WO2005027636A2 - Improved topical treatment for the eradication and/or control of ectoparasites - Google Patents

Improved topical treatment for the eradication and/or control of ectoparasites Download PDF

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Publication number
WO2005027636A2
WO2005027636A2 PCT/GB2004/004037 GB2004004037W WO2005027636A2 WO 2005027636 A2 WO2005027636 A2 WO 2005027636A2 GB 2004004037 W GB2004004037 W GB 2004004037W WO 2005027636 A2 WO2005027636 A2 WO 2005027636A2
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WO
WIPO (PCT)
Prior art keywords
ectoparasites
fluid
alcohol
control
lice
Prior art date
Application number
PCT/GB2004/004037
Other languages
French (fr)
Other versions
WO2005027636A3 (en
Inventor
Ian Peter Whelan
Original Assignee
Entomos Research Limited
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
Priority claimed from GB0322118A external-priority patent/GB0322118D0/en
Priority claimed from GB0322117A external-priority patent/GB0322117D0/en
Application filed by Entomos Research Limited filed Critical Entomos Research Limited
Publication of WO2005027636A2 publication Critical patent/WO2005027636A2/en
Publication of WO2005027636A3 publication Critical patent/WO2005027636A3/en

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Classifications

    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/25—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids with polyoxyalkylated alcohols, e.g. esters of polyethylene glycol
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/02—Acyclic compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
    • 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
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • 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
    • A61K31/075—Ethers or acetals
    • A61K31/08—Ethers or acetals acyclic, e.g. paraformaldehyde
    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin

Definitions

  • This invention relates to an improved topical treatment for "the eradication and/or control of ectoparasites, and particularly arthropods, and to compositions for use in such treatment .
  • Ectoparasites are widely present on many animal species. The ⁇ nfestations can spread easily in groups of animals. This may occur through direct transfer of ectoparasites from animal to animal when in close proximity. Alternatively the ectoparasite may drop from a host animal to the ground or other object until picked up by a passing animal. In the case of mammals ectoparasites usually dwell in portions of the body which carry hair which provides protection for them.
  • the preferred fatty acids are aliphatic carJ oxylic acids having from 8 to 14 carbon atoms. Acids having an even number of carbon atoms, such as caprylic, capric, lauric and myristic acids, are particularly preferred.
  • the ester is formed from a mono-, di- or tri-hydric alcohol it is preferably an aliphatic alcohol having from three to eight carbon atoms.
  • the most preferred alcohols have three or four carbon atoms such as n-propyl-, iso-propyl-,. n-butyl- or iso-butyl alcohol and provide most effective compounds for treatment such as iso-propyl myristate.
  • esters that may be used in the invention include a mixture of caprylcaproyl macrogol-8 glycerides .
  • a further effective ester is diethylene glycol monoethyl ether.
  • the esters used in the treatment of the present invention are lipophilic.
  • the treatment is particularly effective on mammals. These may include companion animals such as dogs, cats, ferrets, rabbits, gerbils and guinea pigs. Farm animals such as bovine, porcine, ovine and equine species.
  • the treatment may be safely used on Homo sapiens. Many ectoparasites are host specific however the treatment according to the invention is effective against most of them.
  • the treatment may also be used to eradicate and control arthropods such as thrips, white fly, aphids and wood boring and burrowing insects.
  • Topical application on a mammal may comprise direct manual application, painting, spraying or application as a foam or gel.
  • a fluid composition was prepared consisting of 30% by weight caprylcaproyl macrogol-8 glycerides mixed with isopropanol. As a control 60% aqueous isopropanol was used. The tests were performed with one replicate each and with an overnight exposure to the fluid.
  • the ectoparasites were human head lice, Pediculus hu anus, obtained from the culture colony of Insect R&D Limited.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Emergency Medicine (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The use is described of a fluid comprising one or more fatty acid esters of a mono-, di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol as, a topical treatment for the eradication and/or control of ectoparasites and arthropods. Preferably the fluid is free from an active amount of any other ectoparasite killing compound. Preferred fatty acids are aliphatic carboxylic acids having from 8 to 14 carbon atoms. The mono-, di-, tri-hydric alcohol is an aliphatic alcohol having from three to eight carbon atoms may be an nor iso-alcohol having from three to four carbon atoms. The fluid may comprise a mixture of caprylcaproyl macrogol-8 glycerides and/or diethylene glycol monomethyl ether. The fluid may be applied in the form of a foam or a gel. The ectoparasites may be body lice, crab lice, scabies mites or ticks. The host species may be a mammal such as Homo sapiens and the ectoparasites are head lice or companion animals, such as dogs or cats and the ectoparasites are fleas or ticks. The fluids may also applied to plants and wood.

