WO2023120058A1 - Oral composition - Google Patents

Oral composition Download PDF

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Publication number
WO2023120058A1
WO2023120058A1 PCT/JP2022/043917 JP2022043917W WO2023120058A1 WO 2023120058 A1 WO2023120058 A1 WO 2023120058A1 JP 2022043917 W JP2022043917 W JP 2022043917W WO 2023120058 A1 WO2023120058 A1 WO 2023120058A1
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Prior art keywords
oral composition
calcium
retention
salt
component
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PCT/JP2022/043917
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French (fr)
Japanese (ja)
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彩佳 岩崎
友一 小熊
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ライオン株式会社
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Publication of WO2023120058A1 publication Critical patent/WO2023120058A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/24Phosphorous; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • the present invention relates to an oral composition that is excellent in retention of fluoride ions in the oral cavity, particularly on tooth surfaces.
  • Fluorine-containing compounds such as sodium fluoride are widely used in oral compositions such as dentifrice compositions for the purpose of preventing dental caries as medicinal ingredients having functions such as promoting remineralization and inhibiting demineralization. .
  • fluorine-containing compounds In order for fluorine-containing compounds to work effectively, it is effective to retain fluoride ions in the oral mucosa and tooth surfaces. It is desirable to retain a large amount of fluorine ions inside.
  • Patent Document 1 Japanese Patent Publication No. 10-5119566 proposes a method of mixing calcium ions and fluoride ions immediately before application to the oral cavity. Since it enters the oral cavity, it is immediately washed away by saliva and does not exhibit a sufficient retention effect.In addition, calcium fluoride precipitates in a short time after mixing the two components, so the fluoride ion is not released sufficiently and the effect is exhibited.
  • Patent Document 2 Japanese Patent Application Laid-Open No. 2009-137863 proposes a composition in which a complex of polyphosphate, calcium salt, and fluoride salt is prepared in advance. It's far from perfect, and there is still room for improvement. Further, Patent Document 3 (International Publication No. 2013/47826) discloses an oral composition containing a lactam compound having a lactam skeleton such as pyrrolidonecarboxylic acid or a salt thereof and having an acidic group, and a fluorine compound. , proposed that it has an excellent dentin caries inhibitory effect. Patent Document 4 (Japanese Patent Application Laid-Open No.
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide an oral composition that is excellent in retention of fluoride ions in the oral cavity, particularly on tooth surfaces.
  • a complex is formed by these to form a fluoride which is an insoluble substance.
  • the formation of calcium chloride is prevented, the release of fluoride ions is improved, the adsorption of fluoride ions to the tooth surface (enamel) is increased, and by adding component (D), component (D) is reduced. It has a unique effect of further improving the adsorption of fluoride ions to the tooth surface, thereby remarkably improving the retention of fluoride ions and providing excellent retention of fluoride ions.
  • the effects of the present invention can be obtained by combining component (D) with components (A), (B) and (C).
  • oral compositions obtained by combining components (A), (B) and (C) of the present invention with component (D) are blended into tooth surfaces.
  • the retention of fluorine ions on the tooth surface was higher than that of Comparative Example 2 in which component (D) was not blended.
  • Patent Document 5 Japanese Patent Application Laid-Open No. 2021-95380 describes fluoride ion retention and release in the oral mucosa by a combination of tripolyphosphate or pyrophosphate, water-soluble calcium salt, sodium fluoride, and cationized cellulose. improvement in sexuality.
  • the present invention is a combination of components (A), (B), (C) and (D), and the component (D) exerts a specific and unexpected action, thereby It improves the retention of fluoride ions and provides an excellent effect of retention of fluoride ions.
  • the present invention provides the following oral compositions.
  • [1] condensed phosphoric acid or a salt thereof;
  • An oral composition comprising (C) a fluorine-containing compound and (D) one or more selected from cysteine, polyvinylpyrrolidone and a collagen compound.
  • [2] (A) The oral composition according to [1], wherein the condensed phosphoric acid or its salt is one or more selected from pyrophosphate, tripolyphosphate and metaphosphate.
  • [3] (A) The oral composition according to [2], wherein the condensed phosphoric acid or its salt is potassium pyrophosphate.
  • [7] The oral composition according to any one of [1] to [6], wherein the content of component (C) is 500 to 5,000 ppm as fluorine ions.
  • the content of component (A) is 0.1 to 1.5% by mass
  • the content of component (B) is 0.1 to 2% by mass
  • the content of component (D) is 0.01 to 10% by mass.
  • the present invention it is possible to provide an oral composition that is excellent in retention of fluoride ions on tooth surfaces in the oral cavity. Since the oral cavity composition of the present invention is excellent in retention of fluoride ions on the tooth surface, a relatively large amount of fluoride ions are retained in the oral cavity, thereby promoting remineralization and demineralization of the component (C). It is possible to sufficiently exert effects such as suppression, and it is effective for caries prevention.
  • the oral composition of the present invention contains one or more selected from (A) condensed phosphoric acid or its salt, (B) calcium salt, (C) fluorine-containing compound, and (D) cysteine, polyvinylpyrrolidone and collagen compound. contains.
  • Condensed phosphoric acid or a salt thereof has the effect of improving retention of fluoride ions on tooth surfaces.
  • Water-soluble condensed phosphoric acid or a salt thereof (solubility in water at 20° C.; 1 g/100 g or more) can be preferably used as condensed phosphoric acid or a salt thereof.
  • Component (A) includes, for example, linear polyphosphoric acids such as pyrophosphoric acid, tripolyphosphoric acid and tetrapolyphosphoric acid or salts thereof, and cyclic polyphosphoric acids such as trimetaphosphoric acid, tetrametaphosphoric acid and hexametaphosphoric acid or salts thereof. .
  • Salts include alkali metal salts such as sodium salts and potassium salts.
  • pyrophosphates, tripolyphosphates and metaphosphates are preferred, and pyrophosphates and tripolyphosphates are more preferred, from the viewpoint of improving the retention of fluorine ions.
  • Specific examples of condensed phosphoric acid or salts thereof include potassium pyrophosphate, sodium pyrophosphate, sodium tripolyphosphate, sodium hexametaphosphate, etc. Potassium pyrophosphate is particularly preferred. These may be used singly or in combination of two or more, and commercially available products can be used.
  • the amount of condensed phosphoric acid or its salt is preferably 0.1 to 1.5% (% by mass, the same shall apply hereinafter) of the entire composition, more preferably 0.15 to 1.4%, and still more preferably is 0.2 to 1.0%.
  • the compounding amount is 0.1% or more, the retention of fluoride ions is sufficiently improved, and the retention of fluoride ions on the tooth surface is excellent.
  • it is 1.5% or less, the retention of fluorine ions is sufficiently maintained.
  • Calcium salt has the effect of improving retention of fluoride ions on the tooth surface.
  • a calcium salt having a solubility in water at 20° C. of 0.5 g/100 g or more can be preferably used.
  • calcium glycerophosphate, calcium chloride, calcium nitrate, calcium acetate, calcium citrate, calcium gluconate, calcium benzoate, calcium formate, calcium fumarate, calcium lactate, calcium butyrate, calcium isobutyrate, calcium malate, calcium maleate, Calcium propionate, calcium valerate and the like can be mentioned.
  • calcium glycerophosphate and calcium chloride are preferable from the viewpoint of improving the retention of fluorine ions. These may be used singly or in combination of two or more, and commercially available products can be used.
  • the content of calcium salt is preferably 0.1 to 2%, more preferably 0.1 to 1.5%, and still more preferably 0.2 to 1% of the total composition.
  • the compounding amount is 0.1% or more, the retention of fluoride ions is sufficiently improved, and the retention of fluoride ions on the tooth surface is excellent.
  • it is 2% or less, the retention of fluorine ions is sufficiently maintained.
  • sodium fluoride sodium monofluorophosphate, tin fluoride, and the like
  • sodium fluoride is particularly preferred from the viewpoint of improving retention of fluoride ions on the tooth surface. These may be used singly or in combination of two or more, and commercially available products can be used.
  • the content of the fluorine-containing compound is preferably 500 to 5,000 ppm, more preferably 1,100 to 3,000 ppm, in terms of fluorine ions, based on the total composition.
  • the blending amount of the fluorine-containing compound varies depending on the amount of fluoride ions to be supplied. For example, in the case of sodium fluoride, when the amount of fluoride ions to be supplied is 500 ppm, the amount to be blended is 0.11% of the total composition.
  • the content of sodium fluoride is preferably 0.11 to 1.1%, more preferably 0.25 to 0.7% of the total composition.
  • (A)/(C), which indicates the quantitative ratio of component (A) and component (C) is preferably 0.05 to 1, more preferably 0.1 to 0.5 as a molar ratio. be.
  • (B)/(C), which indicates the quantitative ratio of component (B) to component (C) is preferably 0.1-2, more preferably 0.2-1 as a molar ratio. More preferably, the molar ratio of (A)/(C) and the molar ratio of (B)/(C) are within the above ranges. When the component (C) is blended within these molar ratio ranges, the retention of fluorine ions on the tooth surface is more excellent.
