JP2009132681A5 - - Google Patents
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- Publication number
- JP2009132681A5 JP2009132681A5 JP2008264385A JP2008264385A JP2009132681A5 JP 2009132681 A5 JP2009132681 A5 JP 2009132681A5 JP 2008264385 A JP2008264385 A JP 2008264385A JP 2008264385 A JP2008264385 A JP 2008264385A JP 2009132681 A5 JP2009132681 A5 JP 2009132681A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- compounds
- trifluoromethyl
- dimethyl
- compound
- 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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- -1 guanidine series Compound Chemical class 0.000 claims 41
- XAKBSHICSHRJCL-UHFFFAOYSA-N [CH2]C(=O)C1=CC=CC=C1 Chemical group [CH2]C(=O)C1=CC=CC=C1 XAKBSHICSHRJCL-UHFFFAOYSA-N 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- 230000000844 anti-bacterial effect Effects 0.000 claims 6
- 241000233866 Fungi Species 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 claims 2
- RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 claims 2
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 claims 2
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 claims 2
- IKNXXTIMVROREQ-WXXKFALUSA-N (e)-but-2-enedioic acid;[2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl]-imidazol-1-ylmethanone Chemical compound OC(=O)\C=C\C(O)=O.C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1.C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 IKNXXTIMVROREQ-WXXKFALUSA-N 0.000 claims 2
- 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 claims 2
- QYZMQZAXGJHGKK-UHFFFAOYSA-N 1-(6-tert-butyl-8-fluoro-2,3-dimethylquinolin-4-yl)ethanone Chemical compound C1=C(C(C)(C)C)C=C2C(C(=O)C)=C(C)C(C)=NC2=C1F QYZMQZAXGJHGKK-UHFFFAOYSA-N 0.000 claims 2
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 claims 2
- MGNFYQILYYYUBS-UHFFFAOYSA-N 1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1CCCCC1 MGNFYQILYYYUBS-UHFFFAOYSA-N 0.000 claims 2
- ZVXKYWHJBYIYNI-UHFFFAOYSA-N 1h-pyrazole-4-carboxamide Chemical compound NC(=O)C=1C=NNC=1 ZVXKYWHJBYIYNI-UHFFFAOYSA-N 0.000 claims 2
- NIOPZPCMRQGZCE-WEVVVXLNSA-N 2,4-dinitro-6-(octan-2-yl)phenyl (E)-but-2-enoate Chemical compound CCCCCCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)\C=C\C NIOPZPCMRQGZCE-WEVVVXLNSA-N 0.000 claims 2
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims 2
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 claims 2
- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims 2
- ASMNSUBMNZQTTG-UHFFFAOYSA-N 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1CC(C)CCN1C1=C(C=2C(=CC(F)=CC=2F)F)C(Cl)=NC2=NC=NN12 ASMNSUBMNZQTTG-UHFFFAOYSA-N 0.000 claims 2
- 239000005730 Azoxystrobin Substances 0.000 claims 2
- 239000005745 Captan Substances 0.000 claims 2
- 239000005747 Chlorothalonil Substances 0.000 claims 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 claims 2
- 239000005757 Cyproconazole Substances 0.000 claims 2
- 239000005761 Dimethomorph Substances 0.000 claims 2
- 239000005762 Dimoxystrobin Substances 0.000 claims 2
- 239000005767 Epoxiconazole Substances 0.000 claims 2
- 239000005777 Fenpropidin Substances 0.000 claims 2
- 239000005778 Fenpropimorph Substances 0.000 claims 2
