Oral composition

The oral composition uses a chelating agent and N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide to address tongue irritation in conventional compositions, achieving a smooth and fresh oral sensation.

JP7743441B2Active Publication Date: 2025-09-24LION CORP
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Patent Information

Application Number
JP2022572945
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-12-28
Filing Date
2021-11-30
Publication Date
2025-09-24
Estimated Expiration
2041-11-30

AI Technical Summary

Technical Problem

Conventional oral compositions with chelating agents and cooling agents irritate the tongue, making it difficult to feel the smoothness of the teeth, especially when the cooling agent is increased for bad breath prevention.

Method used

An oral composition comprising a chelating agent, such as condensed phosphoric acid or polyacrylate, and N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide, which minimizes tongue irritation while providing a smooth feeling and bad breath prevention.

Benefits of technology

The composition effectively suppresses oral irritation while maintaining a smooth feeling and preventing bad breath, with balanced ratings for both effects.

✦ Generated by Eureka AI based on patent content.

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Abstract

In view of problems in the prior art, the purpose of the present invention is to provide a composition for oral use that limits stimulation in the mouth while achieving both a sensation of preventing bad breath and the feeling that teeth are smooth and clean. The present invention provides a composition for for oral use such as a dentifrice, a mouthwash, a spray, a liniment, an adhesive patch, or an orally-dissolving drug, the composition containing: (A) a chelating agent such as a condensed phosphate, an organic acid, a salt of a condensed phosphate or organic acid, or a polyacrylate; and (B) N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide.
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Description

[Technical Field]

[0001] The present invention relates to an oral composition. [Background technology]

[0002] The cleaning sensation of a dentifrice, i.e., the smooth, slippery feel of the tooth surface, evokes bright white teeth and, together with the feeling of preventing bad breath, is a sensation that contributes greatly to satisfaction with toothbrushing. The smooth feeling of the teeth is obtained when the tooth surface is cleaned, which can be achieved by, for example, chemical removal using a chelating agent. The feeling of effectiveness is usually perceived by the toothpaste user as the smoothness of the tooth surface when running their tongue over it after brushing.

[0003] On the other hand, one way to impart the feeling of preventing bad breath to an oral composition is to add a cooling agent.

[0004] For example, Patent Document 1 describes that a dentifrice composition containing N-(4-cyanomethylphenyl)-2-isopropyl-5-methylcyclohexanecarboxamide and sodium polyacrylate and / or sodium alginate can provide a sustained and high oral cleanliness feeling and a good usability. Patent Document 2 describes that a dentifrice composition containing a chelating agent and N-(4-cyanomethylphenyl)-2-isopropyl-5-methylcyclohexanecarboxamide provides a high oral cleansing feeling and an excellent breath freshening feeling. Patent Document 3 describes that an oral care composition containing a polyphosphorylated compound and a cooling agent such as menthol has whitening and stain prevention effects. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] International Publication No. 2018 / 221620 [Patent Document 2] International Publication No. 2018 / 221617 [Patent Document 3] Special Publication No. 2009-531425 Summary of the Invention [Problem to be solved by the invention]

[0006] However, with the conventional combination of a chelating agent and a cooling agent in the compositions described in Patent Documents 1 to 3, the cooling agent irritates the tongue, so even though tooth stains are thoroughly removed, the "smooth feeling of the tooth surface" may not be fully felt. In particular, if the amount of the cooling agent is increased to improve the durability required for the prevention of bad breath, the effect on the tongue sensation increases, making it even more difficult to feel the smooth feeling of the teeth.

[0007] In view of the above-mentioned problems of the prior art, the present invention aims to provide an oral composition that can suppress irritation in the oral cavity while providing both a feeling of preventing bad breath and a smooth feeling. [Means for solving the problem]

[0008] That is, the present invention provides the following [1] to

[11] . [1] (A) a chelating agent; (B) N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide An oral composition comprising: [2] The oral composition according to [1], wherein component (A) comprises one or more selected from the group consisting of condensed phosphoric acid, organic acid, and salts thereof, and polyacrylate. [3] The oral composition according to [1], wherein the component (A) contains at least one of the following: condensed phosphoric acid and salts thereof, which is at least one selected from the group consisting of pyrophosphoric acid, polyphosphoric acid, hexametaphosphoric acid, and salts thereof; one or more organic acids and salts thereof selected from the group consisting of malic acid, tartaric acid, citric acid, succinic acid, lactic acid, phytic acid, and salts thereof; and Polyacrylate, which is sodium polyacrylate. [4] The oral composition according to any one of [1] to [3], wherein the content of component (A) is 0.1 to 3% by mass. [5] The oral composition according to any one of [1] to [4], wherein the content of component (B) is 0.00001 to 0.1% by mass. [6] The oral composition according to any one of [1] to [5], further comprising (C) an abrasive. [7] The oral composition according to [6], wherein the content of component (C) is 2 to 30% by mass. [8] The oral composition according to [6] or [7], wherein component (C) is one or more selected from the group consisting of silicic anhydride and aluminum oxide. [9] The oral composition according to any one of [1] to [8], further comprising (D) a lactone having 6 to 12 carbon atoms.

