JP3004707B2 - External preparation for skin - Google Patents

Description

The present invention relates to an external preparation for skin. More specifically, the present invention relates to a highly safe skin external preparation having a significantly improved whitening effect.

[Prior art] The mechanism of occurrence of skin spots is unknown, but in general, abnormalities in hormones and stimulation of ultraviolet rays from sunlight cause melanin pigments to form in the skin. It is thought to be an abnormal deposit. Treatments for such spots and bruises include substances that inhibit melanin production,
For example, a method of administering a large amount of vitamin C, a method of injecting glutathione or the like, a method of topically applying L-ascorbic acid, cysteine, or the like in the form of an ointment, a cream, a lotion, or the like are used.

[Problems to be Solved by the Invention] Problems of the Prior Art However, many of these have problems in terms of stability, safety, odor, etc., and the expected effects are weak and still satisfactory. Was not.

Object of the invention In view of such circumstances, the present inventors have conducted intensive studies to obtain a skin external preparation having a truly excellent skin lightening effect, and as a result, selected from tranexamic acid, or salts thereof, or derivatives thereof. One or more hydroquinone glycosides represented by the following general formula [Wherein, R is a pentose residue, a hexose residue, an amino sugar residue,
The uronic acid residue or its methylated product] in an external preparation for skin, and found that the whitening effect with markedly improved freckles, freckles, darkness, etc. increased synergistically, and completed the present invention. I came to.

[Means for Solving the Problems] That is, the present invention relates to one or more tranexamic acids, or salts thereof, or derivatives thereof, and a hydroquinone glycoside represented by the above general formula, An external preparation for skin characterized by containing.

 Hereinafter, the configuration of the present invention will be described in detail.

The tranexamic acid, its salts, or its derivatives used in the present invention is generally used as an antiplasmin agent and is known as a component characterized by high safety in cosmetics applications (Japanese Patent Application No. 42−3698
0). The manufacturing method is described in Patent No. 240611, Patent No. 242664
No. 480411, and Patent No. 488168.

Tranexamic acid has a melting point of 386-390 ° C., is white crystals or powder, has no odor, and has a bitter taste.

Tranexamic acid salts are commonly used salts, Mg,
There are metal salts such as Ca and K, sulfates and the like.
Examples include vitamin esters such as esters, vitamin C esters and vitamin D esters, phenyl esters, N, N-maleylaminomintranexamic acid, but the present invention is not limited to these.

In the present invention, one or two or more tranexamic acids, or salts thereof, or derivatives thereof are arbitrarily selected and used, and the compounding amount is preferably 0.01 to 10.0% by weight based on the total amount of the external preparation for skin. , 0.1-5.0% by weight
Is more preferred. If it is less than 0.01% by weight, the sufficient whitening effect of the present invention cannot be obtained, and if it exceeds 5.0% by weight, no further effect can be obtained.

The hydroquinone glycoside used in the present invention is represented by the following general formula.

[Wherein, R is a pentose residue, a hexose residue, an amino sugar residue,
Shows uronic acid residues or their methylated products. Wherein R is L-arabinose, D-arabinose, D
-Xylose, D-ribose, L-xylulose, L-
Lyxose, pentose residues of D-ribulose, D-glucose, D-galactose, L-galactose, D-mannose, D-talose, D-fructose, L-sorbose, D-tagatose, D-psicose and the like. Hexose residues, D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, amino sugar residues such as muramic acid,
It shows residues of uronic acids such as D-glucuronic acid, D-galacturonic acid, D-mannuronic acid, L-iduronic acid, and L-guluronic acid, or methylated products thereof, but has a whitening effect, easy availability, and stability. R-D-glucose is β-linked, ie, hydroquinone-D-glucose (generic name: arbutin, hereinafter referred to as arbutin) from both aspects of safety and safety
Is most preferred.

The compounding amount is 0.1-30.0% by weight of the total amount for external use on the skin,
Preferably it is 0.5 to 20% by weight. If it is less than 0.1% by weight, the sufficient whitening effect of the present invention cannot be obtained, and if it exceeds 30.0% by weight, it is inconvenient for preparation.

