KR20150088582A - Cosmetics compositions for hair growth inhibitor - Google Patents

Abstract

The present invention relates to a cosmetic composition for inhibiting hair growth. The composition for inhibiting hair growth according to the present invention comprises a hair growth inhibition component having a functional group capable of forming covalent bond with protein residue on the surface of skin or hair, thereby being able to form covalent bond without causing damages on skin or hair and semipermanently inhibiting hair growth.

Description

[0001] Cosmetics compositions for hair growth inhibitor [

The present invention relates to a reactive hair growth inhibitory component and a cosmetic composition for inhibiting hair growth, wherein a functional group binding to a protein is bound.

In general, the hair growth inhibitor is a product used to inhibit the growth of hairs. It is used for the purpose of applying to the body, dispersing, or the like in a similar way to make the appearance beautification, charm or change the appearance do.

Related quasi-drugs are defined as not having the purpose of use such as affecting the structure and function of the body, rather than being used for the treatment or prevention of diseases, even though the action on the human body is smaller than that of the cosmetics.

In general, hair and body hair are known to protect the body from external stimuli. However, it is now considered desirable to have no hairs, and various methods are used to remove hairs. Examples of methods for removing hairs include mechanical methods such as laser, ultrasound, epilator, tweezers, razor, and electric shaver, and methods of using chemical methods such as hair removal cream and waxing. However, these methods are disadvantageous in that they require repeated skin hairs after a certain period of time after removing the hair because the skin is damaged or accompanied by pain and the effect is not permanent.

In general, the compositions for inhibiting hair growth include parts for cleansing, preparing and protecting the body skin, and body products such as base, point, bath, restriction, deodorization, epilation, sun care, sun tanning and the like.

Typical raw materials used to formulate such hair growth inhibitory products include oily materials such as oils, waxes, hydrocarbons, higher fatty acids, higher alcohols, ester oils, silicone oils, anionic, cationic, amphoteric and nonionic surfactants , A polymer compound used as a moisturizing agent, a thickening agent and a film former, an ultraviolet absorbing and blocking agent, an antioxidant, a sequestering agent, a coloring material including a dye and a pigment, a fragrance, a preservative and the like.

Patent Document 1 discloses an effective component having an inhibitory action on the testosterone 5α-reductase activity inhibiting activity and an inhibitory effect on the growth of the hair growth, including extracts of gonad and / or omija, .

In addition, the activity of testosterone 5α-reductase enzyme, which converts testosterone into dihydrotestosterone (DHT), which is an active male hormone that inhibits hair growth such as hair or armpit hair, Estradiol, ethinylestradiol, which are excellent in inhibitory action and hair growth inhibition inhibition action, Kohama ellis extract, arnica extract, peppermint extract, guinea pig extract, propylene glycol, Ornithinedecarboxylase (ODC), difluoromethylornithine (DMFO), and the like, as well as to a wide variety of pharmaceutical products, such as, for example, lactose, lactose, aloe vera gel, PCA (2-pyrrolidone-5-carboxylic acid), bisabolol, .

However, when used for body skin such as armpits, arm legs, etc., the body hair growth inhibiting ingredient only provides a temporary effect until the next washing after the treatment, but there is always the hassle of reprocessing after cleaning.

Korean Patent Publication No. 2005-0072303

It is an object of the present invention to provide a cosmetic composition for inhibiting hair growth, which can continuously impart a semi-permanent hair growth inhibitory effect without damaging hair or skin.

As a means for solving the above problems, the present invention provides a cosmetic composition for inhibiting hair growth comprising a carbodiimide compound and a hair growth inhibitory component.

As another means for solving the above-mentioned problems, the present invention provides a hair growth inhibiting composition comprising at least one compound selected from the group consisting of carbodiimide, imido ester, aryl azide, diazirine, hydroxymethylphosphine, pentafluorophenyl ester, pyridyl disulfide, -Hydroxysuccinimide ester, alkoxyamine, hydrazide, haloacetyl, and azide, is attached to the reactive hair growth inhibitory component.

