Cosmetic
The combination of nicotinamide, pyrimidylpyrazole compounds, agar, and succinoglycan in cosmetics enhances skin affinity and reduces stickiness, addressing the issues of poor absorption and post-application stickiness in existing formulations.
Patent Information
- Application Number
- JP2024103022
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2024-06-26
- Publication Date
- 2026-01-15
AI Technical Summary
Cosmetics containing salt-type drugs tend to be sticky and have poor absorption during application, while those combining agar and succinoglycan provide a refreshing feel but still suffer from stickiness post-application.
A cosmetic formulation comprising nicotinamide, pyrimidylpyrazole compounds or cyclic carboxamide derivatives, agar, and succinoglycan, which enhances skin affinity and reduces post-application stickiness.
The formulation maintains a refreshing feel during application and significantly reduces skin stickiness after use, providing improved skin compatibility.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a cosmetic preparation. Specifically, the present invention relates to a cosmetic preparation comprising a combination of at least one of nicotinamide, a pyrimidylpyrazole compound having a specific structure or a salt thereof, or a cyclic carboxamide derivative having a specific structure or a salt thereof, and agar and succinoglycan. [Background technology]
[0002] It has been known that cosmetics containing salt-type drugs tend to be sticky (e.g., Patent Document 1). It is also known that cosmetics that combine agar and succinoglycan provide a fresh, refreshing feel when used (e.g., Patent Document 2). However, there is a demand for cosmetics that maintain a refreshing feel while further improving poor absorption during application and stickiness on the skin after application. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] Patent Publication No. 2014-129333 [Patent Document 2] Patent Publication No. 2021-95340 Summary of the Invention
[0004] The present inventors have surprisingly found that a cosmetic comprising a combination of at least one of nicotinamide, a pyrimidylpyrazole compound having a specific structure or a salt thereof, or a cyclic carboxamide derivative having a specific structure or a salt thereof, with agar and succinoglycan, maintains a refreshing feel, blends well with the skin during application, and further reduces stickiness on the skin after application. The present invention is based on these findings.
[0005] According to the present disclosure, the following inventions are provided. [1] (A) A cosmetic comprising at least one of (a-1) nicotinic acid or a derivative thereof, (a-2) a pyrimidylpyrazole compound represented by formula (1) or a salt thereof, or (a-3) a cyclic carboxamide derivative represented by formula (2) or a salt thereof, (B) agar, (C) succinoglycan, and (D) water. [ka] (In the formula, R 1 , R 3 , R 4 and R 6 are each independently, C 1-3 is an alkyl group, and R 2 and R 5 are each independently a hydrogen atom or C 1-3 alkyl group) [ka] (In the formula, R 21 represents a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, X is -CH2- or -NR-, where R is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom; and n is an integer from 1 to 3. [2]R 2 and R 5 [1] The cosmetic according to [1], wherein is a hydrogen atom. [3]R 1 , R 3 , R 4 and R 6 The cosmetic according to [1] or [2], wherein is a methyl group. [4]R 21 The cosmetic preparation according to any one of [1] to [3], wherein is a hydroxyalkyl group having 1 to 3 carbon atoms, X is -CH2- or -NH-, and n is 1. [5] The cosmetic preparation according to any one of [1] to [4], wherein the component (a-1) is nicotinamide. [6] The cosmetic preparation according to any one of [1] to [5], wherein the component (a-2) is dimethylpyrazolyldimethylpyrimidine hydrochloride. [7] The cosmetic preparation according to any one of [1] to [6], wherein the component (a-3) is 1-(2-hydroxyethyl)-2-imidazolidinone. [8] The cosmetic according to any one of [1] to [7], wherein the content of the component (a-1) is 1 to 10 mass % relative to the total amount of the cosmetic. [9] The cosmetic according to any one of [1] to [8], wherein the content of the component (a-2) is 0.01 to 1.5 mass % relative to the total amount of the cosmetic.
[10] The cosmetic according to any one of [1] to [9], wherein the content of the component (a-3) is 0.1 to 5 mass % relative to the total amount of the cosmetic.
[11] The cosmetic according to any one of [1] to
[10] , wherein the total content of the components (B) and (C) is 0.1 to 5 mass % relative to the total amount of the cosmetic.
[12] The cosmetic preparation according to any one of [1] to
[11] , wherein the ratio (B / C) of the content of the component (B) to the content of the component (C) is 10 to 3.
