JP2003137755A - Composition for oral cavity - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a composition for oral cavity containing compound(s) releasing one or more kinds of metal ions selected from copper, zinc, aluminum, iron and tin ions by formulating an L-menthol derivative and/or an N-ethyl-p- menthane-3-carboxamide to ameliorate the metallic taste thereof and good feeling in use and high commodity value. SOLUTION: This composition for oral cavity is obtained by formulating the L-menthol derivative and/or the N-ethyl-p-menthane-3-carboxamide.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an oral composition containing a compound that releases metal ions such as copper, zinc, aluminum, iron and tin, and an L-menthol derivative and N-ethyl-p-menthane- The present invention relates to an oral composition in which one or two or more compounds selected from the group consisting of 3-carboxamide are blended to improve the metallic taste of the composition and improve the feeling of use.

[0002]

2. Description of the Related Art Conventionally, the problems to be solved by the invention
It is known that a compound that releases metal ions such as copper, zinc, aluminum, iron and tin is added to an oral composition such as toothpaste, but an oral composition containing these compounds has a metallic taste. There is an adverse effect on its usability.

In particular, copper salts are effective in suppressing bad breath (Japanese Patent Laid-Open No. 1-1.
No. 53622), and zinc salts have an effect of suppressing plaque (Japanese Unexamined Patent Publication No.
7-20351), and tin is also a tin fluoride having an effect of preventing tooth decay (Japanese Patent Application Laid-Open No. 47-19045), and is therefore being investigated as a composition for oral cavity. . However, when an oral composition containing these metal salts in a sufficient amount (usually about 0.001 to 5% by weight) so that the effect can be satisfactorily exhibited, a metallic taste gives a feeling of use. Make it worse. The oral composition usually contains a flavoring agent such as a flavoring agent, and has an effect of slightly masking the metallic taste. However,
Since the metal ions stay on the oral mucous membrane for a long time, the metallic taste remains after the perfume component is volatilized, and remains for a long time thereafter, which deteriorates the palatability.

Therefore, it is desired to improve the metallic taste and the feeling of use in the oral composition containing the above-mentioned compound that releases a metal ion.

[0005]

Means for Solving the Problems and Modes for Carrying Out the Invention As a result of intensive investigations conducted by the present inventors in order to meet the above demands, the inventors have selected 1 from copper, zinc, aluminum, iron and tin.
L-menthol derivative and N in an oral composition containing a compound that releases one or more metal ions
By blending one or more compounds selected from the group consisting of -ethyl-p-menthane-3-carboxamide, the metallic taste is improved, the usability is improved, and the above object is achieved. The present inventors have found out that, and have completed the present invention.

[0006] The L-menthol derivative and N-ethyl-p-menthane-3-carboxamide are blended in the oral composition as a cooling component (Japanese Patent Application No. 2000-3).
No. 73583), the present invention is the first to be found as an improvement in metallic taste.

