WO1992010994A1 - Compositions buvables anti-plaque et anti-gingivite - Google Patents

Compositions buvables anti-plaque et anti-gingivite Download PDF

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Publication number
WO1992010994A1
WO1992010994A1 PCT/US1991/009400 US9109400W WO9210994A1 WO 1992010994 A1 WO1992010994 A1 WO 1992010994A1 US 9109400 W US9109400 W US 9109400W WO 9210994 A1 WO9210994 A1 WO 9210994A1
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WO
WIPO (PCT)
Prior art keywords
composition according
composition
cavity
toothpaste
oral
Prior art date
Application number
PCT/US1991/009400
Other languages
English (en)
Inventor
Edward Russell Cox
Donald James White, Jr.
Mark Matthew Crisanti
Original Assignee
The Procter & Gamble 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 The Procter & Gamble Company filed Critical The Procter & Gamble Company
Publication of WO1992010994A1 publication Critical patent/WO1992010994A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols

Definitions

  • the present invention relates to oral compositions which provide antiplaque and antigingivitis benefits as well as being effective against other anaerobic infections of the mouth.
  • Periodontal disease affects the periodontiu , which is the investing and support ⁇ ing tissue surrounding a tooth (i.e., the periodontal ligament, the gingiva, and the alveolar bone).
  • Periodontal disease and periodontitis are inflammatory disorders of the gingiva and the periodontal ligament, respectively. Gingivosis and periodontosis are more severe conditions involving degenerative disorders of the tissue. Combinations of inflammatory and degenerative conditions are termed periodontitis complex.
  • Periodontal disease is a major cause of tooth loss in adults. Tooth loss from periodontal disease is a significant problem beginning at age 35, but even by age 15 it is estimated that about 4 out of 5 persons already have gingivitis and 4 out of 10 have periodontitis. While good oral hygiene, as achieved by brushing the teeth with a cleansing dentifrice, may help reduce the incidence of periodontal disease, it does not necessarily prevent or eliminate its occurrence. This is because microorganisms contribute to both the initiation and progress of periodontal disease. Thus, in order to prevent or treat periodontal disease, these microorganisms must be suppressed by some means other than simple mechanical scrubbing.
  • compositions contain a molecularly dehydrated polyphosphate salt.
  • the salt is stated to improve the effectiveness of the antibacterial.
  • Another reference disclosing noncationic water-insoluble antibacterials in oral compositions is U.S. 4.894.220. January 16, 1990 to Nabi et al . This reference teaches the use of solvents and polymers to enhance the antibacte ial 's effect.
  • Still another reference disclosing such antibacterials combined with polyethylene glycols in oral compositions is European Patent Application 02,220,890, May 6, 1987. All prior art references are incorporated herein by reference in total.
  • the present invention in certain aspects, embraces oral care products containing water-insoluble, noncationic antibacterial agents, and an alkali metal or ammonium zinc salt.
  • the present invention also encompasses a method for treating diseases of the oral cavity using noncationic water insoluble antibac- terial agents and an alkali metal or ammonium zinc salt.
  • oral compositions as used herein means a product which in the ordinary course of usage is not intentionally swallowed for purposes of systemic administration of particular therapeutic agents, but is rather retained in the oral cavity for a time sufficient to contact substantially all of the dental surfaces and/or oral tissues for purposes of oral activity.
  • safety and effective amount means sufficient amount of material to provide the desired benefit while being safe to the hard and soft tissues of the oral cavity.
  • compositions of this invention are prepared by the term “comprising”, as used herein, and/or that various additional components can be conjointly employed in the compositions of this invention as long as the listed materials perform their intended functions.
  • carrier as used herein, is meant a suitable vehicle which is pharmaceutically acceptable and can be used to apply the present compositions in the oral cavity.
  • the present invention in certain aspects involves the use of water-insoluble, noncationic antibacterials with an alkali metal or ammonium zinc salt.
  • the essential and optional components of the compositions are described in detail below.
