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WO1997015277A1 - Composition orale stanneuse amelioree - Google Patents

Composition orale stanneuse amelioree Download PDF

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Publication number
WO1997015277A1
WO1997015277A1 PCT/US1996/016691 US9616691W WO9715277A1 WO 1997015277 A1 WO1997015277 A1 WO 1997015277A1 US 9616691 W US9616691 W US 9616691W WO 9715277 A1 WO9715277 A1 WO 9715277A1
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WO
WIPO (PCT)
Prior art keywords
stannous
composition
stabilized
composition according
oral composition
Prior art date
Application number
PCT/US1996/016691
Other languages
English (en)
Inventor
David Scott Harper
David L. Carlson
Rita Parikh
Anil Kumar Talwar
Original Assignee
Warner-Lambert Company
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 Warner-Lambert Company filed Critical Warner-Lambert Company
Priority to AU74534/96A priority Critical patent/AU7453496A/en
Publication of WO1997015277A1 publication Critical patent/WO1997015277A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • 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
    • A61K2800/51—Chelating agents

Definitions

  • This invention relates to antiplaque and antigingivitis oral compositions. More particularly, it relates to such compositions which contain stabilized stannous ions, as an antiplaque and antigingivitis component, with essential oil compounds, such as phenolic compounds, which unexpectedly increase and enhance the antiplaque and antigingivitis activity of the stabilized stannous ions and also act as a flavoring agent for the composition.
  • Anti-plaque and antigingivitis effects is defined as the ability to inhibit the growth of dental plaque or reduce the occurrence of gingivitis.
  • compositions such as toothpastes and mouthwashes, which have been manufactured and sold, have included in their formulas various components intended to promote dental health, in addition to components intended primarily to clean teeth and sweeten breath.
  • stannous fluoride has been included in both toothpaste and mouthrinse formulations for its antiplaque and antigingivitis action, as well as for its anticaries action.
  • Flavoring and antibacterial agents present in toothpastes and mouthrinses have also included essential oils, such as phenolic compounds.
  • various other known materials have routinely been included in such oral composition formulations for their desired properties, among which are polishing agents, thickening agents, surfactants, humectants, solvents, sweeteners, anticalculus agents and antibacterial agents.
  • stannous fluoride and other stannous salts which serve as a source of stannous ions. It has been shown that when stannous fluoride is applied as a mouthrinse or in toothpaste, that stannous fluoride is effective in preventing plaque formation and in improving gingival condition. Svatun, B. (1978) Acta. Odontol. Scand. 36 205-210.
  • stannous compounds are compounds which, upon association with water, are capable of yielding stannous ions.
  • the stannous ion is believed to be the part of the molecule which is active against oral bacteria.
  • stannous compounds and stannous ions tend to react with other components of the dentifrice composition to form insoluble stannous compounds, which reduces the effective amount of stannous ions available in the composition and thus renders the stannous compound less efficacious.
  • the active stannous ion is particularly prone to oxidation, e.g. by air or an oxidizing agent.
  • US Patent No. 5,258,173 describes a method of inhibiting conversion of stannous ions into inactive stannic ions within a toothpaste composition comprising stabilizing said stannous ions with an antioxidant which is a radical inhibitor, said toothpaste composition consisting essentially of:
  • stannous compounds capable of yielding said stannous ions upon association with water
  • said stannous compounds being selected from the group consisting of stannous chloride, stannous acetate, stannous hexa-fluorozironate, stannous sulphate, stannous tartrate, stannous gluconate, stannous pyrophosphate, stannous fluoride, stannous metaphosphate, stannous oxalate, stannous phosphate and combinations thereof; and (d) from 0.001 to 2% by weight of an antioxidant selected from the group consisting of propyl gallate, butylated hydroxyanisole, butylated hydroxytoluene, ethyl vanillin, rosemary oil, lecithin, vitamin E, rutin, morin fisetin and mixtures thereof.
