JPH09286712A - Composition for oral cavity - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a composition for oral cavity, capable of promoting absorption of a cationic disinfectant to the surface of tooth and excellent in prevention of formation of dental plaque and prevention of decayed tooth. SOLUTION: This composition for oral cavity is obtained by blending a cationic disinfectant such as gluconic acid chlorohexidine with an N long chain acyl basic amino acid lower alkyl ester or its salt such as N-cocoil-L-arginine ethylester-pyrrolidone carboxylic acid salt and a pH adjuster such as citric acid so as to keep pH to 5.5 to 6.5. Thereby, largest absorption amount of the disinfectant is obtained, especially in a region of pH5.5 to 6.5 and absorption to dental surface is promoted in the region.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an oral composition which promotes adsorption of a cationic bactericide to the surface of teeth and is excellent in preventing plaque formation and preventing dental caries.

[0002]

2. Description of the Related Art Conventionally, cationic fungicides such as cetylpyridinium chloride and chlorhexidine gluconate are
It has been known that it has high bactericidal activity against oral bacteria and is easily adsorbed on the tooth surface, and is useful for plaque control, and has already been incorporated in many oral compositions.

However, in the composition, the cationic bactericide is inactivated by the interaction with various other components, and the properties of the cationic bactericide are not fully exhibited.

In order to solve such a problem, JP-A-4-36230 and JP-A-4-36231 disclose that an N-long chain acyl basic amino acid lower alkyl ester or a salt thereof is blended. It is disclosed that a cationic fungicide such as chlorhexidine gluconate or cetylpyridinium chloride is significantly promoted to be adsorbed on the tooth surface, and that it exhibits an excellent effect in preventing plaque formation and preventing tooth decay.

[0005]

The object of the present invention is to further promote the adsorption of the cationic bactericide to the tooth surface.
It is an object of the present invention to provide an oral composition that exhibits excellent effects of preventing plaque formation and preventing dental caries.

[0006]

Means for Solving the Problems The inventors of the present invention have conducted extensive studies to further promote the adsorption of a cationic bactericide to the tooth surface, and as a result, have found that N-long-chain acyl basic amino acid lower alkyl ester or its The action of promoting the adsorption of the cationic bactericidal agent on the tooth surface by the salt has a pH value of 5.5 to 6.5.
The present invention has been completed by finding that the increase is the highest in the field of.

That is, the present invention comprises a cationic bactericidal agent, an N-long chain acyl basic amino acid lower alkyl ester or salt thereof, and a pH adjusting agent, and
Is in the range of 5.5 to 6.5. According to the present invention, the problem of the composition of the conventional cationic bactericide blended is solved, and the adsorptivity of the cationic bactericide to the tooth surface is further promoted.
An oral composition exhibiting excellent plaque formation and caries prevention effects can be provided.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The cationic fungicides used in the present invention include bisbiguanide compounds or quaternary ammonium salts, and specifically include chlorhexidine gluconate, chlorhexidine hydrochloride, cetylpyridinium chloride, benzethonium chloride and the like. Is mentioned. These cationic bactericides can be blended alone or in combination of two or more kinds, and the blending amount thereof is 0.005 to 5% by weight, particularly 0.01 to 0.0% by weight based on the whole oral composition. 5
% By weight is preferred.

The basic amino acid moiety of the N-long chain acyl basic amino acid lower alkyl ester or salt thereof used in the present invention may be any basic amino acid.
In particular, ornithine, lysine, and arginine are preferable, and these may be optically active bodies or racemic bodies. The acyl group is a saturated or unsaturated natural or synthetic fatty acid residue having 8 to 22 carbon atoms, and examples thereof include single fatty acid residues such as lauroyl group, myristyl group, palmitoyl group and stearoyl group, and coconut oil. It may be a natural mixed fatty acid residue such as a fatty acid residue or a beef oil fatty acid residue. Further, the lower alkyl group is suitably a methyl, ethyl or propyl group. Further, salts of N-long chain acyl basic amino acid lower alkyl ester include, for example,
Examples thereof include inorganic acid salts such as hydrochlorides and sulfates, or organic acid salts such as acetates, tartrates, citrates, p-toluenesulfonates, fatty acid salts and acidic amino acid salts, and particularly glutamic acid. Salts, pyroglutamates, acetates and citrates are preferred.

Specific examples of these N-long chain acylated basic amino acid lower alkyl esters are not particularly limited, but for example, N-cocoyl-L-arginine ethyl ester / pyrrolidone carboxylate (CA) is used.
E) and N-lauryl-L-arginine ethyl ester
Examples thereof include pyrrolidone carboxylate. The amount of this N-long chain acyl basic amino acid lower alkyl ester to be blended is preferably 1/5 or more, usually 1/5 to 10 times, the weight of the cationic bactericide, and the entire oral composition. 0.005 to 5% by weight, particularly 0.01 to 1% by weight is preferable.

