Oral components

The oral composition addresses irritation and palatability issues by using chlorobutanol and specific bicyclo[2.2.1]heptane or divalent phenol compounds to provide a balanced astringency and bitterness, ensuring effective medicinal efficacy without unpleasant aftertastes.

JP7830243B2Active Publication Date: 2026-03-16LION CORP
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-06-16
Publication Date
2026-03-16

AI Technical Summary

Technical Problem

Existing oral compositions using sodium chloride for gum-tightening and refreshing effects can cause strong irritation and salty aftertaste, and enhancing spiciness impairs palatability, while bitterness is expected to enhance medicinal efficacy but is difficult to incorporate without affecting taste.

Method used

An oral composition containing chlorobutanol and at least one compound selected from specific bicyclo[2.2.1]heptane or divalent phenol compounds, with a balanced ratio to provide astringency and bitterness without unpleasant aftertastes.

Benefits of technology

The composition achieves a good balance of medicinal effects during and after use by minimizing irritation and enhancing perceived efficacy through astringency and bitterness.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an oral composition that is able to balance bitterness and astringency well, allowing it to be used without causing an unpleasant taste during and after use, while effectively exerting its medicinal effects.SOLUTION: An oral composition comprises (A) chlorbutanol, and (B) a compound selected from a compound with a trimethyl bicyclo[2.2.1]heptane structure, such as a compound with a 1,7,7-trimethyl bicyclo[2.2.1]heptane structure compound, or a compound with a 1,3,3-trimethyl bicyclo[2.2.1]heptane structure, and a divalent phenol with a methoxy group. Preferably, the component (B) is at least one selected from borneol, isoborneol, bornyl acetate, isobornyl acetate, camphor, fenchyl alcohol, fenchyl acetate, fenchone, 4-methylguaiacol, 4-ethylguaiacol, and 4-propylguaiacol.SELECTED DRAWING: None
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Description

[Technical Field]

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

[0002] Oral care products provide satisfaction through their usability and effectiveness, and continued use contributes to oral hygiene. In particular, efficacy and effectiveness are emphasized for oral products such as those for preventing periodontal disease and pyorrhea, and formulation design that provides a noticeable effect during product use is important.

[0003] Sodium chloride is incorporated into oral compositions to provide a gum-tightening effect and a refreshing sensation for periodontal disease prevention. Patent Document 1 describes a technique for using sodium chloride or baking soda in combination with a cooling agent selected from peppermint oil, spearmint oil, and l-menthol in an oral composition. Patent Document 2 describes a technique for improving the refreshing sensation, its duration, and the medicinal effect (tightening sensation and moderate spiciness) in an oral composition by using sodium chloride, a specific cooling agent such as menthol, monomentyl succinate, a surfactant, and a specific fragrance component such as spiranthol.

[0004] On the other hand, in oral care products, bitterness is a factor that detracts from palatability, so many technologies have been developed to suppress bitterness using disinfectants, menthol, etc. [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] Japanese Patent Publication No. 2002-212041 [Patent Document 2] Japanese Patent Publication No. 2010-37318 [Overview of the Initiative] [Problems that the invention aims to solve]

[0006] However, using sodium chloride as in Patent Document 1 can result in a strong irritation and salty aftertaste derived from the sodium chloride. Furthermore, increasing the spiciness to further enhance the perceived effect, as in Patent Document 2, may impair palatability and make it difficult to meet consumer needs for a more noticeable effect.

[0007] Bitterness is an important element in creating palatability in foods and beverages such as beer and green tea, and therefore, it is expected to have potential to be used in oral products to enhance the perception of effectiveness. However, using bitterness to impart a sense of medicinal efficacy during use is expected to be difficult from a palatability standpoint.

