Cosmetic product

Abstract

A cosmetic product comprising: (a) a pyrimidinylpyrazole compound or a pharmaceutically acceptable salt thereof as shown in general formula (1), (b) a nonionic surfactant of HLB 2 to 5, and (c) a nonionic surfactant of HLB 9 to 18, wherein the content of component (a) is more than 0.05% by mass and less than 1.5% by mass. (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, 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] Cream bases containing polyethylene glycol (PEG) stearate offer a unique user experience: while providing high firmness, they also adhere well to the skin during application and leave no sticky residue. Furthermore, they possess the advantageous properties of being lightweight, non-sticky, refreshing, easily absorbed by the skin, and exhibiting excellent stability over time.

[0003] For example, a cosmetic product is required that has good skin spreadability, is non-sticky, has an excellent refreshing feel, and has a tactile feel (adhesion) as if it is adhering to the skin when applied, and has an excellent feeling of the active ingredients penetrating the skin (penetration). A water-in-oil emulsion skin cosmetic product is reported that contains (A) a nonionic surfactant of HLB 9 to 18, (B) a nonionic surfactant of HLB 2 to 5, (C) a homopolymer or copolymer of 2-acrylamido-2-methylpropanesulfonic acid, and (D) an ester oil with an IOB value of 0.2 to 0.6 (for example, see Patent Document 1).

[0004] <Prior art documents> <Patent Documents> Patent Document 1: Japanese Patent Application Publication No. 2005-320263 Summary of the Invention <Problem to be solved by this invention> However, it was found that in cream bases containing PEG stearate, when thickeners are added to improve high-temperature stability, there are problems such as a slippery feeling during application and a sticky feeling after application.

[0005] One embodiment of the present invention aims to provide a cosmetic that improves the adhesion speed during application, reduces the stickiness after application, and provides an excellent user experience.

[0006] <Methods for solving problems> The embodiments of the present invention are described in detail below. It should be noted that the embodiments are not limited to those described below and can be appropriately modified without departing from the spirit of the invention. Furthermore, unless otherwise stated, the "~" indicating a numerical range in this specification means that the values ​​described before and after it are included as lower and upper limits.

[0007] One embodiment of the cosmetic of the present invention, as a means to solve the above-mentioned problems, comprises: (a) a pyrimidinylpyrazole compound or a pharmaceutically acceptable salt thereof represented by the following general formula (1), (b) a nonionic surfactant of HLB2 to 5, and (c) a nonionic surfactant of HLB9 to 18, wherein the content of said component (a) is 0.05% by mass or more and 1.5% by mass or less.

[0008] [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 embodiment of the present invention, a cosmetic product can be provided that improves the adhesion speed during application, reduces the stickiness after application, and provides an excellent user experience. Detailed Implementation

[0009] (cosmetic) The cosmetic of this embodiment contains (a) a pyrimidinylpyrazole compound of general formula (1) below or a pharmaceutically acceptable salt thereof, (b) a nonionic surfactant of HLB2 to 5, and (c) a nonionic surfactant of HLB9 to 18, and may contain other ingredients as needed.

[0010] The content of component (a) above is more than 0.05% by mass and less than 1.5% by mass.

[0011] [Chemistry 2] (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. <(a) A pyrimidinylpyrazole compound of general formula (1) or a pharmaceutically acceptable salt thereof> The pyrimidinylpyrazole compounds of general formula (1) or their pharmaceutically acceptable salts (hereinafter sometimes referred to as “(a) component”) have very low cytotoxicity.

[0012] In general formula (1), R 1 R3 R 4 and R 6 Each of the above 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 of 1 to 3, or they can be alkyl groups with the same carbon number of 1 to 3.

[0013] As R 1 R 3 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 shown, preferably methyl or ethyl, more preferably methyl.

[0014] In general formula (1), R 2 and R 5 Each independently represents 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.

[0015] 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.

[0016] Pharmaceutically acceptable salts of pyrimidinylpyrazole compounds represented by general formula (1) include 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.

[0017] 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.

[0018] The pyrimidinylpyrazole compounds shown in general formula (1) can be either compounds that are suitably synthesized by known methods or commercially available products.

[0019] 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.

[0020] [Chemistry 3] 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.

[0021] 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.

[0022] 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.

[0023] [Chemistry 4] 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.

[0024] [Chemistry 5] 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.

[0025] In reactions 1-3, where the molecule contains a functional group that hinders or may hinder the reaction, it is preferable to use a suitable protecting group to efficiently carry out the reaction. The protecting group can be used according to methods described, for example, in Theodora W. Greene and Peter GM Wuts's *GREENE'S PROTECTIVE GROUPS INORGANIC SYNTHESIS*.

[0026] 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.

