JPS6127914A - Cosmetic - Google Patents

Cosmetic

Info

Publication number
JPS6127914A
JPS6127914A JP14836784A JP14836784A JPS6127914A JP S6127914 A JPS6127914 A JP S6127914A JP 14836784 A JP14836784 A JP 14836784A JP 14836784 A JP14836784 A JP 14836784A JP S6127914 A JPS6127914 A JP S6127914A
Authority
JP
Japan
Prior art keywords
effect
ubiquinone
cosmetic
hair
acne
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP14836784A
Other languages
Japanese (ja)
Inventor
Haruhiko Ueda
上田 晴彦
Makoto Uzuka
宇塚 誠
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to JP14836784A priority Critical patent/JPS6127914A/en
Publication of JPS6127914A publication Critical patent/JPS6127914A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • A61K8/355Quinones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00Preparations for affecting hair growth

Abstract

PURPOSE:To provide a cosmetic free from undesirable side effect such as hormonic effect, and having excellent hair-tonic effect and acne-remedying effect, by compounding a specific ubiquinone with oxendlone. CONSTITUTION:The objective hair-tonic cosmetic can be prepared by compounding one or more compounds of formula (n is integer of 7-10) with oxendlone (16beta-ethyl-17beta-hydroxy-4-estren-3-one). The compound of formula is ubiquinone 7, ubiquinone 8, ubiquinone 9 or ubiquinone 10, and its amount is 0.01-2wt%. The amount of oxendlone is 0.0001-1wt%. The cosmetic is free from side effects such as hormonic effect, has high safety, and has really excellent hair- tonic effect and acne-remedying effect.

Description

【発明の詳細な説明】 本発明はホルモン作用等の好ましくない副作用を育さず
1、かつ優れた養毛効果、アクネの治療効果をもつ化粧
料に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a cosmetic that does not cause undesirable side effects such as hormonal effects, and has excellent hair growth and acne treatment effects.

禿や脱毛、あるいは脂漏、アクネなどの生理学上の徴候
は、男性ホルモンの過剰蓄積に基づく男性ホルモ7刺激
の増大によると言われているが、最近、毛根、皮脂!i
等の器官におけるこの男性ホルモン活性の本体は、これ
ら標的器官においてテストステロンがテストステロン−
5α−レダクターゼという名の酵素(以下、レダクター
ゼと略す。)によって還元された5a−ジヒドロテスト
ステロン(以下、5a−DHTと略す。)であることが
周知となってきている。即ち、畢丸や副腎で作られたテ
ストステロン(男性ホルモン)は血流にのって皮脂腺に
行き、皮脂腺細胞の中にあるレダクターゼによって、よ
り強力な男性ホルモンである5α−DHTに変換される
。この5α−DHTは細胞内の受容体と結合し、核に働
いて皮脂腺細胞の増殖を促す一方、毛母細胞に働いてそ
の細胞分裂を抑制し、毛の成長をさまたげるものとされ
ている。
Physiological symptoms such as baldness, hair loss, seborrhea, and acne are said to be due to increased stimulation of male hormone 7 based on excessive accumulation of male hormones, but recently, hair roots and sebum! i
The main body of this androgen activity in these target organs is that testosterone is
It has become well known that 5a-dihydrotestosterone (hereinafter abbreviated as 5a-DHT) is reduced by an enzyme named 5α-reductase (hereinafter abbreviated as reductase). In other words, testosterone (male hormone) produced by the male glands and adrenal glands travels through the bloodstream to the sebaceous glands, where it is converted into 5α-DHT, a more powerful male hormone, by reductase within the sebaceous gland cells. This 5α-DHT binds to intracellular receptors and acts on the nucleus to promote the proliferation of sebaceous gland cells, while acting on hair matrix cells to suppress their cell division and hinder hair growth.