[0008] The present invention aims to provide an oral composition that provides a good sense of medicinal efficacy during and after use, without any unpleasant aftertaste, by providing a good balance of bitterness and astringency. [Means for solving the problem]

[0009] In other words, the present invention provides the following [1] to [5]. [1] An oral composition containing (A): chlorobutanol, and (B): at least one compound selected from the group consisting of compounds represented by formulas (1) and (2). [ka] (In formula (1), R 11 ~R 14 Each of these independently represents a hydrogen atom or a methyl group, and R 2 is equation (a) or (b): [ka] A divalent group represented by (in formula (b), R 4 is a hydroxyl group or formula (c): [ka] The base represented by formula (c), R 5 R represents a hydrocarbon group having 1 to 5 carbon atoms. In formula (2), R 3represents a saturated hydrocarbon group having 1 to 3 carbon atoms.) [2] The compound represented by formula (1) is a compound represented by formula (1-1) or formula (1-2): [Chemical formula] (In formulas (1-1) and (1-2), R 2 is synonymous with R in formula (1) 2 ) The oral composition according to claim 1, which is a compound represented by [3] The oral composition according to any one of [1] to [3], wherein the component (B) is at least one selected from the group consisting of borneol, isoborneol, bornyl acetate, isobornyl acetate, camphor, fenchyl alcohol, fenchyl acetate, fenchone, 4-methylguaiacol, 4-ethylguaiacol, and 4-propylguaiacol. [4] The oral composition according to any one of [1] to [3], wherein the mass ratio (A) / (B) of component (A) to component (B) is 0.04 to 10. [5] The oral composition according to any one of [1] to [4], further containing (C) ethanol. [Advantages of the Invention]

[0010] According to the present invention, an oral composition can be provided that contains (A) chlorobutanol and (B) at least one component selected from formulas (1) and (2), and can exhibit good medicinal effects and usability during and after use. [Modes for Carrying Out the Invention]

[0011] Hereinafter, the present invention will be described in detail. The oral composition of the present invention contains the following components (A) and (B), and preferably further contains component (C).

[0012] [Component (A)] (A) component is chlorobutanol (1,1,1-trichloro-2-methyl-2-propanol). By containing the (A) component, a medicinal effect feeling (mainly, astringency) can be imparted to the oral composition. In the present specification, the "astringency" means a feeling that the gums are tightly tightened, and is distinguished from a stimulus (mere pain).

[0013] Chlorobutanol is generally used as a preservative in compositions such as eye drops and nasal drops, and those conforming to the 18th revised Japanese Pharmacopoeia or the specifications for raw materials of quasi-drugs can be used. As chlorobutanol, for example, commercially available products such as 1,1,1-trichloro-2-methyl-2-propanol manufactured by Merck KGaA may be used.

[0014] The content of the (A) component is usually 0.01% by mass or more or 0.02% by mass or more, preferably 0.05% by mass or more, based on the entire oral composition (100% by mass). Thereby, a sufficient medicinal effect feeling can be exhibited. The upper limit is usually 0.5% by mass or less or 0.2% by mass or less, preferably 0.15% by mass or less. Thereby, the excessive bitter taste and negative feelings of astringency of chlorobutanol can be weakened. Therefore, the content of the (A) component is usually 0.01 to 0.5% by mass or 0.02 to 0.2% by mass, preferably 0.05 to 0.15% by mass.

[0015] [(B) component] (B) component is at least one compound selected from the compounds represented by the following formulas (1) and (2). By containing the (B) component, a medicinal effect feeling (mainly, bitter taste) can be imparted to the oral composition. [Chemical formula]

[0016] The compound represented by formula (1) is a compound having a bicyclo[2.2.1]heptane structure. R in formula (1) 11 , R 12 , R 13 , R 14Each independently represents either a hydrogen atom or a methyl group, preferably one or more being methyl groups, and more preferably two or more being methyl groups, R 11 and R 12 , or R 13 and R 14 It is even more preferable that it is a methyl group.

[0017] R 2 This represents a divalent group represented by the following formula (a) or (b). [ka]

[0018] R in equation (b) 4 is a hydroxyl group or formula (c): [ka] This represents the base represented by R in equation (c). 5 R is a hydrocarbon group having 1 to 5 carbon atoms, which may be saturated or unsaturated, and may be linear, branched, or cyclic. 5 The saturated hydrocarbon group is preferred, and a straight-chain saturated hydrocarbon group is preferred. The number of carbon atoms is preferably 1 to 4, 1 to 3, or 1 to 2, and more preferably 1. 5 Examples of these groups include methyl, ethyl, propyl, n-butyl, isobutyl, t-butyl, and pentyl groups, with methyl, ethyl, propyl, and n-butyl groups being preferred, and methyl groups being more preferred.