[13] (E) The cosmetic preparation according to any one of [1] to
[12] , further comprising an oil component.
[14] The cosmetic according to any one of [1] to
[13] , which is an oil-in-water emulsion cosmetic.
[0006] According to the present invention, it is possible to provide a cosmetic product that has an excellent feeling when used. In particular, it is possible to provide a cosmetic product that has a good affinity with the skin during application while leaving a refreshing feeling, and that causes less stickiness on the skin after application.
[0007] The present invention relates to a cosmetic preparation comprising at least one of (a-1) nicotinic acid or a derivative thereof, (a-2) a pyrimidylpyrazole compound having a specific structure or a salt thereof, or (a-3) a cyclic carboxamide derivative having a specific structure or a salt thereof, (B) agar, (C) succinoglycan, and (D) water.
[0008] (A) A specific salt-form drug The cosmetic preparation according to the present invention contains a specific salt-type drug as component (A). In this specification, "salt-type drug" refers to a water-soluble drug capable of forming a salt. In general, the higher the content of the salt-type drug in a cosmetic preparation, the more likely it is that the cosmetic preparation will become sticky.
[0009] The cosmetic of the present invention comprises, as component (A), at least one of (a-1) nicotinic acid or a derivative thereof, (a-2) a pyrimidylpyrazole compound or a salt thereof, or (a-3) a cyclic carboxamide derivative or a salt thereof.
[0010] (a-1) Nicotinic acid or its derivatives The cosmetic of the present invention comprises nicotinic acid or a derivative thereof. Examples of nicotinic acid derivatives include nicotinamide, benzyl nicotinate, tocopherol nicotinate, and β-butoxy nicotinate ester, with nicotinamide being particularly preferred. Here, nicotinamide, also known as nicotinamide or niacinamide, is a derivative of nicotinic acid and an amide compound of nicotinic acid (vitamin B3 / niacin). Nicotinamide is a water-soluble vitamin and a known substance that is a member of the B vitamin family. It may be extracted from natural sources (such as rice bran) or synthesized by known methods.
[0011] The content of (a-1) nicotinic acid or its derivatives in the cosmetic of the present invention is, but is not limited to, 1 to 10 mass %, preferably 2 to 8 mass %, and more preferably 3 to 7 mass %, relative to the total amount of the cosmetic.
[0012] (a-2) Pyrimidylpyrazole compound or salt thereof The cosmetic according to the present invention comprises (a-2) a pyrimidylpyrazole compound represented by formula (1) or a salt thereof. [ka] During the ceremony, R 1 , R 3 , R 4 and R 6 are each independently, C 1-3 It is an alkyl group, specifically a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a cyclopropyl group, preferably a methyl group or an ethyl group, more preferably a methyl group. R 2 and R 5 are each independently a hydrogen atom or C 1-3 It is an alkyl group, specifically a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a cyclopropyl group, preferably a hydrogen atom, a methyl group, or an ethyl group, more preferably a hydrogen atom.
[0013] The component (a-2) may be a salt of the pyrimidylpyrazole compound represented by formula (1). The type of salt is not particularly limited as long as it is pharmaceutically acceptable, and may be an inorganic salt or an organic salt. Examples of salts include hydrochloride, hydrobromide, sulfate, phosphate, acetate, propionate, citrate, lactate, oxalate, maleate, fumarate, tartrate, and methanesulfonate. The component (a-2) is preferably dimethylpyrazolyldimethylpyrimidine hydrochloride.
[0014] The content of (a-2) the pyrimidylpyrazole compound or its salt in the cosmetic of the present invention is, but is not limited to, 0.01 to 1.5 mass %, preferably 0.05 to 1.2 mass %, and more preferably 0.1 to 1 mass %, relative to the total amount of the cosmetic.
[0015] (a-3) Cyclic carboxamide derivative or salt thereof The cosmetic according to the present invention comprises (a-3) a cyclic carboxamide derivative represented by formula (2) or a salt thereof. [ka] During the ceremony, R 21 represents a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, X is -CH2- or -NR-, where R is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom; and n is an integer of 1 to 3. R 21 is not particularly limited and may be, for example, an alkyl group, cycloalkyl group, alkenyl group, alkynyl group, or cycloalkylalkyl group which may be substituted with a hydroxyl group, and is preferably a hydroxyalkyl group. R is also not particularly limited and may be, for example, hydrogen, or an alkyl group, cycloalkyl group, alkenyl group, alkynyl group, or cycloalkylalkyl group which may be substituted with a hydroxyl group, and is preferably hydrogen.
