WO2016006647A1

WO2016006647A1 - Composition for use in oral cavity

Info

Publication number: WO2016006647A1
Application number: PCT/JP2015/069735
Authority: WO
Inventors: 友美子平嶋; 沙織滝
Original assignee: ライオン株式会社
Priority date: 2014-07-11
Filing date: 2015-07-09
Publication date: 2016-01-14
Also published as: JP6740901B2; JPWO2016006647A1; KR102454653B1; CN106659656B; CN106659656A; KR20170022968A

Abstract

　Provided is a composition for use in the oral cavity, in which strange taste originating from a cationic disinfectant is suppressed and the natural flavor of a preparation is prominent, the composition characterized by containing (A) a cationic disinfectant, (B) a C5-10 alkanediol, and (C) 3-l-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide, the content of component (B) being 0.1% by mass to less than 5% by mass.

Description

Oral composition

The present invention relates to a composition for oral cavity in which the off-taste derived from a cationic fungicide is suppressed and the original flavor of the preparation is conspicuous.

Cationic disinfectants have been incorporated into oral care products as an effective means of reducing the number of pathogenic bacteria in the oral cavity, and various oral compositions using cationic disinfectants have been proposed so far. However, when a cationic bactericidal agent is blended, there is a problem that an unpleasant taste occurs.
Since the composition for oral cavity is a product to be applied by being brought into direct contact with the oral cavity, a composition in consideration of sensory aspects such as taste is required. In general, when a cationic bactericidal agent is blended, a bitter or astringent taste is produced, and a sweetener or a refreshing agent is used to suppress the bitter or astringent taste. However, even if these components were used, it was insufficient to completely eliminate the taste derived from the cationic fungicide.

On the other hand, alkanediol is a kind of polyhydric alcohol and is a general term for propylene glycol, pentylene glycol, hexanediol, octanediol and the like. Since alkanediol has moisturizing and antibacterial properties, it is generally used in cosmetics and oral compositions as a moisturizing agent, antibacterial auxiliary, and antiseptic.

Patent Document 1 (Patent No. 3635578) proposes that an antiseptic disinfectant that is a combination of an alkanediol having 5 to 10 carbon atoms and thymol and / or eugenol can be incorporated into cosmetics and pharmaceuticals. Patent Document 2 (Japanese Patent Publication No. 2012-523381) proposes a technique using an alkanediol having 3 to 10 carbon atoms as a skin irritation reducing agent. Patent Document 3 (Japanese Patent Laid-Open No. 2011-148706) promotes the adsorption of cetylpyridinium chloride to the tooth surface by containing a diol compound having 4 to 8 carbon atoms in the molecule, and suppresses the adhesion of stains. An oral composition that provides an effect has been proposed.
Patent Document 4 (Japanese Patent Application Laid-Open No. 2012-36120) discloses a gargle composition containing a quaternary ammonium salt type fungicide and having a good feeling in use, and propylene glycol belonging to an alkanediol having 2 to 6 carbon atoms. It is disclosed that the foaming suppression effect is enhanced by adding. Patent Document 5 (Japanese Patent Publication No. 10-501266) discloses a transparent mouth rinse composition that provides improved antibacterial activity, comprising a quaternary ammonium antibacterial agent and 5 to 20% of a polyhydric alcohol such as propylene glycol. Proposed.
In addition, these patent documents do not mention the taste suppression derived from a cationic fungicide by alkanediol.

Japanese Patent No. 3635578 Special table 2012-523381 gazette JP 2011-148706 A JP 2012-36120 A Japanese National Patent Publication No. 10-501266 Japanese Examined Patent Publication No. 61-48813

Therefore, it has been desired to develop a technique capable of sufficiently suppressing and eliminating the off-flavor derived from a cationic fungicide in a composition for oral cavity containing a cationic fungicide.

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a composition for oral cavity in which the off-flavor derived from a cationic bactericide is suppressed and the original flavor of the preparation stands out.

As a result of intensive studies to achieve the above object, the present inventors have found that (B) an alkanediol having 5 to 10 carbon atoms and (C) an oral composition containing a cationic fungicide and (C And 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide in combination, and the amount of component (B) is within a specific range As a result, it was discovered that the unique taste derived from the cationic fungicide was suppressed and the original flavor of the preparation was conspicuous, leading to the present invention.

