WO2024149491A1 - Composition de soins buccodentaires - Google Patents

Composition de soins buccodentaires Download PDF

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Publication number
WO2024149491A1
WO2024149491A1 PCT/EP2023/081240 EP2023081240W WO2024149491A1 WO 2024149491 A1 WO2024149491 A1 WO 2024149491A1 EP 2023081240 W EP2023081240 W EP 2023081240W WO 2024149491 A1 WO2024149491 A1 WO 2024149491A1
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WO
WIPO (PCT)
Prior art keywords
composition
percent
composition according
toothpaste
total
Prior art date
Application number
PCT/EP2023/081240
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English (en)
Inventor
Robert Edward Marriott
Robert George Riley
Original Assignee
Unilever Ip Holdings B.V.
Unilever Global Ip Limited
Conopco, Inc., D/B/A Unilever
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 Unilever Ip Holdings B.V., Unilever Global Ip Limited, Conopco, Inc., D/B/A Unilever filed Critical Unilever Ip Holdings B.V.
Publication of WO2024149491A1 publication Critical patent/WO2024149491A1/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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27—Zinc; Compounds 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds 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
    • A61K8/30—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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • 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
    • 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

Definitions

  • the present invention relates to oral care compositions, in particular toothpastes compositions comprising zinc salts.
  • Zinc salts have been used in some oral care compounds for a number of years.
  • US 5470 561 discloses an anti-plaque mouthwash comprising a zinc salt and triclosan.
  • the composition may also comprise glycine and has a pH of between 4 and 8, preferably between 5 and 7, the preferred pH being 6.
  • Toothpaste compositions comprising zinc are disclosed in WO0612977.
  • the toothpaste comprises water, a zinc salt, a chelating agent for the zinc.
  • US 5632 972 discloses a method for minimising damage to gingival and periodontal tissue by delivering a first component comprising zinc and a second component comprising a bicarbonate.
  • GB 2 052 978 and EP 0 740 932 disclose oral care compositions comprising zinc-glycine combinations.
  • compositions comprising zinc salts and calcium carbonate based abrasives are disclosed in US2009/202453 and US2021/059914.
  • the present invention relates to a toothpaste comprising: i) zinc sulphate heptahydrate ii) glycine iii) from 3 to 50 wt% of the total composition of silica abrasive iv) greater than 20 wt% of the total composition of water in which the weight ratio of zinc sulphate heptahydrate to glycine is from 1:1 to 2:3.
  • the invention also relates to a method of cleaning the teeth comprising the step of applying to the teeth and gums the composition described above.
  • a further aspect of the invention is the composition described above for use in a method of cleaning the teeth and gums.
  • the invention further relates to a composition described above for use in a treatment to reduce plaque, bleeding of the gums, gingivitis and oral malodour.
  • oral care composition refers to a composition that is delivered to the oral surfaces.
  • the composition may be a product which, during the normal course of usage, is not for the purpose of systemic administration or intentionally swallowed 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 the purposes of oral activity.
  • the oral composition examples include a toothpaste or a dentifrice, a mouthwash or a mouth rinse, powder (e.g., tooth powder), lozenge, mint, cream, strip or gum (e.g., chewing gum), a film a topical oral gel, and a denture cleanser and the like.
  • the composition of the invention is used to preferably used to clean the surfaces of the oral cavity.
  • compositions of the invention are those which are suitable for brushing and/or rinsing the surfaces of the oral cavity.
  • the composition of the invention in the form of a dentifrice.
  • dentifrice denotes an oral composition which is used to clean the surfaces of the oral cavity. Such a composition is not intentionally swallowed for purposes of systemic administration of therapeutic agents, but is applied to the oral cavity, used to treat the oral cavity and then expectorated. Typically such a composition is used in conjunction with a cleaning implement such as a toothbrush, usually by applying it to the bristles of the toothbrush and then brushing the accessible surfaces of the oral cavity.
  • the dentifrice/toothpaste is in the form of an extrudable semi-solid such as a cream, paste or gel (or mixture thereof).
  • a composition according to the invention (such as a dentifrice/toothpaste) will generally contain further ingredients to enhance performance and/or consumer acceptability, in addition to the ingredients specified above.
