JPH0465044B2 - - Google Patents

Description

[Detailed description of the invention]

Sebum, or skin oil, is produced by the sebaceous glands in the skin's sebaceous apparatus and reaches the skin surface through the hair follicle ducts. Excess sebum on the skin's surface results in an unattractive cosmetic condition commonly known as "oily skin." Sebum also plays an important role in causing acne. The activity of the sebaceous glands in acne patients is markedly increased, and the rate of sebum secretion is greatest in those with the most severe acne. Thus, the spread of sebum on the skin surface is an important cosmetic parameter. This is because the distribution of sebum on the skin's surface determines whether the skin becomes oily or not, and is also affected by the degree of acne. It is therefore possible to have means to reduce the flow of sebum to the human skin, especially considering the skin characterized by excessive secretion or the presence of sebum and the affected skin areas of acne patients. It's advantageous. It has now been discovered that quaternary halide salts of N,N,N-trialkylaminoalkylene gluconamides can be used to effectively reduce the extent of sebum spread. The quaternary halide salts of N,N,N-trialkylaminoalkylene gluconamides used in the present invention are described for use as topical and cosmetic emollients in U.S. Pat. Nos. 3,766,267 and 3,855,290. ing. However, its use as a drug that can effectively reduce the extent to which sebum spreads on human skin has not been known so far. The present invention provides a method for topically applying a quaternary halide of N,N,N-trialkylaminoalkylene gluconamide to treat by reducing the spread of sebum on human skin (including the scalp). and compositions. Such methods provide a physiologically effective treatment of human skin and have beneficial applications in cosmetics formulated specifically for use on oily skin, such as pore cleansers, scalp and hair shampoos, and conditioners. ing. Following this use, the skin will be felt to be less oily, and in the treatment of acne, reducing the excess spread of sebum is particularly desirable to help prevent the spread of acne symptoms. The active compounds used in the invention have the formula N, N, with [Formula X is chloro or bromo and n is an integer 2 to 4 and preferably 3]
It is a quaternary halide of N-trialkylaminoalkylene gluconamide, and has the following formula: The quaternary chloride salt thereof with is most preferred. A preferred quaternary chloride salt of the formula chemically known as α-gluconamidopropyldimethyl-2-hydroxyethylammonium chloride (CTFA name = Quaternium 22) is available from Van Dyk Company, Inc. )
It is commercially available as a free-flowing 60% aqueous solution (60% active) under the trade name ``Serafil 60'' by . It has now been discovered that quaternary halides of the formula and most preferably of the formula significantly reduce the spread of sebum on human skin. The improvements provided by the present invention make this beneficial in treating skin conditions characterized by () excessive secretion or presence of sebum on the skin surface, such as oily skin, or () acne. The aim is to take advantage of the quaternary halide's effects and thereby improve its symptoms by topical application of a suitable composition containing this quaternary halide.
Such topical compositions can be cosmetic formulations for oily skin or therapeutically active anti-acne formulations. Specific forms of topical cosmetic compositions include, for example, lotions and creams for the hands, face, and body, scalp and hair conditioners, lotions, gels, and shampoos, to name a few, but are not determined. It's not a typical thing. This type of composition is easily prepared by a skilled cosmetic chemical formulator. Similarly, the specific form of the anti-acne composition is not critical, in that anti-acne therapeutically active ingredients such as benzoyl peroxide, sulfur, resorcinol, retinoic acid derivatives, chlorohydroxyquinoline, hormonal agents and Antibacterial agents are also not conclusive. The above formulas and quaternary halides are non-toxic to human skin, are compatible with hydrophilic adjuvants, and can be easily incorporated into such topical compositions. To create such a composition, the product should be formulated in such a way as to substantially negate the activity of the halides in reducing the extent of sebum spread on the skin surface when the product is applied topically. and should not include such excipients or ingredients. The product should also be physiologically compatible with the skin and cosmetically sophisticated. For purposes of the present invention, an effective amount of a quaternary halide of formula and most preferably formula is included as an active ingredient in the topical compositions used herein to reduce the extent of sebum spread on the skin. and generally based on total composition weight at least about
Although 0.05% by weight (i.e. %w/w) has been found to be suitable, about 0.3 to about 6% w/w is preferred;
About 0.5 to about 3% w/w is most preferred. The present invention thus provides a method for treating human skin characterized by excessive sebum secretion or acne in order to ameliorate the condition of the human skin by reducing the degree of spread of sebum on the skin. The method provides a method in which the active ingredient for reducing the extent of sebum spread is a compound of the formula N, N, N
- the topical application of a composition comprising an effective amount of a trialkylaminoalkylene gluconamide to human skin of such characteristics. The present invention also provides novel anti-acne compositions for topical application comprising an effective amount of this halide or the like as an active ingredient to reduce the spread of sebum. The reduction in sebum spread provided by the methods of the present invention, the compositions used herein, and quaternary halides is illustrated in the Examples below:
By referring to this, you will be able to understand this.
The procedure used in testing the reduction in sebum spread is as follows. Test Procedure Place 2-4 mg/cm of the material to be tested on the back of your hand and spread it evenly into a circle approximately 2 inches in diameter.
After application of the test material, leave for 1 hour at room temperature to achieve equilibrium. After this time, measure the artificial sebum supplemented with 13% by weight of squalene with a micropipette and place a 4 μl drop approximately in the center of the treated area. The prescription for artificial sebum is as follows. Ingredients % w/w squalene 18.0 Corn oil 7.0 Glyceryl dioleate: Oleic acid (1:
1) Mixture 1.0 Oleic Acid 27.0 Seraphyll 140 (Decyl Oleate) 43.5 Cholesterol Palmitate 1.0 Cholesterol 2.5 100.0 After a 10 minute spreading period, place a 1 cm diameter glass cylinder in the center and extract the sebum within the confines of the cylinder. The extraction is carried out by pipetting 2 x 0.5 ml volumes of hexane into a glass cylinder for 30 seconds without stirring. Both extracts are pipetted into test tubes and evaporated to dryness using a nitrogen gas evaporator.
Redissolve the residue in 0.2 ml hexane and add 10μ of tetracosane to the sample as an internal standard. The amount of sebum in the glass cylinder is accurately determined by gas-liquid chromatography (GLC) by measuring the amount of squalene contained in the extract.
From this data, the area covered by the spread of artificial sebum is calculated. The greater the amount of squalene recovered from the extract, the greater the reduction in sebum spread. Example 1 A cosmetic product that can be applied to oily skin and deeply cleanses the pores is prepared according to the following formulation. All amounts are parts by weight unless otherwise indicated. Table 1 Ingredient composition Alcohol 49.1v/v Salicylic acid 0.5 Acetone 0.9v/v Ceteiareth-27 (surfactant) 1.0 Propylene glycol 0.5 Menthol 0.05 Tartaric acid 0.25 Fragrance 0.05 Water (purified) + amount Make it 100.00v/v. 〓Equivalent to 43.2% v/v of absolute alcohol. Example 2 Compositions are prepared by mixing the pore cleanser of Example 1 with Serafil 60 at the percentage concentrations shown in Table 2, and the percentage reduction in sebum spread of each composition is recorded.

