JP7793566B2 - Oral composition - Google Patents

Description

The present invention relates to an oral composition.

Menthol has been used in various oral compositions to provide a cooling effect and provide a pleasant feeling of comfort and ease of use.
For example, Patent Document 1 discloses an oral composition containing specific amounts of cetylpyridinium chloride and 1-menthol, and also containing a specific copolymer, etc., in which an attempt is made to impart a refreshing feeling by 1-menthol while suppressing the bitterness and unpleasant taste derived from cetylpyridinium chloride.
On the other hand, Patent Document 2 discloses a liquid oral composition that contains menthol and a specific acetamide compound in a specific content and mass ratio, and is filled in a foam-discharging container in which the content of a specific polyol is limited, and the refreshing feeling provided by menthol is promoted by the specific acetamide compound.

Japanese Patent Application Laid-Open No. 2022-115327 Japanese Patent Application Laid-Open No. 2022-131532

However, the technology described in Patent Document 1 does not sufficiently enhance the cooling sensation caused by menthol, and even the technology described in Patent Document 2 still leaves room for improvement in terms of providing a sustained cooling sensation.

Accordingly, the present invention relates to an oral composition that sufficiently and sustainably enhances the cooling sensation caused by menthol while also effectively suppressing the unpleasant irritation caused by cetylpyridinium chloride.

The inventors therefore conducted extensive research to solve the above-mentioned problems, and unexpectedly discovered that by including a specific amount of a specific acetamide compound together with menthol, and further including the specific acetamide compound and cetylpyridinium chloride in a specific mass ratio, the cooling sensation-promoting effect of menthol provided by the specific acetamide compound is further enhanced by the cetylpyridinium chloride, effectively increasing its duration, allowing for an excellent, sustained cooling sensation while also effectively suppressing the unpleasant irritation caused by the cetylpyridinium chloride, leading to the invention of the present invention.

That is, the present invention provides the following components (A) to (C):
The oral composition contains (A) 0.00001% by mass or more and 0.002% by mass or less of 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(2-thienylmethyl)acetamide, (B) menthol, and (C) cetylpyridinium chloride, wherein the mass ratio ((C)/(A)) of the content of component (C) to the content of component (A) is 1 or more and 4,000 or less.

With the oral composition of the present invention, the cooling sensation-promoting effect of menthol, which is provided by a specific acetamide compound, is further enhanced by cetylpyridinium chloride, effectively increasing its duration, while also effectively and sustainably suppressing the unpleasant irritation caused by cetylpyridinium chloride. Therefore, it is possible to achieve an excellent, sustained cooling sensation and provide a comfortable feel when used.

The present invention will be described in detail below.
The "irritating sensation" derived from cetylpyridinium chloride includes not only the unpleasant irritating sensation and squeaking sensation that can be caused by cetylpyridinium chloride, but also the tingling discomfort felt in organs such as the tongue in the oral cavity.
Furthermore, "off-flavor" is a general term for bitterness or unpleasant taste that can be caused by the presence of an excess of 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(2-thienylmethyl)acetamide, component (A), or the like.

The oral composition of the present invention contains 0.00001% by mass or more and 0.0015% by mass or less of 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(2-thienylmethyl)acetamide as component (A). Component (A) effectively promotes the cooling sensation provided by menthol in component (B), described below, while also effectively suppressing the irritating sensation caused by component (C), described below. In the oral composition of the present invention, component (C), described below, further enhances the cooling sensation-promoting effect of component (B) provided by component (A), and also effectively extends its duration.

From the viewpoint of effectively promoting the cooling sensation provided by component (B) and avoiding the development of unwanted off-flavors, the content of component (A) in the oral composition of the present invention is 0.00001% by mass or more, preferably 0.00002% by mass or more, more preferably 0.00005% by mass or more, even more preferably 0.0002% by mass or more and 0.002% by mass or less, preferably 0.0015% by mass or less, more preferably 0.0012% by mass or less, and even more preferably 0.0008% by mass or less. The content of component (A) in the oral composition of the present invention is 0.00001% by mass or more and 0.002% by mass or less, preferably 0.00002 to 0.0015% by mass, more preferably 0.00005 to 0.0012% by mass, and even more preferably 0.0002 to 0.0008% by mass.

The oral composition of the present invention contains menthol as component (B). Component (B) is a component that provides an excellent cooling sensation.

From the viewpoint of providing a satisfactory cooling sensation, the content of component (B) in the oral composition of the present invention is preferably 0.01% by mass or more, more preferably 0.025% by mass or more, even more preferably 0.035% by mass or more, and preferably 0.3% by mass or less, 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 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 0.035 to 0.1% by mass.

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 preferably 7 or more, more preferably 25 or more, even more preferably 100 or more, and preferably 9000 or less, more preferably 5000 or less, and even more preferably 2000 or less, from the viewpoint of effectively enhancing the cooling sensation-promoting effect of component (B) with component (A) and further enhancing the cooling sensation-promoting effect with component (C), which will be described later. Furthermore, the mass ratio of the content of component (B) to the content of component (A) ((B)/(A)) is preferably 7 to 9000, more preferably 25 to 5000, and even more preferably 100 to 2000.

