MXPA06009066A - Fungicidal composition comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting the methionine biosynthesis - Google Patents
Fungicidal composition comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting the methionine biosynthesisInfo
- Publication number
- MXPA06009066A MXPA06009066A MXPA/A/2006/009066A MXPA06009066A MXPA06009066A MX PA06009066 A MXPA06009066 A MX PA06009066A MX PA06009066 A MXPA06009066 A MX PA06009066A MX PA06009066 A MXPA06009066 A MX PA06009066A
- Authority
- MX
- Mexico
- Prior art keywords
- composition according
- compound
- chosen
- independently
- composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 74
- 150000001875 compounds Chemical class 0.000 title claims abstract description 43
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 title claims abstract description 18
- 230000000855 fungicidal Effects 0.000 title claims abstract description 18
- 230000002401 inhibitory effect Effects 0.000 title claims abstract description 14
- 230000037348 biosynthesis Effects 0.000 title claims abstract description 10
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 10
- 241000233866 Fungi Species 0.000 claims abstract description 8
- 230000003032 phytopathogenic Effects 0.000 claims abstract description 6
- -1 amino, phenoxy Chemical group 0.000 claims description 17
- 125000001188 haloalkyl group Chemical group 0.000 claims description 13
- 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 11
- 239000005828 Pyrimethanil Substances 0.000 claims description 9
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 claims description 9
- 239000005758 Cyprodinil Substances 0.000 claims description 8
- 239000005805 Mepanipyrim Substances 0.000 claims description 8
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 claims description 8
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 claims description 8
- 235000013399 edible fruits Nutrition 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 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
- 239000005747 Chlorothalonil Substances 0.000 claims description 3
- 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 3
- 239000005867 Iprodione Substances 0.000 claims description 3
- ONUFESLQCSAYKA-UHFFFAOYSA-N Iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 claims description 3
- 239000005823 Propineb 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
- 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
- 230000000885 phytotoxic Effects 0.000 claims description 3
- 231100000208 phytotoxic Toxicity 0.000 claims description 3
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 claims description 3
- 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
- 239000005745 Captan Substances 0.000 claims description 2
- 229940117949 Captan Drugs 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000005082 alkoxyalkenyl group Chemical group 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000004422 alkyl sulphonamide group Chemical group 0.000 claims description 2
- 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
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- VDLGAVXLJYLFDH-UHFFFAOYSA-N fenhexamid Chemical compound C=1C=C(O)C(Cl)=C(Cl)C=1NC(=O)C1(C)CCCCC1 VDLGAVXLJYLFDH-UHFFFAOYSA-N 0.000 claims description 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 2
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 2
- 239000002689 soil Substances 0.000 claims description 2
- 125000004946 alkenylalkyl group Chemical group 0.000 claims 1
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- 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 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 methionine 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 DERIVATIVE OF PIRIDI ETILBENZAMIDA AND A COMPOUND CAPABLE OF INHIBITING THE
METIONINE BIOSYNTHESIS
FIELD OF THE INVENTION The present invention relates to novel fungicidal compositions comprising a pyridylethylbenzamide derivative and a compound capable of inhibiting methionine 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 mixtures of known active ingredients used by the farmer at REF: 173869 dose of chemical products spread in the environment and reduce the cost of treatment. Now, some novel fungicidal compositions have been discovered which possess the characteristics mentioned above. 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 methionine biosynthesis; in a weight ratio of (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, one 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:
wherein E represents the predicted percentage of inhibition of the disease by the combination of the two fungicides in the defined doses (for example, equal to x and y 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 the compound (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} - trifluoromethylbenza ida (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 methionine biosynthesis. Preferably, the present invention relates to a composition comprising a compound capable of inhibiting methionine biosynthesis selected from cyprodinil, mepanipyrim and pyrimethanil. Pyrimethanil is preferred.
