JP6827050B2 - フェノール化合物を含む無水脱色素組成物 - Google Patents
フェノール化合物を含む無水脱色素組成物 Download PDFInfo
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- JP6827050B2 JP6827050B2 JP2018538520A JP2018538520A JP6827050B2 JP 6827050 B2 JP6827050 B2 JP 6827050B2 JP 2018538520 A JP2018538520 A JP 2018538520A JP 2018538520 A JP2018538520 A JP 2018538520A JP 6827050 B2 JP6827050 B2 JP 6827050B2
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- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- TYLSDQJYPYQCRK-UHFFFAOYSA-N sulfo 4-amino-4-oxobutanoate Chemical compound NC(=O)CCC(=O)OS(O)(=O)=O TYLSDQJYPYQCRK-UHFFFAOYSA-N 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- HBPNTDBLHQHPLH-UHFFFAOYSA-N tetradecyl 16-methylheptadecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC(C)C HBPNTDBLHQHPLH-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000004192 tetrahydrofuran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229940094937 thioredoxin Drugs 0.000 description 1
- 108060008226 thioredoxin Proteins 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 125000002640 tocopherol group Chemical class 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 229940098780 tribehenin Drugs 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 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
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 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
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/31—Anhydrous
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Birds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
Description
本発明の目的の一つは、式(I)による小粒子または微細化された活性剤を局所用皮膚用製剤に組み込むことである。本発明の別の目的は、フェノール系活性剤、例えば、式(I)による活性剤を、活性剤が可溶であり選択した期間にわたって安定している無水アルコール系溶媒に溶解させることである。この溶液は次いで、局所用皮膚用製剤の製造プロセスに組み込まれる。本発明の別の目的は、ヒドロキノンの有意な形成を伴わずに長期安定性を有し、活性剤の最適な放出を可能にすると同時に、投与される対象者が良好な耐容性を示す、局所的施用のための無水の医薬用および化粧用組成物を提供することである。したがって、本発明は、フェノール誘導体を含む、とりわけ、局所的施用のための新規な無水の安定した組成物を提供する。
