JP2014040408A - Composition for oral cavity - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a composition for oral cavity that has excellent dental plaque deposition inhibitory effect and has also excellent use feeling (inhibition of a bitter taste and a stimulus to an oral cavity).SOLUTION: A composition for oral cavity contains a component (A): cationic germicide, a component (B): cationic polymer, and a component (C): a compound having one or more lactam skeletons selected from the group consisting of a γ-lactam skeleton, a δ-lactam skeleton and a ε-lactam skeleton, and having an acidic group, or salt thereof.

Description

  The present invention relates to an oral composition.

  In order to prevent periodontal disease and caries, suppression of plaque (plaque) is important, and oral compositions containing a bactericide are widely used for the purpose of suppressing dental plaque. Among these bactericides, cationic bactericides are widely used because they have bactericidal effects on oral bacteria, plaque suppression effects, and gingivitis improving effects. In addition, cationic polymers such as cationized cellulose have the property of being easily adsorbed on the tooth surface, and in combination with the cationic bactericidal agent, the effect of suppressing the adhesion of plaque to the tooth surface is synergistically improved. It is known (Patent Document 1).

JP 2011-148770 A

  In recent years, oral compositions have been required to have a low irritation feeling, but when used in combination with a cationic bactericidal agent and a cationic polymer, mucous membrane astringency and numbness caused by the cationic bactericidal agent can be used. There was room for improvement in the feeling of use, such as increased irritation and bitterness.

  Therefore, the subject of this invention is providing the composition for oral cavity which is excellent also in the usability | use_condition (suppression of the bitterness and irritation | stimulation in an oral cavity) while having the outstanding plaque adhesion inhibitory effect.

The present invention provides the following [1] to [3].
[1] Component (A): a cationic fungicide,
Component (B): a cationic polymer,
Component (C): Composition for oral cavity containing one or more lactam skeletons selected from the group consisting of γ-lactam skeleton, δ-lactam skeleton and ε-lactam skeleton, and a compound having an acidic group or a salt thereof. object.
[2] The composition for oral cavity according to [1], wherein the component (B) is cationized cellulose.
[3] The composition for oral cavity according to [1] or [2], wherein the component (C) is pyrrolidonecarboxylic acid and / or a salt thereof.

  ADVANTAGE OF THE INVENTION According to this invention, while having the outstanding plaque adhesion inhibitory effect, the composition for oral cavity which is excellent also in a feeling of use (suppression of the bitterness and irritation | stimulation in an intraoral area) can be provided.

  Hereinafter, the present invention will be described in detail.

[Oral composition]
The composition for oral cavity of the present invention is
Component (A): a cationic fungicide,
Component (B): a cationic polymer,
Component (C): a compound having one or more lactam skeletons selected from the group consisting of a γ-lactam skeleton, a δ-lactam skeleton, and an ε-lactam skeleton, and having an acidic group or a salt thereof. And

  The component (A) contained in the composition for oral cavity of the present invention is a cationic fungicide. The cationic fungicide has an effect of suppressing adhesion of plaque to the tooth surface and an effect of sterilizing mutans bacteria in the plaque.

  Examples of cationic fungicides that can be suitably used as the component (A) include cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, and chlorhexidine. Among these, cetylpyridinium chloride is preferable from the viewpoint of bactericidal power and usability.

  The content of the component (A) in the oral composition of the present invention is preferably 0.01% by mass or more with respect to the total amount of the oral composition from the viewpoint of the effect of suppressing the adhesion of plaque to the tooth surface. 0.02% by mass or more is more preferable.

  The upper limit of the content of the component (A) is preferably 0.1% by mass or less with respect to the total amount of the oral composition from the viewpoint of realizing a good feeling of use by suppressing bitterness and irritation in the oral cavity. .05% by mass or less is more preferable.

  In one embodiment, the content of the component (A) in the oral composition of the present invention is preferably 0.01% by mass to 0.1% by mass, and 0.02% by mass with respect to the total amount of the oral composition. -0.05 mass% is more preferable.

  In addition, in this invention, content of each component in an oral composition is based on the preparation amount of each component at the time of manufacturing a composition.

  In the composition for oral cavity of the present invention, the component (A) may be used alone or in combination of two or more.

  The component (B) contained in the composition for oral cavity of the present invention is a cationic polymer. The cationic polymer is known as a component (for example, a hair styling component, a conditioning component, etc.) blended in cosmetics. However, in the oral composition of the present invention, plaque adheres to the tooth surface. There is an inhibitory effect.

  Examples of the cationic polymer that can be suitably used as the component (B) include cationized cellulose, a homopolymer of dimethyldiallylammonium, and a polymerizable monomer having dimethyldiallylammonium chloride and an ethylenically unsaturated hydrocarbon group. Copolymer with body, cationized polyvinylpyrrolidone, cationized polyamide, cationized polymethacrylate, cationized polyacrylamide, copolymer of cationized methacrylate and acrylamide, copolymer of cationized methacrylate and methacrylate, polyethyleneimide, cationized starch, cationized Examples thereof include amylose, cationized guar gum, cationized roast bean gum, cationized agar, chitin, chitosan, and modified products thereof. Among these, cationized cellulose is preferable from the viewpoint of the effect of suppressing the adhesion of plaque to the tooth surface.

