CA2382806A1 - Pediculicidal and ovacidal treatment compositions and methods for killing head lice and their eggs - Google Patents
Pediculicidal and ovacidal treatment compositions and methods for killing head lice and their eggs Download PDFInfo
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- CA2382806A1 CA2382806A1 CA002382806A CA2382806A CA2382806A1 CA 2382806 A1 CA2382806 A1 CA 2382806A1 CA 002382806 A CA002382806 A CA 002382806A CA 2382806 A CA2382806 A CA 2382806A CA 2382806 A1 CA2382806 A1 CA 2382806A1
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- spinosyn
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- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/351—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom not condensed with another ring
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/22—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom rings with more than six members
-
- 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
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
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- 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
Abstract
A composition containing an effective amount of agents with pediculicidal and ovacidal properties in solution, including but not limited to imidacloprid, spinosad, a spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or combinations, is disclosed. A method of applying a pediculicide and ovacide composition in solution to hair or skin for the control of adults and nits of the species of the order Anoplura is also disclosed. In addition, a method for solubilizing agents having pediculicidal and ovacidal properties is disclosed.
Description
J&J-1962 PEDICULICIDAL AND OVACIDAL TREATMENT COMPOSITIONS AND
METHODS FOR KILLING HEAD LICE AND THEIR EGGS
FIELD OF THE INVENTION
The present invention relates to compositions and methods for controlling and treating adult lice and nits (or ova) of species of the order of Anoplura, including but not limited to Pediculus capitis, Pediculus humanus and Pthiris pubis, by applying a composition of pediculicides and ovacides in solution to skin and hair, including but not limited to human skin and hair. The compositions comprise effective pediculicidal agents and ovacidal agents that are solubilized to promote penetration of the ova. More particularly, the effective pediculicidal agents and ovacidal agents are spinosad, spinosyn A, spinosyn D, or combinations thereof.
BACKGROUND OF THE INVENTION
Lice present a source of serious health problems worldwide for man and animals. Not only do lice carry a variety of bacteria on their outer surfaces, but in their fecal matter as well.
Lice transmit the bacteria to their hosts through puncture wounds that are inflicted during feeding, since lice must feed from their host's blood. Ailments ranging from skin infections 2o to typhus can be traced back to lice infestation.
Lice belong to the order Anoplura. Specific species that affect human beings include Pediculus capitis (head lice), Pediculus humanus (body lice) and Pthiris pubis (pubic lice).
Lice are capable of spreading rapidly. A fertilized female lays about six to eight eggs, or nits, every twenty-four hours. It has been estimated that a single female louse and her daughters.
could have 112,778 offspring in a period of forty-eight days.
Pediculus capitis clings to the hair shaft when feeding, mating, and laying eggs.
Removal of nits is particularly difficult, as each nit is cemented to a shaft of hair by a glycoprotein glue, acting as a binding cement. Lice eggs themselves are covered by a chitinous sheath that surrounds both the nit and the attached hair shaft.
3o Various methods and compositions have been used to remove lice, for example mechanical removal with combs and chemical removal with insecticides (known as pediculicides). Pediculicides, such as lindane and various permethrins, have been used in conjunction with shampoos for killing and rinsing out lice. However, as noted in the prior art, the use of these methods and compositions is not entirely effective in controlling head lice, as some lice often survive the treatment. Indeed, the National Pediculosis Association has reported that twenty to eighty percent of nits survive initial pediculicide treatment, resulting in reinfestation.
In the prior art, pyrethrum, permethrin, and lindane pesticides, all work as central nervous system toxins on lice. Their effectiveness depends on their ability to reach the functioning central nervous system an lice. Unfortunately, nits do not develop a functioning central nervous system until they are between three and four days old, during an average l0 incubation period of approximately ten days. As a result, only sixty to seventy percent of nits treated can be killed upon application of one of these pediculicides.
Moreover, recently, lice may have begun to develop resistance to current pediculicides. For example, resistance has already been documented in Europe, United States and Israel. Thus, a new active to kill lice and their eggs is desirable.
It has been discovered that spinosyn A and spinosyn D, compounds that have been used as insecticides for turf building and ornamental plants may be used for killing lice.
Spinosyn A and spinosyn D are components of a fermentation product derived from the bacterium species Saccharopolyspora spinosa. The bacteria decompose much of the organic matter in soil and the most active metabolites from this fermentation were identified as 2o spinosyn A and D. The combination of spinosyn A and spinosyn D is known as spinosad.
The chemical structure of spinosyn contains two sugar molecules, one located at each end. A tetracyclic ring structure joins the two sugars. This structure is one of a class of compounds called macrolides. The chemical structure of spinosyns has the general formula of I o' 'N~. , 0,.
O 0 0 0 ~0 H .0 ( HH~~H
R
METHODS FOR KILLING HEAD LICE AND THEIR EGGS
FIELD OF THE INVENTION
The present invention relates to compositions and methods for controlling and treating adult lice and nits (or ova) of species of the order of Anoplura, including but not limited to Pediculus capitis, Pediculus humanus and Pthiris pubis, by applying a composition of pediculicides and ovacides in solution to skin and hair, including but not limited to human skin and hair. The compositions comprise effective pediculicidal agents and ovacidal agents that are solubilized to promote penetration of the ova. More particularly, the effective pediculicidal agents and ovacidal agents are spinosad, spinosyn A, spinosyn D, or combinations thereof.
BACKGROUND OF THE INVENTION
Lice present a source of serious health problems worldwide for man and animals. Not only do lice carry a variety of bacteria on their outer surfaces, but in their fecal matter as well.
Lice transmit the bacteria to their hosts through puncture wounds that are inflicted during feeding, since lice must feed from their host's blood. Ailments ranging from skin infections 2o to typhus can be traced back to lice infestation.
Lice belong to the order Anoplura. Specific species that affect human beings include Pediculus capitis (head lice), Pediculus humanus (body lice) and Pthiris pubis (pubic lice).
Lice are capable of spreading rapidly. A fertilized female lays about six to eight eggs, or nits, every twenty-four hours. It has been estimated that a single female louse and her daughters.
could have 112,778 offspring in a period of forty-eight days.
Pediculus capitis clings to the hair shaft when feeding, mating, and laying eggs.
Removal of nits is particularly difficult, as each nit is cemented to a shaft of hair by a glycoprotein glue, acting as a binding cement. Lice eggs themselves are covered by a chitinous sheath that surrounds both the nit and the attached hair shaft.
3o Various methods and compositions have been used to remove lice, for example mechanical removal with combs and chemical removal with insecticides (known as pediculicides). Pediculicides, such as lindane and various permethrins, have been used in conjunction with shampoos for killing and rinsing out lice. However, as noted in the prior art, the use of these methods and compositions is not entirely effective in controlling head lice, as some lice often survive the treatment. Indeed, the National Pediculosis Association has reported that twenty to eighty percent of nits survive initial pediculicide treatment, resulting in reinfestation.
In the prior art, pyrethrum, permethrin, and lindane pesticides, all work as central nervous system toxins on lice. Their effectiveness depends on their ability to reach the functioning central nervous system an lice. Unfortunately, nits do not develop a functioning central nervous system until they are between three and four days old, during an average l0 incubation period of approximately ten days. As a result, only sixty to seventy percent of nits treated can be killed upon application of one of these pediculicides.
Moreover, recently, lice may have begun to develop resistance to current pediculicides. For example, resistance has already been documented in Europe, United States and Israel. Thus, a new active to kill lice and their eggs is desirable.
It has been discovered that spinosyn A and spinosyn D, compounds that have been used as insecticides for turf building and ornamental plants may be used for killing lice.
Spinosyn A and spinosyn D are components of a fermentation product derived from the bacterium species Saccharopolyspora spinosa. The bacteria decompose much of the organic matter in soil and the most active metabolites from this fermentation were identified as 2o spinosyn A and D. The combination of spinosyn A and spinosyn D is known as spinosad.
The chemical structure of spinosyn contains two sugar molecules, one located at each end. A tetracyclic ring structure joins the two sugars. This structure is one of a class of compounds called macrolides. The chemical structure of spinosyns has the general formula of I o' 'N~. , 0,.
O 0 0 0 ~0 H .0 ( HH~~H
R
R is defined as any chemical group which provides pediculicidal and ovacidal properties, most preferably H and CH3.
It is known that spinosyn A and spinosyn D are useful as insecticides against Lepidoptera and Diptera species. Spinosyns have been used in a pediculicidal shampoo. The prior art does not teach the use of spinosyns in solution.
Known pediculicides have been noted to be ineffective on killing ova. Thus, the use of these pediculicides results in a reinfestation of the hair or skin as soon as the ova hatch, since the treatment was ineffective in controlling and killing the ova. A need has arisen to develop an effective treatment for both adult lice and their ova in a cosmetically elegant form.
SUMMARY OF THE INVENTION
The present invention includes a composition comprising an effective amount of one or more agents having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution.
Another embodiment of the invention comprises pediculicidal agents and ovacidal agents in solution for adult lice and nits having the chemical structure of O'' W
0 0 0 0~0 . ,r H H , .0 ( ~ r HH ~ H
0'~0 R
2o In another embodiment, the present invention includes a composition comprising a mixture of spinosyn A and spinosyn D in an approximate weight ratio of 85:
l5,water, methyl vinyl ether/maleic anhydride crosslinked with 1,9-decadiene, propylene glycol, a mixture of cetyl and stearyl alcohols, ceteareth-20, stearalkonium chloride, benzyl alcohol, pentylene glycol, isopropyl alcohol, BHT and sodium hydroxide.
The present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising an effective amount of one or more agents having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution. The pediculicidal and ovacidal properties include the abilities to control adult lice and lice ova (or nits).
The present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising an effective amount of one or more agents having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution, which agents have the chemical structure of-.
a' ' o 0 0 0 0 ~,~,o r H H ,.0 HH~ H
0~0 The present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising a mixture of spinosyn A and spinosyn D in an approximate weight ratio of 80:20, water, methyl vinyl ether/maleic anhydride crosslinked with 1,9 decadiene, propylene glycol, a mixture of cetyl and stearyl alcohols, ceteareth-20, stearalkonium chloride, benzyl alcohol, pentylene glycol, isopropyl alcohol, BHT and sodium hydroxide.
