WO2023100804A1 - Composition liquide à usage oral - Google Patents

Composition liquide à usage oral Download PDF

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Publication number
WO2023100804A1
WO2023100804A1 PCT/JP2022/043758 JP2022043758W WO2023100804A1 WO 2023100804 A1 WO2023100804 A1 WO 2023100804A1 JP 2022043758 W JP2022043758 W JP 2022043758W WO 2023100804 A1 WO2023100804 A1 WO 2023100804A1
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WO
WIPO (PCT)
Prior art keywords
component
liquid oral
oral composition
sodium
feeling
Prior art date
Application number
PCT/JP2022/043758
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English (en)
Japanese (ja)
Inventor
佐和 高木
香菜 内藤
勇介 川延
仁美 齋藤
Original Assignee
ライオン株式会社
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Application filed by ライオン株式会社 filed Critical ライオン株式会社
Publication of WO2023100804A1 publication Critical patent/WO2023100804A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/24—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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • 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 a liquid oral composition that contains isopropylmethylphenol or a structural isomer thereof, has excellent appearance stability, imparts a feeling of tightening of the gums, and gives a highly effective feeling.
  • liquid oral compositions such as mouthwashes containing isopropylmethylphenol
  • isopropylmethylphenol is mixed with polyoxyethylene (POE) hydrogenated castor oil, which is a nonionic surfactant.
  • POE polyoxyethylene
  • solubilization are generally known.
  • isopropylmethylphenol is inactivated and the bactericidal activity against periodontal pathogenic oral biofilms is satisfactory.
  • the nonionic surfactant itself has a bad taste.
  • Patent Documents 1 to 4 2012-131769, JP-A-2006-182663, JP-A-2007-106728, JP-A-2016-145162
  • the after-use required for a liquid oral composition mouthwash There is room for improvement in terms of both the appearance stability and the actual effect, as the feeling of effectiveness such as a refreshing feeling and a feeling of tightening the gums after use is impaired, and the feeling of irritation to the mucous membrane is increased.
  • astringent compounds have been studied as a component that imparts a feeling of tightening of the gums.
  • condensed phosphates such as sodium pyrophosphate and sodium tripolyphosphate, sodium chloride, allantoin and derivatives thereof are known (Patent Documents 5 and 6; JP-A-61-155315; Japanese Patent Application Laid-Open No. 11-21219).
  • low-polymerization condensed phosphates such as sodium pyrophosphate and sodium tripolyphosphate may cause mucosal detachment when used at high concentrations.
  • Patent Documents 7 to 9 JP-A-10-167940, JP-A-2009-155286, and International Publication No. 2013/180019.
  • sodium chloride has a problem that it has a strong salty taste at a compounding amount that expresses a feeling of tightening the gums and impairs the feeling of use. was there.
  • Patent Document 10 Japanese Patent Application Laid-Open No. 2010-143889
  • problems such as being susceptible to the pH of the formulation and limiting the types of nonionic surfactants.
  • the present invention has been made in view of the above circumstances, and is a liquid oral composition that contains isopropylmethylphenol or a structural isomer thereof, has excellent appearance stability, imparts a feeling of tightening of the gums, and gives a highly effective feeling. intended to provide
  • the present inventors have conducted intensive studies to achieve the above object, and as a result, added a nonionic surfactant to a liquid oral composition containing isopropylmethylphenol, which is a nonionic fungicide, or a structural isomer thereof. And when metaphosphoric acid or a salt thereof is combined with isopropylmethylphenol or a structural isomer thereof at a specific amount ratio or more, a good feeling of use is ensured without causing offensive taste or irritation of the oral mucosa. It has been found that phenol or its structural isomers can be stably blended over time to give a stable appearance and to give a feeling of tightening of the gums to give a highly effective impression.
  • isopropylmethylphenol or its structural isomers (A) one or more selected from isopropylmethylphenol, thymol and carvacrol, (B) metaphosphoric acid or a salt thereof, and (C) a nonion A liquid oral composition containing a surfactant and a (B)/(A) mass ratio of 0.1 or more provides excellent stability in appearance and provides a feeling of tightening of the gums.
  • the present inventors have found that the component (B) does not cause irritation to the oral mucosa and can ensure a good feel when used, and have completed the present invention.
  • the liquid oral composition containing component (A) is combined with components (B) and (C) so that the mass ratio of (B) / (A) is within a specific range, ( Component B) improves the stability of component (A) to provide remarkable stability in appearance without cloudiness even after high-temperature storage, and provides a peculiar effect of giving a feeling of tightening of the gums after use. , By this, it is possible to ensure both the stability of appearance and the provision of effective feeling, and it is obtained when using condensed phosphates with a low degree of polymerization such as pyrophosphates and tripolyphosphates instead of the component (B). It was possible to give an exceptional action and effect.