  As the cationized cellulose, a cationized cellulose having a cation group-derived nitrogen content of preferably 0.1% by mass to 3% by mass, more preferably 0.5% by mass to 2.5% by mass is preferable.

  Suitable cationized celluloses include, for example, hydroxyethylcellulose / dimethyldiallylammonium salt (preferably hydroxyethylcellulose dimethyldiallylammonium chloride) obtained by graft polymerization of dimethyldiallylammonium salt to hydroxyethylcellulose, and 2,3-epoxypropyltrimethylammonium to hydroxyethylcellulose. Examples include O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose bonded with chloride.

  As the hydroxyethylcellulose / dimethyldiallylammonium salt, the viscosity (20 ° C.) of a 2% aqueous solution is preferably 10 mPa · s to 3,500 mPa · s, more preferably 20 mPa · s to 3,000 mPa · s, and still more preferably 30 mPa · s. Hydroxyethyl cellulose / dimethyldiallylammonium salt having a viscosity of s to 2,500 mPa · s can be preferably used. Here, the viscosity (20 ° C.) of the 2% aqueous solution can be measured using a BH Brookfield viscometer (rotor No. 2, 20 rpm, measurement time 1 minute).

  As the hydroxyethylcellulose / dimethyldiallylammonium salt, hydroxyethylcellulose dimethyldiallylammonium chloride is preferable. As a suitable commercial product thereof, for example, “Cell Coat L-200” (nitrogen content: 1.4) manufactured by Nippon SC Co., Ltd. Mass% to 2.2 mass%, 2% aqueous solution viscosity at 20 ° C. 35 mPa · s to 350 mPa · s), and “Cell Coat H-100” (nitrogen content 0.5 mass% to 1.5 mass%, 20 ° C. 2% aqueous solution viscosity at 500 mPa · s to 2,750 mPa · s).

  As O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose chloride, the viscosity (20 ° C.) of a 1% aqueous solution is preferably 100 mPa · s to 3,000 mPa · s, more preferably 300 mPa · s. O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose chloride having a viscosity of ˜2,500 mPa · s, more preferably 500 mPa · s to 2,000 mPa · s can be suitably used. Here, the viscosity (20 ° C.) of the 1% aqueous solution can be measured using a BH Brookfield viscometer (rotor No. 2, 20 rpm, measurement time 1 minute).

  Examples of commercially available O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose chloride include “Leogard MGP”, “Leogard HLP”, “Leogard GPS”, “Leoguard” manufactured by Lion Corporation. KGP "," Leogard G "," Leogard GP ", and" Leogard MLP ". Among them," Leogard MGP "(nitrogen content 1.8% by mass, 1% aqueous solution viscosity at 20 ° C of 500 mPa · s to 1 , 200 mPa · s) is preferable.

  The content of the component (B) in the oral composition of the present invention is preferably 0.005% by mass or more based on the total amount of the oral composition from the viewpoint of the effect of suppressing the adhesion of plaque to the tooth surface. More preferably, the content is 0.01% by mass or more.

  The upper limit of the content of the component (B) is 0.5 mass with respect to the total amount of the oral composition from the viewpoint of realizing a good feeling of use by suppressing bitterness and irritation in the oral cavity and from the viewpoint of formulation stability. % Or less is preferable, and 0.05 mass% or less is more preferable.

  In one embodiment, the content of the component (B) in the oral composition of the present invention is preferably 0.005% by mass to 0.5% by mass, and 0.01% by mass with respect to the total amount of the oral composition. -0.05 mass% is more preferable.

  In the composition for oral cavity of the present invention, the component (B) may be used alone or in combination of two or more.

  The component (C) contained in the oral composition of the present invention has at least one lactam skeleton selected from the group consisting of a γ-lactam skeleton, a δ-lactam skeleton, and an ε-lactam skeleton, and has an acidic group. Or a salt thereof.

  Using a combination of a cationic bactericidal agent (component (A)) and a cationic polymer (component (B)) synergistically improves the effect of inhibiting the adhesion of plaque to the tooth surface, while cationic bactericidal. The feeling of use had deteriorated, such as the bitterness and irritation in the oral cavity increased by the agent. In the present invention, by further containing the component (C), the feeling of use (suppression of bitterness and irritation in the oral cavity) is remarkably improved while maintaining the effect of suppressing the adhesion of plaque to the tooth surface. The composition is realized.

  The component (C) is not particularly limited as long as it is a lactam compound or a salt thereof having any of the above-mentioned three specific lactam skeletons and having an acidic group, and two or more kinds of lactam skeletons in the molecule. And / or may have an acidic group. In a preferred embodiment, component (C) has a γ-lactam skeleton as the lactam skeleton.

  As an acidic group which a component (C) has, a phenolic hydroxyl group, a carboxyl group, a sulfonic acid group, etc. are mentioned, for example. Of these, a carboxyl group is preferred as the acidic group. The number of acidic groups that component (C) has may be one or more, or in the case of two or more, a combination of two or more acidic groups may be used. The number of acidic groups that component (C) has is usually one.

