WO2015104700A2 - Combinaison de nouveaux inhibiteurs de nitrification et d'insecticides et/ou de nématicides ainsi que combinaison de triamides d'acide (thio) phosphorique et d'insecticides et/ou de nématicides - Google Patents

Combinaison de nouveaux inhibiteurs de nitrification et d'insecticides et/ou de nématicides ainsi que combinaison de triamides d'acide (thio) phosphorique et d'insecticides et/ou de nématicides Download PDF

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WO2015104700A2
WO2015104700A2 PCT/IB2015/052774 IB2015052774W WO2015104700A2 WO 2015104700 A2 WO2015104700 A2 WO 2015104700A2 IB 2015052774 W IB2015052774 W IB 2015052774W WO 2015104700 A2 WO2015104700 A2 WO 2015104700A2
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alkyl
plant
chloro
independently
substituents
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PCT/IB2015/052774
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WO2015104700A3 (fr
Inventor
Barbara Nave
Joachim Dickhaut
Mihiret Tekeste SISAY
Alexander Wissemeier
Wolfram Zerulla
Gregor Pasda
Markus Schmid
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Basf Se
Basf (China) Company Limited
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Publication of WO2015104700A2 publication Critical patent/WO2015104700A2/fr
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    • 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
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/14—Ethers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P60/00—Technologies relating to agriculture, livestock or agroalimentary industries
    • Y02P60/20—Reduction of greenhouse gas [GHG] emissions in agriculture, e.g. CO2
    • Y02P60/21—Dinitrogen oxide [N2O], e.g. using aquaponics, hydroponics or efficiency measures

Definitions

  • the present invention relates to the combination of novel nitrification inhibitors of formula I and insecticides and/or nematicides as well as to the combination of (thio)phosphoric acid tri- amide(s) and insecticides and/or nematicides.
  • the invention relates to the use of this combination of novel nitrification inhibitors and insecticides and/or nematicides for increasing the health of a plant, and to the use of the combination of (thio)phosphoric acid triamide(s) and insecticides and/or nematicides for increasing the health of a plant, as well as compositions comprising the nitrification inhibitor and an insecticide and/or nematicide, and compositions comprising (thio)phosphoric acid triamide(s) and an insecticide and/or nematicide.
  • Nitrogen is an essential element for plant growth, plant health and reproduction. About 25% of the plant available nitrogen in soils (ammonium and nitrate) originate from decomposition pro- Deads (mineralization) of organic nitrogen compounds such as humus, plant and animal residues and organic fertilizers. Approximately 5% derive from rainfall. On a global basis, the biggest part (70%), however, are supplied to the plant by inorganic nitrogen fertilizers.
  • the mainly used nitrogen fertilizers comprise ammonium compounds or derivatives thereof, i.e. nearly 90% of the nitrogen fertilizers applied worldwide is in the NH 4 + form (Subbarao et al., 2012, Advances in Agronomy, 114, 249-302). This is, inter alia, due to the fact that Nh assimilation is energetically more efficient than assimilation of other nitrogen sources such as NO3 " .
  • NH 4 + is held electrostatically by the negatively charged clay surfaces and functional groups of soil organic matter. This binding is strong enough to limit NH 4 + -loss by leaching to groundwater.
  • NO3 " being negatively charged, does not bind to the soil and is liable to be leached out of the plants' root zone.
  • nitrate may be lost by denitri- fication which is the microbiological conversion of nitrate and nitrite (NO2 ) to gaseous forms of nitrogen such as nitrous oxide (N 2 0) and molecular nitrogen (N 2 ).
  • ammonium (N H 4 + ) compounds are converted by soil microorganisms to nitrates (NO3 " ) in a relatively short time in a process known as nitrification.
  • the nitrification is carried out primarily by two groups of chemolithotrophic bacteria, ammonia-oxidizing bacteria (AOB) of the genus Nitrosomonas and Nitrobacter, which are ubiquitous component of soil bacteria populations.
  • AOB ammonia-oxidizing bacteria
  • Nitrobacter which are ubiquitous component of soil bacteria populations.
  • the enzyme, which is essentially responsible for nitrification is ammonia monooxygenase (AMO), which was also found in ammonia-oxidizing archaea (Subbarao et al., 2012, Advances in Agronomy, 114, 249-302).
  • Suitable nitrification inhibitors include biological nitrification inhibitors (BNIs) such as linoleic acid, alpha-linolenic acid, methyl p-coumarate, methyl ferulate, MHPP, Karanjin, brachi- alacton or the p-benzoquinone sorgoleone (Subbarao et al., 2012, Advances in Agronomy, 1 14, 249-302), or are based on neem-extract, including various compounds such as neemoil-coated fertilizers, neem-coated fertilizers, nimin-coated fertilizers and fertilizers with neem cake from the Indian neem tree (Azadirachta indica).
  • BNIs biological nitrification inhibitors
  • linoleic acid such as linoleic acid, alpha-linolenic acid, methyl p-coumarate, methyl ferulate,
  • nitrification inhibitors are synthetic chemical inhibitors such as Nitrapyrin, dicyandiamide (DCD), 3,4-dimethyl pyrazole phosphate (DMPP), 4-amino-1 ,2,4-triazole hydrochloride (ATC), 1-amido-2-thiourea (ASU), 2-amino-4- chloro-6-methylpyrimidine (AM), 5-ethoxy-3-trichloromethyl-1 ,2,4-thiodiazole (terrazole), or 2- sulfanilamidothiazole (ST) (S GmbH and Kerkhoff, 1984, Fertilizer research, 5(1), 1 -76).
  • DCD dicyandiamide
  • DMPP 3,4-dimethyl pyrazole phosphate
  • ATC 4-amino-1 ,2,4-triazole hydrochloride
  • ASU 1-amido-2-thiourea
  • AM 2-amino-4- chloro-6-methylpyrimidine
  • ST 2- sulfanila
  • EP 0 917 526 further mentions the use of polyacids to treat mineral fertilizers containing a nitrification inhibitor in order to improve the fixation of the nitrification inhibitors in the inorganic fertilizer. Moreover, the volatility of the nitrification inhibitor can be reduced. However, many of these inhibitors only work sub-optimal or have undesirable side effects.
  • Healthier plants are desirable since they result among other in better crop yields and/or a better quality of the plants or crops. Healthier plants also better resist to biotic and abiotic stress. A better resistance to stress in turn allows reducing the quantity of pesticides, which also helps avoiding the development of resistances against the respective pesticides.
  • One object of the present invention is to provide a composition containing a nitrification inhibitor which increases the health of plants, and/or provides better crop yields and/or a better quality of the plants or crops, and/or shows a better resistance to stress, and/or allows the reduction of the quantity of pesticides used, and/or helps avoiding the development of resistances against the respective pesticides
  • Another object of the present invention is to provide a composition containing the
  • the objects (xiii), (xiv), (xv), (xvi), (xvii) and (xxi) particularly pertains to such plants or seedlings wherein such plants or seedlings were, or the soil in which the such plants or seedlings were placed was subject to the application of compositon of the present invention.
  • the preferred objects of the present invention are (i), (ii), (v), (vi), (vii), (xi), (xii), (xiii), (xiv), (xv),
  • the more preferred objects of the present invention are (ii), (vi), (xii), (xiii), (xv), (xvi), (xix), and/or (xx)
  • the most preferred objects of the present invention are (ii), (vi), (xvi), and/or (xix)
  • the particularly preferred objects of the present invention are (xvi) and/or (xix).
  • composition comprising the (thio)phosphoric acid triamide (T) and a further compound can fulfil the one or more of the objects (i) to (xxvii) significantly better than the individual compounds - i.e. the (thio)phosphoric acid triamide (T) or said further compound - alone can do, and preferably, this better fulfilment of the objects by said composition compared to the individual compounds is evidenced by calculations according to Colby' s formula, see Colby, S. R. (Calculating synergistic and antagonistic responses of herbicide Combinations", Weeds, 15, pp. 20-22, 1967).
