DK177396B1 - Flea and blood mite-fighting collars or other external device for use in cats and dogs - Google Patents
Flea and blood mite-fighting collars or other external device for use in cats and dogs Download PDFInfo
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- DK177396B1 DK177396B1 DKPA199701362A DK136297A DK177396B1 DK 177396 B1 DK177396 B1 DK 177396B1 DK PA199701362 A DKPA199701362 A DK PA199701362A DK 136297 A DK136297 A DK 136297A DK 177396 B1 DK177396 B1 DK 177396B1
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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
- 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
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
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Abstract
Halsbånd eller anden ekstern indretning til et selskabsdyr, især en kat eller hund, fremstillet af en matrix, hvori i forhold til haisbåndet er inkorporeret fra 0,1 til 40 vægt%, fortrinsvis fra i til 15 vægt%, af et stof, som er aktivt mod ectoparasitter såsom lopper og biodmider, idet dette aktive stof består af mindst én forbindelse svarende til formien (I) nedenfor: idet dette halsbånd eller denne anden eksterne indretning er indrettet til at sikre mere end 6 måneders virkning mod lopper og mere end 3 måneders virkning mod blodmider, hvilken virkning selv fortrinsvis opretholdes i adskillige uger, hvis halsbåndet eller den anden eksterne indretning tages af eller mistes, eller hvis der er en variation i frigivelsen fra matricen af forbindelsen. (1)Collar or other external device for a pet animal, especially a cat or dog, made of a matrix in which, relative to the shark belt, is incorporated from 0.1 to 40% by weight, preferably from to 15% by weight, of a substance which is active against ectoparasites such as fleas and biodmids, this active substance consisting of at least one compound similar to Form (I) below: having this collar or other external device designed to ensure more than 6 months of action against fleas and more than 3 months effect on blood mites, which effect is preferably maintained for several weeks if the collar or other external device is removed or lost, or if there is a variation in the release from the matrix of the compound. (1)
Description
DK 177396 B1DK 177396 B1
Den foreliggende opfindelse angår et loppe- og blodmidebekæmpende halsbånd eller anden ekstern indretning til kæledyr, især katte og hunde, der indeholder den aktive forbindelse 1- [2, 6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-5 pyrazol, idet dette halsbånd er aktivt mod ectoparasitterne hos disse dyr, især lopper og blodmider.The present invention relates to a flea and antidote collar or other external device for pets, especially cats and dogs containing the active compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [ SO-CF3] -5-NH2-5 pyrazole, this collar being active against the ectoparasites of these animals, especially fleas and blood mites.
Opfindelsen angår også anvendelsen af den aktive forbindelse 1- [2, 6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazol til 10 fremstilling af et sådan halsbånd eller anden eksterne indretninger.The invention also relates to the use of the active compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole for the preparation of such a collar or other external devices.
Opfindelsen er hovedsageligt rettet mod lopper af slægten Ctenocephalides, især C. felis og C. canis, og blodmider, især 15 af slægten Rhipicephalus, især sanguineus, såvel som augustmide (Trombicula automnalis) der er mider, som hovedsagelig angriber jagthunde.The invention is primarily directed at fleas of the genus Ctenocephalides, especially C. felis and C. canis, and blood mites, especially 15 of the genus Rhipicephalus, especially sanguineus, as well as August mite (Trombicula automnalis), which are mites that mainly attack hunting dogs.
Halsbånd, som er beregnet til at eliminere almindelige ecto-20 parasitter fra katte og hunde, har været fremstillet i lang tid. Disse halsbånd består af en matrix, sædvanligvis en plastmatrix, som inkorporerer mellem 5 og 40% aktivt stof, og som er i stand til at frigive det i tidens løb. Disse halsbånd har således teoretisk det sigte at sikre en langvarig 25 beskyttelse.Collars intended to eliminate common ecto-20 parasites from cats and dogs have been manufactured for a long time. These collars consist of a matrix, usually a plastic matrix, which incorporates between 5 and 40% of active substance and is capable of releasing it over time. Thus, these collars are theoretically intended to provide long-lasting protection.
Til trods for aktivitetskravene har halsbåndene ude i terrænet imidlertid ikke den nødvendige virkning til at sikre den faktiske eliminering af disse parasitter. Årsagen hertil kan 30 være den lave aktivitet af de i matricen indgående aktive stoffer. En anden årsag kan være den accelererede nedbrydning af disse aktive stoffer under påvirkning af klimatiske faktorer såsom lys, varme og regn. Endelig er reguleringen af de aktive stoffers frigivelse fra matricen stærkt overvurde-35 ret. Frigivelsen viser sig i almindelighed at være vanskelig og variabel og kan stærkt afhænge af fremstillingsbetingelserne, som kan variere fra et parti til et andet og anvendel- DK 177396 B1 sesbetingelserne, især klimatiske variationer og specielt fugt og temperatur etc. Desuden frigives i realiteten kun en relativ lille mængde af det inkorporerede aktive stof, og det viser sig vanskeligt at være i stand til at regulere og 5 optimere dets frigivelse.However, despite the activity requirements, collars in the terrain do not have the necessary effect to ensure the actual elimination of these parasites. The reason for this may be the low activity of the active ingredients contained in the matrix. Another cause may be the accelerated degradation of these active substances under the influence of climatic factors such as light, heat and rain. Finally, the control of the release of the active substances from the matrix is greatly overestimated. The release generally turns out to be difficult and variable and can greatly depend on the manufacturing conditions which may vary from one batch to another and the conditions of use, especially climatic variations and especially moisture and temperature etc. In addition, only one is released. relatively small amount of the active substance incorporated, and it proves difficult to be able to regulate and optimize its release.
En anden ulempe, som i praksis viser sig ved halsbåndene, stammer fra måden at anvende denne indretning, som selvfølgelig kan tages af, bæres uregelmæssigt eller endog rykkes af, 10 når dyret bevæger sig omkring, f.eks. i bundvegetation; dette problem er især kritisk for jagthunde, hvis halsbånd fjernes før en jagttur, selvom de vil blive konfronteret med et loppe-og blodmidebefængt miljø.Another disadvantage, which appears in practice in the collars, stems from the way in which this device can be used, which of course can be taken off, carried irregularly or even shaken off as the animal moves around, e.g. in bottom vegetation; This problem is especially critical for hunting dogs whose collars are removed before a hunting trip, although they will be faced with a flea and mite-infested environment.
15 I patentansøgning WO-A-87/03781 og EP-A-0.295.117 er der foreslået insekticider af N-phenylpyrazolklassen.In patent application WO-A-87/03781 and EP-A-0.295.117, insecticides of the N-phenylpyrazole class have been proposed.
Det er beskrevet, at disse stoffer er aktive mod et meget stort antal parasitter, som mødes inden for forskellige 20 områder, nemlig landbrug, folkesundhed og human og veterinær medicin. Inden for det sidstnævnte område kan disse stoffer især virke mod lopper og blodmider hos selskabsdyr såsom katte og hunde. Disse stoffer kan administreres på forskellige måder, nemlig via den orale, parenterale, percutane eller 25 topiske vej . Den sidstnævnte administrationsform dækker i sig selv mange muligheder, nemlig forstøvninger (sprays), pulvere, bade, styrtebade, stråler, fedter, shampooer, cremer, vokser, præparater af hud-opløsningstypen (pour-on) og eksterne indretninger såsom ørenringe og halsbånd for at sikre lokal 30 eller systemisk behandling. I EP-A-0-295.117 og EP-A-0.500.209 foreslås et præparat med langsom frigivelse, hvilket præparat kan være i form af et halsbånd eller ørenringe til bekæmpelse af skadelige insekter. En sådan formulering kan omfatte fra 0,5 til 25% aktivt materiale, fra 75 til 99,5% 35 polyvinylchlorid og en katalytisk mængde af et plasti- ficeringsmiddel, dioctylphthalat.It is described that these drugs are active against a very large number of parasites that meet in different 20 areas, namely agriculture, public health and human and veterinary medicine. Within the latter area, these substances can be particularly effective against fleas and mites of pets such as cats and dogs. These substances can be administered in various ways, namely via the oral, parenteral, percutaneous or topical route. The latter mode of administration in itself covers many options, namely, sprays, powders, baths, rush baths, rays, fats, shampoos, creams, waxes, skin-type preparations (pour-on) and external devices such as ear rings and collars for to secure local 30 or systemic treatment. In EP-A-0-295.117 and EP-A-0.500.209 a slow release preparation is proposed which may be in the form of a collar or earrings for the control of harmful insects. Such a formulation may comprise from 0.5 to 25% of active material, from 75 to 99.5% of polyvinyl chloride and a catalytic amount of a plasticizer, dioctyl phthalate.
