cosmetic

Abstract

One embodiment of the cosmetic according to the present invention comprises: (A) a higher alcohol having 14 to 22 carbon atoms, (B) a hydrophilic polyoxyethylene alkyl ether, (C) a monoalkyl glycerol ether, and (D) a pyrimidinylpyrazole compound of the following general formula (1) or a pharmaceutically acceptable salt thereof. (In the above general formula (1), R...) 1 R 3 R 4 and R 6 Each independently represents an alkyl group having 1 to 3 carbon atoms, R 2 and R 5 Each can independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

Description

Technical Field

[0001] This invention relates to cosmetics. Background Technology

[0002] Because the external phase (continuous phase) of water-in-oil emulsion cosmetics, that is, the phase that initially comes into contact with the skin, is the aqueous phase, they are favored as cosmetic bases that can achieve a moisturizing feel. While leveraging the characteristics of this water-in-oil emulsion base, numerous attempts are underway to improve it into cosmetics with a better user experience.

[0003] For example, an oil-in-water emulsion composition has been proposed that does not decrease in stability over time even when used in combination with salt-based whitening agents, has a moisturizing yet non-sticky feel, and can provide an excellent firming sensation (see Patent Document 1).

[0004] It is well known that cosmetics containing primarily solid oils and film-forming agents are more likely to provide a feeling of firmness to the skin. However, excessive use of solid oils, especially in water-in-oil emulsion cosmetics, can lead to a loss of hydration, good spreadability, and adherence to the skin.

[0005] <Prior art documents> <Patent Documents> Patent Document 1: Japanese Patent Application Publication No. 2012-31088 Summary of the Invention <Problem to be solved by this invention> In view of the above, one objective of the present invention is to provide a cosmetic that is non-sticky and has excellent skin adhesion and moisturizing properties.

[0006] <Methods for solving problems> To address the aforementioned issues, one aspect of the cosmetic according to the present invention is characterized by comprising: (A) a higher alcohol having 14 to 22 carbon atoms, (B) a hydrophilic polyoxyethylene alkyl ether, (C) a monoalkyl glycerol ether, and (D) a pyrimidinylpyrazole compound of the following general formula (1) or a pharmaceutically acceptable salt thereof.

[0007] [Chemistry 1] (In the above general formula (1), R) 1 R 3 R 4 and R 6 Each independently represents an alkyl group having 1 to 3 carbon atoms, R 2 and R 5 Each can independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. <The Effects of the Invention> According to one aspect of the present invention, it is possible to provide a non-sticky cosmetic that has excellent skin adhesion and moisturizing properties. Detailed Implementation

[0008] The embodiments of the present invention are described in detail below. It should be noted that the embodiments are not limited to the following description and appropriate modifications can be made without departing from the spirit of the invention. Furthermore, in this specification, unless otherwise stated, the "~" indicating a numerical range means that the values ​​before and after it are included as lower and upper limits.

[0009] (cosmetic) A cosmetic according to one embodiment comprises: (A) a higher alcohol having 14 to 22 carbon atoms, (B) a hydrophilic polyoxyethylene alkyl ether, (C) a monoalkyl glycerol ether, and (D) a pyrimidinylpyrazole compound of general formula (1) below or a pharmaceutically acceptable salt thereof, and may also include other ingredients as desired.

[0010] The inventors have discovered that while the water-in-oil emulsion composition of Patent Document 1 provides a moisturizing, non-sticky feel and excellent firming sensation, it also suffers from poor skin adhesion during application. In contrast, the cosmetic according to one embodiment is non-sticky and exhibits excellent skin adhesion and moisturizing properties.

[0011] <(A) Higher alcohols with 14-22 carbon atoms> Higher alcohols with 14 to 22 carbon atoms (hereinafter sometimes referred to as "component (A)") are not particularly limited as long as they have 14 to 22 carbon atoms, and can be appropriately selected according to the purpose. From the viewpoint of gel formation, it is preferred to have a straight-chain saturated alkyl chain.

[0012] The number of carbon atoms in the alkyl chain of component (A) is not particularly limited as long as it is 14 to 22, and can be appropriately selected according to the purpose, preferably 18 to 22.

[0013] Specific examples of component (A) include myristicin, cetyl alcohol, stearyl alcohol, behenyl alcohol, and oleyl alcohol. They can be used individually or in combination of two or more. Among these, behenyl alcohol is preferred as component (A).

[0014] (A) The ingredients can be synthesized using appropriate known methods or commercially available products. Commercially available products that are components of (A) include, for example, myristol such as NAA-43 (manufactured by Nippon Yu Co., Ltd.), CONOL1495 (manufactured by Shin Nippon Rika Co., Ltd.), and HINOL14SS (manufactured by Advanced Alcohols Industry Co., Ltd.); cetyl alcohol such as NAA-44 (manufactured by Nippon Yu Co., Ltd.), CONOL1695 (manufactured by Shin Nippon Rika Co., Ltd.), CETANOL, and HINOL16SS (manufactured by Advanced Alcohols Industry Co., Ltd.); stearyl alcohol such as NAA-45, NAA-46 (all manufactured by Nippon Yu Co., Ltd.), CONOL30F, CONOL30SS (all manufactured by Shin Nippon Rika Co., Ltd.), STEARYL ALCOHOL, and HINOL18SS (all manufactured by Advanced Alcohols Industry Co., Ltd.); BEHENYLALCOHOL (manufactured by Advanced Alcohols Industry Co., Ltd.), NAA-422 (manufactured by Nippon Yu Co., Ltd.), and NIKKOL. Behenyl alcohols such as BEHENYL ALCOHOL 65 and NIKKOL BEHENYL ALCOHOL 80 (manufactured by Nikko Chemical Co., Ltd.); and oleyl alcohols such as NOFABLE AO-85S (manufactured by Nippon Oil Co., Ltd.), OLEYL ALCOHOL VP (manufactured by Advanced Alcohols Industry Co., Ltd.), RIKACOL 85BJ, RIKACOL 90B, and RIKACOL 90BHR (manufactured by Shin Nippon Rikka Co., Ltd.).

