JP4745608B2 - 電子伝達剤のリン酸誘導体を用いた皮膚治療 - Google Patents
電子伝達剤のリン酸誘導体を用いた皮膚治療 Download PDFInfo
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- JP4745608B2 JP4745608B2 JP2003516533A JP2003516533A JP4745608B2 JP 4745608 B2 JP4745608 B2 JP 4745608B2 JP 2003516533 A JP2003516533 A JP 2003516533A JP 2003516533 A JP2003516533 A JP 2003516533A JP 4745608 B2 JP4745608 B2 JP 4745608B2
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- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
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- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A—HUMAN NECESSITIES
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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Description
皮膚は身体の最大の器官であり、そして中でも、外部の化学的、物理的及び病理学的危険から内部の器官を保護する機能を果たす。正常な皮膚は、皮下層を覆う外側の表皮から構成され、ここで、各層は異なる区分を含んで成る。表皮の外側の角化層は、強度、柔軟性、高い電気インピーダンス及び、微生物の侵入と増殖を遅らせる乾燥性の統制を有する。角化された保護層は、真皮と表皮の接合部で形成される、成熟しているケラチノサイトの移行によって形成される。
皮膚は、細菌、外傷、老化、フリーラジカル、肉体的ストレス及び化学物質による損傷を受けやすい。この損傷から生じる症候には、炎症、紅斑、光による老化、表皮の肥厚、座瘡、及び皺の形成、が含まれる。
尋常性座瘡は、顔、胸及び背中の上に排他的に存在する特定の小胞の一般的な炎症性疾患であり、外観を損ない、且つ閉塞性の炎症性病変、傷跡又は小胞をもたらす。更に典型的には、座瘡として知られており、そして青年期及び成人初期の者の85%以上を冒す。はっきりとは定義されていないが、基本的に、ホルモン、過剰な皮脂及び細菌(プロピオニバクテリウム・アクネ(propionibacterium acne))が一緒に、一緒に感受性のある個体において皮膚の小胞を塞ぎ、そして紅斑様の丘疹、膿包又は小結節として臨床的に顕在する炎症過程を導く。最初に、小胞内での閉塞は臨床的に検出不可能であり、そして微小面皰(microcomedones)と称される。面皰は拡大するので、それらは黒色面皰(開いた面皰(open comedones))又は白色面皰(閉じた面皰(closed comedones)としてはっきりと明らかになる。これらの面皰は破裂し、炎症が解決するにつれて陥凹瘢痕又はmoculesを形成しうる紅斑様の丘疹、膿包又は小結節を形成する。
ビタミンE、A、C及びK、トコトリエノール、及びユビキノンのような化合物は、皮膚の状態の管理における支持療法として価値のある物質であると考えられている。ビタミンEがリソソームを安定化し、エイコサノイドと相互作用してプロスタグランジンE2の合成を低下させ、そしてインターロイキン2の産生を増大させ、抗炎症及び免疫刺激作用をもたらすことが立証されている。インターロイキン(IL-2)の産生は、有糸分裂及びサイトカインを含む活性型T細胞を増大させ、それによって特定の抗原に対する迅速な免疫反応を拡大させる。この現象は開始から48〜72時間以内に測定可能であり、そしてビタミンEにとって知られている臨床的な利益の有望な原因である。これらの効果は、必要な利益を生むために皮層に対して送達されるべき適切な形態の適性レベルのビタミンEを必要とする。