Description

IMPROVED TOPICAL TREATMENT FOR THE ERADICATION AND/OR CONTROL OF ECTOPARASITES. This invention relates to an improved topical treatment for "the eradication and/or control of ectoparasites, and particularly arthropods, and to compositions for use in such treatment . Ectoparasites are widely present on many animal species. The ±nfestations can spread easily in groups of animals. This may occur through direct transfer of ectoparasites from animal to animal when in close proximity. Alternatively the ectoparasite may drop from a host animal to the ground or other object until picked up by a passing animal. In the case of mammals ectoparasites usually dwell in portions of the body which carry hair which provides protection for them. Compounds have been suggested and used to eliminate ectoparasites whose toxic action has deleterious effects on the host animal. In some cases ectoparasites evolve resistance to the compounds which cease to be effective. A similar problem exists with parasites which attack vegetable matter including arthropods such as thrips, white fly, aphids and wood boring and burrowing insects. The present invention provides a topical treatment for the eradication and/or control of ectoparasites and other arthropods which has minimal deleterious effect on the subject being treated. According to the present invention there is provided the use of a fluid comprising one or more fatty acid esters of a mono—, di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol as a topical treatment for the eradication and/or control of ectoparasites and arthropods. There is further provided the use of a fluid comprising one or more fatty acid esters of a di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol as a topical treatment for the eradication and/or control of ectoparasites and arthropods . The fluid may be free from an active amount of any other ectoparasite killing compound or may contain such a compound. The preferred fatty acids are aliphatic carJ oxylic acids having from 8 to 14 carbon atoms. Acids having an even number of carbon atoms, such as caprylic, capric, lauric and myristic acids, are particularly preferred. When the ester is formed from a mono-, di- or tri-hydric alcohol it is preferably an aliphatic alcohol having from three to eight carbon atoms. The most preferred alcohols have three or four carbon atoms such as n-propyl-, iso-propyl-,. n-butyl- or iso-butyl alcohol and provide most effective compounds for treatment such as iso-propyl myristate. Other esters that may be used in the invention include a mixture of caprylcaproyl macrogol-8 glycerides . A further effective ester is diethylene glycol monoethyl ether. The esters used in the treatment of the present invention are lipophilic. The treatment is particularly effective on mammals. These may include companion animals such as dogs, cats, ferrets, rabbits, gerbils and guinea pigs. Farm animals such as bovine, porcine, ovine and equine species. The treatment may be safely used on Homo sapiens. Many ectoparasites are host specific however the treatment according to the invention is effective against most of them. The treatment may also be used to eradicate and control arthropods such as thrips, white fly, aphids and wood boring and burrowing insects. Topical application on a mammal may comprise direct manual application, painting, spraying or application as a foam or gel. In order that the invention may be clearly understood it will now be described in the following examples. Example 1.
USE OF CAPRYLCAPROYL MACROGOL-8 GLYCERIDES
A fluid composition was prepared consisting of 30% by weight caprylcaproyl macrogol-8 glycerides mixed with isopropanol. As a control 60% aqueous isopropanol was used.. The tests were performed with one replicate each and with an overnight exposure to the fluid. The ectoparasites were human head lice, Pediculus hu anus, obtained from the culture colony of Insect R&D Limited.
Adult male and female lice, in approximately equal numbers, were used in each test. The lice were fed on the morning of the test and allowed a minimum of four hours to recover. During this period they were abLe to excrete excess water that had been imbibed with their blood meal. The lice were then counted into batches and placed on squares of open mesh nylon gauze (tulle) as a substrate on which to stand. Each batch was allocated to a marked 50 mm plastic Petri dish. For the test procedure each specimen of gauze carrying lice was immersed in the test formulation for 10 seconds during which time the gauze was turned at least once to eliminate any air bubbles . After removal from the test formulation each sample was lightly blotted to remove excess fluid and returned to its allocated Petri dish. The samples in the dishes were incubated under normal maintenance conditions for the remainder of the test period. The conditions were 30 C + 2 C and 50% +15% RH. At the end of the test period the lice were washed for 30 seconds using a 1: 9 mixture of "Boots" frequent wash shampoo with tap water, rinsed three times with tap water at 35 C poured over and through the gauze. Finally the sample was blotted with medical wipe tissue. The samples with lice were then incubated under normal maintenance conditions until the results were recorded. Observations on the mortality of the lice were recorded after 24 hours and are shown in Table 1 as a percentage . TABLE 1 Test liquid Total Dead Morbid Alive % caprylcaproyl macrogol-8 20 20 0 0 100 glycerides control 20 1 0 19 5 Example 2