The present invention will be described in more detail below.
As described above, the oral composition according to the present invention contains a compound that releases one or more metal ions selected from copper, zinc, aluminum, iron, and tin. In this case, as the copper compound, copper chloride, copper fluoride,
Copper fluorosilicate, copper sulfate, copper nitrate, copper hydroxide, copper oxide, copper bromate, copper iodate, copper fluorophosphate, copper acetate, copper formate, copper benzoate, copper citrate, copper tartrate, copper lactate , Copper malate, copper mandelate, copper sorbate, copper pyrophosphate, copper pantothenate, copper gluconate, copper phytate, copper glycerophosphate, copper cinnamate, copper butyrate, copper propionate, copper laurate, shu Examples thereof include acid copper, copper salicylate, glycine copper, copper aspartate, copper glutamate, and copper chlorophyll. As the zinc compound, zinc chloride, zinc fluoride, zinc fluorosilicate, zinc sulfate, zinc nitrate, zinc hydroxide, zinc oxide, zinc bromate, zinc iodate, zinc fluorophosphate, zinc acetate, zinc formate, benzoate Zinc acid, zinc citrate, zinc tartrate, zinc lactate, zinc malate, zinc mandelate, zinc pyrophosphate, zinc sorbate, zinc pantothenate, zinc gluconate, zinc phytate, zinc glycerophosphate, zinc cinnamate, Examples thereof include zinc butyrate, zinc propionate, zinc laurate, zinc oxalate, zinc salicylate, zinc glycine, zinc aspartate, zinc glutamate and the like. Examples of the aluminum compound include aluminum acetate, aluminum borate, aluminum lactate, aluminum chloride, aluminum hydroxide, aluminum laurate, aluminum oxalate, aluminum oxide, aluminum oleate, aluminum phosphate, and aluminum sulfate. As the iron salt, iron chloride, iron fluoride, iron phosphate, iron fluorosilicate, iron sulfate, iron nitrate, iron hydroxide, iron oxide, iron bromate, iron iodate, iron fluorophosphate, iron acetate, Iron formate, iron benzoate, iron citrate, iron tartrate, iron lactate, iron malate, iron mandelate, iron sorbate, iron pantothenate, iron pyrophosphate, iron gluconate, iron phytate, iron glycerophosphate, silicate Iron citrate, iron butyrate, iron propionate,
Examples thereof include iron laurate, iron oxalate, iron salicylate, iron glycine, iron aspartate, and iron glutamate. Examples of the tin compound include tin chloride, tin fluoride, tin acetate and tin oxide. Furthermore, natural products, for example, plants such as tea, microorganisms such as yeast, and copper, zinc, iron and the like as trace metals contained in animals are exemplified.

The amount of the metal compound blended depends on the kind of the metal compound used and the intended effect of the composition, but is usually 0.001 to 5% (mass percentage, the same applies hereinafter) of the entire composition. However, it is particularly preferable to use 0.01 to 5%. If the content is less than 0.001%, the desired effect will not be exhibited, and if it exceeds 5%, the appearance of the composition may be impaired due to coloring with a metal. In the present invention, one kind of these metal compounds may be contained, or two or more kinds thereof may be contained. Further, these compounds are appropriately compounded and used in various compounding amounts depending on the compounding purpose.

The present invention provides an oral composition containing such a compound having a metallic taste, which is selected from the group consisting of L-menthol derivatives and N-ethyl-p-menthane-3-carboxamide, or By mixing two or more compounds, the metallic taste was improved and the usability was improved.

As the L-menthol derivative, a polyhydric alcohol (glycerin, propylene glycol, etc.), sugar, organic acid (lactic acid, succinic acid, malic acid, etc.) is bonded to the hydroxyl group of L-menthol by an ether bond or an ester bond Of these, 3-L-menthoxypropane-1,2-diol bound with glycerin is most preferable.

In this case, the ratio of the compounding amount of the L-menthol derivative and the N-ethyl-p-menthane-3-carboxamide to the compounding amount corresponding to the metal part of the metal-releasing compound is 1: 100 to mass ratio. 1000: 1,
In particular, it is preferably 1:50 to 500: 1. If the ratio is out of this range, the effect may be reduced.

The oral composition according to the present invention is a toothpaste composition such as a toothpaste, a moistened toothpaste, a liquid toothpaste, a liquid toothpaste, a mouthwash,
It can be prepared into a mouth-cooling agent, a capsule, a gum, a gummi, a tablet and the like. In this case, as the other component, an appropriate component usually used can be blended.

For example, in a dentifrice composition, an abrasive,
Binders, thickeners, surfactants, sweeteners, flavors, preservatives,
Various active ingredients and the like may be blended.

As the abrasive, silica-based abrasives such as precipitated silica, silica gel, aluminosilicate, zirconosilicate, dicalcium phosphate dihydrate and anhydride, calcium pyrophosphate, calcium carbonate, aluminum hydroxide, alumina. , Magnesium carbonate, tribasic magnesium phosphate, insoluble sodium metaphosphate, insoluble potassium metaphosphate, titanium oxide, zeolite, aluminum silicate, zirconium silicate, synthetic resin-based abrasives, and the like.

