JP4918973B2 - Dentifrice composition - Google Patents

Description

  The present invention relates to a dentifrice composition containing a poorly water-soluble active ingredient, and more particularly to a dentifrice composition with improved usability that improves the effectiveness of a poorly water-soluble active ingredient and the stability of the preparation.

  To prevent and treat gingivitis and periodontal diseases, dentifrice compositions such as brushing agents and gel agents containing active ingredients such as blood circulation promoters, anti-inflammatory agents and bactericides are known. However, when a water-soluble active ingredient is used, there is a problem that the absorbability decreases due to the presence of saliva and biofilm. Therefore, a highly absorbable water-insoluble active ingredient such as tocopherol acetate with blood circulation promoting action, isopropylmethylphenol with bactericidal action, allantoin with hemostatic action, glycyrrhetinic acid with anti-inflammatory action was formulated into the dentifrice composition. Formulations are being considered.

  For example, JP-A-61-152622 (Patent Document 1) discloses a composition for oral cavity having excellent storage stability, which contains glycyrrhetinic acid, which is a poorly water-soluble active ingredient, an anionic surfactant, and a nonionic surfactant. Has been proposed. However, although this composition can achieve a certain degree of effectiveness, there is room for improvement in terms of absorbability of active ingredients, and sufficient effectiveness may not be obtained.

  JP-A-11-240816 (Patent Document 2) discloses a tooth coating composition in which a poorly water-soluble active ingredient such as dl-α-tocopherol acetate, triclosan, isopropylmethylphenol and an amphoteric surfactant are dissolved in alcohol. In order to suppress the specific odor of the active ingredient in the composition and to obtain a refreshing feeling of use, a proposal of blending peppermint oil has been made, but the composition of Patent Document 2 is mainly composed of ethanol. However, no mention is made of imparting a feeling of peppermint in the dentifrice composition to which the present invention is directed.

  JP-A-60-226806 (Patent Document 3) proposes a composition for oral cavity with good absorbability of active ingredients and high effect by blending an insoluble powder into an emulsion base. However, this composition has poor foaming properties when used as a dentifrice, and improvement is desired in terms of the feeling of use.

Japanese Patent Laid-Open No. 61-152622 Japanese Patent Laid-Open No. 11-240816 JP 60-226806 A

  This invention is made | formed in view of the said situation, and it aims at providing the dentifrice composition which has the outstanding medicinal effect of an active ingredient, storage stability, and a feeling of use (a peppermint feeling and a moderate irritation feeling).

As a result of studies conducted by the present inventors to solve the above-mentioned problems, in a dentifrice composition containing a poorly water-soluble active ingredient, by combining a surfactant and an oily component, the medicinal effect of the poorly water-soluble active ingredient and the sustained effect thereof. In addition to ensuring the storage stability of the preparation and formulation, non-terpene cut peppermint oil within a certain range of mensofuran content is included in the dentifrice composition within a certain range, and the content of mentofuran is within the appropriate range Thus, the inventors have found that the expression of peppermint flavor can be improved and the feeling of use of the composition can be improved, and the present invention has been completed.

Accordingly, the present invention provides the following dentifrice composition.
[1] (A) Toothpaste composition containing at least one poorly water-soluble active ingredient selected from a blood circulation promoter, an anti-inflammatory agent, and a bactericide;
(B) sucrose fatty acid ester surfactant, and N-acyl amino acid salt and / or higher alcohol sulfate ester salt ,
(C) While blending non-terpene cut peppermint oil,
(D) as an oil component, hydrocarbon having 8 to 22 carbon atoms, higher fatty acid having 8 to 22 carbon atoms, blended with at least one <br/> carbon atoms selected from 8 to 22 higher alcohol The content of the component (C) is 0.2 to 2% by mass , and mensofuran is contained in an amount of 2.5 to 20 % by mass with respect to the whole non-terpene cut peppermint oil. The dentifrice composition characterized by containing 0.025-0.2 mass%.
[2] The dentifrice composition according to [I], which comprises a non-terpene cut peppermint oil and a mensofuran simple substance.

  ADVANTAGE OF THE INVENTION According to this invention, the effectiveness of a poorly water-soluble active ingredient is fully exhibited, formulation stability is fully ensured, Furthermore, the toothpaste composition of the favorable usability | use_condition which was excellent in peppermint flavor expression is obtained.

