JP2012036198A - 爪用貼付剤 - Google Patents
爪用貼付剤 Download PDFInfo
- Publication number
- JP2012036198A JP2012036198A JP2011201983A JP2011201983A JP2012036198A JP 2012036198 A JP2012036198 A JP 2012036198A JP 2011201983 A JP2011201983 A JP 2011201983A JP 2011201983 A JP2011201983 A JP 2011201983A JP 2012036198 A JP2012036198 A JP 2012036198A
- Authority
- JP
- Japan
- Prior art keywords
- nail
- terbinafine
- patch
- adhesive layer
- permeability
- 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.)
- Granted
Links
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Classifications
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
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- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
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Abstract
【解決手段】支持体と、該支持体の少なくとも片面上に配置された粘着剤層とからなり、該粘着剤層が粘着基剤、テルビナフィン及び/又はその薬理学的に許容できる塩、並びに溶解剤としての酢酸ナトリウム及び/又はソルビタンモノラウレートを含有する、爪用貼付剤。
【選択図】なし
Description
下記の表1に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン、酢酸ナトリウム及びミリスチン酸イソプロピルを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて実施例1の爪用貼付剤を得た。
アクリル系粘着剤(DURO−TAK87−2194、ナショナルスターチ&ケミカル社)の代わりに、アクリル系粘着剤(DURO−TAK87−2516、ナショナルスターチ&ケミカル社)を使用したこと以外は、実施例1と同様にして、実施例2の爪用貼付剤を得た。
下記の表2に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン、酢酸ナトリウム、ソルビタンモノラウレート及びミリスチン酸イソプロピルを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて実施例3の爪用貼付剤を得た。
ソルビタンモノラウレートの代わりにTween80を使用したこと以外は、実施例3と同様にして、実施例4の爪用貼付剤を得た。
下記の表3に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン及びミリスチン酸イソプロピルを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて比較例1の爪用貼付剤を得た。
下記の表4に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン、酢酸ナトリウム、ソルビタンモノラウレート及びミリスチン酸イソプロピルを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて実施例5の爪用貼付剤を得た。
塩酸テルビナフィンを5.0%とし、アクリル系粘着剤を82.5%とし、ミリスチン酸イソプロピルを8.2%とし、酢酸ナトリウムを1.3%としたこと以外は、実施例5と同様にして、実施例6の爪用貼付剤を得た。
塩酸テルビナフィンを7.5%とし、アクリル系粘着剤を79.6%とし、ミリスチン酸イソプロピルを8.0%とし、酢酸ナトリウムを1.9%としたこと以外は、実施例5と同様にして、実施例7の爪用貼付剤を得た。
塩酸テルビナフィンを10.0%とし、アクリル系粘着剤を76.8%とし、ミリスチン酸イソプロピルを7.7%とし、酢酸ナトリウムを2.5%としたこと以外は、実施例5と同様にして、実施例8の爪用貼付剤を得た。
下記の表5に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン、酢酸ナトリウム及びソルビタンモノラウレートを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて実施例9の爪用貼付剤を得た。
下記の表6に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン、酢酸ナトリウム、ソルビタンモノラウレート及びミリスチン酸イソプロピルを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて実施例10の爪用貼付剤を得た。
アクリル系粘着剤を86.4%とし、ミリスチン酸イソプロピルを4.3%としたこと以外は、実施例10と同様にして、実施例11の爪用貼付剤を得た。
アクリル系粘着剤を84.4%とし、ミリスチン酸イソプロピルを6.3%としたこと以外は、実施例10と同様にして、実施例12の爪用貼付剤を得た。
