WO2024105161A1 - Novel dentifrice compositions and uses - Google Patents
Novel dentifrice compositions and uses Download PDFInfo
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- WO2024105161A1 WO2024105161A1 PCT/EP2023/082053 EP2023082053W WO2024105161A1 WO 2024105161 A1 WO2024105161 A1 WO 2024105161A1 EP 2023082053 W EP2023082053 W EP 2023082053W WO 2024105161 A1 WO2024105161 A1 WO 2024105161A1
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- dentifrice composition
- composition
- dentifrice
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- copolymer
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- 239000000203 mixture Substances 0.000 title claims abstract description 109
- 239000000551 dentifrice Substances 0.000 title claims abstract description 92
- 201000002170 dentin sensitivity Diseases 0.000 claims abstract description 32
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 63
- 229920001577 copolymer Polymers 0.000 claims description 31
- 239000000606 toothpaste Substances 0.000 claims description 31
- 229940034610 toothpaste Drugs 0.000 claims description 29
- 235000010333 potassium nitrate Nutrition 0.000 claims description 28
- QCZAWDGAVJMPTA-RNFRBKRXSA-N ClC1=CC=CC(=N1)C1=NC(=NC(=N1)N[C@@H](C(F)(F)F)C)N[C@@H](C(F)(F)F)C Chemical compound ClC1=CC=CC(=N1)C1=NC(=NC(=N1)N[C@@H](C(F)(F)F)C)N[C@@H](C(F)(F)F)C QCZAWDGAVJMPTA-RNFRBKRXSA-N 0.000 claims description 25
- 239000004323 potassium nitrate Substances 0.000 claims description 24
- 239000004094 surface-active agent Substances 0.000 claims description 20
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 claims description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 14
- 239000004615 ingredient Substances 0.000 claims description 14
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 13
- -1 colourings Substances 0.000 claims description 11
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 9
- 239000007916 tablet composition Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000000377 silicon dioxide Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000003906 humectant Substances 0.000 claims description 6
- 239000003975 dentin desensitizing agent Substances 0.000 claims description 5
- 239000000796 flavoring agent Substances 0.000 claims description 4
- 239000003002 pH adjusting agent Substances 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 4
- 238000004040 coloring Methods 0.000 claims description 3
- 239000003205 fragrance Substances 0.000 claims description 3
- 230000008719 thickening Effects 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- 239000007852 tooth bleaching agent Substances 0.000 claims description 2
- 238000009472 formulation Methods 0.000 description 14
- 230000036347 tooth sensitivity Effects 0.000 description 13
- 239000000047 product Substances 0.000 description 10
- 230000035945 sensitivity Effects 0.000 description 10
- 229940091249 fluoride supplement Drugs 0.000 description 8
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 description 8
- 229960002799 stannous fluoride Drugs 0.000 description 8
- 229940104261 taurate Drugs 0.000 description 8
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 8
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 6
- 210000004268 dentin Anatomy 0.000 description 6
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical class C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 6
- 239000002562 thickening agent Substances 0.000 description 6
- 239000003082 abrasive agent Substances 0.000 description 5
- 239000005312 bioglass Substances 0.000 description 5
- 230000001680 brushing effect Effects 0.000 description 5
- 210000005036 nerve Anatomy 0.000 description 5
- 229910021653 sulphate ion Inorganic materials 0.000 description 5
- 230000008859 change Effects 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000006072 paste Substances 0.000 description 4
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 3
- 244000060011 Cocos nucifera Species 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 150000002191 fatty alcohols Chemical group 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical group [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 239000004141 Sodium laurylsulphate Substances 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical group OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000013011 aqueous formulation Substances 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 2
- 239000013642 negative control Substances 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011591 potassium Chemical group 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000013024 sodium fluoride Nutrition 0.000 description 2
