JP6624380B2 - 脂質ペプチド型化合物を含有するスティック状基材 - Google Patents
脂質ペプチド型化合物を含有するスティック状基材 Download PDFInfo
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- JP6624380B2 JP6624380B2 JP2015555015A JP2015555015A JP6624380B2 JP 6624380 B2 JP6624380 B2 JP 6624380B2 JP 2015555015 A JP2015555015 A JP 2015555015A JP 2015555015 A JP2015555015 A JP 2015555015A JP 6624380 B2 JP6624380 B2 JP 6624380B2
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- ZNVKGUVDRSSWHV-UHFFFAOYSA-L zinc;4-hydroxybenzenesulfonate Chemical compound [Zn+2].OC1=CC=C(S([O-])(=O)=O)C=C1.OC1=CC=C(S([O-])(=O)=O)C=C1 ZNVKGUVDRSSWHV-UHFFFAOYSA-L 0.000 description 1
- GBFLQPIIIRJQLU-UHFFFAOYSA-L zinc;tetradecanoate Chemical compound [Zn+2].CCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCC([O-])=O GBFLQPIIIRJQLU-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 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
- 239000002446 δ-tocopherol Substances 0.000 description 1
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Description
水性固形状組成物としては従来、水と脂肪酸石鹸と油分と粉末を含有する固形状水中油型メーキャップ化粧料(特許文献1)、アルキル及び/またはアルケニルオリゴグリコシド、油性物質、及びノニオン性乳化剤を含有するスティック状の水性化粧品(特許文献2)等が提案されている。
本発明は上記の事情に基いてなされたものであり、その解決しようとする課題は、スティック状の基材等に使用できる破断強度が高い皮膚外用固形基材を提供することである。
第2観点として、1,2−アルカンジオール又はグリセリンを更に含む、第1観点に記載の皮膚外用固形基材に関する。
第3観点として、少なくとも一種の脂肪酸を更に含む、第1観点又は第2観点に記載の皮膚外用固形基材に関する。
第4観点として、少なくとも一種の油性基剤を更に含む、第1観点乃至第3観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第5観点として、少なくとも一種の有機酸を更に含む、第1観点乃至第4観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第6観点として、前記界面活性剤が、エチレングリコールアルキルエーテル、リン脂質、ポリグリセリン脂肪酸エステル及びポリオキシエチレンポリオキシプロピレンアルキルエーテルからなる群から選択される1種類以上の化合物である、第1観点乃至第5観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第7観点として、前記脂肪酸がステアリン酸である、第3観点乃至第6観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第8観点として、前記有機酸がアスコルビン酸である、第5観点乃至第7観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第9観点として、ポリエチレングリコールを更に含有する、第1観点乃至第8観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第10観点として、化粧品又は医薬用である、第1観点乃至第9観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第11観点として、スティック状である、第1観点乃至第10観点のうち何れか一項に記載の皮膚外用固形基材に関する。
第12観点として、界面活性剤及び水と、前記式(1)乃至式(3)で表される化合物又はその薬学的に使用可能な塩のうちの少なくとも一種からなる脂質ペプチド型化合物とを含む、水性組成物に関する。
第13観点として、1,2−アルカンジオール又はグリセリンを更に含む、第12観点に記載の水性組成物。
第14観点として、少なくとも一種の脂肪酸を更に含む、第12観点又は第13観点に記載の水性組成物に関する。
第15観点として、前記界面活性剤が、エチレングリコールアルキルエーテル、リン脂質、ポリグリセリン脂肪酸エステル及びポリオキシエチレンポリオキシプロピレンアルキルエーテルからなる群から選択される1種類以上の化合物である、第12観点乃至第14観点のうち何れか一項に記載の水性組成物に関する。
第16観点として、皮膚外用固形基材の調製のためのプレミックスである、第12観点乃至第15観点のうち何れか一項に記載の水性組成物に関する。
第17観点として、第12観点乃至第16観点のうち何れか一項に記載の水性組成物を室温以上100℃未満の温度で加熱する工程、
室温以上100℃未満の温度で加熱した水相に、上記加熱した水性組成物を添加し、混合する工程、及び
得られた混合物を冷却し、ゲルを形成させる工程、
を含む第1観点に記載の皮膚外用固形基材の製造方法に関する。
第18観点として、前記水相が少なくとも一種の油性基材を含む、第17観点に記載の製造方法に関する。
第19観点として、前記水相がポリエチレングリコールを含む、第17観点に記載の製造方法に関する。
第20観点として、第12観点乃至第16観点のうち何れか一項に記載の水性組成物を室温以上100℃未満の温度で加熱する工程、
室温以上100℃未満の温度で加熱した水相に、上記加熱した水性組成物を添加し、混合する工程、
