JP2012533338A - 改善された結晶サイズおよび密度を提供する薬剤送達バルーンの核形成 - Google Patents
改善された結晶サイズおよび密度を提供する薬剤送達バルーンの核形成 Download PDFInfo
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Abstract
Description
a)非晶形にある薬剤のコーティングを適用する適用工程と、
b)コーティングされたバルーンをアニーリングして、バルーン上においてインサイチューで前記薬剤の結晶形を生成する工程と
を有する。
バルーン材料の成分の核形成剤としてのブルーミングを誘発するためにバルーンの蒸気前処理を伴う特定の実施形態を含む、バルーンに核を形成する様々な技術が記載される。
米国特許第5102402号明細書、ドロール(Dror)ら(メドトロニック インコーポレイテッド(Medtronic,Inc.));
米国特許第5370614号明細書、アマンドソン(Amundson)ら(メドトロニック インコーポレイテッド);
米国特許第5954706号明細書、サハトジアン(Sahatjian)(ボストン サイエンティフィック コーポレイション(Boston Scientific Corp));
国際公開第WO00/32267号公報、シメッド ライフ システムズ(SciMed Life Systems)、セントエリザベス メディカルセンター(St Elizabeth’s Medical Center)(パラシス(Palasis)ら);
国際公開第WO00/45744号公報、シメッド ライフ システムズ(ヤン(Yang)ら);
アール.チャールズら、「Ceramide−Coated Balloon Catheters Limit Neointimal Hyperplasia After Stretch Injury in Cartoid Arteries」、Circ.Res.2000、第87巻、第282〜288頁;
米国特許第6306166号明細書、バリー(Barry)ら、(シメッド ライフ システムズ インコーポレイテッド);
米国特許出願第2004/0073284号明細書、ベイツ(Bates)ら(クック インコーポレイテッド(Cook,Inc)、MED インスト インコーポレイテッド(MED Inst,Inc.));
米国特許出願第2006/0020243号明細書、スペック(Speck);
国際公開第WO2008/003298号公報、ヘモテック アーゲー(Hemoteq AG)(ホフマン(Hoffman)ら);
国際公開第WO2008/086794号公報、ヘモテック アーゲー(Hemoteq AG)(ホフマン(Hoffman)ら);
米国特許出願第2008/0118544号明細書、ワン(Wang);
米国特許出願第20080255509号明細書、ワン(Wang)(ルトニックス(Lutonix));
米国特許出願第20080255510号明細書、ワン(Wang)(ルトニックス(Lutonix))。
本発明の実施形態によれば、前記薬剤は、所定比率の前記形態型(morphological forms)を生じるように制御された方法で装置上に提供される。
(a)扇状結晶形態
95/5(wt/wt)のTHF/IPA中におけるパクリタキセル/PVP(55K MW)(95/5 wt/wt)の20%溶液を調製する。カンタム マーヴェリック(Quantum Maverick)バルーン(直径3.0mm×長さ16mm、Pebax(登録商標)7233)を、膨張した状態で、前記パクリタキセル溶液中に浸漬し、取り出し、室温かつ真空下において乾燥させることによって被覆して、約450μgのドライコート重量を得る。この時点におけるコーティングは非晶質ガラスである。バルーンカテーテルを9リットルのガラスチャンバ内に配置する。前記チャンバは、16gの190プルーフのエタノールで充填される。前記チャンバの底部におけるエタノールの表面積は176cm2である。前記カテーテルをエタノールの上方に吊り下げる(液体エタノールと接触させない)。次に、前記チャンバを密閉し、室温で4〜16時間にわたって蒸気アニール工程を進行させて、パクリタキセルの結晶化を引き起こす。前記薬剤の結晶形はパクリタキセル二水和物である。
(b)小さな棒状結晶形態
未被覆のカンタム マーヴェリック バルーン(直径3.0mm×長さ16mm)を、飽和エタノール蒸気を含む密封されたチャンバ内に一晩配置する。次にバルーンを(a)で上述したように浸漬被覆する。この時点におけるコーティングは非晶質ガラスである。被覆したバルーンカテーテルを、(a)で上述したようにエタノール中で蒸気アニーリングする。
図5cは、折り畳み状態からの膨張後における、実施例1bの方法で製造されたバルーンの表面を示している。折り畳み状態からの膨張後における表面上の均一な結晶構造に注目されたい。
