GB2457734A - Topical phenyl pyrazole insecticide composition - Google Patents

Topical phenyl pyrazole insecticide composition Download PDF

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Publication number
GB2457734A
GB2457734A GB0803376A GB0803376A GB2457734A GB 2457734 A GB2457734 A GB 2457734A GB 0803376 A GB0803376 A GB 0803376A GB 0803376 A GB0803376 A GB 0803376A GB 2457734 A GB2457734 A GB 2457734A
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Prior art keywords
composition
animal
carbonate
composition according
skin
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GB0803376D0 (en
Inventor
Lillian Cromie
Eddie O'gorman
Willy Blakely
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Norbrook Laboratories Ltd
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Norbrook Laboratories Ltd
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Priority to GB0803376A priority Critical patent/GB2457734A/en
Publication of GB0803376D0 publication Critical patent/GB0803376D0/en
Publication of GB2457734A publication Critical patent/GB2457734A/en
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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
    • 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/14—Ectoparasiticides, e.g. scabicides

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A topical composition comprising a phenyl pyrazole insecticide and a solvent comprising at least one cyclic carbonate is disclosed. The solvent may comprise at least 90% by volume cyclic carbonate, and the cyclic carbonate can be ethylene carbonate, propylene carbonate, butylenes carbonate and/or glycerine carbonate. The insecticide is preferably fipronil. The composition may further include other active ingredients, and the composition is preferably in the form of a spot-on or spray-on formulation for an animal. Medical uses of the compositions in treating animals or humans are also claimed (e.g. to eradicate ectoparasites from the skin), along with kits comprising the composition.

Description

A TOPICAL COMPOSITION
The present invention relates to a composition for topical application comprising a phenyl pyrazole insecticide, and its use in a method of treatment for the eradication or reduction of ectoparasites from the skin of an animal. In particular, the topical composition may be used in a method of treatment for the eradication or reduction of fleas and ticks from infested animals.
It is known for compositions comprising phenyl pyrazole, and in particular formulations of 5-amino-i-(2, 6-dichloro-4-trifluoromethylpheflyl) -3-cyano-4-trifluoromethyl suiphinyl pyrazole, commonly known as Fipronil, to be used for the eradication or reduction of ectoparasites from the skin of an animal.
Fipronil is routinely and successfully used as a knock down pesticide in argriculture and veterinary applications, especially for small animal treatments to erradicate biting insects from the animals skin. Frontline� is a known liquid spot-on product containing fipronil. Animals may be treated by administering a few millilitres of Frontline� onto a spot on the animals back and within 24 hours the complete skin surface of the animal is protected by the fipronil molecule.
It is believed that upon application, the fipronil drug is adsorbed onto the skin surface and solubilised in the skin sebum and spreads along the surface by diffusion. Resevoirs of Fipronil are believed to form in the sebaceous glands thereby providing a supply of the drug over a long period of time, from 6 to 8 weeks of protection are provided by one Frontline� spot on application.
A number of publications indicate that a crystallisation inhibitor is required in order for the phenyl pyrazole, and in particular fipronil, to remain in solution and not crystallise out on the skin surface. For example the Frontline� product (EP0881881 Bi) comprises polyvinylPyrrolidone (PVP) which acts as a crystallisation inhibitor.
Other known crystallisation inhibitors for topical fipronil compositions are described in the prior art and include polyethylene glycols, glycerol, sorbitol lecithin, anionic surfactants, cationic surfactants, amine salts, non-ionic surfactants and amphoteric surfactants, for example see US6482425.
It is an object of the present invention to provide a stable topical composition for application to humans or animals comprising a phenyl pyrazole insecticide, especially fipronil, which preferably does not require the presence of a crystallisation inhibitor, and still provides efficacious levels of insecticide activity over the surface of the animal treated for a number of weeks.
In a first aspect of the present invention there is provided a topical composition comprising a phenyl pyrazole insecticide and a solvent comprising at least one cyclic carbonate.