  • Antibacterial Agents Given below are examples of antibacterial agents useful in the compositions of the present invention which are water insoluble and noncationic.
  • Halogenated Diphenyl Ethers 2' ,4,4'-trichloro-2-hydroxy-diphenyl ether (Triclosan) 2,2'-dihydroxy-5,5'-dibromo-diphenyl ether.
  • Phenolic Compounds including phenol and its homologs, mono- and poly-alkyl and aromatic halophenols, resorcinol and its derivatives, bisphenolic compounds and halogenated salicylanilides
  • the antibacterial agent is present in the oral compositions of the present invention in an effective antiplaque amount, typically about 0.01-5% by weight, preferably about 0.03-1%.
  • the antibacterial agent is substantially water-insoluble, meaning that its solubility is less than about 1% by weight in water at 25'C and may be even less than about 0.1%. If an ionizable group is present solubility is determined at a pH at which ionization does not occur.
  • the second essential component of the compositions described herein is an alkali metal or ammonium zinc salt.
  • a preferred salt is a citrate salt as described in U.S. Patent 4.325.939. April 20, 1982 to Shah incorporated herein by reference. Such salts have the empirical formula C ⁇ HsOyMZn wherein M is an alkali metal such as sodium, potass ⁇ ium or ammonium.
  • a second preferred salt is a tartrate salt of the type disclosed above for citrate salts. These salts are advantageously used in the compositions of the present invention since they surprisingly function well without relying on high levels of zinc ions for their effect. They can provide their effect in the complex form.
  • the zinc salts are used at a level of from about 0.10% to about 4%, preferably from about 0.5% to 1.5%. Water
  • Water is another essential component of this invention.
  • Water employed in the preparation of commercially suitable compositions should preferably be deionized and free of organic impurities.
  • Water generally comprises from about 10% to 50%, preferably from about 20% to 40%, by weight of the toothpaste compositions herein while mouthwashes contain from about 40% to about 95%. These amounts of water include the free water which is added plus that which is introduced with other materials as with sorbitol.
  • Optional Components include the free water which is added plus that which is introduced with other materials as with sorbitol.
  • compositions of the present invention may contain in addition to the above-listed components many others which will be somewhat dependent on the type of composition (mouthwashes, toothpastes, topical gels, prophylaxis pastes and the like). Toothpastes and mouthwashes are the preferred systems with toothpastes being the most preferred.
  • the abra ⁇ sive polishing material contemplated for use in the present invention can be any material which does not excessively abrade dentin. These include, for example, silicas including gels and precipitates, calcium carbonate, dicalcium orthophosphate dihydrate, calcium pyrophosphate, tricalcium phosphate, calcium polymetaphosphate, insoluble sodium polymetaphosphate, hydrated alumina, and resinous abrasive materials such as particulate condensation products of urea and formaldehyde, and others such as disclosed by Cooley et al . in U.S. Patent 3.070,510. December 25, 1962, incorporated herein by reference. Mixtures of abrasives may also be used.
  • Silica dental abrasives of various types, can provide the unique
  • Silica abrasive materials are also exceptionally compatible with sources of soluble fluoride and other ion sources. For these reasons they are preferred for use herein.
  • the silica abrasive polishing materials useful herein, as well as the other abrasives generally have an average particle size ranging between about 0.1 and 30 microns, preferably 5 and 15 microns.
  • the silica abrasive can be precipitated silica or silica gels such as the silica xerogels described in Pader et al., U.S. Patent 3.538,230.
  • silica xerogels marketed under the tradename "Syloid" by the W.R. Grace & Company, Davison Chemical Division.
  • Preferred precipitated silica materials include those marketed by the J.M. Huber Corporation under
  • the abrasive in the toothpaste compositions described herein is present at a level of from about 6% to about 70%, preferably from about
  • Flavoring agents can also be added to the dentifrice and other compositions of the present invention. Suitable flavoring agents include oil of wintergreen, oil of peppermint, oil of spearmint, oil of sassafras, and oil of clove. Sweetening agents are
