JP6742920B2 - 爪を治療するための水性アルコールシステム - Google Patents
爪を治療するための水性アルコールシステム Download PDFInfo
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- JP6742920B2 JP6742920B2 JP2016570778A JP2016570778A JP6742920B2 JP 6742920 B2 JP6742920 B2 JP 6742920B2 JP 2016570778 A JP2016570778 A JP 2016570778A JP 2016570778 A JP2016570778 A JP 2016570778A JP 6742920 B2 JP6742920 B2 JP 6742920B2
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- pharmaceutical composition
- nail
- water
- poloxamer
- cyclodextrin
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- LEHFPXVYPMWYQD-XHIJKXOTSA-N ulobetasol Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H](C)[C@@](C(=O)CCl)(O)[C@@]2(C)C[C@@H]1O LEHFPXVYPMWYQD-XHIJKXOTSA-N 0.000 description 1
- 229940075466 undecylenate Drugs 0.000 description 1
- 229940093257 valacyclovir Drugs 0.000 description 1
- 229960002004 valdecoxib Drugs 0.000 description 1
- LNPDTQAFDNKSHK-UHFFFAOYSA-N valdecoxib Chemical compound CC=1ON=C(C=2C=CC=CC=2)C=1C1=CC=C(S(N)(=O)=O)C=C1 LNPDTQAFDNKSHK-UHFFFAOYSA-N 0.000 description 1
- 229960003165 vancomycin Drugs 0.000 description 1
- MYPYJXKWCTUITO-UHFFFAOYSA-N vancomycin Natural products O1C(C(=C2)Cl)=CC=C2C(O)C(C(NC(C2=CC(O)=CC(O)=C2C=2C(O)=CC=C3C=2)C(O)=O)=O)NC(=O)C3NC(=O)C2NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(CC(C)C)NC)C(O)C(C=C3Cl)=CC=C3OC3=CC2=CC1=C3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1 MYPYJXKWCTUITO-UHFFFAOYSA-N 0.000 description 1
- MYPYJXKWCTUITO-LYRMYLQWSA-O vancomycin(1+) Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C([O-])=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)[NH2+]C)[C@H]1C[C@](C)([NH3+])[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-O 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229960003636 vidarabine Drugs 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
- BCEHBSKCWLPMDN-MGPLVRAMSA-N voriconazole Chemical compound C1([C@H](C)[C@](O)(CN2N=CN=C2)C=2C(=CC(F)=CC=2)F)=NC=NC=C1F BCEHBSKCWLPMDN-MGPLVRAMSA-N 0.000 description 1
- 229960004740 voriconazole Drugs 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229960002555 zidovudine Drugs 0.000 description 1
- HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 description 1
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Description
より効力のある薬物の使用、
適切な物理化学的特性を有する薬物を選択して、爪および爪母基へのそれらの浸透および拡散を促進すること、