  • the present invention addresses this need and relates to a combination of a novel nitrification inhibitor of formula I or a stereoisomer, salt, tautomer or N-oxide thereof, wherein A is aryl or hetaryl, wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R A ;
  • R 1 and R 2 are independently of each other selected from H and Ci-C 2 -alkyl
  • R 3 is H, Ci-C 4 -haloalkyl, Ci-C 4 -hydroxyalkyl, ethynylhydroxym ethyl, phenylhydroxymethyl, or aryl, wherein the aromatic ring may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R B ; and wherein
  • a 3- to 14-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or het- erocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H, C1-C4- alkyl, C2-C4-alkenyl, C3-C6-cycloalkyl, C3-C6-cycloalkylmethyl, or ORa; or
  • B is aryl or hetaryl, wherein the aromatic ring of the ary or hetaryl group may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R h ;
  • a 3- to 14-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H, Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, Cs-Ce-cycloalkyl, Cs-Ce-cycloalkylmethyl, or ORf; or
  • two substituents R A together represent a carbocyclic or heterocyclic ring, which is fused to A and may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1c , O, and S, wherein S may be oxidized and/or where- in the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1c is H, Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - cycloalkylmethyl, C3-C6-heterocyclyl, Cs-Ce-heterocyclylmethyl or ORa; and wherein
  • Y 1 , Y 2 and Y 3 are independently of each other selected from O, S and NR 1a , wherein R 1a is in each case independently H, Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, C3-Ce-cycloalkyl, C3-C6- cycloalkylmethyl, ORa, SRa or NR m R n ;
  • R a and R b are independently of each other selected from
  • aryl or hetaryl wherein the aromatic ring of the aryl or hetaryl group may be un- substituted or may be partially or fully substituted by substituents, which are independently of each other selected from R h ; or
  • a hetaryl group which may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R h ; or (iv) a 3- to 10-membered, saturated or unsaturated heterocycle, which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R'; and wherein R 1b is H , Ci-C4-alkyl, C2-C4-alkenyl, C3-C6-cycloalkyl,
  • a 3- to 10-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R'; and wherein R 1b is H, C 1 -C4- alkyl, C 2 -C 4 -alkenyl, C3-C6-cycloalkyl, C3-C6-cycloalkylmethyl, or ORa;
  • R f is Ci-C 4 -alkyl, Ci-C 4 -haloalkyl, NRR k , OR', SR', aryl or hetaryl, wherein the aromatic ring of the aryl or hetaryl group may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R h ;
  • R9 is H or Ci-C 4 -alkyl;
  • (ii) NR 1d , wherein R 1d is H, C C 4 -alkyl, C 2 -C 4 -alkenyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - cycloalkylmethyl, or ORa;
  • aryl, aryl-Ci-C 2 -alkyl, hetaryl, or hetaryl-Ci-C 2 -alkyl wherein the aromatic ring of the aryl or hetaryl group may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from halogen, CN, C1-C4- alkyl, C C 4 -haloalkyl, CrC 4 -alkoxy, C 2 -C 4 -alkynyloxy, ORa, and SR9; or
  • the present invention relates in another aspect to the composition (Q) comprising a insecticide and/or nematicide and a (thio)phosphoric acid triamide according to the general formula (la)
  • X is oxygen or sulfur
  • R a1 is a Ci to C 20 alkyl, C3 to C 20 cycloalkyl, C6 to C 20 aryl, or dialkylaminocarbonyl group;
  • Ra2 is H, or R a1 and R a2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur,
  • composition (Q) comprising a insecticide and/or nematicide and a (thio)phosphoric acid triamide according to the general formula (la) and not comprising any nitrification inhibitor of the compound of formula I.
  • the composition (Q) also includes kit-of-parts comprising a insecticide and/or nematicide and (T).
  • kit-of-parts is to be understood to denote a kit comprising at least two sepa- rate parts wherein each of the parts can be independently removed from the kit.
  • a kit includes a box, a tool, a vessel, a container, a bag or any kit-like equipment. Also a kit whose separate parts are only together in this one kit for a extremely short period of time are regarded as kit-of- parts. Kit-of-parts are useful for the combined application (of the contents) of the separate parts of the kit.
  • the present invention relates in another aspect to the use of a composition (Q) comprising a insecticide and/or nematicide and a (thio)phosphoric acid triamide (T) for increasing the health of a plant
  • the present invention preferably relates to the use of a composition (Q) comprising a insecticide and/or nematicide and a (thio)phosphoric acid triamide (T) and not comprising any nitrification inhibitor of the compound of formula I for increasing the health of a plant.
  • X in the general formula (la) is preferably sulfur.
  • R a1 in the general formula (la) is preferably Ci-C 2 o-alkyl, more preferably Ci-Cio-alkyl, most preferably C2-C7 alkyl, for example C3-C4 alkyl.
  • alkyl groups are methyl, ethyl, pro- pyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, neopentyl, tert-pentyl, hex- yl, 2-methylpentyl, heptyl, octyl, 2-ethylhexyl, isooctyl, nonyl, isononyl, decyl and isodecyl.
  • Examples of cycloalkyl groups are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cyclooctyl, examples of aryl groups are phenyl or naphthyl.
  • Examples of heterocyclic radicals R a1 R a2 N- are piperazinyl, morpholinyl, pyrrolyl, pyrazolyl, triazolyl, oxazolyl, thiazolyl or imidazolyl groups.
  • the (thio)phosphoric acid triamide (T) is preferably N-n- butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT), more preferably NBPT.
  • (T) is preferably NPPT.
  • (T) is preferably LIMUS, i.e. a mixture of NBPT and NPPT with about NBPT at 63% and NPPT at 22%, secondary compounds at 10%, further secondary com- pounds such as amines below 4% and dimerease derivatives below 1 %.
  • composition (Q) comprises a insecticide and/or nematicide and at least two different (thio)phosphoric acid triamides (T) having structures of the gen- g
  • said at least two different (thio)phosphoric acid triamides differ in a of radicals R a1 or R a2 , and preferably, one of said at least two different (thio)phosphoric acid triamides is N-n-butylthiophosphoric acid triamide (NBPT), and more preferably, the other of said at least two different (thio)phosphoric acid triamides is selected from the group consisting of N-cyclohexyl-, N-pentyl-, N-isobutyl- and N-n-propylphosphoric acid triamide and - thiophosphoric acid triamide.
  • NBPT N-n-butylthiophosphoric acid triamide
  • (Q) comprises a insecticide and/or nematicide, N BPT and NPPT.
  • (Q) comprises a insecticide and/or nematicide, NBPT and NPPT, wherein N BPT is present in amounts of from 1 to 99.99 wt.%, more preferably from 10 to 99.9 wt.%, most preferably from 20 to 99 wt.%, particularly preferably from 30 to 98 wt.%, more particularly preferably from 40 to 95 wt.%, most particularly preferably from 50 to 90 wt.%, especially from 60 to 85 wt.%, especially preferably from 72 to 80 wt.%, for example from 74 to 77 wt.%, in each case based on the total weight of the (thio)phosphoric acid triamides (T) contained in the composition (Q).
  • the (thio)phosphoric acid triamides (T) can be contained in varying amounts in the composition (Q).
  • the amount of (T) is not more than 95 wt.% (wt.% stands for "percent by weight"), more preferably not more than 90 wt.%, most preferably not more than 85 wt.%, more particularly preferably not more than 75 wt.%, most particularly preferably not more than 65 wt.%, particularly not more than 55 wt.%, especially not more than 45 wt.% for example not more than 35 wt.%, based on the total weight of the composition (Q).
  • the amount of (T) is at least 1 wt.%, more preferably at least 4 wt.%, most preferably at least 14 wt.%, more particularly preferably at least 24 wt.%, most particularly preferably at least 34 wt.%, particularly at least 44 wt.%, especially at least 54 wt.%, for example at least 64 wt.%, based on the total weight of the composition (Q).
  • composition (Q) preferably does not comprise any nitrifi- cation inhibitor of the compound of formula I .
  • the present invention relates to the use of combination of an insecticide and/or nematicide and a nitrification inhibitor for increasing the health of a plant, wherein said nitrification inhibitor is a compound of formula I as defined herein above.
