Oral composition

The oral composition enhances menthol's cooling effect and durability by using specific acetamide and cetylpyridinium chloride ratios, addressing the limitations of existing technologies in sustaining cooling and reducing irritation.

JP2026031848APending Publication Date: 2026-02-24KAO CORP
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Patent Information

Application Number
JP2025259308
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-12-17
Publication Date
2026-02-24

AI Technical Summary

Technical Problem

Existing oral compositions fail to fully enhance and sustain the cooling effect of menthol, and do not effectively suppress the unpleasant irritation caused by cetylpyridinium chloride.

Method used

An oral composition containing specific amounts of 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(2-thienylmethyl)acetamide, menthol, cetylpyridinium chloride, and a mass ratio of these components that enhance the cooling effect and durability while reducing irritation.

Benefits of technology

The composition provides a long-lasting cooling sensation and effectively reduces irritation, while maintaining flavor stability and comfort.

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Abstract

The present invention relates to an oral composition which sufficiently and sustainably enhances the cooling action of menthol, and at the same time, effectively suppresses unpleasant irritation.SOLUTION: An oral composition comprising the following ingredients (A) to (C): (A) 2 - (4-methylphenoxy) - N - (1H - pyrazol-3-yl) - N - (2-thienylmethyl) acetamide 0.00001 mass% or more and 0.002 mass% or less (B) menthol (C) cetylpyridinium chloride, wherein the mass ratio of the content of ingredient (C) to the content of ingredient (A), ((C) / (A)), is 1 or more and 4000 or less.SELECTED DRAWING: None
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Description

[Technical Field]

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

[0002] Conventionally, various oral compositions have been used to provide a cooling effect and provide a good feeling of comfort and ease of use. Menthol obtained from this method is used. For example, Patent Document 1 discloses a cosmetic containing specific amounts of cetylpyridinium chloride and l-menthol. The present invention discloses an oral composition containing a specific copolymer and the like, and Attempt to suppress the bitterness and unpleasant taste of menthol while providing a refreshing feeling with l-menthol This is being done. On the other hand, Patent Document 2 discloses a composition containing menthol and a specific acetamide compound at a specific content and The foam is filled in a foam dispenser container containing the foam and the specific polyol in a mass ratio limited to the specific polyol. A liquid oral composition is disclosed, which exhibits a refreshing sensation due to menthol and contains a specific acetaminophen. This is promoted by the use of amide compounds. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2022-115327 [Patent Document 2] Japanese Patent Publication No. 2022-131532 Summary of the Invention [Problem to be solved by the invention]

[0004] However, the technology described in Patent Document 1 does not fully exert the cooling effect of menthol. Furthermore, even with the technology described in Patent Document 2, the cooling sensation is not sustained. There is still room for improvement to make this happen.

[0005] Therefore, the present invention provides a method for enhancing the cooling sensation caused by menthol sufficiently and continuously while reducing salt. The present invention relates to an oral composition that effectively suppresses the unpleasant irritation caused by cetylpyridinium chloride. [Means for solving the problem]

[0006] Therefore, the present inventors have conducted extensive research to solve the above problems, and as a result, have found that menthol and It contains a specific amount of a specific acetamide compound and also contains a specific acetamide compound and cerium chloride. By containing ethylpyridinium in a specific mass ratio, it was unexpectedly possible to obtain a specific acetonitrile. The cooling effect of menthol brought about by the menthol amide compound is further enhanced by the addition of cetylpyridinium chloride. It is enhanced by sodium, which effectively increases its durability, providing an excellent, long-lasting cooling sensation. It also effectively suppresses the unpleasant irritation caused by cetylpyridinium chloride. The present inventors have found that this can be suppressed, and have arrived at the present invention.

