JPH0834720A - Skin external agent - Google Patents

Abstract

PURPOSE:To obtain a skin external agent capable of fundamentally improving the water-holding ability of skin corneum, recovering the normal functions of the skin, and further effectively preventing wrinkles, and preventing the aging of the skin by combining a specific amine derivative with a specified amide derivative. CONSTITUTION:This skin external agent comprises the combination of an amine derivative of formula I [R<1> is a 1-3C hydrocarbon (capable of being substituted with an OH group)] or its acid adduct salt and an amide derivative of formula II [R<7> is a 10-26C hydrocarbon; R<8> is a 9-25C hydrocarbon; Y, Z are each H, (CH2)n-OH ((n) is 1-3); A is a single bond, O-CH2]. The skin external agent exhibits a synergistic effect on improving the water-holding ability of skin corneum, shows a remarkable inhibiting action on imperfect cornification, acanthosis, abnormal lipid metabolism due to the influences of UV light or other various factors, recovers the normal functions of the skin, remarkably inhibits the generation of wrinkles, is excellent in a wrinkle-eliminating effect, and prevents the aging of the skin.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an external preparation for skin, specifically, moisturizing skin, preventing / ameliorating rough skin, normalizing keratin,
The present invention relates to a skin external preparation that is excellent in preventing and improving wrinkles, and particularly relates to a skin external preparation that is excellent in the effect of preventing skin aging.

[0002]

2. Description of the Related Art In recent years,
Maintaining healthy and beautiful skin has become a serious concern for people of all ages. However, the skin is subtly affected by aging, temperature, humidity, ultraviolet rays, cosmetics, diseases, stress, eating habits, etc., and therefore various functions of the skin (prevention of loss of water etc. from the living body and constant body temperature). Function to control physical maintenance, physical and chemical stimulation from the outside world and body protection function from various bacteria, retention of elasticity of skin, function to determine surface morphology, etc.), skin aging, etc. Various troubles occur.

[0003] As described above, dry skin, oily skin, and dermatitis vulgaris in the epidermis are caused by changes in the external environment (seasonal changes, ultraviolet rays, etc.) and physiological changes associated with aging and diseases. In addition to the functional abnormality of the skin tissue due to the acting factors inside and outside the body, it is caused by the skin thickening and parakeratosis induced by these.

The main attempts to prevent and improve such skin troubles are to apply a synthetic or natural moisturizing component to prevent the skin from drying and to increase the moisturizing ability of the skin.
A method of improving blood circulation promotion by applying a blood circulation promoter has been made.

It is generally known that the water content in the stratum corneum is important in order to moisturize the skin and maintain flexibility. Further, it is also known that a water-soluble component contained in the stratum corneum, that is, a free amino acid, an organic acid, urea, an inorganic ion, or the like contributes to the retention of the water, and conventionally, these water-soluble components are used. BACKGROUND ART External medicated skin preparations and cosmetics in which sex components are mixed alone or in combination are used for the purpose of improving or preventing rough skin.

In addition to the water-soluble components contained in the stratum corneum, various moisturizing substances having high affinity with water have been developed and used for the same purpose.

[0007] However, when a conventional water-soluble component or moisturizing substance is applied to the skin, its effect is that it exists on the skin keratin and supplies water to the keratin, and its effect is temporary and fundamental. To improve the water retention capacity of the stratum corneum,
It did not essentially prevent or heal skin irritation.

On the other hand, wrinkles, which are one of the skin troubles, are caused by aging due to aging, drying, ultraviolet rays and the like.
That is, dryness, changes in the surface morphology of the epidermis due to physical and chemical stimuli from the outside such as ultraviolet rays and aging, diseases, degeneration of tissues in the dermis due to stress, etc. Aging of the skin, such as loss of subcutaneous adipose tissue, is the main cause of wrinkle relaxation and loss of elasticity.

Conventionally, various compositions and methods have been proposed in order to suppress or treat such wrinkles due to aging (Japanese Patent Laid-Open No. 185005/1987).
JP-A-62-502546, JP-A-2-7215
No. 7, JP-A-2-288822, etc.).