2o Another embodiment of the present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising about 1 to about 2.2% of spinosyn A and D in an approximate weight ratio of 85:15, about 44°/> deionized water, about 1.1%
Stabileze QM PVM/MA
decadiene crosspolymer, about 3% propylene glycol, about 3% cetostearyl alcohol, about 0.9% ceteareth-20, about 4.17% stearalkonium chloride (or Ammonyx 4 (18%)), about 10%
It is known that spinosyn A and spinosyn D are useful as insecticides against Lepidoptera and Diptera species. Spinosyns have been used in a pediculicidal shampoo. The prior art does not teach the use of spinosyns in solution.
Known pediculicides have been noted to be ineffective on killing ova. Thus, the use of these pediculicides results in a reinfestation of the hair or skin as soon as the ova hatch, since the treatment was ineffective in controlling and killing the ova. A need has arisen to develop an effective treatment for both adult lice and their ova in a cosmetically elegant form.
SUMMARY OF THE INVENTION
The present invention includes a composition comprising an effective amount of one or more agents having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution.
Another embodiment of the invention comprises pediculicidal agents and ovacidal agents in solution for adult lice and nits having the chemical structure of O'' W
0 0 0 0~0 . ,r H H , .0 ( ~ r HH ~ H
0'~0 R
2o In another embodiment, the present invention includes a composition comprising a mixture of spinosyn A and spinosyn D in an approximate weight ratio of 85:
l5,water, methyl vinyl ether/maleic anhydride crosslinked with 1,9-decadiene, propylene glycol, a mixture of cetyl and stearyl alcohols, ceteareth-20, stearalkonium chloride, benzyl alcohol, pentylene glycol, isopropyl alcohol, BHT and sodium hydroxide.
The present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising an effective amount of one or more agents having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution. The pediculicidal and ovacidal properties include the abilities to control adult lice and lice ova (or nits).
The present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising an effective amount of one or more agents having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution, which agents have the chemical structure of-.
a' ' o 0 0 0 0 ~,~,o r H H ,.0 HH~ H
0~0 The present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising a mixture of spinosyn A and spinosyn D in an approximate weight ratio of 80:20, water, methyl vinyl ether/maleic anhydride crosslinked with 1,9 decadiene, propylene glycol, a mixture of cetyl and stearyl alcohols, ceteareth-20, stearalkonium chloride, benzyl alcohol, pentylene glycol, isopropyl alcohol, BHT and sodium hydroxide.
2o Another embodiment of the present invention includes a method of controlling adults and ova of the species of order Anoplura by topically applying to one or more of skin and hair a composition comprising about 1 to about 2.2% of spinosyn A and D in an approximate weight ratio of 85:15, about 44°/> deionized water, about 1.1%
Stabileze QM PVM/MA
decadiene crosspolymer, about 3% propylene glycol, about 3% cetostearyl alcohol, about 0.9% ceteareth-20, about 4.17% stearalkonium chloride (or Ammonyx 4 (18%)), about 10%
benzyl alcohol, about 6% hexylene glycol, about 4% pentylene glycol, about 20%
isoproyl alcohol, about 0.1 % BHT and about 1.2 to about 1.9% sodium hydroxide ( 10%
solution).
A further separate embodiment of the present invention is a method for solubilizing agents having pediculicidal and ovacidal properties comprising combining one or more solvents and an effective amount of one or more agents having pediculicidal and ovacidal properties; wherein the agents have the chemical structure of-.
o' W
..- H H .O I
HFi~ H
R
1o DETAILED DESCRIPTION OF THE INVENTION
All cited references in this application are herein incorporated by reference.
All percentages in this disclosure are weight percentages.
The present invention relates to a composition comprising an effective amount of agents with pediculicidal and ovacidal properties in a cosmetically elegant solution or emulsion, including but not limited to imidacloprid, spinosad, a spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or combinations. Additionally, the present invention includes the method of applying a pediculicide and ovacide composition in solution to hair or skin for the control of adults and nits of the species of the order Anoplura.
2o Spinosyn A and Spinosyn D are also known as A83543A and A83543D
respectively.
Both Spinosyn A and spinosyn D are the major components of a fermentation product known as A83543. This fermentation product, A83543, is produced by the species Saccharopolyspora spinosa.
What is meant by "an effective amount" refers to an amount of imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D or a combination thereof sufficient to decrease the number of live lice and viable nits, i.e. eggs. The effective amount can typically range from greater than about 0% to about 10°ro, preferably, about 0.5% to about 5%. All percentages in this disclosure are weight percentages.
When "effective amount" refers to solvents, solubilizing agents or solutions, the term means that the solvents solubilize the pediculicidal agents and ovacidal agents and also that the solution has a concentration that effectively controls the lice and ova.
What is meant by "skin" refers to that of an animal, preferably a mammal, most preferably a human. Skin that would be commonly prone to nits includes that of the scalp, body, and pubic areas.
to What is meant by "to control" is to reduce the number of viable nits and live lice. The extent of reduction accomplished by the composition depends upon the application rate of the composition, the choice of imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species and a combination thereof, and the species of Anoplura targeted.
The order Anoplura ~ includes the following families: echniophtiriidae, enderleinellidae, haematopinidae, linognathidae, pecaroecidae, pediculidae, polyplacidae, and pthiridae. Examples of species in the order Anoplura include, but are not limited to Pediculus humanus, Pediculus capitis, and Pthiris pubis. These three species are known more commonly as the body louse, head louse, and pubic louse.
2o What is meant by "solubilizing agent" or "solvent" refers to solvents capable of solubilizing the pediculicides and ovacides, preferably in the minimum amount required to solubilize the pediculicides and ovacides, preferably about 3% propylene glycol, about 10%
benzyl alcohol, about 6% hexylene glycol, about 4% pentylene glycol, and about 20%
isopropyl alcohol. Examples of solubilizing agents include, but are not limited to, glycols, for example, propylene glycol, polyethylene glycol, dipropylene glycol, pentylene glycol, and methoxypolyethylene glycol, hexylene glycol, butylene glycol; benzyl alcohol;
isopropyl alcohol; preferably penetylene glycol; combinations of pentylene glycol, benzyl alcohol and isopropyl alcohol, either with or without one of the following: hexylene glycol, butylene glycol, dipropylene glycol, methoxypolyethylene glycol or propylene glycol; or combinations of hexylene glycol, butylene glycol, benzyl alcohol and isopropyl alcohol ("Solvent Matrices"). These Solvent Matrices are capable of solubilizing poorly soluble drugs, including but not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced by the Saccharopolyspora spinosa species and a combination thereof.
These Solvent Matrices have the additional function of aiding in the penetration of the ova of the louse.
The compositions of this invention comprise an effective amount of pediculicidal agents and ovacidal agents in solution, used for controlling lice and its ova.
The solvents are beneficial because they solubilize the pediculicidal agents and ovacidal agents, and also promote the penetration of the ova so that the ovacidal agents are highly effective. Without being bound by a mechanism, the present invention is believed to better penetrate lice and its ova. Additionally, the compositions of this invention are cosmetically elegant. The preferred to solvents are benzyl alcohol, pentylene glycol, isopropyl alcohol, hexylene glycol, butylene glycol, dipropylene glycol and combinations thereof. More particularly, the pediculicidal agents and ovacidal agents may be, including but not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn I), any component produced from the Saccharopolyspora spinosa species or a combination thereof. The preferred pediculicidal agent and ovacidal agent is a combination of spinosyn A and spinosyn D in a weight ratio of 85:15 to 80:20.
The compositions disclosed in this patent have an improved solubility of pediculicides and ovacides, including but not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or a combination thereof, which yields a more effective pediculicide and ovacide for the specie of the order of Anoplura. Specific species that affect human beings include Pediculus capitis (head lice), Pediculus humanus (body lice) and Pthiris pubic (pubic lice).
More particularly, the pediculicides and ovacides are present in a composition with solvents and stabilizers. The solvents may help promote the penetration of the composition into the ova in order to act like a ovacide, in addition to being a pediculicide.
In one embodiment, the invention features a composition comprising an effective amount of one or more pediculicidal and ovacidal properties, which may include but is not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or a combination thereof;
water;
benzyl alcohol; hexylene glycol; pentylene glycol; butylene glycol;
dipropylene glycol;
3o isopropyl alcohol; and a non-acrylic stabilizer, for example, a co-polymer of methyl vinyl ether/maleic anhydride cross-linked with 1,9-decadiene. This composition is beneficial because it is capable of solubilizing the pediculicidal and/or ovacidal agents, which results in high mortality of adult lice and their ova.
In one embodiment, the solubilizing agents of the composition may include glycols, for example, propylene glycol, polyethylene glycol, dipropylene glycol, pentylene glycol, and methoxypolyethylene glycol, hexylene glycol, butylene glycol; benzyl alcohol;
isopropyl alcohol; preferably penetylene glycol; combinations of pentylene glycol, benzyl alcohol and isopropyl alcohol, either with or without one of the following: hexylene glycol, butylene glycol, dipropylene glycol, methoxypolyethylene glycol or propylene glycol; or combinations of hexylene glycol, butylene glycol, benzyl alcohol and isopropyl alcohol.
The present invention also relates to a composition comprising an effective amount of to one or more pediculicides and ovacides for nits and adult lice (collectively "Lice") of the species of the order Anoplura and a solubilizing agent. The pediculicides and ovacides are ingredients which control the Lice, including but not limited to any component produced by the Saccharopolyspora spinosa species, imidacloprid (also known as NTN 33893, which is a proprietary chemical of Bayer AG), spinosad, spinosyn, spinosyn A and spinosyn D, and a combination thereof, preferably a mixture of spinosyn A and spinosyn D in an approximate weight ratio of 80:20. The preferable amount of stabilizers is between about 0.5% to about 1.5%.