- 239000011775 sodium fluoride Substances 0.000 description 2
- 229960000414 sodium fluoride Drugs 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- SQXSZTQNKBBYPM-UHFFFAOYSA-N 2-[docosyl(dimethyl)azaniumyl]acetate Chemical compound CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)CC([O-])=O SQXSZTQNKBBYPM-UHFFFAOYSA-N 0.000 description 1
- TYIOVYZMKITKRO-UHFFFAOYSA-N 2-[hexadecyl(dimethyl)azaniumyl]acetate Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CC([O-])=O TYIOVYZMKITKRO-UHFFFAOYSA-N 0.000 description 1
- XGRSAFKZAGGXJV-UHFFFAOYSA-N 3-azaniumyl-3-cyclohexylpropanoate Chemical compound OC(=O)CC(N)C1CCCCC1 XGRSAFKZAGGXJV-UHFFFAOYSA-N 0.000 description 1
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000012594 Earle’s Balanced Salt Solution Substances 0.000 description 1
- 206010033372 Pain and discomfort Diseases 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 206010062544 Tooth fracture Diseases 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000020965 cold beverage Nutrition 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 208000002925 dental caries Diseases 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 238000000586 desensitisation Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000019264 food flavour enhancer Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 208000024693 gingival disease Diseases 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 235000012171 hot beverage Nutrition 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 125000004355 nitrogen functional group Chemical group 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000007170 pathology Effects 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000008301 sensodyne Substances 0.000 description 1
- 229940077012 sensodyne Drugs 0.000 description 1
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 1
- HSFQBFMEWSTNOW-UHFFFAOYSA-N sodium;carbanide Chemical group [CH3-].[Na+] HSFQBFMEWSTNOW-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
Landscapes
- 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
The invention relates to dentifrice compositions with occluding properties. The dentifrice compositions can be used in the treatment of dentine hypersensitivity.
Description
Novel Dentifrice Compositions and uses.
Field of invention
The present invention relates to dentifrice compositions. In particular the invention relates to dentifrice compositions with desensitisation properties for consumers with sensitive teeth.
Background to the invention
Tooth sensitivity is an exaggerated response to stimuli such as hot, cold, sweet or acidic foods and drinks, exposure to cold air and even brushing your teeth.
Sensitive teeth are typically the result of worn tooth enamel or exposed tooth roots. (Sometimes, however, tooth discomfort is caused by other factors, such as a cavity, a cracked or chipped tooth, a worn filling, or gum disease.) This exposes the soft dentin layer of the tooth to the environment.
Dentin hypersensitivity has been defined as the pain arising from exposed dentin, typically in response to chemical, thermal, tactile or osmotic stimuli that cannot be explained as arising from any other form of dental defect or pathology.
There are many dentifrice (mainly toothpaste) products that seek to help the user reduce the pain and discomfort associated with sensitive teeth.
There are different approaches and different active components that are used to prepare commercial dentifrices that can counteract the problem of sensitive teeth.
Some common actives included in dentifrices to treat sensitivity include:
Potassium nitrate, this soothes the nerves inside your teeth. This ingredient stops the nerves in your teeth from sending pain signals when you encounter triggers (like hot or cold beverages)
Stannous fluoride, this protects dentin, the soft exposed part of your tooth. The goal of stannous fluoride is to keep triggers from ever reaching the nerves, therefore avoiding pain signals altogether.
Other ingredients that also attempt the occlusion route (blocking access to the tooth) nerves, include biolglasses like Novamin®
It would be desirable to find improved and/or alternative dentifrice formulations to help treat sensitive teeth. In particular to treat dentine hypersensitivity.
Summary of invention
In a first aspect the invention describes an oral care dentifrice composition comprising at least 1.5 % by weight polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer for use as a medicament for reducing tooth sensitivity (in particular dentine hypersensitivity).