  • Flavoring and sweetening agents are generally used in the compositions herein at levels of from about 0.005% to about 2% by weight and may be used as a solvent for the anti- bacterials hereinbefore indicated.
  • thickening agents are carboxyvinyl polymers, carrageenan, hydroxyethyl cellulose and water soluble salts of cellulose ethers such as sodium carboxy- ethyl cellulose and sodium carboxymethyl hydroxyethyl cellulose.
  • Natural gums such as gum karaya, gum arabic, and gum tragacanth and polysaccharide gums such as xanthan gum can also be used.
  • Colloidal magnesium aluminum silicate or finely divided silica can be used as part of the thickening agent to further improve texture.
  • Thickening agents in an amount from about 0.05% to about 1.5% by weight of the total composition may be used.
  • a humectant in a toothpaste to keep it from hardening.
  • Suitable humectants include glycerin, sorbi- tol , and other edible polyhydric alcohols at a combined level of from about 10% to about 70%.
  • fluoride ion source Another optional component is a fluoride ion source.
  • the sources of fluoride ions, or fluoride-providing compounds are well known in the art as anticaries agents and also act as such agents in the practice of this invention as well as to inhibit pyrophosphatase. These compounds may be slightly soluble in water or may, preferably, be fully water-soluble. They are characterized by their ability to release fluoride ions in water and by freedom from undesired reaction with other compounds of the oral preparation.
  • inorganic fluoride salts such as soluble alkali metal, alkaline earth metal salts, for example, sodium fluoride, barium fluoride, sodium fluorosilicate, ammonium fluorosilicate, sodium fluorozirconate, sodium monofluorophosphate, aluminum mono- and di-fluorophosphate, and fluorinated sodium calcium pyrophosphate.
  • Alkali metal and tin fluo ⁇ rides such as sodium and stannous fluorides, sodium monofluorophos- phate (MFP) and mixtures thereof, are preferred.
  • the amount of fluoride-providing compound is dependent to some extent upon the type of compound, its solubility, and the type of oral preparation, but it must be a nontoxic amount, generally about 0.005 to about .3.0% in the preparation.
  • a dentifrice preparation e.g. dental gel, toothpaste (including cream)
  • an amount of such compound which releases up to about 5,000 ppm of F ion by weight of the prepara ⁇ tion is considered satisfactory.
  • Any suitable minimum amount of such compound may be used, but it is preferable to employ sufficient com ⁇ pound to release about 300 to 2,000 ppm, more preferably about 800 to about 1,500 ppm of fluoride ion.
  • this component is present in an amount up to about 2% by weight, based on the weight of the prepara ⁇ tion, and preferably in the range of about 0.05% to 1%.
  • the compound may be present in an amount of about 0.1-3%, more typically about 0.76%.
  • compositions of the present inventions are cationic antibacterials such as quaternary ammonium compounds.
  • cationic antibacterials such as quaternary ammonium compounds.
  • quaternary ammonium compounds Exemp ⁇ lary of such compounds are cetyl pyridinium chloride, lauryl dimethyl benzyl ammonium chloride, stearyl trimethyl ammonium chloride among many others.
  • Still another optional component for use in the compositions of the present invention is an anticalculus agent.
  • agents include any which are effective against calculus such as pyrophosphate salts as disclosed in U.S. Patent 4,515,772, May 7, 1985 incorporated herein by reference.
  • the preferred agents are mono, di, tri and tetra alkali metal and ammonium pyrophosphate.
  • Such agents are used in amounts sufficient to reduce calculus. These amounts are preferably in an amount of at least about 1% 2O7, most preferably at least about 1.3%, most preferably at least about 1.5%.
  • anticalculus agents are polymers such as those described in U.S. Patent 4.661.341. April 28, 1987 to Benedict and U.S. Patent 3.429.963. February 25, 1969 to Shedlovsky, both of which are incor ⁇ porated herein by reference. Such polymers are used in amounts of from about 0.01% to about 10%, preferably from about 0.1% to about 5%.
  • Particularly useful polymers for use in the compositions of this invention are anionic polymeric polycarboxylates. Such materials are well known, being employed in the form of their free acids or partially or preferably fully neutralized water soluble alkali metal (e.g. potassium and preferably sodium) or ammonium salts. Preferred are 1:4 to 4:1 copolymers of maleic anhydride or acid with another polymeri- zable ethylenically unsaturated monomer, preferably methyl vinyl ether (methoxyethylene) having a molecular weight (M.W.) of about 30,000 to about 1,000,000. These copolymers are available for example as Gantrez (AN 139(M.W. 500,000), A.N. 119 (M.W. 250,000) and preferably S-97 Pharmaceutical Grade (M.W. 70,000), of GAF Corporation.
