JP2014503550A5 - - Google Patents
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- Publication number
- JP2014503550A5 JP2014503550A5 JP2013547567A JP2013547567A JP2014503550A5 JP 2014503550 A5 JP2014503550 A5 JP 2014503550A5 JP 2013547567 A JP2013547567 A JP 2013547567A JP 2013547567 A JP2013547567 A JP 2013547567A JP 2014503550 A5 JP2014503550 A5 JP 2014503550A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrimidinylmethyl
- pyrido
- oxo
- hydroxy
- inner salt
- 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.)
- Granted
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- 150000003839 salts Chemical class 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 14
- -1 C 1 -C 4 alkoxy Chemical group 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 230000000967 entomopathogenic effect Effects 0.000 claims 3
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products 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 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 239000005660 Abamectin Substances 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- ZXQYGBMAQZUVMI-GCMPRSNUSA-N gamma-cyhalothrin Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-GCMPRSNUSA-N 0.000 claims 2
- XLNZEKHULJKQBA-UHFFFAOYSA-N terbufos Chemical compound CCOP(=S)(OCC)SCSC(C)(C)C XLNZEKHULJKQBA-UHFFFAOYSA-N 0.000 claims 2
- CXBMCYHAMVGWJQ-CABCVRRESA-N (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-CABCVRRESA-N 0.000 claims 1
- 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 claims 1
- AGMMRUPNXPWLGF-AATRIKPKSA-N (2,3,5,6-tetrafluoro-4-methylphenyl)methyl 2,2-dimethyl-3-[(e)-prop-1-enyl]cyclopropane-1-carboxylate Chemical compound CC1(C)C(/C=C/C)C1C(=O)OCC1=C(F)C(F)=C(C)C(F)=C1F AGMMRUPNXPWLGF-AATRIKPKSA-N 0.000 claims 1
- LZTIMERBDGGAJD-SNAWJCMRSA-N (2e)-2-(nitromethylidene)-1,3-thiazinane Chemical compound [O-][N+](=O)\C=C1/NCCCS1 LZTIMERBDGGAJD-SNAWJCMRSA-N 0.000 claims 1
- WCXDHFDTOYPNIE-RIYZIHGNSA-N (E)-acetamiprid Chemical compound N#C/N=C(\C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-RIYZIHGNSA-N 0.000 claims 1
- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 claims 1
- CFRPSFYHXJZSBI-DHZHZOJOSA-N (E)-nitenpyram Chemical compound [O-][N+](=O)/C=C(\NC)N(CC)CC1=CC=C(Cl)N=C1 CFRPSFYHXJZSBI-DHZHZOJOSA-N 0.000 claims 1
- IQVNEKKDSLOHHK-FNCQTZNRSA-N (E,E)-hydramethylnon Chemical compound N1CC(C)(C)CNC1=NN=C(/C=C/C=1C=CC(=CC=1)C(F)(F)F)\C=C\C1=CC=C(C(F)(F)F)C=C1 IQVNEKKDSLOHHK-FNCQTZNRSA-N 0.000 claims 1
- ZFHGXWPMULPQSE-SZGBIDFHSA-N (Z)-(1S)-cis-tefluthrin Chemical compound FC1=C(F)C(C)=C(F)C(F)=C1COC(=O)[C@@H]1C(C)(C)[C@@H]1\C=C(/Cl)C(F)(F)F ZFHGXWPMULPQSE-SZGBIDFHSA-N 0.000 claims 1
- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 claims 1
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 claims 1
- LVVCYAWISYLFRK-UHFFFAOYSA-O 2-hydroxy-3-(2-methoxyphenyl)-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound COC1=CC=CC=C1C(C1=O)=C(O)[N+](CC=2C=NC=NC=2)=C2N1C=CC=C2 LVVCYAWISYLFRK-UHFFFAOYSA-O 0.000 claims 1