本明細書にて使用されるパーセンテージと比は全て、組成物全体の重量を基準としたものであり、特に他の指定がない限り、測定は全て25℃でなされたものである。数値範囲は全て、それよりも狭い範囲を含み、記述された範囲の上限および下限は、明示的に記述されていない更なる範囲を創出するために交換可能である。
様々な実施形態にて、本発明は、皮膚科学的に許容される担体中のジヒドロキシベンゼンのモノエーテルと、任意選択的に少なくとも1種の追加の活性剤を含む、本質的に無水の組成物を提供する。
式(I)にて、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、およびR12は、独立してH、置換または非置換アルキル、置換または非置換ヘテロアルキル、置換または非置換アリール、置換または非置換ヘテロアリール、ハロゲン、CN、CF3、アシル、−SO2NR13R14、−NR13R14、−OR13、−S(O)2R13、−C(O)R13、−COOR13、−CONR13R14、−S(O)2OR13、−OC(O)R13、−C(O)NR13R14、−NR13C(O)R14、−NR13SO2R14、NR13C(O)NR14R15、C(NR13)R10、および−NO2から選択され、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、およびR12のうちの2つ以上は、それらが結合している原子と共に、任意選択的に結合して、置換または非置換シクロアルキル、置換または非置換ヘテロシクロアルキル、置換または非置換アリールおよび置換または非置換ヘテロアリールから選択されるものである環系を形成する。
皮膚用活性剤としての式(I)による化合物、および活性剤のための少なくとも1種の溶媒を含む活性相;
少なくとも1種の脂肪相増粘剤、例えばベヘン酸グリセリルおよび誘導体、および任意選択的な追加の脂溶性増粘剤、および/もしくは少なくとも1種のオイル、および/もしくは少なくとも1種の脂溶性界面活性剤を含有する非活性相;ならびに/または
少なくとも1種のオイル、および/もしくは少なくとも1種の脂溶性皮膚軟化剤、および/もしくは結合剤、および/もしくは何らかの任意選択的な添加剤
を含む組成物である。
皮膚用活性剤としての式(I)による化合物、および活性剤のための少なくとも1種の溶媒を含む活性相;
少なくとも1種の脂肪相増粘剤、例えばベヘン酸グリセリルおよび誘導体、および任意選択的な追加の脂溶性増粘剤、および/または少なくとも1種のオイル、および/または少なくとも1種の脂溶性界面活性剤、および/または結合剤、および/または何らかの任意選択的な添加剤、ポリオルガノシロキサンエラストマを含有する非活性相
を含む組成物である。
例えば式Iによるフェノール誘導体タイプの少なくとも1種の医薬活性剤を約0.01%〜約20%;
溶媒油性相および/または脂溶性界面活性剤を約0.05%〜約99%;
追加の脂溶性ゲル化剤または増粘剤を約0〜約50%;
添加剤を約0〜約20%
含む。
ポリフェノールタイプの少なくとも1種のフェノール誘導体を約0.05%〜約6%;
溶媒油性相および/または脂溶性界面活性剤を約1%〜約50%;
追加の脂溶性ゲル化剤または増粘剤を約1%〜約40%;
界面活性剤を約0〜約20%;
結合剤(複数可)を約0〜約30%;
添加剤を約0〜約10%
含む。
様々な実施形態にて、本発明に係る組成物は、全重量に対して重量基準で、
溶媒油性相および/または脂溶性界面活性剤を約1%〜約50%;
ベヘン酸グリセリルを約10%〜約25%;
界面活性剤を約0〜約10%;
結合剤(複数可)を約0〜約20%;
添加剤を約0〜約10%
含む。