得られた混合物を冷却し、ゲルを形成させる工程、及び
前記冷却過程の中途において、前記混合物に水と有機酸の混合液を添加し、さらに混合する工程、
を含む第5観点に記載の皮膚外用固形基材の製造方法に関する。
第21観点として、前記水相が少なくとも一種の油性基材を含む、第20観点に記載の製造方法に関する。
また本発明は、およそ90質量%もの高い含水量を達成可能なゲル状の基材であり、また油性成分も同時に配合可能な皮膚外用固形基材を提供できる。
さらに本発明の皮膚外用固形基材において添加剤として含まれる各主成分は食品や化粧品、医薬品の添加剤として汎用の添加剤である。
すなわち、本発明の皮膚外用固形基材は生体安全性が高く、特に、医用材料、或いは化粧品用材料等において要求される高い安全性の観点からみて、上記用途において非常に有用である。
その上本発明の皮膚外用固形基材は、ヒトの肌等に適用した場合に清涼感がよく、また折れたり変形したりせず、伸びがよい基材となることが期待されるため、化粧品用基材や医薬用基材として、特にスティック状の基材として非常に有用である。
そして本発明は上記水性組成物を用いることにより、特に、アスコルビン酸のような有機酸を多量に配合した場合においても、スティック状基材として求められる強度を有するゲル状の皮膚外用固形基材を提供できる。
また本発明は、前記界面活性剤、水、前記脂質ペプチド型化合物を含み、所望により1,2−アルカンジオール又はグリセリン、脂肪酸を含み、さらに油性基材、有機酸、ポリエチレングリコール、その他添加剤を含み得る水性組成物も対象とする。
本発明の皮膚外用固形基材は化粧品又は医薬品向けに好適であり、特にスティック状の基材として適用され得る。なお本発明においてスティック状基材とは、棒状の形状を維持し且つ皮膚等に適用可能となる強度を有する棒状の基材を言及する。スティック基材として求められる強度としては、例えば破断強度:0.4×105Pa〜8.0×105Paであり、好ましくは1.0×105Pa〜7.0×105Paであり、より好ましくは1.0×105Pa〜6.0×105Paである。
以下、各構成成分について説明する。
本発明の皮膚外用固形基材又は水性組成物において用いる脂質ペプチド型化合物としては、下記式(1)乃至式(3)で表される化合物(脂質ペプチド)又はその薬学的に使用可能な塩(疎水性部位である脂質部と親水性部位であるペプチド部とを有する低分子化合物)を用いることができる。
R1は及び隣接するカルボニル基で構成される脂質部(アシル基)の具体例としては、ラウロイル基、ドデシルカルボニル基、ミリストイル基、テトラデシルカルボニル基、パルミトイル基、マルガロイル基、オレオイル基、エライドイル基、リノレオイル基、ステアロイル基、バクセノイル基、オクタデシルカルボニル基、アラキドイル基、エイコシルカルボニル基、ベヘノイル基、エルカノイル基、ドコシルカルボニル基、リグノセイル基、ネルボノイル基等を挙げることができ、特に好ましいものとして、ラウロイル基、ミリストイル基、パルミトイル基、マルガロイル基、ステアロイル基、オレオイル基、エライドイル基及びベヘノイル基が挙げられる。
上記炭素原子数1若しくは2の分岐鎖を有し得る炭素原子数1乃至4のアルキル基とは、主鎖の炭素原子数が1乃至4であり、かつ炭素原子数1若しくは2の分岐鎖を有し得るアルキル基を意味し、その具体例としては、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基、sec−ブチル基又はtert−ブチル基などが挙げられる。
上記R2は好ましくは、水素原子、又は炭素原子数1の分岐鎖を有し得る炭素原子数1乃至3のアルキル基であり、より好ましくは水素原子である。
炭素原子数1の分岐鎖を有し得る炭素原子数1乃至3のアルキル基とは、主鎖の炭素原子数が1乃至3であり、かつ炭素原子数1の分岐鎖を有し得るアルキル基を意味し、その具体例としては、メチル基、エチル基、n−プロピル基、i−プロピル基、i−ブチル基又はsec−ブチル基などが挙げられ、好ましくはメチル基、i−プロピル基、i−ブチル基又はsec−ブチル基である。
上記R3を表す−(CH2)n−X基において、Xは好ましくはアミノ基、グアニジノ基、カルバモイル基(−CONH2基)、ピロール基、イミダゾール基、ピラゾール基又はインドール基であり、より好ましくはイミダゾール基である。また、上記−(CH2)n−X基において、nは好ましくは1又は2であり、より好ましくは1である。
従って、上記−(CH2)n−基は、好ましくはアミノメチル基、2−アミノエチル基、3−アミノプロピル基、4−アミノブチル基、カルバモイルメチル基、2−カルバモイルエチル基、3−カルバモイルブチル基、2−グアニジノエチル基、3−グアニジノブチル基、ピロールメチル基、4−イミダゾールメチル基、ピラゾールメチル基、又は3−インドールメチル基を表し、より好ましくは4−アミノブチル基、カルバモイルメチル基、2−カルバモイルエチル基、3−グアニジノブチル基、4−イミダゾールメチル基又は3−インドールメチル基を表し、さらに好ましくは4−イミダゾールメチル基である。
上記式(2)において、R5乃至R7は、それぞれ独立して、水素原子、又は炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基、又は−(CH2)n−X基を表し、且つR5乃至R7のうち少なくとも一つ以上が−(CH2)n−X基を表す。nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環式基若しくは6員環式基、又は5員環と6員環から構成される縮合複素環式基を表す。ここでR5乃至R7の好ましい具体例としては、前出のR2及びR3で定義したものと同じ基が挙げられる。
上記式(3)において、R9乃至R12は、それぞれ独立して、水素原子、又は炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基、又は−(CH2)n−X基を表し、且つR9乃至R12のうち少なくとも一つ以上が−(CH2)n−X基を表す。nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環式基若しくは6員環式基、又は5員環と6員環から構成される縮合複素環式基を表す。ここでR9乃至R12の好ましい具体例としては、前出のR2及びR3で定義したものと同じ基が挙げられる。
本発明において、脂質ペプチド型化合物の配合量は、得られる水性組成物の総質量に対して、例えば5乃至20質量%、好ましくは、10乃至20質量%である。