[0019] As the compound represented by formula (1), the compounds represented by formula (1-1) or formula (1-2) below are preferred. [ka] R in equations (1-1) and (1-2) 2 R in equation (1) 2 It is synonymous with [the above].

[0020] The compound represented by formula (1-1) is a compound having a 1,7,7-trimethylbicyclo[2.2.1]heptane structure. Examples include borneol (e.g., manufactured by Takasago International Corporation), isoborneol (e.g., manufactured by Takasago International Corporation), bornyl acetate (e.g., manufactured by Inoue Fragrance Manufacturing Co., Ltd.), isobornyl acetate (e.g., manufactured by Taiyo Fragrance Co., Ltd., Inoue Fragrance Manufacturing Co., Ltd.), and camphor (e.g., manufactured by Takasago International Corporation).

[0021] The compounds represented by formula (1-2) are compounds having the structure of 1,3,3-trimethylbicyclo[2.2.1]heptane. Examples include fenquil alcohol (e.g., manufactured by Sigma-Aldrich), fenquil acetate (e.g., manufactured by Takasago International Corporation), and fencon (e.g., manufactured by Koei Kogyo Co., Ltd.).

[0022] If the compound represented by formula (1) exhibits optical activity, its structure is not particularly limited and may be a d-isomer, l-pair, or dl-isomer.

[0023] The compound represented by formula (2) is a divalent phenol. In formula (2), R 3 represents a saturated hydrocarbon group having 1 to 3 carbon atoms, such as a methyl group, an ethyl group, or a propyl group. Examples of compounds represented by formula (2) include 4-methylguaiacol (creosol: e.g., manufactured by Nagahirodo Honten Co., Ltd.), 4-ethylguaiacol (e.g., 4-ethylguaiacol, manufactured by Sigma-Aldrich), and 4-propylguaiacol (e.g., manufactured by Toyotama Fragrance Co., Ltd.).

[0024] Component (B) may consist of one or more compounds, with two or more being preferred. In terms of the perceived efficacy during use, component (B) preferably contains at least one compound represented by formula (1-1) or (2), and more preferably contains one compound represented by formula (1-1). For example, it is more preferable to contain borneol or 4-methylguaiacol, and even more preferable to contain borneol. The combination of two or more compounds can be arbitrarily selected from the compounds represented by formulas (1) and (2), and a combination containing a compound represented by formula (1-1) (e.g., borneol) (for example, a combination of borneol and one or more selected from 4-methylguaiacol, isobornyl acetate, camphor, and fencon) is preferred.

[0025] The content of component (B) is usually 0.01% by mass or 0.02% by mass or more, preferably 0.025% by mass or more, relative to the total oral composition (100% by mass). This allows for a sufficient feeling of medicinal efficacy. The upper limit is usually 0.7% by mass or less, or 0.5% by mass or less, preferably 0.4% by mass or less. This can reduce the negative sensations of excessive bitterness and astringency from component (B). Therefore, the content of component (B) is usually 0.01 to 0.7% by mass or 0.02 to 0.5% by mass, preferably 0.025 to 0.4% by mass.

[0026] The mass ratio (A) / (B) of component (A) to component (B) is usually 0.04 or higher, preferably 0.125 or higher. The upper limit is usually 10 or lower, preferably 6 or lower. When (A) / (B) is within the above range, the unpleasant taste is less likely to be perceived, and the feeling of medicinal effect (a comprehensive sensation of bitterness and astringency) is sufficiently obtained. Therefore, the mass ratio (A) / (B) of component (A) to component (B) is usually 0.04 to 10, preferably 0.125 to 6.

[0027] [(C) component] (C) Component is ethanol. By further including component (C), the perceived efficacy of the oral composition can be enhanced.

[0028] Ethanol is a monohydric lower alcohol, and for example, ethanol sold by Nippon Alcohol Sales Co., Ltd. can be used. Alternatively, ethanol conforming to the 18th revised Japanese Pharmacopoeia and the Standards for Quasi-Drug Ingredients may be used.

