WO2023120058A1 - Composition orale - Google Patents

Composition orale 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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WO
WIPO (PCT)
Prior art keywords
oral composition
calcium
retention
salt
component
Prior art date
Application number
PCT/JP2022/043917
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English (en)
Japanese (ja)
Inventor
彩佳 岩崎
友一 小熊
Original Assignee
ライオン株式会社
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Publication of WO2023120058A1 publication Critical patent/WO2023120058A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/24—Phosphorous; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Definitions

  • the present invention relates to 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.

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

Abstract

L'invention concerne une composition orale avec laquelle il est possible d'obtenir une rétention d'ions fluor exceptionnelle dans la cavité buccale, en particulier sur la surface des dents.　L'invention concerne une composition orale contenant : (A) un acide phosphorique condensé ou un sel de celui-ci ; (B) un sel de calcium ; (C) un composé contenant du fluor ; et (D) au moins une substance choisie parmi la cystéine, la polyvinylpyrrolidone et les composés de collagène.
PCT/JP2022/043917 2021-12-21 2022-11-29 Composition orale WO2023120058A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2021207294 2021-12-21
JP2021-207294 2021-12-21

Publications (1)

Publication Number Publication Date
WO2023120058A1 true WO2023120058A1 (fr) 2023-06-29

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1121218A (ja) * 1997-07-03 1999-01-26 Lion Corp 口腔用組成物
JP2003119157A (ja) * 2001-08-06 2003-04-23 Kikuji Yamashita コラーゲンを含有する洗口剤
JP2017066036A (ja) * 2015-09-28 2017-04-06 ライオン株式会社 液体口腔用組成物
JP2017523233A (ja) * 2014-06-20 2017-08-17 コルゲート・パーモリブ・カンパニーＣｏｌｇａｔｅ−Ｐａｌｍｏｌｉｖｅ Ｃｏｍｐａｎｙ 金属イオンを含有する口腔用組成物
JP2019206486A (ja) * 2018-05-29 2019-12-05 日本ゼトック株式会社 口腔用組成物
JP2021004224A (ja) * 2019-06-27 2021-01-14 花王株式会社 口腔用組成物
WO2021063384A1 (fr) * 2019-09-30 2021-04-08 The Procter & Gamble Company Compositions de dentifrice comprenant un sel de bicarbonate et un acide aminé neutre
JP2021095380A (ja) * 2019-12-19 2021-06-24 ライオン株式会社 歯磨剤組成物

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1121218A (ja) * 1997-07-03 1999-01-26 Lion Corp 口腔用組成物
JP2003119157A (ja) * 2001-08-06 2003-04-23 Kikuji Yamashita コラーゲンを含有する洗口剤
JP2017523233A (ja) * 2014-06-20 2017-08-17 コルゲート・パーモリブ・カンパニーＣｏｌｇａｔｅ−Ｐａｌｍｏｌｉｖｅ Ｃｏｍｐａｎｙ 金属イオンを含有する口腔用組成物
JP2017066036A (ja) * 2015-09-28 2017-04-06 ライオン株式会社 液体口腔用組成物
JP2019206486A (ja) * 2018-05-29 2019-12-05 日本ゼトック株式会社 口腔用組成物
JP2021004224A (ja) * 2019-06-27 2021-01-14 花王株式会社 口腔用組成物
WO2021063384A1 (fr) * 2019-09-30 2021-04-08 The Procter & Gamble Company Compositions de dentifrice comprenant un sel de bicarbonate et un acide aminé neutre
JP2021095380A (ja) * 2019-12-19 2021-06-24 ライオン株式会社 歯磨剤組成物

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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