  The acidity of a lactam compound having a lactam skeleton and an acidic group or a salt thereof can be represented by an acid dissociation constant (pKa). The 1st dissociation constant (pKa1) of the lactam compound which has the said lactam frame | skeleton, and has an acidic group, or its salt is 1-5 normally, Preferably it is 2-4.5. The acid dissociation constant (pKa) can be measured under the following conditions and procedures.

  The acid dissociation constant can be determined from an acid-base titration curve at 20 ° C., and is determined under the following conditions in Examples described later. That is, an organic acid solution and a sodium hydroxide solution whose addition amount is known are prepared, and the sodium hydroxide solution is added to the organic acid solution. At this time, the amount of sodium hydroxide added and the pH of the organic acid solution at that time are measured. The acid dissociation constant can be obtained by optimizing the theoretical curve based on the data thus obtained.

  The molecular weight of the lactam compound having a lactam skeleton and an acidic group or a salt thereof is usually 700 or less, and preferably 500 or less. The lower limit is usually preferably 100 or more.

  As a lactam compound having a γ-lactam skeleton and having an acidic group or a salt thereof (hereinafter referred to as “γ-lactam compound having an acidic group or a salt thereof”), for example, pyrrolidonecarboxylic acid, 4- (3 -Hydroxyphenyl) -4-Aza-tricyclo (5.2.1.0 (2,6)) Dec-8-ene-3,5-dione, 2- (3,5-dioxo-4-Aza-tricyclo (5.2.1.0 (2,6)) Dec-8-en-4-yl) benzoic acid, and salts thereof.

  Examples of lactam compounds having a δ-lactam skeleton and having an acidic group or salts thereof (hereinafter referred to as “δ-lactam compounds having an acidic group or salts thereof”) include 6-oxo-2-piperidinecarboxylic acid. Acid, 4- (2-oxo-1-piperidinyl) butanoic acid, 1-ethyl-6-oxo-3-piperidinecarboxylic acid, and salts thereof.

  As a lactam compound having an ε-lactam skeleton and having an acidic group or a salt thereof (hereinafter referred to as “an ε-lactam compound having an acidic group or a salt thereof”), for example, 3- (2-oxo-1 -Azepanyl) propanoic acid, 3- (2-bromo-5-hydroxyphenyl) -1-methyl-2-azepanone, and salts thereof.

  When component (C) is in the form of a salt, the salt is not particularly limited as long as it is a pharmacologically acceptable salt. Examples of pharmacologically acceptable salts include acid addition salts, base addition salts, and amino acid salts. Specific examples thereof include inorganic acid salts such as hydrochloride, hydrobromide, sulfate, hydroiodide, nitrate, phosphate; citrate, oxalate, acetate, formate, propion Acid salt, benzoate salt, trifluoroacetate salt, maleate salt, tartrate salt, methanesulfonate salt, benzenesulfonate salt, paratoluenesulfonate salt, etc .; sodium salt, potassium salt, calcium salt, magnesium Inorganic base salts such as salts and ammonium salts; organic base salts such as triethylammonium salt, triethanolammonium salt, pyridinium salt and diisopropylammonium salt; and amino acid salts such as arginine salt, aspartate and glutamate. Among these salts, water-soluble salts are preferable, and inorganic base salts are preferable, and sodium salts and potassium salts are particularly preferable.

  In a preferred embodiment, the component (C) is a γ-lactam compound having an acidic group or a salt thereof, specifically, pyrrolidonecarboxylic acid, 4- (3-hydroxyphenyl) -4-Aza-tricyclo ( 5.2.1.0 (2,6)) Dec-8-ene-3,5-dione, 2- (3,5-dioxo-4-Aza-tricyclo (5.2.1.0 (2, 6)) Dec-8-ene-4-yl) benzoic acid and one or more selected from the group consisting of salts thereof. Especially, it is especially preferable that a component (C) is pyrrolidone carboxylic acid and its salt.

  The lactam compound or salt thereof used as component (C) can be synthesized according to a known scheme. Or the lactam compound used as a component (C) or its salt may use a commercial item.

  As a commercial item of the pyrrolidone carboxylic acid which is a (gamma) -lactam compound which has an acidic group, "AJIDEW A-100 (trademark)" put on the market from Ajinomoto Co., Inc. is mentioned, for example.

  Examples of commercially available products of 6-oxo-2-piperidinecarboxylic acid, which is a δ-lactam compound having an acidic group, include “(S) -6-Oxo-2-piperidine carboxylic acid” sold by Sigma Aldrich Japan Co., Ltd. acid (trade name) ”.

  As a commercially available product of 3- (2-oxo-1-azepanyl) propanoic acid which is an ε-lactam compound having an acidic group, for example, “3- (2-Oxoazepan-1 sold by Sigma Aldrich Japan Co., Ltd.” -yl) propanoic acid (trade name) ".

  The content of the component (C) in the oral composition of the present invention is 0.01% with respect to the total amount of the oral composition from the viewpoint of realizing a good feeling of use by suppressing bitterness and irritation in the oral cavity. % By mass or more is preferable, and 0.1% by mass or more is more preferable.

