JP2007238444A - Keratinocyte proliferation promoter - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a new keratinocyte proliferation promoter having cell proliferation promotion activity of keratinocyte and utilizable as an active ingredient for hair-growing agent and hair-restoring agent. <P>SOLUTION: The keratinocyte proliferation promoter comprises a compound represented by general formula [I]: R<SP>1</SP>-R<SP>2</SP>(wherein R<SP>1</SP>is a higher aliphatic hydrocarbon group and R<SP>2</SP>is ≥4C ring structure which may be substituted, especially preferably, R<SP>1</SP>is a 10-20C isoprenoid group and R<SP>2</SP>is furan) or its salt as an active ingredient. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a keratinocyte proliferation promoter. The product of the present invention is used particularly in the fields of quasi drugs and cosmetics.

  The number of people who suffer from thinning hair, hair loss and hair loss has been increasing in recent years due to stress and changes in dietary habits due to changes in the social environment. Moreover, since this tendency is spreading from the middle-aged group to the young group, it is required to clarify the cause and mechanism of thinning hair, hair loss, and hair loss. Recently, many studies have been made on the mechanism of hair growth, but there are still many unclear points. Therefore, a great number of hair restorers containing various herbal medicines and drugs are on the market. For example, a combination of extract extracts (patent document 1, patent document 2) such as Yokuinin, Ginkgo, Kashou, vitamin E, alloxazine, pyridine N-oxide, adenosine-3 ′, 5′-cyclic monophos Fate etc. (Patent Document 3, Patent Document 4, Patent Document 5).

Commercial hair restorers containing these plant extracts and herbal medicines are effective in preventing thinning hair, hair loss, dandruff that contributes to the onset of hair loss, and improvement of itching, and promote hair growth and hair growth. Has been. However, the hair-growth / hair-growth effect varies greatly from person to person, and the fact is that there are almost no remarkable effects. Therefore, development of a new hair restorer that is more effective is required.
Japanese Patent Publication No. 1-13451 JP-A-2-48514 JP-A 64-56608 JP-A-1-261321 JP-A-2-204406

  An object of the present invention is to provide a novel keratinocyte proliferation promoter having keratinocyte cell proliferation promoting activity which can be used as an active ingredient of a hair growth agent or a hair growth agent.

As a result of intensive studies to solve the above problems, the present inventors have found that the compounds of the general formula [I]
R ¹ -R ² [I]
(Wherein R ¹ represents a higher aliphatic hydrocarbon group and R ² represents a ring structure having 4 or more carbon atoms which may be substituted), a remarkable keratinocyte growth promoting action The present invention was completed.

  An object of the present invention is to provide a keratinocyte growth promoter that exhibits an excellent hair growth effect and a hair growth effect, and a hair growth agent comprising a keratinocyte growth promoter that exhibits an excellent hair growth effect and a hair growth effect as an active ingredient It is to provide a hair restorer.

That is, as means for solving the problems of the present invention, the general formula [I]
R ¹ -R ² [I]
(Wherein R ¹ represents a higher aliphatic hydrocarbon group and R ² represents an optionally substituted ring structure having 4 or more carbon atoms) or a salt thereof A keratinocyte growth promoter composition containing the keratinocyte growth promoter as an active ingredient, one or more selected from the keratinocyte growth promoter of the present invention, a whitening agent, an antioxidant, It may be a keratinocyte proliferation promoter composition containing one or more medicinal components selected from the group consisting of an anti-inflammatory agent, an antibacterial agent, a cell activator, a moisturizer, and a peripheral vascular blood flow promoter, It is an object of the present invention to provide a hair growth agent and a hair growth agent containing the keratinocyte growth promoter of the present invention as an active ingredient.

  Hereinafter, the present invention will be described in detail.

The present invention refers to the following general formula [I]
R ¹ -R ² [I]
(Wherein R ¹ represents a higher aliphatic hydrocarbon group and R ² represents an optionally substituted ring structure having 4 or more carbon atoms) or a salt thereof as an active ingredient Keratinocyte proliferation promoter.

Moreover, this invention is a keratinocyte growth promoter composition containing the following component (A) and (B).
(A) the general formula R ¹ -R ² [I]
(Wherein R ¹ represents a higher aliphatic hydrocarbon group and R ² represents an optionally substituted ring structure having 4 or more carbon atoms) or a salt thereof as an active ingredient One or more medicinal ingredients selected from the group consisting of keratinocyte proliferation promoters (B) From whitening agents, antioxidants, anti-inflammatory agents, antibacterial agents, cell activators, moisturizers, peripheral blood flow promoters One or more medicinal ingredients selected from the group consisting of

In the general formula [I] of the present invention, R ¹ represents a higher aliphatic hydrocarbon group.
R ¹ specifically represents an alkyl group having 10 to 30 carbon atoms, an alkenyl group having 10 to 30 carbon atoms, or an isoprenoid group having 10 to 20 carbon atoms, and more specifically, an alkyl group having 10 to 30 carbon atoms. As an alkyl group, an undecanoyl group, a dodecanoyl group, a tridecanoyl group, a tetradecanoyl group, a pentadecanoyl group, a hexadecanoyl group, a heptadecanoyl group, an eicosanoyl group, and an alkenyl group having 10 to 30 carbon atoms as a 1-decenyl group, 1 -Undecenyl group, 1-dodecenyl group, 1-tridecenyl group, 1-tetradecenyl group, trans-7-tetradecenyl group, and isoprenoid group having 10 to 20 carbon atoms include phytyl group, isophytyl group, geranylgeranyl group, geranyl linalyl group, farnesyl group Groups such as groups.

R ¹ in the present invention is more preferably an isoprenoid group having 10 to 20 carbon atoms.

In the general formula [I], R ² represents a ring structure having 4 or more carbon atoms which may be substituted.
Specific examples of the ring structure as R ² include a substituted or unsubstituted aliphatic ring, a substituted or unsubstituted carbocyclic aromatic ring, and a substituted or unsubstituted heterocyclic aromatic ring.

