JP6385120B2 - Dentifrice composition - Google Patents

Description

  The present invention relates to a dentifrice composition.

  Allantoin and its derivatives are known to be useful active ingredients that activate cell functions and have anti-inflammatory and anti-ulcer effects. On the other hand, allantoin and its derivatives have the property of being easily hydrolyzed, so the stability thereof is extremely poor, and various studies have been made in order to improve the stability in each field.

  For example, Patent Document 1 describes an aqueous preparation in which hydrolysis of allantoin is suppressed by combining allantoin with an organic acid such as citric acid or an inorganic acid. Further, Patent Document 2 contains citric acid and citrate, and maintains the hydrogen ion index (pH) of the composition within a predetermined range by utilizing the buffering action of these components, thereby hydrolyzing allantoin. A liquid oral composition that suppresses the above is described. Patent Document 3 describes a transparent liquid oral composition in which hydrolysis is suppressed and generation of precipitates is suppressed by combining lactic acid and an alkali metal salt thereof.

  Alkyl sulfate such as sodium dodecyl sulfate (SDS), which is a kind of anionic surfactant, imparts foaming power, removal of dirt (such as plaque) to dentifrices, or sterilization It is widely used in dentifrices for the purpose of assisting the sterilizing power of agents (for example, isopropylmethylphenol). Alkyl sulfate is generally known to have an action of denaturing proteins and to thereby have mucosal irritation.

JP-A 63-159317 JP 2010-143889 A JP20131651A

  Since the degradation mechanism of allantoin is hydrolysis, the stabilization of allantoin can be achieved by reducing the amount of water in the dentifrice composition, or by adjusting the pH of the dentifrice composition over the pH range where the hydrolysis rate of allantoin is large. Also, it is effective to make the lower range. However, mucosal irritation caused by alkyl sulfates is enhanced by reducing the water content or lowering the pH.

  The present invention has been made in view of the above, and provides a dentifrice composition in which decomposition of allantoin and its derivatives is suppressed, and at the same time, it has excellent foam height and reduced irritation to the oral mucosa. For the purpose.

  As a result of intensive studies in view of the above, the present inventors combine a specific anionic surfactant and a specific type and amount of a wetting agent when the dentifrice composition contains allantoin and / or a derivative thereof. At the same time, the inventors have found that the above object can be achieved by specifying the water content and pH, and have reached the present invention.

That is, the present invention provides the following [1] to [2].
[1] Component (A): Allantoin and / or its derivative,
Component (B): one or more selected from acylamino acids, acyltaurines and salts thereof,
Component (C): glycerin, and component (D): water.
The content of the component (C) with respect to the total amount of the dentifrice composition is 10% by mass to 60% by mass,
The content of component (D) with respect to the total amount of the dentifrice composition is 20% by mass to 50% by mass,
A dentifrice composition having a pH of 4.5 to 6.5.
[2] The dentifrice composition according to [1], further comprising component (E): isopropylmethylphenol.

  ADVANTAGE OF THE INVENTION According to this invention, the decomposition of allantoin and its derivative is suppressed, At the same time, it is excellent in foam highness, The dentifrice composition with which irritation | stimulation with respect to an oral mucosa was reduced can be provided.

  Hereinafter, the present invention will be described in detail with reference to preferred embodiments thereof, but the present invention is not limited to these embodiments. Moreover, in this invention, content of each component in a dentifrice composition is based on the preparation amount of each component at the time of manufacturing a dentifrice composition unless there is particular notice.

[Component (A)]
Component (A) is allantoin and / or a derivative thereof.

  Examples of allantoin derivatives include allantoinchlorohydroxyaluminum and allantoindihydroxyaluminum.

  Allantoin and derivatives thereof may be synthesized according to a known scheme or may be commercially available.

  Component (A) can be used by selecting one or more selected from allantoin and allantoin derivatives.

  Although there is no limitation in particular in the minimum of content of a component (A) in the dentifrice composition of this invention, it is preferable that it is 0.03 mass% or more with respect to the dentifrice composition whole quantity. Thereby, a periodontal disease disease inhibitory effect can fully be expressed.

  Although there is no restriction | limiting in particular in the upper limit of component (A) content, It is preferable that it is 0.5% or less with respect to the dentifrice composition whole quantity. Thereby, the occurrence of astringency can be suppressed.

