Use of silthiofam for the treatment of soybean rust

Abstract

The present invention relates to the use of silthiofam for the treatment of soybean rust and agricultural compositions thereof. The invention further relates to a method of controlling, preventing and/or treating of phytopathogenic fungi causing soybean rust.

Claims

1. A method for controlling, preventing and/or treating phytopathogenic fungi causing soybean rust infections consisting of spraying or dusting seeds, soil, or plants in need thereof with a fungicidally effective amount of silthiofam.

2. The method according to claim 1, wherein the phytopathogenic fungi is selected from the group consisting of Phakopsora pachyrhizi and P. meibomiae.

3. The method according to claim 1, wherein the plant is a legume plant.

4. The method according to claim 3, wherein the legume plant is selected from the group consisting of soybean, bean, kudzu and pea.

5. The method according to claim 1, wherein the silthiofam is applied as a foliar treatment.

6. The method according to claim 1, wherein the silthiofam is applied in an amount of about 10 g/ha to about 2000 g/ha.

7. The method according to claim 1, wherein the silthiofam is applied in an amount of about 100 g/ha to about 1000 g/ha.

8. The method according to claim 1, wherein the silthiofam is applied in an amount of about 100 g/ha to about 500 g/ha.

9. The method according to claim 1, wherein the silthiofam is applied in an amount of about 125 g/ha, about 250 g/ha and/or about 500 g/ha.

Description

DETAILED DESCRIPTION

(1) Provided herein are compositions comprising silthiofam in an agriculturally effective amount to control, prevent and/or treat soybean rust.

(2) The compositions of the present invention can be formulated into any customary type of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Composition types examples are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP), pressings (e.g. BR, TB), granules (e.g. WG, SG, GR), etc.

(3) In one aspect of the present invention, silthiofam compositions comprise one or more agrochemically acceptable auxiliaries.

(4) Examples for suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.

(5) Compositions according to the present invention can further comprise chitosan and/or tagatose.

(6) Compositions according to the present invention comprise chitosan and/or tagatose in amount from about 10-500 g/L.

(7) Furthermore, provided herein are methods for controlling, preventing or treating phytopathogenic fungi causing soybean rust wherein the method comprises applying silthiofam, alone or in combination with other ingredients, to the legume plant species.

(8) One or more ingredients applied with silthiofam are selected from the group comprising chitosan, tagatose, other compounds as defined herein and mixtures thereof.

(9) According to the present invention, chitosan is a chitooligosaccharide, wherein said chitooligosaccharide comprises β-(1-4)-linked D-glucosamine and N-acetyl-Dglucosamine monomers and have a degree of acetylation between 0.01 and 0.40 and an average degree of polymerization of 20-60 as assessed by measurement with .sup.1H NMR spectroscopy.

(10) One or more compounds which can be used in combination treatment simultaneously, prior or post treatment with silthiofam are selected from: a) acylalanine compounds, b) antibiotics, c) benzimidazole compounds, d) benzoyl compounds, e) carbamate compounds, f) carboxamide compounds, g) copper compounds, h) dicarboximide compounds, i) dithiocarbamate compounds, j) ethylenediamine compounds, k) guanidine compounds, l) imidazole compounds, m) isoxazolidine compounds, n) morpholine compounds, o) organochlorine compounds, p) organophosphorus compounds, q) picolinamide, r) pyrimidine compounds, s) pyrrole compounds, t) quinoline compounds, u) strobilurin compounds, v) sulfonamide compounds, w) sulfonamide compounds, x) thiazolidine compounds, y) triazole compounds, z) triazolopyrimidine compounds, aa) valinamide compounds.