紫外光及び環境ストレスに対する曝露並びにそれらの組み合わせによる皮膚、更には髪に対する有害作用はかねてから知られている。UV光との組み合わせによる環境ストレスは、組織細胞を損傷させ、多くの皮膚の症候、例えば発ガン及び光による老化をもたらす、強力で且つ高度に反応性のペルオキシダーゼ毒素であるフリーラジカルを産生する。光生物学及び光皮膚学の分野における現在の知識は、UV光(290〜400nmの範囲内)の作用に対する保護は、日焼けの作用、色素沈着(日光性弾性線維変性)、日光性角化症、皮膚ガン(メラノーマ及び癌腫)並びに免疫抑制を回避するのに必須であることを証明している。
我々の同時継続国際特許出願PCT/AU01/01476において、我々は
(a)1又は複数のヒドロキシル化された活性成分の1又は複数のリン酸誘導体;及び
(b)両性界面活性剤、陽イオン性界面活性剤、窒素の官能基を有するアミノ酸及びこれらのアミノ酸に富むタンパク質から成る群から選択される1又は複数の錯化剤、
の反応産物を含んで成る組成物を開示している。
(a)トコフェリルホスフェート;
(b)アスコルビルホスフェート;
(c)P:トコフェリルP:アスコルビルホスフェートジエステル、
(d)ユビキニルホスフェート;
(e)トコトリエノールホスフェート;
(f)レチニルホスフェート;及び
(g)それらの混合物、
が含まれる。
NR1R2R3
(ここで、R1はC6〜C22の直鎖又は分枝鎖の混合アルキル遊離基及びそれらのカルボニル誘導体を含んで成る群から選択され;
R2及びR3は、H, CH2COOX, CH2CHOHCH2SO3X, CH2CHOHCH2OPO3X, CH2CH2COOX, CH2COOX,CH2CH2CHOHCH2SO3X又はCH2CH2CHOHCH2OPO3Xから成る群から独立して選択され、そしてXはH, Na, K又はアルカノールアミンであり、但しR2とR3は共にHであることはなく;そして
ここで、R1がRCOである場合、R2はCH3であることもあり、且つR3は(CH2CH2)N(C2H4OH)-H2CHOPO3であることもあり、あるいはR2とR3は共にN(CH2)2N(C2H4OH)CH2COO-であることもある)に従うもの、との反応産物を含む。
(a)全組成物の重量当たり0.1〜10%のラウリルイミノジプロピオン酸トコフェリルホスフェート;
(b)全組成物の重量当たり0.1〜10%のグリセリン;
(c)全組成物の重量当たり0.01〜5%のEDTA三ナトリウム;
(d)全組成物の重量当たり0.01〜5%のカルボマー(Carbopol Ultez 10);
(e)全組成物の重量当たり0.1〜10%のセテアリルアルコール(及び)Ceteareth-20(Phoenoxol T);
(f)全組成物の重量当たり0.1〜5%のグリセリルステアラート;
(g)全組成物の重量当たり0.1〜10%のイソプロピルミリステート;
(h)全組成物の重量当たり0.1〜10%のセチルエチルヘキサノエート;
(i)全組成物の重量当たり0.1〜10%のイソセチルベヘナート;
(j)全組成物の重量当たり0.1〜10%のオレイルエルカート(oleyl erucate);
(k)全組成物の重量当たり0.01〜5%のジメチコン;
(l)全組成物の重量当たり0.01〜5%のトリエタノールアミン;
(m)全組成物の重量当たり0.1〜10%のプロピレングリコール、ジアゾリジニルウレア、メチルパラベン、及びプロピルパラベン(Germaben ll);並びに
(n)全組成物のバランス用の水、
を含んで成る。
本発明は、皮膚の症候を処置し、予防し、緩和し、又は皮膚の状態を処置するための一般的且つ良性の処置を提供する。当該処置は、炎症又は紅斑反応を示す広範な皮膚の状態に使用されており、そしてそれは原因物質が除去された場合には成功をおさめてきた。また、当該処置が外傷前に又は紅斑若しくは炎症を避けるための予防として使用される場合には優れた結果が示されている。当該処置は、痛み及び傷も制限し得る皮膚軟化剤である点で普通と異なる。また、通常の修復が起きた後に見られるように、表皮が肥厚しないこと言及される。
この臨床的研究は、座瘡を有する患者の本発明に従う処置方法において使用される場合の、トコフェリルホスフェート錯体製剤の有効性を例示した。
(a)全組成物の重量当たり1〜10%のラウリルイミノジプロピオン酸トコフェリルホスフェート;
(b)全組成物の重量当たり0.1〜10%のCarbomer ultez 3%;
(c)全組成物の重量当たり0.1〜10%のトリエタノールアミン
(d)任意な着色剤及び防腐剤;並びに
(e)全組成物の水のバランス、
を含むことがある。