The composition according to the present invention comprises
(a) at least one pyridylethylbenzamide derivative of general formula (I) and (b) a compound capable of inhibiting methionine biosynthesis, in a weight ratio (a) / (b) from 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 (c). The fungicidal active ingredient (c) may be selected from azaconazole, azoxystrobin, (Z) -N- [officiate! Opropilmetoxiind.no) -2, 3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide, 6-iodo- 2-propoxy-3-propilquinazolin-4 (3If) -one, benalaxyl, benomyl, benthiavalicarb, biphenyl, bitertanol, blasticidin-S, boscalid, borax, bromuconazole, bupirimate, sec-butylamine, calcium polysulfide, captafol, captan, carbendazi a, carboxin, carpropamid, chinomethionat, chlorothalonil, chlozolinate, copper hydroxide, copper octanoate, copper oxychloride, copper sulfate, cuprous oxide, cyazofamid, cymoxanil, cyproconazole, cyprodinil, dazomet, debacarb, dichlofluanid, dichlorophen, diclobutrazole, diclocymet , diclomezine, dicloran, diethofencarb, difenoconazole, metiisulfato difenzoquat, difenzoquat, diflumetorim, dimethirimol, dimethomorph, diniconazole, dinobuton, dinocap, diphenylamine, dithianon, dodemorph, dodemorph acetate, dodine, edifenphos, epoxiconazole, ethaboxam, ethirimol, ethoxy uina, eta conazol, etridiazol, famoxadona, fenamidona, fenarimol., fenbuconazol, fenfuram, fenhexamida, fenpiclonil, fenoxanil, phenpropidina, phenpropimorf, fentina, fentina hydroxide, fentina acetate, ferbam, ferimzona, fluazinam, fludioxonilo, fluoroimida, fluoxastrobina, fluquinconazol, flusilazol , flusulfamide, flutolanil, flutriafol, folpet, formaldehyde, fosetyl, fosetyl-aluminum, fuberidazole, furalaxyl, furametpyr, guazatine, guazatin acetates, hexachlorobenzene, hexaconazole, 8-hydroxyquinoline sulfate, potassium hydroxyquinolinesulfate, hi exazole, imazalil sulfate, imazalil, ibenconazole, and inoctadine, iminoctadine triacetate, ipconazole, iprobenfos, iprodione, iprovalicarb, isoprothiolane, kasugamycin, hydrated kasugamycin hydrochloride, kresoxim-methyl, mancobre, mancozeb, maneb, mepanipyrim, mepronil, mercuric chloride, mercuric oxide, chloride mercury, metalaxyl, metalaxyl-M, metam-sodium, metam, metconazole, metasulfocarb, methyl isothiocyanate, strip, methominostrobin, mildiomycin, myclobutanil, naba, nickel bis (dimethyldithiocarbamate), nitrotal-isopropyl, nuarimol, octylinone, ofurace, oleic acid, oxadixyl, oxina-copper, oxpoconazole fumarate, oxycarboxin, pefurazoate, penconazole, pencycuron, pentachlorophenol, Sodium pentachlorophenoxide, pentachlorophenyl laurate, phenylmercury acetate, 2-phenylphenoxy or sodium, 2-phenylphenol, phosphorous acid, phthalide, picoxystrobin, piperalin, polyoxinspolioxin B, polyoxin, polyoxorim, probenazole, prochloraz, procyamidone, propamocarb hydrochloride, propamocarb , propiconazole, propineb, prothioconazole, piradostrobina, pyrazophos, pyributicarb, pyrifenox, pyrimethanil, pyroquilon, quinoxyfen, quintozene, silthiofam, simeconazole, spiroxamine, sulfur, tar oils, tebuconazole, tecnazene, tetraconazole, thiabendazole, thifluzamide,. thiophanate-methyl, thiram, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole, validamycin, vinclozolin, zineb, ziram and zoxamide. Preferably, fungicidal active ingredient (c) is selected from captane, propineb, fenhexamid, trifloxystrobin, tolylfluanid, iprodione, procymidone and chlorothalonil. 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 may be cited to illustrate in a non-limiting manner the present invention: compound 1 with cyprodinil, compound 1 with mepanipyrim, compound 1 with pyrimethanil, compound 2 with cyprodinil, compound 2 with mepanipyrim, compound 2 with pyrimethanil, compound 3 with cyprodinil, compound 3 with mepanipyrim, compound 3 with pyrimethanil. The composition according to the present invention may further comprise another additional component such as a support, vehicle or agriculturally acceptable filler material. In the present specification, 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 of polyols and derivatives of the compounds described above containing sulfate, sulfonate and phosphate functions. 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, powder, emulsifiable concentrate, oil in water emulsion, water in oil emulsion, encapsulated granule, fine granule, Self-suspending concentrate for seed treatment, gas (pressurized), gas generating product, granules, hot fog concentrate, macrogranules, microgranules, oil dispersible powder, autosuspensible concentrate miscible with oil, liquid miscible with oil, paste, vegetable rod , powder for dry treatment of seeds, seeds coated with a pesticide, soluble concentrate, soluble powder, solution for treatment of seeds, concentrate in suspension. (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 sludges, granules or water soluble tablets, water soluble powder for seed treatment and wettable powder. 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 combat or destroy the fungi present or that may appear in the cultures, and which does not carry any appreciable symptom of phytotoxicity 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 method according to the invention, cotton can be mentioned; linseed; vine; fruit crops such as Rosaceae sp. (for example, fruits with seeds such as apples and pears, but also stone fruits such as apricots, almonds and peaches), Ribesioidae sp. , Juglandaceae sp. , Betulaceae sp. , Anacardiaceae sp. , Fagaceae sp. , Moraceae sp. , Oleaceae sp. , Actinidaceae 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. , Cucurbitaceae 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, it should be mentioned: - wheat, as regards the fight against the following diseases of the seeds: fusariosis. { Microdochium nivale and Fusarium roseum), covered coal of wheat. { Tilletia caries, Tilletia controversa or Tilletia indica), septoriosis. { Septoria nodorum) and naked charcoal; - Wheat, as regards the fight against the following diseases of the aerial parts of the plant: ocular spot of the cereal. { Tapesia yallundae, Tapesia acuiformis), foot sickness. { Gaeumannomyces graminis), foot blight. { F. culmorum, F. graminearum), black spots. { Rhizoctonia cerealis), powdery mildew. { Erysiphe graminis forms specie tritici), rusts. { Puccinia striiformis and Puccinia recóndi ta) and septoriosis. { Septoria tri tici and S &ptoria nodorum); - wheat and barley, as regards the fight against bacterial and viral diseases, for example mosaic