  The upper limit of the content of the component (C) in the oral composition of the present invention is not particularly limited, but the viewpoint of realizing a good feeling of use by suppressing the bitterness and irritation in the oral cavity derived from the component (C) itself. Therefore, 10 mass% or less is preferable with respect to the total amount of the composition for oral cavity, and 5 mass% or less is more preferable.

  In one embodiment, the content of the component (C) in the oral composition of the present invention is preferably 0.01% by mass to 10% by mass and 0.1% by mass to 5% with respect to the total amount of the oral composition. The mass% is more preferable.

  In the composition for oral cavity of the present invention, the component (C) may be used alone or in combination of two or more.

  As described above, by using the component (C) in addition to the component (A) and the component (B), while maintaining the effect of suppressing the adhesion of plaque to the tooth surface, the feeling of use (bitter taste and oral cavity) It is possible to realize a composition for oral cavity in which the suppression of irritation to the inside is remarkably improved. In realizing a composition for oral cavity in which the feeling of use (inhibition of bitterness and irritation in the oral cavity) is remarkably improved while maintaining the effect of suppressing the adhesion of dental plaque to the tooth surface, component (A) and component (B ) And the ratio of the mass of the component (C) have a preferable range. That is, the ratio of the mass of component (C) to the total mass of component (A) and component (B) in the oral composition of the present invention [component (C) / (component (A) + component (B))]. Is preferably 0.1 or more, more preferably 1 or more, from the viewpoint of suppressing a bitter taste or irritation to the oral cavity and realizing a good feeling of use. The ratio of the mass of component (C) to the total mass of component (A) and component (B) [component (C) / (component (A) + component (B))] is derived from the component (C) itself From the viewpoint of suppressing the bitter taste and irritation to the oral cavity and realizing good usability, 150 or less is preferable, and 100 or less is more preferable. In a preferred embodiment, the ratio of the mass of component (C) to the total mass of component (A) and component (B) in the oral composition of the present invention [component (C) / (component (A) + component (B))] is preferably 0.1 to 150, and more preferably 1 to 100.

  The shape and dosage form of the composition for oral cavity of the present invention are not particularly limited. For example, it can be prepared in various shapes such as a liquid system (liquid, liquid, paste) and a solid system (solid, solid). Examples of dosage forms include toothpaste compositions such as toothpaste, liquid dentifrice, liquid dentifrice, powder dentifrice, mouthwash composition, coating composition, oral pasta, mouth freshener composition, food form (for example, Chewing gum, tablet confectionery, candy, gummi, film, troche, etc.).

  You may mix | blend additive components other than a component (A)-a component (C) with the composition for oral cavity of this invention in the range which does not impair the effect of this invention. Examples of such additional components include nonionic surfactants, anionic surfactants, abrasives, binders, thickeners, sweeteners, preservatives, fragrances, medicinal ingredients, colorants, brighteners, pH adjusters. , Solvent, excipient and the like, and may 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 composition for oral cavity of this invention is not restrict | limited to these.

Examples of nonionic surfactants include polyoxyethylene fatty acid esters, polyoxyethylene alkyl ethers, and polyglycerin monofatty acid esters. Of these, polyoxyethylene fatty acid esters are preferable, and polyoxyethylene hydrogenated castor oil is more preferable, from the viewpoints of suppressing the adhesion of dental plaque to the tooth surface and the stability of the preparation (the absence of orientation).
The polyoxyethylene hydrogenated castor oil preferably has an average added mole number of ethylene oxide (EO) of 60 to 100.
The polyoxyethylene alkyl ether preferably has 16 to 18 carbon atoms in the alkyl chain, and preferably has an EO average addition mole number of 20 to 40.
The polyglycerin monofatty acid ester is preferably a monoester of a fatty acid having 12 to 18 (preferably 12 to 14) carbon atoms, and the degree of polymerization of glycerin is preferably 8 to 12, and more preferably 10.

Examples of commercially available polyoxyethylene hydrogenated castor oil include “NIKKOL HCO” manufactured by Nikko Chemicals Co., Ltd., “EMALEX HC” manufactured by Nihon Emulsion Co., Ltd. Trademark) HC "and the like.
Examples of commercially available products of polyoxyethylene alkyl ether include “EMALEX 100” and “EMALEX 600” manufactured by Nippon Emulsion Co., Ltd.
Examples of commercially available polyglycerin monofatty acid esters include “NIKKOL Decagln” manufactured by Nikko Chemicals Co., Ltd., “Ryoto (registered trademark) polyglycol ester D” manufactured by Mitsubishi Chemical Foods Co., Ltd., and the like.

  A nonionic surfactant may be used individually by 1 type, and may be used in combination of 2 or more type. The compounding amount of the nonionic surfactant is preferably 0% by mass to 2% by mass and more preferably 0.5% by mass to 1% by mass with respect to the entire composition.

  Examples of the anionic surfactant include N-acyl amino acid salts, α-olefin sulfonates, N-acyl sulfonates, alkyl sulfates, sulfates of glycerol fatty acid esters, and the like. Of these, N-acylamino acid salts, α-olefin sulfonates, alkyl sulfates, and the like are preferable from the viewpoint of versatility. From the viewpoint of foamability and / or hard water resistance, lauroyl sarcosine sodium, alkyl chain carbon As the chain length, sodium α-olefin sulfonate having 10 to 16 carbon atoms, sodium lauryl sulfate and the like are more preferable.