  The poorly water-soluble active ingredient which is the component (A) of the present invention is at least one selected from a blood circulation promoter, an anti-inflammatory agent, and a bactericidal agent. Here, poorly water-soluble refers to the property that the amount dissolved in 100 g of ion-exchanged water at 25 ° C. is less than 0.1 g.

  Examples of the blood circulation promoter include tocopherol, tocopherol acetate, tocopherol nicotinate and the like. Anti-inflammatory agents include azulene, glycyrrhetinic acid, glycol salicylate, ibuprofen, indomethacin, ketoprofen and the like. Examples of the disinfectant include isopropylmethylphenol and triclosan. These may be used alone or in combination of two or more.

  The content of the blood circulation promoter and the anti-inflammatory agent is preferably 0.1 to 10% by mass, preferably 0.2 to 5% by mass, more preferably 0.3 to 4% by mass in the dentifrice composition. . When the amount is less than 0.1% by mass, the effect is often not sufficiently exhibited. When the amount exceeds 10% by mass, the effect is often saturated.

  Moreover, 0.005-1 mass% is suitable for content of a disinfectant in a dentifrice composition, Preferably it is 0.01-0.2 mass%. When the amount is less than 0.005% by mass, the bactericidal effect is often not sufficiently exhibited. When the amount exceeds 1% by mass, the taste of the bactericide often impairs the feeling of use.

  As the surfactant which is the component (B) of the present invention, one of an anionic surfactant, a cationic surfactant, an amphoteric surfactant and a nonionic surfactant can be used alone or in combination of two or more. Nonionic surfactants and anionic surfactants are preferred.

  An anionic surfactant refers to a surfactant having an anionic substituent. Specific examples include N-acyl amino acid salts such as sodium lauroyl sarcosine, fatty acid soaps such as sodium laurate, sodium myristate, potassium oleate and sodium stearate, alkyls such as sodium lauryl sulfate, sodium octyl sulfate and sodium oleyl sulfate. Sulfate, polyoxyethylene alkyl ether sulfate, glycerol fatty acid ester sulfate, alkane sulfonate, α-olefin sulfonate, sulfosuccinate, N-acyl sulfonate, glycerol fatty acid ester sulfonate, alkyl Phosphate and alkyl ether phosphate. Preferred are N-acyl amino acid salts such as sodium lauroyl sarcosine and higher alcohol sulfates such as sodium lauryl sulfate. These may be used alone or in combination of two or more.

  Nonionic surfactants include ether compounds such as polyoxyethylene alkyl ether (alkyl chain length 10 to 18, EO average addition mole number 2 to 30), polyoxyethylene polypropylene alkyl ether (alkyl chain length 10 to 18, EO). Average addition mole number 1-30), sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester (EO average addition mole number 4-30), glycerin fatty acid ester, polyglycerol fatty acid ester (average degree of polymerization 2-10), polyoxyethylene Fatty acid ester compounds such as glycerin fatty acid ester (EO average addition mole number 5 to 15), polyethylene glycol (average molecular weight 44 to 1,980) fatty acid ester, sucrose lauric acid ester, sucrose myristic acid ester, sucrose palmitic acid Beauty treatment Sucrose fatty acid ester compounds such as sucrose stearate, polyoxyethylene hydrogenated castor oil (EO average addition mole number 3 to 100), polyoxyethylene polyoxypropylene polymer (EO average addition mole number 3 to 100) Sucrose fatty acid ester compounds are desirable.

  The total amount of the anionic surfactant and the nonionic surfactant is preferably 2 to 10% by mass, and preferably 3 to 7% by mass in the dentifrice composition. If the total blending amount of both is less than 2% by mass, the foaming power is weak and the feeling of use is lowered, and the stability of the emulsion may be lowered. When the total blending amount is more than 10% by mass, the water phase and the oil phase may be separated.

  Examples of amphoteric surfactants include alkyl betaines such as lauryl dimethyl betaine, alkyl amide betaines such as coconut oil fatty acid amide propyl betaine, alkyl sulfobetaines, and imidazolines. Examples of the cationic surfactant include quaternary ammonium salts such as trimethylalkylammonium chloride, alkylamine salts such as dimethylalkylamine hydrochloride, and the like.

  In the present invention, non-terpene cut peppermint oil is blended as the component (C). In this case, 2.5 to 20% by mass of mensofuran is contained in the whole non-terpene cut peppermint oil.