(11) Furthermore, the following compounds are meant to be included: a) Acylalanine: benalaxyl, benalaxyl-M, furalaxyl-M, metalaxyl, metalaxyl-M b) Antibiotics: blasticidin-S-benzylaminobenzenesul-fonate, kasugamycin, mildiomycin, natamycin, oxytetracycline, polyoxin derivatives, streptomycin, validamycin c) Benzimidazoles: benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl d) Benzoyl compounds: 3-(2,3,4-trimethoxy-6-methylbenzoyl)-5-chloro-2-methoxy-4-methylpyridine, metrafenone e) Carbamates: diethofencarb, propamocarb, propamocarb hydrochloride, pyribencarb f) Carboxamide: bixafen, boscalid, carboxin, carpropamid, cyflufenamid, diclocymet, ethaboxam, fenhexamid, fenoxanil, flumetover, fluopicolide, fluopyram, flutolanil, furametpyr, isopyrazam, isotianil, mandipropamid, mepronil, oxycarboxin, penflufen, penthiopyrad, picobenzamide, sedaxane, tecloftalam, thifluzamide, tiadinil, tolfenpyrad, zoxamide g) Copper compounds: basic copper chloride, basic copper sulfate, copper, copper (nonylphenyl) sulphonate, cupric hydroxide, cupric sulphate pentahydrate, cupric sulphate(anhydrous), DBEDC, dodecylbenzenesulphonic acid bisethylenediamine copper(II) complex, oxine copper h) Dicarboximides: captan, chlozolinate, folpet, iprodione, procymidone, vinclozolin i) Dithiocarbamates: mancozeb, maneb, manzeb, metiram, polycarbamate, propineb, thiuram, zineb, ziram j) Ethylenediamine compounds: 2,2,2-trifluoroethyl((1S)-1-{[(1-benzofurane-2-ylcarbonyl)amino]methyl}-2-methylpropyl) carbamate, 2,2,2-trifluoroethyl((1S)-2,2-dimethyl-1-{[(4-methylbenzoyl)amino]methyl}propyl) carbamate, 2,2,2-trifluoroethyl((1S)-2-methyl-1-{[(4-methylbenzoyl)amino]methyl}propyl)carbamate, 2,2,2-trifluoroethyl{(1S)-1-methyl-2-1 (4-methylbenzoyl)amino]ethyl}carbamate, benzoyl((S)-2-methyl-1-{[(4-methylbenzoyl)amino]methyl}propyl)carbamate, isopropyl((1R)-2,2,2-trifluoro-1-{[(4-methylbenzoyl)amino]methyl}ethyl)carbamate, isopropyl((1S)-1-([(1-benzofuran-2-ylcarbonyl)amino]methyl)-2-methylpropyl)carbamate, isopropyl((1S)-2,2-dimethyl-1-{[(4-methylbenzoyl)amino]methyl}propyl)carbamate, isopropyl((1S)-2-methyl-1-{[(4-methylbenzoyl)amino]methyl}propyl)carbamate k) Guanine compounds: dodine, guazatine, iminoctadine acetate, iminoctadine albesilate l) Imidazoles: bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole m) Isoxazolidine 3-[2,3-dimethyl-5-(4-methylphenyl)isoxazolidin-3-yl]pyridine, 3-[5-(4-chlorophenyl)-2,3-dimethyl isoxazolidin-3-yl]pyri dine n) Morpholine: dimethomorph, dodemorph, fenpropimorph, flumorph, tridemorph o) Organochlorine: chlorothalonil, fthalide, quintozene p) Organophosphorous: edifenphos, fosethyl and phosphite derivatives, iprobenfos, pyrazophos, tolclophos-methyl q) Picolinamide: fenpicoxamid r) Pyrimidine: bupirimate, cyprodinil, diflumetorim, dimethirimol, fenarimol, ferimzone, mepanipyrim, nuarimol, pyrimethanil s) Pyrrole compounds: fenpiclonil, fludioxonil, fluoroimide t) Quinoline compounds: [6-(2,2-dimethylethyl)-8-fluoro-2,3-dimethylquinoline-4-yl]acetate, [6-(2,2-dimethylethyl)-8-fluoro-2,3-dimethylquinoline-4-yl]methoxyacetate, quinoxyfen u) Strobilurins: azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyraoxystrobin, trifloxystrobin v) Sulfenamide compounds: dichlofluanid, tolylfluanid w) Sulfonamide compounds: amisulbrom, cyazofamid, flusulfamide x) Thiazolidine compounds: flutianil y) Triazole compounds: bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, mefentrifluconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole z) Triazolopyrimidine compounds 5-(methoxymethyl)-6-octyl[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, 5-chloro-7-(4-methylpiperidine-1-yl)-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine, 5-chloro-N-[(1R)-1,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine, 5-chloro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine, 5-ethyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidine-7-amine, ametoctradin aa) Valinamide compounds: benthiavalicarb-isopropyl, ipravalicarb, valifenalate.
More preferably, following one or more compounds can be used for a combination treatment and applied simultaneously, prior or post treatment with silthiofam: a) benzimidazoles selected from benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl b) carboxamides selected from bixafen, boscalid, carboxin, carpropamid, cyflufenamid, diclocymet, ethaboxam, fenhexamid, fenoxanil, flumetover, fluopicolide, fluopyram, flutolanil, furametpyr, isopyrazam, isotianil, mandipropamid, mepronil, oxycarboxin, penflufen, penthiopyrad, picobenzamide, sedaxane, tecloftalam, thifluzamide, tiadinil, tolfenpyrad, zoxamide c) copper compounds selected from basic copper chloride, basic copper sulfate, copper, copper (nonylphenyl) sulphonate, cupric hydroxide, cupric sulphate pentahydrate, cupric sulphate(anhydrous), DBEDC, dodecylbenzenesulphonic acid bisethylenediamine copper(II) complex, oxine copper d) dithiocarbamates selected from mancozeb, maneb, manzeb, metiram, polycarbamate, propineb, thiuram, zineb, ziram e) organochlorine selected from chlorothalonil, fthalide, quintozene f) pyrimidines selected from bupirimate, cyprodinil, diflumetorim, dimethirimol, fenarimol, ferimzone, mepanipyrim, nuarimol, pyrimethanil g) pyrrole compounds selected from fenpiclonil, fludioxonil, fluoroimide h) strobilurins selected from azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin, pyraoxystrobin, trifloxystrobin i) triazole compounds selected from bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, mefentrifluconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole

(12) Other objects, features and advantages of the present invention will become apparent from the following description and examples.

(13) For the purpose of the present disclosure, the following terms have the following meanings:

(14) As used herein, and unless otherwise indicated, the term ‘about’ when used in connection with numeric values or numerical ranges such as amounts, weight ratios, weight percentages, or application rates of ingredients of a composition, means an amount, a weight ratio, a weight percentage, or an application rate that is recognized by those of ordinary skill in the art to provide an desired effect equivalent to that obtained from the specified amount, weight ratio, weight percentage, or application rate is encompassed.

(15) Specifically, the term ‘about’ contemplates an amount, a weight ratio, or an application rate within ±30%, ±25%, ±20%, ±15%, ±10%, or ±5% of the specified numerical value or range in question.

(16) In the tables presented below, the following terms have the following meaning:

(17) TABLE-US-00001 0.0% disease progressed to maximum (no efficacy) 100.0% no disease symptoms observed lealow lower canopy leaves leamid middle canopy leaves leaupp upper canopy leaves

EXAMPLES

Example 1: Pot Trial

(18) Glasshouse pot trials were conducted to evaluate the effect and efficacy of silthiofam on soybean rust disease on soybean (Glycine max).

(19) The trial was divided in 11 treatments. In 4 of the treatments, silthiofam was applied in different amounts.

(20) Silthiofam compositions used in this trial were prepared from the suspension concentrate containing 125 g/L of silthiofam, diluted with water to predetermined concentration and sprayed on the plants in the predetermined amounts.

(21) In two of the treatments, silthiofam was applied in combination with additional ingredients.