As another means for solving the above problems, the present invention provides a cosmetic composition for inhibiting hair growth comprising the above-mentioned reactive hair growth inhibiting component.

The cosmetic composition for inhibiting hair growth according to the present invention contains a reactive hair growth inhibiting component and / or a carbodiimide compound into which a specific functional group capable of covalent bonding with a protein moiety of hair or skin is incorporated, And it provides semi-permanent hair growth suppression effect.

The present invention relates to a cosmetic composition for inhibiting hair growth comprising a carbodiimide compound and a hair growth inhibitory component.

The cosmetic composition for inhibiting hair growth according to the present invention can be obtained by, for example, reacting a known hair growth inhibiting component with a carbodiimide compound to form a reactive hair growth inhibitory component to which a carbodiimide group is bonded, By forming a covalent bond, the hair growth inhibition effect can be maximized.

The carbodiimide compound may be used in an amount of 0.001 to 10 parts by weight, 0.01 to 7 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the entire cosmetic composition. When the content of the carbodiimide compound is less than 0.001 part by weight, there is a problem that continuous hair growth inhibitory effect is hardly exhibited. When the content exceeds 10 parts by weight, the carbodiimide compound which is excessively present at the reaction site existing in the skin does not react with the skin There is a problem in that it can act as a component to be lost without reacting with an efficacious substance to improve sustainability.

The term "hairs" of the present invention refers to all kinds of hairs growing on the epidermis of an animal, and includes hairs growing on the scalp.

The term "hair growth inhibitory effect" of the present invention means a function of lowering the growth rate of hairs, reducing the thickness of hairs, or suppressing hairs growth (hair growth).

The hair growth inhibitory component of the present invention may be any substance that inhibits hair growth, and may include, but is not limited to, extracts derived from natural materials such as copper, plants and minerals, amino acids, peptides, proteins, saccharides and vitamins . For example, it can be used as an active ingredient, such as gonad extract, Omija extract, hamaallis extract, arnica extract, peppermint extract, guinea pig extract, propylene glycol, lactic acid, lactic acid, aloe vera gel, PCA (2-pyrrolidone- And may be at least one selected from the group consisting of bisabolol, ornithinedecarboxylase (ODC), and difluoromethylornithine (DMFO).

The hair growth inhibiting component is preferably used in an amount of 0.001 to 50 parts by weight, 0.001 to 30 parts by weight, 0.01 to 10 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the whole cosmetic composition. If the content is less than 0.001 part by weight, there is a problem of effective performance limit. If the content is more than 50 parts by weight, there is a problem in formulation and formulation stabilization.

Particularly, in the present invention, the body hair growth inhibiting component can increase the reaction efficiency with the carbodiimide compound by including a carboxyl group or an amine group in the molecule.

In addition, in the present invention, the hair growth inhibitory component may be one having a functional group capable of covalently bonding to a hair part or a protein residue on the skin surface.

The functional groups covalently bonded to the protein include carbodiimide, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy amines, The present invention also relates to a process for the preparation of a medicament for the treatment and / or prophylaxis of a disease or condition selected from the group consisting of hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, May be at least one selected from the group consisting of imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide and ketone , But is not limited thereto.

In addition, the protein may comprise reactive residues of thiol, hydroxyl, carboxyl or amine.

The carbodiimide compound is generally referred to as a compound containing a structure represented by the following formula (1) in the molecule.

[Chemical Formula 1]

-N = C = N-

The carbodiimide compound preferably has about 1 to 1000 carbon atoms in the structure of Formula 1, more preferably 1 to 100 carbon atoms in the structure represented by Formula 1, More preferably 1 to 10 structures in the molecule.

In this case, if the number of the carbodiimide groups represented by the formula (1) exceeds 1,000 in one molecule, the viscosity of the starting material is too large, the molecular weight is excessively large, the reaction position where the reaction can be performed becomes excessively large, The molecule having the bodymide group becomes too large, and the efficiency is lowered by blocking the portion showing the functional effect of the molecule having the substantial function.

A specific example of the carbodiimide compound in the present invention may be a compound represented by the following formula 2:

(2)

In the above formula (2), n is 1 to 100 and m is 1 to 100.

