KR20170029554A - 황 함유 치환기를 가지는 살충 활성 헤테로사이클릭 유도체 - Google Patents
황 함유 치환기를 가지는 살충 활성 헤테로사이클릭 유도체 Download PDFInfo
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- KR20170029554A KR20170029554A KR1020177003154A KR20177003154A KR20170029554A KR 20170029554 A KR20170029554 A KR 20170029554A KR 1020177003154 A KR1020177003154 A KR 1020177003154A KR 20177003154 A KR20177003154 A KR 20177003154A KR 20170029554 A KR20170029554 A KR 20170029554A
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- 125000001424 substituent group Chemical group 0.000 title claims description 24
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title description 10
- 125000000623 heterocyclic group Chemical group 0.000 title description 4
- 239000005864 Sulphur Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 234
- -1 stereoisomers Chemical class 0.000 claims abstract description 60
- 150000003839 salts Chemical class 0.000 claims abstract description 33
- 150000001204 N-oxides Chemical class 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 115
- 238000000034 method Methods 0.000 claims description 73
- 229910052736 halogen Inorganic materials 0.000 claims description 42
- 239000004480 active ingredient Substances 0.000 claims description 41
- 150000002367 halogens Chemical class 0.000 claims description 40
- 241000607479 Yersinia pestis Species 0.000 claims description 39
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 36
- 241000238631 Hexapoda Species 0.000 claims description 35
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 31
- 239000000463 material Substances 0.000 claims description 27
- 238000002360 preparation method Methods 0.000 claims description 22
- 241001465754 Metazoa Species 0.000 claims description 11
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 230000000749 insecticidal effect Effects 0.000 claims description 7
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 7
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 7
- 125000004770 (C1-C4) haloalkylsulfanyl group Chemical group 0.000 claims description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 5
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 5
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 5
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims description 3
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 238000002405 diagnostic procedure Methods 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 238000001356 surgical procedure Methods 0.000 claims description 2
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract description 6
- 239000002917 insecticide Substances 0.000 abstract description 3
- 241000894007 species Species 0.000 description 254
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 50
- 238000006243 chemical reaction Methods 0.000 description 43
- 239000003053 toxin Substances 0.000 description 40
- 231100000765 toxin Toxicity 0.000 description 40
- 108700012359 toxins Proteins 0.000 description 40
- 239000000243 solution Substances 0.000 description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 36
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 35
- 229910052794 bromium Inorganic materials 0.000 description 35
- 239000002904 solvent Substances 0.000 description 35
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 34
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 33
- 239000000460 chlorine Substances 0.000 description 31
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 30
- 229910052801 chlorine Inorganic materials 0.000 description 30
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 23
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- 238000011161 development Methods 0.000 description 23
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- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 23
- 238000012360 testing method Methods 0.000 description 21
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 19
- 239000002585 base Substances 0.000 description 19
- 239000003921 oil Substances 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000002253 acid Substances 0.000 description 18
- 235000019198 oils Nutrition 0.000 description 18
- 238000011282 treatment Methods 0.000 description 18
- 241000244206 Nematoda Species 0.000 description 17
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 17
- 241000223259 Trichoderma Species 0.000 description 17
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 16
- 230000009261 transgenic effect Effects 0.000 description 16
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 15
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 15
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 14
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 14
- 150000001768 cations Chemical class 0.000 description 14
- 235000005822 corn Nutrition 0.000 description 14
- 238000009472 formulation Methods 0.000 description 14
- 230000014759 maintenance of location Effects 0.000 description 14
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 description 13
