WO2007017416A2 - Fungizide mischungen enthaltend substituierte 1-methylpyrazol-4-ylcarbonsäureanilide - Google Patents
Fungizide mischungen enthaltend substituierte 1-methylpyrazol-4-ylcarbonsäureanilide Download PDFInfo
- Publication number
- WO2007017416A2 WO2007017416A2 PCT/EP2006/064907 EP2006064907W WO2007017416A2 WO 2007017416 A2 WO2007017416 A2 WO 2007017416A2 EP 2006064907 W EP2006064907 W EP 2006064907W WO 2007017416 A2 WO2007017416 A2 WO 2007017416A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- methyl
- carboxylic acid
- amide
- pyrazole
- chloro
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 93
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 11
- JFHRVDCFRWSLLO-UHFFFAOYSA-N 1-methyl-n-phenylpyrazole-4-carboxamide Chemical class C1=NN(C)C=C1C(=O)NC1=CC=CC=C1 JFHRVDCFRWSLLO-UHFFFAOYSA-N 0.000 title claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 129
- 239000004480 active ingredient Substances 0.000 claims abstract description 48
- 229910052736 halogen Chemical group 0.000 claims abstract description 12
- 150000002367 halogens Chemical group 0.000 claims abstract description 12
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 9
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 9
- 239000000417 fungicide Substances 0.000 claims abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 8
- 150000003851 azoles Chemical class 0.000 claims abstract description 7
- 229930182692 Strobilurin Natural products 0.000 claims abstract description 6
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- 150000002391 heterocyclic compounds Chemical class 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- -1 cyanofamide Chemical compound 0.000 claims description 75
- AMSPWOYQQAWRRM-UHFFFAOYSA-N metrafenone Chemical compound COC1=CC=C(Br)C(C)=C1C(=O)C1=C(C)C=C(OC)C(OC)=C1OC AMSPWOYQQAWRRM-UHFFFAOYSA-N 0.000 claims description 30
- 239000005810 Metrafenone Substances 0.000 claims description 29
- 239000000460 chlorine Substances 0.000 claims description 26
- 239000013543 active substance Substances 0.000 claims description 24
- 241000233866 Fungi Species 0.000 claims description 18
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 claims description 15
- 239000005747 Chlorothalonil Substances 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 13
- 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 description 11
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 11
- 239000011737 fluorine Substances 0.000 claims description 11
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 9
- 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 description 8
- 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 description 8
- YTOPFCCWCSOHFV-UHFFFAOYSA-N 2,6-dimethyl-4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 claims description 8
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
- 239000005767 Epoxiconazole Substances 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- 239000005859 Triticonazole Substances 0.000 claims description 8
- 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 description 8
- 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 description 8
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 claims description 8
- WRPIRSINYZBGPK-UHFFFAOYSA-N quinoxyfen Chemical compound C1=CC(F)=CC=C1OC1=CC=NC2=CC(Cl)=CC(Cl)=C12 WRPIRSINYZBGPK-UHFFFAOYSA-N 0.000 claims description 8
- 239000011593 sulfur Substances 0.000 claims description 8
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 claims description 7
- 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 description 7
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims description 7
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 claims description 7
- 239000005778 Fenpropimorph Substances 0.000 claims description 7
- 239000005867 Iprodione Substances 0.000 claims description 7
- 239000005868 Metconazole Substances 0.000 claims description 7
- 239000005828 Pyrimethanil Substances 0.000 claims description 7
- 239000005831 Quinoxyfen Substances 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 claims description 7
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 claims description 6
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 claims description 6
- 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 description 6
- 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 description 6
- 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 description 6
- 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 description 6
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims description 6
- 239000005785 Fluquinconazole Substances 0.000 claims description 6
- 239000005787 Flutriafol Substances 0.000 claims description 6
- 239000005795 Imazalil Substances 0.000 claims description 6
- IUOKJNROJISWRO-UHFFFAOYSA-N N-(2-cyano-3-methylbutan-2-yl)-2-(2,4-dichlorophenoxy)propanamide Chemical compound CC(C)C(C)(C#N)NC(=O)C(C)OC1=CC=C(Cl)C=C1Cl IUOKJNROJISWRO-UHFFFAOYSA-N 0.000 claims description 6
- 239000005869 Pyraclostrobin Substances 0.000 claims description 6
- 239000005839 Tebuconazole Substances 0.000 claims description 6
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 6
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 claims description 6
- 229960002125 enilconazole Drugs 0.000 claims description 6
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 claims description 6
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 claims description 6
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 claims description 6
- WLPCAERCXQSYLQ-UHFFFAOYSA-N isotianil Chemical compound ClC1=NSC(C(=O)NC=2C(=CC=CC=2)C#N)=C1Cl WLPCAERCXQSYLQ-UHFFFAOYSA-N 0.000 claims description 6
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 claims description 6
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 claims description 6
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 6
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 6
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 claims description 6
- 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 description 6
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims description 6
- 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 description 6
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 claims description 6
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 claims description 6
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 claims description 5
- 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 description 5
- 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 description 5