More preferred examples of the carbodiimide compound include benzene, 1,3, -bis (1-isocyanato-1-methylethyl) -, Homopolymer, polyethylene glycol mono-Me-ether-blocked (hereinafter referred to as " benzene, 1-isocyanato-1-methylethyl) Polymer type carbodiimide compound).

As another example of the carbodiimide compound in the present invention, 1-ethyl-3- (3-dimethylaminopropyl) -carbodiimide ) carbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.HCl.

(3)

As a preferred embodiment of the cosmetic composition for inhibiting hair growth according to the present invention, it is preferable that the hair growth inhibitory component having a carboxyl group is made into a form of a reactive ester hair growth inhibitory component having a direct bioactivity or hair keratin (17.5 to 21.9%) and skin keratin (Ex, aspartic acid, and glutamic acid) present in an excessive amount (15.5 to 23.5%) of the amino acid residue (s) in the ester form Reactive hair growth inhibiting component) to increase the reaction efficiency, the effect can be significantly increased. In addition, it is also possible to use carbodiimides, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy The effect can be further enhanced by using a hair growth inhibitory component containing a functional group such as amine, hydrazide, haloacetyl, or azide in the molecule.

As a more preferred embodiment, the polymeric form carbodiimide compound of formula (2) or 1-ethyl-3- (3-dimethylaminopropyl) carbamate is firstly added to the surface of the hair- A carbodiimide compound such as 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.HCl is firstly reacted to form a reactive ester, and the reactive ester functional group formed, An excellent hair growth inhibitory effect can be obtained by reacting the growth inhibiting component or reacting with the hair on the skin or the amine on the skin surface. The reaction is preferably carried out at a pH of 2 to 10, more preferably at a pH of 3 to 9, most preferably at an acidic to slightly acidic pH of about 4 to 5 The reaction efficiency can be increased most. The reaction is completed within 1 minute to 30 minutes.

A reaction scheme in which a molecule of an active ingredient having a carboxyl group (hair growth inhibiting component) reacts with a carbodiimide compound in a primary reaction to form a reactive ester, and then reacts with an amino acid of a living body having an amine residue to form a covalent bond Respectively.

[Reaction Scheme 1]

In the following Reaction Scheme 2, asparaginic acid and glutamic acid, which are bioamino acids having a carboxyl group on the surface of a skin (or hair protein) protein, react first with a carbodiimide compound to form a reactive ester and then react with a hair growth inhibitory component having an amine residue Bond is formed.

[Reaction Scheme 2]

The carbodiimide compound enhances the reaction efficiency of the body hair or the protein of the skin and the hair growth inhibiting component, and the reactive hair growth inhibitory component bound to the hair or the skin does not fall off well during general washing due to shampoo or soap, And can be permanently attached to the body hair or skin.

The present invention also relates to a hair growth preventing composition comprising a hair growth inhibiting component selected from the group consisting of a carbodiimide group, an imidoester, an aryl azide, a diazirine, a hydroxymethylphosphine, a pentafluorophenyl ester, a pyridyl disulfide, a sulfo-hydroxysuccinimide ester, But are not limited to, alkoxyamine, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, Selected from the group consisting of imidyl esters, imidazoles, oxycarbonylamidazoles, imines, thiols, maleimides, vinyl sulfones, ethyleneimines, thioethers, acrylonitriles, acrylic acid esters, methacrylic acid esters, disulfides and ketones Reactive hair growth inhibition with functional groups covalently bonded to one or more proteins It may include minutes.

For example, it may include a hair growth inhibitory component having a carbodiimide group formed by a first reaction of a carbodiimide compound as shown in Reaction Scheme 1 above. In addition, the present invention may include a cosmetic composition for inhibiting hair growth comprising the above-mentioned reactive hair growth inhibiting component.

