EP2262368A1 - Formule de dicyclanile - Google Patents

Formule de dicyclanile

Info

Publication number
EP2262368A1
EP2262368A1 EP20090723656 EP09723656A EP2262368A1 EP 2262368 A1 EP2262368 A1 EP 2262368A1 EP 20090723656 EP20090723656 EP 20090723656 EP 09723656 A EP09723656 A EP 09723656A EP 2262368 A1 EP2262368 A1 EP 2262368A1
Authority
EP
European Patent Office
Prior art keywords
dicyclanil
peg
dcl
polyethylene glycol
molecular weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP20090723656
Other languages
German (de)
English (en)
Inventor
Barry Charles Hosking
Walter Oechslein
Arthur Redpath
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Elanco Tiergesundheit AG
Original Assignee
Novartis AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Novartis AG filed Critical Novartis AG
Priority to EP20090723656 priority Critical patent/EP2262368A1/fr
Publication of EP2262368A1 publication Critical patent/EP2262368A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines

Definitions

  • the present invention relates to concentrates consisting of solutions of dicyclanil (DCL) in polyethylene glycol (PEG), their preparation and their use for the preparation of low-dose aqueous DCL-PEG solutions for combating insects, such as blowfly on sheep and goats or for combating insects in the environmental hygiene area. It also relates to the DCL-PEG concentrates as such and dicyclanil solutions and the low-dose aqueous DCL-PEG solutions as such.
  • DCL dicyclanil
  • PEG polyethylene glycol
  • This invention deals with a product that closely relates to a commercially important threat, especially for sheep farmers.
  • Blowfly strike myiasis
  • Fly strike in sheep is caused by a number of blowfly species (e.g. Lucilia sericata, Lucilia cuprina, Calliphora stygia, Calliphora augur, Chrysomyia rufifacies).
  • the adult fly lays eggs on the live sheep, which subsequently hatch to larval stages that feed on the flesh of the live sheep.
  • Castration and tail docking wounds, mulesing wounds, shearing wounds, head wounds on fighting rams and any other open wound will attract strike flies ('wound' strike), particularly if the wound becomes infected with bacteria.
  • strike flies 'wound' strike
  • the smell of foot-rot is also particularly attractive to blowflies and in many cases the fleece over the chest wall becomes contaminated from the infected foot when the sheep lies down and thus provides another site for fly strike to occur.
  • Fly strike is a severe animal welfare problem and animals suffering from the disease show obvious signs of distress. They become distracted, spending less time grazing and more time rubbing and/or biting the 'struck' areas of their bodies. If the disease goes untreated and secondary strike occurs, the wounds can become very extensive and bacterial infection may lead to serious complications and death from septicemia and toxemia. On examination of the struck area there are often large areas of decaying gangrenous flesh accompanied by an associated putrid smell and visible signs of maggot activity.
  • IGR insect growth regulating
  • the insecticidal treatments kill maggots that are already active on the sheep and in some cases provide limited (several weeks) and often variable protection against re-strike. The period of protection provided will vary between insecticide and specific fly strain.
  • most insecticidal chemicals used in this area are considered 'toxic', e.g. organophosphates and they disadvantage the farmers with long withholding (35+days) periods where the sheep have to be retained 'on-farm' before they can be sold for slaughter (for human consumption) or be shorn for wool production.
  • Preventative applications of the IGR chemicals have the significant advantage of preventing fly strike by interrupting the larval development cycle as the maggots molt between instars, thus arresting the development of maggots before they mature to the critical pathological late instar stages that cause the serious damage to their host.
  • Prevention of fly strike is far preferable to curative treatment. It is more welfare friendly to the sheep than waiting for signs of strike to appear as often a high percentage of a flock can be struck within a short time period (e.g. several days) during a high pressure 'fly wave'.
  • Prevention is also far preferable to the sheep producer because it allows them the opportunity to integrate a responsible, preventative program into their overall farm management system thereby minimizing economic losses as well as increasing the welfare conditions for their livestock.
