WO1991016033A2 - Dentifrice - Google Patents

Dentifrice Download PDF

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Publication number
WO1991016033A2
WO1991016033A2 PCT/GB1991/000537 GB9100537W WO9116033A2 WO 1991016033 A2 WO1991016033 A2 WO 1991016033A2 GB 9100537 W GB9100537 W GB 9100537W WO 9116033 A2 WO9116033 A2 WO 9116033A2
Authority
WO
WIPO (PCT)
Prior art keywords
dentifrice
abrasive
agent
cationic
mixture
Prior art date
Application number
PCT/GB1991/000537
Other languages
English (en)
Other versions
WO1991016033A3 (fr
Inventor
Geoffrey Royston Doel
Stephen Edward Alexander
Original Assignee
Beecham Group Plc
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 Beecham Group Plc filed Critical Beecham Group Plc
Priority to JP91506979A priority Critical patent/JPH05506653A/ja
Publication of WO1991016033A2 publication Critical patent/WO1991016033A2/fr
Publication of WO1991016033A3 publication Critical patent/WO1991016033A3/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/43—Guanidines
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90—Block copolymers
    • 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
    • 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
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • the present invention relates to a dentifrice composition
  • a dentifrice composition comprising an antibacterial agent, in particular a cationic antibacterial agent, which compositions are useful in the prophylaxis and/or treatment of periodontal disease, calculus and caries.
  • antibacterial agents including cationic antibacterial agents
  • oral hygiene compositions has been widely advocated as a means of reducing the bacterial plaque population and this may be beneficial in the treatment of peridontal disease, calculus and/or caries,
  • mouthwashes comprising cationic antibacterial agents
  • these suffer the disadvantage that the cationic antibacterial agents tend to leave a brown stain, due to interaction of the agent with plaque.
  • Such a drawback may be, in principle, minimised by using the antibacterial agent in a dentifrice, so that the abrasive included therein may remove the plaque.
  • the cationic antibacterial agents are recognised to have a bitter taste which needs to be masked, to provide a product which is acceptable to the consumer.
  • HEET various agents have been selected for compatibility with the cationic antibacterial agent.
  • the present invention provides a dentifrice comprising:
  • an abrasive comprising coated particles, a sparingly soluble salt, in combination with an agent to suppress anion formation, or an essentially insoluble compound; or a mixture thereof;
  • a dentifrice comprising a cationic antibacterial agent, a nonionic thickening agent, a nonionic, cationic or amphoteric surfactant, and an abrasive comprising a sparingly soluble salt, in combination with an agent to suppress anion formation; or an essentially insoluble compound.
  • Suitable cationic antibacterial agents for use in dentifrices of the invention include:
  • SHEET nitrogen has between 8 and 20, preferably 10 and 18 carbon atoms and is preferably an alkyl group, which may optionally be interrupted by an amide, ester, oxygen, sulphur, or heterocyclic ring, whilst the remaining substituents have a lower number of carbon atoms, for instance between 1 and 7, and are preferably alkyl, for instance methyl or ethyl, or benzyl, examples of such compounds including benzalkonium chloride, dodecyl trimethyl ammonium chloride, benzyl dimethyl stearyl ammonium chloride, and cetyl trimethyl ammonium bromide, benzethonium chloride (diisobutyl phenoxyethoxyethyl dimethyl benzyl ammonium chloride) , and methyl benzethonium chloride;
  • pyridinium and isoquinolinium compounds including hexadecylpyridinium chloride, cetyl pyridinium chloride, and alkyl isoquinolinium bromide;