In order to increase the secondary effects of the cosmetic composition for inhibiting hair growth according to the present invention, fatty acids such as palmitic acid and stearic acid, fatty alcohols, and long-chain alkyl quaternary ammonium salts of straight chain and branched chain When mixed with a cationic polymer such as a cationized surfactant, cationized cellulose, cationic guar, cationized polyvinylpyrrolidone, silicone, etc., formulation can be facilitated. In order to formulate cosmetics such as solvents, surfactants, thickeners, stabilizers, preservatives, coloring agents, pH adjusters, metal ion sequestering agents, coloring agents, pearlizing agents, external appearance improvers, pigments and powder particles, Components may be incidentally included. The ingredients for the formulation may be used in an amount of 40 to 99 parts by weight based on 100 parts by weight of the total composition.

The cosmetic composition for inhibiting hair growth according to the present invention can be used in the formulation of a cosmetic composition for inhibiting hair growth, including a component of a hair growth inhibitory function having a functional group. Examples of applications of skin products include cosmetics (such as lotion, serum, essence, lotion, cream), color cosmetics (makeup base, foundation, powder, eye shadow, lip gloss, lipstick, lip balm, etc.) , Cosmetics for cleaning (foam cleansing, cleansing oil, cleansing lotion, cleansing cream, cleansing gel, pack, mask, soap, cleansing tissue etc.), sun care cosmetics, epilating cosmetics (shaving products, depilator, aftershave products) Hair cosmetics (body lotion, shower gel, bath agent, body cream, body oil, etc.), and it is also possible to use shampoo, rinse, trimming, hair pack, hair essence, wax, All preparations may be included.

More preferably, the cosmetic composition for inhibiting hair growth according to the present invention contains a hair growth inhibiting component containing a carbodiimide compound and a reactive functional group, and when the activity of the above agent is lowered in the aqueous system, It may be easier to maintain its activity in the formulation and may be mixed with a buffer for pH control just prior to use or may be brought into contact with water during the washing process. Examples of non-aqueous formulations include liquid, sheet, powder, tablet, oil, wax, ampoule, gel and the like which are used as ordinary non-aqueous cosmetic preparations. In addition, the carbodiimide compound and the hair growth inhibitory component can be formulated as a single agent in an encapsulated form or as two separate forms of each. In addition, a method of blocking a derivative in which a functional group having a reactivity and a component having a hair growth inhibitory function are combined through an encapsulation from moisture may also be used.

In the cosmetic composition for inhibiting hair growth according to the present invention, in order to enhance the effect of inhibiting hair growth with a functional group, it is possible to use a mixture of 2-basic acid ester oil and polyol such as dioctyl succinate, dioctyl adipate, diethyl sebacate and the like, , Propylene glycol, hexylene glycol, butanediol and isomers thereof, glycerol, benzyl alcohol, ethoxydiglycol and derivatives thereof. The above-mentioned solvents increase the permeability of hairs or skin and are used as a solvent of a poorly soluble substance. More preferably, the solvent used for increasing the activity maintaining effect of the hair growth inhibiting component having a functional group is diethyl sebacate, ethoxy glycol, bis-ethoxy glycol cyclohexane 1,4-dicarboxylate, and the like.

Hereinafter, the present invention will be described in detail by the following examples. However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

Example  1 to 4 and Comparative Example  1-2

The compositions for inhibiting hair growth of Examples 1 to 4 and Comparative Examples 1 and 2 were prepared by the compositions and contents shown in Table 1 below. The composition thus prepared was applied to 15 subjects who needed hair removal for each composition After 5 days, 5 days (5 days) after 5 days after washing, the process was repeated for 5 days and then washed with running water and shampoo for 30 minutes at room temperature. The results of sensory evaluation and the average change in body hair thickness and length in the unit area were compared to compare hair growth inhibition effects.