- 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 description 5
- HZJKXKUJVSEEFU-UHFFFAOYSA-N 2-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile Chemical compound C=1C=C(Cl)C=CC=1C(CCCC)(C#N)CN1C=NC=N1 HZJKXKUJVSEEFU-UHFFFAOYSA-N 0.000 claims description 5
- YABFPHSQTSFWQB-UHFFFAOYSA-N 2-(4-fluorophenyl)-1-(1,2,4-triazol-1-yl)-3-(trimethylsilyl)propan-2-ol Chemical compound C=1C=C(F)C=CC=1C(O)(C[Si](C)(C)C)CN1C=NC=N1 YABFPHSQTSFWQB-UHFFFAOYSA-N 0.000 claims description 5
- ZRDUSMYWDRPZRM-UHFFFAOYSA-N 2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)C=C(C)C ZRDUSMYWDRPZRM-UHFFFAOYSA-N 0.000 claims description 5
- NRTLIYOWLVMQBO-UHFFFAOYSA-N 5-chloro-1,3-dimethyl-N-(1,1,3-trimethyl-1,3-dihydro-2-benzofuran-4-yl)pyrazole-4-carboxamide Chemical compound C=12C(C)OC(C)(C)C2=CC=CC=1NC(=O)C=1C(C)=NN(C)C=1Cl NRTLIYOWLVMQBO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005964 Acibenzolar-S-methyl Substances 0.000 claims description 5
- 239000005757 Cyproconazole Substances 0.000 claims description 5
- 239000005758 Cyprodinil Substances 0.000 claims description 5
- 239000005760 Difenoconazole Substances 0.000 claims description 5
- 239000005761 Dimethomorph Substances 0.000 claims description 5
- 239000005772 Famoxadone Substances 0.000 claims description 5
- 239000005774 Fenamidone Substances 0.000 claims description 5
- 239000005777 Fenpropidin Substances 0.000 claims description 5
- 239000005780 Fluazinam Substances 0.000 claims description 5
- 239000005781 Fludioxonil Substances 0.000 claims description 5
- 239000005789 Folpet Substances 0.000 claims description 5
- 239000005800 Kresoxim-methyl Substances 0.000 claims description 5
- 239000005802 Mancozeb Substances 0.000 claims description 5
- 239000005805 Mepanipyrim Substances 0.000 claims description 5
- 239000005807 Metalaxyl Substances 0.000 claims description 5
- 239000005809 Metiram Substances 0.000 claims description 5
- 239000005811 Myclobutanil Substances 0.000 claims description 5
- 239000005820 Prochloraz Substances 0.000 claims description 5
- 239000005822 Propiconazole Substances 0.000 claims description 5
- 239000005825 Prothioconazole Substances 0.000 claims description 5
- 239000005840 Tetraconazole Substances 0.000 claims description 5
- 239000005846 Triadimenol Substances 0.000 claims description 5
- UELITFHSCLAHKR-UHFFFAOYSA-N acibenzolar-S-methyl Chemical group CSC(=O)C1=CC=CC2=C1SN=N2 UELITFHSCLAHKR-UHFFFAOYSA-N 0.000 claims description 5
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims description 5
- 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 description 5
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- RXDMAYSSBPYBFW-PKFCDNJMSA-N carpropamide Chemical compound N([C@@H](C)C=1C=CC(Cl)=CC=1)C(=O)[C@@]1(CC)[C@H](C)C1(Cl)Cl RXDMAYSSBPYBFW-PKFCDNJMSA-N 0.000 claims description 5
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 claims description 5
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims description 5
- PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 claims description 5
- 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 description 5
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 claims description 5
- 229920000257 metiram Polymers 0.000 claims description 5
- JHIPUJPTQJYEQK-ZLHHXESBSA-N orysastrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC JHIPUJPTQJYEQK-ZLHHXESBSA-N 0.000 claims description 5
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 claims description 5
- 239000002689 soil Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims description 5
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 claims description 5
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- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- SBXWFLISHPUINY-UHFFFAOYSA-N triphenyltin Chemical compound C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 SBXWFLISHPUINY-UHFFFAOYSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 235000014101 wine Nutrition 0.000 description 1
- 241000228158 x Triticosecale Species 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Definitions
- the present invention relates to fungicidal mixtures containing as active components 1) at least one i-methylpyrazol-4-ylcarbonklaanilid of formula I.
- X is oxygen or sulfur
- R 1 Ci-C 4 alkyl or Ci-C 4 haloalkyl
- R 2 is hydrogen or halogen
- R 3 , R 4 and R 5 independently of one another are cyano, nitro, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -
- Azoles selected from bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, enilconazole, epoxiconazole, fluquinconazole, fenbuconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, Simeconazole, triadimefon, triadimenol, tebuconazole, tetraconazole, triticonazole, prochloraz, pefurazoate, imazalil, triflumizole, cyazofamide, benomyl, carbenzimid, thiabendazole, fuberidazole, ethaboxam, etridiazole and hymexazole;
- strobilurins selected from azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl, methominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, trifloxystrobin, enestroburin, (2-chloro-5- [1- (3-methyl-benzyloxyimino) - ethyl] -benzyl) -carbamic acid methyl ester, (2-chloro
- Carboxylic acid amides selected from carboxin, benalaxyl, boscalid, fenhexamide, flutolanil, furametpyr, mepronil, metalaxyl, mefenoxam, ofurace, Oxadixyl, oxycarboxine, penthiopyrad, thifluzamide, tiadinil, 3,4-dichloro-N- (2-cyanophenyl) -isothiazole-5-carboxylic acid amide, dimethomorph, flumorph, flumetover, fluopicolide (picobenzamide), zoxamide, carpropamide, diclocymet, mandipropamide , N- (2- (4- [3- (4-Chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl) -ethyl) -2-methanesulfonyl-amino-3-methyl-butyramide, N-
- R 4 is methyl or ethyl
- Heterocyclic compounds selected from fluazinam, pyrifenox,
- Z is N or CH
- Antibiotics Kasugamycin, Streptomycin, Polyoxin, Validamycin A, Nitrophenyl derivatives: Binapacryl, Dinocap, Dinobuton, Sulfur-containing heterocyclyl compounds: Dithianone, Isoprothiolane, Organometallic compounds: Fentin salts such as Fentin acetate, Organophosphorus compounds: Edifenphos, Iprobenfos, Fosetyl,
- Organochlorine Compounds Chlorothalonil, Dichlofluanid, Flusulfamide, Hexachlorobenzene, Phthalide, Pencycuron, Quintozen, Thiophanate-Methyl, Tolylfluanid, Inorganic Substances: Bordeaux Broth, Copper Acetate, Copper Hydroxide,
- the invention relates to a method for controlling harmful fungi with a mixture of at least one compound I and at least one of the active compounds II, the use of the compound (s) I with active ingredients) II for the preparation of such mixtures and agents and seeds containing these mixtures.