  • the dominant products currently on the market are applied as back-liners or as jet sprays (using a variety of equipment designs and methods) although 'saturation' dipping is still popular in some countries.
  • DCL dicyclanil
  • CLiK ® is a ready-to-use spray-on/pour-on concentrated aqueous suspoemulsion formulation containing as active ingredient 50 g DCL per liter (5%). When applied at this concentration, CLiK ® confers up to 24 weeks protection against fly strike dependent on the intensity of the infestation ('fly pressure'), the prevailing climatic conditions (encompassing geographic location) and sheep breed type.
  • the down side is that the meat of sheep that have been treated with DCL 5% must not be used for human consumption for extended periods, for example, 56 days in New Zealand, 28 days in Australia and 40 days in the European Union. Additionally, the wool must not be shorn from treated sheep, for subsequent use in clothing and textiles, for 2 or 3 months after application to New Zealand and Australian sheep flocks, respectively. These restrictions significantly hinder sheep producers and in some circumstances may lead them to chance no preventative cover of their sheep despite the risk of fly strike hitting their flocks.
  • the commercial product CLiK ® Spray-on is formulated as an aqueous suspoemulsion because the active ingredient DCL is poorly soluble in water and most other physiologically acceptable solvents.
  • the concentration of a saturated aqueous solution of DCL at room temperature is only about 300 ppm.
  • DCL when exposed to an aqueous environment has a high tendency to precipitate, which is very disadvantageous for the development of a water-based commercial product. This is why many previous attempts to produce a stable liquid formulation that could be safely stored for months or years have failed.
  • PEG Polyethylene glycol
  • PEG Polyethylene glycol
  • the melting points of PEGs vary depending on the Formula Weight of the polymer.
  • PEG has the following structure: HO-(CH2-CH2-O-)n-H
  • Most PEGs include molecules with a distribution of molecular weights, i.e.
  • the size distribution can be characterized statistically by its weight average molecular weight (Mw) and its number average molecular weight (Mn), the ratio of which is called the polydispersity index (Mw/Mn). Mw and Mn can be measured by mass spectroscopy.
  • Mw and Mn can be measured by mass spectroscopy.
  • the water soluble and hygroscopic polymer is a colorless viscous liquid at molecular weight below 600 and a waxy, white solid at molecular weights above 800, i.e. the higher the molecular weight, the more solid is the PEG.
  • the numerical designation of PEGs generally indicates the number average molecular weight (e.g. PEG-2000), although typically they are not monodisperse polymers. Liquid PEG is miscible with water in all proportions and solid PEG is highly soluble in water, for example, PEG-2000 has a solubility of about 60% in water at 20 0 C.
  • PEG has a number of benign characteristics that underlie, for example, its application in bioseparations.
  • PEG is on the United States Food and Drug Administration's (FDA) GRAS list (compounds Generally Recognized as Safe) and has been approved by this authority for internal consumption.
  • FDA Food and Drug Administration's
  • PEG is weakly, if at all, immunogenic, a factor which has enabled the development of PEG-protein conjugates as drugs.
  • Aqueous solutions of PEG are biocompatible and are utilized in tissue culture media and for organ preservation.
  • Low molecular weight liquid PEGs are non-volatile. The vapor density for low molecular weight PEG is greater than 1 relative to air according to available MSDS data.
  • PEG also has low flammability and is biodegradable.
  • PEG has been found to be stable to acid, base, high temperature, H 2 O 2 high oxidation systems and NaBH 4 reduction systems, although partial oxidation of the PEG terminal -CH 2 OH group to -COOH may occur in such systems as H 2 ⁇ 2 -Na 2 WC> 4 .
  • PEG may be recovered from aqueous solution by extraction with a suitable solvent or by direct distillation of water or solvent.
  • low molecular weight PEG is PEG with a molecular weight between 200 and 600
  • medium molecular weight PEG is PEG with a molecular weight between 600 and 1500
  • high molecular weight PEG is PEF with a molecular weight between 1500 to about 8000.