浸透および拡散促進剤の使用(例えば、特許文献1、特許文献2、特許文献3、特許文献4)、
高い薬物濃度を持ち、爪板上での長時間の滞留時間を有する製剤を設計して、薬物の制御放出を促進すること、
である。
医薬品として使用するための、上記で定義したとおりの医薬組成物、
爪の状態の治療および予防において使用するための、上記で定義したとおりの医薬組成物、
(i)ポロキサマ407、(ii)少なくとも1種の透過促進剤、(iii)シクロデキストリン、親水性ポリマ、およびそれらの混合物からなる群から選択される少なくとも1種の可溶化剤、(iv)少なくとも1種の生物学的活性物質、ならびに(v)水、およびC1〜C3アルコールまたはそれらの混合物を含むビヒクルを混合することを含む、医薬組成物を調製するための方法
を対象とする。
本発明の組成物は、任意の適切な手段、例えば、いくつかの非限定的な例に言及するにすぎないが、ブラシ、スプレー、またはスポンジによって、治療を必要とする爪および/またはその周囲領域の上に施与される。罹患領域上に施与すると、システムは、ヒドロゲル、すなわち、水性媒体中で、膨潤した三次元高分子構造を形成し、これは、これらの媒体中に不溶性で、爪に付着し、そこから薬物が爪の中へ、および爪を通過して浸透および拡散する。
HO(C2H4O)a((CH3)2CHO)b(C2H4O)aH (I)
[式中、各「a」は独立に、80〜115の間に含まれる整数から選択され、「b」は、45〜75の間に含まれる整数から選択される]。したがって、これは、中心のオキシポリイソプロピレンブロック、その両側の2つのオキシポリエチレンブロックを含むトリブロックコポリマである。代替の実施形態では、「a」は、95〜105の間に、または97〜104の間に含まれる整数である。さらなる実施形態では、「a」は、98〜103の間に含まれる整数である。代替の実施形態では、「b」は、52〜65、または54〜60の間に含まれる整数である。さらなる実施形態では、「a」は、54〜58の間に含まれる整数である。ポロキサマ407の典型的な分子量は、9,500〜14,600の間に含まれ、オキシポリエチレン含有率は、ポロキサマ407の全重量に対して、65〜75重量%である。
角質溶解性促進剤(爪板を水和および膨潤させる)、例えば、尿素、サリチル酸、チオグリコール酸、
角質溶解性酵素(ケラチナーゼとして、ケラチンを加水分解する)、
ケラチンスルフヒドリル架橋結合還元剤、例えば、システイン、N−アセチルシステイン、カルボシステイン、亜硫酸ナトリウム
界面活性剤(ドデシル硫酸ナトリウムなどの一部のイオン性界面活性剤は、ケラチンと相互作用して(主に、システイン残基を介して)、このタンパク質の配置および凝集状態に変化をもたらす)
に分類され得る。
本発明のさらなる態様は、本発明の医薬組成物を調製するための方法である。これは、ポロキサマ407、透過促進剤、可溶化剤、および少なくとも1種の生物学的活性物質を、水中、およびC1〜C3アルコール中に分散または溶解させることを含む。
本発明の組成物は、生物学的活性物質を組み込まれ、具体的には、爪の状態を治療するための医薬品として使用される。
シクロピロックスオラミンは、Fagron Ibericaによって、プロピオン酸クロベタゾールは、Crystal Farmaによって供給された。部分的メチル化シクロデキストリン(Kleptose(登録商標)CRYSMEB EXP)およびHPB(Kleptose(登録商標)HPB)は、Roquetteからの寄贈品である。これは、1〜7個、平均で4個のメチル基(第二級ヒドロキシル基において)を有し、かつ0.57のモル置換比(MS)を有する数種の[ベータ]−シクロデキストリン([アルファ]−1−4結合によって結合したd−グルコピラノース(グルコース))の混合物である。平均分子量は、1191である(Mw=1135+7×MS×l4)。N−アセチルシステインは、Acorfarmaからの寄贈品である。ドデシル硫酸ナトリウムは、Fagron Ibericaによって供給されたが、これは、ラウリル硫酸ナトリウムとしても公知である。リン酸緩衝生理食塩水を、スペイン薬局方に従って、すべて分析グレードのリン酸二水素カリウム、塩化ナトリウム、およびリン酸二水素ナトリウム十二水和物から調製した。微生物の成長を防止するために緩衝液に添加されるアジ化ナトリウムは、Panreac Quimica SA(Barcelona、Spain)によって供給された。使用した残りの溶媒および試薬は、分析グレードであった。
[実施例1.1:本発明による製剤を調製するための一般方法]
Ony−Tecを除いて、下記の製剤を、次の方法に従って調製した。必要量のシクロデキストリン(CRYSMEBまたはHPB)を、一定の撹拌および約4℃の温度下で、対応するビヒクルに溶解させて、シクロデキストリンが溶解したら組み込むポロキサマの溶解および正確な均質化を促進した。シクロデキストリンおよびポロキサマが完全に溶解したら、低温および一定の撹拌の条件を維持しながら、透過促進剤(例えば、N−アセチルシステイン、カルボシステイン、またはドデシル硫酸ナトリウム)を添加し、後で、生物学的活性物質を、製剤が均一かつ透明になる飽和まで添加した。撹拌を室温で終夜継続した。高濃度のポロキサマ407の場合には、温度を4〜6℃に維持することが必要であった。生物学的活性物質の飽和溶液を翌日濾過した(各場合において使用した溶媒と適合する材料からなる0.45ミクロンのフィルタ)。生物学的活性物質の濃度を、UV分光測光法またはHPLCによって決定した。
