JP2994484B2 - Hair cosmetics - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cosmetic containing an excellent hair-growing component, and more particularly to a hair-growth.

[0002]

2. Description of the Related Art Various hair nourishing agents are conventionally known.
Examples of such medicinal ingredients include vitamins such as vitamin E, amino acids such as serine and methionine, vasodilators such as acetylcholine derivatives, anti-inflammatory agents such as purple root extract, female hormones such as estradiol,
Skin function enhancers such as cepharanthin, melanin synthesis catalysts such as copper pantothenate, and keratolytic agents such as salicylic acid are used. However, a satisfactory effect of promoting hair growth and hair growth has not been obtained.

[0003] In addition, odd-carbon chain fatty acids and their derivatives have excellent hair-growth effects, and hair-growing agents containing these as active ingredients are known (JP-B-63-41363). In some cases, the solubility in a base such as ethanol is low, so that there is a problem that cloudiness or crystal precipitation occurs during low-temperature storage, and the low-temperature stability in the preparation is still insufficient.

[0004]

DISCLOSURE OF THE INVENTION The present invention provides a hair cosmetic composition having an excellent hair-growth effect equivalent to that of an odd-numbered carbon chain fatty acid or a derivative thereof, and having significantly improved low-temperature solubility in ethanol. With the goal.

[0005]

DISCLOSURE OF THE INVENTION The present invention provides an esterification of a mono- or diglyceride of an odd-carbon fatty acid having an excellent hair-growth effect with a specific organic acid, thereby maintaining the excellent effect and maintaining ethanol. It has been made based on the finding that the low-temperature solubility of the compound can be significantly improved.

That is, the present invention relates to the following general formulas [I] to
A hair cosmetic comprising at least one kind of an odd-numbered carbon chain fatty acid glyceride represented by [V].

[0007]

Embedded image

(Wherein R ₁ is an odd-numbered carbon chain-length fatty acid residue;
R ₂ is an organic acid residue selected from polybasic carboxylic acids, oxy acids, and ketone acids; R ₃ is hydrogen or an organic acid residue defined by R ₂ ; R ₄ and R ₅ are fatty acid residues; One shows an odd carbon chain length fatty acid residue. ) In the above formula,
The odd-numbered carbon chain long fatty acid residue of R ₁ may be a saturated fatty acid or an unsaturated fatty acid, and when unsaturated, may contain a plurality of double bonds. Further, a lower fatty acid having a carbon chain length of 3 or 5 or a higher fatty acid such as 15 or 17 may be used. Among them, those having a carbon chain length of 11 to 19 are preferred. Such fatty acids include, for example, undecanoic acid, tridecanoic acid, pentadecanoic acid, heptadecanoic acid, nonadecanoic acid,
Pentadecenoic acid, pentadecadienoic acid and the like can be mentioned.

In the above formula, the organic acid residue of R ₂ is selected from polybasic carboxylic acids, oxy acids and ketone acids. Among these, preferred organic acids have 3 to 6 carbon atoms,
Examples of polybasic carboxylic acids include, for example, succinic acid, fumaric acid, aconitic acid, and oxyacids include citric acid, malic acid, lactic acid, and ketone acids include, for example, oxaloacetic acid, α-ketoglutaric acid, and pyruvic acid. Can be Wherein, when R ₃ represents an organic acid residue of R _2, R ₂
And R ₃ may be the same or different.

The fatty acid residues R ₄ and R ₅ in the above formulas [IV] and [V] include those having 2 to 24 carbon atoms, and both R ₄ and R ₅ have 11 to 11 carbon atoms. 19
Is preferably an odd-chain-length fatty acid residue. In the present invention, the organic acid ester of the fatty acid glyceride having an odd-numbered carbon chain length is not limited to a single organic acid ester, and a plurality of organic acid esters may be used in combination.