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity (in particular dentine hypersensitivity), comprises at least 2.0 % by weight polyvinyl methyl ether/maleic anhydride copolymer.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity (in particular dentine hypersensitivity) comprises at least 3.0 % by weight polyvinyl methyl ether/maleic anhydride copolymer.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity (in particular dentine hypersensitivity), comprises an additional tooth sensitivity active compound.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity comprises an additional tooth sensitivity active compound, wherein the tooth sensitivity active compound comprises potassium nitrate.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity comprises potassium nitrate at about 5 % by weight.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity comprises PVM/MA copolymer that is in a powered form prior to addition to the dentifrice composition.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity, the composition comprises water.
In a further embodiment, the dentifrice composition for use as a medicament for reducing tooth sensitivity, the composition comprises water, wherein the water comprises at least 20% by weight of the dentifrice composition.
In a second aspect, the invention comprises a dentifrice composition comprising at least 1.5 % of polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer.
In a further embodiment the dentifrice composition comprises at least about 3.0 % by weight of PVM/MA copolymer.
In a further embodiment the dentifrice composition also comprises an additional tooth desensitizing agent.
In a further embodiment the tooth desensitizing agent is potassium nitrate.
In a further embodiment the potassium nitrate comprises about 5 % by weight of the dentifrice composition.
In a further embodiment the polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer comprises at least about 3.0 % by weight and the potassium nitrate comprises about 5 % by weight of the dentifrice composition.
In a further embodiment the dentifrice is an aqueous composition.
In a further embodiment the composition comprises; water, between 20 - 40 % w/w, at least one humectant, between 25 - 50 % w/w, at least one thickening silica between 10 -20 % VJ/VJ, at least one abrasive silica between 2 - 10 % w/w and at least one surfactant between 0.5 - 5 % w/w.
In a further embodiment the composition further comprises a source of fluoride.
In a further embodiment the dentifrice composition comprises one or more minor ingredients selected from the list of flavourings, tooth whitening agents, colourings, preservatives, fragrances, pH modifiers and mixtures thereof.
In a further embodiment the dentifrice composition comprises a toothpaste or toothpaste tablet formulation.
In another aspect of the invention, the dentifrice compositions according to the invention are used in combination with a toothbrush to clean teeth.
In a further embodiment, the toothbrush is a manual toothbrush.
In a further embodiment, the toothbrush is an electrically powered toothbrush.
Detailed description of the invention
It was surprisingly found that a dentifrice containing polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer at high levels has strong occluding properties. This property provides for a dentifrice composition comprising the copolymer at at least 1.5% by weight to be an effective treatment for dentine hypersensitivity.
This ingredient, usually in liquid form, has been used in dentifrice compositions, in particular toothpaste compositions, at low levels for many years to provide a thickening and stabilising effect to hold the paste formulations together.
The occluding properties of the copolymer at high levels in the dentifrice composition provide desensitizing properties equivalent to that of known desensitizing active compounds such as bioglasses, stannous fluoride and potassium nitrate.
Preferably the amount of polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer is greater than 2.0 % by weight, more preferably at least 2.5% by weight.
Preferably the amount of polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer is between about 2.0% and 10% by weight, more preferably between about 2.5% and 8% by weight and most preferably between about 3.0 % and 4.5 % by weight of the dentifrice compositions.
A particularly preferred source of polyvinyl methyl ether/maleic anhydride ((PVM/MA) copolymer is OraRez™ W-100P, by Boai NKY Pharmaceuticals Ltd. OraRez™ W-100P is a free acid of the cocopolymer of methyl vinyl ether and maleic anhydride In the form of powder.
The powdered form of the copolymer makes it particularly easy to handle.
The invention is not limited to dentifrices comprising powdered PVM/MA copolymers nor PVM/MA copolmers from particular suppliers.
Other sources of PVM/MA copolymers can be used. Non-limiting examples include the Gantrez™ range of products from Ashland and Luviform™ by BASF.
The dentifrices of the present invention may be prepared as an aqueous or non-aqueous formulation. The dentifrices of the present invention are preferably aqueous based.
