JP2022083798A - Topical preparation - Google Patents

Abstract

To provide a topical preparation that achieves improvement in terms of continuous cooling effect and moisture feeling as compared to the conventional art.SOLUTION: A topical preparation contains (A) menthol or a derivative thereof, (B) diglycerol, (C) an acrylic acid polymer, and (D) at least one selected from 6-acyl-2-O-α-D-glucosyl-L-ascorbic acids.SELECTED DRAWING: None

Description

The present invention relates to an external preparation.

L-ascorbic acid (vitamin C) is known to have a whitening effect and is useful as a cosmetic material, but since it is unstable and easily oxidized, various L-ascorbic acid derivatives have been researched and developed in the 1990s. 2-O-α-D-glucosyl-L-ascorbic acid (L-ascorbic acid-2-glucoside) has been developed as a stable and decomposed and absorbed derivative in the body (Patent Documents 1 to 3).

2-O-α-D-glucosyl-L-ascorbic acid is less likely to be oxidized than L-ascorbic acid and has excellent stability, but it is easily hydrolyzed in the body and has the same physiological activity as L-ascorbic acid. Is known (Patent Documents 2 and 3), and is expected to have a wide range of applications such as cosmetics, foods and pharmaceuticals. Further, as an L-ascorbic acid derivative with further enhanced moisturizing property, an acyl group is introduced into the hydroxyl group at the 6-position of the L-ascorbic acid residue in 2-O-α-D-glucosyl-L-ascorbic acid. 6-Acyl-2-O-α-D-glucosyl-L-ascorbic acid was developed (Patent Document 4).

Japanese Patent No. 2832848 Japanese Unexamined Patent Publication No. 03-135992 Japanese Unexamined Patent Publication No. 03-183492 Japanese Unexamined Patent Publication No. 11-286497

Since the cooling effect was reduced when diglycerin was added to menthol, the inventor of the present application added an acrylic acid-based polymer which is expected to enhance the cooling effect, but the duration of the cooling effect was reduced and the moisturizing feeling of the external preparation was further reduced. Was found to decrease. As a result of aiming to maintain the cooling effect and improve the moisturizing feeling, by adding 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid to the above-mentioned three components, the cooling effect is maintained and the moisturizing feeling is maintained. Was found to be improved.

The present invention has been made in view of the above circumstances, and by adding 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid to menthol, diglycerin, and acrylic acid-based polymer. The purpose is to provide an external preparation that maintains the cooling effect of menthol and improves the moisturizing feeling of the external preparation.

As a result of diligent studies to solve the above problems, the present inventors have added 6-acyl-2-O-α-D-glucosyl-L-ascorbic to an external preparation containing menthol, diglycerin and an acrylic acid-based polymer. It has been found that by further containing an acid, the cooling effect of menthol can be maintained and the moisturizing feeling of the external preparation can be improved. The present invention is based on these findings.

That is, the present invention relates to, for example, the following [1] to [4].
[1] (A) menthol or a derivative thereof, (B) diglycerin, (C) acrylic acid-based polymer, and (D) 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid. An external preparation containing one or more selected from.
[2] The external preparation according to [1], which is for sustaining the cooling effect.
[3] (A) Mentor or its derivative is 0.001 to 5% by weight, (B) Diglycerin is 0.01 to 20% by weight, and (C) Acrylic acid-based polymer is 0.01 to 5% by weight. , And (D) 0.001 to 10 layers of one or more selected from 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid, according to [1] to [2]. ..
[4] (C) The acrylic acid-based polymer is at least one selected from carboxyvinyl polymer, alkyl acrylate copolymer, acrylic acid / alkyl methacrylate copolymer, polyacrylic acid, polyvinyl alcohol, and polyvinylpyrrolidone, [1]. ]-[3].

According to the present invention, it is possible to provide an external preparation having an improved cooling effect of menthol and an improved moisturizing feeling of the external preparation.

Hereinafter, embodiments for carrying out the present invention (hereinafter referred to as “the present embodiment”) will be described in detail. The present invention is not limited to the following embodiments.

The external preparation of the present embodiment includes (A) menthol or a derivative thereof, (B) diglycerin, (C) acrylic acid-based polymer, and (D) 6-acyl-2-O-α-D-glucosyl. -Contains one or more selected from L-ascorbic acid.

(A) Menthol or its derivative Menthol or its derivative includes l-menthol, dl-menthol, mentoxypropanediol, monomentylglyceryl ether, menthol lactate and the like.
It may be synthesized by a known method and may be obtained as a commercially available product. In addition, menthol-containing peppermint oil, peppermint oil, and spearmint oil can also be used.