  • pyrimidine derivatives such as hexetidine (5-amino-l,3-bis(2-ethylhexyl)-5-methylhexahydropyrimidine) ;
  • amidine derivatives such as hexamidine isethionate (4, 4'-diamidino- ⁇ , ⁇ -diphenoxyhexane isethionate);
  • a and A 1 each represent a phenyl group optionally substituted by (C ⁇ - ⁇ )alkyl, (C ⁇ - ⁇ alkoxy, nitro, or halogen, a (C 1 ⁇ 1 2) alk Yl group, or a (C ⁇ - ⁇ )alicyclic group;
  • X and X x each represent alkylene
  • R and R 1 each represent hydrogen, (C ⁇ -- ⁇ ) lkyl, or aryKC-L-g)alkyl; Z and Z 1 are each 0 or 1; n is an integar from 2 to 12; and the polymethylene chain (CH2) n may optionally be interrupted by oxygen or sulphur or an aromatic (for instance phenyl or naphthyl) nucleus;
  • poly(biguanides) such as polyhexamethylene biguanide hydrochloride.
  • the cationic antibacterial agent is present in the range 0.005 to 10%, preferably 0.005 to 5%, more preferably 0.005 to 2.5% by weight of the dentifrice.
  • Suitable nonionic thickening agents include
  • (C- ⁇ -g)alkylcellulose ethers for instance methylcellulose
  • E SHEET and (C 2 -g)alkylene oxide modified (C- j ⁇ -g)alkylcellulose ethers for instance hydroxypropyl methylcellulose, and mixtures thereof.
  • Suitable cationic thickening agents include quartenary cellulose derivatives such as the products supplied by Union Carbide under the trade mark LR 30M and JR 30M, cationic guar gum derivatives such as the products supplied by Celanse under the trade mark Jaguar C17 (guar hydroxy propyltrimonium chloride) , or a copolymer of a diallyl ammonium chloride and acrylic acid such as the product supplied by Merck and Co. under the trade mark 'Merquat 280' (CFTA approved name polyquaternium 22) .
  • the thickening agent is present in the range 0.01 to 30%, preferably 0.1 to 15%, more preferably 1 to 5%, by weight of the dentifrice.
  • Suitable nonionic surfactant include polyethoxylated sorbitol monoesters (for instance, the products marketed under the trade name 'Tween' by ICI) ; polycondensates of ethylene oxide and propylene oxide (poloxamers) (for instance the products marketed under the trade name 'Pluronic' by BASF-Wyandotte) ; condensates of propylene " glycol and polyethoxylated hydrogenated castor oil (for instance, cremophors) .
  • polyethoxylated sorbitol monoesters for instance, the products marketed under the trade name 'Tween' by ICI
  • polycondensates of ethylene oxide and propylene oxide (poloxamers) for instance the products marketed under the trade name 'Pluronic' by BASF-Wyandotte
  • condensates of propylene " glycol and polyethoxylated hydrogenated castor oil for instance, cremophors
  • Suitable amphoteric surfactants include long chain imidazoline derivatives such as the product marketed under the trade name 'Miranol C2M' by Miranol; long chain alkyl betaines, such as the product marketed under the trade name 'Empigen BB' by Albright + Wilson; and long chain alkyl amidoalkyl betaines, such as cocamidopropylbetaine, and mixtures thereof.
  • EET Suitable cationic surfactants include the D,L-2-pyrrolidone-5-carboxylic acid salt of ethyl-N-cocoyl-L-arginate, marketed under the trade name CAE by Ajinomoto Co. Inc.
  • the surfactant is present in the range 0.005 to 20%, preferably 0.1 to 10%, more preferably 0.1 to 5% by weight of the dentifrice.
  • Suitable sparingly soluble salts that may be used as an abrasive include calcium carbonate, calcium phosphates, magnesium carbonate, insoluble sodium metaphosphate, and suitable mixtures thereof.
  • the agent to suppress anion formation typically comprises a water soluble salt containing a cation which may be same as the cation of the abrasive and which forms an essentially insoluble or sparingly soluble salt with the anion of the abrasive.
  • the sparingly soluble salt used as an abrasive is calcium carbonate, advantageously used in combination with dicalcium phosphate, which also usefully buffers the pH of the formulation.
