JPS6333313A - External preparation - Google Patents

External preparation

Info

Publication number
JPS6333313A
JPS6333313A JP17820386A JP17820386A JPS6333313A JP S6333313 A JPS6333313 A JP S6333313A JP 17820386 A JP17820386 A JP 17820386A JP 17820386 A JP17820386 A JP 17820386A JP S6333313 A JPS6333313 A JP S6333313A
Authority
JP
Japan
Prior art keywords
tropolone
external preparation
solution
active ingredient
dissolved
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
JP17820386A
Other languages
Japanese (ja)
Inventor
Kazuo Ekoshi
江越 加州生
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.)
Sansho Pharmaceutical Co Ltd
Original Assignee
Sansho Pharmaceutical 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 Sansho Pharmaceutical Co Ltd filed Critical Sansho Pharmaceutical Co Ltd
Priority to JP17820386A priority Critical patent/JPS6333313A/en
Publication of JPS6333313A publication Critical patent/JPS6333313A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • 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

Abstract

PURPOSE:An external preparation useful as a cosmetic such as pack, cream, etc., or ointment, lotion, liniment, emulsion, etc., having improved whitening effects and preventing effects on stains and freckles, comprising not industrially used tropolone as an active ingredient. CONSTITUTION:An external preparation containing tropolone shown by the formula as an active ingredient. Tropolone has excellent inhibitory effects on melanin formation based on suppressing action on tyrosinase formation. The external preparation contains 0.0001-0.1%, preferably 0.001-0.5% tropolone as the active ingredient in the case of cosmetic and 0.0005-0.5%, preferably 0.005-0.1% in case of quasi-drug. EFFECT:Safely usable without causing chapped skin and skin rash.

Description

【発明の詳細な説明】 [産業上の利用分野] 本発明はトロポロンを有効成分として含有してなる外用
剤に関する。
DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to an external preparation containing tropolone as an active ingredient.

本明細書にいう外用剤とは、化粧料のほかに外用に用い
られる医薬部外品(軟膏剤、ローション剤、リニメント
剤、乳剤など)を含む意味に用いられる。したがって、
本発明はさらに詳しくは、トロポロンを有効成分′とし
て含有してなる、色白効果のすぐれた化粧料およびシミ
、ソバカスなどの防止効果にすぐれた外用医薬部外品に
関するものである。
As used herein, the term "external preparation" is used to include not only cosmetics but also quasi-drugs used for external use (ointments, lotions, liniments, emulsions, etc.). therefore,
More specifically, the present invention relates to cosmetics containing tropolone as an active ingredient, which have an excellent skin-whitening effect, and external quasi-drugs, which have an excellent effect on preventing spots, freckles, and the like.

[従来の技術および発明が解決しようとする問題点] 本発明の式: であられされるトロポロンは従来より産業上で利用され
ていなかった。
[Prior Art and Problems to be Solved by the Invention] Tropolone, which is represented by the formula of the present invention, has not been used industrially until now.

[問題点を解決するための手段] しかるに本発明者は、トロポロンが意外にもチロシナー
ゼ活性抑制作用にもとづく顕著なメラニン生成抑制効果
を有し、色白効果やシミ、ソバカスなどの防止効果にす
ぐれていることを見出し、本発明を完成するにいたった
[Means for Solving the Problems] However, the present inventor has discovered that tropolone surprisingly has a remarkable effect of inhibiting melanin production based on the inhibitory effect on tyrosinase activity, and is excellent in whitening the skin and preventing spots and freckles. This led to the completion of the present invention.

〔作用および実施例] 本発明のトロポロンのイン ビトロでのチロシナーゼ活
性抑制効果を調べた。試料液としてトロポロン(シグマ
社製)をエタノールに溶解し、100+nM 、10m
Mのエタノール溶液を調製した。
[Effects and Examples] The in vitro inhibitory effect of tropolone on tyrosinase activity of the present invention was investigated. As a sample solution, Tropolone (manufactured by Sigma) was dissolved in ethanol, 100+nM, 10m
An ethanol solution of M was prepared.