[0029] The content of component (C) is usually 0-30% of the total composition. Even without component (C), a pleasant feeling of efficacy can be obtained, but adding component (C) can improve the feeling of efficacy during and after use. From the viewpoint of improving the feeling of efficacy, the content of component (C) may be 0% by mass, usually 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 2% by mass or more. The upper limit is usually 30% by mass or less, preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 10% by mass or less. This can suppress strong irritation from component (C) and enhance the feeling of efficacy from components (A) and (B). Therefore, the content of component (C) is usually 0-30% by mass or 0.1-30% by mass, preferably 0.5-20% by mass, more preferably 1-15% by mass, and even more preferably 2-10% by mass.

[0030] The mass ratio (C) / (A) of component (C) to component (A) is usually 0 or greater, preferably 15 or greater. The upper limit is usually 1500 or less, preferably 200 or less. When (C) / (A) is within the above range, the strong irritation derived from component (C) can be suppressed, and the perceived efficacy of component (A) can be enhanced. Therefore, the mass ratio (C) / (A) of component (C) to component (A) is usually 0 to 1500, preferably 15 to 200.

[0031] [Optional ingredients] The oral composition of the present invention may contain any components other than those already described (A) to (C), as long as they do not impair its effects.

[0032] Optional ingredients include, for example, abrasives, wetting agents, binders, surfactants, preservatives, sweeteners, colorants, fragrances, pH adjusters, and active ingredients. These will be explained in detail below.

[0033] —Abrasives— The abrasive may be either an inorganic or organic abrasive. Examples of inorganic abrasives include polishing silica such as anhydrous silicic acid, zeolite, precipitated silica, aluminosilicate, zirconosilicate, crystalline zirconium silicate, and titanium-bonded silica; calcium phosphate compounds such as dicalcium phosphate dihydrate or anhydrous, monocalcium phosphate, tricalcium phosphate, and calcium pyrophosphate; calcium carbonate abrasives such as calcium carbonate; calcium abrasives other than carbonate / phosphate such as calcium hydroxide and calcium sulfate; sodium bicarbonate; aluminum-based materials such as aluminum oxide, aluminum hydroxide, and alumina; silicic acid-based materials such as zeolite and zirconium silicate; magnesium-based materials such as magnesium carbonate and trimagnesium phosphate; apatite-based materials such as hydroxyapatite, fluoroapatite, and calcium-deficient apatite; titanium-based materials such as titanium dioxide, titanium mica, and titanium oxide; and minerals such as bentonite. Examples of organic abrasives include polymethyl methacrylate and synthetic resin-based abrasives. Abrasives may be used individually or in combination of two or more types.

[0034] The abrasive content is usually 2% by mass or more, preferably 10% by mass or more, relative to the total oral composition (100% by mass). The upper limit is usually 50% by mass or less, preferably 40% by mass or less.

[0035] —Humectants— Examples of wetting agents include sugar alcohols such as sorbitol and glycerin, propylene glycol, polyethylene glycol (for example, polyethylene glycol with a molecular weight of 200 to 6000, as defined in the 2006 Japanese Standards for Quasi-Drug Raw Materials), ethylene glycol, and polyhydric alcohols such as reduced starch saccharides. Viscosity agents may be used individually or in combination of two or more.

[0036] The humectant content is typically 2% by mass or more, relative to the total oral composition (100% by mass). The upper limit is typically 40% by mass or less.

[0037] —Binding agent— Examples of binders include sodium polyacrylate, xanthan gum, sodium alginate, propylene glycol alginate, carboxymethylcellulose (e.g., sodium carboxymethylcellulose), hydroxyethylcellulose, carbopol, guar gum, gelatin, avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, and polyvinylpyrrolidone. These binders may be used individually or in combination of two or more.

[0038] The binder content is typically 0.1% by mass or more, relative to the total oral composition (100% by mass). The upper limit is typically 2% by mass or less.

[0039] —Surfactants— Examples of surfactants include known anionic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants.

[0040] Examples of anionic surfactants include sodium lauryl sulfate, sodium myristyl sulfate and other alkyl sulfates, sodium N-acyl sarcosinate such as sodium N-lauroyl sarcosinate and sodium N-myristoyl sarcosinate, sodium dodecylbenzenesulfonate, sodium hydrogenated coconut fatty acid monoglyceride monosulfate, sodium lauryl sulfoacetate, sodium N-palmitoyl glutamate and other N-acyl glutamates, sodium N-methyl-N-acyl taurate, sodium N-methyl-N-acylalanine, sodium α-olefin sulfonate, and sodium lauroyl methyl taurate.