[0015] There are no particular limitations on the content of ingredient (A) in the cosmetic according to one embodiment, and it can be appropriately selected according to the purpose. It is preferred to be 0.01% to 10% by mass relative to the total mass of the cosmetic, more preferably 0.01% to 5% by mass, and even more preferably 0.1% to 1% by mass.

[0016] <(B) Hydrophilic polyoxyethylene alkyl ether> Hydrophilic polyoxyethylene alkyl ethers (hereinafter sometimes referred to as "(B) component") have a structure in which alkyl chains and polyoxyethylene chains are bonded together by ether bonds, and exhibit hydrophilicity.

[0017] There are no particular restrictions on the alkyl chain used as component (B), and it can be selected appropriately according to the purpose. It can be either a straight-chain alkyl chain or a branched alkyl chain. In addition, the alkyl chain used as component (B) can be either a saturated alkyl chain or an unsaturated alkyl chain. Among these, from the viewpoint of gel formation, a straight-chain saturated alkyl chain is preferred as component (B).

[0018] In a cosmetic according to one embodiment, "hydrophilicity" means that the HLB value is greater than 10, determined by the relative strength of the hydrophilic and hydrophobic groups.

[0019] There is no particular limitation on the number of carbon atoms in the alkyl chain of component (B), and it can be appropriately selected according to the purpose, preferably 16 to 22, more preferably 18 to 22.

[0020] There is no particular limitation on the average number of moles of ethylene oxide added to the polyoxyethylene chain in component (B), and it can be appropriately selected according to the purpose, preferably 10 to 30 moles, more preferably 15 to 25 moles.

[0021] Specific examples of component (B) include polyoxyethylene (10) stearyl ether, polyoxyethylene (11) stearyl ether, polyoxyethylene (20) stearyl ether, polyoxyethylene (30) stearyl ether, polyoxyethylene (10) behenyl ether, polyoxyethylene (20) behenyl ether, and polyoxyethylene (30) behenyl ether. They can be used individually or in combination of two or more. Among these, polyoxyethylene (20) stearyl ether and polyoxyethylene (20) behenyl ether are preferred. It should be noted that the numbers in parentheses represent the average number of moles of ethylene oxide added to the polyoxyethylene chain.

[0022] (B) Component can be synthesized using appropriate and well-known methods, or commercially available products can be used. Examples of commercially available products as component (B) include polyoxyethylene stearyl ethers such as the EMLEX 600 series (manufactured by Nihon Emulsion Co., Ltd.) and the NIKKOL BS series (manufactured by Nikko Chemical Co., Ltd.); and polyoxyethylene behenyl ethers such as the EMLEX BHA series (manufactured by Nihon Emulsion Co., Ltd.) and the NIKKOL BB series (manufactured by Nikko Chemical Co., Ltd.).

[0023] There are no particular limitations on the content of ingredient (B) in the cosmetic according to one embodiment, and it can be appropriately selected according to the purpose. It is preferably 0.01% to 10% by mass relative to the total mass of the cosmetic, more preferably 0.01% to 5% by mass, and even more preferably 0.1% to 1% by mass.

[0024] <(C) Monoalkylglycerol ethers> Monoalkyl glycerol ethers (hereinafter sometimes referred to as "(C) component") have a structure in which an alkyl chain and glycerol are bonded together by ether bonds.

[0025] The alkyl chain used as component (C) is not particularly limited and can be selected appropriately according to the purpose; it can be either a straight-chain alkyl chain or a branched alkyl chain. Furthermore, the alkyl chain used as component (C) can be either a saturated alkyl chain or an unsaturated alkyl chain. From the viewpoint of gel formation, a straight-chain saturated alkyl chain is preferred as component (C).

[0026] There is no particular limitation on the number of carbon atoms in the alkyl chain of component (C), and it can be appropriately selected according to the purpose, preferably 16 to 22, more preferably 16 to 18.

[0027] Specific examples of component (C) include monoceryl glycerol ether (squalene) and monostearate glycerol ether (squalene). They can be used alone or in combination of two or more. Monostearate glycerol ether is preferred.

[0028] (C) Component can be synthesized using appropriate and well-known methods, or it can be a commercially available product. Examples of commercially available products as component (C) include monoceryl glycerol ethers such as NIKKOL Chimyl Alcohol 100 (manufactured by Nikko Chemical Co., Ltd.); NIKKOL Batyl Alcohol 100; and NIKKOL Batyl Alcohol EX (both manufactured by Nikko Chemical Co., Ltd.).

[0029] There are no particular limitations on the content of ingredient (C) in the cosmetic according to one embodiment. It can be appropriately selected according to the purpose. It is preferred to be 0.01% to 10% by mass relative to the total mass of the cosmetic, more preferably 0.01% to 5% by mass, and even more preferably 0.01% to 0.1% by mass.

[0030] <(D) Pyrimidinylpyrazole compounds of general formula (1) or pharmaceutically acceptable salts thereof> The pyrimidinylpyrazole compounds of general formula (1) or their pharmaceutically acceptable salts (hereinafter sometimes referred to as "component (D)") have very low cytotoxicity. Additionally, they can function as skin-whitening agents.

[0031] In general formula (1), R 1 R 3 R 4 and R 6 Each independently represents an alkyl group having 1 to 3 carbon atoms. In one embodiment, R 1 R 3 R 4 and R 6 The "alkyl group having 1 to 3 carbon atoms" shown refers to a straight-chain, branched, or cyclic saturated hydrocarbon group having 1 to 3 carbon atoms. Additionally, in one embodiment, "each independently" refers to R. 1 R 3 R 4 and R 6 They can be alkyl groups with different carbon numbers (1 to 3) or they can be alkyl groups with the same carbon number (1 to 3).

[0032] As R 1 R3 R 4 and R 6 Examples of alkyl groups having 1 to 3 carbon atoms include methyl, ethyl, n-propyl, isopropyl, and cyclopropyl. Among them, R... 1 R 3 R 4 and R 6 The alkyl group having 1 to 3 carbon atoms is preferred, methyl or ethyl, and more preferably methyl.