- the 1-methylpyrazol-4-ylcarboxylic acid anilides of the formula I described above as component 1), their preparation and their action against harmful fungi are known from the literature (cf., for example, EP-A 545 099, EP-A 589 301 and WO 99 / 09013) or in the manner described there.
- the compounds I in which X is sulfur can be prepared, for example, by sulfurization of the corresponding compounds I in which X is oxygen (cf., for example, D. Petrova & K. Jakobcic, Croat. Chem. Acta 48, 49 (1976 ) and WO 01/42223).
- the active compounds II mentioned above as component 2), their preparation and their action against harmful fungi are generally known (cf., for example, http://www.hclrss.demon.co.uk/index.html); they are commercially available.
- Benalaxyl methyl N- (phenylacetyl) -N- (2,6-xylyl) -DL-alaninate (DE 29 03 612); Metalaxyl, methyl N- (methoxyacetyl) -N- (2,6-xylyl) -DL-alaninate (GB 15 00 581); Ofurace, (RS) - ⁇ - (2-chloro-N-2,6-xylylacetamido) - ⁇ -butyrolactone [CAS RN 58810-48-
- Spiroxamine (8-tert-butyl-1,4-dioxaspiro [4.5] dec-2-yl) diethylamine (EP-A 281 842);
- Tridemorph 2,6-dimethyl-4-tridecylmorpholine (DE-A 11 64 152); Pyrimethanil, 4,6-dimethylpyrimidin-2-yl-phenylamine (DD-A 151 404);
- Cycloheximide 4 - ⁇ (2R) -2 - [(1S, 3S, 5S) -3,5-dimethyl-2-oxocyclohexyl] -2-hydroxyethyl ⁇ piperidine-2,6-dione [CAS RN 66-81 -9]; Griseofulvin, 7-chloro-2 ', 4,6-trimethoxy-6'-methylpiro [benzofuran-2 (3H), 1'-cyclohex-2'-ene] -3,4'-dione [CAS RN 126-07 -8th];
- Penconazole 1- [2- (2,4-dichlorophenyl) pentyl] -1 H- [1,2,4] triazole (Pesticide Manual, 12.
- Prothioconazole 2- [2- (1-chlorocyclopropyl) -3- (2-chlorophenyl) -2-hydroxypropyl] -2,4-dihydro- [1,2,4] triazole-3-thione (WO 96/16048) ; Simeconazole, ⁇ - (4-fluorophenyl) - ⁇ - [(trimethylsilyl) methyl] -1H-1, 2,4-triazole-1-ethanol
- Tetraconazole 1 - [2- (2,4-dichlorophenyl) -3- (1,1,2,2-tetrafluoroethoxy) propyl] -1H-1, 2,4-triazole (EP-A 234 242);
- Metiram zinc ammonium ethylenebis (dithiocarbamate) (US 3,248,400);
- Propineb, zinc propylene bis (dithiocarbamate) polymer (BE 611 960);
- Zineb zinc ethylenebis (dithiocarbamate) (US 2,457,674);
- Oxycarboxine, 5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxanilide-4,4-dioxide (US 3,399,214);
- Cyazofamide 4-chloro-2-cyano-N, N-dimethyl-5- (4-methylphenyl) -1H-imidazole-1-sulfonamide (CAS RN 120116-88-3];
- Furametpyr 5-chloro-N- (1,3-dihydro-1,1,3-trimethyl-4-isobenzofuranyl) -1,3-dimethyl-1H-pyrazole-4-carboxamide [CAS RN 123572-88-3 ];
- Isoprothiolane, diisopropyl-1,3-dithiolan-2-ylidene malonate Proc. Insectic, Fungic, Conf.
- Tricyclazole 5-methyl-1,2,4-triazolo [3,4-b] [1,3] benzothiazole [CAS RN 41814-78-2];
- Nitrothal isopropyl, diisopropyl 5-nitroisophthalate Proc. Br. Insectic. Fungic. Conf.
- Chlorothalonil, 2,4,5,6-tetrachloroisophthalonitrile (US 3,290,353);
- Fosetyl Fosetyl Aluminum, Ethyl Phosphonate (FR 22 54 276); Iprovalicarb, [(1S) -2-methyl-1- (1-p-tolyl-ethylcarbamoyl) -propyl] -carbamic acid isopropyl ester (EP-A 472 996);
- Penthiopyrad (RS) -N- [2- (1, 3-dimethylbutyl) -3-thienyl] -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4-carboxamide (JP 10/130268); Propamocarb, 3- (dimethylamino) propylcarbamic acid isopropyl ester (DE-A 1567 169);
- Picoxystrobin 3-methoxy-2- [2- (6-trifluoromethyl-pyridin-2-yloxymethyl) -phenyl] -acrylic acid methyl ester (EP-A 278 595);
- Trifloxystrobin (E) -methoxyimino- ⁇ (E) - ⁇ - [1- ( ⁇ , ⁇ , ⁇ -trifluoro-m-tolyl) -ethylideneaminooxy] -o-tolyl ⁇ -acetic acid methyl ester (EP-A 460 575);
- mixtures of the present invention were based on an improved effect against harmful fungi, in particular for certain indications, with a reduced total amount of active substances applied.