酵素液(31Bマウスメラノーマ細胞3000G上清)
0.1ml、 10mM dopa溶液1.0mlおよ
び試料液1.9mlを37℃でインキュベートし、30
秒ごとに475nmの吸光値を測定した。結果を第1表
に示す。
Enzyme solution (31B mouse melanoma cell 3000G supernatant)
0.1 ml, 1.0 ml of 10 mM dopa solution and 1.9 ml of sample solution were incubated at 37°C,
The absorbance value at 475 nm was measured every second. The results are shown in Table 1.

[以下余白] つぎに本発明のトロポロンのメラニン生成抑制効果を培
養B1Bマウスメラノーマ細胞を用いて調べた。トロポ
ロン0.1527 gをlO%ウシ胎児血清を含むイー
グルMEMに加熱溶解し25m1とした。この溶液0 
、1 mlに同MEN 4.9 mlを加え、1.0m
M溶液とした。本溶液を適宜量MENで希釈し添加培地
を調製した。トロポロンの添加濃度を0.001.0.
0025.0.005.0.01および0.025mM
としてメラニン生成抑制効果を調べたところ、O,00
1mMの濃度で肉眼的に明らかにメラニン生成の抑制を
認めた。0.0025.0.005.0、Olおよび0
.025i+Mでは濃度に比例して一層はっきりとメラ
ニン生成の抑制が認められた。
[Margin below] Next, the melanin production inhibiting effect of tropolone of the present invention was investigated using cultured B1B mouse melanoma cells. 0.1527 g of tropolone was heated and dissolved in Eagle MEM containing 10% fetal bovine serum to make 25 ml. This solution 0
, add 4.9 ml of the same MEN to 1 ml, and make 1.0 m
This was used as M solution. This solution was diluted with an appropriate amount of MEN to prepare an added medium. The concentration of tropolone added was 0.001.0.
0025.0.005.0.01 and 0.025mM
When the melanin production suppressing effect was investigated as O,00
At a concentration of 1 mM, melanin production was visually clearly inhibited. 0.0025.0.005.0, Ol and 0
.. In 025i+M, suppression of melanin production was more clearly observed in proportion to the concentration.

本発明の外用剤は、ローション、パック、乳液、クリー
ムなどの一般の化粧料のかたちで用いられるほか、軟膏
剤、ローション剤、リニメント剤、乳剤などの外用の医
薬部外品のかたちでも用いられる。
The external preparation of the present invention can be used in the form of general cosmetics such as lotions, packs, milky lotions, and creams, as well as in the form of external quasi-drugs such as ointments, lotions, liniments, and emulsions. .

本発明の外用剤は、有効成分であるトロポロンを化粧料
のばあい0.0001〜0.1%、好ましくはo、oo
t〜0.05%、医薬部外品のばあいは0.0005〜
0.5%、好ましくは0.005〜0.1%含宵する。
The external preparation of the present invention contains 0.0001 to 0.1% of the active ingredient tropolone in the case of cosmetics, preferably o, oo.
t~0.05%, 0.0005~ for quasi-drugs
It contains 0.5%, preferably 0.005 to 0.1%.

つぎに本発明を実施例および参考例を用いてさらに詳し
く説明するが、本発明はもとよりこれらに限られるもの
ではない。
Next, the present invention will be explained in more detail using Examples and Reference Examples, but the present invention is not limited to these.

実施例1(ローション) 1 ポリオキシエチレン硬化ヒマシ油(60E、0.)
1.0g 2  香  料                  
  微量3 エタノール           10.
0g4 パラオキシ安息香酸エステル  O’、1g5
 グリチルリチン酸ジカリウム  0.1g6 ソルビ
ット液(70%)       3.0g7 濃グリセ
リン         3.0g8 トロポロン   
       0.03g9 精製水        
  全量100 g1〜9を均一に撹拌溶解してローシ
ョン100gを調製した。
Example 1 (Lotion) 1 Polyoxyethylene hydrogenated castor oil (60E, 0.)
1.0g 2 Flavoring
Trace amount 3 Ethanol 10.
0g4 Paraoxybenzoic acid ester O', 1g5
Dipotassium glycyrrhizinate 0.1g6 Sorbitol solution (70%) 3.0g7 Concentrated glycerin 3.0g8 Tropolone
0.03g9 Purified water
A total of 100 g of lotion 1 to 9 was uniformly stirred and dissolved to prepare 100 g of lotion.