  • Component (D) is selected from cysteine, polyvinylpyrrolidone and collagen compounds, and one of these can be used alone or two or more of them can be used in combination.
  • Component (D), in combination with components (A), (B) and (C), further enhances retention of fluoride ions on the tooth surface, and exerts an effect of imparting remarkable retention.
  • polyvinylpyrrolidone is preferable from the viewpoint of improving retention of fluorine ions on the tooth surface.
  • Cysteine includes L-cysteine, D-cysteine, DL-cysteine, and salts and hydrates such as hydrochlorides thereof (eg, cysteine hydrochloride, cysteine hydrochloride hydrate). These can be used individually by 1 type or in combination of 2 or more types. Among them, L-cysteine is preferable from the viewpoint of improving retention of fluoride ions on the tooth surface. Cysteine may be derived from natural products such as animals and plants, may be chemically synthesized, or may be commercially available. Co., Ltd.) and the like can be used.
  • Polyvinylpyrrolidone preferably has a K value of 25 to 95, more preferably 25 to 50.
  • K value is a value determined by the method described in the Japanese Pharmacopoeia, 18th Edition, Articles "Povidone”.
  • Examples of such polyvinylpyrrolidone include polyvinylpyrrolidone K25, polyvinylpyrrolidone K30, polyvinylpyrrolidone K60, polyvinylpyrrolidone K90, and the like. These can be used individually by 1 type or in combination of 2 or more types.
  • Polyvinylpyrrolidone is a commercial product, specifically, Plasdone K-25, Plasdone K-90, Plasdone K-90D, Plasdone K-90M, Plasdone K-29/32 (all manufactured by ISP), Rubis Koll K-30, Kollidon 12PF, Kollidon 17PF, Kollidon 25, Kollidon 30, Kollidon 90F (all manufactured by BASF) and the like can be used.
  • Collagen compounds include water-soluble collagen, insoluble collagen, hydrolysates thereof, derivatives thereof, and salts thereof. These can be used individually by 1 type or in combination of 2 or more types. Specifically, water-soluble collagen and insoluble collagen extracted and purified from mammals, birds, and fish can be used, and atelocollagen and hydrolyzed collagen peptide obtained by enzymatic treatment and hydrolysis thereof can also be used. . Furthermore, derivatives obtained by adding fatty acids and the like to these collagen compounds can also be used. Among them, hydrolyzed collagen peptide is preferable from the viewpoint of improving the retention of fluoride ions on the tooth surface.
  • the collagen compound preferably has a weight average molecular weight of 100 to 9,000 (measured by the average molecular weight measurement method described in Photographic Gelatin Test Method (PAGI Method) 10th Edition).
  • PAGI Method Photographic Gelatin Test Method
  • "hydrolyzed collagen powder" described in the Standards for Quasi-drug Ingredients 2021 can be used, and commercially available products can also be used.
  • HACP-U2 manufactured by Zerais Co., Ltd.
  • the like can be used as the hydrolyzed collagen peptide.
  • the amount of component (D) to be blended is preferably 0.01 to 10% of the total composition.
  • the compounding amount is 0.01% or more, the retention of fluorine ions is sufficiently improved, and the retention of fluorine ions on the tooth surface is excellent. When it is 10% or less, the retention of fluorine ions is sufficiently maintained.
  • the blending amount is preferably 0.1 to 3%, more preferably 0.2 to 2%, still more preferably 0.5 to 1.0% of the total composition. 5%.
  • polyvinylpyrrolidone is blended as the component (D)
  • its blending amount is preferably 0.01 to 5%, more preferably 0.02 to 2%, and still more preferably 0.04 to 1.5% of the total composition. %.
  • a collagen compound is blended as component (D)
  • its blending amount is preferably 0.1 to 10%, more preferably 0.5 to 8%, and still more preferably 1 to 5% of the total composition.
  • the oral composition of the present invention may be in the form of paste, gel or liquid, particularly paste or liquid, and may be used in dentifrices such as toothpaste, gel toothpaste, liquid dentifrice and wet toothpaste, and cleansers. It can be used after being prepared as oral agents, mouthwashes, mouthsprays, and the like.
  • a dentifrice composition is particularly preferable, and is suitable as a dentifrice such as a toothpaste.
  • a preparation method a conventional method can be adopted depending on the form and dosage form.
  • a dentifrice composition can be prepared by a known method, for example, by blending components (A) to (D), water, and optional ingredients in a conventional manner.
  • optional components can be blended as necessary depending on the purpose, dosage form, etc. of the oral composition.
  • Optional ingredients include, for example, surfactants, abrasives, thickeners, wetting agents, sweetening agents, flavoring agents, preservatives, coloring agents, active ingredients, solvents and the like. Specific examples of optional components are shown below. These optional components can be blended singly or in combination of two or more, and the blending amount of each optional component can be a normal amount within a range that does not impair the effects of the present invention.
  • surfactants examples include anionic surfactants, nonionic surfactants, and amphoteric surfactants, and specific examples are shown in (i) to (iii) below.
  • Anionic Surfactants Alkyl sulfates such as lauryl sulfate, acyl sarcosine salts, acylmethyl taurine salts, acyl glutamates, and ⁇ -olefin sulfonates (tetradecene sulfonates) can be mentioned.
  • alkali metal salts such as sodium salts and potassium salts are preferable.
  • Nonionic Surfactant Polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, polyglycerin fatty acid ester, sorbitan fatty acid ester, fatty acid monoglyceride.
  • Amphoteric Surfactant Fatty acid amidopropyl betaine such as coconut oil fatty acid amidopropyl betaine, and N-fatty acid acyl-N-carboxymethyl-N-hydroxyethyl ethylenediamine salt.
  • the surfactant content is preferably 0.001 to 10%, more preferably 0.1 to 5%, of the total composition.
  • Abrasive examples include silica-based abrasives such as silicic anhydride, zeolite, and aluminum hydroxide.
  • the amount of abrasive compounded is usually 2 to 50%, particularly 10 to 40%, of the total composition.
  • Thickener Organic thickeners such as xanthan gum, sodium alginate, hydroxyethylcellulose, carrageenan, sodium carboxymethylcellulose, polyvinylpyrrolidone, sodium polyacrylate, cationized cellulose and carboxyvinyl polymer, and inorganic thickeners such as thickening silica.
  • the blending amount of the thickener is usually 0.1-10%, particularly 0.1-8% of the total composition.
  • Wetting agent examples include sugar alcohols such as sorbitol, xylitol and erythritol, and polyhydric alcohols such as glycerin, propylene glycol and polyethylene glycol (PEG).
  • sugar alcohols such as sorbitol, xylitol and erythritol
  • polyhydric alcohols such as glycerin, propylene glycol and polyethylene glycol (PEG).
  • the humectant content is usually 2-50% of the total composition.
  • Sweetener Saccharin, sodium saccharin, sucralose.
  • the amount of perfume compounded is usually 0.01 to 2% of the total composition.
  • Preservative paraoxybenzoic acid ester, sodium benzoate, and the like.
  • Colorant Blue No. 1, Blue No. 2, Green No. 3, Yellow No. 4, Yellow No. 5, Red No. 106, Red No. 227, caramel, titanium oxide, mica titanium and the like.
  • Optional Active Ingredients Enzymes such as dextranase, allantoin, glycyrrhizinate, glycyrrhetinic acid, sodium chloride, isopropylmethylphenol, copper gluconate, cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, hinokitiol, zeolite, aluminum lactate, potassium nitrate, oak extract is mentioned.
  • the amount of these active ingredients to be blended can be an effective amount within a range that does not impair the effects of the present invention.
  • Lower monohydric alcohols having 2 or 3 carbon atoms such as purified water and ethanol can be used. Ethanol, when blended, may be 25% or less of the total composition, or may not be blended.
  • a dentifrice composition (toothpaste) having the composition shown in Tables 1 and 2 was prepared by a conventional method and evaluated by the following methods. The results are also shown in the table.

Abstract

Provided is an oral composition with which there is achieved exceptional fluorine ion retention in the oral cavity, particularly on the surface of teeth. An oral composition containing: (A) condensed phosphoric acid or a salt thereof; (B) a calcium salt; (C) a fluorine-containing compound; and (D) at least one substance selected from cysteine, polyvinylpyrrolidone, and collagen compounds.

Description

口腔用組成物oral composition
 本発明は、口腔内、特に歯面へのフッ素イオン滞留性に優れる口腔用組成物に関する。 The present invention relates to an oral composition that is excellent in retention of fluoride ions in the oral cavity, particularly on tooth surfaces.