  It is preferable that content of a component (A) is 0.03 mass%-0.5 mass% with respect to the dentifrice composition whole quantity.

[Component (B)]
Component (B) is at least one member selected from acylamino acids, acyltaurines, and salts thereof.

  In the present invention, an acylamino acid refers to a compound in which an amino group hydrogen atom of an amino acid is substituted with an acyl group. The hydrogen atom of the amino group to which the acyl group is bonded may be further substituted with an alkyl group such as a methyl group.

  In the present invention, acyl taurine refers to a compound in which the hydrogen atom of the amino group of taurine is substituted with an acyl group. The hydrogen atom of the amino group to which the acyl group is bonded may be further substituted with an alkyl group such as a methyl group.

  The acyl group in the acylamino acid salt and acyltaurine salt of the present invention preferably has a saturated or unsaturated hydrocarbon group which is a linear or branched chain having 8 to 18, preferably 12 to 16 carbon atoms. .

  Specific examples of the acyl group include octanoyl, nonanoyl, decanoyl, undecanoyl, lauroyl, tridecanoyl, myristoyl, pentadecanoyl, palmitoyl, heptadecanoyl, stearoyl, oleoyl, nonadecanoyl. Group, icosanoyl group, and the like.

  Among these, a lauroyl group, a tridecanoyl group, a myristoyl group, a pentadecanoyl group, and a palmitoyl group are more preferable, and a lauroyl group or a myristoyl group is still more preferable.

  Examples of the amino acid in the acylamino acid include conventionally known amino acids such as glycine, alanine, glutamic acid, valine, leucine, isoleucine, serine, threonine, cysteine, methionine, asparagine, glutamine, proline, phenylalanine, tyrosine, tryptophan, and the like. Amino acid derivatives in which the amino group or imino group of the amino acid is substituted with an alkyl group (for example, a methyl group), and N-methylalanine and glutamic acid are preferred.

  As the acylamino acid of the present invention, acylglutamic acid and acylmethylalanine are preferable, and acylglutamic acid is particularly preferable. Specific examples of preferred acylamino acids include lauroylmethylalanine, lauroylglutamic acid, and myristoylglutamic acid.

  Examples of taurine in acyl taurine include taurine and N-methyl taurine, and N-methyl taurine is preferred.

  Specific examples of the acyl taurine include lauroyl methyl taurine, palm oil fatty acid methyl taurine substituted with a plurality of acyl groups derived from palm oil fatty acid, and myristoyl methyl taurine, and lauroyl methyl taurine is more preferable.

  Component (B) may be a salt of an acyl amino acid and a salt of acyl taurine. The salt is not particularly limited as long as it is a pharmacologically acceptable salt. Pharmacologically acceptable salts include inorganic salts such as sodium salt, potassium salt, calcium salt, magnesium salt and ammonium salt; organic salts such as triethylammonium salt, triethanolammonium salt, pyridinium salt and diisopropylammonium salt. Can be mentioned. Among these salts, inorganic salts are preferable, alkali metal salts are more preferable, sodium salts and potassium salts are still more preferable, and sodium salts are particularly preferable.

  Component (B) preferably contains at least one selected from the group consisting of sodium lauroylmethyl taurate, sodium lauroyl glutamate, and sodium myristoyl glutamate, and more preferably at least one selected from the group. Ingredient (B) preferably contains sodium lauroylmethyltaurine, more preferably sodium lauroylmethyltaurine, since the penetrating and sterilizing power of the dentifrice composition to the biofilm can be enhanced and the taste can be improved. .

  Acylamino acids, acyltaurines and salts thereof may be synthesized according to conventionally known methods, or commercially available products may be used.

  Component (B) may be a single compound selected from the group consisting of acylamino acids, acyltaurines and salts thereof, or may be a combination of a plurality of types selected from the group. Therefore, as described above, the component (B) includes various acylamino acid salts in which the hydrogen atom of the amino group is substituted with a plurality of types of acyl groups derived from coconut oil fatty acids such as lauric acid, myristic acid, and palmitic acid. Alternatively, it may be a mixture of various acyl taurine salts.

  There is no limitation in the content of component (B) with respect to the total amount of the dentifrice composition of the present invention. However, since sufficient foaming power can be obtained, the content of the component (B) with respect to the total amount of the dentifrice composition of the present invention is preferably 0.3% by mass or more, and 0.5% by mass or more. It is more preferable that Moreover, since irritation to the oral mucosa can be further suppressed, the content of the component (B) with respect to the total amount of the dentifrice composition of the present invention is preferably 2.5% by mass or less, and 1.5% by mass. % Or less is more preferable.

