JP6864094B2 - レチノイドを含有する安定したパーソナルケア組成物 - Google Patents
レチノイドを含有する安定したパーソナルケア組成物 Download PDFInfo
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- JP6864094B2 JP6864094B2 JP2019529913A JP2019529913A JP6864094B2 JP 6864094 B2 JP6864094 B2 JP 6864094B2 JP 2019529913 A JP2019529913 A JP 2019529913A JP 2019529913 A JP2019529913 A JP 2019529913A JP 6864094 B2 JP6864094 B2 JP 6864094B2
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- 125000001124 arachidoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010478 argan oil Substances 0.000 description 1
- 239000003212 astringent agent Substances 0.000 description 1
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- 235000021302 avocado oil Nutrition 0.000 description 1
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- 229910052736 halogen Inorganic materials 0.000 description 1
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- SFFVATKALSIZGN-UHFFFAOYSA-N hexadecan-7-ol Chemical compound CCCCCCCCCC(O)CCCCCC SFFVATKALSIZGN-UHFFFAOYSA-N 0.000 description 1
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- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- XLCIFRJORZNGEV-UHFFFAOYSA-N propan-2-yl 2-[dodecanoyl(methyl)amino]acetate Chemical compound CCCCCCCCCCCC(=O)N(C)CC(=O)OC(C)C XLCIFRJORZNGEV-UHFFFAOYSA-N 0.000 description 1
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- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
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- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
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- A—HUMAN NECESSITIES
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
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- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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Landscapes
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- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
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- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
Description
「活性物質」は、ケラチン性組織及び/又はケラチン性組織の標的部分に塗布されると、ケラチン性組織に利益又は改善をもたらす化合物を意味する。本明細書における活性物質は、スキンケア活性物質、ヘアケア活性物質、又はこれらの組み合わせであり得る。