- the mixtures of active ingredients I and II defined above were found. It has also been found that it is possible to combat harmful fungi more effectively than by using one or more of the active compounds II, or the compound (s) I and at least one of the active compounds II in successive, simultaneous or separate application of at least one compound I Single compounds alone (synergistic mixtures).
- the compounds I can be used as synergists for a variety of different fungicidal agents. By simultaneous joint or separate application of compound (s) I with at least one active ingredient II, the fungicidal activity is increased to a superadditive extent.
- the compounds I can be present in various crystal modifications, which may differ in their biological activity.
- halogen is fluorine, chlorine, bromine or iodine, preferably fluorine or chlorine;
- C 1 -C 4 -alkyl is methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl or 1, 1-dimethylethyl, preferably methyl or ethyl;
- C 1 -C 4 -haloalkyl represents a partially or completely halogenated C 1 -C 4 -alkyl radical, where the halogen atom (s) is, in particular, fluorine, chlorine and / or bromine, ie, for example, chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl , Difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl , 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pen
- C 1 -C 4 -alkoxy is OCH 3 , OC 2 H 5 , OCH 2 -C 2 H 5 , OCH (CH 3 ) 2 , n-butoxy, OCH (CH 3 ) -C 2 H 5 , OCH 2 -CH (CH 3 ) 2 or OC (CH 3 ) 3 , preferably for OCH 3 or OC 2 H 5 ;
- Ci-C 4 haloalkoxy represents a partially or completely halogenated Ci-C 4 - alkoxy, wherein the / the halogen atom (s) is especially fluorine, chlorine and / or bromine / are, eg chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, Fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-one fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroeth
- C 1 -C 4 -alkylthio is SCH 3 , SC 2 H 5 , SCH 2 -C 2 H 5 , SCH (CH 3 ) 2 , n-butylthio, SCH (CH 3 ) -C 2 H 5 , SCH 2 -CH (CH 3 ) 2 or SC (CH 3 ) 3 , preferably for SCH 3 or SC 2 H 5 .
- 1-methylpyrazol-4-ylcarbonklai on the one hand, those are preferred in which X is oxygen.
- R 1 is methyl or halomethyl, in particular CH 3, CHF 2 , CH 2 F, CF 3, CHFCl or CF 2 Cl.
- R 2 is hydrogen, fluorine or chlorine, in particular hydrogen.
- R 3 is halogen, Ci- C4 -alkyl, Ci-C 4 haloalkyl, Ci-C4-alkoxy, Ci-C4-haloalkoxy or Ci-C 4 alkylthio, preferably represents halogen, methyl, halomethyl, methoxy, halomethoxy or methylthio, in particular F, Cl, CH 3 , CF 3 , OCH 3 , OCHF 2 , OCF 3 or SCH 3 , particularly preferably fluorine.
- R 4 represents halogen, in particular fluorine.
- R 5 is halogen, in particular fluorine.
- the i-methylpyrazol-4-ylcarbonklareanilide of the formulas Ib to If are particularly preferred, in particular the compounds Ib.1 to Ib.1009, which differ from the corresponding compounds Ia.1 to Ia.1009 only in that R 2 for fluorine is:
- mixtures of a compound of the formula I with at least one active compound selected from the group of the D) heterocyclic compounds are also preferred.
- mixtures of a compound of formula I with at least one active ingredient selected from the group of E) carbamates are also preferred.
- active compound selected from the group of A) azoles selected from cyproconazole, difenoconazole, epoxiconazole, fluquinconazole, flusilazole, flutriafol, metconazole, myclobutanil, penconazole, propi
- active compound selected from the group consisting of a) azoles selected from cyproconazole, difenoconazole, epoxiconazole, fluquinconazole, flusilazole, flutriafol, metconazole, myclobutanil, propiconazole, prothioconazole, triadimefon,
- active compound selected from the group consisting of d) heterocyclic compounds selected from pyrimethanil, dodemorph, fenpropimorph, tridemorph, iprodione, vinclozoline, 5-chloro-7- (4-methyl -piperidin-1-yl) -6- (2,4,6-trifluorophen
- active compound selected from the group of F fungicides selected from dithianone, fentin salts such as fentin acetate, fosetyl, fosetyl aluminum, phosphorous acid and their salts, chlorothalonil, dichlofluanide , Thiophanate-methyl, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur, cymox
- the mixtures of compound (s) I and at least one of the active compounds II, or the simultaneous joint or separate use of at least one compound I with at least one of the active compounds II, are distinguished by an outstanding activity against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Basidiomycetes, Deuteromycetes and Peronosporomycetes (syn. Oomycetes). They are partially systemically effective and can be used in crop protection as foliar, pickling and soil fungicides. They can also be used for seed treatment.
- Alternaria species on vegetables, rapeseed, sugar beets and fruits and rice e.g. A. solani or A. alternata on potatoes and tomatoes, - Aphanomyces species on sugar beet and vegetables,
- Drechslera species Pyrenophora species on corn, cereals, rice and turf, e.g. D. teres to barley or D. tritici-repentis to wheat,
- Gibberella species on cereals and rice e.g., Gibberella fujikuroi on rice
- - Grainstaining complex on rice e.g., Gibberella fujikuroi on rice
- Mycosphaerella species on cereals, bananas and peanuts e.g. M. graminicola on wheat or M. fijiesis on bananas, - Peronospora species on cabbage and bulbous plants, e.g. P. brassicae on cabbage or P. destructor on onion,
- Pseudoperonospora on various plants e.g. P. cubensis on cucumber or P. humili on hops,
- Puccinia species on various plants e.g. P. triticina, P. striformins, P. hordei or P. graminis on cereals or P. asparagi on asparagus,
- Rhizoctonia species on cotton, rice, potatoes, turf, maize, oilseed rape, sugar beets, vegetables and on various plants eg R. solani on beets and various plants, Rhynchosporium secalis on barley, rye and triticale, Sclerotinia species on oilseed rape and sunflower, Septoria tritici and Stagonospora nodorum on wheat, Erysiphe (syn. Uncinula) necator on grapevine, - Setospaeria species on maize and turf, Sphacelotheca reilinia on maize, Thievaliopsis species Soybeans and cotton, Tilletia species on cereals,
- the mixtures according to the invention are also suitable for controlling harmful fungi in the protection of materials (for example wood, paper, paint dispersions, fibers or fabrics) and in the protection of stored products.