(22) First combination was of silthiofam and chitosan, wherein silthiofam was applied in an amount of 250 g/ha on the plant first and chitosan was applied subsequently in an amount of 200 g/ha.

(23) Second combination was a combination of silthiofam and tagatose, wherein silthiofam was applied in an amount of 250 g/ha simultaneously with tagatose in an amount of 200 g/ha.

(24) Further 6 treatments were current market available treatments of soybean rust applied in the label prescribed dose, wherein the compositions used were prepared from commercially available products prepared according to the respective label instructions and sprayed on the plants.

(25) One treatment of the trial consisted of fungi inoculated plants which received no treatment.

(26) Soybean plants were treated two times with silthiofam and other treatments. First treatment was applied when soybean plants reached stage BBCH16 and the second treatment was applied when soybean plants reached stage BBCH61. Growth stages were defined according to Compendium of Growth Stage Identification Keys for Mono- and Dicotyledonous Plants, Extended BBCH scale, 2nd Edition 1997, ISBN 3-9520749-3-4.

(27) After silthiofam and other treatments were applied first time, plants were inoculated with Phakopsora pachyrhizi spores and evaluation of leaves condition and disease spread was done every 7 days.

(28) Method used for evaluation of disease spread was visual estimation of degree of infection on leaves.

(29) The experimental design of the pot trial was randomized design with 4 pot replications per treatment applied, wherein six soybean plants were planted per pot. All pots were randomly mixed and placed in the glasshouse, so the results of the different treatments would be comparable, and influence of the climatic condition would be downsized to the minimum.

(30) Treatments were the following:

(31) Treatment 1: Plant inoculated with P. pachyrhizi, no treatment applied

(32) Treatment 2: Treatment with flutriafol and azoxystrobin mixture, applied in concentration of 31.25 g flutriafol/ha and 37.5 g azoxystrobin/ha

(33) Treatment 3: Silthiofam treatment applied in 250 g silthiofam/ha

(34) Treatment 4: Silthiofam treatment applied in 500 g silthiofam/ha

(35) Treatment 5: Silthiofam treatment applied in 250 g silthiofam/ha and 200 g/ha of tagatose

(36) Treatment 6: Silthiofam treatment applied in 250 g silthiofam/ha and 200 g/ha of chitosan

(37) Treatment 7: Mancozeb applied in 1.68 kg mancozeb/ha

(38) Treatment 8: Chlorothalonil applied in 626.4 g chlorothalonil/ha

(39) Treatment 9: Azoxystrobin applied in 37.5 g azoxystrobin/ha

(40) Treatment 10: Boscalid applied in 294 g boscalid/ha

(41) Treatment 11: Prothioconazole and tebuconazole mixture applied as 42 g prothioconazole/ha and 84 g tebuconazole/ha

(42) Results of the conducted pot trial are shown in Table 1.