Menthol or a derivative thereof may be used alone or in combination of two or more.

The content of the component (A) in the external preparation of the present embodiment is 0.001 to 5% by weight, preferably 0.01 to 3% by weight, and 0.1 to 2% by weight, based on the total amount of the external preparation. % Is more preferable. When the content of the component (A) is in the above range, a sufficient cooling sustaining effect can be obtained.

(B) Diglycerin Diglycerin is a polyhydric alcohol having a moisturizing effect. It may be synthesized by a known method or may be obtained as a commercially available product.

The content of the component (B) in the external preparation of the present embodiment is 0.01 to 20% by weight, preferably 0.1 to 10% by weight, and 0.5 to 5% by weight, based on the total amount of the external preparation. % Is more preferable. When the content of the component (B) is in the above range, a sufficient cooling sustaining effect and a moisturizing feeling can be obtained.

(C) Acrylic acid-based polymer The acrylic acid-based polymer may be any generally usable polymer, for example, carboxy such as Carbopol (trade name) of BFGoodrich and Syntalene (trade name) of 3VSigma. Vinyl polymers, alkyl acrylate copolymers such as Noveon's Carbopol AQUA SF-1 (trade name), acrylic acid / alkyl methacrylate copolymers such as BFGoodrich's PEMULEN (trade name), Alonbis AH-105 from Nippon Catalyst Co., Ltd. Examples thereof include polyacrylic acid (trade name), polyvinyl alcohol, polyvinylpyrrolidone and the like.

The acrylic acid-based polymer can also be used as a pharmaceutically acceptable salt, and for example, a salt with an organic base (for example, a trimethylamine salt, a triethylamine salt, a monoethanolamine salt, a triethanolamine salt, a pyridine salt, etc.) can be used. Salts with tertiary amines, basic ammonium salts such as arginine, etc., salts with inorganic bases (eg, alkali metal salts such as ammonium salt, sodium salt, potassium salt, calcium salt, magnesium salt, etc.) (Metal salt, aluminum salt, etc.) and the like, and particularly preferable salts are sodium salt, potassium salt, triethanolamine salt, arginine salt and the like.

The content of the component (C) in the external preparation of the present embodiment is 0.01 to 5% by weight, preferably 0.05 to 3% by weight, and 0.1 to 1% by weight, based on the total amount of the external preparation. % Is more preferable. When the content of the component (C) is in the above range, a sufficient cooling sustaining effect and a moisturizing feeling can be obtained.

(D) 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid In one embodiment of the present invention, (D) 6-acyl-2-O-α-D-glucosyl-L-ascorbic. The acid has an acyl group at the 6-position of 2-O-α-D-glucosyl-L-ascorbic acid in the following general formula (1):.

(In the formula, R represents a hydrocarbon group. N is the same as above.)
It is a compound indicated by.

The hydrocarbon group represented by R in the general formula (1) may be a linear, branched or cyclic, saturated or unsaturated hydrocarbon group, preferably an alkyl group, an alkenyl group, or an alkynyl group. Yes, more preferably a straight chain alkyl group. The carbon number of the hydrocarbon group shall be 3 to 24, 4 to 20, 8 to 20, 12 to 18 when counted as the carbon number of the acyl group, that is, the —C (= O) R group. Is preferable, and 14 to 16 is particularly preferable.

In one embodiment of the present invention, 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid is an unacylated 2-O-α-D-glucosyl-L-ascorbic acid as an impurity. May include. 6-Acyl-2-O-α-D-glucosyl-L-ascorbic acid is 90 mol% or more, 95 mol% or more, 98 mol% or more, 99 mol% or more, 99.5 mol% or more, 99.9 mol. The purity is preferably% or higher. 2-O-α-D-glucosyl-L-ascorbic acid, which is an unacylated product, as an impurity is 10 mol% or less, 5 mol% or less, 2 mol% or less, 1 mol% or less, 0.5 mol%. Hereinafter, it is preferably 0.1 mol% or less, and it is preferable that it is substantially not contained.