[10] The oral composition according to [9], wherein the content of component (D) is 0.000001 to 0.2% by mass.

[11] The oral composition according to any one of [1] to

[10] , which is a dentifrice, mouthwash, spray, liniment, patch, or oral dissolving agent. [Effects of the Invention]

[0009] According to the present invention, there is provided an oral composition that can suppress irritation in the oral cavity while providing both a feeling of preventing bad breath and a smooth feeling. DETAILED DESCRIPTION OF THE INVENTION

[0010] The present invention will be described in detail below. The oral composition of the present invention contains the following components (A) and (B), and preferably further contains component (C).

[0011] [Component (A)] Component (A) is a chelating agent. By including component (A), stains are removed by chemical action, and tooth surfaces are made smooth and lustrous. Examples of chelating agents include condensed phosphoric acid and its salts, organic acids and their salts, and polyacrylates. That is, component (A) preferably contains one or more selected from the group consisting of condensed phosphoric acid, organic acids and their salts, and polyacrylates.

[0012] Examples of condensed phosphoric acids and salts thereof include linear polyphosphoric acids such as pyrophosphoric acid, tripolyphosphoric acid, tetrapolyphosphoric acid, and polyphosphoric acids with higher degrees of polymerization, and salts thereof; and cyclic polyphosphoric acids such as trimetaphosphoric acid, tetrametaphosphoric acid, and hexametaphosphoric acid, and salts thereof. Examples of salts include alkali metal salts such as sodium salts and potassium salts. Examples of condensed phosphoric acids and salts thereof include pyrophosphates, polyphosphates, and hexametaphosphates, with sodium pyrophosphate, sodium polyphosphate, and sodium hexametaphosphate being more preferred.

[0013] Examples of organic acids and salts thereof include oxalic acid, malonic acid, maleic acid, fumaric acid, lactic acid, malic acid, tartaric acid, citric acid, pyruvic acid, oxaloacetic acid, aspartic acid, succinic acid, glucuronic acid, adipic acid, phytic acid, phthalic acid, acetic acid, and salts thereof (e.g., alkali metal salts such as sodium salts and potassium salts). Among these, malic acid, tartaric acid, citric acid, succinic acid, lactic acid, and phytic acid, and salts thereof are preferred, and malic acid, phytic acid, and salts thereof are more preferred. The polyacrylate may be a linear polyacrylate, preferably having a weight-average molecular weight (Mw) of 1,000 to 20,000. The weight-average molecular weight can be measured using a gel permeation chromatograph / multi-angle laser light scattering detector (GPC-MALLS) under the following conditions: Mobile phase: 0.3M NaClO4 NaN3 aqueous solution column: TSKgel α-M 2 columns Pre-column: TSK guardcolumn α Standard substance: polyethylene glycol

[0014] Examples of the polyacrylate include alkali metal salts such as sodium salts and potassium salts. The polyacrylate is preferably sodium polyacrylate. The component (A) may be one type or a combination of two or more types. Component (A) preferably contains at least one of the following: condensed phosphoric acid and salts thereof, which is at least one selected from the group consisting of pyrophosphoric acid, polyphosphoric acid, hexametaphosphoric acid, and salts thereof; one or more organic acids and salts thereof selected from the group consisting of malic acid, tartaric acid, citric acid, succinic acid, lactic acid, phytic acid, and salts thereof; and Polyacrylate, which is sodium polyacrylate.

[0015] The content of component (A) is typically 0.05% by mass or more, preferably 0.1% by mass or more, based on the total oral composition (100% by mass). This allows for better stain removal effects. The upper limit is typically 3.5% by mass or less, preferably 3% by mass or less, and more preferably 2.5% by mass or less. This prevents deterioration of the feel of use due to excessive irritation to the oral cavity. Therefore, the content of component (A) is typically 0.05 to 3.5% by mass, preferably 0.1 to 3% by mass, and more preferably 0.1 to 2.5% by mass.

[0016] [(B) Component] Component (B) is N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide. The inclusion of component (B) provides a noticeable and sustained effect in preventing bad breath. Because component (B) is less likely to irritate the tongue, the above effect can be achieved without impairing the smooth feeling.