  • said nitrification inhibitor is a compound of formula I as defined herein above.
  • A is phenyl or a 5- or 6- membered hetaryl, wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R A .
  • R 1 and R 2 both represent hydrogen.
  • R 3 is hydrogen, Ci-C4-haloalkyl or ethinylhydroxymethyl, and preferably R 3 is hydrogen.
  • Ci-C 4 - alkylene or C 2 -C4-alkenylene chain may in each case be unsubstituted or may be partially or fully substituted by CN or halogen;
  • heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R'; and wherein R 1 is H, Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, C3-C6-cycloalkyl, C 3 -C 6 -cycloalkylmethyl, or OR9.
  • the insecticide is at least one insecticide selected from the group of insecticides comprising:
  • ecdysone antagonists selected from halofenozide (B.4.16), methox- yfenozide (B.4.17), tebufenozide (B.4.18), azadirachtin (B.4.19); c) juvenoids selected from pyriproxyfen (B.4.20), methoprene (B.4.21 ), fenoxycarb (B.4.22); d) lipid biosynthesis inhibitors selected from spirodiclofen (B.4.23), spiromesifen (B.4.24), spirotetramat (B.4.25);
  • GABA antagonist compounds selected from endosulfan (B.6.1 ), ethiprole (B.6.2), fipronil (B.6.3), vaniliprole (B.6.4), pyrafluprole (B.6.5), pyriprole (B.6.6), 5-amino-1- (2,6-dichloro-4-methyl-phenyl)-4-sulfinamoyl-1 H-pyrazole-3-carbothioic acid amide (B.6.7);
  • mitochondrial electron transport inhibitor I acaricides selected from fena- zaquin (B.8.1 ), pyridaben (B.8.2), tebufenpyrad (B.8.3), tolfenpyrad (B.8.4), flufen- erim (B.8.5);
  • METI II and III compounds selected from acequinocyl (B.9.1 ), fluacyprim (B.9.2), hydramethylnon (B.9.3);
  • oxidative phosphorylation inhibitors selected from cyhexatin (B.11 .1 ), diafenthiuron (B.1 1.2), fenbutatin oxide (B.1 1 .3), propargite (B.1 1.4);
  • ryanodine receptor inhibitors selected from chlorantraniliprole (B.15.1), cyan- traniliprole (B.15.2), flubendiamide (B.15.3), N-[4,6-dichloro-2-[(diethyl-lambda-4- sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole- 3-carboxamide (B.15.4); N-[4-chloro-2-[(diethyl-lambda-4- sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(triflu- oromethyl)pyrazole-3-carboxamide (B.15.5); N-[4-chloro-2-[(di-2-propyl-lamb
  • B.16.3 flonicamid (B.16.4), pyridalyl (B.16.5), pymetrozine (B.16.6), sulfur (B.16.7), thiocyclam (B.16.8), cyenopyrafen (B.16.9), flupyrazofos (B.16.10), cyflumetofen (B.16.11 ), amidoflumet (B.16.12), imicyafos (B.16.13), bistrifluron (B.16.14), pyrifluquinazon (B.16.15) and
  • said nematicide is at least one nematicide selected from the group of nemati- cides comprising:thiodicarb (B17.2) and abamectin (B.17.1).
  • said insecticide is thiodicarb (B.2.15), clothianidin (B.5.1 ), imidacloprid (B.5.4), thiamethoxam (B.5.5), thiacloprid (B.5.8), fipronil (B.6.3), cyazypyr (B.15.12), rynaxapyr (B.15.13), chlorpyrifos (B.1.4) or acephate (B.1.1 ); and said nematicide is abamectin (B.17.1).
  • said combination of a nitrification inhibitor or (T) and an insecticide and/or nematicide further comprises a fertilizer.
  • the present invention relates to a composition for increasing the health of a plant comprising at least one nitrification inhibitor as defined herein above and at least one in- secticide and/or nematicide as defined herein above.
  • the present invention relates to a composition for increasing the health of a plant comprising (T) and at least one insecticide and/or nematicide as defined herein above.
  • the present invention relates to a composition for increasing the insecticidal and/or nematicidal activity of the insecticide and/or nematicide comprising (T) and at least one insecticide and/or nematicide as defined herein above.
  • said agriculatural compositon additionally comprises at least one carrier.
  • the present invention relates to a method for increasing the health of a plant, comprising treating a plant growing on soil or soil substituents and/or the locus or soil or soil substituents where the plant is growing or is intended to grow with a combination of at least one nitrification inhibitor and at least one insecticide and/or nematicide as defined herein above, or a composition as defined herein above.
  • the plant and/or the locus or soil or soil substituents where the plant is growing or is intended to grow is additionally provided with a fertilizer.
  • the application of said nitrification inhibitor (A) and of said insecticide and/or nematicide (B), and optionally of said fertilizer (C) is carried out simultaneously or with a time lag.
  • the application of (T) and of said insecticide and/or nematicide (B), and optionally of said fertilizer (C) is carried out simultaneously or with a time lag.
  • said time lag is an interval of 1 day, 2 days, 3 days, 1 week, 2 weeks or 3 weeks.
  • composition or method of the invention as mentioned herein above, said increase of the health of a plant is reflected by an increase in growth of root and shoot, an overall increase in productivity and/or a faster and more efficient development of the plant.
  • said plant is an agricultural plant such as wheat, barley, oat, rye, soybean, corn, oilseed rape, canola, sunflower, cotton, sugar cane, sugar beet, rice or a vegetable such as spinach, lettuce, asparagus, or cabbages; or sorghum; a silvicultural plant; an ornamental plant; or a horticultural plant, each in its natural or in a genetically modified form.
  • agricultural plant such as wheat, barley, oat, rye, soybean, corn, oilseed rape, canola, sunflower, cotton, sugar cane, sugar beet, rice or a vegetable such as spinach, lettuce, asparagus, or cabbages; or sorghum; a silvicultural plant; an ornamental plant; or a horticultural plant, each in its natural or in a genetically modified form.
  • the present invention relates in one aspect to the use of an insecticide and/or nematicide and a nitrification inhibitor for increasing the health of a plant, wherein said nitrification inhibitor is a compound of formula I as defined herein.
  • the present invention relates in another aspect to the use of an insecticide and/or nematicide (T) for increasing the health of a plant.
  • the present invention relates in another aspect to the use of an insecticide and/or nematicide (T) for increasing the insecticidal and/or nematicidal activity of the insecticide and/or nematicide.
  • Nitrification inhibitor is to be understood in this context as a chemical substance which slows down or stops the nitrification process. Nitrification inhibitors accordingly retard the natural transformation of ammonium into nitrate, by inhibiting the activity of bacteria such as Nitrosomonas spp.
  • the term "nitrification” as used herein is to be understood as the biological oxidation of ammonia (N H3) or ammonium (NH 4 + ) with oxygen into nitrite (N0 2 ) followed by the oxidation of these nitrites into nitrates (NO3 ) by microorganisms. Besides nitrate (NO3 ) nitrous oxide is also produced though nitrification. Nitrification is an important step in the nitrogen cycle in soil. The inhibition of nitrification may thus also reduce N0 2 losses.
  • compound(s) according to the invention comprises the compound(s) as defined herein as well as a stereoisomer, salt, tautomer or N-oxide thereof.
  • compound(s) of the present invention is to be understood as equivalent to the term “compound(s) according to the invention”, therefore also comprising a stereoisomer, salt, tautomer or N-oxide thereof.
  • the compounds of formula I may be amorphous or may exist in one or more different crystalline states (polymorphs) which may have different macroscopic properties such as stability or show different biological properties such as activities.
  • the present invention relates to amorphous and crystalline compounds of formula I, mixtures of different crystalline states of the respective compound I, as well as amorphous or crystalline salts thereof.
  • Salts of the compounds of the formula I are preferably agriculturally acceptable salts. They can be formed in a customary manner, e.g. by reacting the compound with an acid of the anion in question if the compound of formula I has a basic functionality. Agriculturally useful salts of the compounds of formula I encompass especially the acid addition salts of those acids whose cati- ons and anions, respectively, have no adverse effect on the mode of action of the compounds of formula I.
  • Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydro- gensulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of Ci-C 4 -alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting compounds of formula I with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
  • N-oxide includes any compound of formula I which has at least one tertiary nitrogen atom that is oxidized to an N-oxide moiety.
  • the organic moieties mentioned in the above definitions of the variables are - like the term halogen - collective terms for individual listings of the individual group members.
  • the prefix C n -C m indicates in each case the possible number of carbon atoms in the group.
  • halogen denotes in each case fluorine, bromine, chlorine or iodine, in particular fluorine, chlorine or bromine.
  • alkyl denotes in each case a straight-chain or branched alkyl group having usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, more preferably from 1 to 3 carbon atoms.
  • Examples of an alkyl group are methyl, ethyl, n-propyl, iso-propyl, n-butyl, 2-butyl, iso-butyl, tert-butyl, n-pentyl, 1 -methylbutyl, 2-methylbutyl, 3-methylbutyl, 2, 2-di methyl propyl, 1 -ethyl propyl, n-hexyl, 1 ,1 -dimethylpropyl, 1 ,2- di methyl propyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1 ,1 -dimethyl- butyl, 1 ,2-dimethylbutyl, 1 ,3-dimethylbutyl, 2, 2-di methyl butyl, 2,3-dimethylbutyl, 3,3-dimethyl- butyl, 1-ethylbutyl, 2-ethylbutyl, 1
  • haloalkyl denotes in each case a straight-chain or branched alkyl group having usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, wherein the hydrogen atoms of this group are partially or totally replaced with halogen atoms.
  • Preferred haloalkyl moieties are selected from Ci-C 4 -haloalkyl, more preferably from Ci-C3-haloalkyl or Ci-C2-haloalkyl, in particular from Ci-C2-fluoroalkyl such as fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, and the like.
  • cyanoalkyl denotes in each case a straight-chain or branched alkyl group having usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, wherein the hydrogen atoms of this group are partially or totally re- placed with cyano groups.
  • Preferred cyanoalkyl moieties are selected from Ci-C4-cyanoalkyl, more preferably from Ci-C3-cyanooalkyl or Ci-C 2 -cyanoalkyl.
  • hydroxyalkyl denotes in each case a straight-chain or branched alkyl group having usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, wherein the hydrogen atoms of this group are partially or totally replaced with hydroxy groups.
  • Preferred hydroxyalkyl moieties are selected from Ci-C 4 -hydroxy- alkyl, more preferably from Ci-C-hydroxyalkyl or Ci-C2-hydroxyalkyl.
  • Preferred hydroxyalkyl moieties are selected from hydroxy methyl, dihydroxymethyl, trihydroxymethyl,1 -hydroxyethyl and 2-hydroxyethyl.
  • alkoxy denotes in each case a straight-chain or branched alkyl group which is bound via an oxygen atom and has usually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms.
  • alkoxy group examples are methoxy, ethoxy, n-propoxy, iso-propoxy, n-butyloxy, 2-butyloxy, iso-butyloxy, tert-butyloxy, and the like.
  • alkoxyalkyl refers to alkyl usually comprising 1 to 10, frequently 1 to 4, preferably 1 to 2 carbon atoms, wherein 1 carbon atom carries an alkoxy radical usually comprising 1 to 4, preferably 1 or 2 carbon atoms as defined above. Examples are CH2OCH3, CH2-OC2H5, 2-(methoxy)ethyl, and 2-(ethoxy)ethyl.
  • alkylene as used herein and in the moieties of e.g.
  • alkenyl denotes in each case an at least singly unsaturated hydrocarbon radical, i.e. a hydrocarbon radical having at least one carbon-carbon double bond, hav- ing usually 2 to 10, frequently 2 to 6, preferably 2 to 4 carbon atoms, e.g.
  • haloalkenyl refers to an alkenyl group as defined above, wherein the hydrogen atoms are partially or totally replaced with halogen atoms.
  • alkynyl denotes in each case a hydrocarbon radical having at least one carbon-carbon triple bond and having usually 2 to 10, frequently 2 to 6, preferably 2 to 4 carbon atoms, e.g. ethynyl, propargyl (2-propyn-1-yl), 1 -propyn-1 -yl, 1 -methylprop-2-yn-1 -yl), 2- butyn-1 -yl, 3-butyn-1 -yl, 1 -pentyn-1 -yl, 3-pentyn-1-yl, 4-pentyn-1 -yl, 1 -methylbut-2-yn-1 -yl, 1 - ethyl prop-2-yn-1 -yl and the like.
  • haloalkynyl refers to an alkynyl group as defined above, wherein the hydrogen atoms are partially or totally replaced with halogen atoms.
  • alkynylalkyl refers to alkyl usually comprising 1 to 10, frequently 1 to 4, preferably 1 to 2 carbon atoms, wherein 1 carbon atom carries an alkynyl radical usually comprising 2 to 4, preferably 2 or 3 carbon atoms as defined above.
  • alkynylhydroxyalkyi refers to an hydroxyalkyi as defined above usual- ly comprising 1 to 10, frequently 1 to 4, preferably 1 to 2 carbon atoms, wherein 1 carbon atom carries an alkynyl radical usually comprising 2 to 4, preferably 2 or 3 carbon atoms as defined above.
  • An exemplary alkynylhydroxyalkyi is ethynyl hydroxy methyl.
  • alkynyloxy denotes in each case an alkynyl group which is bound to the remainder of the molecule via an oxygen atom and has usually from 2 to 6 carbon atoms, frequently from 2 to 4 carbon atoms, preferably 2 to 3 carbon atoms.
  • cycloalkyl as used herein and in the cycloalkyl moieties of cycloalkoxy and cycloal- kylmethyl denotes in each case a monocyclic cycloaliphatic radical having usually from 3 to 10 or from 3 to 6 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohep- tyl, cyclooctyl, cyclononyl and cyclodecyl or cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.
  • cycloalkenyl denotes in each case a monocyclic singly unsaturated non-aromatic radical having usually from 5 to 10 or from 3 to 8 carbon atoms, including e.g. cy- cloheptenyl or cyclooctenyl.
  • heterocyclyl or “heterocycle” includes in general 3- to 14-membered, preferably 3- to 10-membered, more preferably 5-, or 6-membered non-aromatic radicals with at least one het- eroatom.
  • heterocyclyl or “heterocycle” refers to monocyclic, bicyclic or tricyclic heterocyclic non-aromatic radicals.
  • heterocyclyl or “heterocycle” also includes bicyclic or tricyclic radicals, which comprise a non-aromatic ring and a fused aryl or hetaryl ring. Particularly preferred are 5- and 6-membered monocyclic heterocyclic non-aromatic radicals.
  • the het- erocyclic radicals usually comprise 1 , 2, 3, 4 or 5, preferably 1 , 2 or 3 heteroatoms selected from N, O and S as ring members, where S-atoms as ring members may be present as S, SO or SO2.
  • Examples of 5- or 6-membered heterocyclic radicals comprise saturated or unsaturated, non-aromatic heterocyclic rings, such as oxiranyl, oxetanyl, thietanyl, thietanyl-S-oxid (S- oxothietanyl), thietanyl-S-dioxid (S-dioxothiethanyl), pyrrolidinyl, pyrrolinyl, pyrazolinyl, tetrahy- drofuranyl, dihydrofuranyl, 1 ,3-dioxolanyl, thiolanyl, S-oxothiolanyl, S-dioxothiolanyl, dihy- drothienyl, S-oxodihydrothienyl, S-dioxodihydrothienyl, oxazolidinyl, oxazolinyl,
  • heterocyclic rings also comprising 1 or 2 carbonyl groups as ring members comprise pyrrolidin-2-onyl, pyrrolidin-2,5-dionyl, imidazolidin-2-onyl, oxazolidin-2-onyl, thiazolidin-2-onyl and the like.