なお本発明において用いられる脂質ペプチド型化合物は、上記式(1)乃至式(3)で表される化合物(脂質ペプチド)又はその薬学的な使用可能な塩のうちの少なくとも一種からなり、ヒドロゲル化剤としてこれら化合物を単独で、或いは二種以上を組み合わせて用いることができる。
本発明の皮膚外用固形基材又は水性組成物において使用する界面活性剤として、分子内に親水部と疎水部を有し、かつ該親水部がベタイン構造を有する化合物(以下、ベタイン系化合物とも称する)、エチレングリコールアルキルエーテル、ポリグリセリン脂肪酸エステル、或いはポリオキシエチレンポリオキシプロピレンアルキルエーテルを好適に用いることができる。
また、上記ベタイン系化合物として、ホスファチジルコリン、ホスファチジルエタノールアミン、ホスファチジルセリン、ホスファチジルイノシトール、ホスファチジルグリセロール、ジホスファチジルグリセロール(カルジオリピン)、ホスファチジン酸などのグリセロリン脂質;リゾホスファチジルコリン(リゾレシチン)、リゾホスファチジルエタノールアミン、リゾホスファチジルセリン、リゾホスファチジルイノシトール、リゾホスファチジルグリセロール、リゾホスファチジン酸などのリゾグリセロリン脂質;スフィンゴミエリンなどのスフィンゴリン脂質;およびこれらの水素添加物などが挙げられる。これらのリン脂質は、大豆、卵黄などの動植物由来のものでもよく、化学的もしくは酵素的方法により合成されたものでもよい。
上記ベタイン系化合物の中でも、好ましくは、ラウリルジメチルアミノ酢酸ベタイン、ラウリン酸アミドプロピルベタイン、ラウリルヒドロキシスルホベタイン、ステアリルベタイン、リゾホスファチジルコリン(リゾレシチン)、リゾホスファチジルエタノールアミン、リゾホスファチジルセリン、リゾホスファチジルイノシトール、リゾホスファチジルグリセロール、リゾホスファチジン酸などが挙げられ、さらに好ましくは、リゾホスファチジルコリン(リゾレシチン)が挙げられる。
このような界面活性剤としては、例えばイソステアリン酸ソルビタン、ステアレス−8、ベヘネス−10、ラウレス−5、セテス−7、オレス−8、イソステアリン酸PEG−8グリセリル、コレス−10、イソステアリン酸PEG−10BG、トリイソステアリン酸PEG−30グリセリル、トリイソステアリン酸PEG−30グリセリル、トリオレイン酸PEG−30グリセリル、トリイソステアリン酸PEG−30トリメチロールプロパン、ラウリン酸PEG−30水添ヒマシ油、PCAイソステアリン酸PEG−30水添ヒマシ油、オクチルドデセス−10、ジラウリン酸PEG−12、テトラオレイン酸ソルベス−40、ジイソステアリン酸ポリグリセリル−10、ジイソステアリン酸PEG−20グリセリル、イソステアリン酸PEG−8、イソステアリン酸PEG−10グリセリル、トリイソステアリン酸PEG−60水添ヒマシ油、PPG−2−デセス−7、オレス−10、水添ダイマージリノレス−20、ヤシ脂肪酸ソルビタン、イソステアレス−10、ステアレス−11、トリミリスチン酸PEG−30トリメチロールプロパン、イソステアリン酸PEG−40水添ヒマシ油、イソステアリン酸PEG−40水添ヒマシ油、PCAイソステアリン酸PEG−40水添ヒマシ油、ラウレス−7、イソセテス−10、セテス−10、イソステアリン酸PEG−10、ステアリン酸PEG−10、オレイン酸PEG−10、ステアリン酸PEG−10グリセリル、オレス−12、デシルテトラデセス−15、コレス−15、ジラウリン酸PEG−16、PEG−30水添ヒマシ油、トリイソステアリン酸PEG−40グリセリル、トリオレイン酸PEG−40グリセリル、トリイソステアリン酸PEG−40トリメチロールプロパン、ラウリン酸PEG−40水添ヒマシ油、ラウリン酸PEG−12などが挙げられる。
本発明において、界面活性剤の配合量は、得られる水性組成物の総質量に対して、例えば1乃至20質量%、好ましくは、2乃至10質量%である。
なお本発明において用いられる界面活性剤は、上述の界面活性剤群の少なくとも一種であり、これら界面活性剤を単独で、或いは二種以上を組み合わせて用いることができる。
本発明の皮膚外用固形基材又は水性組成物には、1,2−アルカンジオールを含んでいてもよい。1,2−アルカンジオールは前記脂質ペプチド型化合物の溶解性を促進させる働きをもつ。
前記1,2−アルカンジオールの具体例としては、1,2−ペンタンジオール、1,2−ヘキサンジオール、1,2−オクタンジオール及び1,2−デカンジオールなどが挙げられる。好ましくは、1,2−ペンタンジオール、1,2−ヘキサンジオール、1,2−オクタンジオールが挙げられる。さらに好ましくは、1,2−ペンタンジオール又は1,2−ヘキサンジオールである。本発明で使用する1,2−アルカンジオールは上述の1,2−アルカンジオール群の少なくとも一種であり、これら1,2−アルカンジオールを単独で、或いは二種以上を組み合わせて用いることができる。
また本発明の皮膚外用固形基材又は水性組成物では、上記1,2−アルカンジオールに加えて、グリセリンも、前記脂質ペプチド型化合物の溶解性を促進させる働きを有するものとして好適に使用され得る。なお前述の界面活性剤には、市販品においてグリセリンを溶剤として含む製品もあり、この市販品を使用した場合に成分として含まれるグリセリンも同様に脂質ペプチド型化合物の溶解性を促進させるように作用する。
本発明において、1,2−アルカンジオール又はグリセリンの配合量は、得られる皮膚外用固形基材の総質量に対して、例えば1乃至20質量%、好ましくは、1乃至10質量%、より好ましくは1乃至5質量%である。
本発明において、1,2−アルカンジオール又はグリセリンの配合量は、得られる水性組成物の総質量に対して、例えば2乃至20質量%、好ましくは、2乃至10質量%である。
本発明の皮膚外用固形基材又は水性組成物は、脂肪酸をさらに含んでいてもよい。本発明において使用される脂肪酸は、好ましくは炭素原子数10乃至20の飽和脂肪酸及び不飽和脂肪酸並びにそれら脂肪酸の塩からなる群から選択される少なくとも1種であり、例えば脂肪酸としてはカプリン酸、ウンデカン酸、ラウリン酸、トリデカン酸、ミリスチン酸、ペンタデカン酸、パルミチン酸、マルガリン酸、ステアリン酸が挙げられる。さらに好ましくは、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸が挙げられ、なかでもステアリン酸が好ましい。
本発明において、使用される脂肪酸の配合量は、得られる皮膚外用固形基材の総質量に対して、例えば0.1乃至2.0質量%、好ましくは0.2乃至1.0質量%である。