USE OF DIETHYLENE GLYCOL MONOETHYL ETHER
A fluid composition was prepared consisting of 30% by weight diethylene glycol monoethyl ether mixed with isopropanol. As a control 60% aqueous isopropanol was used.
The tests were performed with one replicate each and with an overnight exposure to the fluid. The ectoparasites were human head lice and the procedure followed was the same as that for Example 1. Observations on the mortality of the lice were recorded after 24 hours and are shown in Table 2 as a percentage. TABLE 2 Test liquid Total Dead Morbid Alive % diethylene glycol 20 20 0 0 100 monoethyl ether control 20 1 0 19 5
Example 3
USE OF CAPRYL/CAPRIC TRIGLYCERIDES
Fluid compositions were prepared consisting of 30% by weight capryl/capric triglyceride blended esters mixed with isopropanol. The ratios of the acid moieties of the esters were 70/30, 55/45 and 65/35. As a control 60% aqueous isopropanol was used.
The tests were performed with one replicate each and with an overnight exposure to the fluid. The ectoparasites were human head lice and the procedure followed was the same as that for Example 1. Observations on the mortality of the lice were recorded after 24 hours and are shown in Table 3 as a percentage. TABLE 3 Test liquid Total Dead Morbid Alive % caprylic/capric triglyceride blend 70:30 18 18 0 0 100 TABLE 3 (cont.) Test liquid Total Dead Morbid Alive :
55:45 18 18 0 0 100 65:35 20 20 0 0 100, control 20 1 0 19 5 Example 4
USE OF ISOPROPYL MYRISTATE
A fluid composition was prepared consisting of 30% by weight isopropyl myristate mixed with isopropanol. As a control 60% aqueous isopropanol was used.
The tests were performed with one replicate each and with an overnight exposure .to the fluid. The ectoparasites were human head lice and the procedure followed was the same as that for Example 1. Observations on the mortality of the lice were recorded after 24 hours and are shown in Table 4 as a percentage. Table 4 Test liquid Total Dead Morbid Alive % isopropyl myristate 19 19 0 0 100 control 20 1 0 19 5
Example 5.
USE OF CAPRYLCAPROYL MACROGOL-8 GLYCERIDES AS A FOAM A fluid composition was prepared as described in Example 1 with the addition of 0.5% by weight of a preservative and the balance of the fluid being water. The composition was converted to a foam by means of a mechanical foaming device. As a control 60% aqueous isopropyl alcohol was used. Tests were performed with one replicate each and with an overnight exposure to the foam. The ectoparasites were human head lice and the procedure followed was the same as that for Example 1. Observations on the mortality of the lice were recorded after 24 hours and are shown in Table 5 as a percentage. Table 5 Test liquid Total Dead Morbid Alive 0 foamed liquid 21 21 0 0 100 control 20 2 0 18 10 Example 6.
USE OF CAPRYLCAPROYL MACROGOL-8 GLYCERIDES AS A FOAM A fluid composition was prepared as described in Example 5 with the addition of 0.5% by weight of d-phenothrin as well as the preservative. The balance of the fluid was water. The composition was converted to a foam by means of a mechanical foaming device. As a control 60% aqueous isopropanol was used.
Tests were performed with one replicate each and with an overnight exposure to the foam. The ectoparasites were human head lice and the procedure followed was the same as that for Example 1- Observations .on the mortality of the lice were recorded after 24 hours and are shown in Table 6 as a percentage . Table 6 Test liquid Total Dead Morbid Alive % foamed liquid 20 20 0 0 100 control 20 3 0 17 12.5
Example 7.
USE OF CAPRYLCAPROYL MACROGOL-8 GLYCERIDES AS A FOAM A fluid composition was prepared as described in Example 6 but with the addition of 0.5% by weight of permethrin in place of the d-phenothrin. The composition was converted to a foam by means of a mechanical foaming device. As a control 60% aqueous isopropanol was used.
Tests were performed with one replicate each and with an overnight exposure to the foam. The ectoparasites were human head lice and the procedure followed was the same as that for Example 1. Observations on the mortality of the lice were •recorded after 24 hours and are shown in Table 7 as a percentage. Table 7 Test liquid Total Dead Morbid Alive % foamed liquid 20 20 0 0 100 control 20 2 0 18 10
Example 8.
USE OF CAPRYLCAPROYL MACROGOL-8 GLYCERIDES AS A GEL An effective gelled fluid for topical application to eliminate ectoparasites was created using the following composition, caprylcaproyl macrogol-8 glycerides 20% d-phenothrin 0.5% diethylene glycol monoethyl ether 20% natrosol 2% water to make up 100%. Example 9.
USE OF CAPRYLCAPROYL MACROGOL-8 GLYCERIDES AND DIETHYLENE MONOETHYL ETHER AS A GEL
A very effective gelled fluid for topical application to eliminate ectoparasites was created using the following composition. caprylcaproyl macrogol-8 glycerides 10% diethylene glycol monoethyl ether 20% natrosol 2% water to make up 100%. It will be seen from the examples that the use of the fluid compositions in accordance with the invention, whether free flowing, as a foam or as a gel, provide a very effective method of eliminating head lice. Similarly the method may be used to eliminate body lice, crab lice and scabies mites all of which seek human hosts. The method can also eradicate ticks and fleas from companion animals . The compositions may also be used to eradicate or control arthropods such as thrips , white fly, aphids and wood boring and burrowing insects by application in the various manners described.