 フッ化ナトリウム等のフッ素含有化合物は、再石灰化促進や脱灰抑制等の機能を有する薬用成分として、う蝕予防等の目的で歯磨剤組成物等の口腔用組成物に広く用いられている。フッ素含有化合物を効果的に作用させるには、フッ素イオンを口腔内の粘膜や歯面に滞留させることが有効であり、使用後の口腔内をうがいして水で漱ぐなどした後でも、口腔内にフッ素イオンを多く残して留めておくことが望まれる。 Fluorine-containing compounds such as sodium fluoride are widely used in oral compositions such as dentifrice compositions for the purpose of preventing dental caries as medicinal ingredients having functions such as promoting remineralization and inhibiting demineralization. . In order for fluorine-containing compounds to work effectively, it is effective to retain fluoride ions in the oral mucosa and tooth surfaces. It is desirable to retain a large amount of fluorine ions inside.
 フッ素イオンの滞留性を向上させる方法として、カルシウムイオンとフッ素イオンを共存させる方法が採用されているが、カルシウムイオンとフッ素イオンは反応性が高く、これらを共存させると、歯牙に対して作用する以前に不溶性物質であるフッ化カルシウムとなり、十分な効果が発揮されなかった。
 特許文献1(特表平10-511956号公報)では、カルシウムイオンとフッ素イオンを口腔への適用直前に当該2つの組成物を混合する方法が提案されているが、この方法では、フッ素イオンとして口腔内に入るため、すぐに唾液で流され十分な滞留効果が発揮されず、また、2成分混合後に短時間でフッ化カルシウムが析出するため、フッ素イオンが十分に放出されず効果が発揮されなかった。
 特許文献2(特開2009-137863号公報)には、ポリリン酸塩、カルシウム塩、フッ化物塩の複合体を予め調製した組成物が提案されているが、この方法では、フッ素イオン滞留性が十分とは言い難く、未だ改善の余地があった。
 また、特許文献3(国際公開第2013/47826号)は、ピロリドンカルボン酸又はその塩等のラクタム骨格を有し、かつ酸性基を有するラクタム化合物と、フッ素化合物とを含有する口腔用組成物が、象牙質う蝕抑制効果に優れることを提案している。特許文献4(特開2017-48162号公報)では、ラクタム化合物と所定の平均粒子径を有する水不溶性カルシウム塩とを含有する、象牙質う蝕抑制効果が向上した口腔用組成物が提案されている。しかし、これらは、いずれも象牙質に対する効果に留まっており、歯面へのフッ素イオン滞留性に関しては未だ改善の余地があった。
As a method for improving retention of fluoride ions, a method of coexisting calcium ions and fluoride ions has been adopted, but calcium ions and fluoride ions are highly reactive, and when they coexist, they act on teeth. Previously, it turned into calcium fluoride, which is an insoluble substance, and sufficient effects were not exhibited.
Patent Document 1 (Japanese Patent Publication No. 10-511956) proposes a method of mixing calcium ions and fluoride ions immediately before application to the oral cavity. Since it enters the oral cavity, it is immediately washed away by saliva and does not exhibit a sufficient retention effect.In addition, calcium fluoride precipitates in a short time after mixing the two components, so the fluoride ion is not released sufficiently and the effect is exhibited. I didn't.
Patent Document 2 (Japanese Patent Application Laid-Open No. 2009-137863) proposes a composition in which a complex of polyphosphate, calcium salt, and fluoride salt is prepared in advance. It's far from perfect, and there is still room for improvement.
Further, Patent Document 3 (International Publication No. 2013/47826) discloses an oral composition containing a lactam compound having a lactam skeleton such as pyrrolidonecarboxylic acid or a salt thereof and having an acidic group, and a fluorine compound. , proposed that it has an excellent dentin caries inhibitory effect. Patent Document 4 (Japanese Patent Application Laid-Open No. 2017-48162) proposes an oral composition having an improved dentin caries inhibitory effect, which contains a lactam compound and a water-insoluble calcium salt having a predetermined average particle size. there is However, these are all limited to effects on dentin, and there is still room for improvement with respect to retention of fluoride ions on tooth surfaces.
特表平10-511956号公報Japanese Patent Publication No. 10-511956 特開2009-137863号公報JP 2009-137863 A 国際公開第2013/47826号WO2013/47826 特開2017-48162号公報JP 2017-48162 A 特開2021-95380号公報Japanese Patent Application Laid-Open No. 2021-95380
 本発明は、上記事情に鑑みなされたもので、口腔内、特に歯面へのフッ素イオン滞留性に優れる口腔用組成物を提供することを目的とする。 The present invention has been made in view of the above circumstances, and an object of the present invention is to provide an oral composition that is excellent in retention of fluoride ions in the oral cavity, particularly on tooth surfaces.
 本発明者らは、上記目的を達成するため鋭意検討を行った結果、(A)縮合リン酸又はその塩、(B)カルシウム塩、(C)フッ素含有化合物、並びに(D)システイン、ポリビニルピロリドン及びコラーゲン化合物から選ばれる1種以上を口腔用組成物に配合すると、口腔内、特に歯面へのフッ素イオン滞留性が高まり、優れたフッ素イオン滞留性を与えることができることを知見し、本発明をなすに至った。 As a result of intensive studies to achieve the above object, the present inventors found that (A) condensed phosphoric acid or its salt, (B) calcium salt, (C) fluorine-containing compound, and (D) cysteine and polyvinylpyrrolidone and a collagen compound in an oral composition increases the retention of fluoride ions in the oral cavity, particularly on the tooth surface, and can provide excellent retention of fluoride ions. I came to make
 本発明では、歯磨剤等の口腔用組成物において、(C)成分に(A)及び(B)成分を併用して組み合わせると、これらによって複合体が形成されることで、不溶性物質であるフッ化カルシウムの形成が防止されてフッ素イオンの放出性が改善し、歯面(エナメル質)へのフッ素イオンの吸着性が高まり、更に、(D)成分を添加することで、(D)成分が歯面へのフッ素イオンの吸着性を一層改善するという特異な作用を奏し、これにより、フッ素イオン滞留性が顕著に向上し、優れたフッ素イオン滞留性を与えることができた。
 本発明の作用効果は、(D)成分を(A)、(B)及び(C)成分に組み合わせることによって得られる。後述の実施例及び比較例に示すように、本発明の(A)、(B)及び(C)成分に(D)成分を組み合わせて配合した口腔用組成物(実施例)は、歯面へのフッ素イオン滞留性に優れ、(D)成分が配合されていない比較例2よりも歯面へのフッ素イオン滞留性が高いものであった。
 なお、特許文献5(特開2021-95380号公報)は、トリポリリン酸塩又はピロリン酸塩、水溶性カルシウム塩、フッ化ナトリウム、カチオン化セルロースの組み合わせによる、口腔粘膜へのフッ素イオン滞留性及び放出性の改善である。これに対して、本発明は、(A)、(B)、(C)及び(D)成分の組み合わせで、(D)成分が特異的に予想外の作用を奏することによって、歯面へのフッ素イオン滞留性を向上させ、優れたフッ素イオン滞留効果を与えるものである。
In the present invention, in an oral composition such as a dentifrice, when the component (C) is combined with the components (A) and (B), a complex is formed by these to form a fluoride which is an insoluble substance. The formation of calcium chloride is prevented, the release of fluoride ions is improved, the adsorption of fluoride ions to the tooth surface (enamel) is increased, and by adding component (D), component (D) is reduced. It has a unique effect of further improving the adsorption of fluoride ions to the tooth surface, thereby remarkably improving the retention of fluoride ions and providing excellent retention of fluoride ions.
The effects of the present invention can be obtained by combining component (D) with components (A), (B) and (C). As shown in Examples and Comparative Examples described later, oral compositions (Examples) obtained by combining components (A), (B) and (C) of the present invention with component (D) are blended into tooth surfaces. The retention of fluorine ions on the tooth surface was higher than that of Comparative Example 2 in which component (D) was not blended.
In addition, Patent Document 5 (Japanese Patent Application Laid-Open No. 2021-95380) describes fluoride ion retention and release in the oral mucosa by a combination of tripolyphosphate or pyrophosphate, water-soluble calcium salt, sodium fluoride, and cationized cellulose. improvement in sexuality. In contrast, the present invention is a combination of components (A), (B), (C) and (D), and the component (D) exerts a specific and unexpected action, thereby It improves the retention of fluoride ions and provides an excellent effect of retention of fluoride ions.