25〜65歳の健康なボランティアおよび患者(爪真菌症および乾癬)の手および足から、爪のサンプルを得た。健康なボランティアは、インフォームドコンセントの後に自身で爪を切った。サンプルを慎重に清浄にし、水で洗浄し、室温で乾燥させ、ガラスベッセル内で、室温で貯蔵した。拡散研究のために使用する爪は、約8mmの長さであった。
本出願に記載の拡散研究を、下記に詳述する方法を使用して行った。
拡散試験の完了後に爪に浸透した生物学的活性物質の量も決定した。拡散試験後に爪を回収し、これを、水で十分に洗浄し、セルロース紙で拭いた。製剤に曝露した切片を、小片に切断し、秤量した。5%メタノール溶液5mlを添加し、室温で少なくとも6日間にわたってインキュベートした。
放出研究を、0.79cm2の有効拡散面積を有するFranz型垂直拡散セル内で実施した。別段に述べない限り、ドナーコンパートメントに、研究する製剤500μlを添加し、アクセプタコンパートメントを、37℃で、継続した攪拌下のリン酸緩衝生理食塩水pH7.4(欧州薬局方)によって形成し、MWCO>12,000Daの透析膜によってアクセプタコンパートメントから分離した。試料を規定の時間間隔でアクセプタコンパートメントから収集し、体積をリン酸塩緩衝液で補充した。生物学的活性物質濃度を、必要ならば試料を希釈することによって、分光測光法で決定した。
実施例1.5に記載の方法に従って、種々の比のポロキサマ407で調製され、10%のCRYSMEBおよび10%のN−アセチルシステインを含有する製剤中のシクロピロックスオラミンの放出を、水性組成物(比較例)と、水およびエタノール1:1のビヒクル混合物(本発明の組成物)とを比較することによって研究した。図1において示されているとおり、エタノールの組み込みは、シクロピロックスオラミンの拡散を増大させた。
実施例1.3に記載の方法に従って、ウシの蹄を通じてのシクロピロックスオラミンの拡散および浸透を、5%w/wのポロキサマ407、10%w/wのN−アセチルシステイン、および10%w/wCRYSMEBを有する組成物において研究した。図2は、これらの製剤で得られた拡散プロファイルを示している。水で作製された比較製剤およびOny−Tecは同様の拡散プロファイルを持つことが観察された。しかしながら、水性アルコール溶液(1:1の水:エタノール)を使用する本発明の組成物は意外にも、蹄を通じての優れた薬物拡散をもたらす。11日間の試験の終了時に蹄の内部に存在するシクロピロックスオラミンの量の決定によって、本発明の製剤で、より多量であることが見出された(図3)。
本発明による2種の製剤、すなわち、(a)5%w/wのポロキサマ407、10%w/wのN−アセチルシステイン、10%w/wのCRYSMEB、水:エタノール(1:1)、および24.27mg/mlのシクロピロックスオラミン、ならびに(b)10%w/wのポロキサマ407、10%w/wのN−アセチルシステイン、10%w/wのCRYSMEB、水:エタノール(1:1)、および22.90mg/mlのシクロピロックスオラミンを調製した。
本発明に従って、5%w/wのポロキサマ407、10%w/wのN−アセチルシステイン、10%w/wのCRYSMEB、水:エタノール(1:1)、および1.6mg/mlのプロピオン酸クロベタゾールを含む製剤(d)を調製した。市販の製剤の不在下で、Fagron製のベースラッカを用い、プロピオン酸クロベタゾール80mgを組み込んで、製剤を調製した
Ony−Tec組成物を除いて、実施例1.1に記載の一般手順に従って、5%w/wのポロキサマ407、10%w/wのCRYSMEB、飽和までのシクロピロックスオラミン、100%まで補完する1:1の水:エタノール、および種々の割合の種々の透過促進剤を使用して、様々な製剤を調製した。実施例1.3に記載の一般手順に従って、製剤を、すべての場合においてOny−Tecと比較した。結果を図9a〜eにおいて示す。図9aは、カルボシステインの結果を示している。図9bは、ドデシル硫酸ナトリウム(SDS)の結果を示している。図9cは、リン酸カリウムの結果を示している。図9dは、乳酸の結果を示している。図9eは、0.1%w/wのカルボシステインを含むポリエチレングリコール300(PEG300)の結果を示している。N−アセチル−システイン(Ac)を有する本発明による医薬組成物を基準として使用した。すべての浸透促進剤について、さらには、臭気がないにも関わらず、その不十分な溶解性によって、何度も廃棄されているカルボシステインでも、良好な拡散が観察された。
Ony−Tec組成物を除いて、実施例1.1に記載の一般手順に従って、5%w/wのポロキサマ407、5%w/wのCRYSMEB、透過促進剤、飽和までのシクロピロックスオラミン、および100%まで補完する種々の割合の水:エタノールを使用して、様々な製剤を調製した。実施例1.3に記載の一般手順に従って、製剤を、すべての場合においてOny−Tec、および水のみを使用する本発明の同じ組成物と比較した。ウシの蹄膜を越えてのシクロピロックスオラミンの拡散に対する、爪用ラッカ(2ml)の作成において使用されるエタノール:水の比の影響。溶媒として水のみを含有するラッカと比較すると、エタノールの存在は、すべての場合において、薬物の拡散を増大させる(図10を参照されたい)。