In a second aspect of the present invention there is provided a composition as described herein for use in a method of treatment of the human or animal body by therapy.
In a third aspect of the present invention there is provided a composition as described herein for use in a method of treatment for the eradication or reduction of ectoparasites from the skin of an animal, wherein the composition is applied topically to the skin of the animal.
In a fourth aspect of the present invention there is provided use of a composition as described herein for the eradication of ectoparasites from the skin of an animal or from the environment of an animal.
The present inventors have surprisingly found that by using cyclic carbonates stable topical compositions may be produced without the need to include crystallisation inhibitors. The formation of stable topical compositions without crystallisatiori inhibitors is advantageous because the product is easier, faster and cheaper to make, whil8t still providing an efficient and effective topical composition for the reduction or elimination of ectoparasites. It has surprisingly been found that such compositions, even without the presence of crystallisatiori inhibitors, do not crystallise on the skin of an animal after application. These compositions have also been found to have good storageability.
Each aspect as defined herein may be combined with any other aspect or aspects unless clearly indicated to the contrary.
In particular any feature indicated as being preferred or advantageous may be combined with any other feature or features indicated as being preferred or advantageous.
Preferably the phenyl pyrazole insecticide has the formula (I) R4,N ii; formula (I) in which: R1 is a halogen atom, CN or methyl; R2 is S(O)R3 or 4,5-dicyanoimidazol-2-yl or haloalkyl; R3 is alkyl or haloalkyl, for example lower haloalkyl; R4 represents a hydrogen or halogen atom; or a radical NR5R6, S(O)mR7, C(O)R7 or C(O)OR,, alky]., haloalkyl or OR9 or a radical -N-C(R9) (R10); R5 and R6 independently represent a hydrogen atom or an alkyl, haloalkyl, C(O)alkyl, S(O)rCF3, acyl or alkoxycarbonyl radical; or R5 and R6 may together form a divalent alkylene radical which may be interrupted by one or two divalent hetero atoms such as oxygen or sulphur; R7 represents an alkyl or haloalkyl radical; R8 represents an alkyl or haloalkyl radical or a hydrogen atom; R9 represents an alkyl radical or a hydrogen atom; R10 represents a phenyl or heteroaryl group optionally substituted with one or more halogen atoms or groups such as
-S-
ON, -0-alkyl, -S-alkyl, cyano or alkyl; Y represents a halogen atom or a haloalkyl or haloalkoxy radical, for example a lower haloalkoxy radical, or an SF5 radical, with the possibility that: Y is CN or NO2 in positions 2 and 6 (with reference to the carbon of the phenyl ring which is attached to the pyrazole ring and designated 1); the carbon in position 2 of the phenyl ring is replaced by a trivalent nitrogen atom; Y is S(O)qCF3 in position 4 on the pherxyl ring, but preferably haloalkyl, haloalkoxy or SF5; m, n, q and r represent, independently of each other, an integer equal to 0, 1 or 2; p is an integer equal to 1, 2, 3, 4 or 5, preferably equal to 1, 2or 3, in particular 3; with the proviso that when R1 is methyl, then either R3 is haloalkyl, R4 is NH2, p is 2, Y in position 6 is Cl, Y in position 4 is CF3 and the carbon in position 2 of the phenyl is replaced by N; or R2 is 4,5-dicyanoimidazol-2-yl, R4 is Cl, p is 3, Y in position 6 is Cl, Y in position 4 is CF3 and the carbon in position 2 of the phenyl is replaced by =C-Cl.
As used herein the term lower haloalkoxy radicals preferably refers to haloalkoxy radicals having C1-C4 carbon atoms.
Preferably the insecticide of formula (I) is l-[2,6-C12 4- CF3 phenyl) 3-CN 4-[SO-CF3) 5-NH2 pyrazole, (also known as 5- amino-i-(2, 6-dichloro-4-trifluoromethylphenyl) -3-cyano- 4-trifluoromethyl suiphinyl pyrazole) whose common name is fipronil.
