JP2003128531A - Dermal external agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a dermal external agent excellent in preventing skin roughness. SOLUTION: This dermal external agent is obtained by blending a compound expressed by the formula I (wherein, R1 , R2 are each selected from H, an alkyl, an acyl, ethylene oxide, an alkali metal, an alkaline earth metal, etc.), and/or its salts.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a new and highly effective external preparation for skin having a skin roughness preventing effect.

[0002]

2. Description of the Related Art Regarding the phenomenon of rough skin, although it generally occurs at a high rate in both men and women, it is the fact that it is not correctly recognized. Inflammation in the skin is one phenomenon that can be induced by rough skin, but it only refers to a very narrow symptom. However, at present, some anti-inflammatory components are incorporated into skin external preparations as skin roughness preventing components.

[0003]

For example, an anti-inflammatory agent that is added to suppress inflammation is a symptomatic treatment that literally reduces the inflammation that appears as a symptom. Does not prevent Causes of skin roughening include external irritation including dryness and ultraviolet rays of the skin itself, and as a component for preventing skin roughening, not only dealing with symptoms that appear as a result of skin roughening such as inflammation, For example, fundamental preventive measures such as dry skin and improvement of stability of cells in the skin are necessary. An object of the present invention is to solve such problems and provide a skin external preparation having a high skin roughening preventing effect.

[0004]

Means for Solving the Problems As a result of studying means for solving these problems, the present inventors have found that from the viewpoint of preventing rough skin, the compound represented by Chemical Formula 1 and / or The salt was found to be very effective, and the inventors have invented a skin external preparation containing this component. The compound may be used as its salt. Examples of the salt include alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt, and the safety of the present compound is very excellent in any case.

The external preparation for skin of the present invention is a lotion, an emulsion,
The form does not matter as long as it is a dosage form which is usually used as an external preparation such as cream, pack and patch.

The amount of the compound compounded in the external preparation for skin of the present invention varies depending on the dosage form and the degree of expected effect, but is usually about 0.01 to 80%, preferably about 0.5 to 10%. Good to do. For example, in the case of lotion, it is preferable to add about 0.1 to 10%, and for cream or pack, it is preferable to add about 1 to 50%.

If necessary, the external preparation for skin of the present invention may contain other physiologically active ingredients, base materials and stabilizing ingredients.
For example, in addition to this compound, various components used in ordinary cosmetics, quasi drugs, pharmaceuticals, etc., such as oily components,
Emulsifiers, moisturizers, thickeners, medicinal ingredients, preservatives, pigments, powders, pH regulators, UV absorbers, antioxidants, fragrances and the like can be appropriately added.

Specific examples of the oily component include liquid paraffin, petrolatum, microcrystalline wax, squalane, jojoba oil, beeswax, linoleic acid, carnauba wax, lanolin, olive oil, coconut oil, higher alcohols, fatty acids, higher alcohols and fatty acids. Examples thereof include esters and silicone oils. As the emulsifier, for example, polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester,
Nonionic surfactants such as polyoxyethylene hydrogenated castor oil may be mentioned. Examples of moisturizers include glycerin,
Examples thereof include sorbitol, xylitol, maltitol, propylene glycol, polyethylene glycol and 1,3-butylene glycol. Examples of the thickener include carboxyvinyl polymer, xanthan gum, methyl cellulose, polyvinylpyrrolidone, gelatin and the like. Examples of the medicinal component include vitamin C derivative, vitamin E derivative, placenta extract, kojic acid,
Arbutin, allantoin, glycyrrhizic acid derivative,
Examples include various plant extracts and the like.

The inventors of the present invention have invented a skin external preparation, in which a compound represented by the chemical formula 1 and / or a salt thereof has a very effective improving effect on a wide range of skin troubles called skin roughness. This performance is very effective in preventing various symptoms caused as a result of skin irritation, such as inflammation, in advance, unlike the case where anti-inflammatory components are generally used as a symptomatic treatment for skin irritation. Is.

[0010]

The effects of the present invention will be described below with reference to specific examples. These examples are for specifically explaining the effects, and do not limit the scope of the invention. The compounding amount in the examples is% by weight.

[0011]

EXAMPLES Example 1 [Test Method] A sample was prepared by dispersing the sodium salt (VEPS) of the compound represented by the chemical formula 1 in ethanol, and then adding purified water to dissolve the sample. A non-added sample was used as a control. The formulation of each sample is shown in Table 1 below.