本発明による3種の製剤、すなわち、(a)5%w/wのポロキサマ407、5%w/wのN−アセチルシステイン、10%w/wのCRYSMEB、水:エタノール(1:1)、および25mg/mlのシクロピロックスオラミン;(b)5%w/wのポロキサマ407、1%w/wのドデシル硫酸ナトリウム(SDS)、10%w/wのCRYSMEB、水:エタノール(1:1)、および12.83mg/mlのシクロピロックスオラミン;(c)5%w/wのポロキサマ407、0.1%w/wのカルボシステイン、5%w/wのPEG300、10%w/wのCRYSMEB、水:エタノール(1:1)、および18.79mg/mlのシクロピロックスオラミンを調製した。実施例1.3に記載の方法に従って、ヒトの爪で研究を行った。図11において示されているとおり、3種の組成物(a)、(b)、および(c)は、爪において、Ony−TecおよびCiclochemよりも高い浸透を示す。ドデシル硫酸ナトリウムおよびPEG300を含む製剤(b)および(c)は特に有利である。
Claims (10)
- (i)ポロキサマ407、(ii)少なくとも1種の透過促進剤、(iii)シクロデキストリン、または、シクロデキストリンと親水性ポリマとの混合物からなる群から選択される少なくとも1種の可溶化剤、(iv)少なくとも1種の生物学的活性物質、ならびに(v)水、およびC1〜C3アルコールを含むビヒクル、を含み、
前記水:前記C1〜C3アルコールの体積割合が4:1〜1:4の間に含まれ、医薬組成物の全重量に対して、3〜10%w/wの前記ポロキサマ407を含み、5〜20%w/wの前記シクロデキストリンを含む、爪に施与するための医薬組成物。 - 前記ビヒクルが、水とC1〜C3アルコールとの混合物からなる、請求項1に記載の医薬組成物。
- 前記透過促進剤が、0.01%〜15%w/wの量のN−アセチルシステイン、0.01%〜10%w/wの量のドデシル硫酸ナトリウム、2%〜7%w/wの量のPEG、および2%〜7%w/wの量のPEGと0.01%〜0.2%w/wの量のカルボシステインとの組合せからなる群から選択される、請求項1または2に記載の医薬組成物。
- 前記生物学的活性物質が、抗真菌薬、ステロイド系抗炎症薬、コルチコイド、レチノイド、ビタミンDおよびその誘導体、免疫抑制薬、抗ウイルス薬、抗生物質、ならびにそれらの混合物からなる群から選択される、請求項1〜3のいずれか1項に記載の医薬組成物。
- 前記生物学的活性物質が、プロピオン酸クロベタゾール、シクロピロックス、およびテルビナフィンからなる群から選択される、請求項4に記載の医薬組成物。
- 医薬品として使用するための、請求項1〜5のいずれか1項に記載の医薬組成物。
- 爪の状態の治療および予防において使用するための、請求項1〜5のいずれか1項に記載の医薬組成物。
- 真菌感染症、乾癬、扁平苔癬、炎症、アトピ性皮膚炎、湿疹、ならびにウイルスおよび細菌感染症からなる群から選択される状態の治療において使用するための、請求項7に記載の医薬組成物。
- (i)ポロキサマ407、(ii)少なくとも1種の透過促進剤、(iii)シクロデキストリン、または、シクロデキストリンと親水性ポリマとの混合物からなる群から選択される少なくとも1種の可溶化剤、(iv)少なくとも1種の生物学的活性物質、ならびに(v)水、およびC1〜C3アルコールを含むビヒクル、を混合することを含み、
前記水:前記C1〜C3アルコールの体積割合が4:1〜1:4の間に含まれ、医薬組成物の全重量に対して、3〜10%w/wの前記ポロキサマ407を含み、5〜20%w/wの前記シクロデキストリンを含む、爪に施与するための医薬組成物を調製するための方法。 - (i)ポロキサマ407、(ii)少なくとも1種の透過促進剤、(iii)シクロデキストリン、または、シクロデキストリンと親水性ポリマとの混合物からなる群から選択される少なくとも1種の可溶化剤、(iv)少なくとも1種の生物学的活性物質、ならびに(v)水、およびC1〜C3アルコールを含むビヒクル、を含む医薬組成物と;前記医薬組成物を爪に施与するための指示書とを含み、
前記水:前記C1〜C3アルコールの体積割合が4:1〜1:4の間に含まれ、前記医薬組成物の全重量に対して、3〜10%w/wの前記ポロキサマ407を含み、5〜20%w/wの前記シクロデキストリンを含む、爪に施与するための医薬組成物を含むキット。
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EP14382215.3A EP2952208A1 (en) | 2014-06-04 | 2014-06-04 | Hydroalcoholic system for nail treatment |
PCT/EP2015/062413 WO2015185647A1 (en) | 2014-06-04 | 2015-06-03 | Hydroalcoholic system for nail treatment |
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