  • Gantrez AN 139(M.W. 500,000
  • A.N. 119 M.W. 250,000
  • S-97 Pharmaceutical Grade M.W. 70,000
  • operative polymeric polycarboxylates can include those such as the 1:1 copolymers of maleic anhydride with ethyl acrylate, hydroxy ⁇ ethyl methacrylate, N-vinyl-2-pyrollidone, or ethylene, the latter being available for example as Monsanto EMA No. 1103, M.W. 10,000 and EMA Grade 61, and 1:1 copolymers of acrylic acid with methyl or hydroxy ⁇ ethyl methacrylate, methyl or ethyl acrylate, isobutyl vinyl ether or N-vinyl-2-pyrrolidone.
  • Additional operative polymeric polycarboxylates disclosed in above referred to U.S. Patent Nos. 4,138.477 and 4.183,914. incorporated herein by reference, include copolymers of maleic anhydride with styrene, isobutylene or ethyl vinyl ether, poly-acrylic, polyitaconic and polymaleic acids, and sulfoacrylic oligo ers of M.W. as low as 1,000 available as Uniroyal ND-2.
  • Suitable generally are polymerized olefinically or ethylenically unsaturated carboxylic acids containing an activated carbon-to-carbon olefinic double bond and at least one carboxyl group, that is, an acid containing an olefinic double bond which readily functions in polymeri ⁇ zation because of its presence in the monomer molecule either in the alpha-beta position with respect to a carboxyl group or as part of a terminal methylene grouping.
  • Such acids are acrylic, methacrylic, ethacrylic, alpha-chloroacrylic, crotonic, beta-acryloxy propionic, sorbic, alpha-chlorsorbic, cinnamic, beta-styrylacrylic, muconic, itaconic, citraconic, esaconic, glutaconic, aconitic, alpha- phenylacrylic, 2-benzyl acrylic, 2-cyclohexylacrylic, angelic, umbel- lie, fumaric, maleic acids and anhydrides.
  • Other different olefinic monomers copolymerizable with such carboxylic monomers include vinyl- acetate, vinyl chloride, dimethyl maleate and the like. Copolymers contain sufficient carboxylic salt groups for water-solubility.
  • the linear anionic polymeric polycarboxylate component is mainly a hydrocarbon with optional halogen and 0-containing substituents and linkages as present in for example ester, ether and OH groups, and when present is generally employed in the instant compositions in approxi ⁇ mate weight amounts of 0.05 to 3%, preferably 0.05 to 2%, more prefer ⁇ ably 0.1 to 2%.
  • Surfactants are also useful in the compositions of this invention include many different materials. Suitable surfactants include any which are reasonably stable and function over a wide pH range. Included are non-soap anionic, nonionic, cationic, zwitterionic and amphoteric organic synthetic surfactants. Many of these are disclosed by Gieske et al . in U.S. Patent 4.051.234. September 27, 1988 incor- porated herein in total by reference.
  • Preferred surfactants include alkyl sulfates, particularly Na or NH4 alkyl C12-C14 sulfate. Any surfactant used is at a level of from about 0.2% to about 4%, preferably from about 0.6% to about 2% in a toothpaste and from about 0.01% to about 5%, preferably from about 0.1% to about 0.5% in a mouthwash.
  • Polyethylene glycols are also useful in this invention and can be any of a wide range of molecular weights such as from about 100 to about 1,000, preferably from about 200 to about 600.
  • the glycol is present in an amount of from about 1% to about 10%, preferably from about 3% to about 6%.
  • Mouthwashes generally comprise from about 20:1 to about 2:1 of a water/ethyl alcohol solution and preferably other ingredients such as flavor, sweeteners, humectants and sudsing agents similar to those described for dentifrices/gels.
  • the humectants, such as glycerin and sorbitol give a moist feel to the mouth.
  • the mouthwashes of the invention comprise 5% to 60% (preferably 10% to 25%) ethyl alcohol, 0% to 20% (preferably 5% to 20%) of a humectant, 0% to 2% (preferably 0.01% to 0.15%) emulsifying agent, 0% to 0.5% (preferably 0.005% to 0.06%) sweetening agent such as saccharin, 0% to 0.3% (preferably from 0.03% to 0.3%) flavoring agent, and the balance water.
  • the pH of the present compositions and/or its pH in the mouth can be any pH which is safe for the mouth's hard and soft tissues. Such pH's are generally from about 3 to about 10, preferably from about 4 to about 9.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