That is, the oral composition is usually mixed with a fragrance such as a mint fragrance, a spice fragrance, and a fruit fragrance. Even if such a fragrance is mixed, the oral sterilization is added to the oral composition. When blended with an agent, an unusual taste derived from a cationic bactericidal agent that is easily adsorbed to the oral mucosa is strongly expressed, and remains after the preparation is contained in the mouth and discharged, and the flavor derived from the above fragrance cannot be obtained, resulting in a weak flavor. However, in the present invention, the combined system of the (B) and (C) components sufficiently suppresses the off-flavor derived from the (A) component, and recognizes that the off-flavor remains after application in the oral cavity. It becomes possible to make it disappear, and the original flavor of the preparation derived from the above-mentioned blended fragrances can be emphasized. Incidentally, 3-l-menthoxypropane-1,2-diol is known as a menthol derivative having a cooling sensation like l-menthol on the skin or mucous membrane (Patent Document 6, Japanese Patent Publication No. 61-48813). ), N-substituted-p-menthane-3-carboxamide is also used as a cooling sensation agent in oral compositions, but the present inventors have identified (B) a specific alkanediol and (C) 3- The combination with 1-mentoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide acts specifically on the (A) cationic fungicide, It is a new finding that gives.

Accordingly, the present invention provides the following oral composition.
[1]
(A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, and (C) 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3 -A composition for oral cavity comprising carboxamide, wherein the content of component (B) is 0.1 mass% or more and less than 5 mass%.
[2]
The composition for oral cavity according to [1], wherein the component (A) is one or more cationic fungicides selected from benzethonium chloride, benzalkonium chloride, and cetylpyridinium chloride.
[3]
Component (B) is one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, and decylene glycol [1] or [2 ] The composition for oral cavity of description.
[4]
(C) Component N-substituted-p-menthane-3-carboxamide is N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane- One or two selected from 3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide and N, N-diethyl-p-menthane-3-carboxamide The composition for oral cavity according to [1], [2] or [3], which is a seed or more.
[5]
The composition for oral cavity according to any one of [1] to [4], containing 0.001 to 0.1% by mass of component (A) and 0.001 to 0.2% by mass of component (C).
[6]
The oral composition according to any one of [1] to [5], further comprising (D) 0.01 to 2.5% by mass of a fragrance selected from mint flavor, spice flavor and fruit flavor.
[7]
The oral composition according to any one of [1] to [6], wherein the content of l-menthol in the composition is 0.5% by mass or less.
[8]
The oral composition according to any one of [1] to [7], which is a liquid preparation.
[9]
The oral composition according to [8], which is a liquid dentifrice or mouthwash.

According to the present invention, it is possible to provide a composition for oral cavity in which the off-flavor derived from the cationic fungicide is suppressed and the original flavor of the preparation is conspicuous.

Hereinafter, the present invention will be described in further detail. The oral composition of the present invention comprises (A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, (C) 3-l-menthoxypropane-1,2-diol and / or N- Contains substituted-p-menthane-3-carboxamide.

Examples of the cationic fungicide of the component (A) include alkylpyridinium salts, benzyl long-chain alkyl short-chain dialkylammonium salts or derivatives thereof, long-chain alkyl short-chain trialkylammonium salts, and the like. Specifically, benzethonium chloride, Benzalkonium chloride, cetylpyridinium chloride, stearyldimethylbenzylammonium chloride, lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, etc. Cetylpyridinium is preferred. These may be used alone or in combination of two or more. Among them, the use of benzethonium chloride is more preferable because the taste of the preparation is further improved while the taste of the product is sufficiently suppressed.

As the cationic bactericidal agent, commercially available products available from reagent manufacturers such as Wako Pure Chemical Industries, Ltd., Kanto Chemical Industry, Tokyo Chemical Industry Co., Ltd. can be used.