  • the toothpaste composition according to the invention comprises zinc sulphate heptahydrate to glycine in which the weight ratio is from 1:1 to 2:3.
  • the level of zinc sulphate heptahydrate is from 1wt% to 3.8 wt%, more preferably
  • the level of glycine is from is from 1.5 wt% to 4 wt%, more preferably 2 wt% to
  • compositions according to the invention comprise particulate silica abrasive materials such, in amounts between 3 and 50% by weight of the oral care composition.
  • the composition of the invention comprises a silica based abrasive.
  • the preferred abrasive silicas used in the present invention is a silica with a low refractive index. It may be used as the sole abrasive silica, or in conjunction with a low level of other abrasive silicas, e.g. those according to EP 236070.
  • the low refractive index silicas, used as abrasives in the present invention are preferably silicas with an apparent refractive index (R.l.) in the range of 1.41 - 1.47, preferably 1.435 - 1.445, preferably having a weight mean particle size of between 5 and 15 mm, a BET (nitrogen) surface area of between 10 and 100 m 2 /g and an oil absorption of about 70 - 150 cm 3 /100 g, but abrasive silicas with a lower apparent refractive index may also be used.
  • suitable low refractive index abrasive silicas e.g. having an R.l.
  • silicas of between 1.435 and 1.445 are Tixosil 63 and 73 ex Rhone Poulenc; Sident 10 ex Degussa; Zeodent 113 ex Zeofinn; Zeodent 124 ex Evonik, Sorbosil AC 77 ex PQ Corporation (having an R.l. of approximately 1.440).
  • the amount of these silicas in the composition preferably ranges from 5-30% by weight, usually 6-20% by weight of the total composition.
  • Composition according to the invention comprise less than 10wt% of the total composition of calcium carbonate abrasive, preferabely less than 5 wt%, more preferabley less than 1wt%.
  • the composition preferably comprises an inorganic or a natural or synthetic thickener or gelling agent in proportions of about 0.10 to about 15% by weight depending on the material chosen.
  • thickeners in the dentifrice compositions of the present invention form an extrudable, shape-retaining product which can be squeezed from a tube onto a toothbrush and will not fall between the bristles of the brush but rather, will substantially maintain its shape thereon.
  • Suitable thickeners or gelling agents useful in the practice of the present invention include inorganic thickening silicas such as amorphous silicas available from Huber Corporation under the trade designation Zeodent 165, Irish moss, iota-carrageenan, gum tragacanth, and polyvinylpyrrolidone.
  • binders and thickeners can be present and include as sodium carboxymethylcellulose, hydroxyethyl cellulose (Natrosol®), xanthan gum, gum arabic etc. as well as synthetic polymers such as polyacrylates and carboxyvinyl polymers such as Carbopol®; Sodium carboxymethyl-cellulose is particularly preferred.
  • compositions according to the invention preferably comprise a surfactant, such as anionic, nonionic, cationic and zwitterionic or amphoteric surfactants.
  • a surfactant such as anionic, nonionic, cationic and zwitterionic or amphoteric surfactants.
  • the compositions comprises an anionic surfactant, more preferably sodium lauryl sulphate. It is preferable if the level of anionic surfactant is above 0.1wt% of the total composition from 0.5 to 2.5wt% of the total composition, more preferably from 1 to 2 wt%.
  • Compositions according to the invention may comprise a polymeric deposition aid.
  • the composition comprises acid anhydride polymers, particularly preferred are co-polymers of maleic anhydride with methyl vinylether, in which the anhydride moiety may be in a partially or fully hydrolysed or alcoholysed form.
  • Preferred copolymers include Gantrez(R) polymers such as:
  • Gantrez S-95 molecular weight 216,000; free acid
  • Gantrez S-96 molecular weight 700,000; free acid
  • Gantrez S-97 molecular weight 1,500,000; free acid
  • Gantrez MS-955 molecular weight 1,060,000; calcium/sodium salt.
  • Particularly preferred co-polymers of maleic acid and methyl vinylether have a molecular weight of 1,000,000 or greater and an especially preferred material is Gantrez S-97.
  • compositions according to the invention may comprise a tooth whitening agent.
  • the whitening agent preferably comprises a green and/or a blue pigment.
  • a pigment is generally understood to be a shade/material which is insoluble in the relevant medium, at the relevant temperature. This is in contrast to dyes which are soluble.
  • the "relevant medium” is human saliva, the liquid medium in which the composition is used, at the temperature of the oral cavity during brushing of the teeth, i.e. up to 37 Degrees C. As a reasonable approximation, the relevant medium may be considered to be water and the relevant temperature to be 25 Degrees C.
  • the blue pigment is Pigment Blue 15, more preferably Pigment Blue 15:1, 15:2, 15:3, 15:4, 15:5 or 15:6, most preferably 15:1.