実施例2(パック) 1 ポリビニルアルコール     12.0g−2酸
化チタン          4.0g3 プロピレン
グリコール      2,0g4 ポリエチレングリ
コール1500  2.0g−5エタノール     
      lO,0g6 トロポロン       
   o、oig7 精製水          全f
f1lOOsr1〜7を均一に撹拌混合してパック 1
00 gを調製した。
Example 2 (pack) 1 Polyvinyl alcohol 12.0g-Titanium dioxide 4.0g3 Propylene glycol 2.0g4 Polyethylene glycol 1500 2.0g-5 Ethanol
lO,0g6 Tropolone
o, oig7 purified water total f
Stir and mix f1lOOsr1~7 uniformly and pack 1
00 g was prepared.

実施例3(乳 液) 1 モノステアリン酸ポリオキシ エチレンソルビタン(20E、0.)    1.0 
g2 テトラオレイン酸ポリオキシ エチレンソルビット(80E、0.)   0.5g3
 親油型モノステアリン酸グリセリン1.0g 4 ステアリン酸          0.5g5 ベ
ヘニルアルコール       0.5g6 アボカド
油           4.0g7 トリオクタン酸
グリセリル    4.0g8 天然ビタミンE   
       0.02g9 バラオキシ安息香酸エス
テル  0.2g10  キサンタンガム      
  0.14g11 1.3−ブチレングリコール  
   5.0g12  エタノール         
   2.0.13トロポロン          0
.005g14  香料              
微量15  精製水          全量100g
−1〜9を加温溶解しくA液)、これとは別に1O11
1および15を加温溶解した(B液)。A液にB液を加
え乳化撹拌し、冷却した(C液)。
Example 3 (emulsion) 1 Polyoxyethylene sorbitan monostearate (20E, 0.) 1.0
g2 Polyoxyethylene sorbitol tetraoleate (80E, 0.) 0.5g3
Lipophilic glyceryl monostearate 1.0g 4 Stearic acid 0.5g5 Behenyl alcohol 0.5g6 Avocado oil 4.0g7 Glyceryl trioctanoate 4.0g8 Natural vitamin E
0.02g9 Roseoxybenzoic acid ester 0.2g10 Xanthan gum
0.14g11 1.3-butylene glycol
5.0g12 ethanol
2.0.13 Tropolone 0
.. 005g14 fragrance
Trace amount 15 Purified water Total amount 100g
-1 to 9 should be dissolved by heating (solution A), and separately 1O11
1 and 15 were dissolved by heating (solution B). Solution B was added to solution A, stirred to emulsify, and cooled (solution C).

C液に12〜14を加え、撹拌混合し、冷却して乳液1
00 g−を調製した。
Add 12 to 14 to liquid C, stir and mix, cool and make emulsion 1.
00 g- was prepared.