DK 177396 B1 I fransk patentansøgning FR-A-2.713.889 beskrives et pesticidpræparat indeholdende en insektvækstregulator og et N-aryldiazolderivat valgt blandt derivaterne 4-(2-brom-l,1,2,2-tetrafluorethyl)-1-(3-chlor-5-trifluormethylpyridin-2-yl)-2-5 methylimidazol, 5-amino-3-cyano-l-(2,6-dichlor-4-tri- fluormethylphenyl)-4-trifluormethylsulfinylpyrazol og 5-amino-3-cyano-l-(2, 6-dichlor-4-trifluormethylphenyl)-4-trifluormeth-ylthiopyrazol. Som i de tidligere dokumenter diskuteret ovenfor er præparaterne rettet mod et stort antal insekter 10 inden for forskellige områder og forskellige typer formuleringer. Hundelopper og kattelopper er målet. Blandt de foreslåede formuleringer nævner dette dokument harpiksagtige præparater, som kan udformes til pesticidhalsbånd til dyr.DK 177396 B1 In French patent application FR-A-2,713,889, a pesticide composition containing an insect growth regulator and an N-aryldiazole derivative selected from the derivatives 4- (2-bromo-1,2,2-tetrafluoroethyl) -1- (3- chloro-5-trifluoromethylpyridin-2-yl) -2-5-methylimidazole, 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethylphenyl) -4-trifluoromethylsulfinylpyrazole and 5-amino-3- cyano-1- (2,6-dichloro-4-trifluoromethylphenyl) -4-trifluoromethyl-thiopyrazole. As in the previous documents discussed above, the compositions are directed to a large number of insects 10 within different ranges and different types of formulations. Dog fleas and cat fleas are the target. Among the proposed formulations, this document mentions resinous compositions which can be designed for pesticide collars for animals.
15 Ingen af disse dokumenter beskriver imidlertid anvendelsen af pesticidhalsbånd, som omfatter forbindelsen 1-[2, 6-Cl2-4-CF3-phenyl]-3-CN-4-[SO-CF3]-5-NH2-pyrazol til bekæmpelse af lopper og blodmider på selskabsdyr såsom katte og hunde, hvilken anvendelse gør det muligt at sikre et højt virkningsniveau i 20 et langt tidsrum mod disse parasitter.However, none of these documents discloses the use of pesticide collars which comprise the compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole to control fleas and mites on pet animals such as cats and dogs, which use makes it possible to ensure a high level of efficacy for a long period of time against these parasites.
Som for de fra teknikken kendte pesticidforbindelser vil fagmanden kunne forvente at støde på konventionelle problemer med frigivelse fra halsbåndet og således aktivitetsproblemer.As for the pesticide compounds known in the art, those skilled in the art can expect to encounter conventional neck release problems and thus activity problems.
25 I publikationerne C. Genchi et al., Professione Veterinaria nr. 1, supplement 1995, side 19 til 22, J.M. Postal, Professione Veterinaria nr. 1, supplement 1995, side 17 og 18 og A. Searie et al., Australian Veterinary Practitioner, bind 25, 30 nr. 3, 1995, side 157 og 158 foreslås i stedet for effektivt at bekæmpe lopper og blodmider ved anvendelse af en sprøjteegnet opløsning (spray) indeholdende denne type aktive forbindelse .25 In the publications C. Genchi et al., Professional Veterinaria No. 1, Supplement 1995, pages 19 to 22, J.M. Postal, Professione Veterinaria # 1, Supplement 1995, pages 17 and 18 and A. Searie et al., Australian Veterinary Practitioner, Vol 25, 30 No 3, 1995, pages 157 and 158 are proposed instead of effectively combating fleas and blood mites using a spray suitable solution (spray) containing this type of active compound.
35 Det har nu overraskende vist sig for ansøgeren at det med forbindelsen 1- [2, 6-Cl2-4-CF3-phenyl ] -3-CN-4- [SO-CF3] -5-NH2-pyrazol, til trods for at der viser sig de samme DK 177396 B1 vanskeligheder med frigivelse som hos de fra teknikken kendte produkter, imidlertid er muligt at opnå halsbånd, som er helt effektive til eliminering af katte- og hundeectoparasitter i et meget langt tidsrum, f.eks. 6 til 18 måneder, og at 5 effektiviteten desuden varer ved, længe efter at halsbåndet er taget af, nemlig i et tidsrum som være lig med eller overskride 2 måneder, således at det så er muligt at opnå et halsbånd, der er fuldstændigt effektivt uanset anvendelsesbetingelserne. På grund af at beskyttelsen varer ved, efter at 10 halsbåndet er taget af, vil det være åbenbart, at uregelmæssig eller frivillig anvendelse, eller den anvendelse der fremkommer ved tab af halsbåndet, ikke bringer den beskyttelse, som dyret skal have gavn af, i fare.35 It has now surprisingly been found by the applicant that, despite the compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole, however, the same release difficulties as the products known in the art prove to be possible, however, to obtain collars that are quite effective in eliminating cat and dog ectoparasites for a very long time, e.g. 6 to 18 months, and that the efficiency also lasts long after the collar is removed, namely for a period equal to or exceeding 2 months, so that it is possible to obtain a collar that is completely effective regardless of conditions of use. Because the protection lasts after the collar is removed, it will be apparent that irregular or voluntary use, or the use resulting from the loss of the collar, does not bring the protection to which the animal should benefit. danger.
15 Endvidere har ansøgeren iagttaget, at denne langvarige virkning opnås ved koncentrationer af aktivt stof i matricen, der danner halsbåndet, som er langt mindre end konventionelle produkters koncentration. Det er også iagttaget, at denne virkning opnås i løbet af et meget kort tidsrum efter 20 anbringelse af halsbåndene, især en virkning på mere end 95% i løbet af 24 timer mod lopper og mere end 90% i løbet af 4 8 timer mod blodmider.15 Furthermore, the applicant has observed that this long-lasting effect is achieved by concentrations of active substance in the matrix forming the collar, which is far less than the concentration of conventional products. It is also observed that this effect is achieved within a very short period of time after the placement of the collars, in particular an effect of more than 95% over 24 hours against fleas and more than 90% over 4 8 hours against anemia. .