  • US Patent No. 5,096,702 is a dentifrice composition having an improved antiplaque effect consisting essentially of from 10 to 90% by weight of a liquid vehicle which comprises water and a humectant, from 10 to 75% by weight of an abrasive cleaning agent, from 0.1 to 5% by weight of stannous pyrophosphate and from 0.1 to 5% by weight of a fluorocompound, the dentifrice composition being essentially free from a phytate salt, and wherein the fluorocompound is a water-soluble monofluorophosphate salt.
  • said preparation (a) is non-aqueous, abrasive free, and free from substances that interfere with the microbial activity of SnF 2>
  • (b) is characterized as ingestible, non-foaming, and substantive to hard and soft tissue in the oral cavity,
  • (c) has a pH from between about 3.4 and about 6.5
  • (d) is antimicrobially active towards S. mutans
  • (e) is in a delivery form selected from the group consisting of liquids and solids.
  • a method for producing a commercial-scale size batch of a stable gel consisting essentially of from about 96% to about 98% of anhydrous glycerin, from about 1.8% to about 2.2% of hydroxyethyl cellulose and from about 0.38% to about 0.43% of stannous fluoride wherein the concentration of stannous fluoride in said gel is stable during storage against deterioration to levels below that enabling the use of said gel as a topical treating agent for the prevention of dental caries.
  • the first stage of said method comprising the sequential steps:
  • a method of producing a commercial-scale size batch of a stable gel consisting essentially of from about 0.38% to about 0.42% of stannous fluoride, from about 0.25% to about 0.45% hydroxyethyleelluose and the remainder anhydrous glycerin, wherein the concentration of stannous fluoride in said gel is stable during storage against deterioration to levels below that enabling the use of said gel as a topical treating agent for the prevention of dental caries, comprising the steps:
  • US Patent No. 4,647,451 describes an anhydrous dentifrice comprising at least about 50% by weight of glycerin humectant, at least 0.1% by weight of deacetylated heteropolysaccharide S-60 to provide a rigid gel consistency to said dentifrice, about 5 to 50% by weight of dentally acceptable polishing agent selected from the group consisting of anhydrous zeolite, sodium bicarbonate, alpha-alumina hydrate, calcium sulfate, aluminum silicate, dicalcium phosphate, tricalcium phosphate, insoluble sodium metaphosphate, silica aerogel, sodium aluminasilicate, magnesium carbonate, calcium carbonate, calcium pyrophosphate and bentonite and said anhydrous dentifrice further contains a fluoride-providing compound in an amount which provides about 0.01 to 1% by weight of water-soluble fluoride content to said anhydrous dentifrice upon contact with water or saliva, said fluoride-providing compound being selected from the group consist
  • US Patent No. 5,004,597 describes an oral composition effective in treating plaque/gingivitis comprising:
  • US Patent 5,145,666 describes an oral composition effective in treating plaque/gingivitis with reduced staining having a first composition comprising:
  • composition (c) a pharmaceutically acceptable carrier wherein the pH of said composition is from about 3.0 to about 5.0 and said composition is substantially free of a calcium ion source (s) ; and a second composition comprising:
  • compositions are packaged as a kit of separate containers.
  • US Patent 5,213,790 describes an oral, bi-phasic, dual-formulation dentifrice or toothpaste composition effective in treating plaque/gingivitis with reduced staining having a first dentifrice or toothpaste composition comprising:
  • stannous gluconate (b) a safe and effective amount of stannous gluconate; and (c) a pharmaceutically acceptable dentifrice or toothpaste carrier wherein the pH of said composition is from about 3.0 to about 5.0 and said composition is substantially free of both a citric ion source as well as a calcium ion source;
  • US Patent 5,281,410 describes an oral composition effective in treating plaque/gingivitis with reduced staining having a first composition comprising:
  • composition is substantially free of a calcium ion source (s) ;
  • composition comprising:
  • a pharmaceutically acceptable fluoride toothpaste carrier wherein the pH of said composition is from about 3.0 to about 5.0 and said composition contains less than about 2.0% of a calcium ion source (s) and less than about 0.05% stannous fluoride.