  • Particularly preferred are also bicyclic 8- to 10-membered heterocyclic radicals comprising as ring members 1 , 2, 3, 4 or 5, preferably 1 , 2 or 3 heteroatoms selected from N, O and S members, where S-atoms as ring members may be present as S, SO or S0 2 .
  • said bicyclic 8- to 10-membered heterocyclic radicals comprise a 5- or 6-membered non-aromatic ring as defined above, which is fused to an aryl or hetaryl ring or to another heterocyclic ring.
  • fused heterocyclyl radicals may be bound to the remainder of the molecule via any ring atom of the 5- or 6-membered ring or the fused ring.
  • carbocyclyl or “carbocycle” includes in general 3- to 14-membered, preferably 3- to 10-membered, more preferably 5- or 6-membered non-aromatic radicals.
  • the term “carbocyclyl” or “carbocycle” may refer to monocyclic, bicyclic or tricyclic carbocyclic non-aromatic radicals.
  • Preferred carbocycles are cycloalkyl and cycloalkenyl groups having from 3 to 10, preferably 5 or 6 carbon atoms.
  • bicyclic 8- to 10-membered carbocyclic radicals wherein a 5- or 6-membered non-aromatic ring is fused to an aryl ring or another carbocyclic ring.
  • fused carbocyclyl radicals may be bonded to the remainder of the molecule via any ring atom of the 5- or 6-membered ring or the fused ring.
  • heteroaryl includes monocyclic 5- or 6-membered heteroaromatic radicals comprising as ring members 1 , 2, 3 or 4 heteroatoms selected from N, O and S.
  • 5- or 6-membered heteroaromatic radicals include pyridyl, i.e. 2-, 3-, or 4-pyridyl, pyrimidinyl, i.e. 2-, 4- or 5-pyrimidinyl, pyrazinyl, pyridazinyl, i.e. 3- or 4-pyridazinyl, thienyl, i.e. 2- or 3-thienyl, furyl, i.e. 2-or 3-furyl, pyrrolyl, i.e.
  • 5-isothiazolyl pyrazolyl, i.e. 1 -, 3-, 4- or 5-pyrazolyl, i.e. 1 -, 2-, 4- or 5-imidazolyl, oxadiazolyl, e.g. 2- or 5-[1 ,3,4]oxadiazolyl, 4- or 5-(1 ,2,3-oxadiazol)yl, 3- or 5-(1 ,2,4-oxadiazol)yl, 2- or 5-(1 ,3,4-thiadiazol)yl, thiadiazolyl, e.g.
  • heteroaryl also includes bicyclic 8 to 13-membered, preferably 8- to 10 membered heteroaromatic radicals comprising as ring members 1 , 2 or 3 heteroatoms selected from N, O and S, wherein a 5- or 6-membered heteroaromatic ring is fused to a phenyl ring or to a 5- or 6-membered heteroaromatic radical.
  • Examples of a 5- or 6-membered heteroaromatic ring fused to a phenyl ring or to a 5- or 6- membered heteroaromatic radical include benzofuranyl, benzothienyl, indolyl, indazolyl, ben- zimidazolyl, benzoxathiazolyl, benzoxadiazolyl, benzothiadiazolyl, benzoxazinyl, chinolinyl, iso- chinolinyl, purinyl, 1 ,8-naphthyridyl, pteridyl, pyrido[3,2-d]pyrimidyl or pyridoimidazolyl and the like.
  • These fused hetaryl radicals may be bonded to the remainder of the molecule via any ring atom of 5- or 6-membered heteroaromatic ring or via a carbon atom of the fused phenyl moiety.
  • heteroaryloxy refers to heteraryl as defined above, which is bound via an oxygen atom to the remainder of the molecule.
  • aryl includes monocyclic, bicyclic or tricyclic aromatic radicals comprising 6 to 14 carbon atoms, preferably 6 or 10 carbon atoms, more preferably 6 carbon atoms.
  • Exemplary aryl radicals include anthracenyl, naphthalenyl and phenyl.
  • a preferred aryl radical is phenyl.
  • a preferred arylalkyl group is phenylmethyl, i.e. benzyl.
  • aryloxy refers to aryl as defined above, which is bound via an oxygen atom to the remainder of the molecule.
  • a preferred aryloxy group is e.g. benzyloxy.
  • the present invention concerns in one aspect the use of a nitrification inhibitor for reducing nitrification, wherein said nitrification inhibitor is a compound of formu- la I or a stereoisomer, salt, tautomer or N-oxide thereof, wherein
  • A is aryl or hetaryl, wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other se- lected from R A ;
  • R 1 and R 2 are independently of each other selected from H and CrC 2 -alkyl
  • R 3 is H , Ci-C 4 -haloalkyl, Ci-C 4 -hydroxyalkyl, ethynylhydroxym ethyl, phenylhydroxymethyl, or aryl, wherein the aromatic ring may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R B ; and wherein R A is
  • Ci-C 4 -alkylene-OR c C 2 -C 4 -alkenylene-OR c , Ci-C 4 -alkylene-SR c , C 2 -C 4 - alkenylene-SR c , wherein the Ci-C 4 -alkylene or C 2 -C 4 -alkenylene chain may in each case be unsubstituted or may be partially or fully substituted by ORa, CN, halogen or phenyl;
  • a 3- to 14-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H , Ci-C 4 - alkyl, C 2 -C 4 -alkenyl, C3-C6-cycloalkyl, C3-C6-cycloalkylmethyl, or ORa; or
  • B is aryl or hetaryl, wherein the aromatic ring of the ary or hetaryl group may be un- substituted or may be partially or fully substituted by substituents, which are independently of each other selected from R h ;
  • a 3- to 14-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are select- ed from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H , Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, C3-Ce-cycloalkyl, C3-C6-cycloalkylmethyl, or ORa; or
  • aryl or hetaryl wherein the aromatic ring of the aryl or hetaryl group may be unsubstituted or may be partially or fully substituted by substituents, which are inde- pendently of each other selected from R h ; or
  • a 3- to 10-membered, saturated or unsaturated heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and
  • S wherein S may be oxidized and/or wherein the heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H , Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, C3-C6-cycloalkyl, C 3 -C 6 -cycloalkylmethyl, or ORa;
  • Ci-C -alkylene chain may in each case be unsubstituted or may be partially or fully substituted by ORa, CN, halogen, or phenyl;
  • a 3- to 10-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H , Ci-C 4 - alkyl, C 2 -C 4 -alkenyl, C3-C6-cycloalkyl, C3-C6-cycloalkylmethyl, or ORa;
  • R f is CrC 4 -alkyl, Ci-C 4 -haloalkyl, NRR k , OR', SR', aryl or hetaryl, wherein the aromatic ring of the aryl or hetaryl group may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R h ;
  • Ra is H or Ci-C -alkyl
  • R is (i) halogen, CN, d-C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, Ci-C 4 -haloalkyl, C 2 -C 4 - haloalkenyl ;
  • R 1d is H, Ci-C -alkyl, C 2 -C 4 -alkenyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 - cycloalkylmethyl, or ORa;
  • aryl, aryl-Ci-C 2 -alkyl, hetaryl, or hetaryl-Ci-C 2 -alkyl wherein the aromatic ring of the aryl or hetaryl group may be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from halogen, CN, C1-C4- alkyl, Ci-C 4 -haloalkyl, Ci-C 4 -alkoxy, C 2 -C 4 -alkynyloxy, ORa, and SRs; or
  • R m and R n are independently selected from H and Ci-C 4 -alkyl.
  • A is phenyl or a 5- or 6-membered hetaryl , wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R A .
  • R A represents phenyl or a 5- or 6- membered hetaryl, wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R A .
  • R 1 and R 2 both represent hydrogen. These compounds corresp ds of formula I . A. I . A in another preferred embodiment of said compound of formula I, R 3 is hydrogen, Ci-C 4 -haloalkyl or ethynylhydroxymethyl. It is even more preferred that R 3 is hydrogen. These compounds correspond to compounds of formula I.X.
  • A is A', i.e. phenyl or a 5- or 6-membered hetaryl, wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from R A , and R 1 and R 2 are both hydrogen.
