JPS60136505A - Cosmetic - Google Patents

Abstract

PURPOSE:To provide a cosmetic free from the undesirable side effect such as the hormonic effect, and having excellent hair-tonic effect and remedying effect of acne, by using 4-androstene-3,17-dione-17-cyclic ethylene ketal as an active component. CONSTITUTION:The objective cosmetic contains about 0.0001-2wt% 4-androstene-3,17-dione-17-cyclic ethylene ketal of formula which is an odorless white or light yellowish white powder obtained as an intermediate in the production of 17beta-(2-hydroxyethoxy)-4-androsten-3-one. The compound of formula has excellent effect to inhibit the reductase activity and inhibit the bond of a receptor protein and 5alpha-DHT compared with know 4-androsten-3-one-17beta-carboxylic acid.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a cosmetic that does not have undesirable side effects such as hormonal effects and has excellent hair-nourishing effects and acne treatment effects.

Physiological symptoms such as baldness, hair loss, seborrhea, and acne are based on excessive accumulation of male hormones.
It is said that this is due to increased stimulation of the male hormone IJj, but recently, the main body of this male hormone IJj in organs such as hair roots and sebaceous glands has been shown to be affected by a hormone called testosterone-5α-reductase in these target organs.
Hereinafter abbreviated as reductase. ) reduced by 5α
~Dihuman l'l destosterone (hereinafter referred to as 5α-D II
It is becoming well known that this is abbreviated as T.

In other words, testosterone (for men:
1. rumon) travels through the bloodstream to the sebaceous glands, where it is converted into the more potent male hormone 5α-D II T by reductase in the sebaceous gland cells. This 5α
-■) II T binds to intracellular receptors and acts on the nucleus to promote the proliferation of sebaceous gland cells, while acting on hair [engineering cells] to suppress their cell division and hinder hair growth. There is.

Therefore, signs of baldness, hair loss, seborrhea, acne, etc.
inhibiting the activity of reductase and 5α-D
Reduced by inhibiting the binding between II T and receptor protein or! /j +1: Based on this point of view, several substances have been discovered so far. However, although these substances have a high inhibition rate of reductase activity, they have undesirable side effects. They also had the disadvantage that the rate of inhibition of the binding between 5α-D II T and receptor protein was very low, which was less than -1.Therefore, even if these were put to practical use, there would be no hazy effect, The therapeutic effect for acne could not be said to be good and was not satisfactory.

In view of the above circumstances, the present inventors have developed a method that is safe, does not have undesirable side effects such as hormonal effects, and has the effect of inhibiting both reductase activity and binding of 5α-D 11 T to receptor protein. By exploring the substances that have the same properties, and by blending them together, we conducted research on the mirror table in order to obtain cosmetics with excellent hair growth and acne treatment effects! ■Result of sleeping, 4
It has been found that the objects mentioned above can be achieved by blending -androstene-3,17-cyono-17-cyclic ethylene ketal.[2] The present invention has been completed.

That is, the present invention is a cosmetic characterized by containing (1)-androstene-3,17-sion-17--1J italic ethylene tar.

The +11If configuration of the present invention will be described in detail below.

4-ant "1 sten-3, I7-" used in the present invention
Zion-17-zylic ethylenerital is a compound having the following structural formula, and is obtained as an intermediate in the production of 17β-(2-human[!-tsheto1゜shi)-antrosten-3-one. White gray: Pale yellowish white powder.
It is odorless.

The blending amount of 4-androstene-3,17-sion-17-cyclic ethylene ketal is about 1 to 2% by weight of the cosmetic composition of the present invention.

The cosmetics according to the present invention include 4-androstene-3, I7
In addition to ethylene ketal, additives commonly used in cosmetics include hinokitiol, hexachlorophene, fluorinol, penzalkonium chloride, cetylpyridinium chloride, undecylenic acid, trichloride, and other additives commonly used in cosmetics. B ++ Antibacterial agents such as IJ rubanirite and bithionol, cooling agents such as menthol, drugs such as salicylic acid, zinc chloride, bisodium compounds, lactic acid and its alkyl esters, olive oil, squalane, liquid l (rough-in, isopropyl myristate, high-grade Fatty acids, oils such as higher alcohols, other surfactants, fragrances, antioxidants, ultraviolet absorbers, pigments, ethanol, water, humectants, thickening agents, etc. do not impair the effects of the present invention. It can be blended as appropriate within the range.

The properties of the chemical training material of the present invention are as follows: Cree!・Any Vi-shaped material that can be applied to the outer skin, such as 1-john, may be used.