前述のように、本発明に係る製剤は、例示の製剤中に、記載した成分以外に1つまたは複数の添加剤を含んでもよい。乳化剤。例えば、約2〜約30wt%のエチレンオキシドおよび/または約0〜約5wt%のプロピレンオキシドが、8〜22個の炭素原子を有する直鎖脂肪アルコール、12〜22個の炭素原子を有する脂肪酸、アルキル基中に8〜15個の炭素原子を有するアルキルフェノール、およびアルキルラジカル中に8〜22個の炭素原子を有するアルキルアミンに付加した付加生成物;アルキル(アルケニル)ラジカル中に8〜22個の炭素原子を有するアルキルおよび/またはアルケニルオリゴグリコシド、ならびにそのエトキシ化類似体;1〜15wt%のエチレンオキシドがヒマシ油および/または水素化ヒマシ油に付加した付加生成物;15〜60wt%のエチレンオキシドがヒマシ油および/または水素化ヒマシ油に付加した付加生成物;グリセロールおよび/またはソルビタンと12〜22個の炭素原子を有する不飽和直鎖または飽和分岐脂肪酸および/または3〜18個の炭素原子を有するヒドロキシカルボン酸との部分エステル、ならびにこれらと1〜30wt%のエチレンオキシドとの付加物;ポリグリセロール(平均自己縮合度2〜8)、ポリエチレングリコール(分子量400〜5000)、トリメチロールプロパン、ペンタエリトリトール、糖アルコール(例えばソルビトール)、アルキルグルコシド(例えばメチルグルコシド、ブチルグルコシド、ラウリルグルコシド)、およびポリグルコシド(例えばセルロース)と、12〜22個の炭素原子を有する飽和および/もしくは不飽和で直鎖もしくは分岐の脂肪酸ならびに/または3〜18個の炭素原子を有するヒドロキシカルボン酸との部分エステル、ならびにそれらと1〜30wt%のエチレンオキシドとの付加物;ペンタエリトリトール、脂肪酸、クエン酸および脂肪アルコールの混合エステル、ならびに/または6〜22個の炭素原子を有する脂肪酸、メチルグルコースおよびポリオール、好ましくはグリセロールまたはポリグリセロールの混合エステル、モノ、ジおよびトリアルキルホスファート、ならびにモノ、ジおよび/またはトリPEGアルキルホスファートおよびそれらの塩;羊毛ワックスアルコール;ポリシロキサン−ポリアルキル−ポリエーテルコポリマおよび対応する誘導体;ブロックコポリマ、例えばポリエチレングリコール−30ジポリヒドロキシステアラート;ポリマ乳化剤、例えばGoodrichのPemulenグレード(TR−1、TR−2);ポリアルキレングリコールおよび炭酸グリセロールの群のうちの少なくとも1種に由来する非イオン発生性界面活性剤。
活性剤をその脂肪性溶媒に、必要な場合には加熱によって組み込むことによって活性相を調製すること;
非活性相(複数可)を調製すること;
活性相と非活性相とを撹拌により混和すること;
というステップを含んでもよい。
様々な処置、施用、調節、または改善方法が、前述の組成物を利用し得る。その一実施形態にて、方法は、組成物による改善のための色素過剰斑を特定するステップを含む。色素過剰斑は、ユーザまたは第三者、例えば皮膚科医、メーキャップ専門科、もしくは他のケア提供者が特定してもよい。特定は、皮膚を目視して、サイズおよび/または色に基づき処置が必要な色素過剰斑を探すことにより行ってもよい。特定は更に、市販の撮像装置、例えばSIAscope(登録商標)V(Astron Clinica,Ltd.、UKから入手可能)またはVISIA(登録商標)Complexion Analysisシステム(Canfield Scientific,Inc.、Fairfield、N.J.から入手可能)によって行ってもよい。両装置は、皮膚の画像を収集して色素過剰斑を特定することができる。場合によっては、方法は、組成物による処置のための複数の色素過剰斑を特定するステップを含む。
1.溶液A:機械的撹拌を備えた250mL丸底フラスコに、10gのイソドデカン、10gのPPG−14ブチルエーテル、10gのカプリル酸/カプリン酸トリグリセリド、8gのイソノナン酸イソノニル、0.5gのベンジルアルコール、および0.05gの酢酸トコフェリルを入れた。混合物を室温で20分間撹拌し、清澄溶液を得た。
1.溶液A:機械的撹拌を備えた500mL丸底フラスコに、40gのイソドデカン、50gのPPG−14ブチルエーテル、50gのカプリル酸/カプリン酸トリグリセリド、40gのイソノナン酸イソノニル、2.5gのベンジルアルコール、および0.25gの酢酸トコフェリルを入れた。混合物を室温で20分間撹拌し、清澄溶液を得た。
1.溶液A:磁気撹拌を備えた50mL丸底フラスコに、5gのPPG−14ブチルエーテル、2.5gのカプリル酸/カプリン酸トリグリセリド、2.5gのイソノナン酸イソノニル、および2gのカプリリルメチコンを入れた。混合物を室温で20分間撹拌し、清澄無色の溶液を得た。