従って、禿や脱毛あるいは脂漏、アクネなどの徴候は、
レダクターゼの活性を阻害すること、および5α−D 
HTと受容体タンパクとの結合を阻害することにより低
減または防止することができると考えられ、本発明らは
この観点に基づい鋭意研究を重ねた結果、オキセンドロ
ンに優れた効果があることを見い出し先に特許出願した
Therefore, signs of baldness, hair loss, seborrhea, acne, etc.
inhibiting the activity of reductase and 5α-D
It is believed that HT can be reduced or prevented by inhibiting the binding between HT and its receptor protein, and as a result of intensive research based on this viewpoint, the present inventors have discovered that oxendrone has an excellent effect. A patent application was filed.

しかしながら、脱毛や発毛あるいは脂漏、アクネ等の機
構は非常に複雑で、単に男性ホルモンをブロックするの
みではまだ不十分で、さらなる改良が望まれていた。
However, the mechanisms of hair loss, hair growth, seborrhea, acne, etc. are extremely complex, and simply blocking male hormones is still insufficient, and further improvements have been desired.

本発明者らは、上記事情に鑑み、ホルモン作用等の好ま
しくない副作用を持たずに安全で、かつ真に優れた養毛
効果、アクネの治療効果をもつ化粧料を得るべ(鋭意研
究を重ねた結果、オキセンドロンと特定の゛物質とを併
用配合することにより、上記目的が達成できることを見
い出し、この知見に基づいて本発明を完成するに至った
In view of the above circumstances, the present inventors have conducted intensive research to obtain cosmetics that are safe and have truly excellent hair-nurturing and acne-treating effects without having undesirable side effects such as hormonal effects. As a result, the inventors have discovered that the above object can be achieved by combining oxendron and a specific substance, and have completed the present invention based on this knowledge.

すなわち本発明は、下記一般式 で示される化合物の一種又は二種以上と、オキセンドロ
ンとを配合することを特徴とする化粧料である。
That is, the present invention is a cosmetic product characterized by blending one or more compounds represented by the following general formula with oxendrone.

以下本発明の構成について詳述する。The configuration of the present invention will be explained in detail below.

本発明に用いられる下記一般式 (式中nは 7〜10の整数をあられす。)で示される
化合物は、1955年R,A、Mortonにより最初
に発見された補酵素Qであり、細菌、カビ、酵母、植物
および動物等広く生物界から見い出されるキノ7体であ
ることから、ユビキノンと命名され、それらの違いはイ
ソプレメイド側鎖の数(n)が異なるのみである。
The compound represented by the following general formula (where n is an integer of 7 to 10) used in the present invention is coenzyme Q, which was first discovered by R.A. Morton in 1955, and is It is named ubiquinone because it is found in a wide range of living organisms such as molds, yeasts, plants, and animals, and the only difference between them is the number of isopremade side chains (n).

本発明においてはこれらのうちnが7〜10のもの、す
なわちユビキノン7、ユビキノン8、ユビキノン9、お
よびユビキノン10のうちから一種又は二種以上が用い
られ、その配合量は本発明の化粧料中0.01〜2重量
%程度である。
In the present invention, one or two or more of these with n of 7 to 10, ubiquinone 7, ubiquinone 8, ubiquinone 9, and ubiquinone 10, are used, and the amount thereof is determined in the cosmetic of the present invention. It is about 0.01 to 2% by weight.

本発明に用いられるオキセンドロンは、化学名ヲ16β
−エチルー17β−ヒドロキシ−4−ニストレン−3−
オンといい、白色及至淡黄色、無臭の粉末である。本発
明の化粧料には0.0001〜1重量%程度配合される
Oxendrone used in the present invention has a chemical name of 16β.
-ethyl-17β-hydroxy-4-nystrene-3-
It is a white to pale yellow, odorless powder. The cosmetic composition of the present invention contains about 0.0001 to 1% by weight.

