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WO2024223034A1 - Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo xvi - Google Patents

Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo xvi Download PDF

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Publication number
WO2024223034A1
WO2024223034A1 PCT/EP2023/060916 EP2023060916W WO2024223034A1 WO 2024223034 A1 WO2024223034 A1 WO 2024223034A1 EP 2023060916 W EP2023060916 W EP 2023060916W WO 2024223034 A1 WO2024223034 A1 WO 2024223034A1
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Prior art keywords
methyl
compounds
phenyl
formula
plants
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PCT/EP2023/060916
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English (en)
Inventor
Chandan Dey
Lydia LUDWIG
Sarang Kulkarni
Saikat Das
Smriti KHANNA
Jochen Dietz
Ronan Le Vezouet
Marcus Fehr
Andreas Koch
Rakesh RATH
Wassilios Grammenos
Isabella SIEPE
Original Assignee
Basf Se
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Priority to PCT/EP2023/060916 priority Critical patent/WO2024223034A1/fr
Publication of WO2024223034A1 publication Critical patent/WO2024223034A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/60—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by carboxyl groups
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides

Definitions

  • the present invention relates the use of strobilurin type compounds of formula I and the N-oxides and the salts thereof for combating phytopathogenic fungi containing an amino acid substitution F129L in the mitochondrial cytochrome b protein (also referred to as F129L mutation in the mitochondrial cytochrome b gene) conferring resistance to Qo inhibitors (Qol), and to methods for combating such fungi.
  • the invention also relates to novel compounds, processes for preparing these compounds, to compositions comprising at least one such compound, to plant health applications, and to seeds coated with at least one such compound.
  • the present invention also relates to a method for controlling phytopathogenic fungi such as soybean rust fungi (Phakopsora pachyrhizi) with the amino acid substitution F129L in the mitochondrial cytochrome b protein.
  • Qo inhibitor includes any substance that is capable of diminishing and/or inhibiting respiration by binding to a ubihydroquinone oxidation center of a cytochrome bci complex in mitochondria.
  • the oxidation center is typically located on the outer side of the inner mitochrondrial membrane.
  • Many of these compounds are also known as strobilurin-type or strobilurin analogue compounds.
  • the mutation F129L in the mitochondrial cytochrome b (CYTB) gene shall mean any substitution of nucleotides of codon 129 encoding “F” (phenylalanine; e.g. TTT or TTC) that leads to a codon encoding “L” (leucine; e.g. TTA, TTG, TTG, CTT, CTC, CTA or CTG), for example the substitution of the first nucleotide of codon 129 ‘T’ to ‘C’ (TTT to CTT), in the CYTB (cytochrome b) gene resulting in a single amino acid substitution in the position 129 from F to L in the cytochrome b protein.
  • Such F129L mutation is known to confer resistance to Qo inhibitors.
  • new methods are desirable for controlling pathogen induced diseases in crops comprising plants subjected to pathogens containing a F129L amino acid substitution in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors.
  • the fungicidal activity of the known fungicidal strobilurin compounds is unsatisfactory, especially in case that a high proportion of the fungal pathogens contain a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors.
  • PFAS per- and polyfluoroalkyl substances
  • PFAS have been recently redefined (OECD 2021, Reconciling Terminology of the Universe of Per- and Polyfluoroalkyl Substances: Recommendations and Practical Guidance, OECD Series on Risk Management, No. 61, OECD Publishing, Paris: https://www.oecd.org/chemicalsafety/portal- perfluorinated-chemicals/terminology-per-and-polyfluoroalkyl-substances.pdf; Environ. Sci. Technol.
  • the strobilurin-analogue compounds according to the present invention differ from the abovementioned documents inter alia by containing a specific combination of the methoxymethyl group and the specific substitution of the phenyl ring attached to the side chain.
  • R 1 is selected from O and NH
  • R 2 is selected from CH and N;
  • R a4 is selected from halogen, methyl and methoxy
  • R a is selected from halogen, methyl and methoxy; n is an integer selected from 1 and 2; and in form or stereoisomers and tautomers thereof, and the N-oxides and the agriculturally acceptable salts thereof.
  • These compounds according to the invention show an improved activity and/or a broader activity spectrum against phytopathogenic fungi, and/or are less toxic to mammals, and/or less toxic to non-target organisms such as birds, aquatic vertebrates and invertebrates, pollinators, arthropods; and/or otherwise environmentally safer including low or no PFAS restrictions.
  • halogen refers to fluorine, chlorine, bromine and iodine.
  • the “compounds”, in particular “compounds I” include all the stereoisomeric and tautomeric forms and mixtures thereof in all ratios, prodrugs, isotopic forms, their agriculturally acceptable salts, N-oxides and S-oxides thereof.
  • stereoisomer is a general term used for all isomers of individual compounds that differ only in the orientation of their atoms in space.
  • stereoisomer includes mirror image isomers (enantiomers), mixtures of mirror image isomers (racemates, racemic mixtures), geometric (cis/trans or E/Z) isomers (e.g. formulae la, lb and Ic as well as their subformulae), and isomers of compounds with more than one chiral center that are not mirror images of one another (diastereoisomers).
  • tautomer refers to the coexistence of two (or more) compounds that differ from each other only in the position of one (or more) mobile atoms and in electron distribution, for example, keto-enol tautomers.
  • agriculturally acceptable salts as used herein, includes salts of the active compounds which are prepared with acids or bases, depending on the particular substituents found on the compounds described herein.
  • N-oxide refers to the oxide of the nitrogen atom of a nitrogen-containing heteroaryl or heterocycle. N- oxide can be formed in the presence of an oxidizing agent for example peroxide such as m- ch loro- perbenzoic acid or hydrogen peroxide.
  • N-oxide refers to an amine oxide, also known as amine-N-oxide, and is a chemical compound that contains N ⁇ O bond.
  • the embodiments of the intermediates correspond to the embodiments of the compounds I.
  • One embodiment of the invention relates to compounds I, wherein R 1 is selected from O and NH; and R 2 is selected from CH and N, provided that R 2 is N in case R 1 is NH. More preferably R 1 is NH. In particular, R 1 is NH and R 2 is N. Another embodiment relates to compounds I, wherein R 1 is O and R 2 is CH.
  • R a4 is preferably selected from halogen and methoxy, even more preferably from halogen, in particular F or Cl.
  • R a4 is Cl.
  • R a4 is F.
  • R a4 is methoxy
  • n is 1 and R a is preferably selected from halogen and methoxy, even more preferably from halogen, in particular F or Cl.
  • n is 1 and R a is F. According to a further embodiment, n is 1 and R a is Cl. According to a further embodiment, n is 1 and R a is bound in ortho position (2-R a ). According to a further embodiment, n is 1 and R a is Cl and bound in ortho position (2-R a ) According to a further embodiment, n is 1 and R a is F and bound in ortho position (2-R a ). According to a further embodiment, n is 1 and R a is bound in meta positiion (3-R a ). According to a further embodiment, n is 1 and R a is F and bound in meta positiion (3-R a ). According to a further embodiment, n is 2 and both R a are independently of each other selected from halogen and methoxy, even more preferably from halogen, in particular from F or Cl.
  • n 2 and both R a are F.
  • n 2 and both R a are F.
  • n is 2 and one R a is bound in ortho-position and the other
  • R a in meta-position on the same side (2,3-R a 2) and independently of each other selected from halogen and methoxy, even more preferably from halogen, more preferably from F or Cl (2.3-F2; 2,3-Cl2; 2-F-3-CI; 2-CI-3-F) and in particular both R a are F (2,3-F 2 ).
  • n is 2 and one R a is bound in ortho-position and the other R a in meta-position on the other side (2,5-R a 2) and independently of each other selected from halogen and methoxy, even more preferably from halogen, more preferably from F or Cl (2.5-F2; 2,5-CI 2 ; 2-F-5-CI; 2-CI-5-F), in particular both R a are F (2,5-F 2 ).
  • n is 2 and both R a are bound in ortho-positions (2,6-R a 2) and independently of each other selected from halogen and methoxy, even more preferably from halogen, in particular from F or Cl.
  • n is 2 and both R a are F and bound in ortho-positions (2,6-F2).
  • n is 2 and both R a are bound in meta-positions (3,5-R a 2 ) and independently of each other selected from halogen and methoxy, even more preferably from halogen, in particular from F or Cl (3,5-F 2 ; 3.5-CI2; 3-F-5-CI; 3-CI-5-F).
  • n is 2 and both R a are F and bound in meta-positions (3,5-F 2 ).
  • n 1
  • R a is Cl and R a4 is F.
  • n 1
  • R a is Cl and R a4 is Cl.
  • n 1
  • R a is F and R a4 is F.
  • n is 1
  • R a is F and R a4 is methoxy.
  • n is 1
  • R a is 2-CI and R a4 is F.
  • n 1
  • R a 2-CI and R a4 is Cl.
  • n is 1
  • R a is 2-F and R a4 is F.
  • n is 1
  • R a is 2-F and R a4 is methoxy.
  • n is 1
  • R a is 3-CI and R a4 is F.
  • n is 1
  • R a is 3-CI and R a4 is Cl.
  • n is 1
  • R a is 3-F and R a4 is F.
  • n is 1
  • R a is 3-F and R a4 is methoxy.
  • n is 1
  • R a is 4-CI and R a4 is F.
  • n 1
  • R a is 4-CI and R a4 is Cl.
  • n 1
  • R a is 4-F and R a4 is F.
  • n 1
  • R a is 4-F and R a4 is methoxy.
  • n is 2
  • both R a are Cl and R a4 is Cl.
  • n is 2
  • both R a are F and R a4 is F.
  • n is 2
  • both R a are F and R a4 is methoxy.
  • n is 2, both R a are Cl and R a4 is methoxy.
  • n 2
  • both R a are Cl bound in ortho-position and the other R a in meta-position on the same side (2,3-Cl2) and R a4 is Cl.
  • n is 2
  • both R a are F one of which bound in ortho-position and the other R a in meta-position on the same side (2,3-F 2 ) and R a4 is F.
  • n is 2
  • both R a are F one of which bound in ortho-position and the other R a in meta-position on the same side (2,3-F 2 ) and R a4 is methoxy.
  • n is 2
  • both R a are Cl one of which bound in orthoposition and the other R a in meta-position on the same side (2,3-Cl2) and R a4 is methoxy.
  • n is 2
  • both R a are Cl one of which bound in orthoposition and the other R a in meta-position on the other side (2,5-Ch) and R a4 is Cl.
  • n is 2
  • both R a are F one of which bound in ortho-position and the other R a in meta-position on the other side (2,5-F 2 ) and R a4 is F.
  • n is 2
  • both R a are F one of which bound in ortho-position and the other R a in meta-position on the other side (2,5-F 2 ) and R a4 is methoxy.
  • n is 2
  • both R a are Cl bound in ortho-position and the other R a in meta-position on the other side (2,5-Cl2) and R a4 is methoxy.
  • n is 2
  • R a are Cl bound in ortho-positions (2,6-Cl2) and R a4 is Cl.
  • n is 2
  • both R a are F bound in ortho-positions (2,6-F 2 ) and R a4 is F.
  • n is 2, both R a are F bound in ortho-positions (2,6-F 2 ) and R a4 is methoxy.
  • n is 2, both R a are Cl bound in ortho-position (2,6-Cl2) and R a4 is methoxy.
  • n is 2
  • both R a are Cl bound in meta-positions (3,5-Cl2) and R a4 is Cl.
  • n is 2
  • both R a are F bound in meta-positions (3.5-F2) and R a4 is F.
  • n is 2
  • both R a are F bound in meta-positions (3,5-F 2 ) and R a4 is methoxy.
  • n is 2
  • both R a are Cl bound in meta-position (3,5-Cl2) and R a4 is methoxy.
  • the present invention relates to compounds of formula I wherein:
  • R 1 is selected from O and NH
  • R 2 is selected from CH and N, provided that R 2 is N in case R 1 is NH;
  • R a4 is selected from F, Cl and methoxy
  • R a is selected from halogen; n is an integer selected from 1 and 2; and in form or stereoisomers and tautomers thereof, and the N-oxides and the agriculturally acceptable salts thereof.
  • the present invention relates to compounds of formula I wherein: R 1 is O;
  • R 2 is CH
  • R a4 is selected from F, Cl and methoxy
  • R a is selected from F and Cl; n is 2; and in form or stereoisomers and tautomers thereof, and the N-oxides and the agriculturally acceptable salts thereof.
  • the present invention relates to compounds of formula I wherein: R 1 is O;
  • R 2 is CH
  • R a4 is selected from F, Cl and methoxy
  • R a is selected from F and Cl; n is an integer selected from 1 and 2; and in form or stereoisomers and tautomers thereof, and the N-oxides and the agriculturally acceptable salts thereof.
  • the present invention relates to compounds of formula I wherein:
  • R 1 is selected from O and NH
  • R 2 is selected from CH and N, provided that R 2 is N in case R 1 is NH;
  • R a4 is selected from F, Cl and methoxy
  • R a is selected from halogen; n is 2; and in form or stereoisomers and tautomers thereof, and the N-oxides and the agriculturally acceptable salts thereof.
  • R 1 is NH and R 2 is N, which compounds are of formula 1.1:
  • R 1 is O and R 2 is N, which compounds are of formula 1.2:
  • R 1 is O and R 2 is CH, which compounds are of formula 1.3:
  • R a4 of compounds I is one of the following radicals a4-1 to a4-6:
  • R a is one of the following radicals a-1 to a-6:
  • compounds I are of formula 1.1 , 1.2 or 1.3 as depicted above, R a4 and 1 or 2 R a substituents are as per any row of Table A below, which compounds are named l-A-1 to l-A-450:
  • the invention also relates to the stereoisomers depicted as follows: the EIE isomers of formula la: the ZIE isomers of formula lb: and the Z/Z isomers of formula Ic:
  • the invention also relates to compounds la, wherein R 1 is NH and R 2 is N, which compounds are of formula la.1 , to compounds la, wherein R 1 is O and R 2 is N, which compounds are of formula la.2, and to compounds la, wherein R 1 is O and R 2 is CH, which compounds are of formula la.3:
  • the invention further relates to compounds lb, wherein R 1 is NH and R 2 is N, which compounds are of formula lb.1 , to compounds lb, wherein R 1 is O and R 2 is N, which compounds are of formula lb.2, and to compounds lb, wherein R 1 is O and R 2 is CH, which compounds are of formula lb.3:
  • the invention further relates to compounds Ic, wherein R 1 is NH and R 2 is N, which compounds are of formula Ic.1 , to compounds Ic, wherein R 1 is O and R 2 is N, which compounds are of formula lc.2, and to compounds Ic, wherein R 1 is O and R 2 is CH, which compounds are of formula lc.3:
  • compounds I are of formula la.1 , wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named la.1 -B-1 to la.1-B-150.
  • compounds I are of formula la.2, wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named la.2-B-1 to la.2-B-150.
  • compounds I are of formula la.3, wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named la.3-B-1 to la.3-B-150.
  • compounds I are of formula lb.1 , wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named lb.1 -B-1 to lb.1-B-150.
  • compounds I are of formula lb.2, wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named lb.2-B-1 to lb.2-B-150.
  • compounds I are of formula lb.3, wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named lb.3-B-1 to lb.3-B-150.
  • compounds I are of formula Ic.1 , wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named Ic.1 -B-1 to lc. l-B-150.
  • compounds I are of formula lc.2, wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named lc.2-B-1 to IC.2-B-150.
  • compounds I are of formula lc.3, wherein R a4 and 1 or 2 R a substituents are as per any row of Table B below, which compounds are named lc.3-B-1 to IC.3-B-150.
  • Compounds according to the invention comprise the isomers depicted in formulae I, la, lb and Ic.
  • compounds according ot the invention comprise more than 50% of the stereoisomer depicted in formula I and less than 50% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according to the invention comprise more than 80% of the stereoisomer depicted in formula I and less than 20% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according to the invention comprise more than 90% of the stereoisomer depicted in formula I and less than 10% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according to the invention comprise more than 95% of the stereoisomer depicted in formula I and less than 5% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according to the invention comprise more than 98% of the stereoisomer depicted in formula I and less than 2% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according to the invention comprise more than 99% of the stereoisomer depicted in formula I and less than 1% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according to the invention comprise more than 99.5% of the stereoisomer depicted in formula I and less than 0.5% of the stereoisomers depicted in formulae la, lb and Ic.
  • compounds according ot the invention comprise the stereoisomers depicted in formula I and in formula la.
  • compounds according to the invention comprise more than 50% of the stereoisomer depicted in formula I and less than 50% of the stereoisomers depicted in formulae la.
  • compounds according to the invention comprise more than 80% of the stereoisomer depicted in formula I and less than 20% of the stereoisomer depicted in formula la.
  • compounds according to the invention comprise more than 90% of the stereoisomer depicted in formula I and less than 10% of the stereoisomer depicted in formula la.
  • compounds according to the invention comprise more than 95% of the stereoisomer depicted in formula I and less than 5% of the stereoisomer depicted in formula la.
  • compounds according to the invention comprise more than 99% of the stereoisomer depicted in formula I and less than 1 % of the stereoisomer depicted in formula la.
  • compounds according to the invention comprise more than 99.5% of the stereoisomer depicted in formula I and less than 0.5% of the stereoisomer depicted in formula la.
  • compounds according to the invention are essentially stereoisomerically pure stereoisomers as depicted in formula I.
  • the compounds can be obtained by various routes in analogy to prior art processes known (e.g EP 463488, WO 2021/153754, WO 2021/219386, WO 2021/219387, WO 2021/219388, WO 2021/219390 and WO 2021/249928) and, advantageously, as shown in schemes 1 to 4 and in the example section below.
  • One suitable method is illustrated in Scheme 1 :
  • Intermediate IV is reacted with N-hydroxysuccimide VI, using a base such as triethylamine in DMF.
  • the reaction temperature is usually 50 to 70 °C preferably about 70 °C.
  • Conversion to the correspondding O-benzylhydroxyl amine, intermediate VIII, was achieved through removal of the phthalimide group, preferably using hydrazine hydrate in methanol as solvent at 25 °C. Alternatively, removal of the phthalimide group using methyl amine in methanol as solvent at 25 °C can provide intermediate IX.
  • Intermediate VIII and intermediate IX respectively can be condensed with ketones using acetic acid or pyridine in methanol as solvent at temperature of 50 to 65 °C.
  • the condensation could also carried out with titanium (IV) ethoxide (Ti(OEt)4) using THF as solvent at about 70 °C.
  • Ti(OEt)4 titanium ethoxide
  • the desired product is usually accompanied by an undesired isomer, which can be removed e.g by column chromatography, crystallization.
  • Compound XI could be obtained from X by lithium-halogen exchange or by generating Grignard reagent and further reaction with dimethyl oxalate or chloromethyl oxalate in presence of a solvent.
  • the preferred solvent is THF, 2-methyl-THF and the temperature can be between -70 to - 78 °C.
  • Conversion of intermediate XI to intermediate XII can be achieved using N-methylhydrox- ylamine hydrochloride and a base such as pyridine or NaAc in polar solvents such as methanol.
  • the reaction temperature is preferably about 65 °C.
  • An EIZ mixture is usually obtained, the isomers can be separated by purification techniques known in art (e.g. column chromatography, crystallization).
  • the ketone II can be obtained from the corresponding halogen bearing precursors XIV, wherein X is preferably bromine or iodine.