[0027] The content of ingredient (a) relative to the total mass of the cosmetic is 0.05% to 1.5% by mass, preferably 0.1% to 1.5% by mass, more preferably 0.5% to 1.5% by mass, and even more preferably 0.5% to 1% by mass. If the content of ingredient (a) is 0.05% to 1.5% by mass, the adhesion speed during application can be appropriately increased, and the stickiness after application can be reduced.

[0028] <(b) Nonionic surfactants of HLB9-18> Nonionic surfactants with an HLB value of 9 to 18 (hereinafter sometimes referred to as "component (b)") are nonionic surfactants with an HLB value (Hydrophile-lipophile balance value) of 9 to 18.

[0029] (b) Ingredients: There are no particular restrictions. Appropriate selections can be made according to the purpose. Examples include polyglycerol fatty acid esters, polyoxyethylene glycerol fatty acid esters, polyoxyethylene dehydrated sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene lanolin / lanolin alcohol / beeswax derivatives, polyoxyethylene castor oil / hydrogenated castor oil, polyoxyethylene sterols / hydrogenated sterols, polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, polyethylene glycol fatty acid esters, and polyoxyethylene glycerol isostearate, etc.

[0030] (b) One component may be used alone, or two or more components may be used in combination. In particular, from the viewpoint of stability, when using nonionic surfactants with HLB 9.0 to 10.0, it is preferable to use them in combination with nonionic surfactants with HLB 15.0 or higher.

[0031] Examples of polyglycerol fatty acid esters include hexadecimal monolaurate (HLB 14.5), hexadecimal monomyristate (HLB 11.0), hexadecimal monostearate (HLB 9.0), hexadecimal monooleate (HLB 9.0), decaglycerol monolaurate (HLB 15.5), decaglycerol monomyristate (HLB 14.0), decaglycerol monostearate (HLB 12.0), decaglycerol monoisostearate (HLB 12.0), decaglycerol monooleate (HLB 12.0), decaglycerol distearate (HLB 9.5), and decaglycerol diisostearate (HLB 10.0). Here, the values ​​in parentheses indicate the HLB values.

[0032] Examples of polyoxyethylene glycerol fatty acid esters include polyoxyethylene (hereinafter referred to as POE) (5) glycerol monostearate (HLB9.5), POE (15) glycerol monostearate (HLB13.5), POE (5) glycerol monooleate (HLB9.5), and POE (15) glycerol monooleate (HLB14.5).

[0033] Examples of polyoxyethylene sorbitan fatty acid esters include POE(20) sorbitan monococcal fatty acid ester (HLB16.9), POE(20) sorbitan monopalmitate (HLB15.6), POE(20) sorbitan monostearate (HLB14.9), POE(6) sorbitan monostearate (HLB9.5), POE(20) sorbitan tristearate (HLB10.5), POE(20) sorbitan monoisostearate (HLB15.0), POE(20) sorbitan monooleate (HLB15.0), POE(6) sorbitan monooleate (HLB10.0), and POE(20) sorbitan trioleate (HLB11.0).

[0034] Examples of polyoxyethylene sorbitan fatty acid esters include POE(6) sorbitan monolaurate (HLB15.5), POE(60) sorbitan tetrastearate (HLB13.0), POE(30) sorbitan tetraoleate (HLB11.5), POE(40) sorbitan tetraoleate (HLB12.5), and POE(60) sorbitan tetraoleate (HLB14.0).

[0035] Examples of polyoxyethylene lanolin / lanolin alcohol / beeswax derivatives include POE(10) lanolin (HLB12.0), POE(20) lanolin (HLB13.0), POE(30) lanolin (HLB15.0), POE(5) lanolin alcohol ether (HLB12.5), POE(10) lanolin alcohol ether (HLB15.5), POE(20) lanolin alcohol ether (HLB16.0), POE(40) lanolin alcohol ether (HLB17.0), and POE(20) sorbitol beeswax (HLB9.5).

[0036] Examples of polyoxyethylene castor oil / hydrogenated castor oil include POE(20) castor oil (HLB10.5), POE(40) castor oil (HLB12.5), POE(50) castor oil (HLB14.0), POE(60) castor oil (HLB14.0), POE(20) hydrogenated castor oil (HLB10.5), POE(30) hydrogenated castor oil (HLB11.0), POE(40) hydrogenated castor oil (HLB13.5), POE(60) hydrogenated castor oil (HLB14.0), POE(80) hydrogenated castor oil (HLB16.5), and POE(40) hydrogenated castor oil (100) hydrogenated castor oil (HLB16.5).

