WO2001001941A1 - Compositions comprising organosiloxane resins for delivering xylitol to the oral cavity - Google Patents
Compositions comprising organosiloxane resins for delivering xylitol to the oral cavity Download PDFInfo
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- WO2001001941A1 WO2001001941A1 PCT/US2000/018187 US0018187W WO0101941A1 WO 2001001941 A1 WO2001001941 A1 WO 2001001941A1 US 0018187 W US0018187 W US 0018187W WO 0101941 A1 WO0101941 A1 WO 0101941A1
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
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- A—HUMAN NECESSITIES
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- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C19/00—Dental auxiliary appliances
- A61C19/06—Implements for therapeutic treatment
- A61C19/063—Medicament applicators for teeth or gums, e.g. treatment with fluorides
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- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/69—Medicaments
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- A61K6/78—Pigments
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- A61K8/20—Halogens; Compounds thereof
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- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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Definitions
- the present invention relates to compositions for delivering xylitol to the surfaces of the teeth.
- the composition forms a film on the surface to which it has been applied and provides sustained release of the xylitol from the film for prolonged therapeutic, prophylactic, and/or cosmetic benefits.
- the present invention relates to compositions comprising organosiloxane resins for delivering xylitol to the tooth enamel as a caries preventative agent.
- the compositions herein may further comprise additional oral care substances.
- the compositions herein may further provide sustained release benefits to other oral surfaces, such as the gingival and mucosal tissues, as well as to the surfaces of the teeth.
- Xylitol is a natural sugar alcohol that has been shown to reduce the incidence of dental caries as well as to reduce levels of S. mutans (an organism implicated in causing caries) both in plaque and in saliva. These results have predominantly been observed in long term studies in which frequent daily exposure to xylitol and/or longer periods of exposure to xylitol were included.
- xylitol as a sweetener
- Certain commercially marketed dentifrices have also previously incorporated xylitol as a sweetening agent; however, the use of xylitol in dentifrices has not conclusively been shown to provide anti-caries benefit. It is believed that this is at least in part due to the short resident time of xylitol in the mouth if used in dentifrice.
- Typical dentifrice use during brushing time which is generally on the order or two minutes or less at one brushing, cannot provide a sustained contact between the xylitol and the tooth enamel such that its anti-caries and/or anti-plaque effects can be seen.
- Oral care products by which various oral care substances or actives can be delivered to the soft and hard tissues of the oral cavity have also previously been known.
- oral care products include, for example, brushing aids such as dentifrice products for delivery of anti-caries actives such as fluoride or other actives for the reduction of the bacteria that lead to the formation of plaque, and mouthwashes containing breath freshening actives and/or anti-bacterial actives.
- bleaching agents such as peroxide that can be applied directly to the surfaces of the teeth, i.e., to the tooth enamel, have been developed.
- the above systems are water-soluble, i.e., they are readily dissolved by saliva, generally within about 1-3 hours after application. Therefore, they offer poor adhesion in the oral cavity and therefore cannot provide long- term delivery of the active ingredient that is present in the composition.
- their water-soluble nature precludes them from being used with oral care actives that would be unstable in water-based films.
- Sodium percarbonate is one example of such an active; it would be unstable in the high pH environment of an aqueous-based film.
- the use of protective coatings that are applied to the teeth has been described. See, US patent no.
- barrier coating may offer a benefit in terms of enhanced durability, it requires the use of special equipment and complex application; thus, it cannot be performed at home and cannot be used for self-treatment.
- compositions for delivering xylitol to the oral cavity comprising: (a) an organosiloxane resin; (b) a volatile carrier capable of solubilizing the organosiloxane resin; (c) a rheology modifier; and (d) an effective amount of xylitol.
- the present invention is also directed to such compositions comprising: (a) an organosiloxane resin; (b) a fluid diorganopolysiloxane-based polymer; (c) a volatile carrier capable of solubilizing the organosiloxane resin and the fluid diorganopolysiloxane-based polymer; (d) a rheology modifier; and (e) an effective amount of xylitol.
- the present compositions may further comprise an additional oral care substance.
- the present invention further is directed to a method of using these compositions.
- effective amount means an amount of a compound or composition sufficient to significantly induce a positive benefit, preferably an oral health benefit, but low enough to avoid serious side effects, i.e., to provide a reasonable benefit to risk ratio, within the sound judgment of a skilled artisan.
- Silicone resins are highly crosslinked polymeric siloxane systems.
- the crosslinking is introduced through the incorporation of tri-functional and tetra- functional silanes with mono-functional or di-functional, or both, silanes during manufacture of the silicone resin.
- the degree of crosslinking that is required in order to result in a silicone resin will vary according to the specific silane units incorporated into the silicone resin.
- silicone materials which have a sufficient level of trifunctional and tetrafunctional siloxane monomer units, and hence, a sufficient level of crosslinking, such that they dry down to a rigid, or hard, film are considered to be silicone resins.