  • X is preferably bromine or iodine.
  • Lithium-halogen exchange J Org Chem, 1998, 63 (21), 7399- 7407
  • compound XIV using n-butyllithium or synthesis of the corresponding Grignard reagent (Nature Comm, 2017, 8(1), 1-7) using THF as solvent, and subsequent reaction with N-meth- oxy-N-methylalkoxyacetamide at about -70 to -78 °C can provide the ketone II.
  • the compounds I and the compositions thereof, respectively, are suitable as fungicides effective against a broad spectrum of phytopathogenic fungi, including soil-borne fungi, in particular from the classes of Plasmodiophoromycetes, Peronosporomycetes (syn. Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, and Deuteromycetes (syn. Fungi imperfecti). They can be used in crop protection as foliar fungicides, fungicides for seed dressing, and soil fungicides.
  • the compounds I and the compositions thereof are preferably useful in the control of phytopathogenic fungi on various cultivated plants, such as cereals, e.g. wheat, rye, barley, triticale, oats, or rice; beet, e.g. sugar beet or fodder beet; fruits, e.g. pomes (apples, pears, etc.), stone fruits (e.g. plums, peaches, almonds, cherries), or soft fruits, also called berries (strawberries, raspberries, blackberries, gooseberries, etc.); leguminous plants, e.g. lentils, peas, alfalfa, or soybeans; oil plants, e.g.
  • cereals e.g. wheat, rye, barley, triticale, oats, or rice
  • beet e.g. sugar beet or fodder beet
  • fruits e.g. pomes (apples, pears, etc.), stone fruits (e.
  • oilseed rape mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts, or soybeans; cucurbits, e.g. squashes, cucumber, or melons; fiber plants, e.g. cotton, flax, hemp, or jute; citrus fruits, e.g. oranges, lemons, grapefruits, or mandarins; vegetables, e.g. spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits, or paprika; lauraceous plants, e.g. avocados, cinnamon, or camphor; energy and raw material plants, e.g.
  • cucurbits e.g. squashes, cucumber, or melons
  • fiber plants e.g. cotton, flax, hemp, or jute
  • citrus fruits e.g. oranges, lemons, grapefruits, or mandarins
  • vegetables e.g. spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes,
  • corn, soybean, oilseed rape, sugar cane, or oil palm corn; tobacco; nuts; coffee; tea; bananas; vines (table grapes and grape juice grape vines); hop; turf; sweet leaf (also called Stevia); natural rubber plants; or ornamental and forestry plants, e.g. flowers, shrubs, broad-leaved trees, or evergreens (conifers, eucalypts, etc.); on the plant propagation material, such as seeds; and on the crop material of these plants.
  • compounds I and compositions thereof, respectively are used for controlling fungi on field crops, such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, oilseed rape, legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
  • field crops such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, oilseed rape, legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
  • plant propagation material is to be understood to denote all the generative parts of the plant, such as seeds; and vegetative plant materials, such as cuttings and tubers (e.g. potatoes), which can be used for the multiplication of the plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants; including seedlings and young plants to be transplanted after germination or after emergence from soil.
  • treatment of plant propagation materials with compounds I and compositions thereof, respectively, is used for controlling fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.
  • all of the above cultivated plants are understood to comprise all species, subspecies, variants, varieties and/or hybrids which belong to the respective cultivated plants, including but not limited to winter and spring varieties, in particular in cereals such as wheat and barley, as well as oilseed rape, e.g. winter wheat, spring wheat, winter barley etc.
  • Corn is also known as Indian corn or maize (Zea mays) which comprises all kinds of corn such as field corn and sweet corn.
  • all maize or corn subspecies and/or varieties are comprised, in particular flour corn (Zea mays var. amylacea), popcorn (Zea mays var. evert a), dent corn (Zea mays var. indentata), flint corn (Zea mays var. indurata), sweet corn (Zea mays var. saccharata and var. rugosa), waxy corn (Zea mays var. ceratina), amylomaize (high amylose Zea mays varieties), pod corn or wild maize (Zea mays var. tunicata) and striped maize (Zea mays var. japonica).
  • soybean cultivars are classifiable into indeterminate and determinate growth habit, whereas Glycine soja, the wild progenitor of soybean, is indeterminate (PNAS 2010, 107 (19) 8563-8568).
  • the indeterminate growth habit (Maturity Group, MG 00 to MG 4.9) is characterized by a continuation of vegetative growth after flowering begins whereas determinate soybean varieties (MG 5 to MG 8) characteristically have finished most of their vegetative growth when flowering begins.
  • all soybean cultivars or varieties are comprised, in particular indeterminate and determinate cultivars or varieties.
  • cultivagenesis includes random mutagenesis using X-rays or mutagenic chemicals, but also targeted mutagenesis to create mutations at a specific locus of a plant genome.
  • Targeted mutagenesis frequently uses oligonucleotides or proteins like CRISPR/Cas, zinc-finger nucleases, TALENs or meganucleases.
  • Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which under natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination.
  • one or more genes are integrated into the genome of a plant to add a trait or improve or modify a trait. These integrated genes are also referred to as transgenes, while plant comprising such transgenes are referred to as transgenic plants.
  • the process of plant transformation usually produces several transformation events, wich differ in the genomic locus in which a transgene has been integrated. Plants comprising a specific transgene on a specific genomic locus are usually described as comprising a specific “event”, which is referred to by a specific event name. Traits which have been introduced in plants or have been modified include herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions, like drought. Herbicide tolerance has been created by using mutagenesis and genetic engineering.
  • Plants which have been rendered tolerant to acetolactate synthase (ALS) inhibitor herbicides by mutagenesis and breeding are e.g. available under the name Clearfield®.
  • HPPD 4-hydroxyphenyl pyruvate dioxygenase
  • Transgenes to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621 , goxv247; for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 , aad-12; for tolerance to dicamba: dmo; for tolerance to oxynil herbicies: bxn; for tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA; for tolerance to ALS inhibitors: csr1-2; and for tolerance to HPPD inhibitors: hppdPF, W336, avhppd-03.
  • Transgenic corn events comprising herbicide tolerance genes include, but are not limited to, DAS40278, MON801 , MON802, MON809, MON810, MON832, MON87411 , MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHGOJG, HCEM485, VCO-01981-5, 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275.
  • Transgenic soybean events comprising herbicide tolerance genes include, but are not limited to, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHT0H2, W62, W98, FG72 and CV127.
  • Transgenic cotton events comprising herbicide tolerance genes include, but are not limited to, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3 and T304-40.
  • Transgenic canola events comprising herbicide tolerance genes are for example, but not excluding others, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1 , MS8, PHY14, PHY23, PHY35, PHY36, RF1 , RF2 and RF3.
  • Transgenes to provide insect resistance preferably are toxin genes of Bacillus spp. and synthetic variants thereof, like cry1A, crylAb, cry1Ab-Ac, crylAc, cry1A.1O5, cry1 F, cry1 Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1 , cry34Ab1 , cry35Ab1 , cry9C, vip3A(a), vip3Aa20.
  • transgenes of plant origin such as genes coding for protease inhibitors, like CpTI and pinll, can be used.
  • a further approach uses transgenes such as dvsnf7 to produce double-stranded RNA in plants.
  • Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA include, but are not limited to, Bt10, Bt11 , Bt176, MON801 , MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351 , MIR162, DBT418 and MZIR098.
  • Transgenic soybean events comprising genes for insecticidal proteins include, but are not limited to, MON87701 , MON87751 and DAS-81419.
  • Transgenic cotton events comprising genes for insecticidal proteins include, but are not limited to, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Eventl, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281- 24-236, 3006-210-23, GHB119 and SGK321.
  • Cultivated plants with increased yield have been created by using the transgene athb17 (e.g. corn event MON87403), or bbx32 (e.g. soybean event MON87712).
  • athb17 e.g. corn event MON87403
  • bbx32 e.g. soybean event MON87712
  • Cultivated plants comprising a modified oil content have been created by using the transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A and fatb1-A (e.g. soybean events 260-05, MON87705 and MON87769).
  • Preferred combinations of traits are combinations of herbicide tolerance traits to different groups of herbicides, combinations of insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, combinations of herbicide tolerance with one or several types of insect resistance, combinations of herbicide tolerance with increased yield as well as combinations of herbicide tolerance and tolerance to abiotic conditions. Plants comprising singular or stacked traits as well as the genes and events providing these traits are well known in the art.
  • effects which are specific to a cultivated plant comprising a certain transgene or event may result in effects which are specific to a cultivated plant comprising a certain transgene or event. These effects might involve changes in growth behavior or changed resistance to biotic or abiotic stress factors. Such effects may in particular comprise enhanced yield, enhanced resistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or viroid pathogens as well as early vigour, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content.
  • the compounds I and compositions thereof, respectively, are particularly suitable for controlling the following causal agents of plant diseases:
  • Albugo spp. white rust on ornamentals, vegetables (e.g. A. Candida) and sunflowers (e.g. A. tragopogonis) Alternaria spp. (Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porri), oilseed rape (A. brassicicola or brassicae), sugar beets (A. tenuis), fruits (e.g. A. grandis), rice, soybeans, potatoes and tomatoes (e.g. A. solani, A. grandis or A. alternata), tomatoes (e.g. A. solani or A. alternata) and wheat (e.g. A. triticina)', Aphanomyces spp.
  • vegetables e.g. A. Candida
  • sunflowers e.g. A. tragopogonis
  • Alternaria spp. Alternaria leaf spot
  • vegetables e.g. A. dauci or A. porri
  • oilseed rape A.
  • Ascochyta spp. on cereals and vegetables e.g. A. tritici (anthracnose) on wheat and A. hordei on barley; Aureobasidium zeae (syn. Kapatiella zeae) on corn; Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e.g. Southern leaf blight (D. maydis) or Northern leaf blight (8. zeicola) on corn, e.g. spot blotch (B. sorokiniana) on cereals and e.g. 8.
  • C. ulmi Dutch elm disease
  • Cercospora spp. Cercospora leaf spots
  • corn e.g. Gray leaf spot: C. zeae-maydis
  • sugar beets e.g. C. beticola
  • sugar cane vegetables
  • coffee e.g. C. sojina or C. kikuchii
  • Cladobotryum syn. Dactylium
  • mycophilum (formerly Dactylium dendroides, teleomorph: Nectria albertinii, Nectria rosella syn. Hypomyces rosellus) on mushrooms; Cladosporium spp. on tomatoes (e.g. C. fulvunr. leaf mold) and cereals, e.g. C. herbarum (black ear) on wheat; Claviceps purpurea (ergot) on cereals; Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum), cereals (e.g. C. sativus, anamorph: B. sorokiniana) and rice (e.g. C.
  • Corticium spp. e.g. C. sasakii (sheath blight) on rice; Corynespora cassiicola (leaf spots) on soybeans, cotton and ornamentals; Cycloconium spp., e.g. C. oleaginum on olive trees; Cylindrocarpon spp. (e.g. fruit tree canker or young vine decline, teleomorph: Nectria or Neonectria spp.) on fruit trees, vines (e.g. C.
  • liriodendri Neonectria liriodendrr. Black Foot Disease) and ornamentals; Dematophora (teleomorph: Rosellinia) necatrix (root and stem rot) on soybeans; Diaporthe spp., e.g. D. phaseolorum (damping off) on soybeans; Drechslera (syn.
  • Helminthosporium, teleomorph Pyrenophora
  • Eutypa lata Eutypa canker or dieback, anamorph: Cytosporina lata, syn. Libertella blepharis) on fruit trees, vines and ornamental woods; Exserohilum (syn. Helminthosporium) spp. on corn (e.g. E. turcicum)', Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot) on various plants, such as F. graminearum or F. culmorum (root rot, scab or head blight) on cereals (e.g. wheat or barley), F. oxysporum on tomatoes, F. solani (f.
  • Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals (e.g. wheat or barley); Microsphaera diffusa (powdery mildew) on soybeans; Monilinia spp., e.g. M. laxa, M. fructicola and M. fructigena (syn. Monilia spp.: bloom and twig blight, brown rot) on stone fruits and other rosaceous plants; Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e.g. M. graminicola (anamorph: Zymoseptoria tritici formerly Septoria triticr'.
  • M. graminicola anamorph: Zymoseptoria tritici formerly Septoria triticr'.
  • Septoria blotch on wheat or M. fijiensis (syn. Pseudocercospora fijiensis’. black Sigatoka disease) and M. musicola on bananas, M. arachidicola (syn. M. arachidis or Cercospora arachidis), M. berkeleyi on peanuts, M. pisi on peas and M. brassiciola on brassicas; Peronospora spp. (downy mildew) on cabbage (e.g. P. brassicae), oilseed rape (e.g. P. parasitica), onions (e.g. P. destructor), tobacco (P. tabacina) and soybeans (e.g. P. P.
  • Phyllostica zeae on corn; Phomopsis spp. on sunflowers, vines (e.g. P. viticola'. can and leaf spot) and soybeans (e.g. stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum Physoderma maydis (brown spots) on corn; Phytophthora spp. (wilt, root, leaf, fruit and stem root) on various plants, such as paprika and cucurbits (e.g. P. capsici), soybeans (e.g. P. megasperma, syn. P. sojae), potatoes and tomatoes (e.g. P. infest ans'.
  • P. capsici e.g. P. capsici
  • soybeans e.g. P. megasperma, syn. P. sojae
  • potatoes and tomatoes e.g. P. infest ans'.
  • Plasmodiophora brassicae club root
  • Plasmopara spp. e.g. P. viticola (grapevine downy mildew) on vines and P. halstedii on sunflowers
  • Podosphaera spp. powdery mildew on rosaceous plants, hop, pome and soft fruits (e.g. P. leucotricha on apples) and curcurbits
  • P. xanthii Polymyxa spp. e.g.
  • Pseudopezicula tracheiphila red fire disease or .rotbrenner’, anamorph: Phialophora
  • Puccinia spp. rusts
  • P. triticina brown or leaf rust
  • P. striiformis stripe or yellow rust
  • P. hordei dwarf rust
  • P. graminis seed or black rust
  • P. recondita brown or leaf rust
  • cereals such as e.g. wheat, barley or rye
  • P. kuehnii range rust
  • Pyrenophora anamorph: Drechslera
  • tritici-repentis tan spot
  • P. teres net blotch
  • Pyricularia spp. e.g. P. oryzae (teleomorph: Magnaporthe grisea'. rice blast) on rice and P. grisea on turf and cereals
  • Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton, oilseed rape, sunflowers, soybeans, sugar beets, vegetables and various other plants (e.g. P. ultimum or P. aphanidermatum) and P. oligandrum on mushrooms
  • Ramularia spp. e.g.
  • R. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley, R. areola (teleomorph: Mycosphaerella areola) on cotton and R. beticola on sugar beets; Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and various other plants, e.g. R. solani (root and stem rot) on soybeans, R. solani (sheath blight) on rice or R.
  • Athelia rolfsii on soybeans, peanut, vegetables, corn, cereals and ornamentals; Septoria spp. on various plants, e.g. S. glycines (brown spot) on soybeans, S. tritici (syn. Zymoseptoria tritici, Septoria blotch) on wheat and S. (syn. Stagonospora) nodorum (Stagonospora blotch) on cereals; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines; Setosphaeria spp. (leaf blight) on corn (e.g.
  • nodorum (Stagonospora blotch, teleomorph: Leptosphaeria [syn. Phaeosphaeria] nodorum, syn. Septoria nodorum) on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e.g. T. deformans (leaf curl disease) on peaches and T. pruni (plum pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco, pome fruits, vegetables, soybeans and cotton, e.g. T. basicola (syn. Chalara elegans)’, Tilletia spp.
  • T. tritici syn. T. caries, wheat bunt
  • T. controversa dwarf bunt
  • Trichoderma harzianum on mushrooms’ Typhula incarnata (grey snow mold) on barley or wheat
  • Urocystis spp. e.g. U. occulta (stem smut) on rye
  • Uromyces spp. rust on vegetables, such as beans (e.g. U. appendiculatus, syn. U. phaseoli), sugar beets (e.g. U. betae or U.
  • the compounds I and compositions thereof, respectively, are particularly suitable for controlling the following causal agents of plant diseases: rusts (from order of Puccinales) on various plants, preferably rusts on soybean and cereals, more preferably selected from Phakopsora pachyrhizi and P. meibomiae causing Asian soybean rust on soy; Puccinia graminis causing stem or black rust on cereals, P. triticina (syn. P. recondita) causing wheat brown or leaf rust, P. striiformis causing yellow or stripe rust on wheat, P. hordei causing barley leaf rust, P. sorghi causing common corn rust and P. polysora causing Southern leaf corn rust.
  • the invention also relates to a method for treating phytopathogenic rust fungi (from the order of Puccinales) comprising: treating the infected plants curatively and/or preventively the plants that are at risk of being diseased from the said phytopathogenic rust fungi, and/or applying to the said phytopathogenic fungi, with an agrochemical composition comprising at least one compound of formula I at a dose rate of 50 to 200 g per ha, more preferably in said method the plants are selected from soybean and cereals.
  • the compounds I and compositions thereof, respectively, are particularly suitable for controlling other causal agents of plant diseases that are caused by phytopathogenic fungi wherein at least a part of their population acquired the F129L mutation in the cytochrome b gene conferring resistance to Qo inhibitors: Alternaria solani, causing ealy blight on solanaceous plants (Solanaceae), Pyrenophora teres causing barley net blotch, Pyrenophora tritici-repentis causing tan spot, yellow leaf spot, yellow leaf blotch or helminthosporiosis on cereals and Rhizoctonia solani causing various plant disease such as root rot, damping off and wire stem on a variety of plants.
  • Alternaria solani causing ealy blight on solanaceous plants (Solanaceae)
  • Pyrenophora teres causing barley net blotch
  • Pyrenophora tritici-repentis causing t
  • the compounds I and compositions thereof, respectively, are particularly suitable for controlling the following causal agents of plant diseases: molds on specialty crops, soybean, oil seed rape and sunflowers (e.g. Botrytis cinerea on strawberries and vines, Sclerotinia sclerotiorum, S. minor and S. rolfsii on oil seed rape, sunflowers and soybean); Fusarium diseases on cereals (e.g. Fusarium culmorum and F. graminearum on wheat); downy mildews on specialty crops (e.g. Plasmopara viticola on vines, Phytophthora infestans on potatoes); powdery mildews on specialty crops and cereals (e.g.
  • Fungicide-resistant strains of the abovementioned phytopathgenic fungi have been reported, with strains resistant to one or more fungicides from various fungicidal mode of action classes being observed including but not limited to beta-tubulin assembly inhibitors, sterol demethylation-inhibitors (DMI), quinone-outside-inhibitors (Qol) and succinate dehydrogenase inhibitors (SDH I) by target-site mutations. Examples of mutation sites of genes encoding the such target protein in each plant disease fungus include those indicated in Table M below. Table M:
  • compounds I are particularly useful to control such fungicide-resistant strains of phytopathogenic fungi described in Table M.
  • Such strains may have one or more resistances derived from one or more mutations of one or more genes encoding target proteins of various kinds of the fungicides including but not limited to the mutations listed in Table M and/or a resistance derived from an overexpression of the target protein.
  • strains of fungi may have developed other type of resistances to fungicides some of which are called efflux type multidrug-resistant fungi.