The blending amount of the (A) cationic fungicide is preferably 0.001 to 0.1% (mass%, the same shall apply hereinafter) of the whole composition, more preferably 0.005 to 0.05%, still more preferably. 0.01 to 0.03%. Although the bactericidal effect can be imparted as the blending amount increases, the blending amount of 0.1% or less is suitable for suppressing off-taste and improving the conspicuous flavor. When there are too many compounding quantities, a nasty taste may be unable to be suppressed.

The (B) component alkanediol having 5 to 10 carbon atoms, combined with the (C) component, masks and suppresses the off-flavor derived from the (A) cationic fungicide and improves the distinction of the flavor. Play.
Examples of the alkanediol having 5 to 10 carbon atoms include 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, decylene glycol and the like. Among them, 1,2-pentanediol is It is preferable from the standpoint of flavor. These alkanediols can be used alone or in combination of two or more in terms of effect expression. When two types are combined, a combination of 1,2-pentanediol and 1,2-hexanediol and a combination of 1,2-pentanediol and 1,2-octanediol are preferable.

As the above alkanediol, those produced by using a known method can be used. 344028: manufactured by Symrise) can also be used.

The blending amount of the alkanediol as the component (B) is not less than 0.1% and less than 5% of the entire composition, preferably 0.1 to 4%, more preferably 0.5 to 3%, still more preferably 1. ~ 3%. If it is less than 0.1%, the off-flavor cannot be suppressed and the flavor of the preparation is inconspicuous. If it is 5% or more, the off-flavor of the alkanediol itself is expressed, the off-flavor cannot be suppressed, and the distinctive flavor of the preparation decreases.

Component (C) is 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide.
N-substituted-p-menthane-3-carboxamide includes N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane-3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide, N, N-diethyl-p-menthane-3-carboxamide, and the substituent is methyl group, ethyl And an alkyl group having 1 to 3 carbon atoms such as a propyl group or a propyl group, and those having a phenyl group, particularly those having the alkyl group are preferred. Among them, more preferable component (C) is 3-l-menthoxypropane-1,2-diol and / or N-ethyl-p-menthane-3-carboxamide, and 3-l-menthoxypropane-1, 2-diol is particularly preferred.
As the component (C), it is possible to use a component produced by a known method, but it is also possible to use a commercially available product, for example, as 3-l-mentoxypropane-1,2-diol. “Cooling Agent CA10” (manufactured by Takasago International Corporation), and N-ethyl-p-menthane-3-carboxamide includes “WS3” (manufactured by Givaudan).

Component (C), 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide, is added in an amount of 0.001 to 0.2% of the entire composition. It is preferably 0.005 to 0.15%, more preferably 0.01 to 0.15%, and particularly preferably 0.01 to 0.1% from the standpoint of flavor. The larger the amount, the more the taste can be suppressed and the distinction of the flavor can be improved. However, the content of 0.2% or less suppresses the appearance of the taste of the component (C) itself, and the effect of suppressing the taste is reduced. It is suitable for preventing this.

The oral composition of the present invention is further known for use in oral compositions such as natural fragrances added as general fragrances for dentifrices, fragrances processed from natural fragrances, simple fragrances, and blended fragrances. These fragrance materials can be blended singly or in combination of two or more. In this case, in this invention, it combines with (A), (B), (C) component, and is mix | blended, and it is 1 type chosen from a mixing | blending fragrance | flavor, especially (D) mint fragrance | flavor, spice fragrance | flavor, fruit fragrance | flavor. Or the flavor of 2 or more types of fragrance | flavors can fully be exhibited, and the standout of a flavor is excellent.

Specific examples of the mint-based fragrance, the spice-based fragrance, and the fruit-based fragrance include the fragrances used in the examples and formulation examples described later, but are not limited to these as long as they are the same fragrance.
The blending amount of the fragrance, particularly (D) mint-based fragrance, spice-based fragrance, and fruit-based fragrance, is preferably 0.01 to 2.5% of the total composition from the standpoint of outstanding flavor, More preferably, it is 0.03 to 1.8%. The greater the amount, the better the flavor, and 2.5% or less is preferable for maintaining good flavor. When there are too many compounding quantities, the standout of a flavor may not fully be maintained but may fall.