[0033] In general formula (1), R 2 and R 5 Each can independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. In one embodiment, R 2 and R 5 The "alkyl group having 1 to 3 carbon atoms" shown refers to a straight-chain, branched, or cyclic saturated hydrocarbon group having 1 to 3 carbon atoms. Furthermore, in one embodiment, "each independently" refers to R... 2 and R 5 They can be different hydrogen atoms or alkyl groups with 1 to 3 carbon atoms, or they can be the same hydrogen atoms or alkyl groups with 1 to 3 carbon atoms.

[0034] As R 2 and R 5 Examples of alkyl groups having 1 to 3 carbon atoms include methyl, ethyl, n-propyl, isopropyl, and cyclopropyl. As R 2 and R 5 Hydrogen atoms are preferred.

[0035] Pharmaceutically acceptable salts of pyrimidinylpyrazole compounds represented by general formula (1) include, for example, inorganic acid salts such as hydrochloride, hydrobromide, sulfate, and phosphate; and organic acid salts such as acetate, propionate, citrate, lactate, oxalate, maleate, fumarate, succinate, tartrate, and methanesulfonate.

[0036] The pyrimidinylpyrazole compounds shown in general formula (1) can be either compounds that are suitably synthesized by known methods or commercially available products.

[0037] The following describes representative synthetic examples of pyrimidinylpyrazole compounds represented by general formula (1), but is not limited to these. As a synthetic example of a pyrimidinylpyrazole compound represented by general formula (1), a method of synthesis by the reaction shown in Scheme 1 below can be given. The reaction shown in Scheme 1 below can be carried out according to the methods described, for example, in Japanese Patent Application Publication No. 62-000404, Dharmpal S Dodd et al., Tetrahedron Letters, Volume 45, Issue 22, 2004, pp. 4265-4267, and Gazzetta Chemica Italiana, Vol. 93, Parte I, 1963, p. 100.

[0038] [Chemistry 2] For the reaction of the hydrazine compound represented by general formula (2) with the 1,3-dicarbonyl compound represented by general formula (3a) or the 1-sulfonyl-3-carbonyl compound represented by general formula (3b) in scheme 1, it can be carried out, for example, in a suitable solvent such as methanol, under an acid catalyst such as hydrochloric acid or acetic acid, and heated as needed.

[0039] Pharmaceutically acceptable salts of pyrimidinylpyrazole compounds represented by general formula (1) can be either compounds suitably synthesized by known methods or commercially available products. As an example of synthesizing a pharmaceutically acceptable salt of a pyrimidinylpyrazole compound represented by general formula (1), a method can be given of converting the pyrimidinylpyrazole compound represented by general formula (1) into an acid addition salt suitably selected from known methods. Examples of acids used in the conversion to an acid addition salt include inorganic acids such as hydrochloric acid, hydrobromic acid, sulfuric acid, and phosphoric acid; and organic acids such as acetic acid, propionic acid, citric acid, lactic acid, oxalic acid, maleic acid, fumaric acid, succinic acid, tartaric acid, and methanesulfonic acid.

[0040] The hydrazine compound of general formula (2) used as the starting material in Scheme 1 can be a compound appropriately synthesized by known methods or a commercially available product. As an example of the synthesis of the hydrazine compound of general formula (2), a method of synthesis by the reaction shown in Scheme 2 below can be given. The reaction shown in Scheme 2 below can be carried out according to, for example, the method described in Japanese Patent Application Publication No. 8-208620.

[0041] [Chemistry 3] Alternatively, the hydrazine compound of general formula (2) used as the starting material in Scheme 1 can also be synthesized from a pyrimidine compound of general formula (5) having a leaving group Z by the reaction shown in Scheme 3 below. Examples of leaving groups Z in the pyrimidine compound of general formula (5) include halogens. The reaction shown in Scheme 3 below can be carried out according to the methods described, for example, in Naito Takeo et al., Chemical and Pharmaceutical Bulletin, 1969, Vol. 17, No. 7, pp. 1467-1478; Takagi Kaname et al., Chemical and Pharmaceutical Bulletin, 1963, Vol. 11, No. 11, pp. 1382-1388; and Shirakawa Kenzo, Pharmaceutical Journal, 1953, Vol. 73, No. 6, pp. 635-639.

[0042] [Chemistry 4] For the other compounds used in the reactions of schemes 1 to 3, either compounds that are appropriately synthesized according to known methods or commercially available products can be used.

[0043] In reactions 1-3, where a functional group exists within the molecule that hinders or may hinder the reaction, it is preferable to use a suitable protecting group to efficiently carry out the reaction. The use of protecting groups can be carried out according to methods described, for example, in Theodora W. Greene and Peter GM Wuts's *GREENE'S PROTECTIVE GROUPS INORGANIC SYNTHESIS*.

[0044] It should be noted that in the reactions of schemes 1 to 3, if conformational isomers, geometric isomers, optical isomers, etc., are present, pure isomers or geometric isomers can be obtained by appropriately selecting and separating the raw materials and reaction conditions. The pyrimidinylpyrazole compounds shown in general formula (1) or their pharmaceutically acceptable salts also include pure isomers or mixtures thereof.

[0045] The pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof is particularly preferred: R 1 R 3 R 4 and R 6 It is methyl, and R 2 and R 5 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride (also known as "dimethylpyrazolyl dimethylpyrimidine hydrochloride") with hydrogen atoms.

[0046] In one embodiment of the cosmetic, the content of ingredient (D) is not particularly limited and can be appropriately selected according to the purpose. Relative to the total mass of the cosmetic, 0.1% to 1.5% by mass is preferred, more preferably 0.1% to 1% by mass, and from the viewpoint of moisturizing, 0.5% to 1% by mass is even more preferred. If the content of ingredient (D) is 0.1% by mass or more, the non-stickiness and skin adhesion can be appropriately improved. Furthermore, even if ingredient (D) is added in excessive amounts, sometimes a significant effect commensurate with the increase is not obtained, and it may sometimes affect formulation design, usability, etc. Therefore, 1.5% by mass or less is preferred.

