JP6574191B2 - 浸透促進剤としてのカプリロイルアラニンエチルエステル - Google Patents
浸透促進剤としてのカプリロイルアラニンエチルエステル Download PDFInfo
- Publication number
- JP6574191B2 JP6574191B2 JP2016551698A JP2016551698A JP6574191B2 JP 6574191 B2 JP6574191 B2 JP 6574191B2 JP 2016551698 A JP2016551698 A JP 2016551698A JP 2016551698 A JP2016551698 A JP 2016551698A JP 6574191 B2 JP6574191 B2 JP 6574191B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- vitamin
- hair
- ethyl ester
- capryloylalanine
- 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.)
- Expired - Fee Related
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- GLVKCOJDVUFJOR-NSHDSACASA-N ethyl (2s)-2-(octanoylamino)propanoate Chemical compound CCCCCCCC(=O)N[C@@H](C)C(=O)OCC GLVKCOJDVUFJOR-NSHDSACASA-N 0.000 title claims description 33
- 239000003961 penetration enhancing agent Substances 0.000 title description 33
- 239000000203 mixture Substances 0.000 claims description 110
- 239000002537 cosmetic Substances 0.000 claims description 61
- 150000001875 compounds Chemical class 0.000 claims description 47
- 239000013543 active substance Substances 0.000 claims description 43
- 239000003795 chemical substances by application Substances 0.000 claims description 37
- -1 hair conditioners Substances 0.000 claims description 34
- 230000000694 effects Effects 0.000 claims description 27
- 210000004209 hair Anatomy 0.000 claims description 27
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 26
- 239000000126 substance Substances 0.000 claims description 26
- 239000000284 extract Substances 0.000 claims description 25
- 229940088594 vitamin Drugs 0.000 claims description 20
- 229930003231 vitamin Natural products 0.000 claims description 20
- 235000013343 vitamin Nutrition 0.000 claims description 20
- 239000011782 vitamin Substances 0.000 claims description 20
- 239000004904 UV filter Substances 0.000 claims description 19
- 239000003921 oil Substances 0.000 claims description 16
- 235000019198 oils Nutrition 0.000 claims description 16
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 15
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 14
- 230000001166 anti-perspirative effect Effects 0.000 claims description 14
- 239000003213 antiperspirant Substances 0.000 claims description 14
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 14