The oral composition of the present invention contains cetylpyridinium chloride as component (C). The inventors have discovered that component (C) further enhances the cooling sensation-promoting effect of component (B) due to component (A) and can further increase its duration.

From the viewpoint of further enhancing the cooling sensation-promoting effect of component (B) by component (A) while effectively improving its durability, the content of component (C) in the oral composition of the present invention is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, even more preferably 0.02% by mass or more, and preferably 0.1% by mass or less, more preferably 0.08% by mass or less, and even more preferably 0.06% by mass or less. The content of component (C) in the oral composition of the present invention is preferably 0.001 to 0.1% by mass, more preferably 0.005 to 0.08% by mass, and even more preferably 0.02 to 0.06% by mass.

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 1 or more, preferably 3 or more, more preferably 5 or more, even more preferably 15 or more, and 4000 or less, preferably 3000 or less, more preferably 2000 or less, and even more preferably 1100 or less, from the viewpoint of further enhancing the cooling sensation-promoting effect of component (B) by component (C) and effectively improving its duration while effectively suppressing the development of unwanted off-tastes. Furthermore, the mass ratio of the content of component (C) to the content of component (A) ((C)/(A)) is 1 or more and 4000 or less, preferably 3 to 3000, more preferably 5 to 2000, and even more preferably 15 to 1100.

The oral composition of the present invention may further contain one or two alcohols (D) selected from ethanol and propylene glycol, in order to further enhance the cooling sensation promoting effect of component (B) by component (A) with component (C) and to effectively improve the durability of the effect.
The content of component (D) in the oral composition of the present invention is preferably 1% by mass or more, more preferably 1.5% by mass or more, even more preferably 2% by mass or more, still more preferably 3% by mass or more, and preferably 10% by mass or less, more preferably 8% by mass or less, even more preferably 7% by mass or less, and even more preferably 6% by mass or less. The content of component (D) in the oral composition of the present invention is preferably 1 to 10% by mass, more preferably 1.5 to 8% by mass, even more preferably 2 to 7% by mass, and even more preferably 3 to 6% by mass.

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 preferably 1,000 or more, more preferably 2,000 or more, even more preferably 5,000 or more, and preferably 250,000 or less, more preferably 150,000 or less, and even more preferably 80,000 or less, from the viewpoint of further enhancing the cooling sensation-promoting effect of component (B) by component (A) through component (C), effectively improving the duration of that effect, and effectively suppressing the development of unwanted off-flavors. Furthermore, the mass ratio of the content of component (D) to the content of component (A) ((D)/(A)) is preferably 1,000 to 250,000, more preferably 2,000 to 150,000, and even more preferably 5,000 to 80,000.

The oral composition of the present invention contains water. In this invention, water refers to the total amount of water contained in the oral composition, including not only purified water, etc., blended into the oral composition, but also the water contained in each of the blended ingredients. By including such water, the above-mentioned ingredients can be dissolved or dispersed well, allowing the desired effects to be fully exerted.

Specifically, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid dentifrice, the water content in the oral composition of the present invention is preferably 50% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, and preferably 99.7% by mass or less, more preferably 99.5% by mass or less, and even more preferably 99.4% by mass or less. Furthermore, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid dentifrice, the water content in the oral composition of the present invention is preferably 50 to 99.8% by mass, more preferably 70 to 99.5% by mass, and even more preferably 80 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 composition of the present invention is preferably 5% by mass or more, more preferably 10% by mass or more, and preferably 60% by mass or less, more preferably 55% by mass or less. Also, 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 composition of the present invention is preferably 5 to 60% by mass, more preferably 10 to 55% by mass.

When the oral composition of the present invention is a dentifrice composition such as a toothpaste or powder toothpaste, the water content can be calculated from the amount of water blended and the amount of water in the blended ingredients, but it can also be measured using, for example, a Karl Fischer moisture meter. For example, a trace moisture analyzer (manufactured by Hiranuma Sangyo Co., Ltd.) can be used as a Karl Fischer moisture meter. With this device, 5 g of the oral composition is suspended in 25 g of anhydrous methanol, and 0.02 g of this suspension is then taken and the water content is measured.

The oral composition of the present invention preferably further contains a nonionic surfactant from the viewpoint of maintaining the stability and flavor of the composition, and from the viewpoint of further enhancing the cooling sensation-promoting effect of component (B) by component (A) through component (C), effectively improving its durability, while also effectively suppressing the development of unwanted off-tastes.