 従って、本発明は、下記の口腔用組成物を提供する。
〔1〕
 (A)縮合リン酸又はその塩、
(B)カルシウム塩、
(C)フッ素含有化合物
並びに
(D)システイン、ポリビニルピロリドン及びコラーゲン化合物から選ばれる1種以上
を含有してなる口腔用組成物。
〔2〕
 (A)縮合リン酸又はその塩が、ピロリン酸塩、トリポリリン酸塩及びメタリン酸塩から選ばれる1種以上である〔1〕記載の口腔用組成物。
〔3〕
 (A)縮合リン酸又はその塩が、ピロリン酸カリウムである〔2〕記載の口腔用組成物。
〔4〕
 (B)カルシウム塩が、グリセロリン酸カルシウム及び塩化カルシウムから選ばれる1種以上である〔1〕~〔3〕のいずれかに記載の口腔用組成物。
〔5〕
 (C)フッ素含有化合物が、フッ化ナトリウム、モノフルオロリン酸ナトリウム及びフッ化スズから選ばれる1種以上である〔1〕~〔4〕のいずれかに記載の口腔用組成物。
〔6〕
 (A)/(C)がモル比として0.05~1、(B)/(C)がモル比として0.1~2である〔1〕~〔5〕のいずれかに記載の口腔用組成物。
〔7〕
 (C)成分の含有量が、フッ素イオンとして500~5,000ppmである〔1〕~〔6〕のいずれかに記載の口腔用組成物。
〔8〕
 (A)成分の含有量が0.1~1.5質量%、(B)成分の含有量が0.1~2質量%、(D)成分の含有量が0.01~10質量%である〔1〕~〔7〕のいずれかに記載の口腔用組成物。
〔9〕
 歯磨剤組成物である〔1〕~〔8〕のいずれかに記載の口腔用組成物。
Accordingly, the present invention provides the following oral compositions.
[1]
(A) condensed phosphoric acid or a salt thereof;
(B) a calcium salt;
An oral composition comprising (C) a fluorine-containing compound and (D) one or more selected from cysteine, polyvinylpyrrolidone and a collagen compound.
[2]
(A) The oral composition according to [1], wherein the condensed phosphoric acid or its salt is one or more selected from pyrophosphate, tripolyphosphate and metaphosphate.
[3]
(A) The oral composition according to [2], wherein the condensed phosphoric acid or its salt is potassium pyrophosphate.
[4]
(B) The oral composition according to any one of [1] to [3], wherein the calcium salt is one or more selected from calcium glycerophosphate and calcium chloride.
[5]
(C) The oral composition according to any one of [1] to [4], wherein the fluorine-containing compound is one or more selected from sodium fluoride, sodium monofluorophosphate and tin fluoride.
[6]
The oral cavity use according to any one of [1] to [5], wherein (A)/(C) is 0.05 to 1 as a molar ratio and (B)/(C) is 0.1 to 2 as a molar ratio. Composition.
[7]
The oral composition according to any one of [1] to [6], wherein the content of component (C) is 500 to 5,000 ppm as fluorine ions.
[8]
The content of component (A) is 0.1 to 1.5% by mass, the content of component (B) is 0.1 to 2% by mass, and the content of component (D) is 0.01 to 10% by mass. A composition for oral cavity according to any one of [1] to [7].
[9]
The oral composition according to any one of [1] to [8], which is a dentifrice composition.
 本発明によれば、口腔内の歯面へのフッ素イオン滞留性に優れる口腔用組成物を提供できる。本発明の口腔用組成物は、歯面へのフッ素イオン滞留性に優れることから、口腔内にフッ素イオンを比較的多く残して留めおくことで、(C)成分の再石灰化促進、脱灰抑制等の効果を十分に発揮させることができ、う蝕予防用として有効である。 According to the present invention, it is possible to provide an oral composition that is excellent in retention of fluoride ions on tooth surfaces in the oral cavity. Since the oral cavity composition of the present invention is excellent in retention of fluoride ions on the tooth surface, a relatively large amount of fluoride ions are retained in the oral cavity, thereby promoting remineralization and demineralization of the component (C). It is possible to sufficiently exert effects such as suppression, and it is effective for caries prevention.
 以下、本発明につき更に詳述する。
 本発明の口腔用組成物は、(A)縮合リン酸又はその塩、(B)カルシウム塩、(C)フッ素含有化合物、並びに(D)システイン、ポリビニルピロリドン及びコラーゲン化合物から選ばれる1種以上を含有する。
The present invention will be described in further detail below.
The oral composition of the present invention contains one or more selected from (A) condensed phosphoric acid or its salt, (B) calcium salt, (C) fluorine-containing compound, and (D) cysteine, polyvinylpyrrolidone and collagen compound. contains.
 (A)縮合リン酸又はその塩は、歯面へのフッ素イオン滞留性向上効果を奏する。
 縮合リン酸又はその塩は、水溶性縮合リン酸又はその塩(20℃の水に対する溶解性;1g/100g以上)を好ましく用いることができる。(A)成分としては、例えばピロリン酸、トリポリリン酸、テトラポリリン酸等の直鎖状のポリリン酸又はその塩、トリメタリン酸、テトラメタリン酸、ヘキサメタリン酸等の環状のポリリン酸又はその塩が挙げられる。塩としては、ナトリウム塩、カリウム塩等のアルカリ金属塩が挙げられる。これらの中でも、フッ素イオン滞留性向上の点から、ピロリン酸塩、トリポリリン酸塩、メタリン酸塩が好ましく、ピロリン酸塩、トリポリリン酸塩がより好ましい。
 縮合リン酸又はその塩としては、具体的にピロリン酸カリウム、ピロリン酸ナトリウム、トリポリリン酸ナトリウム、ヘキサメタリン酸ナトリウム等が挙げられ、ピロリン酸カリウムが特に好ましい。
 これらは、1種単独でも2種以上を組み合わせてもよく、また、市販品を使用できる。
(A) Condensed phosphoric acid or a salt thereof has the effect of improving retention of fluoride ions on tooth surfaces.
Water-soluble condensed phosphoric acid or a salt thereof (solubility in water at 20° C.; 1 g/100 g or more) can be preferably used as condensed phosphoric acid or a salt thereof. Component (A) includes, for example, linear polyphosphoric acids such as pyrophosphoric acid, tripolyphosphoric acid and tetrapolyphosphoric acid or salts thereof, and cyclic polyphosphoric acids such as trimetaphosphoric acid, tetrametaphosphoric acid and hexametaphosphoric acid or salts thereof. . Salts include alkali metal salts such as sodium salts and potassium salts. Among these, pyrophosphates, tripolyphosphates and metaphosphates are preferred, and pyrophosphates and tripolyphosphates are more preferred, from the viewpoint of improving the retention of fluorine ions.
Specific examples of condensed phosphoric acid or salts thereof include potassium pyrophosphate, sodium pyrophosphate, sodium tripolyphosphate, sodium hexametaphosphate, etc. Potassium pyrophosphate is particularly preferred.
These may be used singly or in combination of two or more, and commercially available products can be used.
 (A)縮合リン酸又はその塩の配合量は、組成物全体の0.1~1.5%(質量%、以下同様)が好ましく、より好ましくは0.15~1.4%、更に好ましくは0.2~1.0%である。配合量が0.1%以上であると、十分にフッ素イオン滞留性が向上し、歯面へのフッ素イオン滞留性に優れる。1.5%以下であると、フッ素イオン滞留性が十分に維持される。 (A) The amount of condensed phosphoric acid or its salt is preferably 0.1 to 1.5% (% by mass, the same shall apply hereinafter) of the entire composition, more preferably 0.15 to 1.4%, and still more preferably is 0.2 to 1.0%. When the compounding amount is 0.1% or more, the retention of fluoride ions is sufficiently improved, and the retention of fluoride ions on the tooth surface is excellent. When it is 1.5% or less, the retention of fluorine ions is sufficiently maintained.
 (B)カルシウム塩は、歯面へのフッ素イオン滞留性向上効果を奏する。
 カルシウム塩は、20℃の水に対する溶解性が0.5g/100g以上のものを好ましく用いることができる。例えばグリセロリン酸カルシウム、塩化カルシウム、硝酸カルシウム、酢酸カルシウム、クエン酸カルシウム、グルコン酸カルシウム、安息香酸カルシウム、ギ酸カルシウム、フマル酸カルシウム、乳酸カルシウム、酪酸カルシウム、イソ酪酸カルシウム、リンゴ酸カルシウム、マレイン酸カルシウム、プロピオン酸カルシウム、吉草酸カルシウム等が挙げられる。これらの中でも、フッ素イオン滞留性向上の点から、グリセロリン酸カルシウム、塩化カルシウムが好ましい。
 これらは、1種単独でも2種以上を組み合わせてもよく、また、市販品を使用できる。
(B) Calcium salt has the effect of improving retention of fluoride ions on the tooth surface.
A calcium salt having a solubility in water at 20° C. of 0.5 g/100 g or more can be preferably used. For example calcium glycerophosphate, calcium chloride, calcium nitrate, calcium acetate, calcium citrate, calcium gluconate, calcium benzoate, calcium formate, calcium fumarate, calcium lactate, calcium butyrate, calcium isobutyrate, calcium malate, calcium maleate, Calcium propionate, calcium valerate and the like can be mentioned. Among these, calcium glycerophosphate and calcium chloride are preferable from the viewpoint of improving the retention of fluorine ions.
These may be used singly or in combination of two or more, and commercially available products can be used.