[Table 1] Sample prescription [Subjects] Nine healthy adult men without skin disease (28-3
7 years old and 2 women (26 to 30 years old) were selected. [Test environment] Since it is easily affected by environmental humidity, temperature, and sweating, the measurement was performed in an environment of room temperature of 24 ° C and humidity of 50%. [Measuring device] High frequency conductivity measuring device IBS Co., Ltd.
SKICON-200 [Measurement Method] ^Two test sites of 5 × 5 cm ² were set on the inner part of the forearm of the test subject, and the water content of the stratum corneum of the site was measured first. Next, sample 1 on one side of the test site and sample 2 on the other side
Was evenly coated at a coating density of ² μl / cm ² . The water content of the stratum corneum was measured 5 minutes, 10 minutes, and 20 minutes after application of the sample.
The water content of the stratum corneum was measured 5 times in the test site, and the average value of 3 points excluding the maximum and minimum values was taken as the measurement data. [Analysis of data] The amount of water in the stratum corneum varies greatly among individuals, and there are many variations in the data. Therefore, the measurement data of the water content of the stratum corneum before the sample application was set to 1.0, and the value obtained by dividing the measurement data of the water content of the stratum corneum after the application of the sample by the measurement data before application of the sample was taken as the increase rate of the water content of the stratum corneum. 1 and sample 2 were compared. [Results] As shown in FIG.
Sample 1 containing the sodium salt of the compound represented by the formula (1) showed a larger increase in the amount of water in the stratum corneum and a smaller decrease with time. [Discussion] The application of Sample 1 and Sample 2 increases the water content of the stratum corneum. This is because the water contained in the sample was absorbed and moistened the corneal surface layer. Although it decreases with time after that, sample 1 clearly has a smaller decrease rate than sample 2, and it is considered that the stratum corneum has a property of not releasing absorbed water. It is considered that this is due to the sodium salt of the compound represented by the chemical formula 1 which was added to Sample 1 at 2.0%, and it was proved to have a high water retention effect. At the same time, it is also evidence that it effectively prevents the dryness of the skin, which is the largest cause of rough skin.

Example 2 [Test Method] Sample 1 was prepared by dispersing and dissolving the sodium salt (VEPS) of the compound represented by Chemical Formula 1 in glycerin, and then adding purified water to dilute it. VEP as a control
Sample 2 in which glycerin was added by 3% in place of S was used. The formulation of each sample is shown in Table 2 below.

[Table 2] Sample prescription [Subjects] 16 healthy adult males (25-
40 years old and 6 women (25 to 33 years old) were selected. [Test method] 1. The test subjects had 5 days a day with an interval of 2 hours or more.
Apply Sample 1 to one hand and Sample 2 to the back of the opposite hand.
However, all samples shall be applied to the same back of the hand during the test period without being replaced. 2. 30 minutes to 1 hour after the application of the sample, hand washing is performed twice with lukewarm water using commercially available solid soap. 3. The above procedure was repeated for 2 weeks and a self-reported questionnaire was conducted. [Results] The results of the questionnaire conducted after the test were as follows.

[Table 3] Questionnaire results regarding rough skin [Discussion] As shown in the results of the questionnaire, it is shown that Sample 1 clearly prevents skin roughness compared to Sample 2. Despite the fact that glycerin, which is a general moisturizing component, is used for sample 2, sample 1 is superior in the effect of preventing skin roughening because chemical formula 1 in which 3.0% is added to sample 1 It is also evidence that the sodium salt of the compound represented by can provide a skin external preparation having an excellent effect of preventing skin roughness.

Example 3 [Test method] The dorsal part of the guinea pig was shaved and the diameter was about 20.
About 0.1 ml of the sample was applied to the circular portion of mm, and after 10 minutes, ultraviolet B wave corresponding to 1 MED was irradiated. Application and irradiation were performed for 4 consecutive days, and erythema formed on the 5th day was visually determined. After the test, Evans blue was intravenously injected into guinea pigs, and the amount of pigment leaked in the erythema was extracted and quantified. As the guinea pig, a female Hartley white guinea pig (body weight of the test: 300 to 350 g) was used for the test. [Sample] Sodium salt of compound represented by Chemical Formula 1 (V
EPS) lotion is VEPS 2.0wt / v
It melt | dissolved and was prepared so that it might become ol%. The control lotion did not contain VEPS, and the total amount was 100 with purified water. The formulation of each sample is shown in Table 4 below. In addition, the reason why such a formulation is selected is that ethanol is added in order to improve familiarity with the skin when applied to animals.