What is meant by "cleansing surfactant" is one or more compounds used for skin and/or hair cleaning, and the cleansing surfactant is used in an amount which produces the 2o desired function provided that the amount does not affect the stability of the solution. These compounds can also serve as cosmetic emulsifiers. Classes of compounds include soaps and fatty acids/alkali combinations. Examples include, but are not limited to, ammonium lauryl sulfate, ammonium laureth sulfate, sodium lauryl sulfate, sodium laureth sulfate. For a more complete listing of cleansing surfactants, herein incorporated by reference, see Wenniger and McEwen, eds., 2 International Cosmetic Ingredient Dictionary and Handbook 1764 (2000 ed.) (hereinafter "CFTA Dictionary"), 1789-1795.
What is meant by "emulsifying surfactant" is one or more compounds that reduce surface tension and the emulsifying surfactants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. They 3o create banners around droplets to prevent them from coalescing. Emulsifiers could be, but are not limited to oil-in-water emulsifiers, water-in-oil emulsifiers, water-in-oil-in-water emulsifiers, oil-in-water-in-oil emulsifiers, silicone-in-water emulsifiers, and water-in-silicone emulsifiers. Examples include, but are not limited to, glyceryl trioleate, acetylated sucrose distearate, sorbitan trioleate, polyoxyethylene (1) monostearate, glycerol monooleate, sucrose distearate, polyethylene glycol (50) monostearate, octyl phenoxypoly (ethyleneoxy) ethanol, deacylerin penta-isostearate, sorbitan sesquioleate, hydroxylated lanolin, lanolin, triglyceryl diisostearate, polyoxyethylene (2) oleyl ether, calcium stearoyl-2-lactylate, cetearyl glucoside, methyl glucoside sesquistearate, sorbitan monopalmitate, methoxy polyethylene glycol-22/dodecyl glycol copolymer, polyethylene glycol-45/dodecyl glycol copolymer, polyethylene glycol 400 distearate and glyceryl stearate, cetyl phosphate, potassium cetyl phosphate. See also CTFA Dictionary 1796-1803.
to What is meant by "foam-boosting surfactants" is one or more compounds that have the ability to either generate or stabilize foams and the foam-boosting surfactants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. They generally increase the surface viscosity of the vehicle surrounding the bubbles. Examples of foam-boosting surfactants include, but are not limited to, cocamidoethyl betaine, cetyl betaine, disodium cetearyl sulfosuccinate, disodium oleoamphodipropionate, lauramide DEA, lauramidopropyl betaine. See also CTFA
Dictionary, 1803-1804.
What is meant by "emollient skin conditioning agent" is one or more compounds that soften and smooth the skin and the emollient skin conditioning agent is used in an amount 2o that produces the desired function provided that the amount does not affect the stability of the solution. These compounds achieve this effect lubricating the skin surface, encouraging skin water retention, and altering product textures. Examples include, but are not limited to, octyl hydroxystearate, lanolin, capric/caprylic triglyceride, cetyl palmitate, cetyl alcohol, isopropyl isostearate, glyceryl dilaurate, isopropyl myristate, palm alcohol, and sucrose cocoate. See also CTFA Dictionary, 1768-1773.
What is meant by "humectant" is one or more compounds that prevents the skin from losing moisture and the humectant is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution.
Examples include, but are not limited to, glycerin, glucose, honey, lactic acid, polyethylene glycol, propylene glycol, 3o sorbitol, sucrose, and trehalose. See also CTFA Dictionary, 1773-1774.
What is meant by "buffering agents" is one or more compounds that can maintain a desired pH in an aqueous environment and the buffering agent is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution. Examples include, but are not limited to, boric acid, citric acid, lactic acid, fumaric acid, phosphoric acid, and salts thereof. See also CTFA Dictionary, 1733-1734.
What is meant by "chelating agents" is one or more compounds that can complex and subsequently inactivate ions in the formulation and the chelating agent is used in an amount which produces the desired function provided that the amount does not affect the stability of the solution. Examples include, citric acid, disodium edetate, pentapotassium triphosphate, and phytic acid. See also CTFA Dictionary, 1734-1735.
What is meant by "preservatives" is one or more compounds that prevents or reduces or slows down microbial growth and the preservative is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution.
Examples include, but are not limited to, benzoic acid, butylparaben, ethylparaben, propylparaben, methylparaben, sorbic acid, phenoxyethanol, and triclosan. See CTFA
Dictionacy, 1765-1766.
~5 "pH Adjuster" are acids or bases that can be used to adjust the ~pH of the finished product to the desired level. "pH Adjusters" may also be present in some embodiments of the invention and the pH Adjusters are used in an amount that produces the desired function provided that the amount does not affect the stability of the solution.
Examples include, but are not limited to, acetic acid, ammonia, citric acid, ethanolamine, formic acid, oxalic acid, 2o potassium hydroxide, sodium hydroxide, and triethanolamine. See also CFTA
Dictionary, 1764.
Further an embodiment of the invention may include one or more moisturizers, preferably propylene glycol and the moisturizer is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution. Additionally, 25 emulsifying agents may be desirable, preferably ceteareth-20, manufactured by Promateen Chemicals Inc., which is a polyethylene glycol ether of cetearyl alcohol.
Ceteareth-20 has 20 moles of ethylene oxide that is added to the non-ionic surfactant to increase its water solubility. In the event that an emulsion stabilizer is used, the preferred one is a mixture of cetyl and stearyl alcohols, sold by C:'.roda Inc. under the name Cetearyl Alcohol.
3o In order to prevent the degradation caused by oxidation, antiaxidants may be included in the formulation and the antioxidants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. Antioxidants include, but are not limited to free radical scavengers and reducing agents such as, acetyl cysteine, ascorbic acid, butylated hydroxytoluene, green tea extract, caffeic acid, cysteine, tocopherol, ubiquinone, and propyl gallate, preferably butylated hydroxytoluene ("BHT").
See CFTA Dictionary, 1727.
What is meant by "hair conditioning agents" or "conditioning agents" are compounds that can alter the texture, appearance, styling, or feel of the hair and the conditioning agents are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. Examples include, but are not limited to, alanine, arginine, biotin, calcium panthothenate, dirnethicone, cyclomethicone, hydrolyzed plant protein, and 1o polyquaterniums, preferably stearalkonium chloride, sold under the name Ammonyx-4 by Stepan Company. See CFTA Dictionary, 1752-1759.
In other embodiments, in addition to the pediculicides, ovacides and Solvent Matrices, these compositions can further comprise adjuvants and the adjuvants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. Examples of adjuvants include, but are not limited to vehicles, stabilizers, moisturizers, cleansing surfactants, emulsifying surfactants, emulsifying stabilizers, foam-boosting surfactants, emollient skin conditioning agents, humectants, hair conditioning agents, buffering agents, pH adjusters, chelating agents, antioxidants, preservatives, botanical extracts, fragrances, and dyes.
2o In another embodiment, the composition includes one or more pediculicide and ovacide, the Solvent Matrices, and one or more stabilizers to prevent physical separation of the formulation ("Stabilizers"). Non-acrylic decadiene crosspolymers, including but not limited to Stabileze QM and Stabileze 06 (preferably Stabileze QM) manufactured by International Specialty Products may be employed to stabilize and optionally to thicken the formulations. Stabileze QM and Stabileze 06 are benzene-free copolymers of methyl vinyl ether/maleic anhydride crosslinked with 1,9-decadiene. The INCI name for Stabileze 06 and Stabileze QM is PVM/MA Decadiene crosspolymers. Stabileze 06 has a particle size of <
850 p. Stabileze QM has a particle size of < 75 p. Since Stabileze QM has a smaller particle size, it may be dispersed faster than Stabileze 06 and may be more rapidly converted to a gel.
3o In some embodiments, a neutralizer of the stabilizer may be required to neutralize the formulation to an approximate pH of 5.5 in order to allow thickening of the formulation. A
' preferred neutralizer is sodium hydroxide.
Stabilizers may also include but are not limited to acrylates/aminoacrylates C~o_3o Alkyl PEG-20 Itaconate copolymer, long chain acyl derivatives (including but not limited to ethylene glycol distearate and ethylene glycol monostearate), alkanoamides (including but not limited to cocamide MEA), esters of long chain fatty acids (including but not limited to stearyl stearate), alkyl dimethylamine oxides, methylcellulose, hydroxybutyl methylcellulose, hydroxypropylcellulose, hydroxypropyl methylcellulose, hydroxyethyl cellulose, distearyl phthalic amide (e.g. Stepan SAB-2), di(hydrogenated) tallow phthalic amide (e.g. Stepan TAB-2), primary amines with a fatty alkyl moiety of at least 16 carbons (including but not limited to palmitate amine or steararnine), palyacrylic acids, polysaccharide gums (including 1o but not limited to xanthan gum), colloidal clays (including but not limited to benzyl dimethyl hydrogenated tallow ammonium montmorillonite) and colloidal silica.
One of the preferred embodiments is in the form of a conditioner or cream rinse for human hair or animal hair. Hair conditioning agents may be included in the formulation.
The compositions can be administered topically to an animal, by the direct laying on or spreading of the composition on the skin or hair, preferably of a mammal, most preferably of a human. The compositions useful in the subject invention involve formulations suitable for topical application to mammalian skin or hair. Additionally, the compositions may be made into a wide variety of product types. These include, but are not limited to solutions, aerosols, lotions, creams, gels, sticks, ointments, pastes, cream rinses, shampoos, and body 2o washes. The preferred embodiments are cream rinses, conditioners and shampoos.
Vehicles include but are not limited to water, propylene glycol, butylene glycol, ethanol, isopropanol, silicones. Preferably, the vehicle is water.
The invention will be clarified further by a consideration of the following examples.