  Preferably, it is a substituted or unsubstituted aliphatic ring having 3 to 26 carbon atoms, a substituted or unsubstituted carbocyclic aromatic ring having 6 to 26 carbon atoms, or a substituted or unsubstituted heterocyclic ring having 3 to 26 carbon atoms. An aromatic ring, more preferably a substituted or unsubstituted aliphatic ring having 3 to 20 carbon atoms, a substituted or unsubstituted carbocyclic aromatic ring having 6 to 20 carbon atoms, or a substitution having 3 to 20 carbon atoms Or it is an unsubstituted heterocyclic aromatic ring.

Specific examples of the aromatic ring include, for example, substituted or unsubstituted benzene ring, substituted or unsubstituted naphthalene ring, substituted or unsubstituted pentalene ring, substituted or unsubstituted indacene ring, substituted or unsubstituted Azulene ring, substituted or unsubstituted heptalene ring, substituted or unsubstituted biphenylene ring, substituted or unsubstituted phenanthrene ring, substituted or unsubstituted anthracene ring, substituted or unsubstituted fluoranthene ring, substituted or unsubstituted acenaphthylene ring Substituted or unsubstituted triphenylene ring, substituted or unsubstituted pyrene ring, substituted or unsubstituted chrysene ring, substituted or unsubstituted naphthacene ring, substituted or unsubstituted priadene ring, substituted or unsubstituted picene ring, Substituted or unsubstituted perylene ring, substituted or unsubstituted pentaphen ring, substituted Or unsubstituted pentacene ring, substituted or unsubstituted tetraphenylene ring, substituted or unsubstituted hexaphen ring, substituted or unsubstituted hexacene ring, substituted or unsubstituted rubicene ring, substituted or unsubstituted coronene ring, substituted Or a carbocyclic aromatic ring such as an unsubstituted trinaphthylene ring, a substituted or unsubstituted heptaphene ring, a substituted or unsubstituted heptacene ring, a substituted or unsubstituted pyranthrene ring, a substituted or unsubstituted ovalen ring;
Substituted or unsubstituted furan ring, substituted or unsubstituted thiophene ring, substituted or unsubstituted pyrrole ring, substituted or unsubstituted pyrazole ring, substituted or unsubstituted imidazole ring, substituted or unsubstituted oxazole ring, substituted or Unsubstituted thiazole ring, substituted or unsubstituted pyridine ring, substituted or unsubstituted pyridazine ring, substituted or unsubstituted pyrimidine ring, substituted or unsubstituted pyrazine ring, substituted or unsubstituted quinoline ring, substituted or unsubstituted Isoquinoline ring, substituted or unsubstituted quinoxaline ring, substituted or unsubstituted indolizine ring, substituted or unsubstituted indole ring, substituted or unsubstituted indazole ring, substituted or unsubstituted purine ring, substituted or unsubstituted Phthalazine ring, substituted or unsubstituted naphthyridine ring, substituted or unsubstituted quinazoline , Substituted or unsubstituted cinnoline ring, substituted or unsubstituted pteridine ring, substituted or unsubstituted carboline ring, substituted or unsubstituted phenanthridine ring, substituted or unsubstituted acridine ring, substituted or unsubstituted perimidine ring A heterocyclic aromatic ring such as a substituted or unsubstituted phenanthroline ring, a substituted or unsubstituted phenazine ring, a substituted or unsubstituted furazane ring;
Etc.

  More specifically, for example, furan, thiophene, benzene, benzopyran, naphthoquinone and the like are preferable, and the ring structure may contain an oxygen atom, a nitrogen atom, or a sulfur atom.

More preferred as R ² in the present invention is furan.

  Further, the salt of the compound of the general formula [I] is not particularly limited, but specifically, for example, a salt with an alkali metal such as sodium and potassium; an alkaline earth metal such as magnesium and calcium; Salts with organic bases such as triethylamine and pyridine; salts with mineral acids such as hydrochloric acid and sulfuric acid; and salts with sulfonic acids such as benzenesulfonic acid, toluenesulfonic acid and methanesulfonic acid.

  In addition, in the compound of the general formula [I] or a salt thereof, when isomers such as optical isomers and geometric isomers exist, the present invention encompasses all these isomers, and includes all crystal forms and solvates. It extends to things.

  Specific examples of the compound represented by the general formula [I] of the present invention include 3-methyl-2- (3,7,11-trimethyldodecyl) furan, 2,3-dimethyl-5- (2, 6,10-trimethylundecyl) furan, 3- (4,8,12-trimethyltridecyl) -furan and the like.

In the present invention, as the compound represented by the general formula [1], R ¹ is an isoprenoid group having 10 to 20 carbon atoms, and R ² is selected from furan, thiophene, benzene, benzopyran, and naphthoquinone. In which R ¹ is an isoprenoid group having 10 to 20 carbon atoms and R ² is furan, more preferably 3-methyl-2- (3,7,11 -trimethyldodecyl) furan.

  The content of the compound of general formula [I] or a salt thereof in the keratinocyte growth promoter (total weight) of the present invention is not particularly limited and can be selected in a wide range, but is usually 0.001 to 10% by weight. Preferably, it may be 0.01 to 5% by weight.

  In the keratinocyte growth promoter composition of the present invention, the ratio of the component (A) and the component (B) in the keratinocyte growth promoter as the component (A) and the medicinal component as the component (B) is particularly limited. The component (A) is usually 0.001 to 10% by weight, preferably 0.01 to 5% by weight, based on the total weight of the composition. B) may be 0.01 to 10% by weight, preferably 0.1 to 5% by weight.