The dentifrices of the present invention are effective desensitizing formulas without further desensitising actives.
However the dentifrices of the present invention are particularly effective when the polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer is used in combination with a second desensitizing active.
The invention is not limited to particular second actives. Non-limiting examples of further desensitising actives to use in combination with the powdered PVM/MA are bioglasses, in particular Novamin®, stannous fluoride and potassium nitrate.
These actives have different modes of action. Stannous fluoride and bioglass are occluding desensitising actives, they act to block dentine tubules. Potassium nitrate gains its desensitising properties by acting directly upon the nerves of the teeth.
The dentifrices of the present invention are particularly effective when the polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer is combined with potassium nitrate due to the two different modes of action.
The dentifrices of the present invention are not limited to the amount of potassium nitrate utilised.
The amount of potassium nitrate contained in the formulas may be from about 1 % and 10 % by weight. The skilled person can adjust the level as required. A particularly effective amount of potassium nitrate is about 5% by weight.
A preferred dentifrice composition of the present invention comprises from about 3% to about 4.5 % PVM/MA polymer and about 5% potassium nitrate.
A particularly preferred dentifrice composition of the present invention comprises about 3% PVM/MA polymer and about 5% potassium nitrate.
The dentifrice compositions of the present invention may take any physical form suitable. Particularly preferred forms are toothpastes and toothpaste tablets.
Optional ingredients
The dentifrices of the present invention may comprise a humectant. Any humectant suitable for use in oral care may be used.
Non limiting examples of suitable humectants include sugar alcohols such as glycerol sorbitol, xylitol and malitol. If used, typically humectants may comprised between 10 and 60 % of the formulations by eight, preferably between 20 and 40% by weight.
The dentifrices of the present invention may comprise at least one thickener and at least one abrasive to aid the cleaning of the tooth surface. Any thickener or abrasive suitable for use in oral care products may be included. The skilled person is aware of many of these.
The invention is not limited to any particular abrasive or thickener.
Examples of suitable dental abrasives and thickeners include silica abrasives/thickeners such as those marketed under the following trade names Zeodent®, Sident®, Sorbosil® or Tixosil® by Huber, Degussa, Ineos and Rhodia respectively.
The silica thickener, if used, should be present in an amount needed to give the right level of body to the formula.
The silica abrasive, if included, should be present in an amount sufficient to ensure adequate cleaning of teeth by the dentifrice composition whilst not promoting unnecessary abrasion of the teeth surface.
The abrasive may be a single component or a mixture of two or more abrasives. The use of different abrasives allows the skilled person to optimise the cleaning power of the dentifrice compositions.
The total abrasive is generally present in an amount up to 10% by weight of the total dentifrice composition, for example from 1 % to 10 % by weight, and preferably at least 2 % -10%. For example, from 3 % to 7 % by weight and especially 4 % to 6 % by weight of the total composition. Ultimately the level of abrasive in the tablet is determined by the particular abrasive used and the level of abrasivity desired in the final product. The skilled person can adjust the levels required.
Particularly preferred abrasives include hydrated silicas. And a particularly preferred grade is Zeodent® 124 by Evonik.
The dentifrices of the present invention may contain surfactants to provide foaming, cleaning and mouthfeel properties. The dentifrice compositions of the present invention may contain at least one surfactant. The dentifrices of the invention may comprise a combination of two or more surfactants.
The skilled person is aware of the types of surfactants used in oral care compositions.
A suitable surfactant for use in the dentifrice compositions according to the invention belongs to the class of compounds known as betaines. Structurally, betaine compounds contain an anionic functional group such as a carboxylate functional group and a cationic functional group such as quaternary nitrogen functional group separated by a methylene moiety. They include n-alkyl betaines such as cetyl betaine and behenyl betaine, and n-alkylamido betaines such as cocoamidopropyl betaine.