- harmful fungi Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp .; Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp.
- Tyomyces spp. Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes such as Mucor spp., moreover, in the protection of the following yeasts: Candida spp. and Saccharomyces cerevisae.
- the compound (s) I with at least one of the active ingredients II can be applied simultaneously, namely jointly or separately, or in succession, the sequence in the case of separate application generally having no effect on the control result.
- Such mixtures of three active ingredients consist for example of a compound of the formula I, in particular 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid N- (2'-fluoro-4 1 -chloro-5'-methylbiphenyl- 2-yl) -amide, 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid N- (3 1 , 4 1 , 5 1 -trifluorobiphenyl-2-yl) -amide, 1-methyl-3 -difluoromethyl-1H-pyrazole-4-carboxylic acid N- (3 1 , 4 1 , 5 1 -trifluorobiphenyl-2-yl) -amide, 1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylic acid N- (2 1 , 4 1 , 5 1 -trifluorobiphenyl-2-yl) -amide or 3-chlorofluoromethyl-1-methyl-1H-pyrazole-4-
- mixtures of at least one compound I and at least one active ingredient II are used.
- mixtures of at least one compound I with two or, if desired, several active components can also offer particular advantages.
- Compound (s) I and active compound (II) II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:20, in particular 10: 1 to 1:10.
- the further active components are mixed in a ratio of from 20: 1 to 1:20 to give compound I.
- the application rates for the compound (s) I are accordingly generally 1 to 1000 g / ha, preferably 10 to 900 g / ha, in particular 20 to 750 g / ha.
- application rates of mixture of 1 to 1000 g per 100 kg of seed, preferably 1 to 750 g per 100 kg, in particular 5 to 500 g per 100 kg of seed are generally used.
- the method for controlling harmful fungi is carried out by the separate or combined application of compound (s) I and at least one of the active compounds II, or a mixture of compound (s) I and at least one of the active ingredients II, by spraying or dusting the seeds, the Plants or soils before or after sowing the plants or before or after emergence of the plants.
- the fungicidal mixtures according to the invention, or the compound (s) I and at least one of the active compounds II can be converted into the customary formulations, for example solutions, emulsions, suspensions, dusts, powders, pastes and granules.
- the application form depends on the respective purpose; It should in any case ensure the finest possible and uniform distribution of the mixture according to the invention.
- the formulations are prepared in a manner known per se, e.g. by stretching the active compounds with solvents and / or carriers, if desired using emulsifiers and dispersants.
- Suitable solvents / auxiliaries are essentially:
- the surface-active substances used are alkali metal, alkaline earth metal, ammonium salts of lignin sulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkyl sulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, and condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde , Condensation products of naphthalene or naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol polyglycol ethers, tributylphenyl
- emulsions, pastes or oil dispersions come mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg toluene, Xy- lol, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, metha- nol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, for example dimethyl sulfoxide, N-methylpyrrolidone or water into consideration.
- mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg toluene, Xy- lol, paraffin, tetrahydronaphthalen
- Granules e.g. Coating, impregnation and homogeneous granules can be prepared by binding the active ingredients to at least one solid carrier.
- Solid carriers are e.g. Mineral soils such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable Products such as cereal flour, tree bark, wood and nutshell flour, Ce I Iu loose powder and other solid carriers.
- the formulations generally contain from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the compound (s) I and at least one of the active compounds II or of the mixture of compound (I) I with at least one of the active ingredients II.
- the active ingredients are used in a purity of 90% to 100%, preferably 95% to 100% (according to NMR or HPLC spectrum).
- formulations are: 1. Products for dilution in water
- a mixture according to the invention 20 parts by weight of a mixture according to the invention are comminuted with the addition of 10 parts by weight of dispersants and wetting agents and 70 parts by weight of water or an organic solvent in a stirred ball mill to a fine active substance suspension. Dilution in water results in a stable suspension of the active ingredients.
- the active ingredient content in the formulation is 20% by weight.
- 0.5 parts by weight of a mixture according to the invention are finely ground and combined with 99.5 parts by weight of carriers. Common processes are extrusion, spray drying or fluidized bed. This gives a granulate for direct application with an active ingredient content of 0.5 wt .-%.
- the active compounds may be used as such, in the form of their formulations or the forms of use prepared therefrom, e.g. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents, granules by spraying, misting, dusting, scattering or pouring.
- the forms of application depend entirely on the intended use; In any case, they should ensure the finest possible distribution of active ingredients.
- Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water.
- the substances as such or dissolved in an oil or solvent, can be homogenized in water by means of wetter, tackifier, dispersant or emulsifier. But it can also be made of effective substance wetting, adhesion, dispersing or emulsifying and possibly solvent or oil concentrates, which are suitable for dilution with water.
- the active compound concentrations in the ready-to-use preparations can be varied within wide ranges. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.
- the active ingredients can also be used with great success in the ultra-low-volume (ULV) process, it being possible to apply formulations containing more than 95% by weight of active ingredient or even the active ingredient without additives.