Category (% by weight) Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Distilled water 49.0 49.0 48.0 48.0 48.0 48.0 2-pyrrolidone-5-carboxylic acid (PCA) 1.0 - 1.0 - 1.0 - Difluoro methyl ornithine (DFMO) - 1.0 - 1.0 - 1.0 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride - - 1.0 1.0 - - Benzene, 1,3, -bis (1-isocyanato-1-methylethyl) -, homopolymers, polyethylene glycol mono-ether- - - - - 1.0 1.0 The buffer (pH 4.5) 50.0 50.0 50.0 50.0 50.0 50.0 Sum 100.0 100.0 100.0 100.0 100.0 100.0

The results of sensory evaluation (Examples 1 to 4 and Comparative Examples 1 and 2) of the above Examples 1 to 4 and Comparative Examples 1 and 2 were compared with those of Comparative Examples 1 and 2 which did not contain a carbodiimide as a hair growth inhibiting component that was not substituted with a bioreactive group Examples 1 to 4, which contained carbodiimide, exhibited a better hair growth inhibitory effect by the effect of forming a covalent bond of carbodiimide. In particular, Examples 3 to 4 using a polymeric carbodiimide showed superior hair growth inhibitory effects Respectively.

Sensory evaluation
(N = 5, respectively) Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Improvement effect
(5 points scale) 1.7 2.1 3.2 3.4 3.8 4.0

The average hair thickness and length change of Examples 1 to 4 and Comparative Examples 1 and 2 were the average change in average hair thickness after treatment, the average change in hair thickness before treatment, and the unit area before treatment (2 cm x 2 cm) (Table 3), the results of the measurement of the average change in hair thickness after treatment compared to the average hair length in 2 cm x 2 cm (Table 2), and the results of the Carbodi Examples 1 to 4 including Mead showed better hair growth inhibitory effect (reduction in thickness and length) due to the effect of covalent bond formation of carbodiimide. Particularly, in Examples 3 to 4 using polymer carbodiimide, (Reduction of thickness and length) than that of ~ 2.

Average variation per unit area Comparative Example 1 Comparative Example 2 Example 1 Example 2 Example 3 Example 4 Change in thickness (mm) -0.005 -0.007 -0.011 -0.013 -0.022 -0.024 Length variation (mm) -0.05 -0.052 -0.74 -0.81 -0.98 -1.1

Claims (9)

Carbodiimide compounds; And a hair growth inhibitory component.
The method according to claim 1,
Wherein the hair growth inhibiting component comprises a carboxyl group or an amine group in the molecule.
The method according to claim 1,
The hair growth inhibiting component may be at least one selected from the group consisting of gonad extract, Omija extract, hamaallis extract, arnica extract, peppermint extract, guinea pig extract, propylene glycol, lactic acid, aloe vera gel, PCA (2-pyrrolidone-5-carboxylic acid ), Bisabolol, ornithine decarboxylase (ODC), and difluoromethylornithine (DMFO). ≪ / RTI >
The method according to claim 1,
Wherein the hair growth inhibiting component has a functional group capable of being covalently bonded to a hair part or a protein residue on the skin surface.
5. The method of claim 4,
The functional group covalently bonded to the protein is selected from imide ester, aryl azide, diazyline, hydroxymethylphosphine, pentafluorophenyl ester, pyridyl disulfide, sulfo-hydroxy succinimide ester, alkoxyamine, hydrazide, The present invention relates to a process for the preparation of a compound of formula (I) as defined in claim 1, wherein the compound is selected from the group consisting of: haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, At least one cosmetic composition for inhibiting hair growth which is at least one selected from the group consisting of oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide and ketone .
The method according to claim 1,
Wherein the carbodiimide compound is 0.001 to 10 parts by weight based on 100 parts by weight of the total composition.
The method according to claim 1,
The carbodiimide compound and the hair growth inhibitory component are formulated into a single preparation in an encapsulated form; A composition for inhibiting hair growth in hair, comprising two separate forms of a carbodiimide compound and a hair growth inhibitory component separated from each other.
The hair growth inhibiting component may further comprise at least one selected from the group consisting of carbodiimide, imidoesters, aryl azides, diazirines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy amines, Wherein the functional hair growth inhibitory component is a functional group covalently bonded to at least one protein selected from the group consisting of xanthine, xanthan, xanthan, xanthan, xanthan, xanthan, xanthan, xanthan,
A cosmetic composition for inhibiting hair growth comprising the reactive hair growth inhibiting component according to claim 8.