1.溶液A:磁気撹拌を備えた25mL丸底フラスコに、1.6gのカプリル酸/カプリン酸トリグリセリド、1gのイソノナン酸イソノニル、1gのパルミチン酸イソプロピル、および1gの軽油、0.4gの酢酸トコフェリル、2gのセトステアリルアルコール、0.14gのBHT、0.1gのベンジルアルコール、6gのポリイソブテン、および2gのElskerベビーオイルを入れた。混合物を70℃に加温して20分間撹拌し、清澄無色の溶液を得、次いで30℃に冷却した。
1.溶液A:磁気撹拌を備えた25mL丸底フラスコに、8.4gのElskerベビーオイル、および0.06gのBHTを入れた。混合物を室温で40分間撹拌し、清澄な無色透明溶液を得た。
1.ゲル混合物A:機械的撹拌と窒素保護を備えた1L反応器に、129gのVersagel M750、6gのイソステアリン酸イソプロピル、および10gのカプリル酸/カプリン酸トリグリセリド、および16gのパルミチン酸イソプロピル、および14gのイソヘキサデカンおよび0.6gのベンジルアルコールを入れた。混合物を80℃に加温し、その温度で40分間撹拌し、無色透明ゲルを得、次いで30℃に冷却した。
1.混合物A:機械的撹拌と窒素保護を備えた50mL三つ口フラスコに、20gの水、4.4gの(4−テトラヒドロ−ピラン−2−イルオキシ)−フェノール、4.4gのエタノール、および20gのβ−CDを入れた。混合物を室温にて一晩撹拌した。pH値を乳酸およびトリエタノールアミンで8.8に調節した。
1.機械的撹拌を備えた500mL反応器中、窒素ガスブランケット下、69.00gのイソドデカンの溶液に、室温で27.00gのポリイソブテン(H300)を添加した。混合物を清澄液体になるまで撹拌し、21gのPPG−14ブチルエーテル、30gのカプリル酸/カプリン酸トリグリセリド、1.5gのベンジルアルコール、0.15gの酢酸トコフェリル、21gのカプリリルメチコンおよび9gのヒュームドシリカをそれぞれ混合物に添加した。混合物を室温で5分間撹拌し、窒素ガスブランケット下、室温で清澄液体になるまで均質化した。
1.混合物A:機械的撹拌および窒素保護を備えた50mL三つ口フラスコに、20gの水および12.5gのβ−シクロデキストリンを入れた。混合物を撹拌し、pH値を乳酸およびトリエタノールアミンで8.56に調節した。混合物に、4.4gのテトラヒドロピラニルオキシフェノールを添加し、得られた混合物を一晩室温で撹拌した。
1.溶液A:機械的撹拌器を備えた1L真空反応器に、184.5gのTransgel 110、12gのイソステアリン酸イソプロピル、12gのジメチコンおよび0.9gのベンジルアルコールを入れた。混合物を80℃まで加熱し、窒素保護下80℃で1時間撹拌して乳状白色ゲルを生成してから30℃に冷却した。
1.溶液A:機械的撹拌を備えた100mL丸底フラスコに、32.24gのTransgel 110、1.5gのイソステアリン酸イソプロピル、6gのカプリル酸/カプリン酸トリグリセリド、および0.5gのベンジルアルコールを入れた。混合物を90℃まで加熱し、90℃で1時間撹拌して乳状白色ゲルを得てから40℃に冷却した。
1.相A
機械的撹拌を備えた250mL丸底フラスコにおいて、窒素ガスブランケット下、24.00gのイソドデカンの溶液に、10.00gのポリイソブテン(H300)を室温で添加した。混合物を清澄液体になるまで撹拌した。
相Aに、24.00gのシクロペンタシロキサン、7.30gのPPG−14ブチルエーテル、10.00gのカプリル酸/カプリン酸トリグリセリド、0.50gのベンジルアルコール、0.05gの酢酸トコフェリル、および7.00gのカプリリルメチコンを添加した。得られた混合物を、窒素ガスブランケット下、室温で清澄液体になるまで撹拌した。
相Bに、3.00gのヒュームドシリカを添加した。得られた混合物を撹拌し、窒素ブランケット下、室温で清澄液体になるまで均質化した。
機械的撹拌器を備えた別の50mL丸底フラスコに、窒素ブランケット下、0.2gのBHT、6.00gのテトラヒドロピラニルオキシフェノール、8.00gのイソプロピルアルコール、および0.2gの芳香剤を添加した。混合物を清澄溶液になるまで撹拌した。
相Dを窒素ガスブランケット下、相Cに添加した。混合物を撹拌して最終生成物を清澄液体として得た。
生成物を窒素ブランケット下、ボトルに充填した。
なお、本願の出願当初の特許請求の範囲は以下の通りである。