[0047] <<Mass ratio [(D) / (A+B+C)]>> The mass ratio of component (D) to the total mass of components (A), (B), and (C) [(D) / (A+B+C)] is not particularly limited and can be appropriately selected according to the purpose, preferably 0.1 to 3, more preferably 0.2 to 2.5. When the mass ratio [(D) / (A+B+C)] is 0.1 to 3 or higher, it is non-sticky, has good skin adhesion, and provides a moisturizing feel.

[0048] <Other Ingredients> According to one embodiment, a cosmetic product may also contain ingredients other than (A), (B), (C), and (D).

[0049] As for other ingredients, there are no particular restrictions as long as they do not impair the efficacy of the cosmetic according to one embodiment. They can be appropriately selected according to the purpose. Examples include ingredients used in cosmetics, pharmaceuticals, and other topical skin preparations. Specific examples of other ingredients include whitening agents, moisturizers, antioxidants, oily ingredients, UV absorbers (other than ingredient (D)), surfactants (other than ingredient (B)), thickeners, alcohols (other than ingredient (A), powder ingredients, coloring materials, aqueous ingredients, solvents, metal blocking agents, pharmaceuticals, sugars, synthetic emulsions, amino acids, organic amines, preservatives, chelating agents, and various skin nutrients. They can be used alone or in combination of two or more.

[0050] The content of other ingredients is not particularly limited as long as it does not impair the effect of the cosmetic according to one embodiment, and can be appropriately selected according to the purpose.

[0051] <<Whitening agents other than ingredient (D)>> As a whitening agent other than ingredients (D), there are no particular restrictions, and it can be selected appropriately according to the purpose. Examples include arbutin, 4-methoxysalicylic acid, tranexamic acid, alkoxysalicylic acid, glutathione, ethyl vitamin C, L-ascorbic acid, magnesium ascorbate phosphate, ascorbate glucoside, kojic acid and its derivatives or salts, etc. One of them can be used alone, or two or more can be used in combination.

[0052] L-Ascorbic acid, commonly known as vitamin C, plays a vital role in cellular respiration, enzyme activation, collagen formation, and melanin reduction through strong reducing action. Examples of L-ascorbic acid derivatives include L-ascorbic acid monophosphate, L-ascorbic acid-2-sulfate, L-ascorbic acid triphosphate, and L-ascorbic acid glucoside.

[0053] Examples of tranexamic acid derivatives include dimers of tranexamic acid such as trans-4-(trans-aminomethylcyclohexanecarbonyl)aminomethylcyclohexanecarboxylic acid hydrochloride; esters of tranexamic acid and hydroquinone such as 4-(trans-aminomethylcyclohexanecarboxylic acid)4'-hydroxyphenyl ester; esters of tranexamic acid and gentian acid such as 2-(trans-4-aminomethylcyclohexanecarbonyloxy)-5-hydroxybenzoic acid; and amides of tranexamic acid such as trans-4-aminomethylcyclohexanecarboxylic acid formamide, trans-4-(p-methoxybenzoyl)aminomethylcyclohexanecarboxylic acid, and trans-4-guanidinylmethylcyclohexanecarboxylic acid.

[0054] As an alkoxysalicylic acid, it is, for example, formed by substituting the hydrogen atoms at the 3, 4, or 5 positions of salicylic acid with an alkoxy group. The alkoxy group is preferably any one of methoxy, ethoxy, propoxy, isopropoxy, butoxy, and isobutoxy, more preferably methoxy or ethoxy. Specific examples of alkoxysalicylic acids include 3-methoxysalicylic acid, 3-ethoxysalicylic acid, 4-methoxysalicylic acid, 4-ethoxysalicylic acid, 4-propoxysalicylic acid, 4-isopropoxysalicylic acid, 4-butoxysalicylic acid, 5-methoxysalicylic acid, 5-ethoxysalicylic acid, and 5-propoxysalicylic acid.

[0055] There are no particular restrictions on the salts used as pharmaceutical agents. Examples include alkali metal salts or alkaline earth metal salts such as sodium salts, potassium salts, and calcium salts; ammonium salts; and amino acid salts.

[0056] <<Moisturizer>> Examples of moisturizers include cholesterol-12-hydroxystearate, sodium lactate, dl-pyrrolidone carboxylate, urea, diglyceride ethylene oxide / propylene oxide adduct, chondroitin sulfate, and hyaluronic acid. Additionally, alcohols other than those listed in (A) below can also be used as moisturizers. They can be used alone or in combination of two or more.

[0057] Antioxidants Examples of antioxidants include ascorbic acid, α-tocopherol, and carotenoids. They can be used alone or in combination of two or more.

[0058] <<Oily ingredients>> Oily components include, for example, semi-solid oils, natural oils, hydrocarbon oils, synthetic oily components, and organosilicones. They can be used individually or in combination of two or more. Among these, the presence of semi-solid oils is preferred.

[0059] -Semi-solid oil- Examples of semi-solid oils include petrolatum, hydrogenated palm oil, palm kernel oil, phytosterol macadamia oleate, and pentaerythritol tetra(benzyl / benzoic acid / ethylhexanoic acid) ester. They can be used individually or in combination of two or more.

[0060] The content of semi-solid oil in the cosmetic according to one embodiment is not particularly limited and can be appropriately selected according to the purpose. It is preferably 0.1% to 5% by mass relative to the total mass of the cosmetic.

[0061] In addition, it is preferable to adjust the content of semi-solid oil relative to the total amount of liquid oil in the cosmetic according to one embodiment to a range of 1% to 50% by mass.