Det er meget overraskende iagttaget, at forbindelsen A, 1-25 [2, 6-Cl2-4-CF3-phenyl]-3-CN-4-[SO-CF3]-5-NH2-pyrazol, som er meget lipofil og har et højt damptryk (lav flygtighed), har en meget høj affinitet for den talg, som sædvanligvis dækker dyrets pels (hud og hår), således at denne forbindelse, når den frigives, optages af talgen, hvorefter der forekommer et 30 vandringsfænomen, der sikrer fordelingen af aktivt stof over hele dyrets krop. Desuden bliver de aktive stoffer, og dette er et bemærkelsesværdigt punkt, koncentreret i talgkirtlerne, som bliver et reservoir for dem, hvilket sikrer meget langvarig virkning og gør det muligt at kompensere for 35 fraværet af halsbåndet ved frigivelse af de aktive stoffer ved passiv diffusion.It is very surprisingly observed that the compound A, 1-25 [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole, which is very lipophilic and has a high vapor pressure (low volatility), has a very high affinity for the sebum which usually covers the animal's fur (skin and hair) so that when released, this compound is absorbed by the sebum, after which a migration phenomenon occurs which ensures the distribution of active substance throughout the animal's body. In addition, the active substances, and this is a remarkable point, become concentrated in the sebaceous glands, which becomes a reservoir for them, ensuring very long-lasting effect and allowing to compensate for the absence of the collar upon release of the active substances by passive diffusion.
DK 177396 B1 I kraft af dette fænomen kompenseres på grund af mulighederne for frigivelse fra talgkirtlerne for variationerne i frigivelse af det aktive stof fra halsbåndet som følge af f.eks. en variation i klimatiske betingelser.DK 177396 B1 Due to this phenomenon, due to the possibilities of release from the sebaceous glands, the variations in release of the active substance from the collar due to e.g. a variation in climatic conditions.
55
Det er ligeledes konstateret, at efter et bad, som muligvis vil kunne føre til fjernelse af det over dyrets krop fordelte talg, blev dyret atter meget hurtigt beskyttet i nærvær eller fravær af halsbåndet som følge af den kendsgerning, at 10 sekretionen af ny talg fra talgkirtlerne ledsages af en frigivelse af det aktive stof, som de indeholder.It has also been found that after a bath which could possibly lead to the removal of the sebum distributed over the animal's body, the animal was again very rapidly protected in the presence or absence of the collar due to the fact that the secretion of new sebum from the sebaceous glands are accompanied by a release of the active substance which they contain.
Den foreliggende opfindelse angår således et loppe- og blodmidebekæmpende halsbånd eller anden ekstern indretning til 15 et kæledyr, især en kat eller hund, fremstillet af en matrix, hvori der er inkorporeret fra 1 til 15 vægt%, i forhold til matrixen af 1-[2, 6-Cl2-4-CF3-phenyl]-3-CN-4-[SO-CF3]-5-NH2-pyrazol som aktivt stof mod lopper og blodmider, idet dette halsbånd eller denne anden eksterne indretning er indrettet 20 til at sikre mere end 6 måneders virkning mod lopper mere end 3 måneders virkning mod blodmider, hvilken virkning fortrinsvis opretholdes i adskillige uger, hvis halsbåndet eller den anden eksterne indretning tages af eller mistes, eller hvis der er en variation i frigivelsen fra matricen af 25 forbindelsen 1-[2, 6-Cl2-4-CF3-phenyl]-3-CN-4-[SO-CF3]-5-NH2-pyrazol.Thus, the present invention relates to a flea and anemone-fighting collar or other external device for a pet, especially a cat or dog, made of a matrix incorporating from 1 to 15% by weight, relative to the matrix of 1- [ 2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole as an active agent against fleas and blood mites, this collar or other external device being adapted for ensuring more than 6 months of action against fleas more than 3 months of action against blood mites, which effect is preferably sustained for several weeks if the collar or other external device is removed or lost, or if there is a variation in release from the matrix of the compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole.
Forbindelsen 1-[2,6-Cl2-4-CF3-phenyl] -3-CN-4-[S0-CF3]-5-NH2-30 pyrazol kan fremstilles i overensstemmelse med én af fremgangsmåderne beskrevet i patentansøgning WO-A-87/3781, 93/6089, 94/21606 eller europæisk patentansøgning EP-A- 0.295.117 eller en hvilken som helst anden fremgangsmåde, der falder inden for den sagkundskab, fagmanden inden for kemisk 35 syntese besidder. Til kemisk fremstilling af forbindelsen anses fagmanden for blandt andet at have det samlede indhold DK 177396 B1 af "Chemical Abstracts" og de deri citerede dokumenter til sin rådighed.The compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-30 pyrazole can be prepared according to one of the methods described in patent application WO-A 87/3781, 93/6089, 94/21606 or European Patent Application EP-A-0,295,117 or any other method which falls within the expertise of those skilled in the chemical synthesis. For the chemical preparation of the compound, the person skilled in the art is considered to have, among other things, the complete content DK 177396 B1 of "Chemical Abstracts" and the documents cited therein.
Imidlertid foretrækkes lave koncentrationer fra 1 til 15 vægt% 5 og nærmere betegnet fra 1,25 til 10%.However, low concentrations are preferred from 1 to 15% by weight and more preferably from 1.25 to 10%.
Under optimale betingelser er forbindelse A, 1-[2,6-Cl2-4-CF3-phenyl]-3-CN-4-[SO-CF3]-5-NH2--pyrazol til stede i halsbåndet i et forhold fra 2 til 6 vægt% og mere specielt fra 2,5 til 5 10 vægt%.Under optimum conditions, compound A, 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2 - pyrazole is present in the collar at a ratio of 2 to 6% by weight and more particularly from 2.5 to 5% by weight.
Det vil øjensynligt være muligt at føje et hvilket som helst andet insekticid, der vil kunne betragtes som nyttigt, til Forbindelse A.It will apparently be possible to add any other insecticide which may be considered useful to Compound A.
1515
Disse insekticider kan være til stede i den samme matrix som forbindelsen. Et sammensat halsbånd fremstillet af i det mindste to dele, der hver især indbefatter et afvigende aktivt stof, kan også anvendes.These insecticides may be present in the same matrix as the compound. A composite necklace made of at least two parts, each including a different active substance, may also be used.
2020
Matricer, der normalt benyttes til fremstilling af halsbånd, kan anvendes. Foretrukne eksempler, som kan nævnes, er matricer baseret på PVC (polyvinylchlorid), som beskrevet i US-A-3.318.769, 3.852.416 og 4.150.109 samt 5.437.869 og andre 25 vinylpolymerer.Matrices usually used to make collars can be used. Preferred examples which may be mentioned are matrices based on PVC (polyvinyl chloride) as described in US-A-3,318,769, 3,852,416 and 4,150,109 as well as 5,437,869 and other vinyl polymers.
Plastificeringsmidlerne kan især vælges blandt adipater, phthalater, phosphater og citrater.In particular, the plasticizers can be selected from adipates, phthalates, phosphates and citrates.
30 Ét eller flere plastificeringsmidler vil fortrinsvis være sat til polyvinylchloridet, idet disse plastificeringsmidler især er valgt blandt følgende forbindelser: “diethylphthalat 35 -dioctylsebacat -dioctyladipat -diisodecylphthalat DK 177396 B1 -ace tyl tributylci.tr at -diethylhexylphthalat -di-n-butylphthalat -benzylbutylphthalat 5 -acetyltributylcitrat -tricresylphosphat -2-ethylhexyldiphenylphosphat.Preferably, one or more plasticizers will be added to the polyvinyl chloride, these plastics being selected in particular from the following compounds: "diethyl phthalate 35 benzylbutyl phthalate 5 -acetyltributyl citrate -tricresylphosphate -2-ethylhexyldiphenylphosphate.
Endnu mere foretrukket vil en PVC-matrix blive anvendt i 10 nærvær af et primært, remanent plastificeringsmiddel og et sekundært plastificeringsmiddel især i overensstemmelse med EP-A-0.539.295 og EP-A-0.537.998.Even more preferably, a PVC matrix will be used in the presence of a primary, residual plasticizer and a secondary plasticizer, in particular in accordance with EP-A-0.539.295 and EP-A-0.537.998.
