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WO1997045012A1 - Compositions pediculicides a action locale - Google Patents

Compositions pediculicides a action locale Download PDF

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Publication number
WO1997045012A1
WO1997045012A1 PCT/GB1997/001434 GB9701434W WO9745012A1 WO 1997045012 A1 WO1997045012 A1 WO 1997045012A1 GB 9701434 W GB9701434 W GB 9701434W WO 9745012 A1 WO9745012 A1 WO 9745012A1
Authority
WO
WIPO (PCT)
Prior art keywords
hair
lice
topical
pediculicidal
active ingredient
Prior art date
Application number
PCT/GB1997/001434
Other languages
English (en)
Inventor
Amnon Sintov
David Wolf
Kosta Yani Mumcuoglu
Arie Markus
Original Assignee
Ben Gurion University Of The Negev
Yissum Research Development Company Of The Hebrew University Of Jerusalem
Godwin, Edgar, James
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ben Gurion University Of The Negev, Yissum Research Development Company Of The Hebrew University Of Jerusalem, Godwin, Edgar, James filed Critical Ben Gurion University Of The Negev
Priority to AU29677/97A priority Critical patent/AU2967797A/en
Publication of WO1997045012A1 publication Critical patent/WO1997045012A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • 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
    • A01N25/24—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 ingredients to enhance the sticking of the active ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic

Definitions

  • the present invention relates to a topical pediculicidal composition. More particularly, the present invention relates to a topical pediculicidal composition with prolonged residual activity for the treatment of lice and other ectoparasites.
  • Lice are obligate parasites, spending their entire life on the humans and feeding exclusively on blood. Although any part of the scalp may be colonized, lice favor the nape of the neck and the area behind the ears, where the eggs are usually laid. Normally head lice infest a new host only by close contact, making social contacts among children and parent-child interactions a much more likely route of infestation than shared combs, brushes, towels, clothing, bed or closets. The number of children per family, sharing of beds, hair washing habits, health care in the school and socio- economic status were found to be significant factors in head louse infestation. The most characteristic symptom of infestation is pruritus on the head, which may begin 1-4 weeks after the initial infestation. The itch-scratch cycle can lead to secondary infection with impetigo and pyoderma. Although the head louse does not cause severe clinical symptoms and is not known to transfer pathogenic organisms, the psychological effects in children, parents and teachers are significant.
  • Carbamates The only active ingredient being used today of the carbamates is carbaryl which is applied at 0.5% concentration in shampoo or lotion formulations. Lotions, even though not very compliant, are generally more effective since the contact time is longer. Recently, lice have been found to develop resistance to this insecticide, and therefore rotation with malathion during treatment has been suggested (Martindale, The Extra Pharmacopeia. 1993. 30th edition, J.E.F. Reynolds (ed.). The Pharmaceutical Press, London. In 1995 the British Medicines Control Agency proposed to add carbaryi-based pediculicides to the list of drugs to be sold by prescription. This decision was based on reports that carbaryl was found to be a potential carcinogen (see Anonymous 1995. POM-to-P shift proposed for budesonide and P-to-POM for carbaryl. Pharmac. J. 255: 138).
  • Organophosphates These are potent cholinesterase inhibitors which can be very toxic since the inhibition results in both muscarinic and nicotinic effects.
  • One of the organophosphates, malathion is being used for control of lice in 0.5% and 1 % concentrations in shampoo and lotion formulations (Prioderm, Napp Lab., Cambridge; Monocide, Fischer Ltd. Tel-Aviv). These products are no longer available in the U.S. due to the severe irritation of the eyes and mucous membranes.
  • Permethrin has a long lasting residual activity and may remain on the hair for several weeks, killing all lice which hatch from the eggs. Resistance of head lice to permethrin has been reported from Israel, the Czech Republic, France, Great Britain and the United States (see e.g. Mumcuoglu et al. 1995. Permethrin resistance in the head louse Pedicul ⁇ s humanus capitis from Israel. Med. Vet. Entomol. 9: 427-432).
  • Tables I and II summarize the pediculicides used today in Israel and U.S. Table I: Pediculicides in Israel (1995)
  • the present invention provides what will be referred to as a prolonged acting system (hereinafter PAS) that suppresses the distribution of lice by the immediate killing of nymphs the moment they hatch from the eggs.
  • PAS prolonged acting system
  • the novel system of the present invention is created and formulated by using a selected series of polymers which are able to adhere to the surface of the hair and release trapped agents (e.g., pyrethrins) in a continuous manner for a minimum of 2-3 days.
  • the agent is designed to constantly remain on the hair until removed by a regular shampooing.
  • the proposed treatment concept reduces the acute toxicity of the agent, in fact, by a decrease in close-contact of the applied agent with the skin.
  • the reduction in side effects, as well as the introduction of cosmetically elegant formulations increase the compliance of the public to the novel product, and may lower the prevalence of the epidemic eruptions in our society.
  • Formulations are preferably indicated for hair treatment and they are selected from the group consisting of shampoos (liquid or gel), hair sprays, mousses, creme rinses, conditioning shampoos or shampoo conditioners, lotions, and aerosol foams.
  • shampoo and conditioning shampoo formulations are preferable to other hair preparations since they are applied for a shorter time and used instead of regular shampooing of the hair.
  • the present invention provides a topical pediculicidal composition for the treatment of human and animal lice and other arthropod ectoparasites comprising an insecticide and a bioadhesive cationic polymer, having affinity for the hair and providing retention of the insecticide in the hair.
  • compositions of the present invention preferably comprise about 0.01% to 20% (w/w) of the insecticidal agents (e.g., carbamates, organochlorines, organophosphates, pyrethrins or pyrethroids).
  • insecticidal agents e.g., carbamates, organochlorines, organophosphates, pyrethrins or pyrethroids.
  • these agents do not exceed the recommended concentrations as approved by the health or veterinary authorities.
  • compositions of the present invention further preferably comprise about 0.1 %-10% (w/w) of the appropriate hair-substantive polymers that may be selected from the groups of polyacrylates, polymethacrylates, polyethylene glycols, or polysaccharides.
  • cationic cellulose derivatives and the quaternized acrylic copolymers may be used.
  • a strongly cationic cellulose derivative known as UCARE ® Polymers JR, SR, LR (CTFA adopted name: Polyquatemium 10) are being marketed by Union Carbide Corp. (US Patents 3,472,840 and 3,816,616) as a conditioning agent in anionic shampoos.
  • Eudragit RL or RS are a family of polymers based on quaternary ammonium derivatives of methacrylic acids suitable for use in orally administered drug delivery systems, so they are pharmaceutically graded.
  • the copolymers comply to "Ammonio Methacrylate Copolymer, Type B" in the National Formulary (USP/NF). They are available in a number of different grades possessing a range of physico-chemical properties.
  • polymers possessing high-affinity to the hair which do not belong to the above groups, but which, nevertheless, are suitable for use in the present invention.