6-Acyl-2-O-α-D-glucosyl-L-ascorbic acid can be produced by a method of substituting an acyl group at the 6-position of 2-O-α-D-glucosyl-L-ascorbic acid. As a method for substituting the acyl group at the 6-position, a known method can be used.
As a method for producing 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid, 2-O-α-D-glucosyl-L-ascorbic acid is mixed with an organic acid, an acid halide, an acid anhydride, and an acid ester. Examples thereof include a method of chemically reacting with an acylating agent such as. As the acylating agent, a saturated or unsaturated fatty acid having 3 to 24 carbon atoms, 4 to 20, 8 to 20, 12 to 18, preferably 14 to 16 or an anhydride thereof is preferable, and for example, lauric acid. , Myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid and ricinoleic acid, and anhydrides thereof are preferable.

In one embodiment of the invention, 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid may be either a free acid or a salt, and the salt may be an inorganic or organic cation salt. good. Inorganic cations are metal ions of Group 1 elements such as sodium and potassium ions; metal ions of Group 2 elements such as magnesium and calcium ions; transition metal ions such as iron and copper ions; and It may be a metal ion selected from the group consisting of other metal ions such as zinc ion and aluminum ion, or a combination thereof. By using 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid as a salt, the pH becomes neutral and it is possible to make it difficult to decompose other substances when mixed with other substances. ..

As the 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid used in the present invention, 6-palmitoyl-2-O-α-D-glucosyl-L-ascorbic acid is preferably used. can.

The content of 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid in (D) in the external preparation of the present embodiment is, for example, from the viewpoint of further enhancing the effect of the present invention. Based on the total amount, the content is usually 0.001 to 5% by weight, preferably 0.005 to 5% by weight, more preferably 0.01 to 3% by weight, and 0. Even more preferably, it is 05 to 3% by weight. If the content of 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid is within the above range, in addition to the effects according to the present invention, 6-acyl-2-O-α-D-glucosyl-L -It is also possible to obtain the effects of ascorbic acid such as whitening and improvement of rough skin.

The total content of the component (D) in the external preparation of the present embodiment is usually 0.001 to 10% by weight based on, for example, the total amount of the external preparation, from the viewpoint of further enhancing the effect of the present invention. It is preferably 0.005 to 7% by weight, more preferably 0.01 to 5% by weight. When the total content of the component (D) is within the above range, in addition to the effects of the present invention, the effects of the component (D) such as whitening, anti-inflammatory, and improvement of rough skin can be obtained.

The external preparation of the present embodiment may be a drug, a quasi-drug, or a cosmetic product. The external preparation of the present embodiment has an appropriate viscosity and is excellent in usability. Therefore, it is preferable that the external preparation is a skin external preparation applied to the skin or scalp.

The form of the external preparation of the present embodiment used for pharmaceuticals is not particularly limited, and examples thereof include liquids, suspensions, emulsions, creams, ointments, gels, liniments, lotions, and aerosols. .. These formulations can be manufactured according to the method described in the 16th revised Japanese Pharmacopoeia General Regulations for Formulations. As the form of the external preparation, liquids, suspensions, emulsions, creams, ointments, gels, lotions, and aerosols are preferable, and liquids, gels, and aerosols are more preferable.

When used as an external preparation for quasi-drugs or cosmetics, it can be in the same form as the above-mentioned external preparation for pharmaceuticals. In addition, examples of the form of the external preparation include a stick agent, a sheet agent obtained by impregnating a non-woven fabric with a chemical solution, and the like. As the form of the external preparation used for quasi-drugs or cosmetics, liquid preparations, gel preparations, sheet preparations, and aerosol preparations are preferable.

The external preparation of the present embodiment may be solubilized or emulsified, but solubilized ones are preferable. The solubilized one is more likely to feel a cooling sensation.

The external preparation of the present embodiment is preferably a transparent preparation. A transparent pharmaceutical product is a product in which the letter "A" of 5 mm square can be clearly identified through the side surface of the glass screw cap bottle when the pharmaceutical product is placed in a transparent glass screw cap bottle with a diameter of about 4 cm.

When used as an external preparation for non-medicinal products or cosmetics, for example, lotion, milky lotion, cream, gel, beauty liquid, sunscreen cosmetic, pack, mask, hand cream, body lotion, body cream Basic cosmetics such as pigments, makeup removers, shaving agents, body shampoos, shampoos, rinses, treatments and other cleaning cosmetics; lip creams, lipsticks and other lip cosmetics, foundations, and mascara and other makeup makeup Agents; hair removers; and bathing agents.

In addition to the above components, the external preparation of the present embodiment may contain a base or carrier usually used for pharmaceuticals, quasi-drugs or cosmetics. In addition, the external preparation of the present embodiment may contain additives as needed.