However, none of them has shown a satisfactory wrinkle improving effect.

Therefore, the object of the present invention is to fundamentally improve the water-retaining ability of the stratum corneum, restore the normal function of the skin, and effectively prevent and improve wrinkles to prevent skin aging. It is to provide a skin external preparation.

[0012]

Therefore, the applicant of the present invention has investigated to obtain a compound that fundamentally improves the water-retaining ability of the stratum corneum. The following general formula (2 ')

[0013]

Embedded image

[0014] wherein, R ⁹ represents a linear or branched, saturated or unsaturated hydrocarbon group of 10-26 carbon atoms, R ¹⁰ is a saturated or a straight-chain or branched-chain 9 to 25 carbon atoms It was found that the water retention ability of the stratum corneum can be improved by using an amide derivative represented by [Unsaturated hydrocarbon group] as a moisturizing agent, and filed previously (Patent No. 1557842).

However, as described above, further improvement of the effect is desired in recent years, and the present inventors have studied various compounds. As a result, the amine derivative represented by the following general formula (1) or its acid addition is shown. When a salt and an amide derivative represented by the general formula (2) described below are used in combination, the water-retaining ability of the stratum corneum is further improved, and it has an extremely excellent effect of preventing and improving rough skin, and further hyperkeratosis of the skin. , Epidermal thickening,
The present invention has been completed by discovering that a skin external preparation having a remarkable inhibitory effect on lipid metabolism abnormality and the like, which suppresses the generation of wrinkles and has an excellent anti-aging effect on skin, can be obtained.

That is, the present invention has the following components (A) and (B): (A) The following general formula (1)

[0017]

[Chemical 4]

(In the formula, R ¹ represents a hydrocarbon group having 1 to 3 carbon atoms or a hydrocarbon group having 1 to 5 carbon atoms and containing a hetero atom, and R ² , R ³ , R ⁴ , R ⁵ and R ^{5 6} is the same or different and represents a hydrogen atom or a hydrocarbon group which may be substituted with a hydroxyl group having 1 to 20 carbon atoms), or one or two kinds selected from an amine derivative or an acidified salt thereof. Above, (B) the following general formula (2)

[0019]

Embedded image

[In the formula, R ⁷ represents a linear or branched saturated or unsaturated hydrocarbon group having 10 to 26 carbon atoms, and R ⁸ represents a linear or branched saturated or unsaturated hydrocarbon group having 9 to 25 carbon atoms. Represents an unsaturated hydrocarbon group, and Y and Z are each a hydrogen atom or-
In showing the (where the oxygen atom binds to R ^7)] - (CH _{2) n} -OH (where n is a number of 1 to 3) indicates, A represents a single bond or -O-CH ₂ It is intended to provide a skin external preparation characterized by containing one or more selected from the amide derivatives represented.

A part of the amine derivative (1) used in the present invention is publicly known (for example, Romanian Patent 68-58619). However, nothing is known about the effects of these known compounds on the skin, especially the effects on wrinkle improvement and keratinization improvement.

In the amine derivative represented by the general formula (1) which is the component (A) used in the present invention, the hydrocarbon group represented by R ^{1 to} R ⁶ in the general formula (1) is saturated or unsaturated. It may be linear, branched or cyclic. Examples of the hydrocarbon group having 1 to 3 carbon atoms of R ¹ include alkyl or alkenyl groups having 1 to 3 carbon atoms, and specific examples thereof include methyl, ethyl, propyl, isopropyl, allyl and the like. Examples of the hydrocarbon group containing a hetero atom having 1 to 5 carbon atoms of R ¹ include a hydrocarbon group having an oxygen atom, a nitrogen atom, a silicon atom, a sulfur atom, a phosphorus atom and a fluorine atom. Specific examples of the hydrocarbon group containing an oxygen atom and / or a nitrogen atom include 2-hydroxyethyl and 3
-Hydroxypropyl, 2,3-dihydroxypropyl, 2,2-bis (hydroxymethyl) -3-hydroxypropyl, carboxymethyl, aminocarbonylmethyl, 1- (N, N-dimethylamino) ethyl and the like can be mentioned. Among these, 1 to 3 carbon atoms substituted with 1 to 3 hydroxyl groups
Particularly preferred are alkyl groups of -5.