  An anionic surfactant may be used individually by 1 type, and may be used in combination of 2 or more type. The compounding amount of the anionic surfactant is preferably 0% by mass to 2% by mass and more preferably 0.5% by mass to 1.5% by mass with respect to the entire composition.

  Examples of the abrasive include silica-based abrasives such as silicic anhydride, crystalline silica, amorphous silica, silica gel, aluminosilicate, zeolite, calcium hydrogen phosphate anhydrous, calcium hydrogen phosphate dihydrate, Examples thereof include calcium pyrophosphate, calcium carbonate, aluminum hydroxide, alumina, magnesium carbonate, tribasic magnesium phosphate, zirconium silicate, tertiary calcium phosphate, hydroxyapatite, tetracalcium phosphate, and a synthetic resin abrasive.

  An abrasive | polishing agent may be used individually by 1 type, and may be used in combination of 2 or more type. When mix | blending an abrasive | polishing agent, it is preferable that the compounding quantity is 2 mass%-40 mass% of the whole composition in a dentifrice, and it is more preferable that it is 5 mass%-20 mass%. In a mouthwash, it is preferable that it is 0 mass%-10 mass% of the whole composition, and it is more preferable that it is 0 mass%-5 mass%.

  Examples of the binder include pullulan, gelatin, methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, sodium carboxymethyl cellulose, carrageenan, sodium alginate, xanthan gum, sodium polyacrylate, gum arabic, guar gum, locust bean gum, polyvinyl alcohol, polyvinyl Examples include pyrrolidone and carboxyvinyl polymer. A binder may be used individually by 1 type, and may be used in combination of 2 or more type. When using a binder, the compounding quantity is 0.01 mass%-3 mass% normally with respect to the whole composition.

  Examples of the thickening agent (wetting agent) include sorbitol, propylene glycol, butylene glycol, glycerin, polyethylene glycol and the like. A viscous agent may be used individually by 1 type, and may be used in combination of 2 or more type. When using a viscous agent, the compounding quantity can be defined in the range which does not prevent the effect of this invention, and is 1 mass%-60 mass% normally with respect to the whole composition.

  Examples of the sweetener include saccharin sodium, stevioside, neohesperidin dihydrochalcone, glycyrrhizin, perilartine, p-methoxycinnamic aldehyde, thaumatin, aspartame, sucralose, palatinose, maltitol, xylitol, arabitol and the like. A sweetener may be used individually by 1 type and may be used in combination of 2 or more type. When using a sweetener, the compounding quantity can be suitably determined in the range which does not impair the effect of the present invention.

  Examples of the preservative include paraoxybenzoic acid esters such as sodium benzoate, methylparaben, ethylparaben, and butylparaben, and ethylenediaminetetraacetate. A preservative may be used individually by 1 type and may be used in combination of 2 or more type. When the preservative is used, the amount of the preservative 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 may be used individually by 1 type and may be used in combination of 2 or more type.

  Natural flavors include, for example, mastic oil, parsley oil, anise oil, eucalyptus oil, winter green oil, cassia oil, spearmint oil, peppermint oil, lemon oil, coriander oil, orange oil, mandarin oil, lime oil, lavender oil , Laurel oil, chamomile oil, cardamom oil, caraway oil, bay oil, lemongrass oil, pine needle oil, neroli oil, rose oil, jasmine oil, Iris concrete, absolute peppermint, absolute rose, orange flower, citrus oil, mix Examples include fruit oil, strawberry oil, cinnamon oil, clove oil, grape oil, clove oil, thyme oil, sage oil, mint oil, rosemary oil, marjoram oil, origanum oil, grapefruit oil, sweetie oil, and koji oil.

  For example, menthol, carvone, anethole, methyl salicylate, cinnamic aldehyde, linalool, linalyl acetate, limonene, menthone, menthyl acetate, pinene, octyl aldehyde, citral, pregon, carbel acetate, anisaldehyde, ethyl Acetate, ethyl butyrate, allyl cyclohexane propionate, methyl anthranilate, ethyl methyl anthranilate, vanillin, undecalactone, hexanal, ethinone alcohol, propyl alcohol, butanol, isoamyl alcohol, hexenol, dimethylsulfide, cycloten , Furfural, trimethylpyrazine, ethyl lactate, ethyl lioacetate, cineol, eugenol, etc. .

  The blended fragrance is a fragrance made by blending a single fragrance and / or a natural fragrance. Examples include menthol micron, strawberry flavor, apple flavor, banana flavor, pineapple flavor, grape flavor, mango flavor, tropical fruit flavor, butter flavor, milk flavor, yogurt flavor, fruit mix flavor, herbal mint flavor and the like.

  The form of the fragrance is not limited, and any of essential oil, extract, solid, and powder obtained by spray-drying any of these may be used. It is preferable to use 0.000001 mass%-1 mass% of said fragrance | flavor raw material in a composition. Moreover, it is preferable to use 0.1 mass%-2.0 mass% of the fragrance | flavor for perfume using the said fragrance | flavor raw material in a composition.