- the ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material.
- Silicone materials which have at least about 1.1 oxygen atoms per silicon atom will generally be silicone resins herein.
- the ratio of oxygen:silicon atoms is at least about 1.2:1.0.
- Silicone materials and silicone resins in particular can conveniently be identified according to a shorthand nomenclature system well known to those skilled in the art as the "MDTQ" nomenclature. Under this system, the silicone is described according to the presence of various siloxane monomer units which make up the silicone. Briefly, the symbol M denotes the mono-functional unit (CH3)3SiO).5; D denotes the difunctional unit (CH3)2SiO; T denotes the trifunctional unit (CH3)SiO ⁇ 5; and Q denotes the quadra- or tetra-functional unit Si ⁇ 2- Note that a small amount, up to about 5% of silanol or alkoxy functionality may also be present in the resin structure as a result of processing.
- Primes of the unit symbols denote substituents other than methyl, and must be specifically defined for each occurrence. Typical alternate substituents include groups such as vinyl, phenyl, amino, hydroxyl, etc.
- the molar ratios of the various units either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone, or an average thereof, or as specifically indicated ratios in combination with molecular weight, complete the description of the silicone material under the MDTQ system. Higher relative molar amounts of T, Q, T' and/or Q' to D, D', M and/or M' in a silicone resin is indicative of higher levels of crosslinking. As discussed before, however, the overall level of crosslinking can also be indicated by the oxygen to silicon ratio.
- the organosiloxane resins are solid at about 25°C and the average molecular weight of the resins is from about 1 ,000 to about 10,000.
- the resins are soluble in organic solvents such as toluene, xylene, isoparaffins, and cyclosiloxanes or the volatile carrier described below, indicating that the resin is not sufficiently crosslinked such that the resin is insoluble in the volatile carrier.
- the silicone resins preferred for use herein are MQ, MT, MTQ, and MDTQ resins; such MQ resins are disclosed in U.S. Patent 5,330,747, Krzysik, issued July 19, 1994.
- the preferred silicone substituent is methyl.
- MQ resins wherein the M:Q ratio is from about 0.5:1.0 to about 1.5:1.0.
- Organosiloxane resins such as these are commercially available, for example, Wacker 803 and 804 available from Wacker Silicones Corporation of Adrian, Michigan, US, and G.E. 1170-002 from the General Electric Company.
- the level of the resin that is used in the compositions is dependent on its degree of solubility in the formulation, particularly in the solvents used. Generally, the range of resin used in the present invention is from about 5% to about 70%, preferably from about 15% to about 45%, and even more preferably from about 20% to about 40%.
- compositions of the present invention may further comprise a fluid diorganopolysiloxane-based polymer to be combined with the organosiloxane resins.
- Said fluid diorganopolysiloxane-based polymers useful in the present invention span a large range of viscosities; from about 10 to about 10,000,000 centistokes (cSt) at 25 °C.
- Some diorganopolysiloxane polymers useful in this invention exhibit viscosities greater than 10,000,000 centistokes (cSt) at 25 °C and therefore are characterized by manufacturer specific penetration testing. Examples of this characterization are GE silicone materials SE 30 and SE 63 with penetration specifications of 500-1500 and 250-600 (tenths of a millimeter), respectively.
- diorganopolysiloxane polymers comprising repeating units, where said units correspond to the formula (R2SiO) n , where R is a monovalent radical containing from 1 to 6 carbon atoms, preferably selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, allyl, cyclohexyl, amino alkyl, phenyl, fluoroalkyl and mixtures thereof.
- R is a monovalent radical containing from 1 to 6 carbon atoms, preferably selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, amyl, hexyl, vinyl, allyl, cyclohexyl, amino alkyl, phenyl, fluoroalkyl and mixtures thereof
- the fluid diorganopolysiloxane polymers employed in the present invention may contain one or more of these radicals as substituents on the siloxane polymer backbone.
- the fluid diorganopolysiloxane polymers may be terminated by triorganosilyl groups of the formula (R ⁇ Si) where R * is a monovalent radical selected from the group consisting of radicals containing from 1-6 carbon atoms, hydroxyl groups, alkoxyl groups and mixtures thereof.
- R * is a monovalent radical selected from the group consisting of radicals containing from 1-6 carbon atoms, hydroxyl groups, alkoxyl groups and mixtures thereof.
- the fluid diorganopolysiloxane polymer must be compatible in solution with the organosiloxane resin and the volatile carrier.
- compatible refers to the formation of a single phase solution when the fluid diorganopolysiloxane polymer, the organosiloxane resin and the volatile carrier are mixed together in ratios required for a specific formulation.
- the lower viscosity fluid diorganopolysiloxane polymers (viscosity of about 10 to 100cSt.) are particularly useful when using ethanol as the principal volatile carrier.