この例は、管内留置卓上試験を用いて、インビトロの性能に対するパクリタキセル結晶の大きさの影響を示す。バルーンは、下記手順を用いて、折り畳まれ、親水性ポリウレタン内に留置される。管を37℃の水中に配置する。折り畳んだバルーンを前記管内に配置し、1分間浸漬した後に膨張させる。前記管はバルーンの留置中に20%の過剰拡張を生ずるような大きさに形成されている。膨張を1分間維持し、15秒間にわたって真空に引いて、バルーンを管から取り出す。前記管を水から取り出し、乾燥させ、撮像する。前記管上に留置された薬剤の画像を図7aおよび図7bに示す。
下記方法を用いて、薬剤被覆バルーンカテーテルについて微粒子試験を行なった。バルーンカテーテル(各型についてN=3)を、湾曲ガラス動脈モデルを介して親水性ポリウレタン管(人工動脈)内へ追従させた(tracked)。前記動脈モデルは、試験中に水流(流量:70mL/分)が維持される閉ループシステムの一部である。前記流動ループはレーザー粒子計数器に接続される。バルーンをポリウレタン動脈まで追従させる間に粒子数を得る。留置の前に2分間にわたって粒子数を得る。バルーンを12気圧で30秒間にわたって留置する。次に、留置後の2分間にわたって粒子数を得る。10〜25μm、25〜50μmおよび50〜125μm粒子サイズビンに対する合計粒子数を測定する。3つの型を試験した。「Ptx扇(Ptx Fan)」は、コーティングの後適用蒸気アニーリングによって非晶質パクリタキセルコーティングから調製された、Pebax(登録商標)7233バルーン上において扇状形態を有するパクリタキセルコーティング(賦形剤なし)であった。「Ptx棒(Ptx Rod)」は、バルーンの蒸気前処理、非晶質パクリタキセルコーティングの適用、および次いでコーティングを結晶化させるための後処理によって調製されたPebax(登録商標)7233バルーン上において棒状形態を有するパクリタキセル(賦形剤なし)であった。「シークエント プリーズ(Sequent Please)」は、パクリタキセル/イオプラミド(iopramide)コーティングを有するビー.ブラウン(B.Braun)によって販売されている従来技術の薬剤送達バルーンカテーテルであった。すべてのバルーンは約3μg/mm2のパクリタキセル薬剤含量を有した。図8a〜図8cは粒子数の結果を示している。2つのパクリタキセル粒子形態のうち、棒状形態は追従/留置の間に、より少数の粒子を生じる。双方のパクリタキセル形態(棒および扇)は、市販の比較対照よりも大幅に少ない粒子数を与える。前記結果は、蒸気アニールによる非結晶コーティングの結晶化によって結晶性コーティングを形成することにより、改善されたコーティング特性をもたらすことを示していると考えられる。
薬剤被覆バルーンカテーテルを、媒体(80%のデュベッコの改変イーグル培地(Dubecco’s Modified Eagle media);20%ウシ胎児血清)中、37℃、40mL/分の流動条件下で、体外培養されたブタ動脈内に留置した(1分間の膨張)。留置後、0時間、1時間後および4時間後、動脈をLC−MSによって全薬剤含量について分析した。以下のコーティング製剤:パクリタキセル結晶体(扇状);パクリタキセル結晶体(棒状);パクリタキセル/クエン酸アセチルトリブチル混合物(85/15 wt/wt)−(扇状);およびパクリタキセル/クエン酸アセチルトリブチル混合物(85/15 wt/wt)(棒状)をPebax(登録商標)7233バルーン上で試験した。薬剤含量はすべての製剤について約3μg/mm2であった。薬剤組織の結果を図9に示す。
Claims (51)
- 薬剤を含有するコーティングを上部に有する薬剤送達バルーンを製造する方法であって、前記薬剤は特有な非晶形および結晶形を有し、前記方法は、
a)非晶形にある薬剤のコーティングを適用する適用工程と、
b)コーティングされたバルーンをアニーリングして、前記バルーン上に前記薬剤の結晶形を生成する工程と、を含み、
前記適用工程a)において、前記薬剤コーティングは、前記アニーリング工程において薬剤結晶の形成を誘発するために核を形成されているバルーン表面に施される、方法。 - 前記コーティングされたバルーンは、工程b)において、溶媒蒸気によってアニーリングされる、請求項1に記載の方法。
- 前記溶媒蒸気はアルコールおよび水を含有する、請求項2に記載の方法。
- 前記バルーン表面は、前記薬剤のための核形成剤による処理によって核を形成される、請求項1に記載の方法。
- 前記バルーン表面は、薬剤コーティングを適用する前に、バルーン材料中の成分のバルーン表面へのブルーミングによって、核を形成される、請求項1に記載の方法。