  • US Patent 5,338,537 describes an oral anticalculus antiplaque/gingivitis composition with reduced tendency to stain consisting essentially of:
  • R can be hydrogen or lower alkyl and n is an integer from 3 to 5;
  • US Patent No. 4,335,102 describes an oral composition for caries prophylaxis comprising: a highly soluble stannous compound selected from the group consisting of stannous fluoride, stannous chloride, stannous chloride fluoride, sodium stannous fluoride, potassium stannous fluoride, stannous acetate, stannous hexafluorozirconate, stannous sulfate, stannous tartrate, stannous gluconate and mixtures thereof, said highly soluble stannous compound being present in the range of 0.03% to 5% by weight of the composition as stannous tin; a difficulty soluble stannous compound selected from the group consisting of stannous pyrophosphate, stannous metaphosphate, stannous oxide, stannous oxalate, stannous phosphate and mixtures thereof, said difficulty soluble stannous compound being present in the range of 0.05% to 10% by weight of the composition a stannous tin; and 0.1% to 20%
  • US Patent 4,259,316 describes an oral composition for caries prophylaxis comprising stannous fluoride and a phytic acid compound, the content of stannous fluoride being 0.1 to 4% by weight of the total amount of the composition, the content of the phytic acid compound being 0.5 to 10% by weight of the total amount of the composition, the molar ratio of the phytic acid compound to stannous fluoride being in the range of from 0.025:1 to 2.5:1, and the composition being acidic.
  • essential oils e.g. phenolic compounds
  • phenolic compounds have been employed alone and in combination to flavor oral compositions.
  • some of them have been included in compositions such as mouthwash and toothpaste for their antibacterial properties.
  • U.S. Patent 5,094,843 discloses the use of essential oils, such as phenolic compounds, in fluoride toothpastes, and pending Application No. 08/280,098 filed July 25, 1994, assigned to Warner-Lambert Company, describes toothpaste with antimicrobial properties in which essential oils are present.
  • essential oils such as phenolic compounds
  • U.S. Patent 5,094,843 discloses the use of essential oils, such as phenolic compounds, in fluoride toothpastes
  • pending Application No. 08/280,098 filed July 25, 1994, assigned to Warner-Lambert Company describes toothpaste with antimicrobial properties in which essential oils are present.
  • the presence of the essential oils in combination with stabilized stannous ions and, in particular, as stabilized stannous fluoride compositions would give a surprising and unexpected increase in the effectiveness of the oral composition against plaque and gingivitis.
  • stabilizing technologies in combination with certain known essential oils to provide a stable stannous oral composition, such as a toothpaste, which has enhanced efficacy against plaque and gingivitis
  • This invention relates to an antiplaque and antigingivitis oral composition
  • an antimicrobial effective amount of at least one essential oil comprising: (a) an antimicrobial effective amount of at least one essential oil; (b) a source of stabilized stannous ions in an amount effective to provide at least about 300 ppm of soluble stannous ions in the composition; and (c) an orally acceptable vehicle.
  • the oral composition may be in the form of a dentrifice, e.g., a toothpaste, gel or tooth powder, a mouthwash, a lozenge, candy, chewing gum or the like.
  • a dentrifice e.g., a toothpaste, gel or tooth powder, a mouthwash, a lozenge, candy, chewing gum or the like.
  • the oral composition takes the form of a toothpaste or gel.
  • a stabilized stannous oral compositions preferably a stabilized stannous dentifrice and more preferably a stabilized stannous fluoride dentifrice
  • an effective amount of antiplaque or antigingivitis essential oils such as the essential oils found in commercial antiseptic mouthrinses such as LISTERINE ® , i.e. , menthol, thymol, eucalyptol and methyl salicylate.
  • an antiplaque and antigingivitis oral composition comprises an orally acceptable vehicle or base for such composition, an effective antiplaque and antigingivitis amount of stabilized stannous ion, and an essential oil in an amount which significantly increases the antiplaque and antigingivitis action of the stannous ion on the teeth of a user of the oral composition.