Next, we will discuss the inhibitory effect of 4-androstene-3,17-sion-17-su-italic ethylene ketal on reductase activity, receptor protein, and 5α-D.
The effect of inhibiting binding with If T will be explained by giving a comparative example.

Reductase activity inhibition effect Takayasu's method (Journal of the Japanese Society of Dermatology, 43, l215-
1217.198]), using the sebaceous glands on the back of hamsters, testosterone was determined to be 5α-1) II T
k: The amount reduced was measured. The sample concentration used in the experiment was 10-molar. The inhibition rate was determined using the obtained data and the Yuji equation. The results are shown in Table 1.

Inhibition rate (%) = (C-i/C) Inhibitory effect of binding between protein and 5α-I) II T Takayasu et al.'s JJ method (8rch, Dcr+
+ato1. Res,, 2F+4.50-51, In7
! l) Based on the receptor protein and 5α-1) II
The combination f+[ with T? l1lI was determined. The concentration of the 6 samples used in the experiment was 10 mol 10 degrees. The inhibition rate was calculated from the obtained data using the following formula. The results are not shown in Table 2C.

Inhibition rate (%) = (C-t/C) As is clear from the bonding position 1 with II T and Table 2, 4-androstene-3,17-sion-17-zyrysoccordylene ketal is a compound of the conventionally known 4-androstene-3,17-sion-17-17β-carboxylic compound. Compared to acids, it has a superior effect of inhibiting reductase activity and binding of receptor protein to 5α-D II T, and can be said to be a substance that achieves the first objective of the present invention. Therefore, 4-androstene-3
, 17-dione-1 It was expected that the cosmetic composition of the present invention containing ethylene glycol would have a greater effect on hair growth and treatment of acne.

Next, the present invention will be explained in further detail with reference to Examples.

The present invention is not limited to this. The blending amount is in weight%.

First, an example will be described as a tani hair dye, and then a test method will be explained.

The hair growth effect was determined by Ml + the change in the number of hairs removed during washing before and after using the regular cosmetics. The subjects tested the so-called 4 Ml neck (2
) There were 10 people for each IiY. 1nll 5i
The fourth period is one month, and the first two months are the period of no cosmetic application, and the second two months are the period of applying cosmetics.During this period, wash your hair every 21-1 days and wash your hair once a week. The bottom hairs were collected and counted. The table z% of the number of hairs pulled in each period is based on the data of the number of hairs pulled out for 2 months without applying cosmetics; Summarized by period, average E° [+α
It was expressed as the number of hairs pulled per session. In the middle are books. The effectiveness was evaluated based on the difference in planting times for each period as follows.

++: The number of hairs removed was reduced by 70 or more, and a significant effect was observed.

The number of hairs removed was reduced by more than 40, indicating a significant effect.

Soil: The number of hairs pulled was reduced to 10 or more, indicating that it was somewhat effective.

1: The number of hairs pulled was reduced by 10, so it cannot be said that it is effective.

Examples 1 to 3, Comparative Example 1 (Tsuzo 2 people) 4-at[I-Sten-3+17-] in 95% ethanol
Example 1: Shion-17-Zyrikku ethylene ketal and 40 mol adduct of hardened Castor EO were added, dissolved by stirring, and then ion-exchanged water was added and mixed.
A clear liquid solution of 1if:l was obtained. Examples 2.3 and Comparative Example 1 were also produced in the same manner as Example 1.

(Results) JP-A-1:0-136505 (4) All the above results are based on 4-androstene-3,17-
The cosmetics according to the present invention containing Zion-17-zylic ethylene ketal are the same as the conventional cosmetics containing Zion-17-zylic ethylene ketal.
This shows that the hair-nourishing effect is superior to that of a chemical formula containing on-17β-carboxylic acid.

Furthermore, I will give examples and explain the therapeutic effects of acne.
Explain in detail. Ingredients are in weight percent.

(Using training - Example 4) Bokuji prescription! '! I used lotion type makeup F1 obtained using the I base method.

4-androstene-3,17-sion-17-cyclic nitylenic ketal 0.25 g 1 polyoxyethylene 7 (GOF) hydrogenated castor oil 2.0 g, glycerin 10
．． 0g, dipropylene glycol to, og, 1.3-
5.0 g of butylene glycol 1-ol and 5.0 g of polyethylene 1-ol 1500 are heated and melted at 60°C. To this, add 5.0 g of cedilline octanoate IO, OL squalane and 1.3 g of methylparaben to the same <0
Add and mix the heated solution to 0"C and process with a vomomi mixer to make a gel. Next, 0.3 g of carbo-1-divinyl polymer and 0.3 g of sodium hexametaphosphate are added to this gel.
．． 03g dissolved in 11.0g of ion-exchanged water was slowly added, and 0.12g of hydrated potassium uno dispersed with a homomixer was dissolved in 40.0g of ion-exchanged water, and then mixed, and emulsified with a homomixer. I got a lotion type chemical training fee.