[0041] Examples of nonionic surfactants include polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ethers, lauric acid mono or diethanolamide, and sorbitan fatty acid esters. The average number of moles of ethylene oxide added to polyoxyethylene hydrogenated castor oil is usually 2 to 100 moles, preferably 3 to 100 moles.

[0042] Examples of cationic surfactants include alkylammonium and alkylbenzylammonium salts.

[0043] Examples of amphoteric surfactants include betaine-type amphoteric surfactants such as alkyldimethylaminoacetic acid betaine and fatty acid amidopropyldimethylaminoacetic acid betaine, fatty acid amidopropyl betaine-type amphoteric surfactants such as coconut oil fatty acid amidopropyl betaine, and imidazoline-type amphoteric surfactants such as N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salts.

[0044] Surfactants may be used individually or in combination of two or more types.

[0045] The surfactant content is typically 0.01% by mass or more, relative to the total oral composition (100% by mass). The upper limit is typically 5% by mass or less.

[0046] —Preservatives— Examples of preservatives include parahydroxybenzoic acid esters (e.g., methyl parahydroxybenzoate, ethyl parahydroxybenzoate, butyl parahydroxybenzoate), sodium benzoate, etc. Preservatives may be used individually or in combination of two or more.

[0047] —Sweeteners— Examples of sweeteners include xylitol, maltitol, saccharin, sodium saccharin, sucralose, stevioside, and aspartame. Sweeteners may be used individually or in combination of two or more.

[0048] —Coloring agents— Examples of colorants include Blue No. 1, Green No. 3, Yellow No. 4, and Red No. 105. Colorants may be used individually or in combination of two or more.

[0049] -Fragrance- Any fragrance other than component (B) is acceptable. For example, eucalyptus oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, basil oil, cardamom oil, coriander oil, peppermint oil, spearmint oil, mint oil, orange oil, lemon oil, mandarin oil, lime oil, grapefruit oil, yuzu oil, sweetie oil, lavender oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, celery oil, bay oil, origanum oil, pine needle oil, neroli oil, lemongrass oil, rose oil, jasmine oil, patchouli oil, iris concrete, rose absolute, orange blossom absolute, vanilla absolute, mango absolute Natural fragrances such as spices, patchouli absolute, mint absolute, ginger oleoresin, pepper oleoresin, capsicum oleoresin, chili pepper extract, etc., and fragrances obtained by processing these natural fragrances (cutting the pre-distillate, cutting the post-distillate, fractional distillate extraction, essence production, powder fragrance production, etc.), and limonene, pinene, butanol, isoamyl alcohol, n-hexenol, cis-3-hexenol, cis-6-nonenol, linalool, α-terpineol, menthol, benzyl alcohol, phenylethyl alcohol, anethole, thymol, methyl chavicol, eugenol, carvone, menthone, pulegone, 1,8-Cineole, Ionone, Caron, n-Hexanal, trans-2-Hexenal, Citral, Cinnamaldehyde, Benzaldehyde, Ethyl Acetate, Ethyl Butyrate, Isoamyl Acetate, Hexyl Acetate, Ethyl-2-Methyl Butyrate, Allyl Hexanoate, Allyl Cyclohexane Propionate, Linalyl Acetate, Menthyl Acetate, Carbyl Acetate, Phenoxyethyl Isobutyrate, Methyl Jasmonate Methyl salicylate, ethyl salicylate, methyl cinnamate, methyl anthranilate, phenylethyl glycidate, ethyl lactate, vanillin, maltol, gamma and delta lactones with 4-12 carbon atoms, ambrettelide, dimethyl sulfide, trimethylpyrazine, ethyl-β-methylthiopropionate, furaneol, ethylcyclopentenolone, cyclotene, 2-methylbutyric acid, propionic acid, p-meth A combination of known fragrance materials used in oral compositions can be used, including single fragrances such as xycinnamic aldehyde, spiranthol, linalool oxide, vanillyl butyl ether, isopulegol, 3-L-menthoxypropane-1,2-diol, menthyl lactate, menthol glycerin acetal, and N-ethyl-p-menthane-3-carboxamide, as well as blended fragrances such as mint, strawberry, apple, melon, banana, peach, raspberry, pineapple, grape, tropical fruit, mango, plum, orange, lemon, grapefruit, tea, butter, and milk flavors, and fragrance solvents such as ethyl alcohol, propylene glycol, triacetin, and glycerin fatty acid esters. The fragrances may be used individually or in combination of two or more.