  • efflux type multidrug resistant fungus represents a fungus showing a resistance to multiple fungicides sometimes even from various fungicidal modes oof aciton by overexpressing various kinds of membrane transporters that are present on the cell membrane, and increasing an efflux pump function in exporting the plant disease control agent that is inflowed into cells outside of the cells.
  • the membrane transporter include an ABC transporter and a MFS transporter, which are not limited thereto.
  • ABC transporter refers to an ATP-binding cassette transporter
  • MFS transporter refers to a Major Facilitator Superfamily transporter.
  • the overexpression of the membrane transporter is confirmed by usual method, for example, by measuring an amount of the membrane transporter or an amount of mRNA which corresponds to a gene encoding the membrane transporter.
  • the efflux type multidrug resistant fungus shows any resistance to a plant disease control agent as a result of the overexpression of the membrane transporter regardless of the measured amount of mRNA.
  • the measured amount of mRNA may be, for example, 5 fold, 20 fold, further 100 fold or more, relative to the mRNA amount of wild-type fungus.
  • the method of the present invention can be applied to control a plant disease that is caused by an efflux type multidrug resistant fungus.
  • the efflux type multidrug resistant fungus may have in addition one or more resistances derived from one or more mutations of one or more genes encoding target proteins of various kinds of the pfungicides including but not limited to the mutations listed in Table M and/or a resistance derived from an overexpression of the target protein.
  • compounds I are also particularly useful to control such efflux type multidrug-resistant fungi.
  • the invention also relates to a use of compounds of formula I for combating phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors.
  • the invention also relates to a method for combating phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, comprising: treating the phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors or the materials, plants, the soil or seeds that are at risk of being diseased from phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors with an effective amount of at least one compound I, or a composition comprising it thereof.
  • the term “phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors” ist be understood that at least 10% of the fungal isolates to be controlled contain a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, more preferably at least 30%, even more preferably at least 50%, and most preferably at least 75% of the fungi, in particular between 90 and 100%.
  • the method for combating phytopathogenic fungi comprises: a) identifying the phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, or the materials, plants, the soil or seeds that are at risk of being diseased from phytopathogenic fungi as defined herein, and b) treating said fungi or the materials, plants, the soil or seeds with an effective amount of at least one compound I, or a composition comprising it thereof.
  • the invention also relates to a method for combating phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, comprising: treating the phytopathogenic fungi whereof at least 10% contain a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors or the materials, plants, the soil or seeds that are at risk of being diseased from phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors with an effective amount of at least one compound I, or a composition comprising it thereof; more preferably at least 30%, even more preferably at least 50%, and most preferably at least 75% of the fungi contain a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors.
  • the mutation in the mitochondrial cytochrome b gene of the phytopathogenic fungi is G143A.
  • the mutation G143A in the cytochrome b (cytb, also referred to as cob) gene shall mean any substitution of nucleotides of codon 143 encoding “G” (glycine; e.g. GGT, GGC, GGA or GGG) that leads to a codon encoding “A” (alanine; e.g.
  • GCT for example the substitution of the second nucleotide of codon 143 ‘G’ to ‘C’ (GGT to GCT), in the cytochrome b gene resulting in a single amino acid substitution in the position 143 from G (glycine) to A (alanine) (G143A) in the cytochrome b protein (Cytb).
  • the mutation G143A in the cytochrome b gene shall be understood to be a single amino acid substitution in the position 143 from G (glycine) to A (alanine) (G143A) in the cytochrome b protein.
  • the phytopathogenic fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors are selected from the group consisting of Alternaria alternata, Blumeria graminis, Pyriculania oryzae (also known as Magnaporthe grisea), Septoria tritici (also known as Mycosphaerella graminicola), Mycosphaerella fijiensis, Venturia inaequalis, Pyrenophora teres, Pyrenophona tritici-repentis and Plasmopara viticola, in particular Septoria tritici.
  • Alternaria alternata Blumeria graminis
  • Pyriculania oryzae also known as Magnaporthe grisea
  • Septoria tritici also known as Mycosphaerella graminicola
  • Mycosphaerella fijiensis Venturia inaequalis
  • Pyrenophora teres Pyrenophona tritici-
  • the mutation in the mitochondrial cytochrome b gene of the phytopathogenic fungi is F129L.
  • the mutation F129L in the cytochrome b (cytb, also referred to as cob) gene shall mean any substitution of nucleotides of codon 129 encoding “F” (phenylalanine; e.g. TTT or TTC) that leads to a codon encoding “L” (leucine; e.g.
  • TTA, TTG, TTG, CTT, CTC, CTA or CTG for example the substitution of the first nucleotide of codon 129 ‘T’ to ‘C’ (TTT to CTT), in the cytochrome b gene resulting in a single amino acid substitution in the position 129 from F (phenylalanine) to L (leucine) (F129L) in the cytochrome b protein (Cytb).
  • the mutation F129L in the cytochrome b gene shall be understood to be a single amino acid substitution in the position 129 from F (phenylalanine) to L (leucine) (F129L) in the cytochrome b protein.
  • phytopathogenic fungi acquired the F129L mutation in the cytochrome b gene conferring resistance to Qo inhibitors, such as rusts, in particular soybean rust (Phakopsora pachyrhizi and Phakopsora meibromiae) as well as fungi from the genera Alternaria, Pyrenophora and Rhizoctonia.
  • Preferred fungal species are Alternaria solani, Phakopsora pachyrhizi, Phakopsora meibromiae, Pyrenophora teres, Pyrenophora tritici-repentis and Rhizoctonia solanr, in particular Phakopsora pachyrhizi.
  • the present invention relates to the method of protecting plants susceptible to and/or under attack by phytopathogenic fungi containing an amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors, which method comprises applying to said plants, treating plant propagation material of said plants with, and/or applying to said phytopathogenic fungi, at least one compound of formula I or a composition comprising at least one compound of formula I.
  • the method for combating phytopathogenic fungi comprises: a) identifying the phytopathogenic fungi containing an amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors, or the materials, plants, the soil or seeds that are at risk of being diseased from phytopathogenic fungi as defined herein, and b) treating said fungi or the materials, plants, the soil or plant propagation material with an effective amount of at least one compound of formula I, or a composition comprising it thereof.
  • the term “phytopathogenic fungi an amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors” is to be understood that at least 10% of the fungal isolates to be controlled contain a such F129L substitution in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors, preferably at least 30%, more preferably at least 50%, even more preferably at at least 75% of the fungi, most preferably between 90 and 100%; in particular between 95 and 100%.
  • the compounds I and compositions thereof, respectively, are also suitable for controlling harmful microorganisms in the protection of stored products or harvest, and in the protection of materials.
  • stored products or harvest is understood to denote natural substances of plant or animal origin and their processed forms for which long-term protection is desired.
  • Stored products of plant origin for example stalks, leafs, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed form, such as pre-dried, moistened, comminuted, ground, pressed or roasted, which process is also known as post-harvest treatment.
  • timber whether in the form of crude timber, such as construction timber, electricity pylons and barriers, or in the form of finished articles, such as furniture or objects made from wood.
  • Stored products of animal origin are hides, leather, furs, hairs and alike.
  • stored products is understood to denote natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and their processed forms, where application of compounds I and compositions thereof can also prevent disadvantageous effects such as decay, discoloration or mold.
  • protection of materials is to be understood to denote the protection of technical and non-living materials, such as adhesives, glues, wood, paper, paperboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fiber, or fabrics against the infestation and destruction by harmful microorganisms, such as fungi and bacteria.
  • the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.
  • the compounds I and compositions thereof, respectively, may be used for improving the health of a plant.
  • the invention also relates to a method for improving plant health by treating a plant, its propagation material, and/or the locus where the plant is growing or is to grow with an effective amount of compounds I and compositions thereof, respectively.
  • plant health is to be understood to denote a condition of the plant and/or its products which is determined by several indicators alone or in combination with each other, such as yield (e.g. increased biomass and/or increased content of valuable ingredients), plant vigor (e.g. improved plant growth and/or greener leaves (“greening effect”)), quality (e.g. improved content or composition of certain ingredients), and tolerance to abiotic and/or biotic stress.
  • yield e.g. increased biomass and/or increased content of valuable ingredients
  • plant vigor e.g. improved plant growth and/or greener leaves (“greening effect”)
  • quality e.g. improved content or composition of certain ingredients
  • tolerance to abiotic and/or biotic stress e.g. improved content or composition of certain ingredients
  • the compounds I are employed as such or in form of compositions by treating the fungi, the plants, plant propagation materials, such as seeds; soil, surfaces, materials, or rooms to be protected from fungal attack with a fungicidally effective amount of the active substances.
  • the application can be carried out both before and after the infection of the plants, plant propagation materials, such as seeds; soil, surfaces, materials or rooms by the fungi.
  • An agrochemical composition comprises a fungicidally effective amount of a compound I.
  • fungicidally effective amount denotes an amount of the composition or of the compounds I, which is sufficient for controlling harmful fungi on cultivated plants or in the protection of stored products or harvest or of materials and which does not result in a substantial damage to the treated plants, the treated stored products or harvest, or to the treated materials.
  • Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant, stored product, harvest or material, the climatic conditions and the specific compound I used.
  • Plant propagation materials may be treated with compounds I as such or a composition comprising at least one compound I prophylactically either at or before planting or transplanting.
  • the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.
  • amounts of active substance of generally from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kg of plant propagation material (preferably seeds) are required.
  • the user applies the agrochemical composition usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
  • the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
  • 20 to 2000 liters, preferably 50 to 400 liters, of the ready- to-use spray liquor are applied per hectare of agricultural useful area.
  • the compounds I and the compositions containing them may be applied in combination with, or by utilizing smart agricultural technologies, such as precision agriculture, remote and proximate imaging and image recognition, or smart agricultural site management programs.
  • Such technologies typically include models, e.g. computer programs, that support the user by considering information from a variety of sources to increase quality and yield of harvested material, reduce damage by pests including the prediction of pest pressure and smart application of crop protection products, secure environmental protection, support quick and reliable agronomic decision making, reduce usage of fertilizers and crop protection products, reduce product residues in consumables, increase spatial and temporal precision of agronomical measures, automate processes, and enable traceability of measures.
  • Commercially available systems which include agronomic models are e.g. FieldScriptsTM (The climate Corporation), XarvioTM (BASF) and AGLogicTM (John Deere).
  • Information input for these models include but is not limited to soil data, information on the plants that are currently growing or that may grow at the area of interest including crops and/or unwanted vegetation, weather information, information on the location of the area and directly derivable information thereof, information on pest pressure, information on beneficial organisms, comprising forecast, present and I or historic information of any of the aforementioned.
  • the information usable for precision agriculture may be based on input by at least one user, be accessible from external data sources and databases, or be based on sensor data.
  • Data sources typically include proximate-detection systems like soil-borne sensors and remote sensing as may be achieved by imaging with unmanned airborne vehicles like drones, or satellites.
  • Sensors may be included in an Internet-of-Things system and may be directly or indirectly connected to the processing unit, e.g. via a wireless network and/or cloud applications.
  • the information is typically taken into account by at least one processing unit and used to provide recommendations, and to generate control signals.
  • Typical technologies that are used in smart agricultural technologies include self-steering robots (such as tractors, harvesters, drones), artificial intelligence (e.g. machine learning), imaging technologies (e.g. image segmentation technologies), big data analysis, and model gene-ra-'tion, cloud computing, and machine-to-machine communication.
  • self-steering robots such as tractors, harvesters, drones
  • artificial intelligence e.g. machine learning
  • imaging technologies e.g. image segmentation technologies
  • big data analysis e.g. image segmentation technologies
  • model gene-ra-'tion e.g. image segmentation technologies
  • Precision agriculture such as precision farming is characterized by spatially and/or temporally resolved, targeted application of active ingredients like pesticides, plant-growth-regulators, ferthlizers, and/or water including the variation of application rates over the agronomic site, zone or spot application, and of the spatially and/or temporally resolved, targeted planting or seeding of desired plant propagation material to an agronomic site.
  • Precision farming typically includes the use of geo-positioning technologies like GPS for gaining information on the location and boundaries of the area of interest, the utilized application equipment, sensing equipment and recorded data, and to control the actions of farm vehicles such as spraying.
  • By combining geo-positioning data with (digital) maps it is possible to (semi)-automate agricultural measures at the site of interest, e.g. by using (semi)-autonomous spraying or seeding equipment.
  • Precision farming may typically include the application of smart spraying equipment, e.g. spot spraying, and precision spraying at a farm, e.g. by irrigation systems, tractors, robots, helicopters, airplanes, unmanned aerial vehicles, such as drones.
  • Such equipment usually includes input sensors (e.g. a camera) and a processing unit configured to analyze the input data and configured to provide a recommendation or decision based on the analysis of input data to apply the compounds I or compositions comprising them to the agronomic site, e.g. the soil, the crop plants, or to control pests in a specific and precise manner.
  • pests may be detected, identified, and/or classified from imagery acquired by a camera.
  • Such identification and/ classification can make use of image processing algorithms, which may utilize artificial intelligence (e.g. machine learning algorithms), or decision trees.
  • image processing algorithms which may utilize artificial intelligence (e.g. machine learning algorithms), or decision trees.
  • compositions e.g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
  • composition types see also “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6 th Ed. May 2008, CropLife International) are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g.
  • compositions are prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001 ; or by Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
  • the invention also relates to agrochemical compositions comprising an auxiliary and at least one compound I.
  • 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.
  • Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e.g. toluene, paraffin, tetrahydronaphthalene, and alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzyl alcohol, cyclohexanol, glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g.
  • mineral oil fractions of medium to high boiling point e.g. kerosene, diesel oil
  • oils of vegetable or animal origin oils of vegetable or animal origin
  • aliphatic, cyclic and aromatic hydrocarbons e.g. toluene, paraffin, tetrahydronaphthalene, and alkylated n
  • lactates carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. /V-methyl pyrrolidone, fatty acid dimethyl amides; and mixtures thereof.
  • Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
  • mineral earths e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide
  • polysaccharides e.g. cellulose, starch
  • fertilizers
  • Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (Int. Ed. or North American Ed.).
  • Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
  • sulfonates are alkylaryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and of alkyl naphthalenes, sulfosuccinates, or sulfosuccinamates.
  • Examples of sulfates are sulfates of fatty acids, of oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
  • Examples of phosphates are phosphate esters.
  • Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
  • Suitable nonionic surfactants are alkoxylates, /V-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
  • alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
  • Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
  • Examples of /V-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.
  • esters are fatty acid esters, glycerol esters, or monoglycerides.
  • sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters, or alkylpolyglucosides.
  • polymeric surfactants are home- or copolymers of vinyl pyrrolidone, vinyl alcohols, or vinyl acetate.
  • Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
  • Suitable amphoteric surfactants are alkylbetains and imidazolines.
  • Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide, and polypropylene oxide.
  • Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinyl amines or polyethylene amines.
  • Suitable adjuvants are compounds, which have a negligible or even no pesticidal activity themselves, and which improve the biological performance of the compound I on the target.
  • examples are surfactants, mineral or vegetable oils, and other auxiliaries, e.g. as listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
  • Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethyl cellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
  • Suitable bactericides are bronopol and isothiazolinone derivatives, such as alkylisothiazolinones and benzisothiazo- linones.
  • Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea, and glycerin.
  • Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
  • Suitable colorants e.g. in red, blue, or green
  • Suitable colorants are pigments of low water solubility and water-soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).
  • Suitable tackifiers or binders are polyvinyl pyrrolidones, polyvinyl acetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxe
  • the agrochemical compositions generally comprise between 0.01 and 95 %, preferably between 0.1 and 90 %, more preferably between 1 and 70 %, and in particular between 10 and 60 %, by weight of active substances (e.g. at least one compound I).
  • the agrochemical compositions generally comprise between 5 and 99.9 %, preferably between 10 and 99.9 %, more preferably between 30 and 99 %, and in particular between 40 and 90 %, by weight of at least one auxiliary.
  • the active substances (e.g. compounds I) are employed in a purity of from 90 % to 100 %, preferably from 95-% to 100 % (according to NMR spectrum).
  • compositions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60 % by weight, preferably from 0.1 to 40 %, in the ready-to-use preparations. Application can be carried out before or during sowing.
  • Methods for applying compound I and compositions thereof, respectively, onto plant propagation material, especially seeds include dressing, coating, pelleting, dusting, soaking, as well as in-furrow application methods.
  • compound I or the compositions thereof, respectively are applied on to the plant propagation material by a method such that germination is not induced, e.g. by seed dressing, pelleting, coating, and dusting.
  • oils, wetters, adjuvants, fertilizers, or micronutrients, and further pesticides may be added to the compounds I or the compositions thereof as premix, or, not until immediately prior to use (tank mix).
  • pesticides e.g. fungicides, growth regulators, herbicides, insecticides, safeners
  • These agents can be admixed with the compositions according to the invention in a weight ratio of 1 : 100 to 100: 1 , preferably 1 : 10 to 10: 1.
  • a pesticide is generally a chemical or biological agent (such as pestidal active ingredient, compound, composition, virus, bacterium, antimicrobial, or disinfectant) that through its effect deters, incapacitates, kills or otherwise discourages pests.
  • Target pests can include insects, plant pathogens, weeds, mollusks, birds, mammals, fish, nematodes (roundworms), and microbes that destroy property, cause nuisance, spread disease or are vectors for disease.
  • pesticide includes also plant growth regulators that alter the expected growth, flowering, or reproduction rate of plants; defoliants that cause leaves or other foliage to drop from a plant, usually to facilitate harvest; desiccants that promote drying of living tissues, such as unwanted plant tops; plant activators that activate plant physiology for defense of against certain pests; safeners that reduce unwanted herbicidal action of pesticides on crop plants; and plant growth promoters that affect plant physiology e.g. to increase plant growth, biomass, yield or any other quality parameter of the harvestable goods of a crop plant.
  • Biopesticides have been defined as a form of pesticides based on microorganisms (bacteria, fungi, viruses, nematodes, etc.) or natural products (compounds, such as metabolites, proteins, or extracts from biological or other natural sources) (U.S. Environmental Protection Agency: http://www.epa.gov/pesticides/biopesticides/). Biopesticides fall into two major classes, microbial and biochemical pesticides:
  • Microbial pesticides consist of bacteria, fungi or viruses (and often include the metabolites that bacteria and fungi produce). Entomopathogenic nematodes are also classified as microbial pesticides, even though they are multi-cellular.
  • Biochemical pesticides are naturally occurring substances that control pests or provide other crop protection uses as defined below, but are relatively non-toxic to mammals.