  Mensofuran is one of the components contained in peppermint oil (Mentha Piperita), and the content of mensofuran in general non-terpene cut peppermint oil is 1.2% by mass (fragrance No. 171 (1991) P .113). Even with peppermint oil, Mentha arvensis species do not contain mentofuran (see Fragrance No. 171 (1991) P. 113).

As a method of adjusting the content of mensofuran to non-terpene cut peppermint oil within the above range,
(1) Use a non-terpene cut peppermint oil having a content of mensofuran within the above range.
(2) In addition to the non-terpene cut peppermint oil whose content of mensofuran is less than the above range, use a single unit of mensofuran.
(3) In addition to non-terpene cut peppermint oil whose content of mensofuran is less than the above range, it is possible to employ a method such as using peppermint oil having a high content of mensofuran (terpene cut peppermint oil or non-terpene cut peppermint oil). . Non-terpene cut peppermint oil having a high content of mentofuran includes, for example, non-terpene cut peppermint oil from Yakima, USA (Mentofuran 6.2 to 9.4 mass%, Agricultural and Food Chemistry vol. 9, No. 3 May- June 1961, p. 240).

  Non-terpene-cut peppermint oil with low mentofuran content or non-terpene-cut peppermint oil (Mentha arvensis species) that does not contain mentofuran as long as it can fall within the specified range of the content of mensofuran relative to the whole non-terpene-cut peppermint oil ) Can also be blended.

  In addition, terpene cut peppermint oil refers to peppermint oil that has been treated as described in the literature; “Method for producing deterpene essential oil” in Perfumery Chemical Directory [I], and non-terpene cut peppermint oil does not undergo such treatment. Each refers to peppermint oil.

  The content of mentofuran with respect to the whole non-terpene cut peppermint oil (content of the total amount of mentofuran in the non-terpene cut peppermint oil and the added mensofuran simple substance) is 2.5 to 20% by mass, preferably 3.0 to 10% by mass. % Is preferable in order to achieve both a sufficient peppermint feeling and a moderate irritation feeling. When the content of mentofuran is less than 2.5% by mass, it is necessary to increase the content in the composition of the non-terpene cut peppermint oil in order to obtain a sufficient feeling of peppermint, in which case it depends on the menthol in the peppermint oil The refreshing feeling may be too strong and the feeling of use may be impaired. If the content of mentofuran exceeds 20% by mass, the flavor of mentofuran itself may inhibit the feeling of peppermint and impair the feeling of use.

  In addition, when the content ratio is not the content ratio relative to the non-terpene cut peppermint oil but the content ratio relative to the terpene cut peppermint oil, even if the content ratio is in the range of 0.025 to 0.2 mass%, A sufficient feeling of peppermint may not be obtained.

  In addition, the non-terpene cut peppermint oil of the present invention is blended so that the content of mensofuran in the composition is 0.025 to 0.2% by mass, preferably 0.03 to 0.1% by mass. If the amount is less than 0.025% by mass, the enhancement of the feeling of peppermint is insufficient, and if it exceeds 0.2% by mass, the flavor of mentofuran itself inhibits the feeling of peppermint and impairs the feeling of use.

  In addition, it is preferable from the point of peppermint feeling and irritation | stimulation that the compounding quantity of the said non-terpene cut peppermint oil is 0.2-2 mass% of the whole dentifrice composition, especially 0.3-1.5 mass%.

  Examples of the oil component that is the component (D) of the present invention include hydrocarbons having 8 to 22 carbon atoms, higher fatty acids having 8 to 22 carbon atoms, higher alcohols having 8 to 22 carbon atoms, vegetable oils, animal oils, and silicone oils. Etc. Specifically, hydrocarbons such as squalane, vegetable squalane, liquid paraffin, petrolatum, microcrystalline wax, saturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, Unsaturated higher fatty acids such as arachidonic acid and undecylenic acid, linear fatty alcohols such as lauryl alcohol, cetyl alcohol, cetostearyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol, eicosonyl alcohol, elaidyl alcohol, linoleyl alcohol, cholesterol, Synthetic fatty alcohols such as dihydrocholesterol, phytosterols, cyclic fatty alcohols such as lanolin alcohol, octyldodecanol, hexyldecanol, isostearyl alcohol Oil, olive oil, castor oil, palm oil, palm oil, safflower oil, camellia oil, soybean oil, rapeseed oil, rice seed oil, grape seed oil, evening primrose seed oil, kukui nut oil, sunflower oil, rosehip oil, cottonseed oil, Vegetable oil such as sesame oil, wheat germ oil, almond oil, corn oil, avocado oil, hazelnut oil, persic oil, macadamia nut oil, peanut oil, carnauba wax, candelilla wax, jojoba oil, beef fat, pork fat, horse fat, milk fat, Lanolin, lanolin derivatives, egg yolk oil, mink oil, turtle oil, beeswax, animal oils such as beeswax, silicone oils such as methylpolysiloxane, methylphenylpolysiloxane, dimethylcyclopolysiloxane, etc., but preferred oily components Are hydrocarbons, higher fatty acids and higher alcohols. These may be used alone or in combination. Preferably, nonpolar hydrocarbons and one or more selected from polar fatty acids and higher alcohols may be combined.