  In addition to the composition of the present invention, the therapeutic agents and cosmetics containing the keratinocyte growth promoter of the present invention as an active ingredient are components commonly used in pharmaceuticals and cosmetics, such as powder components, liquid fats and oils, solid fats and waxes, and the like. , Hydrocarbon oil, higher fatty acid, ester oil, silicone oil, anionic surfactant, cationic surfactant, amphoteric surfactant, nonionic surfactant, water-soluble polymer, thickener, UV absorber, metal ion Sequestering agents, alcohols, sugars, amino acids, organic amines, polymer emulsions, pH adjusters, vitamins, antioxidants, antioxidant aids, moisturizers, water, whitening agents, anti-inflammatory agents, antibacterial agents, cell activators , Peripheral vascular blood flow promoters, etc., as appropriate, blended as necessary, solution, gel, emulsion, solid, powder, paste, film, aerosol cosmetics, etc. According to shape It can be produced by known methods in general. Specific ingredients that can be blended are listed below, but the therapeutic agent and cosmetics of the present invention can be prepared by blending the composition of the present invention and any one or more of the following components.

  Examples of the powder component include inorganic powders (for example, talc, kaolin, mica, sericite (sericite), muscovite, phlogopite, synthetic mica, saucite, biotite, permiculite, magnesium carbonate, calcium carbonate, silicic acid. Aluminum, barium silicate, calcium silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, silica, zeolite, barium sulfate, calcined calcium sulfate (baked gypsum), calcium phosphate, fluorine apatite, hydroxyapatite, ceramic powder Metal soap (eg, zinc myristate, calcium palmitate, aluminum stearate), boron nitride, etc .; organic powder (eg, polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, Styrene powder, copolymer resin powder of styrene and acrylic acid, benzoguanamine resin powder, polytetrafluoroethylene powder, cellulose powder, etc.); inorganic white pigment (eg, titanium dioxide, zinc oxide, etc.); inorganic red pigment (eg, , Iron oxide (Bengara), iron titanate, etc.); inorganic brown pigment (for example, γ-iron oxide, etc.); inorganic yellow pigment (for example, yellow iron oxide, loess); inorganic black pigment (for example, black) Iron oxide, low-order titanium oxide, etc.); inorganic purple pigments (eg, manganese violet, cobalt violet, etc.); inorganic green pigments (eg, chromium oxide, chromium hydroxide, cobalt titanate, etc.); inorganic blue pigments (eg, For example, ultramarine, bitumen, etc.); pearl pigments (eg, titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated titanium) Lac, colored titanium oxide coated mica, bismuth oxychloride, fish scale foil, etc.); metal powder pigments (eg, aluminum powder, copper powder, etc.); organic pigments such as zirconium, barium or aluminum lake (eg, red 201, red 202) No., Red 204, Red 205, Red 220, Red 226, Red 228, Red 405, Orange 203, Orange 204, Yellow 205, Yellow 401, and Blue 404 Red No. 3, Red No. 104, Red No. 106, Red No. 227, Red No. 230, Red No. 401, Red No. 505, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Green No. 3 and Blue No. 1); natural pigments (for example, chlorophyll, β-carotene, etc.) and the like.

  Examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, southern castor oil, castor oil, linseed oil , Safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnagiri oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin and the like.

  Examples of the solid fat include cacao butter, coconut oil, hardened coconut oil, palm oil, palm kernel oil, owl kernel oil, hardened oil, owl, and hardened castor oil.

  Examples of waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, ibota wax, whale wax, montan wax, nuka wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugar cane wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, Examples include jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, and POE hydrogenated lanolin alcohol ether.

  Examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and the like.

  Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, tall oil fatty acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA) etc. are mentioned.

  Examples of ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyloctanoate, cetyl lactate, lactic acid Myristyl, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, monoisostearate N-alkyl glycol, neopentyl glycol dicaprate, Diisostearyl malate, glycerin di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexanoate, triiso Trimethylolpropane teaate, pentaerythritol tetra-2-ethylhexanoate, glycerin 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, diisobutyl adipate, N-lauroyl-L -Glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyl myristate Rudeshiru, palmitic acid 2-hexyl decyl, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, and triethyl citrate.

  Examples of the silicone oil include linear polysiloxanes (for example, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (for example, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexyl). And silicone resins that form a three-dimensional network structure, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) It is done.

  Anionic surfactants include, for example, fatty acid soaps (eg, sodium laurate, sodium palmitate, etc.); higher alkyl sulfates (eg, sodium lauryl sulfate, potassium lauryl sulfate, etc.); alkyl ether sulfates (eg, POE-lauryl sulfate triethanolamine, POE-sodium lauryl sulfate, etc.); N-acyl sarcosine acid (eg, sodium lauroyl sarcosine, etc.); higher fatty acid amide sulfonates (eg, sodium N-myristoyl-N-methyl taurate, palm Oil fatty acid methyl taurine sodium, lauryl methyl taurine sodium, etc .; Phosphate ester salt (POE-oleyl ether sodium phosphate, POE-stearyl ether phosphate, etc.); Sulfosuccinate (for example, Sodium di-2-ethylhexyl sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sodium sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, etc .; alkyl benzene sulfonates (eg, sodium linear dodecyl benzene sulfonate, triso linear dodecyl benzene sulfonate) Ethanolamine, linear dodecyl benzene sulfonic acid, etc.); higher fatty acid ester sulfates (for example, hydrogenated coconut oil fatty acid sodium glycerin sulfate, etc.); N-acyl glutamate (for example, monosodium N-lauroyl glutamate, di-N-stearoyl glutamate) Sodium, N-myristoyl-L-monosodium glutamate, etc.); sulfated oil (eg funnel oil); POE-A Kill ether carboxylic acid; POE-alkyl allyl ether carboxylate; α-olefin sulfonate; higher fatty acid ester sulfonate; secondary alcohol sulfate ester; higher fatty acid alkylolamide sulfate ester; lauroyl monoethanolamide succinic acid Sodium; N-palmitoyl aspartate ditriethanolamine; sodium caseinate and the like.