In one embodiment the betaine is cocoamidopropyl betaine, commercially available under the trade name Tego Betain®.
Suitably the betaine is present in an amount ranging from about 0.1 % to about 10 % by weight of the toothpaste tablet composition, for example from about 0.2 % to about 3.0 % , more preferably between about 0.3 % to about 2.0 % by weight of the dentifrice composition.
Another surfactant for use in the toothpaste tablet compositions according to the invention is selected from a taurate based surfactant. Taurate surfactants useful in the present invention are salts of fatty acid amides of N-methyl taurine. They conform generally to the structural formula:
RC(O)N(CH3)CH2CH2SO3l\/l
Where RC(O)- represents a fatty acid radical and M represents sodium, potassium, ammonium or triethanolamine. Fatty acids having carbon chain lengths of from 10 to 20, including those derived from coconut, palm and tall oil are used. In one embodiment the fatty acid is derived from coconut. In one embodiment, sodium salts are used.
In one embodiment the taurate is sodium methyl cocyl taurate. This taurate surfactant is sold under the trademark by Adinol CT® by Croda.
The taurate surfactant may be present in an amount from about 0.1 to about 10 % of the toothpaste tablet composition. In one embodiment the taurate surfactant is present in an amount from about 0.1 % to about 5 % by weight of the toothpaste tablet composition. In one embodiment the taurate surfactant is present in an amount from about 0.5 % to about 2.0 % by weight of the toothpaste tablet composition.
Another class of surfactants suitable for the present invention are alkyl sulphate surfactants of the following structural formula:
R1OSO3I\/I
R1 represents a fatty alcohol moiety and M represents sodium, potassium, ammonium or triethanolamine. Fatty alcohols having carbon chain lengths of from about 10 to about 20, including
those derived from coconut, palm oil and tall oil. In one embodiment, the fatty alcohol is lauryl alcohol. In one embodiment, a sodium salt is used.
In one embodiment the alkyl sulphate is sodium lauryl sulphate (SLS).
The alkyl sulphate surfactant may be present in an amount from about 0.1 % to about 10 % of the non-aqueous composition. In one embodiment the alkyl sulphate surfactant may be present in an amount from about 0.1 to about 5% by weight of the dentifrice composition.
In one embodiment the alkyl sulphate surfactant is present in an amount from about 0.5 to about 2.5% by weight of the toothpaste tablet composition.
The total amount of surfactant in the dentifrice formulation is preferably less than about 10 %, more preferably less than 5 % and most preferably less than 3 % by weight of the formulation.
The dentifrice compositions of the invention may have a source of fluoride ion.
The fluoride source may be selected from sodium fluoride, stannous fluoride, sodium monofluorophosphate, potassium fluoride, ammonium fluoride, bis-(hydroxethyl) amino-propyl-N- hydroxyethyloctadecylamine-dihydrofluoride and mixtures thereof.
A particularly preferred source of fluoride ions forthe present invention is sodium fluoride or stannous fluoride or mixtures thereof.
The dentifrices of the present invention may have any level of fluoride from lOOppm to lOOOOppm.
The level of fluoride in most jurisdictions is heavily controlled by state regulation. 450ppm, 1150ppm and 1426ppm levels are typical levels for commercial toothpastes. The present invention works well with these levels but is not limited to these amounts of fluoride.
The skilled person can readily determine the correct amount of fluoride source to add to get the correct levels.
The dentifrice compositions of the present invention may be toothpaste or toothpaste tablet formulations.
The formulations may be aqueous or non-aqueous formulations.
The use of tablets for toothpaste allows for the controlled use of the correct amounts of actives for a single brushing.
The dentifrices of the present invention may contain many other minor ingredients.
The minor ingredients may be selected from the list of flavourings, whitening agents, colourings, preservatives, fragrances, pH modifiers and mixtures thereof.
The dentifrice compositions of the present invention may contain a total of 0.1 % -8 % by weight of minor ingredients.