In the present invention, the content of l-menthol in the composition is preferably 0.5% or less, more preferably 0.3% or less, and may be 0.15% or less. The lower limit is not particularly limited and may be 0%, but is preferably 0.0001% or more, more preferably 0.001% or more.

The oral composition of the present invention can be prepared as a toothpaste such as toothpaste, liquid dentifrice, liquid dentifrice, mouthwash, etc., but it is preferably prepared as a liquid preparation, especially as a liquid dentifrice or mouthwash. Suitable as a mouthwash. In addition to the above components, other known components can be blended depending on the dosage form as long as the effects of the present invention are not hindered. For example, abrasives, binders, thickeners (wetting agents), surfactants, solvents, pH adjusters, sweeteners, preservatives, colorants, active ingredients, and the like can be added to the dentifrice. For example, a wetting agent, a surfactant, a solvent, a pH adjuster, a sweetener, a colorant, an active ingredient, and the like can be added to the mouthwash. In addition, insoluble powders, such as an abrasive | polishing agent, are not normally mix | blended with a mouthwash.

Examples of the abrasive include silica-based abrasives such as silica gel and precipitated silica, calcium phosphate-based abrasives, calcium carbonate-based abrasives, and the like. The blending amount of the abrasive is usually 0 to 30%, and when blending, 2 to 30% is preferable.

Examples of the binder include xanthan gum and sodium polyacrylate, and the blending amount is usually 0 to 5%, and when blending, 0.1 to 5%.

Examples of the thickening agent (wetting agent) include polyhydric alcohols other than alkanediol having 5 to 10 carbon atoms, specifically, sugar alcohols such as glycerin, propylene glycol, and sorbit. The amount of the dentifrice is preferably 5 to 50%, more preferably 10 to 30%. In the mouthwash, 0 to 15%, particularly 1 to 10% is preferable.

As the surfactant, an anionic surfactant such as sodium lauryl sulfate or the like, polyoxyethylene hydrogenated castor oil having an average added mole number of ethylene oxide of 10 to 100, etc., as necessary, as long as the effects of the present invention are not hindered. Nonionic surfactants can be blended. The blending amount of the surfactant is 0 to 5%. When blended, 0.1 to 5%, particularly 0.1 to 2.5% is preferable.

As the solvent, purified water is usually used. The water content in the composition of the liquid preparation is preferably 40% or more, particularly 50% or more, and particularly preferably 60% or more.
Further, the composition of the present invention may contain a lower alcohol having 1 to 3 carbon atoms, particularly ethanol, preferably 10% or less, more preferably 8% or less. Also good. In particular, in a liquid preparation such as a mouthwash, it is preferable not to add ethanol because it can suppress irritation and improve the feeling of use. Here, “substantially free” means that the amount of ethanol in the composition is preferably in consideration of the fact that a small amount of raw material-derived ethanol may be contained in the fragrance compounded in the composition. 100 ppm or less, more preferably 50 ppm or less, particularly preferably 10 ppm or less.

Examples of the pH adjuster include citric acid, phosphoric acid, and a sodium salt thereof. The composition of the present invention preferably has a pH of 5.5 to 7.5 at 25 ° C., and citric acid and its sodium salt, or phosphoric acid and its sodium salt are preferred as the pH adjusting agent in the vicinity thereof.
Examples of the sweetener include saccharin sodium. Examples of the preservative include paraoxybenzoic acid esters.
As the colorant, water-soluble pigments having high safety such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 and the like can be added.

The active ingredient is not particularly limited as long as it can be incorporated into an oral composition, and is a nonionic fungicide such as isopropylmethylphenol, an anti-inflammatory agent such as tranexamic acid or epsilon-aminocaproic acid, various enzymes, and fluorine. Chemical compounds, vitamins, water-soluble copper compounds, plant extracts, tartar, plaque formation-preventing ingredients, hypersensitivity-suppressing ingredients, and the like can be incorporated in an effective amount within a range that does not interfere with the effects of the present invention.

Hereinafter, although an Example, a comparative example, and a formulation example are shown and this invention is demonstrated concretely, this invention is not restrict | limited to the following Example. In the following examples, “%” means “% by mass” unless otherwise specified.