(43) TABLE-US-00002 TABLE 1 Pot trial: % efficacy Days After First/Last Application 7/7 14/14 21/21 Plant-Evaluation Interval (days) 19 after planting 26 after planting 33 after planting Part rated LEALOW LEAMID LEAUPP LEALOW LEAMID LEAUPP LEALOW LEAMID LEAUPP Formulation Rating unit % UTC - 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 Inoculated 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 Flutriafol 31.25 g/ha 71.4 93.4 100.0 82.0 95.0 100.0 58.0 92.0 98.4 Azoxystrobin 37.5 g/ha 77.3 100.0 100.0 78.0 87.9 100.0 49.0 85.0 100.0 83.9 90.9 100.0 88.3 96.0 100.0 45.0 90.0 98.7 77.8 100.0 100.0 84.7 90.5 100.0 38.0 86.0 98.6 Silthiofam 250 g/ha 71.5 93.4 100.0 89.0 95.0 100.0 78.0 92.0 100.0 90.9 100.0 100.0 82.0 91.2 100.0 76.0 89.0 100.0 93.6 81.9 100.0 84.7 92.0 100.0 82.0 90.0 100.0 88.9 85.0 100.0 84.1 89.4 100.0 80.0 88.0 100.0 Silthiofam 500 g/ha 85.8 93.4 100.0 92.0 99.0 100.0 89.0 96.0 100.0 95.5 94.5 100.0 90.0 96.8 100.0 86.0 95.0 100.0 93.6 100.0 100.0 94.7 99.0 100.0 92.0 97.0 100.0 97.3 100.0 100.0 91.9 97.9 100.0 89.0 96.0 100.0 Silthiofam 250 g/ha 100.0 100.0 100.0 95.0 100.0 100.0 92.0 100.0 100.0 Tagatose 200 g/ha 100.0 100.0 100.0 96.0 98.9 100.0 94.0 99.0 100.0 100.0 100.0 100.0 96.8 100.0 100.0 95.0 99.0 100.0 100.0 100.0 100.0 95.9 100.0 100.0 94.0 99.0 100.0 Silthiofam 250 g/ha 100.0 100.0 100.0 95.0 100.0 100.0 90.0 100.0 100.0 Chitosan 200 g/ha 100.0 100.0 100.0 92.0 100.0 100.0 90.0 99.0 100.0 100.0 100.0 100.0 97.0 99.0 100.0 95.0 100.0 100.0 100.0 100.0 100.0 97.0 98.9 100.0 94.0 99.0 100.0 Mancozeb 1.68 kg/ha 50.0 46.7 100.0 67.0 82.0 83.8 42.0 66.0 71.0 65.9 72.3 100.0 75.0 78.0 72.3 38.0 62.0 72.3 64.6 54.6 100.0 56.4 78.0 85.9 52.0 59.0 66.7 61.2 50.0 100.0 64.3 73.5 76.0 48.0 60.0 60.0 Chlorothalonil 626.4 g/ha 35.8 46.7 100.0 75.0 85.0 88.3 55.0 72.0 82.3 65.9 44.5 100.0 69.0 80.2 81.5 40.0 70.0 80.6 54.9 0.0 100.0 68.1 79.0 78.9 44.0 65.0 72.0 50.0 25.0 100.0 59.2 67.1 80.0 45.0 62.0 64.3 Azoxystrobin 37.5 g/ha 64.3 73.4 100.0 85.0 92.0 98.6 72.0 82.0 100.0 72.8 88.9 100.0 79.0 94.5 90.8 65.0 79.0 100.0 67.8 81.9 100.0 84.1 90.0 98.6 59.0 90.0 100.0 77.8 100.0 100.0 80.6 89.4 98.7 60.0 78.0 100.0 Boscalid 294 g/ha 85.8 100.0 100.0 76.0 90.0 98.6 55.0 56.0 91.9 86.4 100.0 100.0 80.0 86.8 92.6 42.0 49.0 88.9 93.6 100.0 100.0 78.0 88.0 98.6 38.0 55.0 89.4 100.0 100.0 100.0 76.0 85.1 98.7 35.0 52.0 92.9 Prothioconazole 42 g/ha 71.5 100.0 100.0 87.3 99.0 100.0 79.0 