  Examples of the medicinal component include the following components: bactericidal or antibacterial agents other than component (A) such as triclosan, isopropylmethylphenol, zinc gluconate, zinc citrate; condensed phosphate, ethane hydroxydiphosphonate Anti-inflammatory agents such as tranexamic acid, glycyrrhizic acid dipotassium salt, ε-aminocaproic acid, and agaric extract; allantochlorhydroxyaluminum, vitamin C, lysozyme chloride, glycyrrhetinic acid and salts thereof, sodium chloride, allantoin, etc. Astringents; hypersensitivity inhibitors such as strontium chloride. The compounding amount in the case of using a medicinal component can be appropriately set within a pharmaceutically acceptable range for each medicinal component.

  Examples of the colorant include natural pigments such as safflower red pigment, gardenia yellow pigment, gardenia blue pigment, perilla pigment, sockeye 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 dioxide and the like. . When mix | blending a coloring agent, it is preferable that the compounding quantity is 0.00001 mass%-3 mass% with respect to the whole composition.

  Examples of the brightener include waxes such as shellac, carnauba wax, and candelilla wax, and calcium stearate. When the brightener is blended, the blending amount is preferably 0.01% by mass to 5% by mass with respect to the entire composition.

  The pH (25 ° C.) of the composition for oral cavity of the present invention is usually 6-9, preferably 6-8. 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 a pH adjuster is blended, the blending amount can be appropriately determined within a range not impairing the effects of the present invention.

  Examples of the solvent include water. The solvent is usually blended in a liquid oral composition. When mix | blending water as a solvent, it is preferable that the compounding quantity is 20 mass%-95 mass% with respect to the whole composition.

  The composition for oral cavity of the present invention preferably contains substantially no ethanol from the viewpoint of further improving the feeling of use by suppressing irritation to the oral cavity. Here, “substantially free of ethanol” means that the content of ethanol in the oral composition is preferably 100 ppm or less, more preferably 50 ppm or less, still more preferably 10 ppm or less with respect to the entire composition. The lower limit of the ethanol content in the oral composition is 0 ppm. The composition for oral cavity of the present invention is preferably ethanol-free, but since a raw material-derived ethanol may be contained in a small amount in the fragrance compounded in the composition, And it is preferable not to contain ethanol other than ethanol contained in trace amounts in the perfume.

  The manufacturing method of the composition for oral cavity of this invention is not specifically limited, According to dosage form, you may prepare by each normal method.

For example, as a production method in the case of a liquid oral composition, a method in which a water-soluble component and an oil-soluble component are prepared in separate containers, and then these components are mixed and filtered as necessary. It is done.
Moreover, as a manufacturing method in setting it as a dentifrice composition, after preparing a water-soluble component, the method of mixing other components and defoaming (for example, pressure reduction etc.) as needed is mentioned. The obtained liquid oral cavity composition and dentifrice composition can be stored in a container to make a product. The shape and material of the container are not particularly limited, and containers used for ordinary liquid oral cavity compositions and dentifrice compositions can be used, and examples thereof include plastic containers such as polyethylene, polypropylene, polyethylene terephthalate, and nylon. It is done.

  EXAMPLES Hereinafter, although an 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 table indicates “% by mass” unless otherwise specified.

[Main raw materials used in Examples and Comparative Examples]
The main raw materials used in Examples and Formulation Examples are summarized below.
<Component (A)>
-(A-1): Cetylpyridinium chloride (manufactured by Wako Pure Chemical Industries, Ltd.)
-(A-2): Benzethonium chloride (Lonza Japan, trade name “Hiamine 1622”)
<Component (B)>
(B-1): Hydroxyethylcellulose dimethyl diallylammonium chloride 1
Nitrogen content 1.4-2.2 mass%, 2% aqueous solution viscosity at 20 ° C. 35-350 mPa · s
Product name “Selcoat L-200”, manufactured by Nippon NSC Co., Ltd.
(B-2): hydroxyethylcellulose dimethyl diallylammonium chloride 2
Nitrogen content 0.5-1.5% by mass, 2% aqueous solution viscosity at 20 ° C. 500-2,750 mPa · s
Product name “Selcoat H-100”, manufactured by Nippon NSC Co., Ltd.
(B-3): O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose chloride 1% aqueous solution viscosity at 20 ° C., nitrogen content 1.8% by mass, 500 to 1,200 mPa · s
Product name "Leoguard MGP", manufactured by Lion Corporation
<Component (C)>
-(C-1): pyrrolidone carboxylic acid, Ajinomoto Co., Inc., trade name "AJIDEW A-100 (registered trademark)" (molecular weight: 129.12, acidity pKa1 = 3.5)
-(C-2): 6-oxo-2-piperidinecarboxylic acid Sigma Aldrich Japan Co., Ltd., trade name "(S) -6-Oxo-2-piperidine carboxylic acid" (molecular weight: 143.14)
-(C-3): 3- (2-Oxo-1-azepanyl) propanoic acid Sigma-Aldrich Japan Co., Ltd., trade name “3- (2-Oxozepan-1-yl) propanoic acid” (molecular weight: 185. 22)
<Additive components>
・ Polyoxyethylene (EO average added mole number 60) hydrogenated castor oil (nonionic surfactant; manufactured by Nippon Emulsion Co., Ltd., trade name “EMALEX HC-60”)
・ Polyoxyethylene (EO average addition mole number 100) hydrogenated castor oil (nonionic surfactant; manufactured by Nippon Emulsion Co., Ltd., trade name “EMALEX HC-100”)
・ Propylene glycol (viscous agent; manufactured by Asahi Glass Co., Ltd.)
・ Glycerin (viscous agent; Sakamoto Pharmaceutical Co., Ltd., 85% product)
・ Xylitol (sweetener; made by Rocket Fleure)
・ Saccharin sodium (sweetener; manufactured by Daito Chemical Co., Ltd.)
・ Citric acid (pH adjuster; manufactured by Fuso Chemical Industry Co., Ltd.)
・ Sodium citrate (pH adjuster; manufactured by Fuso Chemical Industry Co., Ltd.)
・ Perfume (manufactured by Lion Corporation)
・ For other ingredients, those that conform to the Quasi-drug Raw Material Standard 2006 were used.