Example 1 - Testing of Spinosyn A and Spinosyn D on Pediculis Captitis E;~~s Both spinosyn A and spinosyn D are sold together as the active ingredient for Conserve SC. Conserve SC is a commercial product from DowElanco used for insect control of turf and ornamental plants. The combination of spinosyn A and spinosyn D is known as 3o spinosad. Conserve SC contains 11.60%, by weight, of the spinosad. Spinosad contains approximately 80% spinosyn A and 20% spinosyn D. Three dilutions of the Conserve SC
were created:
:l 2 Dilution 1 contained 8.62% Conserve SC, 15% isopropanol, 10% propylene carbonate, and 53.45% deionized water. Dilution 1 resulted in a 1% spinosad concentration.
Dilution 2 contained 21.55% Conserve SC, 15% isopropanol, 10% propylene carbonate, and 66.38% deionized water. Dilution 2 resulted in a 2.5% spinosad concentration.
Dilution 3 contained 43.10% Conserve SC, 15% isopropanol, 10% propylene carbonate, and 31.9% deionized water. Dilution 3 resulted in a 5% spinosad concentration.
An in vitro test of Dilutions 1, 2, and 3 was conducted using fresh specimens of Pediculus capitis eggs. Specimens were collected from volunteers who had abundant nits.
Collected eggs were examined for viability. A viable egg is shiny, plump, with an intact operculum, and in more developed eggs, an eye spot. Eggs that were dry, shrunken, indented or otherwise damaged were rejected, as were any eggs containing air pockets.
The ovacidal assay was conducted at ambient room temperature (25° to 35°C) and humidity (70-90% RH). Ten hairs with viable eggs were sandwiched between small adhesive labels, allowing 2 cm of the hairs to protrude, with the eggs aligned at the distal end.
Immediately prior to testing, the dilutions were shaken thoroughly and dispensed into clean glass vials. The eggs were completely immersed in the formulations for ten minutes.
Following immersion, the hair and eggs were rinsed in a gentle stream of filtered water from a squeeze bottle to simulate natural shower conditions. They were allowed to air dry for 30 2o minutes before being placed in capped vials for incubation at 28° to 32°C, RH 70-90%.
Ten batches of ten eggs were tested for each dilution for a total of one hundred eggs for each dilution. One hundred untreated eggs and one hundred eggs immersed in water were used as controls.
Another set of ten batches of ten eggs each (for a total of 100 eggs) were tested on three successive days. After immersion and rinsing, these eggs were allowed to air dry, and then stored in separate, glass vials. The same eggs were tested on three consecutive days and then left to incubate for two weeks.
Ovacidal activity was recorded as number of eggs tested, number of eggs hatched, number of eggs not hatched, and number of eggs stillborn. What was meant by "stillborn"
3o referred to the nymphs that reach maturity, are able to lift the operculum, or cap of the egg, but are unable to fully emerge. These stillborn eggs were considered non-viable.
All three dilutions demonstrated good ovacidal activity. No significant difference in the activity of the dilutions was observed. There was no significant difference between a single treatment of 10 minutes followed by rinsing and a 10-minute treatment on three consecutive days (= 3 treatments). The high hatch rates (96% to 98%) of the eggs treated with water in the identical manner as the dilutions indicate that every aspect of the conduct of the test was optimal, including the selection of eggs by the collecting teams, protection of the eggs from heat, lack of contaminatian by topic agents on the hands of the collectors and the investigators, and the incubation canditions. Table 1 shows the ovacidal activity for the single 10-minute immersion followed by a water rinse and two week incubation.
Table 2 shows the ovacidal activity for 1 U-minute immersion on three successive days followed by 1 o two-week incubation.
Table 1 Dilution # of Eggs # of Eggs # of Eggs # of Eggs % of Eggs Tested Hatched Not HatchedStillborn Hatched Dilution 100 1 96 3 1 (1%
S inosad Dilution l00 0 96 4 0%
(2.5%
S inosad Dilution 100 2 92 6 2%
(S%
S inosad Water 100 96 4 0 96%
Untreated 110 105 5 0 95%
Table 2 Dilution # of Eggs # of Eggs # of Eggs # of Eggs % of Eggs Tested Hatched Not HatchedStillborn Hatched Dilution 100 0 100 0 0%
1% S inosad Dilution 100 ~ 0 98 2 0%
(2.5%
S inosad Dilution 100 0 99 1 0%
5% S inosad Water 100 98 2 0 98%
Example 2 - In-vitro Ovacidal Testing In vitro tests were conducted on human head lice with six formulations in order to study the pediculicidal and ovacidal activity of the formulations. No human subjects were used. The ovacidal results were as follows:
LS
Table 3 Description Active IngredientSingle ExposureDouble Exposure % Ovacidal Rate Ovacidal Rate Cream Rinse 1 % S inosad 80% 100%
A
Cream Rinse 2% S inosad 95% 100%
Cream Rinse 1% S inosad 85% 84%
B
Cream Rinse 1 % S inosad 76% 94%
C
Nix control 1 % Permethrin 76% 58%
Deionized Water 11% 8%
Note that the 76% ovacidal rate for Nix~ after single exposure is an outlier versus the prior testing which was usually 50-60% ovacidal rate after single exposure.
Table 4 Trade Name INCI Name Cream Cream Cream Cream Rinse Rinse Rinse Rinse Deionized 44.8 44.25 44.82 44.81 Water Stabileze PVM/MA 1.1 1.1 1,1 1.1 QM
Decadiene _ Crossnolvmer Propylene Propylene 3 3 3 3 Glycol G1 col Cetostearyl Cetearyl alcohol3 3 3 3 Alcohol NF
Procol-CS-20 Ceteareth-20 0.9 0.9 0.9 0.9 Ammonyx 4 Stearalkonium4.17 4.17 4.17 4.17 18% Chloride _ Benz 1 AlcoholBenz 1 Alcohol10 10 1U 10 Hexylene Hexylene Glycol6 6 - -Gl col But lene Gl But lene Gl - - 5 -col col Dipropylene Dipropylene - - S
Gl col Gl col _ Hydrolite-5 Pentylene 4 4 5 5 Gl col Isopropyl Isopropyl 20 20 20 20 alcohol alcohol _ Spinosad Spinosyn A 1.095 2.19 1.095 1.095 & D
91.4%
BHT Butylated 0.1 0.1 0.1 0.1 ~
H drox oluene Sodium Sodium 1.83 1.29 1.81 1.82 Hydroxide Hydroxide ( 10%
soln.
In this test, Single Exposure means that the ova were exposed to the formulation for minutes on Day 1. Double Exposure means that the ova were exposed to the formulation for 10 minutes on Day 1 and Day 4. Ovacidal Rate means the percent of louse ova unhatched 5 after a 14-day incubation period.
Therefore, all of the cream rinses effectively deliver spinosad into the louse ova resulting in strong ovacidal activity. Double exposures of Cream Rinse A and Cream Rinse A1 are most effective with 100% mortality rates of the ova in-vitro, while double exposures of any level of spinosad increases ovacidal effectiveness. Finally, spinosad 1% and 2%
1o formulations are superior to Nix'. Nix~ is the prior art lice treatment currently marketed to treat lice infestation.
Example 3 In-Vitro Pediculicidal Testing The following are results taken for the same formulations as Example 3 as tested on ~ 5 adult lice for the pediculicidal rates.
Table 5 FormulationActive ~ Single Single Exposure Exposure Ingredient1-Minute 10-Minute Immersion Immersion Dead Dead Moribund Alive Moribund Alive & Well & Well A2 0.5% 77% 23% - 100% - -S inosad A 1 % 92% 8% - 100% - -S inosad A1 2% 82% 18% _ 100% - -S inosad B 1% 92% 8% - 97% 3% -S inosad C 1% 87% 13% - 100% - -S inosad .
Nix 1 % 92% 8% - 92% 8% -Permethrin Deionized - 3% - 97% 2% - 98%
~
Water All measurements on this chart were taken at 4 hours after exposure. Moribund means that the lice were in terminal .stages of life, from which they can never recover any useful function. In this phase, the lice may show signs of central nervous system or peripheral nerve toxicity, such as tremors, convulsions or twitching of a leg or antenna.
From this study, one can conclude that 0.5%, 1% and 2% spinosad deliver excellent pediculicidal activity at 1-minute and 10-minute exposure times. Formulations A, A1 and A2 have superior pediculicidal activity to Nix~ after a 10-minute immersion time.
Table 6 Trade Name ___ INCI Name Cream Rinse Placebo Deionized Water 45.022 46.046 Stabileze QM PVM/MA Decadiene 1.1 1.1 Cross of er Pro lene GI col Pro lene Gl col 3 3 Cetoste 1 Alcohol Cetearyl alcohol 3 3 NF
Procol-CS-20 Ceteareth-20 0.9 0.9 Ammon 4 18% Stearalkonium Chloride4. ~ 7 4.17 Ben 1 Alcohol Benzyl Alcohol 10 10 Hex lene GI col Hex :lene Glycol 6 6 But lene Gl col But lene GI col - -Di ro lene GI col Di ropylene Glycol - -H drolite-5 Pent lene Glycol 4 4 Iso ro 1 alcohol Iso ro 1 alcohol 20 20 S inosad (91.4% S inosyn A & D 0.548 -" -BHT But lated H drox __ 0.1 0.1 oluene Sodium Hydroxide Sodium Hydroxide 2.1.6 1.684 ( 10%
soln.
Since it is critical that the compositions of this invention are not irritants to human skin, we performed a Draize sensitization study (repeat insult patch test) using a placebo s (described in the table above) for one of the vehicles. 100 human subjects were involved for S weeks. No subject showed sensitization when the vehicle was applied to the skin.
It is understood that while the invention has been described in conjunction with the detailed description thereof, that the foregoing description is intended to illustrate and not limit the scope of the invention, which is defined by the scope of the appended claims. Other 1o aspects, advantages, and modifications are evident from a review of the following claims.
isoproyl alcohol, about 0.1 % BHT and about 1.2 to about 1.9% sodium hydroxide ( 10%
solution).
A further separate embodiment of the present invention is a method for solubilizing agents having pediculicidal and ovacidal properties comprising combining one or more solvents and an effective amount of one or more agents having pediculicidal and ovacidal properties; wherein the agents have the chemical structure of-.
o' W
..- H H .O I
HFi~ H
R
1o DETAILED DESCRIPTION OF THE INVENTION
All cited references in this application are herein incorporated by reference.