[0062] -Natural oils- Examples of natural oils include camellia oil, macadamia oil, olive oil, castor oil, safflower oil, soybean oil, tea seed oil, cocoa butter, coconut oil, hydrogenated coconut oil, palm oil, lacquer wax, hydrogenated castor oil, beeswax, candelilla wax, carnauba wax, lanolin, liquid lanolin, jojoba wax, hard lanolin, polyoxyethylene lanolin alcohol ether, and polyoxyethylene cholesterol ether. They can be used individually or in combination of two or more.

[0063] -Hydrocarbon oils- Examples of hydrocarbon-based oils include flowing paraffin, ceresin, squalene, paraffin wax, pure ceresin, petrolatum, microcrystalline wax, and hydrogenated polydecene. They can be used individually or in combination of two or more.

[0064] -Synthetic oil ingredients- Examples of synthetic oily components include isopropyl myristate, octyl dodecyl myristate, isopropyl palmitate, 12-hydroxystearic acid cholesterol ester, ethylene glycol di(2-ethylhexanoate), dipentaerythritol fatty acid ester, pentaerythritol tetra(2-ethylhexanoate), triglyceride tri(2-ethylhexanoate), trimethylolpropane triisostearate, cetyl-2-ethylhexanoate, castor oil fatty acid methyl ester, and pentaerythritol tetraethylhexanoate. They can be used alone or in combination of two or more.

[0065] -Organosilicon- Examples of organosilicon compounds include chain polysiloxanes such as polydimethylsiloxane (dimethyl silicone oil), methylphenyl polysiloxane, and methylhydropolysiloxane; cyclic polysiloxanes such as decamethylpolysiloxane, dodecyl polysiloxane, and tetramethyltetrahydropolysiloxane; silicone resins capable of forming three-dimensional network structures; and silicone rubber. They can be used individually or in combination of two or more.

[0066] In a cosmetic according to one embodiment, the content of the oily component is not particularly limited and can be appropriately selected according to the purpose. The liquid oil content relative to the total mass of the cosmetic is preferably 1% to 30% by mass, more preferably 5% to 15% by mass.

[0067] <<Ultraviolet Absorbers>> Examples of benzoic acid-based UV absorbers include p-aminobenzoic acid, p-aminobenzoic acid monoglyceride, N,N-dipropoxy-p-aminobenzoic acid ethyl ester, and N,N-dimethyl-p-aminobenzoic acid ethyl ester. Homomenthyl-N-acetyl-o-aminobenzoic acid homomenthyl ester is another example. -Anthranilate and other anthranilic acid-based UV absorbers; pentyl salicylate, holomethyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate and other salicylic acid-based UV absorbers; octyl cinnamate, ethyl-4-isopropylcinnamate, methyl-2,5-diisopropylcinnamate, ethyl-2,4-diisopropylcinnamate, propyl p-methoxycinnamate, isopentyl p-methoxycinnamate, octyl p-methoxycinnamate (2-ethylhexyl p-methoxycinnamate), 2-ethoxyethyl p-methoxycinnamate, 2-ethylhexyl-α-cyano-β- Cinnamon acid UV absorbers such as phenyl cinnamate and glyceryl mono-2-ethylhexanoyl-di-p-methoxycinnamate; benzophenone UV absorbers such as 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, and 2-ethylhexyl-4'-phenylbenzophenone-2-carboxylate; 3-(4'-methylbenzylene)-d,l-camphor, 3-benzylene-d,l-camphor, and urocanic acid. (acid), ethyl urethane; 2,2'-hydroxy-5-methylphenylbenzotriazole; 2-(2'-hydroxy-5'-tert-octylphenyl)benzotriazole, dibenzylhydrazine, dianiloylmethane; 4-methoxy-4'-tert-butyldibenzoylmethane; 5-(3,3-dimethyl-2-norbornenexyl)-3-penten-2-one, etc. They can be used individually or in combination of two or more.

[0068] <<(B) Surfactants other than components>> Surfactants other than component (B) can include, for example, lipophilic nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. They can be used alone or in combination of two or more.

[0069] -Oilophilic nonionic surfactant- As lipophilic nonionic surfactants, examples include sorbitan fatty acid esters such as sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, and diglycerol sorbitan penta(2-ethylhexanoate); glycerol monostearate, α,α'-oleic acid pyroglutamic acid glycerol, and glycerol monostearate malate; propylene glycol fatty acid esters such as propylene glycol monostearate; and hydrogenated castor oil derivatives.

[0070] -Anionic surfactant- Examples of anionic surfactants include fatty acid soaps such as sodium laurylate and sodium palmitate; higher alkyl sulfate salts such as sodium dodecyl sulfate and potassium dodecyl sulfate; alkyl ether sulfate salts such as triethanolamine dodecyl polyoxyethylene ether sulfate and sodium dodecyl polyoxyethylene ether sulfate; N-acyl sarcosine salts such as sodium lauroyl sarcosinate; higher fatty acid amide sulfonates such as sodium N-myristoyl-N-methyl taurate, sodium coconut oil fatty acid methyl taurate, and sodium dodecyl methyl taurate; phosphate salts such as sodium polyoxyethylene oil ether phosphate and sodium polyoxyethylene stearate ether phosphate; and sodium di(2-ethylhexyl)sulfosuccinate and monolauroyl monoethanolamide polyoxyethylene sulfosuccinate. Sulfosuccinates such as sodium dodecyl polypropylene glycol sulfosuccinate; alkylbenzene sulfonates such as sodium linear dodecylbenzene sulfonate and triethanolamine linear dodecylbenzene sulfonate; N-acylglutamate salts such as monosodium N-lauroyl glutamate and disodium N-stearoyl glutamate; higher fatty acid ester sulfates such as sodium hydrogenated coconut oil fatty acid glycerol sulfate; polyoxyethylene alkyl ether carboxylates; α-olefin sulfonates; higher fatty acid ester sulfonates; secondary alcohol sulfates; higher fatty acid alkyl alcohol amide sulfates; sodium lauroyl monoethanolamide succinate; N-palmitoyl aspartate di(triethanolamine); alkaline salts of coconut oil fatty acid collagen hydrolysate; stearoyl methyl taurine, etc.