[0037] Examples of polyoxyethylene sterols / hydrogenated sterols include POE(5) phytosterol (HLB9.5), POE(10) phytosterol (HLB12.5), POE(20) phytosterol (HLB15.5), POE(30) phytosterol (HLB18.0), POE(25) phytosterol (HLB14.5), and POE(30) cholesterol (HLB17.0).

[0038] Examples of polyoxyethylene alkyl ethers include POE(2) lauryl ether (HLB9.5), POE(4.2) lauryl ether (HLB11.5), and POE(9) lauryl ether (HLB14.5). Polyoxyethylene hexadecyl ethers include POE (5.5) hexadecyl ether (HLB10.5), POE (7) hexadecyl ether (HLB11.5), POE (10) hexadecyl ether (HLB13.5), POE (15) hexadecyl ether (HLB15.5), POE (20) hexadecyl ether (HLB17.0), and POE (23) hexadecyl ether (HLB18.0). POE(4) stearyl ether (HLB9.0), POE(20) stearyl ether (HLB18.0), and other polyoxyethylene stearyl ethers; POE(7) oil-based ether (HLB10.5), POE(10) oil-based ether (HLB14.5), POE(15) oil-based ether (HLB16.0), POE(20) oil-based ether (HLB17.0), POE(50) oil-based ether (HLB18.0) and other polyoxyethylene oil-based ethers; Polyoxyethylene behenyl ethers such as POE(10) behenyl ether (HLB10.0), POE(20) behenyl ether (HLB16.5), and POE(30) behenyl ether (HLB18.0); POE(2) (C12-15) alkyl ether (HLB9.0), POE(4) (C12-15) alkyl ether (HLB10.5), POE(10) (C12-15) alkyl ether (HLB15.5), POE(5) secondary alkyl ether (HLB10.5), POE(7) secondary alkyl ether (HLB12.0), POE(9) alkyl ether (HLB13.5), POE(12) alkyl ether (HLB14.5); etc.

[0039] Examples of polyoxyethylene and polyoxypropylene alkyl ethers include polyoxyethylene (hereinafter referred to as POE) (1) polyoxypropylene (hereinafter referred to as POP) (4) hexadecyl ether (HLB9.5), POE (10) POP (4) hexadecyl ether (HLB10.5), POE (20) POP (8) hexadecyl ether (HLB12.5), POE (20) POP (6) decyl tetradecyl ether (HLB11.0), POE (30) POP (6) decyl tetradecyl ether (HLB12.0), etc.

[0040] Examples of polyethylene glycol fatty acid esters include polyethylene glycol (hereinafter referred to as PEG) (10) monolaurate (HLB12.5), PEG (10) monostearate (HLB11.0), PEG (25) monostearate (HLB15.0), PEG (40) monostearate (HLB17.5), PEG (45) monostearate (HLB18.0), PEG (55) monostearate (HLB18.0), PEG (10) monooleate (HLB11.0), PEG distearate (HLB16.5), and PEG diisostearate (HLB9.5).

[0041] Examples of polyoxyethylene glycerol isostearates include PEG(8) glycerol isostearate (HLB10.0), PEG(10) glycerol isostearate (HLB10.0), PEG(15) glycerol isostearate (HLB12.0), PEG(20) glycerol isostearate (HLB13.0), PEG(25) glycerol isostearate (HLB14.0), PEG(30) glycerol isostearate (HLB15.0), PEG(40) glycerol isostearate (HLB15.0), PEG(50) glycerol isostearate (HLB16.0), and PEG(60) glycerol isostearate (HLB16.0).

[0042] As one embodiment of component (b), from the viewpoint of user experience (fit to the skin), it is preferable to include a combination of polyethylene glycol (40) monostearate (HLB17.5) and polyoxyethylene (20) dehydrated sorbitan monostearate (HLB14.9, also known as polysorbate 60).

[0043] There are no particular restrictions on the content of ingredient (b), which can be selected appropriately according to the purpose. Relative to the total mass of the cosmetic, it is preferably 0.5% by mass to 5.0% by mass, and more preferably 0.5% by mass to 2.0% by mass. If the content of ingredient (b) is less than 0.5% by mass, the system may sometimes lack stability. If it exceeds 5.0% by mass, it may sometimes fail to enhance the effect and instead produce stickiness.

[0044] <(c) HLB2-5 nonionic surfactants> Nonionic surfactants with an HLB value of 2 to 5 (hereinafter sometimes referred to as "(c) component") are nonionic surfactants with an HLB value of 2 to 5.