[0007] That is, the present invention provides the following components (A) to (C): (A) 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-( 2-Thienylmethyl)acetamide 0.00001% by mass or more and 0.002% by mass or less (B) Menthol (C) Cetylpyridinium chloride and the mass ratio ((C) / (A)) of the content of component (C) to the content of component (A) is 1. The present invention provides an oral composition having a molecular weight of not less than 4,000. [Effects of the Invention]

[0008] According to the oral composition of the present invention, the menthol-containing compound is provided by a specific acetamide compound. The cooling effect of the formula is further enhanced by cetylpyridinium chloride, making it last longer. It can effectively enhance the effect of cetylpyridinium chloride and also effectively reduce the unpleasant irritation caused by cetylpyridinium chloride. Therefore, it is possible to continuously suppress the cooling sensation. It is also possible to provide a comfortable feeling of use. DETAILED DESCRIPTION OF THE INVENTION

[0009] The present invention will be described in detail below. The "irritation" caused by cetylpyridinium chloride is caused by cetylpyridinium chloride. In addition to the unpleasant sensation of irritation and creaking that can be caused, This also encompasses the tense sense of discomfort that arises. The "off-flavor" refers to the component (A) 2-(4-methylphenoxy)-N-(1H-pyrazol-2-yl)- The presence of excess N-(2-thienylmethyl)-(2-thienyl-3-yl)acetamide It is a general term for the bitter and unpleasant tastes that can be caused by foodborne illness.

[0010] The oral composition of the present invention contains, as component (A), 2-(4-methylphenoxy)-N-( 1H-pyrazol-3-yl)-N-(2-thienylmethyl)acetamide 0.000 The component (A) is contained in an amount of 0.01 mass % or more and 0.0015 mass % or less. B) Effectively promotes the cooling sensation brought about by menthol, and also The oral cavity composition of the present invention is a component that can effectively suppress the irritation caused by component (C). In the above, the component (C) described below is used to control the amount of component (B) provided by component (A). The cooling sensation promoting effect is further enhanced, and its duration can be effectively increased.

[0011] The content of component (A) is determined from the viewpoint of effectively promoting the cooling effect of component (B) and from the viewpoint of not requiring any additional component (A). In order to avoid the development of unpleasant unpleasant tastes, the oral composition of the present invention contains 0.00001% by mass or more of It is preferably 0.00002 mass% or more, and more preferably 0.0000 5% by mass or more, more preferably 0.0002% by mass or more, and more preferably 0.002% by mass or more. % or less, preferably 0.0015% by mass or less, and more preferably 0.001 The content is 2% by mass or less, and more preferably 0.0008% by mass or less. The content of A) in the oral cavity composition of the present invention is 0.00001% by mass or more and 0.002% by mass or less. % or less, preferably 0.00002 to 0.0015 mass%, and more preferably is 0.00005 to 0.0012 mass%, more preferably 0.0002 to 0.0 008% by mass.

[0012] The oral composition of the present invention contains menthol as component (B). ) is an ingredient that provides an excellent cooling sensation.

[0013] The content of component (B) in the oral composition of the present invention is set to 100% in order to provide a good cooling sensation. Preferably, the content is 0.01% by mass or more, and more preferably 0.025% by mass or more. , more preferably 0.035% by mass or more, and preferably 0.3% by mass or less; It is more preferably 0.2% by mass or less, and even more preferably 0.1% by mass or less. The content of component (B) in the oral cavity composition of the present invention is preferably 0.01 to 0.3 % by mass, more preferably 0.025 to 0.2% by mass, and even more preferably 0. The content is 0.35 to 0.1 mass%.

[0014] In the oral composition of the present invention, the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is a compound in which the cooling effect of component (B) is further enhanced by component (A). In addition, the component (C) described below is used to further effectively enhance the cooling sensation promoting effect. From this viewpoint, it is preferably 7 or more, more preferably 25 or more, and even more preferably 1 00 or more, preferably 9000 or less, more preferably 5000 or less, More preferably, it is 2000 or less. The mass ratio ((B) / (A)) of the amount of the hydroxyl group to the amount of the hydroxyl group is preferably 7 to 9000, more preferably 2. It is 5 to 5,000, and more preferably 100 to 2,000.

[0015] The oral composition of the present invention contains cetylpyridinium chloride as component (C). Component (C) further enhances the cooling sensation promoting effect of component (B) due to component (A), and The present inventors have discovered that this component can enhance the durability of the effect. do.

[0016] The content of component (C) further enhances the cooling sensation promoting effect of component (B) by component (A). In addition, from the viewpoint of effectively improving the durability thereof, the oral composition of the present invention preferably contains It is 0.001% by mass or more, more preferably 0.005% by mass or more, and even more preferably or 0.02% by mass or more, preferably 0.1% by mass or less, and more preferably The content is 0.08% by mass or less, and more preferably 0.06% by mass or less. The content of (C) in the oral cavity composition of the present invention is preferably 0.001 to 0.1% by mass. It is more preferably 0.005 to 0.08 mass %, and even more preferably 0.02 to 0.08 mass %. It is 0.06% by mass.