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 13
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 claims description 13
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- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 12
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- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 5
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- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 5
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- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 claims description 5
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- FQAZRHVERGEKOS-UHFFFAOYSA-N tripropan-2-yl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)OC(=O)CC(O)(C(=O)OC(C)C)CC(=O)OC(C)C FQAZRHVERGEKOS-UHFFFAOYSA-N 0.000 description 1
- ODHUFJLMXDXVRC-UHFFFAOYSA-N tripropyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCOC(=O)CC(O)(C(=O)OCCC)CC(=O)OCCC ODHUFJLMXDXVRC-UHFFFAOYSA-N 0.000 description 1
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- UOXSXMSTSYWNMH-UHFFFAOYSA-L zinc;2-aminoacetate Chemical compound [Zn+2].NCC([O-])=O.NCC([O-])=O UOXSXMSTSYWNMH-UHFFFAOYSA-L 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
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
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- A—HUMAN NECESSITIES
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
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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
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
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Landscapes
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- Chemical & Material Sciences (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Medicinal Preparation (AREA)
Description
本発明は、化粧品組成物又は他の局所用組成物における浸透促進剤(penetration enhancer)としてのカプリロール-アラニンエチルエステルの使用、並びにカプリロール-アラニンエチルエステルを、活性(有効)成分、具体的には、UVフィルター、抗ざ瘡活性剤、抗老化活性剤、抗炎症剤、毛髪調節剤、制汗剤又は脱臭(消臭)剤、美白剤、セルフタンニング剤、及びビタミン類などの皮膚用有益物質と組み合わせて含む化粧品組成物に関する。
化粧品組成物において使用が開始される前は、浸透促進剤とも呼ばれる経皮吸収促進剤の第一の応用分野は、医薬経皮治療システムであった。皮膚を介した医薬活性剤の送達は、肝初回通過機構を回避する全身薬物送達を可能にするため、非常に興味深い。しかしながら、大部分の分子の皮膚を介した通過は、皮膚バリア特性により阻害される。浸透促進剤は、目的の物質の吸収促進に使用することができる。その浸透促進活性に対して種々の化学基が研究され、多数の作用様式及び相互作用部位が確認されてきた。作用機構の中には、1)溶媒特性を目的の物質に適合させ、皮膚中への分配を向上させること、2)細胞間脂質マトリックスと相互作用し、それにより、バリア構造を変化させること、3)細胞間タンパク質を変性させて、透過性を高めること、及び/又は4)皮膚内に貯蔵効果をもたらすこと、による浸透促進効果がある。