[0071] -Catonic surfactant- Examples of cationic surfactants include alkyl trimethylammonium salts such as stearyltrimethylammonium chloride and dodecyltrimethylammonium chloride; dialkyl dimethylammonium salts such as distearate dimethylammonium chloride; alkyl pyridinium salts such as poly(N,N'-dimethyl-3,5-methylenepiperidinium) chloride and hexadecylpyridinium chloride; alkyl quaternary ammonium salts and alkyl dimethyl benzyl ammonium salts; alkyl isoquinoline onion salts; dialkyl morpholine onion salts; polyoxyethylene alkylamines; alkylamine salts; polyamine fatty acid derivatives; pentanol fatty acid derivatives; benzalkonium chloride; benzyl chloride; cationic polymers; and β-NN-dimethyl-N-ethylaminoethyl acrylate chloride / vinylpyrrolidone copolymers, etc.

[0072] -Amphoteric Surfactants- Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants such as 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium salt and 2-cocoyl-2-imidazoline hydroxide-1-carboxyethoxy disodium salt; and betaine-based amphoteric surfactants such as 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazoline betaine, lauryl dimethylaminoacetic acid betaine, alkyl betaine, amide betaine, and sulfobetaine.

[0073] <<Thickener>> Examples of thickeners include gum arabic, carrageenan, astragalus gum, quince seed (Cydonia oblonga), casein, sodium caseinate, dextrin, gelatin, sodium alginate, methylcellulose, ethylcellulose, carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, polyvinyl alcohol, sodium polyacrylate, polycarboxylate (Carbomer), guar gum, xanthan gum, magnesium aluminum silicate, bentonite, and lithium montmorillonite. They can be used individually or in combination of two or more.

[0074] <<Alcohols other than (A) ingredients>> Alcohols other than component (A) include, for example, ethylene glycol, propylene glycol, dipropylene glycol, 1,3-butanediol, glycerin, erythritol, trimethylolpropane, pentaerythritol, sorbitol, maltitol, diglycerol, polyethylene glycol, and other polyols.

[0075] <<Powder ingredients>> The powder components can be inorganic or organic. They can be used alone or in combination of two or more.

[0076] Examples of inorganic powder components include mica, talc, kaolin, mica, sericite, muscovite, phlogopite, synthetic mica, red mica, biotite, lepidolite, synthetic mica, silicic anhydride (silicon dioxide), magnesium carbonate, calcium carbonate, aluminum silicate, barium silicate, calcium silicate, magnesium silicate, strontium silicate, silicon dioxide, calcined calcium sulfate (calcined gypsum), alumina, barium sulfate, zeolite, calcium phosphate, fluorapatite, hydroxyapatite, ceramic powder, titanium dioxide, zinc oxide, metal soaps (zinc myristate, calcium palmitate, aluminum stearate, etc.), boron nitride, etc.

[0077] Examples of organic powders include polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene powder, calcium carbonate powder, magnesium carbonate powder, copolymer resin powder of styrene and acrylic acid, polymethylsilsesquioxane powder, cellulose powder, etc.

[0078] <<Coloring Materials>> Examples of coloring materials include pigments and dyes.

[0079] -pigment- Examples of pigments include inorganic pigments, organic pigments, pearl pigments, and metallic powder pigments.

[0080] Examples of inorganic pigments include titanium dioxide, zinc oxide, iron oxide (iron red), iron titanate, yellow iron oxide, black iron oxide, carbon black, low-valent titanium dioxide, mango purple, cobalt purple, chromium oxide, ultramarine, and iron blue.

[0081] Examples of organic pigments include Red No. 3, Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 227, Red No. 228, Red No. 230, Red No. 401, Red No. 405, Red No. 505, Orange No. 203, Orange No. 204, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Yellow No. 205, Yellow No. 401, Blue No. 1, Blue No. 404, Green No. 3, and their zirconium lakes, barium lakes, or aluminum lakes.

[0082] Examples of pearl pigments include titanium dioxide coated mica, colored titanium dioxide coated mica, titanium dioxide coated bismuth oxychloride, bismuth oxychloride, and fish scale foil.

[0083] Examples of metal powders include aluminum powder and copper powder.

[0084] -pigment- Examples of pigments include natural pigments such as chlorophyll and beta-carotene.

[0085] <<Solvent>> Examples of solvents include water and lower alcohols. Examples of lower alcohols include alcohols with 5 or fewer carbon atoms. Specific examples of lower alcohols include methanol, ethanol, propanol, isopropanol, 2-amino-2-methyl-1-propanol, and 2-amino-2-methyl-1,3-propanediol.

[0086] <<Metal Blocking Agent>> Examples of metal blocking agents include disodium ethylenediaminetetraacetate, trisodium ethylenediaminetetraacetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, and gluconic acid.

[0087] <<Drugs>> Examples of pharmaceutical agents include caffeine, tannins, verapamil, licorice extract, glycyrrhizin, hot water extract of firethorn fruit, various herbs, tocopheryl acetate, glycyrrhizic acid, their derivatives or their salts.

[0088] <<Carbohydrates>> Examples of sugars include glucose, fructose, mannose, sucrose, and trehalose.

[0089] <<Synthetic Resin Emulsions>> Examples of synthetic resin emulsions include acrylic resin emulsions and polyvinyl acetate resin emulsions.

[0090] <<Amino Acids>> Examples of amino acids include glycine, leucine, phenylalanine, tyrosine, aspartic acid, glutamic acid, monosodium glutamate, arginine, histidine, lysine, cystine, cysteine, sodium lauroyl sarcosinate (sodium lauroyl sarcosinate), acylglutamate, glutathione, and pyrrolidone carboxylic acid.

[0091] <<Organic Amines>> Examples of organic amines include monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, and 2-amino-2-methyl-1-propanol.

[0092] <<Preservatives>> Examples of preservatives include benzoic acid, salicylic acid, parabens (methylparaben, ethylparaben, butylparaben, etc.), sorbic acid, p-chloro-m-cresol, hexachlorophenol, benzalkonium chloride, chlorhexidine hydrochloride, triclocarban, photosensitizers, and phenoxyethanol.