[0017] The content of component (B) is typically 0.000005% by mass or more, preferably 0.00001% by mass or more, and more preferably 0.00005% by mass or more, based on the total oral composition (100% by mass). This allows for a satisfactory feeling of preventing bad breath. The upper limit is typically 0.5% by mass or less, preferably 0.1% by mass or less, and more preferably 0.005% by mass or less. This prevents excessive irritation and a loss of smooth feeling. Therefore, the content of component (A) is typically 0.000005 to 0.5% by mass, preferably 0.00001 to 0.1% by mass, and more preferably 0.00005 to 0.005% by mass.

[0018] [(C) component] Component (C) is an abrasive. By including component (C), a stain removal effect can be obtained through physical action. The abrasive may be either an inorganic abrasive or an organic abrasive. There are no particular restrictions on the preferred RDA value (Radioactive Dentine Abrasion Values) of the abrasive. The RDA value is usually 50 or more, and preferably 50 to 200. Examples of inorganic abrasives include silica-based abrasives such as silicic acid anhydride, crystalline silica, amorphous silica, silica gel, aluminosilicate, zirconosilicate, zeolite, precipitated silica, and titanium-bonded silica; calcium phosphates such as anhydrous calcium hydrogen phosphate, calcium hydrogen phosphate dihydrate, calcium monophosphate, calcium triphosphate, calcium pyrophosphate, insoluble calcium metaphosphate, calcium triphosphate, calcium tetraphosphate, and calcium octaphosphate; calcium carbonate (light and heavy), calcium hydroxide, calcium sulfate, and other calcium salts; sodium bicarbonate; aluminum abrasives such as aluminum hydroxide, aluminum oxide, and alumina; magnesium carbonate and magnesium salt of magnesium triphosphate; apatites such as hydroxyapatite, fluoroapatite, and calcium-deficient apatite; bentonite; and titanium dioxide. Examples of organic abrasives include synthetic resin-based abrasives and polymethyl methacrylate. Among these, inorganic abrasives are preferred, silica-based abrasives and aluminum-based abrasives are more preferred, and one or more selected from the group consisting of silicic anhydride and aluminum oxide are more preferred.

[0019] The abrasive silica is preferably abrasive particles having an average particle size of 1 to 40 μm, and the BET specific surface area of ​​the abrasive silica is preferably 80 to 250 square meters per gram. Here, the average particle size of the abrasive silica is the volume-based median diameter (D50) measured by a laser diffraction / scattering method. Commercially available silica-based abrasives can be used, such as ZEODENT (registered trademark) 124 and ZEODENT (registered trademark) 113 manufactured by Evonic, Tixosil (registered trademark) 73 and Tixosil (registered trademark) 63 manufactured by Solvay, and abrasive silica, zirconosilicate, and aluminosilicate manufactured by Taki Chemical Industry Co., Ltd.

[0020] The abrasive may be a granulated product. Examples of such a granulated product include particles obtained by granulating a water-insoluble powder (e.g., silica gel). When granulating into granules, any suitable binder known in the art may be used. The component (C) may be one type alone or a combination of two or more types, which may include a combination of the above-mentioned abrasive particles and granulated material.

[0021] When the oral composition contains component (C), its content is typically 1% by mass or more, preferably 2% by mass or more, based on the total oral composition (100% by mass). This enhances the cleaning power against stains and other contaminants. The upper limit is typically 35% by mass or less, preferably 30% by mass or less, and more preferably 20% by mass or less. This reduces the occurrence of oral mucosal irritation. Therefore, the content of component (C) is typically 1 to 35% by mass, preferably 2 to 30% by mass, and more preferably 2 to 20% by mass.

[0022] [(D) component] Component (D) is a lactone having 6 to 12 carbon atoms (hereinafter, the number of carbon atoms is indicated as the number attached to the letter "C" representing the carbon atom). In other words, the oral composition preferably further contains a lactone as component (D). In the lactone having 6 to 12 carbon atoms as component (D), the number of carbon atoms constituting the ring structure is not particularly limited.

[0023] By including component (D), the oral composition can be provided with a sweet taste during and after use, and the bitter taste derived from component (A) can be suppressed, thereby improving the feel of use.

[0024] Specific examples of component (D) include C6: γ-hexalactone, C7: γ-heptalactone, C8: γ-octalactone, C9: γ-nonalactone, C10: γ-decalactone, C11: γ-undecalactone, C12: γ-dodecalactone, C6: δ-hexalactone, C7: δ-heptalactone, C8: δ-octalactone, C9: δ-nonalactone, C10: δ-decalactone, C11: δ-undecalactone, and C12: δ-dodecalactone. As component (D), lactones having 6 to 11 carbon atoms are preferably used. Specifically, lactones containing a five-membered ring (γ-lactone) or a six-membered ring (δ-lactone) are preferably used, and lactones containing a five-membered ring (γ-lactone) are more preferably used. As component (D), one or more of these compounds can be used. That is, it is preferable that the oral cavity composition further contains, as component (D), one or more species selected from the group consisting of lactones having 6 to 12 carbon atoms.