- RPYVJGSOHXSCEV-UHFFFAOYSA-O 2-hydroxy-3-(3-methoxyphenyl)-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound COC1=CC=CC(C=2C(N3C=CC=CC3=[N+](CC=3C=NC=NC=3)C=2O)=O)=C1 RPYVJGSOHXSCEV-UHFFFAOYSA-O 0.000 claims 1
- HTPAMYUONDLWNK-UHFFFAOYSA-O 2-hydroxy-3-(3-methylphenyl)-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound CC1=CC=CC(C=2C(N3C=CC=CC3=[N+](CC=3C=NC=NC=3)C=2O)=O)=C1 HTPAMYUONDLWNK-UHFFFAOYSA-O 0.000 claims 1
- IAPYUVRRFVSFCQ-UHFFFAOYSA-O 2-hydroxy-3-phenyl-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC=C1 IAPYUVRRFVSFCQ-UHFFFAOYSA-O 0.000 claims 1
- LEMVDVJUZBHKCH-UHFFFAOYSA-O 3-(2,4-difluorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=C(F)C=C1F LEMVDVJUZBHKCH-UHFFFAOYSA-O 0.000 claims 1
- BXADBGYAOPAUHD-UHFFFAOYSA-O 3-(2-bromophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC=C1Br BXADBGYAOPAUHD-UHFFFAOYSA-O 0.000 claims 1
- HOGHLPOOSRMOFK-UHFFFAOYSA-O 3-(2-chlorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC=C1Cl HOGHLPOOSRMOFK-UHFFFAOYSA-O 0.000 claims 1
- CXEVSUJMSBGTQS-UHFFFAOYSA-O 3-(2-fluorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC=C1F CXEVSUJMSBGTQS-UHFFFAOYSA-O 0.000 claims 1
- PXNNGTBDUKCKQU-UHFFFAOYSA-O 3-(3,5-dichloro-4-fluorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC(Cl)=C(F)C(Cl)=C1 PXNNGTBDUKCKQU-UHFFFAOYSA-O 0.000 claims 1
- LKLHMHUKOFUAMJ-UHFFFAOYSA-O 3-(3,5-dichlorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC(Cl)=CC(Cl)=C1 LKLHMHUKOFUAMJ-UHFFFAOYSA-O 0.000 claims 1
- MPXRPDFAFFAAJQ-UHFFFAOYSA-O 3-(3-chlorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC(Cl)=C1 MPXRPDFAFFAAJQ-UHFFFAOYSA-O 0.000 claims 1
- WMWZLJTYKASQOZ-UHFFFAOYSA-O 3-(4-chloro-2-fluorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=C(Cl)C=C1F WMWZLJTYKASQOZ-UHFFFAOYSA-O 0.000 claims 1
- KHQNJPXQCLZCBR-UHFFFAOYSA-O 3-(4-fluorophenyl)-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=C(F)C=C1 KHQNJPXQCLZCBR-UHFFFAOYSA-O 0.000 claims 1
- DLQAJYCPDUORMQ-UHFFFAOYSA-O 3-[2-fluoro-5-(trifluoromethyl)phenyl]-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC(C(F)(F)F)=CC=C1F DLQAJYCPDUORMQ-UHFFFAOYSA-O 0.000 claims 1
- TVWUCCVKBMJXQD-UHFFFAOYSA-O 3-[3-chloro-5-(trifluoromethyl)phenyl]-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC(Cl)=CC(C(F)(F)F)=C1 TVWUCCVKBMJXQD-UHFFFAOYSA-O 0.000 claims 1
- JPUUDYJWHNJIEG-UHFFFAOYSA-O 3-[4-fluoro-3-(trifluoromethyl)phenyl]-2-hydroxy-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-4-one Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=C(F)C(C(F)(F)F)=C1 JPUUDYJWHNJIEG-UHFFFAOYSA-O 0.000 claims 1
- LKQVAJUDBVHMMT-UHFFFAOYSA-O 4-[3-[2-hydroxy-4-oxo-1-(pyrimidin-5-ylmethyl)pyrido[1,2-a]pyrimidin-5-ium-3-yl]-5-methylphenyl]-3-methylbenzonitrile Chemical compound C=1C(C)=CC(C=2C(=CC(=CC=2)C#N)C)=CC=1C(C(N1C=CC=CC1=1)=O)=C(O)[N+]=1CC1=CN=CN=C1 LKQVAJUDBVHMMT-UHFFFAOYSA-O 0.000 claims 1