Blandt de sekundære plastificeringsmidler kan følgende pro-15 dukter nævnes: -acetyltriethylcitrat -triethylcitrat -triacetin 20 -diethylenglycolmonoethylether -triphenylphosphat.Among the secondary plasticizers are the following products: -acetyl triethyl citrate-triethyl citrate-triacetin 20-diethylene glycol monoethyl ether-triphenyl phosphate.
Et gængs stabiliseringsmiddel kan også sættes dertil.A common stabilizer may also be added thereto.
25 I den foreliggende opfindelses betydning skal udtrykket ekstern indretning forstås således, at det henviser til en hvilken som helst indretning, der kan anbringes eksternt på dyret for at sikre samme funktion som et halsbånd.In the sense of the present invention, the term external device is to be understood to refer to any device which can be placed externally on the animal to ensure the same function as a collar.
30 Ved at variere koncentrationen i og/eller sammensætningen af matricen kan halsbånd eller andre eksterne indretninger ifølge opfindelsen, som sikrer effektiv og langvarig beskyttelse mod lopper, fremstilles. Der kan fremstilles halsbånd eller andre eksterne indretninger med en virkning på mere end 6 måneder, 35 især på mere end eller lig med 12 eller 18 måneder, selv når halsbåndet eller den eksterne indretning tages af i et forholdsvis langvarigt tidsrum. Når halsbåndet eller DK 177396 B1 indretningen tages af, kan varigheden af den effektive beskyttelse ligge i intervallet fra 2 til 3 måneder.By varying the concentration and / or composition of the matrix, collars or other external devices according to the invention, which ensure effective and long-lasting protection against fleas, can be produced. Collars or other external devices having an effect of more than 6 months can be produced, especially in excess of or equal to 12 or 18 months, even when the collar or external device is removed for a relatively long period of time. When the collar or DK 177396 B1 device is removed, the duration of effective protection may range from 2 to 3 months.
Ved at variere koncentrationen og/eller sammensætningen i 5 matricen er det muligt at fremstille halsbånd eller andre eksterne indretninger ifølge opfindelsen, som sikrer effektiv og langvarig beskyttelse mod blodmider. Halsbånd eller eksterne indretninger kan fremstilles med en virkning på mere end 3 måneder, især på mere end eller lig med 12 eller 15 10 måneder, selv når halsbåndet eller den eksterne indretning tages af i et relativt langvarigt tidsrum. Når halsbåndet eller den eksterne indretning tages af, kan varigheden af den effektive beskyttelse ligge i intervallet fra 1 til 2 måneder.By varying the concentration and / or composition in the matrix, it is possible to produce collars or other external devices according to the invention which ensure effective and long-lasting protection against blood mites. Collars or external devices can be manufactured with an effect of more than 3 months, especially of more than or equal to 12 or 15 months, even when the collar or external device is removed for a relatively long period of time. When the collar or external device is removed, the duration of effective protection may range from 1 to 2 months.
15 Det er bemærkelsesværdigt, at denne meget langvarige og samlede virkning alene opnås med forbindelsen A uden tilsætning af et andet insekticid.It is noteworthy that this very long-lasting and total effect is achieved only with compound A without the addition of another insecticide.
Halsbåndet eller den anden eksterne indretning anvendes til 20 eliminering af ectoparasitter, især lopper og blodmider hos selskabsdyr såsom katte og hunde, ved hvilken anvendelse mindst ét halsbånd eller en anden ekstern indretning anbringes på dyret, og dyret sikres langvarig, effektiv beskyttelse mod disse parasitter, selv når halsbåndet eller den anden eksterne 25 indretning tages af. Oplysninger om varigheden er blevet angivet ovenfor. Fortrinsvis anbefales det i overensstemmelse med anvendelsen, at halsbåndet eller den eksterne indretning, efter den er blevet anbragt første gang, forbliver på dyret i mindst 24 timer, for at tilstrækkeligt aktivt stof overføres 30 til dyret, og for at talgkirtlerne skal være i stand til at oplagre dette aktive stof.The collar or other external device is used for the elimination of ectoparasites, especially fleas and mites of pet animals such as cats and dogs, using at least one collar or other external device and affording the animal long-lasting, effective protection against these parasites. even when the collar or other external device is removed. Duration information has been provided above. Preferably, in accordance with the use, it is recommended that the collar or external device, after being first placed, remain on the animal for at least 24 hours, for sufficient active substance to be transferred to the animal and for the sebaceous glands to be capable of to store this active substance.
Formålet med denne anvendelse er ikke-terapeutisk og angår især rensning af dyrehår og hud ved elimination af tilstede-35 værende parasitter såvel som deres rester og ekskrementer. Dyrene har således hår, som er mere tiltalende at se på og at føle på.The purpose of this application is non-therapeutic and particularly concerns the purification of animal hair and skin by the elimination of existing parasites as well as their remnants and excrement. The animals thus have hair that is more appealing to look at and to feel.
DK 177396 B1DK 177396 B1
Den foreliggende opfindelse angår anvendelse af en forbindelse 1- [2, 6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazol til fremstilling af et halsbånd eller en anden ekstern indretning, 5 der er dannet af en matrix, i hvilken matrix er inkorporeret fra 1 til 15 vægt% i forhold til matrixen, af 1-[2,6-Cl2-4-CFj-phenyl]-3-CN-4-[SO-CFj]-5-NH2-pyrazol, og hvilket halsbånd eller anden ekstern indretning er bestemt til at blive anbragt på et kæledyr, især en kat eller en hund, og som 10 er i stand til at sikre forebyggelse mod og behandling for lopper og blodmider med en høj grad af effektivitet og over et tidsrum, som overstiger 6 måneder mod lopper og 3 måneder mod blodmider, idet effektiviteten fortrinsvis opretholdes i adskillige uger, hvis halsbåndet eller den eksterne indretning 15 tages af eller mistes, eller hvis der er en variation i frigivelsen af forbindelsen 1-[2,6-Cl2-4-CF3--phenyl]-3-CN-4-[SO-CF3]-5-NH2-pyrazol hos halsbåndet eller den eksterne indretning. Målet er de ovenfor beskrevne indretninger.The present invention relates to the use of a compound 1- [2,6-Cl2-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole to prepare a collar or other external device, formed by a matrix in which matrix is incorporated from 1 to 15% by weight relative to the matrix, of 1- [2,6-Cl 2 -4-CF 2 -phenyl] -3-CN-4- [ SO-CF 2] -5-NH 2 pyrazole, and which collar or other external device is intended to be placed on a pet, especially a cat or dog, and which is capable of preventing and treating fleas and mites with a high degree of efficiency and over a period exceeding 6 months against fleas and 3 months against mites, the efficacy being preferably maintained for several weeks if the collar or external device is removed or lost, or if there is a variation in the release of the compound 1- [2,6-Cl2-4-CF3 - phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole at the collar or external device. The object is the devices described above.
20 Fortrinsvis inkorporeres forbindelsen 1-[2,6-CI2-4-CF3-phenyl]-3-CN-4-[SO-CF3]-5-NH2-pyrazol i et forhold fra 0,1 til 40 vægt% og fortrinsvis fra 1 til 15 vægt% i en matrix, der er bestemt til dannelse af halsbåndet, eller en anden ekstern indretning.Preferably, the compound 1- [2,6-C12-4-CF3-phenyl] -3-CN-4- [SO-CF3] -5-NH2-pyrazole is incorporated in a ratio of 0.1 to 40% by weight and preferably from 1 to 15% by weight in a matrix designed to form the collar or other external device.
2525
Endnu mere foretrukket inkorporeres denne forbindelse i et forhold fra 1,25 til 10 vægt%, især fra 2 til 6% og stadig mere foretrukket fra 2,5 til 5%.Even more preferably, this compound is incorporated in a ratio of 1.25 to 10% by weight, especially from 2 to 6% and still more preferably from 2.5 to 5%.