  Examples of the cationic surfactant include alkyltrimethylammonium salts (eg, stearyltrimethylammonium chloride, lauryltrimethylammonium chloride, etc.); alkylpyridinium salts (eg, cetylpyridinium chloride, etc.); distearyldimethylammonium dialkyldimethylammonium chloride; Poly (N, N′-dimethyl-3,5-methylenepiperidinium chloride); alkyl quaternary ammonium salt; alkyldimethylbenzylammonium salt; alkylisoquinolinium salt; dialkyl morpholinium salt; POE-alkylamine; Examples include alkylamine salts; polyamine fatty acid derivatives; amyl alcohol fatty acid derivatives; benzalkonium chloride; benzethonium chloride and the like.

  Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants (eg, 2-undecyl-N, N, N- (hydroxyethylcarboxymethyl) -2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide). Side-1-carboxyethyloxy disodium salt, etc.); betaine surfactants (for example, 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkylbetaine, amide betaine) , Sulfobetaine, etc.).

  Examples of the lipophilic nonionic surfactant include sorbitan fatty acid esters (for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, Sorbitan trioleate, diglycerol sorbitan penta-2-ethylhexylate, diglycerol sorbitan tetra-2-ethylhexyl); glycerin polyglycerin fatty acids (for example, mono-cotton oil fatty acid glycerin, mono-erucic acid glycerin, sesquioleate glycerin, monostearin) Glycerin acid, α, α′-oleic acid pyroglutamate glycerin, monostearate glycerin malate, etc.); propylene glycol fatty acid esters (for example, And propylene glycol monostearate); hardened castor oil derivatives; glycerin alkyl ethers and the like.

  Examples of the hydrophilic nonionic surfactant include POE-sorbitan fatty acid esters (for example, POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate, etc.); POE sorbite fatty acid esters (eg, POE-sorbite monolaurate, POE-sorbite monooleate, POE-sorbite pentaoleate, POE-sorbite monostearate, etc.); POE-glycerin fatty acid esters (eg, POE-glycerin) Monostearate, POE-glycerol monoisostearate, POE-monooleate such as POE-glycerol triisostearate, etc.); POE-fatty acid esters (eg, POE-distearate, PO Monodiolates, ethylene glycol distearate, etc.); POE-alkyl ethers (eg POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE-behenyl ether, POE-2-octyldecyl ether, POE-cholestanol) Ethers, etc.); Pluronic types (for example, Pluronic etc.); POE • POP-alkyl ethers (for example, POE • POP-cetyl ether, POE • POP-2-decyltetradecyl ether, POE • POP-monobutyl ether, POE) POP-hydrogenated lanolin, POE / POP-glycerin ether, etc.) Tetra POE / tetra-POP-ethylenediamine condensates (eg, Tetronic etc.); POE-castor oil hydrogenated castor oil derivative ( For example, POE-castor oil, POE-hardened castor oil, POE-hardened castor oil monoisostearate, POE-hardened castor oil triisostearate, POE-hardened castor oil monopyroglutamic acid monoisostearic acid diester, POE-hardened castor Oil maleic acid, etc.); POE-beeswax lanolin derivatives (eg POE-sorbite beeswax etc.); alkanolamides (eg coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide etc.); POE-propylene glycol fatty acid Examples include esters; POE-alkylamines; POE-fatty acid amides; sucrose fatty acid esters; alkyl ethoxydimethylamine oxides;

  Examples of natural water-soluble polymers include plant-based polymers (for example, gum arabic, gum tragacanth, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), alge colloid (guckweed extract), starch (Rice, corn, potato, wheat), glycyrrhizic acid); microbial polymers (eg, xanthan gum, dextran, succinoglucan, bullulan, etc.); animal polymers (eg, collagen, casein, albumin, gelatin, etc.), etc. Is mentioned.

  Semi-synthetic water-soluble polymers include, for example, starch polymers (eg, carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate) Hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, cellulose powder and the like); alginic acid polymers (for example, sodium alginate, propylene glycol alginate, etc.) and the like.

  Synthetic water-soluble polymers include, for example, vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer); polyoxyethylene polymers (eg, polyethylene glycol 20,000, 40). , 000, 60,000 polyoxyethylene polyoxypropylene copolymer, etc.); acrylic polymers (for example, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, and the like.

  Examples of the thickener include gum arabic, carrageenan, caraya gum, gum tragacanth, carob gum, quince seed (malmello), casein, dextrin, gelatin, sodium pectate, sodium alginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropyl Cellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, cellulose dialkyldimethylammonium sulfate, xanthan gum, magnesium aluminum silicate, bentonite, hectorite, AlMg silicate (Beegum), Examples thereof include laponite and silicic anhydride.

Examples of the ultraviolet absorber include the following compounds.
(1) Benzoic acid ultraviolet absorbers, for example, paraaminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, N, N-dimethyl PABA ethyl ester and the like.
(2) Anthranilic acid-based ultraviolet absorbers such as homomenthyl-N-acetylanthranilate.
(3) Salicylic acid ultraviolet absorbers such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, and the like.
(4) Cinnamic acid-based ultraviolet absorbers For example, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4- Diisopropyl cinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxy Ethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl -Diparamet Such as Shishin'nameto.
(5) Triazine-based ultraviolet absorber, for example, bisresorcinyl triazine.
More specifically, bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) 1,3,5-triazine, 2,4,6-tris { 4- (2-ethylhexyloxycarbonyl) anilino} 1,3,5-triazine and the like.
(6) Other ultraviolet absorbers For example, 3- (4′-methylbenzylidene) -d, l-camphor, 3-benzylidene-d, l-camphor, 2-phenyl-5-methylbenzoxazole, 2,2 '-Hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, 2- (2'-hydroxy-5'-methylphenylbenzotriazole), dibenzalazine, dianisoyl Pyridazine derivatives such as methane, 4-methoxy-4′-t-butyldibenzoylmethane, 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one, dimorpholinopyridazinone and the like.