[0016] In a preferred embodiment, in formula (2), R 21 is a hydroxyalkyl group having 1 to 3 carbon atoms, X is -CH2- or -NH-, and n is 1. Specific examples of the cyclic carboxamide derivative represented by formula (2) include the following. [ka] The component (a-3) is most preferably 1-(2-hydroxyethyl)-2-imidazolidinone.
[0017] The component (a-3) may be a salt of the cyclic carboxamide derivative represented by formula (2). The type of salt is not particularly limited as long as it is pharmaceutically acceptable, and may be an inorganic salt or an organic salt. Examples of inorganic salts include hydrochloride, sulfate, phosphate, hydrobromide, sodium salt, potassium salt, magnesium salt, calcium salt, magnesium salt, and ammonium salt. Examples of organic salts include acetate, lactate, maleate, fumarate, tartrate, methanesulfonate, p-toluenesulfonate, triethanolamine salt, and amino acid salt.
[0018] The content of component (a-3) is preferably 0.1 to 5 mass %, more preferably 0.5 to 3.5 mass %, and even more preferably 1 to 3 mass %, relative to the total amount of the cosmetic, although this is not limited thereto.
[0019] (B) Agar The cosmetic according to the present invention comprises (B) agar. There are no particular limitations on the type of (B) agar, as long as it is primarily composed of agarose, which has a high gelling power. The agar may be a natural product or a processed product. Purified agar may also be used as the agar. The content of (B) agar is 0.1% to 3% by mass, preferably 0.2 to 1.5% by mass, and more preferably 0.3 to 0.8% by mass, relative to the total mass of the cosmetic.
[0020] (C) Succinoglycan The cosmetic preparation of the present invention comprises (C) succinoglycan. Succinoglycan as component (C) is a water-soluble polymer and a type of polysaccharide derived from microorganisms. Succinoglycan refers to a polysaccharide derived from microorganisms that contains, in addition to sugar units derived from galactose and glucose, units derived from succinic acid and pyruvic acid, and optionally acetic acid, or salts of these acids.
[0021] The content of (C) succinoglycan is preferably 0.01 to 2% by mass, more preferably 0.05 to 1% by mass, and particularly preferably 0.05 to 0.2% by mass, relative to the total mass of the cosmetic.
[0022] The combined content of components (B) and (C) is preferably 0.1 to 5% by mass, more preferably 0.2 to 2% by mass, and even more preferably 0.3 to 1.0% by mass, relative to the total amount of the cosmetic. The ratio of the content of component (B) to the content of component (C) (B / C) is preferably 10 to 3, and more preferably 8 to 3.
[0023] (D)Water The cosmetic according to the present invention comprises (D) water. The water used in cosmetics, quasi-drugs, etc. can be used, such as purified water, ion-exchanged water, tap water, etc. The water content is preferably 1 to 95% by mass, more preferably 50 to 90% by mass, based on the total amount of the cosmetic according to the present invention.
[0024] (E) Oil The cosmetic of the present invention may further contain (E) an oil component in addition to (A) to (D). In such cases, the cosmetic of the present invention generally takes the form of an oil-in-water cosmetic or a water-in-oil cosmetic, but may also be, for example, a two-layer cosmetic that separates into two layers upon standing.
[0025] Examples of (E) oils include ester oils, silicone oils, hydrocarbon oils, higher fatty acids, higher alcohols, liquid oils, solid oils, and semi-solid oils. The oils are preferably ester oils, silicone oils, hydrocarbon oils, and higher alcohols. One or more types of (E) component can be blended. The content of (E) component is preferably 1 to 40% by mass of the total amount of the cosmetic.
[0026] Examples of ester oils include octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, 12-hydroxystearate, hydroxypropyl methyl ... Cholesteryl tearic acid, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, tripropylene glycol pivalate, diisostearyl malate, glyceryl di-2-heptylundecanoate, glyceryl diisostearate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, tetra-2 -Pentaerythritol ethylhexanoate, glyceryl tri-2-ethylhexanoate, glyceryl trioctanoate, glyceryl triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate-2-ethylhexyl palmitate, glyceryl trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, Examples of suitable oleic acid surfactants include diisobutyl adipate, N-lauroyl-L-glutamic acid 2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate, cetyl ethylhexanoate, and macadamia nut fatty acid phytosteryl.