30 Især er anvendelsen af A ifølge opfindelsen rettet mod fremstillingen af halsbånd eller eksterne indretninger, som mod lopper har en virkning på over 95% eller endog højere end 98 eller 99%.In particular, the use of A according to the invention is directed to the manufacture of collars or external devices having an effect on fleas over 95% or even higher than 98 or 99%.
35 For blodmider overstiger den ønskede virkning 80% eller 90%.35 For blood mites, the desired effect exceeds 80% or 90%.
DK 177396 B1DK 177396 B1
Tilsvarende er anvendelsen af A ifølge opfindelsen mod lopper rettet mod opnåelsen af en langvarig virkning, der overstiger eller er lig med 12 måneder og selv 18 måneder.Similarly, the use of A according to the invention against fleas is aimed at achieving a long-lasting effect exceeding or equal to 12 months and even 18 months.
5 For blodmider er denne varighed over 12 måneder og selv over 15 måneder.5 For mites, this duration is over 12 months and even over 15 months.
Fortrinsvis er anvendelsen af A ifølge opfindelsen også rettet mod fremstillingen af halsbånd eller andre eksterne 10 indretninger, som gør det muligt at opnå en virkning, der opretholdes i fravær af halsbåndet eller den eksterne indretning i et tidsrum, der strækker sig fra 2 til 3 måneder eller mere mod lopper og fra 1 til 2 måneder eller mere mod blodmider.Preferably, the use of A according to the invention is also directed to the manufacture of collars or other external devices which enable an effect to be maintained in the absence of the collar or external device for a period ranging from 2 to 3 months. or more against fleas and from 1 to 2 months or more against mites.
1515
Den foreliggende opfindelse vil nu blive beskrevet nærmere ved hjælp af eksempler, hvorfra andre særlige træk og fordele ved opfindelsen vil fremgå.The present invention will now be described in more detail by way of examples from which other particular features and advantages of the invention will become apparent.
20 EKSEMPEL 1.EXAMPLE 1.
Halsbånd indeholdende 10% Forbindelse ACollar containing 10% Compound A
Følgende to typer halsbånd blev fremstillet (blanding og derpå 25 ekstrusion):The following two types of collars were made (mixture and then extrusion):
Formulering 1:PVC ................... 50,0%Formulation 1: PVC ................... 50.0%
Stabilisator ........................ 0,5%Stabilizer ........................ 0.5%
Epoxideret sojaolie ................. 5,0% 30 Diisooctyladipat .................... 34,5%Epoxidized soybean oil ................. 5.0% Diisooctyl adipate .................... 34.5%
Forbindelse A ....................... 10,0%Compound A ....................... 10.0%
Formulering 2:PVC ................... 50,0%Formulation 2: PVC ................... 50.0%
Stabiliseringsmiddel ................ 0,5%Stabilizer ................ 0.5%
Epoxideret sojaolie ................. 5,0% 35 2-ethylhexyldiphenylphosphat ........ 34,5%Epoxidized Soybean Oil ................. 5.0% 35 2-Ethylhexyldiphenylphosphate ........ 34.5%
Forbindelse A ....................... 10,0% DK 177396 B1 (% efter vægt)Compound A ....................... 10.0% DK 177396 B1 (% by weight)
Til afprøvningerne blev 9 voksne hunde, som ikke havde modtaget noget insekticid eller acaricid i mindst 40 dage, valgt.For the tests, 9 adult dogs that had received no insecticide or acaricide for at least 40 days were selected.
5 Hundene vaskedes med en insekticidfri shampoo og kæmmedes for at fjerne eventuelt eksisterende parasitter.5 The dogs were washed with an insecticide-free shampoo and combed to remove any existing parasites.
Hundene opdeltes i grupper bestående af tre.The dogs are divided into groups of three.
10 Gruppe A:Group A:
Ubehandlede kontroller.Untreated controls.
Gruppe B: 15Group B: 15
Halsbånd indeholdende 10% Forbindelse A - Formulering 1.Collar containing 10% Compound A - Formulation 1.
Gruppe C: 20 Halsbånd indeholdende 10% Forbindelse A - Formulering 2.Group C: 20 Collars containing 10% Compound A - Formulation 2.
Hundene udsattes for angreb med ca. 100 ±10 Ctenocephalides felis kattelopper (ikke-fodrede kattelopper) og 50 ±2The dogs were attacked by approx. 100 ± 10 Ctenocephalides felis cat fleas (non-fed cat fleas) and 50 ± 2
Rhipicephalus sanguineus blodmider (husflåt).Rhipicephalus sanguineus blood mites (house raft).
2525
Behandlingen følger nedenstående almene skema:The treatment follows the general scheme below:
DAGDAY
30 -2Angreb med lopper og blodmider OHalsbånd anbringes 2Lopper og blodmider tælles med en kam.30 -2Approaches with fleas and anemones The collar is placed 2Abs and anemones are counted with a comb.
7Angreb med blodmider.7Attacks with blood mites.
8Angreb med lopper.8 Flea attacks.
35 9Tælling med en kam.35 9Counting with a comb.
35Angreb med blodmider.35 Attack on blood mites.
36Angreb med lopper.36 Flea attacks.
DK 177396 B1 37Tælling med en kam.DK 177396 B1 37Count with a comb.
63Angreb med blodmider.63 Attack on blood mites.
64Angreb med lopper.64 Flea attacks.
65Tælling med en kam.65Counting with a comb.
55
Den samme fremgangsmåde fortsættes med angreb med lopper og blodmider hver måned, så længe en tilfredsstillende virkning iagttages.The same procedure is continued with flea and blood mite attacks each month as long as a satisfactory effect is observed.
10 Hårprøver blev taget på:10 Hair samples were taken at:
Dag 205 og dag 261 for alle hundene.Day 205 and day 261 for all dogs.
Halsbåndene blev taget af på dag 149 på hund 363 og 289, på 15 dag 177 for hund 87 og 300 og på dag 205 for hund 256 og 335.The collars were removed on day 149 on dogs 363 and 289, on day 177 for dogs 87 and 300, and on day 205 for dogs 256 and 335.
Koncentrationerne af aktive stoffer ifølge opfindelsen på hårene opnåedes på dag 205 og dag 261 og angives i henholdsvis Tabel 1 og 2 i yg/g hår.The concentrations of active ingredients according to the invention on the hairs were obtained on days 205 and day 261 and are indicated in Tables 1 and 2 in yg / g hair, respectively.
2020
Tabel 1: Koncentration af aktive stoffer ifølge opfindelsen på dag 205 25 ___ HUND KONCENTRATION (yg/g) NR. _______ UNDER HØJRE VENSTRE MIDTEN LÆNDE-Table 1: Concentration of Active Substances of the Invention on Day 205 ___ DOG CONCENTRATION (yg / g) NO. _______ UNDER THE RIGHT LEFT MIDDLE LAND-
HALSBÅN- SIDE SIDE AF OMRÅDETNECKLACE PAGE SIDE OF THE AREA
DET RYGGENTHE BACK
GRUPPE BGROUP B
363 18, 63 3, 11 2,33 1, 73 6, 99 87 19, 03 2, 28 3, 08 5, 81 4, 54 256 14, 66 3, 04 3, 01 2,48 10, 99363 18, 63 3, 11 2.33 1, 73 6, 99 87 19, 03 2, 28 3, 08 5, 81 4, 54 256 14, 66 3, 04 3, 01 2,48 10, 99
GRUPPE CGROUP C
289 27, 47 11,75 15, 19 8, 99 30,9 300 482,4 34,6 15,69 17,97 36,7 335 257,4 23,86 28,86 22,8 41,2 DK 177396 B1289 27, 47 11.75 15, 19 8, 99 30.9 300 482.4 34.6 15.69 17.97 36.7 335 257.4 23.86 28.86 22.8 41.2 DK 177396 B1
Tabel 2: Koncentration af aktive stoffer ifølge opfindelsen på hår på dag 261 HUND KONCENTRATION (ug/g) NR. _____ UNDER HØJRE VENSTRE MIDTEN LÆNDE-Table 2: Concentration of Active Substances of the Invention on Hair on Day 261 DOG CONCENTRATION (µg / g) NO. _____ UNDER THE RIGHT LEFT MIDDLE LAND-
HALSBÅN- SIDE SIDE AF OMRÅDETNECKLACE PAGE SIDE OF THE AREA
DET RYGGENTHE BACK
GRUPPE BGROUP B
363 0, 94 0, 65 >0,29 >0,39 1,47363 0, 94 0, 65> 0.29> 0.39 1.47
87 0, 64 0, 94 >0,32 >0,40 ND87 0, 64 0, 94> 0.32> 0.40 ND
256 >0,97 ND 0, 81 0, 78 0, 69256> 0.97 ND 0, 81 0, 78 0, 69
GRUPPE CGROUP C
289 3,16 >0,75 >0,59 >0,60 2,03 300 3,79 >0,70 2,04 1,35 5,52 335 1, 84 1, 67 2, 99 4, 61 4, 19 5 ND = Ikke bestemt.289 3.16> 0.75> 0.59> 0.60 2.03 300 3.79> 0.70 2.04 1.35 5.52 335 1, 84 1, 67 2, 99 4, 61 4 , 19 5 ND = Not Determined.