本明細書のパーソナルケア組成物は、安定した水中油型エマルションの形態の皮膚科学的に許容可能な担体を含む。安定したO/Wエマルションは、連続した水相(典型的には、水、水混和性液体、及び/又は水溶性材料を含む)と、分散した疎水性相(典型的には、脂質、油、及び/又は油性材料を含む)とを含む。本明細書におけるO/Wエマルションは、1体積%〜50体積%(例えば、1体積%〜30体積%)の分散した疎水性相と、1体積%〜98体積%(例えば、40体積%〜90体積%)の連続した親水性相と、を含んでもよい。エマルションはまた、G.M.Eccleston,Application of Emulsion Stability Theories to Mobile and Semisolid O/W Emulsions,Cosmetics & Toiletries,Vol.101,1996年11月,pp.73〜92に記載されるように、ゲルネットワークも含んでいてもよい。
本明細書のパーソナルケア組成物は、安全かつ有効な量のレチノイドを含む。本明細書で使用される場合、「レチノイド」は、ビタミンA又は皮膚内でビタミンAの生物学的活性を有するレチノール様化合物の全ての天然及び/又は合成類縁体、並びにこれらの化合物の幾何異性体及び立体異性体を含む。例えば、レチノイドは、レチノールエステル(例えば、パルミチン酸レチニル、酢酸レチニル及びプロピオン酸レチニルを含むレチノールのC2〜C22アルキルエステル)、レチノールアルデヒド、レチナール、β−カロチン、及び/又はレチノイン酸(全トランス型レチノイン酸及び/又は13−シス−レチノイン酸を含む)であってもよい。本組成物における使用のためのレチノイドの特に好適な例は、プロピオン酸レチニル(「RP」)である。これらの化合物は当該技術分野において周知であり、例えば、Sigma Chemical Company(St.Louis,MO)、Boerhinger Mannheim(Indianapolis,IN)、BASF(Mt.Olive,NJ)及びRoche(Basel,Switzerland)などの多くの供給元から市販されている。他の好適なレチノイドは、トコフェリル−レチノエート[レチノイン酸のトコフェロールエステル(トランス−若しくはシス−)、アダパレン{6−[3−(1−アダマンチル)−4−メトキシフェニル]−2−ナフトエ酸}、及びタザロテン(エチル6−[2−(4,4−ジメチルチオクロマン−6−イル)−エチニル]ニコチネート)である。レチノイドは、純粋な物質又は実質的に純粋な物質として、又は天然(例えば、植物)原料からの好適な物理的単離及び/若しくは化学的単離により得られた抽出物として、含まれてもよい。
本組成物は、6〜11.5の親水性親油性バランス(HLB)値を有する1%〜50%の油を含む。油のHLB値は、レチノイド及び他の油溶性活性物質が確実に油中で完全に可溶性であるのに役立ち、エマルション中の油滴の適切な分配を維持するのに役立つ。油は、皮膚軟化剤(すなわち、皮膚の閉塞性を高めるために使用される水不混和性、油性又はワックス状材料)であってもよいが、必ずしもそうである必要はない。理論によって制限されることなく、特定の油は、内部の相の油滴に分配されるレチノイドを増加させることによって、O/Wエマルション中のレチノイドを安定化させるのを助けることができ、それによって、エマルションの連続相中に存在するレチノイドと水との間の相互作用を低減すると考えられる。したがって、好適な量の油が組成物中に存在し、他の成分に対する油の比率が特定の範囲内にあることを確実にすることが重要であり得る。組成物中に過度に多くの油が存在する場合、エマルションは不安定になり得、かつ/又は望ましくない消費者性能(例えば、脂っぽい又はべとべとした感触、及び/若しくは皮膚浸透の低減)を引き起こし得る。一方、組成物中に十分な油が存在しない場合、油/水界面における分配が増加し、レチノイドの分解の増加及び/又はケラチン性組織へのレチノイドの浸透の低減をもたらし得る。場合によっては、本組成物中の油とレチノイドとの重量比は、5:1〜50:1(例えば、15:1〜35:1、又は更には18:1〜30:1)である。
本組成物は、O/Wエマルションを安定化させるのを助けるために乳化剤を含む。乳化剤は、非イオン性、アニオン性、又はカチオン性であってもよい。乳化剤のいくつかの非限定的な例は、米国特許第3,755,560号、同第4,421,769号、及びMcCutcheon’s Detergents and Emulsifiers,North American Edition,317〜324ページ(1986)に開示されている。乳化剤の特に好適な例は、セテアリルグルコシド/セテアリルアルコールであり、これはBASFからEMULGADE 68として入手可能である。乳化剤は、組成物の1重量%〜10重量%(例えば、2重量%〜5重量%)で存在してもよい。本組成物に使用するために選択される乳化剤(複数可)の量及び種類は、存在する油(複数可)の種類及び量に基づいて変化し得る。場合によっては、本組成物は、4:1〜50:1(例えば、5:1〜30:1、10:1〜20:1、又は更には約15:1)の油と乳化剤との比率を有し得る。