Examples of the thickener include glycerin, sorbitol, propylene glycol, polyethylene glycol and the like.

Examples of the binder include sodium carboxymethyl cellulose, carrageenan, sodium hydroxyethyl cellulose, sodium alginate, propylene glycol alginate, xanthan gum, polyacrylic acid, sodium polyacrylate, tara gum, guar gum, locust bean gum, hydroxypropyl cellulose, Gellan gum, gelatin, curdlan, gum arabic, agar, pectin, polyvinyl alcohol, polyvinylpyrrolidone, pullulan and the like can be mentioned.

As the surface active agent, an anionic surface active agent, a cationic surface active agent, a nonionic surface active agent, an amphoteric surface active agent or the like may be blended, and specifically, sodium lauryl sulfate and α-olefin sulfone. Sodium acid, N-
Acyl glutamate, 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine, N-acyl taurate, sucrose fatty acid ester, alkylol amide, polyglycerin fatty acid ester,
Examples thereof include polyoxyethylene sorbitan monostearate.

As the sweetener, saccharin sodium,
Stevioside, stevia extract, xylitol, aspartame, acesulfame K, sucralose, paramethoxycinnamic aldehyde, neohesperidyl hydrochalcone, perillartine and the like can be mentioned.

As the fragrance, peppermint oil, spearmint oil, anise oil, eucalyptus oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, peppermint oil, cardamom oil, coriander oil, Mandarin oil, lime oil, lavender oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, bay oil, lemongrass oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, iris Natural fragrances such as concrete, absolute peppermint, absolute rose, and orange flower, fragrances obtained by processing these natural fragrances (pre-cut, post-cut, fractionation, liquid-liquid extraction, essence, powdered fragrance, etc.), And menthol, carvone, anethole, cineol, Methyl citrate, cinnamic aldehyde, eugenol, thymol, linalool, linalyl acetate, limonene, menthone, menthyl acetate, N-substituted-paramenthane-3-carboxamide, pinene, octyl aldehyde, citral, pulegone, carbyl acetate, anisaldehyde. , Ethyl acetate, ethyl butyrate, allyl cyclohexane propionate, methyl anthranilate, ethyl methyl phenyl glycinate, vanillin, undecalactone, hexenal, ethyl alcohol, propyl alcohol, butanol, isoamyl alcohol, hexenol, dimethyl sulfide , Cyclotene, furfural, trimethylpyrazine, ethyl lactate, ethyl thioacetate, etc. Use known fragrance materials used in oral compositions such as flavors, apple flavors, banana flavors, pineapple flavors, grape flavors, mango flavors, butter flavors, milk flavors, fruit mix flavors, tropical fruit flavors, and the like. It is possible and is not limited to the perfume of the example.

The amount of the fragrance material is not particularly limited, but it is preferable to use 0.000001 to 1% of the fragrance material in the composition. The fragrance for perfuming using the fragrance material is preferably 0.005 to 50%, and particularly preferably 0.01 to 2% in the composition.

Examples of colorants include Blue No. 1, Yellow No. 4, titanium dioxide and the like. In addition, as the active ingredient,
Cationic fungicides such as chlorhexidine, benzethonium chloride, benzalkonium chloride, cetylpyridinium chloride and decanium chloride, phenolic compounds such as triclosan, hinokitiol and biozole, dextranase, mutanase, lysozyme, amylase, protease, lytic enzyme , Enzymes such as superoxide dismutase, vitamins such as vitamin E and vitamin C, alkali metal monofluorophosphates such as sodium monofluorophosphate and calcium monofluorophosphate, fluorides such as sodium fluoride and stannous fluoride , Tranexamic acid, epsilon aminocaproic acid, dihydrocholesterol, dipotassium glycyrrhizinate, glycyrrhetinic acid, bisabolol, glycerophosphate, Rofiru, sodium chloride, one known active ingredient, such as water-soluble inorganic phosphoric acid compound or 2
More than one kind may be blended. In addition, the blending amount of these components can be within a range that does not impair the effects of the present invention.

