 claims 1
• 239000002917 insecticide Substances 0.000 abstract description 7
• 108010009685 Cholinergic Receptors Proteins 0.000 abstract description 4
• 102000034337 acetylcholine receptors Human genes 0.000 abstract description 4
• 125000004122 cyclic group Chemical group 0.000 abstract description 4
• 239000000642 acaricide Substances 0.000 abstract description 3
• 230000000694 effects Effects 0.000 description 32
• 239000000460 chlorine Substances 0.000 description 28
• 241000196324 Embryophyta Species 0.000 description 25
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
• 239000004480 active ingredient Substances 0.000 description 15
• 238000002360 preparation method Methods 0.000 description 15
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
• 239000003995 emulsifying agent Substances 0.000 description 11
• 125000005842 heteroatom Chemical group 0.000 description 11
• 239000002904 solvent Substances 0.000 description 11
• 241001600408 Aphis gossypii Species 0.000 description 10
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
• 241000238631 Hexapoda Species 0.000 description 8
• 125000000623 heterocyclic group Chemical group 0.000 description 8
• 150000003254 radicals Chemical class 0.000 description 8
• 229910052757 nitrogen Inorganic materials 0.000 description 7
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
• 150000003839 salts Chemical class 0.000 description 6
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
• 241000721623 Myzus Species 0.000 description 5
• 125000002877 alkyl aryl group Chemical group 0.000 description 5
• 125000003118 aryl group Chemical group 0.000 description 5
• 125000001072 heteroaryl group Chemical group 0.000 description 5
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
• 230000001418 larval effect Effects 0.000 description 5
• 229920000151 polyglycol Polymers 0.000 description 5
• 239000010695 polyglycol Substances 0.000 description 5
• 125000001424 substituent group Chemical group 0.000 description 5
• 241001124076 Aphididae Species 0.000 description 4
• 240000007124 Brassica oleracea Species 0.000 description 4
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
• 244000299507 Gossypium hirsutum Species 0.000 description 4
• 125000002252 acyl group Chemical group 0.000 description 4
• 229910052801 chlorine Inorganic materials 0.000 description 4
• 239000012141 concentrate Substances 0.000 description 4
• 239000010949 copper Substances 0.000 description 4
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
• 239000011737 fluorine Substances 0.000 description 4
• 229910052731 fluorine Inorganic materials 0.000 description 4
• 239000000417 fungicide Substances 0.000 description 4
• 239000008187 granular material Substances 0.000 description 4
• 229910052751 metal Inorganic materials 0.000 description 4
• 239000002184 metal Substances 0.000 description 4
• 238000002791 soaking Methods 0.000 description 4
• 239000000126 substance Substances 0.000 description 4
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
• WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
• 239000002253 acid Chemical class 0.000 description 3
• 125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
• 125000003710 aryl alkyl group Chemical group 0.000 description 3
• 230000001588 bifunctional effect Effects 0.000 description 3
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
• 229910052794 bromium Inorganic materials 0.000 description 3
• 239000000969 carrier Substances 0.000 description 3
• 229910052802 copper Inorganic materials 0.000 description 3
• 239000000975 dye Substances 0.000 description 3
• 150000002148 esters Chemical class 0.000 description 3
• 150000002170 ethers Chemical class 0.000 description 3
• NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 3
• 125000004446 heteroarylalkyl group Chemical group 0.000 description 3
• XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
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• KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 description 2
• YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
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• RQDJADAKIFFEKQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-phenyl-2-(1,2,4-triazol-1-ylmethyl)butanenitrile Chemical compound C1=CC(Cl)=CC=C1CCC(C=1C=CC=CC=1)(C#N)CN1N=CN=C1 RQDJADAKIFFEKQ-UHFFFAOYSA-N 0.000 description 2
• CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 2
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• 239000005944 Chlorpyrifos Substances 0.000 description 2
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• 229920000742 Cotton Polymers 0.000 description 2
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• 239000003795 chemical substances by application Substances 0.000 description 2
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• HAWJXYBZNNRMNO-UHFFFAOYSA-N furathiocarb Chemical compound CCCCOC(=O)N(C)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 HAWJXYBZNNRMNO-UHFFFAOYSA-N 0.000 description 2
• 125000004415 heterocyclylalkyl group Chemical group 0.000 description 2
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• 229910052500 inorganic mineral Inorganic materials 0.000 description 2
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• 229960002447 thiram Drugs 0.000 description 2
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• 235000015112 vegetable and seed oil Nutrition 0.000 description 2
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• 239000011701 zinc Substances 0.000 description 2
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