- PDMS poly(dimethylsiloxane)
- silicone gum having a viscosity of at least 100,000 cSt, volatile carriers other than ethanol are preferred.
- Silicone gum corresponds to the formula:
- R where R is a methyl group.
- Fluid diorganopolysiloxane polymers such as these are commercially available, for example, SE 30 silicone gum and SF96 silicone fluid available from the General Electric Company. Similar materials can also be obtained from Dow Corning and from Wacker Silicones.
- dimethicone copolyol to modify film forming characteristics as desired.
- the dimethicone copolyol can be further characterized as polyalkylene oxide modified polydimethysiloxanes, such as manufactured by the Witco Corporation under the trade name Silwet. Similar materials can be obtained from Dow Corning, Wacker Silicones and Goldschmidt Chemical Corporation as well as other silicone manufacturers.
- the ratio of organosiloxane resin to fluid diorganopolysiloxane-based polymer is preferably from about 10:1 to about 1 :10, more preferably from about 2:1 to about 8:1 , and still more preferably from about 4:1 to 6:1.
- the organosiloxane resin and the fluid diorganosiloxane-based polymer above must be easily transferred to the oral cavity surfaces, such as to the tooth enamel.
- a carrier specifically a volatile carrier which must quickly volatilize from the oral cavity surfaces, leaving a film on the application surfaces.
- the volatile carrier must solubilize the organosiloxane resin and if present in the composition, the fluid diorganosiloxane-based polymer.
- the volatile carrier comprises from about 10% to about 90%, preferably from about 15% to about 80%, and more preferably from about 20% to about 70% of the composition.
- the volatile carrier of the present invention is selected from the group consisting of hydrocarbon oils, volatile silicones, non-hydrocarbon solvents, and mixtures thereof.
- Hydrocarbon oils useful in the present invention include those having boiling points in the range of 60-260°C, more preferably hydrocarbon oils having from about Cs to about C20 chain lengths, most preferably Cs to C20 isoparaffins.
- isoparaffins most preferred are selected from the group consisting of isododecane, isohexadecane, isoeocosane, 2,2,4-trimethylpentane, 2,3-dimethylhexane and mixtures thereof.
- isododecane available as, for example, Permethyl 99A from Permethyl Corporation corresponding to the formula:
- Preferred volatile silicone fluids include cyclomethicones having 3, 4 and 5 membered ring structures corresponding to the formula:
- Non-hydrocarbon solvents useful herein include esters, ketones, alcohols, fluorocarbons and fluorocarbon ethers having boiling points in the range of 60 to 200°C.
- Non-hydrocarbon solvents or mixtures thereof particularly useful include those that are capable of solubilizing the resin and/or the diorganopolysiloxane-based polymer.
- Such solvents include but are not limited to ethanol, acetone, butanone, ethyl acetate, propyl acetate, amyl acetate, ethyl butyrate, methyl nonafluoroisobutyl ether, methyl nonafluorobutyl ether, and mixtures thereof.
- These non-hydrocarbon solvents are readily available such as ethyl acetate and methyl ethyl ketone, both supplied by J. T. Baker of Phillispburg, N.J, and HFE (a mixture of methyl nonafluoroisobutyl ether and methyl nonafluorobutyl ether), supplied by the 3M Company.
- compositions further comprise a rheology modifier which inhibits settling and separation of components or controls settling in a manner which facilitates re-dispersion and may control rheological flow properties.
- Suitable rheology modifiers herein include organo modified clays, silicas, polyethylene, and mixtures thereof.
- the preferred organophilic clays comprise quaternium-18 hectorite or Stearalkonium hectorite, such as Bentone 27 and 38TM from Rheox, organoclay dispersion such as Bentone ISD gel TM; or bentonite organo modified clays such as Bentone 34TM from Rheox or the Claytone SeriesTM from Southern Clay Products; and mixtures thereof.
- the preferred silicas may be fumed silica such as the Aerosil TM series from Degussa or the Cab-o-sil TM series from Cabot Corporation, silica gels such as the Sylodent TM or Sylox TM series from W. R. Grace & Co. or precipitated silica such as Zeothix 265 from J. M. Huber Corporation.
- fumed silica such as the Aerosil TM series from Degussa or the Cab-o-sil TM series from Cabot Corporation
- silica gels such as the Sylodent TM or Sylox TM series from W. R. Grace & Co.
- precipitated silica such as Zeothix 265 from J. M. Huber Corporation.
- the rheology modifier is preferably present in the composition at a level of from about 0.1 % to about 30%, preferably from about 0.5% to about 10%, and even more preferably about 1 % to about 3% of the composition.
- compositions comprise an effective amount of xylitol.
- Xylitol is a five carbon natural sugar alcohol reduced from the pentose sugar xylose and is of the formula C 5 H 12 0 5 .