[0017] In the oral composition of the present invention, the mass ratio of the content of component (C) to the content of component (A) ((C) / (A)) is a compound in which the cooling effect of ingredient (B) is further enhanced by ingredient (C). From the viewpoint of effectively suppressing the appearance of unwanted off-flavors while also effectively improving the durability of the flavor. It is 1 or more, preferably 3 or more, more preferably 5 or more, and further preferably Preferably, it is 15 or more and 4000 or less, more preferably 3000 or less, and even more preferably 15 or more and 4000 or less. Preferably, it is 2000 or less, and more preferably, it is 1100 or less. The mass ratio ((C) / (A)) of the content of component (C) to the content of component (A) is 1 or more and 4000 or less. The molecular weight is preferably 3 to 3000, more preferably 5 to 2000, and The most preferred range is 15 to 1,100.

[0018] The oral composition of the present invention is characterized in that the cooling sensation promoting effect of component (B) is enhanced by component (C) through component (A). Therefore, in order to further enhance the effect and effectively improve its sustainability, ethanol, and propylene glycol. can be done. The content of component (D) in the oral composition of the present invention is preferably 1% by mass or more, More preferably, it is 1.5% by mass or more, and even more preferably, it is 2% by mass or more. More preferably, it is 3% by mass or more, and more preferably, it is 10% by mass or less, and even more preferably, it is 10% by mass or less. It is preferably 8% by mass or less, more preferably 7% by mass or less, and even more preferably 6% by mass or less. The content of component (D) in the oral cavity composition of the present invention is preferably is 1 to 10% by mass, more preferably 1.5 to 8% by mass, and even more preferably 2 The content is preferably from 3 to 7% by mass, and more preferably from 3 to 6% by mass.

[0019] In the oral composition of the present invention, the mass ratio of the content of component (D) to the content of component (A) ((D) / (A)) is the cooling sensation promoting effect of component (B) by component (A) due to component (C). The purpose of this product is to further enhance its effectiveness, improve its durability, and prevent the appearance of unwanted off-flavors. From the viewpoint of effective suppression, it is preferably 1000 or more, more preferably 2000 or more. or more, more preferably 5000 or more, and preferably 250,000 or less, More preferably, it is 150,000 or less, and even more preferably, it is 80,000 or less. The mass ratio ((D) / (A)) of the content of component (D) to the content of component (A) is preferably Preferably, it is 1,000 to 250,000, more preferably 2,000 to 150,000, and even more preferably More preferably, it is 5,000 to 80,000.

[0020] The oral composition of the present invention contains water. The oral composition contains not only purified water but also the water contained in each of the ingredients. By including such water, the above-mentioned ingredients can be effectively mixed. The desired effect can be fully achieved by dissolving or dispersing the compound.

[0021] Specifically, the oral composition of the present invention is a liquid oral composition such as a mouthwash or a liquid toothpaste. In this case, the content of water in the oral cavity composition of the present invention is preferably 50% by mass or more. It is more preferably 70% by mass or more, and even more preferably 80% by mass or more. Preferably, it is 99.7% by mass or less, more preferably 99.5% by mass or less, and further Preferably, the content is 99.4% by mass or less. In the case of a liquid oral composition such as a composition for oral administration, the content of water in the oral composition of the present invention is Preferably, it is 50 to 99.8% by mass, more preferably 70 to 99.5% by mass, More preferably, it is 80% by mass to 99.4% by mass. Furthermore, when the oral composition of the present invention is a dentifrice composition such as a toothpaste or a tooth powder, The content of water in the oral cavity composition of the present invention is preferably 5% by mass or more, more preferably It is preferably 10% by mass or more, more preferably 60% by mass or less, and even more preferably 55% by mass or less. In addition, when the oral composition of the present invention is a dentifrice composition such as a toothpaste or a powdered toothpaste, In this case, the content of water in the oral cavity composition of the present invention is preferably 5 to 60% by mass. and more preferably 10 to 55 mass %.