Examples of the base or carrier contained in the external preparation of the present embodiment include hydrocarbons such as liquid paraffin, squalane, vaseline, ozokelite, and α-olefin oligomer; methylpolysiloxane, crosslinked methylpolysiloxane, and highly polymerized methyl. Polysiloxane, cyclic silicone, alkyl-modified silicone, cross-linked alkyl-modified silicone, amino-modified silicone, polyether-modified silicone, polyglycerin-modified silicone, cross-linked polyether-modified silicone, cross-linked alkyl polyether-modified silicone, silicone-alkyl chain Silicone oils such as modified polyether modified silicone, silicone / alkyl chain co-modified polyglycerin modified silicone, polyether modified branched silicone, polyglycerin modified branched silicone, acrylic silicon, phenyl modified silicone, silicone resin; cetanol, stearyl alcohol, behenyl alcohol, etc. Higher alcohols; sterols such as cholesterol, phytosterol, phytosteryl hydroxystearate; vegetable oils such as jojoba oil, meadowfoam oil, sunflower oil, grape seed oil, camellia oil, squalane, shea butter, rice germ oil; lanolin, orange raffy oil , Squalane, animal oils such as horse oil; natural polymers such as ethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose, cationized guar gum; natural polymers such as carrageenan, alginic acid, cellulose, guar gum, quince seeds, dextran, gellan gum; polyethylene Glycols; dioxane; butylene glycol adipate polyester; isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, cetyl palmitate, isononyl isononanoate, pentaerythrith tetra2-ethylhexanoate, jojoba oil, tri (caprylic acid / caprin) Acids) Esters such as glyceryl; Polysaccharides such as dextrin and maltodextrin; Lower alcohols such as ethanol and isopropanol; Polyhydric alcohols with 2 to 6 carbon atoms and 2 to 4 hydroxyl groups; Glycol ethers; Succinic acid and glycolic acid, Examples include organic acids such as gluconic acid and citric acid; and aqueous bases such as water. A polyhydric alcohol is preferable as the base or carrier contained in the external preparation of the present embodiment.

Preferred examples of the external preparation of the present embodiment include a liquid preparation containing a polyhydric alcohol as a base, a suspension preparation, and a gel preparation.

As the base or carrier, one type may be used alone, or two or more types may be used in combination.

The external preparation of the present embodiment includes known additives to be added to pharmaceuticals, quasi-drugs, or cosmetics, for example, antioxidants, surfactants, and thickeners, as long as the effects of the present invention are not impaired. , Preservatives, pH regulators, stabilizers, stimulants, preservatives, colorants, refreshing agents, fragrances, pearl luster imparting agents and the like can be added.

Examples of the antioxidant include dibutylhydroxytoluene, butylhydroxyanisole, sorbic acid, sodium sulfite, sodium pyrosulfite, ascorbic acid, ascorbic acid derivative, tocopherol, tocopherol derivative, erythorbic acid, L-cysteine hydrochloride and the like. ..

Examples of the surfactant include sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, penta-2-ethylhexylate diglycerol sorbitan, and tetra-2-ethylhexylate diglycerol sorbitan. Sorbitane fatty acid esters; propylene glycol fatty acid esters such as propylene glycol monostearate; polyoxyethylene cured castor oil 40 (HCO-40), polyoxyethylene cured castor oil 50 (HCO-50), polyoxyethylene cured Hardened castor oil derivatives such as castor oil 60 (HCO-60), polyoxyethylene cured castor oil 80; polyoxyethylene monolaurylate (20) sorbitan (polysorbate 20), polyoxyethylene monostearate (20) sorbitan (polysorbate) Polyoxyethylene sorbitan fatty acid esters such as 60), polyoxyethylene monooleate (20) sorbitan (polysorbate 80), polyoxyethylene isostearate (20) sorbitan; polyoxyethylene monococonut oil fatty acid glyceryl; glycerin alkyl ether; Alkyl glucosides such as cetostearyl glucoside; polyoxyalkylene alkyl ethers such as polyoxyethylene cetyl ethers and polyoxyethylene behenyl ethers; amines such as stearylamine and oleylamine; polyoxyethylene / methylpolysiloxane copolymers, laurylPEG- Silicone-based surfactants such as 9 polydimethylsiloxyethyl dimethicone, PEG-9 polydimethylsiloxyethyl dimethicone; natural surfactants such as phospholipids, surfactins, and saponins; diethylaminoethylamide stearate, diethylaminopropylamide stearate, etc. Fatty acid amidoamines; alkylamines such as trilaurylamine, dimethylstearylamine, di-2-ethylhexylamine; dimethylaminopropylamide stearate, and betaine-based amphoteric surfactants such as laurylhydroxysulfobetaine.

