MX2008010368A - Method of inducing virus tolerance of plants - Google Patents
Method of inducing virus tolerance of plantsInfo
- Publication number
- MX2008010368A MX2008010368A MXMX/A/2008/010368A MX2008010368A MX2008010368A MX 2008010368 A MX2008010368 A MX 2008010368A MX 2008010368 A MX2008010368 A MX 2008010368A MX 2008010368 A MX2008010368 A MX 2008010368A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- phenyl
- crc6
- plants
- membered
- Prior art date
Links
- 230000001939 inductive effect Effects 0.000 title claims abstract description 7
- 241000700605 Viruses Species 0.000 title abstract description 36
- 150000001875 compounds Chemical class 0.000 claims abstract description 83
- 239000002689 soil Substances 0.000 claims abstract description 7
- -1 cyano, nitro, amino, aminocarbonyl Chemical group 0.000 claims description 99
- 241000196324 Embryophyta Species 0.000 claims description 60
- 230000000855 fungicidal Effects 0.000 claims description 15
- 239000000417 fungicide Substances 0.000 claims description 15
- 150000003254 radicals Chemical class 0.000 claims description 13
- UCSJYZPVAKXKNQ-HZYVHMACSA-N 1-[(1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine 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 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 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 10
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical group 0.000 claims description 10
- 125000001072 heteroaryl group Chemical group 0.000 claims description 10
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 10
- 240000001016 Solanum tuberosum Species 0.000 claims description 9
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 8
- 239000005809 Metiram Substances 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 8
- 229920000257 metiram Polymers 0.000 claims description 8
- 239000005964 Acibenzolar-S-methyl Substances 0.000 claims description 7
- UELITFHSCLAHKR-UHFFFAOYSA-N Acibenzolar-S-methyl Chemical group CSC(=O)C1=CC=CC2=C1SN=N2 UELITFHSCLAHKR-UHFFFAOYSA-N 0.000 claims description 7
- JNPZQRQPIHJYNM-UHFFFAOYSA-N Carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 claims description 7
- PZBPKYOVPCNPJY-UHFFFAOYSA-N Enilconazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims description 7
- 229960002125 Enilconazole Drugs 0.000 claims description 7
- 239000005795 Imazalil Substances 0.000 claims description 7
- 239000005802 Mancozeb Substances 0.000 claims description 7
- 239000005842 Thiophanate-methyl Substances 0.000 claims description 7
- 239000006013 carbendazim Substances 0.000 claims description 7
- 239000011780 sodium chloride Substances 0.000 claims description 7
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 claims description 7
- 230000003612 virological Effects 0.000 claims description 7
- 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 7
- IRJQWZWMQCVOLA-DNTJNYDQSA-N 2-[(E)-N-[(3,5-difluorophenyl)carbamoylamino]-C-methylcarbonimidoyl]pyridine-3-carboxylic acid Chemical compound N=1C=CC=C(C(O)=O)C=1C(/C)=N/NC(=O)NC1=CC(F)=CC(F)=C1 IRJQWZWMQCVOLA-DNTJNYDQSA-N 0.000 claims description 6
- 229940064005 Antibiotic throat preparations Drugs 0.000 claims description 6
- 229940083879 Antibiotics FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE Drugs 0.000 claims description 6
- 229940042052 Antibiotics for systemic use Drugs 0.000 claims description 6
- 229940042786 Antitubercular Antibiotics Drugs 0.000 claims description 6
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims description 6
- YPHMISFOHDHNIV-FSZOTQKASA-N Cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 claims description 6
- DDUHZTYCFQRHIY-RBHXEPJQSA-N Griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 claims description 6
- 229940093922 Gynecological Antibiotics Drugs 0.000 claims description 6
- PVTHJAPFENJVNC-MHRBZPPQSA-N Kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 claims description 6
- 229960003255 Natamycin Drugs 0.000 claims description 6
- 229960005322 Streptomycin Drugs 0.000 claims description 6
- 229940024982 Topical Antifungal Antibiotics Drugs 0.000 claims description 6
- 125000004682 aminothiocarbonyl group Chemical group NC(=S)* 0.000 claims description 6
- 239000003242 anti bacterial agent Substances 0.000 claims description 6
- 230000003115 biocidal Effects 0.000 claims description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- 229910052802 copper Inorganic materials 0.000 claims description 6
- 239000010949 copper Substances 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 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 6
- 150000004659 dithiocarbamates Chemical class 0.000 claims description 6
- 229960002867 griseofulvin Drugs 0.000 claims description 6
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229940079866 intestinal antibiotics Drugs 0.000 claims description 6
- 239000004311 natamycin Substances 0.000 claims description 6
- 235000010298 natamycin Nutrition 0.000 claims description 6
- 229940005935 ophthalmologic Antibiotics Drugs 0.000 claims description 6
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 6
- 229920002635 polyurethane Polymers 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
- 150000003839 salts Chemical class 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
- 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 5
- 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 5
- CJPQIRJHIZUAQP-INIZCTEOSA-N (S)-benalaxyl Chemical compound CC=1C=CC=C(C)C=1N([C@@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-INIZCTEOSA-N 0.000 claims description 5
- 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 5
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 claims description 5
- OWDLFBLNMPCXSD-UHFFFAOYSA-N 2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)C1C(=O)OCC1 OWDLFBLNMPCXSD-UHFFFAOYSA-N 0.000 claims description 5
- QGONKCJMYNMTGB-UHFFFAOYSA-N 4-(difluoromethyl)-2-methyl-1,3-thiazole-5-carboxylic acid Chemical compound CC1=NC(C(F)F)=C(C(O)=O)S1 QGONKCJMYNMTGB-UHFFFAOYSA-N 0.000 claims description 5
- 239000005734 Benalaxyl Substances 0.000 claims description 5
- 239000005747 Chlorothalonil Substances 0.000 claims description 5
- 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 5
- 239000005756 Cymoxanil Substances 0.000 claims description 5
- 239000005767 Epoxiconazole Substances 0.000 claims description 5
- 239000005785 Fluquinconazole Substances 0.000 claims description 5
- 239000005786 Flutolanil Substances 0.000 claims description 5
- 239000005787 Flutriafol Substances 0.000 claims description 5
- 239000005789 Folpet Substances 0.000 claims description 5
- YKSNLCVSTHTHJA-UHFFFAOYSA-L Maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 5
- 239000005807 Metalaxyl Substances 0.000 claims description 5
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N Metalaxyl Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 5
- 239000002169 Metam Substances 0.000 claims description 5
- 239000005868 Metconazole Substances 0.000 claims description 5
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N Methylcarbamodithioic acid K salt Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000005820 Prochloraz Substances 0.000 claims description 5
- 239000005823 Propineb Substances 0.000 claims description 5
- 239000005869 Pyraclostrobin Substances 0.000 claims description 5
- 239000005839 Tebuconazole Substances 0.000 claims description 5
- 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 5
- 229960004546 Thiabendazole Drugs 0.000 claims description 5
- 239000005843 Thiram 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
- WJCNZQLZVWNLKY-UHFFFAOYSA-N Tiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 5
- YTOPFCCWCSOHFV-UHFFFAOYSA-N Tridemorph Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 claims description 5
- 239000005859 Triticonazole Substances 0.000 claims description 5
- 239000005870 Ziram Substances 0.000 claims description 5