  • the use of low molecular weight PEG leads to liquid formulations.
  • the use of medium molecular weight PEG leads to semi-liquid, i.e. waxes or paste-like formulations, and the use of high molecular weight PEG leads to relatively solid formulations, which can form powders, coarse-grained powders or granules.
  • solutions or dispersions of DCL in PEG of different molecular weight lead to interesting and commercially valuable products that can have very desirable properties.
  • the use of low molecular PEG leads to liquid solutions
  • PEG with high molecular weight if it is highly loaded with DCL, results in waxy or even solid products consisting of a dispersion of DCL in PEG.
  • liquid solutions, pastes, waxes and even solid granules Depending on the molecular weight one can develop liquid solutions, pastes, waxes and even solid granules.
  • Liquid and solid PEGs can be used as solvents for DCL without addition of water. They are especially suitable for the production of water-free PEG solutions/dispersions with a high concentration of DCL.
  • DCL-PEG concentrates are basically free of water, i.e. that the PEG is commercially available PEG to which no water has been added. Before these DCL-PEG concentrates can be used on animals or in the hygiene area, they have to be diluted with the appropriate amount of water to form the 'ready-for-use' aqueous DCL-PEG solution, provided the concentration of DCL does not exceed 2.5%.
  • DCL dissolved in PEG is extremely stable. It forms a real solution and does not precipitate. The solution can be stored for years.
  • Low molecular weight DCL-PEG concentrates contain 3% to 6%, preferably about 5% DCL dissolved in low molecular weight PEG.
  • Medium molecular weight DCL-PEG concentrates contain 3% to 5%, preferably about 5% DCL dissolved in medium molecular weight PEG, and high molecular weight DCL-PEG concentrates contain 5% to 20% or even more DCL dispersed in high molecular weight PEG.
  • Percentages, if not otherwise specified are given as weight : weight (w/w) percentages. An appropriate amount of each of these DCL-PEG concentrates can be easily dissolved in the appropriate volume of water to result in an aqueous ready-to-use DCL-PEG solution.
  • DCL-PEG concentrates which are not 'ready-to-use' formulations, are extremely suitable as new commercial forms of DCL.
  • DCL-PEG concentrates have many advantages over the current commercial 5% CLiK ® spray-on/pour-on formulation. Even if they contain fairly high amounts of the active ingredient, they can be stored over months and years and the DCL is not degraded. Moreover they remain as real solutions, wherein no precipitation occurs.
  • these concentrates can be stored in small 'dose equivalent' containers under a wide variety of conditions and over a long period of time without any special precautions. Thus, transportation, packaging and storage is much simpler and less expensive.
  • a solution applied as a jet spray or as a spray-on (or pour-on), which is able to penetrate the breech wool in a way that protects the sheep against blowfly strike, would replace the need for farmers to mules their (Merino) sheep and provide the sheep industry with a much required answer to the planned withdrawal of the mulesing practice by 2010.
  • a low concentration solution that can be used at targeted sites of application e.g wounds arising from tail docking and/or castration
  • a reduced amount of DCL applied to the specific area would provide protection against fly strike to the specific area but with a much reduced trade withholding time for the sheep. This would give more flexibility to the farmer in the management of his/her flock against blowfly strike.
  • a low concentration solution delivers protection against blowfly strike but, as less active ingredient is used, the risks of environmental and animal toxicity are reduced.
  • a low concentration of DCL delivered as a solution formulation provides a farmer desired profile of medium-term protection against fly strike with an accompanying reduction in withholding times, increased safety to the animal and user and flexibility in application in a sheep producer friendly manner.
  • a real solution of DCL can be used in the environmental hygiene area against undesired insects, for example, flies.
  • the solution can be sprayed on to effluent waste, or livestock feedlots or bedding in animal stables.
  • the ideal aqueous 'ready-to-use' low-dose solution contains about 1.25% by weight of DCL, which is only one quarter of the active ingredient of the commercial CLiK ® spray-on/pour-on suspoemulsion.