 (B)カルシウム塩の配合量は、組成物全体の0.1~2%が好ましく、より好ましくは0.1~1.5%、更に好ましくは0.2~1%である。配合量が0.1%以上であると、十分にフッ素イオン滞留性が向上し、歯面へのフッ素イオン滞留性に優れる。2%以下であると、フッ素イオン滞留性が十分に維持される。 (B) The content of calcium salt is preferably 0.1 to 2%, more preferably 0.1 to 1.5%, and still more preferably 0.2 to 1% of the total composition. When the compounding amount is 0.1% or more, the retention of fluoride ions is sufficiently improved, and the retention of fluoride ions on the tooth surface is excellent. When it is 2% or less, the retention of fluorine ions is sufficiently maintained.
 (C)フッ素含有化合物としては、フッ化ナトリウム、モノフルオロリン酸ナトリウム、フッ化スズ等を使用できる。これらの中でも、フッ化ナトリウムが、特に歯面へのフッ素イオン滞留性向上の点から好ましい。
 これらは、1種単独でも2種以上を組み合わせてもよく、また、市販品を使用できる。
(C) As the fluorine-containing compound, sodium fluoride, sodium monofluorophosphate, tin fluoride, and the like can be used. Among these, sodium fluoride is particularly preferred from the viewpoint of improving retention of fluoride ions on the tooth surface.
These may be used singly or in combination of two or more, and commercially available products can be used.
 (C)フッ素含有化合物の配合量は、フッ素イオンとして、組成物全体の500~5,000ppmが好ましく、より好ましくは1,100~3,000ppmである。配合量がフッ素イオンとして500ppm以上であると、フッ素イオンの滞留性を十分に向上させることができ、5,000ppm以下であると、過剰摂取による斑状歯等の為害作用の発生を防止できる。
 フッ素含有化合物の配合量は、供給するフッ素イオン量により異なり、例えばフッ化ナトリウムの場合、供給するフッ素イオンを500ppmにする場合、その配合量は組成物全体の0.11%となる。具体的にフッ化ナトリウムの配合量は、組成物全体の0.11~1.1%が好ましく、より好ましくは0.25~0.7%である。
(C) The content of the fluorine-containing compound is preferably 500 to 5,000 ppm, more preferably 1,100 to 3,000 ppm, in terms of fluorine ions, based on the total composition. When the content is 500 ppm or more in terms of fluoride ions, retention of fluoride ions can be sufficiently improved, and when it is 5,000 ppm or less, adverse effects such as mottled teeth due to overdose can be prevented.
The blending amount of the fluorine-containing compound varies depending on the amount of fluoride ions to be supplied. For example, in the case of sodium fluoride, when the amount of fluoride ions to be supplied is 500 ppm, the amount to be blended is 0.11% of the total composition. Specifically, the content of sodium fluoride is preferably 0.11 to 1.1%, more preferably 0.25 to 0.7% of the total composition.
 本発明では、(A)成分と(C)成分との量比を示す(A)/(C)が、モル比として好ましくは0.05~1、より好ましくは0.1~0.5である。
 また、(B)成分と(C)成分との量比を示す(B)/(C)が、モル比として好ましくは0.1~2、より好ましくは0.2~1である。
 (A)/(C)のモル比、(B)/(C)のモル比がそれぞれ上記範囲内であると、更に好ましい。これらモル比の範囲内で(C)成分を配合すると、歯面へのフッ素イオン滞留性がより優れる。
In the present invention, (A)/(C), which indicates the quantitative ratio of component (A) and component (C), is preferably 0.05 to 1, more preferably 0.1 to 0.5 as a molar ratio. be.
Also, (B)/(C), which indicates the quantitative ratio of component (B) to component (C), is preferably 0.1-2, more preferably 0.2-1 as a molar ratio.
More preferably, the molar ratio of (A)/(C) and the molar ratio of (B)/(C) are within the above ranges. When the component (C) is blended within these molar ratio ranges, the retention of fluorine ions on the tooth surface is more excellent.
 (D)成分は、システイン、ポリビニルピロリドン及びコラーゲン化合物から選ばれ、これらのうちの1種を単独で、又は2種以上を組み合わせて使用することができる。(D)成分は、(A)、(B)及び(C)成分と組み合わせることで、歯面へのフッ素イオン滞留性を更に高め、顕著な滞留性を与える作用を奏する。
 (D)成分としては、歯面へのフッ素イオン滞留性向上の点から、ポリビニルピロリドンが好ましい。
Component (D) is selected from cysteine, polyvinylpyrrolidone and collagen compounds, and one of these can be used alone or two or more of them can be used in combination. Component (D), in combination with components (A), (B) and (C), further enhances retention of fluoride ions on the tooth surface, and exerts an effect of imparting remarkable retention.
As the component (D), polyvinylpyrrolidone is preferable from the viewpoint of improving retention of fluorine ions on the tooth surface.
 システインとしては、L-システイン、D-システイン、DL-システインや、これらの塩酸塩等の塩や水和物(例えば、システイン塩酸塩、システイン塩酸塩水和物)が挙げられる。これらは、1種を単独で、又は2種以上を組み合わせて使用することができる。中でも、歯面へのフッ素イオン滞留性向上の点から、L-システインが好ましい。
 システインは、動物、植物等の天然物由来のものであってもよく、化学的に合成されたものであってもよく、市販品であってもよく、例えば、L-Cysteine(東京化成工業(株)製)等を使用することができる。
Cysteine includes L-cysteine, D-cysteine, DL-cysteine, and salts and hydrates such as hydrochlorides thereof (eg, cysteine hydrochloride, cysteine hydrochloride hydrate). These can be used individually by 1 type or in combination of 2 or more types. Among them, L-cysteine is preferable from the viewpoint of improving retention of fluoride ions on the tooth surface.
Cysteine may be derived from natural products such as animals and plants, may be chemically synthesized, or may be commercially available. Co., Ltd.) and the like can be used.
 ポリビニルピロリドンとしては、K値が25~95のものが好ましく、25~50のものがより好ましく、本発明の効果を妨げない範囲で、種々のグレードのものを用いることができ、市販品を使用することもできる。
 なお、上記K値は、第十八改正日本薬局方医薬品各条「ポビドン」に記載の方法により求めた値である。
 このようなポリビニルピロリドンとしては、例えば、ポリビニルピロリドンK25、ポリビニルピロリドンK30、ポリビニルピロリドンK60、ポリビニルピロリドンK90等が挙げられる。これらは、1種を単独で、又は2種以上を組み合わせて使用することができる。
 ポリビニルピロリドンは、市販品、具体的には、プラスドン(PLASDONE)K-25、プラスドンK-90、プラスドンK-90D、プラスドンK-90M、プラスドンK-29/32(いずれもISP社製)、ルビスコールK-30、コリドン12PF、コリドン17PF、コリドン25、コリドン30、コリドン90F(いずれもBASF社製)等を使用できる。
Polyvinylpyrrolidone preferably has a K value of 25 to 95, more preferably 25 to 50. Various grades can be used as long as the effects of the present invention are not impaired, and commercially available products are used. You can also
The above K value is a value determined by the method described in the Japanese Pharmacopoeia, 18th Edition, Articles "Povidone".
Examples of such polyvinylpyrrolidone include polyvinylpyrrolidone K25, polyvinylpyrrolidone K30, polyvinylpyrrolidone K60, polyvinylpyrrolidone K90, and the like. These can be used individually by 1 type or in combination of 2 or more types.
Polyvinylpyrrolidone is a commercial product, specifically, Plasdone K-25, Plasdone K-90, Plasdone K-90D, Plasdone K-90M, Plasdone K-29/32 (all manufactured by ISP), Rubis Koll K-30, Kollidon 12PF, Kollidon 17PF, Kollidon 25, Kollidon 30, Kollidon 90F (all manufactured by BASF) and the like can be used.
 コラーゲン化合物としては、水溶性コラーゲン、不溶性コラーゲン、これらの加水分解物や、これらの誘導体、塩が挙げられる。これらは、1種を単独で、又は2種以上を組み合わせて使用することができる。
 具体的には、哺乳類、鳥類、魚類より抽出精製した水溶性コラーゲン、不溶性コラーゲンを使用でき、これらを酵素処理、加水分解するなどして得られる、アテロコラーゲン、加水分解コラーゲンペプチドを使用することもできる。更に、これらコラーゲン化合物に脂肪酸等を付加した誘導体を使用することもできる。中でも、歯面のフッ素イオン滞留性向上の点から、加水分解コラーゲンペプチドが好ましい。
 コラーゲン化合物は、重量平均分子量(写真用ゼラチン試験法(PAGI法)第10版に記載の平均分子量測定方法によって測定)が100~9,000であることが好ましい。
 コラーゲン化合物は、医薬部外品原料規格2021記載の「加水分解コラーゲン末」を使用でき、また、市販品を用いることもできる。具体的に、加水分解コラーゲンペプチドとしては、HACP-U2(ゼライス(株)製)等を用いることができる。
Collagen compounds include water-soluble collagen, insoluble collagen, hydrolysates thereof, derivatives thereof, and salts thereof. These can be used individually by 1 type or in combination of 2 or more types.