- UUV ultra-low-volume
- wetting agents eg. Break Thru S 240 ®
- Alcohol alkoxylates eg. As Atplus 245 ®, Atplus MBA 1303 ®, Plurafac LF 300 ® and Lutensol ON 30 ®
- EO-PO block polymers eg. B.
- Pluro- nic RPE 2035 ® and Genapol B ® Alcohol ethoxylates, eg. As Lutensol XP 80 ®; and sodium dioctylsulfosuccinate, e. B. Leophen RA ®.
- the compounds I and II, or the mixtures or the corresponding formulations are applied by the harmful fungi, their habitat or the plants, seeds, soils, areas, materials or spaces to be kept free of them with a fungicidally effective amount of the mixture, or of compounds I and II when applied separately.
- the application can be made before or after the attack by the harmful fungi.
- the active compounds were prepared separately or together as a stock solution with 25 mg of active ingredient, which with a mixture of acetone and / or dimethyl sulfoxide and the emulsifier Uniperol ® EL (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) in the volume ratio solvent- Emulsifier from 99 to 1 ad 10 ml was filled. It was then made up to 100 ml with water. This stock solution was diluted with the described solvent-emulsifier-water mixture to the active ingredient concentration given below.
- Uniperol ® EL wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
- the active ingredients epoxiconazole, triticonazole and pyraclostrobin were used as a commercially available ready-made formulation and diluted with water to the stated active substance concentrations.
- the efficiency (W) is calculated according to the formula of Abbot as follows:
- ⁇ corresponds to the fungal infestation of the treated plants in% and ⁇ corresponds to the fungal infestation of the untreated (control) plants in%
- ⁇ corresponds to the fungal infestation of the untreated (control) plants in%
- the infestation of the treated plants corresponds to that of the untreated control plants; at an efficiency of 100, the treated plants have no infestation.
- Leaves of potted tomato plants were sprayed to drip point with an aqueous suspension in the drug concentration below. The following day, the leaves were infected with an aqueous spore suspension of Alternaria solani in 2% biomalt solution with a density of 0.17 ⁇ 10 6 spores / ml. The plants were then placed in a water vapor-saturated chamber at temperatures between 20 and 22 0 C. After 5 days, the disease on the untreated, but infected control plants had developed so strongly that the infestation could be determined visually in%.
- Paprika seedlings of the cultivar "Neusiedler Ideal Elite" were sprayed to drip point after 2-3 leaves had developed well, and the next day the treated plants were treated with a spore suspension of Botrytis cinerea, the 1 x 7 x 10 6 spores / ml in a 2% aqueous biomalt solution, and the test plants were placed in a climatic chamber at 22 to 24 ° C, in the dark and at high humidity Scrolls can be determined visually in%.
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Abstract
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Priority Applications (18)
Application Number | Priority Date | Filing Date | Title |
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PL06778106T PL1912503T3 (pl) | 2005-08-05 | 2006-08-01 | Mieszaniny grzybobójcze zawierające podstawione anilidy kwasu 1-metylopirazol-4-ilokarboksylowego |
AP2008004381A AP2008004381A0 (en) | 2005-08-05 | 2006-08-01 | Fungicidal mixtures comprising substituted 1-methlpyrazol-4-ylcarboxanillides |
SI200631818T SI1912503T1 (sl) | 2005-08-05 | 2006-08-01 | Fungicidne mešanice, ki vsebujejo 1-metilpirazol-4IL karboksilične kislinske anilide |
RS20140571A RS53673B1 (en) | 2005-08-05 | 2006-08-01 | FUNGICID MIXTURES CONTAINING SUBSTITUTED ANILIDES 1-METHYL-PIRAZOL-4-IL CARBOXYLIC ACIDS |
EA200800462A EA014099B1 (ru) | 2005-08-05 | 2006-08-01 | Фунгицидные смеси, содержащие замещенные анилиды 1-метилпиразол-4-ил-карбоновой кислоты |
BRPI0614113A BRPI0614113B8 (pt) | 2005-08-05 | 2006-08-01 | misturas fungicidas para combater fungos nocivos fitopatogênicos, agente, processo para combater fungos nocivos fitopatogênicos, e uso de uma mistura fungicida |
DK06778106.2T DK1912503T3 (da) | 2005-08-05 | 2006-08-01 | Fungicide blandinger indeholdende substituerede 1-methyl-pyrazol-4-ylcarboxylsyreanilider |
JP2008524517A JP5618479B2 (ja) | 2005-08-05 | 2006-08-01 | 置換1−メチルピラゾール−4−イルカルボキシアニリド類を含む殺菌性混合物 |
AU2006278032A AU2006278032A1 (en) | 2005-08-05 | 2006-08-01 | Fungicidal mixtures containing substituted 1-methyl pyrazol-4-yl carboxylic acid anilides |