  • Inhibitors of complex III at Q 0 site azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxy- strobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)- 2-meth
  • respiration inhibitors diflumetorim (A.4.1); nitrophenyl derivates: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometal compounds: fentin salts, e.g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.11); silthiofam (A.4.12);
  • - C14 demethylase inhibitors triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromu- conazole (B.1.3), cyproconazole (B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), diniconazole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusilazole (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole (B.1.19), paclobutrazole (B.1.20), penconazole (B.1.21), propiconazole (B
  • benalaxyl (C.1.1), benalaxyl-M (C.1.2), kiralaxyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (C.1.7);
  • nucleic acid synthesis inhibitors hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin- 4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro- 2-(4-chlorophenylmethoxy)pyrimidin-4 amine (C.2.8);
  • tubulin inhibitors benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), pyridachlometyl (D.1.6), / ⁇ /-ethyl-2-[(3-ethynyl-8-methyl- 6-quinolyl)oxy]butanamide (D.1.8), /V-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methyl- sulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/ ⁇ /-(2-fluoroethyl)butan- amide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/ ⁇ /-(2-fluoroethyl)-2-methoxy-acet
  • diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), metrafenone (D.2.6), pyriofenone (D.2.7), phenamacril (D.2.8);
  • cyprodinil E.1.1
  • mepanipyrim E.1.2
  • pyrimethanil E.1.3
  • blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hydro- chloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.6);
  • fluoroimid F.1.1
  • iprodione F.1.2
  • procymidone F.1.3
  • vinclozolin F.1.4
  • fludioxonil F.1.5
  • quinoxyfen F.2.1
  • edifenphos G.1.1
  • iprobenfos G.1.2
  • pyrazophos G.1.3
  • isoprothiolane G.1.4
  • dicloran G.2.1
  • quintozene G.2.2
  • tecnazene G.2.3
  • tolclofos-methyl G.2.4
  • biphenyl G.2.5
  • chloroneb G.2.6
  • etridiazole G.2.7
  • zinc thiazole G.2.8
  • dimethomorph G.3.1
  • flumorph G.3.2
  • mandipropamid G.3.3
  • pyrimorph G.3.4
  • benthiavalicarb G.3.5
  • iprovalicarb G.3.6
  • valifenalate G.3.7
  • propamocarb (G.4.1);
  • oxathiapiprolin G.5.1
  • fluoxapiprolin G.5.3
  • 4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-/ ⁇ /-tetralin-1-yl-pyridine- 2-carboxamide G.5.4
  • 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1 -yl]acetyl]-4-piperidyl]-/ ⁇ /-te- tralin-1-yl-pyridine-2-carboxamide G.5.5
  • 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyr- azol-1-yl]acetyl]-4-piperidyl]-/ ⁇ /-tetralin-1-yl-pyridine-2-carboxamide G.5.6
  • ferbam H.2.1
  • mancozeb H.2.2
  • maneb H.2.3
  • metam H.2.4
  • metiram H.2.5
  • propineb H.2.6
  • thiram H.2.7
  • zineb H.2.8
  • ziram H.2.9
  • organochlorine compounds anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);
  • guanidine H.4.1
  • dodine H.4.2
  • dodine free base H.4.3
  • guazatine H.4.4
  • guazatine- acetate H.4.5
  • iminoctadine H.4.6
  • iminoctadine-triacetate H.4.7
  • iminoctadine-tris(albesilate) H.4.8
  • dithianon H.4.9
  • 2,6-dimethyl-1/7,5/7-[1 ,4]di- thiino[2,3-c:5,6-c']dipyrrole-1 ,3,5,7(2/7,6/-/)-tetraone H.4.10
  • H.4.10 2,6-dimethyl-1/7,5/7-[1 ,4]di- thiino[2,3-c:5,6-c']dipyrrole-1 ,3,5,7(2/7,6/-/)-tetraone
  • - melanin synthesis inhibitors pyroquilon (1.2.1), tricyclazole (1.2.2), carpropamid (1.2.3), dicyclomet (1.2.4), fenoxanil (1.2.5);
  • Microbial pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. amyloliquefaciens ssp. plantarum (also referred to as B. velezensis), B. megaterium, B. mojavensis, B. mycoides, B. pumilus, B. simplex, B. solisalsi, B. subtilis, B. subtilis var. amyloliquefaciens, B.
  • violaceusniger Talaromyces flavus, Tricho- derma asperelloides, T. asperellum, T. atroviride, T. fertile, T. gamsii, T. harmatum, T. harzianum, T. polysporum, T. stromaticum, T. virens, T. viride, Typhula phacorrhiza, Ulocladium oudemansii, Verticillium dahlia, zucchini yellow mosaic virus (avirulent strain);
  • Biochemical pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity harpin protein, Reynoutria sachalinensis extract;
  • Microbial pesticides with insecticidal, acaricidal, molluscidal and/or nematicidal activity Agrobacterium radiobacter, Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp. tene- brionis, Beauveria bassiana, B.
  • Agrobacterium radiobacter Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp.
  • brongniartii Burkholderia spp., Chromobacterium sub- tsugae, Cydia pomonella granulovirus (CpGV), Cryptophlebia leucotreta granulovirus (CrleGV), Flavobacterium spp., Helicoverpa armigera nucleopolyhedrovirus (HearNPV), Helicoverpa zea nucleopolyhedrovirus (HzNPV), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV), Heterorhabditis bacteriophora, Isaria fumoso- rosea, Lecanicillium longisporum, L.
  • HearNPV Helicoverpa armigera nucleopolyhedrovirus
  • HzNPV Helicoverpa zea nucleopolyhedrovirus
  • HzSNPV Helicoverpa zea single capsid nucleo
  • Microbial pesticides with plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity Azospirillum amazonense, A. brasiiense, A. lipoferum, A. irakense, A. halopraeferens, Bradyrhizobium spp., B. elkanii, B. japoni- cum, B. liaoningense, B. lupini, Delftia acidovorans, Glomus intraradices, Mesorhizo- bium spp., Rhizobium leguminosarum bv. phaseoli, R. I. bv. trifolii, R. I. bv. viciae, R. tropici, Sinorhizobium melilotr,
  • Acetylcholine esterase (AChE) inhibitors aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate; acephate, aza- methiphos, azinphos-ethyl, azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanopho
  • GABA-gated chloride channel antagonists endosulfan, chlordane; ethiprole, fipronil, flufiprole, pyrafluprole, pyriprole;
  • Sodium channel modulators acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioallethrin S-cylclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cyper- methrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, f
  • Nicotinic acetylcholine receptor (nAChR) agonists acetamiprid, clothianidin, cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam; 4,5-dihydro-/V-nitro-
  • 2-pentylidenehydrazinecarboximidamide 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro- 5-propoxy-1 ,2,3,5,6,7-hexahydroimidazo[1 ,2-a]pyridine; nicotine; sulfoxaflor, flupyradifurone, triflumezopyrim, fenmezoditiaz;
  • Nicotinic acetylcholine receptor allosteric activators spinosad, spinetoram;
  • Chloride channel activators abamectin, emamectin benzoate, ivermectin, lepimectin, milbemectin;
  • Juvenile hormone mimics hydroprene, kinoprene, methoprene; fenoxycarb, pyriproxyfen;
  • miscellaneous non-specific (multi-site) inhibitors methyl bromide and other alkyl halides; chloropicrin, sulfuryl fluoride, borax, tartar emetic;
  • Mite growth inhibitors clofentezine, hexythiazox, diflovidazin; etoxazole;
  • Microbial disruptors of insect midgut membranes Bacillus thuringiensis, B. sphaericus and the insecticdal proteins they produce: Bacillus thuringiensis subsp. israelensis, B. sphaericus, B. thuringiensis subsp. aizawai, B. thuringiensis subsp. kurstaki, B. thuringiensis subsp. tenebrionis, the Bt crop proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1;
  • Inhibitors of mitochondrial ATP synthase diafenthiuron; azocyclotin, cyhexatin, fenbutatin oxide, propargite, tetradifon;
  • Nicotinic acetylcholine receptor (nAChR) channel blockers bensultap, cartap hydrochloride, thiocyclam, thiosultap sodium;
  • Inhibitors of the chitin biosynthesis type 0 bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron;
  • Ecdyson receptor agonists methoxyfenozide, tebufenozide, halofenozide, fufenozide, chromafenozide;
  • Octopamin receptor agonists amitraz
  • Mitochondrial complex III electron transport inhibitors hydramethylnon, acequinocyl, fluacrypyrim, bifenazate;
  • Mitochondrial complex I electron transport inhibitors fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, tolfenpyrad; rotenone;
  • Inhibitors of the of acetyl CoA carboxylase spirodiclofen, spiromesifen, spirotetramat, spiropidion, spirobudiclofen, 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1 ,4-dioxa-9- azadispiro[4.2.4.2]tetradec-11-en-10-one, spidoxamat;
  • Mitochondrial complex IV electron transport inhibitors aluminium phosphide, calcium phosphide, phosphine, zinc phosphide, cyanide;
  • Mitochondrial complex II electron transport inhibitors cyenopyrafen, cyflumetofen, cyetpyrafen;
  • insecticidal compounds of unknown or uncertain mode of action afido-'pyro-'pen, afoxolaner, azadirachtin, amidoflumet, ben-zoximate, bromopropylate, chino _, methionat, cryolite, cyproflanilid, dicloromezotiaz, dicofol, dimpropyridaz, flufenerim, flometoquin, flu- ensulfone, fluhexafon, fluopyram, fluralaner, metaldehyde, metoxadiazone, piperonyl butox- ide, pyflubumide, pyridalyl, tioxazafen, 11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1 ,4-di- oxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one, 3-
  • component 2 The active substances referred to as component 2, their preparation and their activity e.g. against harmful fungi is known (cf.: https://pesticidecompendium.bcpc.org/); these substances are commercially available.
  • IIIPAC nomenclature, their preparation and their pesticidal activity are also known (cf. Can. J. Plant Sci.
  • WO 05/123690 WO 05/63721 ; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624, WO 10/139271 , WO 11/028657, WO 12/168188, WO 07/006670, WO 11/77514; WO 13/047749, WO 10/069882, WO 13/047441 , WO 03/16303, WO 09/90181 , WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/24010, WO 13/047441 , WO 13/162072, WO 13/092224, WO 11/135833, CN 1907024, CN 1456054, CN 103387541 , CN 1309897, WO 12/84812, CN 1907024,
  • At least one of the compounds of the abovementioned list of pesticides II are preferably mixed with at least one of the compounds I which are explicitely disclosed herein e.g. in the Tables such as compounds I.1-A-1 to 1.1-A-937, compounds I.2-A-1 to I.2-A-937, compounds I.3-A-1 to I.3-A-937 and example compounds 1 to 464.
  • the solid material (dry matter) of the biopesticides (with the exception of oils such as Neem oil) are considered as active components (e.g. to be obtained after drying or evaporation of the extraction or suspension medium in case of liquid formulations of the microbial pesticides).
  • the weight ratios and percentages used for a biological extract such as Quillay extract are based on the total weight of the dry content (solid material) of the respective extract(s).
  • the total weight ratios of compositions comprising at least one microbial pesticide in the form of viable microbial cells including dormant forms can be determined using the amount of CFU of the respective microorganism to calculate the total weight of the respective active component with the following equation that 1 x 10 10 CFU equals one gram of total weight of the respective active component.
  • Colony forming unit is measure of viable microbial cells.
  • CFU may also be understood as the number of (juvenile) individual nematodes in case of nematode biopesticides, such as Steinernema feltiae.
  • the weight ratio of the component 1) and the component 2) generally depends from the properties of the components used, usually it is in the range of from 1 :10,000 to 10,000:1 , often from 1 :100 to 100:1 , regularly from 1 :50 to 50:1 , preferably from 1 :20 to 20:1 , more preferably from 1 : 10 to 10:1 , even more preferably from 1 :4 to 4: 1 and in particular from 1 :2 to 2:1.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 1000:1 to 1 :1 , often from 100: 1 to 1 :1 , regularly from 50:1 to 1 :1 , preferably from 20:1 to 1 :1 , more preferably from 10:1 to 1 :1 , even more preferably from 4:1 to 1 :1 and in particular from 2:1 to 1 :1.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 20,000:1 to 1 :10, often from 10,000:1 to 1 :1 , regularly from 5,000:1 to 5:1 , preferably from 5,000:1 to 10:1 , more preferably from 2,000:1 to 30:1 , even more preferably from 2,000:1 to 100:1 and in particular from 1 ,000:1 to 100:1.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 1 :1 to 1 :1000, often from 1 :1 to 1 :100, regularly from 1 :1 to 1 :50, preferably from 1 :1 to 1 :20, more preferably from 1 :1 to 1 :10, even more preferably from 1 :1 to 1 :4 and in particular from 1 :1 to 1 :2.
  • the weight ratio of the component 1) and the component 2) usually is in the range of from 10:1 to 1 :20,000, often from 1 :1 to 1 :10,000, regularly from 1 :5 to 1 :5,000, preferably from 1 :10 to 1 :5,000, more preferably from 1 :30 to 1 :2,000, even more preferably from 1 :100 to 1 :2,000 to and in particular from 1 :100 to 1 :1 ,000.
  • the weight ratio of component 1) and component 2) depends from the properties of the active substances used, usually it is in the range of from 1 :100 to 100:1 , regularly from 1 :50 to 50:1 , preferably from 1 :20 to 20:1 , more preferably from 1 :10 to 10:1 and in particular from 1 :4 to 4:1 , and the weight ratio of component 1) and component 3) usually it is in the range of from 1 :100 to 100:1 , regularly from 1 :50 to 50:1 , preferably from 1 :20 to 20:1 , more preferably from 1 :10 to 10:1 and in particular from 1 :4 to 4:1. Any further active components are, if desired, added in a ratio of from 20:1 to 1 :20 to the component 1). These ratios are also suitable for mixtures applied by seed treatment.
  • the application rates range from 1 x 10 6 to 5 x 10 16 (or more) CFU/ha, preferably from 1 x 10 8 to 1 x 10 13 CFU/ha, and even more preferably from 1 x 10 9 to 5 x 10 15 CFU/ha and in particular from 1 x 10 12 to 5 x 10 14 CFU/ha.
  • the application rates regularly range from 1 x 10 5 to 1 x 10 12 (or more), preferably from 1 x 10 8 to 1 x 10 11 , more preferably from 5 x 10 8 to 1 x 10 10 individuals (e.g. in the form of eggs, juvenile or any other live stages, preferably in an infetive juvenile stage) per ha.
  • the application rates generally range from 1 x 10 6 to 1 x 10 12 (or more) CFU/seed, preferably from 1 x 10 6 to 1 x 10 9 CFU/seed. Furthermore, the application rates with respect to seed treatment generally range from 1 x 10 7 to 1 x 10 14 (or more) CFU per 100 kg of seed, preferably from 1 x 10 9 to 1 x 10 12 CFU per 100 kg of seed.
  • mixtures comprising as component 2) at least one active substance selected from inhibitors of complex III at Q o site in group A), more preferably selected from compounds (A.1.1), (A.1.4), (A.1.8), (A.1.9), (A.1.10), (A.1.12), (A.1.13), (A.1.14), (A.1.17), (A.1.21), (A.1.25), (A.1.34) and (A.1.35); particularly selected from (A.1.1), (A.1.4), (A.1.8), (A.1.9), (A.1.13), (A.1.14), (A.1.17), (A.1.25), (A.1.34) and (A.1.35).
  • mixtures comprising as component 2) at least one active substance selected from inhibitors of complex III at Qi site in group A), more preferably selected from compounds (A.2.1), (A.2.3), (A.2.4) and (A.2.6); particularly selected from (A.2.3), (A.2.4) and (A.2.6).
  • mixtures comprising as component 2) at least one active substance selected from inhibitors of complex II in group A), more preferably selected from compounds (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.9), (A.3.11), (A.3.12), (A.3.15), (A.3.16), (A.3.17), (A.3.18), (A.3.19), (A.3.20), (A.3.21), (A.3.22), (A.3.23), (A.3.24), (A.3.28), (A.3.31), (A.3.32), (A.3.33), (A.3.34), (A.3.35), (A.3.36), (A.3.37), (A.3.38) and (A.3.39); particularly selected from (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.9), (A.3.12), (A.3.15), (A.3.17), (A.3.19), (A.3.22), (A.3.23)
  • mixtures comprising as component 2) at least one active substance selected from other respiration inhibitors in group A), more preferably selected from compounds (A.4.5) and (A.4.11); in particular (A.4.11).
  • mixtures comprising as component 2) at least one active substance selected from C14 demethylase inhibitors in group B), more preferably selected from compounds (B.1.4), (B.1.5), (B.1.8), (B.1.10), (B.1.11), (B.1.12), (B.1.13), (B.1.17), (B.1.18), (B.1.21), (B.1.22), (B.1.23), (B.1.25), (B.1.26), (B.1.29), (B.1.33), (B.1.34), (B.1.37), (B.1.38), (B.1.43), (B.1.46), (B.1.53), (B.1.54) and (B.1.55); particularly selected from (B.1.5), (B.1.8), (B.1.10), (B.1.17), (B.1.22), (B.1.23), (B.1.25), (B.1.33), (B.1.34), (B.1.37), (B.1.38), (B.1.43) and (B.1.43) and (
  • mixtures comprising as component 2) at least one active substance selected from Delta 14-reductase inhibitors in group B), more preferably selected from compounds (B.2.4), (B.2.5), (B.2.6) and (B.2.8); in particular (B.2.4).
  • mixtures comprising as component 2) at least one active substance selected from phenylamides and acyl amino acid fungicides in group C), more preferably selected from compounds (C.1.1), (C.1.2), (C.1.4) and (C.1.5); particularly selected from (C.1.1) and (C.1.4).
  • mixtures comprising as component 2) at least one active substance selected from other nucleic acid synthesis inhibitors in group C), more preferably selected from compounds (C.2.6), (C.2.7) and (C.2.8).
  • mixtures comprising as component 2) at least one active substance selected from group D), more preferably selected from compounds (D.1.1), (D.1.2), (D.1.5), (D.2.4) and (D.2.6); particularly selected from (D.1.2), (D.1.5) and (D.2.6).
  • mixtures comprising as component 2) at least one active substance selected from group E), more preferably selected from compounds (E.1.1), (E.1.3), (E.2.2) and (E.2.3); in particular (E.1.3).
  • mixtures comprising as component 2) at least one active substance selected from group F), more preferably selected from compounds (F.1.2), (F.1.4) and (F.1.5).
  • mixtures comprising as component 2) at least one active substance selected from group G), more preferably selected from compounds (G.3.1), (G.3.3), (G.3.6), (G.5.1), (G.5.3), (G.5.4), (G.5.5), G.5.6), G.5.7), (G.5.8), (G.5.9), (G.5.10) and (G.5.11); particularly selected from (G.3.1), (G.5.1) and (G.5.3).
  • active substance selected from group G more preferably selected from compounds (G.3.1), (G.3.3), (G.3.6), (G.5.1), (G.5.3), (G.5.4), (G.5.5), G.5.6), G.5.7), (G.5.8), (G.5.9), (G.5.10) and (G.5.11); particularly selected from (G.3.1), (G.5.1) and (G.5.3).
  • mixtures comprising as component 2) at least one active substance selected from group H), more preferably selected from compounds (H.2.2), (H.2.3), (H.2.5), (H.2.7), (H.2.8), (H.3.2), (H.3.4), (H.3.5), (H.4.9) and (H.4.10); particularly selected from (H.2.2), (H.2.5), (H.3.2), (H.4.9) and (H.4.10).
  • mixtures comprising as component 2) at least one active substance selected from group I), more preferably selected from compounds (1.2.2) and (1.2.5).
  • mixtures comprising as component 2) at least one active substance selected from group J), more preferably selected from compounds (J.1.2), (J.1.5), (J.1.8), (J.1.11) and (J.1.12); in particular (J.1.5).
  • mixtures comprising as component 2) at least one active substance selected from group K), more preferably selected from compounds (K.1.41), (K.1.42), (K.1.44), (K.1.47), (K.1.57), (K.1.58) and (K.1.59); particularly selected from (K.1.41), (K.1.44), (K.1.47), (K.1.57), (K.1.58) and (K.1.59).