  The content of the oil component is 2 to 15% by mass, preferably 3 to 10% by mass in the dentifrice composition, from the viewpoints of stability and effectiveness of the poorly water-soluble active ingredient and feeling of use (peppermint feeling). When the blending amount is less than 2% by mass, the effectiveness of improving the effectiveness of the poorly water-soluble active ingredient may not be recognized. When the blending amount exceeds 15% by mass, the water phase and the oil phase are separated or the feeling of peppermint is lowered. There is a case.

  The dentifrice composition of the present invention preferably contains a water-insoluble powder in addition to the above essential components.

  The water-insoluble powder may be either inorganic or organic. Examples of the inorganic powder include dicalcium phosphate (calcium hydrogen phosphate) dihydrate and anhydrous, primary calcium phosphate, and tertiary calcium phosphate. Calcium salts such as calcium carbonate and calcium pyrophosphate, magnesium salts such as magnesium carbonate, magnesium oxide and tertiary magnesium phosphate, aluminum compounds such as aluminum hydroxide and alumina, sodium salts such as sodium carbonate and insoluble sodium metaphosphate, anhydrous Examples include silicon compounds such as silicic acid, zirconium silicate, and abrasive silica. Examples of the organic powder include celluloses such as crystalline cellulose, and resins such as melamine, polypropylene, polyethylene, polyvinyl chloride, polyester, polystyrene, polyamide, and polycarbonate. Preferred are dibasic calcium phosphate (calcium hydrogen phosphate) dihydrate and anhydrous, aluminum hydroxide, anhydrous silicic acid and abrasive silica. These may be used alone or in combination.

  The content of the water-insoluble powder is preferably 1 to 70% by mass, preferably 5 to 60% by mass, and more preferably 10 to 50% by mass in the dentifrice composition. Within this range, it is possible to obtain a preparation having good usability and excellent stability. If the blending amount is less than 1% by mass, the formulation viscosity cannot be obtained, and the water phase and the oil phase may be separated. If it exceeds 50%, the water dispersibility is lowered, and the feeling in use may be lowered.

  The dentifrice composition of the present invention can contain various components that can be contained in the dentifrice composition as long as the effects of the present invention are not impaired. Examples thereof include water-soluble active ingredients, binders, wetting agents, solvents, preservatives, pH adjusters, corrigents, dyes, and fragrances.

  Examples of water-soluble active ingredients include bactericides, antiplasmin agents, anti-inflammatory agents, hemostatic agents, antibacterial agents, calculus adhesion inhibitors, astringents, anti-cariogenic agents and the like. Specific examples of the bactericidal agent include cetylpyridinium chloride, benzalkonium chloride, decalinium chloride, benzethonium chloride, chlorhexidine hydrochloride and the like. Examples of antiplasmin agents include tranexamic acid, epsilon aminocaproic acid, and the like. Anti-inflammatory agents include dipotassium glycyrrhizinate, water-soluble azulene, lysozyme chloride and the like. Examples of the calculus adhesion inhibitor include sodium polyphosphate, anhydrous sodium pyrophosphate, Macrogol 400 and the like. Examples of astringents include sodium chloride. Examples of the anticaries agent include sodium fluoride and sodium monofluorophosphate. These active ingredients are used alone or in combination of two or more. Although content of these active ingredients can be made into the effective quantity of each active ingredient, it is preferable to set it as the range of 0.01-20 mass% in a dentifrice composition.

  As the binder, any of synthetic products, semi-synthetic products, and natural products may be used. Specifically, guaiac gum, carrageenan, caraya gum, tragacanth gum, roasting bin gum, quince seed, agar, casein, dextrin, gelatin, pectin, pullulan, starch, methylcellulose, ethylcellulose, sodium carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxy Cellulose derivatives such as propylmethylcellulose, sodium alginate, sodium pectate, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer, xanthan gum and the like. These may be used alone or in combination.