  • a preferred pigment is blue pigment is Phthalocyanine Blue Pigment, Cl No. 74160, blue covarine.
  • the preferred Green pigment is Phthalocyanine Green, preferably Phthalocyanine Green CI- 74260.
  • the total level of pigment in the composition is from 0.01 wt% to 3 wt, more preferably from 0.02 to 2 wt%.
  • the toothpaste may be a dual phase paste, with the whitening pigments present in one phase.
  • compositions according to the invention may comprise oral care enzyme systems such as hydrogen peroxide producing enzyme systems (e.g. the oxidoreductase enzyme glucose oxidase), amyloglucosidase, dextranase and/or mutanase, (optionally in the presence of zinc ion providing compounds and/or 8- hydroxyquinoline derivatives), lactoperoxidase, lactoferrin, lysozyme and mixtures thereof.
  • hydrogen peroxide producing enzyme systems e.g. the oxidoreductase enzyme glucose oxidase
  • amyloglucosidase e.g. the oxidoreductase enzyme glucose oxidase
  • dextranase and/or mutanase e.g. the oxidoreductase enzyme glucose oxidase
  • mutanase e.g. the mutanase
  • lactoperoxidase e.g. the
  • Compositions of the invention may comprises fluoride sources such as sodium fluoride, stannous fluoride, sodium monofluorophosphate, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride, cobalt ammonium fluoride and mixtures thereof.
  • Fluoride ion sources may be added to the compositions at a level of about 0.001 wt. percent to about 10 wt. percent, e.g., from about 0.003 wt. percent to about 5 wt. percent, 0.01 wt. percent to about 1 wt., or about 0.05 wt. percent.
  • the stannous fluoride is present in an amount of 0.1 wt. percent to 2 wt.
  • Fluoride ion sources may be added to the compositions at a level of about 0.001 wt. percent to about 10 wt. percent, e.g., from about 0.003 wt. percent to about 5 wt. percent, 0.01 wt. percent to about 1 wt., or about 0.05 wt. percent.
  • weights of fluoride salts to provide the appropriate level of fluoride ion will obviously vary based on the weight of the counter ion in the salt, and one of skill in the art may readily determine such amounts.
  • the fluoride source is a fluoride salt present in an amount of 0.1 wt. percent to 2 wt. percent (0.1 wt percent -0.6 wt. percent) of the total composition weight (e.g., sodium fluoride (e.g., about 0.32 wt. percent).
  • Some embodiments of the invention are free from fluoride sources, that is the composition comprises less than 0.01 wt% of a fluoride source.
  • a preferred class of oral care active for inclusion in the compositions of the invention includes agents for the remineralisation of teeth.
  • remineralisation in the context of the present invention means the in situ generation of hydroxyapatite on teeth.
  • a specific example of a suitable agent for the remineralisation of teeth is a mixture of a calcium source and a phosphate source which, when delivered to the teeth results in the in situ generation of hydroxyapatite on teeth.
  • remineralising calcium sources include, for example, calcium phosphate, calcium gluconate, calcium oxide, calcium lactate, calcium glycerophosphate, calcium carbonate, calcium hydroxide, calcium sulphate, calcium carboxymethyl cellulose, calcium alginate, calcium salts of citric acid, calcium silicate and mixtures thereof.
  • the remineralising calcium source is calcium silicate.
  • the amount of remineralising calcium source(s) (e.g. calcium silicate) in the composition of the invention typically ranges from 1 to 30%, preferably from 5 to 20% by total weight remineralising calcium source based on the total weight of the oral care composition.
  • remineralising phosphate sources include, for example, monosodium dihydrogen phosphate, disodium hydrogen phosphate, sodium pyrophosphate, tetrasodium pyrophosphate, sodium tripolyphosphate, sodium hexametaphosphate, potassium dihydrogenphosphate, trisodium phosphate, tripotassium phosphate and mixtures thereof.
  • the remineralising phosphate source is a mixture of trisodium phosphate and sodium dihydrogen phosphate.
  • the amount of remineralising phosphate source(s) (e.g. trisodium phosphate and sodium dihydrogen phosphate) in the composition of this invention typically ranges from 2 to 15%, preferably from 4 to 10% by total weight remineralising phosphate source based on the total weight of the oral care composition.
  • the oral care compositions comprise an effective amount of one or more antibacterial agents, for example comprising an antibacterial agent selected from halogenated diphenyl ether (e.g. triclosan), triclosan monophosphate, herbal extracts and essential oils (e.g., rosemary extract, tea extract, magnolia extract, thymol, menthol, eucalyptol, geraniol, carvacrol, citral, hinokitol, magnolol, ursolic acid, ursic acid, catechol, methyl salicylate, epigallocatechin gallate, epigallocatechin, gallic acid, miswak extract, sea-buckthorn extract), bisguanide antiseptics (e.g., chlorhexidine, alexidine or octenidine), quaternary ammonium compounds (e.g., cetylpyridinium chloride (CPC), CPC-clay benzalkonium chloride, tetradecylpyridinium
