Synergistic benzoxaborole-containing anti-fungicidal composition

Patent metadata

Field	Value
Publication number	US-9737075-B2
Application number	US-201615093331-A
Country	US
Kind code	B2
Filing date	Apr 7, 2016
Priority date	Apr 9, 2015
Publication date	Aug 22, 2017
Grant date	Aug 22, 2017

Abstract

An anti-fungal composition for the control of one or more target fungi (or a similar heterotrophic, hyphae-producing organism) that infect plant materials and are (is) separately controllable by a benzoxaborole and an anti-fungal compound of a preselected FRAC Target Site Code is disclosed, as is a method of its use. A composition contains a diluent medium having dissolved or dispersed therein a synergistic effective amount of each of a first and a second anti-fungal compound. The first anti-fungal compound is a benzoxaborole of Formula I. The second anti-fungal compound is other than a benzoxaborole and is known to control said one or more target species of fungus when utilized as the sole anti-fungal compound at a concentration greater than the synergistic effective amount and has a preselected FRAC Target Site Code of B, C, D, E, G, H, or M.

First claim

The invention claimed is:

1. An anti-fungal composition for the growth reduction of one or more target fungi whose growth is reduced by an anti-fungal compound having a preselected MOA as described by a FRAC Target Site Code, said composition comprising a diluent medium having dissolved or dispersed therein a synergistic effective amount of a first anti-fungal compound and a second anti-fungal compound, wherein said first anti-fungal compound is a benzoxaborole of Formula I, and said second anti-fungal compound is other than a benzoxaborole and is known to reduce growth of said one or more target species of fungus when utilized as a sole anti-fungal compound at a concentration greater than said synergistic effective amount and has a preselected FRAC Target Site Code selected from the group consisting of B, C, D, E, G, H, and M

where X is a substituent having a Hammett sigma value for a meta substituent that is greater than about −0.1.

2. The anti-fungal composition according to claim 1 , wherein the ratio of the minimum inhibitory concentration (MIC) of one of said anti-fungal agents alone to the concentration of that agent in an anti-fungal composition is greater than about 1.6.

3. The anti-fungal composition according to claim 1 , wherein said one or more target fungi to be controlled include one or more members of the phyla of Ascomycota, Oomycota, Basidiomycota and the subphylum Mucoromycotina.

4. An anti-fungal composition for the growth reduction of one or more target fungi of the phyla Ascomycota, Oomycota, Basidiomycota and the subphylum Mucoromycotina whose growth is reducable by an anti-fungal compound having a preselected FRAC Target Site Code, said composition comprising a diluent medium having dissolved or dispersed therein a synergistic effective amount of a first anti-fungal compound and a second anti-fungal compound, wherein said first anti-fungal compound is a benzoxaborole of Formula I, said second anti-fungal compound is other than a benzoxaborole and is known to reduce growth of said one or more target species of fungus when utilized as a sole anti-fungal compound at a concentration greater than said synergistic effective amount and has a preselected FRAC Target Site Code selected from the group consisting of B, C, D, E, G, H, and M

where X is a H, C 1 -C 6 hydrocarbyl, or halo group and wherein the ratio of the minimum inhibitory concentration (MIC) of one of said anti-fungal agents alone to the concentration of that agent in said anti-fungal composition is greater than about 1.6.

5. The anti-fungal composition according to claim 4 , wherein said one or more target fungi whose growth to be reduced is of the phylum Ascomycota whose subphylum is selected from the group consisting of Dothideomycetes, Eurotiomycetes, Leotiomycetes and Sordariomycetes.

6. The anti-fungal composition according to claim 4 , wherein said one or more target fungi whose growth is to be reduced is selected from one or more of the group of genera consisting of Aspergillus, Rhizopus, Mucor, Botrytis, Alternaria, Mycosphaerella, Sclerotinia, Rhizoctonia, Colletotrichum, Magnaporthe, Pythium, Phytophthora, Fusarium, Verticillium, Podosphaera, Peronospora, Pseudoperonospora, Golovinomyces, Corynespora, Phakopsora, Cercospora, Didymella, Bipolaris, Puccinia, Bremia, Erysiphe, Albugo, Leviella, Septoria, Uncinula , and Phomopsis.