Compositions buvables anti-plaque et anti-gingivite contenant un agent antibactérien non hydrosoluble et non cationique ainsi qu'un sel de métal alcalin ou de zinc ammonium.
PCT/US1991/009400 1990-12-18 1991-12-11 Compositions buvables anti-plaque et anti-gingivite WO1992010994A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US62977190A 1990-12-18 1990-12-18
US629,771 1990-12-18
US70255691A 1991-05-20 1991-05-20
US702,556 1991-05-20

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WO1992010994A1 true WO1992010994A1 (fr) 1992-07-09

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993002658A1 (fr) * 1991-08-06 1993-02-18 The Procter & Gamble Company Compositions orales efficaces contre la plaque dentaire et la gingivite
EP0528468A1 (fr) * 1991-08-08 1993-02-24 Unilever N.V. Utilisation de triclosan pour la fabrication d'un médicament pour l'inhibition de la cyclooxygenase
WO1994014407A1 (fr) * 1992-12-18 1994-07-07 The Procter & Gamble Company Compositions de soins bucco-dentaires contenant des agents antiplaque et antitartre
WO1994026258A1 (fr) * 1993-05-13 1994-11-24 Unilever N.V. Compositions orales contenant du triclosan, destinees au traitement des ulceres aphteux
WO2010114546A1 (fr) * 2009-04-02 2010-10-07 Colgate-Palmolive Company Composition de dentifrice
WO2012060837A1 (fr) 2010-11-04 2012-05-10 Colgate-Palmolive Company Composition de dentifrice présentant une astringence réduite
US9968803B2 (en) 2009-10-29 2018-05-15 Colgate-Palmolive Company Low water stannous fluoride plus zinc citrate dentifrice with improved stability, rheology, and efficacy
US20190038545A1 (en) * 2017-08-04 2019-02-07 Colgate-Palmolive Company Biphasic Oral Care Compositions

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4022880A (en) * 1973-09-26 1977-05-10 Lever Brothers Company Anticalculus composition
US4289754A (en) * 1980-11-03 1981-09-15 Richardson-Vicks Inc. Zinc derivatives and their use in mouthwash compositions
US4325939A (en) * 1980-09-22 1982-04-20 Richardson-Vicks Inc. Zinc derivatives and their use in dental compositions
US4937066A (en) * 1989-06-22 1990-06-26 David G. Vlock Zinc containing oral compositions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4022880A (en) * 1973-09-26 1977-05-10 Lever Brothers Company Anticalculus composition
US4325939A (en) * 1980-09-22 1982-04-20 Richardson-Vicks Inc. Zinc derivatives and their use in dental compositions
US4289754A (en) * 1980-11-03 1981-09-15 Richardson-Vicks Inc. Zinc derivatives and their use in mouthwash compositions
US4937066A (en) * 1989-06-22 1990-06-26 David G. Vlock Zinc containing oral compositions

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993002658A1 (fr) * 1991-08-06 1993-02-18 The Procter & Gamble Company Compositions orales efficaces contre la plaque dentaire et la gingivite
EP0528468A1 (fr) * 1991-08-08 1993-02-24 Unilever N.V. Utilisation de triclosan pour la fabrication d'un médicament pour l'inhibition de la cyclooxygenase
US5240696A (en) * 1991-08-08 1993-08-31 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Treatment of periodontitis
WO1994014407A1 (fr) * 1992-12-18 1994-07-07 The Procter & Gamble Company Compositions de soins bucco-dentaires contenant des agents antiplaque et antitartre
WO1994026258A1 (fr) * 1993-05-13 1994-11-24 Unilever N.V. Compositions orales contenant du triclosan, destinees au traitement des ulceres aphteux
JP2012522777A (ja) * 2009-04-02 2012-09-27 コルゲート・パーモリブ・カンパニー 歯磨組成物
CN102368996A (zh) * 2009-04-02 2012-03-07 高露洁-棕榄公司 洁牙剂组合物
WO2010114546A1 (fr) * 2009-04-02 2010-10-07 Colgate-Palmolive Company Composition de dentifrice
AU2009343761B2 (en) * 2009-04-02 2013-05-09 Colgate-Palmolive Company Dentifrice composition
US9968803B2 (en) 2009-10-29 2018-05-15 Colgate-Palmolive Company Low water stannous fluoride plus zinc citrate dentifrice with improved stability, rheology, and efficacy
US10668306B2 (en) 2009-10-29 2020-06-02 Colgate-Palmolive Company Low water stannous fluoride plus zinc citrate dentifrice with improved stability, rheology, and efficacy
US10682532B2 (en) 2009-10-29 2020-06-16 Colgate-Palmolive Company Low water stannous fluoride plus zinc citrate dentifrice with improved stability, rheology, and efficacy
US11147992B2 (en) 2009-10-29 2021-10-19 Colgate-Palmolive Company Low water stannous fluoride plus zinc citrate dentifrice with improved stability, rheology, and efficacy
US11285342B2 (en) 2009-10-29 2022-03-29 Colgate-Palmolive Company Low water stannous fluoride plus zinc citrate dentifrice with improved stability, rheology, and efficacy
WO2012060837A1 (fr) 2010-11-04 2012-05-10 Colgate-Palmolive Company Composition de dentifrice présentant une astringence réduite
US20190038545A1 (en) * 2017-08-04 2019-02-07 Colgate-Palmolive Company Biphasic Oral Care Compositions
US10912731B2 (en) * 2017-08-04 2021-02-09 Colgate-Palmolive Company Biphasic oral care compositions

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