- 239000011717 all-trans-retinol Substances 0.000 claims description 5
- 235000019169 all-trans-retinol Nutrition 0.000 claims description 5
- WHDGWKAJBYRJJL-UHFFFAOYSA-K ferbam Chemical compound [Fe+3].CN(C)C([S-])=S.CN(C)C([S-])=S.CN(C)C([S-])=S WHDGWKAJBYRJJL-UHFFFAOYSA-K 0.000 claims description 5
- 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 5
- PTCGDEVVHUXTMP-UHFFFAOYSA-N flutolanil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C(F)(F)F)=C1 PTCGDEVVHUXTMP-UHFFFAOYSA-N 0.000 claims description 5
- 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 5
- 229920000940 maneb Polymers 0.000 claims description 5
- 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 5
- UQJQVUOTMVCFHX-UHFFFAOYSA-L nabam Chemical compound [Na+].[Na+].[S-]C(=S)NCCNC([S-])=S UQJQVUOTMVCFHX-UHFFFAOYSA-L 0.000 claims description 5
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 claims description 5
- 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 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
- 239000004308 thiabendazole Substances 0.000 claims description 5
- 235000010296 thiabendazole Nutrition 0.000 claims description 5
- 229960002447 thiram Drugs 0.000 claims description 5
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 claims description 5
- 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 4
- IMHBYKMAHXWHRP-UHFFFAOYSA-N Anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 claims description 4
- 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 4
- 239000005736 Benthiavalicarb Substances 0.000 claims description 4
- 239000005745 Captan Substances 0.000 claims description 4
- 229940117949 Captan Drugs 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 239000005746 Carboxin Substances 0.000 claims description 4
- 239000005752 Copper oxychloride Substances 0.000 claims description 4
- ARUVKPQLZAKDPS-UHFFFAOYSA-L Copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 4
- 239000005810 Metrafenone Substances 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- VVSLYIKSEBPRSN-PELKAZGASA-N benthiavalicarb Chemical compound C1=C(F)C=C2SC([C@@H](C)NC(=O)[C@@H](NC(O)=O)C(C)C)=NC2=C1 VVSLYIKSEBPRSN-PELKAZGASA-N 0.000 claims description 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 4
- GYSSRZJIHXQEHQ-UHFFFAOYSA-N carboxin Chemical compound S1CCOC(C)=C1C(=O)NC1=CC=CC=C1 GYSSRZJIHXQEHQ-UHFFFAOYSA-N 0.000 claims description 4
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 claims description 4
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 4
- RFKZUAOAYVHBOY-UHFFFAOYSA-M copper(1+);acetate Chemical compound [Cu+].CC([O-])=O RFKZUAOAYVHBOY-UHFFFAOYSA-M 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 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 4
- AMEKQAFGQBKLKX-UHFFFAOYSA-N oxycarboxin Chemical compound O=S1(=O)CCOC(C)=C1C(=O)NC1=CC=CC=C1 AMEKQAFGQBKLKX-UHFFFAOYSA-N 0.000 claims description 4
- 125000004430 oxygen atoms Chemical group O* 0.000 claims description 4
- 125000004434 sulfur atoms Chemical group 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- 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 3
- 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 3
- 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 3
- 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 3
- ZQMRDENWZKMOTM-UHFFFAOYSA-N 2-butoxy-6-iodo-3-propylchromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCC)=C(OCCCC)OC2=C1 ZQMRDENWZKMOTM-UHFFFAOYSA-N 0.000 claims description 3
- 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 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
- 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 3
- 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 3
- QAYICIQNSGETAS-UHFFFAOYSA-N Dazomet Chemical compound CN1CSC(=S)N(C)C1 QAYICIQNSGETAS-UHFFFAOYSA-N 0.000 claims description 3
- 239000005644 Dazomet Substances 0.000 claims description 3
- 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 3
- 239000005774 Fenamidone Substances 0.000 claims description 3
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Abstract
A method of inducing virus tolerance of plants which comprises treating the plants, the soil or seeds with an effective amount of a combination of a compound of the formula (I) in which the variables have the meaning as set forth in the description, and a second active compound as defined in the description;which is taken up by the plants or seeds.
Description
Method to induce viral tolerance in plants
Description
The present invention relates to a method for inducing viral tolerance in plants, which comprises treating the plants, soil or seeds with an effective amount of a combination of
1) a compound of the formula I
in which
X is halogen, Ci-C4-alkyl or trifluorom ethyl;
m is 0 or 1;
Q is C (= CH-CH3) -COOCH3, C (= CH-OCH3) -COOCH3, C (= N-OCH3) -CONHCH3, C (= N-OCH3) -COOCH3, N (-OCH3) -COOCH3, or a group Q1
where # represents the bond with the phenyl ring;
is -0-B, -CH2O-B, -OCH2-B, -CH = CH-B, -C = CB, -CH20-N = C (R1) -B, -CH20-N = C (R) - CH = CH-B, or -CH20-N = C (R1) -C (R2) = N-OR3, where
is phenyl, naphthyl, five or six membered hetaryl or five or six membered heterocyclyl, containing one to three N atoms and / or one O or S atom or one or two O and / or S atoms, the ring systems being unsubstituted or substituted by one to three radicals Ra:
Ra is cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, Ci-Ce-alkyl, CrC6-haloalkyl, Ci-C6-alkylcarbonyl, C1-C6-alkylsulfonyl, Ci-C6-alkylsulfinyl, C3-C6-cycloalkyl, Ci- C6-alkoxy, Ci-C6-haloalkoxy, Ci-C6-alkyloxycarbonyl, CrC6-alkylthio, Ci-Ce-alkylamino, di-Ci-C6-alkylamino, Ci-C6-alkylaminocarbonyl, di-Ci- C6-alkylamino-carbonyl, Ci-C6-alkylaminthiocarbonyl, di-d-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, phenyl, phenoxy, benzyl, benzyloxy, five or six membered heterocyclyl, five or six membered hetaryl, hetaryloxy five or six members, C (= NORa) -Rb or OC (Ra) 2-C (Rb) = NORb,
the cyclic radicals being in turn unsubstituted or substituted by one to three Rb radicals:
Rb is cyano, nitro, halogen, amino, aminocarbonyl, aminothiocarbonyl, CrC6-alkyl, CrC6-haloalkyl, Ci-C6-alkylsulfonyl, Ci-Ce-alkylsulfinyl, C3-C6-cycloalkyl, CrC6-alkoxy, Ci-C6-halo
alkoxy, CrC6-alkoxycarbonyl, CrC6-alkylthio, Ci-C6-alkylamino, di-Ci-C6-alkylamino, Ci-C6-alkylaminocarbonyl, di-Ci-C6-alkylaminocarbonyl, CrC6-alkylaminothiocarbonyl, di-Ci-Ce- alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, phenoxy, phenylthio, benzyl, benzyloxy, heterocyclyl with five or six members, hetaryl with five or six members, five or six membered hetaryloxy or C (= NORA) -RB;
RA, RB mean hydrogen or Ci-C6-alkyl;
is hydrogen, cyano, Ci-C4-alkyl, Ci-C4-haloalkyl, C3-C6-cycloalkyl, Cr C4-alkoxy;
is phenyl, phenylcarbonyl, phenylsulfonyl, five or six membered hetaryl, five or six membered heteroarylcarbonyl or five or six membered hetariisulfonyl, the ring systems being unsubstituted or substituted by one to three Ra radicals,
Ci-Cio-alkyl, C3-C6-cycloalkyl, C2-Cio-alkenyl, C2-Cio-alkynyl, C1-C10-alkylcarbonyl, C2-Ci0-alkenylcarbonyl, C3-Cio-alkynylcarbonyl, C1-C10-alkylsulfonyl, or C (= NORA) -RB, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three Rc radicals:
is cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, Ci-Ce-alkyl, d-Ce-haloalkyl, Ci-C6-alkylsulfonyl, C1-C6-alkylsulfinyl, Ci-C6-alkoxy, Ci-C6-haloalkoxy, d -Ce-alkoxycarbonyl, Ci-Ce-alkylthio, CrC6-alkylamino, di-Ci-C6-alkylamino, C1-C6-alkylaminocarbonyl, di-Ci-C6-alkylaminocarbonyl, C1-C6-alkylaminothiocarbonyl, di-Ci-C6-alkylaminothiocarbonyl , C2-C6-alkenyl, C2-C6-alkenyloxy,
C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, five or six membered heterocyclyl, five or six membered heterocyclyloxy, benzyl, benzyloxy, phenyl, phenoxy, phenylthio, five or six membered hetaryl, five or six membered hetaryloxy and hetarylthio, it being possible for the cyclic groups themselves to be partially or completely halogenated or linked to one to three Ra radicals; Y