All percentages in this disclosure are weight percentages.
The present invention relates to a composition comprising an effective amount of agents with pediculicidal and ovacidal properties in a cosmetically elegant solution or emulsion, including but not limited to imidacloprid, spinosad, a spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or combinations. Additionally, the present invention includes the method of applying a pediculicide and ovacide composition in solution to hair or skin for the control of adults and nits of the species of the order Anoplura.
2o Spinosyn A and Spinosyn D are also known as A83543A and A83543D
respectively.
Both Spinosyn A and spinosyn D are the major components of a fermentation product known as A83543. This fermentation product, A83543, is produced by the species Saccharopolyspora spinosa.
What is meant by "an effective amount" refers to an amount of imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D or a combination thereof sufficient to decrease the number of live lice and viable nits, i.e. eggs. The effective amount can typically range from greater than about 0% to about 10°ro, preferably, about 0.5% to about 5%. All percentages in this disclosure are weight percentages.
When "effective amount" refers to solvents, solubilizing agents or solutions, the term means that the solvents solubilize the pediculicidal agents and ovacidal agents and also that the solution has a concentration that effectively controls the lice and ova.
What is meant by "skin" refers to that of an animal, preferably a mammal, most preferably a human. Skin that would be commonly prone to nits includes that of the scalp, body, and pubic areas.
to What is meant by "to control" is to reduce the number of viable nits and live lice. The extent of reduction accomplished by the composition depends upon the application rate of the composition, the choice of imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species and a combination thereof, and the species of Anoplura targeted.
The order Anoplura ~ includes the following families: echniophtiriidae, enderleinellidae, haematopinidae, linognathidae, pecaroecidae, pediculidae, polyplacidae, and pthiridae. Examples of species in the order Anoplura include, but are not limited to Pediculus humanus, Pediculus capitis, and Pthiris pubis. These three species are known more commonly as the body louse, head louse, and pubic louse.
2o What is meant by "solubilizing agent" or "solvent" refers to solvents capable of solubilizing the pediculicides and ovacides, preferably in the minimum amount required to solubilize the pediculicides and ovacides, preferably about 3% propylene glycol, about 10%
benzyl alcohol, about 6% hexylene glycol, about 4% pentylene glycol, and about 20%
isopropyl alcohol. Examples of solubilizing agents include, but are not limited to, glycols, for example, propylene glycol, polyethylene glycol, dipropylene glycol, pentylene glycol, and methoxypolyethylene glycol, hexylene glycol, butylene glycol; benzyl alcohol;
isopropyl alcohol; preferably penetylene glycol; combinations of pentylene glycol, benzyl alcohol and isopropyl alcohol, either with or without one of the following: hexylene glycol, butylene glycol, dipropylene glycol, methoxypolyethylene glycol or propylene glycol; or combinations of hexylene glycol, butylene glycol, benzyl alcohol and isopropyl alcohol ("Solvent Matrices"). These Solvent Matrices are capable of solubilizing poorly soluble drugs, including but not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced by the Saccharopolyspora spinosa species and a combination thereof.
These Solvent Matrices have the additional function of aiding in the penetration of the ova of the louse.
The compositions of this invention comprise an effective amount of pediculicidal agents and ovacidal agents in solution, used for controlling lice and its ova.
The solvents are beneficial because they solubilize the pediculicidal agents and ovacidal agents, and also promote the penetration of the ova so that the ovacidal agents are highly effective. Without being bound by a mechanism, the present invention is believed to better penetrate lice and its ova. Additionally, the compositions of this invention are cosmetically elegant. The preferred to solvents are benzyl alcohol, pentylene glycol, isopropyl alcohol, hexylene glycol, butylene glycol, dipropylene glycol and combinations thereof. More particularly, the pediculicidal agents and ovacidal agents may be, including but not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn I), any component produced from the Saccharopolyspora spinosa species or a combination thereof. The preferred pediculicidal agent and ovacidal agent is a combination of spinosyn A and spinosyn D in a weight ratio of 85:15 to 80:20.
The compositions disclosed in this patent have an improved solubility of pediculicides and ovacides, including but not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or a combination thereof, which yields a more effective pediculicide and ovacide for the specie of the order of Anoplura. Specific species that affect human beings include Pediculus capitis (head lice), Pediculus humanus (body lice) and Pthiris pubic (pubic lice).
More particularly, the pediculicides and ovacides are present in a composition with solvents and stabilizers. The solvents may help promote the penetration of the composition into the ova in order to act like a ovacide, in addition to being a pediculicide.
In one embodiment, the invention features a composition comprising an effective amount of one or more pediculicidal and ovacidal properties, which may include but is not limited to imidacloprid, spinosad, spinosyn, spinosyn A, spinosyn D, any component produced from the Saccharopolyspora spinosa species or a combination thereof;
water;
benzyl alcohol; hexylene glycol; pentylene glycol; butylene glycol;
dipropylene glycol;
3o isopropyl alcohol; and a non-acrylic stabilizer, for example, a co-polymer of methyl vinyl ether/maleic anhydride cross-linked with 1,9-decadiene. This composition is beneficial because it is capable of solubilizing the pediculicidal and/or ovacidal agents, which results in high mortality of adult lice and their ova.
In one embodiment, the solubilizing agents of the composition may include glycols, for example, propylene glycol, polyethylene glycol, dipropylene glycol, pentylene glycol, and methoxypolyethylene glycol, hexylene glycol, butylene glycol; benzyl alcohol;
isopropyl alcohol; preferably penetylene glycol; combinations of pentylene glycol, benzyl alcohol and isopropyl alcohol, either with or without one of the following: hexylene glycol, butylene glycol, dipropylene glycol, methoxypolyethylene glycol or propylene glycol; or combinations of hexylene glycol, butylene glycol, benzyl alcohol and isopropyl alcohol.
The present invention also relates to a composition comprising an effective amount of to one or more pediculicides and ovacides for nits and adult lice (collectively "Lice") of the species of the order Anoplura and a solubilizing agent. The pediculicides and ovacides are ingredients which control the Lice, including but not limited to any component produced by the Saccharopolyspora spinosa species, imidacloprid (also known as NTN 33893, which is a proprietary chemical of Bayer AG), spinosad, spinosyn, spinosyn A and spinosyn D, and a combination thereof, preferably a mixture of spinosyn A and spinosyn D in an approximate weight ratio of 80:20. The preferable amount of stabilizers is between about 0.5% to about 1.5%.
What is meant by "cleansing surfactant" is one or more compounds used for skin and/or hair cleaning, and the cleansing surfactant is used in an amount which produces the 2o desired function provided that the amount does not affect the stability of the solution. These compounds can also serve as cosmetic emulsifiers. Classes of compounds include soaps and fatty acids/alkali combinations. Examples include, but are not limited to, ammonium lauryl sulfate, ammonium laureth sulfate, sodium lauryl sulfate, sodium laureth sulfate. For a more complete listing of cleansing surfactants, herein incorporated by reference, see Wenniger and McEwen, eds., 2 International Cosmetic Ingredient Dictionary and Handbook 1764 (2000 ed.) (hereinafter "CFTA Dictionary"), 1789-1795.
What is meant by "emulsifying surfactant" is one or more compounds that reduce surface tension and the emulsifying surfactants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. They 3o create banners around droplets to prevent them from coalescing. Emulsifiers could be, but are not limited to oil-in-water emulsifiers, water-in-oil emulsifiers, water-in-oil-in-water emulsifiers, oil-in-water-in-oil emulsifiers, silicone-in-water emulsifiers, and water-in-silicone emulsifiers. Examples include, but are not limited to, glyceryl trioleate, acetylated sucrose distearate, sorbitan trioleate, polyoxyethylene (1) monostearate, glycerol monooleate, sucrose distearate, polyethylene glycol (50) monostearate, octyl phenoxypoly (ethyleneoxy) ethanol, deacylerin penta-isostearate, sorbitan sesquioleate, hydroxylated lanolin, lanolin, triglyceryl diisostearate, polyoxyethylene (2) oleyl ether, calcium stearoyl-2-lactylate, cetearyl glucoside, methyl glucoside sesquistearate, sorbitan monopalmitate, methoxy polyethylene glycol-22/dodecyl glycol copolymer, polyethylene glycol-45/dodecyl glycol copolymer, polyethylene glycol 400 distearate and glyceryl stearate, cetyl phosphate, potassium cetyl phosphate. See also CTFA Dictionary 1796-1803.
to What is meant by "foam-boosting surfactants" is one or more compounds that have the ability to either generate or stabilize foams and the foam-boosting surfactants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. They generally increase the surface viscosity of the vehicle surrounding the bubbles. Examples of foam-boosting surfactants include, but are not limited to, cocamidoethyl betaine, cetyl betaine, disodium cetearyl sulfosuccinate, disodium oleoamphodipropionate, lauramide DEA, lauramidopropyl betaine. See also CTFA
Dictionary, 1803-1804.
What is meant by "emollient skin conditioning agent" is one or more compounds that soften and smooth the skin and the emollient skin conditioning agent is used in an amount 2o that produces the desired function provided that the amount does not affect the stability of the solution. These compounds achieve this effect lubricating the skin surface, encouraging skin water retention, and altering product textures. Examples include, but are not limited to, octyl hydroxystearate, lanolin, capric/caprylic triglyceride, cetyl palmitate, cetyl alcohol, isopropyl isostearate, glyceryl dilaurate, isopropyl myristate, palm alcohol, and sucrose cocoate. See also CTFA Dictionary, 1768-1773.
What is meant by "humectant" is one or more compounds that prevents the skin from losing moisture and the humectant is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution.
Examples include, but are not limited to, glycerin, glucose, honey, lactic acid, polyethylene glycol, propylene glycol, 3o sorbitol, sucrose, and trehalose. See also CTFA Dictionary, 1773-1774.
What is meant by "buffering agents" is one or more compounds that can maintain a desired pH in an aqueous environment and the buffering agent is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution. Examples include, but are not limited to, boric acid, citric acid, lactic acid, fumaric acid, phosphoric acid, and salts thereof. See also CTFA Dictionary, 1733-1734.