  • Suitable types of calcium carbonate include both natural and synthetic chalks.
  • the agent to suppress anion formation may be an alkaline earth metal salt, for instance calcium chloride.
  • the agent is preferably present in from 0.0001 to 1%, more preferably 0.005 to 0.1% by weight of the dentifrice.
  • 'essentially insoluble compound' refers to a compound which is intrinsically insoluble in aqueous solution and includes those compounds which are listed as being 'insoluble' in cold water in the 'Handbook of Chemistry and Physics' , 48th Edition, Chemical Rubber
  • the insoluble abrasive compound contains less than 1%, more preferably less than 0.5%, of anionic impurities, based on the weight of the abrasive.
  • Suitable essentially insoluble compounds for use as abrasives include silica, alumina, zinc orthophosphate, plastics particles, zirconium silicate or mixtures thereof; of which silica is preferred.
  • the preferred silica abrasive may be a natural amorphous silica, for instance diatomaceous earth; or a synthetic amorphous silica, for instance a precipitated silica, or a silica gel, such as a silica xerogel; or mixtures thereof.
  • the preferred grades of synthetic amorphous silicas are those for which the manufacturing process is carefully controlled so that the level of anion impurities, particularly sulphate and silicate from sodium sulphate and sodium silicate, respectively, is kept to a minimum.
  • the level of anion impurities may be reduced to the required level by careful washing " of the silica with, for instance, deionised or distilled water.
  • Suitable silicas include those described in EP-A-0 368 130 (Procter & Gamble Co.) and EP-A-0 315 503 (Rhone-Poulenc) .
  • the latter discloses silicas which are characterised as having less than 5 X 10 , preferably less than 1 X 10 , more preferably less than 0.2 x 10- ⁇ moles of anions per lOOg of silica, and in particular less than 0.5%, preferably less than 0.1%, more preferably less than 0.02% by weight of silica of sulphate anions; a Hammett acidity function Ho of at least 3.3, a surface in which the number of hydroxyl
  • HEET groups expressed as OH/n ⁇ r- is less than 15, and more particularly less than 12, a point zero charge of at least 3 and preferably between 4 and 6.
  • Suitable silica xerogels are described in US 3 538 230.
  • Preferred precipitated silicas are those marketed under the trade mark 'Sident' by Degussa.
  • Preferred silica xerogels are those marketed under the trade mark 'Syloblanc' by W.R. Grace Corporation, Davison Chemical Division.
  • Suitable grades of precipitated silica have BET surface areas in the range 20 to 300, preferably 20-100 m 2 /g and median agglomerate sizes in the range 2 to 50, preferably 5 to 30 ⁇ .
  • Suitable forms of diatomaceous earth include those marketed under the trade mark 'Celite' by Johns-Manville Products Corporation, for instance 'Celite Superfine Superfloss' .
  • the silica abrasive may comprise diatomaceous earth which may advantageously be used in combination with a synthetic amorphous silica, in particular a precipitated silica. (as hereinbefore defined) , which also usefully buffers the pH of the formulation and counters the otherwise off-white colour and roughness conferred upon a formulation by the use of diatomaceous earth alone.
  • the ratio of diatomaceous earth to synthetic amorphous silica is from 5:1 to 1:5, preferably about 1:1.
  • 'coated particles' refers to abrasive particles which have been coated with a material to enhance the compatibility of the abrasive particles with respect to the dentifrice formulation, in particular with respect to the cationic antibacterial agent. This latter
  • TE SHEET enhanced compatability may be confirmed by, for instance, comparing the biological activity of the formulation, by conventional microbiological assay using, for instance, m. luteus as the assay organism in a standard agar diffusion method, in the presence of the coated and uncoated particles.