is hydrogen, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three Rc radicals;
Y
2) a compound selected from groups A) to N):
A) acylalanines: benalaxyl, metalaxyl, ofurace, oxadixyl,
amine derivatives: aldimorf, dodin, dodemorf, fenpropimorf, fenpropidin, guazatin, iminoctadine, spiroxamine, tridemorph, antibiotics: cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin, whipping: bitertanol, bromoconazole, ciproconazole, diphenoconazole, dinitroconazole, enilconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prochloraz, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefonone, triadimenol, triflumizole, triticonazole, dithiocarbamates: ferbam, nabam, maneb, mancozeb, metam, metiram, propineb, polycarbamate, thiram, ziram, zineb, heterocyclic compounds: anilazine, benomyl, boscalide, carbendazim, carboxin, oxycarboxin, ciazofamide, dazomet, diflufenzopyr, dithianone, famoxadone, fenamidone, fenarimol, fuberidazole, flutolanil, furametpir , isoprothiolane, mepronil, nuarimol, pentiopyrad, picobenzamide, proben-azole, proquinazide, pirifenox, pyroquilone, quinoxifene, silthiopham, thiabendazole, thifluzamide, thiophanate-methyl, thiadinyl, tricyclazole, triforine, 5-chloro-7- (4-methyl-piperidin-1-yl) -6- (2,4,6 -trifluoro-phenyl) - [1, 2,4] triazolo [1, 5-a] pyrimidine, 4-difluoromethyl-2-methyl-thiazole-4 (4'-bromo-biphenyl-2-yl) -amide -carboxylic acid, 4-difluoromethyl-2-methyl-thiazole-5-carboxylic acid (4'-trifluoromethyl-biphenyl-2-yl) -amide, (4'-chloro-3'-fluoro-biphenyl-2- il) -amide of 4-difluoromethyl-2-methyl-thiazole-5-carboxylic acid, 3-di-fluoro-methyl (3 ', 4'-dichloro-4-fluoro-biphenyl-2-yl) -amide -1-methy1-pyrazole-4-carboxylic acid, 3-difluoromethyl- (3 ', 4'-dichloro-5-fluoro-biphenyl-2-yl) -amide
1-Methyl-pyrazole-4-carboxylic acid, 3,4-dichloro-isothiazole-5-carboxylic acid (2-cyano-phenyl) amide, 3- [5- (4-chloro-phenyl) -2,3-dimethyl -isoxazolidin-3-yl] -pyridine, 2-butoxy-6-iodo-3-propyl-chromen-4-one, dimethylamide of 3- (3-bromo-6-fluoro-2-methyl-indole-1 - sulfonyl) - [1, 2,4] triazole-1-sulfonic acid, (2-chloro-5- [1- (3-methyl-benzyloxyimino) -ethyl] -benzyl) -carbamic acid methyl ester, (2-chloro-5 - [1 - (6-Methyl-pyridin-2-ylmethoxyimino) -ethyl] -benzyl) -carbamic acid methyl ester, sulfur and copper fungicides, such as Bordeaux broth, copper acetate, copper oxychloride, basic copper sulfate , other fungicides, selected from acibenzolar-S-methyl, bentiavalicarb, carpropamide, chlorothalonil, cyflufenamide, cymoxanil, diclomezine, diclocimet, dietofencarb, edifenfos, etaboxam, fenhexamide, fentin acetate, phenoxanil, ferimzone, fluazinam, phosphorous acid and its salts, fosetyl, fosetyl-aluminum, iprovalicarb, hexachlorobenzene, mandipropamide, metrafenone, pencicuron, propamocarb, phthalide, toloclofos-methyl, quintozene, zoxamide, N- (2- (4- [3- (4-chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl) -ethyl) -2-methanesulfonylamino-3- methyl-butyramide, N- (2- (4- [3- (4-chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl) -ethyl) -2-ethanesulfonylamino-3-methyl-buty ramide, 3- (4-chloro-phenyl) -3- (2-isopropoxy carbonylamino-3-methyl-butyrylamino) -propionate methyl, sulfenic acid derivatives: captafol, captan, diclofluanide, folpet, tolylfluanide, and acid amides cinnamic and analogous compounds: dimetomorf, flumetover or flumorf,
whose components 1) and 2) are absorbed by the plants or seeds. In addition, the invention relates, generally, to the use of combinations of a compound of formula I and a compound of groups A) to N) to induce viral tolerance in plants.
A high number of representatives of the very heterogeneous group of plant viruses (phytophages) are capable of attacking plants of economic importance; The symptoms of damage range from morphological changes to the death of plants. Due to the very numerous ways in which viruses are transmitted (for example, mechanically by means of wounds, by means of seeds and pollen or by means of vectors, such as nematodes and insects), the problems of diagnosis and lack of appropriate active ingredients make it extremely difficult to control such viruses; so here the emphasis is more on preventive and phytosanitary measures. Therefore, the prevention of viral diseases in plants is an important goal in agriculture.
The search for methods for the prevention of viral diseases in plants has already produced antiviral active ingredients, some of which are similar to nucleic acids. However, some of these substances generate mutants and inhibit the metabolism of nueklinic acids and proteins in host cells, thereby causing damage. These materials only have a very reduced control effect in the field.
In WO 01/082701 it is taught that strobilurin type fungicides have a stimulating effect on the intrinsic immune system of plants against viruses. However, the effect is not always satisfactory.
The state of the art does not teach that the known fungicides mentioned at the beginning as components 2) could influence the immune system of plants against viruses.
The present invention has for its object to provide a method, which can be widely used, which does not damage plants and which produces an effective immunizing effect with reduced total amounts of the active compounds applied.
It has now been found that this object is achieved by the method defined at the beginning. The strobilurins of formula I mentioned above are known as fungicides and in some cases also as insecticides (EP-A 178 826; EP-A
253 213; WO 93/15046; WO 95/18789; WO 95/21153; WO 95/21154; WO 95/24396; WO 96/01256; WO 97/15552).
The active compounds according to groups A) to N) mentioned above, their preparation and their action against harmful fungi are generally (see: http://www.hclrss.demon.co.uk/index.html; The Pecticide Manual, 10a Ed., BCPC, 1995):
4-difluoromethyl-2-methyl-thiazole-5-carboxylic acid (4'-bromo-biphenyl-2-yl) -amide, 4-difluoromethyl-4-difluoromethyl- (4'-trifluoromethyl-biphenyl-2-yl) -amide of 4-difluoromethyl- 2-methyl-thiazole-5-carboxylic acid,
(4'-Chloro-3'-fluoro-biphenyl-2-yl) -amide of 4-difluoromethyl-2-methyl-thiazole-5-carboxylic acid, (3 ', 4'-dichloro-4-phenyl-biphenyl) -2-yl) -3-difluoromethyl-1-methyl-pyrazole-4-carboxylic acid amide (WO 03/066610), 3,4-dichloro-isothiazole-5-carboxylic acid (2-cyano-phenyl) amide (WO 99/24413), N- (2- (4- [3- (4-chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl) -ethyl) -2-methanesulfonylamino-3-methyl -butyramide, N- (2- (4- [3- (4-chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl) -ethyl) -2-ethanesulfonylamino-3-methyl-butyramide ( WO 04/049804), 3- [5- (4-chloro-phenyl) -2,3-dimethyl-isoxazolidin-3-yl] -pyridine (EP-A 10 35 122), 2-butoxy-6-iodo- 3-propyl-chromen-4-one (WO 03/14103), 3- (3-bromo-6-fluoro-2-methyl-indole-1-sulfonyl) - [1, 2,4] triazole- dimethylamide 1-sulfonic acid (EP-A 10 31 571), (2-chloro-5- [1- (3-methyl-benzyloxyimino) -ethyl] -benzyl) -carbamic acid methyl ester, (2-chloro-5- [1- Methyl (6-methyl-pyridin-2-ylmethoxyimino) -ethyl] -benzyl) -carbamate (EP-A 12 01 648), 3- (4-chloro-phenyl) -3- (2-isopropoxy carbonyl) methyl-3-methyl-butyrylamino) -propionate (EP-A 10 28 125).
The compounds identified by their common names are obtained commercially.
The publications cited at the beginning describe the synthesis route for the preparation of the active ingredients used in the method according to the invention.
The good compatibility of the active ingredients of the formula I with the plants at the concentrations necessary for the control of diseases in plants allows the
treatment of aerial plant parts and also the treatment of propagation material and seeds and soil.
In the method according to the invention, the active ingredients are absorbed by the plant either by the leaf surface or by the roots and is distributed within the whole plant in the sap.