[0027] Examples of silicone oils include linear polysiloxanes (e.g., dimethicone, diphenylsiloxyphenyltrimethicone, diphenylpolysiloxane, etc.), cyclic polysiloxanes (e.g., octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.), silicone resins that form a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), and acrylic silicones, with linear polysiloxanes being preferred.
[0028] Examples of hydrocarbon oils include isododecane, isohexadecane, isoparaffin, mineral oil (liquid paraffin), ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and hydrogenated polydecene.
[0029] Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, tall acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA).
[0030] Examples of higher alcohols include straight-chain alcohols (e.g., lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.), branched-chain alcohols (e.g., lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, etc.), and the like.
[0031] Examples of liquid oils include avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, persic oil, wheat germ oil, camellia oil, castor oil, linseed oil, safflower oil, cottonseed oil, perilla oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, Chinese tung oil, Japanese tung oil, jojoba oil, germ oil, triglycerin, etc. Examples of solid oils include cocoa butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, Japan wax kernel oil, hydrogenated oil, Japan wax, hydrogenated castor oil, etc. Examples of semi-solid oils include shea butter, partially hydrogenated coconut oil, partially hydrogenated jojoba oil, etc.
[0032] The cosmetic preparation of the present invention may further contain a surfactant. The surfactant is not particularly limited, and anionic surfactants, cationic surfactants, amphoteric surfactants, or nonionic surfactants can be used, but it is preferable to use nonionic surfactants.
[0033] The nonionic surfactant is not particularly limited as long as it is one commonly used in cosmetics. Examples of nonionic surfactants include glycerin or polyglycerin fatty acid esters, propylene glycol fatty acid esters, polyoxyethylene (POE) sorbitan fatty acid esters, POE sorbit fatty acid esters, POE glycerin fatty acid esters, POE fatty acid esters, POE alkyl ethers, POE-polyoxypropylene (POP) alkyl ethers, POE castor oil or POE hydrogenated castor oil, alkanolamides, POE propylene glycol fatty acid esters, POE alkylamines, POE fatty acid amides, POE-modified silicones, and POE-POP-modified silicones. These surfactants can be used alone or in combination of two or more.
[0034] Among these, POE glycerin fatty acid esters are preferred, for example, PEG-60 glyceryl isostearate, etc. The content of the surfactant is preferably 0.01 to 5 mass %, more preferably 0.1 to 3 mass %, based on the total amount of the cosmetic.
[0035] The cosmetic of the present invention may further contain a polyhydric alcohol. Examples of polyhydric alcohols include glycerin, ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, and polybutylene glycol. Among these, dipropylene glycol and 1,3-butylene glycol are preferred. Polyhydric alcohols can be used alone or in combination. While not limited thereto, the content of polyhydric alcohols is preferably 1 to 30% by mass, more preferably 2 to 25% by mass, and even more preferably 5 to 20% by mass, relative to the total amount of the cosmetic.
[0036] In addition to the above-mentioned components, the cosmetic of the present invention can contain optional components typically used in cosmetics and pharmaceuticals. These optional components include, for example, moisturizers, lower alcohols, thickeners, sequestering agents, neutralizing agents, pH adjusters, antioxidants, preservatives, drugs, UV absorbers, powder components, fragrances, etc. As long as the effects of the present invention are achieved, one or more optional components can be contained in the cosmetic.
[0037] The formulation of the cosmetic according to the present invention is not particularly limited, but is preferably an oil-in-water emulsion cosmetic. In an oil-in-water emulsion cosmetic, the aqueous phase comes into contact with the skin first, providing a moisturizing feel to the skin and enabling the effects of the present invention to be more clearly felt.
[0038] Examples of cosmetics according to the present invention include skin care cosmetics (e.g., lotion, emulsion, cream, serum, pack, mask, etc.), makeup cosmetics (e.g., foundation, makeup base, etc.), skin cleansers (e.g., face wash, makeup remover, etc.), sunscreen cosmetics, etc. Note that these forms are merely examples, and the cosmetics according to the present invention are not limited to these forms. The cosmetic composition according to the present invention can be produced by a conventional method. [Example]
[0039] The present invention will be described in detail based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the contents are expressed in mass % relative to the total amount.