Specifically, water-soluble collagen and insoluble collagen extracted and purified from mammals, birds, and fish can be used, and atelocollagen and hydrolyzed collagen peptide obtained by enzymatic treatment and hydrolysis thereof can also be used. . Furthermore, derivatives obtained by adding fatty acids and the like to these collagen compounds can also be used. Among them, hydrolyzed collagen peptide is preferable from the viewpoint of improving the retention of fluoride ions on the tooth surface.
The collagen compound preferably has a weight average molecular weight of 100 to 9,000 (measured by the average molecular weight measurement method described in Photographic Gelatin Test Method (PAGI Method) 10th Edition).
As the collagen compound, "hydrolyzed collagen powder" described in the Standards for Quasi-drug Ingredients 2021 can be used, and commercially available products can also be used. Specifically, HACP-U2 (manufactured by Zerais Co., Ltd.) and the like can be used as the hydrolyzed collagen peptide.
 (D)成分の配合量は、組成物全体の0.01~10%が好ましい。配合量が0.01%以上であると、十分にフッ素イオン滞留性が向上し、歯面へのフッ素イオン滞留性に優れる。10%以下であると、フッ素イオン滞留性が十分に維持される。
 更に、(D)成分としてシステインを配合する場合、その配合量は、組成物全体の0.1~3%が好ましく、より好ましくは0.2~2%、更に好ましくは0.5~1.5%である。
 (D)成分としてポリビニルピロリドンを配合する場合、その配合量は、組成物全体の0.01~5%が好ましく、より好ましくは0.02~2%、更に好ましくは0.04~1.5%である。
 (D)成分としてコラーゲン化合物を配合する場合、その配合量は、組成物全体の0.1~10%が好ましく、より好ましくは0.5~8%、更に好ましくは1~5%である。
The amount of component (D) to be blended is preferably 0.01 to 10% of the total composition. When the compounding amount is 0.01% or more, the retention of fluorine ions is sufficiently improved, and the retention of fluorine ions on the tooth surface is excellent. When it is 10% or less, the retention of fluorine ions is sufficiently maintained.
Furthermore, when cysteine is blended as component (D), the blending amount is preferably 0.1 to 3%, more preferably 0.2 to 2%, still more preferably 0.5 to 1.0% of the total composition. 5%.
When polyvinylpyrrolidone is blended as the component (D), its blending amount is preferably 0.01 to 5%, more preferably 0.02 to 2%, and still more preferably 0.04 to 1.5% of the total composition. %.
When a collagen compound is blended as component (D), its blending amount is preferably 0.1 to 10%, more preferably 0.5 to 8%, and still more preferably 1 to 5% of the total composition.
 本発明の口腔用組成物は、ペースト状、ジェル状、液体状等の形態、特にペースト状、液体状の形態で、練歯磨、ジェル状歯磨、液体歯磨、潤製歯磨等の歯磨剤、洗口剤、マウスウォッシュ、マウススプレー剤等に調製して使用できる。特に歯磨剤組成物であることが好ましく、練歯磨等の歯磨剤として好適である。
 調製方法は、形態や剤型に応じた常法を採用できる。歯磨剤組成物は、公知の方法で調製でき、例えば、(A)~(D)成分、水、及び任意成分を通常の方法で配合し、得ることができる。
 この場合、口腔用組成物の目的、剤型等に応じて、上述した成分以外にも適宜なその他の任意成分を必要に応じて配合できる。任意成分は、例えば、界面活性剤、研磨剤、増粘剤、湿潤剤、甘味剤、香料、防腐剤、着色剤、有効成分、溶剤等が挙げられる。
 以下に任意成分の具体例を示す。これら任意成分は、1種単独で又は2種以上を組み合わせて配合でき、また、各任意成分の配合量は、本発明の効果を妨げない範囲で通常量とし得る。
The oral composition of the present invention may be in the form of paste, gel or liquid, particularly paste or liquid, and may be used in dentifrices such as toothpaste, gel toothpaste, liquid dentifrice and wet toothpaste, and cleansers. It can be used after being prepared as oral agents, mouthwashes, mouthsprays, and the like. A dentifrice composition is particularly preferable, and is suitable as a dentifrice such as a toothpaste.
As a preparation method, a conventional method can be adopted depending on the form and dosage form. A dentifrice composition can be prepared by a known method, for example, by blending components (A) to (D), water, and optional ingredients in a conventional manner.
In this case, in addition to the components described above, other optional components can be blended as necessary depending on the purpose, dosage form, etc. of the oral composition. Optional ingredients include, for example, surfactants, abrasives, thickeners, wetting agents, sweetening agents, flavoring agents, preservatives, coloring agents, active ingredients, solvents and the like.
Specific examples of optional components are shown below. These optional components can be blended singly or in combination of two or more, and the blending amount of each optional component can be a normal amount within a range that does not impair the effects of the present invention.
界面活性剤:
 界面活性剤は、アニオン性界面活性剤、ノニオン性界面活性剤、両性界面活性剤が挙げられ、具体的には下記(i)~(iii)に示す。
(i)アニオン性界面活性剤
 ラウリル硫酸塩等のアルキル硫酸塩、アシルサルコシン塩、アシルメチルタウリン塩、アシルグルタミン酸塩、α-オレフィンスルホン酸塩(テトラデセンスルホン酸塩)が挙げられる。上記塩としては、ナトリウム塩、カリウム塩等のアルカリ金属塩が好ましい。
(ii)ノニオン性界面活性剤
 ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、ポリグリセリン脂肪酸エステル、ソルビタン脂肪酸エステル、脂肪酸モノグリセライドが挙げられる。
(iii)両性界面活性剤
 ヤシ油脂肪酸アミドプロピルベタイン等の脂肪酸アミドプロピルベタイン、N-脂肪酸アシル-N-カルボキシメチル-N-ヒドロキシエチルエチレンジアミン塩が挙げられる。
 界面活性剤の配合量は、組成物全体の0.001~10%が好ましく、特に0.1~5%が好ましい。
Surfactant:
Examples of surfactants include anionic surfactants, nonionic surfactants, and amphoteric surfactants, and specific examples are shown in (i) to (iii) below.
(i) Anionic Surfactants Alkyl sulfates such as lauryl sulfate, acyl sarcosine salts, acylmethyl taurine salts, acyl glutamates, and α-olefin sulfonates (tetradecene sulfonates) can be mentioned. As the above salt, alkali metal salts such as sodium salts and potassium salts are preferable.
(ii) Nonionic Surfactant Polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, polyglycerin fatty acid ester, sorbitan fatty acid ester, fatty acid monoglyceride.
(iii) Amphoteric Surfactant Fatty acid amidopropyl betaine such as coconut oil fatty acid amidopropyl betaine, and N-fatty acid acyl-N-carboxymethyl-N-hydroxyethyl ethylenediamine salt.
The surfactant content is preferably 0.001 to 10%, more preferably 0.1 to 5%, of the total composition.
研磨剤:
 無水ケイ酸等のシリカ系研磨剤、ゼオライト、水酸化アルミニウム等が挙げられる。研磨剤の配合量は、通常、組成物全体の2~50%、特に10~40%である。
Abrasive:
Examples include silica-based abrasives such as silicic anhydride, zeolite, and aluminum hydroxide. The amount of abrasive compounded is usually 2 to 50%, particularly 10 to 40%, of the total composition.
増粘剤:
 キサンタンガム、アルギン酸ナトリウム、ヒドロキシエチルセルロース、カラギーナン、カルボキシメチルセルロースナトリウム、ポリビニルピロリドン、ポリアクリル酸ナトリウム、カチオン化セルロース、カルボキシビニルポリマー等の有機増粘剤、増粘性シリカ等の無機増粘剤が挙げられる。増粘剤の配合量は、通常、組成物全体の0.1~10%、特に0.1~8%である。
Thickener:
Organic thickeners such as xanthan gum, sodium alginate, hydroxyethylcellulose, carrageenan, sodium carboxymethylcellulose, polyvinylpyrrolidone, sodium polyacrylate, cationized cellulose and carboxyvinyl polymer, and inorganic thickeners such as thickening silica. The blending amount of the thickener is usually 0.1-10%, particularly 0.1-8% of the total composition.
湿潤剤:
 ソルビトール、キシリトール、エリスリトール等の糖アルコール、グリセリン、プロピレングリコール、ポリエチレングリコール(PEG)等の多価アルコールが挙げられる。湿潤剤の配合量は、通常、組成物全体の2~50%である。
Wetting agent:
Examples include sugar alcohols such as sorbitol, xylitol and erythritol, and polyhydric alcohols such as glycerin, propylene glycol and polyethylene glycol (PEG). The humectant content is usually 2-50% of the total composition.
甘味剤:
 サッカリン、サッカリンナトリウム、スクラロースが挙げられる。
Sweetener:
Saccharin, sodium saccharin, sucralose.