  • the liquid composition for oral use of the present invention is a combination of three components, (A), (B) and (C) in combination. Without the addition of sodium chloride, allantoin, or derivatives thereof, which have an adverse effect, not only can the gums be tightened and a high effect can be realized, but also the appearance stability can be ensured. As shown in Comparative Examples below, if the component (B) is not blended with the liquid oral composition containing the component (A), the appearance stability is poor even if the component (C) is blended. The feeling of tightening is low (Comparative Example 1), and Comparative Examples 4 and 5, in which sodium pyrophosphate or sodium tripolyphosphate is added, have poor appearance stability and poor irritation, and the amount of component (C) is increased.
  • Example 6 the feeling of tightening of the gums was low. Further, when the component (B) is blended and the component (C) is not blended, the appearance stability is poor (Comparative Example 2), and even if the components (B) and (C) are blended, the (B) When the mass ratio of /(A) was too small and was less than a specific value, the appearance stability was poor (Comparative Example 3).
  • the present invention provides the following liquid oral compositions.
  • A one or more selected from isopropylmethylphenol, thymol and carvacrol;
  • B The liquid oral composition according to [1], wherein the component is sodium hexametaphosphate.
  • Component (C) is a polyoxyethylene hydrogenated castor oil in which the average number of moles of ethylene oxide added is 40 to 100 mol, and the alkyl group has a carbon number of 16 to 18, and the average number of moles of ethylene oxide added is 10 to 40 mol.
  • the content of component (A) is 0.01 to 0.3% by mass
  • the content of component (B) is 0.01 to 3% by mass
  • the content of component (C) is 0.1 to 1.2% by mass. %.
  • the present invention it is possible to provide a liquid composition for the oral cavity containing component (A) that has excellent appearance stability, imparts a feeling of tightening of the gums, gives a high feeling of effectiveness, and has a good feeling in use.
  • the liquid oral composition of the present invention has an oral biofilm bactericidal effect and an oral biofilm formation inhibitory effect due to the component (A), and exhibits an effect of suppressing adhesion of periodontal pathogens to teeth, and an effect It is effective for preventing or suppressing periodontal diseases such as periodontitis because of its high feeling.
  • the liquid oral composition of the present invention contains (A) one or more selected from isopropylmethylphenol, thymol and carvacrol, (B) metaphosphoric acid or a salt thereof, and (C) a nonionic surfactant.
  • Component (A) is one or more isopropylmethylphenols selected from isopropylmethylphenol, thymol and carvacrol, or structural isomers thereof. These are non-ionic antiseptics and have oral biofilm bactericidal action and oral biofilm formation inhibitory action.
  • Isopropylmethylphenol is 3-methyl-4-isopropylphenol, also known by the INCI name cymen-5-ol.
  • Thymol is also 2-isopropyl-5-methylphenol.
  • Carvacrol is 5-isopropyl-2-methylphenol. These can be used individually by 1 type or in combination of 2 or more types. Specifically, the following commercially available products can be used as the component (A).
  • the amount of component (A) is preferably 0.01 to 0.3% (% by mass, the same shall apply hereinafter) of the entire composition, more preferably 0.02 to 0.2%, and still more preferably 0.03 to 0.1%.
  • the oral biofilm bactericidal effect and the oral biofilm formation inhibitory effect are exhibited as the amount is increased, it is preferably 0.3% or less in terms of appearance stability, and it is also preferable in terms of suppressing the offensive taste itself. .
  • Metaphosphoric acid or a salt thereof has the effect of improving the stability of component (A) and providing appearance stability when used in combination with component (C) in a liquid oral composition containing component (A). and have the effect of giving a feeling of tightening of the gums.
  • Metaphosphoric acid or a salt thereof can be a water-soluble metaphosphate having a pH of 1 to 8 in a 1% aqueous solution (25° C.).
  • hexametaphosphate and acidic metaphosphate can be used.
  • the salts are alkali metal salts such as sodium salts and potassium salts. Those having a chain structure and/or a cyclic structure can be used.
  • the degree of polymerization is preferably 6-60, especially 10-30.
  • Examples of the water-soluble metaphosphate include sodium hexametaphosphate and acid sodium metaphosphate, with sodium hexametaphosphate being particularly preferred. These can be used individually by 1 type or in combination of 2 or more types.
  • a commercially available product can also be used as the water-soluble metaphosphate, and specific examples are shown below.
  • the amount of component (B) is preferably 0.01 to 3%, more preferably 0.05 to 2%, still more preferably 0.1 to 1.5%, especially 0.1% of the total composition. ⁇ 1.0% is preferred.
  • the amount is 0.01% or more, sufficient appearance stability and gum tightening effect are obtained, and when it is 3% or less, appearance stability is sufficiently ensured and good taste is ensured. Oral mucosal irritation can also be sufficiently prevented.
  • Nonionic surfactants are solubilizers and provide appearance stability. As a nonionic surfactant, the solubilizing power of the component (A), the appearance stability, and the oral biofilm bactericidal effect of the component (A) are ensured. 40 to 100 mol, especially 60 to 100 mol of polyoxyethylene hydrogenated castor oil, the alkyl group has 16 to 18 carbon atoms, and the average number of moles of ethylene oxide added is 10 to 40 mol, especially 20 to 40 mol. Ethylene alkyl ethers are preferred. These can be used individually by 1 type or in combination of 2 or more types.