  The content of the component (B) with respect to the total amount of the dentifrice composition of the present invention is preferably 0.3 to 2.5% by mass, and more preferably 0.5 to 1.5% by mass.

[Component (C)]
Component (C) is glycerin.

  Content of the component (C) in the dentifrice composition of this invention is 10 mass% or more with respect to the dentifrice composition whole quantity, it is preferable that it is 20 mass% or more, and it is more that it is 34 weight% or more. preferable. Thereby, the sufficient inhibitory effect of allantoin and its derivatives can be obtained.

  The upper limit of content of a component (C) is 60 mass% or less with respect to the dentifrice composition whole quantity of this invention, it is preferable that it is 55 mass% or less, and it is more preferable that it is 51 mass% or less. Thereby, oral mucosa irritation can be suppressed.

  Content of a component (C) is 10-60 mass% with respect to the dentifrice composition whole quantity of this invention, It is preferable that it is 20-55 mass%, and it is more preferable that it is 34-51 mass%. .

  As described below, the dentifrice composition may include sorbitol. In this case, the ratio of the content of component (C) in the dentifrice composition to the content of sorbitol relative to the dentifrice composition (hereinafter abbreviated as component (C) / sorbitol) may be 0.4 or more. preferable. Thereby, sufficient allantoin and the decomposition inhibitory effect of its derivative can be acquired.

  The upper limit of component (C) / sorbitol is preferably 2 or less. Thereby, spinnability can be suppressed and intraoral dispersibility can be exhibited.

  Component (C) / sorbitol is preferably 0.4-2.

[Component (D): Water]
Component (D) is water.

  The minimum of content of the component (D) in the dentifrice composition of this invention is 20 mass% or more with respect to the dentifrice composition whole quantity, it is preferable that it is 22 mass% or more, and it is 24 mass% or more. More preferred. Thereby, oral mucosa irritation can be suppressed.

  The upper limit of content of the component (D) in the dentifrice composition of this invention is 50 mass% or less with respect to the dentifrice composition whole quantity, 45 mass% or less is preferable and 40 mass% or less is more preferable. Thereby, sufficient effect which suppresses decomposition | disassembly of allantoin and its derivative (s) can be acquired.

Content of the component (D) in the dentifrice composition of this invention is 20-50 mass% with respect to dentifrice composition whole quantity, It is preferable that it is 22-45 mass%, It is 24-40 mass%. It is more preferable.
In addition, content of the said component (D) of this invention means the total water content in a dentifrice composition.

[Component (E)]
The dentifrice composition of the present invention may further contain component (E): isopropylmethylphenol. Thereby, since the dentifrice composition can exhibit a bactericidal power, it is preferable.

  Although there is no limitation in particular in the minimum of content of a component (E), it is preferable that it is 0.01 mass% or more with respect to the whole quantity of the dentifrice composition of this invention, and it is 0.02 mass% or more. It is more preferable. Thereby, sufficient penetration sterilization power with respect to a biofilm can be obtained.

  Although there is no limitation in particular in the upper limit of content of a component (E), in order to suppress oral mucosa irritation, it is 0.3 mass% or less with respect to the whole quantity of the dentifrice composition of this invention. Preferably, it is 0.2 mass% or less.

  When the dentifrice composition of this invention contains a component (E), it is preferable that content with respect to the whole quantity of the dentifrice composition of a component (E) is 0.01-0.3 mass%, 0.02-0 More preferably, it is 2% by mass. The ratio of the content of the component (B) to the total amount of the dentifrice composition with respect to the total content of the dentifrice composition (the content of the component (B) / the content of the component (E)) is 2 5 to 150 is preferable, and 2.5 to 120 is more preferable.

[PH]
The lower limit of the pH at 20 ° C. of the dentifrice composition of the present invention is 4.5 or more, preferably 5.0 or more, and more preferably 5.4 or more. Thereby, oral mucosa irritation can be suppressed.

  The upper limit of the pH at 20 ° C. of the dentifrice composition of the present invention is 6.5 or less, preferably 6.2 or less, more preferably 6.0 or less. Thereby, the sufficient effect which suppresses decomposition | disassembly of allantoin and its derivative (s) is acquired.