The content of the odd-numbered carbon chain-length fatty acid glyceride of the present invention in the hair cosmetic composition can be arbitrarily selected, but is preferably 0.1 to 30% by weight (hereinafter abbreviated as%), more preferably 1 to 10% by weight. %. The remainder is preferably ethanol or a mixture of ethanol and water. The hair cosmetic composition of the present invention may further contain various commonly used auxiliary ingredients such as surfactants and oils and fats. In addition, known medicinal ingredients such as vitamins, hormones, amino acids, vasodilators, anti-inflammatory agents, cell activators, keratolytic agents, bactericides, and transdermal absorption enhancers can also be added at the same time.

[0012]

EFFECT OF THE INVENTION The hair cosmetic composition of the present invention has an effect equivalent to the excellent hair-growing effect of the glyceride having an odd-numbered carbon chain length, and also has a remarkably improved low-temperature solubility in ethanol, which was conventionally insufficient. The hair cosmetic composition of the present invention can be used in various forms such as a hair restorer, a hair tonic, a hair lotion, a hair cream, a shampoo, and a rinse according to a conventional method.

[0013]

【Example】

Example 1 (Hair-growing effect and low-temperature solubility) The hair-growing effect of the 20 test substances shown in Table 3 was examined by the following method. Six to eight New Zealand White male rabbits weighing about 2.5 kg were grouped, and only those in a telogen with their backs dehaired were subjected to the experiment. 0.2% of each sample (absolute ethanol solution containing 4% test compound)
Each ml was applied once a week for 30 to 60 days, the number of days required for the telogen to be replaced with the anagen was examined, and the hair growth effect was evaluated based on the criteria shown in Table 1. The “promotion days” used as the evaluation criterion indicates how many days the conversion from the telogen hair to the anagen hair was promoted compared to the non-coated part.

Table 1 Evaluation Criteria for Hair Restoration Effect ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ Evaluation Promotion Days ━━ ━━━━━━━━━━━━━━━━━━━━━━━━━━━━ ++ 21 days or more ++ 14 days or more and less than 21 days + 7 days or more and less than 14 days-7 days Less than ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ For the same 20 test substances, check the low-temperature solubility in ethanol by the following method Was.

Approximately 50 g of each sample is placed in a transparent glass bottle and
Stored in a thermostat at ℃. After 1, 7, and 30 days, the presence or absence of crystal precipitation was visually observed, and the low-temperature solubility was evaluated based on the criteria shown in Table 2. Table 2 Evaluation criteria for low-temperature solubility 評 Evaluation Number of days of crystal precipitation ━━━━━ ◎ ◎ 30 days or more ○ 7 days or more and less than 30 days △ 1 day or more and less than 7 days × less than 1 day ━━━ ━━━━━━━━━━━━━━━━━━━━━━━━━━━ The results are summarized in Table-3. From these results, the odd-carbon chain-length fatty acid glyceride to which no specific organic acid is bonded (Comparative Example) has an excellent hair-growth effect, but has low solubility at low temperature in ethanol, whereas the specific organic acid ester ( It can be seen that the product of the present invention) has an excellent hair-growing effect and has significantly improved low-temperature solubility.

Table 3 Hair growth effect and low-temperature solubility of various test substances ━━ Test material Hair growth Low temperature No. (4W / W% absolute ethanol solution) Effect Solubility ━━━━━━━━━━━━━━━━━━━━━━━━━ ━━━━━━━━━━ 1 monoundecanoin fumarate ++ ◎ 2 monoundecanoin isocitrate ++ ◎ 3 monotridecanoin malate +++ ◎ 4 monotridecanoin pyruvate +++ ◎ 5 monosuccinic acid Pentadecanoin +++ ◎ 6 Monopentadecanoin α-ketoglutarate +++ ◎ 7 Monoheptadecanoin aconitate +++ ◎ 8 Monoheptadecanoin citrate +++ ◎ 9 Monononadecanoin lactate ++ ◎ 10 Monononadeno oxaloacetate In ++ ◎ 11 Monotridecanoin disuccinate +++ ◎ 12 Monopentadecanoin dicitrate ++ 13 Monoheptadecanoin dioxaloacetate ++++ ◎ Comparative example Monoundecanoin ++ △ Comparative example Monopentadecanoin +++++ tridecanoic acid +++ ○ 15 Dipentadecanoin malate +++ ○ 16 Diheptadecanoin oxaloacetate +++ ○ Comparative example Dipentadecanoin +++ × 17 Monopentadecenoin fumarate + ◎ 18 -Dipentadecenoin ketoglutarate + ２０ 20 monopentadecenoin dimalate + Comparative example monopentadecenoin + △ control absolute ethanol-− ━━━━━━━━━━━━━━━━━