- 前記ブルーミングは、薬剤コーティングを適用する前に、バルーン表面の前処理によって促進される、請求項5に記載の方法。
- 前記前処理はバルーンの溶媒蒸気アニーリングを含む、請求項6に記載の方法。
- 前記バルーン材料はポリアミドブロックコポリマーを含む、請求項1乃至7のいずれか1項に記載の方法。
- 前記薬剤は賦形剤を有する製剤として装置に適用される、請求項1乃至8のいずれか1項に記載の方法。
- 前記賦形剤は、水可溶性ポリマー、糖、造影剤、クエン酸エステル、短鎖モノカルボン酸のグリセロールエステルおよび医薬として許容される塩から成る群のうちの1つである、請求項9に記載の方法。
- 前記アニーリング工程において、前記バルーンはアニーリングチャンバ内に配置され、前記アニーリングチャンバにおいて、前記溶媒蒸気は、前記バルーンが該チャンバに入れられる時点で、前記チャンバの温度および圧力において飽和状態に満たない蒸気圧にある、請求項2に記載の方法。
- 前記チャンバは周囲圧力および周囲温度で維持される、請求項11に記載の方法。
- 前記バルーンは、約5分〜約24時間の範囲にある時間にわたって前記溶媒蒸気によってアニーリングされる、請求項11に記載の方法。
- 前記アニーリング工程において、前記溶媒蒸気は、約35〜75mL/cm2の範囲にあるチャンバ容積対溶媒表面積の比を有するアニーリングチャンバ内に提供される、請求項2に記載の方法。
- 前記バルーン表面は、バルーンの表面上の微粒子核形成剤によって核を形成され、前記微粒子核形成剤は約10nm〜約20μmの寸法範囲にある主要寸法を有する、請求項1に記載の方法。
- 前記微粒子核形成剤は、約10粒子/mm2〜約5000粒子/mm2のバルーン上における密度を有する、請求項15に記載の方法。
- 前記微粒子核形成剤は、約100粒子/mm2〜約2000粒子/mm2のバルーン上における密度を有する、請求項15に記載の方法。
- 前記薬剤は、パクリタキセル、パクリタキセル類似体および誘導体、ラパマイシン、ラパマイシン類似体および誘導体、エベロリムス、エベロリムス類似体および誘導体、およびそれらの混合物のうちから選択される、請求項1乃至17のいずれか1項に記載の方法。
- 前記薬剤はパクリタキセルである、請求項1乃至17のいずれか1項に記載の方法。
- 請求項18に記載の方法によって生成された薬剤送達バルーン。
- バルーン上にほぼ均一に分散された100μm長未満の平均長の結晶性薬剤粒子の層を備えた薬剤送達バルーン。
- 前記結晶性薬剤粒子は1μm〜50μmの範囲にある平均長を有する、請求項21に記載の薬剤送達バルーン。
- バルーンの表面の少なくとも一部分の上に100μm未満の平均長の結晶性薬剤粒子の層を備えた薬剤送達バルーンであって、前記薬剤粒子は、前記一部分の表面にほぼ平行に稠密に積層されている、薬剤送達バルーン。
- 前記結晶性薬剤粒子の層は、厚さ10μm未満である、請求項23に記載の薬剤送達バルーン。
- 前記結晶性薬剤粒子の層は、厚さ2μm未満である、請求項23に記載の薬剤送達バルーン。
- 前記薬剤はパクリタキセルである、請求項20乃至25のいずれか1項に記載の薬剤送達バルーン。
- 表面上に結晶性パクリタキセルを保持する薬剤送達バルーンであって、前記バルーンは、動脈モデル系を再循環する閉ループで、レーザー粒子計数器によって、50〜125μmの寸法範囲ビンにおいて計数したときに、バルーンが留置部位へ追従され、該部位で保持され、留置され、除去され、留置後2分間にわたって観察される間の合計4分間に対して、パクリタキセルおよびイオプロミド賦形剤を有する市販の従来技術の対照バルーンの粒子数の50%未満である粒子数を与えることを特徴とする、バルーン。
- 前記粒子数は、前記対照バルーンに対して約33%以下である、請求項27に記載のバルーン。
- 表面上に結晶性パクリタキセルを保持する薬剤送達バルーンであって、前記バルーンは、再循環体外ブタ動脈組織モデルにおいて、少なくとも300ng/mgの、送達後4時間の組織中における薬剤の組織中濃度を与えることを特徴とする、バルーン。
- 前記濃度は少なくとも400ng/mgである、請求項29に記載の薬剤送達バルーン。
- 前記薬剤は、賦形剤を有さない製剤として装置に適用される、請求項1乃至8のいずれか1項に記載の方法。
- 薬剤を含有するコーティングを上部に有する薬剤送達バルーンを製造する方法であって、前記薬剤は特有な非晶形および結晶形を有し、前記方法は、
a)非晶形にある薬剤のコーティングを適用する適用工程と、
b)コーティングされたバルーンをアニーリングして、前記バルーン上に薬剤の結晶形を生成する工程と、を含み、
前記適用工程a)において、前記薬剤コーティングは、前記アニーリング工程において薬剤結晶の制御された分散を提供するように核を形成されているバルーン表面に施される、方法。 - 前記コーティングされたバルーンは、工程b)において、溶媒蒸気によってアニーリングされる、請求項32に記載の方法。