The pH adjusting agent used in the present invention may be any of those usually used in oral compositions, and examples thereof include citric acid, malic acid, pyrophosphoric acid, lactic acid, tartaric acid, glycerophosphoric acid, acetic acid, nitric acid, or these. Chemically possible salts thereof, sodium hydroxide and the like can be mentioned, but phosphate is not preferable because it causes yellowing of the composition over time depending on the combination of the compounding ingredients. On the other hand, among these, citric acid and / or its salt is preferable because the N-long chain acyl basic amino acid lower alkyl ester or its salt maximizes the effect of promoting adsorption of the cationic germicide to the tooth surface. The pH adjuster has a composition pH of 5.5.
It can be blended alone or in combination of two or more so as to be in the range of to 6.5. The blending amount is usually
It is 0.01 to 2% by weight based on the entire oral composition.

The oral composition of the present invention can be made into a solid or liquid composition such as a powder toothpaste, a toothpaste, a water toothpaste and a mouthwash by a conventional method, but it is preferably a concentrated or straight type composition. It is a liquid composition for mouthwash, dentifrice and dental treatment. Further, as the other components to be added to these compositions, any of those usually used in oral compositions of various forms can be added as long as the effects of the present invention are not impaired. As such other ingredients,
For example, abrasives, wetting agents, surfactants, binders, fragrances,
Examples of the sweetener include a sweetener and the like. However, for example, an oral composition in the form of mouthwash or dentifrice as described above usually does not contain an abrasive. Thus, the composition of the present invention can be appropriately blended with any of the commonly used oral composition components according to various forms.

As described above, in the present invention, the abrasive is not usually blended, but it may be used if necessary. In the case of toothpaste such as toothpaste, it is adsorbed to the cationic germicide as the abrasive. And those which do not cause inactivation of the bactericidal activity associated therewith. For example, dibasic calcium phosphate dihydrate and anhydride, monobasic calcium phosphate,
Examples include tricalcium phosphate, calcium carbonate, calcium pyrophosphate, aluminum hydroxide, alumina, insoluble sodium metaphosphate, magnesium triphosphate, magnesium carbonate, calcium sulfate, polymethylmethacrylate, and synthetic resins, which may be used alone or in combination with 2 It is possible to mix and combine one or more species. The amount thereof is usually 5 to 50% by weight based on the whole composition.

Examples of the wetting agent include sorbit, glycerin, ethylene glycol, propylene glycol, 1,3-butylene glycol, polyethylene glycol, polypropylene glycol, xylit, maltite and lactit, which may be used alone or in combination of two or more. Can be combined and compounded. The compounding amount thereof is usually 5 to 70% by weight based on the whole composition.

As the surfactant, anionic ones are not preferable, and nonionic or cationic ones, particularly polyoxyethylene polyoxypropylene glycol, ethylenediamine tetrapolyoxyethylene polyoxypropylene glycol, polyoxyethylene sorbitan fatty acid ester are preferable. , Polyoxyethylene hydrogenated castor oil and the like, and these may be blended alone or in combination of two or more kinds. The compounding amount thereof is usually 0.01 to 30% by weight, preferably 0.03% by weight based on the whole composition.
1 to 10% by weight.

Examples of the binder include carrageenan, cellulose derivatives such as carboxymethyl cellulose, alkali metal alginates such as sodium alginate,
Xanthan gum, gum tragacanth, gums such as gum arabic, polyvinyl alcohol, synthetic binders such as sodium polyacrylate, silica gel, aluminum silica gel, inorganic binders such as veegum, and the like,
These may be used alone or in combination of two or more. The compounding amount thereof is usually 0.1 to 10% by weight based on the whole composition.

Further, as a flavoring agent, for example, menthol, carvone, anethole, eugenol, methyl salicylate, limonene, ocimene, n-decyl alcohol, citronell, α-terpineol, methyl acetate, citronenyl acetate, methyl eugenol. ,
Cineol, linalool, ethyl linalool, vanillin, thymol, spearmint oil, peppermint oil, lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, perilla oil, wintergreen oil, clove oil, eucalyptus oil, etc. These can be blended alone or in combination of two or more. The compounding amount thereof is usually 0.1% by weight or more, preferably 0.5 to 5% by weight, based on the whole composition.

Examples of sweeteners include saccharin sodium, acesulfame potassium, stevioside, neohesperidyl dihydrochalcone, glycyrrhizin, perillartine, thaumatin, asparatyl phenylalanyl methyl ester, and ρ-methoxycinnamic aldehyde. These may be used alone or in combination of two or more. The amount is
Usually, it is 0.01 to 1% by weight, preferably 0.05 to 0.5% by weight, based on the entire composition.