In the general formula (1), R ² , R ³ , R ⁴ , R ⁵ and R ^{6 each} have a hydrogen atom and 1 to 5 carbon atoms which may be substituted by 1 to 5 hydroxyl groups, preferably 1 to 20 carbon atoms. 1 to 5 hydrocarbon groups are mentioned, and among them, preferable specific examples include:
Hydrogen atom; alkyl group having 1 to 20 carbon atoms such as methyl, ethyl, butyl, hexyl, tetradecyl, octadecyl; aryl group such as phenyl; aralkyl group such as benzyl; hydroxymethyl, 2-hydroxyethyl, 1,2
-Dihydroxypropyl, 1,2,3-trihydroxybutyl, 1,2,3,4-tetrahydroxypentyl,
1,2,3,4,5-pentahydroxyhexyl etc. 1
Examples thereof include an alkyl group in which 5 hydroxyl groups are substituted.

In the amine derivative (1), R ¹ is an alkyl group having 1 to 3 carbon atoms or an alkyl group having 1 to 5 carbon atoms substituted with 1 to 3 hydroxyl groups, and R ² is a hydrogen atom, 2
A hydroxyethyl group, a methyl group or a benzyl group, wherein R ³ , R ⁴ , R ⁵ and R ⁶ are a hydrogen atom, a methyl group, a hydroxymethyl group, a 2-hydroxyethyl group or 1,2,
A compound which is a 3,4-tetrahydroxypentyl group is particularly preferred.

The amine derivative represented by the general formula (1) used in the present invention is synthesized by various known methods. For example, as represented by the following reaction formula, it is synthesized by adding an amine derivative (4) to a glycidyl ether derivative (3).

[0026]

[Chemical 6]

(Wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶
Each has the same meaning as above)

As the acid addition salt of the amine derivative (1) used in the present invention, inorganic acid salts such as hydrochloric acid, sulfuric acid, nitric acid and phosphoric acid, or succinic acid, fumaric acid, hexadecanoic acid, octadecanoic acid, Lactic acid, glycolic acid, citric acid,
Examples thereof include organic acid salts such as tartaric acid and benzoic acid. These are obtained by reacting the amine derivative (1) with each of the above acids by a conventional method.

In the present invention, the amine derivative as the component (A) and the acid addition salt thereof can be used alone or in combination of two or more, and the compounding amount is not particularly limited, but it is 0 in the whole composition. 0.0001 to 5% by weight (hereinafter referred to simply as%), particularly 0.0001 to 1%, and further 0.00
01-0.1% is preferable. In addition, when using an oily external preparation for skin based on liquid hydrocarbon such as squalane,
The blending amount of the component (A) is 0.0001 to 10% in the entire composition,
In particular, it is preferably 0.0001 to 5%, more preferably 0.0001 to 2%.

In the amide derivative represented by the general formula (2) which is the component (B) used in the present invention, in the general formula (2), R ⁷ is a linear or branched chain having 10 to 26 carbon atoms. A saturated or unsaturated hydrocarbon group is shown, and specific examples thereof include decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, octadecyl group, eicosyl group, docosyl group,
Tetracosyl group, pentacosyl group, hexacosyl group, 2
-Alkyl groups such as ethyloctyl group and 3-ethyloctyl group; alkenyl groups such as oleyl group and linoleyl group; alicyclic hydrocarbon groups such as anthracenyl group; aromatic hydrocarbon groups such as diphenylmethyl group and naphthyl group. Can be mentioned.
Further, in the general formula (2), R ⁸ represents a linear or branched saturated or unsaturated hydrocarbon group having 9 to 25 carbon atoms, and specific examples thereof include a nonyl group and a 2-methyloctyl group. And other alkyl groups; aromatic hydrocarbon groups such as mesityl groups; and the above hydrocarbon groups having up to 25 carbon atoms.