  • the beauty of the PEG formulation according to the present invention is that it can contain the DCL either as the sole active ingredient or in order to achieve additional biological effects it can be combined with other biocides.
  • DCL may actually be combined with pesticides having the same sphere of activity e.g. to increase activity, or with substances having another sphere of activity e.g. to broaden the range of activity. It can also be sensible to add so-called repellents.
  • repellents By combining DCL with other suitable parasiticides, not only the parasiticidal activity can be enhanced but the greatest part of those parasites that cause significant economic damage will be covered. Moreover, this action will contribute substantially to avoiding the formation of drug resistance. Many combinations may also lead to synergistic effects, i.e. the total amount of active ingredient can be reduced, which is desirable from an ecological point of view.
  • Preferred groups of combination partners and especially preferred combination partners are named in the following, whereby combinations may contain one or more of these partners in addition to DCL.
  • Suitable partners in the mixture may be biocides, e.g. the insecticides and acaricides with a varying mechanism of activity, which are named in the following and have been known to the person skilled in the art for a long time, e.g. chitin synthesis inhibitors, growth regulators; active ingredients which act as juvenile hormones; active ingredients which act as adulticides; broad-band insecticides, broad-band acaricides and nematocides; and also the well known anthelmintics and insect- and/or acarid-deterring substances, said repellents or detachers.
  • suitable insecticides and acaricides are:
  • Anabasine 1 1 1. Etoxazole 206. Pirimiphos A
  • Bacillus subtil, toxin 1 18. Fenothiocarb 213. Propafos
  • Beta-cyfluthrin 125 Flonicamid 220. Pyrachlofos
  • Beta-cypermethrin 126 Fluacrypyrim 221. Pyrafluprole
  • Cis-Resmethrin 155 insect-active viruses 250. Tau-fluvalinate
  • Non-limitative examples of suitable anthelmintics are named in the following, a few representatives have anthelmintic activity in addition to the insecticidal and acaricidal activity. Some of them are already listed above.
  • the skin penetration enhancers used herein include one or more of the following: N-methyl-2-pyrrolidone, 1-dodecyl-azacycloheptan-2- one, diethylene glycol monoethyl ether (Transcutol), oleic acid, oleyl alcohol, linoleic acid, isopropyl linoleate and butanediol.
  • Non-limitative examples of suitable synergists are:
  • Synergists S1 to S9 are well-known or can be found on the Internet, for example, in the Compendium of Pesticide Common Names. Synergists are compounds which increase the action of the active compounds without it being necessary for the synergist added to be active itself.
  • 153 a preparation which contains insect-active fungi, preferably Verticillium lecanii, from
  • Neodipridon sertifer a preparation which contains insect-active viruses, preferably Neodipridon sertifer
  • DCL with a spinosin insecticide such as spinosad or spinetoram, most preferably with spinosad (mixture of spinosin A and spinosin D); as well as the combination of DCL with a natural or synthetic pyrethroid insecticide selected from the pyrethroid ester insecticides acrinathrin; allethrin; bioallethrin; barthrin; bifenthrin; bioethanomethrin; cyclethrin; cycloprothrin; cyfluthrin; beta-cyfluthrin; cyhalothrin; gamma- cyhalothrin; lambda-cyhalothrin; cypermethrin; alpha-cypermethrin; beta-cypermethrin; theta-cypermethrin; zeta-cypermethrin; cyphenoth
  • the most preferred pyrethroid combination partner is lamba-cyhalothrin.
  • the combination of DCL and lamba-cyhalothrin is especially useful in combating insects such as housefly (Musca domestica) in an hygiene environment. It results in a fast and a long lasting effect.
  • the pyrethroids are a well-known class of insecticides that is widely described in patents and in scientific papers.
  • a further essential aspect of the present invention relates to combination preparations for the control of parasites on warm-blooded animals, characterized in that they contain, in addition to DCL, at least one further active ingredient having the same or different sphere of activity and at least one physiologically acceptable carrier.