Furthermore, in the oral composition of the present invention, vitamin Es such as dl-α-tocopherol acetate, tocopherol succinate, or tocopherol nicotinate, and non-toxic substances such as triclosan are used as medicinal components other than the cationic bactericide. Ionic fungicides, amphoteric fungicides such as dodecyldiaminoethylglycine, dextranase, amylase,
Enzymes such as protease, mutanase, lysozyme, lytic enzyme (Litech Enzyme), alkali metal monofluorophosphates such as sodium monofluorophosphate and potassium monofluorophosphate, fluorides such as sodium fluoride and stannous fluoride, tranexam Acid or epsilon aminocaproic acid, aluminum chlorhydroxyl allantoin, dihydrocholesterol, glycyrrhizin salts, glycyrrhetinic acid, glycerophosphate, chlorophyll, sodium chloride, caropeptide, water-soluble inorganic phosphate compound, etc., alone or in combination of two or more kinds You can

[0020]

EXAMPLES Next, the present invention will be described in more detail with reference to Test Examples and Examples, but the present invention is not limited thereto. The blending amount in the examples is% by weight
Means

Test Example 1 Adsorption Test of Cationic Bactericide on Tooth Surface: [Evaluation Method] Hydroxyapatite powder (Bio-Gel HTP, Bio-Rad Laboratories Inc., USA) was used as a model of tooth enamel. What was immersed in the saliva of 37 degreeC for 17 hours was used. This saliva-treated hydroxyapatite powder was added to the sample solution at 37 ° C.
After immersing in the solution for 5 minutes and washing, the bactericidal agent adsorbed on the saliva-treated hydroxyapatite powder was extracted with a solvent and quantified by high performance liquid chromatography to calculate the adsorption amount.

Table 1 shows the results of the tests conducted by the above method. The sample used in the test was a liquid dentifrice containing 0.05% cetylpyridinium chloride as a cationic bactericide and 0.1% CAE as an N-long chain acyl basic amino acid lower alkyl ester or its salt, and the pH was adjusted. Each of the agents shown in Table 1 is blended, and the initial value (at the time of preparation) of p
The H was adjusted to 4-8.

[0023]

[Table 1]

As is clear from the results shown in Table 1, the pH is in the range of 5.0 to 7.0, particularly 5.5 to 6.5, regardless of the pH adjusting agent.
It can be seen that in the region of 1, the adsorption amount of the bactericide is the largest and the adsorption to the tooth surface is promoted. In addition, especially pH 3 is obtained by blending trisodium citrate and anhydrous citric acid.
The effect is remarkable when adjusted to 5 to 6.5.

Example 1 A liquid dentifrice (pH = 5.5) was prepared from the following components according to a conventional method. Ingredients Amount (wt%) Polyoxyethylene polyoxypropylene glycol 0.5 Glycerin 10.0 Cetylpyridinium chloride 0.05 Malic acid 0.02 Trisodium citrate 0.07 N-Cocoyl-L-Arginine ethyl ester hydrochloride 0.05 Saccharin sodium 0.3 Ethanol 7.0 Fragrance 1.0 Purified water balance

Example 2 A liquid dentifrice (pH = 6.5) was prepared from the following components by a conventional method. Ingredients Amount (% by weight) Chlorhexidine gluconate 0.01 Acetic acid dl-α-tocopherol 0.05 Xanthan gum 0.3 Carboxymethyl cellulose sodium 0.3 Trisodium citrate 0.07 N-lauryl-L-arginine ethyl ester hydrochloride 0.01 Saccharin sodium 0.01 Polyoxyethylene sorbitan fatty acid ester 0.5 Concentrated glycerin 10.0 Sorbit 30.0 Fragrance 1.0 Purified water balance

Example 3 A liquid dentifrice (pH = 6.0) was prepared from the following components according to a conventional method. Ingredients Amount (% by weight) Benzethonium chloride 0.05 Trisodium citrate 0.08 Anhydrous citric acid 0.02 N-Cocoyl-L-arginine methyl ester hydrochloride 0.1 Taumatine 0.02 Polyoxyethylene hydrogenated castor oil 0 .3 Concentrated glycerin 10.0 Ethanol 10.0 Fragrance 1.0 Purified water balance

Example 4 A mouthwash (pH = 6.0) was prepared from the following components by a conventional method. Ingredients Amount (wt%) Chlorhexidine hydrochloride 0.05 Trisodium citrate 0.08 Anhydrous citric acid 0.02 N-Cocoyl-L-arginine ethyl ester Pyrrolidone carboxylate 0.1 Stevia extract 0.02 Polyoxyethylene curing Castor oil 0.5 Concentrated glycerin 10.0 Ethanol 10.0 Fragrance 1.0 Purified water Remainder

[0029]

EFFECTS OF THE INVENTION According to the present invention, it is possible to provide an oral composition which further promotes the adsorption of a cationic bactericidal agent onto the tooth surface and exhibits excellent effects in preventing plaque formation and preventing dental caries.

Claims (4)

[Claims] 1. A cationic fungicide, an N-long chain acyl basic amino acid lower alkyl ester or a salt thereof, and p.
A composition for oral cavity, which comprises an H-adjusting agent and has a pH in the range of 5.5 to 6.5. 2. The oral composition according to claim 1, wherein the pH adjusting agent is citric acid and / or a salt thereof. 3. The oral composition according to claim 1, which does not contain an abrasive. 4. The oral composition according to claim 1, which is a liquid composition.