本発明は、化粧品組成物及び他の局所用又は口腔用の組成物における浸透促進剤としてのカプリロール-アラニンエチルエステルの使用に関する。本発明において、浸透は、透過及び吸収も含むことができる。
本発明による製剤は、カプリロール-アラニンエステルを、化粧品的に許容可能な活性化合物と組み合わせて含む。
選択された浸透促進剤が、UVフィルターの可溶化を著しく向上させ、それによって、本発明の化粧品組成物のUV保護特性は大きく向上することが研究された。
3-ベンジリデンカンファー及びそれらの誘導体、例えば、3-(4-メチルベンジリデン)カンファー;4-アミノ安息香酸誘導体、好ましくは、4-(ジメチルアミノ)-安息香酸2-エチルヘキシルエステル、4-(ジメチルアミノ)安息香酸2-オクチルエステル、及び4-(ジメチルアミノ)安息香酸アミルエステル;桂皮酸エステル、好ましくは、4-メトキシ桂皮酸2-エチルヘキシルエステル、4-メトキシ桂皮酸プロピルエステル、4-メトキシ桂皮酸イソアミルエステル、4-メトキシ桂皮酸イソペンチルエステル、及び2-シアノ-3-フェニル-桂皮酸2-エチルヘキシルエステル(オクトクリレン);サリチル酸エステル、好ましくは、サリチル酸2-エチルヘキシルエステル、サリチル酸4-イソプロピルベンジルエステル、及びサリチル酸ホモメンチルエステル;ベンゾフェノン誘導体、好ましくは、2-ヒドロキシ-4-メトキシベンゾフェノン、2-ヒドロキシ-4-メトキシ-4'-メチルベンゾフェノン、及び2,2'-ジヒドロキシ-4-メトキシベンゾフェノン;ベンザルマロン酸エステル、好ましくは、4-メトキシベンザルマロン酸ジ-2-エチルヘキシルエステル;トリアジン誘導体、例えば、2,4,6-トリアニリノ-(p-カルボ-2'-エチル-1'-ヘキシルオキシ)-1,3,5-トリアジン(オクチルトリアゾン)、及びジオクチルブタミドトリアゾンなど;プロパン-1,3-ジオン、例えば、1-(4-tert-ブチルフェニル)-3-(4'-メトキシフェニル)プロパン-1,3-ジオンなど。
・2-フェニルベンズイミダゾール-5-スルホン酸、並びにそのアルカリ金属塩、アルカリ土類金属塩、アンモニウム塩、アルキルアンモニウム塩、アルカノールアンモニウム塩、及びグルカモニウム(glucammonium)塩;
・ベンゾフェノンスルホン酸誘導体、好ましくは、2-ヒドロキシ-4-メトキシベンゾフェノン-5-スルホン酸及びその塩;
・3-ベンジリデンカンファースルホン酸誘導体、例えば、4-(2-オキソ-3-ボルニリデンメチル)ベンゼンスルホン酸及び2-メチル-5-(2-オキソ-3-ボルニリデン)スルホン酸、並びにそれらの塩
がある。
・ベンゾイルメタン誘導体、例えば1-(4'-tert-ブチルフェニル)-3-(4'-メトキシフェニル)-プロパン-1,3-ジオン、4-tert-ブチル-4'-メトキシジベンゾイルメタン、又は1-フェニル-3-(4'-イソプロピルフェニル)-プロパン-1,3-ジオンなど;
・ベンゾフェノンのアミノ-ヒドロキシ-置換誘導体、例えば、N,N-ジエチルアミノ-ヒドロキシベンゾイル-n-ヘキシル-ベンゾアートなど
がある。
更に、カプリロール-アラニンエチルエステルはセルフタンニング剤の均等性を向上させる。浸透促進剤の添加により、セルフタンニング剤及び美白剤をはるかにより均一に塗布することができ、その結果、均質な皮膚日焼け効果又は皮膚美白効果がもたらされる。
抗ざ瘡活性剤、例えば、抗炎症剤、抗生物質、レチノイド、抗細菌剤、及び角質溶解剤は、望ましくない副作用を引き起こすことが多い。従って、皮膚上層、脂腺細胞、及び/又は皮膚毛穴への浸透及び分布の向上によって、これらの活性剤の用量を減少することができる場合は、利点となる。
抗ざ瘡活性剤として使用される多くの角質溶解剤が、抗老化活性剤としても知られている。特に、α-及びβ-ヒドロキシ酸、並びにレチノイド及びレチノイン酸がある。
本発明によれば、使用するのが好ましいビタミンB群のビタミン類、プロビタミン類、又はビタミン前駆体類、或いはそれらの誘導体、及び2-フラノン誘導体としては、特に、下記のものが含まれる:
ビタミンB1、慣用名チアミン、化学名3-[(4'-アミノ-2'-メチル-5'-ピリミジニル)メチル]-5-(2-ヒドロキシエチル)-4-メチルチアゾリウムクロリド、
ビタミンB2、慣用名リボフラビン、化学名7,8-ジメチル-10-(1-D-リビチル)-ベンゾ[g]プテリジン-2,4(3H,10H)-ジオン。リボフラビンは、例えばホエイ中に遊離型で生じ、他のリボフラビン誘導体は、細菌及び酵母から単離することができる。本発明によれば、同様に適するリボフラビン立体異性体としては、魚粉又は魚の肝臓から単離することができ、D-リビチル基の代わりにD-アラビチル基を有するリキソフラビンがある。
ビタミンB3。化合物ニコチン酸及びニコチンアミド(ナイアシンアミド)がこの名称で挙げられることが多い。本発明によれば、ニコチンアミドが好ましい。