本組成物は、脂肪アルコールも含む。脂肪アルコールは、組成物中の油溶性成分の皮膚軟化剤、乳化剤、増粘剤、構造化剤及び/又は担持剤として機能し得る。本明細書で使用する脂肪アルコールのいくつかの非限定例は、セチルアルコール、ステアリルアルコール、セテアリルアルコール(例えば、Cognis CorporationのSTENOL 1822)、ベヘニルアルコール(例えば、Cognis CorporationからのLANETTE 22)、アラキジルアルコール、リグノカルアルコール、及びこれらの組み合わせである。本明細書で使用する脂肪アルコールの特に好適な例は、乳化剤として使用されるセテアリルアルコールである。
本明細書のパーソナルケア組成物は、良好な安定性を維持しながら皮膚及び/又は毛髪の状態を調節するのに有用である。皮膚の状態を調節することは、皮膚上の小じわ及び/又はしわの外観を低減することと、目の下の目袋及びくまの外観を低減すること、たるみのある皮膚、瘢痕/跡、くぼみ、孔、ストレッチマーク、粗さ、皮膚表面の汚れ、渋線、表情線、しわ、汚れ、光によるダメージ、裂け目及び/又は凸凹を低減することが挙げられる。皮膚の状態を調節することはまた、座瘡の発生及び/又は外観を低減することを含む。
この方法は、組成物中のRP消失量を決定するための好適な手段を提供する。
1.カラム:C18(5ミクロン)、250mm×4.6mm
2.移動相(溶出液):メタノール/2−プロパノール(70/30v/v)
3.カラム温度:約25℃(周囲)
4.UV波長:280nm
5.注入容積:20マイクロリットル
6.流速:1.0mL/分
7.運転時間:約22.0分
8.RP保持時間:6分
メタノール700mLを2−プロパノール300mLと混合することにより、1Lの移動相(溶出液)を調製する。
25mlの琥珀色フラスコ内で、プロピオン酸レチニル25mgを移動相10mLに溶解させる。RPが光に曝露することを回避する。移動相で体積に希釈する。5.0mLのアリコートを50mLの琥珀色フラスコに移し、移動相で体積に希釈する。よく混合する。好適な0.45マイクロメートルフィルタ(例えば、Whatman GD/X)を使用して、約1mLの外部標準を、琥珀色のHPLC試料バイアルへと濾過する。
1ccのツベルクリン注射器を使用して、500mgの試料組成物を秤量し、25mLの琥珀色のメスフラスコに移す。移動相10mLを添加し、2分間、又は製品が完全に分散するまで高速でボルテックスする。移動相で体積に希釈し、十分に混合する。シリンジフィルタ(例えば、Whatman GD/Xフィルタユニット)を使用してオートサンプラバイアルに約1mLを濾過する。記載した条件を用いて、20回の注入を行う。
式中、
A=試料のプロピオン酸レチニルのピーク面積
B=較正用のプロピオン酸レチニルのピーク面積
C=mg単位でのプロピオン酸レチニル標準重量
W=試料の重量(mg)
DF=希釈係数(例えば、0.1)
この方法は、エマルションが相分離(すなわち、安定性の欠如)を示すかどうかを判定する好適な方法を提供する。この方法では、40℃/25% RHで1ヶ月後に試験組成物中で相分離が生じるかどうかを視覚的に評価することによって、エマルション安定性を判定する。相分離は、一般に、組成物中の「透明」層として現れる。
表1A及び1Bは、本パーソナルケア組成物の様々な例を示す。実施例1〜16の組成物を以下のように作製する:相A成分を好適な混合容器に添加し、混合しながら75℃まで加熱する。相B成分を別個の容器に添加し、混合しながら50℃まで加熱する。相C成分を別個の容器に添加し、混合する。相D成分を別個の容器に添加し、混合する。各相を均質になるまで混合する。好適なミキサー(例えば、プロペラミキサー)で混合しながら相Aを相Bに添加し、次いで相Cを添加する。1分間混合し続ける。相A/B/C混合物を、TekmarミルTK−25又は同等物を用いて、9000〜11000RPMで2〜3分間粉砕する。ミルをプロペラミキサーに置き換え、混合を継続しながら、相Dを組成物に添加する。混合を継続しながら、40〜45℃まで冷却する。組成物が約42℃に達したら、プロペラミキサーをミルに置き換え、バッチを9,000〜11,000rpmで2〜3分間粉砕する。バッチを最終容器に移す。
この実施例は、本組成物の改善された安定性を示す。表1A及び1Bの実施例A〜Oを試験して、RP分解及びエマルション安定性を測定した。温度は、パーソナルケア組成物が典型的な製造、輸送、及び/又は保管状態の間に曝露される最高平均温度に基づいて選択される。この実施例で使用されるレチノイドは、プロピオン酸レチニル(「RP」)である。安定性試験の結果を表2にまとめる。
Claims (8)
- レチノイドの改善された安定性を有する局所化粧組成物であって、
a)水中油型エマルションの形態の皮膚科学的に許容可能な担体と、
b)プロピオン酸レチニルであるレチノイドと、
c)カプリン酸/カプリル酸トリグリセリド、シクロメチコン、ジメチコン、又はこれらの混合物である油であって、油とプロピオン酸レチニルとの重量比が、5:1〜50:1である、油と、
d)セテアリルグルコシドである乳化剤であって、油と乳化剤との重量比が、4:1〜50:1である、乳化剤と、
e)脂肪アルコールであって、脂肪アルコールと乳化剤との比率が、1:1〜11:1である、脂肪アルコールと、
f)0.01%〜5%の超吸収性ポリマーであって、それ自体の重量の20〜2000倍の範囲の吸水能を有する超吸収性ポリマーと、