  The pH of the dentifrice composition of the present invention is 4.5 to 6.5, preferably 4.5 to 6.2, more preferably 5.0 to 6.0, and 5.4. More preferably, it is -6.0.

  As the dosage form of the dentifrice composition of the present invention, it can be prepared in a paste form, a liquid form or the like. The dentifrice composition adjusted to the dosage form can be various dentifrice products such as toothpaste, liquid dentifrice, and gel-like dentifrice. The preferred product form of the present invention is a toothpaste.

  To the dentifrice composition of the present invention, in addition to the above-mentioned components, a known additive component (pharmacologically acceptable carrier) that can be used in the dentifrice composition is blended within a range not impairing the effects of the present invention be able to. Examples of such additive components include surfactants, thickeners (wetting agents), abrasives, binders, sweeteners, preservatives, fragrances, colorants, medicinal ingredients, pH adjusters, and solvents. It can be appropriately selected depending on the dosage form. Although the specific example of an additional component is shown below, the component which can be mix | blended with the dentifrice composition of this invention is not restrict | limited to these.

  You may mix | blend another surfactant different from the said component (B) with the dentifrice composition of this invention. The surfactant is not particularly limited as long as it can be used in the dentifrice composition. Examples of the surfactant include other anionic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants different from the component (B).

  Examples of the other anionic surfactants include α-olefin sulfonates, N-acyl sulfonates, alkyl sulfates, and sulfates of glycerin fatty acid esters. Specific examples include α-olefin sulfonate, sodium α-olefin sulfonate, and sodium lauryl sulfate.

  Examples of the cationic surfactant include alkyltrimethylammonium salts, dialkyldimethylammonium salts, and alkylbenzylammonium salts.

  Nonionic surfactants include, for example, polyoxyethylene alkyl ether, polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene hydrogenated castor oil, glycerin ester polyoxyethylene ether, sucrose fatty acid ester, alkylol Examples thereof include amides and glycerin fatty acid esters. Of these, polyoxyethylene alkyl ether, polyoxyethylene hydrogenated castor oil, alkylolamide, sorbitan fatty acid ester and the like are preferably used from the viewpoint of versatility. The polyoxyethylene alkyl ether preferably has a carbon chain length of 12 to 18 carbon atoms. The polyoxyethylene alkyl ether preferably has an average ethylene oxide addition mole number of 3 to 30. The polyoxyethylene hydrogenated castor oil preferably has an ethylene oxide average addition mole number (average addition EO) of 20 to 100. The alkylolamide preferably has an alkyl chain with a carbon chain length of 12 to 14 carbon atoms. The sorbitan fatty acid ester preferably has 12 to 18 carbon atoms in the fatty acid. The polyoxyethylene sorbitan fatty acid ester preferably has 16 to 18 carbon atoms in the fatty acid. In addition, the polyoxyethylene sorbitan fatty acid ester preferably has an ethylene oxide average addition mole number of 6 to 40.

  Examples of amphoteric surfactants include alkyl betaine surfactants, amine oxide surfactants, and imidazolinium betaine surfactants. Specific examples of the amphoteric surfactant include 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, coconut oil fatty acid amide alkylbetaine, and coconut oil fatty acid amide propyl betaine. Is preferred.

  When the other surfactant is further added to the dentifrice composition of the present invention, the content thereof can be determined within a range that does not interfere with the effects of the present invention, and the content of the surfactant including the component (B). The total amount is usually 0.3% by mass to 5.0% by mass and preferably 0.3% by mass to 3.5% by mass with respect to the total amount of the dentifrice composition. When the surfactant contains an alkyl sulfate, the content of the alkyl sulfate is preferably 1% by mass or less based on the total mass of the dentifrice composition from the viewpoint of mucosal irritation, 0.6 More preferably, it is less than mass%, and it is still more preferable not to mix | blend at all.

  The dentifrice composition of the present invention may optionally contain another thickening agent (wetting agent) different from the (C) glycerin. Examples of the other thickening agent include sugar alcohols such as sorbitol, xylitol, maltitol, and erythritol, and polyhydric alcohols such as ethylene glycol, propylene glycol, 1,3-butylene glycol, polyethylene glycol, and polypropylene glycol. .