[Table] Example 3 This example shows the effect of sebum on human skin when Serafil 60 is added to two commercially available acne treatment creams (each containing 10% benzoyl peroxide as an anti-acne active ingredient). This shows that the degree of spread is significantly reduced.

[Table] Example 4 The following basic shampoo formulation, A is 1%
(w/w) B was prepared without adding Serafil 60, and the rate of reduction in sebum spread was tested.

Table: Example 5 An oil-free moisture replenishing cleanser formulation containing 3% w/w Serafil 60 is created. During the test, the sebum spread reduction rate was 46%. In contrast, a similar formulation without Serafil 60 (ie, replaced with water) shows a 35% reduction.

【table】

[Table] Dissolve methylparaben in water and add Carbomer 934
Add and heat to 70℃ to make part A. Separately prepare parts B and D and heat each to 75-80°C.
Mix parts B and D together with part A. Make part E, heat to 80℃, and add to the previous mixture while stirring. Make part C and add to the previous mixture while stirring. Allow the mixture to cool. At about 45°C, the emulsion passes through an inversion phase and changes color to white. Make part F and mix into the previous mixture at about 40°C. Allow the mixture to cool to room temperature. It will be understood by those skilled in the art that this invention is not limited to the examples provided as specific embodiments, but that modifications may be made without departing from the spirit of the invention.

Claims (1)

[Scope of Claims] 1. Treatment of human skin characterized by excessive sebum secretion or acne in order to improve the skin condition by reducing the degree of spread of sebum on the skin surface. It is a drug, and as an ingredient to reduce the spread of sebum, the formula A composition for topical skin application comprising an effective amount of a quaternary halide of N,N,N-trialkylaminoalkylene gluconamide having the formula: where X is chloro or bromo and n is an integer from 2 to 4 thing. 2. The composition of claim 1, wherein in the formula given, X is chloro and n is the integer 3. 3 Human skin is characterized by excessive secretion of sebum.
A drug for treating human skin characterized in this way to improve the skin condition by reducing the extent of sebum spread on the skin surface, comprising:
Formulated as a non-toxic cosmetic carrier suitable for topical skin application and as an active ingredient to reduce the spread of sebum The first term containing an effective amount of a quaternary halide of N,N,N-trialkylaminoalkylene gluconamide having the formula: Composition. 4. The composition of claim 3, wherein n is the integer 3 in the given formula. 5 Human skin is characterized by excessive secretion of sebum.
A drug for treating human skin characterized in this way to improve the skin condition by reducing the extent of sebum spread on the skin surface, comprising:
Formulated as a non-toxic cosmetic carrier suitable for topical skin application and as an active ingredient to reduce the spread of sebum 2. The composition of claim 1, comprising an effective amount of a quaternary chloride of N,N,N-trialkylaminoalkylene gluconamide. 6. The composition of claim 5, wherein the amount of quaternary chloride in the composition is at least 0.05% by weight. 7 The amount of quaternary chloride in this composition is about 0.3
6. The composition of claim 5, from about 6% by weight. 8 If the amount of quaternary chloride in this composition is approximately
6. The composition of claim 5, from 0.5 to about 3% by weight. 9 Formulas as active ingredients that reduce the spread of sebum [In the formula, X is chloro or bromo, and n is 2 to
an integer of 4] for applying to the affected area; Therefore, a composition for reducing the spread of sebum on the skin surface of a person suffering from acne. 10. The composition of claim 9, wherein n is the integer 3 in the formula given. 11 As an active ingredient that reduces the spread of sebum, the formula by applying to the affected area an effective amount of a topical anti-acne composition comprising an effective amount of a quaternary chloride of N,N,N-trialkylaminoalkylene gluconamide having a 9. The composition of item 9 for reducing the degree of spread of sebum on the skin surface of a person suffering from. 12. The composition of claim 11, wherein the amount of quaternary chloride in the composition is at least 0.05% by weight. 13 The amount of quaternary chloride in this composition is about 0.3
Claim 11 from about 6% by weight
composition of the term. 14 The amount of quaternary chloride in this composition is about 0.5
from about 3% by weight to about 3% by weight.
composition of the term.