ビタミンB5(パントテン酸及びパンテノール)。パンテノールを使用するのが好ましい。本発明に従って使用することができるパンテノール誘導体としては、具体的には、パンテノールのエステル及びエーテル、並びにカチオン誘導体化パンテノールがある。本発明の更なる好ましい実施形態において、パントテン酸又はパンテノールに加え、2-フラノン誘導体を使用することもできる。特に好ましい誘導体としては、商業的に入手可能な物質でもある、慣用名パントラクトン(Merck)であるジヒドロ-3-ヒドロキシ-4,4-ジメチル-2(3H)フラノン、4-ヒドロキシメチル-ブチロラクトン(Merck)、3,3-ジメチル-2-ヒドロキシ-ブチロラクトン(Aldrich)、及び2,5-ジヒドロ-5-メトキシ-2-フラノン(Merck)があり、すべての立体異性体も明白に含まれる。
これらの化合物は、有利なことに、本発明による皮膚用化粧品に水分補給特性及び皮膚鎮静化特性を与える。
ビタミンB6、これは、一定の物質ではないが、慣用名ピリドキシン、ピリドキサミン、及びピリドキソールで知られている、5-ヒドロキシメチル-2-メチルピリジン-3-オールの誘導体類であると理解される。
ビタミンB7(ビオチン)、ビタミンH又は「皮膚ビタミン」とも称される。ビオチンは、(3aS,4S,6aR)-2-オキソヘキサヒドロチエノール[3,4-d]イミダゾール-4-吉草酸である。
毛髪調節剤は下記のものを含む:
-新しい毛周期の成長を誘発し、成長速度を高め、又は毛幹径を増加させる、毛髪成長刺激剤;
-例えば、毛髪量、毛髪の光沢、並びに毛髪の強度及び毛髪の厚さを増加させるような、毛髪に効果を有する薬剤;
-毛包に効果を有する薬剤、及び
-毛髪成長阻害剤。
化粧品脱臭剤は、体臭を打ち消し、マスキングし、又は除去する。アポクリン発汗時の皮膚細菌の影響のために、不快な臭気を有する分解産物の形成と共に、体臭が生じる。従って、脱臭剤は、抗微生物剤、臭気吸収剤、及び/又は酵素阻害剤として作用する活性成分を含む。
制汗剤は、エクリン汗腺の活性に作用することによって、汗の産生を減少させ、そのため、脇の下の湿気及び体臭が打ち消される。制汗剤の水性製剤又は無水製剤は、通常、収斂性活性成分を含む。
本発明による浸透促進剤は、化粧品組成物又は他の局所用組成物、好ましくはエマルション型の組成物で使用され、最も好ましくは、カプリロイルアラニンエチルエステルは、W/O型エマルションで浸透促進剤として使用される。これらの化粧品組成物又は他の局所用組成物は、浸透促進剤を、少なくとも1つの成分と組み合わせて含むが、その少なくとも1つの成分は、浸透促進剤とは異なり、且つ、化粧活性化合物、乳化剤、界面活性剤、保存料、香油、増粘剤、ヘアポリマー、ヘア及びスキンコンディショナー、グラフトポリマー、水溶性又は分散性のシリコーン含有ポリマー、ゲル化剤、ケア剤、カラーリング剤、着色剤、染料、顔料、稠度付与剤(agents for imparting consistency)、保湿剤、リオイリング剤(re-oiling agent)、コラーゲン、タンパク質加水解物、脂質、抗酸化剤、消泡剤、帯電防止剤、皮膚軟化剤、及び柔軟剤より選択される。
カプリロイルアラニンエチルエステル(KE4610)は二段階法で生産する。
カプリロイルクロリド120kg(0.74kmol)を、水100kg及びエタノール30kg中のアラニン66kg(0.74kmol)の激しく撹拌された水溶液に、15℃で、4〜5時間かけて添加する。20%NaOH(約140kg)を常に加えることにより、pH値を11〜12に維持する。温度は25℃を超えないように、pH値は10.5未満にならないようにするべきである。カプリロイルクロリドの添加を完了後、反応混合物を、20〜25℃、9以上のpHで、約2時間、後反応させる。
有機層は、蒸留によって水/エタノールを除去し、所望のエステル化度(少なくとも80〜90%)に到達するまで新鮮なエタノールを添加することで、エステル化を行うが、エステル化は、GC分析することによって又は残留酸価を測定することによって調整することができる。次いで、エステル化混合物を分留する。低沸点物質の水、エタノール及びカプリル酸は、105℃までの温度、1mbar未満で除去され、最終生成物は137〜140℃、1mbar未満で蒸留することができる。高純度のエステルを得るために、混合物は、蒸留前に一定量のソーダ又はNaOHを添加することによってpH=7に調節して、それによって、揮発性の酸を蒸留不可能な塩に変えることができる。好ましい生成物は、蒸留後に1未満の酸価を有する。
4.1 促進剤を直接皮膚に塗布することによる浸透性試験(プレインキュベーション法)
本試験の目的は、化粧品製剤において皮膚透過促進剤として作用する下記の3つの試験物質(1つは最も近い従来技術の浸透促進剤である)の効力を測定することであった。
・浸透促進剤として周知のジメチルイソソルビド(DMI)-化粧品で使用される
・浸透促進剤1(PE1)-カプリロイルアラニンエチルエステル
・浸透促進剤2(PE2)-最も近い従来技術の分子、ドデシロイルアラニンエチルエステル
原料及び方法