- 239000005780 Fluazinam Substances 0.000 claims 2
- 239000005781 Fludioxonil Substances 0.000 claims 2
- 239000005786 Flutolanil Substances 0.000 claims 2
- 239000005867 Iprodione Substances 0.000 claims 2
- 239000005805 Mepanipyrim Substances 0.000 claims 2
- 239000005806 Meptyldinocap Substances 0.000 claims 2
- 239000005868 Metconazole Substances 0.000 claims 2
- 229930182764 Polyoxin Natural products 0.000 claims 2
- 239000005819 Potassium phosphonate Substances 0.000 claims 2
- MKIMSXGUTQTKJU-UHFFFAOYSA-N Propamocarb hydrochloride Chemical compound [Cl-].CCCOC(=O)NCCC[NH+](C)C MKIMSXGUTQTKJU-UHFFFAOYSA-N 0.000 claims 2
- 239000005825 Prothioconazole Substances 0.000 claims 2
- 239000005869 Pyraclostrobin Substances 0.000 claims 2
- 239000005837 Spiroxamine Substances 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 239000005839 Tebuconazole Substances 0.000 claims 2
- 239000005840 Tetraconazole Substances 0.000 claims 2
- 239000005842 Thiophanate-methyl Substances 0.000 claims 2
- 239000005858 Triflumizole Substances 0.000 claims 2
- KKJKGRYXBURLSH-UHFFFAOYSA-N [2-chloro-5-methoxy-3-(trifluoromethyl)pyridin-4-yl]-(2,3,4-trimethoxy-6-methylphenyl)methanone Chemical compound COC1=CN=C(Cl)C(C(F)(F)F)=C1C(=O)C1=C(C)C=C(OC)C(OC)=C1OC KKJKGRYXBURLSH-UHFFFAOYSA-N 0.000 claims 2
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 claims 2
- OIPMQULDKWSNGX-UHFFFAOYSA-N bis[[ethoxy(oxo)phosphaniumyl]oxy]alumanyloxy-ethoxy-oxophosphanium Chemical compound [Al+3].CCO[P+]([O-])=O.CCO[P+]([O-])=O.CCO[P+]([O-])=O OIPMQULDKWSNGX-UHFFFAOYSA-N 0.000 claims 2
- 229940117949 captan Drugs 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 claims 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims 2
- ACMXQHFNODYQAT-UHFFFAOYSA-N cyflufenamid Chemical compound FC1=CC=C(C(F)(F)F)C(C(NOCC2CC2)=NC(=O)CC=2C=CC=CC=2)=C1F ACMXQHFNODYQAT-UHFFFAOYSA-N 0.000 claims 2
- WXUZAHCNPWONDH-DYTRJAOYSA-N dimoxystrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1COC1=CC(C)=CC=C1C WXUZAHCNPWONDH-DYTRJAOYSA-N 0.000 claims 2
- YXXXKCDYKKSZHL-UHFFFAOYSA-M dipotassium;dioxido(oxo)phosphanium Chemical compound [K+].[K+].[O-][P+]([O-])=O YXXXKCDYKKSZHL-UHFFFAOYSA-M 0.000 claims 2
- VDLGAVXLJYLFDH-UHFFFAOYSA-N fenhexamid Chemical compound C=1C=C(O)C(Cl)=C(Cl)C=1NC(=O)C1(C)CCCCC1 VDLGAVXLJYLFDH-UHFFFAOYSA-N 0.000 claims 2
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 claims 2
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 claims 2
- PTCGDEVVHUXTMP-UHFFFAOYSA-N flutolanil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C(F)(F)F)=C1 PTCGDEVVHUXTMP-UHFFFAOYSA-N 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 claims 2
- PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 claims 2
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 claims 2
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 claims 2
- YEBIHIICWDDQOL-YBHNRIQQSA-N polyoxin Polymers O[C@@H]1[C@H](O)[C@@H](C(C=O)N)O[C@H]1N1C(=O)NC(=O)C(C(O)=O)=C1 YEBIHIICWDDQOL-YBHNRIQQSA-N 0.000 claims 2
- 229910000028 potassium bicarbonate Inorganic materials 0.000 claims 2
- 239000011736 potassium bicarbonate Substances 0.000 claims 2