  When the dentifrice composition of the present invention is further blended with (C) glycerin and a thickening agent different from glycerin, the blending amount may be determined within a range not impeding the effects of the present invention. Usually, the sum total of glycerin and the thickener different from the glycerol further mix | blended with respect to the dentifrice composition total mass is 10-70 mass% normally.

  When blending sorbitol, the blending amount of sorbitol is preferably 40% by mass or less with respect to the total mass of the dentifrice composition. Thereby, decomposition | disassembly of allantoin and its derivative can be suppressed.

  Examples of the abrasive include silica-based abrasives such as silicic anhydride, crystalline silica, amorphous silica, silica gel, aluminosilicate, zeolite, calcium hydrogen phosphate, calcium hydrogen phosphate anhydrous, calcium hydrogen phosphate. Examples thereof include dihydrate, calcium pyrophosphate, aluminum hydroxide, alumina, magnesium carbonate, tribasic magnesium phosphate, zirconium silicate, tribasic calcium phosphate, hydroxyapatite, quaternary calcium phosphate, and synthetic resin-based abrasive. Of these, anhydrous silicic acid and calcium hydrogen phosphate are preferred, and anhydrous silicic acid is more preferred.

  An abrasive | polishing agent can be used individually by 1 type or in combination of 2 or more types. When mix | blending an abrasive | polishing agent, it is preferable that the compounding quantity is 2-40 mass% of the whole dentifrice composition, and it is more preferable that it is 5-20 mass%.

  Examples of the binder include sodium polyacrylate, carrageenan, sodium carboxymethylcellulose, sodium alginate, xanthan gum, hydroxyethylcellulose, hydroxypropylmethylcellulose, methylcellulose, propylene glycol alginate, pullulan, gelatin, hydroxypropylcellulose, gum arabic, guar gum And organic binders such as locust bean gum, polyvinyl alcohol, polyvinyl pyrrolidone and carboxyvinyl polymer, and inorganic binders such as thickening silicic anhydride and bentonite.

  A binder can be used individually by 1 type or in combination of 2 or more types. As for the compounding quantity in the case of using a binder, 0.5-10 mass% is preferable with respect to the dentifrice composition whole quantity.

  Examples of the sweetening agent include saccharin sodium, stevioside, neohesperidin dihydrochalcone, glycyrrhizin, thaumatin, palatinose, maltitol, xylitol, arabitol and the like. One sweetener may be used alone, or two or more sweeteners may be used in combination. When a sweetener is used, the blending amount can be appropriately determined within a range not impairing the effects of the present invention.

  Examples of the preservative include paraoxybenzoic acid esters such as sodium benzoate, methylparaben, ethylparaben, and butylparaben, ethylenediaminetetraacetate, benzalkonium chloride, and the like. One preservative may be used alone, or two or more preservatives may be used in combination. When the preservative is used, the blending amount can be appropriately determined within a range not impairing the effects of the present invention.

  Examples of the fragrances include natural fragrances, synthetic fragrances (single fragrances), and blended fragrances (oil and fat fragrances (oil-based fragrances), powder fragrances, and the like). A fragrance | flavor can be used individually by 1 type or in combination of 2 or more types, It is preferable that the content is 0.1-2.0 mass% with respect to the dentifrice composition whole quantity.

  Examples of the colorant include natural pigments such as safflower red pigment, gardenia yellow pigment, gardenia blue pigment, perilla pigment, red potato pigment, red cabbage pigment, carrot pigment, hibiscus pigment, cacao pigment, spirulina pigment, and coumarindo pigment. Red 3, No. 104, Red No. 105, Red No. 106, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1 and other legal dyes, riboflavin, copper chlorofin sodium, titanium oxide, titanium dioxide, etc. Is mentioned. When a dentifrice composition contains a coloring agent, it is preferable that the content is 0.00001 mass%-3 mass% with respect to dentifrice composition whole quantity.

