JP2021050155A - Composition - Google Patents

Abstract

To provide a composition capable of suppressing odor of organic acids such as 1-piperidine propionic acid and salts thereof.SOLUTION: The composition comprises an organic acid represented by the general formula (I) in the figure or a salt thereof, and a β- amino acid derivative or a salt thereof. (In the general formula (I), n represents an integer from 2 to 5.)SELECTED DRAWING: None

Description

The present invention relates to compositions, particularly compositions containing certain organic acids.

1-Piperidine propionic acid and its salts are diseases caused by cell overgrowth based on the production inhibitory effect of squamous cell carcinoma antigen 1 (hereinafter referred to as SCCA-1), and SCCA-1 production. It is known to be useful for preventing and / or treating diseases caused by hyperactivity (Patent Document 1). In addition, 1-piperidin propionic acid and its salts have the effect of suppressing the production of matrix metalloproteinase (MMP), which is a factor affecting wrinkle formation in the dermis and basement membrane, and / or promoting the production of laminin 5 by suppressing the production of SCCA1. It is also known that there is (Patent Document 2).

Further, in Patent Document 3, by combining a specific organic acid, a specific surfactant, and a specific anti-skin roughening component such as 1-piperidine propionic acid, a keratin plug is effectively used without causing rough skin. It is described that the reproduction of can be suppressed.

JP-A-2009-242345 Japanese Unexamined Patent Publication No. 2012-240911 Japanese Unexamined Patent Publication No. 2013-49667

Since organic acids such as 1-piperidine propionic acid and salts thereof are very effective active ingredients as described above, there is a need to increase the content in the composition in order to enhance the effect. However, it was found that when the content of organic acid was increased, an iron-like odor was generated over time. In order to suppress the raw material odor in the composition, a method of increasing the content of the fragrance can be considered, but it is necessary to select the fragrance so that a new odor is not generated by mixing the fragrance, and the fragrance is contained. The method of increasing the amount cannot meet the demands of products such as slightly fragrant or unscented.

The present invention has been made in view of the above problems, and an object of the present invention is to provide a composition capable of suppressing the odor of an organic acid such as 1-piperidine propionic acid and a salt thereof.

（一般式（Ｉ）中、ｎは２〜５の整数を表す。） The composition of the present invention contains an organic acid represented by the following general formula (I) or a salt thereof, and a β-amino acid derivative or a salt thereof.

(In general formula (I), n represents an integer of 2 to 5.)

The mass ratio of the organic acid or its salt to the β-amino acid derivative or its salt is preferably in the range of 50: 3 to 1:10.

The organic acid is preferably 1-piperidine propionic acid.

The β-amino acid derivative is preferably carnosine (L-carnosine).

The 1-piperidine propionic acid is preferably contained in the range of 0.5 to 5% by mass based on the total amount of the composition.

Carnosine is preferably contained in the range of 0.3 to 5% by mass based on the total amount of the composition.

The composition of the present invention can be an oil-in-water type.

When the composition of the present invention is an oil-in-water type, it is preferable to further contain a polysaccharide-based thickener.

The composition of the present invention can be a cosmetic.

Since the composition of the present invention contains the organic acid represented by the above general formula (I) or a salt thereof and the β-amino acid derivative or a salt thereof, the composition is such that the odor of the organic acid or the salt thereof is suppressed. be able to.

（一般式（Ｉ）中、ｎは２〜５の整数を表す。）
以下、各成分について詳細に説明する。 Hereinafter, the present invention will be described in detail.
The composition of the present invention contains an organic acid represented by the following general formula (I) (hereinafter, also simply referred to as an organic acid) or a salt thereof, and a β-amino acid derivative or a salt thereof.

(In general formula (I), n represents an integer of 2 to 5.)
Hereinafter, each component will be described in detail.

(Organic acid or salt thereof)
The organic acid represented by the following general formula (I) is an organic acid in which n is represented by an integer of 2 to 5, and 1-piperidine propionic acid having n = 2 is more preferable.

The salt is not particularly limited, and examples of the inorganic salt include hydrochloride, sulfate, phosphate, hydrobromide, sodium salt, potassium salt, magnesium salt, calcium salt, ammonium salt and the like. .. Examples of the organic salt include acetate, lactate, maleate, fumarate, tartrate, citrate, methanesulfonate, p-toluenesulfonate, triethanolamine salt, diethanolamine salt, amino acid salt and the like. Can be mentioned.