[0022] When the oral composition of the present invention is a toothpaste composition such as a toothpaste or a tooth powder, the water The amount can also be calculated from the amount of water added and the amount of water in the ingredients. It can be measured, for example, with a Karl Fischer moisture meter. As the moisture meter, for example, a trace moisture measuring device (manufactured by Hiranuma Sangyo Co., Ltd.) can be used. In this apparatus, 5 g of the oral composition is taken and suspended in 25 g of anhydrous methanol. An aliquot of 0.02g can be taken and the moisture content measured.

[0023] The oral composition of the present invention is characterized in that it is possible to maintain the stability and flavor of the composition and to improve the composition's taste. (C) further enhances the cooling sensation promoting effect of component (B) by component (A), and From the viewpoint of effectively suppressing the appearance of unwanted off-flavors while also effectively improving the sustainability of It is preferable that the ink further contains a nonionic surfactant.

[0024] Examples of nonionic surfactants include polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil, Alkyl allyl ether, polyoxyethylene distyrenated phenyl ether, polyoxyethylene Polyoxyethylene derivatives such as diethylene lanolin; polyoxyethylene lauryl ether Polyoxyethylene cetyl ether, monocetyl glyceryl ether, polyoxyethylene Polyoxyethylenes such as polyoxyethylene stearyl ether and polyoxyethylene oleyl ether Sorbitan alkyl ether; sorbitan monolaurate, sorbitan monooleate, sorbitan Sorbitan fatty acid esters such as sesquioleate and sorbitan monostearate; Polyoxyethylene sorbitan monolaurate, Polyoxyethylene sorbitan monostearate polyoxyethylene sorbitan fatty acids such as polyoxyethylene sorbitan monooleate Fatty acid esters; polyoxyethylene tetraoleate, polyoxyethylene sorbitol, etc. Sorbitol fatty acid esters; polyethylene glycol monolaurate, polyethylene glycol polyethylene glycol fatty acid esters such as glycerol monooleate; isostearyl glycol alkyl glyceryl ethers such as ceryl ether; glyceryl monobehenate, etc. The examples include one or more selected from the group consisting of carboxylic acid esters and carboxylic acid esters of carboxylic acid fatty acids.

[0025] Among these nonionic surfactants, polyoxyethylene derivatives are preferred. Dioxyethylene hydrogenated castor oil is more preferred. The average number of moles of ethylene oxide added in polyoxyethylene hydrogenated castor oil is 40 or less. Preferably, it is 15 to 40, and more preferably 20 to 40.

[0026] The content of the nonionic surfactant in the oral composition of the present invention is preferably 0.05 mass %. % or more, more preferably 0.1% by mass or more, and even more preferably 0.2% by mass or more. The content is preferably 0.6 mass % or less, and more preferably 0.5 mass % or less. The surfactant content is preferably 0.4% by mass or less, and more preferably 0.4% by mass or less. In the oral composition, the amount is preferably 0.05 to 0.6% by mass, more preferably 0.1 The content is preferably 0.2 to 0.4 mass %.

[0027] In the oral composition of the present invention, the content of the nonionic surfactant and the content of component (A) The mass ratio (nonionic surfactant / (A)) is determined by the amount of component (C) and the amount of component (A). The cooling sensation promoting effect of component (B) is further enhanced, and its duration is also effectively improved. From the viewpoint of effectively suppressing the development of unwanted off-flavors, the ratio is preferably 30 or more, and more preferably Preferably, it is 50 or more, more preferably 400 or more, and preferably 10,000 or less. More preferably, it is 8000 or less, and even more preferably, it is 5000 or less. The mass ratio of the content of the nonionic surfactant to the content of component (A) (nonionic surfactant The molecular weight of the agent (A) is preferably 30 to 10,000, more preferably 50 to 8,000. and more preferably 400 to 5,000.

[0028] The oral composition of the present invention preferably contains sorbitol, xylitol, erythritol, One or more selected from reduced palatinose, mannitol, maltitol, and glycerin may contain two or more polyhydric alcohols.

[0029] The content of such polyhydric alcohol in the oral composition of the present invention is preferably 1% by mass or more. or more, more preferably 2% by mass or more, and even more preferably 3% by mass or more, It is preferably 40% by mass or less, more preferably 25% by mass or less, and even more preferably The content of the polyhydric alcohol in the oral cavity composition of the present invention is preferably 10% by mass or less. It is preferably 1 to 40% by mass, more preferably 2 to 25% by mass, and even more preferably is 3 to 10 mass %.