スクリーニング時に(第一回訪問)、予想されるヒトの患者は、顔の上の炎症性丘疹の存在について試験された。患者は、顔の上に少なくとも4つの同等の炎症性丘疹(顔のそれぞれの側に2つ)、及びModified Cook Acne grading scale(下記参照)上で3〜5のスコアを有することによって研究への参加の条件を満たした。条件を満たした患者は、健康及び有資格の質問表を漏れなく記入し、そしてインフォームドコンセントの同意書にサインした。
基準線で、そして試験材料の使用から1日、2日、及び5日後に、患者は病変の上昇及び紅斑、並びに周囲の皮膚の落屑及び紅斑について評価された。以下の表は、臨床的な格付けの結果を提示する。平均のスコアは、各格付け時点での各パラメーターにつき示される。
本研究は、トコフェリルアセテート、プラシーボ、及びリファレンスコントロールと比較した場合の、患者の上の紅斑の臨床的症候の改善におけるトコフェリルホスフェート錯体の有効性を決定するために実施された。
5人の雌性のヒトの患者が本研究の条件を満たしていた。表1は、各患者の民族性、出生日、及びFitzpatrickの皮膚分類*を示す。民族性の情報は、各患者の健康及び適格性の質問表から入手した。
II 常に容易に日焼けする;徐々に褐色になる。
III 穏やかに日焼けする;徐々に褐色になる。
第1回訪問時に、予想される患者は、瘢痕、母斑、ほくろ、白斑、ケロイド、皮膚の異常、日焼け、紅斑、又は他のあらゆる皮膚の点の存在について背中を試験された。本研究に干渉しないであろう皮膚の状態を示さない患者が、研究の参加に適していた。患者は健康及び適格性の質問表を漏れなく記入し、そしてインフォームドコンセントの同意書及び写真の公開承諾書にサインした。
− 眼に見えない紅斑
? 疑問のある反応;不明瞭
+ 境界線(MED)に達している紅斑
++ 浮腫が存在しているか、又は存在していない紅斑
パッチは、第3日目、第4日目及び第5日目にパッチされたBanana Boat(商標)アロエベラゲルを含むパッチを除き、3日間連続(第2日目、第3日目、及び第4日目)で適用された。全てのパッチは約24時間で使い古され、そして臨床担当者によって取り除かれた。第6日目に、パッチは臨床の担当者によって取り除かれ、そして部位は乾燥したガーゼで拭かれた。試験部位及び未処置部位は、1.0MEDのUVA/UVB光を受けた。
第3日目に、患者は2.0MEDのUVA/UVB光を背中の片方の側に受けた(処置前の反対側)。UVA/UVB曝露の直後に、対象者は、下背の処置後側を閉塞パッチされた。当該パッチは、3日連続(第3日目、第4日目、及び第5日目)に適用された。パッチは約24時間で使い古され、そして臨床担当者によって取り除かれた。紅斑及びクロマメーター a*の測定の臨床的格付けは、第4日目、第5日目、第6日目、及び第7日目に各試験部位で実施された。患者の背中は、第4日目、第5日目、及び第7日目に写真撮影された。
Minoltaのクロマメーター(a*)の測定は、皮膚の色(紅斑)を評価するために採用され、そして紅斑の臨床的格付けは、所定の日に各試験部位について実施された:
・前処置:第7日目、第8日目、第9日目、第10日目
・後処置:第4日目、第5日目、第6日目、及び第7日目
処置前
1.0MEDのUV光の曝露前の3日間の、3%ラウリルイミノジプロピオン酸トコフェリルホスフェート(トコフェリルホスフェート錯体)、1%ラウリルイミノジプロピオン酸トコフェリルホスフェート(トコフェリルホスフェート錯体)、0.5%ラウリルイミノジプロピオン酸トコフェリルホスフェート(トコフェリルホスフェート錯体)及びステロイドクリームによる背中の皮膚の処置は、Banana Boat(商標)のアロエベラゲル、プラシーボ、3%トコフェリルアセテート、及びUV光で曝露された未処置のコントロールと比較して、より低い紅斑のスコアをもたらした。試験材料間の紅化の程度の差異は、第7日目(UV曝露から24時間後)から第10日目ほどで知覚可能であった。3%ラウリルイミノジプロピオン酸トコフェリルホスフェート及び1%ラウリルイミノジプロピオン酸トコフェリルホスフェートは、第9日目(UV曝露から72時間後)での紅斑の低下において、0.5%ラウリルイミノジプロピオン酸トコフェリルホスフェート及びステロイドを凌いだ。