Example 2 (Prescription Examples) Various prescription examples of the hair cosmetic composition of the present invention are shown below. Formulation Example 1 (hair restorer) monotridecanoin malate 8.0% glycyrrhizin 1.0 L-menthol 0.1 safflower oil 2.0 POE (8 mol) oleyl alcohol ether 2.0 fragrance 0.3 ethyl alcohol Remainder

Formulation Example 2 (hair nourishing agent) monopentadecanoin succinate 5.0% α-tocopherol 0.2 L-menthol 0.1 ethyl oleate 2.0 sorbitan monolaurate 1.0 fragrance 0.3 ethyl alcohol Rest

Formulation Example 3 (hair restorer ) monoheptadecanoin dioxaloacetate 3.0% pyrrolidone carboxylic acid 0.5 L-menthol 0.1 isopropyl myristate 2.0 POE (15 mol) glyceryl monostearate 1.0 fragrance 0.3 ethyl alcohol balance

Formulation Example 4 (Hair tonic) Monopentadecenoin fumarate 2.0% Hinokitiol 0.1 Pepper tincture 0.4 L-Menthol 0.1 POE (8 mol) Oleyl alcohol ether 2.0 Glycerin 0 Fragrance 0.5 90% ethanol Remainder

Formulation Example 5 (Hair lotion) Monoheptadecanoin citrate 4.0% Polyvinylpyrrolidone 3.0 Propylene glycol 2.0 POE (20 mol) Stearyl alcohol ether 1.5 Fragrance 0.5 90% Ethanol Remainder

Formulation Example 6 (hair cream) ditridecanoin succinate 10.0% beeswax 3.0 stearyl alcohol 5.0 olive oil 5.0 squalane 10.0 propylene glycol 10.0 POE (6 mol) sorbit tetraoleate 3. 0 Perfume 0.5 Purified water Remainder

Formulation Example 7 (Shampoo) Monoundecanoin Isocitrate 1.5% Sodium Lauryl Ether Sulfate 7.0 Sodium α-Olefin Sulfonate 10.0 Lauryl Sulfate Triethanolamine 5.0 Cationized Cellulose 1.0 Fragrance 0.5 Remaining purified water

Formulation Example 8 (Rinse) Monopentadecanoin α-ketoglutarate 2.5% Stearyl trimethyl ammonium chloride 2.0 Cetotearyl alcohol 2.0 Polyoxyethylene stearyl ether 1.5 Liquid paraffin 3.0 Perfume 5 Remaining purified water

Example 3 (Example of use) Example 2 The hair restorer of Formulation Example 2 was applied to 20 patients with alopecia.
When applied for a period of 5 months, it was effective against a wide range of alopecia, and exhibited an excellent hair-growth effect especially on male pattern baldness and alopecia areata such as juvenile alopecia and middle-aged alopecia. Also,
No side effects were observed.

A skin irritation test by a closed patch test on healthy subjects (25 persons) was performed on the various hair cosmetics of Example 2 described above. The results were all negative and all were highly safe. there were.

Claims (1)

(57) [Claims] 1. A hair cosmetic comprising at least one kind of odd-numbered carbon chain length fatty acid glycerides represented by the following general formulas [I] to [V]. Embedded image (Wherein R ₁ is an odd-numbered carbon chain long fatty acid residue, R ₂ is an organic acid residue selected from polybasic carboxylic acids, oxyacids, and ketone acids, and R ₃ is hydrogen or an organic acid residue defined by R _2. Group, R
_4, and R ₅ is at least one a fatty acid residue showing an odd carbon chain length fatty residues. )