- Xylitol is also disclosed in the Merck Index as Xylo- pentane-1 , 2, 3, 4, 5, -pentol.
- Xylitol has been shown to have therapeutic benefits as a dental caries preventative in both humans and in animals. Decreased levels of S. mutans in oral plaque and saliva have also been observed. See, e.g., Trahan, L., Xylitol: A Review of its Action on mutans streptococci and Dental Plaque - its Clinical Significance, International Dental Journal (1995) 45, 77-92; Tanzer, J., Xylitol Chewing Gum and Dental Caries, International Dental Journal (1995) 45, 65-76; Makinen, K.
- the factors which are conducive to tooth decay are localized to the surfaces of the teeth, the plaque, its mutans streptococcal flora, the acid produced from sugar in the plaque in juxtaposition to the tooth surface, and the sugar challenge to the plaque flora which promotes mutans streptococcal attachment and which is a prime substrate for acid production.
- Xylitol is a non-fermentable carbon source that cannot be utilized as a sole energy source by many bacteria because such bacteria lack appropriate metabolic enzymes. Consequently, no acid metabolites are produced from the fermentation of xylitol. Xylitol, as a reduced metabolite sugar alcohol, is thus believed to retard the growth of plaque, hence an anti-plaque indication, and further to retard the growth of corresponding plaque acids, resulting in anti-caries benefits.
- sustained delivery of xylitol from the compositions of the present invention provides better caries protection as compared to xylitol-containing dentifrices, mouthwashes, or chewing gums. This is believed to be a result of the ability of the films herein to adhere in the oral cavity for several hours, for example, up to about eight hours.
- the xylitol is present at a level of from about 2% to about 50%, more preferably from about 5% to about 20% of the compositions herein.
- Xylitol of Food Grade suitable for use herein is commercially available from, e.g., the Roquette Company of Lestrem, France; Cultor Food Science (American Xyrofin, Inc.) of Thomson, Illinois, USA; Towa Chemical Industry (Mitsubishi International Corp.) of Fuji, Japan; Baoshu Group, Baoding City, Hebei province, China; and Huakang Pharmaceutical Plant, Kaihua, Zhejiang province, China.
- compositions may also comprise additional oral care substances, in addition to xylitol.
- Such an oral care substance preferably also contains an active at a level where upon directed use, the benefit sought by the wearer is promoted without detriment to the oral surface to which it is applied.
- the oral conditions these actives address include, but, are not limited to, appearance and structural changes to teeth, whitening, stain bleaching, stain removal, plaque removal, tartar removal, cavity prevention and treatment, inflamed and/or bleeding gums, mucosal wounds, lesions, ulcers, aphthous ulcers, cold sores, tooth abscesses, and the elimination of mouth malodor resulting from the conditions above and other causes such as microbial proliferation.
- Suitable oral care substances include any material that is generally considered safe for use in the oral cavity and that provides changes to the overall appearance and/or health of the oral cavity.
- the level of oral care substance in the compositions of the present invention is generally, unless specifically noted, from about 0.01 % to about 50%, preferably from about 0.1 % to about 20%, more preferably from about 0.5% to about 10%, and even more preferably from about 1 % to about 7%, by weight of the composition.
- Oral care compositions or substances of the present invention may include many of the actives previously disclosed in the art. The following is a non-limiting list of additional oral care actives that may be used in the present invention.
- Teeth whitening actives may be included in the oral care substance of the present invention.
- the actives suitable for whitening are selected from the group consisting of the peroxides, metal chlorites, perborates, percarbonates, peroxyacids, persulfates, and combinations thereof.
- Suitable peroxide compounds include hydrogen peroxide, urea peroxide, calcium peroxide, carbamide peroxide, and mixtures thereof. Most preferred is carbamide peroxide.
- Suitable metal chlorites include calcium chlorite, barium chlorite, magnesium chlorite, lithium chlorite, sodium chlorite, and potassium chlorite.
- Additional whitening actives may be hypochlorite and chlorine dioxide.
- the preferred chlorite is sodium chlorite.
- a preferred percarbonate is sodium percarbonate.
- Preferred persulfates are oxones.
- Anti-tartar agents known for use in dental care products include phosphates.
- Phosphates include pyrophosphates, polyphosphates, polyphosphonates and mixtures thereof.
- Pyrophosphates are among the best known for use in dental care products. Pyrophosphate and polyphosphate ions are delivered to the teeth derive from pyrophosphate polyphosphate salts.
- the pyrophosphate salts useful in the present compositions include the dialkali metal pyrophosphate salts, tetra-alkali metal pyrophosphate salts, and mixtures thereof.
- Disodium dihydrogen pyrophosphate Na2H2P2C7
- tetrasodium pyrophosphate Na4P2 ⁇ 7
- tetrapotassium pyrophosphate K4P2O7
- pyrophosphate salts any of the above mentioned pyrophosphate salts may be used, tetrasodium pyrophosphate salt is preferred.