[0040] [Examples 1 to 9, Comparative Examples 1 and 2, and Reference Examples 1 to 3] Oil-in-water cosmetics of Examples 1 to 9, Comparative Examples 1 and 2, and Reference Example were prepared with the formulations shown in Tables 1 to 4. In Comparative Examples 1 and 2, ascorbic acid 2-glucoside, a salt-type drug, was used in place of component (A). [Table 1] [Table 2] [Table 3] [Table 4]
[0041] [Usability rating 1: familiarity] The cosmetics prepared above were applied to the skin by three expert panelists, and the ease of use during application was evaluated according to the following criteria. The results are shown in Tables 1 and 2. A: All three people rated it as being more familiar compared to the standard. B: All three people rated the product as somewhat familiar compared to the standard. C: All three people rated the familiarity as slightly greater than the standard. D: All three people rated it as being the same as the standard or felt no difference.
[0042] [Usability rating 2: No stickiness on skin after use] The cosmetics prepared above were applied to the skin by three expert panelists, and the non-stickiness after application was evaluated. The results are shown in Tables 1 and 2. A: All three people rated it as feeling less sticky compared to criteria 1 or 2. B: All three panelists rated it as being slightly less sticky compared to criteria 1 or 2. C: All three panelists rated that it felt slightly less sticky compared to criteria 1 or 2. D: All three participants rated it as equivalent to criteria 1 or 2, or felt no difference.
[0043] In usability evaluations 1 and 2, Examples 1 to 9, each containing a different content of component (A), were compared with a reference example (standard) that did not contain component (A) but had the same other components. Furthermore, Comparative Examples 1 and 2, each containing a salt-type drug different from component (A) but had the same other components, were compared with the reference example (standard). The reference examples listed in Tables 1 to 4 are all the same.
Claims
1. (A) (a-1) nicotinic acid or a derivative thereof, (a-2) a pyrimidylpyrazole compound represented by formula (1) or a salt thereof, or (a-3) a cyclic carboxamide derivative represented by formula (2) or a salt thereof, At least one of the following: (B) Agar; (C) succinoglycan, and (D) Water A cosmetic comprising: 【Chemistry 1】 (In the formula, R 1 , R 3 , R 4 and R 6 are each independently C 1-3 is an alkyl group, and R 2 and R 5 are each independently a hydrogen atom or C 1-3 alkyl group) 【Chemistry 2】 (In the formula, R 21 represents a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom, X is -CH 2 - or -NR-, where R is a hydrocarbon group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, or a hydrogen atom; and n is an integer from 1 to 3.
2. R 2 and R 5 The cosmetic according to claim 1, wherein is a hydrogen atom.
3. R 1 , R 3 , R 4 and R 6 The cosmetic according to claim 1 or 2, wherein is a methyl group.
4. R 21 is a hydroxyalkyl group having 1 to 3 carbon atoms, X is -CH 2 - or -NH-, and The cosmetic according to claim 1 or 2, wherein n is 1.
5. 3. The cosmetic according to claim 1, wherein the component (a-1) is nicotinamide.
6. 3. The cosmetic preparation according to claim 1, wherein the component (a-2) is dimethylpyrazolyldimethylpyrimidine hydrochloride.
7. 3. The cosmetic according to claim 1, wherein the component (a-3) is 1-(2-hydroxyethyl)-2-imidazolidinone.
8. 3. The cosmetic according to claim 1, wherein the content of component (a-1) is 1 to 10% by mass relative to the total amount of the cosmetic.
9. 3. The cosmetic according to claim 1, wherein the content of component (a-2) is 0.01 to 1.5% by mass relative to the total amount of the cosmetic.
10. 3. The cosmetic according to claim 1, wherein the content of component (a-3) is 0.1 to 5% by mass relative to the total amount of the cosmetic.
11. 3. The cosmetic according to claim 1, wherein the total content of component (B) and component (C) is 0.1 to 5% by mass relative to the total amount of the cosmetic.
12. 3. The cosmetic preparation according to claim 1, wherein the ratio (B / C) of the content of the component (B) to the content of the component (C) is 10 to 3.
13. The cosmetic preparation according to claim 1 or 2, further comprising (E) an oil component.
14. The cosmetic according to claim 1 or 2, which is an oil-in-water emulsion cosmetic.
Citation Information
Patent Citations
Liquid cosmetic
JP2014129333A
Oil-in-water emulsion composition
JP2021095340A