What is meant by "chelating agents" is one or more compounds that can complex and subsequently inactivate ions in the formulation and the chelating agent is used in an amount which produces the desired function provided that the amount does not affect the stability of the solution. Examples include, citric acid, disodium edetate, pentapotassium triphosphate, and phytic acid. See also CTFA Dictionary, 1734-1735.
What is meant by "preservatives" is one or more compounds that prevents or reduces or slows down microbial growth and the preservative is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution.
Examples include, but are not limited to, benzoic acid, butylparaben, ethylparaben, propylparaben, methylparaben, sorbic acid, phenoxyethanol, and triclosan. See CTFA
Dictionacy, 1765-1766.
~5 "pH Adjuster" are acids or bases that can be used to adjust the ~pH of the finished product to the desired level. "pH Adjusters" may also be present in some embodiments of the invention and the pH Adjusters are used in an amount that produces the desired function provided that the amount does not affect the stability of the solution.
Examples include, but are not limited to, acetic acid, ammonia, citric acid, ethanolamine, formic acid, oxalic acid, 2o potassium hydroxide, sodium hydroxide, and triethanolamine. See also CFTA
Dictionary, 1764.
Further an embodiment of the invention may include one or more moisturizers, preferably propylene glycol and the moisturizer is used in an amount that produces the desired function provided that the amount does not affect the stability of the solution. Additionally, 25 emulsifying agents may be desirable, preferably ceteareth-20, manufactured by Promateen Chemicals Inc., which is a polyethylene glycol ether of cetearyl alcohol.
Ceteareth-20 has 20 moles of ethylene oxide that is added to the non-ionic surfactant to increase its water solubility. In the event that an emulsion stabilizer is used, the preferred one is a mixture of cetyl and stearyl alcohols, sold by C:'.roda Inc. under the name Cetearyl Alcohol.
3o In order to prevent the degradation caused by oxidation, antiaxidants may be included in the formulation and the antioxidants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. Antioxidants include, but are not limited to free radical scavengers and reducing agents such as, acetyl cysteine, ascorbic acid, butylated hydroxytoluene, green tea extract, caffeic acid, cysteine, tocopherol, ubiquinone, and propyl gallate, preferably butylated hydroxytoluene ("BHT").
See CFTA Dictionary, 1727.
What is meant by "hair conditioning agents" or "conditioning agents" are compounds that can alter the texture, appearance, styling, or feel of the hair and the conditioning agents are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. Examples include, but are not limited to, alanine, arginine, biotin, calcium panthothenate, dirnethicone, cyclomethicone, hydrolyzed plant protein, and 1o polyquaterniums, preferably stearalkonium chloride, sold under the name Ammonyx-4 by Stepan Company. See CFTA Dictionary, 1752-1759.
In other embodiments, in addition to the pediculicides, ovacides and Solvent Matrices, these compositions can further comprise adjuvants and the adjuvants are used in an amount which produces the desired function provided that the amount does not effect the stability of the solution. Examples of adjuvants include, but are not limited to vehicles, stabilizers, moisturizers, cleansing surfactants, emulsifying surfactants, emulsifying stabilizers, foam-boosting surfactants, emollient skin conditioning agents, humectants, hair conditioning agents, buffering agents, pH adjusters, chelating agents, antioxidants, preservatives, botanical extracts, fragrances, and dyes.
2o In another embodiment, the composition includes one or more pediculicide and ovacide, the Solvent Matrices, and one or more stabilizers to prevent physical separation of the formulation ("Stabilizers"). Non-acrylic decadiene crosspolymers, including but not limited to Stabileze QM and Stabileze 06 (preferably Stabileze QM) manufactured by International Specialty Products may be employed to stabilize and optionally to thicken the formulations. Stabileze QM and Stabileze 06 are benzene-free copolymers of methyl vinyl ether/maleic anhydride crosslinked with 1,9-decadiene. The INCI name for Stabileze 06 and Stabileze QM is PVM/MA Decadiene crosspolymers. Stabileze 06 has a particle size of <
850 p. Stabileze QM has a particle size of < 75 p. Since Stabileze QM has a smaller particle size, it may be dispersed faster than Stabileze 06 and may be more rapidly converted to a gel.
3o In some embodiments, a neutralizer of the stabilizer may be required to neutralize the formulation to an approximate pH of 5.5 in order to allow thickening of the formulation. A
' preferred neutralizer is sodium hydroxide.
Stabilizers may also include but are not limited to acrylates/aminoacrylates C~o_3o Alkyl PEG-20 Itaconate copolymer, long chain acyl derivatives (including but not limited to ethylene glycol distearate and ethylene glycol monostearate), alkanoamides (including but not limited to cocamide MEA), esters of long chain fatty acids (including but not limited to stearyl stearate), alkyl dimethylamine oxides, methylcellulose, hydroxybutyl methylcellulose, hydroxypropylcellulose, hydroxypropyl methylcellulose, hydroxyethyl cellulose, distearyl phthalic amide (e.g. Stepan SAB-2), di(hydrogenated) tallow phthalic amide (e.g. Stepan TAB-2), primary amines with a fatty alkyl moiety of at least 16 carbons (including but not limited to palmitate amine or steararnine), palyacrylic acids, polysaccharide gums (including 1o but not limited to xanthan gum), colloidal clays (including but not limited to benzyl dimethyl hydrogenated tallow ammonium montmorillonite) and colloidal silica.
One of the preferred embodiments is in the form of a conditioner or cream rinse for human hair or animal hair. Hair conditioning agents may be included in the formulation.
The compositions can be administered topically to an animal, by the direct laying on or spreading of the composition on the skin or hair, preferably of a mammal, most preferably of a human. The compositions useful in the subject invention involve formulations suitable for topical application to mammalian skin or hair. Additionally, the compositions may be made into a wide variety of product types. These include, but are not limited to solutions, aerosols, lotions, creams, gels, sticks, ointments, pastes, cream rinses, shampoos, and body 2o washes. The preferred embodiments are cream rinses, conditioners and shampoos.
Vehicles include but are not limited to water, propylene glycol, butylene glycol, ethanol, isopropanol, silicones. Preferably, the vehicle is water.
The invention will be clarified further by a consideration of the following examples.
Example 1 - Testing of Spinosyn A and Spinosyn D on Pediculis Captitis E;~~s Both spinosyn A and spinosyn D are sold together as the active ingredient for Conserve SC. Conserve SC is a commercial product from DowElanco used for insect control of turf and ornamental plants. The combination of spinosyn A and spinosyn D is known as 3o spinosad. Conserve SC contains 11.60%, by weight, of the spinosad. Spinosad contains approximately 80% spinosyn A and 20% spinosyn D. Three dilutions of the Conserve SC
were created:
:l 2 Dilution 1 contained 8.62% Conserve SC, 15% isopropanol, 10% propylene carbonate, and 53.45% deionized water. Dilution 1 resulted in a 1% spinosad concentration.
Dilution 2 contained 21.55% Conserve SC, 15% isopropanol, 10% propylene carbonate, and 66.38% deionized water. Dilution 2 resulted in a 2.5% spinosad concentration.
Dilution 3 contained 43.10% Conserve SC, 15% isopropanol, 10% propylene carbonate, and 31.9% deionized water. Dilution 3 resulted in a 5% spinosad concentration.
An in vitro test of Dilutions 1, 2, and 3 was conducted using fresh specimens of Pediculus capitis eggs. Specimens were collected from volunteers who had abundant nits.
Collected eggs were examined for viability. A viable egg is shiny, plump, with an intact operculum, and in more developed eggs, an eye spot. Eggs that were dry, shrunken, indented or otherwise damaged were rejected, as were any eggs containing air pockets.
The ovacidal assay was conducted at ambient room temperature (25° to 35°C) and humidity (70-90% RH). Ten hairs with viable eggs were sandwiched between small adhesive labels, allowing 2 cm of the hairs to protrude, with the eggs aligned at the distal end.
Immediately prior to testing, the dilutions were shaken thoroughly and dispensed into clean glass vials. The eggs were completely immersed in the formulations for ten minutes.
Following immersion, the hair and eggs were rinsed in a gentle stream of filtered water from a squeeze bottle to simulate natural shower conditions. They were allowed to air dry for 30 2o minutes before being placed in capped vials for incubation at 28° to 32°C, RH 70-90%.
Ten batches of ten eggs were tested for each dilution for a total of one hundred eggs for each dilution. One hundred untreated eggs and one hundred eggs immersed in water were used as controls.
Another set of ten batches of ten eggs each (for a total of 100 eggs) were tested on three successive days. After immersion and rinsing, these eggs were allowed to air dry, and then stored in separate, glass vials. The same eggs were tested on three consecutive days and then left to incubate for two weeks.
Ovacidal activity was recorded as number of eggs tested, number of eggs hatched, number of eggs not hatched, and number of eggs stillborn. What was meant by "stillborn"
3o referred to the nymphs that reach maturity, are able to lift the operculum, or cap of the egg, but are unable to fully emerge. These stillborn eggs were considered non-viable.
All three dilutions demonstrated good ovacidal activity. No significant difference in the activity of the dilutions was observed. There was no significant difference between a single treatment of 10 minutes followed by rinsing and a 10-minute treatment on three consecutive days (= 3 treatments). The high hatch rates (96% to 98%) of the eggs treated with water in the identical manner as the dilutions indicate that every aspect of the conduct of the test was optimal, including the selection of eggs by the collecting teams, protection of the eggs from heat, lack of contaminatian by topic agents on the hands of the collectors and the investigators, and the incubation canditions. Table 1 shows the ovacidal activity for the single 10-minute immersion followed by a water rinse and two week incubation.
Table 2 shows the ovacidal activity for 1 U-minute immersion on three successive days followed by 1 o two-week incubation.