[0025] When the oral composition contains component (D), its content is typically 0.000001% by mass or more, preferably 0.000005% by mass or more, and more preferably 0.00001% by mass or more, based on the total oral composition (100% by mass). This allows for a satisfactory sweetness to be imparted and a bitterness to be suppressed. The upper limit is typically 0.2% by mass or less, preferably 0.1% by mass or less, and more preferably 0.05% by mass or less. This prevents the sweetness from becoming too strong and reducing the usability of the oral composition. Therefore, the content of component (D) is typically 0.000001 to 0.2% by mass, preferably 0.000005 to 0.1% by mass, and more preferably 0.00001 to 0.05% by mass.

[0026] [Optional ingredients] The oral cavity composition may contain optional components other than the components (A) to (D) already explained, as long as the effects of the present invention are not impaired.

[0027] Examples of optional ingredients include surfactants, sweeteners, flavorings, medicinal ingredients, oily ingredients, preservatives, humectants, binders, pH adjusters, colorants (pigments), and solvents. These will be explained in detail below.

[0028] -Surfactants- Examples of surfactants other than component (C) include anionic surfactants, nonionic surfactants, and amphoteric surfactants.

[0029] Examples of anionic surfactants include alkyl sulfates, acylamino acid salts, acyltaurine salts, α-olefin sulfonates, hydrogenated coconut fatty acid monoglyceride monosulfates, and lauryl sulfoacetates. The alkyl and acyl groups may be linear or branched, saturated or unsaturated, and typically have 10 to 20 carbon atoms, preferably 12 to 18, and more preferably 12 to 14. The salts may be selected from pharmacologically acceptable salts. Examples of pharmacologically acceptable salts include base addition salts and amino acid salts. Specific examples include inorganic base salts such as sodium salts, potassium salts, calcium salts, magnesium salts, and ammonium salts; organic base salts such as triethylammonium salts, triethanolammonium salts, pyridinium salts, and diisopropylammonium salts; and basic amino acid salts such as arginine salts. Among these, inorganic base salts are preferred, with alkali metal salts (e.g., sodium salts and potassium salts) and ammonium salts being more preferred, and sodium salts being even more preferred.

[0030] Examples of alkyl sulfates include lauryl sulfate (sodium lauryl sulfate) and myristoyl sulfate. Examples of acylamino acid salts include acyl sarcosine salts such as lauroyl sarcosine salt and myristoyl sarcosine salt; acyl glutamates such as lauroyl glutamate, myristoyl glutamate and palmitoyl glutamate; acyl glycine salts such as N-lauroyl-N-methyl glycine salt and cocoyl glycine salt; acyl alanine salts such as N-lauroyl-β-alanine salt, N-myristyl-β-alanine salt, N-cocoyl-β-alanine salt, N-lauroyl-N-methyl-β-alanine salt, N-myristoyl-N-methyl-β-alanine salt and N-methyl-N-acylalanine salt; and acyl aspartates such as lauroyl aspartate. Examples of acyltaurates include lauroyl methyl taurine, N-methyl-N-acyltaurate, and N-cocoyl methyl taurine. Examples of α-olefin sulfonates include α-olefin sulfonates having 12 to 18 carbon atoms, such as tetradecene sulfonate. Other examples of anionic surfactants include hydrogenated coconut fatty acid monoglyceride sodium monosulfate and sodium lauryl sulfoacetate.

[0031] From the viewpoint of foaming ability and foam quality, the anionic surfactant preferably contains a sulfonic acid group, and more preferably is an alkyl sulfate or an α-olefin sulfonate.

[0032] Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene hydrogenated castor oil, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters (e.g., polyoxyethylene sorbitan monostearate), alkylolamides, polyoxyethylene fatty acid esters, polyoxyethylene alkenyl ethers, glycerin fatty acid esters, sucrose fatty acid esters (e.g., maltose fatty acid esters), sugar alcohol fatty acid esters (e.g., maltitol fatty acid esters, lactitol fatty acid esters), fatty acid diethanolamides (e.g., lauric acid mono- or diethanolamide), polyoxyethylene polyoxypropylene copolymers, and polyoxyethylene polyoxypropylene fatty acid esters. The alkyl chain of the polyoxyethylene alkyl ether typically has 14 to 18 carbon atoms, and the average number of moles of ethylene oxide added is typically 5 to 30 moles. The average number of moles of ethylene oxide added in polyoxyethylene hydrogenated castor oil is typically 20 to 100 moles, preferably 20 to 60 moles. The fatty acid of the sorbitan fatty acid ester typically has 12 to 18 carbon atoms. The number of carbon atoms in the fatty acid of the polyoxyethylene sorbitan fatty acid ester is usually 16 to 18, and the average number of moles of ethylene oxide added is usually 10 to 40. The number of carbon atoms in the alkyl chain of the alkylolamide is usually 12 to 14. Preferred nonionic surfactants are polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene alkyl ether.