[0030] In the oral composition of the present invention, sorbitol, xylitol, erythritol, reduced One or two selected from palatinose, mannitol, maltitol, and glycerin The mass ratio of the content of polyhydric alcohol of one or more kinds to the content of component (A) (polyhydric alcohol / ( A)) further enhances the cooling effect of ingredient (B) by ingredient (A) through ingredient (C). It effectively suppresses the appearance of unwanted off-flavors while effectively enhancing the flavor and improving its durability. From this viewpoint, it is preferably 1000 or more, more preferably 3000 or more, and More preferably, it is 5,000 or more, and more preferably, it is 200,000 or less, and even more preferably is 150,000 or less, more preferably 100,000 or less. Tocopherol, xylitol, erythritol, reduced palatinose, mannitol, maltitol The content and components of one or more polyhydric alcohols selected from ethanol and glycerin ( The mass ratio of the content of (A) (polyhydric alcohol / (A)) is preferably 1000 to 2000 00, more preferably 3000 to 150000, and even more preferably 5000 ~100,000.

[0031] The oral composition of the present invention may contain any other ingredients other than the above ingredients within the range that does not impair the effects of the present invention. Anionic surfactants, amphoteric surfactants, and other surfactants; fluorides; tocopherol acetate Acid esters, glycyrrhetinic acid and other medicinal ingredients; sweeteners such as saccharin sodium; ingredients ( It may contain fragrances other than component (A) and component (B); colorants, etc. [Example]

[0032] The present invention will be specifically described below based on examples. The content of each component is expressed as mass % unless otherwise specified.

[0033] [Examples 1 to 6, Comparative Examples 1 to 5] Each oral composition was prepared according to the formulation shown in Table 1. The test pieces were used and evaluated according to the following methods. The results are shown in Table 1.

[0034] 《Evaluation of cooling sensation》 The obtained oral composition was applied to the oral cavity of three expert panelists, and the results were measured immediately after and 30 minutes after the application. At both points in time, the intensity of the cold sensation felt in the mouth was measured according to the following criteria: The results of a discussion between three expert panelists are shown in Table 1. A: I felt a very strong cold sensation. B: I felt a strong cold sensation. C: I didn't feel much coldness. D: I didn't feel any cold sensation at all.

[0035] <Evaluation of irritation sensation> The obtained oral composition was applied to the oral cavity of three expert panelists, and the results were measured immediately after and 30 minutes after the application. At both points, the degree of relief of irritation in the oral cavity was evaluated according to the following criteria: A sensory evaluation was conducted and the results of a discussion between three expert panelists are shown in Table 1. A: The irritation was sufficiently reduced B: The irritation was reduced C: The irritation was not reduced much. D: The irritation was barely reduced.

[0036] Evaluation of Off-taste The obtained oral composition was applied to the oral cavity of three expert panelists. The intensity of the perceived off-flavor was evaluated by a sensory panel in accordance with the following criteria, with the cooperation of three expert panelists. The results of the discussion are shown in Table 1. 3: I felt a strong strange taste 2: I noticed a slight strange taste 1: I didn't notice any strange taste. 0: No strange taste was detected

[0037] [Table 1]

Claims

1. The following components (A) to (C): (A) 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-( 2-thienylmethyl)acetamide 0.00001% by mass or more and 0.002% by mass or less (B) Menthol (C) Cetylpyridinium chloride and the mass ratio ((C) / (A)) of the content of component (C) to the content of component (A) is 1. An oral composition having a molecular weight of 4,000 or more and 4,000 or less.

2. The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 7 or more and 9 or less.

2. The oral composition according to claim 1, wherein the molecular weight of the composition is 0.000 or less.

3. 3. The composition according to claim 1, wherein the content of component (C) is 0.001% by mass or more and 0.1% by mass or less. The oral composition according to claim 1.

4. Furthermore, one or two alcohols selected from ethanol and propylene glycol The oral composition according to claim 1 or 2, further comprising (D).

Citation Information

Patent Citations

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    JP2022115327A

  • Liquid oral composition in foam dispensing container

    JP2022131532A