90.0 100.0 Tebuconazole 84 g/ha 88.7 100.0 100.0 85.8 100.0 100.0 82.0 92.0 100.0 83.9 100.0 100.0 90.0 100.0 100.0 76.0 92.0 100.0 91.7 100.0 100.0 85.0 98.9 100.0 75.0 89.0 100.0 Days After First/Last Application 28/7 35/14 42/21 Plant-Evaluation Interval (days) 40 after planting 47 after planting 54 after planting Part rated LEALOW LEAMID LEAUPP LEALOW LEAMID LEAUPP LEALOW LEAMID LEAUPP Formulation Rating unit % UTC - 0.0 0.0 0.0 — 0.0 0.0 — 0.0 0.0 Inoculated 0.0 0.0 0.0 — 0.0 0.0 — 0.0 0.0 0.0 0.0 0.0 — 0.0 0.0 — 0.0 0.0 0.0 0.0 0.0 — 0.0 0.0 — 0.0 0.0 Flutriafol 31.25 g/ha 32.0 76.0 100.0 — 82.0 98.9 — 65.0 95.0 Azoxystrobin 37.5 g/ha 38.0 82.0 100.0 — 78.0 100.0 — 62.0 92.0 35.0 78.0 100.0 — 82.0 98.9 — 73.0 94.0 32.0 75.0 100.0 — 74.0 100.0 — 59.0 96.0 Silthiofam 250 g/ha 82.0 92.0 100.0 — 78.0 94.5 — 48.0 86.0 80.0 88.0 100.0 — 82.0 98.0 — 54.0 85.0 84.0 88.0 100.0 — 80.0 95.5 — 59.0 89.0 80.0 90.0 100.0 — 84.0 92.9 — 52.0 86.0 Silthiofam 500 g/ha 88.0 95.0 100.0 — 92.0 98.9 — 79.0 92.0 90.0 93.0 100.0 — 89.0 100.0 — 72.0 90.0 90.0 93.0 100.0 — 90.0 90.9 — 80.0 95.0 85.0 92.0 100.0 — 86.0 100.0 — 82.0 93.0 Silthiofam 250 g/ha 90.0 98.0 100.0 — 90.0 94.5 — 85.0 88.0 Tagatose 200 g/ha 92.0 97.0 100.0 — 88.0 95.0 — 78.0 85.0 90.0 97.0 100.0 — 92.0 92.0 — 82.0 89.0 90.0 98.0 100.0 — 92.0 95.3 — 76.0 87.0 Silthiofam 250 g/ha 86.5 98.0 100.0 — 95.0 100.0 — 85.0 92.0 Chitosan 200 g/ha 85.0 99.0 100.0 — 98.0 99.0 — 78.0 95.0 90.0 99.0 100.0 — 92.0 100.0 — 76.0 90.0 88.0 98.0 100.0 — 95.0 100.0 — 80.0 92.0 Mancozeb 1.68 kg/ha 28.0 62.0 82.1 — 48.0 72.6 — 0.0 54.0 35.0 56.0 74.2 — 36.0 67.0 — 15.0 43.0 32.0 54.0 73.7 — 32.0 59.0 — 12.0 52.0 25.0 49.0 68.9 — 43.0 54.8 — 5.0 38.0 Chlorothalonil 626.4 g/ha 22.0 56.0 74.4 — 52.0 63.8 — 15.0 52.0 34.0 52.0 70.6 — 44.0 69.0 — 25.0 45.0 32.0 55.0 70.9 — 48.0 68.0 — 5.0 42.0 26.0 54.0 76.7 — 42.0 69.0 — 12.0 48.0 Azoxystrobin 37.5 g/ha 67.0 85.0 100.0 — 88.0 100.0 — 62.0 85.0 65.0 88.0 100.0 — 82.0 100.0 — 56.0 82.0 62.0 82.0 100.0 — 85.0 98.9 — 58.0 86.0 54.0 82.0 100.0 — 85.0 100.0 — 52.0 82.0 Boscalid 294 g/ha 49.0 44.0 85.9 — 35.0 83.6 — 12.0 75.0 52.0 48.0 100.0 — 42.0 82.0 — 4.0 67.0 51.0 56.0 93.1 — 48.0 77.3 — 0.0 64.0 44.0 52.0 85.7 — 43.0 82.2 — 15.0 72.0 Prothioconazole 42 g/ha 82.0 92.0 100.0 — 89.0 100.0 — 69.0 98.0 Tebuconazole 84 g/ha 75.0 95.0 100.0 — 92.0 100.0 — 74.0 95.0 80.0 92.0 100.0 — 88.0 100.0 — 72.0 96.0 80.0 90.0 100.0 — 86.0 100.0 — 76.0 97.0