- SVVRRYPXJUEUND-UHFFFAOYSA-O 4-oxo-1-(pyrimidin-5-ylmethyl)-3-[3-(trifluoromethoxy)phenyl]-5h-pyrido[1,2-a]pyrimidine-1,5-diium-2-olate Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC(OC(F)(F)F)=C1 SVVRRYPXJUEUND-UHFFFAOYSA-O 0.000 claims 1
- LHZOTJOOBRODLL-UHFFFAOYSA-O 4-oxo-1-(pyrimidin-5-ylmethyl)-3-[3-(trifluoromethyl)phenyl]-5h-pyrido[1,2-a]pyrimidine-1,5-diium-2-olate Chemical compound O=C1N2C=CC=CC2=[N+](CC=2C=NC=NC=2)C(O)=C1C1=CC=CC(C(F)(F)F)=C1 LHZOTJOOBRODLL-UHFFFAOYSA-O 0.000 claims 1
- ZOCSXAVNDGMNBV-UHFFFAOYSA-N 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 claims 1
- XJFIKRXIJXAJGH-UHFFFAOYSA-N 5-chloro-1,3-dihydroimidazo[4,5-b]pyridin-2-one Chemical group ClC1=CC=C2NC(=O)NC2=N1 XJFIKRXIJXAJGH-UHFFFAOYSA-N 0.000 claims 1
- IBSREHMXUMOFBB-JFUDTMANSA-N 5u8924t11h Chemical group O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O3)C=C[C@H](C)[C@@H](C(C)C)O4)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 IBSREHMXUMOFBB-JFUDTMANSA-N 0.000 claims 1
- 239000005875 Acetamiprid Substances 0.000 claims 1
- 239000005652 Acrinathrin Substances 0.000 claims 1
- 239000005877 Alpha-Cypermethrin Substances 0.000 claims 1
- 239000005878 Azadirachtin Substances 0.000 claims 1
- 108700003918 Bacillus Thuringiensis insecticidal crystal Proteins 0.000 claims 1
- 241000894006 Bacteria Species 0.000 claims 1
- 239000005884 Beta-Cyfluthrin Substances 0.000 claims 1
- 239000005653 Bifenazate Substances 0.000 claims 1
- 239000005874 Bifenthrin Substances 0.000 claims 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- 239000005885 Buprofezin Substances 0.000 claims 1
- JFLRKDZMHNBDQS-UCQUSYKYSA-N CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C(=C[C@H]3[C@@H]2CC(=O)O1)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C.CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3C2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C Chemical compound CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C(=C[C@H]3[C@@H]2CC(=O)O1)C)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C.CC[C@H]1CCC[C@@H]([C@H](C(=O)C2=C[C@H]3[C@@H]4C[C@@H](C[C@H]4C=C[C@H]3C2CC(=O)O1)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)C)O[C@H]6CC[C@@H]([C@H](O6)C)N(C)C JFLRKDZMHNBDQS-UCQUSYKYSA-N 0.000 claims 1
- 239000005886 Chlorantraniliprole Substances 0.000 claims 1
- 239000005944 Chlorpyrifos Substances 0.000 claims 1
- 239000005945 Chlorpyrifos-methyl Substances 0.000 claims 1
- 239000005887 Chromafenozide Substances 0.000 claims 1
- 239000005888 Clothianidin Substances 0.000 claims 1
- 239000005889 Cyantraniliprole Substances 0.000 claims 1
- 239000005946 Cypermethrin Substances 0.000 claims 1
- 239000005891 Cyromazine Substances 0.000 claims 1
- 239000005892 Deltamethrin Substances 0.000 claims 1
- 239000005893 Diflubenzuron Substances 0.000 claims 1
- 239000005947 Dimethoate Substances 0.000 claims 1
- 239000005894 Emamectin Substances 0.000 claims 1
- 239000005895 Esfenvalerate Substances 0.000 claims 1