[Table 4] Sample prescription [Results] The skin roughness after continuous application and irradiation is VEPS.
It was confirmed with the naked eye that the area where the combination lotion was applied was suppressed compared to the control application or non-application area. Further, the amount of leaked dye was also significantly reduced at the site where the lotion containing VEPS was applied (Table 5),
It has been found that the VEPS-containing lotion has a preventive effect on skin roughness caused by ultraviolet rays.

[Table 5] Comparison of leakage dye amount [Discussion] It has been found that the sodium salt of the compound represented by the chemical formula 1 has an effect on the skin, particularly a preventive effect on skin roughness.

From here on, an example of the formulation of the external skin preparation containing the compound represented by the chemical formula 1 and / or its salt will be explained. Each formulation example sufficiently exhibited the effect of the present invention. In addition, it was also confirmed that the formulation examples containing the ascorbic acid derivative synergistically increased the melanin production suppressing effect. Example 4 Lotion 1 Component name Weight% 1 Sodium α-tocopherol phosphate 2.00 2 Ethanol 5.00 3 Propylene glycol 5.00 4 Methyl parahydroxybenzoate 0.20 5 Perfume 0.05 6 Purified water Residual (implementation Production method of Example 4) 1 to 5 are uniformly dispersed and dissolved, and the resulting mixture is added to 6 with stirring to obtain the intended lotion 1.

Example 5 Lotion 2 Ingredient name wt% 1 Sodium α-tocopherol phosphate 0.10 2 Propylene glycol 5.00 3 Methyl parahydroxybenzoate 0.20 4 Perfume 0.05 5 Purified water Residue (Example 5 Production method 1): 1 to 4 are uniformly dispersed and dissolved, and added to 5 with stirring to obtain the intended lotion 2.

Example 6 Lotion 3 Component name Weight% 1 Potassium α-tocopherol phosphate 2.00 2 Ethanol 5.00 3 Propylene glycol 5.00 4 Methyl parahydroxybenzoate 0.20 5 Perfume 0.05 6 Purified water The rest (manufacturing method of Example 6) 1 to 5 are uniformly dispersed and dissolved, and added to 6 with stirring to obtain the intended lotion 3.

Example 7 Lotion 4 Component name Weight% 1 α-Tocopherol sodium phosphate 2.00 2 Propylene glycol 5.00 3 Concentrated glycerin 7.00 4 Ethanol 9.00 5 Methyl parahydroxybenzoate 0.20 6 Perfume 0.05 7 2-O-α-D-Glucopyranosyl-L-ascorbic acid 2.00 8 Aminomethylpropanediol 1.00 9 Purified water Residues (production method of Example 7) 1 to 6 were uniformly dispersed and dissolved. While stirring, add to 7 to 9 to obtain the desired lotion 4.

Example 8 Gel-like external preparation 1 Component name Weight% 1 Potassium α-tocopherol phosphate 10.00 2 Concentrated glycerin 20.00 3 Octyldodecyl myristate 70.00 (Production method of Example 8) 1-2 Is uniformly dispersed and dissolved, and 3 is added with stirring to obtain the intended gel external preparation 1.

Example 9 Gel-like external preparation 2 Ingredient name% by weight 1 α-tocopherol disodium phosphate 10.00 2 Concentrated glycerin 20.00 3 Octyldodecyl myristate 70.00 (Production method of Example 9) 1 2 is uniformly dispersed and dissolved, and 3 is added with stirring to obtain the desired gel external preparation 2.

Example 10 Gel-like external preparation 3 Component name Weight% 1 Sodium α-tocopherol phosphate 1.00 2 Disodium α-tocopherol phosphate 1.00 3 Polyoxyethylene hydrogenated castor oil 2.00 4 Concentrated glycerin 10 0.005 Octyldodecyl myristate Residues (production method of Example 10) 1 to 4 were uniformly dispersed and dissolved,
While stirring, 5 is added to obtain the desired gel external preparation 3.