Among them, by inhibiting the final differentiation of the epidermis, worsening the barrier function, and suppressing the expression of SCCA-1, which is a factor that lowers the skin resistance, the skin quality is improved and wrinkles are less likely to occur. From the viewpoint of suppressing formation, 1-piperidine propionic acid (n = 2) can be preferably used.

The blending amount of the organic acid or a salt thereof is not particularly limited, but is preferably 0.5 to 5% by mass or more, more preferably 1 to 3% by mass, based on the total amount of the composition. is there. For example, when the organic acid is 1-piperidine propionic acid, when it is 0.5% by mass or more, a disease caused by cell overgrowth due to an SCCA-1 production inhibitory action and a disease caused by an increased SCCA-1 production. Can be more effectively prevented and / or treated, and wrinkle formation and rough skin can be further suppressed by suppressing SCCA1 production. By setting the content to 5% by mass or less, stickiness due to 1-piperidine propionic acid can be suppressed and usability can be improved.

(Β-amino acid derivative or salt thereof)
Examples of β-amino acid derivatives include β-alanyl-L-histidine (L-carnosin), β-alanine amide, N-monomethyl-β-alanine, N-cyclohexyl-β-alanine, N-cyclohexylmethyl-β-alanine, and so on. N-cyclohexyl-N-methyl-β-alanine, N-cyclohexylcarbonyl-β-alanine, N- (2'-pyridyl) -β-alanine, N-nicotinoyle-β-alanine, N-benzyloxycarbonyl-β- Alanine, N-benzyl-β-alanine, N-benzenesulfonyl-β-alanine, N-benzoyl-β-alanine, Np-anisoil-β-alanine (N-4'-methoxybenzoyl-β-alanine), Nm-anisoil-β-alanine (N-3'-methoxybenzoyl-β-alanine), NO-anisoil-β-alanine (N-2'-methoxybenzoyl-β-alanine), N-3' , 4', 5'-trimethoxybenzoyl-β-alanine and N-phenylacetyl-β-alanine, or salts thereof. Among them, β-alanyl-L-histidine (L-carnosine) or a salt thereof effectively suppresses the odor of the organic acid or a salt thereof, and also has an effect of drug stability and wrinkle improvement. More preferred.

Examples of the salt include alkali metal salts (sodium salt, potassium salt, lithium salt, etc.), alkaline earth metal salts (calcium salt, magnesium salt, etc.), ammonium salts, organic amine salts (monoethanolamine salt, diethanolamine, etc.). Salts, triethanolamine salts, etc.) and the like.

The blending amount of the β-amino acid derivative or a salt thereof is preferably in the range of 0.3 to 5% by mass, more preferably in the range of 0.5 to 3% by mass, based on the total amount of the composition. For example, when the β-amino acid derivative is carnosine, the odor of the organic acid or a salt thereof can be more effectively suppressed when the content is 0.3% by mass or more. Further, by setting the content to 5% by mass or less, stickiness due to carnosine can be suppressed and usability can be improved.

The mass ratio of the organic acid or its salt to the β-amino acid derivative or its salt is preferably in the range of 50: 3 to 1:10, more preferably 15: 1 to 1: 2, from the viewpoint of suppressing odor. Further, it is preferably 10: 1 to 2: 3.

The composition of the present invention has a wide range of dosage forms such as aqueous solution system, solubilization system, emulsification system, oil solution system, gel system, ointment system, aerosol system, water-oil 2-layer system, water-oil-powder 3-layer system, etc. Can be taken. The emulsification system includes oil-in-water type (O / W), water-in-oil type (W / O), oil-in-oil oil type (O / W / O), and water-in-water type (W / O / W). ) Etc. may be a multi-type.

When the emulsified type is an oil-in-water type, it is more preferable to include a polysaccharide-based thickener in order to improve stability.
Examples of polysaccharide thickeners include hyaluronic acid, sodium hyaluronate, chondroitin sulfate, dermatane sulfate, acetylated sodium hyaluronate, xanthan gum, agar, sodium alginate, carrageenan, guar gum, pectin, quince seed, and succinoglycan. Examples thereof include dextran, purulan, starch, sodium carboxymethyl cellulose, hydroxypropyl cellulose and the like.