本発明において、脂肪酸の配合量は、得られる水性組成物の総質量に対して、例えば0.5乃至5質量%、好ましくは、0.5乃至3質量%である。
なお本発明において用いられる脂肪酸は、上記脂肪酸群から選択される少なくとも1種であり、これら脂肪酸を単独で、或いは二種以上を組み合わせて用いることができる。
本発明の皮膚外用固形基材はさらに油性基材を含んでいてもよい。また本発明の水性組成物においても油性基材を含み得る。本発明において使用される油性基剤としては、セタノール、ミリスチルアルコール、オレイルアルコール、ラウリルアルコール、セトステアリルアルコール、ステアリルアルコール、アラキルアルコール、ベヘニルアルコール、ホホバアルコール、キミルアルコール、セラキルアルコール、バチルアルコール、ヘキシルデカノール、イソステアリルアルコール、2−オクチルドデカノール、ダイマージオール等の高級(多価)アルコール類;ベンジルアルコール等のアラルキルアルコール及びその誘導体;イソステアリン酸、ベヘン酸、ウンデシレン酸、12−ヒドロキシステアリン酸、パルミトオレイン酸、オレイン酸、リノール酸、リノレイン酸、エルカ酸、ドコサヘキサエン酸、エイコサペンタエン酸、イソヘキサデカン酸、アンテイソヘンイコサン酸、長鎖分岐脂肪酸、ダイマー酸、水素添加ダイマー酸等;流動パラフィン(ミネラルオイル)、重質流動イソパラフィン、軽質流動イソパラフィン、α−オレフィンオリゴマー、ポリイソブテン、水添ポリイソブテン、ポリブテン、スクワラン、オリーブ由来スクワラン、スクワレン、ワセリン、固形パラフィン等の炭化水素類;キャンデリラワックス、カルナウバワックス、ライスワックス、木ろう、みつろう、モンタンワックス、オゾケライト、セレシン、パラフィンワックス、マイクロクリスタリンワックス、ペトロラタム、フィッシャートロプシュワックス、ポリエチレンワックス、エチレン・プロピレンコポリマー等のワックス類;ヤシ油、パーム油、パーム核油、サフラワー油、オリーブ油、ヒマシ油、アボカド油、ゴマ油、茶油、月見草油、小麦胚芽油、マカデミアナッツ油、ヘーゼルナッツ油、ククイナッツ油、ローズヒップ油、メドウフォーム油、パーシック油、ティートリー油、ハッカ油、トウモロコシ油、ナタネ油、ヒマワリ油、小麦胚芽油、アマニ油、綿実油、大豆油、落花生油、コメヌカ油、カカオ脂、シア脂、水素添加ヤシ油、水素添加ヒマシ油、ホホバ油、水素添加ホホバ油等の植物油脂類;牛脂、乳脂、馬脂、卵黄油、ミンク油、タートル油等の動物性油脂類;鯨ロウ、ラノリン、オレンジラッフィー油等の動物性ロウ類;液状ラノリン、還元ラノリン、吸着精製ラノリン、酢酸ラノリン、酢酸液状ラノリン、ヒドロキシラノリン、ポリオキシエチレンラノリン、ラノリン脂肪酸、硬質ラノリン脂肪酸、ラノリンアルコール、酢酸ラノリンアルコール、酢酸(セチル・ラノリル)エステル等のラノリン類;コレステロール、ジヒドロコレステロール、ラノステロール、ジヒドロラノステロール、フィトステロール、コール酸等のステロール類;サポゲニン類;サポニン類;酢酸コレステリル、ノナン酸コレステリル、ステアリン酸コレステリル、イソステアリン酸コレステリル、オレイン酸コレステリル、N−ラウロイル−L−グルタミン酸ジ(コレステリル/ベヘニル/オクチルドデシル)、N−ラウロイル−L−グルタミン酸ジ(コレステリル/オクチルドデシル)、N−ラウロイル−L−グルタミン酸ジ(フィトステリル/ベヘニル/オクチルドデシル)、N−ラウロイル−L−グルタミン酸ジ(フィトステリル/オクチルドデシル)、N−ラウロイルサルコシンイソプロピル等のアシルサルコシンアルキルエステル、12−ヒドロキシステアリン酸コレステリル、マカデミアナッツ油脂肪酸コレステリル、マカデミアナッツ油脂肪酸フィトステリル、イソステアリン酸フィトステリル、軟質ラノリン脂肪酸コレステリル、硬質ラノリン脂肪酸コレステリル、長鎖分岐脂肪酸コレステリル、長鎖α−ヒドロキシ脂肪酸コレステリル等のステロールエステル類;リン脂質・コレステロール複合体、リン脂質・フィトステロール複合体等の脂質複合体;ミリスチン酸オクチルドデシル、ミリスチン酸ヘキシルデシル、イソステアリン酸オクチルドデシル、パルミチン酸セチル、パルミチン酸オクチルドデシル、オクタン酸セチル、オクタン酸ヘキシルデシル、イソノナン酸イソトリデシル、イソノナン酸イソノニル、イソノナン酸オクチル、イソノナン酸イソトリデシル、ネオペンタン酸イソデシル、ネオペンタン酸イソトリデシル、ネオペンタン酸イソステアリル、ネオデカン酸オクチルドデシル、オレイン酸オレイル、オレイン酸オクチルドデシル、リシノレイン酸オクチルドデシル、ラノリン脂肪酸オクチルドデシル、ジメチルオクタン酸ヘキシルデシル、エルカ酸オクチルドデシル、イソステアリン酸硬化ヒマシ油、オレイン酸エチル、アボカド油脂肪酸エチル、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、パルミチン酸オクチル、イソステアリン酸イソプロピル、ラノリン脂肪酸イソプロピル、セバチン酸ジエチル、セバチン酸ジイソプロピル、セバチン酸ジオクチル、アジピン酸ジイソプロピル、セバチン酸ジブチルオクチル、アジピン酸ジイソブチル、コハク酸ジオクチル、クエン酸トリエチル等のモノアルコールカルボン酸エステル類;乳酸セチル、リンゴ酸ジイソステアリル、モノイソステアリン酸水添ヒマシ油等のオキシ酸エステル類;トリオクタン酸グリセリル(トリ2−エチルヘキサン酸グリセリル)、トリオレイン酸グリセリル、トリイソステアリン酸グリセリル、ジイソステアリン酸グリセリル、トリ(カプリル酸/カプリン酸)グリセリル、トリ(カプリル酸/カプリン酸/ミリスチン酸/ステアリン酸)グリセリル、水添ロジントリグリセリド(水素添加エステルガム)、ロジントリグリセリド(エステルガム)、ベヘン酸エイコサン二酸グリセリル、トリオクタン酸トリメチロールプロパン、トリイソステアリン酸トリメチロールプロパン、ジオクタン酸ネオペンチルグリコール、ジカプリン酸ネオペンチルグリコール、ジオクタン酸2−ブチル−2−エチル−1,3−プロパンジオール、ジオレイン酸プロピレングリコール、テトラオクタン酸ペンタエリスリチル、水素添加ロジンペンタエリスリチル、トリエチルヘキサン酸ジトリメチロールプロパン、(イソステアリン酸/セバシン酸)ジトリメチロールプロパン、トリエチルヘキサン酸ペンタエリスリチル、(ヒドロキシステアリン酸/ステアリン酸/ロジン酸)ジペンタエリスリチル、ジイソステアリン酸ジグリセリル、テトライソステアリン酸ポリグリセリル、ノナイソステアリン酸ポリグリセリル−10、デカ(エルカ酸