[請求項1]
施用された皮膚を脱色素する、もしくは皮膚色調を明色化するのに用いられる無水の化粧用または医薬用の皮膚用製剤であって、式(I)
R 13 、R 14 、ならびにR 15 は、それぞれ独立してH、置換または非置換アルキル、置換または非置換ヘテロアルキル、置換または非置換アリール、置換または非置換ヘテロアリール、ならびに置換または非置換ヘテロシクロアルキルから選択されるものであり、R 13 、R 14 、ならびにR 15 のうちの2つ以上は、それらが結合している原子と共に任意選択的に結合して、置換または非置換シクロアルキル、置換または非置換ヘテロシクロアルキル、置換または非置換アリール、および置換または非置換ヘテロアリールから選択されるものである5〜7員環を形成し;
Mは、H、またはフェノールの塩の対イオン成分である)
による構造を有する活性脱色素剤を含む、製剤。
[請求項2]
式(I)による前記化合物がデオキシアルブチンである、請求項1に記載の製剤。
[請求項3]
式(I)による前記化合物が、デオキシアルブチンであり、前記製剤が、添加されたヒドロキノン、および前記デオキシアルブチンのヒドロキノンへの分解によって生成されたヒドロキノンのいずれをも本質的に含まない、請求項1または2に記載の製剤。
[請求項4]
式(I)による前記活性剤のための溶媒である油性相を含む、請求項1〜3のいずれか一項に記載の製剤。
[請求項5]
式(I)による前記活性剤が溶解しているアルコール油性相を含む、請求項1〜4のいずれか一項に記載の製剤。
[請求項6]
前記油性相が、式(I)による前記活性剤が溶解しているアルコール油性相を含み、前記油性相が、皮膚科学的に許容される担体、例えばゲル、ペースト、またはクリームに組み込まれており、前記皮膚科学的に許容される担体が有機ケイ素化合物を含む、請求項4に記載の製剤。
[請求項7]
式(I)による前記活性剤が溶解しているアルコール油性相を含み、前記アルコール油性相が、皮膚科学的に許容される担体、例えばゲル、ペースト、およびクリームに組み込まれている、請求項1〜6のいずれか一項に記載の製剤。
[請求項8]
式(I)による前記活性剤が溶解しているアルコール油性相を含み、前記アルコール油性相が、皮膚科学的に許容される担体、例えばゲル、ペースト、およびクリームに組み込まれており、前記皮膚科学的に許容される担体が有機ケイ素化合物を含む、請求項1〜7のいずれか一項に記載の製剤。
[請求項9]
式(I)による前記化合物が、粒子状固体として前記製剤に組み込まれている、請求項1〜3のいずれか一項に記載の製剤。
[請求項10]
前記粒子状固体の粒径が直径約0.01μm〜約1,000μmである、請求項9に記載の製剤。
[請求項11]
前記粒子状固体の粒径が直径約0.1μm〜約100μmである、請求項10に記載の製剤。
[請求項12]
前記粒子状固体の粒径が直径約0.2μm〜約50μmである、請求項10に記載の製剤。
[請求項13]
前記活性剤がデオキシアルブチンである、請求項9〜12のいずれか一項に記載の製剤。
[請求項14]
前記活性剤が少なくとも部分的に溶解している脂肪相を更に含む、請求項1に記載の製剤。
[請求項15]
前記活性剤がデオキシアルブチンである、請求項14に記載の製剤。
[請求項16]
皮膚を明色化または脱色素する方法であって、処置を要する皮膚に、請求項1〜15のいずれか一項に記載の製剤の治療的有効量を局所的に施用することを含む、方法。
Claims (25)
- 施用された皮膚を脱色素する、もしくは皮膚色調を明色化するのに用いられる無水の化粧用または医薬用の皮膚用製剤であって、
活性脱色素剤であるデオキシアルブチンと、
前記活性脱色素剤が不溶である脂肪相と、
前記活性脱色素剤が溶解されて、前記製剤の総重量に対して1重量%〜20重量%の油性相であって、エタノールおよび/またはイソプロパノールからなる油性相と
を含み、
前記製剤が、前記製剤の総重量に対して0.5重量%未満の水を含み、
40℃で60日間保存された前記製剤が、添加されたヒドロキノンおよび前記デオキシアルブチンのヒドロキノンへの分解によって生成されたヒドロキノンのいずれかを20ppm未満で含む、製剤。 - 前記脂肪相が、皮膚科学的に許容される担体であり、前記油性相が、前記皮膚科学的に許容される担体に組み込まれている、請求項1に記載の製剤。