Therefore, the protective effect after carrying out the method according to the invention is not only found in those parts of the plant, which have been sprayed directly, but the tolerance of the whole plant is increased against viral diseases
In a preferred embodiment of the method, the aerial parts of the plants are treated with a formulation or with a tank mixture of the active ingredients 1) and 2).
For the method according to the invention, the active ingredients are especially preferred, in which the substituents have the following meanings, both by themselves and in combinations, the disclosures of the cited publications being incorporated herein:
Especially preferred for the method according to the invention, as component 1, are the active ingredients of formulas II to HIV, wherein V is OCH3 and NHCH3, Y is CH and N and
T and Z signify, independently of each other, CH and N.
Preferred active ingredients of the formula I wherein Q is N (-OCH 3) -COOCH 3 are the compounds described in WO 93/15046 and WO 96/01256.
Preferred active ingredients of the formula I wherein Q is C (= CH-OCH 3) -COOCH 3 are the compounds described in EP-A 178 826 and EP-A 278 595.
Preferred active ingredients of the formula I wherein Q is C (= N-OCH 3) -COOCH 3 are the compounds described in EP-A 253 213 and EP-A 254 426.
Preferred active ingredients of the formula I where Q is C (= N-OCH 3) -CONHCH 3 are the compounds described in EP-A 398 692, EP-A 477 631 and EP-A 628 540.
Preferred active ingredients of the formula I wherein Q is C (= CH-CH 3) -COOCH 3 are the compounds described in EP-A 280 185 and EP-A 350 691.
Preferred active ingredients of the formula I where Q is
are the compounds described in EP-A 460 575 and EP-A 463 488.
Preferred active ingredients of the formula I wherein A is -O-B are the compounds described in EP-A 382 375 and EP-A 398 692.
Preferred active ingredients of the formula I wherein A is
OR3 are the compounds described in publications WO 95/18789, WO 95/21153, WO 95/21154, WO 97/05103 and WO 97/06133.
Especially preferred are the active ingredients of the formula I, wherein Q is N (-OCH3) -COOCH3, A is CH2-0- and B is 3-pyrazolyl or 1, 2,4-triazolyl, where B is bonded one or two substituents selected from the group of halogen, methyl and trifluoromethyl and phenyl and pyridyl, especially, 2-pyridyl substituted by one to three radicals Rb.
These active ingredients are represented by formula II
II
wherein T is a carbon atom or a nitrogen atom, Ra 'is halogen, methyl and trifluoromethyl, and is zero, 1 or 2, Rb has the definitions indicated for the formula, x is zero, 1, 2, 3 or 4.
Still more preferred are the active ingredients of formula II ':
where Rb has the definitions indicated for formula I.
As regards their use, the compounds listed in the following Tables are especially preferred.
Table I
Table II
Table III
Table IV
Table VI
Table VII
Especially preferred are combinations of one of the following components 1: Compound I-5 (pyraclostrobin), 11-1 (kresoxim-methyl), II-3 (dimoxystrobin), 11-11 (ZJ 0712), III-3 (picoxystrobin) ), IV-6 (trifloxystrobin), IV-9 (enestroburin), V-16 (orisastrobin), VI-1 (metominostrobin), VI 1-1 (azoxystrobin), and VII-11 (fluoxastrobin) with one of the compounds selected between groups A) to N).
A preferred variant of the invention are combinations of one of the compounds of the formula I with one of the following compounds:
A) acylalanines, such as benalaxyl, metalaxyl, ofurace, oxadixyl, B) amine derivatives, such as aldimorf, dodin, dodemorf, fenpropimorf, fenpropidin, guazatin, iminoctadine, spiroxamine, tridemorph, D) antibiotics, such as cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin, E) azoles, such as bitertanol, bromoconazole, ciproconazole, diphenoconazole, dinitroconazole, enilconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prochloraz, protioconazole, simeconazole, tebuconazole, tetraconazole, triadimefonone, triadimenol, triflumizole, triticonazole, G) dithiocarbamates, such as ferbam, nabam, maneb, mancozeb, metam, metiram, propineb, polycarbamate, thiram, ziram, zineb, H) heterocyclic compounds , such as anilacina, benomilo, boscalida, carbendazim, carboxina, oxycarboxina, ciazofamida, dazomet, diflufenzopir, ditianona, fa moxadone, fenamidone, fenarimol, fuberidazole, flutolanil,
furametpir, isoprothiolane, mepronil, nuarimol, pentiopyrad, picobenzamide, probenazole, proquinazide, pirifenox, pyroquilone, quinoxifene, silthiopham, thiabendazole, thifluzamide, thiophanate-methyl, thiadinyl, tricyclazole, triforine, 5-chloro-7- (4-methyl-piperidine) -1 -yl) -6- (2,4,6-trifluoro-phenyl) - [1, 2,4] triazolo [1, 5-a] pyrimidine, I) sulfur and copper fungicides, such as Bordeaux broth , copper acetate, copper oxychloride, basic copper sulfate, L) other fungicides, such as acibenzolar-S-methyl, benthiavalicarb, carpropamide, chlorothalonil, ciflufenamide, cymoxanil, diclomezine, diclocimet, dietofencarb, edifenphos, etaboxam, fenhexamide, acetate of fentina, fenoxanilo, ferimzona, fluazinam, phosphorous acid and its salts, fosetilo, fosetilo-aluminio, iprovalicarb, hexachlorobenzene, mandipropamida, metrafenona, pencicurona, propamocarb, ftalida, toloclofos-methyl, quintozene, zoxamida, M) sulfenic acid derivatives, such as captafol, captan, diclofluanide, folpet, tol ilfluanide, and N) cinnamic acid amides and analogous compounds, such as dimetho- morph, flumetover or flumorf,
More preferably, the method is carried out with a compound of the formula I, as defined above, and a compound selected from the following groups:
A) acylalanines, especially benalaxyl, metalaxyl, ofurace, oxadixyl, B) amine derivatives, especially, dodine, fenpropimorf, tridemorph, D) antibiotics, especially cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin,
E) azoles, especially, epoxiconazole, fluquinconazole, flutriafol, imazalil, metconazole, prochloraz, tebuconazole, triticonazole, G) dithiocarbamates, especially, ferbam, nabam, maneb, mancozeb, metam, metiram, propineb, polycarbamate, thiram, ziram, zineb, H) heterocyclic compounds, especially anilazine, benomyl, boscalide, carbendazim, carboxin, oxycarboxin, cysophamide, dithianone, flutolanil, thiabendazole, thiophanate-methyl, 5-chloro-7- (4-methyl-piperidin-1-yl) -6 - (2,4,6-trifluorophenyl) - [1,4] triazolo [1,5-a] pyrimidine, I) copper fungicides, especially Bordeaux broth, copper acetate, copper oxychloride, basic copper sulfate, L) other fungicides, especially acibenzolar-S-methyl, benthiavalicarb, carpropamida, chlorothalonil, ciflufenamide, cymoxanil, etaboxam, phosphorous acid and its alkali and alkaline earth salts, fosetyl, fosetyl-aluminum, metrafenone, M) derivatives of sulfenic acid, especially, folpet, and N) cinnamic acid amides and c analogues, especially dimetomorf.
Especially preferred are the combinations, which contain as component 2) one of the following compounds:
D) antibiotics, especially cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin, G) dithiocarbamates, especially mancozeb, metiram, H) heterocyclic compounds, especially carbendazim, dithianone, thiophanate-methyl, I) copper fungicides,
L) other fungicides, especially acibenzolar-S-methyl, phosphorous acid and its alkali and alkaline earth salts,
Especially useful is the combination of a compound of the formula I with antibiotics, especially cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin.
Also particularly useful is the combination of a compound of the formula I with dithiocarbamates, especially mancozeb, or metiram.
Additionally, the combination of a compound of the formula I with heterocyclic compounds, especially carbendazim, dithianone, or thiophanate-methyl is especially useful.
Additionally, the combination of a compound of the formula I with copper fungicides is especially useful.
Also particularly useful is the combination of a compound of formula I with acibenzolar-S-methyl, or phosphorus acid and its alkali metal or alkaline earth metal salts.
The combinations of compounds 1) and 2) increase the tolerance of plants against viruses. They are especially important for controlling viruses in different crop plants, such as tobacco, oats, cucumbers, potatoes and beets and in the seeds of these plants.