  • these include cationic polymers derived from piperazine (US Patents 3,917,817 and 4,013,787 - L'Oreal), condensation products of polyamines with bifunctional polyalkyleneglycols derivatives in the presence of epichlorohydrin (US Patent 3,987,162), or proteins, preferably hydrolyzed collagen, with quaternized derivatives (the kind used for curl retention and wet combing).
  • compositions of the present invention serve to coat the hair and/or fur of the mammal being treated, as well as coating the eggs of the lice and/or other ectoparasites adhering thereto with the insecticidal active ingredient trapped therein, and as said eggs hatch said insecticidal active ingredient immediately kills the emerging nymphs.
  • said active ingredient could also be incorporated in microcapsules formed from said bioadhesive polymers, rather than merely being retained and trapped in a coating film formed thereby.
  • compositions of the present invention may further comprise of either anionic, cationic, amphoteric, nonionic surfactants, or combinations thereof, especially those having a good compatibility with cationics.
  • the anionic surfactants can be selected from: (a) alkyl sulphates such as sodium lauryl or myristyl sulphate, ammonium lauryl sulphate, or mono- and tri- ethanolamine lauryl sulphates; (b) alkyl ether sulphates such as sodium or magnesium lauryl ether sulphate; or (c) acyl sarcosinates such as sodium lauryl sarcosinate.
  • the cationic surfactants can be the quaternized fatty acid amides.
  • amphoteric surfactants by having the advantage of being compatible with both anionic and cationic surfactants, can be selected from betaines such as amidobetaine, from N-alkyl amino acids such as sodium cocaminopropionate (DERIPHAT), or from alkyl imidazolines such as MIRANOLS.
  • the nonionic surfactants can be preferably selected from the fatty acid alkylamides such as cocamide diethylamide (LAURAMIDE R), from the poloxamers known also as Pluronics, or from the amine oxides such as cocamidopropylamine oxide (REWOMINOX B-204).
  • additives can be included in the PAS's, such as foam boosters, thickening agents, oils, sequestering agents, antioxidants, sunscreens, perfumes, colors, preservatives, and agents that form opacity, pearl-like appearance, or clarity.
  • An especially preferred formulation for the treatment of pediculosis comprises about 0.3% pyrethrins, about 3% piperonyl butoxide, about 1-2% POLYMER JR, about 37% MIRANOL C2MSF (amphoteric), about 2% LAURAMIDE R (nonionic), and about 5% propylene glycol in aqueous solution adjusted to pH 6-7.
  • Fig. 1 is a graphical representation of hair-uptake of pyrethrins after washing with various pediculicidal shampoos.
  • FIG. 2 is a graphical representation of hair-uptake of piperonyl butoxide after washing with various pediculicidal shampoos.
  • LAURAMIDE ME (or R) cocamide diethylamide 90% sol.
  • JAGUAR C-162 CTFA: Hydroxypropyl guar hydroxypropyltrimonium chloride (Rhone-Poulenc).
  • POLYMER JR 30M Polyquaternium 10 (Union Carbide Corp.)
  • GAFQUAT HS 100 Polyquaternium 28 (GAF Co.)
  • GAFQUAT 3272 Polyquaternium 11 (GAF Co.) Table IV: Examples 7-9. 11-17 Shampoo bases containing mostly amphoteric surfactants
  • MIRANOL C2M SF Imidazoline-based surfactant (CTFA: Amphoteric 2)
  • LAURAMIDE ME (or R) cocamide diethylamide 90% sol.
  • JAGUAR C-162 CTFA: Hydroxypropyl guar hydroxypropyltrimonium chloride (Rhone-Poulenc).
  • POLYMER JR 30M Polyquaternium 10 (Union Carbide Corp.)
  • GAFQUAT HS 100 Polyquaternium 28 (GAF Co.)
  • GAFQUAT 3272 Polyquaternium 11 (GAF Co.)
  • Formulation #11 was repeated on scale-up batch no. PS-19. Batch PS-19 was tested on incubated lice comparing to PS-21 (formulation without insecticides) as described in Example 19 (below).
  • Formulation No. 10 was a commercial product (Pyracide, Fischer) used as a positive control in the insecticides uptake tests.
  • the methanolic extract was analyzed for pyrethrins (1 and 2) and piperonyl butoxide using a HPLC assay. Aliquots of 20 ml were injected into the HPLC system, which was equipped with a prepacked C ⁇ 8 column (Lichrospher 60 RP-select B, 5mm, 125X4mm, Merck). The detection of the pyrethroids was carried out at 230 nm. The samples were chromatographed using an isocratic mobile phase consisting of acetonitrile - methanol - water (12:68:20). A flow rate of 1 ml/min was used.
  • Figure 1 presents the uptake of pyrethrins on the human hair using various shampoos based on cationic polymers and an amphoteric-nonionic surfactant combination (Table IV).
  • Figure 2 shows the uptake of piperonyl butoxide on the hair after shampooing with the same formulations. It can be seen from both figures that the four polymeric formulations were superior over the commercial Pyracide product. The two pyrethrins were significantly taken up by the hair using all polymer-containing formulations as compared to the non-polymer containing shampoo. However, comparatively low quantities of piperonyl butoxide were taken up after using three of these formulations, and the uptake values obtained were probably resulted mainly by the amphoteric surfactant (Figure 2). As found and illustrated in Figures 1-2, Formulation 11 created a dramatic uptake on the hair of both the pyrethrins and the piperonyl butoxide.
  • Body lice (Pediculus humanus humanus) are reared in the laboratory by feeding them every second day on rabbits. Lice are placed on the shaved abdomen of a white rabbit and left until they have fed to satiety. Outside the host the lice are maintained at a temperature of 30-32°C and relative humidity of 70-80%.
  • Table 2 Residual activity of PS 19 after exposure of lice to treated hair for 8 days.
  • Table 3 Pediculicidal activity of the product on treated animals.
  • Body lice (Pediculus humanus humanus) are reared in the laboratory by feeding them every second day on rabbits. Lice are placed on the shaved abdomen of a white rabbit and left until they have fed to satiety. Outside the host the lice are maintained at a temperature of 30-32°C and relative humidity of 70-80%.
  • 50 lice (10 males, 10 females and 30 nymphs) were placed on ⁇ A gram of human hair. The hair was previously treated for 10 min (at 35-37°C) with the test substance by dipping them in 5 ml of a 10% solution of the formulation PS 19. The excess liquid was then allowed to drip off and the hair dried with a piece of cotton cloth.
  • PS19 has a very potent pediculicidal activity and kills all the active stages of the lice within 5 min of exposure.
  • a pyrethrum-based pediculicide which is sold on the Israeli market gives about a 86.7% and 90% mortality rate only after 1 and 3 hrs, respectively.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Toxicology (AREA)
  • Agronomy & Crop Science (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