Examples of nonionic surfactants include one or more selected from the group consisting of polyoxyethylene derivatives such as polyoxyethylene hydrogenated castor oil, polyoxyalkyl allyl ether, polyoxyethylene distyrenated phenyl ether, and polyoxyethylene lanolin; polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, monocetyl glyceryl ether, polyoxyethylene stearyl ether, and polyoxyethylene oleyl ether; sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan monooleate, sorbitan sesquioleate, and sorbitan monostearate; polyoxyethylene sorbitan fatty acid esters such as polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monostearate, and polyoxyethylene sorbitan monooleate; polyoxyethylene sorbitol fatty acid esters such as polyoxyethylene sorbitan tetraoleate; polyethylene glycol fatty acid esters such as polyethylene glycol monolaurate and polyethylene glycol monooleate; alkyl glyceryl ethers such as isostearyl glyceryl ether; and glycerin fatty acid esters such as glyceryl monobehenate.

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

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

In the oral composition of the present invention, the mass ratio of the nonionic surfactant content to the content of component (A) (nonionic surfactant/(A)) is preferably 30 or more, more preferably 50 or more, even more preferably 400 or more, and preferably 10,000 or less, more preferably 8,000 or less, and even more preferably 5,000 or less, from the viewpoint of further enhancing the cooling sensation-promoting effect of component (B) by component (C) and effectively improving its durability while effectively suppressing the development of unwanted off-flavors. The mass ratio of the nonionic surfactant content to the content of component (A) (nonionic surfactant/(A)) is preferably 30 to 10,000, more preferably 50 to 8,000, and even more preferably 400 to 5,000.

The oral composition of the present invention may preferably contain one or more polyhydric alcohols selected from sorbitol, xylitol, erythritol, reduced palatinose, mannitol, maltitol, and glycerin.

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

In the oral composition of the present invention, the mass ratio (polyhydric alcohol/(A)) of the content of one or more polyhydric alcohols selected from sorbitol, xylitol, erythritol, reduced palatinose, mannitol, maltitol, and glycerin to the content of component (A) is preferably 1,000 or more, more preferably 3,000 or more, even more preferably 5,000 or more, and preferably 200,000 or less, more preferably 150,000 or less, and even more preferably 100,000 or less, from the viewpoint of further enhancing the cooling sensation-promoting effect of component (B) by component (C), while also effectively improving its durability, and effectively suppressing the appearance of unwanted off-flavors. The mass ratio (polyhydric alcohol/(A)) of the content of one or more polyhydric alcohols selected from sorbitol, xylitol, erythritol, reduced palatinose, mannitol, maltitol, and glycerin to the content of component (A) is preferably 1,000 to 200,000, more preferably 3,000 to 150,000, and even more preferably 5,000 to 100,000.

The oral composition of the present invention may contain, in addition to the above-mentioned components, surfactants such as anionic surfactants and amphoteric surfactants; fluorides; medicinal ingredients such as tocopherol acetate and glycyrrhetinic acid; sweeteners such as saccharin sodium; flavorings other than component (A) and component (B); colorants, etc., to the extent that the effects of the present invention are not impaired.

The present invention will now be described in detail with reference to the following examples. Unless otherwise specified in the tables, the content of each component is expressed as % by mass.

[Examples 1 to 6, Comparative Examples 1 to 5]
Each oral composition was prepared according to the formulation shown in Table 1. Then, the obtained oral compositions were used to carry out the various evaluations according to the following methods.
The results are shown in Table 1.

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

<Evaluation of irritation sensation>
The obtained oral composition was applied to the oral cavity of three expert panelists, and the degree of reduction in irritation in the oral cavity was evaluated according to the following criteria both immediately after application and 30 minutes later. The results of the discussion between the 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 very much. D: The irritation was hardly reduced at all.

Evaluation of Off-Taste
The obtained oral composition was applied to the oral cavity of three expert panelists, and immediately afterwards, the intensity of the strange taste felt in the oral cavity was evaluated according to the following criteria, and the results of the discussion by the three expert panelists are shown in Table 1.
3: A strong strange taste was sensed. 2: A slight strange taste was sensed. 1: Not much strange taste was sensed. 0: No strange taste was sensed at all.

Claims (5)

The following components (A) to (C):
(A) 0.00001% by mass or more and 0.0015 % by mass or less of 2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(2-thienylmethyl)acetamide, (B) menthol, and (C) a composition containing cetylpyridinium chloride and 1% by mass or more and 4.5% by mass or less of one or more polyhydric alcohols selected from sorbitol, xylitol, erythritol, reduced palatinose, mannitol, maltitol, and glycerin,
An oral composition in which the mass ratio ((C)/(A)) of the content of component (C) to the content of component (A) is 1 or more and 4,000 or less. The oral composition according to claim 1, wherein the mass ratio ((B)/(A)) of the content of component (B) to the content of component (A) is 7 or more and 9,000 or less. The oral composition according to claim 1 or 2, 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 or 2, further comprising one or two alcohols (D) selected from ethanol and propylene glycol. 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 0.0015% by mass or less
(B) Menthol
(C) Cetylpyridinium chloride
and containing ethanol and sodium saccharin,
An oral composition in which 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.