The compounds of formula (I) may be prepared, for example, according to one of the processes described in, for example, patent application WO-A-87/3781.
Preferably in the composition of the present invention the phenyl pyrazole insecticide is present in a concentration of from 0.1 to 40% (w/v) based on the total composition. More preferably, the phenyl pyrazole insecticide is present in a concentration of from 1 to 15% (w/v) based on the total composition. Most preferably, the phenyl pyrazole insecticide is present in a concentration of from 8 to 12% (w/v) based on the total composition.
When the solvent is at least 90 vol%, preferably 100 vol%, propylene carbonate preferably the phenyl pyrazole insecticide is present in a concentration of from 0.1 to 15% (w/v) based on the total composition, more preferably, from 0.1 to 10% (w/v) based on the total composition, most preferably, from 0.1 to 5% (w/v) based on the total composition. It has been found that compositions comprising such amounts of the phenyl pyrazole insecticide, and in particular of fipronhl, advantageously have acceptable storage stability and do not crystallise on application to animal skin.
The solvent of the present invention comprises at least one cyclic carbonate. Preferably the cyclic carbonate is ethylene carbonate, propylene carbonate, butylenes carbonate and/or glycerine carbonate. Most preferably the cyclic carbonate is propylene carbonate.
Preferably the solvent of the composition comprises at least vol% cyclic carbonate, more preferably at least 60 vol%, at least 70 vol%, at least 80 vol%, at least 90 vol%, at least 95 vol%, or at least 98 vol% cyclic carbonate. More preferably the solvent of the composition comprises at least vol% cyclic carbonate. Most preferably the solvent consists of one or more cyclic carbonates.
Preferably the solvent comprises at least 50 vol%, at least 80 vol%, at least 90 vol%, at least 95 vol%, at least 98 vol% propylene carbonate.
In one embodiment of the present invention the solvent comprises at least 50 vol% of propylene carbonate and at least one or more of ethylene carbonate, butylenes carbonate and/or glycerine carbonate.
In a preferred embodiment the solvent consists of at least one cyclic carbonate and the phenyl pyrazole insecticide is fipronil. Preferably, the solvent consists of propylene carbonate and the phenyl pyrazole insecticide is fipronil.
Other suitable solvents may be present in the topical composition. Suitable other solvents include, but are not limited to acetone, acetonitrile, benzyl alcohol, butyl diglycol, dimethylacetamide, dimethylformamide, dipropylene glycol n-butyl ether, ethanol, isopropanol, methanol, ethylene glycol monoethyl ether, ethylene glycol monomethyl ether, nionomethylacetamide, dipropylene glycol monomethyl ether, liquid polyoxyethylene glycols, propylene glycol, 2-pyrrolidorie, in particular N-methylpyrrolidone, diethylene glycol monoethyl ether, ethylene glycol, diethyl phthalate, and mixtures of two or more thereof. The preferred additional solvents are the glycol ethers, in particular diethylene glycol monoethyl ether and dipropylene glycol monomethyl ether.
Preferably the composition of the present invention is free of crystallisation inhibitor. This has the advantage that the composition may be made more cheaply and efficiency, whilst still being effective.
Advantageously, the composition of the present invention comprises less than 25% (w/v) of crystallisation inhibitor, more preferably less than 10% (w/v), more preferably still less than 1% (w/v) As used herein the term "crystallisation inhibitor" may be used to mean an agent or substance which inhibits crystal formation of the phenyl pyrazole insecticide in the solvent comprising at least one cyclic carbonate when lOmi of the composition is stored at 20°C for 24 hours.