  Examples of the sequestering agent include 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, disodium edetate, trisodium edetate, and tetrasodium edetate. Sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, ascorbic acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyl triacetate and the like.

  Examples of the lower alcohol include ethanol, propanol, isopropanol, isobutyl alcohol, t-butyl alcohol and the like.

  Examples of the polyhydric alcohol include divalent alcohols (for example, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, Pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trivalent alcohol (eg, glycerin, trimethylolpropane, etc.); tetravalent alcohol (eg, 1, 2, 6) Pentaerythritol such as hexanetriol, etc .; pentavalent alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, diethylene glycol, dipropylene glycol, Tylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); divalent alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol) Monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol Dibutyl Dihydric alcohol alkyl ethers (for example, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol) Monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol Dibutyl alcohol ether ester (for example, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazebate, ethylene glycol disuccine) , Diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc.); glycerin monoalkyl ether (example) Sugar alcohol (eg, sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch-degrading sugar, maltose, xylitol, starch degradation) Sugar-reduced alcohol, etc.); Glysolid; Tetrahydrofurfuryl alcohol; POE-Tetrahydrofurfuryl alcohol; POP-Butyl ether; POP / POE-Butyl ether; Tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphate POP · POE-pentane erythritol ether, polyglycerin and the like.

  Examples of higher alcohols include linear alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol); branched chain alcohols (eg, monostearyl glycerin ether (batyl alcohol) ), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol and the like.

  Examples of monosaccharides include tricarbon sugars (eg, D-glyceryl aldehyde, dihydroxyacetone, etc.); tetracarbon sugars (eg, D-erythrose, D-erythrulose, D-treose, erythritol, etc.); pentose sugars (eg, L-arabinose, D-xylose, L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose, L-xylulose, etc .; hexose (eg, D-glucose, D-talose, D) -Bucicose, D-galactose, D-fructose, L-galactose, L-mannose, D-tagatose, etc.); pentose sugar (eg, aldheptose, heproose, etc.); octose sugar (eg, octulose, etc.); For example, 2-deoxy-D-ribose, 6-deoxy-L-galactose, 6-deoxy-L Mannose, etc.]; amino sugars (eg, D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, muramic acid, etc.); uronic acids (eg, D-glucuronic acid, D-mannuronic acid, L-guluronic acid, D- Galacturonic acid, L-iduronic acid, etc.).

  Examples of the oligosaccharide include sucrose, umbelliferose, lactose, planteose, isolicnose, α, α-trehalose, raffinose, lycnose, umbilicin, stachyose verbus course, and the like.

  Examples of the polysaccharide include cellulose, quince seed, chondroitin sulfate, starch, galactan, dermatan sulfate, glycogen, gum arabic, heparan sulfate, hyaluronic acid, tragacanth gum, keratan sulfate, chondroitin, xanthan gum, mucoitin sulfate, guar gum, dextran, kerato sulfate. , Locust bingham, succinoglucan, caronic acid and the like.

  Examples of amino acids include neutral amino acids (eg, threonine, cysteine, etc.); basic amino acids (eg, hydroxylysine, etc.) and the like. Examples of the amino acid derivative include acyl sarcosine sodium (lauroyl sarcosine sodium), acyl glutamate, acyl β-alanine sodium, glutathione, and pyrrolidone carboxylic acid.

  Examples of the organic amine include monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, and 2-amino-2-methyl-1-propanol. Is mentioned.

  Examples of the polymer emulsion include an acrylic resin emulsion, a polyethyl acrylate emulsion, an acrylic resin liquid, a polyacryl alkyl ester emulsion, a polyvinyl acetate resin emulsion, and a natural rubber latex.

  Examples of the pH adjusting agent include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate.

  Examples of vitamins include vitamin A, B1, B2, B6, C, E and derivatives thereof, pantothenic acid and derivatives thereof, biotin and the like.

  Examples of the antioxidant include vitamin E and derivatives thereof (dl-α (β, γ) -tocopherol, dl-α-tocopherol acetate, nicotinic acid-dl-α-tocopherol, linoleic acid-dl-α-tocopherol, Tocopherols such as dl-α-tocopherol succinate and derivatives thereof, ubiquinones, etc., vitamin A and derivatives thereof (retinol palmitate, retinol acetate such as retinol and derivatives thereof, retinal such as dehydroretinal and derivatives thereof), carotenoids (Carotene, lycopene, astaxanthin, etc.), vitamin B and its derivatives (thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, pyridoxine dioctanoate, flavin adenine dinucleotide, cyanocobalamin, Acids, nicotinic acid amides, nicotinic acids such as benzyl nicotinate, cholines, etc.), vitamin C and derivatives thereof (L-ascorbic acid alkyl esters such as L-ascorbyl dipalmitate and L-ascorbyl tetraisopalmitate, L- Ascorbic acid phosphate, L-ascorbic acid sulfate, etc.), vitamin D and its derivatives (ergocalciferol, cholecalciferol, dihydroxystannal etc.), rutin and its derivatives, thiotaurine, taurine, hydroquinone and its derivatives, histidine Catechins and derivatives thereof, grabrizine, glabrene, liquiritin, isoliquiritin and licorice extract containing these, glutathione and derivatives thereof, dibutylhydroxytoluene, butylhydroxyanisole , Gallic acid and its derivatives, cholesterol and its derivatives, superoxide dismutase, mannitol, cucumber extract, quette extract, gentian (gentian) extract, genocarpus extract, hawthorn extract, peony extract, ginkgo biloba extract, koganebana (Ougon) extract, carrot extract, maika (maikai, hermanus) extract, sunpens (kawara ketsumei) extract, tormentilla extract, parsley extract, grape extract, button (button pi) extract, mokka (bokeh) extract , Melissa extract, Yashajitsu (Yasha) extract, Yukinoshita extract, Rosemary (mannenrou) extract, lettuce extract, tea extract (Oolong tea, black tea, green tea, etc.), microbial fermentation metabolites, seaweed extract, Ganoderma extract, eggshell membrane extract, fetus Extracts include swingle extract or the like. (In parentheses, plant aliases and herbal medicine names are listed.)