  • suitable coated particles include silica coated with a substantially water impervious cross-linked thermosetting high polymerised resin such as described in US 3 151 027, or a hard mineral substance such as silica, alumina, calcium carbonate, calcium pyrophosphate or calcium phosphate coated with a cationic water-soluble polymer having a cationic charge density of at least 0.003 and a molecular weight of 500 to 1,000,000, such as described in GB 1 506 045 (to Procter & Gamble Co.).
  • a substantially water impervious cross-linked thermosetting high polymerised resin such as described in US 3 151 027
  • a hard mineral substance such as silica, alumina, calcium carbonate, calcium pyrophosphate or calcium phosphate coated with a cationic water-soluble polymer having a cationic charge density of at least 0.003 and a molecular weight of 500 to 1,000,000, such as described in GB 1 506 045 (to Procter & Gamble Co.).
  • polymers include, for example, quaternary ammonium polymers, for instance polyacryloxyalkyl ammonium or polymethacryloxyalkyl ammonium salts, such as the quaternary ammonium salt of polymerised dimethylaminoethyl methacrylate; polyacrylamidoalkyl ammonium salts, such as the quaternary ammonium salt of polymerised dimethylaminoethyl methacrylamide; polyalkenyloxycarbonylalkyl ammonium salts such as the ⁇ quaternary ammonium salt of a polymerised derivative of a tertiary amine such as trimethylamide with vinyl chloracetate; a polyvinyloxyalkyl ammonium salt such as a quaternary ammonium salt of a polymerised vinyloxyethyldimethylamine; a polyvinylbenzyl ammonium salt such as the quaternary ammonium salt of a polymerised derivative of a ter
  • HEET polyvinylimidazolinium salt such as the polymerised reaction product of 1-( ⁇ -dimethylaminoethyl)-3-vinyl imidazolidinone-2 and tetrahydropyrimidinone-2; and a polyalkylated quaternary derivative such as the polymerised reaction product of decamethylene dibromide and
  • a preferred cationic polymer is polyoxyethylene
  • suitable coated particles include mineral particles which have been treated with a solution of a surface-treating agent which may be an alkali metal silicate, hydrogen peroxide, an acid or an organophosphorus compound, as described in US 4 781 982 (to Aluminium Company of America) .
  • a surface-treating agent which may be an alkali metal silicate, hydrogen peroxide, an acid or an organophosphorus compound, as described in US 4 781 982 (to Aluminium Company of America) .
  • the surface-treating agent is an alkali metal silicate.
  • the alkali metal silicate is preferably potassium silicate or sodium silicate.
  • Aqueous solutions containing about 0.3-5 wt. % sodium silicate are preferred.
  • the sodium silicate solution has an initial pH of at least 8.5.
  • the solution pH is generally greater than 9 and preferably greater than 10. After the sodium silicate solution is neutralized, a very thin silica layer forms on the particles.
  • the dried surface-treated particles contain less than about 0.2 wt. % (2,000 ppm) silica surface coating, the remainder being alumina.
  • Suitable acids include for example hydrochloric acid, acetic, phosphoric acids, phosphonic acids, and phosphinic acids. Hydrochloric acid is preferred.
  • the organophosphorus compound may be an organophosphonate having the formula R 2 PO(OH)2 wherein R 2 is a ) hydrocarbon group.
  • the organophosphorus compound may also be an organophosphinate having the formula R ⁇ R ⁇ O(OH) wherein R 2 is as defined above, and R 3 is hydrogen or a (C- ⁇ - C30) hydrocarbon group.
  • R is preferably a alkyl group.
  • the (C ⁇ -C ⁇ ⁇ ) alkyl esters of such organophosphonates and organophosphinates are also suitable.
  • Some other suitable organophosphorus compounds are mono- and diesters of phosphoric acid.