In an alternative embodiment, the composition of the present invention may comprise at least one crystallisation inhibitor. Suitable crystallisation inhibitors are known in the art and include, but are not limited to polyvinylpyrrolidone, polyvinyl alcohols, copolymers of vinyl acetate and vinylpyrrolidone, polyethylene glycols, benzyl alcohol, mannitol, glycerol, sorbitol, polyoxyethylenated sorbitan esters; lecithin, sodium carboxymethylcellulose; acrylic derivatives such as methacrylates and the like, anionic surfactants such as alkaline stearates, in particular sodium, potassium or ammonium stearate; calcium stearate, triethanolamine stearate; sodium abietate; alkyl suiphates, in particular sodium lauryl sulphate and sodium cetyl sulphate; sodium dodecylbenzenesulphonate, sodium dioctylsulphosuccinate; fatty acids, in particular those derived from coconut oil, cationic surfactants such as water-soluble quaternary arnmoniurn salts of formula NR'R' R' R' Y in which the radicals R are hydrocarbon radicals, optionally hydroxylated, and Y is an anion of a strong acid such as halide, sulphate and suiphonate anions; cetyltrimethylammonium bromide is among the cationic surfactants which can be used, amine salts of formula NR'R' R' in which the radicals R are optionally hydroxylated hydrocarbon radicals; octadecylamine hydrochloride is among the cationic surfactants which can be used, nonionic surfactants such as optionally polyoxyethylenated sorbitan esters, in particular polysorbate 80, polyoxyethylenated alkyl ethers; polyethylene glycol stearate, polyoxyethylenated derivatives of castor oil, polyglycerol esters, polyoxyethylenated fatty alcohols, polyoxyethylenated fatty acids, copolymers of ethylene oxide and propylene oxide, amphoteric surfactants such as lauryl-substituted betaine compounds, or preferably a mixture of at least two of these crystallization inhibitors.
The composition may comprise at least one adjuvant selected from anti-oxidants and other actives.
Suitable antioxidants include, but are not limited to butylated hydroxyanisole (BHA), butylated hydroxytoluene, ascorbic acid, sodium metabisuiphite, propyl gallate, sodium -10 -thiosuiphate, and mixtures of two or more thereof.
Preferred antioxidants are butylated hydroxyanisole (BHA) and butylated hydroxytoluene. Addition of antioxidants may be advantageous in extending the shelf-life of the compositions.
Preferably in the composition anti-oxidants are present in a concentration of from 0.005 to 1% (w/v) based on the total composition, more preferably from 0.01 to 0.05% (w/v).
The other-actives may be selected from one or more of other phenyl pyrazoles, spinosads, non-steroidal anti-inflammatory drugs (NSAIDs), steroidal anti-inflammatory drugs, macrocyclic lactones, milbemycine oximes, insect growth regulators, chitin synthesis inhibitors and RNA inhibitors.
Suitable non-steriodal anti-inflammatory drugs (NSAID) include, but are not limited to, ibuprof en, carprof en, meloxicarn and acetaminophen.
Suitable steroidal anti-inflammatory drugs include, but are not limited to, codeine, cortisone and hydro-cortisone.
Examples of Milbernycine oximes include, but are not limited to, avermectins, ivermectin, selamectin, moxidectin, abarnectin and doramectin.
Suitable insect growth regulators include, but are not limited to, rnethoprene, pyriproxyf en, kinoprene and fenoxycarb.
-11 -Examples of chitin synthesis inhibitors include, but are not limited to, triflumuron, lufenuron, chiorofluazuron and fluazuron.
Suitable amounts of the other-actives will depend on the active in question. Typically the other-actives may be present in a concentration of from 0.1 to 30% (w/v) based on the total composition, preferably from 5 to 20% (w/v).
Other actives include agents which with the composition of the present invention may be sprayed, squirted, or rubbed on to the skin. These include, for example, conventional propellent gases required for spray cans, such as propane, butane, dimethyl ether, C02, or halogenated lower alkyl gases (for example, halogenated C1-C4 alkyls), and mixtures of two or more thereof.
The compositions according to the invention are usually prepared by simply mixing the constituents as defined above.
Advantageously, to begin with, the phenyl pyrazole insecticide is mixed into the main solvent, and the other ingredients or adjuvants are subsequently added.