Claims

1. The use of a fluid comprising one or more fatty acid esters of a mono-, di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol as a topical treatment for the eradication and/or control of ectoparasites and arthropods.
2. The use of a fluid comprising one or more fatty acid esters of a di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol as a topical treatment for the eradication and/or control of ectoparasites and arthropods.
3. The use as claimed in claim 1 or claim 2, wherein the fluid is free from an active amount of any other ectoparasite killing compound.
4. The use as claimed in claim 1 or claim 2, wherein the fluid contains an active amount of an ectoparasite killing compound as well as the fatty acid ester.
5. The use as claimed in any of the preceding claims, wherein the fatty acid is an aliphatic carboxylic acid having from 8 to 14 carbon atoms.
6. The use as claimed in any of the preceding claims, wherein the mono-, di-, tri-hydric alcohol is an aliphatic alcohol having from three to eight carbon atoms .
7. The use as claimed in claim 5, wherein the alcohol is an n- or iso-alcohol having from three to four carbon atoms.
8. The use as claimed in any of the preceding claims 1 to 4, wherein the fluid comprises a mixture of caprylcaproyl macrogol-8 glycerides .
9. The use as claimed in any of the preceding claims 1 to 4, wherein the fluid comprises diethylene glycol monomethyl ether.
10. The use as claimed in any of the preceding claims wherein the • fluid is applied in the form of a foam or a gel.
11. The use as claimed in any of the preceding claims, wherein the ectoparasite is selected from the group consisting of body lice, crab lice, scabies mites and ticks.
12. The use as claimed in any of the preceding claims, wherein the topical treatment is applied to the surface of a mammal .
13. The use as claimed in claim 12, wherein the mammal is Homo sapiens and the ectoparasites are head lice.
14. The use as claimed in claim 12, wherein the topical treatment is applied to a dog or a cat and the ectoparasites are fleas or ticks.
15. The use as claimed in any of the preceding claims, wherein the topical treatment is applied to the surface of a plant or wood.
16. A fluid composition for use in the eradication or control of ectoparasites in accordance with claim 1 comprising one or more fatty acid esters of a mono-, di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol.
17. A fluid composition for use in the eradication or control of ectoparasites in accordance with claim 1 comprising one or more fatty acid esters of a di-, tri- or polyhydric alcohol or a lower alkyl ether of a glycol.
PCT/GB2004/004037 2003-09-22 2004-09-22 Improved topical treatment for the eradication and/or control of ectoparasites WO2005027636A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB0322118A GB0322118D0 (en) 2003-09-22 2003-09-22 Arthropodicdal compositions
GB0322118.1 2003-09-22
GB0322117A GB0322117D0 (en) 2003-09-22 2003-09-22 Arthropodicdal compositions
GB0322117.3 2003-09-22