ES06778106.2T ES2510492T3 (es) | 2005-08-05 | 2006-08-01 | Mezclas fungicidas que contienen anilidas de ácido 1-metil-pirazol-4-ilcarboxílico sustituidas |
US11/997,860 US8153819B2 (en) | 2005-08-05 | 2006-08-01 | Fungicidal mixtures comprising substituted 1-methylpyrazol-4-ylcarboxanilides |
CA2617503A CA2617503C (en) | 2005-08-05 | 2006-08-01 | Fungicidal mixtures containing substituted 1-methyl pyrazol-4-yl carboxylic acid |
EP06778106.2A EP1912503B1 (de) | 2005-08-05 | 2006-08-01 | Fungizide mischungen enthaltend substituierte 1-methyl-pyrazol-4-ylcarbonsäureanilide |
MX2008000801A MX2008000801A (es) | 2005-08-05 | 2006-08-01 | Mezclas fungicidas que contienen anilidas sustituidas de acido 1-metilpirazol-4-ilcarboxilico. |
IL188802A IL188802A0 (en) | 2005-08-05 | 2008-01-16 | Fungicidal mixtures containing substituted 1-methyl pyrazol-4-yl carboxylic acid anilides |
KR1020087005329A KR101260547B1 (ko) | 2005-08-05 | 2008-03-04 | 치환된 1-메틸 피라졸-4-일 카르복실산 아닐라이드를 함유하는 살진균성 혼합물 |
HRP20141028TT HRP20141028T1 (hr) | 2005-08-05 | 2014-10-23 | Fungicidne smjese koje sadrže supstituirane anilide 1-metil-pirazol-4-ilkarboksilne kiseline |
LTPA2015026C LTC1912503I2 (lt) | 2005-08-05 | 2015-07-01 | Fungicidiniai mišiniai, turintys 1-metilpirazol-4-ilo karboksirūgšties anilidus |
Applications Claiming Priority (4)
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DE102005037677.0 | 2005-08-05 | ||
DE102005037677 | 2005-08-05 | ||
EP06101198 | 2006-02-02 | ||
EP06101198.7 | 2006-02-02 |
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WO2007017416A2 true WO2007017416A2 (de) | 2007-02-15 |
WO2007017416A3 WO2007017416A3 (de) | 2007-05-10 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2006/064907 WO2007017416A2 (de) | 2005-08-05 | 2006-08-01 | Fungizide mischungen enthaltend substituierte 1-methylpyrazol-4-ylcarbonsäureanilide |
Country Status (29)
Country | Link |
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US (1) | US8153819B2 (de) |
EP (1) | EP1912503B1 (de) |
JP (1) | JP5618479B2 (de) |
KR (1) | KR101260547B1 (de) |
CN (2) | CN103947644A (de) |
AP (1) | AP2008004381A0 (de) |
AR (1) | AR056444A1 (de) |
AU (1) | AU2006278032A1 (de) |
BR (1) | BRPI0614113B8 (de) |
CA (1) | CA2617503C (de) |
CY (1) | CY1115684T1 (de) |
DK (1) | DK1912503T3 (de) |
EA (1) | EA014099B1 (de) |
EC (1) | ECSP088227A (de) |
ES (1) | ES2510492T3 (de) |
GT (1) | GT200600356A (de) |
HR (1) | HRP20141028T1 (de) |
IL (1) | IL188802A0 (de) |
LT (1) | LTC1912503I2 (de) |
MA (1) | MA29835B1 (de) |
MX (1) | MX2008000801A (de) |
PE (1) | PE20070677A1 (de) |
PL (1) | PL1912503T3 (de) |
PT (1) | PT1912503E (de) |
RS (1) | RS53673B1 (de) |
SI (1) | SI1912503T1 (de) |
TW (1) | TW200803737A (de) |
UY (1) | UY29724A1 (de) |
WO (1) | WO2007017416A2 (de) |
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Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3248400A (en) | 1957-08-17 | 1966-04-26 | Basf Ag | Fungicidal agents containing dithiocarbamate and thiuram disulfide radicals |
US3290353A (en) | 1963-04-01 | 1966-12-06 | Diamond Alkali Co | Halogenated aromatic nitriles |
US3991071A (en) | 1973-06-21 | 1976-11-09 | The Boots Company Limited | Fungicidal compositions containing substituted imidazoles |
EP0120321A1 (de) | 1983-02-28 | 1984-10-03 | Shell Agrar GmbH & Co. KG | Acrylsäureamide, ihre Herstellung und Verwendung |
EP0196038A2 (de) | 1985-03-29 | 1986-10-01 | BASF Aktiengesellschaft | Azolylmethyloxirane - ihre Herstellung und Verwendung als Pflanzenschutzmittel |
FR2641277A1 (fr) | 1988-12-29 | 1990-07-06 | Rhone Poulenc Agrochimie | Azolylmethylcyclopentane ou cyclopentene benzolidene et utilisation comme fongicide |
EP0545099A2 (de) | 1991-11-22 | 1993-06-09 | BASF Aktiengesellschaft | Säureanilid-Derivate und ihre Verwendung zur Bekämpfung von Botrytis |
EP0589301A1 (de) | 1992-09-21 | 1994-03-30 | BASF Aktiengesellschaft | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
WO1996001256A1 (de) | 1994-07-06 | 1996-01-18 | Basf Aktiengesellschaft | 2-[(dihydro)pyrazolyl-3'-oxymethylen]-anilide als schädlingsbekämpfungsmittel und fungizide |
WO1998046607A1 (en) | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
WO1999009013A1 (de) | 1997-08-15 | 1999-02-25 | Basf Aktiengesellschaft | Fluorpyrazol-biphenylamide fungizide |
US5945567A (en) | 1997-08-20 | 1999-08-31 | American Cyanamid Company | Fungicidal 2-methoxybenzophenones |
WO2005034628A1 (de) | 2003-10-10 | 2005-04-21 | Bayer Cropscience Aktiengesellschaft | Synergistische fungizide wirkstoffkombinationen |