  • the phosphate monoesters have the formula R 2 OPO(OH) 2 and the diesters have the formula (R 2 0) 2 PO(OH) , where R 2 is defined above.
  • Suitable minerals include alumina, calcium carbonate, and calcium phosphate.
  • the mineral is alumina.
  • the alumina may be in various forms including alpha alumina and alumina hydrate.
  • alpha alumina and alumina hydrate A preferred example of the latter is the alumina hydrate sold by the Aluminium Company of America under the trade mark C-333.
  • the particles are surface treated by mixing the mineral particles with a solution of the surface treating agent, adjusting the pH of the solution, separating the particles from the solution, and then drying the surface-treated particles at an elevated temperature.
  • the surface-treating agent is preferably applied in an aqueous solution.
  • the abrasive is advantageously present in the range 1-80%, preferably 5-70%, more preferably 5-60% by weight of the dentifrice.
  • a dentifrice according to the invention may further comprise an ionic fluorine-containing compound, which may include ionic fluorides such as alkali metal fluorides and ionic monofluorophosphates, such as
  • HEET alkali metal monofluorophosphates and which may be incorporated into the formulation, to provide between 100 and 3000ppm, preferably 500 to 2000ppm of fluoride.
  • the ionic fluoride or monofluorophosphate is an alkali metal fluoride or monofluorophosphate, for instance, sodium fluoride or sodium monofluorophosphate, respectively.
  • the ionic fluorine-containing compound should be compatible with the cationic antibacterial agent; that is, the agent will not substantially reduce the availability of the cationic antibacterial agent. This may be confirmed by, for instance, determining the biological activity of the formulation, by conventional microbiological assay using, for instance, m. luteus as the assay organism in a standard agar diffusion method, in the presence and absence of the ionic fluorine-containing compound.
  • sodium fluoride is found to be compatible with chlorhexidine, alexidine, benzenthonium chloride and benzalkonium chloride and sodium monofluorophosphate is found to be compatable with hexamidine.
  • an ionic fluorine-containing compound if an ionic fluorine-containing compound is incorporated in a dentifrice of the invention, the abrasive should be chosen so that it is compatible with the ionic fluoride-containing compound.
  • sodium fluoride is well known in the art to be incompatible with abrasives with comprise excess calcium ions as these cause loss of fluoride as insoluble calcium fluoride so that a non-calcium containing abrasive is preferred.
  • Dentifrices according to the invention may also contain a humectant, such as glycerine, sorbitol, propylene glycol or polyethylene glycol, or mixtures thereof; which humectant
  • SHEET may be present in the range 5 to 30%, preferably 10 to 30% by weight of the dentifrice.
  • Dentifrices according to the invention may also contain other agents conventionally used in dentifrice formulations, for instance flavouring agents; colouring agents; whitening agents; preservatives and sweetening agents. It will be appreciated that such agents (at the level employed) should be compatible with the cationic antibacterial agent; that is, the agent will not substantially reduce the availability of the cationic antibacterial agent. This may be confirmed as hereinbefore discussed. In general, such agents will be a minor amount or proportion of the formulation, usually present in from 0.001 to 5% by weight of the composition.
  • Flavour is an important aspect of the consumer acceptability of a dentifrice. This is particularly so in the case of a dentifrice comprising a cationic antibacterial agent, because of the bitter after-taste of the cationic antibacterial agent. Surprisingly it has now been found that this can be effectively masked by an aniseed flavour.