Table 1 Dilution # of Eggs # of Eggs # of Eggs # of Eggs % of Eggs Tested Hatched Not HatchedStillborn Hatched Dilution 100 1 96 3 1 (1%
S inosad Dilution l00 0 96 4 0%
(2.5%
S inosad Dilution 100 2 92 6 2%
(S%
S inosad Water 100 96 4 0 96%
Untreated 110 105 5 0 95%
Table 2 Dilution # of Eggs # of Eggs # of Eggs # of Eggs % of Eggs Tested Hatched Not HatchedStillborn Hatched Dilution 100 0 100 0 0%
1% S inosad Dilution 100 ~ 0 98 2 0%
(2.5%
S inosad Dilution 100 0 99 1 0%
5% S inosad Water 100 98 2 0 98%
Example 2 - In-vitro Ovacidal Testing In vitro tests were conducted on human head lice with six formulations in order to study the pediculicidal and ovacidal activity of the formulations. No human subjects were used. The ovacidal results were as follows:
LS
Table 3 Description Active IngredientSingle ExposureDouble Exposure % Ovacidal Rate Ovacidal Rate Cream Rinse 1 % S inosad 80% 100%
A
Cream Rinse 2% S inosad 95% 100%
Cream Rinse 1% S inosad 85% 84%
B
Cream Rinse 1 % S inosad 76% 94%
C
Nix control 1 % Permethrin 76% 58%
Deionized Water 11% 8%
Note that the 76% ovacidal rate for Nix~ after single exposure is an outlier versus the prior testing which was usually 50-60% ovacidal rate after single exposure.
Table 4 Trade Name INCI Name Cream Cream Cream Cream Rinse Rinse Rinse Rinse Deionized 44.8 44.25 44.82 44.81 Water Stabileze PVM/MA 1.1 1.1 1,1 1.1 QM
Decadiene _ Crossnolvmer Propylene Propylene 3 3 3 3 Glycol G1 col Cetostearyl Cetearyl alcohol3 3 3 3 Alcohol NF
Procol-CS-20 Ceteareth-20 0.9 0.9 0.9 0.9 Ammonyx 4 Stearalkonium4.17 4.17 4.17 4.17 18% Chloride _ Benz 1 AlcoholBenz 1 Alcohol10 10 1U 10 Hexylene Hexylene Glycol6 6 - -Gl col But lene Gl But lene Gl - - 5 -col col Dipropylene Dipropylene - - S
Gl col Gl col _ Hydrolite-5 Pentylene 4 4 5 5 Gl col Isopropyl Isopropyl 20 20 20 20 alcohol alcohol _ Spinosad Spinosyn A 1.095 2.19 1.095 1.095 & D
91.4%
BHT Butylated 0.1 0.1 0.1 0.1 ~
H drox oluene Sodium Sodium 1.83 1.29 1.81 1.82 Hydroxide Hydroxide ( 10%
soln.
In this test, Single Exposure means that the ova were exposed to the formulation for minutes on Day 1. Double Exposure means that the ova were exposed to the formulation for 10 minutes on Day 1 and Day 4. Ovacidal Rate means the percent of louse ova unhatched 5 after a 14-day incubation period.
Therefore, all of the cream rinses effectively deliver spinosad into the louse ova resulting in strong ovacidal activity. Double exposures of Cream Rinse A and Cream Rinse A1 are most effective with 100% mortality rates of the ova in-vitro, while double exposures of any level of spinosad increases ovacidal effectiveness. Finally, spinosad 1% and 2%
1o formulations are superior to Nix'. Nix~ is the prior art lice treatment currently marketed to treat lice infestation.
Example 3 In-Vitro Pediculicidal Testing The following are results taken for the same formulations as Example 3 as tested on ~ 5 adult lice for the pediculicidal rates.
Table 5 FormulationActive ~ Single Single Exposure Exposure Ingredient1-Minute 10-Minute Immersion Immersion Dead Dead Moribund Alive Moribund Alive & Well & Well A2 0.5% 77% 23% - 100% - -S inosad A 1 % 92% 8% - 100% - -S inosad A1 2% 82% 18% _ 100% - -S inosad B 1% 92% 8% - 97% 3% -S inosad C 1% 87% 13% - 100% - -S inosad .
Nix 1 % 92% 8% - 92% 8% -Permethrin Deionized - 3% - 97% 2% - 98%
~
Water All measurements on this chart were taken at 4 hours after exposure. Moribund means that the lice were in terminal .stages of life, from which they can never recover any useful function. In this phase, the lice may show signs of central nervous system or peripheral nerve toxicity, such as tremors, convulsions or twitching of a leg or antenna.
From this study, one can conclude that 0.5%, 1% and 2% spinosad deliver excellent pediculicidal activity at 1-minute and 10-minute exposure times. Formulations A, A1 and A2 have superior pediculicidal activity to Nix~ after a 10-minute immersion time.
Table 6 Trade Name ___ INCI Name Cream Rinse Placebo Deionized Water 45.022 46.046 Stabileze QM PVM/MA Decadiene 1.1 1.1 Cross of er Pro lene GI col Pro lene Gl col 3 3 Cetoste 1 Alcohol Cetearyl alcohol 3 3 NF
Procol-CS-20 Ceteareth-20 0.9 0.9 Ammon 4 18% Stearalkonium Chloride4. ~ 7 4.17 Ben 1 Alcohol Benzyl Alcohol 10 10 Hex lene GI col Hex :lene Glycol 6 6 But lene Gl col But lene GI col - -Di ro lene GI col Di ropylene Glycol - -H drolite-5 Pent lene Glycol 4 4 Iso ro 1 alcohol Iso ro 1 alcohol 20 20 S inosad (91.4% S inosyn A & D 0.548 -" -BHT But lated H drox __ 0.1 0.1 oluene Sodium Hydroxide Sodium Hydroxide 2.1.6 1.684 ( 10%
soln.
Since it is critical that the compositions of this invention are not irritants to human skin, we performed a Draize sensitization study (repeat insult patch test) using a placebo s (described in the table above) for one of the vehicles. 100 human subjects were involved for S weeks. No subject showed sensitization when the vehicle was applied to the skin.
It is understood that while the invention has been described in conjunction with the detailed description thereof, that the foregoing description is intended to illustrate and not limit the scope of the invention, which is defined by the scope of the appended claims. Other 1o aspects, advantages, and modifications are evident from a review of the following claims.
Claims (17)
1. A composition comprising:
an effective amount of at least one agent having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution;
wherein the agents comprise a chemical structure of:
an effective amount of at least one agent having pediculicidal and ovacidal properties for adult lice and nits of the species of order Anoplura in solution;
wherein the agents comprise a chemical structure of:
2. The composition of claim 1, further comprising at least one stabilizer.
3. The composition of claim 1, wherein said agent is at least one material selected from the group consisting of imidacloprid, spinosad, spinosyn A, spinosyn D, and any component produced by the Saccharopolyspora spinosa species.
4. The composition of claim 1, wherein R is H.
5. The composition of claim 1, wherein R is CH3.
6. The composition of claim 1, wherein R is a radical selected from the group consisting of H and CH3.
7. The composition of claim 6, wherein the weight ratio said H to said CH3 is of about 85:15.
8. The composition of claim 1, wherein said agent is present at a level of greater than about 0 to about 10 percent of the composition.
9. The composition of claim 1, wherein said agent is present at a level of about 0.5 to about 5 percent of the composition.
10. The composition of claim 2, wherein said stabilizer is selected from the group consisting of PVM/MA decadiene crosspolymers, acrylates/aminoacrylates, C10-30 alkyl PEG-20 itaconate copolymer, long chain acyl derivatives, alkanolamides, esters of long chain of fatty acids, alkyl dimethylamine oxides, methylcellulose, hydroxybutyl methylcellulose, hydroxypropylcellulose, hydroxypropyl methylcellulose, hydroxethyl cellulose, distearyl phthalic amide, di(hydrogenated) tallow phthalic amide, primary amines with a fatty alkyl moiety of at least 16 carbons, polyacrylic acids, polysaccharide gums, colloidal clays and colloidal silica.
11. The composition of claim 2, wherein said stabilizer is PVM/MA decadiene crosspolymer.
12. The composition of claim 2, wherein said stabilizer is present at a level of about 0.5 to about 1.5 percent of the composition.
13. The composition of claim 2, wherein said stabilizer has a particle size of less than 75 µ.
14. The composition of claim 1, wherein said solution further comprises a solvent selected from the group consisting of benzyl alcohol, pentylene glycol, isopropyl alcohol, hexylene glycol, butylene glycol and dipropylene glycol.
15. The composition of claim 1, further comprising at least one additive selected from the group consisting of stabilizer, moisturizer, emulsion stabilizer, emulsifying agent, conditioning agent, antioxidant and pH adjuster.