The oral composition of the present invention is a container conventionally used for oral compositions such as toothpaste, for example, a tube using a laminated film laminated with aluminum foil, a pump container, a squeeze bottle or injection. It can be used for any of hollow bottles, press bottles, and bottles formed by vacuum molding. As the material of the container, polypropylene, polyethylene terephthalate, polyvinyl chloride, polyethylene (high density, low density), polystyrene, polymethyl methacrylate, polyvinyl acetate, polycarbonate, polybutylene terephthalate, acrylic resin (barex, etc.), cellophane, Nylon, ethylene-vinyl acetate copolymer, EVAL (ethylene-Poval copolymer), vinyl chloride-vinyl acetate copolymer, butyl rubber, butadiene rubber, silicone rubber, natural rubber, glass, aluminum, iron, etc. can be used. Either a single layer or multiple layers of these may be used.

[0023]

The oral composition of the present invention is an oral composition containing a compound that releases metal ions such as copper, zinc, aluminum, iron and tin, and is an L-menthol derivative and N-ethyl-p. By adding -menthane-3-carboxamide, the metallic taste is improved, the feeling of use is good, and the commercial value is high.

[0024]

EXAMPLES The present invention will be specifically described below with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples. In addition,% in each example is a mass percentage. The fragrances in the following examples were prepared with the compositions shown in Table 1.

[0025]

[Table 1] * Flavor mix (Fruit mix flavor FM3000) Strawberry flavor 400 parts by mass Apple flavor 150 Melon flavor 170 Banana flavor 100 Peach flavor 50 Orange oil 25 Raspberry flavor 20 Pineapple flavor 15 Grape flavor 10 Tropical fruit flavor Oil 5 Flavor oil 10 Tropical fruit flavor 5 Milk flavor 5 Rose oil 2 solvent Remaining total 1000 parts by mass

[Examples 1 to 9 and Comparative Examples 1 to 6] Toothpastes having the formulations shown in Table 3 were prepared, and the metallic taste of the toothpaste was sensory evaluated by a panel of 10 people. The results are also shown in Table 3. In addition,
The evaluation criteria are as shown in Table 2 below.

[0027]

[Table 2]

[0028]

[Table 3]

From the results shown in Table 3, in the case where 3-L-menthoxypropane-1,2-diol and N-ethyl-p-menthane-3-carboxamide were not added (Comparative Examples 1 to 4),
When L-menthol was added instead of the menthol derivative (Comparative Examples 5 and 6), it had a metallic taste.
It was confirmed that when L-menthoxypropane-1,2-diol and N-ethyl-p-menthane-3-carboxamide were blended (Examples 1 to 9), the metallic taste was significantly improved.

[Examples 10 to 24] Toothpastes having the formulations shown in Table 4 were prepared, and their metallic tastes were sensory evaluated in the same manner as above.
The results are also shown in Table 4.

[0031]

[Table 4]

[Example 25] Moisturized toothpaste (Metallic taste evaluation: ◎) Copper gluconate 0.4% Zinc chloride 0.1 3-L-menthoxypropane-1,2-diol 0.1 N-ethyl- p-Mentane-3-carboxamide 0.1 Butylparaben 0.02 Calcium carbonate 70 Sorbitol 2 Glycerin 8 Saccharin sodium 0.08 Sodium lauryl sulfate 2.0 Fragrance A 1.0 Purified water Residual total 100.0%

[Example 26] Mouthwash (Evaluation of metallic taste: ◯) Copper gluconate 0.2% Zinc chloride 0.1 3-L-menthoxypropane-1,2-diol 0.2 N-ethyl- p-Menthan-3-carboxamide 0.1 Ethanol 10.0 Glycerin 8.0 Saccharin sodium 0.1 Polyoxyethylene hydrogenated castor oil 1.0 Sodium benzoate 0.3 Perfume B 0.5 Purified water Residual total 100.0%