  • the oral compositions of this invention contains at least one source of stabilized stannous ions.
  • stabilized it is meant that the composition delivers an efficacious and concomitantly bioavailable quantity of Sn 2+ ion.
  • known methods may be used to stabilize the stannous ion by, for example, (i) the use of anhydrous compositions, (ii) the introduction of stannous chelating agents in the compositions, (iii) the provision of a reservoir of stannous ions in the composition, and/or (iv) the inclusion of antioxidants in the composition.
  • These exemplary means of stabilization are not limiting, since this invention encompasses any stannous ion source that provides at least 300 ppm of bioavailable stannous ions in the composition.
  • Known stabilized stannous ion compositions and stannous salts, particularly stannous fluoride salts, are useful in this invention.
  • Stannous fluoride and stannous chloride are preferred, with stannous fluoride being most preferred.
  • Examples from several U.S. patents are included herein to illustrate useful stannous fluoride formulations, and the disclosure of those U.S. patents are incorporated by reference in this disclosure.
  • the level of soluble stannous ions in the oral composition should be in the range of about 300 ppm to about 13,000 ppm, preferably about 800 ppm to about 10,000 ppm and most preferably about 3000 ppm to about 7500 ppm.
  • Essential oils include, for example, phenolic compounds having phenolic groups, or derivatives thereof, which are orally acceptable and which have an acceptable flavor. Such essential oils may be selected from the group consisting of eucalyptol, thymol, methyl salicylate, menthol, chlorothymol and phenol, and halogenated and other derivatives thereof, with the first six being more preferred, and the first four being even more preferred as the essential oils used for many years in LISTERINE ® brand antiseptic mouthwash. Although any of such essential oils may be employed alone it may normally be preferred to utilize mixtures of two or more thereof and preferably all four (of the first four listed) will be in the oral composition.
  • composition it is desirable that there be a total amount of at least about 0.1-5 %w/w of the combined four essential oils, preferably at least about 0.05-5 %w/w of at least one essential oil, and more preferably at least about 0.1-5 %w/w of each wherein the total amount of the combined essential oils is about 0.1-10 %w/w.
  • the oral compositions of this invention are preferably dentifrices, such as toothpastes and gels, but various other compositions such as mouthwashes or mouthrinses may also be given the described improved antiplaque properties by including in them stabilized stannous ions and an antimicrobial effective amount of at least one essential oil.
  • Such compositions include tooth powders, tooth hardeners (usually of the professionally applied type), anticalculus compositions, gums, tablets and lozenges.
  • the dentifrice composition of the invention may contain the following essential oils in percentages by weight:
  • the dentifrice composition may contain the following essential oils in percentages by weight: (a) thymol from about 0.025% w/w to about 1.0% w/w; (b) menthol from about 0.05% w/w to about 2.5% w/w; (c) eucalyptol from about 0.025% w/w to about 2.0% w/w; and (d) methyl salicylate from about 0.05% w/w to about 2.5% w/w.
  • essential oils in percentages by weight: (a) thymol from about 0.025% w/w to about 1.0% w/w; (b) menthol from about 0.05% w/w to about 2.5% w/w; (c) eucalyptol from about 0.025% w/w to about 2.0% w/w; and (d) methyl salicylate from about 0.05% w/w to about 2.5% w/w.
  • the dentifrice composition may contain the following essential oils in percentages by weight: (a) thymol from about 0.05% w/w to about 0.8% w/w; (b) menthol from about 0.1% w/w to about 2.0% w/w; (c) eucalyptol from about 0.05% w/w to about 1.5% w/w; and (d) methyl salicylate from about 0.1% to about 2.0% w/w.
  • the pH of the dentrifice composition according to the present invention is from about 3 to about 8, more preferably from about 3 to about 6.