  Examples of the medicinal component include components other than the component (A) and the component (E), that is, the following components: fluorides such as sodium monofluorophosphate, sodium fluoride, stannous fluoride, and strontium fluoride Bactericidal or antibacterial agents such as chlorohexidine hydrochloride, triclosan, benzalkonium chloride, benzethonium chloride, cetylpyridinium chloride; condensed phosphates such as sodium pyrophosphate and sodium polyphosphate, zeolite, sodium monohydrogen phosphate and trisodium phosphate Anti-inflammatory agents such as tranexamic acid, dipotassium glycyrrhizinate, monoammonium glycyrrhizinate, β-glycyrrhetinic acid, ε-aminocaproic acid, and buckwheat extract; astringents such as sodium chloride; potassium nitrate, Aluminum lactate, chlorinated strike Hypersensitivity inhibitors such Nchiumu; ascorbic acid, sodium ascorbate, pyridoxine hydrochloride, and vitamins such as tocopherol acetate is. One medicinal component may be used alone, or two or more medicinal components may be used in combination. When using a medicinal component, the content can be appropriately set within a pharmaceutically acceptable range for each medicinal component.

  Examples of the solvent include lower alcohols having 3 or less carbon atoms such as ethanol and propanol. When a dentifrice composition contains a lower alcohol, it is preferable that the content is 1 mass%-20 mass% with respect to the dentifrice composition whole quantity.

  Examples of the pH adjuster include acetic acid, hydrochloric acid, sulfuric acid, nitric acid, citric acid, phosphoric acid, malic acid, gluconic acid, maleic acid, succinic acid, glutamic acid, sodium hydroxide, potassium hydroxide, sodium acetate, sodium carbonate, Examples include acids and alkalis such as sodium citrate, sodium hydrogen citrate, sodium phosphate, and sodium dihydrogen phosphate, and buffers. When blending a pH adjuster, it can be used alone or in combination of two or more, citric acid, malic acid, tartaric acid and phytic acid are preferred, citric acid is more preferred, citric acid and its A combination with a metal salt sodium citrate is particularly preferred. Although the compounding quantity can be suitably determined within a range not impairing the effects of the present invention, it is preferably 0.1% by mass to 6% by mass with respect to the total amount of the dentifrice composition.

  EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to such examples. In the following, “%” means “mass%” unless otherwise specified.

[Main raw materials used in Examples and Comparative Examples]
The main raw materials used in Examples and Comparative Examples are described below.
<Component (A)>
Allantoin (manufactured by Permachem Asia)
Allanto chlorohydroxyaluminum (manufactured by Permachem Asia Co., Ltd., trade name "Alcloxa")
Allanto dihydroxyaluminum (manufactured by Permachem Asia, trade name “Aldioxa”)
<Component (B)>
Lauroylmethyl taurine sodium (manufactured by Nikko Chemicals, trade name “NIKKOL LMT”)
Sodium lauroyl glutamate (Asahi Kasei Chemicals, trade name "Amino Surfact (registered trademark) ALMS-P1")
Sodium myristoyl glutamate (product name “Amino Surfact (registered trademark) AMMS-P1” manufactured by Asahi Kasei Chemicals Corporation)
<Ingredient (C)>
85% glycerin (manufactured by Lion Chemical)
<Other ingredients>
Isopropyl methylphenol (bactericide) (Osaka Kasei Co., Ltd., trade name "Isopropyl methyl phenol")
70% sorbitol (Rocket)
As for other additive components, outer standard products were used.

(Examples 1-22 and Comparative Examples 1-8)
A dentifrice composition was prepared by the following preparation method according to the blending amounts shown in Tables 1 to 4 using the components described above. In addition, the compounding quantity of each component shown to Tables 1-4 is the value (AI) converted into a pure part except for 85% glycerol. The pure component value (AI) for 85% glycerin is also shown in the table. The unit of each blending amount is mass%.

[Method for preparing dentifrice composition]
(Examples 1 to 22)
(1) In purified water, component (A), sodium fluoride, sodium saccharin, citric acid, sodium citrate, anhydrous silicic acid (thickening), and component (C) were mixed and dissolved at room temperature (mixture X).
(2) Sodium carboxymethyl cellulose and sodium polyacrylate were dispersed in propylene glycol at room temperature (mixture Y). The mixture Z was prepared by adding and mixing titanium oxide and the mixture Y into the stirring mixture X.
(3) In the mixture Z, the fragrance, component (B) and silicic acid anhydride (abrasiveness) are mixed at room temperature using a kneader (manufactured by Miyagawa Shoten), and defoamed under reduced pressure (5.3 kPa). A dentifrice composition was obtained.
The pH was measured using a pH meter (Mettler Toledo Co., Ltd. Seven Easy). The dentifrice composition of the comparative example was prepared in the same manner as in Examples 1 to 22, except that sodium lauryl sulfate was used instead of component (B).