- 241000238876 Acari Species 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
- 241000254173 Coleoptera Species 0.000 description 12
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 12
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 12
- 229920001817 Agar Polymers 0.000 description 11
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 11
- 241000589516 Pseudomonas Species 0.000 description 11
- 239000008272 agar Substances 0.000 description 11
- 238000009835 boiling Methods 0.000 description 11
- 229910052796 boron Inorganic materials 0.000 description 11
- 239000011737 fluorine Substances 0.000 description 11
- 229910052731 fluorine Inorganic materials 0.000 description 11
- 239000000543 intermediate Substances 0.000 description 11
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 11
- 241000219198 Brassica Species 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 241000219146 Gossypium Species 0.000 description 10
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 10
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 10
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
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- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YJINQJFQLQIYHX-UHFFFAOYSA-N tetradec-11-enyl acetate Chemical compound CCC=CCCCCCCCCCCOC(C)=O YJINQJFQLQIYHX-UHFFFAOYSA-N 0.000 description 1
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- 239000004308 thiabendazole Substances 0.000 description 1
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- 229960004546 thiabendazole Drugs 0.000 description 1
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- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- ILERPRJWJPJZDN-UHFFFAOYSA-N thioquinox Chemical compound C1=CC=C2N=C(SC(=S)S3)C3=NC2=C1 ILERPRJWJPJZDN-UHFFFAOYSA-N 0.000 description 1
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- UGCNRZFAUBJVPT-UHFFFAOYSA-N tricyclohexyltin;hydrate Chemical compound O.C1CCCCC1[Sn](C1CCCCC1)C1CCCCC1 UGCNRZFAUBJVPT-UHFFFAOYSA-N 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
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- 239000002753 trypsin inhibitor Substances 0.000 description 1
- 241001515965 unidentified phage Species 0.000 description 1
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- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
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- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 1
- 235000001892 vitamin D2 Nutrition 0.000 description 1
- 239000011653 vitamin D2 Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
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- MDDYOVJRBILUNB-UHFFFAOYSA-N xanthanol Natural products CC(O)C=C(OC(=O)C)/C1=CCC2C(CC1C)OC(=O)C2=C MDDYOVJRBILUNB-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/08—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing boron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/025—Boronic and borinic acid compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
-
- Y10S514/919—
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14176055.3 | 2014-07-08 | ||
| EP14176055 | 2014-07-08 | ||
| EP15158668 | 2015-03-11 | ||
| EP15158668.2 | 2015-03-11 | ||
| PCT/EP2015/065095 WO2016005263A1 (en) | 2014-07-08 | 2015-07-02 | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20170029554A true KR20170029554A (ko) | 2017-03-15 |
Family
ID=53502677
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020177003154A Withdrawn KR20170029554A (ko) | 2014-07-08 | 2015-07-02 | 황 함유 치환기를 가지는 살충 활성 헤테로사이클릭 유도체 |
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| Country | Link |
|---|---|
| US (2) | US9775353B2 (enExample) |
| EP (1) | EP3166941B1 (enExample) |
| JP (1) | JP6663907B2 (enExample) |
| KR (1) | KR20170029554A (enExample) |
| CN (1) | CN106661021B (enExample) |
| BR (1) | BR112017000269B1 (enExample) |
| CA (1) | CA2954238A1 (enExample) |
| ES (1) | ES2663523T3 (enExample) |
| MX (1) | MX2017000305A (enExample) |
| RU (1) | RU2017103953A (enExample) |
| WO (1) | WO2016005263A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11039617B2 (en) | 2013-01-30 | 2021-06-22 | Agrofresh Inc. | Large scale methods of uniformly coating packaging surfaces with a volatile antimicrobial to preserve food freshness |
| US10070649B2 (en) | 2013-01-30 | 2018-09-11 | Agrofresh Inc. | Volatile applications against pathogens |
| ES2701859T3 (es) * | 2014-08-21 | 2019-02-26 | Syngenta Participations Ag | Derivados heterocíclicos activos como plaguicida con sustituyentes que contienen azufre |
| WO2016030229A1 (en) * | 2014-08-25 | 2016-03-03 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
| CA2973862C (en) | 2015-02-12 | 2020-11-03 | Nissan Chemical Industries, Ltd. | Condensed heterocyclic compounds and pesticides |
| CA2994604A1 (en) | 2015-08-07 | 2017-02-16 | Bayer Cropscience Aktiengesellschaft | 2-(het)aryl-substituted condensed heterocyclic derivatives as pest control agents |
| PH12018500638B1 (en) | 2015-09-28 | 2022-06-03 | Bayer Cropscience Ag | 2-(het)aryl-substituted condensed bicyclic heterocyclic derivatives as pest control agents |