/イソステアリン酸/リシノレイン酸)ポリグリセリル−8、(ヘキシルデカン酸/セバシン酸)ジグリセリルオリゴエステル、ジステアリン酸グリコール(ジステアリン酸エチレングリコール)、ジネオペンタン酸3−メチル−1,5−ペンタンジオール、ジネオペンタン酸2,4−ジエチル−1,5−ペンタンジオール等の多価アルコール脂肪酸エステル類;ダイマージリノール酸ジイソプロピル、ダイマージリノール酸ジイソステアリル、ダイマージリノール酸ジ(イソステアリル/フィトステリル)、ダイマージリノール酸(フィトステリル/ベヘニル)、ダイマージリノール酸(フィトステリル/イソステアリル/セチル/ステアリル/ベヘニル)、ダイマージリノール酸ダイマージリノレイル、ジイソステアリン酸ダイマージリノレイル、ダイマージリノレイル水添ロジン縮合物、ダイマージリノール酸硬化ヒマシ油、ヒドロキシアルキルダイマージリノレイルエーテル等のダイマー酸若しくはダイマージオールの誘導体;ヤシ油脂肪酸モノエタノールアミド(コカミドMEA)、ヤシ油脂肪酸ジエタノールアミド(コカミドDEA)、ラウリン酸モノエタノールアミド(ラウラミドMEA)、ラウリン酸ジエタノールアミド(ラウラミドDEA)、ラウリン酸モノイソプロパノールアミド(ラウラミドMIPA)、パルミチン酸モノエタノールアミド(パルタミドMEA)、パルミチン酸ジエタノールアミド(パルタミドDEA)、ヤシ油脂肪酸メチルエタノールアミド(コカミドメチルMEA)等の脂肪酸アルカノールアミド類;ジメチコン(ジメチルポリシロキサン)、高重合ジメチコン(高重合ジメチルポリシロキサン)、シクロメチコン(環状ジメチルシロキサン、デカメチルシクロペンタシロキサン(単にシクロペンタシロキサンとも))、フェニルトリメチコン、ジフェニルジメチコン、フェニルジメチコン、ステアロキシプロピルジメチルアミン、(アミノエチルアミノプロピルメチコン/ジメチコン)コポリマー、ジメチコノール、ジメチコノールクロスポリマー、シリコーン樹脂、シリコーンゴム、アミノプロピルジメチコン及びアモジメチコン等のアミノ変性シリコーン、カチオン変性シリコーン、ジメチコンコポリオール等のポリエーテル変性シリコーン、ポリグリセリン変性シリコーン、糖変性シリコーン、カルボン酸変性シリコーン、リン酸変性シリコーン、硫酸変性シリコーン、アルキル変性シリコーン、脂肪酸変性シリコーン、アルキルエーテル変性シリコーン、アミノ酸変性シリコーン、ペプチド変性シリコーン、フッ素変性シリコーン、カチオン変性及びポリエーテル変性シリコーン、アミノ変性及びポリエーテル変性シリコーン、アルキル変性及びポリエーテル変性シリコーン、ポリシロキサン・オキシアルキレン共重合体等のシリコーン類;パーフルオロデカン、パーフルオロオクタン、パーフルオロポリエーテル等のフッ素系油剤類が、好ましいものとして挙げられる。
本発明において、水性組成物が油性基材を含む場合、その配合量は、例えば水性組成物の総質量に対して50乃至1質量%、好ましくは、30乃至1質量%である。
なお本発明において用いられる上記油性基剤は上述の油性基剤群の少なくとも一種であり、これら油性基剤を単独で、或いは二種以上を組み合わせて用いることができる。
本発明の皮膚外用固形基材はさらに有機酸を含んでいてもよい。また本発明の水性組成物においても有機酸を含み得る。
上記有機酸としては、アスコルビン酸、クエン酸、乳酸、グリコール酸、コハク酸、酢酸、リンゴ酸、酒石酸、フマル酸等が挙げられる。中でも好ましくはアスコルビン酸、クエン酸、乳酸が挙げられ、特にアスコルビン酸、クエン酸が挙げられる。
本発明において、有機酸の配合量は、得られる皮膚外用固形基材の総質量に対して、例えば1乃至20質量%、好ましくは、1乃至10質量%である。
また本発明において、水性組成物が有機酸を含む場合、その配合量は、例えば水性組成物の総質量に対して1乃至20質量%、好ましくは、1乃至10質量%である。
本発明において、ポリエチレングリコールの配合量は、得られる皮膚外用固形基材の総質量に対して、例えば1乃至20質量%、好ましくは、1乃至10質量%である。
また本発明において、水性組成物がポリエチレングリコールを含む場合、その配合量は、例えば水性組成物の総質量に対して1乃至20質量%、好ましくは、1乃至10質量%である。
本発明の皮膚外用固形基材又は水性組成物には、必要に応じて一般的に化粧品用添加剤及び医薬部外品用添加剤として使用可能な添加剤を配合することができる。化粧品又は医薬部外品等の皮膚外用剤に配合される生理活性物質及び機能性物質等の添加成分としては、例えば保湿剤、感触向上剤、上記以外の界面活性剤、高分子、増粘・ゲル化剤、溶剤、噴射剤、酸化防止剤、還元剤、酸化剤、防腐剤、抗菌剤、殺菌剤、キレート剤、pH調整剤、酸、アルカリ、粉体、無機塩、紫外線吸収剤、美白剤、ビタミン類及びその誘導体類、育毛用薬剤、血行促進剤、刺激剤、ホルモン類、抗しわ剤、抗老化剤、ひきしめ剤、冷感剤、温感剤、創傷治癒促進剤、刺激緩和剤、鎮痛剤、細胞賦活剤、植物・動物・微生物エキス、鎮痒剤、角質剥離・溶解剤、制汗剤、清涼剤、収れん剤、酵素、核酸、香料、色素、着色剤、染料、顔料、消炎剤、抗炎症剤、抗喘息、抗慢性閉塞性肺疾患、抗アレルギー、免疫調整剤、抗感染症剤及び抗真菌剤等が挙げられる。
ラウリルベタイン(ラウリルジメチルアミノ酢酸ベタイン)等のN−アルキル−N,N−ジメチルアミノ酸ベタイン;コカミドプロピルベタイン、ラウラミドプロピルベタイン等の脂肪酸アミドアルキル−N,N−ジメチルアミノ酸ベタイン;ココアンホ酢酸ナトリウム、ラウロアンホ酢酸ナトリウム等のイミダゾリン型ベタイン;アルキルジメチルタウリン等のアルキルスルホベタイン;アルキルジメチルアミノエタノール硫酸エステル等の硫酸型ベタイン;アルキルジメチルアミノエタノールリン酸エステル等のリン酸型ベタイン;ホスファチジルコリン、ホスファチジルエタノールアミン、ホスファチジルセリン、スフィンゴミエリン等のスフィンゴリン脂質、リゾレシチン、水素添加大豆リン脂質、部分水素添加大豆リン脂質、水素添加卵黄リン脂質、部分水素添加卵黄リン脂質、水酸化レシチン等のリン脂質類;シリコーン系両性界面活性剤等;高分子界面活性剤としては、ポリビニルアルコール、アルギン酸ナトリウム、デンプン誘導体、トラガントガム、アクリル酸・メタアクリル酸アルキル共重合体;シリコーン系各種界面活性剤が好ましいものとして挙げられる。
