MXPA06009069A - Fungicidal composition comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting the ergosterol biosynthesis - Google Patents
Fungicidal composition comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting the ergosterol biosynthesisInfo
- Publication number
- MXPA06009069A MXPA06009069A MXPA/A/2006/009069A MXPA06009069A MXPA06009069A MX PA06009069 A MXPA06009069 A MX PA06009069A MX PA06009069 A MXPA06009069 A MX PA06009069A MX PA06009069 A MXPA06009069 A MX PA06009069A
- Authority
- MX
- Mexico
- Prior art keywords
- compound
- composition according
- plants
- inhibiting
- derivative
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 212
- 239000000203 mixture Substances 0.000 title claims abstract description 130
- 230000000855 fungicidal Effects 0.000 title claims abstract description 18
- 230000002401 inhibitory effect Effects 0.000 title claims abstract description 18
- DNVPQKQSNYMLRS-APGDWVJJSA-N Ergosterol Chemical compound C1[C@@H](O)CC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@H](C)/C=C/[C@H](C)C(C)C)CC[C@H]33)C)C3=CC=C21 DNVPQKQSNYMLRS-APGDWVJJSA-N 0.000 title claims abstract description 14
- DNVPQKQSNYMLRS-LNHMRCHQSA-N Ergosterol Natural products O[C@@H]1CC=2[C@@](C)([C@@H]3C([C@H]4[C@@](C)([C@H]([C@@H](/C=C/[C@H](C(C)C)C)C)CC4)CC3)=CC=2)CC1 DNVPQKQSNYMLRS-LNHMRCHQSA-N 0.000 title claims abstract description 14
- 230000037348 biosynthesis Effects 0.000 title claims abstract description 14
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 14
- 241000233866 Fungi Species 0.000 claims abstract description 8
- 230000003032 phytopathogenic Effects 0.000 claims abstract description 6
- ISWLQNXATCVSEJ-UHFFFAOYSA-N ClC=1C(=NC=C(C1)C(F)(F)F)CCC=1C(=C(C(=O)N)C=CC1)C(F)(F)F Chemical compound ClC=1C(=NC=C(C1)C(F)(F)F)CCC=1C(=C(C(=O)N)C=CC1)C(F)(F)F ISWLQNXATCVSEJ-UHFFFAOYSA-N 0.000 claims description 36
- -1 amino, phenoxy Chemical group 0.000 claims description 28
- 239000005837 Spiroxamine Substances 0.000 claims description 14
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 claims description 14
- 125000001188 haloalkyl group Chemical group 0.000 claims description 13
- 239000005839 Tebuconazole Substances 0.000 claims description 11
- PXMNMQRDXWABCY-UHFFFAOYSA-N Tebuconazole Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 11
- 239000005820 Prochloraz Substances 0.000 claims description 9
- 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 9
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-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
- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000005767 Epoxiconazole Substances 0.000 claims description 8
- STMIIPIFODONDC-UHFFFAOYSA-N Hexaconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims description 8
- 239000005868 Metconazole Substances 0.000 claims description 8
- 239000005822 Propiconazole Substances 0.000 claims description 8
- 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 8
- 239000005846 Triadimenol Substances 0.000 claims description 8
- 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 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
- 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 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 8
- 239000005785 Fluquinconazole Substances 0.000 claims description 7
- 239000005811 Myclobutanil Substances 0.000 claims description 7
- HZJKXKUJVSEEFU-UHFFFAOYSA-N Myclobutanil Chemical compound C=1C=C(Cl)C=CC=1C(CCCC)(C#N)CN1C=NC=N1 HZJKXKUJVSEEFU-UHFFFAOYSA-N 0.000 claims description 7
- YTOPFCCWCSOHFV-UHFFFAOYSA-N Tridemorph Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 claims description 7
- 235000013399 edible fruits Nutrition 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
- URDNHJIVMYZFRT-UONOGXRCSA-N (2S,3S)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol Chemical compound C([C@@H]([C@@H](O)C(C)(C)C)N1N=CN=C1)C1=CC=C(Cl)C=C1Cl URDNHJIVMYZFRT-UONOGXRCSA-N 0.000 claims description 6
- 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 6
- 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 description 6
- 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 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
- 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 6
- 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 description 6
- 229950000294 Azaconazole Drugs 0.000 claims description 6
- 239000005741 Bromuconazole Substances 0.000 claims description 6
- PZBPKYOVPCNPJY-UHFFFAOYSA-N Enilconazole Chemical group ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims description 6
- 229960002125 Enilconazole Drugs 0.000 claims description 6
- 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 6
- 239000005787 Flutriafol Substances 0.000 claims description 6
- 239000005795 Imazalil Substances 0.000 claims description 6
- 239000005796 Ipconazole Substances 0.000 claims description 6
- 239000005813 Penconazole Substances 0.000 claims description 6
- 239000005840 Tetraconazole Substances 0.000 claims description 6
- WURBVZBTWMNKQT-UHFFFAOYSA-N Triadimefon 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
- 239000005859 Triticonazole Substances 0.000 claims description 6
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical group ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 claims description 6
- HJJVPARKXDDIQD-UHFFFAOYSA-N bromuconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCC(Br)C1 HJJVPARKXDDIQD-UHFFFAOYSA-N 0.000 claims description 6
- FBOUIAKEJMZPQG-BLXFFLACSA-N diniconazole-M Chemical compound C1=NC=NN1/C([C@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-BLXFFLACSA-N 0.000 claims description 6
- DWRKFAJEBUWTQM-UHFFFAOYSA-N etaconazole Chemical compound O1C(CC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 DWRKFAJEBUWTQM-UHFFFAOYSA-N 0.000 claims description 6
- AGKSTYPVMZODRV-UHFFFAOYSA-N imibenconazole Chemical compound C1=CC(Cl)=CC=C1CSC(CN1N=CN=C1)=NC1=CC=C(Cl)C=C1Cl AGKSTYPVMZODRV-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
- QTYCMDBMOLSEAM-UHFFFAOYSA-N ipconazole Chemical compound C1=NC=NN1CC1(O)C(C(C)C)CCC1CC1=CC=C(Cl)C=C1 QTYCMDBMOLSEAM-UHFFFAOYSA-N 0.000 claims description 6
- WBTYBAGIHOISOQ-UHFFFAOYSA-N pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate Chemical compound C1=CN=CN1C(=O)N(C(CC)C(=O)OCCCC=C)CC1=CC=CO1 WBTYBAGIHOISOQ-UHFFFAOYSA-N 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- 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 description 6
- ULCWZQJLFZEXCS-UHFFFAOYSA-N 1-[[2-(2,4-dichlorophenyl)-5-(2,2,2-trifluoroethoxy)oxolan-2-yl]methyl]-1,2,4-triazole Chemical compound O1C(OCC(F)(F)F)CCC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 ULCWZQJLFZEXCS-UHFFFAOYSA-N 0.000 claims description 5
- 239000005760 Difenoconazole Substances 0.000 claims description 5
- 239000005775 Fenbuconazole Substances 0.000 claims description 5
- LXMQMMSGERCRSU-UHFFFAOYSA-N Fluotrimazole Chemical compound FC(F)(F)C1=CC=CC(C(C=2C=CC=CC=2)(C=2C=CC=CC=2)N2N=CN=C2)=C1 LXMQMMSGERCRSU-UHFFFAOYSA-N 0.000 claims description 5
- ULCWZQJLFZEXCS-KGLIPLIRSA-N Furconazole-cis Chemical compound O1[C@@H](OCC(F)(F)F)CC[C@@]1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 ULCWZQJLFZEXCS-KGLIPLIRSA-N 0.000 claims description 5
- BABJTMNVJXLAEX-UHFFFAOYSA-N Triamiphos Chemical compound N1=C(N)N(P(=O)(N(C)C)N(C)C)N=C1C1=CC=CC=C1 BABJTMNVJXLAEX-UHFFFAOYSA-N 0.000 claims description 5
- 239000005858 Triflumizole Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 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
- 150000002460 imidazoles Chemical class 0.000 claims description 5
- 150000002780 morpholines Chemical class 0.000 claims description 5
- 150000003053 piperidines Chemical class 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 4