透過性試験を、ヒト皮膚で試験品目及び基準品目を用いて4回測定することにより実施した。輸送試験では、採皮した皮膚を直径24mmの穿孔器を用いて切断し、各試料について皮膚の厚さを5点で測定した。続いて、拡散チャンバーとして使用される円筒型ガラスのフランツセル上に、皮膚片を固定した。下部(アクセプター)チャンバーの体積は約12mlであり、一方、上部(ドナー)チャンバーの体積は可変である。皮膚の角質層が最上部になるように、真皮層を下向きにして皮膚を挿入した。
透過性試験の結果を、下記の表にまとめる。
w/o製剤に組み入れられた親水性物質カフェインについて、最も効果的な透過促進剤はPE1である。DMIはカフェインの輸送を約2倍に高め、PE2はカフェインの輸送を約3倍に高めた。
化粧品製剤中に組み入れられ、皮膚に直接塗布しない時に、皮膚透過促進剤として作用するための下記の3つの試験物質を用いて、記述された試験を、同様の実験構成で、部分的に繰り返した。
・浸透促進剤として周知のジメチルイソソルビド(DMI)-化粧品で使用される
・浸透促進剤1(PE1)-カプリロイルアラニンエチルエステル
・浸透促進剤2(DGME)-従来技術の浸透促進剤Transcutol(Gattefossee)、ジエチレングリコールモノエチルエーテル
透過性試験の結果を表6にまとめる。
浸透促進剤がW/O製剤中に組み入れられる場合も、親水性マーカー化合物カフェインについて、最も効果的な透過促進剤はPE1である。いずれの促進剤も含まない基準製剤と比較して、DMIはカフェインの輸送にわずかな減少をもたらし、DGMEは輸送をわずかに高めた。
いくつかの実施形態を以下に示す。
項1
カプリロイルアラニンエチルエステルを浸透促進剤として含む、化粧品組成物。
項2
全組成物に対して、0.1〜90重量%のカプリロイルアラニンエチルエステルを含むことを特徴とする、項1に記載の化粧品組成物。
項3
エマルション組成物であることを特徴とする、項1又は項2に記載の化粧品組成物。
項4
カプリロイルアラニンエチルエステル及び少なくとも1種の活性剤を含む、化粧品組成物。
項5
活性剤が、UVフィルター、抗ざ瘡活性剤、抗老化活性剤、抗炎症剤、毛髪成長調節剤、毛髪又は毛包に効果を有する薬剤、制汗剤又は脱臭剤、美白剤、セルフタンニング剤、ペプチド、オリゴペプチド、タンパク質、アセチルサリチル酸、アトロピン、アズレン、ヒドロコルチゾン及びそれらの誘導体、例えばヒドロコルチゾン-17-吉草酸エステル、ビタミン類、特に、ビタミンB系及びD系、具体的には、ビタミンB1、ビタミンB12、ビタミンD、ビタミンA及びそれらの誘導体、例えばレチニルパルミタート、ビタミンE又はそれらの誘導体、例えば酢酸トコフェリルなど、ビタミンC及びそれらの誘導体、例えばアスコルビルグルコシドなど、さらに、ナイアシンアミド、パンテノール、ビサボロール ポリドカノール、不飽和脂肪酸、例えば、必須脂肪酸(通常、ビタミンFと呼ばれる)など、具体的には、γ-リノレン酸、オレイン酸、エイコサペンタエン酸、ドコサヘキサエン酸、及びそれらの誘導体、クロラムフェニコール、カフェイン、プロスタグランジン、チモール、カンファー、スクアレン、植物由来及び動物由来の抽出物又は他の製品、例えば、マツヨイグサ油、ルリジサ油又はイナゴマメ油、魚油、タラ肝油、さらに、セラミド及びセラミド様化合物、香料抽出物、緑茶抽出物、スイレン抽出物、カンゾウ抽出物、及びマンサク、ふけ防止活性化合物(例えば、二硫化セレン、ジンクピリチオン、ピロクトン、オラミン、クリンバゾール、オクトピロックス、ポリドカノール、及びそれらの組み合わせ)、並びに活性化合物複合体、例えばγ-オリザノールと、パントテン酸カルシウム、塩化カルシウム、及び酢酸カルシウムなどのカルシウム塩との活性化合物複合体、NOシンターゼ阻害剤、例えば、ニトロアルギニン;カテコール及びカテコールの胆汁酸エステル、カテコール又はカテコールの胆汁酸エステルを含有する植物又は植物の一部に由来する抽出物、ツバキ科植物の葉;ポリフェノール;フラボン及びその誘導体、セリコシド、ピリドキソール、ビタミンK、ビオチン、及び芳香物質;α-ヒドロキシ酸、例えば、乳酸若しくはサリチル酸又はそれらの塩、例えば、乳酸Na、乳酸Ca、又は乳酸TEA、尿素、アラントイン、セリン、ソルビトール、乳タンパク質、及びパンテノールからなる群より選択されることを特徴とする、項4に記載の化粧品組成物。
項6
活性剤が、UVフィルター、抗ざ瘡活性剤、抗老化活性剤、抗炎症剤、毛髪調節剤、制汗剤又は脱臭剤、美白剤、セルフタンニング剤、及びビタミン類からなる群より選択されることを特徴とする、項4に記載の化粧品組成物。
項7
カプリロイルアラニンエチルエステル及び少なくとも1種のUVフィルターを含む、化粧品組成物。
項8
カプリロイルアラニンエチルエステル及び少なくとも1種のセルフタンニング剤又は少なくとも1種の美白剤を含む、化粧品組成物。
項9
カプリロイルアラニンエチルエステル並びに少なくとも1種の制汗剤及び/又は脱臭剤を含む、化粧品組成物。
項10
カプリロイルアラニンエチルエステル並びに少なくとも1種の抗ざ瘡活性剤及び/又は少なくとも1種の抗炎症活性剤を含む、化粧品組成物。
項11
カプリロイルアラニンエチルエステル及び少なくとも1種の抗老化活性剤を含む、化粧品組成物。
項12