本発明の皮膚外用固形基材は、前記式(1)乃至式(3)で表される化合物又はその薬学的に使用可能な塩のうちの少なくとも一種からなる脂質ペプチド化合物と界面活性剤及び水、更に所望により1,2−アルカンジオール又はグリセリン、脂肪酸、油性基材、有機酸及びその他添加剤とを用いて、加熱しながら混合、撹拌した後、静置放冷することによって製造され得る。またこの製造工程において、後述するように本発明の水性組成物が製造され得る。
a)上記脂質ペプチド化合物と、界面活性剤と、水を配合し、加熱して溶解液又は分散液を調製する工程
b)上記溶解液又は分散液を水に添加し、室温以上100℃未満の温度で加熱する工程
c)前記加熱工程における温度よりも低い温度になるまで撹拌しながら冷却し、その後静置放冷し、ゲル状の固形物(皮膚外用固形基材)を形成する工程
なお、1,2−アルカンジオール又はグリセリン、脂肪酸、油性基材、有機酸、ポリエチレングリコール及びその他添加剤は、a)工程において溶解液又は分散液の調製工程において添加してもよいし、b)工程において溶解液又は分散液を添加する水に予め添加していてもよい。
また得られた皮膚外用固形基材の総質量に対して、水は60質量%以上95質量%未満であることが好ましい。
また得られた溶解液又は分散液の総質量に対して、水は50質量%以上80質量%未満であることが好ましい。
a)、b)工程につづいて、液温がb)工程における温度よりも低い温度になるまで撹拌しながら冷却を行う(c)工程)。ここで冷却温度は例えば室温ないし80℃、室温ないし60℃、或いは室温ないし40℃程度である。
本発明の水性組成物を用いた皮膚外用固形基材の製造方法を以下に述べる。
水性組成物は以下に詳述するように、前述の[皮膚外用固形基材の製造方法(1)]のa)工程を経て製造される。
水性組成物を製造するには、まず、前記式(1)乃至式(3)で表される化合物又はその薬学的に使用可能な塩のうちの少なくとも一種からなる脂質ペプチド化合物と、界面活性剤と、水を混合し、加熱して溶解液又は分散液を調製する。上記溶解液又は分散液の調製中に、所望により1,2−アルカンジオール又はグリセリン、及び/又は脂肪酸を添加してもよく、また油性基材、有機酸、ポリエチレングリコール及びその他添加剤を添加することもできる。
そして、この溶解液又は分散液を冷却することにより、水性組成物を得ることができる。
得られた溶解液又は分散液は、好ましくは前記加熱温度より低い温度、例えば室温ないし80℃、室温ないし60℃、或いは室温ないし40℃程度になるまで撹拌しながら冷却し、その後撹拌を停止して、静置することがより好ましい。
また得られた水性組成物の総質量に対して、水は50質量%以上80質量%未満であることが好ましい。
こうして得られた水性組成物は、皮膚外用固形基材の調製のためのプレミックスとして有用であり、後述するように該組成物に水やその他有効成分等を配合することにより、皮膚外用固形基材を容易に調製することが可能である。
こうして得られた本発明の水性組成物を用いて、例えば下記の工程1)〜3)により、皮膚外用固形基材を製造できる。
1)水性組成物を室温以上100℃未満の温度で加熱する工程、
2)室温以上100℃未満の温度で加熱した水相に、上記加熱した水性組成物を添加し、混合する工程、及び
3)得られた混合物を冷却し、ゲルを形成させる工程。
上記水相は水を含み、さらに油性基材を含み得、また1,2−アルカンジオール又はグリセリン、脂肪酸、有機酸、ポリエチレングリコール及びその他添加剤を含んでいてもよい。
4)水性組成物を室温以上100℃未満の温度で加熱する工程、
5)室温以上100℃未満の温度で加熱した水相に、上記加熱した水性組成物を添加し、混合する工程、
6)得られた混合物を冷却し、ゲルを形成させる工程、及び
7)前記冷却過程の中途において、前記混合物に水と有機酸の混合液を添加し、さらに混合する工程。
上記水相は水を含み、さらに油性基材を含み得、また1,2−アルカンジオール又はグリセリン、脂肪酸、ポリエチレングリコール及びその他添加剤を含んでいてもよい。
前記2)工程並びに5)工程における、水相の加熱温度は好ましくは50℃乃至90℃、より好ましくは60℃乃至90℃、例えば70℃、或いは80℃である。水相の加熱は、特に油性基材などその他成分を含む場合には撹拌しながら行うことが好ましい。また水相に油性基材、さらには1,2−アルカンジオール又はグリセリン、脂肪酸、ポリエチレングリコールやその他添加剤を含んでいる場合、それらが均一に溶解・分散するまで、通常5分から50分程度、加熱(撹拌)を実施することが好ましい。なお、水相の加熱温度は、上記水性組成物の加熱温度と同じ温度としてもよい。
本工程において、添加する水と有機酸の混合溶液は、好ましくは添加する混合物と同程度の温度とすることにより、均一な混合を達成できるため好ましい。また該混合溶液には、所望により、1,2−アルカンジオール又はグリセリン、油性基材、脂肪酸、ポリエチレングリコールやその他添加剤を含んでいてもよく、それらが均一に溶解・分散するまで適当な温度にて加熱(撹拌)を実施してもよい。
例えば、前記6)工程において撹拌しながら混合物の液温が60℃程度となったとき、液温を60℃程度とした水と有機酸の混合溶液を混合物に添加し、さらに混合して系を均一とし、その後、好ましくは撹拌を停止し、静置して冷却することにより、ゲル(皮膚外用固形基材)を得ることができる。
本実施例においてゲル化剤として用いた脂質ペプチドを以下に示す方法で合成した。
500mLの4つ口フラスコに、ヒスチジン14.2g(91.6mmol)、N−パルミトイル−Gly−メチル30.0g(91.6mmol)、トルエン300gを投入し、塩基であるナトリウムメトキサイド 28%メタノール溶液35.3g(183.2mmol)を加え、油浴で60℃に加熱し1時間撹拌を続けた。その後、油浴を外し、25℃まで放冷し、この溶液をアセトン600gで再沈殿させ、ろ取した。ここで得られた固体を、水600gとメタノール750gの混合溶液に溶解し、ここに6規定塩酸30.5ml(183.2mmol)を加えて中和し固体を析出させ、ろ過した。次に、得られた固体をテトラヒドロフラン120gと水30gの混合液に60℃で溶解させ、酢酸エチル150gを加え、60℃から30℃まで冷却した。その後、析出した固体をろ過した。さらに得られた固体を、テトラヒドロフラン120gとアセトニトリル60g溶剤中に溶解し、60℃に加熱し、1時間撹拌した後に冷却し、ろ過した。ここで得られた固体を水120gで洗浄し、ろ過後に減圧乾燥を行いN−パルミトイル−Gly−Hisフリー体(以下、単にPal−GHとも称する)の白色の結晶、26.9g(収率65%)を得た。
(皮膚外用固形基材の調製方法)