  Content of the said binder is 0.05-10 mass% in a dentifrice composition, Preferably it is 0.1-8 mass%, More preferably, it is 0.2-5 mass%.

  Examples of the wetting agent include glycerin, propylene glycol, and sorbitol liquid (content: 0.1 to 40% by mass in the dentifrice composition).

  The dentifrice composition of the present invention is preferably adjusted and maintained at pH 3-9 using a pH adjuster, and more preferably 4-8.

  Examples of pH adjusters include inorganic acids such as hydrochloric acid, phosphoric acid and boric acid, organic acids such as lactic acid, tartaric acid and citric acid, and alkylamines such as sodium hydroxide, potassium hydroxide, triethylamine, tripropylamine and trilaurylamine. , Monoethanolamine, diethanolamine, triethanolamine, diisopropanolamine, tripropanolamine, triisopropanololamine, ethyldiethanolamine, alkanolamines such as trometamol, various amines such as N-methylpiperidine, potassium hydrogen phosphate, phosphorus Examples thereof include phosphates such as sodium oxyhydrogen, and organic salts such as sodium citrate and sodium lactate.

  The amount of the pH adjusting agent can be appropriately selected depending on the set pH.

  As the corrigent, any corrigent that can be used in a dentifrice can be used depending on the desired flavor. Specific examples include saccharin sodium, stevioside, aspartylphenylalanine methyl ester, sucrose, lactose, fructose and the like.

  The fragrance | flavor can use arbitrarily the fragrance | flavor which can be used for an external preparation by the target fragrance tone. Examples of vegetable flavors include spearmint oil, jasmine oil, clove oil, cinnamon oil, lemon oil, orange oil, lime oil, mandarin oil, rose oil, rosemary oil and the like. Synthetic fragrances include monoterpenes, diterpenes, sesquiterpenes, and the like, specifically, for example, geraniol, linalool, limonene, pinene, camphene, l-menton, l-menthyl acetate, anethole, citral, citronellal, cineol , Curcumen, phytol and the like.

  Examples of the preservative include dibutylhydroxytoluene, benzoic acids, parabens, sorbic acid and salts thereof, salicylic acid and salts thereof, and the like. Preferably, sodium benzoate, butyl paraoxybenzoate, and methyl paraoxybenzoate are used (content: 0.001 to 1% by mass, preferably 0.1 to 0.8% by mass in the dentifrice composition).

  The dentifrice composition of the present invention can be prepared as a dentifrice of various dosage forms by mixing a water-soluble component and an oil-soluble component by a conventional method. It is also possible to form an emulsion by using (D) an oily component. When preparing an emulsion, the emulsion base can be prepared in an appropriate form such as O / W type, W / O type, W / O / W type, etc., but it is particularly easy to use in the oral cavity and easy to brush. From the viewpoint of the above, it is preferable to use an O / W type or W / O / W type emulsion base. Furthermore, the emulsion base can be preferably composed of an aqueous phase of 5 to 99% by mass and an oil phase of 95 to 1% by mass. In the case of the O / W type and W / O / W type, the aqueous phase is 70 to 99% by mass. %, And the oil phase is preferably 30 to 1% by mass. The oil phase of the emulsion base can be constituted by adding other oil-soluble components to the oil component of component (D), and the water phase component can be formed by adding other water-soluble components to a solvent such as water or ethanol. Can be configured. As the component (B) surfactant, an oil-soluble surfactant is preferably added to the oil phase, and a water-soluble surfactant is preferably added to the aqueous phase. The insoluble powder is preferably blended after mixing the water phase and the oil phase.

  The dentifrice composition of the present invention can be accommodated in a container according to its dosage form, and a known usage according to its type can be applied. It is desirable to use an aluminum tube or laminated tube with an inner surface coating.

EXAMPLES Hereinafter, although an Example , a reference example, and a comparative example are shown and this invention is demonstrated concretely, this invention is not restrict | limited to the following Example. In the following examples, the blending amount is mass%.