The inventive method is useful for inducing tolerance in plants against viruses of various families, such as Avsunviroidae, Bromoviridae, Closteroviridae, Flexiviridae, Geminiviridae, Luteoviridae, Nanoviridae, Partitiviridae, Pospiviroidae, Potyviridae, Reoviridae, Mononegavirales, Rhabdoviridae, Sequiviridae, Tombusviridae, and Tymoviridae .
It is especially appropriate for controlling the following genera: Benyvirus, llarvirus, Cucumovirus, Oleavirus, Tospovirus, Caulimovirus, Soymovirus, Cavemovirus, Petuvirus; Closterovirus; Comovirus; Crin / Virus, Ampelovirus, Fabavirus, Nepovirus, Allexivirus, Manadrivirus, Carlavirus, Capillovirus, Foveavirus, Potexvirus, Trichovirus, Vitivirus, Furovirus, Mastrevirus, Curtovirus, Begomovirus, Hordeivirus, Idaeovirus, Luteovirus, Polerovirus, Enamovirus, Nanovirus, Ophiovirus, Ourmiavirus, Alphacryptovirus, Betacryptovirus, Pecluvirus, Pomovirus, Potyvirus, Rymovirus, Bymovirus, Macluravirus, / pomovirus, Tritimovirus, Fijivirus, Phytoreovirus, Oryzavirus, Citorhabdovirus, Nucleorhabdovirus, Sequivirus, Waikavirus, Sobemovirus, Tenuivirus, Tobamovirus, Tobravirus, Tombusvirus, Carmovirus, Necrovirus, Dianthovirus , Machlomovirus, Avenavirus, Tymovirus, Marafivirus, Maculavirus, Umbravirus, Varicosavirus, Pospiviroid, Hostuviroid, Cocadviroid, Apscaviroid, Coleviroid, Avsuniviroid, and Pelamoviroid.
Very especially, the inventive method is useful for controlling the following species: tobacco listing virus, cucumber mosaic virus, tomato tansy virus, soy tinge virus, wilt virus 1, virus of the tobacco ring spots, potato X virus, wheat mosaic virus transmitted in the soil, oat striped mosaic virus, ovine virus
potato leaf wrack, melon mymiavirus, Indian clump peanut virus, potato apex squat heart virus, potato virus Y, yellow oat mosaic virus, wheat mosaic virus, virus of yellow potato rickets, tobacco necrosis satellite virus, southern bean mosaic virus, tobacco mosaic virus, tobacco rattle virus, tomato squashed nannies virus, tobacco necrosis virus A, nuanced virus of corn, thinly striped corn virus and spindle tuber tubers.
It is especially appropriate for controlling the following plant diseases: · in tobacco: the tobacco mosaic virus and the tobacco necrosis virus,
• in beans: common bean mosaic virus and yellow bean mosaic virus, • in oats: striped oat mosaic virus and yellow oats rickets virus (DYDV), • in cucumbers: cucumber mosaic green nuanced virus and cucumber mosaic virus, • in potatoes, potato X virus and virus? of the potato, • in beets: rhizomania the virus of the yellowing of the beet.
The compounds are applied by treating the plants, seeds or the soil to be protected against attack by bacteria with an effective amount of the active ingredients. The application can be made before or after the infection of plants or seeds by viruses. In a preferred embodiment of the invention, the application is carried out as a protective application.
Preferably, compounds 1) and 2) are applied during the first six weeks, especially four weeks of the growth period of the plants, long before the first fungal protective application is usually made.
The plant is treated before the infection takes place, preferably a few weeks to a week before the attack by the virus. During this timeframe, one to ten applications are carried out. A markedly reduced susceptibility of the plant to viral diseases is observed
In case of vegetables and field crops the active ingredients are applied, preferably, just after the germination of the plants, especially, within the first four weeks after germination. In case of fruits and other perennial plants, the first application is made before beginning or within the first four weeks of the growth period. In all cases, the greatest effectiveness is observed when the application is repeated every 10 to 20 days.
The method according to the invention is preferably carried out as a foliar application when applied to fruits and vegetables, such as potatoes, tomatoes, cucurbits, preferably, cucumbers, melons, watermelons, celery, onions and lettuce. Preferably, more than two applications and up to 10 applications are made during the season.
The method according to the invention is preferably carried out as foliar application when it is used for fruits, such as apples, stone fruits and citrus fruits.
Preferably, more than two applications and up to 5 applications are made during the season.
The method of the invention can also be used for field crops, such as soybeans, corn, cotton, tobacco, common beans, wheat, oats, peas and others. In relation to these crops, the preferred method is the treatment of the seeds of the plants. Preferably, the plants are treated with two to three applications.
Component 1) and component 2) can be applied simultaneously, that is, jointly or separately, or successively; being, generally, unimportant for the result of the control measures in the application separate the order of the application.
In one embodiment, an additional active compound 3) or two active compounds 3) and 4) additional to components 1) and 2) are added to the mixtures according to the invention. Active compounds 3) and 4) are selected from the compounds mentioned as component 2.
Preference is given to the combinations of the components 1) and 2) and a component 3). Particular preference is given to the combinations of components 1) and 2).
The ratio in which component 1) and component 2) are applied depends on specific compound 1) and specific compound 2); generally, they are applied in a weight ratio of 1000: 1 to 1: 1000, preferably, 100: 1 to 1: 100, most preferably, 20: 1 to 1: 20, especially, 10: 1 to 1: 10.
In a preferred embodiment, a synergistically increased preventive effect against viruses is observed.
For the protection of crop plants, the application amounts vary between 0.01 and 2.0 kg, preferably, up to 1.0 kg of active ingredient per hectare, depending on the type of pathogen and the plant species.
In the treatment of seeds, amounts of 0.001 to 0.1 g, preferably 0.01 to 0.05 g, of active ingredient per kilogram of seeds are generally required.
If diflufenzopyr is used as component 2), then it is used in very low amounts. In this case, the weight ratio varies, preferably from 1000: 1 to 30: 1, preferably from 1000: 1 to 50: 1, especially from 500: 1 to 100: 1.
Depending on the type of aproteger plant, the amount of diflufenzopyr application is 50 mg to 10 g / ha, preferably, 100 mg to 2 g / ha.
For the protection of monocotyledonous plants, the quantities of 100 mg to 10 g / ha, preferably between 100 mg and 5 g / ha of diflufenzopyr are sufficient to increase the resistivity of the plants.
For the protection of dicotyledonous plants, amounts of 50 mg to 5 g / ha, preferably 100 mg to 2 g / ha of diflufenzopyr are used.
The components 3) and, if appropriate, 4) are added, if desired, in a
ratio of 20: 1 to 1: 20 to component 1).
Depending on the type of compound and the desired effects, the application rates of the mixtures according to the invention range from 5 g / ha to 2000 g / ha, preferably from 50 to 1000 g / ha, especially from 50 to 750 g / ha.
Correspondingly, the amounts of application for component 1) range, generally, from 1 to 1000 g / ha, preferably from 10 to 900 g / ha, especially from 20 to 750 g / ha.
Correspondingly, the application rates for component 2) range, generally, from 1 to 2000 g / ha, preferably from 10 to 1000 g / ha, especially from 40 to 350 g / ha.
In seed treatment, the application amounts of the mixture generally vary from 1 to 1000 g / 100 kg of seeds, preferably from 1 to 200 g / 100 kg, especially from 5 to 100 g / 100 kg.
The mixtures according to the invention or components 1) and 2) can be processed into the customary formulations, for example, solutions, emulsions, suspensions, powders, pastes and granules. The forms of use depend on the respective end of application; in any case, a fine and uniform distribution of the compound according to the invention must be ensured.
The best results are obtained when a formulation is used, which supports the transport of the active compounds inside the plants, and the distribution within the whole plant in the sap. Such particularly suitable formulations are, for example, EC, DC, and SE.
The compounds 1) and 2) can be used as such, in the form of their formulations or the forms of application prepared therefrom, for example, in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, dispersions of oil, pastes, powdered products, spreading materials or granulates, by spraying, atomizing, dusting, spreading or watering. The forms of application depend entirely on the purpose of application and must in all cases ensure the finest possible distribution of the active compound (s) according to the invention.
Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (sprayable powders, oil dispersions) by adding water. To prepare emulsions, pastes or oil dispersions, substances can be homogenized as such or dissolved in an oil or solvent in water with the aid of a humectant, adhesion promoter, dispersant or emulsifier. Alternatively, concentrates composed of the active substance, wetting agent, tackifier, dispersant or emulsifier, if appropriate, solvent or oil, can be prepared and such concentrates are suitable to be diluted with water.
Active compound concentrations in ready-to-use products can vary widely. Generally, they vary from 0.0001 to 10%, preferably, from 0.01 to 1% by weight.
The active compounds can also be used successfully in the ultra low volume process (ULV), it being possible to apply formulations with more than 95% by weight of active principle, or even the active principle without additives.
The formulations can be prepared in known manner (see, for example, US 3,060,084, EP-A 707 445 (for liquid concentrate), Browning, "Agglomeration", Chemical Engineering, Dec. 4, 1967, 147-48, Perry's Chemical Engineer's Handbook, 4th Ed., McGraw-Hill, New York, 1963, pages 8-57 and et seq. WO 91/13546, US 4,172,714, US 4,144,050, US 3,920,442, US 5,180,587, US 5,232,701, US 5,208,030, GB 2,095,558, US 3,299,566, Klingman, Weed Control as a Science, John Wiley and Sons, Inc., New York, 1961, Hance et al., Weed Control Handbook, 8th Ed., Blackwell Scientific Publications, Oxford, 1989 and Mollet, H., Grubemann, A., Formulation technology, Wiley VCH Verlag GmbH, Weinheim (Germany), 2001, 2. DA Knowles, Chemistry and Technology of Agrochemical Formulations, Kluwer Academic Publishers, Dordrecht, 1998 (ISBN 0-7514-0443-8), for example, by mixing the active compound with the appropriate auxiliaries for the formulation of agrochemicals, such as solvents and / or supports, if desired, emulsifiers, surfactants and dispersants, preservatives, defoamers, antifreeze. The use of copper salt formulations, which contain basic amino acids, lysine, polylysine, or polylysine derivatives are not subject of the present invention.
Examples of suitable solvents are aromatic solvents (for example, Solvesso, xylene products), paraffins (for example, mineral oil fractions), alcohols (for example, methanol, butanol, pentanol, benzyl alcohol), ketones (for example, cyclohexanone). , gamma-butyrolactone), pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, fatty acid dimethylamides, fatty acids and fatty acid esters, in principle, mixtures of solvents can also be used.
Suitable emulsifiers are nonionic and anionic emulsifiers (for example, polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates).
Examples of dispersants are sulphite residual liquors and methylcellulose.
Suitable surfactants are the alkali metal, alkaline earth metal and ammonium salts of lignin sulphonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutyl naphthalene sulfonic acid, alkylaryl sulphonates, alkyl sulphates, alkyl sulfonate, fatty alcohol sulfates, fatty acids and fatty alcohol glycol ethers sulphonates, in addition, sulfonated naphthalene condensates and naphthalene derivatives with formaldehyde, naphthalene or naphthalene sulfonic acid condensates with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl- polyglycol ether, alkylaryl polyether alcohol, condensates of alcohol and fatty alcohol / ethylene oxide, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, polyglycol ether acetal lauryl alcohol, sorbitol esters, lignosulfide residual liquors and methylcellulose.
Substances suitable for the preparation of solutions, emulsions, pastes or oil dispersions directly pulverized are: fractions of mineral oil from medium boiling point to high, such as eg kerosene or diesel oil, in addition, coal tar oils, and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, for example, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes and their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, example, dimethyl sulfoxide, N-methylpyrrolidone and water.
Antifreezing agents, such as glycerin, ethylene glycol, propylene glycol and bactericides can also be added to the formulation.
Suitable defoaming agents are, for example, defoamers based on silicone or magnesium stearate.
Suitable preservatives are, for example, dichlorophene and hemiformal benzyl alcohol.
Formulations for the treatment of seeds may also comprise binders and, optionally, colorants.
Binders can be added to improve the adhesion of the active materials on the seeds after treatment. Suitable binders are surfactants of ethylene oxide / propylene oxide block copolymers but also polyvinyl alcohols, polyvinylpyrrolidones, polyacrylates, polymethacrylates, polybutenes,
polyisobutylenes, polystyrene, polyethyleneamines, polyethyleneamides, polyethyleneimines (Lupasol®, Polymin®), polyethers, polyurethanes, polyvinyl acrylate, tylose and copolymers derived from these polymers.
Powders, spraying and spraying agents can be prepared by mixing or grinding together the active substances with a solid support.
Granules, for example, coated, impregnated or homogeneous granules) can be prepared by coupling the active ingredient with a solid support.
Examples of solid fillers are: mineral soils, such as silica gel, silicic acids, silicate gels, silicates, talc, kaolin, limestone, lime, bolus, loess, clay, dolomite, diatomaceous earth, calcium sulfate and magnesium sulfate, oxide magnesium, ground plastics, as well as fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products, such as cereal flour, bark, wood and nut shells powders, cellulose powders or other solid supports.
Generally, the formulations contain between 0.01 and 95% by weight, preferably between 0.1 and 90% by weight, of the active substance. In this context, the active compound (s) are used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR spectrum).
For the treatment of seeds, the respective formulations can be diluted two to ten times, giving concentrations in the ready-to-use preparations of 0.01 to 60% by weight of the active compound, preferably 0.1 to 40% by weight.
The following are examples of formulations: 1. Products for dilution with water for foliar applications. For seed treatment, such products can be applied to the seeds in diluted or undiluted form.
A) Water soluble concentrates (SL, LS) 10 parts by weight of the active compound (s) are dissolved with 90 parts by weight of water or a water soluble solvent. Alternatively, humectants or other auxiliaries are added. In the dilution with water, the active substance is dissolved. In this way a formulation containing 10% by weight of the active compound (s) is obtained
B) Dispersible Concentrates (DC) 20 parts by weight of the active compound (s) are dissolved in 70 parts by weight of cyclohexanone, adding 10 parts by weight of a dispersant, for example, polyvinylpyrrolidone. When it is diluted with water, a dispersion is obtained, whereby a formulation with 20% by weight of the active compound (s) is obtained.
C) Emulsifiable concentrates (EC) 15 parts by weight of the active compound (s) are dissolved in 7 parts by weight of xylene by adding Ca dodecylbenzenesulfonate and castor oil ethoxylate
(each time 5 parts by weight). When diluted with water an emulsion is obtained, giving a formulation with 15% by weight of the active compound (s).
D) Emulsions (EW, EO, ES) 25 parts by weight of the active compound (s) are dissolved in 35 parts by weight of xylene by adding dodecylbenzenesulfonate and castor oil ethoxylate (5 parts by weight, respectively). This mixture is introduced by an emulsifying machine (eg Ultraturax) into 30 parts by weight of water and transformed into a homogeneous emulsion. When diluted with water an emulsion is obtained, giving a formulation with 25% by weight of the active compound (s).
E) Suspensions (SC, OD, FS) In a ball-stirring mill, 20 parts by weight of the active compound (s) are comminuted by adding 10 parts by weight of dispersants, humectants and 70 parts by weight of water. or an organic solvent giving a suspension of the active compound (s). By diluting with water a stable suspension is obtained, giving a formulation with 20% by weight of the active compound (s).
F) Water-dispersible granules and water-soluble granules (WG, SG) 50 parts by weight of the active compound (s) are ground finely after addition of 50 parts by weight of dispersant and humectant and transformed, using technical equipment (extruder, spray tower, fluidized bed), in dispersible or water soluble granules. When diluted with water, a stable dispersion or a stable solution of the active compound (s) is obtained, giving a formulation with 50% by weight of the active compound (s).
G) Dispersible powders and water-soluble powders (WP, SP, SS, WS) 75 parts by weight of the active compound (s) are milled upon the addition of 25 parts by weight of dispersant and humectant and gel. Silicic acid in a rotor-stator mill. When diluted with water, a stable dispersion or a stable solution of the active compound (s) is obtained, giving a formulation with 75% by weight of the active compound (s).
2. Products to be applied in undiluted form for foliar applications. For the treatment of seeds you can apply such products on the seeds in diluted form
I) Sprayable powders (DP, DS) 5 parts by weight of the active compound (s) are ground finely and intimately mixed with 95 parts by weight of finely particulate kaolin. A dusting agent is obtained with 5% by weight of the active compound (s).