下記表1に従って、A相の各成分をサンプル管No.5に秤量した。秤量したA相を70℃以上に加熱し、均一に溶解させた。一方、別のサンプル管No.5にB相である水5.0gを秤量し、70℃以上に加熱した。その後、A相をB相に添加し、加熱した状態で混合し約30秒程度撹拌した後、静置放冷を行った。
YAMADEN RHEONER II CREEP METER RE2−33005B((株)山電)にて、測定速度:0.5mm/秒、測定歪率:20%、格納ピッチ:0.10秒、治具:30349−3を用いて破断強度測定を行った。
得られた結果を表1に示す。
(皮膚外用固形基材の調製方法)
下記表2に従って、A相の各成分をサンプル管No.5に秤量した。秤量したA相を70℃以上に加熱し、均一に溶解させた。一方、別のサンプル管No.5にB相の各成分を秤量し、70℃以上に加熱した。その後、A相をB相に添加し、加熱した状態で混合し約30秒程度撹拌した後、60℃になるまで撹拌冷却を行った。60℃以降は、静置放冷を行った。
上記(破断強度測定方法)と同様に破断強度測定を行った。
得られた結果を表2に示す。
一方、1,2−アルカンジオール及び界面活性剤を含まない比較例1及び界面活性剤を含まない比較例2は、破断応力が検出できず、スティック状の基材としては強度が足りないという結果となった。
下記表3に従って、A相の各成分をサンプル管No.5に秤量した。秤量したA相を70℃以上に加熱し、均一に溶解させた。一方、別のサンプル管No.5にB相の各成分を秤量し、70℃以上に加熱した。その後、A相をB相に添加し、加熱した状態で混合し約30秒程度撹拌した後、60℃になるまで撹拌冷却を行った。60℃以降は、静置放冷を行った。なお実施例14のB相におけるグリセリンは、保湿剤・感度向上剤として添加したものである。
上記(破断強度測定方法)と同様に破断強度測定を行った。
得られた結果を表3に示す。
下記表4に従って、A相の各成分をマルエムサンプル管No.3に秤量した。秤量したA相を水浴(設定温度85℃)にて加熱し、均一に溶解させた。一方、スターラーチップを入れた別のマルエムサンプル管No.5にB相の各成分を秤量し、これを水浴(設定温度85℃)で加熱した。A相をB相に添加し、液温が60℃程度となるまで撹拌冷却を開始した。一方、別のサンプル管No.5にC相の各成分を秤量し、液温が60℃程度となるように加熱した。A+B相の液温が60℃になったところで、液温が60℃程度となったC相を添加し、約30秒程度撹拌した後、静置放冷した。
上記(破断強度測定方法)と同様に破断強度測定を行った。
得られた結果を表4に示す。
下記表5に従って、A相の各成分をマルエムサンプル管No.7に秤量した。秤量したA相を水浴(設定温度80℃)にて液温が80℃になるまで加熱・撹拌し、均一に溶解させた。なおこのとき撹拌にはマグネチックスターラーを用いた。一方、スターラーチップを入れた別のマルエムサンプル管No.7にB相の各成分を秤量し、これを水浴(設定温度80℃)にて液温が80℃となるまで加熱・撹拌した。A相をB相に添加し、上記設定温度にて加熱・撹拌を1分間継続した。A相+B相が入ったサンプル管を水浴から外して、冷却を開始した。冷却開始と同時にマグネチックスターラーを除去し、その後の撹拌はスパチュラを用いて液温が60℃になるまで手動にて行った。
液温が60℃となったところで、金属製の容器(内径φ9.5mm、(株)ヒダン製の口紅容器、容器本体と本体全体を覆うように蓋が取り付けられて成る)を準備し、容器本体にすりきり一杯になるまで混合物を充填し、その後すぐに容器本体の開口部に、充填した混合物を密封するようにアルミテープを貼り、さらにその上から容器本体を覆うように仮蓋としてカプセルをかぶせ、充填密封試料を作製した。こうした充填密封試料を各例毎に4本作製し(N−1〜N−4)、その後室温にて30分間、静置放冷を行った。
静置30分後に仮蓋であるカプセル除去を行い、蓋を付けた。
金属容器に蓋をしたのち質量を計測し、事前に測定しておいた金属容器(容器本体、蓋、アルミテープ)の質量を差し引いて、充填した試料の質量を算出した(調製時の試料の質量)。その後、蓋をした充填密封試料を45℃設定恒温槽内に2週間保管し、再度質量を測定して、2週間保管後の充填試料の質量を算出した(保管後の試料の質量)。2週間保管後の質量損失率を下記式にて算出した。得られた結果を表5に示す。質量損失率は低い数値であるほど試料の質量損失が少なく、すなわち、試料の経時安定性が高いことを示す。
質量損失率(%)=100−{[保管後の質量/調製時の材料の質量]×100}
下記表6に従って、A相の各成分をサンプル管No.5に秤量した。秤量したA相を70℃以上に加熱し、均一に溶解させた。一方、別のサンプル管No.5にB相である水5.0gを秤量し、70℃以上に加熱した。その後、A相をB相に添加し、加熱した状態で混合し約30秒程度撹拌した後、静置放冷を行った。
上記(破断強度測定方法)と同様に破断強度測定を行った。
得られた結果を表6に示す。
Claims (17)
- 界面活性剤及び水と、下記式(1)乃至式(3)で表される化合物又はその薬学的に使用可能な塩のうちの少なくとも一種からなる脂質ペプチド型化合物と、さらに1,2−アルカンジオール又はグリセリンを含み、前記界面活性剤が、エチレングリコールアルキルエーテル、リン脂質、ポリグリセリン脂肪酸エステル及びポリオキシエチレンポリオキシプロピレンアルキルエーテルからなる群から選択される1種以上の化合物である、皮膚外用固形基材。
(式中、R1は炭素原子数9乃至23の脂肪族基を表し、R2は水素原子、又は炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基を表し、R3は−(CH2)n−X基を表し、nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環若しくは6員環又は5員環と6員環から構成される縮合複素環を表す。)
(式中、R4は炭素原子数9乃至23の脂肪族基を表し、R5乃至R7はそれぞれ独立して水素原子、炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基、又は−(CH2)n−X基を表し、nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環若しくは6員環又は5員環と6員環から構成される縮合複素環を表す。)