  • the average number of added moles of ethylene oxide in the polyoxyethylene hydrogenated castor oil is preferably 40 moles or more for securing the appearance stability, and those with more than 100 moles are generally not commercially available.
  • the average number of moles of ethylene oxide added to the polyoxyethylene alkyl ether is preferably 10 moles or more to ensure the appearance stability, and those with more than 40 moles are generally not commercially available.
  • the number of carbon atoms in the alkyl group is less than 16, bitterness and stimulation may be strong, and if it exceeds 18, the appearance stability at low or high temperatures may be poor.
  • nonionic surfactants include NIKKOL HCO-40, 60, 80, 100 and NIKKOL BC-10, 15, 20 manufactured by Nikko Chemicals Co., Ltd.; Commercially available products such as Braunon CH-315L and EMALEX HC-100 manufactured by Nippon Emulsion Co., Ltd. can be used.
  • sugar alcohol fatty acid esters such as sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene glycerin
  • Nonionic surfactants such as fatty acid esters, polyhydric alcohol fatty acid esters such as polyethylene glycol fatty acid esters, polyoxyethylene polyoxypropylene copolymers, polyoxyethylene alkylphenyl ethers, and fatty acid alkanolamides such as lauric acid diethanolamide are used.
  • these nonionic surfactants need not be blended.
  • the blending amount of component (C) is preferably 0.1 to 1.2%, more preferably 0.2 to 0.8%, and still more preferably 0.3 to 0.6% of the total composition.
  • amount is 0.1% or more, sufficient appearance stability is obtained, and when it is 1.2% or less, the oral biofilm bactericidal effect and oral biofilm formation inhibitory effect by the component (A) are sufficiently. While being obtained, the offensive taste of itself is fully suppressed.
  • (B)/(A) which indicates the quantitative ratio between component (A) and component (B), is 0.1 or more, preferably 1 or more, as a mass ratio. , more preferably 2 or more, and although the upper limit is not particularly limited, it is preferably 100 or less, more preferably 70 or less, and even more preferably 50 or less. If the proportion of component (A) is high and the mass ratio of (B)/(A) is less than 0.1, the appearance stability is poor. If the ratio of component (B) is high and the mass ratio of (B)/(A) exceeds 100, the component (B) may strongly irritate the oral mucosa.
  • (B)/(C), which indicates the quantitative ratio of component (B) and component (C) is preferably 0.1 to 10, more preferably 0.2 to 5, and still more preferably 0 as a mass ratio. .25 to 3.5.
  • the ratio of component (B) is high and the mass ratio of (B)/(C) exceeds 10, the appearance stability may decrease, or oral mucosa irritation may occur strongly.
  • (C)/(A) which indicates the quantitative ratio of component (A) to component (C), is preferably 1-100, more preferably 2-50, and even more preferably 3-30 as a mass ratio. Appearance stability is further excellent as it is in the said range.
  • the ratio of component (A) is high and the mass ratio of (C)/(A) is less than 1, the appearance stability may decrease, and the ratio of component (C) is high and (C) If the mass ratio of /(A) exceeds 100, the oral biofilm bactericidal effect of the component (A) may decrease.
  • the liquid oral composition of the present invention can be prepared and applied in dosage forms such as a mouthwash, a mouth freshener, and a concentrated type mouthwash, especially as a mouthwash.
  • dosage forms such as a mouthwash, a mouth freshener, and a concentrated type mouthwash, especially as a mouthwash.
  • known ingredients suitable for the dosage form can be blended as needed.
  • wetting agents, thickeners, surfactants, preservatives, sweeteners, coloring agents, fragrances, active ingredients, pH adjusters, solvents, and the like can be blended.
  • the numerical value which shows a compounding quantity below is a compounding quantity with respect to the whole composition.
  • Wetting agents include polyhydric alcohols such as glycerin, sorbitol, propylene glycol, ethylene glycol and polyethylene glycol, and sugar alcohols such as xylit, maltit and lactit.
  • the amount of the wetting agent is usually 0-30%.
  • thickeners examples include cellulose derivatives such as sodium carboxymethylcellulose and hydroxyethylcellulose, xanthan gum, carrageenan, sodium alginate and polyvinyl alcohol.
  • the blending amount of the thickener is usually 0 to 5%, and when blended, it is 0.01 to 5%.
  • the liquid oral composition of the present invention for example, a mouthwash, contains a water-soluble polymer compound, such as a cellulose derivative, which is generally used as a thickening agent, in an amount of 0.5 to 0.5 to achieve the effects of the present invention. It may be 01% or less, or it may be 0% without blending.
  • anionic surfactants can be blended, and for example, those shown below can be used.
  • Anionic surfactants include alkyl sulfates such as sodium lauryl sulfate, acyl sarcosinates such as sodium lauroyl sarcosinate and sodium lauroyl methyl taurate, sodium dodecylbenzenesulfonate, ⁇ -sulfo fatty acid alkyl esters and sodium, and alkyl phosphates. Ester salts are mentioned.
  • Amphoteric surfactants include betaine acetate types such as betaine alkyldimethylaminoacetate and betaine fatty acid amidopropyldimethylaminoacetate, and imidazoline types such as N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salts.
  • the amount of these optional surfactants can be 0.01 to 1%, particularly 0.05 to 0.3%.
  • Preservatives include paraoxybenzoic acid esters such as methylparaben, ethylparaben, propylparaben and butylparaben, benzoic acid or salts thereof such as sodium benzoate, alkyldiaminoethylglycine hydrochloride, and potassium sorbate.