En fordeling af aktive stoffer over håret iagttages: koncen trationerne i de forskellige områder er højere med formulerin-10 gen fra gruppe C og er relativt homogent fra et område til et andet.A distribution of active substances over the hair is observed: the concentrations in the different regions are higher with the Group C formulation and are relatively homogeneous from one region to another.
Koncentrationerne af aktive stoffer er stadig påviselige 16 uger efter halsbåndet er blevet taget af og er stadig 15 effektive på dette trin.The concentrations of active substances are still detectable 16 weeks after the collar has been removed and are still 15 effective at this stage.
Tabel 3, 4 og 5 gør det muligt at foretage en koncentrati ons/aktivitetskorrelation.Tables 3, 4 and 5 make it possible to make a concentration / activity correlation.
20 Tabel 3: Koncentrations/aktivitetsforhold på dag 149 HUND KONCENTRATION (pg/g) AKTIVITETn' NR. ___20 Table 3: Concentration / activity conditions on day 149 DOG CONCENTRATION (pg / g) ACTIVITY 'NO. ___
UNDER RYG OG SIDER LOPPER BLODHALSBÅNDET AV. MIN. MAX MIDERUNDER THE SMOKE AND SIDES THE BLOOD COLLAPSE RUNS OFF. MINE. MAX MIDER
GRUPPE B ___ DK 177396 B1GROUP B ___ DK 177396 B1
363 559, 5 15, 6 10, 7 24, 8 6 I363 559, 5 15, 6 10, 7 24, 8 6 I
GRUPPE CGROUP C
289 871, 3 48,9 30, 8 94, 4 0 0 (1) Antal lopper og blodmider, som forekommer på hunden289 871, 3 48.9 30, 8 94, 4 0 0 (1) Number of fleas and mites present on the dog
Tabel 4: Koncentrations/aktivitetsforhold på dag 205 5 ___ HUND KONCENTRATION (yg/g) AKTIVITETfl! NR. ___Table 4: Concentration / activity ratio on day 205 5 ___ DOG CONCENTRATION (yg / g) ACTIVITY fl! NO. ___
UNDER RYG OG SIDER LOPPER BLODHALSBÅNDET AV. MIN. MAX MIDERUNDER THE SMOKE AND SIDES THE BLOOD COLLAPSE RUNS OFF. MINE. MAX MIDER
GRUPPE BGROUP B
363 18, 6 3, 54 1,73 6, 99 0 12 87 19,0 3,93 2,28 5,81 0 22 256 15,0 4,88 2,48 11,0 0 15363 18, 6 3, 54 1.73 6, 99 0 12 87 19.0 3.93 2.28 5.81 0 22 256 15.0 4.88 2.48 11.0 0 15
GRUPPE CGROUP C
289 27,5 16, 7 8,99 30, 9 0 12 300 482,4 26, 3 15, 7 36, 7 0 0 335 257,4 29,2 22, 8 41, 2 0 0 (1) Antal lopper og blodmider, som forekommer på hunden Tabel 5: Koncentrations/aktivitetsforhold på dag 261 10 HUND KONCENTRATION (yg/g) AKTIVITET'1’ NR.__289 27.5 16, 7 8.99 30, 9 0 12 300 482.4 26, 3 15, 7 36, 7 0 0 335 257.4 29.2 22, 8 41, 2 0 0 (1) Number of fleas and mites that occur on the dog Table 5: Concentration / activity ratio on day 261 10 DOG CONCENTRATION (yg / g) ACTIVITY '1' NO.
UNDER RYG OG SIDER LOPPER BLODHALSBÅNDET AV. MIN. MAX MIDERUNDER THE SMOKE AND SIDES THE BLOOD COLLAPSE RUNS OFF. MINE. MAX MIDER
GRUPPE BGROUP B
363 0, 94 >0,70 >0,29 1,47 0 21 87 0, 64 <0,55 <LOQ 0, 94 0 12 256 >0,97 <0,76 <LOQ 0,81 1 24363 0, 94> 0.70> 0.29 1.47 0 21 87 0, 64 <0.55 <LOQ 0, 94 0 12 256> 0.97 <0.76 <LOQ 0.81 1 24
GRUPPE CGROUP C
289 3, 16 >0,99 >0, 59 2,03 0 28 300 3, 79 >2,40 >0, 70 5, 52 0 19 335 1, 84 3, 37 1, 67 4, 61 0 3 DK 177396 B1 (1) Antal lopper og blodmider, som forekommer på hunden AV. = gennemsnit MIN = minimum 5 MAX = maximum LOQ = grænse for kvantitativ bestemmelse = 0,25 pg/g På dag 261 er aktiviteten mod lopper 100% på alle hundene 10 bortset fra én hund (tilstedeværelse af en loppe).289 3, 16> 0.99> 0, 59 2.03 0 28 300 3, 79> 2.40> 0, 70 5, 52 0 19 335 1, 84 3, 37 1, 67 4, 61 0 3 DK 177396 B1 (1) Number of fleas and mites present on the dog AV. = average MIN = minimum 5 MAX = maximum LOQ = limit for quantitative determination = 0.25 pg / g On day 261 the activity against fleas is 100% on all dogs 10 except one dog (presence of a flea).
De minimale koncentrationer (på håret) som er effektive over for lopper og blodmider bestemmes til ca.: 15 -20 mikrogram per gram hår for blodmider - 1 mikrogram per gram hår for lopperThe minimum concentrations (on the hair) that are effective against fleas and blood mites are determined to be about: 15-20 micrograms per gram hair for mites - 1 microgram per gram hair for fleas
En aktivitet i mindst 5 måneder for blodmider og i mindst 9 måneder for lopper iagttages med disse formuleringer.An activity of at least 5 months for blood mites and for at least 9 months for fleas is observed with these formulations.
20 EKSEMPEL 2:EXAMPLE 2:
Hunde opdeltes i 6 grupper af 8 hunde: 25 -A:Kontrolgruppe: halsbånd uden noget aktivt stof -B:Referenceprodukt: kommercielt halsbånd mod lopper og blodmider indeholdende 8% chlorpyrifos (O,O-diethyl-O-(3,5,6-trichlor-2-pyridyl)phosphorthioat) og benævnt 30 som ref. i tabellerne.Dogs are divided into 6 groups of 8 dogs: 25 -A: Control group: collar without any active substance -B: Reference product: commercial collar against fleas and blood mites containing 8% chlorpyrifos (O, O-diethyl-O- (3,5,6 -trichloro-2-pyridyl) phosphorothioate) and referred to as ref. in the tables.