[Reference Example 1-6, Example 1-8, Comparative Example 1-7]
A dentifrice composition having the composition shown in Tables 1 to 3 was prepared by the following method, filled into a container (aluminum tube manufactured by Takeuchi Press Industry Co., Ltd.), and evaluated by the following method. The results are shown in Tables 1-3.
<Preparation method>
Dentifrice compositions of Examples, Reference Examples and Comparative Examples were prepared by the following procedure. Depending on the examples, reference examples, and comparative examples , there may be no item corresponding to the following procedure.
(1) 70% sorbitol solution, propylene glycol, sodium saccharin, (B) sucrose stearate, and purified water are heated and dissolved at 65 ° C. to obtain an aqueous solution.
(2) (A) Tocopherol acetate, (A) glycyrrhetinic acid, (A) isopropylmethylphenol, hydroxyethylcellulose, (B) monostearic acid (20E.O.) sorbitan, liquid paraffin, and cetanol are also heated at 65 ° C. Dissolve to make an oil solution.
(3) The aqueous solution of (1) and the oil solution of (2) are uniformly mixed at 65 ° C. and cooled to 40 ° C.
(4) (C) Non-terpene cut peppermint oil, terpene cut peppermint oil, mensofuran, and fragrance are uniformly mixed at room temperature to obtain a fragrance solution.
(5) The mixture of (3) and the fragrance solution of (4) are mixed uniformly at room temperature.
(6) To the mixture of (5), anhydrous calcium hydrogen phosphate is uniformly mixed at room temperature.
(7) Finally, (B) sodium lauryl sulfate is mixed with the mixture of (6) at room temperature under a reduced pressure of 50 hPa.

<Evaluation method>
1) Efficacy Regarding effectiveness, it is effective for blood flow promotion for formulations containing blood flow promoters such as tocopherol acetate, and for anti-inflammatory effects for formulations containing anti-inflammatory agents such as glycyrrhetinic acid. Evaluated. Moreover, about the formulation which used the blood flow promoting agent and the anti-inflammatory agent together, it evaluated by the blood flow promoting effect which is a simpler method.
(I) Blood flow promoting effect 50 mg of the sample was applied to a hamster cheek pouch, and the blood flow of the pouch was measured after 5 minutes. The blood flow change rate was calculated by comparison with the blood flow volume before the specimen application (n = 3).
(Criteria)
◎: 20% or more, increased blood flow ○: 10% or more, increased by less than 20% △: Increased by 5% or more, less than 10% ×: Increased by less than 5% (ii) Anti-inflammatory Effect The hamster teak pouch was inflamed by burns, and about 0.1 g of the sample was applied on the pouch. The pouch was removed after 5 hours. The weight of the pouch was measured, and the edema rate was calculated from the weight difference from the untreated site (opposite pouch) (n = 8).
(Criteria)
A: The edema was suppressed to less than 80% compared to the control (no treatment). O: The edema was suppressed to 80% or more and less than 90% compared to the control (no treatment). Compared with control (no treatment), edema was suppressed to 90% or more and less than 95% ×: Compared with control (no treatment), edema was suppressed to 95% or more (iii) Sterilization Effect Bactericidal solution for measuring bactericidal effect was prepared by dissolving 30 g of trypticase soy broth (manufactured by Difco) as a culture solution in 1 L of purified water, and using Actinomyces naeslandi ATCC 51655 strain as oral resident bacteria, 37 A physiological saline solution was added so that the permeability at 550 nm of a solution cultured for 1 day under anaerobic conditions (5% carbon dioxide gas, 95% nitrogen) at 20 ° C. was 20. Add 0.3 g of the bacterial solution to 2.7 g of the sample shown in Table 1, and after stirring, react at 37 ° C. for 1 minute. After stirring again, prepare five test tubes containing 2.7 g of the culture solution in advance. Then, 0.3 g was added to the first test tube and stirred. 0.3 g of this liquid was collected, added to the second test tube, and stirred. This operation was similarly carried out in order for No. 3-5 test tubes. After stirring the culture solution in test tubes Nos. 1, 3 and 5, 50 μL was applied to 10% cotton sheep defibrinated blood-containing trypticase soy agar plates (Difco) and cultured under anaerobic conditions. The grown colonies were counted, and the number of remaining Actinomyces naeslandi bacteria (cfu) was determined and determined according to the following criteria.
(Criteria)
◎: Viable count is less than 10 ³ ○: Viable count is 10 ³ or more and less than 10 ⁴ △: Viable count is 10 ⁴ or more and less than 10 ⁵ ×: Viable count is 10 ⁵ or more

  The results are shown below. In addition, pH in a table | surface measured using the pH meter (model number HM-30S) by Toa Denpa Kogyo immediately after preparation, and showed the value after 25 degreeC and 3 minutes. The numerical values representing the blending amounts in Tables 1 to 3 are all mass%.