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WO2005027636A2 true WO2005027636A2 (en) 2005-03-31
WO2005027636A3 WO2005027636A3 (en) 2005-06-16

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008038108A2 (en) * 2006-09-26 2008-04-03 Giuliani S.P.A. Antipediculosis composition having a lice-suffocating activity
FR2949182A1 (en) * 2009-08-24 2011-02-25 Horizzon Innovations Technologies USE OF MICROEMULSION TO CONTROL LICE
FR2996453A1 (en) * 2012-10-08 2014-04-11 Horizzon Innovations Technologies Topical liquid composition, useful for preventing and/or controlling head lice and/or nits and treating pediculosis, comprises hydrophilic carrier and foaming surfactant,
WO2016018164A1 (en) 2014-07-30 2016-02-04 Icb Pharma Spółka Jawna Liquid spreading composition with ectoparasiticidal activity, a method and use thereof for combating ectoparasites in human and veterinary medicine, as well as in agricultural, horticultural and/or garden environments
WO2019115980A1 (en) 2017-12-15 2019-06-20 Laboratoires Arkopharma Antiparasitic composition for external use
FR3075039A1 (en) * 2017-12-15 2019-06-21 Laboratoires Arkopharma PEST CONTROL COMPOSITION FOR EXTERNAL USE

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FR2163367A1 (en) * 1971-12-16 1973-07-27 Achard Max Insect bite repellent compsn - contng isopropyl palmitate
DE19742275A1 (en) * 1997-09-25 1999-04-01 Beiersdorf Ag Use of branched-chain alkyl alkanoate esters

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JP2919280B2 (en) * 1994-11-02 1999-07-12 武田薬品工業株式会社 Wood pest control agent
JP2002068917A (en) * 2000-08-29 2002-03-08 Lion Corp Composition for exterminating insect pest

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Publication number Priority date Publication date Assignee Title
FR2163367A1 (en) * 1971-12-16 1973-07-27 Achard Max Insect bite repellent compsn - contng isopropyl palmitate
DE19742275A1 (en) * 1997-09-25 1999-04-01 Beiersdorf Ag Use of branched-chain alkyl alkanoate esters

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008038108A2 (en) * 2006-09-26 2008-04-03 Giuliani S.P.A. Antipediculosis composition having a lice-suffocating activity
WO2008038108A3 (en) * 2006-09-26 2009-04-09 Giuliani Spa Antipediculosis composition having a lice-suffocating activity
FR2949182A1 (en) * 2009-08-24 2011-02-25 Horizzon Innovations Technologies USE OF MICROEMULSION TO CONTROL LICE
WO2011023887A3 (en) * 2009-08-24 2011-11-17 Horizzon Innovations Technologies Use of a microemulsion for controlling lice
FR2996453A1 (en) * 2012-10-08 2014-04-11 Horizzon Innovations Technologies Topical liquid composition, useful for preventing and/or controlling head lice and/or nits and treating pediculosis, comprises hydrophilic carrier and foaming surfactant,
WO2016018164A1 (en) 2014-07-30 2016-02-04 Icb Pharma Spółka Jawna Liquid spreading composition with ectoparasiticidal activity, a method and use thereof for combating ectoparasites in human and veterinary medicine, as well as in agricultural, horticultural and/or garden environments
US11464224B2 (en) 2014-07-30 2022-10-11 Icb Pharma Spolka Jawna Liquid spreading composition with ectoparasiticidal activity, a method and use thereof for combating ectoparasites in human and veterinary medicine, as well as in agricultural, horticultural and/or garden environments
WO2019115980A1 (en) 2017-12-15 2019-06-20 Laboratoires Arkopharma Antiparasitic composition for external use
FR3075039A1 (en) * 2017-12-15 2019-06-21 Laboratoires Arkopharma PEST CONTROL COMPOSITION FOR EXTERNAL USE
FR3075040A1 (en) * 2017-12-15 2019-06-21 Laboratoires Arkopharma PEST CONTROL COMPOSITION FOR EXTERNAL USE

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