  • substituents which are independently of each other selected from R A , and R 1 and R 2 are both hydrogen.
  • A is A', i.e. phenyl or a 5- or 6-membered hetaryl, wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from
  • R A , and R 3 is hydrogen. These compounds correspond to compounds of formula I.1.X.
  • R 1 and R 2 are both hydrogen, and R 3 is hydrogen. These compounds correspond to compounds of formula I.A.X.
  • A is A', i.e. phenyl or a 5- or
  • 6-membered hetaryl wherein the aromatic ring may in each case be unsubstituted or may be partially or fully substituted by substituents, which are independently of each other selected from
  • R A , R 1 and R 2 are both hydrogen, a
  • R A if present, is
  • a 3- to 14-membered saturated or unsaturated heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is H, Ci-C 4 -alkyl, C 2 -C 4 -alkenyl, C3-C6-cycloalkyl, C3-C 6 -cycloalkylmethyl, or OR .
  • the compound of formula I is a compound of formula 1.1 , I .A, I.X, 1.1 A 1.1 -X, I AX or 1.1. A.X, wherein R A , if present, is
  • Ci-C 4 - alkylene or C 2 -C 4 -alkenylene chain may in each case be unsubstituted or may be partially or fully substituted by CN or halogen;
  • heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R'; and wherein R 1b is H, Ci-C -alkyl, C 2 -C -alkenyl, C3-C6-cycloalkyl, C 3 -C 6 -cycloalkylmethyl, or ORa.
  • R A is present in the compounds of formula I or a compound of any one of formulae 1.1 , LA, I 1.1.A, 1.1.X, I.A.X or 1.1.A.X, and preferably if R A is selected as indicated above, the following substituent definitions are particularly preferred according to the present invention.
  • Y 1 , Y 2 and Y 3 are independently of each other selected from O, S and N R 1a , wherein preferably R 1a is in each case independently H, Ci-C 4 -alkyl, ORs, or NR m R n .
  • R a and R b are independently of each other selected from
  • a 3- to 10-membered, saturated or unsaturated heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is preferably H , CrC 4 -alkyl, or ORa.
  • R c is
  • a 3- to 10-membered saturated or unsaturated carbocycle or heterocycle which may contain 1 , 2, or 3 heteroatoms which, independently of each other, are selected from NR 1b , O, and S, wherein S may be oxidized and/or wherein the carbocycle or heterocycle may be unsubstituted or may be partially or fully substituted by substituents which, independently of each other, are selected from R; and wherein R 1b is preferably H, Ci-C 4 -alkyl, or ORa.
  • R f is Ci-C 4 -alkyl.
  • Ra is H.
  • R h is halogen or Ci-C 4 -alkoxy.
  • R' is N
  • Ci-C4-alkyl Ci-C4-haloalkyl, C2-C4-haloalkenyl; or
  • Ri and R k are both H .
  • R' is H.
  • R m and R n are both H.
  • the present invention thus relates to the use of a combination of a nitrification inhibitor or (T) and an insecticide and/or nematicide as defined herein above, or of a composition comprising said combination of a nitrification inhibitor or (T) and an insecticide and/or ne- maticide as defined herein for increasing the health of a plant.
  • nitrification inhibitor or derivatives or salts thereof as defined herein above in combination with an insecticide and/or nematicide in particular compounds of formula I and/or salts or suitable derivatives thereof in combination with an insecticide and/or nematicide, as well as compositions comprising said nitrification inhibitor or (T) and an insecticide and/or nematicide as defined herein may be used for in- creasing the health of a plant.
  • the use may be based on an application of the combination of the nitrification inhibitor or (T) and an insecticide and/or nematicide, the or the composition as defined herein to a plant growing on soil and/or the locus where the plant is growing or is intended to grow, or the application of the combination of the nitrification inhibitor or (T) and an insecticide and/or nematicide, or the composition as defined herein to soil where a plant is growing or is intended to grow or to soil substituents.
  • the combination of the nitrification inhibitor or (T) and an insecticide and/or nematicide may be used in the absence of plants, e.g. as preparatory activity for subsequent agricultural activity.
  • the use may further include the application of a combination of an insecticide and/or nematicide and (T) or the nitrification inhibitor r or derivatives or salts thereof as defined herein above, in particular compounds of formula I and/or salts or suitable derivatives thereof, as well as compositions comprising said combination of an insecticide and/or nematicide and (T) or the nitrification inhibitor,as defined herein above to environments, areas or zones, where nitrification takes place or is assumed or expected to take place.
  • Such environments, areas or zones may, in specific embodiments, not comprise plants or soil, but be planned for subsequent growth of plants. Examples of such environments are laboratory environments or green houses or similar indoor facilities.
  • plant health as used herein is intended to mean a condition of the plant which is de- termined by several aspects alone or in combination with each other.
  • One indicator (indicator 1 ) for the condition of the plant is the crop yield.
  • “Crop” and “fruit” are to be understood as any plant product which is further utilized after harvesting, e.g. fruits in the proper sense, vegetables, nuts, grains, seeds, wood (e.g. in the case of silviculture plants), flowers (e.g. in the case of gardening plants, ornamentals) etc., that is anything of economic value that is produced by the plant.
  • Another indicator (indicator 2) for the condition of the plant is the plant vigor.
  • the plant vigor becomes manifest in several aspects, too, some of which are visual appearance, e.g. leaf color, fruit color and aspect, amount of dead basal leaves and/or extent of leaf blades, plant weight, plant height, extent of plant verse (lodging), number, strong ness and productivity of tillers, panicles' length, extent of root system, strongness of roots, extent of nodulation, in par- ticular of rhizobial nodulation, point of time of germination, emergence, flowering, grain maturity and/or senescence, protein content, sugar content and the like.
  • Another indicator (indicator 3) for an increase of a plant's health is the reduction of biotic or abiotic stress factors.
  • the three above mentioned indicators for the health condition of a plant may be interdependent and may result from each other. For example, a reduction of biotic stress may lead to a better plant vigor, e.g. to better and bigger crops, and thus to an increased yield.
  • Biotic stress can have harmful effects on plants.
  • the term "biotic stress” as used in the context of the present invention refers in particular to stress caused by living organisms, such as insects, arachnids or nematodes.
  • living organisms such as insects, arachnids or nematodes.
  • the quantity and the quality of the stressed plants, their crops and fruits decrease.
  • reproductive development is usually severely affected with consequences on the crops which are important for fruits or seeds.
  • Growth may be slowed by the stresses; polysaccharide synthesis, both structural and storage, may be reduced or modified: these effects may lead to a decrease in biomass and to changes in the nutritional value of the product.
  • a reduction of biotic stress factors may, for example, be due to an insecticidal effect to insects, arachnids or nematodes of an insecticide and/or nematicide as defined herein.
  • Abiotic stress includes drought, cold, increased UV, increased heat, or other changes in the environment of the plant, that leads to sub-optimal growth conditions.
  • a reduction of abiotic stress factors may, for example, be due to a reduction of nitrification and a corresponding improvement of uptake of nitrogen nutrients.
  • the term "increased yield" of a plant as used herein means that the yield of a product of the respective plant is increased by a measurable amount over the yield of the same product of the plant produced under the same conditions, but without the application of the composition of the invention. According to the present invention, it is preferred that the yield be increased by at least 0,5 %, more preferred at least 1 %, even more preferred at least 2 %, still more preferred at least 4 %.
  • An increased yield may, for example, be due to a reduction of nitrification and a corresponding improvement of uptake of nitrogen nutrients, as well as an insecticidal effect to insects, arachnids or nematodes of an insecticide and/or nematicide as defined herein.
  • improved plant vigor means that certain crop characteristics are in- creased or improved by a measurable or noticeable amount over the same factor of the plant produced under the same conditions, but without the application of the composition of the present invention. Improved plant vigor can be characterized, among others, by following improved properties of a plant:
  • the improvement of the plant vigor according to the present invention particularly means that the improvement of anyone or several or all of the above mentioned plant characteristics are improved. It further means that if not all of the above characteristics are improved, those which are not improved are not worsened as compared to plants which were not treated according to the invention or are at least not worsened to such an extent that the negative effect exceeds the positive effect of the improved characteristic (i.e. there is always an overall positive effect which preferably results in an improved crop yield).