香料:
 メントール、アネトール、カルボン、オイゲノール、リモネン、n-デシルアルコール、シトロネロール、α-テルピネオール、シトロネリルアセテート、シネオール、リナロール、エチルリナロール、ワニリン、チモール、スペアミント油、ペパーミント油、レモン油、オレンジ油、セージ油、ローズマリー油、桂皮油、ピメント油、桂葉油、シソ油、冬緑油、丁子油、ユーカリ油等が挙げられ、これらは1種単独で又は2種以上を組み合わせて使用することができる。香料の配合量は、通常、組成物全体の0.01~2%である。
Fragrance:
Menthol, anethole, carvone, eugenol, limonene, n-decyl alcohol, citronellol, α-terpineol, citronellyl acetate, cineol, linalool, ethyllinalool, vanillin, thymol, spearmint oil, peppermint oil, lemon oil, orange oil, sage oil , rosemary oil, cinnamon oil, pimento oil, cinnamon leaf oil, perilla oil, wintergreen oil, clove oil, eucalyptus oil, etc. These can be used alone or in combination of two or more. The amount of perfume compounded is usually 0.01 to 2% of the total composition.
防腐剤:
 パラオキシ安息香酸エステル、安息香酸ナトリウム等が挙げられる。
着色剤:
 青色1号、青色2号、緑色3号、黄色4号、黄色5号、赤色106号、赤色227号、カラメル、酸化チタン、雲母チタン等が挙げられる。
Preservative:
paraoxybenzoic acid ester, sodium benzoate, and the like.
Colorant:
Blue No. 1, Blue No. 2, Green No. 3, Yellow No. 4, Yellow No. 5, Red No. 106, Red No. 227, caramel, titanium oxide, mica titanium and the like.
任意の有効成分:
 デキストラナーゼ等の酵素、アラントイン、グリチルリチン酸塩、グリチルレチン酸、塩化ナトリウム、イソプロピルメチルフェノール、グルコン酸銅、塩化セチルピリジニウム、塩化ベンザルコニウム、塩化ベンゼトニウム、ヒノキチオール、ゼオライト、乳酸アルミニウム、硝酸カリウム、オウバクエキスが挙げられる。これら有効成分の配合量は、本発明の効果を妨げない範囲で有効量とし得る。
Optional Active Ingredients:
Enzymes such as dextranase, allantoin, glycyrrhizinate, glycyrrhetinic acid, sodium chloride, isopropylmethylphenol, copper gluconate, cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, hinokitiol, zeolite, aluminum lactate, potassium nitrate, oak extract is mentioned. The amount of these active ingredients to be blended can be an effective amount within a range that does not impair the effects of the present invention.
溶剤:
 精製水、エタノール等の炭素数2又は3の低級1価アルコールが挙げられる。なお、エタノールは、配合する場合は組成物全体の25%以下でもよく、配合しなくてもよい。
solvent:
Lower monohydric alcohols having 2 or 3 carbon atoms such as purified water and ethanol can be used. Ethanol, when blended, may be 25% or less of the total composition, or may not be blended.
 以下、実施例及び比較例、処方例を示し、本発明を具体的に説明するが、本発明は下記の実施例に制限されるものではない。なお、下記の例において%は特に断らない限りいずれも質量%を示す。 Examples, Comparative Examples, and Formulation Examples are shown below to specifically describe the present invention, but the present invention is not limited to the following Examples. In the following examples, % indicates % by mass unless otherwise specified.
 [実施例、比較例]
 表1、2に示す組成の歯磨剤組成物(練歯磨)を常法によって調製し、下記方法で評価した。結果を表に併記した。
[Examples, Comparative Examples]
A dentifrice composition (toothpaste) having the composition shown in Tables 1 and 2 was prepared by a conventional method and evaluated by the following methods. The results are also shown in the table.
歯面へのフッ素イオン滞留性の評価方法
 歯磨剤組成物を精製水で4倍希釈した液をヒドロキシアパタイト(HA)ディスク(直径7mm、厚さ3.5mm、PENTAX社製)に3分間作用させ、直ちに精製水で洗浄した。HAディスクを乾燥させた後、HAディスク上面を0.1NのHCl 120μLで2分間脱灰させ、フッ素イオンを抽出し、溶液中に含まれるフッ素イオンをイオンメーター(Orion 1115000 4-Star、サーモフィッシャーサイエンティフィック(株)製)で測定し、フッ素イオン濃度(ppm)(N=3の平均値)及び標準偏差を求めた。
 フッ素イオン濃度の平均値が1.6ppm以上のものを、歯面へのフッ素イオン滞留性が向上し、フッ素イオン滞留性が高いと判断した。
Method for evaluating retention of fluoride ions on tooth surface A dentifrice composition diluted 4-fold with purified water was allowed to act on a hydroxyapatite (HA) disk (diameter 7 mm, thickness 3.5 mm, manufactured by PENTAX) for 3 minutes. was immediately washed with purified water. After drying the HA disc, the upper surface of the HA disc was decalcified with 120 μL of 0.1 N HCl for 2 minutes to extract the fluoride ions, and the fluoride ions contained in the solution were measured using an ion meter (Orion 1115000 4-Star, Thermo Fisher). Scientific Co., Ltd.) to determine the fluorine ion concentration (ppm) (average value of N=3) and standard deviation.
Those with an average fluoride ion concentration of 1.6 ppm or more were judged to have improved retention of fluoride ions on the tooth surface and high retention of fluoride ions.
 使用原料の詳細を下記に示す。
(A)ピロリン酸カリウム:太平化学産業(株)製
(B)グリセロリン酸カルシウム:岩城製菓(株)製
(B)塩化カルシウム;関東化学工業(株)製
(C)フッ化ナトリウム:ステラケミファ(株)製
(D)L-システイン:L-Cysteine、東京化成工業(株)製
(D)ポリビニルピロリドン:ルビスコールK-30、BASF社製
              K値*26~34
*;第十八改正日本薬局方医薬品各条「ポビドン」に記載の方法により求めた。
(D)コラーゲン化合物:HACP-U2、ゼライス(株)製
            重量平均分子量**1,500
**;写真用ゼラチン試験法(PAGI法)第10版に記載の平均分子量測定方法によって測定した。
Details of raw materials used are shown below.
(A) Potassium pyrophosphate: manufactured by Taihei Chemical Industry Co., Ltd. (B) Calcium glycerophosphate: manufactured by Iwaki Seika Co., Ltd. (B) Calcium chloride manufactured by Kanto Chemical Industry Co., Ltd. (C) Sodium fluoride: Stella Chemifa Co., Ltd. ) (D) L-Cysteine: L-Cysteine, Tokyo Chemical Industry Co., Ltd. (D) Polyvinylpyrrolidone: Rubiscol K-30, BASF K value * 26 to 34
*: Determined by the method described in the Japanese Pharmacopoeia, 18th Edition, Articles "Povidone".
(D) Collagen compound: HACP-U2, manufactured by Zerais Co., Ltd. Weight average molecular weight ** 1,500
**: Measured by the average molecular weight measurement method described in Photographic Gelatin Test Method (PAGI Method) 10th edition.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
 更に、処方例1~3を示す。 In addition, prescription examples 1 to 3 are shown.