[0033] Examples of amphoteric surfactants include betaine-type amphoteric surfactants such as alkyldimethylaminoacetic acid betaine (e.g., lauryldimethylaminoacetic acid betaine) and fatty acid amidopropyldimethylaminoacetic acid betaine (e.g., cocamidopropyl betaine); imidazoline-type amphoteric surfactants such as N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salts (e.g., N-coconut oil fatty acid acyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine), coconut oil fatty acid imidazolinium betaine, and 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine; and alkyl betaines such as lauryldimethylaminoacetic acid betaine. Examples of cationic surfactants include alkylammonium salts and alkylbenzylammonium salts.

[0034] The content of the surfactant is preferably 5% by mass or less, more preferably 0.1 to 5% by mass, more preferably 0.5 to 3% by mass, and even more preferably 1 to 3% by mass, based on the entire oral composition (100% by mass).

[0035] -Wetting agent- By including a humectant in the oral composition, the feeling when used can be further improved.

[0036] Preferred humectants are sugar alcohols and polyhydric alcohols other than sugar alcohols. Examples of sugar alcohols include sugar alcohols such as sorbitol, erythritol, maltitol, lactitol, xylitol, and reduced starch saccharification products; glycerin; and polyhydric alcohols such as ethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, and polyethylene glycol. Examples of polyethylene glycols include polyethylene glycols with an average molecular weight of 150 to 6,000, preferably polyethylene glycols with an average molecular weight of 190 to 630. Specific examples include PEG200, PEG300, PEG400, and PEG600. The average molecular weight of polyethylene glycol is the average molecular weight specified in the Quasi-drug Raw Materials Standards 2006. The content of the humectant is typically 40% by mass or less, preferably 1 to 30% by mass, based on the total oral composition (100% by mass).

[0037] -Medicinal ingredients- Examples of medicinal ingredients include bactericidal or antibacterial agents such as cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, isopropylmethylphenol, zinc gluconate, zinc citrate, triclosan, thymol, hinokitiol, and lysozyme chloride; enzymes such as dextranase, mutanase, amylase, protease, and Liteque Enzyme; fluorides such as sodium fluoride, sodium monofluorophosphate, and stannous fluoride; ε-aminocaproic acid, allantoin, tranexamic acid, glycyrrhizinate (e.g., dipotassium glycyrrhizinate), glycyrrhetinic acid, glycyrrhetinic acid derivatives (e.g., stearyl glycyrrhetinate), allantoin chlorohydroxyaluminum, azulene, dimethicone, and the like. Examples of medicinal ingredients include anti-inflammatory agents such as hydrocholesterol; metal salts such as zinc salts, copper salts, and tin salts; anti-calculus agents such as condensed phosphates and ethanehydroxydiphosphonate; blood flow promoters such as vitamin E (e.g., tocopherol acetate); dentin hypersensitivity inhibitors such as potassium nitrate, aluminum lactate, and strontium chloride; coating agents such as hydroxyethylcellulose dimethyldiallylammonium chloride; astringents such as vitamin C (e.g., ascorbic acid or its salts) and lysozyme chloride; water-soluble copper compounds such as copper chlorophyll and copper gluconate; anti-calculus agents; amino acids such as alanine, glycine, and proline; plant extracts such as thyme, Scutellaria Root, clove, and witch hazel; callopeptides; and polyvinylpyrrolidone. The medicinal ingredients may be used alone or in combination. The content of the medicinal ingredients can be determined as an effective amount according to conventional methods.

[0038] -Fragrance- When the oral composition contains a flavor other than the optional component (D), the sensation of use can be further improved. Examples of fragrances other than optional component D include natural essential oils such as peppermint oil, spearmint oil, Japanese peppermint oil, anise oil, cassia oil, eucalyptus oil, wintergreen oil, mastic oil, neroli oil (orange flower oil), lemongrass oil, jasmine oil, rose oil, iris oil, clove oil, thyme oil, sage oil, cardamom oil, rosemary oil, laurel oil, chamomile oil, caraway oil, basil oil, marjoram oil, lemon oil, orange oil, lime oil, yuzu oil, nutmeg oil, lavender oil, paracles oil, vanilla oil, cinnamon bark oil, pimento oil, cinnamon leaf oil, perilla oil, and wintergreen oil; menthol, carvone, cinnamic aldehyde, anethole, 1,8-cineole, methyl salicylate, eugenol, thymol, linalool, limonene, menthone, and menthyl acetate. These include fragrance components contained in the above-mentioned natural essential oils, such as citronellol, citral, decanal, camphor, borneol, pinene, spilanthol, n-decyl alcohol, citronellol, α-terpineol, citronellyl acetate, cineole, ethyl linalool, and vanillin; fragrance components, such as ethyl acetate, ethyl butyrate, isoamyl acetate, hexanal, hexenal, methyl anthranilate, ethyl methylphenylglycidate, benzaldehyde, vanillin, ethyl vanillin, furaneol, N-ethyl-p-menthane-3-carboxamide, menthyl lactate, and ethylene glycol-l-menthyl carbonate; and various blended flavors, such as mint, fruit, and herb flavors, which are obtained by combining several fragrance components and natural essential oils. The above-mentioned fragrances may be used alone or in combination of two or more, as long as the effects of the present invention are not impaired.