Minor ingredients may include one or more, flavours, colourants, preservatives, sweeteners or flavour enhancers, pH modifiers, rheology modifiers, or combinations of the these.
The skilled person would be aware of examples of all of these ingredients that are suitable for oral care use.
General dentifrice compositions of the present invention
A non-limiting example of a dentifrice composition of the present invention is shown below on table
1. The composition would comprise the following ingredients:
Table 1
Table 2 discloses a further preferred non-limiting example of the dentifrice compositions of the present invention. The composition would comprise the following ingredients:
Table 2
A preferred non limiting example of the dentifrices of the present invention including a desensitizing active, potassium nitrate is sent out in Table 3. The composition would comprise the following ingredients:
Table 3
Table 4 discloses a preferred non-limiting example of the present invention comprising the copolymer and potassium nitrate at highly desired levels.
Table 4
Example formulations
The following toothpaste formulations were prepared to demonstrate the effects of the invention.
The samples were all subjected to hydraulic conductance testing and the results compared.
Table 5
Table 6
Table 7
Table 8
Discussion
Control samples la, 1, 3, and 5 demonstrate the effect of using a known occluding desensitizing agent in a dentifrice formulation (SnFj and Bioglass Novamin™ ) in reducing conductance across a tooth compared with desensitising (potassium nitrate) formulations without occluding agents (Control 2 and 4).
Hydraulic conductance is reduced by 20-30% with the addition of SnFj (Control 1 and 3 versus control 2 (with non-occluding potassium nitrate) on table 5)
Table 5 also demonstrates that 1.5 % by weight of the PVM/MA copolymer in a toothpaste formulation has the occlusive properties equivalent to commercial stannous fluoride formulations. (Example 1 versus Controls 1 or 3).
Table 6 demonstrates that 3.0% by weight of the PVM/MA copolymer in a toothpaste formulation has the occlusive properties of a commercial bioglass (Novamin®) formulation.
Table 8 demonstrates a clear dose response in terms of effective occlusion. Increasing the amounts of the copolymer, (Examples 2-4), steadily increases the occlusive effect.
This is a highly surprising result in the absence of known occluding actives.
Hydraulic conductance - Optimised Method Summary:
Dentine discs were cut from unrestored, caries free, coronal portions of human molars. All cuts were made perpendicular to the longitudinal axis of each tooth, using a diamond wire saw (approximate thickness: 550 pm). Fifty-six discs passing the baseline criteria were used in this study; eight discs per group.
Each disc was etched with 1% (w/w) citric acid for 2 minutes; rinsed for 30 seconds with deionised water; sonicated for 10 minutes in deionised water; rinsed for 30 seconds with deionised water; and, pat-dried using absorbent tissue. The disc was then secured within a Pashley cell while taking care to eliminate any air bubbles or debris. An Elveflow OBI flow controller (UK01200-203) was used to force the perfusion solution (Earle's Balanced Salt Solution), via an Elveflow FS2 sensor (FLOW-02-46675), through the disc, under a constant pressure of 100 mbar, and the mean flow rate was measured over 5 minutes using the Elveflow software (version 2.6.1). A mean fluid flow rate within the range 3 to 7.6 pL/min was deemed acceptable for a baseline measurement. Each disc passing the baseline flow criteria was randomly assigned to a treatment group and subjected to the following treatment regime. The cell was filled with deionised water and approximately 0.5g of the assigned toothpaste. The exposed dentine was brushed using an artist's brush for 30 seconds, under moderate manual pressure, to incorporate maximum amount of product into the exposed dentinal tubules. The resultant slurry was allowed to settle for a further 30 seconds before being rinsed with deionised water until all visible slurry had been removed. The cell was refilled with deionised water, left for 30 seconds and a 5-minute flow measurement was recorded. This procedure was repeated a further three times for each disc (4 brushings).