カプリロイルアラニンエチルエステル及びビタミン類を含む、化粧品組成物。
項13
カプリロイルアラニンエチルエステル及び少なくとも1種の毛髪調節活性剤を含む、化粧品組成物。
項14
薬理活性物質及び化粧活性物質の浸透促進剤としての、カプリロイルアラニンエチルエステルの使用。
項15
カプリロイルアラニンエチルエステルを含む組成物を局所的に塗布することによる、薬理活性物質及び化粧活性物質の皮膚浸透を促進する方法。
Claims (10)
- カプリロイルアラニンエチルエステル、並びにUVフィルター、抗ざ瘡活性剤、抗老化活性剤、抗炎症剤、毛髪調節剤、毛髪又は毛包に効果を有する薬剤、制汗剤又は脱臭剤、美白剤、セルフタンニング剤、ペプチド、オリゴペプチド、タンパク質、アセチルサリチル酸、アトロピン、アズレン、ヒドロコルチゾン、ヒドロコルチゾン17-吉草酸エステル、ビタミン類、ビタミンB系及びビタミンD系、ビタミンB1、ビタミンB12、ビタミンD、ビタミンA、レチニルパルミタート、ビタミンE、酢酸トコフェリル、ビタミンC、アスコルビルグルコシド、ナイアシンアミド、パンテノール、ビサボロール ポリドカノール、不飽和脂肪酸、ビタミンF、γ-リノレン酸、オレイン酸、エイコサペンタエン酸、ドコサヘキサエン酸、クロラムフェニコール、カフェイン、プロスタグランジン、チモール、カンファー、スクアレン、植物由来及び動物由来の抽出物、マツヨイグサ油、ルリジサ油又はイナゴマメ油、魚油、タラ肝油、セラミド、香料抽出物、緑茶抽出物、スイレン抽出物、カンゾウ抽出物、及びマンサク、ふけ防止活性化合物、二硫化セレン、ジンクピリチオン、ピロクトン、オラミン、クリンバゾール、オクトピロックス、ポリドカノール、γ-オリザノール、カルシウム塩、パントテン酸カルシウム、塩化カルシウム、酢酸カルシウム、NOシンターゼ阻害剤、ニトロアルギニン、カテコール、カテコールの胆汁酸エステル、カテコール又はカテコールの胆汁酸エステルを含有する植物又は植物の一部に由来する抽出物、ツバキ科植物の葉、ポリフェノール、フラボン、セリコシド、ピリドキソール、ビタミンK、ビオチン、及び芳香物質、α-ヒドロキシ酸、乳酸若しくはサリチル酸又はそれらの塩、乳酸Na、乳酸Ca、乳酸TEA、尿素、アラントイン、セリン、ソルビトール、乳タンパク質、及びパンテノールからなる群より選択される少なくとも1種の活性剤を含む、化粧品組成物。
- 全組成物に対して、0.1〜90重量%のカプリロイルアラニンエチルエステルを含むことを特徴とする、請求項1に記載の化粧品組成物。
- エマルション組成物であることを特徴とする、請求項1又は請求項2に記載の化粧品組成物。
- カプリロイルアラニンエチルエステル及び少なくとも1種のUVフィルターを含む、化粧品組成物。
- カプリロイルアラニンエチルエステル及び少なくとも1種のセルフタンニング剤又は少なくとも1種の美白剤を含む、化粧品組成物。
- カプリロイルアラニンエチルエステル並びに少なくとも1種の制汗剤及び/又は脱臭剤を含む、化粧品組成物。
- カプリロイルアラニンエチルエステル並びに少なくとも1種の抗ざ瘡活性剤及び/又は少なくとも1種の抗炎症活性剤を含む、化粧品組成物。
- カプリロイルアラニンエチルエステル及び少なくとも1種の抗老化活性剤を含む、化粧品組成物。
- カプリロイルアラニンエチルエステル及びビタミン類を含む、化粧品組成物。
- カプリロイルアラニンエチルエステル、並びに
新しい毛周期の成長を誘発し、成長速度を高め、又は毛幹径を増加させる毛髪成長刺激剤、
毛髪量、毛髪の光沢、及び毛髪の強度及び毛髪の厚さを増加させる毛髪に効果を有する薬剤、
毛包に効果を有する薬剤、及び
毛髪成長阻害剤からなる群より選択される少なくとも1種の毛髪調節剤
を含む、化粧品組成物。
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EP14154961 | 2014-02-13 | ||
EP14154961.8 | 2014-02-13 | ||
PCT/EP2015/052109 WO2015121102A1 (en) | 2014-02-13 | 2015-02-03 | Capryloyl alanine ethylester as a penetration enhanceer |
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US11051510B2 (en) | 2014-01-30 | 2021-07-06 | Basf Se | Asymmetric formales and acetales as adjuvants for crop protection |
CN106068076B (zh) | 2014-03-12 | 2021-02-02 | 巴斯夫欧洲公司 | 作为作物保护用助剂的醇烷氧基化物的碳酸酯 |
EP3468530A4 (en) | 2016-06-10 | 2020-03-11 | Clarity Cosmetics Inc. | NON-COMEDOGENOUS HAIR AND SCALP CARE FORMULATIONS AND METHOD OF USE |