J) Granules (GR, FG, GG, MG) 0.5 parts by weight of an active compound are ground finely and associated with 95.5 parts by weight of supports, giving a formulation with 0.5% by weight of the active compound (s). Current methods are extrusion, spray drying and fluidized bed. Granules are obtained to be applied in undiluted form for foliar use.
K) Ultra Low Volume (UL) Solutions 10 parts by weight of the active compound (s) are dissolved in 90 parts by weight of an organic solvent, for example, xylene. A product with 10% by weight of the active compound (s) is obtained, which is applied undiluted for foliar use.
Conventional formulations for the treatment of seeds include, for example, fluid concentrates FS, solutions LS, powders for the dry treatment DS, water dispersible powders for the WS treatment, water soluble powders SS and emulsions ES and EC and gel formulations GF These formulations can be applied to the seeds in diluted or undiluted form. The application on the seeds is done before sowing or directly on the seeds.
In a preferred embodiment, an FS formulation is used for seed treatment. A FS formulation may typically comprise 1-800 g / l of active ingredient, 1-200 g / l of surfactant, 0 to 200 g / l of antifreeze agent, 0 to 400 g / l of binder, 0 to 200 g / l of a pigment and up to one liter of a solvent, preferably water.
Oils of different types, humectants, adjuvants, herbicides, fungicides, other pesticides or bactericides can be added to the active compounds, even, if appropriate, just before use (tank mixture). These agents are typically intermixed with the compositions according to the invention in a weight ratio of 1:10 to 10: 1.
The note, which mentions the effect of the active ingredients 1) and 2) of inducing tolerance to bacteria may be present as a label on the packaging or in data sheets on the product. The note may also be present in the case of preparations, which may be used in combination with the active ingredients 1) and 2).
The induction of tolerance may also be an indication that it may be subject to an official authorization of combinations of the active ingredients 1) and 2).
Biological examples
Example of use - Preventive effect on tomatoes against viruses
The experiments were carried out under field conditions. Tomato seeds (variety: Carmen) were initially planted in seed boxes and then transferred to the field when they had reached a height of about 10 cm. The plants were irrigated sufficiently with water and fertilized. Each seed box was treated 10, 20 and 28 days after sowing. The plants in the field were treated 7, 14 and 21 days after being transferred to the field. Each treatment was carried out according to the plan listed below. The infection occurred naturally, phytopathogenic viruses were not characterized.
Each treatment consisted of four replications in a randomized experimental design. The viral attack was evaluated 48 days after the transplant. The infected leaf areas were evaluated in percent.
Cabrio Top®, a commercial formulation of BASF Aktiengesellschaft, containing pyraclostrobin (5%) and metiram (55%) was used. 400g / 100l was applied until it dripped.
DAP = days after planting DAT = days after transfer to the field
The tomato plants that were only treated in the seed box (experiment 1) presented 60% of infected leaf area, the plants treated in the seed box and on the leaves (experiment 2) had a 34% area of infected leaf, while the leaves of the untreated plants were infected by 74%.
The degree of efficacy (E) was calculated using Abbot's formula:
E = (1 - a / ß) · 100
a corresponds to the fungal infection of the plants treated in% and ß corresponds to the fungal infection of the untreated plants (control) in%
A degree of efficacy equal to 0 means that the degree of infection of the treated plants corresponds to that of the untreated control plants; a degree of efficacy equal to 100 means that the treated plants were not infected.
The expected degrees of efficacy of the active compound mixtures were determined using Colby's formula (Colby, SR "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, 15, 20-22, 1967) and compared with the degrees of effectiveness observed.
Colby's formula: E = x + y - x y / 100
The expected degree of efficacy, indicated in% of the untreated control, when using the mixture of the active compounds A and B in the concentrations a and bx degree of efficacy, indicated in% of the untreated control, when the active compound A is used in the concentration and degree of effectiveness, indicated in% of the untreated control, when the active compound B is used in the concentration b.
Claims (21)
1. A method for inducing viral tolerance in plants, which comprises treating the plants, soil or seeds with an effective amount of a combination of 1) a compound of the formula I in which X is halogen, d-C4-alkyl or trifluoromethyl; m is 0 or 1; Q is C (= CH-CH3) -COOCH3, C (= CH-OCH3) -COOCH3I C (= N-OCH3) -CONHCH3, C (= N-OCH3) -COOCH3, N (-OCH3) -COOCH3, or a group Q1 where # represents the bond with the phenyl ring; A is -OB, -CH20-B, -OCH2-B, -CH = CH-B, -C = CB, -CH20-N = C (R1) -B, -CH20-N = C (R) -CH = CH-B, or -CH20-N = C (R1) -C (R2) = N-OR3, where is phenyl, naphthyl, five or six membered hetaryl or five or six membered heterocyclyl, containing one to three N atoms and / or one O or S atom or one or two O and / or S atoms, the ring systems being unsubstituted or substituted by one to three radicals Ra: Ra is cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, Ci-C6-alkyl, Ci-C6-haloalkyl, C1-C6-alkylcarbonyl, Ci-C6-alkylsulfonyl, CrC6-alkylsulfinyl, C3-C6-cycloalkyl, CrC6- alkoxy, Ci-C6-haloalkoxy, Ci-C6-alkyloxycarbonyl, d-C6-alkylthio, CrC6-alkylamino, di-CrC6-alkylamino, CrC6-alkylaminocarbonyl, di-d-C6-alkylaminocarbonyl, Ci-C6-alkylaminothiocarbonyl, di-Ci-C6-alkylaminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, phenyl, phenoxy, benzyl, benzyloxy, five- or six-membered heterocyclyl, five- or six-membered hetaryl, five- or six-membered hetaryloxy, C (= NORa) -Rb or OC (Ra) 2-C (Rb) = NORb, the cyclic radicals being in turn unsubstituted or substituted by one to three radicals Rb: Rb is cyano, nitro, halogen, amino, aminocarbonyl, aminothiocarbonyl, Ci-C6-alkyl, CrC6-haloalkyl, CrC6-alkylsulfonyl, CrC6-alkylsulfinyl, C3-C6-cycloalkyl, d-C6-alkoxy, Ci-C6-halo alkoxy, Ci-C6-alkoxycarbonyl, Ci-C6-alkylthio, Ci-C6-alkylamino, di-Ci-C6-alkylamino, Ci-C6-alkylaminocarbonyl, di-Ci-C6- alkylaminocarbonyl, Ci-C6-alkylaminothiocarbonyl, di-Ci-Ce-alkyl-aminothiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, phenyl, phenoxy, phenylthio, benzyl, benzyloxy, five or six membered heterocyclyl, five or six membered hetaryl, five or six membered hetaryloxy or C (= NORA) -RB; RA, RB mean hydrogen or Ci-C6-alkyl; is hydrogen, cyano, CrC4-alkyl, Ci-C4-haloalkyl, C3-C6-cycloalkyl, Ci-C4-alkoxy; is phenyl, phenylcarbonyl, phenylsulfonyl, five or six membered hetaryl, five or six membered heteroarylcarbonyl or five or six membered hetariisulfonyl, the ring systems being unsubstituted or substituted by one to three Ra radicals, Ci-Cio-alkyl, Cs-Ce-cycloalkyl, C2-Ci0-alkenyl, C2-Ci0-alkynyl, Ci-Cio-alkylcarbonyl, C2-Ci0-alkenylcarbonyl, C3-C10-alkynylcarbonyl, Ci-Cyo-alkylsulfonyl, or C (= NORa) -Rb, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three Rc radicals: Rc is