Example 2: Field Trial

(44) Field trial was conducted to evaluate the effect and efficacy of silthiofam on soybean rust disease on soybean (Glycine max) wherein plants were naturally infected by the disease.

(45) The trial was divided in the following 8 treatments:

(46) one treatment where plants were left untreated and in which natural progression of the disease can be observed;

(47) one reference treatment which consisted of combination of azoxystrobin and flutriafol which are currently available treatments of soybean rust and which were applied in the dose as shown in Table 2, wherein the compositions used were prepared from commercially available products prepared according to the respective label instructions and sprayed on the plants;

(48) two treatments with silthiofam alone in different dosage amounts;

(49) and four treatments where silthiofam was applied with other compounds, namely tagatose and chitosan in different dosage ratios.

(50) Each treatment was applied on a plot of 6 ft*30 ft in size and was repeated in 4 replicates.

(51) Silthiofam compositions used in this trial were prepared from the suspension concentrate containing 125 g/L of silthiofam, diluted with water to predetermined concentration and sprayed on the plants in the predetermined amounts.

(52) For each treatment, two applications of respective treatment were made with 19 days interval between. First application was made when soybean plant reached stage BBCH 64, and the second one when plant reached stage BBCH 73. Growth stages were defined according to Compendium of Growth Stage Identification Keys for Mono- and Dicotyledonous Plants, Extended BBCH scale, 2nd Edition 1997, ISBN 3-9520749-3-4.

(53) Method used for evaluation of disease spread was visual estimation of degree of infection on leaves.

(54) Obtained data and results are shown in Table 2.