A washout treatment was then performed, which consisted of filling the cell with 10% (w/w) citric acid for 30 seconds after which the 5-minute flow rate was recorded. The disc was then treated with 5% oxalic acid solution for 30 seconds after which the 5-minute flow rate was again recorded, to ensure there were no leaks in the system or fractures in the disc. The data for each disc was accepted if the post-oxalate treatment flow rate was no more than 10% of the baseline flow rate.
Clinical studies
On the basis of the positive hydraulic conductance data, a clinical trial was carried out to determine if desensitizing effects could be proven against dentine hypersensitivity (DH) in normal in vivo conditions.
This was a proof of principle study to investigate the ability of a 3% methyl vinyl ether/maleic anhydride co-copolymer (PVM/MA) + 5% potassium nitrate (KNO3) combination toothpaste to protect from dentine hypersensitivity across an 8-week treatment period.
Key study aspects: o Randomised, controlled, examiner blind, 4 treatment arm, parallel design, stratified (by maximum Baseline Schiff sensitivity score of the two selected test teeth) o Study period: 2-4 weeks acclimatisation; 8 weeks product usage o DH to evaporative air (Schiff sensitivity score) and tactile (tactile threshold) stimuli was assessed at Baseline, Day 3, and Weeks 2, 4 and 8 after twice daily brushing o Subjects with good general and oral health with self-reported and examiner confirmed DH
• Two 'Test Teeth' which met tactile threshold (<20g) & Schiff sensitivity score (>2) criteria @ both screening and baseline visit
133 subjects were screened, 120 were randomised, 118 completed the study.
Four test products:
1 - Example 3a - (see table 8 above) - A 3% PVM/MA + 5% KNO3 paste
2 - Example 3 - (see table 7 above) - A 3% PVM/MA only paste
3 - Desensitizing control - Sensodyne paste (5% KNO3)
4 - Negative control - Colgate Cavity Protection, (fluoride only)
Results
Change in Baseline in Schiff Sensitivity Score
Table 9
Change from baseline: p-value < 0.05 for all products at all time points.
Figure 2 shows the results on table 9 in graphical form.
Change from Baseline in Tactile Threshold
Table 10
Change from baseline: p-value < 0.05 for all products at all time points.
Figure 1 shows the results of table 10 in graphical form.
Conclusions
Primary objective (to characterise the sensitivity protection profile of study products) was met.
The combination toothpaste containing 3 % of PVM/MA + 5% KNO3, the PVM/MA only (PVM/MA) toothpaste and the KNO3 toothpaste showed a consistent DH protection, as measured by Schiff sensitivity score and Tactile threshold across an 8-week treatment period with twice daily tooth brushing.
The experimental combination toothpaste containing 3 % of PVM/MA + 5 % KNO3 showed better DH protection, as measured by Schiff sensitivity score and tactile threshold, than the KNO3 only toothpaste and the negative control toothpaste. The difference was statistically significant at all timepoints.
The experimental combination toothpaste containing 3 % of PVM/MA + 5 % KNO3 showed better DH protection, as measured by Schiff sensitivity score and tactile threshold, than the copolymer only (PVM/MA) toothpaste. The difference was statistically significant at all timepoints except Schiff sensitivity score at Day 3.
All study products were generally well tolerated.
Claims
1. An oral care dentifrice composition comprising at least about 1.5 % by weight polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer for use as a medicament for reducing dentine hypersensitivity.
2. The oral care dentifrice composition for use according to claim 1 comprising at least about 2.0 % by weight polyvinyl methyl ether/maleic anhydride copolymer for use as a medicament for reducing dentine hypersensitivity.
3. The oral care dentifrice composition for use according to claim 1 or claim 2 comprising at least about 3.0 % by weight /maleic anhydride copolymer for use as a medicament for reducing dentine hypersensitivity.
4. The oral care dentifrice composition for use according to any of the previous claims wherein the composition further comprises a further tooth desensitising active compound.