下記の表7に示す組成を含有する爪用貼付剤を製造した。具体的には、予め、塩酸テルビナフィン、酢酸ナトリウム及びソルビタンモノラウレートを乳鉢に取りよく混合した後、酢酸エチルに溶解したアクリル系粘着剤と混合した。離型紙上に塗工後溶剤の酢酸エチルを乾燥除去し、PETフィルム支持体と張り合わせて実施例13の爪用貼付剤を得た。
塩酸テルビナフィンを15.0%とし、アクリル系粘着剤を74.5%とし、酢酸ナトリウムを7.5%としたこと以外は、実施例13と同様にして、実施例14の爪用貼付剤を得た。
塩酸テルビナフィンを20.0%とし、アクリル系粘着剤を67.0%とし、酢酸ナトリウムを10.0%としたこと以外は、実施例13と同様にして、実施例15の爪用貼付剤を得た。
塩酸テルビナフィンを25.0%とし、アクリル系粘着剤を59.5%とし、酢酸ナトリウムを12.5%としたこと以外は、実施例13と同様にして、実施例16の爪用貼付剤を得た。
塩酸テルビナフィンを30.0%とし、アクリル系粘着剤を52.0%とし、酢酸ナトリウムを15.0%としたこと以外は、実施例13と同様にして、実施例17の爪用貼付剤を得た。
<放出試験>
実施例1〜17及び比較例1において得られた爪用貼付剤を、富山産業株式会社製、溶出試験器NTR−6100を用いて放出試験を行った。まず、爪用貼付剤を所定の面積に裁断し、剥離シートを剥がして回転シリンダーに装着した。次に、外周部に37℃の温水を循環させ、レセプター層にポリエチレングリコール含有リン酸緩衝生理食塩水を用い、2時間毎に8時間までサンプリングを行った。得られたレセプター溶液中の薬物濃度を高速液体クロマトグラフ法により測定し、放出量を算出した。
実施例1〜17及び比較例1において得られた爪用貼付剤について爪デバイス試験を行った。まず、健常ヒト爪を数mm角の正方形に小片化し、周囲をシリコンシート及びシリコンボンドにてコーキングした。コーキングされた爪の上下をシリコン製O−リングではさみ、クライオチューブを加工したデバイス本体に組み込んだ後、チューブ内を牛血清アルブミン含有リン酸緩衝生理食塩水(レシーバー液)で満たした。次に、爪上面に実施例1〜17及び比較例1において得られた爪用貼付剤を貼付し、32℃で3.5日間×2枚、又は5日間×1枚放置した。爪小片を取り出し乾燥後、グラインダーにて爪の上・中層を研磨して除去し下層のみとし、爪小片の下面に毛瘡白癬菌(Trichophyton mentagrophytes)の小分生子を接種して、35℃で7日間培養した。菌の生育を視覚的に観察して生育度を0から4の5段階(数字が大きいほど生育度が高い)にスコア化(薬効スコア)して判定を行った。その後、爪小片に5NのNaOH水溶液を加えて爪を溶解し、抽出した薬物量をLC/MS/MSにて測定し、爪中量を算出した。また、レシーバー液中の薬物量をLC/MS/MSにて測定し、爪透過量を算出した。
ヘアレスマウス背部皮膚を剥離し、真皮側をレセプター層側にし、37℃の温水を外周部に循環させたフロースルーセル(5cm2)に装着した。角質層側に実施例1〜4及び比較例1において得られた爪用貼付剤を貼付し、レセプター層に生理食塩水を用い、5mL/時間の速さで2時間毎に24時間までサンプリングを行った。各時間に得られたレセプター溶液は、流量を正確に測り、高速液体クロマトグラフ法により薬物濃度を測定した。流量及び薬物濃度の測定値より1時間当たりの透過速度を算出し、皮膚透過量を求めた。
異なるアクリル系粘着剤からなる粘着基剤を含有する貼付剤(実施例1及び2)において、性能の相違を評価した。評価の結果は表8に示した。表8から、アクリル系粘着剤の場合には、塩酸テルビナフィンの放出量が多くて、爪透過性及び抗真菌効果が高いにもかかわらず、皮膚透過性が殆どなかったことが確認された。また、DURO−TAK87−2194よりはDURO−TAK87−2516のほうがより高い爪透過性を示したことも確認された。
溶解剤が添加され、又は添加せず、或いは添加された溶解剤の種類が異なる爪用貼付剤(実施例3、4及び比較例1)において、性能の相違を評価した。具体的には、実施例3の貼付剤は溶解剤としての酢酸ナトリウム及びソルビタンモノラウレートを含有し、実施例4の貼付剤は溶解剤としての酢酸ナトリウム、またソルビタンモノラウレートの代わりにTween80を含有するが、比較例の貼付剤は溶解剤を含有していない。評価の結果は表9に示した。表9から、酢酸ナトリウムは爪透過性に大きく寄与しており、またソルビタンモノラウレートも爪透過性を上昇させていることが確認された。
塩酸テルビナフィンの含有量が異なる爪用貼付剤(実施例5〜8)において、性能の相違を評価した。評価の結果は、表10に示した。表10から、塩酸テルビナフィン濃度の上昇に伴って、放出量や爪透過性が上昇し、抗真菌効果も高くなることが確認された。
可塑剤であるミリスチン酸イソプロピルが添加され、又は添加せず、或いは添加される量が異なる爪用貼付剤(実施例9〜12)において、性能の相違を評価した。評価の結果は、表11に示した。表11から、ミリスチン酸イソプロピルが添加されていなくても、また添加されて濃度が異なっても爪透過性に殆ど影響を与えなかったことが確認された。
塩酸テルビナフィンの含有量が異なる爪用貼付剤(実施例13〜17)において、性能の相違を評価した。評価の結果は、表12に示した。表12から、塩酸テルビナフィン濃度の上昇に伴って、放出量や爪透過性が上昇し、抗真菌効果も高くなることが確認された。
Claims (6)
- 支持体と、該支持体の少なくとも片面上に配置された粘着剤層とからなり、該粘着剤層が粘着基剤、テルビナフィン及び/又はその薬理学的に許容できる塩、並びに溶解剤としての酢酸ナトリウム及び/又はソルビタンモノラウレートを含有し、前記酢酸ナトリウム及び/又はソルビタンモノラウレートの含有量は、前記粘着剤層の全質量基準で0.5〜20質量%である、爪用貼付剤。