  • the preferred embodiment of the present invention may also contain conventional dentifrice additives including but not limited to humectants, binders, thickeners, surfactants, preservatives, sweeteners, flavors, colors, and a buffer. These additives are present in amounts that do not interfere with the antiplaque and antigingivitis properties of the composition of the present invention.
  • Surfactants or surface active agents are organic compounds which reduce surface tension between liquids and aid in the dispersion of a composition throughout the oral cavity.
  • the surfactant in the present invention may be anionic, nonionic, or amphoteric.
  • the dentifrice compositions of the present invention may contain surfactants in amounts up to about 5.0% w/w; preferably from about 0.1% w/w to about 3.0% w/w of the dentifrice composition; and most preferably from about 0.2% w/w to about 2.5% w/w of the dentifrice composition.
  • the most preferred surfactants are anionic. These anionic surfactants include but are not limited to sodium lauryl sulfate, sodium lauroyl sarcosinate, sodium methyl cocyl taurate, and disodium lauryl sulfosuccinate.
  • the surfactant is the anionic surfactant sodium lauryl sulfate.
  • Preferred amphoteric surfactants include long chain (alkyl) amino-alkylene aklyated amine derivatives, also known as MIRANOL ® , manufactured by Rhone-Poulanc, Cranberry, New Jersey.
  • Sweeteners well known in the art including natural and artificial sweeteners, may be used.
  • the sweetener may be selected from a wide range of materials including naturally occurring water-soluble sweeteners, artificial water-soluble sweeteners and modified water- soluble sweeteners derived from naturally occurring water-soluble sweeteners.
  • Artificial water-soluble sweeteners include, but are not limited to, soluble saccharin salts, e.g., sodium or calcium saccharin salts, cyclamate salts, the sodium, ammonium or calcium salt of 3,4-dihydro-6-methyl-1,2,3, -oxathiazine-4-one- 2,2-dioxide, the potassium salt of 3,4-dihydro-6- methyl-1,2,3-oxathiazine-4-one-2,2-dioxide (Acesulfame- K) , the free acid form of saccharin, and the like; dipeptide based sweeteners, such as L-aspartic acid derived sweeteners, e.g., L-aspartyl-L-phenylalanine methyl ester (Aspartame) and materials described in U.S.
  • soluble saccharin salts e.g., sodium or calcium saccharin salts, cyclamate salts, the sodium, ammonium or calcium salt
  • Patent No. 3,492,131 L-alpha-aspartyl-N- (2,2,4,4- tetramethyl-3-thietanyl) -3-alaninamide hydrate (Alitame) , methyl esters of L-aspartyl-L- phenylglycerine, and L-aspartyl-L-2, 5- dihydrophenylglycine, L-aspartyl-2,5-dihydro-L- phenylalanine; L-aspartyl-L- (1-cyclohexene) -alanine, and the like.
  • Naturally occurring water-soluble sweeteners include, but are not limited to, sugar alcohols, including sorbitol as 70% sorbitol solution, mannitol, xylitol, maltitol, hydrogenated starch hydrolysates and mixtures thereof.
  • Water-soluble sweeteners derived from naturally occurring water-soluble sweeteners include, but are not limited to, chlorinated derivatives of sucrose, known, for example, under the product designation of Sucralose; and protein-based sweeteners such as thaumaoccous danielli (Thaumatin I and II) .
  • Sorbitol solution supplies sweetness and body to the composition and gives a desirable mouth feel. Sorbitol solution also enhances flavor, prevents harsh taste and provides a fresh and lively sensation in the mouth. It also prevents caking of the dentifrice.
  • an effective amount of sweetener is utilized to provide the level of sweetness desired in any particular embodiment of the dentifrice compositions according to the present invention. This amount will vary with the sweetener selected and the final oral hygiene product. The amount of sweetener normally present is from about 0.0025% w/w to about 60% w/w of the dentifrice composition. The exact range of amounts for each type of sweetener in a dentifrice is well known in the art and is not the subject of the present invention.