- 前記溶媒蒸気はアルコールおよび水を含有する、請求項33に記載の方法。
- 前記バルーン表面は前記薬剤のための核形成剤による処理によって核を形成される、請求項32に記載の方法。
- 前記バルーン表面は、薬剤コーティングを適用する前に、バルーン材料中の成分のバルーン表面へのブルーミングによって、核を形成される、請求項32に記載の方法。
- 前記ブルーミングは、薬剤コーティングを適用する前に、バルーン表面の前処理によって促進される、請求項36に記載の方法。
- 前記前処理はバルーンの溶媒蒸気アニーリングを含む、請求項37に記載の方法。
- 前記バルーン材料はポリアミドブロックコポリマーを含む、請求項32乃至38のいずれか1項に記載の方法。
- 前記薬剤は賦形剤を有する製剤として装置に適用される、請求項32乃至39のいずれか1項に記載の方法。
- 前記賦形剤は、水可溶性ポリマー、糖、造影剤、クエン酸エステル、短鎖モノカルボン酸のグリセロールエステルおよび医薬として許容される塩から成る群のうちの1つである、請求項40に記載の方法。
- 前記アニーリング工程において、前記バルーンはアニーリングチャンバ内に配置され、前記アニーリングチャンバにおいて、前記溶媒蒸気は、前記バルーンが該チャンバに入れられる時点で、前記チャンバの温度および圧力において飽和状態に満たない蒸気圧にある、請求項33に記載の方法。
- 前記チャンバは周囲圧力および周囲温度で維持される、請求項42に記載の方法。
- 前記バルーンは、約5分〜約24時間の範囲にある時間にわたって前記溶媒蒸気によってアニーリングされる、請求項42に記載の方法。
- 前記アニーリング工程において、前記溶媒蒸気は、約35〜75mL/cm2の範囲にあるチャンバ容積対溶媒表面積の比を有するアニーリングチャンバ内に提供される、請求項33に記載の方法。
- 前記バルーン表面は、バルーンの表面上の微粒子核形成剤によって核を形成され、前記微粒子核形成剤は、約10nm〜約20μmの寸法範囲にある主要寸法を有する、請求項32に記載の方法。
- 前記微粒子核形成剤は、約10粒子/mm2〜約5000粒子/mm2のバルーン上における密度を有する、請求項46に記載の方法。
- 前記微粒子核形成剤は、約100粒子/mm2〜約2000粒子/mm2のバルーン上における密度を有する、請求項46に記載の方法。
- 前記薬剤は、パクリタキセル、パクリタキセル類似体および誘導体、ラパマイシン、ラパマイシン類似体および誘導体、エベロリムス、エベロリムス類似体および誘導体、およびそれらの混合物のうちから選択される、請求項32乃至48のいずれか1項に記載の方法。
- 前記薬剤はパクリタキセルである、請求項32乃至48のいずれか1項に記載の方法。
- 請求項32に記載の方法によって生成された薬剤送達バルーン。
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JP2021154169A (ja) * | 2016-03-23 | 2021-10-07 | テルモ株式会社 | バルーンカテーテルおよびその製造方法 |
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WO2017164281A1 (ja) * | 2016-03-23 | 2017-09-28 | テルモ株式会社 | バルーンカテーテル及びその製造方法並びに処置方法 |
JP7118222B2 (ja) | 2016-03-23 | 2022-08-15 | テルモ株式会社 | バルーンカテーテルおよびその製造方法 |
JPWO2017164281A1 (ja) * | 2016-03-23 | 2019-01-31 | テルモ株式会社 | バルーンカテーテル及びその製造方法並びに処置方法 |
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JP5933434B2 (ja) | 2016-06-08 |
US20110015664A1 (en) | 2011-01-20 |
EP2962707A1 (en) | 2016-01-06 |
US10080821B2 (en) | 2018-09-25 |
WO2011008393A3 (en) | 2011-03-24 |
EP2453938B1 (en) | 2015-08-19 |
EP2453938A2 (en) | 2012-05-23 |
EP2962707B1 (en) | 2019-07-24 |
WO2011008393A2 (en) | 2011-01-20 |
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