Examples of the thickener include guar gum, locust bean gum, carrageenan, xanthan gum, polyethylene glycol, bentonite, alginic acid, macrogol, sodium chondroitin sulfate, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxymethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, and the like. Examples thereof include cellulose-based thickeners such as carboxymethyl cellulose and carboxyethyl cellulose.

Examples of preservatives or preservatives include benzoic acid, sodium benzoate, dehydroacetic acid, sodium dehydroacetate, isobutyl paraoxybenzoate, isopropyl paraoxybenzoate, butyl paraoxybenzoate, ethyl paraoxybenzoate, propyl paraoxybenzoate, paraoxy. Examples thereof include benzyl benzoate, methyl paraoxybenzoate, phenoxyethanol, benzyl alcohol, chlorobutanol, sorbic acid and salts thereof, chlorhexidine gluconate, alkanediol, and glycerin fatty acid ester.

Examples of the stabilizer include dibutylhydroxytoluene and butylhydroxyanisole.

Examples of the irritation reducing agent include licorice extract, sodium alginate, 2-methacryloyloxyethyl phosphorylcholine and the like.

Examples of the chelating agent include ethylenediaminetetraacetic acid (edetic acid), ethylenediaminetetraacetic acid salt (sodium salt (sodium edetate: Japanese Pharmacopoeia, EDTA-2Na, etc.), potassium salt, etc.), phytic acid, gluconic acid, polyphosphorus, etc. Acids, as well as metaphosphoric acid and the like can be mentioned. As the chelating agent, sodium edetate is particularly preferable.

Examples of the colorant include inorganic pigments and natural pigments.

Examples of the refreshing agent include camphor and eugenol.

Examples of the pearl gloss imparting agent include ethylene glycol distearate, ethylene glycol monostearate, and triethylene glycol distearate. Among them, ethylene glycol distearate is preferable as the pearl gloss imparting agent.

As the additive, one type may be used alone, or two or more types may be used in combination.

The external preparation of the present embodiment may contain other active ingredients as long as the effects of the present invention are not impaired. Specific examples of the active ingredient include moisturizing ingredients, anti-inflammatory ingredients, antibacterial ingredients, vitamins, peptides or derivatives thereof, amino acids or derivatives thereof, cell activating ingredients, antiaging ingredients, blood circulation promoting ingredients, keratin softening ingredients, and the like. Examples include a whitening component, a convergence component, and an ultraviolet protection component (ultraviolet absorption component, ultraviolet scattering component).

Moisturizing ingredients include, for example, lipids such as ceramide, cholesterol, and phospholipids; plant extracts such as chamomile extract, mulberry extract, dokudami extract, carrot extract, hamamelis extract, bilberry leaf extract, cha extract, hamamelis extract, yukinoshita extract, and perilla extract. , Heparin-like substances, and mucopolysaccharides such as chondroitin, sodium chondroitin sulfate, and high molecular weight compounds such as collagen, elastin, keratin, chitin, and chitosan; glycerin, 1,3-butylene glycol, propylene glycol, polyethylene glycol, and diglycerin. Polyhydric alcohols such as trehalose; amino acids such as alanine, serine, leucine, isoleucine, threonine, glycine, proline, hydroxyproline, glucosamine, aspartic acid, theanine, and arginine; natural such as sodium lactate, urea, and sodium pyrrolidone carboxylate. Moisturizing factors; sugar alcohols such as sorbitol; phospholipids such as lecithin and hydrogenated lecithin; polyglutamic acid; polymers with phospholipid polar groups such as MPC polymers (eg, LIPIDURE®); polyoxypropylene methyl Glucoside; trimethylglycine (betaine); hydroxyethylurea; acrylic acid, acrylamide, dimethyldiallyl ammonium chloride copolymer and the like. As the moisturizing agent, among them, lipids such as ceramide, cholesterol and phospholipids; plant extracts such as mulberry extract, dokudami extract, carrot extract, hamamelis extract, yukinoshita extract and bilberry leaf extract are preferable in consideration of usability.