5. The oral care dentifrice composition for use according to claim 4 wherein the tooth desensitising active compound comprises potassium nitrate.
6. The oral care dentifrice composition for use according to claim 5 wherein the composition comprises potassium nitrate at about 5 % by weight.
7. The oral care dentifrice composition for use according to any of the previous claims wherein the copolymer is in a powered form prior to addition to the dentifrice composition.
8. The oral care dentifrice composition for use according to any of the previous claims wherein the composition comprises water.
9. The oral care dentifrice composition for use according to any of the previous claims wherein the water comprises at least 20 % by weight of the composition.
10. A dentifrice composition comprising at least about 1.5 % of polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer.
11. The dentifrice composition according to claim 11 wherein the PVM/MA copolymer powder comprises at least about 3.0 % by weight.
12. The dentifrice composition according to claim 10 or claim 11 wherein the dentifrice also comprises a tooth desensitizing agent.
13. The dentifrice composition according to claim 12 wherein the tooth desensitizing agent is potassium nitrate.
14. The dentifrice composition according to claim 13 wherein the potassium nitrate comprises about 5 % by weight of the dentifrice composition.
The dentifrice composition according to claim 13 wherein the polyvinyl methyl ether/maleic anhydride (PVM/MA) copolymer comprises at least about 3.0 % by weight and the potassium nitrate comprises about 5 % by weight. The dentifrice composition according to any of the previous claims wherein the dentifrice is an aqueous composition. The dentifrice composition of any of the preceding claims wherein the composition further comprises; water between 20 - 40 % w/w, at least one humectant, between 25 - 50 % w/w, at least one thickening silica between 10 -20 % VJ/VJ, at least one abrasive silica between 2 - 10 % VJ/VJ and at least one surfactant between 0.5 - 5 % w/w. The dentifrice composition according to any of the previous claims wherein the composition further comprises a source of fluoride. The dentifrice composition according to any of the previous claims wherein the composition further comprises one or more minor ingredients selected from the list of flavourings, tooth whitening agents, colourings, preservatives, fragrances, pH modifiers and mixtures thereof. The dentifrice composition according to any one of claims 10 - 19 wherein the composition comprises a toothpaste or toothpaste tablet formulation. The use of the dentifrice composition according to any one of claims 10 - 19 in combination with a toothbrush to clean teeth. The use according to claim 21 wherein the toothbrush is a manual or an electrically powered toothbrush.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB2217164.9A GB202217164D0 (en) | 2022-11-16 | 2022-11-16 | Novel dentifrice composition |
| GB2217164.9 | 2022-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2024105161A1 true WO2024105161A1 (en) | 2024-05-23 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2023/082053 WO2024105161A1 (en) | 2022-11-16 | 2023-11-16 | Novel dentifrice compositions and uses |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB202217164D0 (en) |
| WO (1) | WO2024105161A1 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015167488A1 (en) * | 2014-04-30 | 2015-11-05 | Colgate-Palmolive Company | Oral care composition containing silica and zinc citrate |
| CN113908067A (en) * | 2021-10-19 | 2022-01-11 | 四川涑爽医疗用品有限公司 | Composition for resisting tooth sensitivity, preparation method and application thereof, and oral care product containing composition |
-
2022
- 2022-11-16 GB GBGB2217164.9A patent/GB202217164D0/en active Pending
-
2023
- 2023-11-16 WO PCT/EP2023/082053 patent/WO2024105161A1/en unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015167488A1 (en) * | 2014-04-30 | 2015-11-05 | Colgate-Palmolive Company | Oral care composition containing silica and zinc citrate |
| CN113908067A (en) * | 2021-10-19 | 2022-01-11 | 四川涑爽医疗用品有限公司 | Composition for resisting tooth sensitivity, preparation method and application thereof, and oral care product containing composition |
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| Publication number | Publication date |
|---|---|
| GB202217164D0 (en) | 2022-12-28 |
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