'yellow of barley? - barley, as regards the fight against the following diseases of the seeds: trellises -reticular. { 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 forms specie hordei), dwarf rust. { Puccinia hordei) and scalding 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
' { To ternaría solani), mildew. { Phytophthora infestans); - cotton, as regards the fight against the following diseases of shoots obtained from seeds: 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 fight against the following seed diseases: anthracnose. { Ascochyta pisi, Mycosphaerella pinodes), fusariosis. { Fusarium oxysporum), gray mold. { Botrytis cinerea) and mildew. { Peronospora pisi); - oil-producing crops, for example, rapeseed oil, in relation to the control of the following seed diseases: Phoma lingam, Al ternaria brassicae and Sclerotinia sclerotiorum; - maize, as regards the fight against seed diseases:. { Rhizopus sp. , Penicillium sp. , Trichoderma sp. , Aspergillus sp. , and Gibberella fujikuroi); - flax, as regards the fight against seed diseases: Al ternaría linicola; - Forest trees, in what concerns 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 grisea), spots on the edges of the pods. { Rhizoctonia solani);
legume crops, in terms of combating the following diseases of seeds or outbreaks obtained from seeds: fall of mastic and basal rot. { Fusarium oxysporum, Fusarium roseum, Rhizoctonia solani, Pythium sp. ); - Leguminous crops, in relation to the fight against the following diseases of the aerial parts: gray mold. { Botrytis sp. ), powdery mildew (in particular Erysiphe cichoracearum, Sphaerotheca fuliginea and Leveillula táurica), fusarium (.Fusarium oxysporum, Fusarium roseum), leaf spots. { Cladosporium sp. ), would alternate. { Al ternaría 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 vi tícola); 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 comprises essentially 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 Erysiphe graminis f. sp. graminis de ina mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound-1) and cyprodinil 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. The wheat plants (variety Audace) in seedbeds, seeded in a 50/50 substrate of peat-pozzolana and kept at 12 ° C, are treated in the 1-leaf stage (10 cm h, 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 was 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 cyprodinil are tested alone and in a 16: 1 we ratio mixture.
According to the Coiby method, a synergistic effect has been observed in the mixtures tested. Example 2: Efficacy against Botrytis cinerea of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and pyrimethanil The formulated compounds (concentrated suspension) are diluted with water to obtain the desired concentration of active material. The gherkin plants (Petit vert variety of Paris) in seedbeds, seeded in a 50/50 peat-pozzolana substrate and maintained at 18-20 ° C, are treated in the Zll cotyledon 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 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 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 / n) 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 pyrimethanil are tested alone and in a 3: 1 we ratio mixture.
According to the Coiby method, it has been observed a synergistic effect in the mixtures tested. Example 3: Efficacy against Erysiphe graminis f. sp. hordei of a mixture containing N-. { 2- [3-Chloro-5- (trifluoromethyl) -2-pyridinyl] ethyl} -2-trifluoromethylbenzamide (compound 1) and mepanipyrim 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. Barley plants (variety Express), in seedbeds, seeded in a 50/50 peat-pozzolana substrate and maintained at 12 ° 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. hordei, being dusted using contaminated plants. The classification was 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 mepanipyrim 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. 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 (14)
-
- Having described the invention as above, it is claimed as property contained in the following claims: 1. A composition characterized porgue comprises: a) a pyridylethylbenzamide derivative of 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, halothioalkyl, alkoxyalkenyl, alkylsulfonamide, nitro, alkylsulfonyl, phenylsulfonyl or benzylsulfonyl; as well as its 2-pyridine N-oxides; and b) a compound capable of inhibiting methionine 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 because q is 1 or 2. - 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 methionine biosynthesis is cyprodinil, mepanipyrim or pyrimethanil.
- 11. - A composition according to any of claims 1 to 10, characterized in that it also comprises a fungicidal compound (c).
- 12. - A composition according to claim 11, characterized in that the fungicidal compound (c) is selected from captan, propineb, fenhexamide, trifloxystrobin, tolylfluanid, iprodione, procymidone and chlorothalonil.
- 13. - A composition according to any of claims 1 to 12, characterized in that it also comprises a support, vehicle, material and / or surfactant acceptable from the agricultural point of view.
- 14. - A method for preventively or curatively controlling phytopathogenic fungi of crops, characterized by an effective and non-phytotoxic amount of a composition according to any of claims 1 to 13 is applied to the seed, the plant and / or the fruit of the plant or soil in which the plant grows or is desired to grow.
Applications Claiming Priority (2)
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EP04356015 | 2004-02-12 | ||
US60/636,999 | 2004-12-17 |
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MXPA06009066A true MXPA06009066A (en) | 2007-04-10 |
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