  • the flavors which may be used in the invention include natural and artificial flavors known in the dentifrice art. Suitable flavors include, but are not limited to, mints, such as peppermint, citrus flavors such as orange and lemon, artificial vanilla, cinnamon, various fruit flavors, and the like.
  • Anethole or anise camphor, p-propenyl anisole is a flavor constituent of anise and fennel oils which are used widely as flavoring agent and antiseptic, and has been found useful in masking the harsh taste of thymol.
  • the amount of flavor is normally a matter of preference subject to such factors as the type of final dentifrice composition, the individual flavor employed, and the strength of flavor desired.
  • the flavors are preferably utilized in amounts that may range in total amounts from about 0.01% w/w to about 6% w/w of the dentifrice composition.
  • Coloring agents in this invention are used in amounts effective to produce a dentifrice of the desired color. These coloring agents may be incorporated in amounts up to about 3% by weight of the dentifrice composition of the present invention.
  • the coloring agents may also include natural food colors and dyes suitable for food, drug and cosmetic applications. These coloring agents are known as FD & C dyes and lakes.
  • the materials acceptable for the foregoing uses are preferably water ⁇ soluble. Illustrative nonlimiting examples include the indigoid dye known as FD & C Blue No. 1, and D & C Yellow No. 10.
  • a full recitation of all FD & C colorants and their corresponding chemical structures may be found in the Kirk-Oth er Encyclopedia of Chemical Technology, 3rd Edition, in volume 5 at pages 857-884.
  • a preferred opacifier, titanium dioxide may be incorporated in amounts up to about 3.0% w/w, preferably less than about 2.0% w/w of the composition, and most preferably less than about 1.0% w/w
  • Suitable humectants in this invention include sorbitol, as 70% sorbitol solution, glycerin, propylene glycol, polyethylene glycol, mixtures thereof, and the like. Humectants may be present in amounts from about 1.0% to about 75.0% by weight of the dentifrice composition.
  • Suitable abrasive substances for use in this invention include hydrated silica, calcium carbonate, calcium pyrophosphate, dicalcium phosphate dihydrate, or alkali metal meta-phosphates.
  • Silica abrasives in the dentifrice composition according to this invention may include among others, ZEODENT ® (113), manufactured by J. M. Huber Corp. and SYLOID ® or SYLODENT ® , manufactured by W.R. Grace Co. These polishing agents may be used in amounts up to about 75.0% w/w of the composition, preferably in amounts from about 5.0% w/w to about 50% w/w of the composition, and most preferably from about 5.0% w/w to about 40.0% w/w of the composition.
  • the dentifrice composition includes an oral vehicle and is in the form of toothpaste or a dental gel.
  • the dentifrice composition of this invention may also include binders or gelling agents to give the products their characteristic consistency. Gelling agents such as hydroxyethyl cellulose, carboxymethyl cellulose, methyl cellulose, xanthan gum, gelling silicas, and the like may be used singly or in combination.
  • the preferred gelling system is a mixture of carboxy methyl cellulose, xanthan gum and gelling silica.
  • Gelling agents may be used in amounts from about 0.1% w/w to about 30% w/w, preferably from about 0.2% w/w to about 15.0% w/w of the dentifrice composition, and most preferably from about 0.4% w/w to about 10% w/w of the composition.
  • the dentifrice composition of this invention may also contain a desensitizing agent such as strontium chloride, potassium nitrate or sodium citrate-citric acid, which may be used in an amount from about 0.5% w/w to about 10% w/w.
  • a desensitizing agent such as strontium chloride, potassium nitrate or sodium citrate-citric acid, which may be used in an amount from about 0.5% w/w to about 10% w/w.
  • Suitable preservatives in this invention include benzoic acid, butylated hydroxyanisole (BHA) , butylated hydroxytoluene (BHT) , ascorbic acid, methyl paraben, propyl paraben, tocopherols and mixtures thereof.
  • Preservatives when used are generally present in amounts up to about 1.0% w/w, and preferably from about 0.01% w/w to about 0.5% w/w of the dental gel composition.