本発明に係る化粧料には、上記した必須成分のほか、通
常化粧料に用いられる添加剤たとえば、ヒノキチオール
、ヘキサクロロフェン、フェノール、ベンザルコニウム
クロリド、セチルピリジニウムクロリド、ウンデシレン
酸、トリクロロカルバニリド、およびビチオノール等の
抗菌剤、グリチルリチン酸およびそのアンモニウム塩等
の誘導体、アラントイン、メントール等の消炎清涼剤、
サリチル酸、亜鉛およびその化合物、乳酸およびそのア
ルキルエステル等の薬剤、オリーブ油、マカデミアナツ
ツ油、スクワラン等の動植物油、流動パラフィンに代表
される炭化水素油、インプロピルミリステート、セチル
イソオクタノエート、2−エチルへキシルバルミデート
等のエステル油、ミツロウ、カルナバロウ等のワックス
類、高級脂肪酸、高級アルコールなどの油分、水、乳酸
およびそのエチルエステル等の誘導体、ポリエチレング
リコール、グリセリン、ソルビトール等の多価アルコー
ル、エタノール等の低級アルコール、ムコ多糖類、ピロ
リドンカルボン酸塩等の保湿剤、カルボキシビニル′ポ
リマー、ゼラチン、アラビアガム、ポリビニルアルコー
ル等の増粘剤、界面活性剤、香料、酸化防止剤、紫外線
吸収剤、“色素等が本発明の効果を損わない範囲で適%
配合することができる。
In addition to the above-mentioned essential ingredients, the cosmetic according to the present invention contains additives commonly used in cosmetics, such as hinokitiol, hexachlorophene, phenol, benzalkonium chloride, cetylpyridinium chloride, undecylenic acid, trichlorocarbanilide, and antibacterial agents such as bithionol, derivatives such as glycyrrhizic acid and its ammonium salts, anti-inflammatory refreshing agents such as allantoin and menthol,
Salicylic acid, zinc and its compounds, drugs such as lactic acid and its alkyl esters, animal and vegetable oils such as olive oil, macadamia nut oil, and squalane, hydrocarbon oils such as liquid paraffin, inpropyl myristate, cetyl isooctanoate, 2 - Ester oils such as ethylhexyl balmidate, waxes such as beeswax and carnauba wax, oils such as higher fatty acids and higher alcohols, water, derivatives such as lactic acid and its ethyl ester, polyhydric acids such as polyethylene glycol, glycerin, and sorbitol. Alcohol, lower alcohols such as ethanol, humectants such as mucopolysaccharides, pyrrolidone carboxylates, thickeners such as carboxyvinyl polymers, gelatin, gum arabic, polyvinyl alcohol, surfactants, fragrances, antioxidants, ultraviolet rays Absorbers, dyes, etc. should be added in appropriate proportions within the range that does not impair the effects of the present invention.
Can be blended.

本発明の化粧料の性状は、クリーム、ローション、軟膏
等外皮に適用できる性状のものであればいずれでも良い
The cosmetics of the present invention may be in any form as long as they can be applied to the skin, such as creams, lotions, and ointments.

次に実施例をあげて本発明をさらに詳細に説明する。本
発明はこれにより限定されるものではない。配合量は重
量%である。
Next, the present invention will be explained in more detail with reference to Examples. The present invention is not limited thereby. The blending amount is in weight%.

まず、養毛料としての実施例を述べるがこれに先たち試
験法を説明する。
First, an example as a hair nourishing agent will be described, and then a test method will be explained.

定した。洗髪時に抜毛本数の多い者を被験者とし、1群
20名とした。II定期間は4力月間、最初の2力月間
は化粧料無塗布の期間、後半の2力月間を化粧料塗布の
期間とし、この間、2日おきに一洗髪させ、1週間に1
度洗髪時の抜毛を回収しその本数を数えた。このように
して得た化粧料無塗布の2力月間、計8回の抜毛本数の
データと化粧料塗布の2力月間、計8回の抜毛本数のデ
ータを夫々の期間ごとにまとめて平均値を出し、下記の
判定基準により判定した。
Established. The subjects were those who pulled out a large number of hairs when washing their hair, and each group consisted of 20 people. The II period is 4 months, the first 2 months are a period of no cosmetics, the latter 2 months are a period of applying cosmetics, during this period you wash your hair once every 2 days, and wash your hair once a week.
Hair removed from each hair wash was collected and counted. The data on the number of hairs pulled out for a total of 8 times during the 2 months without application of cosmetics and the data on the number of hairs pulled out on a total of 8 times during the 2 months of application of cosmetics obtained in this way are summarized for each period and the average value is calculated. was evaluated according to the following criteria.