  • the present invention is not restricted to two-fold combinations.
  • a combination product has not necessarily to be a physical mixture of DCL and one or more further active ingredients dissolved in PEG and diluted with water prior to its use on an animal or in the hygiene area but could also consist of separate PEG- concentrates each containing only one active ingredient that are stored in separate containers or in separate compartments of the same container and diluted with water only shortly prior to their use. Keeping the PEG-concentrates of DCL and of other active ingredients separate is especially advantageous in those cases where the further active has a negative impact, e.g. on the stability of the product.
  • kits of parts comprising a DCL-PEG concentrate in one container or compartment of a container, and at least a further PEG-concentrate containing a different pesticide or parasiticide in at least another container or compartment of a container represents another important aspect of the present invention.
  • the basis for the preparation of an aqueous low-dose solution according to the present invention is the DCL-PEG concentrate, which is a solution of DCL in PEG. Depending on the molecular weight of the PEG, this concentrate is liquid or a waxy solid. Since PEG is very soluble in water, the preparation of a 'ready-to-use' solution in water is extremely simple. One has only to dilute the appropriate amount of the DCL-PEG concentrate in the correct amount of water to ensure accuracy of the dosage. If the amount of water is too low, one observes precipitation of the compound, which is clearly not desirable. However with the aqueous low-dose solution according to the present invention precipitation is anyhow not a problem.
  • Example 1 Liquid PEG-Concentrate - Preparation of 100 ml of a DCL solution in PEG 200 and ready-to-use aqueous solution.
  • Example 2 Semi-solid PEG-Concentrate Preparation of 100 ml of a DCL solution in PEG with a medium molecular weight.
  • Example 3 Solid PEG Concentrate - Preparation of granules consisting of the solid DCL solution in PEG with a high molecular weight.
  • Example 4 Larval implant studies - Jetting/spray treatment of sheep with a low-dose aqueous DCL-PEG solution against Lucilia cuprina
  • Jetting Compound Studies This is a treatment of the whole sheep.
  • the specified volume of jetting fluid is applied as per protocol, using a jetting system or by simulating jetting using gloved hands to massage the liquid into the fleece as it is poured onto the sheep.
  • jetting can also be carried out with a minimal volume of the formulation by treating only portions of the fleece.
  • This partial treatment can be carried out in the following manner:
  • test liquid onto the sheep according to the protocol.
  • the treatment liquid is colored with a food dye to enable subsequent identification of the treatment zone.
  • Larvae are implanted at time 0, at predefined intervals following treatment. Depending on the protocol or efficacy and persistency of the compound, this process could take a number of months.
  • the implanting is performed with each sheep restrained in a head bail.
  • the wool is parted either within or on the edge of the treated zone to expose the skin.
  • the parted wool is sprayed with a fine mist of water to wet the whole region.
  • a mass of several hundred eggs or first instar larvae of Lucilia cuprina (10 - 12 hours old and approximately 1 mm long) is placed onto the wool in the parting, 1 - 2 cm from the tip of the fleece, or in the top one third of the staple length. The aim is to encourage the larvae to migrate through the chemically treated zone en-route to skin level.
  • the site is identified by placing a bulldog clip lateral to the implant, making sure the eggs or larvae are not crushed.
  • the individual sites are inspected at approximately 24, 48 and 72 hours after the implanting of the eggs or larvae to assess the viability of the developing strike.
  • the viability for each implant on individual sheep is graded and recorded by using the following codes:
  • A2 - Larval development is clearly disturbed, remaining at the skin level but are scattered around the cut, larvae may still be feeding but move slowly and they often vary in size.
  • A3 - Larvae are severely affected, are small in size and their movement is very slow. They are often dispersed in the wool.
  • D - The larvae are dead.
  • a DCL-PEG 5% concentrate is diluted with water and results in a DCL-PEG 1.25% ready- to-use solution which is applied as a jetting fluid.