- 235000015497 potassium bicarbonate Nutrition 0.000 claims 2
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims 2
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 claims 2
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 claims 2
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 claims 2
- CRFYLQMIDWBKRT-LPYMAVHISA-N pyribencarb Chemical compound C1=C(Cl)C(CNC(=O)OC)=CC(C(\C)=N\OCC=2N=C(C)C=CC=2)=C1 CRFYLQMIDWBKRT-LPYMAVHISA-N 0.000 claims 2
- NMVCBWZLCXANER-UHFFFAOYSA-N pyriofenone Chemical compound COC1=C(OC)C(OC)=CC(C)=C1C(=O)C1=C(C)C(Cl)=CN=C1OC NMVCBWZLCXANER-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical group COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 claims 2
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 claims 2
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 claims 2
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 claims 1
- BKBSMMUEEAWFRX-NBVRZTHBSA-N (E)-flumorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(F)=CC=1)=C\C(=O)N1CCOCC1 BKBSMMUEEAWFRX-NBVRZTHBSA-N 0.000 claims 1
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 claims 1
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 claims 1
- PFFIDZXUXFLSSR-UHFFFAOYSA-N 1-methyl-N-[2-(4-methylpentan-2-yl)-3-thienyl]-3-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound S1C=CC(NC(=O)C=2C(=NN(C)C=2)C(F)(F)F)=C1C(C)CC(C)C PFFIDZXUXFLSSR-UHFFFAOYSA-N 0.000 claims 1
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 1
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical class C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 claims 1
- YTOPFCCWCSOHFV-UHFFFAOYSA-N 2,6-dimethyl-4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 claims 1
- ATRQECRSCHYSNP-UHFFFAOYSA-N 2-(trifluoromethyl)pyridine Chemical compound FC(F)(F)C1=CC=CC=N1 ATRQECRSCHYSNP-UHFFFAOYSA-N 0.000 claims 1
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- IWTFOFMTUOBLHG-UHFFFAOYSA-N 2-methoxypyridine Chemical compound COC1=CC=CC=N1 IWTFOFMTUOBLHG-UHFFFAOYSA-N 0.000 claims 1
- SOUGWDPPRBKJEX-UHFFFAOYSA-N 3,5-dichloro-N-(1-chloro-3-methyl-2-oxopentan-3-yl)-4-methylbenzamide Chemical compound ClCC(=O)C(C)(CC)NC(=O)C1=CC(Cl)=C(C)C(Cl)=C1 SOUGWDPPRBKJEX-UHFFFAOYSA-N 0.000 claims 1
- FSCWZHGZWWDELK-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione Chemical compound O=C1C(C)(C=C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FSCWZHGZWWDELK-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- KJTRXVXWSSPHRV-UHFFFAOYSA-N 4-benzoyl-5-methyl-2-phenyl-1h-pyrazol-3-one Chemical compound O=C1C(C(=O)C=2C=CC=CC=2)=C(C)NN1C1=CC=CC=C1 KJTRXVXWSSPHRV-UHFFFAOYSA-N 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 239000005727 Amisulbrom Substances 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 1
- 239000005740 Boscalid Substances 0.000 claims 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims 1
- 239000005746 Carboxin Substances 0.000 claims 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- 239000005749 Copper compound Substances 0.000 claims 1
- 239000005760 Difenoconazole Substances 0.000 claims 1
- 239000005765 Dodemorph Substances 0.000 claims 1
- 241001522296 Erithacus rubecula Species 0.000 claims 1