The amide derivative (2) is prepared by a known method [for example, Polish Journal of Chemistry (Pol. J. Chem.) 52 , 1059 (197).
8); ibid. 52 , 1283 (1978); JP-A-54-1.
No. 17421, No. 54-144308, No. 54-14
7937 gazette]. That is, it can be produced by acylating the compound (7) obtained from the glycidyl ether (5) and the alkanolamine (6) according to the reaction formula shown below, and then selectively hydrolyzing the ester group.

[0032]

[Chemical 7]

[Wherein R ⁷ , R ⁸ , Y and Z have the same meanings as described above, and Z ′ is Z when Z is — (CH ₂ ) _n —OH.
Represents an anion group excluding a hydrogen atom, and represents a single bond when Z is a hydrogen atom.]

Among these amide derivatives, particularly preferred are the following general formulas (2-a) and (2-b).
Is represented by.

[0035]

Embedded image

[In the formula, R ⁷ and R ⁸ have the same meaning as described above]

In the present invention, the amide derivative as the component (B) can be used alone or in combination of two or more kinds, and the compounding amount is not particularly limited, but 0.001 to 50% in the total composition. , Particularly preferably 0.1 to 20%.

The external preparation for skin of the present invention is roughly classified into a medicated external preparation for skin and cosmetics depending on its use form.

Examples of the external medicated skin preparation include various ointments containing medicinal components. here,
The ointment may be either an oil-based base, an oil / water (O / W) or water / oil (W / O) type emulsion base. The oily base is not particularly limited, and examples thereof include vegetable oil, animal oil, synthetic oil, fatty acid and natural or synthetic glyceride. Further, the medicinal component is not particularly limited, and for example, an analgesic / anti-inflammatory agent, an antipruritic agent, a bactericidal disinfectant, an astringent agent, an emollient agent, a hormone agent and the like can be appropriately used as necessary.

As the cosmetics, various forms such as W / O, O / W type emulsified cosmetics, creams, cosmetic emulsions,
Lotion, oily cosmetic, pack, lipstick, foundation, skin cleanser, hair tonic, hair styling agent, hair nourishing agent,
It can be a skin cosmetic such as a hair restorer.

When the external preparation for skin of the present invention is used as a cosmetic, in addition to the essential ingredients, oils, moisturizers, UV absorbers, alcohols, which are generally used as cosmetic ingredients,
A chelating agent, a pH adjuster, an antiseptic, a thickener, a dye, a fragrance and the like can be optionally combined and blended.

The external preparation for skin of the present invention is obtained by heating and dissolving the above-mentioned essential components (A) and (B) and other oil phase components, and if necessary, an aqueous phase component. In addition, it is preferable to manufacture by mixing.

[0043]

INDUSTRIAL APPLICABILITY The external preparation for skin of the present invention uses the amine derivative or its acid addition salt of the component (A) in combination with the amide derivative of the component (B) to synergistically improve the keratin water retention ability. It has a remarkable inhibitory effect on parakeratosis due to the influence of ultraviolet rays and various other factors, epidermal thickening, lipid metabolism abnormality, and restores the normal function of the skin,
Furthermore, the generation of wrinkles is significantly suppressed, and the effects of eliminating wrinkles are excellent, and skin aging can be prevented.

[0044]

EXAMPLES The present invention will be described in detail below with reference to examples, but the present invention is not limited thereto. The evaluation methods for the rough skin improving effect, the keratin improving effect and the wrinkle improving effect in this example are shown below.

<Evaluation method> Rough skin improving effect: Rough skin on cheeks in winter 2
Ten women aged 0 to 50 are used as subjects, and different test skin external preparations are applied to the left and right cheeks for 2 weeks. On the day after the application for two weeks was completed, the following items were tested. (1) Skin conductance After washing the face with warm water of 37 ° C. and resting in a room at a temperature of 20 ° C. and a humidity of 40% for 20 minutes, the water content of the stratum corneum was measured with a skin conductance meter (manufactured by IBS). .
The skin conductance value indicates that the smaller the value, the rougher the skin is, and if the value is 5 or less, the rougher the skin is. On the other hand, if the skin conductance value is 20 or more,
Almost no rough skin has occurred. (2) Rough skin score Rough skin was visually observed and judged according to the following criteria. The score was shown by the average value +/- standard deviation.