[0045] (c) As an ingredient, there are no particular restrictions, and it can be selected appropriately according to the purpose. Examples include POE (2) stearyl ether (HLB4.0), self-emulsifying propylene glycol monostearate (HLB4.0), glyceryl myristate (HLB3.5), glyceryl monostearate (HLB4.0), self-emulsifying glyceryl monostearate (HLB4.0-5.0), glyceryl monoisostearate (HLB4.0), glyceryl monooleate (HLB2.5), hexaglyceryl tristearate (HLB2.5), decaglyceryl pentastearate (HLB3.5), and decaglyceryl pentaisostearate (HLB3.5). Decaglycerol pentaoleate (HLB3.5), sorbitan monostearate (HLB4.7), sorbitan tristearate (HLB2.1), sorbitan monoisostearate (HLB5.0), sorbitan sesquiisostearate (HLB4.5), sorbitan monooleate (HLB4.3), POE(6) sorbitan hexastearate (HLB3.0), POE(3) castor oil (HLB3.0), PEG(2) monostearate (HLB4.0), ethylene glycol monostearate (HLB3.5), PEG(2) stearate (HLB4.5), etc.

[0046] (c) One ingredient may be used alone, or two or more ingredients may be used in combination. Among them, from the viewpoint of user experience (adhesion to the skin), it is preferred to include sorbitan tristearate (HLB2.1), and it is even more preferred to include a combination of sorbitan tristearate and glyceryl stearate (glyceryl monostearate, self-emulsifying glyceryl monostearate, etc.).

[0047] There are no particular restrictions on the content of ingredient (c), which can be selected appropriately according to the purpose. Relative to the total mass of the cosmetic, it is preferably 0.1% by mass to 5.0% by mass, and more preferably 0.1% by mass to 2.0% by mass. If the content of ingredient (c) is less than 0.1% by mass, sometimes no sense of penetration may occur, and if it exceeds 5.0% by mass, sometimes the stability of the system may deteriorate.

[0048] <(d) higher alcohols> The cosmetic of this embodiment further contains (d) higher alcohols (hereinafter sometimes referred to as "(d) ingredients"), which is preferred from the point of view for stabilizing the emulsion and / or giving a rich feel.

[0049] As for component (d), there are no particular restrictions, and appropriate selections can be made according to the purpose. Examples include straight-chain alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, and cetearyl alcohol; and branched-chain alcohols such as lanolin alcohol, cholesterol, phytosterol, hexyldodecanool, isostearyl alcohol, and octyldodecanool.

[0050] There are no particular restrictions on the content of ingredient (d), and it can be selected appropriately according to the purpose. Relative to the total mass of the cosmetic, it is preferably 0.1% to 5.0% by mass, and more preferably 0.1% to 2.0% by mass. If the content of ingredient (d) exceeds 5.0% by mass, the stability of the system may sometimes deteriorate.

[0051] <(e) Thickener> The cosmetic product of this embodiment preferably also includes (e) a thickener (hereinafter sometimes referred to as "(e) ingredient").

[0052] As mentioned above, when a thickener is added to a cream base containing PEG stearate to improve high-temperature stability, there is a problem that a slippery feeling occurs during application and a sticky feeling occurs after application. However, the cosmetic according to this embodiment eliminates this problem by containing ingredients (a), (b), and (c), and provides a cosmetic that improves the adhesion speed during application, reduces the stickiness after application, and provides an excellent user experience.

[0053] (e) As a component, there are no particular restrictions, and appropriate selection can be made according to the purpose. Examples include plant-based polymers, animal-based polymers, microbial polymers, starch-based polymers, cellulose-based polymers, alginate-based polymers, ethylene-based polymers, acrylic polymers, and inorganic water-soluble polymers.

[0054] (e) One ingredient may be used alone or two or more ingredients may be used in combination.

[0055] Examples of plant-based polymers include gum arabic, astragalus gum, galactomannan, guar gum, carob gum, erythrina gum, gellan gum, carrageenan, pectin, and agar.

[0056] Examples of animal-derived macromolecules include collagen, casein, albumin, and gelatin.

[0057] Examples of microbial macromolecules include xanthan gum, dextran, succinyl dextran, and pullulan.

[0058] Examples of starch-based macromolecules include plant-based starches such as corn, wheat, potato, and rice; carboxymethyl starch; and methyl hydroxypropyl starch.

[0059] Examples of cellulose-based polymers include methylcellulose, nitrocellulose, ethylcellulose, methyl hydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, sodium carboxymethyl cellulose, and crystalline cellulose.

[0060] Examples of alginate polymers include sodium alginate and propylene glycol alginate.

[0061] Examples of ethylene-based polymers include polyvinyl alcohol, polyvinyl acetate, polyvinyl methyl ether, polyvinylpyrrolidone, copolymers of vinylpyrrolidone and vinyl acetate, and polycarboxyethylene.