- HMIBKHHNXANVHR-UHFFFAOYSA-N Fenothiocarb Chemical compound CN(C)C(=O)SCCCCOC1=CC=CC=C1 HMIBKHHNXANVHR-UHFFFAOYSA-N 0.000 claims 1
- 239000005899 Fipronil Substances 0.000 claims 1
- 239000005900 Flonicamid Substances 0.000 claims 1
- 241000233866 Fungi Species 0.000 claims 1
- 239000005903 Gamma-cyhalothrin Substances 0.000 claims 1
- 239000005906 Imidacloprid Substances 0.000 claims 1
- 239000005912 Lufenuron Substances 0.000 claims 1
- 239000005949 Malathion Substances 0.000 claims 1
- 239000005914 Metaflumizone Substances 0.000 claims 1
- MIFOMMKAVSCNKQ-HWIUFGAZSA-N Metaflumizone Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)N\N=C(C=1C=C(C=CC=1)C(F)(F)F)\CC1=CC=C(C#N)C=C1 MIFOMMKAVSCNKQ-HWIUFGAZSA-N 0.000 claims 1
- 239000005956 Metaldehyde Substances 0.000 claims 1
- 239000005951 Methiocarb Substances 0.000 claims 1
- 239000005921 Phosmet Substances 0.000 claims 1
- 239000005925 Pymetrozine Substances 0.000 claims 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 claims 1
- 239000005663 Pyridaben Substances 0.000 claims 1
- 239000005926 Pyridalyl Substances 0.000 claims 1
- 239000005927 Pyriproxyfen Substances 0.000 claims 1
- 229930001406 Ryanodine Natural products 0.000 claims 1
- 239000005929 Spinetoram Substances 0.000 claims 1
- GOENIMGKWNZVDA-OAMCMWGQSA-N Spinetoram Chemical compound CO[C@@H]1[C@H](OCC)[C@@H](OC)[C@H](C)O[C@H]1OC1C[C@H]2[C@@H]3C=C4C(=O)[C@H](C)[C@@H](O[C@@H]5O[C@H](C)[C@H](CC5)N(C)C)CCC[C@H](CC)OC(=O)CC4[C@@H]3CC[C@@H]2C1 GOENIMGKWNZVDA-OAMCMWGQSA-N 0.000 claims 1
- 239000005930 Spinosad Substances 0.000 claims 1
- 239000005664 Spirodiclofen Substances 0.000 claims 1
- 239000005931 Spirotetramat Substances 0.000 claims 1
- 239000005937 Tebufenozide Substances 0.000 claims 1
- 239000005658 Tebufenpyrad Substances 0.000 claims 1
- 239000005938 Teflubenzuron Substances 0.000 claims 1
- 239000005939 Tefluthrin Substances 0.000 claims 1
- 239000005940 Thiacloprid Substances 0.000 claims 1
- 239000005941 Thiamethoxam Substances 0.000 claims 1
- 241000700605 Viruses Species 0.000 claims 1
- QQODLKZGRKWIFG-RUTXASTPSA-N [(R)-cyano-(4-fluoro-3-phenoxyphenyl)methyl] (1S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-RUTXASTPSA-N 0.000 claims 1
- KAATUXNTWXVJKI-QPIRBTGLSA-N [(s)-cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-QPIRBTGLSA-N 0.000 claims 1
- 229950008167 abamectin Drugs 0.000 claims 1
- YASYVMFAVPKPKE-UHFFFAOYSA-N acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- YLFSVIMMRPNPFK-WEQBUNFVSA-N acrinathrin Chemical compound CC1(C)[C@@H](\C=C/C(=O)OC(C(F)(F)F)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YLFSVIMMRPNPFK-WEQBUNFVSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 229960002587 amitraz Drugs 0.000 claims 1
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| US201061427855P | 2010-12-29 | 2010-12-29 | |
| US61/427,855 | 2010-12-29 | ||
| US201161550675P | 2011-10-24 | 2011-10-24 | |
| US61/550,675 | 2011-10-24 | ||