- pyrophosphate salts are described in more detail in Kirk & Othmer, Encyclopedia of Chemical Technology, Third Edition, Volume 17, Wiley- Interscience Publishers (1982). Additional anticalculus agents include pyrophosphates or polyphosphates disclosed in U.S. Patent No. 4,590,066 issued to Parran & Sakkab on May 20, 1986; polyacrylates and other polycarboxylates such as those disclosed in U.S. Patent No. 3,429,963 issued to Shedlovsky on February 25, 1969 and U.S. Patent No. 4,304,766 issued to Chang on December 8, 1981 ; and U.S. Patent No.
- Anticalculus phosphates include potassium and sodium pyrophosphates; sodium tripolyphosphate; diphosphonates, such as ethane-1-hydroxy-1 ,1-diphosphonate, 1- azacycloheptane-1 ,1-diphosphonate, and linear alkyl diphosphonates; linear carboxylic acids; and sodium zinc citrate.
- Agents that may be used in place of or in combination with the pyrophosphate salt include such known materials as synthetic anionic polymers including polyacrylates and copolymers of maleic anhydride or acid and methyl vinyl ether (e.g., Gantrez), as described, for example, in U.S. Patent 4,627,977, to Gaffar et al.; as well as, e.g., polyamino propoane sulfonic acid (AMPS), zinc citrate trihydrate, polyphosphates (e.g., tripolyphosphate; hexametaphosphate), diphosphonates (e.g., EHDP; AHP), polypeptides (such as polyaspartic and polyglutamic acids), and mixtures thereof. 3.
- synthetic anionic polymers including polyacrylates and copolymers of maleic anhydride or acid and methyl vinyl ether (e.g., Gantrez), as described, for example, in U.S. Patent 4,627,977, to Gaffar
- Fluoride Ion Source Fluoride ion sources are well known for use in oral care compositions as anticaries agents. Fluoride ions are contained in a number of oral care compositions for this purpose, particularly toothpastes. Patents disclosing such toothpastes include U.S. Pat. No. 3,538,230, Nov. 3, 1970 to Pader et al; U.S. Pat. No. 3,689,637, Sept. 5, 1972 to Pader; U.S. Pat. No. 3,711 ,604, Jan 16, 1973 to Colodney et al; U.S. Pat. No. 3,911 ,104, Oct. 7, 1975 to Harrison; U.S. Pat. No. 3,935,306, Jan. 27, 1976 to Roberts et al; and U.S. Pat. No. 4,040,858, Aug. 9, 1977 to Wason.
- fluoride ions to dental enamel serves to protect teeth against decay.
- fluoride ion-yielding materials can be employed as sources of soluble fluoride in the instant compositions. Examples of suitable fluoride ion-yielding materials are found in Briner et al; U.S. Pat. No. 3,535,421 ; issued Oct. 20, 1970 and Widder et al; U.S. Pat. No. 3,678,154; issued July 18, 1972.
- Preferred fluoride ion sources for use herein include sodium fluoride, potassium fluoride and ammonium fluoride. Sodium fluoride is particularly preferred.
- the instant compositions provide from about 50 ppm to 10,000 ppm, more preferably from about 100 to 3000 ppm, of fluoride ions in the compositions that contact dental surfaces when used with the delivery system of the present invention.
- Anti-microbial agents can also be present in the oral care compositions or substances of the present invention.
- Such agents may include, but are not limited to, 5-chloro-2-(2,4-dichlorophenoxy)-phenol, commonly referred to as triclosan, and described in The Merck Index. 11th ed. (1989), pp. 1529 (entry no. 9573) in U.S. Patent No. 3,506,720, and in European Patent Application No. 0,251 ,591 of Beecham Group, PLC, published January 7, 1988; phthalic acid and its salts including, but not limited to those disclosed in U.S. Pat. 4,994,262, Feb. 19, 1991 , preferably magnesium monopotassium phthalate, chlorhexidine (Merck Index, no.
- alexidine Merck Index, no. 222; hexetidine (Merck Index, no. 4624); sanguinarine (Merck Index, no. 8320); benzalkonium chloride (Merck Index, no. 1066); salicylanilide (Merck Index, no. 8299); domiphen bromide (Merck Index, no. 3411 ); cetylpyridinium chloride (CPC) (Merck Index. no.
- TPC tetradecylpyridinium chloride
- TDEPC N-tetradecyl-4-ethylpyridinium chloride
- octenidine delmopinol, octapinol, and other piperidino derivatives
- octenidine delmopinol, octapinol, and other piperidino derivatives
- octapinol and other piperidino derivatives
- octenidine delmopinol, octapinol, and other piperidino derivatives
- iron preparations zinc/stannous ion agents
- antibiotics such as augmentin, amoxicillin, tetracycline, doxycycline, minocycline, and metronidazole
- analogs and salts of the above essential oils including thymol, geraniol, carvacrol, citral, hinokitiol, eucalyptol, catechol (particularly 4- ally
- Anti-inflammatory agents can also be present in the oral care compositions or substances of the present invention.