  • the present invention provides a dentifrice as hereinbefore defined which further comprises a flavouring agent having an aniseed flavour.
  • Flavouring agents having an aniseed flavour include anethole, which may be present in such quantity as to mask the bitter after-taste of the cationic antibacterial agent.
  • flavour may be modified by the additional incorporation of one or more flavouring agents having a mint flavour, to balance the aniseed flavour, to give a flavour
  • HEET which has more general consumer acceptability but in which the aniseed flavour is still dominant.
  • Suitable flavouring agents having a mint flavour include peppermint, spearmint, menthol and carvone.
  • mint flavouring agent Preferably more than one mint flavouring agent is used, of which menthol may be the major component, accounting for between 20 and 60%, preferably between 25 and 55% by weight of the flavouring agents having a mint flavour.
  • flavour of the dentifrice may be further modified by the incorporation of flavouring agents having spicey flavours such as coriander, eugenol and eucalyptol, the aniseed note still being dominant.
  • flavouring agents having spicey flavours such as coriander, eugenol and eucalyptol, the aniseed note still being dominant.
  • the invention provides a dentifrice as hereinbefore defined comprising aniseed and mint flavours and, optionally, spicey flavours and having a predominantly aniseed flavour.
  • flavouring agents having an aniseed flavour- comprise from 10 to 30%, more preferably 15 to 25% of the combined weights of the flavouring agents, whilst flavouring agents having a mint flavour comprise from 40 to 80, preferably 40 to 70% of the combined weight of the flavouring agents.
  • the combined flavouring agents comprise up to 5%, more preferably up to 2% by weight of the dentifrice.
  • Suitable sweetening agents include saccharin and acesulfame, and acceptable water soluble salts thereof, such as an alkali metal salt, and may be present in from 0.01 to 0.5%,
  • E SHEET preferably 0.05 to 0.5% by weight of the dentifrice.
  • An auxiliary sweetener such as a thaumatin may also be included, at a level of from 0.001 to 0.1, preferably 0.005 to 0.05% by weight of the dentifrice.
  • a suitable blend of thaumatins is marketed under the trade mark 'Talin' by Tate and Lyle pic.
  • Water preferably deionised or distilled water, will also be present, in the range from 10 to 80%, preferably 20 to 70% by weight of the dentifrice.
  • the dentifrices according to the invention may have a pH less than 10, preferably within the range pH 4 to 10, more preferably pH 5 to 8.
  • the dentifrices according to the invention may be prepared in a conventional manner by mixing the ingredients thereof in the required proportions and in any order which is convenient and, thereafter and if necessary, adjusting the pH. For instance, the thickening agent and the humectant and part of the water are vigourously agitated together, with heat, if necessary, to give a hydrated gel. Abrasive is then dispersed in this hydrated gel, using a heavy-duty mixing machine, with active agents, such as the cationic antibacterial agent, a fluoride salt (if present) , then added, followed by surfactant and flavouring agents in the final stage; with final mixing carried out under vacuum.
  • active agents such as the cationic antibacterial agent, a fluoride salt (if present)
  • the invention also provides a method for the prophylaxis or treatment of periodontal disease, calculus and/or caries, which method comprises the application of a composition according to the invention to the oral cavity.
  • Alumina trihydrate powder (200 parts) is mixed with sodium silicate solution (1%, 400 parts) , the pH of the solution then being adjusted to pH 6 by the addition of hydrochloric acid.
  • the coated alumina is collected by filtration and dried at 150°.