[0039] -Sweetener- The oral composition contains a sweetener, which can further improve the feeling of use. Examples of sweeteners include saccharin, saccharin sodium, aspartame, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidin dihydrochalcone, perillartine, glycyrrhizin, thaumatin, aspartylphenylalanine methyl ester, etc. As the sweetener, one of the above-exemplified sweeteners may be used alone, or two or more may be used in combination.

[0040] -Oil-based ingredients- Examples of oily components include hydrocarbons such as squalane, liquid paraffin, petrolatum, and microcrystalline wax; higher alcohols (e.g., alcohols having 8 to 22 carbon atoms such as lauryl alcohol, cetyl alcohol, cetostearyl alcohol, oleyl alcohol, and isostearyl alcohol); higher fatty acids (e.g., fatty acids having 8 to 22 carbon atoms such as lauric acid, myristic acid, oleic acid, and isostearic acid), vegetable oils such as olive oil, castor oil, and coconut oil; and fatty acid esters such as isopropyl myristate.

[0041] -Preservatives- The oral composition contains a preservative, which ensures the preservative effect of the formulation. Examples of preservatives include parahydroxybenzoic acid esters (e.g., methyl parahydroxybenzoate, ethyl parahydroxybenzoate, butyl parahydroxybenzoate), sodium benzoate, etc. The preservatives may be used alone or in combination of two or more.

[0042] -Binder- By including an optional binder in the oral composition, the viscosity can be optimized, and shape retention and usability can be further improved. Examples of the binder include any suitable organic binder known in the art, such as polysaccharides, cellulose-based binders (e.g., carboxymethyl cellulose (CMC), hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose, methyl cellulose, cationized cellulose, etc.), other polysaccharide thickeners (e.g., xanthan gum, guar gum, gellan gum, tragacanth gum, karaya gum, gum arabic, locust bean gum, carrageenan, sodium alginate), and synthetic water-soluble polymers (e.g., sodium polyacrylate, carboxyvinyl polymer, polyvinylpyrrolidone, polyvinyl alcohol, propylene glycol alginate). Inorganic binders such as thickening silica and aluminum silicate are also suitable. The content of the optional organic binder is preferably 0 to 3% by mass, more preferably 0.1 to 2% by mass, based on the total oral composition (100% by mass). The content of the inorganic binder is preferably 0 to 10% by mass, more preferably 1 to 8% by mass.

[0043] - pH adjuster - The oral composition contains a pH adjuster to ensure the pH stability of the formulation. Examples of the optional pH adjuster include hydroxides such as sodium hydroxide and potassium hydroxide, phosphoric acid or a salt thereof, sodium hydrogen phosphate, and sodium dihydrogen phosphate.

[0044] The content of the pH adjuster can usually be set to an amount such that the pH of the oral composition after addition is 5 to 9, preferably 6 to 8.5.

[0045] In this specification, the pH value generally refers to the value measured 3 minutes after the start of measurement at 25° C. The pH value can be measured, for example, using a pH meter (model number Hm-30S) manufactured by Toa Dempa Kogyo Co., Ltd.

[0046] -Coloring agent- Examples of colorants include natural dyes such as safflower red, gardenia yellow, gardenia blue, perilla color, red koji color, red cabbage color, carrot color, hibiscus color, cacao color, spirulina blue, and tamarind color, as well as legally designated dyes such as Red No. 2, Red No. 3, Red No. 104, Red No. 105, Red No. 106, Red No. 227, Yellow No. 4, Yellow No. 5, Green No. 3, and Blue No. 1, riboflavin, sodium copper chlorophyll, and titanium dioxide. When the oral composition contains a colorant, the content thereof is preferably 0.00001 to 3% by mass of the entire oral composition.

[0047] -solvent- Examples of the solvent include water (purified water) and ethanol. One solvent may be used alone, or two or more solvents may be used in combination.

[0048] -Other optional ingredients- Examples of optional components other than those mentioned above include polyisobutylene, polybutadiene, urethane, silicone, and natural rubber. The content of these optional components can be appropriately set within a range that does not impair the effects of the present invention.