[0062] Examples of acrylic polymers include sodium polyacrylate, ethyl polyacrylate, alkanolamine polyacrylate, (dimethacrylamide / acryloyldimethyltaurate) crosspolymer, copolymer of alkyl methacrylate and dimethylaminoethyl methacrylate, poly(2-acrylamido-2-methylpropanesulfonic acid), and poly(methacryloyloxytrimethylammonium).

[0063] Examples of inorganic water-soluble polymers include polyethyleneimine, cationic polymers, bentonite, magnesium aluminum silicate, lithium saponite, hydropyrite, and silicic anhydride.

[0064] There are no particular restrictions on the content of ingredient (e), and it can be appropriately selected according to the purpose. It is preferably 0.1% to 2.0% by mass relative to the total mass of the cosmetic, and more preferably 0.1% to 1.0% by mass. If the content of ingredient (e) exceeds 2.0% by mass, the adhesion speed during application will decrease, and sometimes the effect of reducing stickiness after application cannot be achieved.

[0065] The content of ingredient (e) is not particularly limited and can be appropriately selected according to the purpose. Considering that even when using a salt-based agent, it provides an excellent feel of thickness during application and maintains good adhesion and a smooth, toner-like feel, relative to the total amount of the aforementioned cosmetic, it is preferable to be 0.03% by mass or more and 0.2% by mass, more preferably 0.05% by mass or more and 0.2% by mass, and even more preferably 0.08% by mass or more and 0.2% by mass. If the above content is less than 0.03% by mass, sometimes the application may not feel sufficiently thick; if the above content exceeds 0.2% by mass, sometimes the viscosity may be too high, resulting in a poor user experience.

[0066] <Water> The amount of water contained in the cosmetic product of this embodiment is not particularly limited and can be appropriately selected according to the purpose. It is preferably 30% to 90% by mass, and more preferably 40% to 80% by mass, relative to the total amount of the cosmetic product.

[0067] <Other Ingredients> In the cosmetic of this embodiment, in addition to the above-mentioned components (a) to (c) which are essential ingredients, and the above-mentioned components (d) and (e) which are optional ingredients, any ingredient commonly used in cosmetics may be mixed in as other ingredients.

[0068] As for other ingredients, there are no particular restrictions. Well-known cosmetic ingredients can be appropriately selected according to the purpose. Examples include pharmaceuticals other than ingredient (a), surfactants other than ingredient (b) to ingredient (c) above, oils, moisturizers, alcohols with 6 or fewer carbon atoms, neutralizers, preservatives, chelating agents, stabilizers, ultraviolet absorbers, pigments, etc.

[0069] -Pharmaceuticals- As a pharmaceutical agent, it is a pharmaceutical agent other than component (a), such as salt-type pharmaceutical agents, vitamins, plant extracts, anti-inflammatory agents, whitening agents, etc.

[0070] -surfactant- Examples of surfactants include anionic surfactants, cationic surfactants, nonionic surfactants other than components (b) to (c) above, and amphoteric surfactants.

[0071] Examples of anionic surfactants include fatty acid soaps such as sodium lauryl sulfate and sodium palmitate; higher alkyl sulfate salts such as sodium dodecyl sulfate and potassium dodecyl sulfate; alkyl ether sulfate salts such as polyoxyethylene dodecyl sulfate triethanolamine and polyoxyethylene dodecyl sulfate sodium; N-acyl sarcosine salts such as sodium dodecyl sarcosinate; higher fatty acid amide sulfonates such as sodium N-myristoyl-N-methyl taurate, sodium N-stearoyl-N-methyl taurate, sodium coconut oil fatty acid methyl taurate, and sodium dodecyl methyl taurate; phosphate salts such as sodium polyoxyethylene oil-based ether phosphate and sodium polyoxyethylene stearyl ether phosphate; and sodium di(2-ethylhexyl)sulfosuccinate and monolaurate. Sulfosuccinates such as sodium polyoxyethylene sulfosuccinate and sodium dodecyl polypropylene glycol sulfosuccinate; alkylbenzene sulfonates such as sodium linear dodecylbenzene sulfonate and triethanolamine linear dodecylbenzene sulfonate; N-acylglutamate salts such as sodium 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), and alkaline salts of coconut oil fatty acid collagen hydrolysate, etc.

[0072] Examples of cationic surfactants include, for example, 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 cetylpyridinium chloride; alkyl quaternary ammonium salts, 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.

[0073] 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.

[0074] -Oil content- As an oil, there are no particular restrictions. Known cosmetic ingredients can be selected appropriately according to the purpose. Examples include ester oils, hydrocarbon oils, silicone oils, higher fatty acids, alkyl glycerol ethers, liquid oils, solid oils, semi-solid oils, and oil-soluble pharmaceuticals.

[0075] They can be used individually or in combination of two or more.