cyano, nitro, amino, aminocarbonyl, aminothiocarbonyl, halogen, CrC6-alkyl, CrC6-haloalkyl, CrC6-alkylsulfonyl, Ci-C6-alkylsulfinyl, Ci-C6-alkoxy, Ci-C6-haloalkoxy, C1-C6-alkoxycarbonyl, CrC6-alkylthio, Ci-C6-alkylamino, di-Ci-C6-alkylamino, CrC6-alkylaminocarbonyl, di-Ci-C6-alkylaminocarbonyl, d-Ce-alkylaminthiocarbonyl, di-Ci-Ce-alkylaminthiocarbonyl, C2-C6-alkenyl, C2-C6-alkenyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkyloxy, five or six membered heterocyclyl, five or six membered heterocyclyloxy, benzyl, benzyloxy, phenyl, phenoxy, phenylthio, five or six membered hetaryl, five or six membered hetaryloxy and hetarylthio, it being possible for the cyclic groups themselves to be partially or completely halogenated or linked to one to three Ra radicals; Y is hydrogen, Ci-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, the hydrocarbon radicals of these groups being unsubstituted or substituted by one to three Rc radicals; a compound selected from groups A) to N): A) acylalanines: benalaxyl, metalaxyl, ofurace, oxadixyl, B) amine derivatives: aldimorf, dodin, dodemorf, fenpropimorf, fenpropidin, guazatin, iminoctadine, spiroxamine, tridemorph, C) Anilinopyrimidines: pyrimethanil, mepanipyrim or cyprodinil, D) antibiotics: cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin, E) azoles: bitertanol, bromoconazole, ciproconazole, diphenaconazole, dinitroconazole, enilconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prochloraz, protioconazole, simeconazole, tebuconazole, tetraconazole, triadimefonone, triadimenol, triflumizol, triticonazole, F) dicarboximides: iprodione, myclozoline, procymidone, vinclozoline, G) dithiocarbamates: ferbam, nabam, maneb, mancozeb, metam, metiram, propineb, polycarbamate, thiram, ziram, zineb, H) heterocyclic compounds: anilazine, benomyl, boscalide, carbendazim, carboxin, oxycarboxin, cysophamide, dazomet, diflufenzopyr, dithianone , famoxadone, fenamidone, fenarimol, fuberidazole, flutolanil, furametpir, isoprothiolane, mepronil, nuarimol, pentiopyrad, picobenzamide, probenazole, proquinazide, pirifenox, pyroquilone, quinoxifene, silthiopham, thiabendazole, thifluzamide, thiophanate-methyl, thiadinyl, tricyclazole, triforin, -chloro-7- (4-methyl-piperidin-1-yl) -6- (2,4,6-trifluoro-phenyl) - [1, 2,4] tri- azolo [1, 5-a] pyrimidine, (4'-bromo-biphenyl-2-yl) -amide of 4-acid difluoromethyl-2-methyl-thiazole-5-carboxylic acid, 4-difluoromethyl-2-methyl-thiazole-5-carboxylic acid (4'-trifluoromethyl-2-phenyl-2-yl) -amide, (4'-chloro- 4-difluoromethyl-2-methyl-thiazole-5-carboxylic acid 3'-fluoro-biphenyl-2-yl) -amide, (3 \ 4'-dichloro-4-fluoro-biphenyl-2-yl) -amide 3-difluoromethyl-1-methyl-pyrazole-4-carboxylic acid, 3-difluoromethyl-1-methyl-pyrazole-4- (3 ', 4'-dichloro-5-fluoro-biphenyl-2-yl) -amide carboxylic acid, 3,4-dichloro-isothiazole-5-carboxylic acid (2-cyano-phenyl) amide, 3- [5- (4-chloro-phenyl) -2,3-dimethyl-isoxazolidin-3-yl] - pyridine, 2-butoxy-6-iodo-3-propyl-chromen-4-one, 3- (3-bromo-6-fluoro-2-methyl-indol-1-sulfonyl) - [1,2, dimethylamide] 4] triazole-1-sulfonic acid, (2-chloro-5- [1- (3-methyl-benzyloxyimino) -ethyl] -benzyl) -carbamic acid methyl ester, (2-chloro-5- [1- (6-methyl) methyl pyridin-2-ylmethoxyimino) -ethyl] -benzyl) -carbamate sulfur, and copper fungicides, such as Bordeaux broth, copper acetate, copper oxychloride, basic copper sulfate, nitrophenyl groups: binapacryl, dinocap, dinobutone, nitroftal-isopropyl, phenylpyrroles: fenpiclonil or fludioxonil, other fungicides, selected from acibenzolar-S-methyl, benthiavalicarb, carpropamide, chlorothalonil, cyflufenamide, cymoxanil, diclomezine, diclocimet, dietofencarb, edifenfos, etaboxam, fenhexamide, fentin acetate, fenoxanil, ferimzone, fluazinam, phosphorous acid and its salts, fosetyl, fosetyl-aluminum, iprovalicarb, hexachlorobenzene, mandipropamide, metrafenone, pencicuron, propamocarb, phthalide, toloclofos-methyl, quintozene, zoxamide, N- (2- (4- [3- (4-chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl] -ethyl) -2-methanesulfonylamino-3-methyl-butyramide, N- (2- ( 4- [3- (4-chloro-phenyl) -prop-2-ynyloxy] -3-methoxy-phenyl) -ethyl) -2-ethanesulfonylamino-3-methyl-butyramide, 3- (4-chloro-phenyl) - 3- (2-isopropoxycarbonylamino-3-methyl-butyrylamino) -propionate methyl, M) sulfenic acid derivatives: captafol, captan, dichlofluanide, folpet, tolylfluanide, and N) cinnamic acid amides and analogous compounds: dimetomorf, flumetover or flumorf, whose compounds 1) and 2) are absorbed by the plants or seeds.
A method according to claim 1, wherein component 1) is selected from: pyraclostrobin, kresoxim-methyl, dimoxystrobin, 2- (ortho - ((2,5-dimethylphenyl-oxymethylene) phenyl) -3-methoxy-acrylate methyl, picoxystrobin, trifloxystrobin, enestroburin, orisastrobin, metominostrobin, azoxystrobin, and fluoxastrobin.
A method according to claim 1, wherein component 1) is selected from: azoxystrobin, pyraclostrobin, and picoxystrobin.
A method according to claim 1, wherein component 1) is pyraclostrobin.
A method according to claim 1 or 2, wherein component 2) is selected from benalaxyl, metalaxyl, ofurace and oxadixyl.
A method according to claim 1 or 2, wherein component 2) is selected from dodine, fenpropimorph and tridemorph.
A method according to claim 1 or 2, wherein component 2) is selected from epoxiconazole, fluquinconazole, flutriafol, metconazole, prochloraz, tebuconazole and triticonazole.
A method according to claim 1 or 2, wherein component 2) is selected from ferbam, nabam, maneb, mancozeb, metam, metiram, propineb, polycarbamate, thiram, ziram and zineb.
A method according to claim 1 or 2, wherein component 2) is selected from anilazine, benomyl, boscalide, carbendazim, carboxin, oxycarboxin, cysophamide, dithianone, flutolanil, thiabendazole, thiophanate-methyl and 5-chloro-7- (4-methyl-piperidin-1-yl) -6- (2,4,6-trifluoro-phenyl) - [1,4] triazolo [1,5-a] pyrimidine.
A method according to claim 1 or 2, wherein component 2) is selected from acibenzolar-S-methyl, benthiavalicarb, chlorothalonil, cyflufenamide, cymoxanil, phosphorous acid and its salts, and metrafenone.
11. A method according to claim 1 or 2, wherein the component 2) is selected between captan, and folpet.
12. A method according to claim 1 or 2, wherein component 2) is selected from dimetomorph and flumorf.
13. A method according to claim 1 or 2, wherein the components 1) and 2) are applied in synergistically effective amounts.
14. A method according to any of claims 1 to 11, wherein components 1) and 2) are used in ratios of 100: 1 to 1: 100.
15. A method according to any of claims 1 to 12, wherein the components 1) and 2) are applied only after the germination of the plants.
16. A method according to any of claims 1 to 12, wherein components 1) and 2) are applied during the first six weeks of the plant growth period.
17. A method according to any one of claims 1 to 13, wherein components 1) and 2) are applied one to ten times before the viral attack is available.
A method according to claim 14, wherein the application of components 1) and 2) is carried out every 10 to 20 days.
A method according to any of claims 1 to 13, wherein the components 1) and 2) are applied to potato or tamale plants.
A method according to any of claims 1 to 12, wherein components 1) and 2) are applied to seeds.
21. The use of the combinations, as defined in any of claims 1 to 12, to induce viral tolerance in plants.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US60/782,242 | 2006-03-14 |
Publications (1)
Publication Number | Publication Date |
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MX2008010368A true MX2008010368A (en) | 2008-10-03 |
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