- Such agents may include, but are not limited to, non-steroidal anti-inflammatory agents or NSAIDs such as ketorolac, flurbiprofen, ibuprofen, naproxen, indomethacin, aspirin, ketoprofen, piroxicam and meclofenamic acid.
- NSAIDs such as Ketorolac are claimed in U.S. Patent 5,626,838, issued May 6, 1997.
- Disclosed therein are methods of preventing and, or treating primary and reoccurring squamous cell carcinoma of the oral cavity or oropharynx by topical administration to the oral cavity or oropharynx an effective amount of an NSAID.
- Nutrients may improve the condition of the oral cavity and can be included in the oral care compositions or substances of the present invention.
- Nutrients include minerals, vitamins, oral nutritional supplements, enteral nutritional supplements, and mixtures thereof
- Minerals that can be included with the compositions of the present invention include calcium, phosphorus, fluoride, zinc, manganese, potassium and mixtures thereof. These minerals are disclosed in Drug Facts and
- Vitamins can be included with minerals or used separately. Vitamins include Vitamins C and D, thiamine, riboflavin, calcium pantothenate, niacin, folic acid, nicotinamide, pyridoxine, cyanocobalamin, para-aminobenzoic acid, bioflavonoids, and mixtures thereof. Such vitamins are disclosed in Drug Facts and Comparisons (loose leaf drug information service), Wolters Kluer Company,
- Oral nutritional supplements include amino acids, lipotropics, fish oil, and mixtures thereof, as disclosed in Drug Facts and Comparisons (loose leaf drug information service), Wolters Kluer Company, St. Louis, Mo., ⁇ 1997, pp. 54-54e.
- Amino acids include, but, are not limited to L-Tryptophan, L-Lysine, Methionine,
- Threonine Levocamitine or L- camitine and mixtures thereof.
- Lipotropics include, but, are not limited to choline, inositol, betaine, linoleic acid, linolenic acid, and mixtures thereof.
- Fish oil contains large amounts of Omega-3 (N-3)
- Entenal nutritional supplements include, but, are not limited to protein products, glucose polymers, corn oil, safflower oil, medium chain triglycerides as disclosed in Drug Facts and Comparisons (loose leaf drug information service), Wolters Kluer Company, St. Louis, Mo., ⁇ 1997, pp. 55-57. 7. Mouth and Throat Products
- Antioxidants are generally recognized as useful in compositions such as those of the present invention. Antioxidants are disclosed in texts such as Cadenas and Packer, The Handbook of Antioxidants, ⁇ 1996 by Marcel Dekker, jnc. Antioxidants that may be included in the oral care composition or substance of the present invention include, but are not limited to Vitamin E, ascorbic acid, Uric acid, carotenoids, Vitamin A, flavonoids and polyphenols, herbal antioxidants, melatonin, aminoindoles, lipoic acids and mixtures thereof.
- H-2 Antagonists Histamine-2 (H-2 or H2) receptor antagonist compounds may be used in the oral care composition of the present invention.
- selective H-2 antagonists are compounds that block H-2 receptors, but do not have meaningful activity in blocking histamine-1 (H-1 or H1 ) receptors.
- Selective H-2 antagonists stimulates the contraction of smooth muscle from various organs, such as the gut and bronchi; this effect can be suppressed by low concentrations of mepyramine - a typical antihistaminic drug.
- the pharmacological receptors involved in these mepyramine-sensitive histamine responses have been defined as H-1 receptors (Ash, A.S.F. & H.O. Schild, Brit. J.
- the H-2 antagonists useful in the oral care compositions or substances are those that blockade the receptors involved in mepyramine-insensitive, non-H-1 (H-2), histamine responses, and do not blockade the receptors involved in mepyramine-sensitive histamine responses.
- Selective H-2 antagonists are those compounds found to be H-2 antagonists through their performance in classical preclinical screening tests for H-2 antagonist function.
- Selective H-2 antagonists are identified as compounds which can be demonstrated to function as competitive or non-competitive inhibitors of histamine-mediated effects in those screening models specifically dependent upon H-2 receptor function, but to lack significant histamine antagonist activity in those screening models dependent upon H-1 receptor function. Specifically, this includes compounds that would be classified as described by Black, J.W., W.A.M. Duncan, C.J. Durant, C.R. Ganellin & E.M. Parsons, "Definition and Antagonism of Histamine H2-Receptors", Nature, Vol. 236 (April 21 , 1972), pp.