-C:Halsbånd indeholdende 2,5% Forbindelse A.-C: Collar containing 2.5% Compound A.
-D:Halsbånd indeholdende 5% Forbindelse A.-D: Collar containing 5% Compound A.
-E:Halsbånd indeholdende 10% Forbindelse A.-E: Collar containing 10% Compound A.
35 DK 177396 B135 DK 177396 B1
Halsbåndene fremstilledes med de samme bestanddele som i Formulering 2 i Eksempel 1 med yderligere et pigment (tita- niumdioxid).The collars were made with the same ingredients as in Formulation 2 of Example 1 with an additional pigment (titanium dioxide).
5 Forsøgene følger nedenstående skema: -2Udsættelse for angreb med lopper og blodmider OHalsbånd sættes på 2Tælling med en kam 10 7Atter udsættelse for angreb med blodmider 8Atter udsættelse for angreb med lopper 9Tælling med en kam 35Atter udsættelse for angreb med blodmider 36Atter udsættelse for angreb med lopper 15 37Tælling med en kam5 The experiments follow the scheme below: -2 Exposure to flea and mite attacks Osteoporosis is set to 2Counter attack 10 7After exposure to attacks with fleas 8After exposure to attacks with fleas 9Countings to attacks with blood mites 36After exposure to attacks with fleas 15 37Counting with a comb
Processen fortsættes efter dette princip måned efter måned.The process is continued on this principle month after month.
Udsættelser for angreb og gentagne udsættelser fra angreb 20 udføres i et omfang af: 100 ±10 lopper 50 ± 3 blodmider 25 Tabel 6 og 7 angiver resultaterne for den gennemsnitlige virkning.Exposures to attacks and repeated exposures to attacks 20 are performed to the extent of: 100 ± 10 fleas 50 ± 3 mites 25 Tables 6 and 7 indicate the results for the average effect.
DK 177396 B1DK 177396 B1
Tabel 6: Procentvis virkning på lopper beregnet som et geometrisk middeltal 5 __Table 6: Percentage effect on fleas calculated as a geometric mean 5 __
DAG BEHANDLEDE GRUPPERDAY TREATED GROUPS
Ref. 8% 2,5% 5% 10% -5 0,0% 9,3% 0,0% 0,0% 2 63,9% 98,7% 100,0% 100,0% 9 96,3% 100,0% 100,0% 100,0% 37 96,1% 99,9% 100,0% 100,0% 65 99,1% 100,0% 100,0% 100,0% 93 99,6% 100,0% 100,0% 100,0% 121 99,4% 100,0% 100,0% 100,0% 149 98,3% 100,0% 100,0% 100,0% 177 97,9% 100,0% 100,0% 100,0% 205 98,5% 100,0% 100,0% 100,0% 233 96,6% 100,0% 100,0% 100,0% 268 89,6% 100,0% 100,0% 100,0% 289 68,4% 100,0% 100,0% 100,0% 317 76,0% 100,0% 100,0% 100,0% 345 79,5% 100,0% 100,0% 100,0% 373 - 100,0% 100,0% 100,0% 401 - 99,4% 100,0% 99,8% 429 - 99,2% 99,8% 99,3% 457 - 96,9% 98,8% 99,2% 485 - 96,7% 98,2% 98,7% 513 - 90,3% 99,0% 99,3% 541 - - 98,8% 100,0% DK 177396 B1Ref. 8% 2.5% 5% 10% -5 0.0% 9.3% 0.0% 0.0% 2 63.9% 98.7% 100.0% 100.0% 9 96.3% 100.0% 100.0% 100.0% 37 96.1% 99.9% 100.0% 100.0% 65 99.1% 100.0% 100.0% 100.0% 93 99.6 % 100.0% 100.0% 100.0% 121 99.4% 100.0% 100.0% 100.0% 149 98.3% 100.0% 100.0% 100.0% 177 97, 9% 100.0% 100.0% 100.0% 205 98.5% 100.0% 100.0% 100.0% 233 96.6% 100.0% 100.0% 100.0% 268 89 , 6% 100.0% 100.0% 100.0% 289 68.4% 100.0% 100.0% 100.0% 317 76.0% 100.0% 100.0% 100.0% 345 79.5% 100.0% 100.0% 100.0% 373 - 100.0% 100.0% 100.0% 401 - 99.4% 100.0% 99.8% 429 - 99.2% 99.8% 99.3% 457 - 96.9% 98.8% 99.2% 485 - 96.7% 98.2% 98.7% 513 - 90.3% 99.0% 99.3% 541 - - 98.8% 100.0% DK 177396 B1
Tabel 7: Procentvis virkning på blodmider beregnet som et geometrisk middeltal 5 __Table 7: Percentage effect on blood mites calculated as a geometric mean of 5 __
DAG BEHANDLEDE GRUPPERDAY TREATED GROUPS
Ref. 8% 2,5% 5% 10% -5 4,7% 19,1% 19,1% 32,0% 2 34,5% 67,0% 100,0% 98,5% 9 86,9% 96,2% 100,0% 100,0% 37 0,0% 27,2% 95,4% 95,4% 65 31,7% 85,0% 100,0% 95,8% 93 31,8% 86,7% 100,0% 95,7% 121 65,2% 91,3% 88,8% 92,1% 149 59,0% 93,4% 92,0% 94,5% 177 67,2% 84,9% 95,3% 95,2% 205 62,0% 86,2% 100,0% 98,4% 233 62,6% 89,8% 98,3% 97,9% 268 57,6% 77,4% 98,2% 99,5% 289 44,6% 92,4% 97,2% 95,1% 317 - 74,5% 85,6% 92,4% 345 - 88,1% 98,8% 98,0% 373 - 72,4% 93,9% 95,7% 401 - 63,4% 98,5% 93,6% 429 - 75,3% 83,2% 93,3% 457 - 62,4% 84,1% 86,7% 485 - - 413 - - - - 541 - -Ref. 8% 2.5% 5% 10% -5 4.7% 19.1% 19.1% 32.0% 2 34.5% 67.0% 100.0% 98.5% 9 86.9% 96.2% 100.0% 100.0% 37 0.0% 27.2% 95.4% 95.4% 65 31.7% 85.0% 100.0% 95.8% 93 31.8 % 86.7% 100.0% 95.7% 121 65.2% 91.3% 88.8% 92.1% 149 59.0% 93.4% 92.0% 94.5% 177 67, 2% 84.9% 95.3% 95.2% 205 62.0% 86.2% 100.0% 98.4% 233 62.6% 89.8% 98.3% 97.9% 268 57 , 6% 77.4% 98.2% 99.5% 289 44.6% 92.4% 97.2% 95.1% 317 - 74.5% 85.6% 92.4% 345 - 88, 1% 98.8% 98.0% 373 - 72.4% 93.9% 95.7% 401 - 63.4% 98.5% 93.6% 429 - 75.3% 83.2% 93, 3% 457 - 62.4% 84.1% 86.7% 485 - 413 - - - - 541 - -
Claims (12)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9604206A FR2746585B1 (en) | 1996-03-29 | 1996-03-29 | ANTI-FLEA AND ANTI-TICK COLLAR FOR DOGS AND CATS, BASED ON N-PHENYLPYRAZOLE |
| FR9604206 | 1996-03-29 | ||
| US69243096A | 1996-08-05 | 1996-08-05 | |
| US69243096 | 1996-08-05 | ||
| FR9700540 | 1997-01-20 | ||
| PCT/FR1997/000540 WO1997036484A1 (en) | 1996-03-29 | 1997-03-26 | Flea and tick control collar containing n-phenylpyrazole for use on cats and dogs |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK136297A DK136297A (en) | 1998-01-29 |
| DK177396B1 true DK177396B1 (en) | 2013-03-18 |
Family
ID=26232629
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DKPA199701362A DK177396B1 (en) | 1996-03-29 | 1997-11-27 | Flea and blood mite-fighting collars or other external device for use in cats and dogs |
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| Country | Link |
|---|---|
| JP (1) | JP3553609B2 (en) |
| CN (1) | CN1225167C (en) |
| AR (1) | AR013061A1 (en) |