Examples 1-19 and Comparative Examples 1-3
A liquid oral composition having the composition (mass%) shown in Tables 1 to 3 was prepared using the components described above. About each of the obtained composition for liquid oral cavity, according to the following evaluation method, the adhesion inhibitory effect and the feeling of use (inhibition of bitterness and irritation | stimulation in an oral cavity) were evaluated. The evaluation results are shown in Tables 1-3.

[Evaluation 1: Evaluation of plaque adhesion suppression effect]
(1) Preparation of buffer solution 3.37 g of potassium chloride (KCl; manufactured by Wako Pure Chemical Industries, Ltd., reagent grade), potassium dihydrogen phosphate (KH ₂ PO ₄ ; manufactured by Wako Pure Chemical Industries, Ltd., reagent grade) ) 0.14 g, 0.11 g of calcium chloride (CaCl ₂ ; Wako Pure Chemical Industries, Ltd., reagent special grade), and 0.02 g of magnesium chloride (MgCl ₂ ; Wako Pure Chemical Industries, Ltd., reagent special grade) It was dissolved in 800 mL of purified water, and the pH was adjusted to 7.0 with potassium hydroxide (KOH; manufactured by Wako Pure Chemical Industries, Ltd., special grade reagent). Next, purified water was added to the resulting solution to make up the volume to 1 L, and sterilized to prepare a buffer solution.

(2) Preparation of liquid medium 3 g of Tryptic Soy Broth (manufactured by Nippon BD) and 0.5 g of sucrose (Sucrose; manufactured by Wako Pure Chemical Industries, Ltd., reagent grade) are dissolved in 100 mL of purified water and sterilized. To prepare a liquid medium.

(3) Evaluation procedure of plaque adhesion inhibitory effect (i) 2 mL each of the liquid oral composition prepared in Examples and Comparative Examples was placed in each well of a 24-well multiplate. Subsequently, a mirror-polished hydroxyapatite plate (radius 0.35 cm × height 0.35 cm; hereinafter referred to as “HAP plate”) was immersed in each well for 30 seconds.
(Ii) Streptococcus mutans strain 10449 is dispersed in each well of another 24-well multiplate so that the turbidity at a wavelength of 660 nm is 0.35 in the buffer obtained in (1) above. 2 mL of the dispersion was added. Subsequently, the HAP board processed with each liquid oral composition was immersed in each well, and it left still at 37 degreeC for 2 hours, and the microbe adhered.
(Iii) After removing the HAP plate and washing with sterilized water, the washed HAP plate was immersed in 2 mL of the liquid medium obtained in (2) above at 37 ° C. for 8 hours to culture the adherent bacteria.
(Iv) The HAP plate was taken out, washed with distilled water, and then stained with a plaque staining solution (“Plark Tester AR” manufactured by Lion Corporation). About the obtained HAP board, a value was measured in accordance with the following color difference measuring method using the color difference meter (the Nippon Denshoku Industries Co., Ltd. make, "SE2000").

  Color difference measurement method: After calibrating with the attached standard white plate, an a value was measured by placing a HAP plate at the measurement position. The measurement was performed three times for each HAP plate by rotating the HAP plate by 120 degrees, and the average value was taken as the measured value for each HAP plate.

  In this evaluation, three HAP plates were used for each liquid oral composition, and the average value of a values was calculated for the three HAP plates. Based on the average value of the calculated a values, the degree of plaque adhesion suppression effect was evaluated based on the following evaluation criteria. In this evaluation, ○ or ◎ is accepted.

(Evaluation criteria for plaque adhesion suppression effect)
A: Average value of a value is less than 5 ○: Average value of a value is 5 or more and less than 7.5 Δ: Average value of a value is 7.5 or more and less than 10 ×: Average value of a value is 10 or more

[Evaluation 2: Evaluation of feeling of use]
For each liquid oral composition prepared in the examples and comparative examples, 10 skilled panelists contained about 10 ml of liquid oral composition in their mouths and rinsed for 30 seconds. About the feeling after use (inhibition of bitterness and irritation in the oral cavity), an average value of 10 panelists was calculated by assigning scores (1 to 5 points) based on the following score criteria.
The feeling of use was evaluated based on the following evaluation criteria from the average value of the calculated scores. In this evaluation, “◯” or “合格” was regarded as acceptable.