2.0MEDのUV光の曝露後の3日間の、3%ラウリルイミノジプロピオン酸トコフェリルホスフェート、1%ラウリルイミノジプロピオン酸トコフェリルホスフェート、0.5%ラウリルイミノジプロピオン酸トコフェリルホスフェート及びステロイドクリームによる背中の皮膚の処置は、アロエベラゲル、プラシーボ、3%トコフェリルアセテート、及び未処置のコントロールと比較して、より低い紅斑のスコアをもたらした。試験材料間の紅化の程度の差異は、早くも第4日目には知覚可能であった。3%ラウリルイミノジプロピオン酸トコフェリルホスフェート及び1%ラウリルイミノジプロピオン酸トコフェリルホスフェートは、第4〜7日目での紅斑の低下において、0.5%ラウリルイミノジプロピオン酸トコフェリルホスフェート及びステロイドを凌いだ。ステロイドクリーム及び1%トコフェリルホスフェート錯体で処置した試験部位は、処置部位及び未処置部位と比較して、第4日目及び第9日目により低い平均クロマメーターa*の測定値を示した。
本実施例は、電子伝達剤のリン酸誘導体錯体、例えばラウリルイミノジプロピオン酸トコフェリルホスフェートが、紫外光誘導型の紅斑を予防し、且つ処置することができることを示している。
手順:カルボマー及びラウリルイミノジプロピオン酸トコフェリルホスフェート以外のフェーズAの品目を混合する。溶液が得られたら、この溶液中にカルボマーを分散させる。フェーズAを適当に振とうしながら70〜75℃に加熱し始める。ラウリルイミノジプロピオン酸トコフェリルホスフェートをカルボマーの粘液中に分散させ、同時に軽く振とうさせる。フェーズBの品目を混合し、そして適当に振とうしながら75〜80℃に加熱する。フェーズAを均一且つ70〜75℃にし、そしてフェーズBを均一且つ75〜80℃にする。フェーズBをフェーズAに対し、適当に振とうしながら添加する。ABを50℃に冷却し、そして次にフェーズCの溶液をABに添加する。ABCの適当な振とうを45℃に達するまで続ける。フェーズDをABCに添加する。適当な振とうを35℃に達するまで続ける。
1. Vital PC, Incorporated
2. B.F. Goodrich, Incorporated
3. Phoenix Chemical, Incorporated
4. Cognis, Incorporated
5. Dow-Corning, Incorporated
6. ISP Corporation
8週間の二重盲検担体の条件付予備試験は、光によって損傷を受けた皮膚の外観の改善に対する、トコフェリルホスフェート錯体を含んで成る局所的処置の作用を評価するために実施された。10人の雌性の対象者が当該予備試験について適格であった。
第1回訪問時(スクリーニング)に、予想される患者は、健康及び適格性の質問表を漏れなく記入し、そしてインフォームドコンセントの同意書及び写真の公開承諾書にサインした。対象者は、以下の分類に従い、研究の適格性の基準について試験された:
日光曝露の無い冬季の後の日光曝露の最初の30〜45分間の皮膚の無防備の反応を基にした。
I 常に容易に日焼けする;全く褐色にならない。
II 常に容易に日焼けする;徐々に褐色になる。
III 穏やかに日焼けする;徐々に褐色になる。
IV 最小限日焼けする;常に十分なほど褐色である。
V ほとんど日焼けしない;過剰に褐色である。
VI 全く日焼けしない;深く色素沈着している。
I 軽度:角化症又は落屑無し;小さな皺の形成
II 中程度:初期の光線性角化症−若干黄色い皮膚;変色;初期の皺の形成−笑顔の線に類似
III 進行性:光線性角化症−明らかに黄色い皮膚;毛細血管拡張症による変色;皺の形成−安定して存在
IV 重症:光線性角化症;皮膚ガンが生じている;皺の形成−光線、重力、及び動きによる過度の皮膚弛緩症
・はっきりとした線−左眼周辺領域 (0=無し、10=重症)
・皺−左眼周辺領域 (0=無し、10=重症)
・毛穴のサイズ−頬 (0=小、10=大)
・まだらな色素沈着−顔 (0=無し、10=重症)
全体的な皮膚の外観−顔 (0=健康、10=不健康)
基準線の際、並びに試験材料の使用から4週及び8週後、対象者は顔の臨床的な格付け及びピンチリコイル測定に参加した。表2は、ピンチリコイル測定を含む、有効性の格付けの結果、及び刺激作用のパラメーターの格付けの結果を提示する。平均スコアは、各格付けの時点について提示する。
・製品Aは、製品Bと比較して、第4週及び第8週時の全体の皮膚の概観についてのより大きく有意な減少を示した。