2) Feeling of use (i) Peppermint feeling For the dentifrice compositions shown in Tables 1 to 3, 10 subjects applied an appropriate amount (about 1 g, about 2 cm) of the dentifrice composition to a toothbrush and brushed for about 3 minutes. Each subject was subjected to sensory evaluation of the feeling of peppermint in the dentifrice during brushing according to the following criteria, and an average value was obtained.
In addition, the sample of the comparative example 1 was used as a control sample, and it evaluated on the basis of this.
(Score)
4 points: Peppermint feeling is significantly better than the control sample 3 points: Peppermint feeling is better than the control sample 2 points: Peppermint feeling is slightly better than the control sample 1 point: Peppermint feeling is equivalent to the control sample or peppermint Feeling is inferior (usability evaluation criteria)
◎: Peppermint feeling average score of 3 or more and 4 or less ○: Peppermint feeling average score of 2 or more and less than 3 △: Peppermint feeling average score of more than 1 point and less than 2 points ×: Peppermint feeling average score of 1 point (Ii) Irritation Sense About the dentifrice compositions shown in Tables 1 to 3, 10 subjects applied an appropriate amount (about 1 g, about 2 cm) of the dentifrice composition to a toothbrush and brushed for about 3 minutes. Each subject was given a sensory evaluation of the stimulation of the dentifrice during brushing according to the following criteria, and the number of subjects who answered that the stimulus was too strong to withstand use was determined.
(Irritation evaluation criteria)
○: The number of subjects who answered that the stimulus was too strong to withstand use was 2 or less △: The number of subjects who answered that the stimulus was too strong to withstand use 3 to 5 subjects x: The stimulus was too strong to use More than 6 subjects answered that they could not stand

3) Stability The preparation was subjected to a storage stability test (50 ° C., 2 months) to evaluate the appearance of the preparation.
(Stability evaluation criteria)
○: No change in appearance △: Water or oil leaching was observed ×: Water phase and oil phase separated

注）液分離のため評価不能

Note) Evaluation not possible due to liquid separation

なお、表中の配合量（部）は質量部である（以下、同様）。

In addition, the compounding quantity (part) in a table | surface is a mass part (hereinafter, the same).

[Example 9 ]
Tocopherol acetate 2.0% by mass
Glycyrrhetinic acid 0.3
Isopropylmethylphenol 0.1
Cetanol 6.0
Oleic acid 2.0
Sucrose stearate 2.0
(Surf Hope SEPHARMA J-1816 manufactured by Mitsubishi Chemical Foods Corporation)
Sodium lauryl sulfate (Nikko Chemicals SLS) 1.6
Hydroxyethyl cellulose 1.5
(NATROSOL 250HX-PHARM made by Hercules
: Average molecular weight about 1 million)
Sodium benzoate 0.07
70% sorbitol solution 17.5
Anhydrous calcium hydrogen phosphate 25.0
Butyl paraoxybenzoate 0.05
Saccharin sodium 0.1
Fragrance A 0.8
Non-terpene cut peppermint oil 0.8
(Natural Oil of Peppermint Midwest
/ A. M.M. TODO COMPANY Mentofuranium 2.2% containing)
Mensofuran (Toyotama Fragrance Co., Ltd., purity 99.8%) 0.03
NaCl / HCl appropriate amount (adjust to pH 6)
Purified water remaining
Total 100.00
Mentofuran content in the whole non-terpene cut peppermint oil 5.9%
Mentofuran content in the composition 0.048%

[Example 10 ]
Glycyrrhetinic acid 0.3% by mass
ε-aminocaproic acid 0.5
Cetostearyl alcohol 10.0
Liquid paraffin 3.0
Sucrose palmitate 1.5
(Surf Hope SEPHARMA J-1616 manufactured by Mitsubishi Chemical Foods Corporation)
Lauroyl sarcosine sodium 0.5
(Sarkosinate LN manufactured by Nikko Chemicals Co., Ltd.)
Sodium carboxymethylcellulose 1.2
(Daiichi Kogyo Seiyaku Co., Ltd. Carmellose Sodium Cellogen PM-250L
: Average molecular weight of about 140,000)
Polyoxyethylene monostearate (20E.O.) sorbitan 4.5
(TS-10MV manufactured by Nippon Surfactant Co., Ltd.)
70% sorbitol solution 20.0
Aluminum hydroxide 30.0
Methyl paraoxybenzoate 0.2
Ethanol 2.0
Fragrance B 0.8
Non-terpene cut peppermint oil 0.3
(Natural Oil of Peppermint Midwest
/ A. M.M. TODO COMPANY Mentofuranium 2.2% containing)
Non-terpene cut peppermint oil 0.5
(Natural Oil of Peppermint Yakima
/ A. M.M. (Included 5.8% of Mendofuran manufactured by TODD COMPANY)
NaCl / HCl appropriate amount (adjusted to pH 6)
Purified water remaining
Total 100.00
Mentofuranium content in the whole non-terpene cut peppermint oil 4.5%
Mentofuran content in the composition 0.036%