- 239000005775 Fenbuconazole Substances 0.000 claims 1
- 239000005784 Fluoxastrobin Substances 0.000 claims 1
- 239000005785 Fluquinconazole Substances 0.000 claims 1
- 239000005796 Ipconazole Substances 0.000 claims 1
- 239000005797 Iprovalicarb Substances 0.000 claims 1
- NWUWYYSKZYIQAE-ZBFHGGJFSA-N L-(R)-iprovalicarb Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)N[C@H](C)C1=CC=C(C)C=C1 NWUWYYSKZYIQAE-ZBFHGGJFSA-N 0.000 claims 1
- 241000907681 Morpho Species 0.000 claims 1
- 239000005813 Penconazole Substances 0.000 claims 1
- 239000005816 Penthiopyrad Substances 0.000 claims 1
- 239000005818 Picoxystrobin Substances 0.000 claims 1
- 239000005822 Propiconazole Substances 0.000 claims 1
- 239000005823 Propineb Substances 0.000 claims 1
- 239000005835 Silthiofam Substances 0.000 claims 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims 1
- 229930182692 Strobilurin Natural products 0.000 claims 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 1
- 235000011941 Tilia x europaea Nutrition 0.000 claims 1
- 239000005857 Trifloxystrobin Substances 0.000 claims 1
- 229930195482 Validamycin Natural products 0.000 claims 1
- 239000005863 Zoxamide Substances 0.000 claims 1
- ZHBRLEQONSVJJN-UHFFFAOYSA-N [2,5-dichloro-3-(trifluoromethyl)pyridin-4-yl]-(2,3,4-trimethoxy-6-methylphenyl)methanone Chemical compound COC1=C(OC)C(OC)=CC(C)=C1C(=O)C1=C(Cl)C=NC(Cl)=C1C(F)(F)F ZHBRLEQONSVJJN-UHFFFAOYSA-N 0.000 claims 1
- BREATYVWRHIPIY-UHFFFAOYSA-N amisulbrom Chemical compound CN(C)S(=O)(=O)N1C=NC(S(=O)(=O)N2C3=CC(F)=CC=C3C(Br)=C2C)=N1 BREATYVWRHIPIY-UHFFFAOYSA-N 0.000 claims 1
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 229940088710 antibiotic agent Drugs 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims 1
- 150000008366 benzophenones Chemical class 0.000 claims 1
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 claims 1
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| GB0812028D0 (en) * | 2008-07-01 | 2008-08-06 | Syngenta Participations Ag | Fungicidal compositions |
| CN102238874B (zh) * | 2008-10-02 | 2015-02-18 | 拜尔农作物科学股份公司 | 含硫杂芳香酸类似物的用途 |
| JP5940368B2 (ja) * | 2011-05-24 | 2016-06-29 | 石原産業株式会社 | 殺菌剤組成物及び植物病害の防除方法 |
| CN103749497A (zh) * | 2011-08-18 | 2014-04-30 | 陕西美邦农药有限公司 | 一种含丙硫菌唑的杀菌组合物 |
| MX355228B (es) * | 2011-09-26 | 2018-04-10 | Nippon Soda Co | Composicion fungicida agricola y horticola. |
| BR112014011214A2 (pt) * | 2011-11-09 | 2017-05-09 | Stockton (Israel) Ltd | combinações de compostos antifúngicos e óleo de tea tree para tratamento de uma infecção de planta por oomycetes |
| CN104066326A (zh) | 2012-01-25 | 2014-09-24 | 住友化学株式会社 | 植物病害防治组合物 |
| JP2013231003A (ja) * | 2012-04-27 | 2013-11-14 | Institute Of Physical & Chemical Research | ブラックシガトカ病害用防除剤 |
| EP3318127A1 (en) * | 2013-09-30 | 2018-05-09 | Basf Se | Compositions comprising khco3 |
| RU2673722C2 (ru) | 2014-03-20 | 2018-11-29 | Мицуи Кемикалз Агро, Инк. | Композиция для борьбы с болезнями растений и способ борьбы с болезнями растений путем ее применения |
| RU2567772C1 (ru) * | 2014-11-18 | 2015-11-10 | Акционерное общество "Щелково Агрохим" | Фунгицидная композиция для защиты сельскохозяйственных культур |