  Examples of the antioxidant assistant include phosphoric acid, citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphate, phytic acid, and ethylenediaminetetraacetic acid.

  Examples of humectants include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, cholesteryl-12-hydroxystearate, and lactic acid. Examples thereof include sodium, bile salt, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO) PO adduct, Izayoi rose extract, yarrow extract, and mellote extract.

  As a whitening agent, vitamin C and its derivatives (L-ascorbic acid alkyl esters such as L-ascorbyl dipalmitate, L-ascorbyl tetraisopalmitate, L-ascorbic acid phosphate, L-ascorbic acid sulfate, etc.) , Placenta extract, glabrizine, glabrene, liquiritin, isoliquiritin and licorice extract, yocuinine extract, oganone extract, seaweed extract (comb, macombu, wakame, hijiki, hibamata, sujime Brown algae such as tiger beetle, tsunoarame, honda law, giant kelp; Algae: Chlorella, Aonori, Donariella, Chlorococcus, Anaaaosa, Kawanoori, Marimo, Shiogusa, Casanori, Futojuzumo, Tamajuzumo, Aeguro, Aomidoro, etc .; Product, wheat extract, tomato extract, carotenoid (carotene, lycopene, astaxanthin, etc.), agarose, oligosaccharide, neoagarobiose, hydroquinone and its derivatives, cysteine and its derivatives, asparagus extract, ibuquitorano extract, Neubara (agetsu) extract, Ezokogi extract, pea extract, chamomile extract, bayberry extract, orange extract, raspberry extract, kiwi extract, clara extract, coffee extract, sesame Oil, Sesame oil, Sesame extract, Rice extract, Rice extract, Saisin extract, Hawthorn extract, Sunpens extract, Peonies extract, Shirayuri extract, Mulberry extract, Toki extract , Beech extract, beech sprout extract, black currant extract, hop extract, maika (maikai, hamanasu) extract, mokka (bokeh) extract, yukinoshita extract, tea extract (Oolong tea, black tea, green tea, etc. ), Ganoderma extract, microbial fermentation metabolite, soybean extract, molasses extract, Rakan fruit extract, and the like. (In parentheses, plant aliases and herbal medicine names are listed.)

  Anti-inflammatory agents include glycyrrhizic acid and its derivatives, glycyrrhetinic acid and its derivatives, vitamin B and its derivatives (thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, pyridoxine dioctanoate, flavin adenine dinucleotide , Nicotinic acid such as cyanocobalamin, folic acid, nicotinamide, benzyl nicotinate, choline, tranexamic acid, thiotaurine, hypotaurine, aloe extract, ashitaba extract, altea extract, arnica extract, sulfur and its derivatives, nettle Extract, Ginseng extract, Turmeric extract, Yellowfin extract, Hypericum extract, Chamomile extract, Comfrey extract, Honeysuckle extract, Cucumber extract Song extract, Salvia (sage) extract, Walnut extract (Juyu) extract, Perilla extract, Birch extract, Elderberry extract, Grape extract, Mulberry extract, Eucalyptus extract, Artemisia extract, Astragalus extract Examples include extracts, chondroitin sulfate and derivatives thereof, zinc oxide, etc. (In parentheses, plant aliases, herbal medicine names, etc. are described.)

  Examples of the antibacterial agent include methyl paraben, ethyl paraben, butyl paraben, phenoxyethanol and the like.

  Examples of cell activators include carotenoids (such as carotene, lycopene, astaxanthin), vitamin A and derivatives thereof (retinol such as retinol palmitate and retinol acetate; and retinals such as dehydroretinal and derivatives thereof), vitamin C and its derivatives. Derivatives (L-ascorbic acid alkyl esters such as L-ascorbyl dipalmitate and L-ascorbyl tetraisopalmitate, L-ascorbic acid phosphate, L-ascorbic acid sulfate, etc.), vitamin B and its derivatives (thiamine hydrochloride) Salt, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, pyridoxine dioctanoate, flavin adenine dinucleotide, cyanocobalamin, folic acid, nicotinamide and benzyl nicotinate (Tinic acids, choline, etc.), ribonucleic acid and salts thereof, deoxyribonucleic acid and salts thereof, α- and γ-linolenic acid, xanthine and derivatives thereof (caffeine, etc.), amino acids and derivatives thereof (serine, glutamic acid, theanine, hydroxy) Proline, pyrrolidone carboxylic acid, etc.), docosahexaenoic acid and its derivatives, eicosapentaenoic acid and its derivatives, citric acid, lactic acid, malic acid, succinic acid, almond extract, asparagus extract, apricot extract, ginkgo biloba extract , Kihada extract, barley extract, kiwi extract, cucumber extract, shiitake extract, cedar extract, assembly extract, soybean extract, jujube extract, clover extract , Pepper extract, red pepper extract, tomato extract, Garlic extract, carrot extract, hinokitiol, beech extract, grape seed oil, beech extract, beech bud extract, peach extract, eucalyptus extract, lily extract, lettuce extract, lemon extract, rosemary (Mannenrou) extract, malt root extract, animal-derived extract (mollusk and other mollusc extracts, shell extract, shellfish extract, fish extract, chicken crown extract, royal jelly, silk protein and its degradation product, placenta Extract, serum deproteinized extract, lactoferrin or degradation product thereof), yeast extract, microbial fermentation metabolite (derived from lactic acid bacteria, bifidobacteria, etc.), ganoderma extract and the like. (In parentheses, plant aliases and herbal medicine names are listed.)