In addition to the essential components described above, the skin external preparation of the present invention usually contains other ingredients used in skin external preparations such as cosmetics and pharmaceuticals,
For example, an oil, a wetting agent, an ultraviolet absorber, an antioxidant, a surfactant, a preservative, a humectant, a fragrance, water, alcohol, a thickener, and the like can be appropriately compounded as necessary.

The dosage form of the external preparation for skin according to the present invention is arbitrary, and for example, a solubilizing system such as a lotion, an emulsifying system such as an emulsion or a cream, or an ointment or a dispersion can be adopted.

The use of the external preparation for skin of the present invention is also optional. For external use, such as a lotion, an emulsion, a cream, a pack, or the like, or a skin external preparation for the body or a hair tonic, a hair cream, a shampoo, a hair rinse, etc. Agent.

EXAMPLES Next, the present invention will be described in more detail with reference to examples.
The present invention is not limited by this. The compounding amount is% by weight.

The whitening effect was determined from use tests such as the skin whitening effect by cumulative application, the removal of spots and freckles.

Whitening effect test by cumulative application (Test method) One sample lotion, 20 subjects, suffering from darkness, spots, freckles, etc. The whitening effect was examined.

(Judgment criteria) Excellent: Pigmentation became almost inconspicuous.

 Effective: Very thin.

 Somewhat effective: Somewhat thin.

Ineffective: No change (Judgment) ◎: Proportion showing significant effect / effectiveness among test subjects (effective rate) is 80% or more ○: Ratio showing significant effect / effectiveness among test subjects (effective rate) Is 60% or more and less than 80% △: Ratio of significant and effective among testees (effective rate) is 40% or more and less than 60% ×: Ratio of significant and effective among testees (Effective rate) is less than 40% A lotion was prepared according to the formulations described in Example 1 and Comparative Examples 1 to 4, and the whitening effect by cumulative application was examined.
Table 1 shows the results.

Example 1 Weight% 95% ethyl alcohol 10.0 POE (20) lauryl ether 0.5 glycerin 2.0 propylene glycol 1.0 tranexamic acid 0.5 arbutin 0.5 citric acid 0.2 perfume small amount purified water residue <Production method> 95% ethyl alcohol in POE (20) lauryl ether And fragrance, and then glycerin, propylene glycol, citric acid, tranexamic acid, and arbutin are added thereto, and distilled water is added in a necessary amount so that the total weight becomes 100. did.

Comparative Example 1 95% by weight 95% ethyl alcohol 10.0 POE (20) lauryl ether 0.5 glycerin 2.0 propylene glycol 1.0 arbutin 0.5 citric acid 0.2 perfume Small amount of purified water Residue <Production method> According to Example 1 (the same applies to Comparative Examples 2 to 4) is there).

Comparative Example 2 weight% 95% ethyl alcohol 10.0 POE (20) lauryl ether 0.5 glycerin 2.0 propylene glycol 1.0 tranexamic acid 0.5 citric acid 0.2 perfume small amount purified water residue Comparative Example 3 weight% 95% ethyl alcohol 10.0 POE (20) lauryl ether 0.5 Glycerin 2.0 Propylene glycol 1.0 Arbutin 1.0 Citric acid 0.2 Perfume Small amount of purified water Residue Comparative Example 4 wt% 95% ethyl alcohol 10.0 POE (20) lauryl ether 0.5 Glycerin 2.0 Propylene glycol 1.0 Tranexamic acid 1.0 Citric acid 0.2 Perfume Small amount of purified water Residue As is apparent from Table 1, it is suggested that the skin whitening effect of the present invention is synergistically superior when tranexamic acid and albumin are used in combination.