JP6813165B2 (ja) * | 2016-07-26 | 2021-01-13 | ピアス株式会社 | 擬似眉形成化粧料 |
WO2018056608A1 (ko) * | 2016-09-23 | 2018-03-29 | 씨제이제일제당 (주) | 화장품용 지방산 에틸 에스테르 |
JP2018177768A (ja) * | 2017-04-04 | 2018-11-15 | 味の素株式会社 | 組成物 |
JP7187781B2 (ja) * | 2017-04-04 | 2022-12-13 | 味の素株式会社 | 保湿剤 |
US20200155634A1 (en) * | 2017-07-14 | 2020-05-21 | Life Science Investments Ltd | Cosmetic composition comprising coleus forskohlii and cassia occidentalis and/or cassia alata, and compositions for use in treating vitiligo |
CN112137995A (zh) * | 2019-06-28 | 2020-12-29 | 默克专利股份有限公司 | 增加皮肤细胞中钙的细胞利用率的方法和混合物 |
KR20230130432A (ko) | 2022-03-03 | 2023-09-12 | 충남대학교산학협력단 | miRNA204 억제제를 포함하는 비알코올성 지방간 질환 예방 또는 치료용 조성물 |
ZA202212072B (en) * | 2022-11-04 | 2023-08-30 | Daniel Byrne | Personal cleansing composition |
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US3969087A (en) * | 1974-08-07 | 1976-07-13 | Ajinomoto Co., Ltd. | Gels of nonpolar liquids with N-acyl amino acids and derivatives thereof as gelling agents |
JP3202777B2 (ja) * | 1992-01-24 | 2001-08-27 | リンテック株式会社 | 経皮吸収促進剤及びテープ製剤 |
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JP2000035524A (ja) * | 1998-07-21 | 2000-02-02 | Sony Corp | 光導波路およびその製造方法 |
AU1262501A (en) * | 1999-11-12 | 2001-05-30 | Pharmaderm Laboratories, Ltd. | Compositions for transdermal and transmucosal administration of therapeutic agents |
FR2826264B1 (fr) * | 2001-06-26 | 2005-03-04 | Oreal | Solubilisation de derives 1,3,5 triazine par des esters n-acyles d'acide amine |
FR2827511B1 (fr) * | 2001-07-19 | 2003-10-17 | Oreal | Composition autobronzante contenant un ester n-acyle d'acide amine et un agent autobronzant |
US9265725B2 (en) * | 2002-10-25 | 2016-02-23 | Foamix Pharmaceuticals Ltd. | Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof |
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US20060251597A1 (en) * | 2005-05-04 | 2006-11-09 | Yu Ruey J | Anti-odor compositions and therapeutic use |
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CN105979926A (zh) | 2016-09-28 |
KR102352339B1 (ko) | 2022-01-17 |
US20160367457A1 (en) | 2016-12-22 |
EP3104833A1 (en) | 2016-12-21 |
ES2664807T3 (es) | 2018-04-23 |
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BR112016018625B1 (pt) | 2020-10-13 |
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