  • Sweeteners include sodium saccharin, steviocyte, sucralose, reduced palatinose, eryeuritol and the like.
  • Colorants include highly safe water-soluble dyes such as Blue No. 1, Green No. 3, Yellow No. 4 and Red No. 105.
  • Natural essential oils such as peppermint oil, spearmint oil, eucalyptus oil, wintergreen oil, clove oil, thyme oil, sage oil, cardamom oil, rosemary oil, marjoram oil, lemon oil, nutmeg oil, lavender oil, paracress oil, etc.
  • the above perfume material is preferably used in the composition at 0.000001 to 1%, and the perfume for perfuming using the above perfume material is in the composition at 0.1 to 2%, particularly 0.2 to 0.2%. It is preferred to use 2%.
  • Optional active ingredients include plant extracts such as thyme, scutellaria root, clove, and hamamelis, fluorine-containing compounds such as sodium fluoride, sodium monofluorophosphate, and tin fluoride, cationic fungicides such as cetylpyridinium chloride, and tranexamic acid.
  • anti-inflammatory agents such as epsilon-aminocaproic acid, enzymes such as dextranase, amylase, protease, mutanase, lysozyme, lytic enzyme, and lytecenzyme, vitamin C such as aluminum chlorohydroxyallantoin, allantoin, azulene, lysozyme chloride, ascorbic acid, etc.
  • vitamin E or its derivatives such as tocopherol, dihydrocholesterol, glycyrrhizic acid, glycyrrhetinic acid, hydrocholesterol, chlorophyll, sodium copper chlorophyllin, copper gluconate, caropeptide, water-soluble inorganic phosphate compound, polyethylene glycol, polyvinylpyrrolidone, Anticalculus agents, antiplaque agents, potassium nitrate, aluminum lactate.
  • active ingredients can be blended in an effective amount within a range that does not impair the effects of the present invention.
  • pH adjusters examples include phosphoric acid, phthalic acid, acetic acid, fumaric acid, carbonic acid, salts thereof such as potassium salts, sodium salts and ammonium salts, ribonucleic acid and salts thereof.
  • the pH (25 ° C.) of the composition is not particularly limited as long as it is within a range that does not pose a problem in terms of oral safety, and can be in the range of pH 4 to 9, 5 to 8, and even 5 to 7. good.
  • Water is generally used as the solvent, and lower monohydric alcohols having 2 to 4 carbon atoms such as ethanol can also be used.
  • the liquid oral composition of the present invention is preferably water-based, and the remainder (balance) of the contents of various components can be water.
  • the proportion of water is preferably 50-98%, especially 65-98%, more preferably 70-95% of the total composition.
  • the amount of ethanol to be blended can be 0 to 20% of the total composition. Ethanol does not have to be blended, but in the present invention, when ethanol is blended, especially when it is prepared as a mouthwash, it can give a refreshing feeling after use, and the effect can be further enhanced.
  • the liquid oral composition of the present invention can be used by filling a known container.
  • a container a bottle made of PET (polyethylene terephthalate), glass, polypropylene, polyethylene, stainless steel, aluminum material, etc. can be used, but PET, glass, stainless steel, and aluminum are more preferable from the viewpoint of suppressing adsorption of perfume.
  • a pouch can also be used as the container.
  • various materials and structures can be adopted for the front side film and the back side film as long as they can be heat-sealed. Examples thereof include thermoplastic resins such as nylon, linear polyethylene, low-density polyethylene, high-density polyethylene, polyolefins such as polypropylene, and polyesters such as polyethylene terephthalate.
  • Examples of the front side film and the back side film include an aluminum vapor deposition film and various vapor deposition films, which are barrier films, and an aluminum laminate film.
  • these films can be composed of a single layer or a laminate of two or more types, and can be appropriately selected according to the content liquid.
  • Liquid oral compositions (mouthwashes) having compositions shown in Tables 1 to 3 were prepared by a conventional method, used as samples, and evaluated by the following methods. The results are also shown in the table.
  • the liquid oral composition (mouthwash) of the example had an oral biofilm bactericidal effect and an oral biofilm formation inhibitory effect.
  • Appearance stability evaluation method 450 mL of the liquid oral composition immediately after preparation is filled in a 500 mL transparent PET container (manufactured by Yoshino Kogyosho), and a constant temperature bath (manufactured by Sanyo Electric Co., Ltd.) at 50 ° C. , MPR-311) after storage for one month, the appearance stability (absence of cloudiness) was evaluated by visual evaluation according to the following evaluation criteria. ⁇ or ⁇ was regarded as passed.
  • Evaluation method for feeling of irritation 10 subjects (subjects with gum symptoms) included 20 mL of the sample liquid oral composition in the mouth, rinsed for 20 seconds, rinsed the mouth, and stimulated during use. Absence of (unpleasant sense of irritation felt in the oral mucosa) was judged according to the following four grades of rating criteria. The average score of 10 people was calculated and evaluated according to the following evaluation criteria. Scoring criteria 4 points: No unpleasant stimulation 3 points: Almost no stimulation, no problem level 2 points: Slight stimulation 1 point: Significant stimulation Evaluation criteria ⁇ : Average score 3.5 points or more ⁇ : Average score of 3.0 or more and less than 3.5 points ⁇ : Average score of 2.0 or more and less than 3.0 points ⁇ : Average score of less than 2.0 points