(判定基準) 仕:抜毛本数が80本以上減っている。(Judgment criteria) Condition: The number of hairs pulled has decreased by more than 80.

十:抜毛本数が70〜89本減っている。10: The number of hairs pulled has decreased by 70 to 89.

±:抜毛木数が50〜68本減っている。±: The number of hair-pulled trees has decreased by 50 to 68.

−:抜毛本数の減少が50本末溝である。-: The number of hairs pulled is reduced by 50.

(評価) O:十、十の割合が80%以上である。(evaluation) O: 10, the percentage of 10 is 80% or more.

o:十、十の割合が50〜80%未満である。o: 10, the ratio of 10 is less than 50% to 80%.

△:+、十の割合が30〜50%未満である。Δ:+, the percentage of 10 is less than 30% to 50%.

X:+、十の割合が30%未満である。X: +, the percentage of 10 is less than 30%.

(以下余白) 実施例1〜5、比較例1〜3 (製造法) ジプロピレングリコールに硬化ヒマシ油(EO)80モ
ル付加物を溶解し、これに予めスクワラン、ワセリンお
よびミリスチン酸イソプロピルに加熱溶解したユビキノ
ン10、ユビキノン7、オキセンドロン、およびトコフ
ェリルアセテートを添加してホモミキサー処理した。次
いでイオン交換水を撹拌しながら徐添加し、さらに香料
を溶かした95%エタノールを添加混合し゛てa−ジョ
ン吠の乳化化粧料を得た。
(Left below) Examples 1 to 5, Comparative Examples 1 to 3 (Manufacturing method) 80 mol adduct of hydrogenated castor oil (EO) was dissolved in dipropylene glycol, and squalane, petrolatum, and isopropyl myristate were dissolved in advance by heating. Ubiquinone 10, ubiquinone 7, oxendrone, and tocopheryl acetate were added thereto and subjected to homomixer treatment. Next, ion-exchanged water was gradually added while stirring, and 95% ethanol in which a fragrance had been dissolved was added and mixed to obtain an emulsified cosmetic of A-Jeonbo.

表1から明らかなように、本発明の化粧料は、優れた養
毛効果を有することがわかる。
As is clear from Table 1, the cosmetic composition of the present invention has an excellent hair-nourishing effect.

さらに実施例をあげて本発明に係る化粧料のアクネの治
療効果について説明する。配合量は重量%である。
Furthermore, the therapeutic effect of the cosmetics according to the present invention on acne will be explained with reference to Examples. The blending amount is in weight%.

実施例に先たち効果測定方法について述べる。A method for measuring the effect will be described in Examples.

(効果測定方法) 顔面にアクネのみられる15〜32歳までの男女計10
名を一群とし、化粧石鹸を用いて顔面をよく洗浄した後
、皮接の上にのみ、試料を1日に1・〜3回塗布せしめ
た。
(Effect measurement method) A total of 10 men and women aged 15 to 32 with facial acne
After thoroughly washing the face with cosmetic soap, the sample was applied only on the skin 1 to 3 times a day.

面飽、丘疹、ilI庖の3症状について観察し、その個
々の所見の程度をそれぞれ高度(4)、中程[(3)軽
度(2)、軽微(1)、なしく0)の5段階に分けて評
価した。経過観察は、治療前、治療1週間後、2週間後
、3週間後、4週間後の各回に行い使用前に比較して使
用試料による症状の改善度を著しく軽快(+1+)、か
なり軽快(廿)、やや軽快(+)、不変(±)、増悪(
−)の5段階に分けた。
Observations were made for the three symptoms of bloating, papules, and irritability, and the severity of each finding was graded into five grades: severe (4), moderate [(3) mild (2), slight (1), and none (0). It was evaluated separately. Follow-up observations were conducted before treatment, 1 week after treatment, 2 weeks after treatment, 3 weeks after treatment, and 4 weeks after treatment, and compared to before use, the degree of improvement in symptoms due to the sample used was significantly reduced (+1+), significantly reduced (廿), somewhat improved (+), unchanged (±), worsened (
-) was divided into five stages.