  • One or more additional antibacterial or preservative agents may optionally be present in the composition in a total amount of from about 0.01 wt. percent to about 0.5 wt. percent, optionally about 0.05 wt. percent to about 0.1 wt. percent or about 0.3 percent, by total weight of the composition.
  • the oral care compositions also comprise at least one flavorant, useful for example to enhance taste of the composition.
  • Any orally acceptable natural or synthetic flavorant can be used, including without limitation essential oils and various flavoring aldehydes, esters, alcohols, and similar materials, tea flavors, vanillin, sage, marjoram, parsley oil, spearmint oil, cinnamon oil, oil of Wintergreen, peppermint oil, clove oil, bay oil, anise oil, eucalyptus oil, citrus oils, fruit oils, sassafras and essences including those derived from lemon, orange, lime, grapefruit, apricot, banana, grape, apple, strawberry, cherry, pineapple, etc., bean-and nut-derived flavors such as coffee, cocoa, cola, peanut, almond, etc., adsorbed and encapsulated flavorants and the like.
  • ingredients that provide fragrance and/or other sensory effect in the mouth, including cooling or warming effects.
  • Such ingredients illustratively include menthol, carvone, menthyl acetate, menthyl lactate, camphor, eucalyptus oil, eucalyptol, anethole, eugenol, cassia, oxanone, a-irisone, thymol, linalool, benzaldehyde, cinnamaldehyde, N-ethyl-p-menthan-3-carboxamine, N, 2, 3- trimethyl-2- isopropylbutanamide, 3- (1-menthoxy) -propane-1, 2-diol, cinnamaldehyde glycerol acetal (CGA), menthone glycerol acetal (MGA) and the like.
  • One or more flavorants are optionally present in a total amount of from about 0.01 wt. percent to about 5 wt. percent, for example, from about 0.03 wt. percent to about 2.5 wt. percent, optionally about 0.05 wt. percent to about 1.5 wt. percent, further optionally about 0.1 wt. percent to about 0.3 wt. percent and in some embodiments in various embodiments from about 0.01 wt. percent to about 1 wt. percent, from about 0.05 to about 2 percent, from about 0.1 percent to about 2.5 percent, and from about 0.1 to about 0.5 percent by total weight of the composition.
  • the oral care compositions comprise at least one sweetener, useful for example to enhance taste of the composition.
  • Sweetening agents among those useful herein include dextrose, polydextrose, sucrose, maltose, dextrin, dried invert sugar, mannose, xylose, ribose, fructose, levulose, galactose, corn syrup, partially hydrolyzed starch, hydrogenated starch hydrolysate, ethanol, sorbitol, mannitol, xylitol, maltitol, isomalt, aspartame, neotame, saccharin and salts thereof (e.g. sodium saccharin), sucralose, dipeptide-based intense sweeteners, cyclamates, dihydrochalcones, glycerine, propylene glycol, polyethylene glycols.
  • sweetening agents include dextrose, polydextrose, sucrose, maltose, dextrin, dried invert
  • One or more sweeteners are optionally present in a total amount depending strongly on the particular sweetener (s) selected, but typically 0.005 wt. percent to 5 wt. percent, by total weight of the composition, optionally 0.005 wt. percent to 0.2 wt. percent, further optionally 0.05 wt. percent to 0.1 wt. percent by total weight of the composition.
  • the oral care compositions further comprise an agent that interferes with or prevents bacterial attachment, e.g., ethyl lauroyl arginiate (ELA), solbrol or chitosan, as well as plaque dispersing agents such as enzymes (papain, glucoamylase, etc.).
  • an agent that interferes with or prevents bacterial attachment e.g., ethyl lauroyl arginiate (ELA), solbrol or chitosan
  • EVA ethyl lauroyl arginiate
  • solbrol solbrol
  • chitosan e.g., chitosan
  • plaque dispersing agents such as enzymes (papain, glucoamylase, etc.).
  • anti-calculus agents e.g. alkali-metal pyrophosphates, hypophosphite-containing polymers, organic phosphonates and phosphocit
  • Humectants such as glycerol, sorbitol, propyleneglycol, xylitol, lactitol etc.; polymeric compounds which can enhance the delivery of active ingredients such as antimicrobial agents can also be included; buffers and salts to buffer the pH and ionic strength of the oral care composition; and other optional ingredients that may be included are e.g. bleaching agents such as peroxy compounds e.g. potassium peroxydiphosphate, effervescing systems such as sodium bicarbonate/citric acid systems, colour change systems, and so on.
  • bleaching agents such as peroxy compounds e.g. potassium peroxydiphosphate, effervescing systems such as sodium bicarbonate/citric acid systems, colour change systems, and so on.
  • a disk of in vitro skin was pellicle coated (immersion in irradiated saliva). 1 :2 slurry of toothpaste in Millipore water (1 minute contact time) then rinsed with water. The disk is digested in nitric acid and Zinc level measured by ICP-MS (inductively coupled plasma mass spectrometry).