  • any of the abovmeenetioned mixtures comprises as component 1) preferably a compound I which is explicitely disclosed herein e.g. in the Tables, even more preferably selected from the list of compounds I.1-A-1 to I.1-A-937; compounds I.2-A-1 to I.2-A-937, compounds I.3-A-1 to
  • the biopesticides from group L1) and/or L2) may also have insecticidal, acaricidal, molluscidal, pheromone, nematicidal, plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity.
  • the biopesticides from group L3) and/or L4) may also have fungicidal, bactericidal, viricidal, plant defense activator, plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity.
  • the biopesticides from group L5) may also have fungicidal, bactericidal, viricidal, plant defense activator, insecticidal, acaricidal, molluscidal, pheromone and/or nematicidal activity.
  • the microbial pesticides in particular those from groups L1), L3) and L5), embrace not only the isolated, pure cultures of the respective microorganism as defined herein, but also its cell- free extract, its suspension in a whole broth culture and a metabolite-containing culture medium or a purified metabolite obtained from a whole broth culture of the microorganism.
  • CNCM 1-1582 a variant of parental strain EIP-N1 (CNCM 1-1556) isolated from soil of central plain area of Israel (WO 2009/126473, US 6,406,690; e.g. Votivo® from Bayer CropScience LP, USA), B. pumilus GHA 180 isolated from apple tree rhizosphere in Mexico (IDAC 260707-01 ; e.g. PROMIX® BX from Premier Horticulture, Quebec, Canada), B. pumilus INR-7 otherwise referred to as BU-F22 and BU-F33 isolated at least before 1993 from cucumber infested by Erwinia tracheiphila (NRRL B-50185, NRRL B-50153; US 8,445,255), 8. pumilus KFP9F isolated from the rhizosphere of grasses in South Africa at least before 2008 (NRRL B-50754;
  • WO 2014/029697 e.g. BAC-UP or FUSION-P from BASF Agricultural Specialities (Pty) Ltd., South Africa
  • B. pumilus QST 2808 was isolated from soil collected in Pohnpei, Federated States of Micronesia, in 1998 (NRRL B-30087; e.g. Sonata® or Ballad® Plus from Bayer Crop Science LP, USA), 8. simplex ABU 288 (NRRL B-50304; US 8,445,255), 8. subtilis FB17 also called UD 1022 or UD10-22 isolated from red beet roots in North America (ATCC PTA-11857; System. Appl. Microbiol.
  • t. ssp. kurstaki SB4 isolated from E. saccharina larval cadavers (NRRL B-50753; e.g. Beta Pro® from BASF Agricultural Specialities (Pty) Ltd., South Africa), B. t. ssp. tenebrionis NB-176-1 , a mutant of strain NB-125, a wild type strain isolated in 1982 from a dead pupa of the beetle Tenebrio molitor (DSM 5480; EP 585 215 B1 ; e.g. Novodor® from Valent BioSciences, Switzerland), Beauveria bassiana GHA (ATCC 74250; e.g. BotaniGard® 22WGP from Laverlam Int.
  • B. japonicum 532c isolated from Wisconsin field in U.S.A. (Nitragin 61A152; Can. J. Plant. Sci. 70, 661-666, 1990; e.g. in Rhizoflo®, Histick®, Hicoat® Super from BASF Agricultural Specialties Ltd., Canada), B. japonicum E-109 variant of strain USDA 138 (INTA E109, SEMIA 5085; Eur. J. Soil Biol. 45, 28-35, 2009; Biol. Fertil. Soils 47, 81-89, 2011); B.
  • SEMIA 5079 isolated from soil in Cerrados region, Brazil by Embrapa-Cerrados used in commercial inoculants since 1992 (CPAC 15; e.g. GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), B. japonicum SEMIA 5080 obtained under lab condtions by Embrapa-Cerrados in Brazil and used in commercial inoculants since 1992, being a natural variant of SEMIA 586 (CB1809) originally isolated in U.S.A. (CPAC 7; e.g.
  • HearNPV Helicoverpa armigera nucleopolyhedrovirus
  • HNSNPV Helicoverpa armigera nucleopolyhedrovirus
  • HzSNPV Helicoverpa zea single capsid nucleopolyhedrovirus
  • HzSNPV Helicoverpa zea nucleopolyhedrovirus ABA- NPV-U
  • Heterorhabditis bacteriophora e.g. Nemasys® G from BASF Agricultural Specialities Limited, UK
  • Isaria fumosorosea Apopka-97 isolated from mealy bug on gynura in Apopka, Florida, U.S.A. ATCC 20874; Biocontrol Science Technol. 22(7), 747-761, 2012; e.g. PFR-97TM or PreFeRal® from Certis LLC, USA
  • Metarhizium anisopliae var. anisopliae F52 also called 275 or V275 isolated from codling moth in Austria
  • DSM 3884, ATCC 90448 e.g.
  • Met52® Novozymes Biologicals BioAg Group, Canada Metschnikowia fructicola 277 isolated from grapes in the central part of Israel (US 6,994,849; NRRL Y-30752; e.g. formerly Shemer® from Agrogreen, Israel), Paecilomyces ilacinus 251 isolated from infected nematode eggs in the Philippines (AGAL 89/030550; WO1991/02051; Crop Protection 27, 352-361, 2008; e.g.
  • Paenibacillus alvei NAS6G6 isolated from the rhizosphere of grasses in South Africa at least before 2008 (WO 2014/029697; NRRL B-50755; e.g. BAC-UP from BASF Agricultural Specialities (Pty) Ltd., South Africa), Paenibacillus strains isolated from soil samples from a variety of European locations including Germany: P. epiphyticus Lu17015 (WO 2016/020371; DSM 26971), P. polymyxa ssp. plantarum Lu16774 (WO 2016/020371; DSM 26969), P. p. ssp.
  • T. fertile e.g. Trichoplus® from BASF Agricultural Specialities (Pty) Ltd., South Africa
  • T. harzianum 7-22 also called KRL-AG2 (ATCC 20847; BioControl 57, 687-696, 2012; e.g. Plantshield® from BioWorks Inc., USA or SabrExTM from Advanced Biological Marketing Inc., Van Wert, OH, USA).
  • the at least one pesticide II is selected from the groups L1) to L5):
  • Microbial pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity Aureobasidium pullulans DSM 14940 and DSM 14941 (L1.1), Bacillus amylolique- faciens AP-188 (L.1.2), B. amyloliquefaciens ssp. plantarum D747 (L.1.3), B. amylolique- faciens ssp. plantarum FZB24 (L.1.4), B. amyloliquefaciens ssp. plantarum FZB42 (L.1.5), B. amyloliquefaciens ssp. plantarum MBI600 (L.1.6), B.
  • amyloliquefaciens ssp. plantarum QST-713 (L.1.7), B. amyloliquefaciens ssp. plantarum TJ1000 (L.1.8), B. pumilus GB34 (L.1.9), B. pumilus GHA 180 (L.1.10), 8. pumilus INR-7 (L.1.11), 8. pumilus KFP9F (L.1.12), 8. pumilus QST 2808 (L.1.13), 8. simplex ABU 288 (L.1.14), 8.
  • subtilis FB17 (L.1.15), Coniothyrium minitans CON/M/91-08 (L.1.16), Metschnikowia fructicola NRRL Y-30752 (L.1.17), Paenibacillus alvei NAS6G6 (L.1.18), P. epiphyticus Lu17015 (L.1.25), P. polymyxa ssp. plantarum Lu16774 (L.1.26), P. p. ssp. plantarum strain Lu17007 (L.1.27), Penicillium bilaiae ATCC 22348 (L.1.19), P.
  • Microbial pesticides with insecticidal, acaricidal, molluscidal and/or nematicidal activity Bacillus firmus 1-1582 (L.3.1); B. thuringiensis ssp. aizawai ABTS- 1857 (L.3.2), B. t. ssp. kurstaki ABTS-351 (L.3.3), B. t. ssp. kurstaki SB4 (L.3.4), B. t. ssp. tenebrionis NB-176-1 (L.3.5), Beauveria bassiana GHA (L.3.6), B. bassiana JW-1 (L.3.7), B.
  • bassiana PPRI 5339 (L.3.8), Burkholderia sp. A396 (L.3.9), Helicoverpa armigera nucleopolyhedrovirus (HearNPV) (L.3.10), Helicoverpa zea nucleopolyhedrovirus (HzNPV) ABA-NPV-U (L.3.11), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV) (L.3.12), Heterohabditis bacteriophora (L.3.13), Isaria fumosorosea Apopka-97 (L.3.14), Metarhizium anisopliae var.
  • HearNPV Helicoverpa armigera nucleopolyhedrovirus
  • HzNPV Helicoverpa zea nucleopolyhedrovirus
  • HzSNPV Helicoverpa zea single capsid nucleopolyhedrovirus
  • anisopliae F52 (L.3.15), Paecilomyces lilacinus 251 (L.3.16), Pasteuria nishizawae Pn1 (L.3.17), Steinernema carpocapsae (L.3.18), S. feltiae (L.3.19);
  • Microbial pesticides with plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity Azospirillum brasilense Ab-V5 and Ab-V6 (L.5.1), A. brasilense Sp245 (L.5.2), Bradyrhizobium elkanii SEMIA 587 (L.5.3), B. elkanii SEMIA 5019 (L.5.4), B. japonicum 532c (L.5.5), B. japonicum E-109 (L.5.6), B. japonicum SEMIA 5079 (L.5.7), B. japonicum SEMIA 5080 (L.5.8).
  • the present invention furthermore relates to agrochemical compositions comprising a mixture of at least one compound I (component 1) and at least one biopesticide selected from the group L) (component 2), in particular at least one biopesticide selected from the groups L1) and L2), as described above, and if desired at least one suitable auxiliary.
  • the present invention furthermore relates to agrochemical compositions comprising a mixture of of at least one compound I (component 1) and at least one biopesticide selected from the group L) (component 2), in particular at least one biopesticide selected from the groups L3) and L4), as described above, and if desired at least one suitable auxiliary.
  • mixtures comprising as pesticide II (component 2) a biopesticide selected from the groups L1), L3) and L5), preferably selected from strains denoted above as (L.1.2), (L.1.3), (L.1.4), (L.1.5), (L.1.6), (L.1.7), (L.1.8), (L.1.10), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.17), (L.1.18), (L.1.19), (L.1.20), (L.1.21), (L.1.25), (L.1.26), (L.1.27), (L.3.1); (L.3.9), (L.3.16), (L.3.17), (L.5.1), (L.5.2), (L.5.3), (L.5.4), (L.5.5), (L.5.6), (L.5.7), (L.5.8); (L.4.2), and (L.4.1); even more preferably selected from (L.1.2), (L.1.3), (L.
  • mixtures comprising as pesticide II (component 2) a biopesticide selected from the groups L1), L3) and L5), preferably selected from strains denoted above as (L1.1), (L.1.2), (L.1.3), (L.1.6), (L.1.7), (L.1.9), (L.1.11), (L.1.12), (L.1.13), (L.1.14), (L.1.15), (L.1.17), (L.1.18), (L.1.22), (L.1.23), (L.1.24), (L.1.25), (L.1.26), (L.1.27), (L.2.2); (L.3.2), (L.3.3), (L.3.4), (L.3.5), (L.3.6), (L.3.7), (L.3.8), (L.3.10), (L.3.11), (L.3.12), (L.3.13), (L.3.14), (L.3.15), (L.3.18), (L.3.19); (L.4.2), even more preferably selected from (L1.1), (L
  • compositions comprising mixtures of active ingredients can be prepared by usual means, e.g. by the means given for the compositions of compounds I.
  • compositions When living microorganisms, such as pesticides II from groups L1), L3) and L5), form part of the compositions, such compositions can be prepared by usual means (e.g. H.D. Burges: Formulation of Microbial Biopesticides, Springer, 1998; WO 2008/002371 , US 6,955,912, US 5,422,107).
  • the crude mass was dissolved in 230 mL of methanol and added sodium acetate 13.9 g (0.17 mol) and hydroxylamine hydrochloride 11.7 g (0.17 mol). The mixture was heated to 50 °C and stirred for 2 hours. The reaction was cooled to RT and solvent was evaporated in vacuum to ⁇ 100 mL. The remaining mass was diluted with 200 mL of water and extracted with dichloromethane (DCM, 100 mL x 2). The organic layers were combined and washed with brine (2x 30 mL), dried over sodium sulfate and concentrated in vacuum.
  • DCM dichloromethane
  • Step-3 (2E)-2-[2-[[(Z)-[1-(2,6-difluoro-4-methoxy-phenyl)-2-methoxy-ethylidene]amino]- oxymethyl]-3-methyl-phenyl]-2-methoxyimino-/ ⁇ /-methyl-acetamide (comp. no. 7)
  • the compound was dissolved in a mixture of acetone and/or dimethylsulfoxide and the wetting agent/emulsifier Wettol, which is based on ethoxylated alkylphenoles, in a ratio (volume) solvent-emulsifier of 99 to 1 to give a total volume of 5 ml. Subsequently, water was added to total volume of 100 ml. This stock solution was then diluted with the described solvent- emulsifier-water mixture to the final concentration given in the tables below.
  • Wettol which is based on ethoxylated alkylphenoles
  • Leaves of potted soybean seedlings were inoculated with spores of Phakopsora pachyrhizi.
  • the strain used contains the amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors.
  • the plants were transferred to a humid chamber with a relative humidity of about 95% and 20 to 24°C for 24 h.
  • the next day the plants were cultivated for 1 day in a greenhouse chamber at 23- 27°C and a relative humidity between 60 and 80 %.
  • the plants were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below.
  • the plants were allowed to air-dry.
  • the trial plants were cultivated up to 14 days in a greenhouse chamber at 23-27°C and a relative humidity between 60 and 80 %.
  • the extent of fungal attack on the leaves was visually assessed as % diseased leaf area. rust on caused
  • Leaves of potted soybean seedlings were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below.
  • the plants were allowed to air-dry.
  • the trial plants were cultivated for 2 days in a greenhouse chamber at 23-27 °C and a relative humidity between 60 and 80 %.
  • the strain used contains the amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors.
  • the plants were transferred to a humid chamber with a relative humidity of about 95 % and 20 to 24 °C for 24 hr.
  • the trial plants were cultivated for up to 14 days in a greenhouse chamber at 23 to 27 °C and a relative humidity between 60 and 80 %.
  • the extent of fungal attack on the leaves was visually assessed as % diseased leaf area, the disease level of untreated controls was usually higher than 85 %.
  • Leaves of potted soybean seedlings were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient as described below.
  • the plants were allowed to air-dry.
  • the trial plants were cultivated for six days in a greenhouse chamber at 23-27 °C and a relative humidity between 60 and 80 %.
  • the strain used contains the amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors.
  • the plants were transferred to a humid chamber with a relative humidity of about 95 % and 23 to 27 °C for 24 hr.
  • the trial plants were cultivated for up to 14 days in a greenhouse chamber at 23 to 27 °C and a relative humidity between 60 and 80 %.
  • the extent of fungal attack on the leaves was visually assessed as % diseased leaf area, the disease level of untreated controls was usually higher than 85 %. rust on caused
  • Leaves of potted soybean seedlings were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below.
  • the plants were allowed to air-dry.
  • the trial plants were cultivated for 9 days in a greenhouse chamber at 23-27°C and a relative humidity between 60 and 80 %.
  • the strain used contains the amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors.
  • the plants were transferred to a humid chamber with a relative humidity of about 95 % and 20 to 24°C for 24 h.
  • the trial plants were cultivated for up to 14 days in a greenhouse chamber at 23-27°C and a relative humidity between 60 and 80 %.
  • the extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • the first two developed leaves of potted wheat seedling were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or their mixture as described below. Seven days later the plants were dusted with spores of Puccinia triticina. To ensure the success of the artificial inoculation, the plants were transferred to a humid chamber without light and a relative humidity of 95 to 99 % and 20 to 24 °C for 24 h. Then the trial plants were cultivated for 9 to 12 days in a greenhouse chamber at 20 to 24 °C and a relative humidity between 65 and 70 %. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area. ve control of brown rust on wheat caused by Puccinia triticina (syn. P.
  • the first two developed leaves of potted wheat seedling were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or their mixture as described below. Ten days later the plants were inoculated with spores of Puccinia triticina. To ensure the success of the artificial inoculation, the plants were transferred to a humid chamber without light and a relative humidity of 95 to 99 % and 20 to 24°C for 24 h. Then the trial plants were cultivated for 6 days in a greenhouse chamber at 20-24°C and a relative humidity between 65 and 70 %. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • the primary leaves of potted corn seedling were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or their mixture as described below.
  • spray solution containing the concentration of active ingredient or their mixture as described below.
  • the plants were dusted with before harvested spores of Puccinia sorghi.
  • the plants were transferred to a humid chamber without light and a relative humidity of about 55-70 % and 20 to 24°C and were there incubated for about fourteen days.
  • the extent of fungal attack on the primary leaves was visually assessed as % diseased leaf area.
  • the first two developed leaves of potted wheat seedling were inoculated with spores of Puccinia striiformis. To ensure the success of the artificial inoculation, the plants were transferred to a chamber without light and a temperature of 5°C for 24 h. Then the trial plants were cultivated for 3 days in a greenhouse chamber at 16°C and a relative humidity of minimum 75 %. The plants were sprayed to run-off with the previously described spray solution, containing the concentration of active ingredient or their mixture as described below. The plants were allowed to air-dry. Then the trial plants were cultivated for up to 12 days in a greenhouse chamber at 16°C and a relative humidity of minimum 75 %. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • the first two developed leaves of potted wheat seedling were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or their mixture as described below. Seven days later the plants were inoculated with spores of Puccinia striiformis. To ensure the success of the artificial inoculation, the plants were transferred to a chamber without light and a temperature of 5°C for 24 h. Then the trial plants were cultivated for up to 14 days in a greenhouse chamber at 16°C and a relative humidity of minimum 75 %. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • the strain used contains the amino acid substitution F129L in the mitochondrial cytochrome b protein conferring resistance to Qo inhibitors. After up to 19 days of cultivation at 20-24°C and a relative humidity close to 70 %, the extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • Young seedlings of soy beans were grown in pots. These plants were sprayed to run-off with previously described spray solution, containing the concentration of active ingredient or mixture mentioned in the table below. The next day the treated plants were inoculated with a biomalt suspension, containing the mycelium of Sclerotinia sclerotiorum. Then the trial plants were cultivated for 6 days in a greenhouse chamber at 23°C and a relative humidity between 80 and 85%. The extent of fungal attack on the leaves was visually assessed as % diseased leaf area.
  • Soybeans were grown in an area covered with an insect proof net under natural temperature and light regime in Brazil. Seeds were sown in a tray, allowed to germinate and grow for 14-23 days, and afterwards transplanted to containers. Subsequently, the plants were grown for another 27-35 days before spray application.
  • the soybean plants were sprayed twice at a spray interval of 14 days.
  • the spray solutions were prepared by mixing experimental formulations (100 g/l SC), in water, adding the adjuvant MeesTM (BASF, soybean oil methyl ester 824,3 g/L, EC) at 0.5 l/ha.
  • the plants were sprayed in a mobile spray cabinet with a horizontal boom.