0: No rough skin is observed. 1: Slightly rough skin is recognized. 2: Rough skin is recognized. 3: Slightly rough skin is recognized. 4: Severe rough skin is recognized.

Keratin improvement effect: An ointment was prepared by adding 5% by weight of the fluorescent dye dansyl chloride to white petrolatum,
The skin of the forearm of the subject is occluded and applied to the skin for 24 hours, and dansyl chloride is osmotically bonded to the stratum corneum. After that, the test skin external preparation was applied to the same site twice a day (morning and evening), and the fluorescence of dansyl chloride was examined every day. The number of days until the fluorescence disappeared was defined as the turnover rate of the stratum corneum of the skin.
The normal turnover speed of the stratum corneum is 14-
Although it is 16 days, it spreads around 18 days in aged skin. On the other hand, when the anti-aging effect appears, it is shortened to around 12 days. Wrinkle improvement effect: Hairless mice (HR / ICR, 9 weeks old at the start of the experiment) were irradiated with UVB light three times a week using six Toshiba Health Line lamps 20SE. Energy amount is TO
UV-Radiomate made by KYOOPTICAL
r UVR-305 / 365D. The irradiation amount per irradiation was 1 MED or less, and the energy amount was 0.28 mW / cm ² and was 65 mJ. The irradiation period was 20 weeks, and after confirming that wrinkles were formed on the back of the hairless mouse, they were divided into groups of 8 mice each, and the test external preparation was administered 5 times a week for 6 times.
It was applied for a week. After the application, the degree of wrinkles was evaluated with the naked eye according to the following criteria (wrinkle index).

(Wrinkle index evaluation standard) 1: Wrinkles disappear completely. 2: I don't know if there are wrinkles or not. 3: There are some wrinkles. 4: Very wrinkled.

Example 1 W / O type creams having the compositions shown in Table 1 were prepared by the following production method, and the effect of improving rough skin by continuous application was evaluated for each. The structure and blending amount of the amine derivative used are shown in Table 2, the structure and blending amount of the amide derivative are shown in Table 3, and the evaluation results of the rough skin improving effect are shown in Table 4.

[0050]

[Table 1] (Composition) (%) (1) Amine derivative Table 2 (2) Amide derivative Table 3 (3) Cholesterol 0.5 (4) Cholesteryl isostearate 1.0 (5) Polyether-modified silicone ^{* 1} 1.5 (6) Cyclic silicone ^{* 2} 20.0 (7) Methylphenipolysiloxane ^{* 3} 2.0 (8) Methylpolysiloxane ^{* 4} 2.0 (9) Magnesium sulfate 0.5 (10) 55% ethanol 5.0 (11) Purified water Remaining amount (12) Preservative Suitable amount (13) Perfume Suitable amount

* 1: Silicone KF-6015, manufactured by Shin-Etsu Chemical Co., Ltd. * 2: Silicone SH-244, SH-245 or SH
-244 and SH-245 3: 2 (weight ratio) mixture, manufactured by Toray Dow Corning Silicone Co., Ltd. * 3: Silicone SF-557, Toray Dow Corning
Silicone Co., Ltd. * 4: Silicone KF-96A (6cs), Shin-Etsu Chemical Co., Ltd.

(Production method) Oil phase component [(1) to (5),
(7), (8)] heated and dissolved at 80 ° C., and an aqueous phase component [(9), (1
1) and (12)] are added and emulsified, and after stirring and cooling to 50 ° C., (6), (10) and (13) are added, and the mixture is further cooled to room temperature with stirring to give a W / O type cream. Prepared.

[0053]

[Table 2]

[0054]

[Table 3]

[0055]

[Table 4]

As is clear from the results shown in Table 4, all of the W / O type creams of the present invention exhibited a remarkable effect of improving rough skin by applying the cream to the skin.