実施例4 (クリーム) 1 モノステアリン酸ポリオキシ エチレンソルビタン(20E、0.)   1.0g2
 テトラオレイン酸ポリオキシ エチレンソルビット(60E、0.)   1.5 g
3 親油型モノステアリン酸グリセリン1.5g 4 サラシミツロウ         2.0g5 パ
ラフィン          2.0g6 ステアリン
酸          3.0g7 ベヘニルアルコー
ル      3.0g8 流動パラフィン     
    5.0g9 アルモンド油         
12.0gl0  天然ビタミンE         
O,02g11  メチルポリシロキサン      
O,1g12  パラオキシ安息香酸エステル  0.
2g13 1.3−ブチレングリコール  ゛  5.
0g14  エタノール           2.0
g15トロポロン          0.05g−1
6香料              微量17  精製
水          全量100g1〜12を加温溶
解しくA液)、これとは別に13および17を加温溶解
した(B液)。A液にB液を加え乳化撹拌し、冷却した
(C液)。C液に14〜16を加え、撹拌混合し、冷却
してクリーム100gを調製した。
Example 4 (Cream) 1 Polyoxyethylene sorbitan monostearate (20E, 0.) 1.0g2
Polyoxyethylene sorbitol tetraoleate (60E, 0.) 1.5 g
3 Lipophilic glyceryl monostearate 1.5g 4 White beeswax 2.0g5 Paraffin 2.0g6 Stearic acid 3.0g7 Behenyl alcohol 3.0g8 Liquid paraffin
5.0g9 Almond oil
12.0gl0 natural vitamin E
O,02g11 Methylpolysiloxane
O, 1g12 paraoxybenzoic acid ester 0.
2g13 1.3-butylene glycol 5.
0g14 Ethanol 2.0
g15 Tropolone 0.05g-1
6 Fragrance Trace amount 17 Purified water Total amount 100g 1 to 12 were dissolved by heating (Liquid A), and separately, 13 and 17 were dissolved by heating (Liquid B). Solution B was added to solution A, stirred to emulsify, and cooled (solution C). 14 to 16 were added to Solution C, stirred and mixed, and cooled to prepare 100 g of cream.

実施例5(軟膏剤) 1 モノステアリン酸ポリオキシ エチレンソルビタン(20E、O,)   1.0g2
 テトラオレイン酸ポリオキシ エチレンソルビット(40E、O,)   1.5g3
 自己乳化型モノステアリン酸グリセリン1.5g 4 サラシミツロウ         2.0f5 パ
ラフィン          3.0g6 ステアリン
酸          3.0g7 ベヘニルアルコー
ル       3,0g8 流動パラフィン    
     5.0g9 トリオクタン酸グリセリル  
 2Q、0g10  バラオキシ安息香酸エステル  
0.2g11  グリセリン          5.
0.12  水酸化ナトリウム       0.02
g13  エタノール            2.0
g14トロポロン           0.1g15
  精製水          全量100g1〜10
を加温溶解しくA液)、これとは別にIL 12および
15を加温溶解した(B液)。A液にB液を加え乳化撹
拌し、冷却した(C液)。
Example 5 (Ointment) 1 Polyoxyethylene sorbitan monostearate (20E, O,) 1.0g2
Polyoxyethylene sorbitol tetraoleate (40E, O,) 1.5g3
Self-emulsifying glyceryl monostearate 1.5g 4 White beeswax 2.0f5 Paraffin 3.0g6 Stearic acid 3.0g7 Behenyl alcohol 3.0g8 Liquid paraffin
5.0g9 Glyceryl trioctanoate
2Q, 0g10 roseoxybenzoic acid ester
0.2g11 Glycerin 5.
0.12 Sodium hydroxide 0.02
g13 ethanol 2.0
g14 Tropolone 0.1g15
Purified water total amount 100g1-10
was dissolved by heating (solution A), and separately, IL 12 and 15 were dissolved by heating (solution B). Solution B was added to solution A, stirred to emulsify, and cooled (solution C).

C液に13および14を加え、撹拌混合し、冷却して軟
膏剤100gを調製した。
13 and 14 were added to Solution C, stirred and mixed, and cooled to prepare 100 g of ointment.

実施例6(ローション剤) 1 ポリオキシエチレン硬化ヒマシ油(80E、O,)
1.0g 2 エタノール           15.0g3 
パラオキシ安息香酸エステル  0.1g4 クエン酸
            0.1g5 クエン酸ナトリ
ウム       0.3g61.3−ブチレングリコ
ール     4.0g7 トロポロン       
   0.01 g8 精製水          全
量100 g1〜8を均一に撹拌溶解してローション剤
100gを調製した。
Example 6 (Lotion) 1 Polyoxyethylene hydrogenated castor oil (80E, O,)
1.0g 2 Ethanol 15.0g3
Paraoxybenzoic acid ester 0.1g4 Citric acid 0.1g5 Sodium citrate 0.3g6 1.3-Butylene glycol 4.0g7 Tropolone
0.01 g8 Purified water Total amount 100 g1 to 8 were uniformly stirred and dissolved to prepare 100 g of lotion.