16. A method of controlling adults and ova of the species of order Anoplura, comprising the step of:
topically applying to one or more of skin and hair a composition comprising an effective amount of at least one agent having pediculicidal and ovacidal properties in solution;
wherein said agent has the chemical structure of:
topically applying to one or more of skin and hair a composition comprising an effective amount of at least one agent having pediculicidal and ovacidal properties in solution;
wherein said agent has the chemical structure of:
17. A method for solubilizing agents having pediculicidal and ovacidal properties, comprising the step of:
combining at least one solvent and an effective amount of at least one agent having pediculicidal and ovacidal properties;
wherein said agent has the chemical structure of:
combining at least one solvent and an effective amount of at least one agent having pediculicidal and ovacidal properties;
wherein said agent has the chemical structure of:
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|---|---|---|---|
| US09/841,715 US6727228B2 (en) | 2001-04-25 | 2001-04-25 | Pediculicidal and ovacidal treatment compositions and methods for killing head lice and their eggs |
| US09/841,715 | 2001-04-25 |
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|---|---|
| CA2382806A1 true CA2382806A1 (en) | 2002-10-25 |
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| CA002382806A Abandoned CA2382806A1 (en) | 2001-04-25 | 2002-04-22 | Pediculicidal and ovacidal treatment compositions and methods for killing head lice and their eggs |
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| MX (1) | MXPA02004088A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012141754A3 (en) * | 2010-12-29 | 2012-11-29 | Dow Agrosciences Llc | Methods of controlling insects |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0118137D0 (en) | 2001-07-25 | 2001-09-19 | Syngenta Ltd | Insecticidal mixture |
| DE10143356A1 (en) * | 2001-09-04 | 2003-03-27 | Philips Corp Intellectual Pty | Acceptance filter for filtering identifiers in messages in e.g. controller area network system, compares each identifier with prestored identifiers and sends corresponding acceptance signal to allocated user based on comparison result |
| AU2003903686A0 (en) | 2003-07-16 | 2003-07-31 | Hatchtech Pty Ltd | Methods and compositions for controlling ectoparasites |
| US7812163B2 (en) | 2003-07-16 | 2010-10-12 | Hatchtech Pty Ltd. | Methods and compositions for controlling ectoparasites |
| SG159395A1 (en) * | 2004-04-29 | 2010-03-30 | Lilly Co Eli | Use of spinosyns for wound healing |
| WO2005112950A1 (en) * | 2004-04-29 | 2005-12-01 | Eli Lilly And Company | Spinosyns for wound healing |
| US20070027119A1 (en) * | 2005-07-29 | 2007-02-01 | Ahmed Fahim U | Antibacterial composition and method of use |
| US8778369B2 (en) * | 2005-07-29 | 2014-07-15 | Delaval Holding Ab | Barrier film-forming compositions and methods of use |
| US7964205B2 (en) * | 2005-09-16 | 2011-06-21 | W. Neudorff Gmbh Kg | Insecticide and molluscicide composition and methods |
| US8007820B2 (en) * | 2005-09-16 | 2011-08-30 | W. Neudorff Gmbh Kg | Wide spectrum insecticide and miticide composition |
| TW200740369A (en) * | 2005-11-01 | 2007-11-01 | Dow Agrosciences Llc | Pesticidally active compositions having enhanced activity |
| AU2006315084B2 (en) * | 2005-11-18 | 2013-01-24 | Symbion Pty Ltd | Pediculicide/ovicide composition |
| US20080019939A1 (en) * | 2006-07-20 | 2008-01-24 | Alberto-Culver Company | Conditioner formulation |
| CA2666365C (en) | 2006-10-12 | 2016-08-09 | Topaz Pharmaceuticals Llc | Topical avermectin formulations and methods for elimination and prophylaxis of susceptible and treatment-resistant strains of head lice |
| KR100855417B1 (en) * | 2006-10-27 | 2008-08-29 | 일라이 릴리 앤드 캄파니 | A Pharmaceutical Composition for Wound Healing Comprising Spinosyns |
| BRPI0721538A2 (en) * | 2007-04-05 | 2013-01-08 | Hatchtech Pty Ltd | Methods of treating pest infestation, killing invertebrate pest, inhibiting remodeling event and incubating eggs in non-ectoparasitic invertebrate in invertebrate population, controlling or killing invertebrate pest population, and selecting agent chelator as inhibitor candidate of invertebrate remodeling event from collection of metal chelating agents |
| EP2007114B1 (en) * | 2007-06-22 | 2016-08-10 | Alcatel Lucent | A system for providing information to users sharing a nomadic experience |
| US20090061630A1 (en) * | 2007-08-30 | 2009-03-05 | Dupont Air Products Nanomaterials Llc | Method for Chemical Mechanical Planarization of A Metal-containing Substrate |
| EP2033518A1 (en) * | 2007-09-06 | 2009-03-11 | Cheminova A/S | Pesticidal compositions |
| EP2326200B8 (en) * | 2008-09-23 | 2016-02-17 | Larada Sciences Inc. | Airflow applicators and related treatment methods |
| TWI510189B (en) | 2009-06-19 | 2015-12-01 | Lilly Co Eli | Ectoparasiticidal methods and formulations |
| WO2013019824A2 (en) * | 2011-08-02 | 2013-02-07 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| CN102676393B (en) * | 2011-12-16 | 2014-02-26 | 天津北洋百川生物技术有限公司 | Saccharopolyspora spinosa for producing spinosad and culture and application of saccharopolyspora spinosa |
| US9895388B1 (en) * | 2012-07-27 | 2018-02-20 | ParaPRO | Methods and compositions useful for controlling cutaneous mites |
| JP6220403B2 (en) | 2012-11-14 | 2017-10-25 | イーライ リリー アンド カンパニー | Methods and formulations for controlling harmful ectoparasites |
| NZ720995A (en) | 2013-12-17 | 2022-05-27 | Hatchtech Pty Ltd | Pediculicidal composition |
| KR101716795B1 (en) * | 2014-07-31 | 2017-03-16 | 우석대학교 산학협력단 | Novel Saccharopolyspora spinosa wsp8209 Producing Spinosad with High Yield and Method for Producing Spinosad |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5362634A (en) | 1989-10-30 | 1994-11-08 | Dowelanco | Process for producing A83543 compounds |
| MA21697A1 (en) | 1988-12-19 | 1990-07-01 | Dow Agrosciences Llc | MACROLIDE COMPOUNDS. |
| US5539089A (en) | 1991-11-08 | 1996-07-23 | Dowelanco | A83543 aglycones and pseudoglycones |
| US5202242A (en) | 1991-11-08 | 1993-04-13 | Dowelanco | A83543 compounds and processes for production thereof |
| US5591606A (en) | 1992-11-06 | 1997-01-07 | Dowelanco | Process for the production of A83543 compounds with Saccharopolyspora spinosa |
| EP0607642B1 (en) | 1993-01-19 | 2000-09-27 | PERRICONE, Nicholas V., Dr. | Compositions for topical application to the skin for treatment and/or prevention of radiation-induced skin damage |
| ES2099604T3 (en) | 1993-03-12 | 1997-05-16 | Dowelanco | NEW A83543 COMPOUNDS AND PROCEDURE FOR ITS PRODUCTION. |
| DE4419814A1 (en) | 1994-06-07 | 1995-12-14 | Bayer Ag | Endoparasiticides |
| US5653970A (en) * | 1994-12-08 | 1997-08-05 | Lever Brothers Company, Division Of Conopco, Inc. | Personal product compositions comprising heteroatom containing alkyl aldonamide compounds |
| KR100234547B1 (en) * | 1995-12-26 | 1999-12-15 | 손경식 | Shampoo compositions containing capsule filled with oil material |
| US5817608A (en) | 1996-08-26 | 1998-10-06 | Brimms Inc. | Cleansing compositions containing conditioning agents and refined agricultural grains |
| BRPI9911795B8 (en) | 1998-07-02 | 2021-05-25 | Elanco Us Inc | pediculicidal shampoo formulation for controlling pediculus humanus humanus, pediculus humanus capitas or pthius pubis in a human, pediculicidal hair conditioner formulation, antilouse lotion formulation and use of a spinosyn or salt thereof” |
| US5972987A (en) | 1999-03-16 | 1999-10-26 | Lori Fox Reid | Method for removing nits from hair |
| AU4225700A (en) | 1999-04-12 | 2000-11-14 | Dow Agrosciences Llc | Aqueous dispersions of agricultural chemicals |
| US6113888A (en) * | 1999-06-15 | 2000-09-05 | Neutrogena Corporation | Self-tanning mousse |
| US6933318B1 (en) * | 1999-08-12 | 2005-08-23 | Eli Lilly And Company | Topical organic ectoparasiticidal formulations |
| MXPA02001504A (en) | 1999-08-12 | 2002-07-02 | Lilly Co Eli | Ectoparasiticidal aqueous suspension formulations of spinosyns. |
| EP1207851A1 (en) | 1999-08-12 | 2002-05-29 | Eli Lilly And Company | Topical organic ectoparasiticidal formulations |
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2001
- 2001-04-25 US US09/841,715 patent/US6727228B2/en not_active Expired - Fee Related
-
2002
- 2002-04-18 AU AU34397/02A patent/AU3439702A/en not_active Abandoned
- 2002-04-22 CA CA002382806A patent/CA2382806A1/en not_active Abandoned
- 2002-04-24 ES ES02252881T patent/ES2260391T3/en not_active Expired - Lifetime
- 2002-04-24 CN CN02118656A patent/CN1382375A/en active Pending
- 2002-04-24 AT AT02252881T patent/ATE320713T1/en not_active IP Right Cessation
- 2002-04-24 DE DE60210012T patent/DE60210012T2/en not_active Expired - Fee Related
- 2002-04-24 EP EP02252881A patent/EP1252820B1/en not_active Expired - Lifetime
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2003
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- 2003-12-02 US US10/726,241 patent/US20040109883A1/en not_active Abandoned
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012141754A3 (en) * | 2010-12-29 | 2012-11-29 | Dow Agrosciences Llc | Methods of controlling insects |
| CN103402357A (en) * | 2010-12-29 | 2013-11-20 | 陶氏益农公司 | Methods of controlling insects |
| US9253979B2 (en) | 2010-12-29 | 2016-02-09 | Dow Agrosciences Llc | Methods of controlling insects |
| RU2579255C2 (en) * | 2010-12-29 | 2016-04-10 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Method for insect control (versions) |
Also Published As
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|---|---|
| DE60210012D1 (en) | 2006-05-11 |
| ATE320713T1 (en) | 2006-04-15 |
| CN1382375A (en) | 2002-12-04 |
| EP1252820A1 (en) | 2002-10-30 |
| JP2003012522A (en) | 2003-01-15 |
| MXPA02004088A (en) | 2004-05-05 |
| AU3439702A (en) | 2002-10-31 |
| US20030087838A1 (en) | 2003-05-08 |
| US20060024345A1 (en) | 2006-02-02 |
| US20040109883A1 (en) | 2004-06-10 |
| EP1252820B1 (en) | 2006-03-22 |
| BR0201412A (en) | 2003-06-10 |
| US20040048813A1 (en) | 2004-03-11 |
| ES2260391T3 (en) | 2006-11-01 |
| US7030095B2 (en) | 2006-04-18 |
| KR20020083144A (en) | 2002-11-01 |
| US20030026822A1 (en) | 2003-02-06 |
| US6727228B2 (en) | 2004-04-27 |
| DE60210012T2 (en) | 2007-03-29 |
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