Anti-inflammatory components include, for example, plant-derived components (eg, grapes, otane carrots, and comfrey), allantin, glycyrrhizinic acid or derivatives thereof, zinc oxide, pyridoxin hydrochloride, and ε-aminocaproic acid, proanthocyanidins, tocopherols. Or its derivatives, ascorbic acid or its derivatives, hesperidin, glucosyl hesperidin, ergothioneine, sodium hydrogen sulfite, erythorbic acid or its salts, flavonoids, glutathione, glutathione peroxidase, glutathione-S-transferase, catalase, superoxide dismutase, thioredoxin, taurine, Examples include thiotaurine and hipotaurin.

Examples of antibacterial or bactericidal components include chlorhexidine, benzalkonium chloride, aclinol, sulfur, resorcin, ethanol, benzethonium chloride, adaparene, benzoyl peroxide, clindamycin, cresol, gluconic acid and its derivatives, popidone iodine, potassium iodide. , Iodine, Isopropylmethylphenol, Triclosan, Triclosan, Photosensitizer 101, Photosensitizer 201, Paraben, Phenoxyethanol, Alcandiol such as 1,2-pentanediol, Glycerin fatty acid ester, Azelaic acid, Alkyldiaminoglycine hydrochloride, Glucon Examples thereof include chlorhexidine acid acid and zinc paraphenol sulfonate.

Examples of vitamins include vitamin A such as retinol, retinol acetate, retinol palmitate, retinal, retinoic acid, methyl retinoate, ethyl retinoate, retinol retinoate, tocopheryl retinoate; carotene, lycopene, zeaxanthin, crypto. Provitamin A such as xanthin and ekinenone; Vitamin E such as tocopherol, tocopherol acetate, tocopherol succinate, tocopherol nicotinate; '-Vitamin B2s such as sodium phosphate, riboflavin tetranicotinic acid ester; nicotinic acids such as tocopherol nicotinate, benzyl nicotinate, methyl nicotinate; ascorbyl stearate, ascorbyl tetra2-hexyldecanoate, ascorbic acid, dehydroascorbin Vitamin Cs such as acid, ascorbic acid phosphate, ascorbic acid stearate, ascorbic acid palmitate; Vitamin Ds such as methylhesperidine, ergocalciferol, cholecalciferol; Vitamin Ks such as phylloquinone and farnoquinone; Dibenzoylthiamine, dibenzoylthiamine hydrochloride, thiamin hydrochloride, thiamincetyl hydrochloride, thiaminthiocyanate, thiaminlauryl hydrochloride, thiamin nitrate, thiaminmonophosphate, thiaminlysin salt, thiamintriphosphate, thiaminmonophosphate Vitamin B1s such as phosphate, thiamin monophosphate, thiamin diphosphate, thiamin diphosphate hydrochloride, thiamin triphosphate, and thiamin triphosphate monophosphate; pyridoxin hydrochloride, pyridoxin acetate, pyridoxal phosphate, Vitamin B6s such as pyridoxamine hydrochloride; Vitamin B12s such as cyanicovaramine, hydroxocobalamine, deoxyadenosylcobalamine; Folic acids such as folic acid and pteroylglutamic acid; Nicotinic acids such as nicotinic acid and nicotinic acid amide; Pantothenoic acids such as pantenol, D-pantetin, coenzyme A, pantothenyl ethyl ether; biotins such as biotin, bioticin; and γ-orizanol, carnitine, ferulic acid, Examples include vitamin-like acting factors such as α-lipoic acid and orotic acid.

Examples of the peptide or its derivative include keratin-degrading peptide, hydrolyzed keratin, elastin-degrading peptide, collagen-degrading peptide, hydrolyzed collagen, hydroxypropylammonium chloride hydrolyzed collagen, elastin-degrading peptide, conchiolin-degrading peptide, hydrolyzed conchiolin, and silk. Examples thereof include proteolytic peptides, hydrolyzed silk, lauroyl hydrolyzed silk sodium, soybean proteolytic peptides, hydrolyzed soybean proteins, casein-degrading peptides, and acylated peptides (palmitoyl oligopeptide, palmitoyl pentapeptide, palmitoyl tetrapeptide, etc.). ..

Examples of amino acids or derivatives thereof include betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, β-alanine, threonine, glutamic acid, glutamine, asparagine, aspartic acid, cysteine and cystine. , Methionine, leucine, isoleucine, valine, histidine, taurine, γ-aminobutyric acid, γ-amino-β-hydroxybutyric acid, carnitine, carnosin, creatine and the like.