  • the spray solutions were applied with 500 L/ha spray volume with a flat fan nozzle. Formulations and dose rates for the single treatments are given in the table below.
  • the plants were inoculated with natural population of Phakopsora pachyrhizi spore suspension one day after each spray application. Plants were incubated in a mobile chamber with a misting system at saturated humidity following each inoculation.
  • Soybean rust infestation was assessed as percent infected leaf area at 14 days after second application (B14). These percent values were converted in efficacies.
  • the efficacy (E) was calculated as follows using Abbot's formula:
  • E (1 - a/p) ⁇ 100 a corresponds to the fungicidal growth of the treated variant in % and corresponds to the fungicidal growth of the active-free control variant in %
  • An efficacy of 0 means that the infestation level of the treated variant corresponds to that of the untreated control; an efficacy of 100 means that the treated variants did not show any symptom.
  • Tests were conducted under field conditions in Spain. Spring wheat was planted and grown with adequate supply of water and nutrients. Two applications (A and B) of the test compounds were made at onset of disease (application A) and at second application at an interval of 22 days (application B).
  • the spray solutions were prepared by mixing experimental formulations of the test compounds (50 g/L EC) in water, adding 124 g/ha Plurafac LF301 and Plurafac LF1312 (BASF, low-foaming non-ionic surfactants consisting of alkoxylated, predominantly unbranched fatty alcohols containing higher alkene oxides alongside ethylene oxide), respectively.
  • the spray solutions were applied with 300 l/ha spray volume with a flat fan nozzle.

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Abstract

La présente invention concerne des composés de type strobilurine de formule I ainsi que des N-oxydes et des sels de ceux-ci et leur utilisation pour lutter contre des champignons phytopathogènes contenant une substitution d'acide aminé F129L dans la protéine cytochrome b mitochondriale (également appelée mutation F129L dans le gène de la cytochrome b mitochondriale) conférant une résistance aux inhibiteurs Qo, et des procédés pour lutter contre de tels champignons. L'invention concerne également des procédés de préparation de ces composés, des compositions comprenant au moins un de ces composés, ainsi que des graines enrobées d'au moins un de ces composés.
PCT/EP2023/060916 2023-04-26 2023-04-26 Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes contenant une substitution d'acide aminé f129l dans la protéine cytochrome b mitochondriale conférant une résistance à des inhibiteurs qo xvi WO2024223034A1 (fr)

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Citations (161)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3296272A (en) 1965-04-01 1967-01-03 Dow Chemical Co Sulfinyl- and sulfonylpyridines
EP0141317A2 (fr) 1983-10-21 1985-05-15 BASF Aktiengesellschaft 7-Amino-azolo[1,5-a]pyrimidines et fongicides les contenant
EP0152031A2 (fr) 1984-02-03 1985-08-21 Shionogi & Co., Ltd. Dérivés azolyl cycloalkanols et fongicides agricoles
EP0226917A1 (fr) 1985-12-20 1987-07-01 BASF Aktiengesellschaft Esters acryliques et fongicides contenant ces composés
EP0243970A1 (fr) 1986-05-02 1987-11-04 Stauffer Chemical Company Imidates de pyridyle fongicides
EP0256503A2 (fr) 1986-08-12 1988-02-24 Mitsubishi Kasei Corporation Dérivés de pyridinecarboxamide et leur utilisation comme fongicides
EP0370629A1 (fr) 1988-11-21 1990-05-30 Zeneca Limited Fongicides
EP0307510B1 (fr) 1987-09-17 1991-02-06 BASF Aktiengesellschaft Procédé de traitement antifongique
WO1991002051A1 (fr) 1989-08-03 1991-02-21 The Australian Technological Innovation Corporation Myconematicides
EP0428941A1 (fr) 1989-11-10 1991-05-29 Agro-Kanesho Co., Ltd. Dérivés de l'hexahydrotriazine et insecticides
US5026417A (en) 1987-03-17 1991-06-25 Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of Agriculture Methods and compositions for increasing the amounts of phosphorus and/or micronutrients available for plant uptake from soils
EP0463488A1 (fr) 1990-06-27 1992-01-02 BASF Aktiengesellschaft Ethers d'oximes o-benziliques et fongicides les contenants
EP0532022A1 (fr) 1991-09-13 1993-03-17 Ube Industries, Ltd. Composés acryliques, procédé pour leur préparation et fongicides les contenant
WO1994001546A1 (fr) 1992-07-01 1994-01-20 Cornell Research Foundation, Inc. Inducteur de la reponse hypersensible chez des plantes
US5422107A (en) 1992-12-25 1995-06-06 Hokkaido Green Kosan, Incorporated Trichoderma harzianum SK-55 fungus, fungicide containing it, and method of manufacture of the same and its use
WO1995017806A1 (fr) 1993-12-29 1995-07-06 Philom Bios Inc. Procedes et compositions pour accroitre les effets benefiques de l'inoculation de rhizobium sur le rendement des cultures de legumes
WO1996021358A1 (fr) 1995-01-14 1996-07-18 Prophyta Biologischer Pflanzenschutz Gmbh Isolat de champignon, preparation pour lutter contre les champignons pathogenes des plantes, ses procedes de preparation et son utilisation
WO1998023156A1 (fr) 1996-11-26 1998-06-04 E.I. Du Pont De Nemours And Company Fongicides et arthropodicides a substitution methyle
DE19650197A1 (de) 1996-12-04 1998-06-10 Bayer Ag 3-Thiocarbamoylpyrazol-Derivate
WO1998044140A1 (fr) 1997-04-03 1998-10-08 Dekalb Genetics Corporation Lignees de mais resistantes aux glyphosates
EP0585215B1 (fr) 1989-11-17 1999-09-15 Abbott Laboratories Mutants ou variants de bacillus thuringiensis produisant des quantites elevees d'endotoxine delta
WO2000026345A1 (fr) 1998-11-03 2000-05-11 Aventis Cropscience N.V. Riz tolerant au glufosinate
WO2000026356A1 (fr) 1998-11-03 2000-05-11 Aventis Cropscience N. V. Riz tolerant au glufosinate
EP1028125A1 (fr) 1998-11-30 2000-08-16 Isagro Ricerca S.r.l. Dipeptides ayant une activité fungizide et leur utilisation agronomique
EP1035122A1 (fr) 1999-03-11 2000-09-13 Rohm And Haas Company Isoxazolidines substituées par des hétérocycles et leur utilisation comme fongicides
WO2001031042A2 (fr) 1999-10-29 2001-05-03 Aventis Cropscience N.V. Plantes brassica male sterile et procedes de production de ces plantes
WO2001041558A1 (fr) 1999-12-08 2001-06-14 Aventis Cropscience N.V. Colza oleagineux d'hiver hybrides et son procede de production
DE10021412A1 (de) 1999-12-13 2001-06-21 Bayer Ag Fungizide Wirkstoffkombinationen
EP1122244A1 (fr) 2000-02-04 2001-08-08 Sumitomo Chemical Company, Limited Composés d'uracile et leur usage
CN1309897A (zh) 2000-02-24 2001-08-29 沈阳化工研究院 不饱和肟醚类杀菌剂
WO2002034946A2 (fr) 2000-10-25 2002-05-02 Monsanto Technology Llc Mecanisme biochimique de plant de coton pv-ghgt07(1445), compositions et techniques de detection de celui-ci
EP1201648A1 (fr) 1999-08-05 2002-05-02 Kumiai Chemical Industry Co., Ltd. Derives de carbamate et bactericides destines a l'agriculture et a l'horticulture
WO2002036831A2 (fr) 2000-10-30 2002-05-10 Monsanto Technology Llc Colza canola pv-bngt(rt73), compositions et procedes de detection correspondants
US6406690B1 (en) 1995-04-17 2002-06-18 Minrav Industries Ltd. Bacillus firmus CNCM I-1582 or Bacillus cereus CNCM I-1562 for controlling nematodes
US20020102582A1 (en) 2000-09-13 2002-08-01 Levine Elaine B. Corn event MON810 and compositions and methods for detection thereof
JP2002316902A (ja) 2001-04-20 2002-10-31 Sumitomo Chem Co Ltd 植物病害防除剤組成物
WO2002100163A2 (fr) 2001-06-11 2002-12-19 Monsanto Technology Llc Evenement mon15985 du coton et compositions et procedes servant a sa detection
WO2003013224A2 (fr) 2001-08-06 2003-02-20 Bayer Bioscience N.V. Cotonniers avec tolerance aux herbicides et procedes de production et d'identification de ces cotonniers
WO2003016303A1 (fr) 2001-08-20 2003-02-27 Dainippon Ink And Chemicals, Inc. Derive de tetrazoyle oxime et produit chimique agricole contenant ledit derive comme principe actif
US20030126634A1 (en) 1990-08-09 2003-07-03 Dekalb Genetics Corporation Methods and compositions for the increase of yield in plants
WO2003066609A1 (fr) 2002-02-04 2003-08-14 Bayer Cropscience Aktiengesellschaft Thiazolylcarboxanilides disubstitues et leur utilisation comme microbicides
WO2003074491A1 (fr) 2002-03-05 2003-09-12 Syngenta Participations Ag O-cyclopropyle-carboxanilides et leur utilisation comme fongicides
CN1456054A (zh) 2003-03-25 2003-11-19 浙江省化工研究院 甲氧基丙烯酸甲酯类化合物杀菌剂
WO2004011601A2 (fr) 2002-07-29 2004-02-05 Monsanto Technology, Llc Mais pv-zmir13 designe mon863, composition et procedes de detection
WO2004039986A1 (fr) 2002-10-29 2004-05-13 Syngenta Participations Ag Coton insecticide cot102
WO2004049804A2 (fr) 2002-11-29 2004-06-17 Syngenta Participations Ag Combinaisons fongicides pour proteger des cultures
WO2004072235A2 (fr) 2003-02-12 2004-08-26 Monsanto Technology Llc Evenement mon 88913 de plant de coton et procedes de detection correspondants
WO2004074492A1 (fr) 2003-02-20 2004-09-02 Kws Saat Ag Betteraves sucrieres tolerant le glyphosate
WO2004083193A1 (fr) 2003-03-17 2004-09-30 Sumitomo Chemical Company, Limited Compose amide et composition bactericide contenant ledit compose
WO2004099447A2 (fr) 2003-05-02 2004-11-18 Dow Agrosciences Llc Mais tc1507 et procedes de detection de celui-ci
WO2005059103A2 (fr) 2003-12-15 2005-06-30 Monsanto Technology Llc Plant de mais mon88017, compositions et procedes de detection associes
WO2005061720A2 (fr) 2003-12-11 2005-07-07 Monsanto Technology Llc Compositions de mais a haute teneur en lysine et methodes de detection correspondantes
WO2005063721A1 (fr) 2003-12-19 2005-07-14 E.I. Dupont De Nemours And Company Pyrimidines herbicides
WO2005087773A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005087772A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
US6955912B2 (en) 2000-03-31 2005-10-18 Yasuharu Sasaki Process for producing Trichoderma harzianum ferm BP-4346
WO2005103301A2 (fr) 2004-03-25 2005-11-03 Syngenta Participations Ag Mais mir604
WO2005103266A1 (fr) 2004-03-26 2005-11-03 Dow Agrosciences Llc Lignees de coton transgeniques cry1f et cry1ac et leur identification specifique a l'evenement
CA2471555A1 (fr) 2004-06-18 2005-12-18 Thomas D. Johnson Lutte contre les agents pathogenes de plantes a l'aide de combinaisons bacteriennes et fongiques antagonistes
WO2005120234A2 (fr) 2004-06-03 2005-12-22 E.I. Dupont De Nemours And Company Melanges fongicides de composes d'amidinylphenyle
WO2005123690A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft (ortho-phenyl)-anilides d'acide 1-methyl-3-difluormethyl-pyrazol-4-carboxylique et leur utilisation comme fongicides
WO2005123689A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-trifluoromethyl-pyrazol-4-acide carboxylique-(ortho-phenyl)-anilides et leur utilisation comme fongicides
US6994849B2 (en) 2001-03-14 2006-02-07 State Of Israel, Ministry Of Agriculture, Agricultural Research Organization Yeast Metschnikowia fructicola NRRL Y-30752 for inhibiting deleterious microorganisms on plants
WO2006015866A1 (fr) 2004-08-12 2006-02-16 Syngenta Participations Ag Procédé servant à protéger des plantes utiles ou une matière de propagation de plante
WO2006039376A2 (fr) 2004-09-29 2006-04-13 Pioneer Hi-Bred International, Inc. Evenement de mais das-59122-7, et procedes de detection correspondants
WO2006087343A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft Anilides d'acide carboxylique pyrazole, procedes de production associes et agents les contenant pour la lutte antifongique
WO2006087325A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft 5-alkoxyalkyl-6-alkyl-7-amino-azolopyrimidines, procede de fabrication de ces composes, utilisation dans la lutte contre des champignons parasites et agents les contenant
DE102005009458A1 (de) 2005-03-02 2006-09-07 Bayer Cropscience Ag Pyrazolylcarboxanilide
WO2006098952A2 (fr) 2005-03-16 2006-09-21 Syngenta Participations Ag Mais 3272 et procedes pour le detecter
WO2006108674A2 (fr) 2005-04-08 2006-10-19 Bayer Bioscience N.V. Evenement elite a2704-12 et procedes et trousses permettant d'identifier cet evenement dans des prelevements biologiques
WO2006108675A2 (fr) 2005-04-11 2006-10-19 Bayer Bioscience N.V. Evenement elite a5547-127 et procedes et trousses pour l'identification d'un tel evenement dans des echantillons biologiques
WO2006130436A2 (fr) 2005-05-27 2006-12-07 Monsanto Technology Llc Evenement de soja mon89788 et procedes de detection de celui-ci
WO2006128573A2 (fr) 2005-06-02 2006-12-07 Syngenta Participations Ag Coton insecticide ce43-67b
WO2007006670A1 (fr) 2005-07-07 2007-01-18 Basf Aktiengesellschaft Composes de n-thio-anthranilamide et utilisations comme pesticides
CN1907024A (zh) 2005-08-03 2007-02-07 浙江化工科技集团有限公司 取代甲氧基丙烯酸甲酯类化合物杀菌剂
WO2007017186A1 (fr) 2005-08-08 2007-02-15 Bayer Bioscience N.V. Cotonniers tolerants aux herbicides et leurs procedes d'identification
WO2007082098A2 (fr) 2006-01-13 2007-07-19 Dow Agrosciences Llc 6-(poly-aryl substituté)-4-aminopicolinates et utilisations de ceux-ci comme herbicides
WO2007090624A2 (fr) 2006-02-09 2007-08-16 Syngenta Participations Ag Procede de protection d'une matiere de propagation vegetale, d'un vegetal et/ou d'un organisme vegetal
WO2007129454A1 (fr) 2006-05-08 2007-11-15 Kumiai Chemical Industry Co., Ltd. Derive 1,2-benzisothiazole et agent luttant contre une maladie de plante agricole ou horticole
WO2007140256A1 (fr) 2006-05-26 2007-12-06 Monsanto Technology, Llc Plant et semence de maïs correspondant au produit transgénique mon89034, procédés de détection et utilisation associés
WO2007142840A2 (fr) 2006-06-03 2007-12-13 Syngenta Participations Ag Événement de transformation de maïs mir162
US20070292854A1 (en) 2000-06-22 2007-12-20 Behr Carl F Corn event PV-ZMGT32(nk603) and compositions and methods for detection thereof
WO2008002371A1 (fr) 2006-06-23 2008-01-03 Becker Underwood Inc. Durée de conservation avant vente améliorée et stabilisation sur graine d'inoculats bactériens liquides
WO2008002872A2 (fr) 2006-06-28 2008-01-03 Pioneer Hi-Bred International, Inc. Événement de soja 3560.4.3.5 et compositions et procedes d'identification et/ou de détection de celui-ci
WO2008013622A2 (fr) 2006-07-27 2008-01-31 E. I. Du Pont De Nemours And Company Amides azocycliques fongicides
WO2008054747A2 (fr) 2006-10-31 2008-05-08 E. I. Du Pont De Nemours And Company Événement de soja dp-305423-1, leurs compositions et leurs procédés d'identification et/ou de détection
WO2008112019A2 (fr) 2006-10-30 2008-09-18 Pioneer Hi-Bred International, Inc. Evènement dp-098140-6 du maïs et compositions et procédés pour son identification et/ou sa détection
WO2008122406A1 (fr) 2007-04-05 2008-10-16 Bayer Bioscience N.V. Plants de coton résistant aux insectes et leurs procédés d'identification
WO2008151780A1 (fr) 2007-06-11 2008-12-18 Bayer Bioscience N.V. Cotonniers résistant aux insectes comprenant un événement élite ee-gh6 et leurs procédés d'identification
WO2009064652A1 (fr) 2007-11-15 2009-05-22 Monsanto Technology Llc Plante et graine de soja correspondant à l'événement transgénique mon87701 et procédés pour les détecter
WO2009090181A2 (fr) 2008-01-15 2009-07-23 Bayer Cropscience Sa Composition pesticide comprenant un dérivé de tétrazolyloxime et une substance active fongicide ou insecticide
WO2009094442A2 (fr) 2008-01-22 2009-07-30 Dow Agrosciences Llc Dérivés de 5-fluoropyrimidine
WO2009102873A1 (fr) 2008-02-15 2009-08-20 Monsanto Technology Llc Plante de soja et graine correspondant à l’évènement transgénique mon87769 et leurs procédés de détection
WO2009103049A2 (fr) 2008-02-14 2009-08-20 Pioneer Hi-Bred International, Inc. Evénement spt flanquant l'adn génomique végétal et procédés d'identification de l'événement spt
WO2009111263A1 (fr) 2008-02-29 2009-09-11 Monsanto Technology Llc Plant de maïs correspondant au produit transgénique mon87460 et compositions et procédés de détection associés
WO2009126473A1 (fr) 2008-04-07 2009-10-15 Bayer Cropscience Lp Formulation aqueuse stable contenant des spores
WO2010037016A1 (fr) 2008-09-29 2010-04-01 Monsanto Technology Llc Événement transgénique de soja t mon87705 et procédés pour la détection de celui-ci
WO2010069882A1 (fr) 2008-12-17 2010-06-24 Syngenta Participations Ag Dérivés d'isoxazole en tant que fongicides
WO2010077816A1 (fr) 2008-12-16 2010-07-08 Syngenta Participations Ag Evénement transgénique du maïs 5307
WO2010080829A1 (fr) 2009-01-07 2010-07-15 Basf Agrochemical Products B.V. Évènement de soja 127 et procédés apparentés
US20100260735A1 (en) 2009-04-13 2010-10-14 University of Delawre Methods for promoting plant health