- LXMIUALXHAQTCC-UHFFFAOYSA-N ClC=1C(=NC=C(C=1)Cl)CCC=1C(=C(C(=O)N)C=CC=1)C(F)(F)F Chemical compound ClC=1C(=NC=C(C=1)Cl)CCC=1C(=C(C(=O)N)C=CC=1)C(F)(F)F LXMIUALXHAQTCC-UHFFFAOYSA-N 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 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 description 3
- 239000005730 Azoxystrobin Substances 0.000 claims description 3
- 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 description 3
- 239000005745 Captan Substances 0.000 claims description 3
- 229940117949 Captan Drugs 0.000 claims description 3
- 239000005750 Copper hydroxide Substances 0.000 claims description 3
- 239000005752 Copper oxychloride Substances 0.000 claims description 3
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper(II) hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 claims description 3
- ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 3
- 239000005764 Dithianon Substances 0.000 claims description 3
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- 239000005818 Picoxystrobin Substances 0.000 claims description 3
- 239000005823 Propineb Substances 0.000 claims description 3
- 239000005828 Pyrimethanil Substances 0.000 claims description 3
- 229960004546 Thiabendazole Drugs 0.000 claims description 3
- 239000005843 Thiram Substances 0.000 claims description 3
- KUAZQDVKQLNFPE-UHFFFAOYSA-N Thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims description 3
- WJCNZQLZVWNLKY-UHFFFAOYSA-N Tiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005847 Triazoxide Substances 0.000 claims description 3
- 239000005857 Trifloxystrobin Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 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 description 3
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 claims description 3
- 229910001956 copper hydroxide Inorganic materials 0.000 claims description 3
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 3
- VNZQQAVATKSIBR-UHFFFAOYSA-L copper;octanoate Chemical compound [Cu+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O VNZQQAVATKSIBR-UHFFFAOYSA-L 0.000 claims description 3
- 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 3
- 239000000463 material Substances 0.000 claims description 3
- ONCZDRURRATYFI-QTCHDTBASA-N methyl (2Z)-2-methoxyimino-2-[2-[[(E)-1-[3-(trifluoromethyl)phenyl]ethylideneamino]oxymethyl]phenyl]acetate Chemical compound CO\N=C(/C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-QTCHDTBASA-N 0.000 claims description 3
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- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
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- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 claims description 3
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 claims description 3
- CHNQZRKUZPNOOH-UHFFFAOYSA-J zinc;manganese(2+);N-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S CHNQZRKUZPNOOH-UHFFFAOYSA-J 0.000 claims description 3
- HILAYQUKKYWPJW-UHFFFAOYSA-N 1-dodecylguanidine Chemical compound CCCCCCCCCCCCN=C(N)N HILAYQUKKYWPJW-UHFFFAOYSA-N 0.000 claims description 2
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- BZGLBXYQOMFXAU-UHFFFAOYSA-N 3-(2-methylpiperidin-1-yl)propyl 3,4-dichlorobenzoate Chemical compound CC1CCCCN1CCCOC(=O)C1=CC=C(Cl)C(Cl)=C1 BZGLBXYQOMFXAU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005762 Dimoxystrobin Substances 0.000 claims description 2
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- CDLPDNMZGQYYSW-UHFFFAOYSA-N N-[2-[6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4-yl]oxyphenyl]-2-methoxyimino-N-methylacetamide Chemical compound CON=CC(=O)N(C)C1=CC=CC=C1OC1=NC=NC(OC=2C(=C(Cl)C=CC=2)C)=C1F CDLPDNMZGQYYSW-UHFFFAOYSA-N 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
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- 125000005082 alkoxyalkenyl group Chemical group 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
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- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
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- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- 239000004560 ultra-low volume (ULV) liquid Substances 0.000 description 1
- 239000004555 ultra-low volume (ULV) suspension Substances 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000004554 water soluble tablet Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 241000228158 x Triticosecale Species 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Abstract
A composition comprising at least a pyridylethylbenzamide derivative of general formula (I) (a) and a compound capable of inhibiting the ergosterol biosynthesis (b) in a (a)/(b) weight ratio of from 0.01 to 20. A composition further comprising an additional fungicidal compound. A method for preventively or curatively combating the phytopathogenic fungi of crops by using this composition.
Description
FUNGICIDE COMPOSITION COMPRISING A PYRIDILETI BENZAMIDE DERIVATIVE AND A COMPOUND CAPABLE OF INHIBITING THE
BIOSYNTHESIS OF ERGOSTEROL
FIELD OF THE INVENTION The present invention relates to novel fungicidal compositions comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting ergosterol biosynthesis. The present invention also relates to a method for combating or controlling phytopathogenic fungi by applying to a site infested or susceptible to being infested with such a composition. BACKGROUND OF THE INVENTION In international patent application WO 01/11965, numerous pyridylethylbenzamide derivatives are generically described. The possibility of combining one or more of these numerous pyridylethylbenzamide derivatives with known fungicidal products to develop a fungicidal activity is described in general terms, without a specific example or biological data. It is always of great interest in agriculture to use novel pesticidal mixtures that show a synergistic effect to prevent or to control remarkably the development of strains resistant to the active ingredients or the mixtures of known active ingredients used by the farmer to
REF: 173868 time to minimize the doses of chemicals spread in the environment and reduce the cost of treatment. Some novel fungicidal compositions having the aforementioned characteristics have now been discovered. DETAILED DESCRIPTION OF THE INVENTION Accordingly, the present invention relates to a composition comprising: a) a pyridylethylbenzamide derivative of the general formula (I)
wherein: - p is an integer equal to 1, 2, 3 or 4; - q is an integer equal to 1, 2, 3, 4 or 5; - each substituent X is chosen, independently of the others, as halogen, alkyl or haloalkyl; - each substituent Y is chosen, independently of the others, as: halogen, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, amino, phenoxy, alkylthio, dialkylamino, acyl, cyano, ester, hydroxy, aminoalkyl, benzyl, haloalkoxy, halosulfonyl, halothioalkyl, alkoxyalkenyl, alkylsulfonamide, nitro, alkylsulfonyl, phenylsulfonyl or benzylsulfonyl;
as well as its 2-pyridine N-oxides; and b) a compound capable of inhibiting ergosterol biosynthesis; in a weight ratio (a) / (b) from 0.01 to 20. In the context of the present invention: halogen means: chlorine, bromine, iodine or fluorine; - each of the alkyl or acyl radicals present in the molecule contains from 1 to 10 carbon atoms, preferably from 1 to 7 carbon atoms, more preferably from 1 to 5 carbon atoms and can be linear or branched; - each of the alkenyl or alkynyl radicals present in the molecule contains from 2 to 10 carbon atoms, preferably from 2 to 7 carbon atoms, more preferably from 2 to 5 carbon atoms and can be linear or branched. The composition according to the present invention provides a synergistic effect. This synergistic effect allows a reduction of the chemical substances that are scattered in the environment and a reduction of the cost of the fungal treatment. In the context of the present invention, Coiby defines the terminology "synergistic effect" according to the article entitled "Calculation of the synergistic and antagonistic responses of herbicide combinations" Weeds, (1967), 15, pages 20-22. The last article mentions the formula:
E • p = x +, y? * y- 100 in which E represents the predicted percentage of inhibition of the disease by the combination of the two fungicides at the defined doses (for example, equal to ax and respectively), x is the percentage of inhibition observed for the disease by the compound ( I) at a defined dose (equal to x) and is the percentage of inhibition observed for the disease by compound I (II) at a defined dose (equal to y). When the percentage of inhibition observed for the combination is greater than E, there is a synergistic effect. The composition according to the present invention comprises a pyridylethylbenzamide derivative of general formula (I). Preferably, the present invention relates to a composition comprising a pyridylethylbenzamide derivative of general formula (I) in which the different characteristics can be chosen alone or in combination as: - with respect to p, p is 2; - in relation to q, q is 1 or 2. More preferably, q is 2; - in relation to X, X is chosen, independently of the others, as halogen or haloalkyl. More preferably, X is chosen, independently of the others, as a chlorine atom or a trifluoromethyl group; - in relation to Y, Y is chosen, independently of the others, as halogen or haloalkyl. More preferably, Y is chosen, independently of the others, as a chlorine atom or a trifluoromethyl group; More preferably, the pyridylethylbenzamide derivative of the general formula (I) present in the composition of the present invention is: - N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1); - N- { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-iodobenzamide (compound 2); or N-. { 2- [3,5-dichloro-2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 3). Even more preferably, the pyridylethylbenzamide derivative of the general formula (I) present in the composition of the present invention is N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1). The composition according to the invention comprises a compound capable of inhibiting the biosynthesis of ergosterol. Preferably, the present invention relates to a composition comprising a compound capable of inhibiting ergosterol biosynthesis selected from triazole derivatives, imidazole derivatives, morpholine derivatives, piperidine derivatives, fenhexamide, spiroxamine or triforin. Spiroxamine, triforine and fenhexamide are preferred. Triazole derivatives are also preferred. According to the present invention, the triazole derivatives can be for example azaconazole, bitertanol, bromuconazole, ciproconazole, diphenoconazole, diniconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, protioconazole , symeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, diclobutrazol, etaconazole, fluotrimazole, furconazole, furconazole-cis, triamiphos, triazbutyl. Also preferred are ciproconazole, fluquinconazole, protioconazole and tebuconazole. Imidazole derivatives are also preferred. According to the present invention, the imidazole derivatives can be for example imazalil, prochloraz, oxpoconazole fumarate, pefurazoate or triflumizole. The prochloraz is still preferred. Also preferred are morpholine derivatives.
According to the present invention, the morpholine derivatives can be for example aldimorf, dodemorf, fenpropi orf or tridemorph. Fenpropimorf and tridemorph are still preferred. Also preferred are piperidine derivatives. According to the present invention, the piperidine derivatives can be for example phenpropidine or piperaline. The composition according to the present invention comprises at least one pyridylethylbenzamide derivative of the general formula (I) (a) and a compound capable of inhibiting the biosynthesis of ergosterol (b) in a weight ratio (a) / (b) of 0, 01 to 20; preferably from 0.05 to 10; even more preferably from 0.1 to 5. The composition of the present invention may further comprise at least one other fungicidal active ingredient different (c). The fungicidal active ingredient (c) can be selected from azaconazole, azoxystrobin, (Z) -N- [a- (cyclopropylmethoxyimino) -2, 3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide, 6-iodo-2 -propoxy-3-propylquinazolin- (3H) -one, benalaxyl, benomyl, benthiavalicarb, biphenyl, bitertanol, blasticidin-S, boscalide, borax, bromuconazole, bupirimate, sec-butylamine, calcium polysulfide, captafol, captan, carbendazim, carboxin , carpropamid, quinomethionate, chlorothalonil, clozolinate, copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, cuprous oxide, cysoxamid, cymoxanil, cyproconazole, cyprodinil, dazomet, debacarb, diclofluanide, dichlorophen, diclobutrazol, diclocimet, diclomezine, dicloran, dietofencarb, difenoconazole, diphenzoquat methylsulfate, difenzoquat, diflumetorim, dimetirimol, dimetomorf, diniconazole, dinobuton, dinocap, diphenylamine, dithianon, dodemorf, dodemorf acetate, dodin, edifenfos, epoxiconazole, etaconazole, etaboxam, etirimol, etho xiquina, etridiazol, famoxadona, fenamidona, fenarimol, fenbuconazol, fenfuram, fenhexamida, fenpiclonil, fenoxanil, phenpropidina, phenpropimorf, fentina, fentina hydroxide, fentina acetate, ferbam, ferimzona, fluazinam, fludioxonilo, fluoroimida, fluoxastrobina, fluquinconazole, flusilazol, flusulfamide, flutolanil, flutriafol, folpet, formaldehyde, fosetyl, fosetyl-aluminum, fuberidazole, furalaxyl, furametpyr, guazatine, guazatin acetates, hexachlorobenzene, hexaconazole, 8-hydroxyquinoline sulfate, potassium hydroxyquinolinesulfate, himexazole, imazalyl sulfate, imazalil, imibenconazole, iminoctadine, iminoctadine triacetate, ipconazole, iprobenfos, iprodione, iprovalicarb, isoprothiolane, kasugamycin, hydrated kasugamycin hydrochloride, kresoxim-methyl, mancobre, mancozeb, maneb, mepanipyrim, mepronil, mercuric chloride, mercuric oxide, mercuric chloride, metalaxyl, metalaxyl-M, metam-sodium, metam, metconazole, metasulfocarb, methyl isothiocyanate, met iram, metominostrobin, mildiomycin, myclobutanil, nabam, nickel bis (dimethyldithiocarbamate), nitrotal-isopropyl, nuarimol, octylinone, ofurace, oleic acid, oxadixyl, oxina-copper, oxpoconazole fumarate, oxycarboxin, pefurazoate, penconazole, pencicuron, pentachlorophenol, Sodium pentachlorophenoxide, pentachlorophenyl laurate, phenylmercury acetate, sodium 2-phenylphenoxide, 2-phenoylphenol, phosphorous acid, phthalide, picoxystrobin, piperalin, polyoxinspolioxin B, polyoxin, polyoxorim, probenazole, prochloraz, procyamidone, propamocarb hydrochloride, propamocarb, propiconazole, propineb, protioconazole, piradostrobin, pyrazophos, piributicarb, pirifenox, pyrimethanil, pyroquilon, quinoxifen, quintozene, silthiopham, if econazole, spiroxamine, sulfur, tar oils, tebuconazole, tecnazene, tetraconazole, thiabendazole, thifluzamide, thiophanate-methyl, thiram , tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxide, triciclazole, tridemorph, trifloxystrobin , triflumizole, triforine, triticonazole, validamycin, vinclozolin, zineb, ziram and zoxamide. Preferably, the fungicidal active ingredient (c) is selected from trifloxystrobin, fluoxastrobin, pyrimethanil, thiabendazole, guazatine, imidoctadine, picoxystrobin, pyraclostrobin, azoxystrobin, dimoxystrobin, metaminostrobin, 2-. { 2- [6- (3-Chloro-2-methylphenoxy) -5-fluoro-pyrimidin-4-yloxy] -phenyl} 2-methoxyimino-N-methylacetamide, captan, dodine, propineb, mancozeb, spiroxamine, protioconazole, tebuconazole, thiram, tolylfluanid, iminoctadine, dithianon, sulfur, copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, dinocap, quinoxifen, 2-butoxy-6-iodo-3-propyl-benzopyran-4-one, fludioxonil, triazoxide, fosetyl-Al and phosphorous acid. When the third active ingredient (c) is present as defined above, in the composition, this compound may be present in a weight ratio amount (a): (b): (c) of 1: 0.01. 