[0076] Examples of ester oils include octyl caprylate, nonyl nonanoate, cetyl caprylate, isopropyl myristate, octyl dodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyl octanoate, cetyl lactate, myristyl lactate, acetylated lanolin, isocetyl stearate, isocetyl isostearate, and cholesterol 12. 2-Hydroxystearate, ethylene glycol di(2-ethylhexanoate), dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol didecanoate, tripropylene glycol neopentanoate, diisostearyl malate, di(2-heptylundecanoate) glycerol, diisostearate, trimethylolpropane tri(2-ethylhexanoate), trimethylolpropane triisostearate, pentaerythritol tetraethylhexanoate, glycerol Tris(2-ethylhexanoate) ester (triisooctanoic acid glyceride), glyceryl trioctanoate, glyceryl triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glyceryl trimyristicate, glyceryl tri(2-heptylundecanoate), castor oil fatty acid methyl ester, oleyl alcohol oleate, acetylglycine ester, 2-heptylundecyl palmitate, diisobutyl adipic acid, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di(2-heptylundecyl) adipic acid, ethyl laurate, di(2-ethylhexyl) sebate, myristate-2-hexyldecyl palmitate, palmitic-2-hexyldecyl adipic acid, diisopropyl sebate, 2-ethylhexyl succinate, triethyl citrate, cetyl ethylhexanoate, phytosterol macadamia oleate, etc.

[0077] Examples of hydrocarbon oils include isododecane, isohexadecane, isoparaffins, mineral oil (flowing paraffin), ozokerite, squalane, pterosaurane, paraffin wax, ceresin, squalene, petrolatum, microcrystalline wax, and hydrogenated polydecene.

[0078] Examples of silicone oils include chain polysiloxanes such as polydimethylsiloxane, diphenylsiloxyphenyl polytrimethylsiloxane, and diphenylpolysiloxane; cyclic polysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecylcyclohexasiloxane; silicone resins that form a three-dimensional network structure; silicone rubber; various modified polysiloxanes such as amino-modified polysiloxanes, polyether-modified polysiloxanes, alkyl-modified polysiloxanes, and fluorine-modified polysiloxanes; and acrylic silicones.

[0079] Examples of high-grade fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecenoic acid, tall acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA).

[0080] Examples of alkyl glycerol ethers include squalene and shark liver oil.

[0081] Examples of liquid oils include avocado oil, tsubaki oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, almond oil, wheat germ oil, sasanqua oil, castor oil, flaxseed oil, safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, torreya seed oil, rice bran oil, tung oil, Japanese tung oil, jojoba seed oil, germ oil, and triglycerides.

[0082] Examples of solid oils include cocoa butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, lacquer fruit wax kernel oil, hydrogenated oil, and lacquer fruit wax.

[0083] Examples of semi-solid oils include shea butter, partially hydrogenated coconut oil, and partially hydrogenated jojoba oil.

[0084] -Moisturizer- Moisturizers can improve the skin's hydration and moisturizing effects.

[0085] Examples of humectants include glycerin (explosive glycerin), 1,3-butanediol, propylene glycol, dipropylene glycol, erythritol, maltitol, polyoxyethylene polyoxypropylene alkyl ethers, acetylated hyaluronic acid and its salts.

[0086] -Ethanol with 6 or fewer carbon atoms- Examples of alcohols with 6 or fewer carbon atoms include ethanol, propanol, isopropanol, isobutanol, and tert-butanol.

[0087] -Neutralizing agent- Examples of neutralizing agents include potassium hydroxide, sodium hydroxide, triethanolamine, sodium carbonate, lactic acid, citric acid, sodium citrate, glycolic acid, succinic acid, tartaric acid, malic acid, sodium bicarbonate, and ammonium bicarbonate.

[0088] -preservative- 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.

[0089] -chelating agent- Examples of chelating agents include: citric acid, agaric acid, glyceric acid, shikimic acid, hinokitiol, gallic acid, tannic acid, caffeic acid, trisodium ethylenediamine-N,N,N',N'-tetraacetic acid trihydrate (EDTA-3Na), 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.

[0090] -Stabilizer- Examples of stabilizers include sodium metabisulfite, ascorbic acid, α-tocopherol, and carotenoids.

[0091] -UV absorber- Examples of UV absorbers include benzoic acid UV absorbers such as p-aminobenzoic acid; anthranilic acid UV absorbers such as methyl anthranilate; salicylic acid UV absorbers such as octyl salicylate; cinnamic acid UV absorbers such as isopropyl p-methoxycinnamate and octyl p-methoxycinnamate; urocanic acid UV absorbers such as ethyl urocanic acid; benzophenone UV absorbers such as 2-hydroxy-4-methoxybenzophenone and dihydroxybenzophenone; benzotriazole UV absorbers; and 2-phenylbenzimidazole-5-sulfonic acid.