The compositions according to the invention are typically intended for pets, in particular cats and dogs, and are generally applied by deposition on the skin ("spot on" or "pour on" application). This is generally a localized application to a region with a surface area of less than 10 cm2, typically between 5 and 10 cm2. The composition may, for example, by applied at one, two or more points and is preferably localized between the animal's shoulders. After deposition, the composition diffuses, in particular over the -12 -animal's entire body, and then dries, without crystallizing or changing the appearance (in particular absence of any whitish deposit or of any dusty appearance) or the feel of the coat. The composition of the present invention may be a spot-on or a spray-on formulation.
The composition of the present invention may be in the form of a concentrated emulsion, microemulsion, suspension, or solution for spot-on application to an animal. In less preferred embodiments the composition may be in the form of a spray, an emulsion, rnicroemulsion, suspension, or solution of the pour-on-type, an oil, a cream, an ointment, or any other fluid formulation for topical administration.
The compositions according to the present invention are particularly advantageous on the grounds of their efficacy, their speed of action and the pleasant appearance of the animal's hair after application and drying.
It is preferable that the composition of the present invention is administered every 4 weeks or even more preferably every 8 or 12 weeks on small animals, such as cats and dogs.
The volume applied to a dog is typically from 0.25 to 3rnl and to a cat is typically from 0.25 to lml.
The composition of the present invention may be used to treat insect infestation on humans, large and small animals, birds and reptiles. The larger the animal to be treated, the larger the dose volume of the composition to be applied.
-13 -The composition of the present invention is especially suitable for administration to dogs and cats.
The composition of the current invention is preferably administered in order to provide doses of from 0.1 to 40 mg/kg of the phenyl pyrazole insecticide per kg of animal body weight, more preferably from 1 to 20mg/kg or more preferably still from 5 to 15mg/kg.
The composition of the present invention may be used to improve the appearance and texture of the animals' coat by elimination of the insects therefrom and any consequential irritation caused, however slight, to the infected animal.
One object of the present invention is to provide a non-therapeutic method of cleaning animal hairs and skin by the reduction or elimination of parasites which are present in the animal hair or skin. The treated animals have hair that has a more pleasant look and feel.
Additionally, the compositions of the current invention may be used prophylactically in order to prevent infestation by insects like fleas or even ticks. The compositions may be used such that the treated animal are used as vectors in order to irradiate or reduce insects (for example ticks) from the animals environment, e.g. like bedding, carpet, floors and walls.
In one embodiment, the present invention provides a therapeutic treatment, and the composition may be used in a method of treatment for the eradication or reduction of ectoparasites from the skin of an animal, wherein the composition is applied topically to the skin of the animal.
-14 -The process described herein may be used to control ectoparasites, and in particular ticks.
In further embodiment the present invention provides a method for the reduction or eradication of ectoparasites from the skin of an animal, the method comprising applying the topical as defined herein to the skin of an animal.
Preferably the topical composition is in the form of a spot-on composition. Preferably the composition is applied between the shoulders of the animal. Preferably the animal is a dog or a cat. Preferably, the composition comprises fipronhl. Preferably the composition is applied in unit dosage form.
In one aspect of the present invention there is provided the use of a composition as described herein in the manufacture of a medicament for the eradication or reduction of ectoparasites from the skin of an animal.
In one aspect of the present invention there is provided a kit comprising separately, in the same packaging, at least one container containing the composition as defined herein and at least one container containing at least one adjuvant selected from anti-oxidants and other actives. The other active is selected from one or more of other phenyl pyrazoles, spinosads, non-steroidal anti-inflammatory drugs (NSAIDs), steroidal anti-inflammatory drugs, macrocyclic lactones, milbemycine oximes, insect growth regulators, chitin synthesis inhibitors and RNA inhibitors. Preferably the other active is an insect growth regulator.
-15 -The present invention will be further illustrated with reference to the following non-limiting Examples.
Compositions according to the present invention were made containing the following concentrations (W/V) in lml propylene carbonate:
Example 1
Fipronil 10% Polypropylene carbonate q.s. (quantity sufficient) 100%.