0.01 to 1: 20: 20 varying the ratios of the compound (a) and the compound (c) independently of one another. Preferably, the weight ratio (a): (b): (c) can be from 1: 0.05: 0.05 to 1: 10: 10. The following compositions can be cited to illustrate in a non-limiting manner the present invention: compound 1 with fenhexamide, compound 1 with spiroxamine, compound 1 with triforin, compound 1 with azaconazole, compound 1 with bitertanol, compound 1 with bromuconazole, compound 1 with ciproconazole, compound 1 with difenoconazole, compound 1 with diniconazole, compound 1 with epoxiconazole, compound 1 with fenbuconazole, compound 1 with fluquinconazole, compound 1 with flusilazole, compound 1 with flutriafol, compound 1 with hexaconazole, compound 1 with imibenconazole, compound 1 with ipconazole, compound 1 with metconazole, compound 1 with myclobutanil, compound 1 with penconazole, compound 1 with propiconazole, compound 1 with protioconazole, compound 1 with simeconazole, compound 1 with tebuconazole, compound 1 with tetraconazole, compound 1 with triadimefon, compound 1 with triadimenol, c omitted 1 with triticonazole, compound 1 with diclobutrazol, compound 1 with etaconazole, compound 1 with fluotrimazole, compound 1 with furconazole, compound 1 with furconazole-cis, compound 1 with triamiphos, compound 1 with triazbutyl, compound 1 with imazalil, compound 1 with prochloraz, compound 1 with oxpoconazole fumarate, compound 1 with pefurazoate, compound 1 with triflumizole, compound 1 with aldimorf, compound 1 with dodemorf, compound 1 with phenpropimorf, compound 1 with tridemorph, compound 1 with phenpropidine, compound 1 with piperadaline, compound 2 with fenhexamide, compound 2 with spiroxamine, compound 2 with triforin, compound 2 with azaconazole, compound 2 with bitertanol, compound 2 with bromuconazole, compound 2 with ciproconazole, compound 2 with difenoconazole, compound 2 with diniconazole, compound 2 with epoxiconazole, compound 2 with fenbuconazole, compound 2 with fluquinconazole, compound 2 with flusilazole, compound 2 with flutriafol, compound 2 with hexaconazole, compound to 2 with imibenconazole, compound 2 with ipconazole, compound 2 with metconazole, compound 2 with myclobutanil, compound 2 with penconazole, compound 2 with propiconazole, compound 2 with protioconazole, compound 2 with simeconazole, compound 2 with tebuconazole, compound 2 with tetraconazole, compound 2 with triadimefon, compound 2 with triadimenol, compound 2 with triticonazole, compound 2 with diclobutrazol, compound 2 with etaconazole, compound 2 with fluotrimazole, compound 2 with furconazole, compound 2 with furconazole-cis, compound 2 with triamiphos, compound 2 with triazbutyl, compound 2 with imazalil, compound 2 with prochloraz, compound 2 with oxpoconazole fumarate, compound 2 with pefurazoate, compound 2 with triflumizol, compound 2 with aldimorf, compound 2 with dodemorf, compound 2 with phenpropimorf, compound 2 with tridemorph, compound 2 with phenpropidine, compound 2 with piperaraline, compound 3 with fenhexamide, compound 3 with spiroxamine, compound 3 with triforin, compound 3 with n azaconazole, compound 3 with bitertanol, compound 3 with bromuconazole, compound 3 with ciproconazole, compound 3 with difenoconazole, compound 3 with diniconazole, compound 3 with epoxiconazole, compound 3 with fenbuconazole, compound 3 with fluquinconazole, compound 3 with flusilazole, compound 3 with flutriafol, compound 3 with hexaconazole, compound 3 with imibenconazole, compound 3 with ipconazole, compound 3 with metconazole, compound 3 with myclobutanil, compound 3 with penconazole , compound 3 with propiconazole, compound 3 with protioconazole, compound 3 with simeconazole, compound 3 with tebuconazole, compound 3 with tetraconazole, compound 3 with triadimefon, compound 3 with triadimenol, compound 3 with triticonazole, compound 3 with diclobutrazol, compound 3 with etaconazole , compound 3 with fluotrimazole, compound 3 with furconazole, compound 3 with furconazole-cis, compound 3 with triamiphos, compound 3 with triazbutyl, compound 3 with imazalil, compound 3 with prochloraz, compound 3 with oxpoconazole fumarate, compound 3 with pefurazoate, compound 3 with triflumizole, compound 3 with aldimorf, compound 3 with dodemorf, compound 3 with phenpropimorf, compound 3 with tridemorph, c omitted 3 with phenpropidine, compound 3 with piperaline. The composition according to the present invention may further comprise another additional component such as a support, carrier or agriculturally acceptable filler material. In the present description, the term "support" refers to an organic or inorganic material, natural or synthetic, with which the active material is combined to make it more easily applicable, mainly on the parts of the plant. Thus, this support is generally inert and should be acceptable from the agricultural point of view. The support can be a solid or a liquid. Examples of suitable supports include clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, water, alcohols, in particular butanol, organic solvents, mineral and vegetable oils and derivatives thereof. Mixtures of such supports can also be used. The composition may also comprise other additional components. In particular, the composition may also comprise a surfactant. The surfactant can be an emulsifier, a dispersing agent or a wetting agent, of ionic or non-ionic type or a mixture of these surfactants. Mention may be made, for example, of poly (acrylic acid) salts, salts of lignosulfonic acid, salts of phenolsulfonic or naphthalenesulfonic acid, polycondensates of ethylene oxide with fatty alcohols or fatty acids or fatty amines, substituted phenols (in particular alkylphenols) or arylphenols), salts of esters of sulfosuccinic acid, taurine derivatives (in particular alkyl taurates), phosphoric esters of polyethoxylated alcohols or phenols, fatty acid esters with polyols, and derivatives of the compounds described above containing sulfate, sulfonate functions and phosphate. The presence of at least one surfactant is generally essential when the active material and / or the inert support are insoluble in water, and when the vector agent for the application is water. Preferably, the surfactant content may be between 5% and 40% by weight of the composition. Additional components may also be included, for example, protective colloids, adhesives, thickeners, thixotropic agents, penetrating agents, stabilizers, sequestering agents. More generally, the active materials can be combined with any solid or liquid additive, which is adapted to conventional formulation techniques. In general, the composition according to the invention can contain from 0.05 to 99% (by weight) of active material, preferably from 10 to 70% by weight. The compositions according to the present invention can be used in various forms such as aerosol diffuser, capsule suspension, cold fog concentrate, dustable powder, emulsifiable concentrate, oil in water emulsion, water in oil emulsion, encapsulated granule, fine granule. , self-compensating concentrate for seed treatment, gas (pressurized), gas generating product, granules, hot fog concentrate, macrogranules, microgranules, oil dispersible powder, self-suspending oil-miscible concentrate, liquid miscible with oil, paste, vegetable rod, powder for dry treatment of seeds, seeds coated with a pesticide, soluble concentrate, soluble powder, solution for seed treatment, suspension concentrate