  • Blowfly implants commence 6 weeks post-treatment and continued at fortnightly intervals until protection against fly larval development is lost, or the maximum number of six blowfly implant sessions is reached (week 16).
  • the efficacy of the test products is determined by comparing the survival of fly larvae on the treated sheep with those measurements taken on the untreated controls. The comparisons are group 1 with group 2 and group 3 with group 4.
  • the 1.25% DCL-PEG formulation provides complete protection to at least week 8 after treatment. After week 8, efficacy starts to decline with several animals having 'A3' strikes at week 10. The surviving larvae at week 10 are still severely affected by DCL; this determined by their small size and sluggish movement. By week 12, protection is lost. With this formulation the protection period is defined as 8-10 weeks.
  • DCL-PEG 5% When DCL-PEG 5% is diluted in water and applied via spraying as a jetting fluid. Full protection is achieved to at least 10 weeks after treatment. After this point, individual animal protection varies. One animal maintains 'A3' strikes for several implant sessions, whilst a second requires its strikes to be physically terminated. With this formulation the protection period is defined as 10-12 weeks.
  • Example 5 Treatment of nuisance fly (Musca domestica) with dicyclanil and an adulticide
  • lambda-cyhalothrin is applied at 100-1000 mg active ingredient/m 2 and is extremely effective in the 'knockdown' control of Musca spp.. In fact, close to 100% efficacy is achieved in less than 5 hours even at the lower concentration, lambda-cyhalothrin proves to be more rapid and effective than the other adulticides such as spinosad or thiamethoxam.
  • a problem with lambda-cyhalothrin and certain other adulticides is that they cease being effective when covered up with waste material (e.g. feces, fresh bedding). In simulated laboratory experiments, this is proven when lambda- cyhalothrin-treated media is covered with sawdust; efficacy is immediately inhibited.
  • DCL is an IGR, it is not active against adult flies.
  • DCL-PEG solution at 0.1 mg DCL/m 2
  • DCL is able to restrict the development of Musca spp. for 6-8 weeks despite the accumulation of waste material on top of it.
  • the former controls existing and hatching adult flies, while the DCL provides the longer-term control of developing larval stages, thereby providing the farmer complete control of fly populations.
  • An example of a preferred DCL-lambda- cyhalothrin combination is DCL-PEG concentrate containing 5% w/w DCL and 10% w/w lambda-cyhalothrin in PEG-200 that can be dissolved in water to result in a ready-to-use low dose aqueous solution.
  • a preferred treatment regime in the hygiene area is the application of 50-250 mg/m 2 , preferably 80-120 mg/m 2 ' most preferably 100 mg/m 2 of lambda- cyhalothrin and 150-300 mg/m 2 , preferably 180-220 mg/m 2 most preferably 200 mg/m 2 of DCL, which is advantageously applied to the manure.
  • DCL-PEG concentrate Dicyclanil-polyethylene glycol concentrate (DCL-PEG concentrate) comprising 3 to 20% w/w dicyclanil (DCL) in polyethylene glycol (PEG).
  • DCL-PEG concentrate Dicyclanil-polyethylene glycol concentrate comprising low molecular weight
  • Said dicyclanil-polyethylene glycol concentrate comprising medium molecular weight PEG containing 3% to 5%, preferably about 5% DCL dissolved in said medium molecular weight PEG. iii) Said dicyclanil-polyethylene glycol concentrate comprising high molecular weight
  • PEG containing 5% to 20% or even more DCL dispersed in said high molecular weight PEG.
  • Said dicyclanil-polyethylene glycol concentrate characterized in that it is basically free of water.
  • Said dicyclanil-polyethylene glycol concentrate characterized that the polyethylene glycol has a molecular weight of about 200 to about 8O00 or is a mixture of polyethylene glycols of different molecular weight.
  • Said dicyclanil-polyethylene glycol concentrate characterized that it is at room temperature solid.
  • dicyclanil-polyethylene glycol concentrate 6 for the preparation of an aqueous low-dose solution comprising 0.5 to 2.5% of dicyclanil, preferably 1 to 1.5% of dicyclanil, most preferably 1.25% of dicyclanil.