The composition of the present invention comprises components usually used in cosmetics, pharmaceuticals, etc., such as oils, surfactants, powders, coloring materials, water, alcohols, thickeners other than the above polysaccharide thickeners, chelating agents, etc. Silicones, antioxidants, UV absorbers, moisturizers, fragrances, various medicinal ingredients, preservatives, pH adjusters, neutralizers, etc. are appropriately added as needed.

Among the above optional ingredients, the oil content is branched from linear alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, myristyl alcohol, and oleyl alcohol, monostearyl glycerin ether, lanolin sarcole, cholesterol, phytosterol, and isostearyl alcohol. Higher alcohols such as chain alcohols, higher fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, solid paraffin, bees wax, hardened castor oil, carnauba wax, waxes such as barico wax, beef fat, pork fat, sheep fat, squalane. , Palm oil, palm oil, palm kernel oil, soybean oil, olive oil, cotton seed oil, jojoba oil, castor oil, animal and vegetable fats and oils such as lanolin, liquid paraffin, mineral oils such as vaseline, trimethylpropane triisostearate, isopropyl myristate, Glyceroltri-2-ethylhexanate, pentaerythritol tetra-2-ethylhexanate, silicone oil, polyoxyethylene (hereinafter, also referred to as POE) polyoxypropylene (hereinafter, also referred to as POP) pentaerythritol ether, etc. Synthetic oil and the like.

Surfactants include base materials for sucrose, fatty acid sulphates such as sodium laurate and sodium palmitate, higher alkyl sulfates such as sodium lauryl sulfate and potassium lauryl sulfate, POE lauryl sulfate triethanolamine, and POE sodium lauryl sulfate. N-acyl sarcosic acid such as alkyl ether sulfate ester salt and sodium lauroyl sarcosin, higher fatty acid amide sulfonic acid such as N-myristoyl-N-methyl taurine sodium, coconut oil fatty acid methyl taurid sodium, phosphorus such as POE stearyl ether phosphoric acid. Acid ester salts, sulfosuccinates such as monolauroyl monoethanolamide POE sodium sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, alkylbenzene sulfonates such as sodium linadodecylbenzene sulfonate, triethanolamine linadodecylbenzene sulfonate, N- N-acylglutamate such as disodium stearoyl glutamate and monosodium N-stearoyl glutamate, higher fatty acid ester sulfate ester salt such as hardened coconut oil fatty acid sodium glycerin sulfate, sulfated oil such as funnel oil, POE alkyl ether carboxylic acid, POE Anionic surfactants such as alkylallyl ether carboxylate, higher fatty acid ester sulfonate, secondary alcohol sulfate ester salt, higher fatty acid alkylrolamide sulfate ester salt, sodium lauroyl monoethanolamide succinate, sodium caseinate;

Alkyltrimethylammonium salts such as stearyltrimethylammonium chloride and lauryltrimethylammonium chloride, dialkyldimethylammonium salts such as distearyldimethylammonium chloride, alkylpyridinium salts such as cetylpyridinium chloride, alkylquaternary ammonium salts, alkyldimethylbenzylammonium salts, Cationic surfactants such as alkylisoquinolinium salt, dialkylmoriphonium salt, POE alkylamine, alkylamine salt, polyamine fatty acid derivative, amyl alcohol fatty acid derivative, benzalconium chloride; 2-cocoyl-2-imidazoli Imidazoline-based amphoteric surfactants such as nium hydroxide-1-carboxyethyroxydisodium salt, amphoteric surfactants such as betaine-based surfactants such as amide betaine and sulfobetaine; sorbitan monooleate, sorbitan monoisostearate , Solbitan monolaurate, sorbitan monopalmitate, sorbitan trioleate and other sorbitan fatty acid esters, monocotton seed oil fatty acid glycerin, monostearate glycerin, sesquioleate glycerin, monostearate glycerin malate and other glycerin polyglycerin fatty acids. , Propropylene glycol fatty acid esters such as propylene glycol monostearate, cured castor oil derivative, glycerin alkyl ether, oil-based nonionic surfactant such as POE / methylpolysiloxane copolymer; POE sorbitan monooleate, POE sorbitan mono POE sorbitan fatty acid esters such as stearate, POE sorbit monolaurate, POE sorbit monooleate, POE sorbit fatty acid esters such as POE sorbit monostearate, POE glycerin monooleate, POE glycerin such as POE glycerin distearate POE fatty acid esters such as fatty acid esters, POE monooleate, POE distearate, POE monodiolate, POE alkyl ethers such as POE lauryl ether, POE oleyl ether, POE cholestanol ester, POE such as POE octylphenyl ether and POE nonylphenyl ether. Alkylphenyl ethers, puraronic types such as bluronic, POE / POP archi such as POE / POP monobutyl ether, POE / POP cetyl ether, POE / POP glycerin ether, etc. Luethers, POE castor oil, POE hardened castor oil, POE hardened castor oil monoisostearate, POE hardened castor oil Maleic acid and other POE castor oil hardened castor oil derivatives, POE sorbit honeywort and other POE honeybee / lanolin derivatives, palm oil Examples thereof include alkanolamides such as fatty acid diethanolamide and fatty acid isopropanolamide, hydrophilic nonionic surfactants such as POE propylene glycol fatty acid ester, POE fatty acid amide, POE alkylamine, sucrose fatty acid ester, and alkylethoxydimethylamine oxide.