Abstract

L'invention concerne une composition liquide à usage oral qui contient du méthylphénol isopropylique ou un isomère structural de celui-ci, et qui présente une stabilité d'aspect supérieure, confère une sensation de resserrage au niveau des gencives, et donne une sensation d'être très efficace.　Cette composition liquide à usage oral comprend : (A) un ou plusieurs éléments choisis parmi l'isopropyl méthyl phénol, le thymol et le carvacrol; (B) de l'acide métaphosphorique ou un sel de celui-ci; et (C) un tensioactif non ionique. Le rapport massique de (B)/(A) est supérieur ou égal à 0,1.
PCT/JP2022/043758 2021-12-02 2022-11-28 Composition liquide à usage oral WO2023100804A1 (fr)

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JP2021-196254 2021-12-02
JP2021196254 2021-12-02

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WO2023100804A1 true WO2023100804A1 (fr) 2023-06-08

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008201704A (ja) * 2007-02-20 2008-09-04 Lion Corp 歯牙美白用組成物
JP2022000420A (ja) * 2020-06-19 2022-01-04 ライオン株式会社 口腔用組成物

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008201704A (ja) * 2007-02-20 2008-09-04 Lion Corp 歯牙美白用組成物
JP2022000420A (ja) * 2020-06-19 2022-01-04 ライオン株式会社 口腔用組成物

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