| PCT/US2011/066798 WO2012092115A1 (en) | 2010-12-29 | 2011-12-22 | Mesoionic pyrido [1,2 -a] pyrimidine pesticides |
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| JP2014503550A JP2014503550A (ja) | 2014-02-13 |
| JP2014503550A5 true JP2014503550A5 (OSRAM) | 2015-01-08 |
| JP5911510B2 JP5911510B2 (ja) | 2016-04-27 |
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| JP (1) | JP5911510B2 (OSRAM) |
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| RU (1) | RU2585616C2 (OSRAM) |
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| UY (1) | UY33842A (OSRAM) |
| WO (1) | WO2012092115A1 (OSRAM) |
| ZA (1) | ZA201302430B (OSRAM) |
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| WO2019011928A1 (en) | 2017-07-11 | 2019-01-17 | Syngenta Participations Ag | MICROBIOCIDE OXADIAZOLE DERIVATIVES |
| WO2019011926A1 (en) | 2017-07-11 | 2019-01-17 | Syngenta Participations Ag | MICROBIOCIDE OXADIAZOLE DERIVATIVES |
| BR112020000456A2 (pt) | 2017-07-11 | 2020-07-21 | Syngenta Participations Ag | derivados oxadiazol microbiocidas |
| WO2019011923A1 (en) | 2017-07-11 | 2019-01-17 | Syngenta Participations Ag | MICROBIOCIDE OXADIAZOLE DERIVATIVES |
| WO2019012011A1 (en) | 2017-07-12 | 2019-01-17 | Syngenta Participations Ag | MICROBIOCIDE OXADIAZOLE DERIVATIVES |
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| WO2019030358A1 (en) | 2017-08-11 | 2019-02-14 | Syngenta Participations Ag | ACTIVE PYRAZOLE DERIVATIVES ON THE PESTICIDE PLAN |
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| US11584740B2 (en) | 2017-09-13 | 2023-02-21 | Syngenta Participations Ag | Microbiocidal quinoline (thio)carboxamide derivatives |
| ES2908668T3 (es) | 2017-09-13 | 2022-05-03 | Syngenta Participations Ag | Derivados de quinolina (tio)carboxamida microbiocidas |
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| WO2019053027A1 (en) | 2017-09-13 | 2019-03-21 | Syngenta Participations Ag | MICROBIOCIDE DERIVATIVES OF QUINOLINE (THIO) CARBOXAMIDE |
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| UY37912A (es) | 2017-10-05 | 2019-05-31 | Syngenta Participations Ag | Derivados de picolinamida fungicidas que portan grupos terminales heteroarilo o heteroariloxi |
| UY37913A (es) | 2017-10-05 | 2019-05-31 | Syngenta Participations Ag | Derivados de picolinamida fungicidas que portan un grupo terminal cuaternario |
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| US11459318B2 (en) | 2017-10-06 | 2022-10-04 | Syngenta Participations Ag | Pesticidally active pyrrole derivatives |
| WO2019076778A1 (en) | 2017-10-16 | 2019-04-25 | Syngenta Participations Ag | HETEROCYCLIC DERIVATIVES HAVING PESTICIDAL ACTIVITY HAVING SUBSTITUENTS CONTAINING SULFUR AND SULFONIMIDAMIDES |
| WO2019086474A1 (en) | 2017-10-31 | 2019-05-09 | Syngenta Participations Ag | Pesticidally active mesoionics heterocyclic compounds |
| CN111344279B (zh) | 2017-11-15 | 2023-07-07 | 先正达参股股份有限公司 | 杀微生物的吡啶酰胺衍生物 |