(Target for use) The group consisted of 20 men and women between the ages of 15 and 32.

(How to use) After thoroughly washing your face with a cosmetic soap, apply the above-mentioned lotion-type cosmetics at 1 to 10 times only on the skin rash.
It was applied three times.

(Observation items [1 and observation port] Observe the three symptoms of skin irritation, papules, and rashes, and rate the severity of each finding as severe (4), moderate (2), mild (2), and mild (2). The evaluation was divided into 5 levels: (+), none (0). In addition, the severity of Zafu vulgaris was divided into severe, moderate, and mild levels by combining the severity of these three symptoms.Follow-up was conducted before treatment, 1 week after treatment, and 2 weeks after treatment. ,
The test was repeated 3 weeks later and 4 weeks later.

(Overall loss 1σ) Compared to using +'+i+, the degree of improvement in symptoms caused by the cosmetics used was markedly relieved (world), considerably relieved (什), and somewhat relieved (
It was divided into 5 stages: +), unchanged (±), and worsened (-).

(6th grade) Based on the 1゛ general improvement level, it was judged as extremely useful (world), quite useful (ti), somewhat good (''), and invalid (±).

(Circle, bottom margin) As is clear from the test results, 4-Andros-J/
-:l, +7-dio/-17-'J The cosmetic composition according to the present invention containing italic ethylene ketal was proven to have a therapeutic effect on acne by 4gl.

Example 5 Poly'xyethylene (8 liters) in 55.0 g of ethanol
Add 2.0 g of oleyl alcohol ether, 0.05 g of 4-androstene-3,17-sion-17-cyclic Nichirengekool, and 0.05 g of hinokitiol, add appropriate amounts of fragrance and dye, and dissolve. 42.409 g of exchange water was added to solubilize the mixture to obtain a cosmetic.

When this compound No. 11 was subjected to a practical use test in the same manner as in Examples 1 to 3, it was confirmed that the hair growth effect was excellent.

Example 6 - And I + Stain 3.17-Sion-17-Cyclic Nitylene Ketal 0.5g, Polyoxyethylene (00F) Hardened Castor 2.0g 1 Glycerin 10
．． 0g1 dipropylene glycol I0.0g, and 1
．． 5.0 g of 3-butylene glycol and 5.0 g of polyethylene glycol 1500 are heated and dissolved at 60°C (Part A). Cetyl isooctanoate IO, 0g1 Squalane 5.0g1 Vaseline 2.0g1 and Bu 11
Heat and dissolve 2.0g of pilparaben at 60℃ (11
Department). Carboxyvinyl polymer 1% aqueous solution 30.0g
and・Dissolve 0.03 g of sodium chloride metaphosphate in 8.415 g of ion-exchanged water (0 parts). Mix Part A and Part 0 at 60°C; 1. Treat with rice milling to form a gel. Gradually add 5.0 g of ion-exchanged water to this; 1. Disperse with a mixer. Next, 0 part was added to this, and finally, a water-soluble i1k prepared by dissolving 0.12 g of caustic potash in 5.0 g of ion-exchanged water was added and emulsified with a homomixer to obtain an O/W emulsion emulsion cosmetic.

As a result of testing this cosmetic in the same manner as in Example 4, it was confirmed that it has a therapeutic effect on acne.

Example 7? AI: 5.0 g of dynamic paraffin, 5.5 g of cetostearyl alcohol, 5.5 g of petrolatum, 3.0 gs of glyceryl monostearate, 3.0 g of polyoxyethylene (20 fl) 2-octyltodelene ether, vitamin E
Heat and dissolve 0.05 g of acetate, 0.3 g of butylparaben, and fragrance (1.05 g).
-and+1subun-3,17-thion-17-zylic ethylene gel 0.5g, glycerin 7.0g
s 20.0 g of dipropylene glycol 15.0 g of polyethylene glycol; 4000 g of dipropylene glycol, 0.005 g of sodium hexametaphosphate and 45.095 g of dioxygen-exchanged water.
The heated and dissolved mixture was added and emulsified using a one-millimeter massager to obtain a cream cosmetic. The resulting cosmetics were reported to have hair-nourishing and acne-treating effects.

Claims (1)

[Claims] 4-17) 1L of makeup characterized by containing I+Sten-3,17-Sion-17-cyclic ethylene ketal