WO2010139271A1 (fr) 2009-06-05 2010-12-09 中国中化股份有限公司 Composés ester phénylacrylique de type e contenant un groupe anilinopyrimidine substitué et leurs utilisations
WO2011022469A2 (fr) 2009-08-19 2011-02-24 Dow Agrosciences Llc Événement das-40278-9 d'aad-1, lignées transgéniques de maïs connexes et identification spécifique d'événement de celui-ci
WO2011028657A1 (fr) 2009-09-01 2011-03-10 Dow Agrosciences Llc Compositions fongicides synergiques contenant un dérivé de 5-fluoropyrimidine pour la lutte contre les champignons dans des céréales
WO2011034704A1 (fr) 2009-09-17 2011-03-24 Monsanto Technology Llc Variété transgénique mon 87708 du soja et ses méthodes d'utilisation
WO2011062904A1 (fr) 2009-11-23 2011-05-26 Monsanto Technology Llc Événement du maïs transgénique mon 87427 et échelle de développement relative
WO2011066384A1 (fr) 2009-11-24 2011-06-03 Dow Agrosciences Llc Événement 416 de la transformation aad-12, lignées de soja transgéniques associées, et leur identification spécifique à l'événement
WO2011077514A1 (fr) 2009-12-22 2011-06-30 三井化学アグロ株式会社 Composition permettant de lutter contre des maladies végétales et procédé de lutte contre des maladies végétales par application de la composition
WO2011081174A1 (fr) 2010-01-04 2011-07-07 日本曹達株式会社 Compose heterocyclique contenant de l'azote et germicide agricole/horticole
WO2011084621A1 (fr) 2009-12-17 2011-07-14 Pioneer Hi-Bred International, Inc. Evénement de transformation dp-004114-3 du maïs et son procédé de détection
WO2011109395A2 (fr) 2010-03-01 2011-09-09 University Of Delaware Compositions et procédés pour l'augmentation de la biomasse, de la concentration en fer et de la résistance aux agents pathogènes dans les plantes
WO2011135833A1 (fr) 2010-04-28 2011-11-03 Sumitomo Chemical Company, Limited Composition phytosanitaire et utilisation associée
WO2011153186A1 (fr) 2010-06-04 2011-12-08 Monsanto Technology Llc Evénement mon 88032 d'une plante transgénique du genre brassica et ses procédés d'utilisation
WO2012051199A2 (fr) 2010-10-12 2012-04-19 Monsanto Technology Llc Plante et semence de soja correspondant à l'événement transgénique mon87712 et procédé pour les détecter
US20120149571A1 (en) 2010-12-10 2012-06-14 Auburn University Inoculants Including Bacillus Bacteria for Inducing Production of Volatile Organic Compounds in Plants
WO2012082548A2 (fr) 2010-12-15 2012-06-21 Syngenta Participations Ag Soja comprenant le mécanisme de transformation syht04r, et compositions et procédés de détection de ce mécanisme
WO2012084812A1 (fr) 2010-12-20 2012-06-28 Isagro Ricerca S.R.L. Amides d'aminoindanes présentant une forte activité fongicide et leurs compositions phytosanitaires
WO2012134808A1 (fr) 2011-03-30 2012-10-04 Monsanto Technology Llc Événement transgénique mon 88701 du coton et ses procédés d'utilisation
WO2012165511A1 (fr) 2011-05-31 2012-12-06 クミアイ化学工業株式会社 Procédé de lutte contre des maladies dans une plante de riz
WO2012168188A1 (fr) 2011-06-07 2012-12-13 Bayer Intellectual Property Gmbh Combinaisons de composés actifs
WO2013003558A1 (fr) 2011-06-30 2013-01-03 Monsanto Technology Llc Plante et graine de luzerne correspondant à l'événement transgénique kk 179-2 et procédés pour la détection de celui-ci
WO2013007767A1 (fr) 2011-07-13 2013-01-17 Basf Se Composés fongicides 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol substitués
WO2013010862A1 (fr) 2011-07-15 2013-01-24 Basf Se Composés fongicides de 2-[2-chloro-4-(4-chloro-phénoxy)-phényl]-1-[1,2,4]triazol-1-yl-éthanol substitué par alkyle
WO2013016516A1 (fr) 2011-07-26 2013-01-31 Dow Agrosciences Llc Evénement combiné de sélection résistant aux insectes et tolérant à un herbicide d'un événement de soja pdab9582.814.19.1 et pdab4468.04.16.1
WO2013024010A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013024009A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013032693A2 (fr) 2011-08-27 2013-03-07 Marrone Bio Innovations, Inc. Souche bactérienne isolée du gène burkholderia et métabolites pesticides dérivés de cette souche, formulations et utilisations
WO2013047441A1 (fr) 2011-09-26 2013-04-04 日本曹達株式会社 Composition bactéricide pour l'agriculture et l'horticulture
WO2013047749A1 (fr) 2011-09-29 2013-04-04 三井化学アグロ株式会社 Procédé de fabrication de dérivé de 4,4-difluoro-3,4-dihydroisoquinoléine
WO2013092224A1 (fr) 2011-12-21 2013-06-27 Basf Se Utilisation de composés de type strobilurine pour combattre des champignons phytopathogènes résistants aux inhibiteurs du site qo
WO2013112527A1 (fr) 2012-01-23 2013-08-01 Dow Agrosciences Llc Coton résistant aux herbicides évènement pdab4468.19.10.3
WO2013116251A2 (fr) 2012-02-01 2013-08-08 E. I. Du Pont De Nemours And Company Mélanges de pyrazole fongicides
WO2013127704A1 (fr) 2012-02-27 2013-09-06 Bayer Intellectual Property Gmbh Associations de composés actifs contenant une thiazoylisoxazoline et un fongicide
US20130236522A1 (en) 2010-11-10 2013-09-12 Kumiai Chemical Industry Co., Ltd. Microbial pesticidal composition
WO2013162072A1 (fr) 2012-04-27 2013-10-31 Sumitomo Chemical Company, Limited Composés de tétrazolinone et leur utilisation en tant que pesticides
CN103387541A (zh) 2012-05-10 2013-11-13 中国中化股份有限公司 一种取代吡唑醚类化合物的制备方法
WO2013169923A2 (fr) 2012-05-08 2013-11-14 Monsanto Technology Llc Événement de maïs mon 87411
WO2014029697A1 (fr) 2012-08-22 2014-02-27 Basf Se Mélanges ternaires fongicides comprenant du fluaziname
WO2014060177A1 (fr) 2012-10-16 2014-04-24 Syngenta Participations Ag Compositions fongicides
WO2014116854A1 (fr) 2013-01-25 2014-07-31 Pioneer Hi-Bred International, Inc. Événement de maïs dp-033121-3 et ses procédés de détection
WO2014124369A1 (fr) 2013-02-11 2014-08-14 Bayer Cropscience Lp Compositions comprenant un agent de lutte biologique à base de streptomyces et un fongicide
WO2014178913A1 (fr) 2013-05-02 2014-11-06 J.R. Simplot Company Cultivar de pomme de terre f10
WO2014201235A2 (fr) 2013-06-14 2014-12-18 Monsanto Technology Llc Événement transgénique de soja mon87751 et procédés de détection et d'utilisation de celui-ci
WO2015053998A1 (fr) 2013-10-09 2015-04-16 Monsanto Technology Llc Événement de maïs transgénique mon87403 et procédés pour la détection de celui-ci
EP2865265A1 (fr) 2014-02-13 2015-04-29 Bayer CropScience AG Combinaisons de composés actifs comprenant des composés phénylamidine et agents de lutte biologique
WO2015065922A1 (fr) 2013-10-28 2015-05-07 Dexcom, Inc. Dispositifs utilisés en relation avec une surveillance continue de substances à analyser pour fournir une ou plusieurs notifications à un utilisateur, et procédés associés
WO2015142571A1 (fr) 2014-03-20 2015-09-24 Monsanto Technology Llc Événement transgénique de maïs mon 87419 et méthodes d'utilisation de celui-ci
WO2016020371A1 (fr) 2014-08-04 2016-02-11 Basf Se Souches de paenibacillus anti-fongiques, composés de type fusaricidine et leur utilisation
WO2016156241A1 (fr) 2015-04-02 2016-10-06 Syngenta Participations Ag Mélanges herbicides
WO2016162265A1 (fr) 2015-04-07 2016-10-13 Syngenta Participations Ag Mélanges herbicides
WO2016183445A1 (fr) 2015-05-14 2016-11-17 J.R. Simplot Company Cultivar de pomme de terre v11
WO2017062831A1 (fr) 2015-10-08 2017-04-13 J.R. Simplot Company Cultivar de pomme de terre x17
WO2017062825A1 (fr) 2015-10-08 2017-04-13 J.R. Simplot Company Cultivar de pomme de terre y9
WO2018177894A1 (fr) 2017-03-31 2018-10-04 Syngenta Participations Ag Compositions fongicides
WO2020212513A1 (fr) 2019-04-18 2020-10-22 Syngenta Crop Protection Ag Procédé de préparation de dérivés d'oxadiazole microbiocides
WO2021153754A1 (fr) 2020-01-31 2021-08-05 住友化学株式会社 Procédé de lutte contre les champignons de la rouille du soja résistant aux fongicides qoi
WO2021219387A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance à des inhibiteurs ii de qo
WO2021219390A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance à des inhibiteurs iv de qo
WO2021219388A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance aux inhibiteurs iii de qo
WO2021219386A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance aux inhibiteurs i de qo
WO2021249928A1 (fr) 2020-06-10 2021-12-16 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance à des inhibiteurs de qo v

Patent Citations (166)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3296272A (en) 1965-04-01 1967-01-03 Dow Chemical Co Sulfinyl- and sulfonylpyridines
EP0141317A2 (fr) 1983-10-21 1985-05-15 BASF Aktiengesellschaft 7-Amino-azolo[1,5-a]pyrimidines et fongicides les contenant
EP0152031A2 (fr) 1984-02-03 1985-08-21 Shionogi & Co., Ltd. Dérivés azolyl cycloalkanols et fongicides agricoles
EP0226917A1 (fr) 1985-12-20 1987-07-01 BASF Aktiengesellschaft Esters acryliques et fongicides contenant ces composés
EP0243970A1 (fr) 1986-05-02 1987-11-04 Stauffer Chemical Company Imidates de pyridyle fongicides
EP0256503A2 (fr) 1986-08-12 1988-02-24 Mitsubishi Kasei Corporation Dérivés de pyridinecarboxamide et leur utilisation comme fongicides
US5026417A (en) 1987-03-17 1991-06-25 Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of Agriculture Methods and compositions for increasing the amounts of phosphorus and/or micronutrients available for plant uptake from soils
EP0307510B1 (fr) 1987-09-17 1991-02-06 BASF Aktiengesellschaft Procédé de traitement antifongique
EP0370629A1 (fr) 1988-11-21 1990-05-30 Zeneca Limited Fongicides
WO1991002051A1 (fr) 1989-08-03 1991-02-21 The Australian Technological Innovation Corporation Myconematicides
EP0428941A1 (fr) 1989-11-10 1991-05-29 Agro-Kanesho Co., Ltd. Dérivés de l'hexahydrotriazine et insecticides
EP0585215B1 (fr) 1989-11-17 1999-09-15 Abbott Laboratories Mutants ou variants de bacillus thuringiensis produisant des quantites elevees d'endotoxine delta
EP0463488A1 (fr) 1990-06-27 1992-01-02 BASF Aktiengesellschaft Ethers d'oximes o-benziliques et fongicides les contenants
US20030126634A1 (en) 1990-08-09 2003-07-03 Dekalb Genetics Corporation Methods and compositions for the increase of yield in plants
EP0532022A1 (fr) 1991-09-13 1993-03-17 Ube Industries, Ltd. Composés acryliques, procédé pour leur préparation et fongicides les contenant
WO1994001546A1 (fr) 1992-07-01 1994-01-20 Cornell Research Foundation, Inc. Inducteur de la reponse hypersensible chez des plantes
US5422107A (en) 1992-12-25 1995-06-06 Hokkaido Green Kosan, Incorporated Trichoderma harzianum SK-55 fungus, fungicide containing it, and method of manufacture of the same and its use
WO1995017806A1 (fr) 1993-12-29 1995-07-06 Philom Bios Inc. Procedes et compositions pour accroitre les effets benefiques de l'inoculation de rhizobium sur le rendement des cultures de legumes
WO1996021358A1 (fr) 1995-01-14 1996-07-18 Prophyta Biologischer Pflanzenschutz Gmbh Isolat de champignon, preparation pour lutter contre les champignons pathogenes des plantes, ses procedes de preparation et son utilisation
US6406690B1 (en) 1995-04-17 2002-06-18 Minrav Industries Ltd. Bacillus firmus CNCM I-1582 or Bacillus cereus CNCM I-1562 for controlling nematodes
WO1998023156A1 (fr) 1996-11-26 1998-06-04 E.I. Du Pont De Nemours And Company Fongicides et arthropodicides a substitution methyle
DE19650197A1 (de) 1996-12-04 1998-06-10 Bayer Ag 3-Thiocarbamoylpyrazol-Derivate
WO1998044140A1 (fr) 1997-04-03 1998-10-08 Dekalb Genetics Corporation Lignees de mais resistantes aux glyphosates
WO2000026345A1 (fr) 1998-11-03 2000-05-11 Aventis Cropscience N.V. Riz tolerant au glufosinate
WO2000026356A1 (fr) 1998-11-03 2000-05-11 Aventis Cropscience N. V. Riz tolerant au glufosinate
EP1028125A1 (fr) 1998-11-30 2000-08-16 Isagro Ricerca S.r.l. Dipeptides ayant une activité fungizide et leur utilisation agronomique
EP1035122A1 (fr) 1999-03-11 2000-09-13 Rohm And Haas Company Isoxazolidines substituées par des hétérocycles et leur utilisation comme fongicides
EP1201648A1 (fr) 1999-08-05 2002-05-02 Kumiai Chemical Industry Co., Ltd. Derives de carbamate et bactericides destines a l'agriculture et a l'horticulture
WO2001031042A2 (fr) 1999-10-29 2001-05-03 Aventis Cropscience N.V. Plantes brassica male sterile et procedes de production de ces plantes
WO2001041558A1 (fr) 1999-12-08 2001-06-14 Aventis Cropscience N.V. Colza oleagineux d'hiver hybrides et son procede de production
DE10021412A1 (de) 1999-12-13 2001-06-21 Bayer Ag Fungizide Wirkstoffkombinationen
EP1122244A1 (fr) 2000-02-04 2001-08-08 Sumitomo Chemical Company, Limited Composés d'uracile et leur usage
CN1309897A (zh) 2000-02-24 2001-08-29 沈阳化工研究院 不饱和肟醚类杀菌剂
US6955912B2 (en) 2000-03-31 2005-10-18 Yasuharu Sasaki Process for producing Trichoderma harzianum ferm BP-4346
US20070292854A1 (en) 2000-06-22 2007-12-20 Behr Carl F Corn event PV-ZMGT32(nk603) and compositions and methods for detection thereof
US20020102582A1 (en) 2000-09-13 2002-08-01 Levine Elaine B. Corn event MON810 and compositions and methods for detection thereof
WO2002034946A2 (fr) 2000-10-25 2002-05-02 Monsanto Technology Llc Mecanisme biochimique de plant de coton pv-ghgt07(1445), compositions et techniques de detection de celui-ci
WO2002036831A2 (fr) 2000-10-30 2002-05-10 Monsanto Technology Llc Colza canola pv-bngt(rt73), compositions et procedes de detection correspondants
US6994849B2 (en) 2001-03-14 2006-02-07 State Of Israel, Ministry Of Agriculture, Agricultural Research Organization Yeast Metschnikowia fructicola NRRL Y-30752 for inhibiting deleterious microorganisms on plants
JP2002316902A (ja) 2001-04-20 2002-10-31 Sumitomo Chem Co Ltd 植物病害防除剤組成物
WO2002100163A2 (fr) 2001-06-11 2002-12-19 Monsanto Technology Llc Evenement mon15985 du coton et compositions et procedes servant a sa detection
WO2003013224A2 (fr) 2001-08-06 2003-02-20 Bayer Bioscience N.V. Cotonniers avec tolerance aux herbicides et procedes de production et d'identification de ces cotonniers
WO2003016303A1 (fr) 2001-08-20 2003-02-27 Dainippon Ink And Chemicals, Inc. Derive de tetrazoyle oxime et produit chimique agricole contenant ledit derive comme principe actif
WO2003066609A1 (fr) 2002-02-04 2003-08-14 Bayer Cropscience Aktiengesellschaft Thiazolylcarboxanilides disubstitues et leur utilisation comme microbicides
WO2003074491A1 (fr) 2002-03-05 2003-09-12 Syngenta Participations Ag O-cyclopropyle-carboxanilides et leur utilisation comme fongicides
WO2004011601A2 (fr) 2002-07-29 2004-02-05 Monsanto Technology, Llc Mais pv-zmir13 designe mon863, composition et procedes de detection
WO2004039986A1 (fr) 2002-10-29 2004-05-13 Syngenta Participations Ag Coton insecticide cot102
WO2004049804A2 (fr) 2002-11-29 2004-06-17 Syngenta Participations Ag Combinaisons fongicides pour proteger des cultures
WO2004072235A2 (fr) 2003-02-12 2004-08-26 Monsanto Technology Llc Evenement mon 88913 de plant de coton et procedes de detection correspondants
WO2004074492A1 (fr) 2003-02-20 2004-09-02 Kws Saat Ag Betteraves sucrieres tolerant le glyphosate
WO2004083193A1 (fr) 2003-03-17 2004-09-30 Sumitomo Chemical Company, Limited Compose amide et composition bactericide contenant ledit compose
CN1456054A (zh) 2003-03-25 2003-11-19 浙江省化工研究院 甲氧基丙烯酸甲酯类化合物杀菌剂
WO2004099447A2 (fr) 2003-05-02 2004-11-18 Dow Agrosciences Llc Mais tc1507 et procedes de detection de celui-ci
WO2005061720A2 (fr) 2003-12-11 2005-07-07 Monsanto Technology Llc Compositions de mais a haute teneur en lysine et methodes de detection correspondantes
WO2005059103A2 (fr) 2003-12-15 2005-06-30 Monsanto Technology Llc Plant de mais mon88017, compositions et procedes de detection associes
WO2005063721A1 (fr) 2003-12-19 2005-07-14 E.I. Dupont De Nemours And Company Pyrimidines herbicides
WO2005087773A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005087772A1 (fr) 2004-03-10 2005-09-22 Basf Aktiengesellschaft 5,6-dialkyl-7-amino-triazolopyrimidines, procedes pour leur production, leur utilisation pour lutter contre des champignons nuisibles, ainsi qu'agents les contenant
WO2005103301A2 (fr) 2004-03-25 2005-11-03 Syngenta Participations Ag Mais mir604
WO2005103266A1 (fr) 2004-03-26 2005-11-03 Dow Agrosciences Llc Lignees de coton transgeniques cry1f et cry1ac et leur identification specifique a l'evenement
WO2005120234A2 (fr) 2004-06-03 2005-12-22 E.I. Dupont De Nemours And Company Melanges fongicides de composes d'amidinylphenyle
WO2005123689A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-trifluoromethyl-pyrazol-4-acide carboxylique-(ortho-phenyl)-anilides et leur utilisation comme fongicides
CA2471555A1 (fr) 2004-06-18 2005-12-18 Thomas D. Johnson Lutte contre les agents pathogenes de plantes a l'aide de combinaisons bacteriennes et fongiques antagonistes