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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)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une pâte dentifrice comprenant : i) du sulfate de zinc heptahydraté, ii) de la glycine iii), de l'abrasif de silice, iv) supérieur à 20% en poids d'eau, dans lequel le rapport en poids de sulfate de zinc heptahydraté à la glycine est de 1:3 à 2:1.
PCT/EP2023/081240 2023-01-13 2023-11-09 Composition de soins buccodentaires WO2024149491A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP23151456.3 2023-01-13
EP23151456 2023-01-13

Publications (1)

Publication Number Publication Date
WO2024149491A1 true WO2024149491A1 (fr) 2024-07-18

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2052978A (en) 1979-06-20 1981-02-04 Unilever Ltd Oral compositions containing zinc salts
EP0236070A2 (fr) 1986-02-28 1987-09-09 Unilever Plc Silices
US5470561A (en) 1991-12-11 1995-11-28 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Mouthwash compositions
EP0740932A1 (fr) 1995-05-03 1996-11-06 Unilever N.V. Dentifrice sous forme de gel optiquement clair
US5632972A (en) 1994-06-30 1997-05-27 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Method for treating gingival and periodontal tissues
WO2006012977A1 (fr) 2004-08-03 2006-02-09 Unilever N.V. Composition
US20090202453A1 (en) 2004-08-03 2009-08-13 Hindustan Lever Limited Oral Composition
US20210059914A1 (en) 2019-08-27 2021-03-04 Colgate-Palmolive Company Zinc Phosphate Containing Compositions

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2052978A (en) 1979-06-20 1981-02-04 Unilever Ltd Oral compositions containing zinc salts
EP0236070A2 (fr) 1986-02-28 1987-09-09 Unilever Plc Silices
US5470561A (en) 1991-12-11 1995-11-28 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Mouthwash compositions
US5632972A (en) 1994-06-30 1997-05-27 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Method for treating gingival and periodontal tissues
EP0740932A1 (fr) 1995-05-03 1996-11-06 Unilever N.V. Dentifrice sous forme de gel optiquement clair
WO2006012977A1 (fr) 2004-08-03 2006-02-09 Unilever N.V. Composition
US20090202453A1 (en) 2004-08-03 2009-08-13 Hindustan Lever Limited Oral Composition
US20210059914A1 (en) 2019-08-27 2021-03-04 Colgate-Palmolive Company Zinc Phosphate Containing Compositions

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