[Example 27] Mouthwash (Evaluation of metallic taste: ◎) Copper gluconate 0.4% Zinc gluconate 0.1 3-L-menthoxypropane-1,2-diol 0.1 N-ethyl -P-menthane-3-carboxamide 0.1 ethanol 5.0 sorbitol 10.0 saccharin sodium 0.1 Pluronic F127 2.0 sodium benzoate 0.3 sodium citrate 0.5 perfume A 0.4 purified water balance 100 0.0%

[Example 28] Oral cooling agent (Evaluation of metallic taste: ◎) Copper gluconate 0.4% Zinc gluconate 0.1 3-L-menthoxypropane-1,2-diol 0.1 N-ethyl -P-menthane-3-carboxamide 0.1 ethanol 30.0 glycerin 15.0 sodium saccharin 0.3 polyoxyethylene hydrogenated castor oil 3.0 perfume C 1.0 purified water balance 100.0%

[Example 29] Cooling agent in mouth (Evaluation of metallic taste: ◎) Copper gluconate 1.0% Zinc chloride 0.05 3-L-menthoxypropane-1,2-diol 0.2 N-ethyl- p-menthane-3-carboxamide 0.1 ethanol 30.0 glycerin 15.0 saccharin sodium 0.3 polyoxyethylene hydrogenated castor oil 3.0 fragrance A 1.0 purified water balance 100.0%

Example 30 Tablet (Evaluation of metallic taste: A) Copper gluconate 1.0% Zinc chloride 0.05 3-L-menthoxypropane-1,2-diol 0.2 N-ethyl-p- Menthan-3-carboxamide 0.1 Sucrose fatty acid ester 3.0 Gum arabic 1.0 Aspartame 0.05 Perfume A 0.1 Xylitol 15.0 Sorbitol Residual 100.0%

[Example 31] Chewing gum (Evaluation of metallic taste: ◎) Copper gluconate 1.0% Zinc chloride 0.05 3-L-menthoxypropane-1,2-diol 0.2 N-ethyl-p- Menthan-3-carboxamide 0.1 Gum base 22.0 Xylitol 10.0 Aspartame 0.1 Fragrance A 1.5 Maltitol Residual 100.0%

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) A61K 47/10 A61K 47/10 47/16 47/16 A61P 1/02 A61P 1/02 (72) Inventor Seiji Kameda 1-3-7 Main Office, Sumida-ku, Tokyo Inside Lion Corporation (72) Inventor Haruo Sumiya 1-3-3, Main Office, Sumida-ku, Tokyo F-Term (Reference) 4C076 AA07 AA17 AA36 AA69 BB22 CC16 CC31 DD05 DD27 DD37 DD38 DD39 DD41 DD52 DD55 DD61 DD66 DD68 EE23 EE30 EE57 FF52 4C083 AB172 AB222 AB282 AB292 AB322 AB331 AB332 AB342 AB472 AC102 AC122 AC132 AC302 AC302 AC2 AC72 AC352 AC202 AC662 AC782 AC812 AC202 BB41 CC41 DD22 DD23 DD27 EE22 EE33 EE34 EE36 EE37 4C086 AA01 AA02 HA01 HA03 HA05 HA06 HA11 HA28 MA03 MA05 MA16 MA28 MA35 MA47 MA57 NA09 ZA67 ZB35

Claims (3)

[Claims] 1. An oral composition containing a compound that releases one or more metal ions selected from copper, zinc, aluminum, iron, and tin, comprising an L-menthol derivative and N-ethyl-p-. An oral composition comprising one or more compounds selected from the group consisting of menthane-3-carboxamide. 2. A compound which releases the metal ion and L-
Menthol derivative and N-ethyl-p-menthane-3-
The composition for oral cavity according to claim 1, wherein the mass ratio of the compound selected from the group consisting of carboxamide is 1: 100 to 1000: 1. 3. The L-menthol derivative is 3-L-menthoxypropane-1,2-diol.
The oral composition described.