[Examples and Comparative Examples]
Judgment by using 10 mL of test composition (mouthwash) in the composition shown in Tables 1 to 3 in the mouth, rinsing for 30 seconds, after mouthwash, no taste of taste and distinctive flavor based on the following rating criteria Three people judged. The average value of 3 persons was calculated | required and evaluated according to the following reference | standard and the result was written together in the table | surface. The amount of l-menthol in the composition of each example was 0.08%.

Here, “unsatisfactory taste” means that there is no bitterness or astringency immediately after application in the oral cavity, and a unique taste derived from a cationic fungicide is not observed. The distinction of flavor is a state in which the original flavor of the preparation is expressed without giving off a nasty taste in the oral cavity and gives a pleasant flavor.

Rating standards for tastelessness:
4 points: no taste 3 points: almost no taste 2 points: some taste is bad 1 point: some taste is bad
4 points: Standing out of flavor is fairly recognized 3 Points: Standing out of flavor is slightly recognized 2 Point: Standing out of flavor is hardly recognized 1 Point: Standing out of flavor is not recognized

Evaluation criteria:
◎: 3.5 points or more and 4.0 points or less ○: 3.0 points or more and less than 3.5 points △: 2.0 points or more and less than 3.0 points ×: Less than 2.0 points

Next, a prescription example is shown. The formulation examples were all excellent in taste and flavor.

[Formulation Example 1] mouthwash benzethonium chloride 0.05%
1,2-pentanediol 1.0
3-l-menthoxypropane-1,2-diol 0.075
Glycerin 5.0
Propylene glycol 3.0
Polyoxyethylene hydrogenated castor oil 0.5
Saccharin sodium 0.1
Fragrance B 0.2
Purified water remaining
Total 100.0%
(The amount of l-menthol in the composition 0.08%)

[Formulation Example 2] mouthwash benzethonium chloride 0.05%
1,2-pentanediol 1.0
N-ethyl-p-menthane-3-carboxamide 0.075
Glycerin 5.0
Propylene glycol 3.0
Polyoxyethylene hydrogenated castor oil 0.5
Saccharin sodium 0.1
Fragrance B 0.2
Purified water remaining
Total 100.0%
(The amount of l-menthol in the composition 0.08%)

[Formulation Example 3] Liquid dentifrice benzethonium chloride 0.05%
1,2-pentanediol 1.0
3-l-menthoxypropane-1,2-diol 0.075
Precipitated silica 15.0
Propylene glycol 2.0
85% glycerin 8.5
70% sorbit 26.0
Xanthan gum 0.2
Sodium polyacrylate 0.2
Sodium lauryl sulfate 1.0
Butylparaben 0.01
Saccharin sodium 0.1
Fragrance B 0.2
Purified water remaining
Total 100.0%
(The amount of l-menthol in the composition 0.08%)

Details of perfume A and perfume B used are shown in Tables 4-6.

**; parts by mass, and so on.

Claims

(A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, and (C) 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3 -A composition for oral cavity comprising carboxamide, wherein the content of component (B) is 0.1 mass% or more and less than 5 mass%.
The composition for oral cavity according to claim 1, wherein the component (A) is one or more cationic fungicides selected from benzethonium chloride, benzalkonium chloride, and cetylpyridinium chloride.
The component (B) is one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, and decylene glycol. Oral composition.
(C) Component N-substituted-p-menthane-3-carboxamide is N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane- One or two selected from 3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide and N, N-diethyl-p-menthane-3-carboxamide The composition for oral cavity according to claim 1, 2 or 3, which is a species or more.
The composition for oral cavity according to any one of claims 1 to 4, comprising 0.001 to 0.1% by mass of component (A) and 0.001 to 0.2% by mass of component (C).
The oral composition according to any one of claims 1 to 5, further comprising (D) 0.01 to 2.5% by mass of a fragrance selected from mint flavor, spice flavor and fruit flavor.
The oral composition according to any one of claims 1 to 6, wherein the content of l-menthol in the composition is 0.5% by mass or less.
The oral composition according to any one of claims 1 to 7, which is a liquid preparation.
The composition for oral cavity according to claim 8, which is a liquid dentifrice or a mouthwash.