WO2005123690A1 (fr) 2004-06-18 2005-12-29 Basf Aktiengesellschaft (ortho-phenyl)-anilides d'acide 1-methyl-3-difluormethyl-pyrazol-4-carboxylique et leur utilisation comme fongicides
WO2006015866A1 (fr) 2004-08-12 2006-02-16 Syngenta Participations Ag Procédé servant à protéger des plantes utiles ou une matière de propagation de plante
WO2006039376A2 (fr) 2004-09-29 2006-04-13 Pioneer Hi-Bred International, Inc. Evenement de mais das-59122-7, et procedes de detection correspondants
WO2006087343A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft Anilides d'acide carboxylique pyrazole, procedes de production associes et agents les contenant pour la lutte antifongique
WO2006087325A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft 5-alkoxyalkyl-6-alkyl-7-amino-azolopyrimidines, procede de fabrication de ces composes, utilisation dans la lutte contre des champignons parasites et agents les contenant
DE102005009458A1 (de) 2005-03-02 2006-09-07 Bayer Cropscience Ag Pyrazolylcarboxanilide
WO2006098952A2 (fr) 2005-03-16 2006-09-21 Syngenta Participations Ag Mais 3272 et procedes pour le detecter
WO2006108674A2 (fr) 2005-04-08 2006-10-19 Bayer Bioscience N.V. Evenement elite a2704-12 et procedes et trousses permettant d'identifier cet evenement dans des prelevements biologiques
WO2006108675A2 (fr) 2005-04-11 2006-10-19 Bayer Bioscience N.V. Evenement elite a5547-127 et procedes et trousses pour l'identification d'un tel evenement dans des echantillons biologiques
WO2006130436A2 (fr) 2005-05-27 2006-12-07 Monsanto Technology Llc Evenement de soja mon89788 et procedes de detection de celui-ci
WO2006128573A2 (fr) 2005-06-02 2006-12-07 Syngenta Participations Ag Coton insecticide ce43-67b
WO2007006670A1 (fr) 2005-07-07 2007-01-18 Basf Aktiengesellschaft Composes de n-thio-anthranilamide et utilisations comme pesticides
CN1907024A (zh) 2005-08-03 2007-02-07 浙江化工科技集团有限公司 取代甲氧基丙烯酸甲酯类化合物杀菌剂
WO2007017186A1 (fr) 2005-08-08 2007-02-15 Bayer Bioscience N.V. Cotonniers tolerants aux herbicides et leurs procedes d'identification
WO2007082098A2 (fr) 2006-01-13 2007-07-19 Dow Agrosciences Llc 6-(poly-aryl substituté)-4-aminopicolinates et utilisations de ceux-ci comme herbicides
WO2007090624A2 (fr) 2006-02-09 2007-08-16 Syngenta Participations Ag Procede de protection d'une matiere de propagation vegetale, d'un vegetal et/ou d'un organisme vegetal
WO2007129454A1 (fr) 2006-05-08 2007-11-15 Kumiai Chemical Industry Co., Ltd. Derive 1,2-benzisothiazole et agent luttant contre une maladie de plante agricole ou horticole
WO2007140256A1 (fr) 2006-05-26 2007-12-06 Monsanto Technology, Llc Plant et semence de maïs correspondant au produit transgénique mon89034, procédés de détection et utilisation associés
WO2007142840A2 (fr) 2006-06-03 2007-12-13 Syngenta Participations Ag Événement de transformation de maïs mir162
WO2008002371A1 (fr) 2006-06-23 2008-01-03 Becker Underwood Inc. Durée de conservation avant vente améliorée et stabilisation sur graine d'inoculats bactériens liquides
WO2008002872A2 (fr) 2006-06-28 2008-01-03 Pioneer Hi-Bred International, Inc. Événement de soja 3560.4.3.5 et compositions et procedes d'identification et/ou de détection de celui-ci
WO2008013622A2 (fr) 2006-07-27 2008-01-31 E. I. Du Pont De Nemours And Company Amides azocycliques fongicides
WO2008112019A2 (fr) 2006-10-30 2008-09-18 Pioneer Hi-Bred International, Inc. Evènement dp-098140-6 du maïs et compositions et procédés pour son identification et/ou sa détection
WO2008054747A2 (fr) 2006-10-31 2008-05-08 E. I. Du Pont De Nemours And Company Événement de soja dp-305423-1, leurs compositions et leurs procédés d'identification et/ou de détection
WO2008122406A1 (fr) 2007-04-05 2008-10-16 Bayer Bioscience N.V. Plants de coton résistant aux insectes et leurs procédés d'identification
WO2008151780A1 (fr) 2007-06-11 2008-12-18 Bayer Bioscience N.V. Cotonniers résistant aux insectes comprenant un événement élite ee-gh6 et leurs procédés d'identification
WO2009064652A1 (fr) 2007-11-15 2009-05-22 Monsanto Technology Llc Plante et graine de soja correspondant à l'événement transgénique mon87701 et procédés pour les détecter
WO2009090181A2 (fr) 2008-01-15 2009-07-23 Bayer Cropscience Sa Composition pesticide comprenant un dérivé de tétrazolyloxime et une substance active fongicide ou insecticide
WO2009094442A2 (fr) 2008-01-22 2009-07-30 Dow Agrosciences Llc Dérivés de 5-fluoropyrimidine
WO2009103049A2 (fr) 2008-02-14 2009-08-20 Pioneer Hi-Bred International, Inc. Evénement spt flanquant l'adn génomique végétal et procédés d'identification de l'événement spt
WO2009102873A1 (fr) 2008-02-15 2009-08-20 Monsanto Technology Llc Plante de soja et graine correspondant à l’évènement transgénique mon87769 et leurs procédés de détection
WO2009111263A1 (fr) 2008-02-29 2009-09-11 Monsanto Technology Llc Plant de maïs correspondant au produit transgénique mon87460 et compositions et procédés de détection associés
WO2009126473A1 (fr) 2008-04-07 2009-10-15 Bayer Cropscience Lp Formulation aqueuse stable contenant des spores
WO2010037016A1 (fr) 2008-09-29 2010-04-01 Monsanto Technology Llc Événement transgénique de soja t mon87705 et procédés pour la détection de celui-ci
WO2010077816A1 (fr) 2008-12-16 2010-07-08 Syngenta Participations Ag Evénement transgénique du maïs 5307
WO2010069882A1 (fr) 2008-12-17 2010-06-24 Syngenta Participations Ag Dérivés d'isoxazole en tant que fongicides
WO2010080829A1 (fr) 2009-01-07 2010-07-15 Basf Agrochemical Products B.V. Évènement de soja 127 et procédés apparentés
US20100260735A1 (en) 2009-04-13 2010-10-14 University of Delawre Methods for promoting plant health
WO2010139271A1 (fr) 2009-06-05 2010-12-09 中国中化股份有限公司 Composés ester phénylacrylique de type e contenant un groupe anilinopyrimidine substitué et leurs utilisations
WO2011022469A2 (fr) 2009-08-19 2011-02-24 Dow Agrosciences Llc Événement das-40278-9 d'aad-1, lignées transgéniques de maïs connexes et identification spécifique d'événement de celui-ci
WO2011028657A1 (fr) 2009-09-01 2011-03-10 Dow Agrosciences Llc Compositions fongicides synergiques contenant un dérivé de 5-fluoropyrimidine pour la lutte contre les champignons dans des céréales
WO2011034704A1 (fr) 2009-09-17 2011-03-24 Monsanto Technology Llc Variété transgénique mon 87708 du soja et ses méthodes d'utilisation
WO2011062904A1 (fr) 2009-11-23 2011-05-26 Monsanto Technology Llc Événement du maïs transgénique mon 87427 et échelle de développement relative
WO2011066384A1 (fr) 2009-11-24 2011-06-03 Dow Agrosciences Llc Événement 416 de la transformation aad-12, lignées de soja transgéniques associées, et leur identification spécifique à l'événement
WO2011084621A1 (fr) 2009-12-17 2011-07-14 Pioneer Hi-Bred International, Inc. Evénement de transformation dp-004114-3 du maïs et son procédé de détection
WO2011077514A1 (fr) 2009-12-22 2011-06-30 三井化学アグロ株式会社 Composition permettant de lutter contre des maladies végétales et procédé de lutte contre des maladies végétales par application de la composition
WO2011081174A1 (fr) 2010-01-04 2011-07-07 日本曹達株式会社 Compose heterocyclique contenant de l'azote et germicide agricole/horticole
WO2011109395A2 (fr) 2010-03-01 2011-09-09 University Of Delaware Compositions et procédés pour l'augmentation de la biomasse, de la concentration en fer et de la résistance aux agents pathogènes dans les plantes
WO2011135833A1 (fr) 2010-04-28 2011-11-03 Sumitomo Chemical Company, Limited Composition phytosanitaire et utilisation associée
WO2011153186A1 (fr) 2010-06-04 2011-12-08 Monsanto Technology Llc Evénement mon 88032 d'une plante transgénique du genre brassica et ses procédés d'utilisation
WO2012051199A2 (fr) 2010-10-12 2012-04-19 Monsanto Technology Llc Plante et semence de soja correspondant à l'événement transgénique mon87712 et procédé pour les détecter
US20130236522A1 (en) 2010-11-10 2013-09-12 Kumiai Chemical Industry Co., Ltd. Microbial pesticidal composition
US20120149571A1 (en) 2010-12-10 2012-06-14 Auburn University Inoculants Including Bacillus Bacteria for Inducing Production of Volatile Organic Compounds in Plants
US8445255B2 (en) 2010-12-10 2013-05-21 Auburn University Inoculants including Bacillus bacteria for inducing production of volatile organic compounds in plants
WO2012082548A2 (fr) 2010-12-15 2012-06-21 Syngenta Participations Ag Soja comprenant le mécanisme de transformation syht04r, et compositions et procédés de détection de ce mécanisme
WO2012084812A1 (fr) 2010-12-20 2012-06-28 Isagro Ricerca S.R.L. Amides d'aminoindanes présentant une forte activité fongicide et leurs compositions phytosanitaires
WO2012134808A1 (fr) 2011-03-30 2012-10-04 Monsanto Technology Llc Événement transgénique mon 88701 du coton et ses procédés d'utilisation
WO2012165511A1 (fr) 2011-05-31 2012-12-06 クミアイ化学工業株式会社 Procédé de lutte contre des maladies dans une plante de riz
WO2012168188A1 (fr) 2011-06-07 2012-12-13 Bayer Intellectual Property Gmbh Combinaisons de composés actifs
WO2013003558A1 (fr) 2011-06-30 2013-01-03 Monsanto Technology Llc Plante et graine de luzerne correspondant à l'événement transgénique kk 179-2 et procédés pour la détection de celui-ci
WO2013007767A1 (fr) 2011-07-13 2013-01-17 Basf Se Composés fongicides 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol substitués
WO2013010862A1 (fr) 2011-07-15 2013-01-24 Basf Se Composés fongicides de 2-[2-chloro-4-(4-chloro-phénoxy)-phényl]-1-[1,2,4]triazol-1-yl-éthanol substitué par alkyle
WO2013016516A1 (fr) 2011-07-26 2013-01-31 Dow Agrosciences Llc Evénement combiné de sélection résistant aux insectes et tolérant à un herbicide d'un événement de soja pdab9582.814.19.1 et pdab4468.04.16.1
WO2013016527A1 (fr) 2011-07-26 2013-01-31 Dow Agrosciences Llc Evénement de soja 9582.814.19.1 résistant aux insectes et tolérant aux herbicides
WO2013024010A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013024009A1 (fr) 2011-08-12 2013-02-21 Basf Se Composés n-thio-anthranilamides et leur utilisation comme pesticides
WO2013032693A2 (fr) 2011-08-27 2013-03-07 Marrone Bio Innovations, Inc. Souche bactérienne isolée du gène burkholderia et métabolites pesticides dérivés de cette souche, formulations et utilisations
WO2013047441A1 (fr) 2011-09-26 2013-04-04 日本曹達株式会社 Composition bactéricide pour l'agriculture et l'horticulture
WO2013047749A1 (fr) 2011-09-29 2013-04-04 三井化学アグロ株式会社 Procédé de fabrication de dérivé de 4,4-difluoro-3,4-dihydroisoquinoléine
WO2013092224A1 (fr) 2011-12-21 2013-06-27 Basf Se Utilisation de composés de type strobilurine pour combattre des champignons phytopathogènes résistants aux inhibiteurs du site qo
WO2013112527A1 (fr) 2012-01-23 2013-08-01 Dow Agrosciences Llc Coton résistant aux herbicides évènement pdab4468.19.10.3
WO2013116251A2 (fr) 2012-02-01 2013-08-08 E. I. Du Pont De Nemours And Company Mélanges de pyrazole fongicides
WO2013127704A1 (fr) 2012-02-27 2013-09-06 Bayer Intellectual Property Gmbh Associations de composés actifs contenant une thiazoylisoxazoline et un fongicide
WO2013162072A1 (fr) 2012-04-27 2013-10-31 Sumitomo Chemical Company, Limited Composés de tétrazolinone et leur utilisation en tant que pesticides
WO2013169923A2 (fr) 2012-05-08 2013-11-14 Monsanto Technology Llc Événement de maïs mon 87411
CN103387541A (zh) 2012-05-10 2013-11-13 中国中化股份有限公司 一种取代吡唑醚类化合物的制备方法
WO2014029697A1 (fr) 2012-08-22 2014-02-27 Basf Se Mélanges ternaires fongicides comprenant du fluaziname
WO2014060177A1 (fr) 2012-10-16 2014-04-24 Syngenta Participations Ag Compositions fongicides
WO2014116854A1 (fr) 2013-01-25 2014-07-31 Pioneer Hi-Bred International, Inc. Événement de maïs dp-033121-3 et ses procédés de détection
WO2014124369A1 (fr) 2013-02-11 2014-08-14 Bayer Cropscience Lp Compositions comprenant un agent de lutte biologique à base de streptomyces et un fongicide
WO2014178941A1 (fr) 2013-05-02 2014-11-06 J.R. Simplot Company Cultivar de pomme de terre j3
WO2014179276A1 (fr) 2013-05-02 2014-11-06 J.R. Simplot Company Cultivar de pomme de terre j55
WO2014178913A1 (fr) 2013-05-02 2014-11-06 J.R. Simplot Company Cultivar de pomme de terre f10
WO2014178910A1 (fr) 2013-05-02 2014-11-06 J.R. Simplot Company Cultivar de pomme de terre e12
WO2014201235A2 (fr) 2013-06-14 2014-12-18 Monsanto Technology Llc Événement transgénique de soja mon87751 et procédés de détection et d'utilisation de celui-ci
WO2015053998A1 (fr) 2013-10-09 2015-04-16 Monsanto Technology Llc Événement de maïs transgénique mon87403 et procédés pour la détection de celui-ci
WO2015065922A1 (fr) 2013-10-28 2015-05-07 Dexcom, Inc. Dispositifs utilisés en relation avec une surveillance continue de substances à analyser pour fournir une ou plusieurs notifications à un utilisateur, et procédés associés
EP2865265A1 (fr) 2014-02-13 2015-04-29 Bayer CropScience AG Combinaisons de composés actifs comprenant des composés phénylamidine et agents de lutte biologique
WO2015142571A1 (fr) 2014-03-20 2015-09-24 Monsanto Technology Llc Événement transgénique de maïs mon 87419 et méthodes d'utilisation de celui-ci
WO2016020371A1 (fr) 2014-08-04 2016-02-11 Basf Se Souches de paenibacillus anti-fongiques, composés de type fusaricidine et leur utilisation
WO2016156241A1 (fr) 2015-04-02 2016-10-06 Syngenta Participations Ag Mélanges herbicides
WO2016162265A1 (fr) 2015-04-07 2016-10-13 Syngenta Participations Ag Mélanges herbicides
WO2016183445A1 (fr) 2015-05-14 2016-11-17 J.R. Simplot Company Cultivar de pomme de terre v11
WO2017062831A1 (fr) 2015-10-08 2017-04-13 J.R. Simplot Company Cultivar de pomme de terre x17
WO2017062825A1 (fr) 2015-10-08 2017-04-13 J.R. Simplot Company Cultivar de pomme de terre y9
WO2018177894A1 (fr) 2017-03-31 2018-10-04 Syngenta Participations Ag Compositions fongicides
WO2020212513A1 (fr) 2019-04-18 2020-10-22 Syngenta Crop Protection Ag Procédé de préparation de dérivés d'oxadiazole microbiocides
WO2021153754A1 (fr) 2020-01-31 2021-08-05 住友化学株式会社 Procédé de lutte contre les champignons de la rouille du soja résistant aux fongicides qoi
WO2021219387A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance à des inhibiteurs ii de qo
WO2021219390A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance à des inhibiteurs iv de qo
WO2021219388A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance aux inhibiteurs iii de qo
WO2021219386A1 (fr) 2020-04-28 2021-11-04 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance aux inhibiteurs i de qo
WO2021249928A1 (fr) 2020-06-10 2021-12-16 Basf Se Utilisation de composés de type strobilurine pour lutter contre des champignons phytopathogènes, contenant une substitution d'acides aminés f129l dans la protéine cytochrome b mitochondrial conférant une résistance à des inhibiteurs de qo v

Non-Patent Citations (26)

* Cited by examiner, † Cited by third party
Title
"Technical Monograph", May 2008, CROPLIFE INTERNATIONAL, article "Catalogue of pesticide formulation types and international coding system"
APPL. ENVIRON. MICROBIOL., vol. 73, no. 8, 2007, pages 2635
BIOCONTROL SCIENCE TECHNOL., vol. 22, no. 7, 2012, pages 747 - 761
BIOCONTROL, vol. 57, 2012, pages 687 - 696
BIOL. FERTIL. SOILS, vol. 47, 2011, pages 81 - 89
CAN. J. PLANT SCI., vol. 48, no. 6, 1968, pages 587 - 94
CAN. J. PLANT. SCI., vol. 70, 1990, pages 661 - 666
CROP PROTECTION, vol. 27, 2008, pages 352 - 361
ENVIRON. SCI. TECHNOL., vol. 55, no. 23, 2021, pages 15575 - 15578, Retrieved from the Internet <URL:https://pubs.acs.org/doi/10.1021/acs.est.1c06896>
EUR. J. SOIL BIOL., vol. 45, 2009, pages 28 - 35
FEDERAL REGISTER, vol. 76, no. 22, 2 February 2011 (2011-02-02), pages 5808
FERTILIZER RES, vol. 39, 1994, pages 97 - 103
INT. J. SYST. EVOL. MICROBIOL., vol. 66, 2016, pages 1212 - 1217
J ORG CHEM, vol. 63, no. 21, 1998, pages 7399 - 7407
J. INVERTEBRATE PATHOL., vol. 107, 2011, pages 112 - 126
J. PLANT DIS. PROT., vol. 105, 1998, pages 181 - 197
KNOWLES: "Agrow Reports DS243", 2005, T&F INFORMA, article "New developments in crop protection product formulation"
KNOWLES: "Agrow Reports DS256", 2006, T&F INFORMA, article "Adjuvants and additives"
MOLLETGRUBEMANN: "Formulation technology", 2001, WILEY VCH
NATURE COMM, vol. 8, no. 1, 2017, pages 1 - 7
OECD: "OECD Series on Risk Management", 2021, OECD PUBLISHING, article "Reconciling Terminology of the Universe of Per- and Polyfluoroalkyl Substances: Recommendations and Practical Guidance"
PLANT SOIL, vol. 331, 2010, pages 413 - 425
PNAS, vol. 107, no. 19, 2010, pages 8563 - 8568
SCI., vol. 78, no. 1, 1998, pages 91 - 102
SCIENCE, vol. 257, 1992, pages 85 - 88
SYSTEM. APPL. MICROBIOL., vol. 27, 2004, pages 372 - 379

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