(Usability score criteria)
5 points: I did not feel any bitterness or irritation 4 points: I did not feel almost any bitterness or irritation 3 points: I felt a bitterness or irritation slightly, but it was a problem level 2 points: I felt bitterness or irritation Point: Strongly felt bitterness and irritation

(Usage evaluation criteria)
◎: Average point 4.0 point or more and 5.0 point or less ○: Average point 3.0 point or more and less than 4.0 point △: Average point 2.0 point or more and less than 3.0 point ×: Average point 2.0 point Less than

  As is clear from Tables 1 to 3, the liquid oral compositions of Examples 1 to 19 simultaneously have a plaque adhesion inhibitory effect and a feeling of use at a high level as compared with the compositions of Comparative Examples 1 to 3. It was confirmed that it was satisfactory. These results show that the oral composition of the present invention containing component (C) in combination with component (A) and component (B) has an excellent effect of suppressing plaque adhesion and has a feeling of use (bitterness and oral cavity). (Suppression of internal stimulation) is also excellent.

  Additional formulation examples are shown below. Also in this prescription example, the same effect as the above-mentioned Example can be acquired.

Formulation Example 1 (Mouthwash)
(A) Cetylpyridinium chloride 0.05%
(B) Hydroxyethylcellulose dimethyl diallylammonium chloride 0.01%
(C) Pyrrolidonecarboxylic acid 1.0%
Polyoxyethylene (EO average added mole number 100) hydrogenated castor oil 0.5%
Propylene glycol 3.0%
Glycerol 7.0%
Xylitol 3.0%
Citric acid 0.03%
Sodium citrate 0.5%
Saccharin sodium 0.004%
Fragrance 0.2%
Purified water remaining
Total 100.0%
(C) / [(A) + (B)] = 16.7

Formulation Example 2 (Mouthwash)
(A) Cetylpyridinium chloride 0.05%
(B) Hydroxyethylcellulose dimethyl diallylammonium chloride 0.02%
(C) Sodium pyrrolidonecarboxylate 3.0%
Lauroyl sarcosine sodium 0.08%
Polyoxyethylene (EO average added mole number 100) hydrogenated castor oil 0.5%
Propylene glycol 3.0%
Glycerol 7.0%
Xylitol 3.0%
Citric acid 0.03%
Sodium citrate 0.5%
Saccharin sodium 0.004%
Fragrance 0.2%
Purified water remaining
Total 100.0%
(C) / [(A) + (B)] = 42.9

Formulation example 3 (dentifrice)
(A) Cetylpyridinium chloride 0.05%
(B) Hydroxyethylcellulose dimethyl diallylammonium chloride 0.01%
(C) Potassium pyrrolidonecarboxylate 3.0%
70% sorbitol 40.0%
Propylene glycol 3.0%
Xanthan gum 0.7%
Sodium polyacrylate 0.4%
Saccharin sodium 0.2%
Titanium oxide 0.3%
Sodium lauryl sulfate 1.2%
Fragrance 0.8%
Silicic acid 18.0%
Purified water remaining
Total 100.0%
(C) / [(A) + (B)] = 50

Formulation Example 4 (Mouthwash)
(A) Cetylpyridinium chloride 0.05%
(A) Benzethonium chloride 0.01%
(B) Hydroxyethylcellulose dimethyl diallylammonium chloride 0.01%
(C) 6-oxo-2-piperidinecarboxylic acid 1.0%
Polyoxyethylene (EO average added mole number 60) hydrogenated castor oil 0.3%
Propylene glycol 2.0%
Glycerin 4.0%
Xylitol 1.0%
Citric acid 0.03%
Sodium citrate 0.5%
Saccharin sodium 0.004%
Fragrance 0.2%
Purified water remaining
Total 100.0%
(C) / [(A) + (B)] = 14.3

Formulation Example 5 (Mouthwash)
(A) Cetylpyridinium chloride 0.05%
(B) Hydroxyethylcellulose dimethyl diallylammonium chloride 0.02%
(C) 3- (2-Oxo-1-azepanyl) propanoic acid 2.0%
Lauroyl sarcosine sodium 0.08%
Polyoxyethylene (EO average added mole number 60) hydrogenated castor oil 0.4%
Propylene glycol 3.0%
Glycerin 5.0%
Xylitol 1.0%
Citric acid 0.05%
Sodium citrate 0.5%
Saccharin sodium 0.004%
Fragrance 0.2%
Purified water remaining
Total 100.0%
(C) / [(A) + (B)] = 28.6

Claims (3)

Component (A): a cationic fungicide,
Component (B): a cationic polymer,
Component (C): Composition for oral cavity containing one or more lactam skeletons selected from the group consisting of γ-lactam skeleton, δ-lactam skeleton and ε-lactam skeleton, and a compound having an acidic group or a salt thereof. object.   The composition for oral cavity of Claim 1 whose component (B) is cationized cellulose.   The composition for oral cavity of Claim 1 or 2 whose component (C) is pyrrolidone carboxylic acid and / or its salt.