(Examples 23 to 29)
It was prepared in the same manner as in Examples 1 to 22, except that the component (F) was dissolved in the mixture Y.

The following test was done with respect to the obtained dentifrice composition.
(1) Evaluation method of degradation inhibitory effect of allantoin and derivatives thereof Allantoin concentration immediately after each dentifrice composition was produced (a), and allantoin concentration after each dentifrice composition was stored at 40 ° C for 3 months ( b) was measured using high performance liquid chromatography (HPLC) according to the following test conditions. The allantoin residual rate (((b) / (a)) × 100 (%)) of the dentifrice composition after storage for 1 month at 50 ° C., assuming the allantoin concentration of the dentifrice composition immediately after production as 100% According to the following criteria, the decomposition inhibitory effect of allantoin and its derivatives was determined.

<Test conditions>
・ Detector: UV absorption photometer (measurement wavelength: 210 nm)
Column: Inertsil NH ₂ (4.6 mmφ × 250 mm) (manufactured by GL Sciences)
-Column temperature: 35 ° C
Mobile phase: acetonitrile / phosphate buffer solution mixture (4: 1)
・ Flow rate: 1mL / min
・ Phosphate buffer solution:
5.75 g of ammonium dihydrogen phosphate was dissolved in 750 mL of water, phosphoric acid was added to adjust the pH to 2.5, and water was added to make 1,000 mL.

<Devices used>
・ Pump: JASCO PU-980
・ Sample introduction part: Kyowa Precision Co., Ltd. KSP-100X
Detector: JASCO Corporation UV-970
Column thermostat: Senshu Science Co., Ltd. SCC-2100

<Criteria>
◎: Allantoin remaining rate is 90% or more and 100% or less ○: Allantoin remaining rate is 85% or more and less than 90% ×: Allantoin remaining rate is less than 85%

(2) Evaluation method of oral mucosa irritation 10 monitors evaluated the irritation to the oral cavity when the dentifrice composition was placed on a toothbrush and the oral cavity was washed according to the following evaluation criteria. The average of 10 evaluation points was classified into the following criteria.
<Evaluation criteria>
4 points: No irritation to the oral cavity.
3 points: Slight irritation to the oral cavity.
2 points: I feel irritation to the oral cavity.
1 point: Very irritation to the oral cavity.

<Criteria>
◎: Average point 3.5 points or more ○: Average point 3.0 points or more and less than 3.5 points △: Average point 2.0 points or more and less than 3.0 points ×: Average point less than 2.0 points

(3) Method for evaluating foam height After 1 g of the dentifrice composition is dispersed in 20 mL of purified water, the entire amount is transferred to a 50 mL Nessler type colorimetric tube and shaken 20 times in 10 seconds. Then, it is allowed to stand, and the scale on the upper surface of the foam after 5 minutes is measured.

<Criteria>
A: 40 mL or more
○: 35 mL or more and less than 40 mL ×: less than 35 mL

(4) Evaluation method of osmotic sterilization power to biofilm 4 hours with human unstimulated saliva obtained by filtering a hydroxyapatite (HA) plate (manufactured by Asahi Optical Co., Ltd.) having a diameter of 7 mm and a thickness of 3.5 mm with a 0.45 μm filter This was processed and used as a model biofilm production carrier. As a culture solution, hemin (Sigma) 5 mg / L and vitamin K (Wako Pure Chemical Industries) 1 mg / L are added to a solution obtained by dissolving 30 g of Trypticase Soy Broth (Difco) in 1 L of purified water. What was done was used. Oral bacteria used for the production of model biofilms were purchased from American Type Culture Collection (ATCC), and Streptococcus gordonii ATCC 51656 strain and Actinomyces naeslundi 16 (Actinomyces naeslundi 16) As a strain and pathogenic bacterium, Porphyromonas gingivalis ATCC33277 was used. These three bacterial species were inoculated into the above culture solution so as to be 2 × 10 ⁷ cfu / mL (colony forming units), respectively, and 37 ° C. and anaerobic conditions (80 vol% nitrogen, 10 vol% dioxide dioxide) together with the saliva-treated HA carrier. Carbon (10 vol% hydrogen) was continuously cultured for 2 weeks (the replacement rate of the culture solution was 10 vol%) to form a model biofilm of a mixture of three bacterial species on the HA carrier surface.