Cette invention concerne une composition pédiculicide à action locale destinée à être utilisée dans le traitement d'ectoparasites infestant l'homme, l'animal et autres arthropodes. Cette composition comprend au moins une dose efficace d'un point de vue insecticide d'au moins un ingrédient actif en combinaison avec un polymère cationique bioadhésif, qui présente une affinité avec les poils et assure la rétention de l'ingrédient actif dans les poils.
PCT/GB1997/001434 1996-05-28 1997-05-27 Compositions pediculicides a action locale WO1997045012A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU29677/97A AU2967797A (en) 1996-05-28 1997-05-27 Topical pediculicidal compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IL118439 1996-05-28
IL11843996A IL118439A (en) 1996-05-28 1996-05-28 Topical pediculicidal compositions

Publications (1)

Publication Number Publication Date
WO1997045012A1 true WO1997045012A1 (fr) 1997-12-04

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ID=11068907

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1997/001434 WO1997045012A1 (fr) 1996-05-28 1997-05-27 Compositions pediculicides a action locale

Country Status (3)

Country Link
AU (1) AU2967797A (fr)
IL (1) IL118439A (fr)
WO (1) WO1997045012A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1092417A1 (fr) * 1999-10-14 2001-04-18 Henkel Kommanditgesellschaft auf Aktien Shampoings contenant un fixateur
GB2404587A (en) * 2003-08-02 2005-02-09 Ssl Int Plc Parasiticidal composition
EP1499359B1 (fr) * 2002-04-30 2011-05-18 Kimberly-Clark Worldwide, Inc. Systemes d'administration thermosensibles
EP2550863A1 (fr) * 2011-07-27 2013-01-30 Bayer Intellectual Property GmbH Particules contenant une matière active à base de polyacrylate

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1586258A (en) * 1976-12-24 1981-03-18 Bayer Ag Agents having a residual action for combating animal ectoparasites
EP0117135A2 (fr) * 1983-02-18 1984-08-29 Johnson & Johnson Baby Products Company Compositions détergentes
GB2222949A (en) * 1988-09-15 1990-03-28 Euro Celtique Sa Lice control
WO1990009738A1 (fr) * 1989-02-28 1990-09-07 Charwell Consumer Products Limited Compositions pediculicides

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1586258A (en) * 1976-12-24 1981-03-18 Bayer Ag Agents having a residual action for combating animal ectoparasites
EP0117135A2 (fr) * 1983-02-18 1984-08-29 Johnson & Johnson Baby Products Company Compositions détergentes
GB2222949A (en) * 1988-09-15 1990-03-28 Euro Celtique Sa Lice control
WO1990009738A1 (fr) * 1989-02-28 1990-09-07 Charwell Consumer Products Limited Compositions pediculicides

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1092417A1 (fr) * 1999-10-14 2001-04-18 Henkel Kommanditgesellschaft auf Aktien Shampoings contenant un fixateur
EP1499359B1 (fr) * 2002-04-30 2011-05-18 Kimberly-Clark Worldwide, Inc. Systemes d'administration thermosensibles
GB2404587A (en) * 2003-08-02 2005-02-09 Ssl Int Plc Parasiticidal composition
GB2404587B (en) * 2003-08-02 2008-05-14 Ssl Int Plc Parasiticidal composition
EP2550863A1 (fr) * 2011-07-27 2013-01-30 Bayer Intellectual Property GmbH Particules contenant une matière active à base de polyacrylate
WO2013014127A1 (fr) 2011-07-27 2013-01-31 Bayer Intellectual Property Gmbh Particules comprenant un composé actif à base de polyacrylate
CN103702559A (zh) * 2011-07-27 2014-04-02 拜耳知识产权有限责任公司 包含活性化合物的聚丙烯酸酯基粒子
US20140294968A1 (en) * 2011-07-27 2014-10-02 Bayer Intellectual Property Gmbh Polyacrylate-based active compound-comprising particles
CN103702559B (zh) * 2011-07-27 2017-02-15 拜耳知识产权有限责任公司 包含活性化合物的聚丙烯酸酯基粒子
EA028717B1 (ru) * 2011-07-27 2017-12-29 Байер Интеллектчуал Проперти Гмбх Частицы на основе полиакрилата, которые содержат активное соединение

Also Published As

Publication number Publication date
IL118439A0 (en) 1996-09-12
IL118439A (en) 2000-06-29
AU2967797A (en) 1998-01-05

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