  • the dentifrice compositions of this invention may be prepared by mixing the desired ingredients using methods well known to those of ordinary skill in the art.
  • the preparation of a dental gel employing the ingredients of this invention is also readily accomplished by those having ordinary skill in the art.
  • the base or the vehicle for the active components will usually be any which is conventionally employed in known oral compositions.
  • bases or vehicles which deleteriously affect the stability, and hence the bioavailability, of the stannous ion should be avoided.
  • a mouthwash composition is a mouthwash composition.
  • Conventional mouthwash composition components include, for example, an aqueous/alcoholic carrier, surfactants, particularly nonionic surfactants or anionic surfactants, flavors, sweeteners and surfactants such as previously described for the dentrifice compositions of this invention.
  • the mouthwashes of this invention comprise 1 to 65% w/v alcohol, preferably 10 to 30% w/v alcohol and most preferably the alcohol is ethanol.
  • the pH of the mouthwash compositions of this invention typically range between about 3 to about 8, most preferably about 3 to 6.
  • Substantially anhydrous mouthwash formulations are also preferred to assist in stannous stabilization.
  • compositions of this invention may contain an anticalculus effective amount of zinc, generally between about 0.25 to about 2 % w/w.
  • Two dentrifice compositions of the present invention were prepared by mixing the igredients described below.
  • THYMOL 0.60 0.30 Methyl Salicylate 0.60 0.20
  • Two additional dentrifice compostions were prepared by mixing the following ingredients:
  • Anticeptic assays were performed to evaluate the potential antiplaque and antiginivitis activity of the stabilized stannous toothpastes of Examples 3 and 4.
  • the anticeptic assays were also performed on commercially available Listerine Cool Mint Tooth Paste ® , Crest Regular ® and Crest Gum Care ® .
  • the results of the anticeptic assays are illustrated below as the percent of surviving salivary organisms relative to Listerine Cool Mint Tooth Paste ® .

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Abstract

Cette invention concerne un composition orale de lutte contre la plaque dentaire se présentant sous forme de dentifrice en pâte ou en gel, de poudre dentaire, de bain ou de produits de rinçage de bouche, de fortifiant dentaire, de chewing-gum ou de pastilles. Cette composition comprend une source d'ions stanneuse en qualité de composant de lutte contre la plaque dentaire et la gingivite. L'action anti-plaque et anti-gingivite de ce composant est étonnamment et avantageusement accrue par la présence dans cette composition orale d'une huile essentielle, tel que de l'eucalyptol, du thymol, du salicylate de méthyle, du menthol, du phénol, ainsi que leurs dérivés halogénés ou leurs mélanges. Les compositions préférées se présentent sous forme de dentifrices en pâte ou en gel et de bains ou de produits de rinçage de bouche.