Examples of alcohols include lower alcohols such as methanol, ethanol, propanol and isopropanol, citosterol, lanosterol and the like.

Examples of thickeners other than polysaccharide thickeners include alginic acid polymers such as sodium alginate and propylene glycol alginate, vinyl polymers such as polyvinyl methyl ether and carboxyvinyl polymer, POE polymers, and POE / POP. Copolymerization system Polymers, acrylic polymers such as sodium polyacrylate and polyacrylic acid amide, polyethylene imines, cationic polymers, bentonite, aluminum magnesium silicate, laponite, hectrite, silicic anhydride and other inorganic water-soluble highs Examples thereof include water-soluble polymers such as molecules.

Chelating agents include citramaric acid, agaric acid, glyceric acid, shikimic acid, hinokithiol, gallic acid, tannic acid, coffee acid, ethylenediaminetetraacetic acid, ethyleneglycoldiaminetetraacetic acid, diethylenetriaminetetraacetic acid, phytic acid, polyphosphate, metaphosphate. , And their analogs, alkali metal salts and carboxylic acid esters thereof, and the like.

Examples of the ultraviolet absorber include benzoic acid-based ultraviolet absorbers such as paraaminobenzoic acid; anthranilic acid-based ultraviolet absorbers such as methyl anthranilate; salicylic acid-based ultraviolet absorbers such as octyl salicylate; isopropyl paramethoxysilicate and paramethoxykei. Salicylic acid-based ultraviolet absorbers such as octyl dermatate; pyridazine derivatives such as dimorpholinopyridadinone; benzoylmethane derivatives such as 4-methoxy-4'-t-butyldibenzoylmethane; 3- (4'-methylbenzylidene) ) -D, l-Phenyl, 3-Bendylidene-d, l-Phenyl and other phenyl derivatives; 2,2'-hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octyl) Phenyl) benzotriazole, benzotriazole derivatives such as 2- (2'-hydroxy-5'-methylphenylbenzotriazole; others; 2-phenyl-5-methylbenzoxazole; dibenzalazine; dianisoilmethane; 5- (3,3) 3-Dimethyl-2-norbornylidene) -3-pentan-2-one and the like can be mentioned.

Moisturizers include polyethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, glycerin, diglycerin, xylitol, maltose, maltose, D-mannitol, glucose, fructose, sodium chondroitin sulfate, and sodium hyaluronate. , Sodium lactate, glucosamine, cyclodextrin and the like.

The medicinal ingredients include vitamin A oil, retinol, retinol palmitate, pyridoxine hydrochloride, benzyl nicotinate, nicotinamide, dl-α-tocopherol nicotinate, magnesium ascorbic acid phosphate, vitamin D2, dl-α-tocopherol, pantothenic acid. Vitamins such as acid and biotin; Anti-inflammatory agents such as azulene and glycyrrhizin; Whitening agents such as arbutin, Hormones such as estradiol; Astringents such as zinc oxide and tannic acid; Cooling agents such as L-menthol and camphor; Others It can contain lysozyme chloride, pyridoxine hydrochloride, sulfur and the like. Furthermore, various extracts showing various medicinal effects can be blended. That is, Dokudami extract, Oubaku extract, Kanzo extract, Shakuyaku extract, Buttonpi extract, Hechima extract, Yukinoshita extract, Eucalyptus extract, Chouji extract, Maronie extract, Yagurumagiku extract, Seaweed extract, Thyme extract and the like can be mentioned.