Example 2 Emulsion Weight% POE (20) POP (2) Cetyl alcohol ether 1.0 Silicone KF96 (20cs) (Shin-Etsu Chemical) 2.0 Liquid paraffin 3.0 Propylene glycol 5.0 Glycerin 2.0 Ethyl alcohol 5.0 Carboxyvinyl polymer 0.3 Hydroxypropyl cellulose 0.1 2-amino Methylpropanol 0.1 Placenta liquid 1.0 Tranexamic acid 1.0 Arbutin 1.0 Preservatives appropriate amount Fragrance appropriate amount Ion-exchanged water balance <Production method> An emulsion was prepared by a conventional method.

Example 3 Emulsion Weight% POE (20) POP (2) Cetyl alcohol ether 1.0 Silicone KF96 (20cs) (Shin-Etsu Chemical) 2.0 Liquid paraffin 3.0 Propylene glycol 5.0 Glycerin 2.0 Ethyl alcohol 15.0 Carboxyvinyl polymer 0.3 Hydroxypropyl cellulose 0.1 2-amino Methylpropanol 0.1 Placenta liquid 1.0 Tranexamic acid 2.0 Arbutin 10.0 Preservatives Appropriate amount Fragrance Appropriate amount Ion-exchanged water Remaining amount <Production method> An emulsion was prepared by a conventional method.

In Examples 2 and 3, the whitening effect by cumulative application was measured in the same manner as in Example 1. Table 2 shows the results.

Example 4 Emulsion Weight% Stearic Acid 2.0 Cetanol 1.0 Vaseline 3.0 Lanolin Alcohol 2.0 Liquid Paraffin 8.0 Squalane 3.0 Escalol 507 2.0 Tranexamic Acid 0.1 Arbutin 6.0 POE (10) Monooleate 2.5 Triethanolamine 1.0 Propylene Glycol 5.0 Preservative Appropriate Perfume Appropriate Distilled Water Residue <Production method> An emulsion was produced by a conventional method.

Example 5 Nutritional cream weight% stearic acid 2.0 stearyl alcohol 7.0 reduced lanolin 2.0 squalane 5.0 octyl dothecanol 6.0 POE (25) cetyl ether 3.0 glyceryl monostearate 2.0 preservatives proper amount perfume proper amount propylene glycol 5.0 1,3-butylene glycol 5.0 Tranexamic acid 2.0 Arbutin 1.0 Distilled water Residue <Production method> A nutritional cream was produced by an ordinary method.

Example 6 Peel-off type pack% by weight (alcohol phase) 95% ethanol 10.0 POE (15) oleyl alcohol ether 2.0 Preservatives appropriate amount Perfume proper amount (aqueous phase) Tranexamic acid and vitamin C ester 1.0 Arbutin 10.0 Polyvinyl alcohol 12.0 Glycerin 3.0 Polyethylene glycol 1500 1.0 Ion-exchanged water residue <Production method> A pack was produced by an ordinary method.

Example 7 Emulsion Weight% POE (20) POP (2) Cetyl alcohol ether 1.0 Silicone KF96 (20cs) (Shin-Etsu Chemical) 2.0 Liquid paraffin 3.0 Propylene glycol 5.0 Glycerin 2.0 Ethyl alcohol 15.0 Carboxyvinyl polymer 0.3 Hydroxypropyl cellulose 0.1 2-amino Methylpropanol 0.1 Potassium salt of tranexamic acid 0.1 Hydroquinone-β-D-arabinose 20.0 Preservatives Appropriate amount Perfume Appropriate amount Distilled water Remaining amount <Production method> An emulsion was prepared by a conventional method.

The skin external preparations of Examples 4 to 7 were all excellent in whitening effect by cumulative application.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-1-93519 (JP, A) JP-A-61-207316 (JP, A) JP-A-60-16906 (JP, A) (58) Field (Int.Cl. ⁷ , DB name) A61K 7/00

Claims (1)

(57) [Claims] 1. A skin characterized by containing one or more selected from tranexamic acid or a salt thereof, or a derivative thereof, and (2) a hydroquinone glycoside represented by the following general formula: External preparation. Wherein R is a pentasaccharide residue, a hexose residue, an amino sugar residue,
Shows uronic acid residues or their methylated products]