を含む、局所化粧組成物。 - 前記レチノイドが、0.0001重量%〜2重量%で存在する、請求項1に記載の化粧組成物。
- 化粧組成物が包装されたときから、前記包装された化粧組成物が開封されるまでの間に、前記レチノイドの25%未満が分解する、請求項1または2に記載の化粧組成物。
- 前記超吸収性ポリマーが、2μm〜100μmの乾燥数平均粒径を有する、請求項1〜3のいずれか一項に記載の化粧組成物。
- タンパク質、ゼオライト、ペプチド、皮膚美白剤、日焼け止め活性物質、テルペンアルコール、抗酸化剤、フラボノイド、日焼け活性物質、及びこれらの組み合わせからなる群から選択される、スキンケア活性物質を更に含む、請求項1〜4のいずれか一項に記載の化粧組成物。
- 前記化粧組成物が、日焼け止め活性物質を含み、前記超吸収性ポリマーが、2μm〜100μmの乾燥数平均粒径を有する、請求項1〜5のいずれか一項に記載の化粧組成物。
- 皮膚の外観を改善する化粧方法であって、
a.外観の改善が所望される皮膚の標的部分を特定することと、
b.請求項1〜6のいずれか一項に記載の化粧組成物を、哺乳動物のケラチン性組織の前記標的部分に局所的に塗布することと、
を含む、方法。 - 前記化粧組成物が、日焼け止め活性物質を含み、前記超吸収性ポリマーが、2μm〜100μmの乾燥数平均粒径を有する、請求項7に記載の方法。
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BRPI1010972A2 (pt) | 2009-05-20 | 2019-04-16 | Ranbaxy Laboratories Limited | composição tópica sob a forma de uma solução e método para tratar acne ou outros distúrbios relacionados à pele |
US8394427B2 (en) * | 2009-12-22 | 2013-03-12 | Avon Products, Inc. | Paxillin stimulating compositions and cosmetic uses thereof |
KR101192161B1 (ko) | 2010-06-21 | 2012-10-17 | (주)에이씨티 | 다공성 폴리머 비드와 나노 에멀젼에 의해 안정화된 레티놀을 함유하는 화장료 조성물 |
US8790720B2 (en) | 2011-12-22 | 2014-07-29 | The Procter & Gamble Company | Compositions and methods for treating skin |
US9549891B2 (en) * | 2012-03-19 | 2017-01-24 | The Procter & Gamble Company | Superabsorbent polymers and sunscreen actives for use in skin care compositions |
CN105496801A (zh) | 2016-01-19 | 2016-04-20 | 上海应用技术学院 | 一种包覆维生素a棕榈酸酯的纳米固体脂质载体及其制备方法 |
CN105832568B (zh) * | 2016-03-26 | 2018-06-05 | 佛山市芊茹化妆品有限公司 | 一种固体微乳剂及其制备方法和应用 |
EP3471689B1 (en) * | 2016-06-21 | 2020-08-19 | Unilever N.V. | Personal care composition comprising retinoid and porous silica |
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2017
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- 2017-12-13 EP EP17822962.1A patent/EP3554469A1/en active Pending
- 2017-12-13 CN CN201780076854.XA patent/CN110062618B/zh active Active
- 2017-12-13 JP JP2019529913A patent/JP6864094B2/ja active Active
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JP2020500883A (ja) | 2020-01-16 |
US10493009B2 (en) | 2019-12-03 |
WO2018111952A1 (en) | 2018-06-21 |
EP3554469A1 (en) | 2019-10-23 |
CN110062618A (zh) | 2019-07-26 |
CN110062618B (zh) | 2022-09-13 |
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