Preservatives include paraoxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben, benzoic acid, salicylic acid, sorbic acid, parachlormethacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, and photosensitive agents. Element, phenoxyethanol and the like can be mentioned.

Examples of the neutralizing agent include 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, potassium hydroxide, potassium hydroxide, triethanolamine, sodium carbonate and the like. Be done.

Examples of the pH adjuster include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, malic acid, sodium hydrogen carbonate, ammonium hydrogen carbonate and the like.

Examples of the antioxidant include ascorbic acid, α-tocopherol, carotenoid and the like.

The above components are examples, and the present invention is not limited thereto. Further, these components can be appropriately combined and blended according to a formulation according to a desired form.

The compositions according to the present invention include pharmaceuticals, non-pharmaceutical products (ointments, dentifrices, etc.) and cosmetics [basic cosmetics such as washing pigments, milky lotions, creams, gels, essences (beauty essences), facial masks, masks, etc.; foundations , Makeup cosmetics such as lipstick; sun care products such as sunscreen, oral cosmetics, aromatic cosmetics, hair cosmetics, body cosmetics, etc.] The possible forms of the composition according to the present invention are not limited to these forms.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. In addition, the blending amount in the following examples and the like shows mass% unless otherwise specified.
Oil-in-water emulsified cosmetics having the compositions listed in Table 1 below were prepared by a conventional method and evaluated according to the following criteria.

(Smell evaluation)
The samples after being placed in a constant temperature bath at 70 ° C. and left for 5 days were actually used by female panels (10 people), and the odor at the time of application was evaluated according to the following evaluation criteria.
(Evaluation criteria)
A: 9 or more out of 10 responded that there was no abnormality in odor B: 6 to 8 out of 10 responded that there was no abnormality in odor C: 3 to 5 out of 10 responded that there was no abnormality in odor D: Of the 10 respondents, 2 or less responded that there was no abnormality in the odor.

(Evaluation of high temperature stability)
The separated state when the samples of Comparative Example 2 and Example 3 were stored in a constant temperature bath at 50 ° C. for 4 weeks was evaluated according to the following criteria.
A: Separation does not occur C: Separation occurs

As shown in Table 1, Comparative Example 1 does not contain 1-piperidine propionic acid, but Example 3 has the same odor as Comparative Example 1 even if it contains 1% by mass of 1-piperidine propionic acid. An inhibitory effect was observed. Although the odor-suppressing effect of 1-piperidine propionic acid decreased as the amount of carnosine decreased, the odor-suppressing effect was observed as compared with Comparative Example 2 containing no carnosine. Regarding high temperature stability, it is presumed that xanthan gum, which is a polysaccharide thickener, contributes to separation stability.

Table 2 shows an example of prescribing an oil-in-water cream.

Claims (9)

A composition containing an organic acid represented by the following general formula (I) or a salt thereof, and a β-amino acid derivative or a salt thereof.

(In general formula (I), n represents an integer of 2 to 5.) The composition according to claim 1, wherein the mass ratio of the organic acid or a salt thereof to the β-amino acid derivative or a salt thereof is in the range of 50: 3 to 1:10. The composition according to claim 1 or 2, wherein the organic acid is 1-piperidine propionic acid. The composition according to claim 1, 2 or 3, wherein the β-amino acid derivative is carnosine. The composition according to claim 3 or 4, wherein the 1-piperidine propionic acid is contained in an amount of 0.5 to 5% by mass based on the total amount of the composition. The composition according to claim 4 or 5, wherein the carnosine is contained in an amount of 0.3 to 5% by mass based on the total amount of the composition. The composition according to any one of claims 1 to 6, which is an oil-in-water type. The composition according to claim 7, further comprising a polysaccharide-based thickener. The composition according to any one of claims 1 to 8, which is a cosmetic.