- H-2 antagonists if assessed as described by Black through testing with the guinea pig spontaneously beating right atria in vitro assay and the rat gastric acid secretion in vivo assay, but shown to lack in significant H-1 antagonist activity relative to H-2 antagonist activity, if assessed as described by Black with either the guinea pig ileum contraction in vitro assay or the rat stomach muscle contraction in vivo assay.
- selective H-2 antagonists demonstrate no significant H-1 activity at reasonable dosage levels in the above H-1 assays. Typical reasonable dosage level is the lowest dosage level at which 90% inhibition of histamine, preferably 99% inhibition of histamine, is achieved in the above H-2 assays.
- Selective H-2 antagonists include compounds meeting the above criteria which are disclosed in U.S. Patents 5,294,433 and 5,364,616 Singer et al., issued 3/15/94 and 11/15/94 respectively and assigned to Procter & Gamble, wherein the selective H-2 antagonist is selected from the group consisting of cimetidine, etintidine, ranitidine, ICIA-5165, tiotidine, ORF-17578, lupitidine, donetidine, famotidine, roxatidine, pifatidine, lamtidine, BL-6548, BMY-25271 , zaltidine, nizatidine, mifentidine, BMY-52368 (SKF-94482), BL-6341A, ICI- 162846, ramixotidine, Wy-45727, SR-58042, BMY-25405, loxtidine, DA-4634, bisfentidine, sufotidine, ebrotidine, HE-30-
- cimetidine (SKF- 92334), N-cyano-N , -methyl-N"-(2-(((5-methyl-1 H-imidazol-4- yl)methyl)thio)ethyl)guanidine:
- Cimetidine is also disclosed in the Merck Index, 11th edition (1989), p. 354 (entry no. 2279), and Physicians' Desk Reference, 46th edition (1992), p. 2228.
- Related preferred H-2 antagonists include burimamide and metiamide. 10.
- Anti-pain or desensitizing agents can also be present in the oral care compositions or substances of the present invention.
- agents may include, but are not limited to, strontium chloride, potassium nitrate, natural herbs such as gall nut, Asarum, Cubebin, Galanga, scutellaria, Liangmianzhen, Baizhi, etc. 11.
- Anti-viral Actives include, but are not limited to, strontium chloride, potassium nitrate, natural herbs such as gall nut, Asarum, Cubebin, Galanga, scutellaria, Liangmianzhen, Baizhi, etc. 11.
- Antiviral actives useful in the present composition include any know actives that are routinely use to treat viral infections. Such anti-viral actives are disclosed in Drug Facts and Comparisons (loose leaf drug information service),
- the stannous salts that may be used in the present invention would include organic stannous carboxylates and inorganic stannous halides. While stannous fluoride may be used, it is typically used only in combination with another stannous halide or one or more stannous carboxylates or another therapeutic agent.
- Additional components include, but are not limited to, flavoring agents, sweetening agents, opacifiers, coloring agents, surfactants, and chelants such as ethylenediaminetetraacetic acid.
- Suitable flavoring agents include, but are not limited to, oil of peppermint, oil of sassafras, clove bud oil, peppermint, menthol, anethole, thymol, methyl salicylate, eucalyptol, cassia, 1-menthyl acetate, sage, eugenol, parsley oil, oxanone, oil of wintergreen, alpha-irisone, oil of spearmint, marjoram, lemon, orange, propenyl guaethol, cinnamon, and mixtures thereof.
- Pigments may also added to the compositions herein to more precisely indicate the locations at which the composition has actually been applied, allowing the user to apply the composition more thoroughly or evenly. However, such pigments are not intended to mask stains that may exist on the tooth surfaces.
- MQ resin available as 1170-002 from General Electric.
- Dimethicone gum available as SE30 or SE63 from General Electric available as SE30 or SE63 from General Electric.
- NF National Food
- Roquette available as a dry powder from, e.g., Roquette.
- the percentage of each individual solvent component in the mixed solvent systems can vary from 0 to 100%, respectively.
- Bentone 27 available from Rheox.
- MQ resin available as 1170-002 from General Electric.
- Dimethicone gum available as SE 30 from General Electric is available as SE 30 from General Electric.
- NF National Food
- Roquette available as a dry powder from, e.g., Roquette.
- DC-200/350 is: dimethylpolysiloxane, CAS# 9016-00-6, from Dow Corning.
- HFE-7100 is a mixture of Methyl Nonafluoroisobutyl Ether, CAS# 163702-08- 7 and Methyl Nonafluorobutyl Ether, CAS# 163702-07-6 manufactured by 3M Co.
- Aerosil 200 is silicon dioxide (chemically prepared), CAS# 112945-52-5, from Degussa AG.
- compositions of Tables 1 and 2 are non-aqueous.
- the xylitol is dispersed or dissolved in a solution comprising the organosiloxane resin, the fluid diorganopolysiloxane-based polymer, the volatile carrier, and the rheology modifier.