| AT (1) | AT503494A1 (en) |
| AU (1) | AU2512897A (en) |
| BE (1) | BE1010476A3 (en) |
| BR (1) | BR9702151B1 (en) |
| CH (1) | CH694420A5 (en) |
| CZ (1) | CZ296848B6 (en) |
| DE (1) | DE19780441B3 (en) |
| DK (1) | DK177396B1 (en) |
| ES (1) | ES2143390B1 (en) |
| FI (1) | FI121843B (en) |
| FR (1) | FR2746586B1 (en) |
| GB (1) | GB2316871B (en) |
| GR (1) | GR1002899B (en) |
| HU (1) | HU228751B1 (en) |
| IE (1) | IE970230A1 (en) |
| IL (1) | IL122101A (en) |
| IT (1) | IT1291702B1 (en) |
| LU (1) | LU90175B1 (en) |
| MX (1) | MX9709093A (en) |
| NL (1) | NL1005652C2 (en) |
| NO (1) | NO323971B1 (en) |
| NZ (1) | NZ329123A (en) |
| SE (1) | SE523756C2 (en) |
| SK (1) | SK283234B6 (en) |
| TW (1) | TW491701B (en) |
| WO (1) | WO1997036484A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW524667B (en) * | 1996-12-05 | 2003-03-21 | Pfizer | Parasiticidal pyrazoles |
| GB9824991D0 (en) * | 1998-11-13 | 1999-01-06 | Clarke Paul D | Pest control |
| KR100969088B1 (en) * | 2002-03-05 | 2010-07-09 | 메리얼 리미티드 | 5-substituted-alkylaminopyrazole derivatives as pesticides |
| US7531186B2 (en) * | 2003-12-17 | 2009-05-12 | Merial Limited | Topical formulations comprising 1-N-arylpyrazole derivatives and amitraz |
| GB0329314D0 (en) | 2003-12-18 | 2004-01-21 | Pfizer Ltd | Substituted arylpyrazoles |
| US7514464B2 (en) | 2003-12-18 | 2009-04-07 | Pfizer Limited | Substituted arylpyrazoles |
| DE102004031325A1 (en) * | 2004-06-29 | 2006-01-19 | Bayer Healthcare Ag | Active substance-containing solid shaped articles for external use against parasites on animals |
| GB0713790D0 (en) | 2007-07-16 | 2007-08-22 | Nettforsk As | Method |
| CN109662958A (en) * | 2017-10-13 | 2019-04-23 | 魏先华 | A method of prevention or treatment animal epizoite biology |
| CN112535116B (en) * | 2020-12-02 | 2022-03-01 | 山东省寄生虫病防治研究所 | Neck ring type smell expelling device for preventing parasite attachment |
| EP4124335B1 (en) * | 2021-07-30 | 2024-03-13 | Bioiberica, S.A.U. | Dermatological collar for non-human animals |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3852416A (en) * | 1971-05-27 | 1974-12-03 | L Grubb | Tick and flea collar of solid solution plasticized vinylic resin-carbamate insecticide |
| DE3602728A1 (en) * | 1985-05-17 | 1986-11-20 | Bayer Ag, 51373 Leverkusen | PEST CONTROL AGAINST PYRAZOLE DERIVATIVES |
| GB8531485D0 (en) * | 1985-12-20 | 1986-02-05 | May & Baker Ltd | Compositions of matter |
| GB8713768D0 (en) * | 1987-06-12 | 1987-07-15 | May & Baker Ltd | Compositions of matter |
| DE3609423A1 (en) * | 1986-03-20 | 1987-10-01 | Bayer Ag | PEST CONTROLS BASED ON 1-ARYL-4-TRIFLUORMETHYL-5-AMINOPYRAZOLES |
| NO179282C (en) * | 1991-01-18 | 1996-09-11 | Rhone Poulenc Agrochimie | New 1- (2-pyridyl) pyrazole compounds for control of insect pests |
| GB9120641D0 (en) * | 1991-09-27 | 1991-11-06 | Ici Plc | Heterocyclic compounds |
| US5411737A (en) * | 1991-10-15 | 1995-05-02 | Merck & Co., Inc. | Slow release syneresing polymeric drug delivery device |
| MX9206034A (en) * | 1991-10-24 | 1993-05-01 | Roussel Uclaf | PEST CONTROL SYSTEM. |
| JP3715994B2 (en) * | 1993-12-21 | 2005-11-16 | 住友化学株式会社 | Pest control agent |
-
1997
- 1997-03-17 GR GR970100097A patent/GR1002899B/en not_active IP Right Cessation
- 1997-03-24 IE IE970230A patent/IE970230A1/en not_active IP Right Cessation
- 1997-03-25 AR ARP970101179A patent/AR013061A1/en not_active Application Discontinuation
- 1997-03-26 CZ CZ0351197A patent/CZ296848B6/en not_active IP Right Cessation
- 1997-03-26 BR BRPI9702151-2A patent/BR9702151B1/en active IP Right Grant
- 1997-03-26 ES ES009750030A patent/ES2143390B1/en not_active Expired - Fee Related
- 1997-03-26 FR FR9703707A patent/FR2746586B1/en not_active Expired - Lifetime
- 1997-03-26 AT AT0900297A patent/AT503494A1/en not_active Application Discontinuation
- 1997-03-26 NL NL1005652A patent/NL1005652C2/en not_active IP Right Cessation
- 1997-03-26 NZ NZ329123A patent/NZ329123A/en not_active IP Right Cessation
- 1997-03-26 CN CNB971902828A patent/CN1225167C/en not_active Expired - Lifetime
- 1997-03-26 IL IL12210197A patent/IL122101A/en not_active IP Right Cessation
- 1997-03-26 WO PCT/FR1997/000540 patent/WO1997036484A1/en active IP Right Grant
- 1997-03-26 DE DE19780441T patent/DE19780441B3/en not_active Expired - Lifetime
- 1997-03-26 SK SK1602-97A patent/SK283234B6/en not_active IP Right Cessation
- 1997-03-26 HU HU9900833A patent/HU228751B1/en unknown
- 1997-03-26 AU AU25128/97A patent/AU2512897A/en not_active Abandoned
- 1997-03-26 CH CH02789/97A patent/CH694420A5/en not_active IP Right Cessation
- 1997-03-26 JP JP53294197A patent/JP3553609B2/en not_active Expired - Lifetime
- 1997-03-26 GB GB9724482A patent/GB2316871B/en not_active Expired - Lifetime
- 1997-03-27 BE BE9700273A patent/BE1010476A3/en active
- 1997-03-28 IT IT97TO000269A patent/IT1291702B1/en active IP Right Grant
- 1997-04-14 TW TW086104769A patent/TW491701B/en not_active IP Right Cessation
- 1997-11-24 SE SE9704305A patent/SE523756C2/en not_active IP Right Cessation
- 1997-11-25 MX MX9709093A patent/MX9709093A/en unknown
- 1997-11-26 LU LU90175A patent/LU90175B1/en active
- 1997-11-27 NO NO19975471A patent/NO323971B1/en not_active IP Right Cessation
- 1997-11-27 FI FI974349A patent/FI121843B/en not_active IP Right Cessation
- 1997-11-27 DK DKPA199701362A patent/DK177396B1/en not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
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| PUP | Patent expired |
Expiry date: 20171127 |