[0050] The amount of fragrance is not particularly limited, but it can be added within a range that does not interfere with the effects of the present invention. The amount is usually 0.000001% by mass or more, relative to the total oral composition (100% by mass). The upper limit is usually 3% by mass or less.

[0051] —pH adjuster— By including a pH adjuster in the oral composition, the pH stability of the formulation can be ensured.

[0052] Known pH adjusters may be included as needed. Specifically, examples include citric acid, malic acid, lactic acid, tartaric acid, acetic acid, phosphoric acid, pyrophosphate, polyphosphate, glycerophosphate and their various salts, sodium hydroxide, potassium hydroxide, etc. pH adjusters may be used individually or in combination of two or more.

[0053] —Active Ingredients— The active ingredients include antibacterial substances such as cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, isopropylmethylphenol, triclosan, and hinokitiol; enzymes such as glucanase (dextranase, mutanase, etc.), protease, and lysozyme chloride; fluorides such as sodium fluoride, stannous fluoride, and sodium monofluorophosphate; aluminum chlorohydroxyallantoin, allantoin, glycyrrhizic acid, dipotassium glycyrrhizate, trisodium glycyrrhizate, monoammonium glycyrrhizate, tranexamic acid, epsilon-aminocaproic acid, and azulene. Examples of active ingredients include anti-inflammatory agents such as sulfonates, berberine, and Phellodendron bark extract; various vitamins such as ascorbic acid, tocopherol acetate, and pyridoxine; plant extracts such as dihydrocholesterol, hydrocholesterol, chlorophyll, copper chlorophyllin sodium, thyme, scutellaria baicalensis, chamomile, clove, rosemary, safflower, and witch hazel; inorganic salts such as sodium chloride, potassium nitrate, aluminum lactate, zinc chloride, zinc citrate, and strontium chloride; water-soluble inorganic phosphate compounds such as sodium polyphosphate; copper gluconate, caropeptide, polyvinylpyrrolidone; tartar inhibitors; and plaque inhibitors. The active ingredients may be used individually or in combination of two or more.

[0054] The amount of these active ingredients can be set to an effective amount, as long as it does not interfere with the effects of the present invention.

[0055] —Other optional components— Examples of optional components other than those mentioned above include polyisobutylene, polybutadiene, urethane, silicone, and natural rubber. The content of these other optional components can be appropriately set within a range that does not hinder the effects of the present invention.

[0056] [Dosage forms and uses of oral compositions] The oral composition of the present invention can be used in the form of oral preparations such as toothpaste, mouthwash, spray, ointment, patch, or oral dissolving agent. The dosage form of the oral composition can be appropriately selected depending on the intended use and is not particularly limited. For example, the dosage form can be a paste or a liquid, and if it is a toothpaste, it can be prepared as a paste, liquid toothpaste, liquid toothpaste, or moistened toothpaste, with a paste being preferred.

[0057] [Method for producing oral compositions] The method for manufacturing oral compositions is not particularly limited and can be prepared by conventional methods depending on the dosage form. For example, when used as a toothpaste, one method involves preparing the components that dissolve in a solvent, then mixing in other insoluble components, and performing degassing (e.g., by reducing pressure) as needed. The resulting toothpaste can be contained in a container to make a product. The shape and material of the container are not particularly limited and containers commonly used for toothpaste compositions can be used, such as plastic laminate tubes made of polyethylene, polypropylene, polyethylene terephthalate, nylon, etc. [Examples]

[0058] The present invention will be specifically described below with reference to examples and comparative examples. The present invention is not limited to the following examples. Unless otherwise specified, the numerical values ​​below represent mass percent.

[0059] Oral compositions with the compositions shown in Tables 1-4 were prepared by conventional methods. The components used in Tables 1-4 were chlorobutanol (Merck KGaA), 4-methylguaiacol (Creosol (trade name), Nagahirodo Honten Co., Ltd.), borneol (Takasago International Corporation), isobornyl acetate (Taiyo Fragrance Co., Ltd.), dl-camphor (Takasago International Corporation), fencone (Koei Kogyo Co., Ltd.), and ethanol (99% fermented ethanol, Nippon Alcohol Sales Co., Ltd.). The composition of the fragrances in Tables 1-4 is shown in Table 5.