(式中、R8は炭素原子数9乃至23の脂肪族基を表し、R9乃至R12はそれぞれ独立して水素原子、炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基、又は−(CH2)n−X基を表し、nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環若しくは6員環又は5員環と6員環から構成される縮合複素環を表す。) - 少なくとも一種の脂肪酸を更に含む、請求項1に記載の皮膚外用固形基材。
- 少なくとも一種の油性基剤を更に含む、請求項1又は請求項2に記載の皮膚外用固形基材。
- 少なくとも一種の有機酸を更に含む、請求項1乃至請求項3のうち何れか一項に記載の皮膚外用固形基材。
- 前記脂肪酸がステアリン酸である、請求項2乃至請求項4のうち何れか一項に記載の皮膚外用固形基材。
- 前記有機酸がアスコルビン酸である、請求項4又は請求項5に記載の皮膚外用固形基材。
- ポリエチレングリコールを更に含有する、請求項1乃至請求項6のうち何れか一項に記載の皮膚外用固形基材。
- 化粧品又は医薬用である、請求項1乃至請求項7のうち何れか一項に記載の皮膚外用固形基材。
- スティック状である、請求項1乃至請求項8のうち何れか一項に記載の皮膚外用固形材。
- 界面活性剤及び水と、下記式(1)乃至式(3)で表される化合物又はその薬学的に使用可能な塩のうちの少なくとも一種からなる脂質ペプチド型化合物と、さらに1,2−アルカンジオール又はグリセリンを含み、前記界面活性剤が、エチレングリコールアルキルエーテル、リン脂質、ポリグリセリン脂肪酸エステル及びポリオキシエチレンポリオキシプロピレンアルキルエーテルからなる群から選択される1種以上の化合物である、水性組成物。
(式中、R1は炭素原子数9乃至23の脂肪族基を表し、R2は水素原子、又は炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基を表し、R3は−(CH2)n−X基を表し、nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環若しくは6員環又は5員環と6員環から構成される縮合複素環を表す。)
(式中、R4は炭素原子数9乃至23の脂肪族基を表し、R5乃至R7はそれぞれ独立して水素原子、炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基、又は−(CH2)n−X基を表し、nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環若しくは6員環又は5員環と6員環から構成される縮合複素環を表す。)
(式中、R8は炭素原子数9乃至23の脂肪族基を表し、R9乃至R12はそれぞれ独立して水素原子、炭素原子数1若しくは2の分枝鎖を有し得る炭素原子数1乃至4のアルキル基、又は−(CH2)n−X基を表し、nは1乃至4の数を表し、Xはアミノ基、グアニジノ基、−CONH2基、又は窒素原子を1乃至3個有し得る5員環若しくは6員環又は5員環と6員環から構成される縮合複素環を表す。) - 少なくとも一種の脂肪酸を更に含む、請求項10に記載の水性組成物。
- 皮膚外用固形基材の調製のためのプレミックスである、請求項10又は請求項11に記載の水性組成物。
- 請求項10乃至請求項12のうち何れか一項に記載の水性組成物を室温以上100℃未満の温度で加熱する工程、
室温以上100℃未満の温度で加熱した水相に、上記加熱した水性組成物を添加し、混合する工程、及び得られた混合物を冷却し、ゲルを形成させる工程、
を含む請求項1に記載の皮膚外用固形基材の製造方法。 - 前記水相が少なくとも一種の油性基材を含む、請求項13に記載の製造方法。
- 前記水相がポリエチレングリコールを含む、請求項13に記載の製造方法。
- 請求項10乃至請求項12のうち何れか一項に記載の水性組成物を室温以上100℃未満の温度で加熱する工程、
室温以上100℃未満の温度で加熱した水相に、上記加熱した水性組成物を添加し、混合する工程、
得られた混合物を冷却し、ゲルを形成させる工程、及び
前記冷却過程の中途において、前記混合物に水と有機酸の混合液を添加し、さらに混合する工程、を含む請求項4に記載の皮膚外用固形基材の製造方法。 - 前記水相が少なくとも一種の油性基材を含む、請求項16に記載の製造方法。
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WO2015005219A1 (ja) * | 2013-07-09 | 2015-01-15 | 日産化学工業株式会社 | 分散液及びヒドロゲル形成方法 |
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EP3881823A1 (en) | 2021-09-22 |
EP3881823B1 (en) | 2023-01-25 |
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US10092496B2 (en) | 2018-10-09 |
EP3533439A1 (en) | 2019-09-04 |
TWI650140B (zh) | 2019-02-11 |
KR20230155620A (ko) | 2023-11-10 |
TW201907903A (zh) | 2019-03-01 |
KR20160100931A (ko) | 2016-08-24 |
KR20220016301A (ko) | 2022-02-08 |
EP3087971A4 (en) | 2017-08-30 |
EP3087971B1 (en) | 2019-06-12 |
US20160324749A1 (en) | 2016-11-10 |
WO2015099074A1 (ja) | 2015-07-02 |
BR112016014595A8 (pt) | 2018-04-17 |
HK1225619A1 (zh) | 2017-09-15 |
CN105848631A (zh) | 2016-08-10 |
JPWO2015099074A1 (ja) | 2017-03-23 |
BR112016014595B1 (pt) | 2021-05-18 |
CN112891245A (zh) | 2021-06-04 |
EP3087971A1 (en) | 2016-11-02 |
BR112016014595A2 (pt) | 2017-08-08 |
TW201536340A (zh) | 2015-10-01 |
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