[0093] Chelating agents Examples of chelating agents include: citric acid, agaric acid, glyceric acid, shikimic acid, hinokitiol, gallic acid, tannic acid, caffeic acid, and trisodium ethylenediamine-N,N,N',N'-tetraacetic acid dihydrate (EDTA-2Na). 2H2O), ethylene glycol diethyl ether diaminetetraacetic acid, diethylenetriaminepentaacetic acid, phytic acid, polyphosphoric acid, metaphosphoric acid, their analogs, their alkali metal salts, their carboxylic acid esters, etc.

[0094] <Dosage Form> There are no particular limitations on the dosage form of the cosmetic according to one embodiment, and it can be appropriately selected according to the purpose. It is preferably a liquid cosmetic, more preferably a liquid emulsified cosmetic, and even more preferably an oil-in-water emulsified cosmetic.

[0095] The product form of the cosmetic according to one embodiment is not particularly limited and can be appropriately selected according to the purpose. Examples include skincare cosmetics such as toners, creams, lotions, and serums; makeup cosmetics such as foundations and primers; sunscreen cosmetics; tanning cosmetics; skin cleansing cosmetics such as facial cleansers and makeup removers; and ointments. Furthermore, the product form of the cosmetic according to one embodiment can be a form impregnated in a substrate such as packaging. Among these, as a product form of the cosmetic according to one embodiment, a lotion is preferred because it is non-sticky and has excellent skin adhesion and moisturizing properties.

[0096] <Manufacturing Method> There are no particular limitations on the manufacturing method of the cosmetic according to one embodiment. It can be manufactured according to methods commonly used for liquid cosmetics, more preferably for oil-in-water emulsion cosmetics. Examples include heating and dissolving an aqueous component until it is homogeneous, then adding an oil component that has also been heated and dissolved until homogeneous, and emulsifying the mixture.

[0097] There are no particular restrictions on the heating temperature of the aqueous and oil phase components; the appropriate temperature can be selected according to the purpose, with 70°C to 80°C being preferred.

[0098] There are no particular limitations on the emulsification method; well-known methods can be used, such as mechanical emulsification using high-pressure emulsifiers (e.g., high-pressure homogenizers), high-shear dispersers, colloid mills, etc.; phase inversion emulsification; agglomeration; liquid crystal emulsification; D-phase emulsification, etc. These methods can be used alone or in combination.

[0099] As a specific example of a method for manufacturing a cosmetic according to one embodiment, the method is as follows: First, an aqueous phase is prepared by dissolving component (A) and component (D) and a water-soluble component appropriately selected from other components as needed in water; then, an oil phase is prepared by mixing component (B) and component (C) and a water-insoluble component appropriately selected from other components as needed; finally, the oil phase is added to the aqueous phase and stirred to prepare the cosmetic according to one embodiment.

[0100] Example The embodiments are described in more detail below by way of examples and comparative examples, but the embodiments are not limited to these examples and comparative examples. It should be noted that, in the examples and comparative examples, the content of each component shown in Tables 1 and 2 below, unless otherwise specified, means "mass %" relative to the total mass of the water-in-oil emulsion cosmetic, and is a value after all has been converted to pure ingredients.

[0101] (Examples 1-3 and Comparative Examples 1-5) Water-in-oil emulsion cosmetics (lotions) with the compositions and contents (mass%) shown in Tables 1 and 2 below were prepared using conventional methods. It should be noted that, since component (D) can also be used as a whitening agent, "ascorbic acid-2-glucoside" was used as a comparative component of component (D) in Comparative Example 5.

[0102] <Evaluation> For each of the water-in-oil emulsion cosmetics prepared in Examples 1-3 and Comparative Examples 1-5, the "non-stickiness," "adhesion," and "moisturizing feel" were evaluated according to the following methods. The evaluation results are shown in Tables 1 and 2 below.

[0103] <<Evaluation of non-stickiness>> The non-stickiness of the oil-in-water emulsion cosmetics of Examples 1-3 and Comparative Examples 1-5 was evaluated using the following method. Five professional evaluators confirmed the non-stickiness of the skin when the oil-in-water emulsion cosmetics of Examples 1-3 and Comparative Examples 1-5 were applied to the skin, and evaluated them according to the following evaluation criteria.

[0104] [Evaluation criteria for non-stickiness] A (Excellent): 5 out of 5 responses were not sticky. B (Good): 4 out of 5 respondents did not respond with stickiness. C (Slightly better): 3 out of 5 respondents did not respond with stickiness. D (Poor): More than 2 out of 5 respondents lacked stickiness in their answers. <Appearance Evaluation>> The skin adhesion of the oil-in-water emulsion cosmetics of Examples 1-3 and Comparative Examples 1-5 was evaluated using the following method. Five professional evaluators confirmed the skin adhesion of the oil-in-water emulsion cosmetics of Examples 1-3 and Comparative Examples 1-5 when they were applied to the skin, and evaluated them according to the following evaluation criteria.

[0105] [Evaluation criteria for fit] A (Excellent): 5 out of 5 responses were highly relevant. B (Good): 4 out of 5 respondents provided good answers. C (Slightly better): 3 out of 5 respondents provided good answers. D (Poor): More than 2 out of 5 respondents provided good answers. <<Review of Moisturizing Feel>> The moisturizing sensation of each water-in-oil emulsion cosmetic of Examples 1-3 and Comparative Examples 1-5 was evaluated using the following method. Five professional evaluators confirmed the moisturizing sensation when the water-in-oil emulsion cosmetics of Examples 1-3 and Comparative Examples 1-5 were applied to the skin, and evaluated them according to the following evaluation criteria.

[0106] [Evaluation criteria for moisturizing sensation] A (Excellent): 5 out of 5 respondents felt satisfied. B (Good): 4 out of 5 respondents felt moisturized. C (Slightly better): 3 out of 5 respondents felt satisfied. D (Poor): More than 2 out of 5 respondents answered with a feeling of suffocation. [Table 1] [Table 2] It should be noted that the components used in the embodiments and comparative examples are as follows.