[0049] [Dosage form and use of oral composition] The oral composition of the present invention can be in the form of an oral preparation such as a dentifrice, mouthwash, spray, liniment, patch, or oral dissolving agent. The dosage form of the oral composition can be appropriately selected depending on the form of use and is not particularly limited. For example, the dosage form may be a paste, a liquid, or the like, and in the case of a dentifrice, it can be prepared as a toothpaste, a liquid dentifrice, a liquid dentifrice, or a moistened dentifrice.

[0050] [Method for producing oral composition] The method for producing the oral composition is not particularly limited. The oral composition can be prepared by any conventional method depending on the dosage form. For example, when used as a toothpaste, one method involves preparing the components that dissolve in a solvent, mixing the other insoluble components, and degassing (e.g., by reducing the pressure) as necessary. The toothpaste obtained by such a method can be placed in a container to make a final product. The shape and material of the container are not particularly limited, and containers used for conventional toothpaste compositions can be used. Examples of containers include laminated tubes made of plastics such as polyethylene, polypropylene, polyethylene terephthalate, and nylon. [Example]

[0051] The present invention will be described in detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples. Note that % in each example is mass percentage.

[0052] Examples 1 to 21, Comparative Examples 1 to 12 Oral compositions (toothpastes) having the compositions shown in Tables 1 to 5 were prepared by conventional methods and placed in ordinary oral preparation containers (toothpaste: laminated tubes). These were used as samples and evaluated by the methods described below. The results are also shown in Tables 1 to 5.

[0053] <Ingredients used> -Component (A)- A1: Sodium pyrophosphate (product name: Sodium pyrophosphate, manufacturer: Taihei Chemical Industry Co., Ltd.) A2: Sodium polyphosphate (product name: Sodium polyphosphate, manufacturer: Taihei Chemical Industry Co., Ltd.) A3: Sodium hexametaphosphate (product name: Sodium hexametaphosphate, manufacturer: Taihei Chemical Industry Co., Ltd.) A4: Malic acid (product name: Malic acid, manufacturer: Fuso Chemical Co., Ltd.) A5: Phytic acid (product name: phytic acid, manufacturer: Fuso Chemical Co., Ltd.) A6: Sodium polyacrylate (product name: AC-10NPD, manufacturer: Toagosei Co., Ltd.)

[0054] -(B) Component and its substitutes- N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide (trade name: Coolact® 370, manufacturer: Takasago International Corporation) N-ethyl-p-menthane-3-carboxamide (trade name: WS-3, manufactured by Symrise Japan Co., Ltd.) N-(2-(2-pyridinyl)ethyl)-2-isopropyl-5-methylcyclohexanecarboxamide: (Evercool® 190, manufactured by Givaudan)

[0055] -(C) Component- C1: Abrasive silica: (Tixosil® 73, Solvay) C2: Aluminum oxide (product name: Aluminum oxide, manufacturer: Nippon Light Metal Co., Ltd.)

[0056] -(D) Component- D1: γ-hexalactone (Manufacturer: Inoue Perfumery Co., Ltd.) D2: γ-undecalactone (Manufacturer: Inoue Perfumery Co., Ltd.)

[0057] -Ingredients other than ingredients (A) to (D)- Sodium fluoride: (manufactured by Stella Chemifa Co., Ltd.) Sodium lauryl sulfate: (BASF) Sorbitol solution (70%): (Mitsubishi Corporation Life Sciences Co., Ltd.) Propylene glycol: (ADEKA) Viscosity-increasing silica: Carplex (registered trademark) #67 (manufactured by DSL Japan Co., Ltd.) Saccharin sodium: (Aisan Chemical Industry Co., Ltd.) For ingredients other than those mentioned above, raw materials conforming to the 2006 Standards for Quasi-drug Raw Materials were used.

[0058] <Evaluation method> The evaluation was carried out by four subjects. One gram of the sample toothpaste was placed on a toothbrush (Clinica Advantage Toothbrush, 4-row compact, regular, manufactured by Lion Corporation), and the teeth were brushed for 3 minutes, followed by rinsing the mouth once with 10 mL of water. The irritation in the mouth after use, the smooth feeling of the teeth after use (ease of feeling smooth), the effectiveness of preventing bad breath, the absence of bitterness, and the ease of use were each judged according to the following rating scale, and the average scores of the four subjects were calculated and evaluated according to the following criteria. The effectiveness of preventing bad breath here refers to a feeling of freshness even 60 minutes after use, and the ease of use refers to the absence of an unpleasant taste due to excessive bitterness or sweetness.