[0092] -pigment- Examples of pigments include inorganic pigments, organic pigments, pearl pigments, and metallic powder pigments.

[0093] [Viscosity] There are no particular restrictions on the viscosity of the aforementioned cosmetics, and it can be selected appropriately according to the purpose. As for the viscosity at 25°C, it is preferably 1,000 mPa·s or more, more preferably 5,000 mPa·s or more, and even more preferably 10,000 mPa·s or more.

[0094] The viscosity of the aforementioned cosmetics can be measured, for example, using a viscosity measuring device (VISCOMETER TVB-15, Toki Sangyo Co., Ltd.) probe no.2 at 30°C and a rotation speed of 12 rpm.

[0095] [Dosage Form] The dosage form of the cosmetic according to one embodiment is not particularly limited and can be selected appropriately according to the purpose. It is preferably a liquid cosmetic, more preferably a liquid emulsified cosmetic, further preferably an oil-in-water emulsion, and particularly preferably an oil-in-water emulsified cosmetic.

[0096] The product form of the cosmetic according to one embodiment is not particularly limited and can be selected appropriately according to the purpose. Examples include skincare cosmetics such as toners, lotions, serums, and creams; sunscreen bases; tanning cream bases; and cleansing bases. Among these, the product form of the cosmetic according to one embodiment is preferred for use as a cream, lotion, serum, or similar cosmetic because it adheres quickly during application and reduces stickiness after application.

[0097] [Cosmetic manufacturing methods] There are no particular limitations on the manufacturing method of the cosmetic according to one embodiment, and it can be manufactured according to methods commonly used in cosmetics, preferably liquid cosmetics. As a specific example of the manufacturing method of the cosmetic according to one embodiment, it can be obtained by: preparing an oil layer component and an aqueous layer component separately in advance, slowly adding the oil layer component to the prepared aqueous layer, and emulsifying by mixing / stirring or other conventional methods.

[0098] Example The present invention will be described in more detail below with reference to embodiments, but the present invention is not limited to the following embodiments. It should be noted that in the description of the embodiments, the values ​​of proportion (% and parts), unless otherwise specified, represent "mass %" relative to the total mass of the cosmetics, and are all values ​​converted from pure ingredients.

[0099] (Example 1) Prepare cosmetics according to the formulations shown in Table 1 below.

[0100] Specifically, firstly, water-soluble components (a), (e), and other components were dissolved in water to prepare an aqueous layer. Next, water-insoluble components (b), (c), and (d), and other components were uniformly mixed and dissolved to prepare an oil phase. Finally, the oil phase was slowly added to the aqueous layer and stirred to prepare the cosmetic lotion of Example 1.

[0101] (Comparative Example 1) In Example 1, the cosmetic of Comparative Example 1 was prepared in the same manner as in Example 1, except that ingredient (a), which is an essential ingredient, was not used.

[0102] (Comparative Example 2) In Example 1, the cosmetic product of Comparative Example 2 was prepared in the same manner as in Example 1, except that the content of ingredient (a) was changed from 0.1% by mass to 2% by mass.

[0103] (Comparative Examples 3-4) In Example 1, cosmetics of Comparative Examples 3-4 were prepared in the same manner as in Example 1, except that ingredients (b) or (c) which are essential ingredients were not used.

[0104] (Examples 2-3) In Example 1, cosmetics of Examples 2 and 3 were prepared in the same manner as in Example 1, except that the formulations were set as shown in Table 1.

[0105] The prepared cosmetic products were evaluated for their "rapid adhesion during application" and "non-sticky feel after application" as follows. The results are shown in Table 1.

[0106] <Quick Adhesion During Application> When applying the prepared cosmetic to the skin, perform a sensory evaluation to assess whether it adheres quickly and easily, following the steps outlined below, and evaluate according to the following evaluation criteria.

[0107] -Sensory Evaluation- Three professional testers applied the prepared cosmetic to the back of their hands at room temperature (25℃±5℃) and evaluated the user experience using the cosmetic of Comparative Example 1 as a baseline (STD). The evaluation adopted a standard that was unanimously agreed upon by the three professional testers.

[0108] -Evaluation Criteria- A: Compared to STD, it feels like it fits much faster. B: Compared to STD, I feel a slight improvement in the quick-fitting effect. C: Compared to STD, only a slight feeling of quick adhesion can be felt. D: Compared to STD, the bonding speed is the same or the rapid bonding cannot be felt. <Non-sticky feeling after application> When applying the prepared cosmetic to the skin, perform a sensory evaluation to determine whether the skin feels non-sticky after application, following the steps below, and evaluate according to the following evaluation criteria.