- the hydrophobic compositions of Tables 1 and 2 are suitably prepared as follows. Three hundred (300) grams of organosiloxane resin solution (for example, 43.7% MQ resin in isododecane, or in a 50/50 mixture of ethyl acetate and butanone or in a mixture of ethyl acetate, propyl acetate, and HFE) are mixed with 147.30 grams of fluid diorganopolysiloxane polymer solution (for example, 50% SE30 silicone gum in isododecane or, a 50/50 mixture of ethyl acetate and butanone or a mixture of ethyl acetate, propyl acetate, and HFE). The xylitol is then dispersed in the resin/gum mixture. This method may be carried out without the presence of the silicone gum.
- organosiloxane resin solution for example, 43.7% MQ resin in isododecane, or in a
- compositions of Table 3 are suitably prepared as follows. Add the solvents into a container suitable to minimize solvent loss. Add the rheology modifiers and mix until well dispersed. Add the silicone resin and mix until completely dissolved. Add the silicone gum and/or silicone fluids and mix until completely dissolved. At this time add the xylitol, any salts such as sodium percarbonate and/or other oral care actives, aesthetic ingredients such as opacifiers, sweeteners, dyes, and flavors. Continue mixing until homogeneous. Additional high shear mixing may be used to promote the mixing. Pack into airtight containers.
- premixes of the silicone resin and/or the silicone gum may be prepared prior to incorporation into the final blending step to facilitate silicone dissolution and ease of manufacturing.
- the order of ingredient addition may also vary such as the addition of the rheology modifier(s) may be moved to a later step allowing lower viscosity to be maintained until the later stages of the blending step.
- the present invention additionally relates to a method of delivering xylitol to the dental enamel of a human or animal, e.g., household pets, other domestic animals, or animals kept in captivity.
- the present invention further relates to a method for delivering xylitol in combination with another oral care substance to at least one surface of the oral cavity of a human or animal.
- the user need only apply a composition herein that contains xylitol for plaque and/or caries protection effect and perhaps an additional oral care substance or substances desired to obtain another desired effect, e.g., whitening, breath freshening, pain relief, gum health, tartar control, etc. to the tooth surfaces in the areas desired.
- compositions may also be applied to other surfaces of the oral cavity, such as the gingival or mucosal tissues, or to any other oral cavity surface.
- the composition can be applied with a brush, a pen applicator, a doe's foot applicator, or the like, or even with the fingers.
- any residual substance may be easily removed by wiping, brushing or rinsing the oral surface after a desired period of time has elapsed, or in the normal course of tooth brushing or other oral care activities.
- the film will last from about 2 hours to 8 hours regardless of the reactivity of any oral care substance contained therein.
- the compositions are almost unnoticeable when applied to the oral cavity. It is not necessary to prepare the oral cavity before applying the composition of the present invention. For example, the user may or may not choose to brush the teeth or rinse the mouth before applying the composition.
- the surfaces of the oral cavity are neither required to be dried nor to be excessively wet with saliva or water before the composition is applied. However, it is believed that adhesion to the tooth enamel surfaces will be improved if the teeth are dry when the composition is applied.
- the present invention relates not only to methods for delivering xylitol to the oral cavity of a human, but also to methods of delivering xylitol to the oral cavity of an animal, e.g., household pets or other domestic animals, or animals kept in captivity.
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Abstract
Description
Claims
Priority Applications (1)
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AU59073/00A AU5907300A (en) | 1999-07-02 | 2000-06-30 | Compositions comprising organosiloxane resins for delivering xylitol to the oralcavity |
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USPCT/US00/15890 | 2000-06-09 | ||
PCT/US2000/015891 WO2001001940A1 (en) | 1999-07-02 | 2000-06-09 | Compositions comprising organosiloxane resins for delivering oral care substances |
USPCT/US00/15891 | 2000-06-09 | ||
PCT/US2000/015890 WO2001001939A1 (en) | 1999-07-02 | 2000-06-09 | Compositions comprising organosiloxane resins for delivering oral care substances |
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PCT/US2000/018188 WO2001001958A1 (en) | 1999-07-02 | 2000-06-30 | Delivery system for oral care compositions comprising organosiloxane reins using a removable backing strip |
PCT/US2000/018187 WO2001001941A1 (en) | 1999-07-02 | 2000-06-30 | Compositions comprising organosiloxane resins for delivering xylitol to the oral cavity |
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PCT/US2000/018189 WO2001001942A1 (en) | 1999-07-02 | 2000-06-30 | Systems comprising organosiloxane resins for delivering oral care substances and for prolonging such delivery |
PCT/US2000/018188 WO2001001958A1 (en) | 1999-07-02 | 2000-06-30 | Delivery system for oral care compositions comprising organosiloxane reins using a removable backing strip |
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EP (2) | EP1196137B1 (en) |
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