7. The anti-fungal composition according to claim 4 , wherein said preselected FRAC Target Site Code is selected from the group consisting of B1, B3, C3, C4, C6, D1, E1, E2, E3, G1, H5, M4 and M5.

8. The anti-fungal composition according to claim 4 , wherein said second antifungal compound is selected from one or more of the group consisting of carbendazim, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, ethaboxam, pencycuron, flupicolide, flutolanil, fluopyram, fluxapyroxad, penthiopyrad, benodanil, mepronil, isofetamid, fenfuram, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, furametpyr, isopyrazam, penflufen, sedaxane, boscalid, benomyl, fuberidazole, diflumetorim, tolfenpyrad, azoxystrobin, coumoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, mandestrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimeoxystrobin, fenamistrobin, methominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, cyazofamid, amisulbrom, binapacryl, meptyldinocap, dinocap, fluazinam, fentin chloride, fentin acetate, fentin hydroxide, silthiofam, ametoctradin, cyprodinil, mepanipyrim, pyrimethanil, kasugamycin, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, dimethachlone, iprodione, procymidone, vinclozolin, triforine, pyrifenox, pyrisoxazole, fenarimol, nuarimol, imazalil, oxpoconazole, pefurazoate, prochloraz, triflumizole, azaconazole, bitertanol, bromuconazole, cyproconazole, diniconazole, epoxiconazole, etanconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, aldimorph, dodemorph, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, fenhexamid, fenpyrazamine, pyributicarb, naftifine, terbinafine, validamycin, polyoxin, dimethomorph, flumorph, pyrimorph, benthiavalicarb, iprovalicarb, valifenalate, mandipropamid, ferbam, macozeb, maneb, metiram, propineb, thiram, zineb, ziram, captan, captafol, folpet, dichlofluanid, tolylfluanid, and chlorothalonil.

9. The anti-fungal composition according to claim 4 , wherein said second antifungal compound is selected from one or more of the group consisting of carbendazim, thiabendazole, thiophanate, thiophanate-methyl, zoxamide, ethaboxam, benomyl, fuberidazole, azoxystrobin, coumoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, mandestrobin, pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimeoxystrobin, fenamistrobin, methominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, cyazofamid, amisulbrom, fentin chloride, fentin acetate, fentin hydroxide, cyprodinil, mepanipyrim, pyrimethanil, quinoxyfen, proquinazid, fenpiclonil, fludioxonil, chlozolinate, dimethachlone, iprodione, procymidone, vinclozolin, triforine, pyrifenox, pyrisoxazole, fenarimol, nuarimol, imazalil, oxpoconazole, pefurazoate, prochloraz, triflumizole, azaconazole, bitertanol, bromuconazole, cyproconazole, diniconazole, epoxiconazole, etanconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, dimethomorph, flumorph, pyrimorph, benthiavalicarb, iprovalicarb, valifenalate, mandipropamid, captan, captafol, folpet, and chlorothalonil.

10. The anti-fungal composition according to claim 4 , wherein the ratio of the MIC of one of said anti-fungal agents alone to the concentration of that agent in said anti-fungal composition is greater than about 2.

11. The anti-fungal composition according to claim 4 that is formulated for topical, soil, foliar or systemic administration.

12. The anti-fungal composition according to claim 4 , wherein diluent medium is water-based.

13. The anti-fungal composition according to

Assignees

• Benkovic Stephen
• Liu Chunyu
• Penn State Res Found

Inventors

• Benkovic Stephen
• Liu Chunyu

Classifications

• A01N25/08

  containing solids as carriers or diluents · CPC title

• A01N55/08 Primary

  containing boron · CPC title

• A01N2300/00

  Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48 · CPC title

• A01N25/02

  containing liquids as carriers, diluents or solvents · CPC title

• A01N61/00

  Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action · CPC title