| WO2017072039A1 (de) | 2015-10-26 | 2017-05-04 | Bayer Cropscience Aktiengesellschaft | Kondensierte bicyclische heterocyclen-derivate als schädlingsbekämpfungsmittel |
| JP2019502713A (ja) | 2016-01-11 | 2019-01-31 | バイエル・クロップサイエンス・アクチェンゲゼルシャフト | 有害生物防除剤としてのヘテロサイクレン誘導体 |
| WO2017134066A1 (en) * | 2016-02-05 | 2017-08-10 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
| WO2017155879A1 (en) | 2016-03-07 | 2017-09-14 | Agrofresh Inc. | Synergistic methods of using benzoxaborole compounds and preservative gases as an antimicrobial for crops |
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| BR112018069001B1 (pt) | 2016-03-31 | 2022-09-06 | Sumitomo Chemical Company, Limited | Composto heterocíclico e composição e método para controlar o artrópode nocivo |
| WO2017175613A1 (ja) | 2016-04-06 | 2017-10-12 | 住友化学株式会社 | 複素環化合物 |
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| WO2018065288A1 (de) | 2016-10-07 | 2018-04-12 | Bayer Cropscience Aktiengesellschaft | 2-[2-phenyl-1-(sulfonylmethyl)vinyl]-imidazo[4,5-b]pyridin-derivate und verwandte verbindungen als schädlingsbekämpfungsmittel im pflanzenschutz |
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| US10961248B2 (en) | 2016-12-01 | 2021-03-30 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
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| WO2018197315A1 (en) | 2017-04-25 | 2018-11-01 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
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| WO2019008072A1 (en) | 2017-07-05 | 2019-01-10 | Syngenta Participations Ag | HETEROCYCLIC DERIVATIVES HAVING PESTICIDE ACTIVITY HAVING SUBSTITUENTS CONTAINING SULFUR |
| JP7267262B2 (ja) | 2017-09-18 | 2023-05-01 | シンジェンタ パーティシペーションズ アーゲー | 硫黄含有置換基を有する殺有害生物活性な複素環式誘導体 |
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| US20220061324A1 (en) | 2018-12-31 | 2022-03-03 | Syngenta Crop Protection Ag | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
| WO2020173861A1 (de) | 2019-02-26 | 2020-09-03 | Bayer Aktiengesellschaft | Kondensierte bicyclische heterocyclen-derivate als schädlingsbekämpfungsmittel |
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| TW202120479A (zh) | 2019-11-27 | 2021-06-01 | 瑞士商先正達農作物保護公司 | 用於製備具有3-含硫取代基的5-氯-吡啶-2-羧酸及羧酸酯之方法 |
| TW202134214A (zh) | 2020-03-04 | 2021-09-16 | 瑞士商先正達農作物保護公司 | 用於製備具有3-含硫取代基的5-氯-吡啶-2-甲酸醯胺以及甲酸鹽之方法 |
| KR102335886B1 (ko) * | 2020-03-11 | 2021-12-07 | 서울대학교병원 | 엘리오카퍼스 페티오라투스를 포함하는 심혈관 대사 질환의 예방 또는 치료용 조성물 |
| CN115715290A (zh) | 2020-04-21 | 2023-02-24 | 拜耳公司 | 作为农药的2-(杂)芳基取代的稠杂环衍生物 |
| CN115702149B (zh) | 2020-04-30 | 2025-08-19 | 先正达农作物保护股份公司 | 具有含硫取代基的杀有害生物活性的杂环衍生物 |
| CN116033828B (zh) | 2020-07-02 | 2025-05-16 | 拜耳公司 | 作为害虫防治剂的杂环衍生物 |
| CA3201212A1 (en) | 2020-12-14 | 2022-06-23 | Rizwan Shabbir SHAIKH | Sulfoximine pesticides |
| EP4337661A1 (de) | 2021-05-12 | 2024-03-20 | Bayer Aktiengesellschaft | 2-(het)aryl-substituierte kondensierte heterocyclen-derivate als schädlingsbekämpfungsmittel |
| AU2024235487A1 (en) | 2023-03-14 | 2025-09-25 | Syngenta Crop Protection Ag | Control of pests resistant to insecticides |
| WO2025026738A1 (en) | 2023-07-31 | 2025-02-06 | Bayer Aktiengesellschaft | 6-[5-(ethylsulfonyl)-1-methyl-1h-imidazol-4-yl]-7-methyl-3-(pentafluoroethyl)-7h-imidazo[4,5-c]pyridazine derivatives as pesticides |
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| WO1988002367A1 (en) * | 1986-09-27 | 1988-04-07 | Fisons Plc | Compounds |
| CN103261170B (zh) * | 2010-12-24 | 2016-08-24 | 住友化学株式会社 | 稠杂环化合物及其用于害虫防治的用途 |
| TWI589570B (zh) * | 2011-08-04 | 2017-07-01 | 住友化學股份有限公司 | 稠合雜環化合物及其在病蟲害防制上之用途 |
| JP2014111558A (ja) * | 2013-05-15 | 2014-06-19 | Sumitomo Chemical Co Ltd | 有害生物防除組成物およびその用途 |
| WO2016030229A1 (en) * | 2014-08-25 | 2016-03-03 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulphur containing substituents |
| EP3194394B1 (en) * | 2014-09-16 | 2019-01-09 | Syngenta Participations AG | Pesticidally active tetracyclic derivatives with sulphur containing substituents |
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- 2015-07-02 US US15/323,983 patent/US9775353B2/en not_active Expired - Fee Related
- 2015-07-02 KR KR1020177003154A patent/KR20170029554A/ko not_active Withdrawn
- 2015-07-02 BR BR112017000269-8A patent/BR112017000269B1/pt not_active IP Right Cessation
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| CN106661021A (zh) | 2017-05-10 |
| BR112017000269A2 (pt) | 2018-06-05 |
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| US20170156329A1 (en) | 2017-06-08 |
| US9775353B2 (en) | 2017-10-03 |
| BR112017000269B1 (pt) | 2020-06-02 |
| JP2017523167A (ja) | 2017-08-17 |
| JP6663907B2 (ja) | 2020-03-13 |
| EP3166941A1 (en) | 2017-05-17 |
| MX2017000305A (es) | 2017-04-27 |
| CN106661021B (zh) | 2019-06-14 |
| EP3166941B1 (en) | 2018-01-10 |
| US20170354151A1 (en) | 2017-12-14 |
| RU2017103953A (ru) | 2018-08-08 |
| CA2954238A1 (en) | 2016-01-14 |
| ES2663523T3 (es) | 2018-04-13 |
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