 [処方例1]
(A)ピロリン酸カリウム                0.5
(B)塩化カルシウム                  0.2
(C)フッ化ナトリウム                 0.32
(D)L-システイン                  1
無水ケイ酸(研磨性シリカ)               7
ソルビット液(70%水溶液)             30
プロピレングリコール                  3
キサンタンガム                     0.6
ポリアクリル酸ナトリウム                0.6
無水ケイ酸(増粘性シリカ)               4
キシリット                       2.5
ラウリル硫酸ナトリウム                 0.4
酸化チタン                       0.4
ヤシ油脂肪酸アミドプロピルベタイン           0.2
ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリド
                            0.05
サッカリンナトリウム                  0.1
香料                          0.6
精製水                         残   
 合計                       100.0%
 (A)/(C)(モル比):0.20
 (B)/(C)(モル比):0.24
[Prescription example 1]
(A) potassium pyrophosphate 0.5
(B) Calcium chloride 0.2
(C) sodium fluoride 0.32
(D) L-cysteine 1
Silicic anhydride (abrasive silica) 7
Sorbit solution (70% aqueous solution) 30
Propylene glycol 3
Xanthan gum 0.6
Sodium polyacrylate 0.6
Silicic anhydride (thickening silica) 4
Xylit 2.5
Sodium lauryl sulfate 0.4
Titanium oxide 0.4
Coconut fatty acid amidopropyl betaine 0.2
Hydroxyethyl cellulose dimethyl diallyl ammonium chloride 0.05
Saccharin sodium 0.1
Perfume 0.6
Purified water residue
Total 100.0%
(A)/(C) (molar ratio): 0.20
(B)/(C) (molar ratio): 0.24
 [処方例2]
(A)ピロリン酸カリウム                0.35
(B)塩化カルシウム                  0.15
(C)フッ化ナトリウム                 0.21
(D)ポリビニルピロリドン               1
無水ケイ酸(研磨性シリカ)               7
ソルビット液(70%水溶液)             35
プロピレングリコール                  3
キサンタンガム                     0.6
ポリアクリル酸ナトリウム                0.6
無水ケイ酸(増粘性シリカ)               4
キシリット                       1
ラウリル硫酸ナトリウム                 0.4
酸化チタン                       0.4
ヤシ油脂肪酸アミドプロピルベタイン           0.2
ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリド
                            0.05
サッカリンナトリウム                  0.1
香料                          0.7
精製水                         残   
 合計                       100.0%
 (A)/(C)(モル比):0.21
 (B)/(C)(モル比):0.27
[Prescription Example 2]
(A) potassium pyrophosphate 0.35
(B) Calcium chloride 0.15
(C) sodium fluoride 0.21
(D) polyvinylpyrrolidone 1
Silicic anhydride (abrasive silica) 7
Sorbit solution (70% aqueous solution) 35
Propylene glycol 3
Xanthan gum 0.6
Sodium polyacrylate 0.6
Silicic anhydride (thickening silica) 4
Xylit 1
Sodium lauryl sulfate 0.4
Titanium oxide 0.4
Coconut fatty acid amidopropyl betaine 0.2
Hydroxyethyl cellulose dimethyl diallyl ammonium chloride 0.05
Saccharin sodium 0.1
Perfume 0.7
Purified water residue
Total 100.0%
(A)/(C) (molar ratio): 0.21
(B)/(C) (molar ratio): 0.27
 [処方例3]
(A)ピロリン酸カリウム                0.2
(B)塩化カルシウム                  0.07
(C)フッ化ナトリウム                 0.11
(D)コラーゲン化合物                 1
無水ケイ酸(研磨性シリカ)               7
ソルビット液(70%水溶液)             35
プロピレングリコール                  3
キサンタンガム                     0.6
ポリアクリル酸ナトリウム                0.6
無水ケイ酸(増粘性シリカ)               4
キシリット                       1
ラウリル硫酸ナトリウム                 0.4
酸化チタン                       0.4
ヤシ油脂肪酸アミドプロピルベタイン           0.2
ヒドロキシエチルセルロースジメチルジアリルアンモニウムクロリド
                            0.05
サッカリンナトリウム                  0.1
香料                          0.7
精製水                         残   
 合計                       100.0%
 (A)/(C)(モル比):0.23
 (B)/(C)(モル比):0.24
[Prescription Example 3]
(A) potassium pyrophosphate 0.2
(B) Calcium chloride 0.07
(C) sodium fluoride 0.11
(D) collagen compound 1
Silicic anhydride (abrasive silica) 7
Sorbit solution (70% aqueous solution) 35
Propylene glycol 3
Xanthan gum 0.6
Sodium polyacrylate 0.6
Silicic anhydride (thickening silica) 4
Xylit 1
Sodium lauryl sulfate 0.4
Titanium oxide 0.4
Coconut fatty acid amidopropyl betaine 0.2
Hydroxyethyl cellulose dimethyl diallyl ammonium chloride 0.05
Saccharin sodium 0.1
Perfume 0.7
Purified water residue
Total 100.0%
(A)/(C) (molar ratio): 0.23
(B)/(C) (molar ratio): 0.24

Claims (9)

  1.  (A)縮合リン酸又はその塩、
    (B)カルシウム塩、
    (C)フッ素含有化合物
    並びに
    (D)システイン、ポリビニルピロリドン及びコラーゲン化合物から選ばれる1種以上
    を含有してなる口腔用組成物。
    (A) condensed phosphoric acid or a salt thereof;
    (B) a calcium salt;
    An oral composition comprising (C) a fluorine-containing compound and (D) one or more selected from cysteine, polyvinylpyrrolidone and a collagen compound.
  2.  (A)縮合リン酸又はその塩が、ピロリン酸塩、トリポリリン酸塩及びメタリン酸塩から選ばれる1種以上である請求項1記載の口腔用組成物。 (A) The oral composition according to claim 1, wherein the condensed phosphoric acid or its salt is one or more selected from pyrophosphate, tripolyphosphate and metaphosphate.
  3.  (A)縮合リン酸又はその塩が、ピロリン酸カリウムである請求項2記載の口腔用組成物。 (A) The oral composition according to claim 2, wherein the condensed phosphoric acid or its salt is potassium pyrophosphate.
  4.  (B)カルシウム塩が、グリセロリン酸カルシウム及び塩化カルシウムから選ばれる1種以上である請求項1記載の口腔用組成物。 (B) The oral composition according to claim 1, wherein the calcium salt is one or more selected from calcium glycerophosphate and calcium chloride.
  5.  (C)フッ素含有化合物が、フッ化ナトリウム、モノフルオロリン酸ナトリウム及びフッ化スズから選ばれる1種以上である請求項1記載の口腔用組成物。 (C) The oral composition according to claim 1, wherein the fluorine-containing compound is one or more selected from sodium fluoride, sodium monofluorophosphate and tin fluoride.
  6.  (A)/(C)がモル比として0.05~1、(B)/(C)がモル比として0.1~2である請求項1記載の口腔用組成物。 The oral cavity composition according to claim 1, wherein (A)/(C) has a molar ratio of 0.05 to 1 and (B)/(C) has a molar ratio of 0.1 to 2.
  7.  (C)成分の含有量が、フッ素イオンとして500~5,000ppmである請求項1記載の口腔用組成物。 The oral composition according to claim 1, wherein the content of component (C) is 500 to 5,000 ppm as fluorine ions.
  8.  (A)成分の含有量が0.1~1.5質量%、(B)成分の含有量が0.1~2質量%、(D)成分の含有量が0.01~10質量%である請求項1記載の口腔用組成物。 The content of component (A) is 0.1 to 1.5% by mass, the content of component (B) is 0.1 to 2% by mass, and the content of component (D) is 0.01 to 10% by mass. An oral composition according to claim 1.
  9.  歯磨剤組成物である請求項1~8のいずれか1項記載の口腔用組成物。 The oral composition according to any one of claims 1 to 8, which is a dentifrice composition.
PCT/JP2022/043917 2021-12-21 2022-11-29 Oral composition WO2023120058A1 (en)

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1121218A (en) * 1997-07-03 1999-01-26 Lion Corp Composition for oral cavity
JP2003119157A (en) * 2001-08-06 2003-04-23 Kikuji Yamashita Mouth wash preparation containing collagen
JP2017066036A (en) * 2015-09-28 2017-04-06 ライオン株式会社 Liquid oral composition
JP2017523233A (en) * 2014-06-20 2017-08-17 コルゲート・パーモリブ・カンパニーColgate−Palmolive Company Oral composition containing metal ions
JP2019206486A (en) * 2018-05-29 2019-12-05 日本ゼトック株式会社 Composition for oral cavity
JP2021004224A (en) * 2019-06-27 2021-01-14 花王株式会社 Oral composition
WO2021063384A1 (en) * 2019-09-30 2021-04-08 The Procter & Gamble Company Dentifrice compositions comprising bicarbonate salt and neutral amino acid
JP2021095380A (en) * 2019-12-19 2021-06-24 ライオン株式会社 Dentifrice composition

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1121218A (en) * 1997-07-03 1999-01-26 Lion Corp Composition for oral cavity
JP2003119157A (en) * 2001-08-06 2003-04-23 Kikuji Yamashita Mouth wash preparation containing collagen
JP2017523233A (en) * 2014-06-20 2017-08-17 コルゲート・パーモリブ・カンパニーColgate−Palmolive Company Oral composition containing metal ions
JP2017066036A (en) * 2015-09-28 2017-04-06 ライオン株式会社 Liquid oral composition
JP2019206486A (en) * 2018-05-29 2019-12-05 日本ゼトック株式会社 Composition for oral cavity
JP2021004224A (en) * 2019-06-27 2021-01-14 花王株式会社 Oral composition
WO2021063384A1 (en) * 2019-09-30 2021-04-08 The Procter & Gamble Company Dentifrice compositions comprising bicarbonate salt and neutral amino acid
JP2021095380A (en) * 2019-12-19 2021-06-24 ライオン株式会社 Dentifrice composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ANONYMOUS: "Citys White Stain Off Care, 1.8 oz (50 g), Quasi-Drug", AMAZON, 18 February 2020 (2020-02-18), XP093073567, Retrieved from the Internet <URL:https://www.amazon.co.jp/%E3%82%B7%E3%83%86%E3%82%A3%E3%83%BC%E3%82%B9%E3%83%9B%E3%83%AF%E3%82%A4%E3%83%88-%E3%80%90%E5%8C%BB%E8%96%AC%E9%83%A8%E5%A4%96%E5%93%81%E3%80%91%E3%82%B7%E3%83%86%E3%82%A3%E3%83%BC%E3%82%B9%E3%83%9B%E3%83%AF%E3%82%A4%E3%83%88-%E3%82%B9%E3%83%86%E3%82%A4%E3%83%B3%E3%82%AA%E3%83%95%E3%82%B1%E3%82%A2-50g/dp/B084XBMFNV> [retrieved on 20230814] *

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