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

Abstract

Des dentifrices comprenant un agent antibactérien cationique, et un agent épaississant, un tensioactif et un abrasif, chacun desquels est compatible avec l'agent antibactérien cationique, sont utiles dans la prophylaxie et le traitement de maladies périodontales, y compris la gingivite.
PCT/GB1991/000537 1990-04-12 1991-04-05 Dentifrice WO1991016033A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP91506979A JPH05506653A (ja) 1990-04-12 1991-04-05 組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9008433.6 1990-04-12
GB909008433A GB9008433D0 (en) 1990-04-12 1990-04-12 Novel compositions

Publications (2)

Publication Number Publication Date
WO1991016033A2 true WO1991016033A2 (fr) 1991-10-31
WO1991016033A3 WO1991016033A3 (fr) 1991-12-12

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PCT/GB1991/000537 WO1991016033A2 (fr) 1990-04-12 1991-04-05 Dentifrice

Country Status (6)

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EP (1) EP0524222A1 (fr)
JP (1) JPH05506653A (fr)
GB (1) GB9008433D0 (fr)
IE (1) IE911204A1 (fr)
WO (1) WO1991016033A2 (fr)
ZA (1) ZA912655B (fr)

Cited By (6)

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EP0485616A1 (fr) * 1990-05-29 1992-05-20 Sunstar Kabushiki Kaisha Composition orale
WO1992009283A1 (fr) * 1990-11-26 1992-06-11 Warner-Lambert Company Composes d'hexahydro-5-pyrimidinamine stabilises en solution aqueuse et leurs procedes de preparation
WO1993011774A1 (fr) * 1991-12-17 1993-06-24 Merck & Co., Inc. Traitement de la maladie du parodonte avec l'alendronate
EP0579729A1 (fr) * 1991-04-10 1994-01-26 Smithkline Beecham Corporation Dentifrices contenant des agents antibacteriens d'ammonium quaternaire et des agents abrasifs
EP0604158A1 (fr) * 1992-12-21 1994-06-29 Sunstar Kabushiki Kaisha Composition de pâte dentifrice
US5496541A (en) * 1993-01-19 1996-03-05 Pilot Research & Development Co. Tasteful toothpaste and other dental products

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6415018B2 (ja) * 2013-02-28 2018-10-31 株式会社ミルボン 整髪料
JP6474867B2 (ja) * 2017-08-29 2019-02-27 株式会社ミルボン 整髪料

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FR2271840A1 (fr) * 1974-05-21 1975-12-19 Procter & Gamble
US4098878A (en) * 1974-10-29 1978-07-04 Colgate-Palmolive Company Toothpaste containing milled alpha-alumina trihydrate
FR2603799A1 (fr) * 1986-09-15 1988-03-18 Oreal Dentifrice contenant un tensio-actif non ionique poly(hydroxypropylether) et un polymere cationique determine
EP0373688A2 (fr) * 1988-11-28 1990-06-20 Unilever N.V. Dentifrices contenant des aminoalkylsilicones
EP0368130B1 (fr) * 1988-11-09 1994-05-04 The Procter & Gamble Company Compositions buccales

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Publication number Priority date Publication date Assignee Title
FR2271840A1 (fr) * 1974-05-21 1975-12-19 Procter & Gamble
US4098878A (en) * 1974-10-29 1978-07-04 Colgate-Palmolive Company Toothpaste containing milled alpha-alumina trihydrate
FR2603799A1 (fr) * 1986-09-15 1988-03-18 Oreal Dentifrice contenant un tensio-actif non ionique poly(hydroxypropylether) et un polymere cationique determine
EP0368130B1 (fr) * 1988-11-09 1994-05-04 The Procter & Gamble Company Compositions buccales
EP0373688A2 (fr) * 1988-11-28 1990-06-20 Unilever N.V. Dentifrices contenant des aminoalkylsilicones

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0485616A1 (fr) * 1990-05-29 1992-05-20 Sunstar Kabushiki Kaisha Composition orale
EP0485616A4 (en) * 1990-05-29 1992-09-16 Sunstar Kabushiki Kaisha Oral composition
US5266306A (en) * 1990-05-29 1993-11-30 Sunstar Kabushiki Kaisha Oral composition
WO1992009283A1 (fr) * 1990-11-26 1992-06-11 Warner-Lambert Company Composes d'hexahydro-5-pyrimidinamine stabilises en solution aqueuse et leurs procedes de preparation
EP0579729A1 (fr) * 1991-04-10 1994-01-26 Smithkline Beecham Corporation Dentifrices contenant des agents antibacteriens d'ammonium quaternaire et des agents abrasifs
EP0579729A4 (fr) * 1991-04-10 1994-03-18 Smithkline Beecham Corp Dentifrices contenant des agents antibacteriens d'ammonium quaternaire et des agents abrasifs.
WO1993011774A1 (fr) * 1991-12-17 1993-06-24 Merck & Co., Inc. Traitement de la maladie du parodonte avec l'alendronate
EP0604158A1 (fr) * 1992-12-21 1994-06-29 Sunstar Kabushiki Kaisha Composition de pâte dentifrice
US5496541A (en) * 1993-01-19 1996-03-05 Pilot Research & Development Co. Tasteful toothpaste and other dental products

Also Published As

Publication number Publication date
GB9008433D0 (en) 1990-06-13
IE911204A1 (en) 1991-10-23
ZA912655B (en) 1992-02-26
EP0524222A1 (fr) 1993-01-27
WO1991016033A3 (fr) 1991-12-12
JPH05506653A (ja) 1993-09-30

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