(self-suspending concentrate), ultra low volume liquid (ulv), ultra low volume suspension (ulv), granules or tablets dispersible in water, water dispersible powder for treatment of sludge, granules or water soluble tablets, water soluble powder for treatment of seeds and wettable dust. These compositions include not only compositions that are readily applied to the plant or seed to be treated by a suitable device such as a spray or dusting device, but also concentrated commercial compositions that must be diluted before being applied to the culture. The fungicidal compositions of the present invention can be used to curatively or preventively control crop phytopathogenic fungi. Thus, according to a further aspect of the present invention, there is provided a method for preventively or curatively controlling phytopathogenic fungi of crops characterized in that a fungicidal composition as described above is applied to the seed, the plant and / or the fruit of the plant or the soil in which the plant is growing or in which it is desired to grow. The composition such as that used against phytopathogenic fungi of crops comprises an effective and non-phytotoxic amount of an active material of general formula (I). The term "effective and non-phytotoxic amount" refers to an amount of composition according to the invention that is sufficient to control or destroy the fungi present or that may appear in the cultures, and which does not carry any appreciable phytotoxicity symptom for said crops. Such an amount may vary within a wide range depending on the fungi to be controlled or controlled, the type of crop, the climatic conditions and the compounds included in the fungicidal composition according to the invention. This amount can be determined by systematic field tests, which are within the capabilities of a person skilled in the art. The method of treatment according to the present invention is useful for treating propagation material such as tubers and rhizomes, but also seeds, seedlings or transplanted seedlings and plants or plants that are transplanted. This treatment procedure can also be useful for treating roots. The treatment process according to the present invention can also be useful for treating the aerial parts of the plant such as stems, stems or stems, leaves, flowers and fruits of the plant in question. Among the plants that can be protected by the process according to the invention, cotton can be mentioned; linseed; vine; fruit crops such as Rosaceae sp. (for example, fruits with pips such as apples and pears, but also stone fruits such as apricot, almonds and peaches), Ribesioidae sp. , Juglandaceae sp. , Betulaceae sp. , Anacardiaceae sp. , Fagaceae sp. , Moraceae sp. , Oleaceae sp. , Acti idaceae sp. , Lauraceae sp. , Musaceae sp. (for example, bananas and plantains), Rubiaceae sp. , Theaceae sp. , Sterculiceae sp. and Rutaceae sp. (for example lemons, oranges and grapefruit); legume crops such as Solanaceae sp. (for example, tomatoes), Liliaceae sp. , Asteraceae sp. (for example, lettuce), Umbelliferae sp. , Cruciferae sp. , Chenopodiaceae sp. , Cucurbi taceae sp. , Papilionaceae sp. (for example, peas), Rosaceae sp. (for example, strawberries); large crops, such as Graminae sp. (for example, corn, cereals such as wheat, rice, barley and triticale), Asteraceae sp. (for example, sunflower), Cruciferae sp. (for example, rapeseed), Papilionaceae sp. (for example, soybean), Solanaceae sp. (for example, potatoes) and Chenopodiaceae sp. (for example, beet); horticultural and arboreal crops; as well as the genetically modified homologs of these crops. Among the plants and the possible diseases of these plants protected by the process according to the present invention, there must be mentioned: - wheat, as regards the fight against the following diseases of the seeds: fusariosis (Microdochium nivale and Fusarium roseum), coal covered with wheat (Tilletia caries, Tilletia controversa or Tilletia indica), septoria (Septoria nodorum) and naked charcoal; - wheat, as regards the control of the following diseases of the aerial parts of the plant: ocular spot of the cereal (Tapesia yallundae, Tapesia acuiformis), foot disease (Gaeumannomyces graminis), foot blight (F. , F. graminearum), black spots (Rhizoctonia cerealis), powdery mildew (Erysiphe graminis forma specie tritici), rusts (Puccinia striiformis and Puccinia recóndi ta) and septoriosis (Septoria tri tici and Septoria nodorum); - wheat and barley, as regards the fight against bacterial and viral diseases, for example yellow mosaic of barley; - barley, as regards the control of the following seed diseases: reticular spots
(Pyrenophora graminea, Pyrenophora teres and Cochliobolus sativus), naked charcoal (Ustilago nuda) and fusaria (Microdochium nivale and Fusarium roseum); - barley, as regards the fight against the following diseases of the aerial parts of the plant: ocular spot of the cereal (Tapesia yallundae), reticular spots (Pyrenophora teres and Cochliobolus sativus), powdery mildew (Erysiphe graminis forma specie hordei) , dwarf rust (Puccinia hordei) and scald of barley (Rhynchosporium secalis); - potato, in relation to the control of diseases of the tubers (in particular Helminthosporium solani, Phoma tuberosa, Rhizoctonia solani, Fusarium solani) and mildew (Phytopthora infestans) and certain viruses (Y virus); - potato, as regards the fight against the following diseases of the leaves: early blight (Alternarla solani), mildew (Phytophthora infestans); - cotton, as regards the control of the following outbreak-related outbreak diseases: fall of mastic and basal rot (Rhizoctonia solani, Fusarium oxysporum), and black rot of the root (Thielaviopsis basicola); - protein-producing crops, for example peas, in relation to the control of the following seed diseases: anthracnose (Ascochyta pisi, Mycosphaerella pinodes), fusariosis (Fusarium oxysporum), gray mold (Botrytis cinerea) and downy mildew (Peronospora pisi) ); oil-producing crops, for example rapeseed, with regard to the control of the following seed diseases: Phoma lingam, Al ternarla brassicae and Sclerotinia sclerotiorum; - corn, as regards the control of seed diseases: (Rhizopus sp., Penicillium sp., Trichoderma sp., Aspergillus sp., and Gibberella fujikuroi); - Flaxseed, in regard to the control of seed diseases: In ternarla linicola, - - forest trees, as regards the fight against the fall of mastic (Fusarium oxysporum, Rhizoctonia solani); - rice, in relation to combating the following diseases of the aerial parts: parasitic Bruzzone (Magnaporthe grísea), spots on the edges of the pods (Rhizoctonia solani), - legume crops, in relation to combating the following diseases of the seeds or buds emerging from the seeds: fall of mastic and basal rot (Fusarium oxysporum, Fusarium roseum, Rhizoctonia solani, Pythium sp.); - leguminous crops, in relation to the control of the following diseases of the aerial parts: gray mold (Botrytis sp.), oidios (in particular Erysiphe cichoracearum, Sphaerotheca fuliginea and Leveillula táurica), fusaria (Fusarium oxysporum, Fusarium roseum), leaf spotting (Cladosporium sp.), alternating (Al ternaria sp.), anthracnose (Colletotrichum sp.), septoria (Septoria sp.), black spots (Rhizoctonia solani) and mildew (for example, Bremia lactucae, Peronospora sp. , Pseudoperonospora sp., Phytophthora sp.); - fruit trees, in relation to diseases of the aerial parts: monilia diseases (Monilia fructigenae, M. laxa), scab (Venturia inaequalis) and powdery mildew (Podosphaera leucotricha); - vine, in relation to diseases of the leaves: in particular gray mold (Botrytis cinerea), powdery mildew (Uncinula necator), black scab (Guignardia biwelli) and mildew (Plasmopara viticola);