  • H The use of said aqueous low-dose dicyclanil-polyethylene glycol solution for combating insects on animals or insects in the environmental hygiene area.
  • I Aqueous low-dose dicyclanil-polyethylene glycol solution of claim 8 for combating blowfly.
  • K The use of said aqueous low-dose dicyclanil-polyethylene glycol solution for combating flies in the environmental hygiene area.
  • L Said aqueous low-dose dicyclanil-polyethylene glycol solution characterized in that it comprises apart from the dicyclanil a further pesticide or parasiticide.
  • aqueous low-dose dicyclanil-polyethylene glycol solution characterized in that said further pesticide or parasiticide is one or more further pesticide or parasiticide selected from the group consisting of insect adulticides; broad-band insecticides, broad-band acaricides and nematocides.
  • aqueous low-dose dicyclanil-polyethylene glycol solution characterized in that said further pesticide or parasiticide is a pyrethroid ester insecticides selected from the group consisting of acrinathrin; allethrin; bioallethrin; barthrin; bifenthrin; bioethanomethrin; cyclethrin; cycloprothrin; cyfluthrin; beta-cyfluthrin; cyhalothrin; gamma-cyhalothrin; lambda-cyhalothrin; cypermethrin; alpha-cypermethrin; beta-cypermethrin; theta- cypermethrin; zeta-cypermethrin; cyphenothrin; deltamethrin; dimefluthrin; dimethrin; empenthrin; fenfluthrin; a
  • An aqueous ready-to-use low dose solution consisting substantially of dicyclanil, PEG and water.
  • a physical mixtures comprising DCL and at least one additional pesticide or parasiticide.
  • a kit of parts comprising a DCL-PEG concentrate in one container or compartment of a container, and at least an further PEG-concentrate containing a different pesticide or parasiticide in at least another container or compartment of a container
  • a 'kit of parts' is within the present invention an arrangement of either at least two different containers or an arrangement of at least two different compartments of the same container, containing a PEG concentrate, whereby said concentrates are foreseen to be diluted with water to result in a ready-to-use aqueous formulation.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention a trait à des concentrés composés de solutions de dicyclanile (DCL) dans du polyéthylèneglycol (PEG), à leur préparation et à leur utilisation pour la préparation de solutions DCL-PEG aqueuses à faible dosage permettant de lutter contre les insectes, tels que les mouches à viande sur les moutons et les chèvres ou permettant de lutter contre les insectes tels que les mouches appelées Musca spp. dans la zone d’hygiène du milieu. La présente invention a également trait aux concentrés DCL-PEG en tant que tels et aux solutions de dicyclanile ainsi qu’aux solutions DCL-PEG aqueuses à faible dosage prêtes à l’emploi en tant que telles. La présente invention a également trait aux combinaisons avec d’autres parasiticides ou insecticides appropriés.
EP20090723656 2008-03-28 2009-03-24 Formule de dicyclanile Withdrawn EP2262368A1 (fr)

Priority Applications (1)

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EP20090723656 EP2262368A1 (fr) 2008-03-28 2009-03-24 Formule de dicyclanile

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EP08153542 2008-03-28
EP20090723656 EP2262368A1 (fr) 2008-03-28 2009-03-24 Formule de dicyclanile
PCT/EP2009/053443 WO2009118312A1 (fr) 2008-03-28 2009-03-24 Formule de dicyclanile

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EP2262368A1 true EP2262368A1 (fr) 2010-12-22

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AU (1) AU2009228785B2 (fr)
NZ (1) NZ587399A (fr)
WO (1) WO2009118312A1 (fr)

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WO2011035288A1 (fr) 2009-09-21 2011-03-24 Merial Limited Formulations à versage et à pulvérisation de suspension aqueuse et de solution non aqueuse à base de dicyclanile pour la prévention et le traitement d'infestation par des insectes chez des animaux
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