実施例7(リニメント剤) 1 トラガント           5.0g2 グ
リセリン         lO,0g3 エタノール
           10.0g4 トロポロン  
        0.05g5 精製水       
   全量100g1〜5を均一に撹拌混合してリニメ
ント剤100gを調製した。
Example 7 (Liniment agent) 1 Tragacanth 5.0g2 Glycerin 1O,0g3 Ethanol 10.0g4 Tropolone
0.05g5 Purified water
A total of 100 g of liniment agents 1 to 5 were uniformly stirred and mixed to prepare 100 g of liniment agent.

実施例8(乳 剤) 1 モノステアリン酸ポリオキシ エチレンソルビタン(20E、0.)   1.0g2
 テトラオレイン酸ポリオ牛ジ エチレンソルビット(40E、0.)   0.5g3
 親油型モノステアリン酸グリセリン1.0g 4 ステアリン酸         0.5g5 ベヘ
ニルアルコール      0.5g6 流動パラフィ
ン        4,0g7 トリオクタン酸グリセ
リル    4.0g8 オクタン酸セチル     
  2.0g9 パラオキシ安息香酸エステル  0.
2g10  カルボキシビニルポリマー   0.05
g11 1.3−ブチレングリコール     5.0
g12  水酸化ナトリウム      0.025g
13  エタノール           2.0g1
4トロポロン          0.03g15  
精製水          全量100g1〜9を加温
溶解しくA液)、これとは別に10〜12および15を
加温溶解した(B液)。A液にB液を加え乳化撹拌し、
冷却した(C液)。
Example 8 (emulsion) 1 Polyoxyethylene sorbitan monostearate (20E, 0.) 1.0g2
Tetraoleic acid polio-bovine diethylene sorbitol (40E, 0.) 0.5g3
Lipophilic glyceryl monostearate 1.0g 4 Stearic acid 0.5g5 Behenyl alcohol 0.5g6 Liquid paraffin 4.0g7 Glyceryl trioctanoate 4.0g8 Cetyl octoate
2.0g9 Paraoxybenzoic acid ester 0.
2g10 carboxyvinyl polymer 0.05
g11 1.3-butylene glycol 5.0
g12 Sodium hydroxide 0.025g
13 Ethanol 2.0g1
4 Tropolone 0.03g15
A total of 100 g of purified water 1 to 9 was dissolved by heating (liquid A), and separately, 10 to 12 and 15 were dissolved by heating (liquid B). Add liquid B to liquid A and stir to emulsify.
It was cooled (liquid C).

C液に13および14を加え、撹拌混合し、冷却して乳
剤100gを調製した。
13 and 14 were added to Solution C, stirred and mixed, and cooled to prepare 100 g of emulsion.

実施例9 実施例1〜4でえられた化粧料それぞれについて、任意
に選んだ60人の男女(男30人、女30人、年齢20
〜50歳のあいだでほぼ均一に抽出)に3力月間使用し
てもらい、安全性および効能についてのアンケートをと
った。結果を第2表に示す。
Example 9 For each of the cosmetics obtained in Examples 1 to 4, 60 randomly selected men and women (30 men, 30 women, age 20
Participants (approximately uniformly distributed between the ages of 50 to 50) used the product for 3 months and completed a questionnaire regarding safety and efficacy. The results are shown in Table 2.

[以下余白] 実施例10 実施例5〜8でえられた外用医薬部外品それぞれについ
て、任意に選んだ60人の男女(男30、人、女30人
、年齢20〜50歳のあいだでほぼ均一に抽出)に3力
月間使用してもらい、安全性および効能についてのアン
ケートをとった。結果を第3表に示す。
[Left below] Example 10 For each of the external quasi-drugs obtained in Examples 5 to 8, 60 randomly selected men and women (30 men, 30 women, between the ages of 20 and 50) were tested. (Extracted almost uniformly) used the product for three months, and completed a questionnaire regarding safety and efficacy. The results are shown in Table 3.