[Example 11 ]
Tocopherol acetate 2.0% by mass
Cetylpyridinium chloride 0.05
Cetanol 4.0
Light liquid paraffin 3.0
Sucrose stearate 1.5
(Surf Hope SEPHARMA J-1816 manufactured by Mitsubishi Chemical Foods Corporation)
Sodium lauryl sulfate (SLS manufactured by Nikko Chemicals Co., Ltd.) 0.5
Hydroxyethyl cellulose 1.2
(NAROSOL 250HX-PHARM manufactured by HercuIes)
Sorbitan monostearate 1.0
(SS-10MV manufactured by Nippon Surfactant Co., Ltd.)
70% sorbitol solution 20.0
Anhydrous calcium hydrogen phosphate 20.0
Methyl paraoxybenzoate 0.1
Butyl paraoxybenzoate 0.1
Saccharin sodium 0.15
Ethanol 1.0
Fragrance C 0.8
Non-terpene cut peppermint oil 1.0
(Natural Oil of Peppermint Midwest
/ A. M.M. TODO COMPANY Mentofuranium 2.2% containing)
Mensofuran (Toyotama Fragrance Co., Ltd., purity 99.8%) 0.02
NaCl / HCl appropriate amount (adjusted to pH 6)
Purified water remaining
Total 100.00
Mentofuranium content in the whole non-terpene cut peppermint oil 4.2%
Mentofuran content in the composition 0.042%

[Example 12 ]
Hinokitiol 0.1% by mass
Allantoin 0.3
Castor oil 10.0
Liquid paraffin 3.0
Sucrose laurate 1.5
(Surf Hope SEPHARMA J-1216 manufactured by Mitsubishi Chemical Foods Corporation)
Sodium lauryl sulfate (SLS manufactured by Nikko Chemicals Co., Ltd.) 1.3
α-olefin sulfonic acid sodium salt 0.5
Sodium carboxymethylcellulose 1.5
(Daiichi Kogyo Seiyaku Co., Ltd. Carmellose Sodium Cellogen PM-250L
: Average molecular weight of about 140,000)
Polyoxyethylene monooleate (20E.O.) sorbitan 2.5
(TO-10MV manufactured by Nippon Surfactant Co., Ltd.)
70% sorbitol solution 22.5
Silicic anhydride 3.0
Silica 27.5
Methyl paraoxybenzoate 0.2
Ethanol 2.0
Fragrance D 0.8
Non-terpene cut peppermint oil 0.8
(Natural Oil of Peppermint Yakima
/ A. M.M. (Included 5.8% of Mendofuran manufactured by TODD COMPANY)
NaCl / HCl appropriate amount (adjusted to pH 6)
Purified water remaining
Total 100.00
Mentofuranium content in the whole non-terpene cut peppermint oil 5.8%
Mentofuran content in the composition 0.046%

Claims (2)

(A) Toothpaste composition containing at least one poorly water-soluble active ingredient selected from blood circulation promoters, anti-inflammatory agents, and bactericides;
(B) sucrose fatty acid ester surfactant, and N-acyl amino acid salt and / or higher alcohol sulfate ester salt ,
(C) While blending non-terpene cut peppermint oil,
(D) as an oil component, hydrocarbon having 8 to 22 carbon atoms, higher fatty acid having 8 to 22 carbon atoms, blended with at least one <br/> carbon atoms selected from 8 to 22 higher alcohol The content of the component (C) is 0.2 to 2% by mass , and mensofuran is contained in an amount of 2.5 to 20 % by mass with respect to the whole non-terpene cut peppermint oil. The dentifrice composition characterized by containing 0.025-0.2 mass%.   The dentifrice composition of Claim 1 formed by mix | blending a mensofuran simple substance with a non-terpene cut peppermint oil.