[0059] <Oral stimulation> Grading criteria 5: No feeling at all 4: Not much 3: Slightly felt 2: Feel 1: Very sensitive Evaluation criteria Excellent: 4 points or more Good: 3 points or more but less than 4 points Unacceptable: Less than 3 points

[0060] <Smooth teeth> Grading criteria 5: Very sensitive 4: Feel 3: Somewhat 2: I don't feel it much 1: No feeling at all Evaluation criteria Excellent: 4 points or more Good: 3 points or more but less than 4 points Unacceptable: Less than 3 points

[0061] <Realize bad breath prevention> Grading criteria 5: Very sensitive 4: Feel 3: Somewhat 2: I don't feel it much 1: No feeling at all Evaluation criteria Excellent: 4 points or more Good: 3 points or more but less than 4 points Unacceptable: Less than 3 points

[0062] <Lack of bitterness> Grading criteria 5: No bitterness at all 4: Almost no bitterness 3: Slight bitterness is felt, but within the acceptable range. 2: Feeling bitterness 1: Very bitter Evaluation criteria Excellent: 4 points or more Good: 3 points or more but less than 4 points Unacceptable: Less than 3 points

[0063] <Easy to use> Grading criteria 5: Very sensitive 4: Somewhat 3: Feel 2: Not much 1: No feeling at all Evaluation criteria Excellent: 4 points or more Good: 3 points or more but less than 4 points Unacceptable: Less than 3 points

[0064] [Table 1]

[0065] [Table 2]

[0066] [Table 3]

[0067] [Table 4]

[0068] [Table 5]

[0069] The composition of the fragrance is as follows: Peppermint oil 50% by mass Peppermint refined oil (20% front flow cut) 5% by mass Peppermint refined oil (front and rear sections cut by 15%) 5% by mass Spearmint oil 1% by mass Spearmint refined oil (20% front stream cut) 1% by mass Japanese peppermint oil 1% by mass Japanese mint refined oil (30% front flow cut) 1% by mass Menthol 10% by mass Carvone 1% by mass Anethole 5% by mass Solvent Remainder Total 100% by mass

[0070] Comparative Examples 1 to 6, which contained component (A) but not component (B), received low ratings for the perceived halitosis prevention effect, while Comparative Example 7, which contained component (B) but not component (A), received low ratings for the perceived smoothness of teeth. Furthermore, Comparative Examples 8 and 9, which contained a cooling agent instead of component (B), received low ratings for the perceived halitosis prevention effect and the perceived smoothness of teeth. In contrast, Examples 1 to 13, which contained components (A) and (B), received well-balanced ratings for oral irritation, the perceived smoothness of teeth, and the perceived halitosis prevention effect. Among these, Examples 7, 8, and 13, which further contained component (C), received a superior rating for the perceived smoothness of teeth. These results demonstrate that the oral compositions of the present invention can suppress oral irritation while providing both a perceived halitosis prevention effect and a perceived smoothness of teeth. Furthermore, Comparative Example 10, which contained components (A) and (B) but not component (D), had a strong bitter taste, Comparative Example 11, which contained components (B) and (D) but not component (A), had no bitter taste but received a low rating for smooth teeth feeling, and Comparative Example 12, which contained components (A) and (C) but not component (B), received a low rating for the feeling of preventing bad breath and a strong rating for bitterness. In contrast, Examples 14 to 21, which contained components (A), (B), and (D), and further contained component (D), received an excellent rating for lack of bitterness and also received a good rating for ease of use.

Claims

1. (A) a chelating agent; (B) N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide An oral composition comprising:

2. 2. The oral composition according to claim 1, wherein component (A) comprises at least one selected from the group consisting of condensed phosphoric acid, organic acid, and salts thereof, and polyacrylate.

3. The oral composition according to claim 1, wherein component (A) comprises at least one of the following: condensed phosphoric acid and salts thereof, which is at least one selected from the group consisting of pyrophosphoric acid, polyphosphoric acid, hexametaphosphoric acid, and salts thereof; one or more organic acids and salts thereof selected from the group consisting of malic acid, tartaric acid, citric acid, succinic acid, lactic acid, phytic acid, and salts thereof; and Polyacrylate, which is sodium polyacrylate.

4. The oral composition according to any one of claims 1 to 3, wherein the content of component (A) is 0.1 to 3 mass%.

5. The oral composition according to any one of claims 1 to 4, wherein the content of component (B) is 0.00001 to 0.1 mass%.

6. The oral composition according to any one of claims 1 to 5, further comprising (C) an abrasive.

7. The oral composition according to claim 6, wherein the content of component (C) is 2 to 30% by mass.

8. 8. The oral composition according to claim 6, wherein component (C) is at least one selected from the group consisting of silicic anhydride and aluminum oxide.

9. The oral composition according to any one of claims 1 to 8, further comprising (D) a lactone having 6 to 12 carbon atoms.

10. The oral composition according to claim 9, wherein the content of component (D) is 0.000001 to 0.2% by mass.

11. The oral composition according to any one of claims 1 to 10, which is a dentifrice, a mouthwash, a spray, an ointment, a patch, or an oral dissolving agent.

Citation Information

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