[以下余白コ 第2表および第3表の結果から、本発明の外用剤は肌ア
レ、皮膚のカブレなどを生じることがほとんどなく安全
に使用することができ、また色白結果、シミ、ソバカス
防止効果においてもすぐれていることがわかる。
[From the results in Tables 2 and 3 in the margin below, it is clear that the external preparation of the present invention hardly causes skin irritation or skin rash, and can be used safely. It can be seen that the effect is also excellent.

参考例 本発明のトロポロンの貼布試験を、20歳から59歳に
わたる健康成人50名(男20名、女30名)を対象と
し、つぎの条件で試みた。
Reference Example A patch test of Tropolone of the present invention was conducted on 50 healthy adults (20 men, 30 women) aged 20 to 59 under the following conditions.

試験薬剤; トロポロン 0.5%水溶液 コントロール(生理食塩水) 貼布時間:48時間 貼布部位:上腕内側皮膚 貼布剤:パッチテスト用絆創膏 (大正製薬株式会社製) 貼布48時間後の判定の結果、トロポロンはコントロー
ルと同様、陽性反応を示したものは全くなかった。
Test drug: Tropolone 0.5% aqueous solution control (physiological saline) Application time: 48 hours Application site: Inner upper arm skin Patch: Patch test adhesive plaster (manufactured by Taisho Pharmaceutical Co., Ltd.) Judgment 48 hours after application As a result, tropolone showed no positive reaction, similar to the control.

[発明の効果] 本発明の外用剤は肌アレ、皮膚のカブレなどを生じるこ
となく安全に使用することができ、色白効果、シミ、ソ
バカス防止効果がすぐれているという効果を奏する。
[Effects of the Invention] The external preparation of the present invention can be safely used without causing skin irritation or skin rash, and has excellent effects of whitening the skin and preventing spots and freckles.

Claims (1)

【特許請求の範囲】[Claims] 1 トロポロンを有効成分として含有してなる外用剤。1. An external preparation containing tropolone as an active ingredient.
JP17820386A 1986-07-29 1986-07-29 External preparation Pending JPS6333313A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP17820386A JPS6333313A (en) 1986-07-29 1986-07-29 External preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP17820386A JPS6333313A (en) 1986-07-29 1986-07-29 External preparation

Publications (1)

Publication Number Publication Date
JPS6333313A true JPS6333313A (en) 1988-02-13

Family

ID=16044377

Family Applications (1)

Application Number Title Priority Date Filing Date
JP17820386A Pending JPS6333313A (en) 1986-07-29 1986-07-29 External preparation

Country Status (1)

Country Link
JP (1) JPS6333313A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09315960A (en) * 1996-05-29 1997-12-09 Nippon Flour Mills Co Ltd Maillard reaction suppressor, cosmetic, food additive and food
JP2010006732A (en) * 2008-06-26 2010-01-14 Riron Soyaku Kenkyusho:Kk Tyrosinase activity-inhibiting agent and skin-beautifying preparation for external use

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS568309A (en) * 1979-06-29 1981-01-28 Yasuaki Fukuda White cosmetic
JPS56147705A (en) * 1980-04-07 1981-11-16 Rowaale Keshohin Kk Dermatological composition
JPS56147704A (en) * 1980-04-07 1981-11-16 Rowaale Keshohin Kk Dermatological composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS568309A (en) * 1979-06-29 1981-01-28 Yasuaki Fukuda White cosmetic
JPS56147705A (en) * 1980-04-07 1981-11-16 Rowaale Keshohin Kk Dermatological composition
JPS56147704A (en) * 1980-04-07 1981-11-16 Rowaale Keshohin Kk Dermatological composition

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09315960A (en) * 1996-05-29 1997-12-09 Nippon Flour Mills Co Ltd Maillard reaction suppressor, cosmetic, food additive and food
JP2010006732A (en) * 2008-06-26 2010-01-14 Riron Soyaku Kenkyusho:Kk Tyrosinase activity-inhibiting agent and skin-beautifying preparation for external use

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