[0109] -Evaluation Criteria- A: Compared to STD, it feels less sticky after application. B: Compared to STD, I can feel a slight reduction in stickiness after application. C: Compared to STD, only a slight non-sticky feeling can be felt after application. D: Compared to STD, the non-sticky feeling after application is the same or you feel a sticky feeling after application. [Table 1] As shown in Table 1, it can be seen that the cosmetics of Examples 1 to 3, by containing all of the above-mentioned components (a) to (c), improve the adhesion speed during application, reduce the stickiness after application, and have an excellent user experience.

[0110] On the other hand, without any of the components (a) to (c) mentioned above (Comparative Examples 1, 3 to 4), it is not possible to simultaneously guarantee rapid adhesion during application and non-stickiness after application.

[0111] The ingredients used in Table 1 are as follows.

[0112] [Table 2] It should be noted that the component (a) used in the examples and comparative examples, 2-(3,5-dimethylpyrazol-1-yl)-4,6-dimethylpyrimidine hydrochloride (dimethylpyrazolyldimethylpyrimidine hydrochloride), is a compound represented by the following structural formula (1) and manufactured by the method described in Japanese Patent No. 4586108.

[0113] [Chemistry 6] Examples of embodiments of the present invention include the following.

[0114] <1> A cosmetic product, characterized in that it contains: (a) A pyrimidinylpyrazole compound of general formula (1) below, or a pharmaceutically acceptable salt thereof, [Chemistry 7] (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. (b) HLB9–18 nonionic surfactants, and (c) HLB2-5 nonionic surfactants, The content of component (a) is more than 0.05% by mass and less than 1.5% by mass.

[0115] <2> According to the above <1> The cosmetic product, wherein R in the general formula (1) 2 and R 5 It is a hydrogen atom.

[0116] <3> According to the above <1> or <2> The cosmetic product, wherein R in the general formula (1) 1 R 3 R 4 and R 6 It is a methyl group.

[0117] <4> According to the above <1> to <3> The cosmetic product described in any one of the following statements, wherein ingredient (b) comprises a combination of polyethylene glycol (40) monostearate and polyoxyethylene (20) sorbitan monostearate.

[0118] <5> According to the above <1> to <4> The cosmetic product described in any one of the following statements, wherein ingredient (c) comprises a combination of sorbitan tristearate and glyceryl stearate.

[0119] <6> According to the above <1> to <5> The cosmetic product described in any one of the following statements further comprises (d) higher alcohols.

[0120] <7> According to the above <1> to <6> The cosmetic product described in any one of the following statements further comprises (e) a thickener.

[0121] <8> According to the above <1> to <7> In any one of the cosmetics, wherein the content of ingredient (b) is more than 0.5% by mass and less than 5.0% by mass.

[0122] <9> According to the above <1> to <8> In any one of the cosmetics, the content of ingredient (c) is more than 0.1% by mass and less than 5.0% by mass.

[0123] The present invention has been described above based on specific implementation methods and embodiments. However, these implementation methods and embodiments are merely illustrative examples, and the present invention is not limited to the above implementation methods and embodiments. Within the scope of the present invention, various changes, modifications, substitutions, deletions, additions, and combinations are possible.

[0124] This application claims priority based on Japanese Patent Application No. 2023-218440, filed on December 25, 2023, the entire contents of which are incorporated herein by reference.

Claims

1. A cosmetic product, characterized in that, It contains: (a) A pyrimidinylpyrazole compound of general formula (1) below, or a pharmaceutically acceptable salt thereof, (b) HLB9–18 nonionic surfactants, and (c) HLB2-5 nonionic surfactants, The content of component (a) is more than 0.05% by mass and less than 1.5% by mass. 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, In the general formula (1) R 2 and R 5 It is a hydrogen atom.

3. The cosmetic product according to claim 1, wherein, In the general formula (1) R 1 R 3 R 4 and R 6 It is a methyl group.

4. The cosmetic product according to claim 1, wherein, The component (b) comprises a combination of polyethylene glycol (40) monostearate and polyoxyethylene (20) dehydrated sorbitan monostearate.

5. The cosmetic product according to claim 1, wherein, The ingredient (c) comprises a combination of sorbitan tristearate and glyceryl stearate.

6. The cosmetic product according to claim 1, wherein, It also contains (d) higher alcohols.

7. The cosmetic product according to claim 1, wherein, It also contains (e) a thickener.

8. The cosmetic product according to claim 1, wherein, The content of component (b) is more than 0.5% by mass and less than 5.0% by mass.

9. The cosmetic product according to claim 1, wherein, The content of component (c) is more than 0.1% by mass and less than 5.0% by mass.

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