[0060] [Evaluation Method] Ten panelists evaluated the user experience of toothpaste. Each panelist applied 1g of toothpaste to a toothbrush (Lion Corporation, Dentor Systema Lion Toothbrush Regular) and brushed for 3 minutes. They then evaluated the lack of unpleasant taste and the perceived efficacy during and after use, using the scoring criteria outlined below. The average of the 10 scores was calculated and evaluated according to the following criteria. Here, "unpleasant taste" refers to "negative sensations such as excessive bitterness or astringency," and "perceived efficacy" refers to "the overall sensation of bitterness and astringency."

[0061] <Lack of malice> (Scoring Criteria) 4 points: I hardly feel any sarcasm. 3 points: Slightly offensive. 2 points: It feels sarcastic. 1 point: I find it very sarcastic. (Evaluation Criteria) ◎: Average score 3.5 points or more and 4.0 points or less ○: Average score of 3.0 or higher but less than 3.5 points △: Average score between 2.0 and 3.0 ×: Average score between 1.0 and 2.0

[0062] <Feeling of medicinal effects during use> (Scoring Criteria) 4 points: I feel the effects of the medicine very strongly. 3 points: I felt the effects of the medicine. 2 points: I feel a slight effect from the medication. 1 point: I don't feel any effect from the medication at all. (Evaluation Criteria) ◎: Average score 3.5 points or more and 4.0 points or less ○: Average score of 3.0 or higher but less than 3.5 points △: Average score between 2.0 and 3.0 ×: Average score between 1.0 and 2.0

[0063] <Feeling of medicinal effects after use> (Scoring Criteria) 4 points: I feel the effects of the medicine very strongly. 3 points: I felt the effects of the medicine. 2 points: I feel a slight effect from the medication. 1 point: I don't feel any effect from the medication at all. (Evaluation Criteria) ◎: Average score 3.5 points or more and 4.0 points or less ○: Average score of 3.0 or higher but less than 3.5 points △: Average score between 2.0 and 3.0 ×: Average score between 1.0 and 2.0

[0064] [Table 1]

[0065] [Table 2]

[0066] [Table 3]

[0067] [Table 4]

[0068] [Table 5]

[0069] In Comparative Example 1, which contained only component (B), the perceived efficacy after use was poor, and in Comparative Example 2, which contained only component (A), the perceived efficacy during use was poor (Table 4). In contrast, in Examples 1 to 17, which were combinations of components (A) and (B), the perceived efficacy during and after use was highly rated, and the patient reported feeling almost no unpleasantness (Tables 1 to 4). Among these, Examples 16 to 17, which also used component (C), showed even better evaluations of the perceived efficacy during and after use (Table 4). These results indicate that the oral composition of the present invention was favorable in terms of lack of unpleasant taste, perceived efficacy during use, and perceived efficacy after use.

[0070] The following are examples of formulations. In these examples, the fragrance is the same as that used in Examples 1 to 17.

[0071] Prescription example 1: Toothpaste Chlorobutanol 0.1% by weight Borneol 0.1% by weight Isobornyl acetate 0.05% by weight Anhydrous silicic acid 15.0% by weight Propylene glycol 5.0% by weight Xanthan gum 1.1% by weight Sodium alginate 0.6% by weight Sodium polyacrylate 0.3% by weight Sodium lauroyl methyl taurate 0.4% by weight Isopropylmethylphenol 0.1% by weight Sodium fluoride 0.3% by weight Methyl parahydroxybenzoate 0.18% by weight Sodium saccharin 0.05% by weight Fragrance 1.5% by weight Sodium citrate (appropriate amount) Refined water residue Total 100% by weight (A) / (B) ratio=0.67