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| KR102697953B1 (ko) | 2017-11-29 | 2024-08-21 | 신젠타 파티서페이션즈 아게 | 살미생물 티아졸 유도체 |
| CN111386258B (zh) | 2017-12-01 | 2023-08-15 | 先正达参股股份有限公司 | 新颖的嘧啶衍生物 |
| WO2019115404A1 (en) | 2017-12-13 | 2019-06-20 | Syngenta Participations Ag | Pesticidally active mesoionic heterocyclic compounds |
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| AU2019229971B2 (en) | 2018-03-05 | 2022-07-14 | Corteva Agriscience Llc | Process and intermidiates for the preparation of certain mesoionic pesticides |
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| WO2019229088A1 (en) | 2018-05-30 | 2019-12-05 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
| WO2019229089A1 (en) | 2018-05-31 | 2019-12-05 | Syngenta Participations Ag | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
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| WO2020035565A1 (en) | 2018-08-17 | 2020-02-20 | Syngenta Crop Protection Ag | Pesticidally-active mesoionic bicyclic heteroaromatic compounds |
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| WO2020070049A1 (en) | 2018-10-02 | 2020-04-09 | Syngenta Participations Ag | Pesticidally active benzene- and azine-amide compounds |
| JP2022504304A (ja) | 2018-10-06 | 2022-01-13 | シンジェンタ パーティシペーションズ アーゲー | 殺微生物性キノリンジヒドロ－（チアジン）オキサジン誘導体 |
| WO2020070132A1 (en) | 2018-10-06 | 2020-04-09 | Syngenta Participations Ag | Microbiocidal quinoline dihydro-(thiazine)oxazine derivatives |
| TW202035404A (zh) | 2018-10-24 | 2020-10-01 | 瑞士商先正達農作物保護公司 | 具有含亞碸亞胺的取代基之殺有害生物活性雜環衍生物 |
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| WO2020120694A1 (en) | 2018-12-14 | 2020-06-18 | Syngenta Participations Ag | Pesticidally-active bicyclic heteroaromatic compounds |
| WO2020127345A1 (en) | 2018-12-21 | 2020-06-25 | Syngenta Participations Ag | Pesticidally active pyrazole derivatives |
| WO2020141135A1 (en) | 2018-12-31 | 2020-07-09 | Syngenta Crop Protection Ag | Pesticidally active heterocyclic derivatives with sulfur containing substituents |
| JP2022515896A (ja) | 2018-12-31 | 2022-02-22 | シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト | 硫黄含有置換基を有する殺有害生物的に活性な複素環式誘導体 |
| WO2020164993A1 (en) | 2019-02-13 | 2020-08-20 | Syngenta Crop Protection Ag | Pesticidally active pyrazole derivatives |
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| TW202045011A (zh) | 2019-02-28 | 2020-12-16 | 瑞士商先正達農作物保護公司 | 具有含硫取代基之殺有害生物活性雜環衍生物 |
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| CN110151762A (zh) * | 2019-05-19 | 2019-08-23 | 青海大学 | 一种噻虫啉的新用途 |
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| CN113956081B (zh) * | 2021-11-10 | 2023-02-28 | 江苏科技大学 | 利用蝇蛆生物转化蚕沙废弃物的方法及其产物应用 |
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| CN117720535B (zh) | 2023-12-13 | 2025-05-13 | 贵州大学 | 一种含1,2,4-噁二唑结构的吡啶并[1, 2-a]嘧啶类介离子衍生物及其制备和用途 |
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2011
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