WO2006087343A1 (de) | 2005-02-16 | 2006-08-24 | Basf Aktiengesellschaft | Pyrazolcarbonsäureanilide, verfahren zu ihrer herstellung und sie enthaltende mittel zur bekämpfung von schadpilzen |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW384208B (en) * | 1995-09-22 | 2000-03-11 | Basf Ag | Compositions and methods for controlling harmful fungi |
DE19840322A1 (de) * | 1998-09-04 | 2000-03-09 | Bayer Ag | Pyrazol-carboxanilide |
JP2001072510A (ja) * | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
JP2001072508A (ja) * | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
JP2001072507A (ja) * | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
RU2259356C2 (ru) | 1999-12-09 | 2005-08-27 | Зингента Партисипейшнс Аг | Пиразолкарбоксамидные и пиразолтиоамидные производные в качестве фунгицидов |
JP2001302605A (ja) * | 2000-04-20 | 2001-10-31 | Sumitomo Chem Co Ltd | ビフェニル化合物およびその用途 |
DE10215292A1 (de) * | 2002-02-19 | 2003-08-28 | Bayer Cropscience Ag | Disubstitutierte Pyrazolylcarbocanilide |
GB0230155D0 (en) * | 2002-12-24 | 2003-02-05 | Syngenta Participations Ag | Chemical compounds |
EA200602022A1 (ru) * | 2004-05-13 | 2007-06-29 | Басф Акциенгезельшафт | Фунгицидные смеси |
EA011513B1 (ru) * | 2004-12-23 | 2009-04-28 | Басф Акциенгезельшафт | Фунгицидные смеси |
CN101087529B (zh) | 2004-12-23 | 2010-06-16 | 巴斯福股份公司 | 杀真菌混合物 |
PE20070409A1 (es) | 2005-06-29 | 2007-05-07 | Basf Ag | Mezclas fungicidas con base en bifenilamidas de acido pirazolcarboxilico disustituidas en 2,4 |
WO2007003540A1 (de) * | 2005-06-30 | 2007-01-11 | Basf Aktiengesellschaft | Fungizide mischungen auf der basis von 2,5-disubstituierten pyrazolcarbonsäurebiphenylamiden |
JP2009500311A (ja) * | 2005-07-01 | 2009-01-08 | ビーエーエスエフ ソシエタス・ヨーロピア | 3,5−二置換n−ビフェニルピラゾールカルボキサミドをベースとした殺菌剤混合物 |
JP2009501159A (ja) * | 2005-07-05 | 2009-01-15 | ビーエーエスエフ ソシエタス・ヨーロピア | 3−モノ置換n−ビフェニル−ピラゾールカルボキサミドに基づく殺菌混合物 |
JP2009500375A (ja) * | 2005-07-06 | 2009-01-08 | ビーエーエスエフ ソシエタス・ヨーロピア | 1−メチルピラゾール−4−イルカルボキシアニリド類から製造される殺菌剤混合物 |
WO2007003643A1 (de) | 2005-07-06 | 2007-01-11 | Basf Aktiengesellschaft | Fungizide mischungen auf der basis von 3,4-disubstituierten pyrazolcarbonsäurebiphenylamiden |
BRPI0613007A2 (pt) * | 2005-07-14 | 2016-11-29 | Basf Ag | misturas fungicidas para combater fungos nocivos fitopatogênicos, agente, processo para combater fungos nocivos fitopatogênicos, semente, e, uso dos compostos |
MEP4808A (en) * | 2005-07-27 | 2010-10-10 | Basf Se | Fungicidal mixtures based on azolopyrimidinylamines |
BRPI0710774A2 (pt) | 2006-05-03 | 2011-06-21 | Basf Se | método para proteger plantas após germinação contra o ataque de fungos fitopatogênicos foliares, formulação para tratamento de semente, semente, e, uso de pelo menos um composto |
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Patent Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3248400A (en) | 1957-08-17 | 1966-04-26 | Basf Ag | Fungicidal agents containing dithiocarbamate and thiuram disulfide radicals |
US3290353A (en) | 1963-04-01 | 1966-12-06 | Diamond Alkali Co | Halogenated aromatic nitriles |
US3991071A (en) | 1973-06-21 | 1976-11-09 | The Boots Company Limited | Fungicidal compositions containing substituted imidazoles |
EP0120321A1 (de) | 1983-02-28 | 1984-10-03 | Shell Agrar GmbH & Co. KG | Acrylsäureamide, ihre Herstellung und Verwendung |
EP0196038A2 (de) | 1985-03-29 | 1986-10-01 | BASF Aktiengesellschaft | Azolylmethyloxirane - ihre Herstellung und Verwendung als Pflanzenschutzmittel |
FR2641277A1 (fr) | 1988-12-29 | 1990-07-06 | Rhone Poulenc Agrochimie | Azolylmethylcyclopentane ou cyclopentene benzolidene et utilisation comme fongicide |
EP0545099A2 (de) | 1991-11-22 | 1993-06-09 | BASF Aktiengesellschaft | Säureanilid-Derivate und ihre Verwendung zur Bekämpfung von Botrytis |
EP0589301A1 (de) | 1992-09-21 | 1994-03-30 | BASF Aktiengesellschaft | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
WO1996001256A1 (de) | 1994-07-06 | 1996-01-18 | Basf Aktiengesellschaft | 2-[(dihydro)pyrazolyl-3'-oxymethylen]-anilide als schädlingsbekämpfungsmittel und fungizide |
WO1998046607A1 (en) | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
WO1999009013A1 (de) | 1997-08-15 | 1999-02-25 | Basf Aktiengesellschaft | Fluorpyrazol-biphenylamide fungizide |
US5945567A (en) | 1997-08-20 | 1999-08-31 | American Cyanamid Company | Fungicidal 2-methoxybenzophenones |
WO2005034628A1 (de) | 2003-10-10 | 2005-04-21 | Bayer Cropscience Aktiengesellschaft | Synergistische fungizide wirkstoffkombinationen |
WO2006087343A1 (de) | 2005-02-16 | 2006-08-24 | Basf Aktiengesellschaft | Pyrazolcarbonsäureanilide, verfahren zu ihrer herstellung und sie enthaltende mittel zur bekämpfung von schadpilzen |
Cited By (78)
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