  • An improved plant vigor may, for example, be due to a reduction of nitrification and a corresponding improvement of uptake of nitrogen nutrients, as well an insecticidal effect to insects, arachnids or nematodes of an insecticide and/or nematicide as defined herein. It is particularly preferred that said increase of the health of a plant is reflected by an increase in growth of root and shoot and/or an overall increase in productivity and/or a faster and more efficient development of the plant.
  • the term "reducing nitrification” or "reduction of nitrification” as used herein refers to a slowing down or stopping of nitrification processes, e.g. by retarding or eliminating the natural transformation of ammonium into nitrate.
  • Such reduction may be a complete or partial elimination of nitrification at the plant or locus where the inhibitor or composition comprising said inhibitor is applied.
  • a partial elimination may result in a residual nitrification on or in the plant, or in or on the soil or soil substituents where a plant grows or is intended to grow of about 90% to 1 %, e.g. 90%, 85%, 80%, 70%, 60%, 50%, 40%, 30%, 20%, 10% or less than 10%, e.g. 5% or less than 5% in comparison to a control situation where the nitrification inhibitor is not used.
  • a partial elimination may result in a residual nitrification on or in the plant or in or on the soil or soil substituents where a plant grows or is intended to grow of below 1 %, e.g. at 0.5%, 0.1 % or less in comparison to a control situation where the nitrification inhibitor is not used.
  • insecticide as mentioned herein above may be any insecticide known to the skilled person.
  • An insecticide typically shows an outstanding effectiveness against biotic stresses caused by a broad spectrum of insects or arachnids, in particular phytopathogenic insects or arachnids.
  • nematicide as mentioned herein above may be any insecticide known to the skilled person.
  • a nematicide typically shows an outstanding effectiveness against biotic stresses caused by a broad spectrum of nematodes, in particular phytopathogenic nematodes.
  • the insecticide an organo(thio)phosphate.
  • Suitable examples of an organo(thio)phosphate insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combi- nation with (T) - according to the present invention are acephate (B.1.1 ), azamethiphos (B.1.2), azinphos-methyl (B.1.3), chlorpyrifos (B.1 .4), chlorpyrifos-methyl (B.1.5), chlorfenvinphos (B.1.6), diazinon (B.1 .7), dichlorvos (B.1.8), dicrotophos (B.1.9), dimethoate (B.1.10), disulfoton (B.1.11 ), ethion (B.1.12), fenitrothion (B.1.13), fenthion (B.1.14), isoxathion (B.1.15), malathion (B.1.16), methamidophos (B
  • the insecticide is a carbamate.
  • suitable examples of carbamate insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are alanycarb (B.2.1 ), aldicarb (B.2.2), bendiocarb (B.2.3), benfuracarb (B.2.4), carbaryl (B.2.5), carbofuran (B.2.6), carbosulfan (B.2.7), fenoxycarb (B.2.8), furathiocarb (B.2.9), methiocarb (B.2.10), methomyl (B.2.11 ), oxamyl (B.2.12), pirimicarb (B.2.13), propoxur (B.2.14), thiodicarb (B.2.15), and triazamate (B.2.16).
  • the insecticide is a pyrethroid.
  • pyrethroid insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are allethrin (B.3.1 ), bifenthrin (B.3.2), cyfluthrin (B.3.3), cyhalothrin (B.3.4), cyphenothrin (B.3.5), cypermethrin (B.3.6), alpha-cypermethrin (B.3.7), beta-cypermethrin (B.3.8), zeta-cypermethrin (B.3.9), deltamethrin (B.3.10), esfenvalerate (B.3.11 ), etofenprox (B.3.28), fenpropathrin (B.3.12), fenval
  • the insecticide is an insect growth regulator.
  • Suitable examples insect growth regulator insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are chitin synthesis inhibitors, ecdysone antago- nists, juvenoids and lipid biosynthesis inhibitors.
  • Suitable examples of insect growth regulator insecticides of the class of chitin synthesis inhibitors to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are benzoylureas, chlorfluazuron (B.4.1 ), cyramazin (B.4.2), diflubenzuron (B.4.3), flucycloxuron (B.4.4), flufenoxuron (B.4.5), hexaflumuron (B.4.6), lufenuron (B.4.7), novaluron (B.4.8), teflubenzuron (B.4.9), triflumuron (B.4.10); buprofezin (B.4.11 ), diofenolan (B.4.12), hexythiazox (B.4.13), etoxazole (B.4.14), and clofentazine (B.4.15).
  • Suitable examples of insect growth regulator insecticides of the class of ecdysone antagonists to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are halofenozide (B.4.16), methoxyfenozide (B.4.17), tebufenozide (B.4.18) and azadirachtin (B.4.19).
  • Suitable examples of insect growth regulator insecticides of the class of juvenoids to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are pyriproxyfen (B.4.20), methoprene (B.4.21), and fenoxycarb (B.4.22).
  • Suitable examples of insect growth regulator insecticides of the class of lipid biosynthesis inhibitors to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are spirodiclofen (B.4.23), spiromesifen (B.4.24), and spirotetramat (B.4.25).
  • the insecticide is nicotinic receptor agonists/antagonists compound.
  • Suitable examples nicotinic receptor agonists/antagonists compound insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are clothianidin (B.5.1 ), dinotefuran (B.5.2), flupyradifurone (B.5.3), imidacloprid (B.5.4), thiamethoxam (B.5.5), nitenpyram (B.5.6), acetamiprid (B.5.7), thiacloprid (B.5.8), and 1-2-chloro-thiazol-5-ylmethyl)-2- nitrimino-3,5-dimethyl-[1 ,3,5]triazinane (B.5.9).
  • the insecticide is a GABA antagonist compound.
  • GABA antagonist compound insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are endosulfan (B.6.1 ), ethiprole (B.6.2), fipronil (B.6.3), vaniliprole (B.6.4), pyrafluprole (B.6.5), pyriprole (B.6.6), and 5-amino-1-(2,6-dichloro-4-methyl- phenyl)-4-sulfinamoyl-1 H-pyrazole-3-carbothioic acid amide (B.6.7).
  • the insecticide is macrocyclic lactone.
  • Suitable examples of macrocy-hack lactone insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are abamectin (B.7.1 ), emamectin (B.7.2), milbemectin (B.7.3), lepimectin (B.7.4), spinosad (B.7.5), spinetoram (B.7.6).
  • the insecticide is a mitochondrial electron transport inhibitor (METI) I acaricide.
  • Suitable examples of mitochondrial electron transport inhibitor (METI) I acaricide insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are fenazaquin (B.8.1 ), pyridaben (B.8.2), tebufenpyrad (B.8.3), tolfenpyrad (B.8.4), and flufen- erim (B.8.5).
  • the insecticide is a M ETI I and III compounds.
  • Suitable examples of METI I and III compound insecticides to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are acequinocyl (B.9.1 ), fluacyprim (B.9.2), and hydramethyl- non (B.9.3).
  • the insecticide is an uncoupler.
  • a suitable example of an uncoupler insecticide to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention is chlorfenapyr (B.10.1 ).
  • the insecticide is an oxidative phosphorylation inhibitor.
  • Suitable examples of such oxidative phosphorylation inhibitors to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are cyhexatin (B.11.1 ), diafenthiuron (B.1 1.2), fenbu- tatin oxide (B.1 1.3), and propargite (B.1 1.4).
  • the insecticide is an moulting disruptor compound.
  • a suitable example of such moulting disruptor compounds to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - ac- cording to the present invention is cryomazine (B.12.1 ).
  • the insecticide is a mixed function oxidase inhibitor.
  • a suitable example of such mixed function oxidase inhibitor to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - ac- cording to the present invention is piperonyl butoxide (B.13.1).
  • the insecticide is a sodium channel blocker.
  • Suitable examples of such sodium channel blockers to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are indoxacarb (B.14.1), and metaflumizone (B.14.2).