beet, in relation to combating the following diseases of the aerial parts: blight (Cercospora beticola), powdery mildew (Erysiphe beticola), leaf spots (Ramularia beticola). The fungicidal composition according to the present invention can also be used against fungal diseases that can grow on or within the wood. The term "wood" refers to all types of wood species, and to all types of wood work intended for construction, for example, solid wood, high density wood, laminated wood and plywood. The process for treating the wood according to the invention consists essentially in bringing it into contact with one or more compounds of the present invention, or a composition according to the invention.; this includes, for example, direct application, spraying, immersion, injection or any other suitable means. The fungicidal composition according to the present invention can also be used in the treatment of organisms genetically modified with the compounds according to the invention or the agrochemical compositions according to the invention. Genetically modified plants are plants in whose genome a heterologous gene encoding a protein of interest has been stably integrated. The term "heterologous gene encoding a protein of interest" basically means genes that contribute to the transformed plant new agronomic properties, or genes to improve the agronomic quality of the transformed plant. The dose of active material normally applied in the treatment according to the present invention is generally and advantageously between 10 and 2,000 g / ha, preferably between 20 and 1,500 g / ha for applications in treatment of the leaves. The dose of active substance applied is generally and advantageously between 1 and 200 g per 100 kg of seeds, preferably between 2 and 150 g per 100 kg of seeds in the case of seed treatment. It is clearly understood that the doses indicated above are given as illustrative examples of the invention. A person skilled in the art will know how to adapt the application dose according to the nature of the crop to be treated. The compositions according to the present invention can also be used for the preparation of a composition useful to curatively or preventively treat fungal diseases in humans and animals such as, for example, mycosis, dermatosis, trichophyton and candidiasis diseases or diseases caused by Aspergillus spp. or Candida spp. , for example Aspergillus fumigatus or Candida albicans, respectively. The present invention will now be illustrated with the following examples:
Example 1: Efficacy against Mycosphaerella gra inicole of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and tebuconazole The active ingredients tested were prepared by crucible homogenization in a mixture of acetone / tween / water. This suspension was then diluted with water to obtain the desired concentration of active material. Wheat plants (Scipion variety), in seedbeds, sown on a 50/50 peat-pozzolan substrate and maintained at 122 ° C, are treated in the 1-leaf stage (10 cm high), by spraying them with the aqueous suspension described above . The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by spraying them with an aqueous suspension of Mycosphaerella graminicola spores (500,000 spores per ml). The spores are obtained from a 7-day culture. The contaminated wheat plants are incubated for 72 hours at about 18 ° C and 100% relative humidity and then for 21 to 28 days at 90% relative humidity. The classification (% of efficacy) was carried out 21 to 28 days after the contamination, in comparison with the control plants.
The following table summarizes the results obtained when compound 1 and tebuconazole are tested alone and in a mixture in a 1/1 weight ratio.
According to the Coiby method, a synergistic effect of the mixtures tested has been observed. Example 2: Efficacy against Erysiphe graminis f. sp. graminisi of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (Compound 1) and protioconazole The tested active ingredients were prepared by crucible homogenization in a mixture of acetone / tween / water. This suspension was then diluted with water to obtain the desired concentration of active material. Wheat plants (Audace variety) in seedbeds, seeded in a 50/50 peat-pozzolana substrate and maintained at 122 ° C, are treated in the 1-leaf stage (10 cm high), by spraying them with the aqueous suspension described above.
The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by sprinkling them with spores of Erysiphe graminis f. sp. tri-tici, being dusted using contaminated plants. The classification is carried out 7 to 14 days after the contamination, comparing with the control plants. The following table summarizes the results obtained when testing compound 1 and protioconazole alone and in a mixture in a weight ratio 1/2.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. • Example 3: Efficacy against Botrytis cxnerea of a composition containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} ~ 2-trifluoromethylbenzamide (Compound 1) and propiconazole The tested active ingredients were prepared by crucible homogenization in a mixture of acetone / tween / water. This suspension was then diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert de Paris variety) in seedbeds, seeded on a 50/50 substrate of peat-pozzolana and maintained at 18-20 ° C, were treated in the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants are contaminated by depositing drops of an aqueous suspension of Botrytis cinerea spores (150,000 spores per mL) on the upper surface of the leaves. The spores are harvested from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 of gelatin - 50 g / 1 of cane sugar - 2 g / 1 of NH4N03 - 1 g / 1 of KH2P04 The contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% efficiency) was carried out 5 to 7 days after the contamination, in comparison with the control plants.
The following table summarizes the results obtained when testing compound 1 and propiconazole alone and in mixtures of different weight ratios.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 4: Efficacy against Erysiphe graminis f. sp. graminis of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoramethylbenzamide (Compound 1) and ciproconazole The formulated compounds (concentrated suspension) are diluted with water to obtain the desired concentration of active material. Wheat plants (variety Audace) in seedbeds, seeded in a 50/50 substrate of peat-pozzolan and kept at 12 ° C, are treated in the 1-leaf stage (10 cm high), spraying them with the aqueous suspension described previously. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by sprinkling them with spores of Erysiphe graminis f. sp. tri-tici, being dusted using contaminated plants. The classification is carried out 7 to 14 days after the contamination, comparing with the control plants. The following table summarizes the results obtained when compound 1 and ciproconazole are tested alone and in a mixture in a 2/1 weight ratio.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested.
Example 5: Efficacy against Cinnamon Botrypsis of an N- containing mixture. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2- trifluoromethylbenzamide (compound 1) and diphenconazole The tested active ingredients were prepared by crucible homogenization in a mixture of acetone / tween / water. This suspension was then diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert de Paris variety) in seedbeds, seeded on a 50/50 substrate of peat-pozzolana and maintained at 18-20 ° C, were treated in the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants are contaminated by depositing drops of an aqueous suspension of Botrytis cinerea spores (150,000 spores per mL) on the upper surface of the leaves. The spores are collected from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 gelatin - 50 g / 1 cane sugar - 2 g / 1 NH NH3 - 1 g / 1 of H2P04 Contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% efficiency) was carried out 5 to 7 days after the contamination, in comparison with the control plants. The following table summarizes the results obtained when compound 1 and diphenconazole are tested alone and in mixtures of different ratios by weight.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 6: Efficacy against Cinnamon Botrypsis of an N- containing mixture. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and hexaconazole The tested active ingredients were prepared by crucible homogenization in a mixture of acetone / tween / water.