本研究結果は、前記試験製品(製品A)が第4週及び第8週時にはっきりとした線の外観、皺、及び健康的な皮膚の外観における有意な改善を示したことを示した。有意な変化は、まだらな色素沈着においては観察されなかった。前記試験製品は、基準線の値と比較して、第8週の訪問時の顔の毛穴の外観を改善した。担体のコントロール(製品B)は、いずれかの訪問時にこれらのパラメーターのいずれかにおいて有意な改善を示さなかった。
本実施例において、本発明の方法は、熱傷に伴う紅斑及び炎症症候を処置するために使用される。
本実施例において、本発明の方法は、皮膚炎に伴う紅斑及び炎症症候を処置するために使用される。
本実施例において、本発明の方法は、脂漏性皮膚炎に伴う紅斑及び炎症症候を処置するために使用される。
本実施例において、本発明の方法は、虫刺されに伴う紅斑及び炎症症候を処置するために使用される。
本実施例において、本発明の方法は、熱傷に伴う紅斑及び炎症症候を処置するために使用される。
本実施例において、本発明の方法は酒さに伴う紅斑及び炎症を処置するために使用される。
本実施例において、本発明の方法は、日焼けの症候を処置するために使用される。
本実施例において、本発明の方法はそばかすを処置するために使用される。
本実施例において、浅黒い皮膚で覆われた対象者は、約30mmの激しく且つ出血している裂傷を有しており、そして、傷の縁を包帯と一緒に引っ張る前に実施例4のクリームを傷に適用した。驚いたことに、次の日には、傷は典型的な紅化をみせず、そしてもはや包帯を傷に合わせておく必要が無かった。更に驚いたことに、炎症反応後の典型的な落屑はなく、そしてそのような落屑周辺の色素沈着もなかった。
リンコマイシンは、実施例15〜17の組成物中のクリンダマイシン又はサリチル酸の代りに使用された。
テトラサイクリンは、実施例15〜17の組成物中のクリンダマイシン又はサリチル酸の代りに使用された。
15mgのカルボマー(15mg)が蒸留水(495mg)に攪拌しながら添加された。攪拌は45分続けた。水酸化ナトリウム(4.09g)の蒸留水(4.9mL)溶液を添加し、そして10分間攪拌した。エチルアルコール(150mL)及びサリチル酸メチル(1mg)を攪拌した溶液に添加し、続いてラウリルイミノジプロピオン酸トコフェリルホスフェート(50%水溶液中)(400mg)、及び蒸留水(80mL)を添加した。生じた混合物は、なめらかなゲルが得られるまで攪拌した。20gのゲルのサンプルを、塩酸クリンダマイシン(800mg)の蒸留水(3mL)溶液と混合することで、ゲル1gあたり約17gのTPC及び34.4mgの塩酸クリンダマイシンを含むゲルが生成する。当該ゲルは、本発明に従う、座瘡に伴う紅斑及び炎症の処置の方法における使用にとって適していた。
pH5.9〜6.3に十分なクエン酸
AとCは別々に80℃に加熱された。Bは70℃に加熱された。Aは、2〜3分間ホモジェナイザーで混合しながらCに添加された。混合物をホモジェナイザーから取り出し、そして普通に攪拌し、同時にBを添加した。続いて、生成物が室温に冷却された。
AとCは別々に80℃に加熱された。Bは70℃に加熱された。Aは、2〜3分間ホモジェナイザーで混合しながらCに添加された。混合物をホモジェナイザーから取り出し、そして普通に攪拌し、同時にBを添加した。続いて、生成物が室温に冷却された。
上記実施例は、本発明の方法が皮膚の状態の処置及び予防的特性を提供することを例示する。
Claims (12)
- 皮膚の紅斑を処置するための医薬用局所組成物であって、有効な皮膚浸透量のラウリルイミノジプロピオン酸トコフェリルホスフェートを活性成分として含んで成る医薬用局所組成物。
- 局所的に許容される担体を更に含んで成る、請求項1に記載の組成物。
- 前記紅斑が、炎症、座瘡、日焼け、脂漏性皮膚炎を含む皮膚炎、虫刺され、酒さ、創傷、湿疹、ふけ、歯肉炎、又は乾癬を伴う、請求項1又は2に記載の組成物。
- 有効な皮膚浸透量が全組成物の重量当たり0.01〜30%である、請求項1に記載の組成物。
- 有効な皮膚浸透量が全組成物の重量当たり1〜15%である、請求項4に記載の組成物。
- 有効な皮膚浸透量が全組成物の重量当たり1〜3%である、請求項5に記載の組成物。
- 抗生物質、抗ヒスタミン剤、殺菌剤、抗菌剤、サリチル酸、ビタミンA誘導体、抗炎症剤、角質分解剤及び日焼け止め、から成る群から選択される少なくとも1つのほかの活性成分を更に含んで成る、請求項1に記載の組成物。
- 抗生物質が、エリスロマイシン、リンコマイシンファミリー、セファロスポリン、テトラサイクリンファミリー、及びそれらの組み合わせから成る群から選択され、且つ全組成物の重量当たり0.01〜5.0%の量で存在する、請求項7に記載の組成物。