[0107] Polyvinyl carboxylate: Trade name "Carbopol 981" (manufactured by Lubrizol) Polyoxyethylene (20) behenyl ether: Trade name "NIKKOL BB-20" (manufactured by Nikko Chemical Co., Ltd.) Pentaerythritol tetraethylhexanoate: Trade name "RA-PE-408" (manufactured by Nippon Seika Co., Ltd.) Dimethyl silicone oil: Trade name "Silicon KF-96A-6T" (manufactured by Shin-Etsu Silicone Co., Ltd.) 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride: is a compound with the following structural formula (1) prepared according to the method described in Japanese Patent No. 4586108.

[0108] [Chemistry 5] Examples of embodiments of the present invention include the following.

[0109] <1> A cosmetic product, characterized in that it comprises: (A) Higher alcohols with 14-22 carbon atoms, (B) Hydrophilic polyoxyethylene alkyl ethers, (C) Monoalkyl glycerol ethers, and (D) The pyrimidinylpyrazole compound or a pharmaceutically acceptable salt thereof represented by the following general formula (1).

[0110] [Chemistry 6] (In the general formula (1), R) 1 R 3 R 4 and R 6 Each independently represents an alkyl group having 1 to 3 carbon atoms, R 2 and R 5 Each can independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. <2> according to <1> The cosmetic, wherein R in the pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof is described in (D). 2 and R 5 It is a hydrogen atom.

[0111] <3> according to <1> or <2> The cosmetic, wherein R in the pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof is described in (D). 1 R 3 R 4 and R 6 It is a methyl group.

[0112] <4> according to <1> to <3> The cosmetic in any one of the following cases, wherein the content of the pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof is 0.1% to 1% by mass.

[0113] <5> according to <1> to <4> The cosmetic product according to any one of the following, wherein the (A) higher alcohol having 14 to 22 carbon atoms has a straight-chain saturated alkyl chain.

[0114] <6> according to <1> to <5> The cosmetic product described in any one of the following statements, wherein the alkyl chain of the hydrophilic polyoxyethylene alkyl ether (B) is a straight-chain saturated alkyl chain.

[0115] <7> according to <1> to <6> In any one of the cosmetics, wherein the average molar number of ethylene oxide addition to the polyoxyethylene chain of the hydrophilic polyoxyethylene alkyl ether of (B) is 10 to 30.

[0116] <8> according to <1> to <7> The cosmetic product described in any one of the following examples, wherein the alkyl chain of the (C) monoalkyl glycerol ether is a straight-chain saturated alkyl chain.

[0117] <9> according to <1> to <8> The cosmetic product described in any one of the following statements, wherein the (C) monoalkyl glycerol ether is a monostearate glycerol ether.

[0118] <10> according to <1> to <9> The cosmetic in any one of the following cases, wherein the total mass ratio of the content of (D) the pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof to the total mass ratio of the content of (A) the higher alcohol having 14 to 22 carbon atoms, the content of (B) the hydrophilic polyoxyethylene alkyl ether, and the content of (C) the monoalkyl glycerol ether [(D) / (A+B+C)] is 0.1 to 3.

[0119] As described above, the present invention has been illustrated based on specific implementation methods and embodiments. However, these implementation methods and embodiments are merely illustrative, and the present invention is not limited to the above-described implementation methods and embodiments. The above-described implementation methods can be carried out in various other ways, and various combinations, omissions, substitutions, additions, modifications, etc., can be made without departing from the spirit of the invention. These implementation methods or their variations are included in the scope and spirit of the invention, and are included within the same scope as the invention described in the claims.

[0120] This international application claims priority based on Japanese Patent Application No. 2023-217297, filed on December 22, 2023, the entire contents of which are incorporated herein by reference.

Claims

1. A cosmetic product, characterized in that, It includes: (A) Higher alcohols with 14-22 carbon atoms, (B) Hydrophilic polyoxyethylene alkyl ethers, (C) Monoalkyl glycerol ethers, and (D) A pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof, In the general formula (1), R 1 R 3 R 4 and R 6 Each independently represents an alkyl group having 1 to 3 carbon atoms, R 2 and R 5 Each can be independently represented by a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

2. The cosmetic product according to claim 1, wherein, R in the pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof, as described in (D). 2 and R 5 It is a hydrogen atom.

3. The cosmetic product according to claim 1 or 2, wherein, R in the pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof, as described in (D). 1 R 3 R 4 and R 6 It is a methyl group.

4. The cosmetic product according to claim 1, wherein, The content of the pyrimidinylpyrazole compound or its pharmaceutically acceptable salt represented by the general formula (1) in (D) is 0.1% to 1% by mass.

5. The cosmetic product according to claim 1, wherein, The (A) higher alcohols having 14 to 22 carbon atoms have straight-chain saturated alkyl chains.

6. The cosmetic product according to claim 1, wherein, The alkyl chain of the hydrophilic polyoxyethylene alkyl ether (B) is a straight-chain saturated alkyl chain.

7. The cosmetic product according to claim 1, wherein, The average molar addition of ethylene oxide to the polyoxyethylene chain of the hydrophilic polyoxyethylene alkyl ether (B) is 10 to 30.

8. The cosmetic product according to claim 1, wherein, The alkyl chain of the (C) monoalkyl glycerol ether is a straight-chain saturated alkyl chain.

9. The cosmetic product according to claim 1, wherein, The (C) monoalkyl glycerol ether is a monostearate glycerol ether.

10. The cosmetic product according to claim 1, wherein, (D) The total mass ratio of the content of the pyrimidinylpyrazole compound of general formula (1) or its pharmaceutically acceptable salt thereof to the total mass ratio of the content of the (A) higher alcohol with 14 to 22 carbon atoms, the (B) hydrophilic polyoxyethylene alkyl ether, and the (C) monoalkyl glycerol ether [(D) / (A+B+C)] is 0.1 to 3.

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