Example 2 O / W creams having the compositions shown in Table 5 were prepared by the following production method, and the effect of improving keratin by continuous application was evaluated for each of them. The structures and blending amounts of the amine derivative and the amide derivative used were those shown in Tables 2 and 3 used in Example 1, respectively. Table 6 shows the evaluation results of the effect of improving keratin.

[0058]

[Table 5] (Composition) (%) (1) Polyoxyethylene (10) hydrogenated castor oil 1.0 (2) sorbitan monostearate 0.5 (3) sodium stearoylmethyl taurine 0.5 (4) cetostearyl Alcohol 2.0 (5) Stearic acid 1.8 (6) Amine derivative Table 2 (7) Amide derivative Table 3 (8) Cholesterol 1.5 (9) Cholesteryl isostearate 1.0 (10) Neopentyl dicaprate Glycol 8.0 (11) Methylpolysiloxane ^{* 5} 5.0 (12) Glycerin 5.0 (13) 1,3-Butylene glycol 3.0 (14) Preservative proper amount (15) Purified water balance (16) Fragrance suitable amount * 5: Silicone KF-96A (6cs), manufactured by Shin-Etsu Chemical Co., Ltd.

(Manufacturing method) To an oil phase component [(1) to (11)] heated and dissolved at 80 ° C, an aqueous phase component [(12) to (15)] heated to 80 ° C with stirring was added. After emulsifying, stir and cool to 50 ° C, then add (16),
The mixture was further cooled to room temperature with stirring to prepare an O / W type cream.

[0060]

[Table 6]

As is clear from the results in Table 6, it was confirmed that the keratin was effectively improved by applying the product of the present invention to the skin.

Example 3 An ointment having the composition shown in Table 7 was prepared by a conventional method, and the wrinkle improving effect of each was evaluated. The structures and blending amounts of the amine derivative and the amide derivative used were those shown in Tables 2 and 3 used in Example 1, respectively. Table 8 shows the evaluation results of the wrinkle improving effect.

[0063]

[Table 7] (Composition) (%) (1) Amine derivative Table 2 (2) Amide derivative Table 3 (3) White petrolatum residual amount (4) Cholesteryl isostearate 3.0 (5) Liquid paraffin 10.0 ( 6) Glyceryl ether ^{* 6} 1.0 (7) Glycerin 10.0

[0064]

[Chemical 9]

[0065]

[Table 8]

As is clear from the results shown in Table 8, the wrinkles formed on the back of the hairless mouse could be reduced by applying the product of the present invention.

As is clear from the results of the above examples, the external preparation for skin of the present invention in which a specific amine derivative and an amide derivative are used in combination has a skin aging preventive effect (moisturizing and skin roughening prevention / improvement, keratin normalization, wrinkle normalization, wrinkles). Prevention, improvement, etc.) were synergistically enhanced.

Example 4 The sunscreen cream shown in Table 9 was prepared by the following method. The obtained sunscreen cream was excellent in the effect of preventing skin aging.

[0069]

[Table 9] (Composition) (%) (1) Amine derivative ^{* 7} 0.1 (2) Amide derivative ^{* 8} 7.0 (3) Silicon-coated zinc oxide 7.0 (4) P-methoxycinnamic acid 2- Ethylhexyl 2.5 (5) Vitamin E acetate 0.2 (6) Cholesteryl isostearate 2.0 (7) Polyether-modified silicone ^{* 9} 3.0 (8) Methylpolysiloxane ^{* 10} 6.0 (9) Cyclic Silicone ^{* 11} 10.0 (10) Magnesium sulphate 1.0 (11) Glycerin 5.0 (12) Preservative proper amount (13) Purified water Remaining amount

* 7: In the formula (1), R ¹ = CH _3- , R ² = -CH ₂ CH ₂ OH, R ³ = R ⁴ = R ⁵
= R ⁶ = H * 8: In the formula ^{(2), R 7 = C} 15 H 31, R 8 = -CH = CH (CH 2) 12 CH 3,
_{Y = H, Z = -CH 2} CH 2 OH, A = -O-CH 2 - * 9: Silicone KF-6015, Shin-Etsu Chemical Co.,
* 10: Silicone KF-96A (6cs), manufactured by Shin-Etsu Chemical Co., Ltd. * 11: Silicone SH-244, SH-245 or S
3: 2 (weight ratio) mixture of H-244 and SH-245,
Toray Dow Corning Silicone Co., Ltd.