- (a)全組成物の重量当たり1〜10%のラウリルイミノジプロピオン酸トコフェリルホスフェート;
(b)全組成物の重量当たり0.1〜10%のカルボマー3%;
(c)全組成物の重量当たり0.1〜10%のトリエタノールアミン;
(d)任意の着色剤及び防腐剤;並びに
(e)全組成物のバランス用の水、
を含んで成る、請求項1に記載の組成物。 - 約3%(w/w)のラウリルイミノジプロピオン酸トコフェリルホスフェートを含んで成る、請求項9に記載の組成物。
- (a)全組成物の重量当たり0.1〜10%のラウリルイミノジプロピオン酸トコフェリルホスフェート;
(b)全組成物の重量当たり0.1〜10%のグリセリン;
(c)全組成物の重量当たり0.01〜5%のEDTA三ナトリウム;
(d)全組成物の重量当たり0.01〜5%のカルボマー;
(e)全組成物の重量当たり0.1〜10%のセテアリルアルコール;
(f)全組成物の重量当たり0.1〜5%のグリセリルステアラート;
(g)全組成物の重量当たり0.1〜10%のイソプロピルミリステート;
(h)全組成物の重量当たり0.1〜10%のセチルエチルヘキサノエート;
(i)全組成物の重量当たり0.1〜10%のイソセチルベヘナート;
(j)全組成物の重量当たり0.1〜10%のオレイルエルカート(oleyl erucate);
(k)全組成物の重量当たり0.01〜5%のジメチコン;
(l)全組成物の重量当たり0.01〜5%のトリエタノールアミン;
(m)全組成物の重量当たり0.1〜10%のプロピレングリコール、ジアゾリジニルウレア、メチルパラベン、及びプロピルパラベン;並びに
(n)全組成物のバランス用の水、
を含んで成る、請求項1に記載の組成物。 - 対象者の皮膚の紅斑を処置するための医薬用局所組成物の製造における、活性成分としての有効な皮膚浸透量のラウリルイミノジプロピオン酸トコフェリルホスフェートと、局所的に許容される担体の使用。
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2002
- 2002-07-26 JP JP2003516533A patent/JP4745608B2/ja not_active Expired - Lifetime
- 2002-07-26 EP EP02744952A patent/EP1420797A4/en not_active Withdrawn
- 2002-07-26 US US10/485,196 patent/US8008345B2/en active Active
- 2002-07-26 CN CN028148185A patent/CN1547475B/zh not_active Expired - Fee Related
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- 2002-07-26 MX MXPA04000654A patent/MXPA04000654A/es active IP Right Grant
- 2002-07-26 BR BR0211673-1A patent/BR0211673A/pt active Search and Examination
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MXPA04000654A (es) | 2004-03-19 |
US20040253318A1 (en) | 2004-12-16 |
CA2453823A1 (en) | 2003-02-13 |
EP1420797A1 (en) | 2004-05-26 |
AU2002317053B2 (en) | 2004-08-05 |
US8008345B2 (en) | 2011-08-30 |
CA2453823C (en) | 2010-12-21 |
JP2004538308A (ja) | 2004-12-24 |
WO2003011303A1 (en) | 2003-02-13 |
CN1547475A (zh) | 2004-11-17 |
BR0211673A (pt) | 2004-07-13 |
CN1547475B (zh) | 2010-12-15 |
EP1420797A4 (en) | 2005-03-02 |
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