上記の観察経過を総合的に判断してきわめて有用(O)
、かなり有用(○)、やや有用(Δ)、無効(X)の4
段階に総合評価した。
It is extremely useful to comprehensively judge the above observation progress (O)
, quite useful (○), somewhat useful (Δ), invalid (X) 4
Comprehensive evaluation was performed in stages.

(以下余白) 実施例6,7、比較例4 く製造法〉 ■〜0、および0〜@を70@C″e加熱溶解し、これ
に、■@Oの一部を同じり70℃にて加熱溶解したもの
を添加混合して、ホモミキサーで乳化する。
(Leaving space below) Examples 6, 7, Comparative Example 4 Production method> ■~0 and 0~@ were heated and melted at 70@C''e, and part of ■@O was also added to this at 70℃. Add and mix the heated and dissolved ingredients, and emulsify with a homomixer.

これに@の残部に溶かした■を添加し、次いで■を徐添
加し、ホモミキサーで処理して乳液タイプの化粧料を得
た。
① dissolved in the remainder of @ was added to this, and then ① was gradually added, and the mixture was processed with a homomixer to obtain an emulsion type cosmetic.

表2から明らかなように、本発明に係る化粧料は、アク
ネの治療効果に優れていることがわかる。
As is clear from Table 2, the cosmetics according to the present invention have excellent acne treatment effects.

実施例8 ステアリルアルコール               
    5.0ステアリン酸            
            2.0水添ラノリン    
                   2.0スクワ
ラン                       
6.0ミリスチン酸インプロピル          
        4.0ポリオキシエチレン(25モル
)セチルアルコールエーテル    3+0モノステア
リン酸グリセリン                 
2.0ユビキノン10               
         0.3オキセンドロン      
               5.0プロピレングリ
コール                   5.0
ブチルパラベン                  
     0.2ジブチルヒドロキシトルエン    
             0.05香料      
                    0・5イオ
/交換水                     
 (至)、65上記処方成分を常法により製造してクリ
ーム状化粧料を得た。 得られた化粧料は、養毛効果、
   □アクネの治療効果に優れていた。
Example 8 Stearyl alcohol
5.0 stearic acid
2.0 hydrogenated lanolin
2.0 squalane
6.0 Inpropyl myristate
4.0 Polyoxyethylene (25 mol) Cetyl alcohol ether 3+0 Glyceryl monostearate
2.0 ubiquinone 10
0.3 Oxendron
5.0 Propylene glycol 5.0
butyl paraben
0.2 dibutylhydroxytoluene
0.05 fragrance
0.5 io/exchange water
(To), 65 A cream cosmetic was obtained by manufacturing the above prescription ingredients by a conventional method. The obtained cosmetic has hair-nourishing effect,
□Excellent treatment effect for acne.

Claims (1)

【特許請求の範囲】 下記一般式 ▲数式、化学式、表等があります▼ (式中nは7〜10の整数をあらわす。) で示される化合物の一種又は二種以上と、オキセンドロ
ンとを配合することを特徴とする化粧料。
[Claims] One or more compounds represented by the following general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (in the formula, n represents an integer from 7 to 10) and oxendrone are blended. Cosmetics characterized by:
JP14836784A 1984-07-17 1984-07-17 Cosmetic Pending JPS6127914A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14836784A JPS6127914A (en) 1984-07-17 1984-07-17 Cosmetic

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14836784A JPS6127914A (en) 1984-07-17 1984-07-17 Cosmetic

Publications (1)

Publication Number Publication Date
JPS6127914A true JPS6127914A (en) 1986-02-07

Family

ID=15451178

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14836784A Pending JPS6127914A (en) 1984-07-17 1984-07-17 Cosmetic

Country Status (1)