  Examples of peripheral vascular blood flow promoters include vitamin E and its derivatives, assembly extract, garlic extract, ginger extract, red pepper extract, rosemary extract and the like.

  The composition of the present invention and one or more of the above components can be combined to provide a multifunctional cosmetic.

  EXAMPLES Hereinafter, although this invention is demonstrated in detail based on an Example, this invention is not limited to these Examples.

Isolate hair papilla cells from male-type hair loss scalp obtained as a by-product of cosmetic surgery, so that fetal bovine serum (jrh Biociences) is 10% in Dulbecco's modified Eagle medium (DMEM; Nissui Pharmaceutical) Was further cultured at 37 ° C. in the presence of 5% CO ₂ using a medium (hereinafter referred to as a growth medium) supplemented with penicillin G having a final concentration of 50 U / mL and streptomycin sulfate at 50 μg / mL (J). Investig. Dermatol. Symp. Proc., Vo. 8, 69-71, (2003)). Papilla cells were seeded on a 6-well plate (Costar) at 5 × 10 ⁵ cells / well, and plasmid SV-ori-8-16 (JCRB) lacking the ori of SV40 was introduced into the papilla cells. Cell introduction conditions were as follows: 1 μg / well SV-ori-8-16 and 3 μL / well FuGene6 were added after replacement with 1 mL serum-free DMEM medium according to the attached manual using FuGene6 (Roche). After time treatment, the medium was returned to the growth medium. About 20 days after the introduction, 9 proliferating colonies consisting of slightly smaller and faster-growing cells appeared from the cells into which the SV40 plasmid had been introduced, and cloning was performed using glass rings. Finally, DP2-SV40-No.1, DP2-SV40-No.2, DP2-SV40-No.5, DP2-SV40-No.6, DP2-SV40-No.7, DP2-SV40-No. 8. Seven immortalized cells of DP2-SV40-No.9 were established. The dermal papilla cells into which SV-ori-8-16 had not been introduced stopped growing after about the 10th passage, but the immortalized dermal papilla cells continued to grow after the 10th generation. The doubling time of dermal papilla cells before immortalization was about 2 weeks, but the doubling time of immortalized dermal papilla cells was 1.5 to 3 days, and the growth rate was fast.

The co-culture evaluation method of immortalized hair papilla cells and keratinocyte cells is as follows. The obtained immortalized dermal papilla cell line (DP2-SV40-No.8) was seeded on a 6-well plate at 5 × 10 ⁵ cells / well, and cultured in a 3.5 mL growth medium for 1 day. In addition, keratinocyte cells were seeded on a 6-well plate at 5 × 10 ⁴ cells / well and cultured in a 3.5 mL growth medium for 1 day. After the culture, both cells were further co-cultured in 3.5 mL serum-free-DMEM medium containing each test substance shown in Table 1, and the number of keratinocyte cells after the co-culture was counted. The number of keratinocyte cells after co-cultured in 3.5 mL serum-free DMEM medium containing the subject for 5 days is 20 compared to the number of keratinocyte cells co-cultured in 3.5 mL serum-free DMEM medium containing ethanol for 5 days. The lowest effective concentration was determined as the lowest concentration among the concentrations added to the analyte when the growth was greater than%. The results are shown in Table 1.

[Comparative Example 1]
The co-culture evaluation was performed in the same manner as in Example 1 except that ethanol was used instead of the test substance. The results are shown in Table 1.

[Comparative Example 2]
The co-culture evaluation was performed in the same manner as described in Example 1 except that farnesyl acetate was included instead of the test substance. The results are shown in Table 1.

[Comparative Example 3]
The co-culture evaluation was performed in the same manner as described in Example 1 except that squalene was included instead of the test substance. The results are shown in Table 1.

[Comparative Example 4]
The co-culture evaluation was performed in the same manner as described in Example 1 except that squalane was included instead of the test substance. The results are shown in Table 1.

[Evaluation Test 1]
Next, the results of tests conducted to demonstrate how the hair growth agent of the present invention is excellent in terms of hair growth and hair growth effects are shown.

1. Mouse hair growth evaluation test (1) Test sample Product of the present invention: ethanol solution containing 0.01% 3-methyl-2- (3,7,11-trimethyldodecyl) furan Control: 100% ethanol solution (2) Test method The test was performed using 47-48 day-old C3H / HeNCrj (SPF), male, mice of Charles River Japan. Three days before the start of the test, after shaving the back of the mice with a razor, the mice were weighed, individuals with no abnormal skin were selected, and 10 mice were grouped so that the weight of each group was almost uniform. Grouped. The test sample was applied to the back of the mouse 100 μL once a day for 25 days from the start date of the test, and on the first application day, 5, 7, 10, 13, 16, 19, 22 and 25 days [Table 2] It was scored with the score shown in. The hair growth / growth effect of each specimen was performed based on statistical analysis between the control and the test substance. The test results are shown in FIG.

[FIG. 1] Evaluation results in C3H mice of the present invention product and control group (see FIG. 1)
As is clear from the test results in FIG. 1, 3-methyl-2- (3,7,11-trimethyldodecyl) furan, which is a product of the present invention, promotes hair elongation in comparison with the control group. Clear hair growth promoting action is recognized.

2. Human hair growth / growth evaluation test An evaluation test was conducted on the effect of actually using the hair growth agent containing the product of the present invention.
(1) Sample Product of the present invention: Hair tonic of production examples 1 to 4 described later Comparative product: 3-methyl-2- (3,7,11-trimethyldodecyl) furan from hair tonic of Example 1 described later (2) Test method The test was divided into 5 groups of 25 persons (25 to 50 years old) who complained of hirsutism and alopecia, and each sample was washed daily in the morning and night after washing the head The method was applied evenly. The evaluation was performed at the 3rd and 6th months after the start of use, and the extent to which panelists felt that vellus hair and hard hair had grown was measured. In addition, at the end of the study, interviews were conducted to improve the condition of the scalp and reduce the occurrence of dandruff. The results are shown in [Table 3].