Example 11 Emulsion 1 Ingredient name% by weight 1 α-tocopherol sodium phosphate 2.00 2 Propylene glycol 10.00 3 Methyl parahydroxybenzoate 0.20 4 Methylphenylpolysiloxane 20.00 5 Purified water Residual ( Manufacturing method of Example 11) 1 to 4 are uniformly dispersed and dissolved,
While stirring, 5 is added to obtain the target emulsion 1.

Example 12 Emulsion 2 Component name Weight% 1 α-Tocopherol sodium phosphate 3.00 2 Hydrogenated soybean phospholipid 1.00 3 Methyl parahydroxybenzoate 0.20 4 2-Ethylhexanoic acid triglyceride 20.00 5 Purified water Residues (production method of Example 12) 1 to 4 were uniformly dispersed and dissolved,
While stirring, 5 is added to obtain the target emulsion 2.

Example 13 Emulsion 3 Component name Weight% 1 α-Tocopherol sodium phosphate 1.00 2 Egg yolk lecithin 3.00 3 Methyl parahydroxybenzoate 0.20 4 2-Ethylhexanoic acid triglyceride 20.00 5 Purified water The rest (manufacturing method of Example 13) 1 to 4 are uniformly dispersed and dissolved,
While stirring, 5 is added to obtain the target emulsion 3.

Example 14 Emulsion 4 Component name Weight% 1 Sodium α-tocopherol phosphate 2.00 2 Hydrogenated egg yolk phospholipid 5.00 3 Methyl parahydroxybenzoate 0.20 4 2-Ethylhexanoic acid triglyceride 20.00 5 Purified water Residues (production method of Example 14) 1 to 4 were uniformly dispersed and dissolved,
While stirring, 5 is added to obtain the target emulsion 4.

Example 15 Cream Ingredient name% by weight 1 Sodium α-tocopherol phosphate 3.00 2 Concentrated glycerin 10.00 3 Methyl parahydroxybenzoate 0.20 4 Neopentyl glycol dicaprate 20.00 5 Cetanol 3.00 6 Purified water Residual 7 Magnesium ascorbate phosphate 3.00 8 1,3-butylene glycol 5.00 9 Carboxyvinyl polymer 0.50 10 Triethanolamine 1.00 (Production method of Example 15) 1 to 5 Disperse and dissolve in
While stirring, 6 to 10 uniformly dispersed and dissolved are added to obtain the desired cream.

[Brief description of drawings]

FIG. 1 is a graph showing the rate of increase in stratum corneum water content of Sample 1 and Sample 2 in Example 1.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) A61K 9/70 401 A61K 9/70 401 31/661 31/661 A61P 17/16 A61P 17/16 (72) Inventor Jiro Kitahara 2-7 Torimicho, Nishi-ku, Nagoya, Aichi Research Institute of Japan Menade Cosmetics Co., Ltd. (72) Inventor Satoru Nakata 2-7 Torimi-cho, Nishi-ku, Nagoya City, Aichi Japan Research Institute of Menade Cosmetics Co., Ltd. F term (reference) 4C076 AA06 AA11 AA16 AA72 BB31 CC22 DD37E DD38E 4C083 AC102 AC122 AC352 AC422 AC432 AC482 AC542 AC901 AC902 AD092 AD572 AD642 AD662 CC02 EE12 FF01 4C086 AA01 AA02 DA37 MA63 NA14 ZA89

Claims (7)

[Claims] 1. An external preparation for skin, which comprises a compound represented by Chemical Formula 1 and / or a salt thereof and is excellent in the effect of preventing skin roughness. [Chemical 1] 2. An external preparation for skin, which comprises a compound represented by Chemical Formula 1 and / or a salt thereof and exhibits a high water retention effect on the skin. 3. Of the compounds represented by Chemical Formula 1,
The external preparation for skin according to claim ₁ , wherein R ₁ and R ₂ are both sodium. 4. Of the compounds represented by Chemical Formula 1,
The external preparation for skin according to claim 1 or 2, wherein one of R ₁ and R ₂ is hydrogen and the other is sodium. 5. Of the compounds represented by Chemical Formula 1,
The external preparation for skin according to claim ₁ , wherein R ₁ and R ₂ are both hydrogen. 6. The external preparation for skin according to claim 1, wherein the compound represented by Chemical Formula 1 and / or its salt is blended, and the blending amount is 0.01 to 50%. . 7. The external preparation for skin according to claim 1, wherein the compound represented by Chemical Formula 1 and / or its salt is blended, and the blending amount is 0.1 to 10%. .