| CA2988493A1 (en) * | 2015-06-01 | 2016-12-08 | Ishihara Sangyo Kaisha, Ltd. | Fungicide composition and plant disease control method |
| KR102317161B1 (ko) | 2016-03-07 | 2021-10-26 | 이시하라 산교 가부시끼가이샤 | 이소페타미드의 식물 병해 방제 효과의 증강 방법 및 식물 병해의 방제 방법 |
| CN106665620A (zh) * | 2016-12-08 | 2017-05-17 | 深圳诺普信农化股份有限公司 | 杀菌组合物 |
| CN106937636A (zh) * | 2017-04-22 | 2017-07-11 | 北京科发伟业农药技术中心 | 含氟唑环菌胺的杀菌组合物 |
| CN107593707A (zh) * | 2017-07-21 | 2018-01-19 | 陕西康禾立丰生物科技药业有限公司 | 一种含异丙噻菌胺的杀菌组合物 |
| EP3657949A4 (en) | 2017-07-26 | 2021-05-12 | Nutriag Ltd. | PHOSPHORIC ACID AND ALKYLAMINE OR ALKANOLAMINE STABILIZED COPPER COMPOUND WITH COMPOSITIONS FOR THE CONTROL OF A PLANT DISEASE CAUSED BY A PHYTOPATHOGENOUS ORGANISM |
| CN107549175A (zh) * | 2017-08-31 | 2018-01-09 | 陕西康禾立丰生物科技药业有限公司 | 一种含异丙噻菌胺与三唑类的杀菌组合物 |
| CN107347884A (zh) * | 2017-08-31 | 2017-11-17 | 陕西康禾立丰生物科技药业有限公司 | 一种含有异丙噻菌胺的杀菌组合物 |
| JP2021004176A (ja) * | 2017-09-06 | 2021-01-14 | 石原産業株式会社 | 殺菌剤組成物及び作物の病害防除方法 |
| CN108207974A (zh) * | 2017-12-29 | 2018-06-29 | 广东广康生化科技股份有限公司 | 含灭菌丹和异丙噻菌胺的杀菌组合物及应用 |
| RU2681739C1 (ru) * | 2018-06-21 | 2019-03-12 | Акционерное общество "Щелково Агрохим" | Фунгицидная композиция, обладающая синергетической активностью |
| CN109452281A (zh) * | 2018-12-25 | 2019-03-12 | 陕西上格之路生物科学有限公司 | 一种含有异丙噻菌胺和环酰菌胺的杀菌组合物 |
| CN109452298A (zh) * | 2018-12-25 | 2019-03-12 | 陕西上格之路生物科学有限公司 | 一种含有异丙噻菌胺和克菌丹的杀菌组合物 |
| EP4052576B1 (en) * | 2019-10-29 | 2026-02-18 | Shenyang Sinochem Agrochemicals R & D Co., Ltd. | Amide compound containing substituted acetophenone structure fragment, preparation method therefor and use thereof |
| EP4581931A4 (en) * | 2022-08-29 | 2025-10-15 | Jiangsu Flag Chem Ind Co Ltd | Composition for killing fungi and method of using the composition |
| CN119032957A (zh) * | 2023-12-28 | 2024-11-29 | 河北省农林科学院植物保护研究所 | 一种含异丙噻菌胺的杀菌组合物及应用 |
| CN119111537B (zh) * | 2024-09-11 | 2025-10-17 | 陕西西大华特科技实业有限公司 | 一种含有异丙噻菌胺和噻霉酮的杀菌组合物 |
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| DK0900021T3 (da) * | 1996-04-26 | 2002-07-15 | Basf Ag | Fungicid blanding |
| US7439366B2 (en) * | 2000-02-16 | 2008-10-21 | Ishihara Sangyo Kaisha Ltd. | Phenacylamine derivatives, process for their production and pesticides containing them |
| TWI242006B (en) * | 2000-10-23 | 2005-10-21 | Ishihara Sangyo Kaisha | Pesticidal composition |
| US7683096B2 (en) | 2001-09-18 | 2010-03-23 | Ishihara Sangyo Kaisha, Ltd. | Acid amide derivatives, process for producing these, and pest control agent containing these |
| JP4300009B2 (ja) * | 2001-09-18 | 2009-07-22 | 石原産業株式会社 | 酸アミド誘導体、それらの製造方法及びそれらを含有する有害生物防除剤 |
| TWI366438B (en) * | 2004-08-12 | 2012-06-21 | Ishihara Sangyo Kaisha | Fungicidal composition containing acid amide derivative |
| JP5173126B2 (ja) * | 2004-08-12 | 2013-03-27 | 石原産業株式会社 | 酸アミド誘導体を含有する殺菌性組成物 |
| JP5068985B2 (ja) * | 2005-12-16 | 2012-11-07 | 石原産業株式会社 | カルボン酸アミド誘導体を含有する殺菌性組成物 |
| JP2007210924A (ja) * | 2006-02-08 | 2007-08-23 | Ishihara Sangyo Kaisha Ltd | カルボン酸アミド誘導体を含有する殺菌性組成物 |
| TWI435863B (zh) * | 2006-03-20 | 2014-05-01 | Nihon Nohyaku Co Ltd | Ｎ-２-（雜）芳基乙基甲醯胺衍生物及含該衍生物之蟲害防治劑 |
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