Country Link
JP (1) JPS6127914A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997012591A1 (en) * 1995-10-05 1997-04-10 Beiersdorf Ag Skin-care agent for ageing skin
EP1059079A2 (en) * 1999-06-09 2000-12-13 Beiersdorf Aktiengesellschaft Alcoholic hair styling composition containing bioquinons
EP1059077A2 (en) * 1999-06-09 2000-12-13 Beiersdorf Aktiengesellschaft Hair care containing ubiquinons
EP1059080A2 (en) * 1999-06-09 2000-12-13 Beiersdorf AG Hair cosmetic compositions based on ubiquinones, especially those for the improvement of hair-brushing
EP1059078A2 (en) * 1999-06-09 2000-12-13 Beiersdorf Aktiengesellschaft Water borne hair styling composition containing bioquinons
JP2001089320A (en) * 1999-09-15 2001-04-03 Beiersdorf Ag O/w emulsion containing one or more bioquinones and increased amount of glycerol
WO2001085156A1 (en) * 2000-05-09 2001-11-15 Kaneka Corporation Dermal compositions containing coenzyme q as the active ingredient
EP1232741A1 (en) * 2001-02-14 2002-08-21 GOLDWELL GmbH Ubiquinone hair dyes
JP2002332217A (en) * 2001-05-10 2002-11-22 Kanegafuchi Chem Ind Co Ltd Composition for hair scalp

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58162512A (en) * 1982-03-20 1983-09-27 Kazuoki Tsuchiya Hair growing agent for premature baldness and circular loss of hair
JPS5913710A (en) * 1982-07-15 1984-01-24 Shiseido Co Ltd Hair tonic
JPS5931708A (en) * 1982-08-16 1984-02-20 Chieko Takagi Promotor for growing and nourishing hair

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58162512A (en) * 1982-03-20 1983-09-27 Kazuoki Tsuchiya Hair growing agent for premature baldness and circular loss of hair
JPS5913710A (en) * 1982-07-15 1984-01-24 Shiseido Co Ltd Hair tonic
JPS5931708A (en) * 1982-08-16 1984-02-20 Chieko Takagi Promotor for growing and nourishing hair

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997012591A1 (en) * 1995-10-05 1997-04-10 Beiersdorf Ag Skin-care agent for ageing skin
EP1059079A3 (en) * 1999-06-09 2001-12-19 Beiersdorf Aktiengesellschaft Alcoholic hair styling composition containing bioquinons
EP1059077A2 (en) * 1999-06-09 2000-12-13 Beiersdorf Aktiengesellschaft Hair care containing ubiquinons
EP1059080A2 (en) * 1999-06-09 2000-12-13 Beiersdorf AG Hair cosmetic compositions based on ubiquinones, especially those for the improvement of hair-brushing
EP1059078A2 (en) * 1999-06-09 2000-12-13 Beiersdorf Aktiengesellschaft Water borne hair styling composition containing bioquinons
EP1059078A3 (en) * 1999-06-09 2001-12-19 Beiersdorf Aktiengesellschaft Water borne hair styling composition containing bioquinons
EP1059077A3 (en) * 1999-06-09 2001-12-19 Beiersdorf Aktiengesellschaft Hair care containing ubiquinons
EP1059079A2 (en) * 1999-06-09 2000-12-13 Beiersdorf Aktiengesellschaft Alcoholic hair styling composition containing bioquinons
EP1059080A3 (en) * 1999-06-09 2003-10-08 Beiersdorf AG Hair cosmetic compositions based on ubiquinones, especially those for the improvement of hair-brushing
JP2001089320A (en) * 1999-09-15 2001-04-03 Beiersdorf Ag O/w emulsion containing one or more bioquinones and increased amount of glycerol
WO2001085156A1 (en) * 2000-05-09 2001-11-15 Kaneka Corporation Dermal compositions containing coenzyme q as the active ingredient
EP1232741A1 (en) * 2001-02-14 2002-08-21 GOLDWELL GmbH Ubiquinone hair dyes
JP2002332217A (en) * 2001-05-10 2002-11-22 Kanegafuchi Chem Ind Co Ltd Composition for hair scalp
JP4603192B2 (en) * 2001-05-10 2010-12-22 株式会社カネカ Hair scalp composition

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