Examples of the cell activating component include amino acids such as γ-aminobutyric acid and ε-aminoproic acid; vitamins such as retinol, thiamine, riboflavin, pyridoxin hydrochloride, and pantothenic acids; α- such as glycolic acid and lactic acid. Hydroxic acids; tannins; flavonoids; saponins; allantin; as well as photosensitizer No. 301 and the like.

Examples of the antiaging component include pangamic acid, kinetin, ursolic acid, turmeric extract, sphingosine derivative, silicon, silicic acid, N-methyl-L-serine, mevalonolactone and the like.

Examples of the blood circulation promoting component include plants (eg, ginseng, citron, enmeisou, Dutch oak, chamomile, rosemary, carrot, gentian, gobo, rice, citron, shiitake mushroom, citron, citron, citron, senburi, thyme, etc. Choji, chimpi, touki, tounin, touhi, carrot, garlic, butcher bloom, grape, button, marronnier, melissa, yuzu, fennel, rosemary, rosehip, chimpi, touki, touhi, peach, apricot, walnut, or corn) Ingredients derived from; glucosyl hesperidin and the like.

Examples of the keratin softening component include urea, glycolic acid, gluconic acid, fruit acid, phytic acid, lanolin, lactic acid, citric acid and sulfur.

Examples of the whitening component include arbutin; hydroquinone; kojic acid; ellagic acid; phytic acid; rucinol; chamomile ET; ascorbic acid or a derivative thereof; vitamin E or a derivative thereof; pantothenic acid or a derivative thereof; a plant component having a whitening effect ( For example, plant extracts and essential oils).

Convergent components include, for example, metal salts such as myoban, chlorohydroxyaluminum, aluminum chloride, allantin aluminum salt, zinc sulfate, zinc paraphenolsulfonate, zinc oxide, and potassium aluminum sulfate; tannic acid, citric acid, lactic acid, succinic acid. Examples include organic acids such as acids and ethanol.

Examples of the ultraviolet absorbing component include paramethoxysilicate 2-ethylhexyl, 2- [4- (diethylamino) -2-hydroxybenzoyl] benzoic acid hexyl ester, and 2,4,6-tris [4- (2-ethylhexyl). Oxycarbonyl) anilino] -1,3,5-triazine, 2-ethylhexyl dimethoxybenzideneoxoimidazolidinepropionate, and 2,4-bis- [{4- (2-ethylhexyloxy) -2-hydroxy} -phenyl] -6- (4-methoxyphenyl) -1,3,5-triazine, t-butylmethoxydibenzoylmethane, dibenzilidendioxoimidazolidine ethylhexyl propyronate, etruhexyltriazoline, paraaminobenzoic acid and its derivatives, para Examples thereof include octyl dimethylaminobenzoate, ethylene glycol satylate, and dihydroxybenzophenone.

Examples of the ultraviolet scattering component include inorganic compounds such as zinc oxide, titanium oxide, iron oxide, cerium oxide, zirconium oxide, titanium silicate, zinc silicate, anhydrous silicic acid, cerium silicate, and hydrous silicate; these inorganic compounds. Compounds coated with hydrous silicic acid, aluminum hydroxide, or inorganic powders such as mica and talc; composites of these inorganic compounds with resin powders such as polyamide, polyethylene, polyester, polystyrene or nylon; Examples thereof include those obtained by treating these inorganic compounds with silicone oil, fatty acid aluminum salt, or the like.

Cleaning components include, for example, polyoxyalkylene alkyl (or alkenyl) ether sulfates, alkyl (or alkenyl) sulfates, higher fatty acid salts (palmitic acid, lauric acid, myristic acid, stearic acid, etc.), ether carboxylates. , Amidoether carboxylate, alkyl phosphate ester salt, N-acylamino acid salt (sodium N-lauroyl aspartate, potassium hydroxide / N-coconut oil fatty acid acylglutamate potassium, coconut oil fatty acid acylglycine sodium, myristoylglutamic acid, etc. ), Anionic surfactants such as polyoxyalkylene fatty acid amide ether sulfates, acylated isethionates, and acylated taurates; with linear or branched long-chain alkyl groups to which alkylene oxides may be added. Cationic surfactants such as mono or dilong alkyl quaternary ammonium salts; as well as carbobetaine, sulfobetaine, imidazolinium betaine (2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolium betaine, and N- Palm oil fatty acid acyl-N-carboxymethoxyethyl-N-carboxymethylethylenediamine disodium, etc.), and amphoteric surfactants such as amide betaine can be mentioned.

As for the other active ingredients, one kind may be used alone, or two or more kinds may be used in combination.