This suspension was then diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert de Paris variety) in seedbeds, seeded on a 50/50 substrate of peat-pozzolana and maintained at 18-20 ° C, were treated in the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants are contaminated by depositing drops of an aqueous suspension of spores of Botrytis cinerea (150,000 spores per mL) on the upper surface of the leaves. The spores are harvested from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 of gelatin - 50 g / 1 of cane sugar - 2 g / 1 of NH4N03 - 1 g / 1 of KH2P04 The contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% effectiveness) was carried out 5 to 7 days after the contamination, compared to the control plants. The following table summarizes the results obtained when compound 1 and hexaconazole are tested alone and in a 1:27 weight ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 7: Efficacy against Erysiphe graminis f. sp. graminis of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and metconazole The formulated compounds were diluted with water to obtain the desired concentration of active material. Wheat plants (Audace variety) in seedbeds, planted in a 50/50 peat-pozzolana substrate and maintained at 12aC, are treated in the 1 h to 10 cm high stage by spraying them with the aqueous suspension described above. . The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by sprinkling them with spores of Erysiphe graminis f. sp.
tritici, dusted using contaminated plants. The classification is carried out 7 to 14 days after the contamination, comparing with the control plants. The following tasummarizes the results obtained when compound 1 and metconazole are tested alone and in an 8: 1 weight ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 8: Effectiveness against Puccinia recondite of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromet lbenzamide (compound 1) and epoxiconazole The formulated compounds are diluted with water to obtain the desired concentration of active material. Wheat plants (Scipion variety) in seedbeds, sown on a 50/50 peat-pozzolana substrate and maintained at 12 ° C, are treated in the 1-leaf stage (10 cm high), spraying them with the aqueous suspension described previously. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by spraying their leaves with an aqueous suspension of Puccinia spores (100,000 spores per ml). The spores are harvested from contaminated wheat ten days old and suspended in water containing 2.5 ml / l of 10% tween 80. The contaminated wheat plants are incubated for 24 hours at 20 ° C and 100% relative humidity and then for 10 days at 20 ° C and 70% relative humidity. The classification is carried out 10 days after the contamination, comparing with the control plants. The following tasummarizes the results obtained when compound 1 and epoxiconazole are tested alone and in mixtures of different ratios by weight.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 9: Efficacy against Botrytis cinerea of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and myclobutani The formulated compounds were diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert de Paris variety) in seedbeds, seeded on a 50/50 substrate of peat-pozzolana and maintained at 18-20 ° C, were treated in the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants are contaminated by depositing drops of an aqueous suspension of Botrytis cinerea spores (150,000 spores per L) on the upper surface of the leaves. The spores are harvested from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 of gelatin - 50 g / 1 of cane sugar - 2 g / 1 of NH4N03 - 1 g / 1 of KH2P0 The contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% efficiency) was carried out 5 to 7 days after the contamination, in comparison with the control plants. The following tasummarizes the results obtained when compound 1 and myclobutanil are tested alone and in mixtures of different ratios by weight.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 10: Efficacy against recondite Puccinia of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and triadimenol The tested active ingredients were prepared by crucible homogenization in a mixture of acetone / tween / water. This suspension was then diluted with water to obtain the desired concentration of active material.
Wheat plants (Scipion variety), in seedbeds, sown on a 50/50 peat-pozzolana substrate and maintained at 122 ° C, are treated in the 1-leaf stage (10 cm high), by spraying them with the aqueous suspension described above . The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by spraying their leaves with an aqueous suspension of Puccinia spores (100,000 spores per ml). The spores are harvested from contaminated wheat ten days old and suspended in water containing 2.5 ml / l of 10% tween 80. The contaminated wheat plants are incubated for 24 hours at 20 ° C and 100% relative humidity and then for 10 days at 202 ° C and 70% relative humidity. The classification is carried out 10 days after the contamination, comparing with the control plants. The following table summarizes the results obtained when compound 1 and triadimenol are tested alone and in a 1: 1 weight ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 11: Efficacy against Sphaerotheca fuliginea of a composition containing N-. { 2- [3-chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and fenhexamide The formulated compounds were diluted with water to obtain the desired concentration of active material. Gherkin plants (variety Vert petit de Paris) in seedbeds, seeded on a 50/50 peat-pozzolana substrate and maintained at 20 ° C / 23 ° C, were treated in the 2-leaf stage by spraying with the aqueous suspension described previously. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by spraying with an aqueous spore suspension of Sphaerotheca fuliginea (100,000 spores per ml). The spores were collected from contaminated plants. The contaminated gherkin plants were incubated at approximately 20 ° C / 25 ° C and at a relative humidity of 60/70%. The classification (% of efficacy) was carried out 21 days after the contamination, in comparison with the control plants. The following table summarizes the results obtained when compound 1 and fenhexamide are tested alone and in a 1: 9 weight ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 12: Efficacy against Mycosphaerella graminicola of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and prochloraz The formulated compounds were diluted with water to obtain the desired concentration of active material. Wheat plants (Scipion variety), in seedbeds, seeded in a 50/50 peat-pozzolana substrate and maintained at 12aC, are treated in the 1-leaf stage (10 cm high), spraying them with the aqueous suspension described above . The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by spraying them with an aqueous suspension of Mycosphaerella graminicola spores (500,000 spores per ml). The spores are obtained from a 7-day culture. The contaminated wheat plants are incubated for 72 hours at about 18 ° C and 100% relative humidity and then for 21 to 28 days at 90% relative humidity. The classification (% of efficacy) was carried out 21 to 28 days after the contamination, in comparison with the control plants. The following table summarizes the results obtained when testing compound 1 and prochloraz alone and in a 1: 4 weight ratio mixture.
According to the Coiby method, a synergistic effect of the mixtures tested has been observed. Example 13: Efficacy against Botrytis cinerea of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (conp. 1) and phenpropimorf The formulated compounds were diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert de Paris variety) in seedbeds, seeded on a 50/50 substrate of peat-pozzolana and maintained at 18-20 ° C, were treated at the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants are contaminated by depositing drops of an aqueous suspension of Botrytis cinerea spores (150,000 spores per mL) on the upper surface of the leaves. The spores are collected from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 of gelatin - 50 g / 1 of cane sugar - 2 g / 1 of NHN03 - 1 g / 1 of KH2P0 The contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% efficiency) was carried out 5 to 7 days after the contamination, in comparison with the control plants. The following table summarizes the results obtained when compound 1 and fenpropimorf are tested alone and in a 1: 2 weight ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 14: Efficacy against Erysiphe graminis f. sp. graminis de xma mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and spiroxamine The formulated compounds are diluted with water to obtain the desired concentration of active material. Wheat plants (variety Audace) in seedbeds, seeded in a 50/50 substrate of peat-pozzolan and kept at 12 ° C, are treated in the 1-leaf stage (10 cm high), spraying them with the aqueous suspension described previously. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by sprinkling them with spores of Erysiphe graminis f. sp. trx tici, performing the dusting using contaminated plants. The classification is carried out 7 to 14 days after the contamination, comparing with the control plants. The following table summarizes the results obtained when compound 1 and spiroxamine are tested alone and in a 4: 1 weight ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 15: Efficacy against Botrytis cinerea of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and triforin The formulated compounds were diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert variety of
Paris) in seedbeds, planted on a 50/50 peat-pozzolana substrate and maintained at 18-20 ° C, were treated in the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material.