[0072] Prescription example 2: Toothpaste Chlorobutanol 0.1% by weight 4-Methylguaiacol 0.05% by weight Borneol 0.07% by weight Camphor 0.05% by weight Ethanol 4% by weight Isopropylmethylphenol 0.1% by weight Sodium chloride 8% by weight Anhydrous silicic acid 12% by weight Glycerin (85% AI) 20% by weight Propylene glycol 3% by weight Carboxymethylcellulose 0.8% by weight Xanthan gum 0.4% by weight Polyoxyethylene (5) hydrogenated castor oil 0.6% by weight Sodium lauryl sulfate 0.4% by weight Coconut oil fatty acid amidopropyl betaine 0.1% by weight Sodium bicarbonate 20% by weight Methyl parahydroxybenzoate 0.18% by weight Titanium dioxide 0.4% by weight Fragrance 1.0% by weight Sodium hydroxide (appropriate amount) Refined water residue Total 100% by weight (A) / (B) ratio=0.59 (C) / (A) ratio=40

[0073] Prescription example 3: Mouthwash Chlorobutanol 0.05% by weight 4-Methylguaiacol 0.01% by weight Borneol 0.01% by weight Isopropylmethylphenol 0.05% by weight Cetylpyridinium chloride 0.05% by weight Glycerin 5% by weight Propylene glycol 5% by weight Polyoxyethylene (60) hydrogenated castor oil 1% by weight Sucralose 0.05% by weight Sodium saccharin 0.005% by weight Fragrance 0.1% by weight Citric acid 0.05% by weight Sodium citrate 0.2% by weight Refined water residue Total 100% by weight (A) / (B) ratio=2.5

[0074] Prescription example 4: Mouthwash Chlorobutanol 0.1% by weight Borneol 0.02% by weight Fencon 0.05% by weight Fenquil alcohol 0.01% by weight Ethanol 5% by weight Isopropylmethylphenol 0.1% by weight Cetylpyridinium chloride 0.05% by weight Glycerin 2% by weight Propylene glycol 2% by weight Polyoxyethylene (100) hydrogenated castor oil 0.6% by weight Xylitol 4% by weight Sodium saccharin 0.01% by weight Fragrance 0.25% by weight Citric acid 0.01% by weight Sodium citrate 0.25% by weight Refined water residue Total 100% by weight (A) / (B) ratio=1.25 (C) / (A) ratio=50

[0075] Prescription Example 5: Mouth Spray Chlorobutanol 0.05% by weight Borneol 0.01% by weight Fenquil acetate 0.005% by weight Ethanol 25% by weight Glycerin 35% by weight Polyoxyethylene (60) hydrogenated castor oil 5% by weight Xylitol 3% by weight Fragrance 1% by weight Citric acid 0.05% by weight Sodium citrate 0.95% by weight Refined water residue Total 100% by weight (A) / (B) ratio=3.33 (C) / (A) ratio=500

Claims

1. An oral composition comprising (A): chlorobutanol, and (B): at least one compound selected from the group consisting of compounds represented by formulas (1) and (2), (B) The content of component is 0.01% by mass or more and 0.7% by mass or less of the total oral composition (100% by mass). An oral composition in which the mass ratio (A) / (B) of component (A) to component (B) is 0.04 to 10. 【Chemistry 1】 (In formula (1), R 11 ~R 14 Each of these independently represents a hydrogen atom or a methyl group, R 2 is equation (a) or (b): 【Chemistry 2】 A divalent group represented by (in formula (b), R 4 is a hydroxyl group or formula (c): 【Transformation 3】 The base represented by formula (c), R 5 R represents a hydrocarbon group having 1 to 5 carbon atoms. In formula (2), R 3 (This represents a saturated hydrocarbon group with 1 to 3 carbon atoms.)

2. The compound represented by formula (1) is either formula (1-1) or formula (1-2): 【Chemistry 4】 (R in equations (1-1) and (1-2)) 2 R in equation (1) 2 The oral composition according to claim 1, which is a compound represented by (synonymous with).

3. The oral composition according to claim 1 or 2, wherein component (B) is at least one selected from the group consisting of borneol, isoborneol, bornyl acetate, isobornyl acetate, camphor, fenquil alcohol, fenquil acetate, fencon, 4-methylguaiacol, 4-ethylguaiacol, and 4-propylguaiacol.

4. The oral composition according to claim 1 or 2, wherein the content of component (A) is 0.01% by mass or more and 0.5% by mass or less with respect to the entire oral composition (100% by mass).

5. (C) The oral composition according to claim 1 or 2, further containing ethanol.

Citation Information

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