The model biofilm formed was evaluated as a drug for evaluation (a dentifrice composition with artificial saliva (CaCl ₂ : 2.2 mmol / L, KH ₂ PO ₄ : 2.2 mmol / L, acetic acid: 0.1 mol / L, collagenase derived from Clostridium histolyticum) (Type 1A, manufactured by Sigma): 1.0 unit / mL, pH 6.5) was added twice and dispersed, and then the supernatant was centrifuged and immersed in 2 mL for 3 minutes, and 6 mL of 1 mL of sterile physiological saline. Washed twice. Thereafter, the model biofilm is dispersed in sterile physiological saline by sonication (200 μA, 10 seconds) in 4 mL of sterile physiological saline. Culture (80 vol% nitrogen, 10 vol% carbon dioxide, 10 vol% hydrogen) was performed. The number of grown colonies was counted, and the number of remaining viable bacteria (cfu) of Porphyromonas gingivalis was determined and judged according to the following criteria.

<Evaluation criteria>
◎: cfu is less than 10 ⁶ ○: cfu is 10 ⁶ or more and less than 10 ⁷ ×: cfu is 10 ⁷ or more

  Tables 1 to 5 below show the composition and evaluation results of the dentifrice compositions (Examples 1 to 29, Comparative Examples 1 to 8).

  From Tables 1 to 5, the following can be understood. The dentifrice compositions of Examples 1 to 29 were excellent in all evaluations of the allantoin degradation inhibitory effect, the oral mucosal irritation inhibitory effect, and the foam height. On the other hand, Comparative Example 1 in which sodium lauryl sulfate was blended instead of component (B) was inferior in oral mucosal irritation suppression effect, and Comparative Example 2 containing component (B) and no anionic surfactant added had high foam Was inferior. Further, in Comparative Example 3 in which the content of component (C) is less than 10% by mass, Comparative Example 4 in which the content of water is greater than 50% by mass, and Comparative Example 8 in which the pH exceeds 6.2, suppression of allantoin decomposition The effect was inferior. Furthermore, in Comparative Example 5 in which the component (C) exceeds 60% by mass, Comparative Example 6 in which the water content is less than 20% by mass, and Comparative Example 7 in which the pH is less than 4.5, the oral mucosal irritation inhibitory effect Was inferior. Furthermore, the dentifrice compositions of Examples 23 to 29 blended with isopropylmethylphenol were excellent in allantoin degradation inhibitory effect and oral mucosal irritation inhibitory effect, and also excellent in biofilm penetration bactericidal activity. In particular, Example 23 containing Lauroylmethyl Taurine Na was superior to Examples 24 and 25 using the same amount of Lauroyl glutamate Na and Myristoyl glutamate Na, and was a preferred component (B). . In addition, the dentifrice composition of Examples 23-29 was excellent in foam height property similarly to Examples 1-3.

  These results show that in the dentifrice composition of the present invention, the decomposition of allantoin and its derivatives is suppressed, and at the same time, the foam height is excellent and the irritation to the oral mucosa is reduced.

Claims (5)

Component (A): one or more selected from allantoin, allantoinchlorohydroxyaluminum and allantoindihydroxyaluminum,
Component (B): one or more selected from acyl glutamic acid having an acyl group having 12 to 16 carbon atoms, acyl taurine having an acyl group having 12 to 16 carbon atoms, and salts thereof,
Component (C): glycerin, and component (D): water.
The content of the component (B) with respect to the total amount of the dentifrice composition is 0.3% by mass to 2.5% by mass,
The content of the component (C) with respect to the total amount of the dentifrice composition is 20 % by mass to 55 % by mass,
The content of component (D) with respect to the total amount of the dentifrice composition is 22 % by mass to 40 % by mass,
PH at 20 ° C. is 5.0-6.0, dentifrice compositions.   The dentifrice composition according to claim 1, further comprising component (E): isopropylmethylphenol.   Further comprising sorbitol,
  The content of sorbitol relative to the total amount of the dentifrice composition is 40% by mass or less,
The dentifrice composition of Claim 1 or 2.   The dentifrice composition of Claim 3 whose ratio (component (C) / sorbitol) with respect to content of sorbitol of content of a component (C) is 0.4-2. The dentifrice composition according to any one of claims 1 to 4 , which is a toothpaste.