After 24 hours, the plants are contaminated by depositing drops of an aqueous suspension of Botrytis cinerea spores (150,000 spores per mL) on the upper surface of the leaves. The spores are harvested from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 of gelatin - 50 g / 1 of cane sugar - 2 g / 1 of NH4N03 - 1 g / 1 of KH2P0 The contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% efficiency) was carried out 5 to 7 days after the contamination, in comparison with the control plants. The following table summarizes the results obtained when compound 1 and triforin are tested alone and in mixtures of different ratios by weight.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 16: Efficacy against Botrytis cinerea of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2- trifluoromethylbenzamide (co-pay 1) and bitertanol The formulated compounds were diluted with water to obtain the desired concentration of active material. Gherkin plants (Petit vert de Paris variety) in seedbeds, seeded on a 50/50 substrate of peat-pozzolana and maintained at 18-20 ° C, were treated in the Zll cotyledon stage by spraying with the aqueous suspension described above. The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants are contaminated by depositing drops of an aqueous spore suspension of Botrytxs cinerea (150,000 spores per mL) on the upper surface of the leaves. The spores are collected from a 15-day culture and suspended in a nutrient solution composed of: - 20 g / 1 of gelatin - 50 g / 1 of cane sugar - 2 g / 1 of NHN03 - 1 g / 1 of KH2P0 The contaminated gherkin plants were deposited for 5/7 days in a climatic chamber at 15-11 ° C (day / night) and 80% relative humidity. The classification (% efficiency) was carried out 5 to 7 days after the contamination, in comparison with the control plants. The following table summarizes the results obtained when testing compound 1 and bitertanol alone and in a 1: 9 weight ratio mixture.
According to the Coiby method, a synergistic effect of the mixture tested has been observed. Example 17: Efficacy against Erysiphe graminis f. sp. graminis of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1), spiroxamine and protioconazole The formulated compounds (compound 1 and a mixture of spiroxamine (300 g / 1) and protioconazole (160 g / 1)) are diluted with water to obtain the desired concentration of active material . Wheat plants (variety Audace) in seedbeds, seeded in a 50/50 substrate of peat-pozzolan and kept at 12 ° C, are treated in the 1-leaf stage (10 cm high), spraying them with the aqueous suspension described previously . The plants, used as controls, are treated with an aqueous solution that does not contain the active material. After 24 hours, the plants were contaminated by sprinkling them with spores of Erysiphe graminis f. sp. tritici, dusted using contaminated plants. The classification is carried out 7 to 14 days after the contamination, comparing with the control plants. The following table summarizes the results obtained when testing compound 1 and the mixture of spiroxamine and protioconazole alone and in a mixture of weight ratio 8: 1.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.
Claims (1)
- CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1. A composition characterized in that it comprises: a) a pyridylethylbenzamide derivative of the general formula (I) wherein: - p is an integer equal to 1, 2, 3 or 4; - q is an integer equal to 1, 2, 3, 4 or 5; - each substituent X is chosen, independently of the others, as halogen, alkenyl or haloalkyl; - each substituent Y is chosen, independently of the others, as halogen, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, amino, phenoxy, alkylthio, dialkylamino, acyl, cyano, ester, hydroxy, aminoalkyl, benzyl, haloalkoxy, halosulfonyl, halotioalkyl , alkoxyalkenyl, alkylsulfonamide, nitro, alkylsulfonyl, phenylsulfonyl or benzylsulfonyl; as well as its 2-pyridine N-oxides; and b) a compound capable of inhibiting ergosterol biosynthesis; in a weight ratio of (a) / (b) from 0.01 to 20. 2. - A composition according to claim 1, characterized in that p is 2. 3. - A composition according to claim 1 or 2, characterized in that q is 1 or 2. 4. A composition according to any of claims 1 to 3, characterized in that X is chosen, independently of the others, as halogen or haloalkyl. 5. A composition according to any of claims 1 to 4, characterized in that X is independently chosen from the others, such as a chlorine atom or a trifluoromethyl group. 6. - A composition according to any of claims 1 to 5, characterized in that Y is chosen, independently of the others, as halogen or haloalkyl. 7. - A composition according to any of claims 1 to 6, characterized in that Y is chosen, independently of the others, as a chlorine atom or a trifluoromethyl group. 8. A composition according to any of claims 1 to 7, characterized in that the compound of general formula (I) is: - N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide; - N- { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-iodobenzamide or N-. { 2- [3,5-dichloro-2-pyridinyl] ethyl} -2- trifluoromethylbenzamide. 9. A composition according to claim 8, characterized in that the compound of general formula (I) is N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide. 10. A composition according to any of claims 1 to 9, characterized in that the compound capable of inhibiting the biosynthesis of ergosterol is a triazole derivative. 11. - A composition according to claim 10, characterized in that the triazole derivative is azaconazole, bitertanol, bromuconazole, ciproconazole, difenoconazole, diniconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil , penconazole, propiconazole, protioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, diclobutrazol, etaconazole, fluotrimazole, furconazole, furconazole-cis, triamiphos or triazbutyl. 12. A composition according to any of claims 1 to 9, characterized in that the compound capable of inhibiting the biosynthesis of ergosterol is an imidazole derivative. 13. - A composition according to claim 12, characterized in that the imidazole derivative is imazalil, prochloraz, oxpoconazole fumarate, pefurazoate or triflumizole. 14. A composition according to any of claims 1 to 9, characterized in that the compound capable of inhibiting ergosterol biosynthesis is a morpholine derivative. 15. - A composition according to claim 14, characterized in that the morpholine derivative is aldimorf, dodemorf, fenpropimorf or tridemorf. 16. A composition according to any of claims 1 to 9, characterized in that the compound capable of inhibiting ergosterol biosynthesis is a piperidine derivative. 17. - A composition according to claim 16, characterized in that the piperidine derivative is phenpropidine or piperalin. 18. A composition according to any of claims 1 to 9, characterized in that the compound capable of inhibiting the biosynthesis of ergosterol is fenhexamide, spiroxamine or triforin. 1 . - A composition according to any of claims 1 to 18, characterized in that it also comprises a fungicidal compound (c). 20. A composition according to claim 19, characterized in that the fungicidal compound (c) is selected from trifloxystrobin, fluoxastrobin, pyrimethanil, thiabendazole, guazatine, imidoctadine, picoxystrobin, piradostrobin, azoxystrobin, dimoxystrobin, metaminostrobin, 2-. { 2- [6- (3-Chloro-2-methylphenoxy) -5-fluoro-pyrimidin-4-yloxy] -phenyl} 2-methoxyimino-N-methylacetamide, captan, dodine, propineb, mancozeb, spiroxamine, protioconazole, tebuconazole, thiram, tolylfluanid, iminoctadine, dithianon, sulfur, copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, dinocap, quinoxifen, 2-butoxy-6-iodo-3-propyl-benzopyran-4-one, fludioxonil, triazoxide, fosetyl-Al and phosphorous acid. 21. A composition according to any of claims 1 to 20, characterized in that it also comprises a support, vehicle, material and / or surfactant acceptable from the agricultural point of view. 22. A method for preventively or curatively controlling phytopathogenic fungi of crops, characterized in that an effective and non-phytotoxic amount of a composition according to any of claims 1 to 21 is applied to the seed, the plant and / or the fruit of the plant or soil in which it is grown or in which it is desired to grow the plant.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP04356014 | 2004-02-12 | ||
US60/636,956 | 2004-12-17 |
Publications (1)
Publication Number | Publication Date |
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MXPA06009069A true MXPA06009069A (en) | 2007-04-10 |
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