- 前記皮膚科学的に許容される担体が、ゲル、ペースト、軟膏、またはクリームである、請求項2に記載の製剤。
- 前記脂肪相が、皮膚科学的に許容される担体であり、前記油性相が、前記皮膚科学的に許容される担体に組み込まれており、前記皮膚科学的に許容される担体が、有機ケイ素化合物を含む、請求項1に記載の製剤。
- 前記皮膚科学的に許容される担体が、ゲル、ペースト、軟膏、またはクリームである、請求項4に記載の製剤。
- 前記製剤の総重量に対して0.01%重量以下の水を含む、請求項1に記載の製剤。
- 施用された皮膚を脱色素する、もしくは皮膚色調を明色化するのに用いられる無水の化粧用または医薬用の皮膚用製剤であって、
活性脱色素剤であるデオキシアルブチンと、
前記活性脱色素剤が不溶である脂肪相と、
前記活性脱色素剤が溶解されて、前記製剤の総重量に対して1重量%〜20重量%の油性相と
を含み、
前記製剤が、前記製剤の総重量に対して0.5重量%未満の水を含み、
前記デオキシアルブチンのみが、前記製剤中の前記活性脱色素剤であり、
40℃で60日間保存された前記製剤が、添加されたヒドロキノンおよび前記デオキシアルブチンのヒドロキノンへの分解によって生成されたヒドロキノンのいずれかを20ppm未満で含む、製剤。 - 前記製剤の総重量に対して0.01%重量以下の水を含む、請求項7に記載の製剤。
- 前記油性相が、アルコール油性相である、請求項7に記載の製剤。
- 前記脂肪相が、皮膚科学的に許容される担体であり、前記油性相が、前記皮膚科学的に許容される担体に組み込まれており、前記皮膚科学的に許容される担体が有機ケイ素化合物を含む、請求項9に記載の製剤。
- 前記皮膚科学的に許容される担体が、ゲル、ペースト、軟膏、またはクリームである、請求項10に記載の製剤。
- 前記油性相が、アルコール油性相であり、前記脂肪相が、皮膚科学的に許容される担体であり、前記アルコール油性相が、前記皮膚科学的に許容される担体に組み込まれている、請求項7に記載の製剤。
- 前記皮膚科学的に許容される担体が、ゲル、ペースト、軟膏、またはクリームである、請求項12に記載の製剤。
- 前記油性相が、アルコール油性相であり、前記脂肪相が、皮膚科学的に許容される担体であり、前記アルコール油性相が、皮膚科学的に許容される担体に組み込まれており、前記皮膚科学的に許容される担体が有機ケイ素化合物を含む、請求項7に記載の製剤。
- 前記皮膚科学的に許容される担体が、ゲル、ペースト、軟膏、またはクリームである、請求項14に記載の製剤。
- 施用された皮膚を脱色素する、もしくは皮膚色調を明色化するのに用いられる無水の化粧用または医薬用の皮膚用製剤であって、
活性脱色素剤であるデオキシアルブチンと、
前記活性脱色素剤が不溶である脂肪相と
を含み、
前記活性脱色素剤が、前記活性脱色素剤からなる粒子状個体として懸濁されており、
前記製剤が、前記製剤の総重量に対して0.5重量%未満の水を含み、
40℃で60日間保存された前記製剤が、添加されたヒドロキノンおよび前記デオキシアルブチンのヒドロキノンへの分解によって生成されたヒドロキノンのいずれかを20ppm未満で含む、製剤。 - 前記製剤の総重量に対して0.01%重量以下の水を含む、請求項16に記載の製剤。
- 前記脂肪相が、皮膚科学的に許容される担体であるか、前記皮膚科学的に許容される担体に組み込まれている、請求項16に記載の製剤。
- 前記皮膚科学的に許容される担体が有機ケイ素化合物を含む、請求項18に記載の製剤。
- 前記皮膚科学的に許容される担体が、ゲル、ペースト、軟膏、またはクリームである、請求項18に記載の製剤。
- 前記粒子状固体の粒径が直径0.01μm〜1,000μmである、請求項16に記載の製剤。
- 前記粒子状固体の粒径が直径0.1μm〜100μmである、請求項21に記載の製剤。
- 前記粒子状固体の粒径が直径0.2μm〜50μmである、請求項22に記載の製剤。
- 前記デオキシアルブチンのみが、前記製剤中の前記活性脱色素剤である、請求項16に記載の製剤。
- 皮膚を明色化または脱色素するために処置を要する皮膚に有効な量で局所的に施用される請求項1〜24のいずれか一項に記載の製剤。
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