PCT/US1996/016691 1995-10-23 1996-10-22 Composition orale stanneuse amelioree WO1997015277A1 (fr)

Priority Applications (1)

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AU74534/96A AU7453496A (en) 1995-10-23 1996-10-22 Enhanced stannous oral composition

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US582195P 1995-10-23 1995-10-23
US60/005,821 1995-10-23

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Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999032075A1 (fr) * 1997-12-22 1999-07-01 Warner-Lambert Company Compositions permettant d'inhiber la gingivite
WO2001012144A1 (fr) * 1999-08-19 2001-02-22 Optiva Corporation Gommes contenant des agents antimicrobiens
US6290975B1 (en) 1998-05-15 2001-09-18 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Method for the prevention of gum disease
US6303104B1 (en) * 1999-02-12 2001-10-16 Enamelon, Inc. Remineralizing/mineralizing oral products having improved whitening and stain removal properties
WO2011151171A1 (fr) * 2010-05-31 2011-12-08 Unilever Nv Composition pour le traitement de la peau
US8945596B2 (en) 2008-10-20 2015-02-03 Conopco, Inc. Antimicrobial composition
US8992901B2 (en) 2010-05-31 2015-03-31 Conopco, Inc. Skin treatment composition
US9132103B2 (en) 2009-09-24 2015-09-15 Conopco, Inc. Disinfecting agent comprising eugenol, terpineol and thymol
US9408870B2 (en) 2010-12-07 2016-08-09 Conopco, Inc. Oral care composition
US9693941B2 (en) 2011-11-03 2017-07-04 Conopco, Inc. Liquid personal wash composition
US20210346252A1 (en) * 2020-05-05 2021-11-11 The Procter & Gamble Company Remineralizing Oral Care Compositions Comprising Tin
US20230048169A1 (en) * 2020-07-20 2023-02-16 Javad Ghoreishi Oral hygiene compositions

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GB1161018A (en) * 1966-12-09 1969-08-13 Colgate Palmolive Co Dentifrices
US3914404A (en) * 1969-01-10 1975-10-21 Dow Chemical Co Dentifrices and method for reducing enamel solubility
JPS62198611A (ja) * 1986-02-27 1987-09-02 Lion Corp 口腔用組成物
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WO1996003109A1 (fr) * 1994-07-25 1996-02-08 Warner-Lambert Company Dentifrice antiseptique

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GB1161018A (en) * 1966-12-09 1969-08-13 Colgate Palmolive Co Dentifrices
US3914404A (en) * 1969-01-10 1975-10-21 Dow Chemical Co Dentifrices and method for reducing enamel solubility
JPS62198611A (ja) * 1986-02-27 1987-09-02 Lion Corp 口腔用組成物
US5094843A (en) * 1990-09-10 1992-03-10 Beecham Inc. Antimicrobial toothpaste
WO1992004884A1 (fr) * 1990-09-10 1992-04-02 Beecham Incorporated Pate dentifrice antimicrobienne
WO1992007550A1 (fr) * 1990-11-02 1992-05-14 Arnold Michael J Composition et procede d'adsorption de la plaque dentaire
WO1995017879A1 (fr) * 1993-12-29 1995-07-06 The Procter & Gamble Company Composition de dentifrice anti-tartre contenant du thymol
WO1996003109A1 (fr) * 1994-07-25 1996-02-08 Warner-Lambert Company Dentifrice antiseptique

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STN, File Supplier, Karlsruhe, DE, File *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6248309B1 (en) 1997-04-04 2001-06-19 Optiva Corporation Gums containing antimicrobial agents
WO1999032075A1 (fr) * 1997-12-22 1999-07-01 Warner-Lambert Company Compositions permettant d'inhiber la gingivite
US6290975B1 (en) 1998-05-15 2001-09-18 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Method for the prevention of gum disease
US6303104B1 (en) * 1999-02-12 2001-10-16 Enamelon, Inc. Remineralizing/mineralizing oral products having improved whitening and stain removal properties
WO2001012144A1 (fr) * 1999-08-19 2001-02-22 Optiva Corporation Gommes contenant des agents antimicrobiens
US8945596B2 (en) 2008-10-20 2015-02-03 Conopco, Inc. Antimicrobial composition
US9132103B2 (en) 2009-09-24 2015-09-15 Conopco, Inc. Disinfecting agent comprising eugenol, terpineol and thymol
WO2011151171A1 (fr) * 2010-05-31 2011-12-08 Unilever Nv Composition pour le traitement de la peau
US8992901B2 (en) 2010-05-31 2015-03-31 Conopco, Inc. Skin treatment composition
US9408870B2 (en) 2010-12-07 2016-08-09 Conopco, Inc. Oral care composition
US9693941B2 (en) 2011-11-03 2017-07-04 Conopco, Inc. Liquid personal wash composition
US20210346252A1 (en) * 2020-05-05 2021-11-11 The Procter & Gamble Company Remineralizing Oral Care Compositions Comprising Tin
US20230048169A1 (en) * 2020-07-20 2023-02-16 Javad Ghoreishi Oral hygiene compositions

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