(Manufacturing method) (1) to (8) were heated to 80 ° C. to dissolve them, (10) to (13) were added thereto, and they were mixed homogeneously and cooled to 50 ° C. with stirring (9). ) Was uniformly mixed to prepare a moisturizing sunscreen cream.

Example 5 An oily foundation cream having the composition shown in Table 10 was prepared by the following method. The obtained oily foundation cream was excellent in the effect of preventing skin aging.

[0073]

[Table 10] (Composition) (%) (1) Amine derivative ^{* 12} 0.05 (2) Amide derivative ^{* 13} 5.0 (3) Silicon-coated zinc 6.0 (4) 2-Ethylhexyl P-methoxycinnamate 3.0 (5) Cholesteryl isostearate 2.5 (6) Polyether-modified silicol ^{* 14} 3.0 (7) Methylpolysiloxane ^{* 15} 4.0 (8) Cyclic silicone ^{* 16} 8.0 (9) Squalane 2.0 (10) Glycerin 3.0 (11) Titanium oxide 1.5 (12) Kaolin 1.5 (13) Red iron oxide 0.02 (14) Yellow iron oxide 0.02 (15) Preservative proper amount (16) Perfume Suitable amount (17) Purified water Remaining amount

* 12: In the formula (1), R ¹ = CH ₃ CH _2- , R ² = -CH ₂ CH ₂ OH, R ³ = R ^{4
= R 5 = R 6 = H} * 13: In the formula ^{(2), R 7 = C} 10 H 21, R 8 = -CH 2 (CH 2) 10 CH 3, Y =
_{H, Z = -CH 2 CH 2} CH 2 OH, A = -O-CH 2 - * 14: Silicone KF-6015, Shin-Etsu Chemical Co., Ltd. * 15: Silicone KF-96 (10 cs), Shin-Etsu Chemical Co. * 16: Silicone SH-244, SH-245 or S
3: 2 (weight ratio) mixture of H-244 and SH-245,
Toray Dow Corning Silicone Co., Ltd.

(Production method) Oil phase components (1) to (7), (9)
After heating and dissolving at 80 ° C, the aqueous phase components (10), (15), and (17) heated to 80 ° C with stirring were added to emulsify, and after stirring and cooling to 50 ° C, (8), ( 11)
(14) and (16) were added, and the mixture was further cooled to room temperature with stirring to prepare an oily foundation cream.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI technical display location A61K 31/16 AGZ 9455-4C

Claims (1)

[Claims] 1. The following components (A) and (B): (A) The following general formula (1): (In the formula, R ¹ is a hydrocarbon group having 1 to 3 carbon atoms or 1 carbon atom.
A hydrocarbon group containing a heteroatom of ~ 5, R ² ,
R ³ , R ⁴ , R ⁵ and R ⁶ are the same or different and each represent a hydrogen atom or a hydrocarbon group which may be substituted with a hydroxyl group having 1 to 20 carbon atoms) and an acid addition thereof. One or more selected from salts, (B) the following general formula (2): [In the formula, R ⁷ represents a linear or branched saturated or unsaturated hydrocarbon group having 10 to 26 carbon atoms, and R ⁸ represents 9 to 2 carbon atoms.
5 represents a linear or branched, saturated or unsaturated hydrocarbon group, Y and Z are each a hydrogen atom or a - (CH _{2) n} -O
H (where n is a number of 1 to 3) indicates, A represents a single bond or -O-CH ₂ - (provided that the oxygen atom binds to R ⁷⁾
The external preparation for skin comprising one or more selected from amide derivatives represented by