  • the insecticide is a ryanodine receptor inhibitor.
  • ryanodine receptor inhibitors to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention are chlorantraniliprole (B.15.1), cyantraniliprole (B.15.2), flubendiamide (B.15.3), N-[4,6-dichloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro- 2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (B.15.4); N-[4-chloro-2-[(diethyl-lambda-4- sulfanylidene)carbamoyl]-6-methyl
  • the insecticide to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention is benclothiaz (B.16.1 ), bifenazate (B.16.2), artap (B.16.3), flonicamid (B.16.4), pyridalyl (B.16.5), pymetrozine (B.16.6), sulfur (B.16.7), thiocyclam (B.16.8), cyenopyrafen (B.16.9), flupyrazofos (B.16.10), cyflumetofen (B.16.11 ), amidoflumet (B.16.12), imicyafos (B.16.13), bistrifluron (B.16.14), pyrifluquinazon (B.16.15) and 1 , 1 '
  • the nematicide to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention is thiodicarb or abamectin (B.17.1 ).
  • insecticide may be selected from the following group of insecticides:
  • - pyrethroids bifenthrin (B.3.2), cypermethrin (B.3.6), alpha-cypermethrin (B.3.7), beta- cypermethrin (B.3.8), zeta-cypermethrin (B.3.9), deltamethrin (B.3.10), tefluthrin (B.3.22),
  • - nicotinic receptor agonists/antagonists compounds clothianidin (B.5.1 ), dinotefuran (B.5.2), imidacloprid (B.5.4), thiamethoxam (B.5.5), acetamiprid (B.5.7), thiacloprid (B.5.8),
  • cyazypyr B.15.12
  • rynaxapyr B.15.13
  • the nematicide may be selected from the following group of nemati- cides: thiodicarb or abamectin (B.17.1).
  • the insecticide to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used in combination with (T) - according to the present invention is thiodicarb (B.2.15), clothianidin (B.5.1), imidacloprid (B.5.4), thiamethoxam (B.5.5), thiacloprid (B.5.8), fipronil (B.6.3), cyazypyr (B.15.12), rynaxapyr (B.15.13), chlorpyrifos (B.1.4) or acephate (B.1.1); and the nematicide to be used in combination with a nitrification inhibitor and/or with a (thio)phosphoric acid triamide (T) - preferably used
  • compositions comprising as compound I (component A) a nitrification inhibitor as defined herein above and as compound II (component B) an insecticide and/or a nematicide as defined herein, i.e. a combination of component A and B.
  • such compositions may be selected from the component A of Table 2 in column 2 (Com. A) and from component B of Table 2 in column 3 (Com. B).
  • the number of component A of Table 2 corresponds to the number of component A as shown in Table 1 , supra ("Entry").
  • Preferred embodiments thus include the specified combinations or compositions comprising component A and B as defined inCb-1 to Cb-2365 of the following Table 2:

Abstract

La présente invention concerne une composition comprenant : (A) un mélange comprenant au moins un triamide d'acide (thio)phosphorique (T) selon la formule générale (Ia) : 1R2 N–P(X)(NH2) 2 (Ia) dans laquelle X désigne oxygène ou soufre ; R1 représente un groupe alkyle C1 à C<sb />, un groupe cycloalkyle C3 à C20, un groupe aryle C6 à C20, ou un groupe dialkylaminocarbonyle ; R2 représente H, ou R1 et R2 définissent conjointement avec l'atome d'azote les liant un radical hétérocyclique saturé ou insaturé à 5 ou 6 chaînons, qui comprend éventuellement 1 ou 2 autres hétéroatomes choisis dans le groupe constitué par l'azote, l'oxygène et le soufre et b) au moins un insecticide et/ou un nématicide spécifique.
PCT/IB2015/052774 2014-04-17 2015-04-16 Combinaison de nouveaux inhibiteurs de nitrification et d'insecticides et/ou de nématicides ainsi que combinaison de triamides d'acide (thio) phosphorique et d'insecticides et/ou de nématicides WO2015104700A2 (fr)

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CN105104426A (zh) * 2015-08-24 2015-12-02 河南德西扬农生物科技有限公司 一种乙螨唑、十二烷基硫酸钠和钙粉复合颗粒剂及其制备方法
CN107500902A (zh) * 2017-09-22 2017-12-22 芜湖新达园林绿化集团有限公司 一种提高文竹生命力的复混肥制备方法
CN108218591A (zh) * 2018-04-10 2018-06-29 内蒙古新威远生物化工有限公司 一种含有阿维菌素b2的药肥
WO2018152369A1 (fr) * 2017-02-15 2018-08-23 Mcknight Gary David Compositions et procédés d'enrobage d'inhibiteurs de nitrification d'une solution contenant une concentration élevée d'inhibiteurs d'uréase
US10440953B2 (en) 2015-08-07 2019-10-15 Basf Se Control of pests in maize by ginkgolides and bilobalide
US10556844B2 (en) 2015-02-06 2020-02-11 Basf Se Pyrazole compounds as nitrification inhibitors
US10676408B2 (en) 2014-12-18 2020-06-09 Basf Se Alkynylpyrazoles as nitrification inhibitors
CN111960877A (zh) * 2019-05-20 2020-11-20 甘肃星硕生物科技有限公司 一种用于消除哈密瓜连作障碍的生物有机肥
CN112811959A (zh) * 2021-02-04 2021-05-18 赤天化科技集团有限公司 一种含有氯虫苯甲酰胺和吡虫啉的高塔药肥及其制备方法
US11021413B2 (en) 2014-11-14 2021-06-01 Basf Se Benzylpropargylether as nitrification inhibitors
RU2790292C2 (ru) * 2018-01-09 2023-02-16 Басф Се Силилэтинил-гетарильные соединения в качестве ингибиторов нитрификации

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3409317A1 (de) * 1984-03-14 1985-09-19 Basf Ag, 6700 Ludwigshafen Nitrifikationsinhibierende 1-hydroxipyrazol-derivate
CN1331064A (zh) * 2000-06-29 2002-01-16 石达璘 长效全元杀虫抗病氮肥添加剂
DE102004035742A1 (de) * 2004-07-23 2006-03-16 Skw Stickstoffwerke Piesteritz Gmbh N-Phenylphosphorsäuretriamide, Verfahren zu ihrer Herstellung und deren Verwendung als Mittel zur Regulierung bzw. Hemmung der enzymatischen Harnstoff-Hydrolyse
CA2881709C (fr) * 2012-08-15 2019-03-05 Koch Agronomic Services, Llc Compositions liquides ameliorees contenant des inhibiteurs d'urease et des alkylethers de glycol

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US11021413B2 (en) 2014-11-14 2021-06-01 Basf Se Benzylpropargylether as nitrification inhibitors
US10676408B2 (en) 2014-12-18 2020-06-09 Basf Se Alkynylpyrazoles as nitrification inhibitors
US10556844B2 (en) 2015-02-06 2020-02-11 Basf Se Pyrazole compounds as nitrification inhibitors
US10440953B2 (en) 2015-08-07 2019-10-15 Basf Se Control of pests in maize by ginkgolides and bilobalide
CN105104426A (zh) * 2015-08-24 2015-12-02 河南德西扬农生物科技有限公司 一种乙螨唑、十二烷基硫酸钠和钙粉复合颗粒剂及其制备方法
WO2018152369A1 (fr) * 2017-02-15 2018-08-23 Mcknight Gary David Compositions et procédés d'enrobage d'inhibiteurs de nitrification d'une solution contenant une concentration élevée d'inhibiteurs d'uréase
CN107500902A (zh) * 2017-09-22 2017-12-22 芜湖新达园林绿化集团有限公司 一种提高文竹生命力的复混肥制备方法
RU2790292C2 (ru) * 2018-01-09 2023-02-16 Басф Се Силилэтинил-гетарильные соединения в качестве ингибиторов нитрификации
CN108218591A (zh) * 2018-04-10 2018-06-29 内蒙古新威远生物化工有限公司 一种含有阿维菌素b2的药肥
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