- 前記粘着基剤がアクリル系粘着剤からなる、請求項1に記載の爪用貼付剤。
- 前記アクリル系粘着剤が水酸基又はカルボン酸基を有するアクリル系共重合体である、請求項2に記載の爪用貼付剤。
- 前記粘着剤層が、該層の全質量基準でテルビナフィン及び/又はその薬理学的に許容できる塩を0.5〜50質量%含有する、請求項1〜3のいずれか一項に記載の爪用貼付剤。
- 前記テルビナフィンの薬理学的に許容できる塩が塩酸テルビナフィンである、請求項1〜4のいずれか一項に記載の爪用貼付剤。
- 前記粘着剤層がさらに可塑剤を含有する、請求項1〜5のいずれか一項に記載の爪用貼付剤。
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JP2011045953A Active JP5236760B2 (ja) | 2006-08-28 | 2011-03-03 | 爪用貼付剤 |
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US (1) | US8771726B2 (ja) |
EP (1) | EP2057988B1 (ja) |
JP (4) | JP4861420B2 (ja) |
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Cited By (3)
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US10123978B2 (en) | 2012-07-30 | 2018-11-13 | Meiji Seika Pharma Co., Ltd. | Patch for treating dermatophytosis |
US10562858B2 (en) | 2014-08-13 | 2020-02-18 | Meiji Seika Pharma Co., Ltd. | Crystalline anti-trichophyton agents and preparation process thereof |
WO2021194091A1 (ko) * | 2020-03-23 | 2021-09-30 | 제이씨코리아 주식회사 | 감압 점착제 조성물, 이를 포함하는 점착제, 상기 점착제를 포함하는 인조네일 및 네일용 스티커 |
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US8771726B2 (en) | 2006-08-28 | 2014-07-08 | Hisamitsu Pharmaceutical Co., Inc | Nail patch |
US8574621B2 (en) | 2010-02-05 | 2013-11-05 | Hisamitsu Pharmaceutical Co., Inc. | Adhesive patch for treatment of tinea unguium |
JP5572863B2 (ja) | 2011-06-24 | 2014-08-20 | 国立大学法人九州大学 | Nk細胞の増幅方法 |
KR102056568B1 (ko) * | 2019-05-31 | 2019-12-16 | 고경열 | 손발톱 장식 부재 점착용 점착제 조성물 |
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- 2007-07-06 WO PCT/JP2007/063564 patent/WO2008026381A1/ja active Application Filing
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WO2000061120A1 (fr) * | 1999-04-13 | 2000-10-19 | Hisamitsu Pharmaceutical Co., Inc. | Préparations destinées à être absorbées par voie percutanée |
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WO2021194091A1 (ko) * | 2020-03-23 | 2021-09-30 | 제이씨코리아 주식회사 | 감압 점착제 조성물, 이를 포함하는 점착제, 상기 점착제를 포함하는 인조네일 및 네일용 스티커 |
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ES2428856T3 (es) | 2013-11-11 |
JP2011140504A (ja) | 2011-07-21 |
JP4861420B2 (ja) | 2012-01-25 |
US8771726B2 (en) | 2014-07-08 |
JP5738727B2 (ja) | 2015-06-24 |
WO2008026381A1 (en) | 2008-03-06 |
EP2057988A4 (en) | 2009-08-19 |
EP2057988B1 (en) | 2013-09-11 |
US20090324696A1 (en) | 2009-12-31 |
JP2010189440A (ja) | 2010-09-02 |
EP2057988A1 (en) | 2009-05-13 |
JPWO2008026381A1 (ja) | 2010-01-14 |
JP5236760B2 (ja) | 2013-07-17 |
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