The external preparation of the present embodiment may be a container-packed external preparation. Examples of the container shape include a bottle type, a tube type, a jar type, a dropper type, a dispenser type, a pouch bag, and a cheer pack. Examples of the container material include polyethylene terephthalate, polypropylene, polyethylene (HDPE, LDPE, LLDPE, etc.), ABS resin, ethylene vinyl alcohol resin, polystyrene, glass, and metal (aluminum, etc.). In addition, considering the strength, flexibility, and weather resistance of these materials, as well as the stability of the components contained in the container, various coating treatments may be applied to the container containing these materials, or these materials may be mixed, for example. It can be combined into a container material, or layers made of these materials can be laminated to form a container material. In addition, those skilled in the art should appropriately select the diameter and material of the nozzle of the container and the ejection part of the pharmaceutical product in order to adjust the discharge amount of the pharmaceutical product from the container or reduce the adhesion of the pharmaceutical product to the container. Can be done.

The method of using the external preparation of the present embodiment varies depending on the skin condition, age, gender, etc. of the subject to be used, and examples thereof include the following methods. An appropriate amount (for example, 0.05 to 5 g) may be applied to the skin several times a day (for example, 1 to 5 times, preferably 1 to 3 times). The coating period may be, for example, 1 to 6 months, preferably 3 to 6 months.

The external preparation of the present embodiment can be expected to have the effects of suppressing the burning of the skin due to sunburn, exercise, temperature, etc., giving the skin a cool feeling, and suppressing the inflammation of the skin in anticipation of the physiological activity of menthol. .. Similarly, it can be suitably used for people with skin spots, darkening of pores, inflammation, etc. in anticipation of the physiological activity of 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid. Similarly, since a high moisturizing effect can be obtained by the effect of diglycerin and a transparent feeling of the skin can be obtained, it can be suitably used for people with dry skin or sensitive skin.
The external preparation of the present embodiment can also be suitably used for a person having normal skin. In addition, since the external preparation of the present embodiment maintains an appropriate viscosity, it improves the feeling of use such as cushioning and skin contact, prevents run-off when picked up, and the amount of application per application. You can also get the effect of improvement.

By adding ethanol to the external preparation of the present embodiment, the effect of sustaining cooling is further enhanced, the effect of tightening and the effect of astringent are imparted, and the effect of making pores inconspicuous can be expected.

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

[Test example: Evaluation of cooling effect and moisturizing effect]
(1) Preparation of test sample The test sample used was prepared by appropriately mixing various reagents at the mixing ratio shown below. The prepared test sample was transparent.

(2) Test method (evaluation of usability)
Two male and four female evaluators were asked to evaluate the cooling sustaining effect 10 seconds after application and the moisturizing feeling after application on a five-point scale for each test sample, and the average value was calculated.

(3) Test results The evaluation results of each are shown below. When 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid was added to a mixture of menthol, diglycerin and carboxyvinyl polymer, the duration of the cooling effect was enhanced and the moisturizing feeling was also enhanced. ..

Example 1 Comparative Example 1
Menthol 0.02 0.02
Diglycerin 3 3
Carboxyvinyl polymer 0.1 0.1
6-Palmitoil-2-O-α-D-Glucosyl L Ascorbic Acid 2
Polyoxyethylene hydrogenated castor oil (HCO-60) 0.1 0.1
Sodium hydroxide Appropriate amount Appropriate amount Water remaining amount Remaining amount
Total 100 100
Cooling sustaining effect 2.2 1.5
Moisturizing feeling 2.8 1.8

Claims (4)

It is selected from (A) menthol or a derivative thereof, (B) diglycerin, (C) acrylic acid-based polymer, and (D) 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid. External preparation containing one or more. The external preparation according to claim 1, which is for sustaining the cooling effect. (A) menthol or its derivative is 0.001 to 5% by weight, (B) diglycerin is 0.01 to 20% by weight, (C) vinyl polymer is 0.01 to 5% by weight, and (D). ) The external preparation according to claim 1 or 2, which contains 0.001 to 5 layers of one or more selected from 6-acyl-2-O-α-D-glucosyl-L-ascorbic acid. (C) Claims 1 to 3 wherein the acrylic acid-based polymer is at least one selected from carboxyvinyl polymer, alkyl acrylate copolymer, acrylic acid / alkyl methacrylate copolymer, polyacrylic acid, polyvinyl alcohol, and polyvinylpyrrolidone. External preparation described in.