  As is apparent from the results of [Table 3], in the group to which the hair-restoring agent containing 3-methyl-2- (3,7,11-trimethyldodecyl) furan of the present invention was applied, some hair was grown. Since the number of panelists who felt that hair had grown increased, the hair-growth effect was also observed in humans, similar to the test results in C3H mice. In addition, five panelists who reported that the condition of the scalp was improved and the occurrence of dandruff were reduced at the end of the test were counted in Example 1 and Example 4 and in Example 2. From this, it was confirmed that the hair restorer containing the product of the present invention also has an effect of improving the condition of the scalp. Furthermore, no skin damage such as deterioration of the scalp or inflammatory reaction was observed in any of the panelists during the study period, and the panel should be sufficiently safe for long-term continuous use. Was also confirmed.

  Hereinafter, blending examples of various dosage forms and a hair-restoring agent containing 3-methyl-2- (3,7,11-trimethyldodecyl) furan according to the present invention will be described as examples.

[Production Examples 1 to 4] Hair tonic Using the blending components and blending ratios shown in [Table 4], each component was dissolved by heating and solubilized to prepare a hair tonic. In addition, a mixture ratio is weight%.

[Production Example 5] Hair Shampoo
Compounding ingredients Compounding amount (wt%)
(A) Lauric acid diethanolamide 5.0
Propylene glycol 5.0
Alkyltrimethylammonium chloride 0.2
Glycerin 0.2
1-menthol 0.1
3-methyl-2- (3,7,11-trimethyldodecyl) furan 1.0
(B) Trichlorocarbanilide 0.2
Purified water 88.2
(C) Fragrance 0.1
(Manufacturing method)
The component (A) was heated and mixed at 80 ° C. and cooled, the component (B) was added, and then the component (C) was added to prepare a hair shampoo.

[Production Example 6] Hair Rinse
Compounding ingredients Compounding amount (wt%)
(A) Liquid paraffin 10.0
Alkyltrimethylammonium chloride 0.2
Cetanol 2.0
3-methyl-2- (3,7,11-trimethyldodecyl) furan 2.0
(B) 1,3-butylene glycol 5.0
Diphenhydramine hydrochloride 0.01
Purified water 40.0
(C) Tocopherol nicotinate 0.02
Purified water 40.67
(D) Fragrance 0.1
(Manufacturing method)
The components (A) and (B) are heated and mixed at 80 ° C. and emulsified. Thereafter, it was cooled to around 40 ° C., component (C) was added, and then (D) was added to prepare a hair rinse.

[Production Example 7] Hair cream
Compounding ingredients Compounding amount (wt%)
(A) 3-methyl-2- (3,7,11-trimethyldodecyl) furan 3.0
Liquid paraffin 30.0
Solid paraffin 1.0
Vaseline 15.0
Polyoxyethylene cetyl ether 2.0
Vitamin E acetate 0.2
(B) Diphenhydramine hydrochloride 0.01
Propylene glycol 5.0
Ethyl paraoxybenzoate 0.5
Dipotassium glycyrrhizinate 0.1
Purified water 43.09
(C) Fragrance 0.1
(Manufacturing method)
(A) A component is mixed and dissolved at 80 ° C. Next, the component (B), which was heated and dissolved at 80 ° C. in advance, was added little by little to (A) to form a cream. Thereafter, it was cooled to 40 ° C. and added (C) to prepare a hair cream.

  About the 3-methyl-2- (3,7,11-trimethyldodecyl) furan-containing hair growth agent of the present invention obtained in the above Production Examples 5 to 7, the same method as in Production Examples 1 to 4 or other bases When the hair growth / hair growth effect was tested by a method in accordance with general use, all showed excellent effects. In addition, skin damage such as deterioration of scalp condition and inflammatory reaction was not observed at all.

  As described in detail in the Examples, the composition of the present invention is to provide a novel keratinocyte proliferation promoter having keratinocyte cell proliferation promoting activity that can be used as a hair growth agent or a hair growth agent. Since the keratinocyte growth promoting effect is exhibited, the composition containing the keratinocyte growth promoting agent of the present invention can be used as a hair restorer, a hair growth agent, and the like.

Evaluation results in C3H mice of the present invention and control group

Claims (6)

The following general formula [I]
R ¹ -R ² [I]
(Wherein R ¹ represents a higher aliphatic hydrocarbon group and R ² represents an optionally substituted ring structure having 4 or more carbon atoms) or a salt thereof as an active ingredient Keratinocyte growth promoter. The keratinocyte growth promoter according to claim ¹ , wherein R ¹ is an isoprenoid group having 10 to 20 carbon atoms, and R ² is one selected from furan, thiophene, benzene, benzopyran and naphthoquinone. The keratinocyte growth promoter according to claim ¹ , wherein R ¹ is an isoprenoid group having 10 to 20 carbon atoms, and R ² is furan.   The keratinocyte growth promoter according to claim 1, wherein the compound represented by the general formula [I] is 3-methyl-2- (3,7,11-trimethyldodecyl) furan. A keratinocyte growth promoter composition comprising the following components (A) and (B):
(A) the general formula R ¹ -R ² [I]
(Wherein R ¹ represents a higher aliphatic hydrocarbon group and R ² represents an optionally substituted ring structure having 4 or more carbon atoms) or a salt thereof as an active ingredient One or more medicinal ingredients selected from the group consisting of keratinocyte proliferation promoters (B) From whitening agents, antioxidants, anti-inflammatory agents, antibacterial agents, cell activators, moisturizers, peripheral blood flow promoters One or more medicinal ingredients selected from the group consisting of   A hair restorer comprising the keratinocyte growth promoter according to any one of claims 1 to 5.

Images