(55) TABLE-US-00003 TABLE 2 Field trial (% efficacy) Days After First/Last Application 14/14 20/1 Part rated LEALOW LEAMID LEAUPP LEALOW LEAMID LEAUPP Formulation Rating unit % UTC - 0.0 0.0 0.0 0.0 0.0 0.0 Inoculated 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 Flutriafol 31.25 g/ha 88.9 100.0 0.0 83.0 97.9 100.0 Azoxystrobin 37.5 g/ha 96.1 100.0 0.0 73.3 100.0 100.0 87.8 100.0 0.0 85.9 98.0 100.0 90.9 100.0 0.0 82.7 97.9 100.0 Silthiofam 125 g/ha 88.9 95.5 0.0 68.2 83.3 90.9 84.3 92.9 0.0 56.0 78.2 88.9 63.4 95.0 0.0 64.1 80.4 100.0 77.3 90.9 0.0 69.1 83.3 94.4 Silthiofam 250 g/ha 66.7 81.8 0.0 60.2 68.8 81.8 56.9 78.6 0.0 45.3 67.3 83.3 73.2 70.0 0.0 57.7 78.4 90.0 59.1 63.6 0.0 65.4 68.8 100.0 Silthiofam 250 g/ha 91.1 100.0 0.0 79.5 89.6 100.0 Tagatose 150 g/ha 90.2 100.0 0.0 70.7 85.5 100.0 92.7 100.0 0.0 80.8 96.1 100.0 88.6 100.0 0.0 77.8 89.6 100.0 Silthiofam 125 g/ha 82.2 95.5 0.0 75.0 83.3 90.9 Tagatose 150 g/ha 90.2 100.0 0.0 80.0 80.0 83.3 80.5 100.0 0.0 76.9 84.3 90.0 68.2 86.4 0.0 70.4 72.9 88.9 Silthiofam 250 g/ha 88.9 100.0 0.0 90.9 77.1 90.9 Chitosan 200 g/ha 84.3 96.4 0.0 80.0 72.7 88.9 90.2 100.0 0.0 76.9 80.4 100.0 90.9 100.0 0.0 85.2 79.2 94.4 Silthiofam 125 g/ha 82.2 90.9 0.0 71.6 68.8 72.7 Chitosan 200 g/ha 80.4 85.7 0.0 70.7 80.0 94.4 85.4 95.0 0.0 64.1 70.6 80.0 81.8 95.5 0.0 69.1 70.8 88.9 Days After First/Last Application 27/8 34/15 Part rated LEALOW LEAMID LEAUPP LEALOW LEAMID LEAUPP Formulation Rating unit % UTC - 0.0 0.0 0.0 — 0.0 0.0 Inoculated 0.0 0.0 0.0 — 0.0 0.0 0.0 0.0 0.0 — 0.0 0.0 0.0 0.0 0.0 — 0.0 0.0 Flutriafol 31.25 g/ha 82.0 92.6 96.4 75.0 82.0 90.9 Azoxystrobin 37.5 g/ha 75.0 97.2 100.0 64.0 89.0 96.6 85.0 92.9 96.7 74.0 87.0 90.9 82.0 95.5 100.0 72.0 83.0 92.2 Silthiofam 125 g/ha 35.00 77.9 89.3 45.0 72.0 90.9 42.00 75.0 85.7 35.0 67.0 86.2 36.00 78.6 93.3 52.0 72.0 90.9 35.00 80.3 95.2 55.0 72.7 92.2 Silthiofam 250 g/ha 55.00 61.8 82.1 25.0 62.0 67.3 65.00 61.1 77.1 22.0 58.0 62.1 58.00 68.6 83.3 30.0 62.0 54.5 48.00 62.1 88.1 35.0 56.8 57.8 Silthiofam 250 g/ha 22.00 88.2 96.4 65.0 85.0 85.5 Tagatose 150 g/ha 28.00 81.9 94.3 58.0 82.0 91.4 20.00 88.6 96.7 65.0 75.0 80.0 25.00 87.9 97.6 64.0 77.3 79.7 Silthiofam 125 g/ha 35.00 77.9 82.1 52.0 72.0 74.5 Tagatose 150 g/ha 25.00 75.0 85.7 56.0 65.0 74.1 28.00 78.6 90.0 55.0 70.0 80.0 33.00 72.7 88.1 52.0 62.5 65.6 Silthiofam 250 g/ha 15.00 77.9 89.3 65.0 78.0 85.5 Chitosan 200 g/ha 23.00 72.2 85.7 62.0 72.0 91.4 25.00 78.6 93.3 62.0 75.0 90.9 18.00 77.3 92.9 72.0 73.9 95.3 Silthiofam 125 g/ha 33.00 61.8 82.1 55.0 62.0 80.0 Chitosan 200 g/ha 28.00 72.2 85.7 52.0 65.0 74.1 36.00 60.0 73.3 49.0 62.0 67.3 38.00 62.1 88.1 50.0 59.1 71.9

(56) TABLE-US-00004 TABLE 3 Harvest data (field trial) Yield Formulation % UTC - 100.00 Inoculated 100.00 100.00 100.00 Flutriafol 31.25 g/ha   734.78 Azoxystrobin 37.5 g/ha  411.11 790.91 452.78 Silthiofam 125 g/ha 678.26 273.33 672.73 377.78 Silthiofam 250 g/ha 530.43 253.33 618.18 300.00 Silthiofam 250 g/ha 686.96 Tagatose 150 g/ha 368.89 645.45 436.11 Silthiofam 125 g/ha 530.43 Tagatose 150 g/ha 295.56 477.27 344.44 Silthiofam 250 g/ha 673.91 Chitosan 200 g/ha 326.67 754.55 397.22 Silthiofam 125 g/ha 513.04 Chitosan 200 g/ha 211.11 604.55 308.33

(57) At the end of the trial, all plots were harvested, and the yield per treatment applied was compared to the yield of the untreated control.

(58) The yield of the untreated control (UTC) has been set as 100% and the yield per treatment is calculated relatively to the UTC. Values above 100% show an evident benefit of using silthiofam for controlling and treating of plants infected with soybean rust disease.