Example 2
Fipronhl 5% Propylene carbonate q.s. (quantity sufficient) 100% Flea infested cats and dogs were tested with compositions of Examples 1 and 2. No skin irritation was observed and flea infestation was irradicated for up to 8 weeks after first application of the compositions. Crystallisation of the active was not observed either.

Claims (17)

  1. -16 -CLAIMS1. A topical composition comprising a phenyl pyrazole insecticide and a solvent comprising at least one cyclic carbonate.
  2. 2. A composition according to claim 1 which is free of crystallisation inhibitor.
  3. 3. A composition according to claim 1 or 2 wherein the solvent comprises at least 90 vol% cyclic carbonate.
  4. 4. A composition according to claim 3 wherein the solvent consists of the at least one cyclic carbonate.
  5. 5. A composition according to any one of the preceding claims wherein the cyclic carbonate is ethylene carbonate, propylene carbonate, butylenes carbonate and/or glycerine carbonate.
  6. 6. A composition according to claim 5 wherein the cyclic carbonate is propylene carbonate.
  7. 7. A composition according to any one of the preceding claims wherein the insecticide is fipronil.
  8. 8. A composition according to any one of the preceding claims which comprises at least one adjuvant selected from anti-oxidants and other actives.
    -17 -
  9. 9. A composition according to claim 8 wherein the other active is selected from one or more of other phenyl pyrazoles, spinosads, non-steroidal anti-inflammatory drugs (NSAIDs), steroidal anti-inflammatory drugs, macrocyclic lactones, milbemycine oximes, insect growth regulators, chitin synthesis inhibitors and RNA inhibitors.
  10. 10. A composition according to any one of the preceding claims wherein the phenyl pyrazole insecticide is present in a concentration of from 0.1 to 40% (w/v) based on the total composition.
  11. 11. A composition according to any one of the preceding claims which is in the form of a spot-on or spray-on formulation for an animal.
  12. 12. A composition as defined in any one of the preceding claims for use in a method of treatment of the human or animal body by therapy.
  13. 13. A composition as defined in any one of claims 1 to 11 for use in a method of treatment for the eradication or reduction of ectoparasites from the skin of an animal, wherein the composition is applied topically to the skin of the animal.
  14. 14. Use of a composition as defined in any one of claims 1 to 11 in the manufacture of a medicament for the eradication or reduction of ectoparasites from the skin of an animal.
    -18 -
  15. 15. Use of a composition as defined in any one of claims 1 to 11 for the eradication of ectoparasites from the skin of an animal or from the environment of an animal.
  16. 16. A kit comprising separately, in the same packaging, at least one container containing the composition as defined in any one of claims 1 to 1]. and at least one container containing at least one adjuvant selected from anti-oxidants and other actives.
  17. 17. The kit according to claim 16 wherein the other active is selected from one or more of other phenyl pyrazoles, spinosads, non-steroidal anti-inflammatory drugs (NSAIDs), steroidal anti-inflammatory drugs, macrocyclic lactones, milbemycine oximes, insect growth regulators, chitin synthesis inhibitors and RNA inhibitors
GB0803376A 2008-02-25 2008-02-25 Topical phenyl pyrazole insecticide composition Withdrawn GB2457734A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013000572A1 (en) 2011-06-30 2013-01-03 2LUTION GmbH Composition for controlling parasites on animals
US20130116295A1 (en) * 2011-09-30 2013-05-09 Velcera Inc. Antiparasitic formulations
US9173403B2 (en) 2010-04-02 2015-11-03 Merial, Inc. Parasiticidal compositions comprising multiple active agents, methods and uses thereof
US9237751B2 (en) 2009-03-27 2016-01-19 Norbrook Laboratories Limited Topical parasiticide composition
US10898467B2 (en) 2015-11-24 2021-01-26 Boehringer Ingelheim Animal Health USA Inc. Veterinary formulations

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