JP2009502487A - スプレー乾燥された粉体及び粒状化された材料の特性の改良方法、並びにそれによって製造した製品 - Google Patents
スプレー乾燥された粉体及び粒状化された材料の特性の改良方法、並びにそれによって製造した製品 Download PDFInfo
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- JP2009502487A JP2009502487A JP2008524228A JP2008524228A JP2009502487A JP 2009502487 A JP2009502487 A JP 2009502487A JP 2008524228 A JP2008524228 A JP 2008524228A JP 2008524228 A JP2008524228 A JP 2008524228A JP 2009502487 A JP2009502487 A JP 2009502487A
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Abstract
Description
本発明は、スプレー乾燥された粉体及び粒状化された材料の特性を改良する方法、並びにそれによって製造した製品を対象とする。より詳しくは、本発明は、有機材料を該有機材料に対する溶剤と非溶剤のブレンド中に含む混合物を利用して固体材料を調製して、スプレー乾燥組成物を製造する方法に関する。本発明の特定の実施態様によれば、前記有機材料は、ポリマーである。
は鎖の末端間の距離の平均の2乗であり、
は非摂動長である]で与えられる。(方程式§1は分岐状ポリマーに対し類似の形式で、重心に関する回転半径の平均の2乗
と対応する非摂動長
を用いて記載することができる)αが1又は1より大きい場合、ポリマー溶解性がもたらされ、この条件を満たす溶剤を”良溶剤”又は単に”溶剤”と呼ぶ。ポリマー−溶剤間の引力がポリマー−ポリマー間の引力よりも大きいため、溶剤は、ポリマー分子を真直ぐに伸ばす(乃至拡張させる)。光散乱法(例えば、ビスコテック社のトリプル・ディテクター・アレイ)を用いて、方程式§1で表現される変数を決定することができる。これらの概念は、マルコム・P.・スティーブンスのテキスト「ポリマー化学、序文」中で定義されており、参照してここに取り込む。
1.ポリビニルピロリドン(PVP)(プラスドン(登録商標)K−29/32、インターナショナル・スペシャルティ・プロダクツ)(10重量%)溶液を、単一溶剤溶液、及び溶剤/非溶剤比が異なる2種の溶剤/非溶剤ブレンド溶液からスプレー乾燥した。溶剤はジクロロメタンであり、非溶剤はアセトンであった。
2.SD−マイクロ(登録商標)(ニロ社)のスプレー乾燥機上でスプレー乾燥を行い、スプレー乾燥される溶液の溶剤組成以外は実験条件を一定に維持した。
3.残留溶剤含有率
4.粒子形態
a.溶剤から:図1Aに示すように、粘稠作用に起因して球形及び糸様の尾部。
b.溶剤/非溶剤から:非溶剤含有率が上昇するにつれて形状の不規則性が向上した、より小さく、非球形の粒子(図1B及び1C)、100%溶剤の実験で観測された粘稠な糸は失われている。
1.ポリビニルピロリドン(PVP)(プラスドン(登録商標)K−29/32、インターナショナル・スペシャルティ・プロダクツ)(10重量%)を、第2の添加ポリマーとしてメタクリル酸共重合体が添加された、並びに添加されていない、60%溶剤/40%非溶剤の溶剤混合液からスプレー乾燥した。溶剤はジクロロメタンであり、非溶剤はアセトンであった。
2.SD−マイクロ(登録商標)(ニロ社)のスプレー乾燥機上で、第2ポリマーの添加以外は同一の実験条件下で、スプレー乾燥を行った。
3.結果:
a.残留溶剤含有率:
1.1部のカルバマゼピン(CBZ)を、1部のポリビニルピロリドン(PVP)(プラスドン(登録商標)K−29/32、インターナショナル・スペシャルティ・プロダクツ)(10重量%)及び1部のポリビニルピロリドン-co-酢酸ビニル(PVP−VA)(プラスドン(登録商標)S−630、インターナショナル・スペシャルティ・プロダクツ)と共に、10重量%の固形分濃度で、溶剤/非溶剤溶液からスプレー乾燥した。溶剤はジクロロメタン(20%)であり、非溶剤はアセトン(80%)であった。
2.SD−マイクロ(登録商標)(ニロ社)のスプレー乾燥機上で、溶剤組成以外は同一の実験条件下で、スプレー乾燥を行った。
3.結果
a.溶剤溶液からのCBZ
1)粒子形態:図2Aに示すように球状
2)粒径(光学顕微鏡による):10μm
3)スプレー乾燥直後の残留溶媒:3.2%
4)嵩密度:0.041g/mL
5)1250回タップ後の密度:0.064g/mL
6)変調示差走査熱量計(MDSC)で検出され、図3に示すように、製品はポリマー形態のCBZ結晶を含んでいた。
b.溶剤/非溶剤溶液からのCBZ
1)粒子形態:図2Bに示すように球状
2)粒径(光学顕微鏡による):3μm−5μm
3)スプレー乾燥直後の残留溶媒:2.0%
4)嵩密度:0.057g/mL
5)1250回タップ後の密度:0.18g/mL
6)先の例に基づくと球状の形態は予期されず、窪みがあり、レーズン様で、或いは折り畳まれた粒子が予期される。第2ポリマーの存在が粒子形態を変え、球状粒子を創り出す。
7)MDSCでは、結晶の残留は検出されなかった(図3)。
1.1部のエファビレンツ(EFV)を、3部のポリビニルピロリドン-co-酢酸ビニル(PVP−VA)(プラスドン(登録商標)S−630、インターナショナル・スペシャルティ・プロダクツ)と共に、10重量%の固形分濃度で、溶剤/非溶剤溶液からスプレー乾燥した。溶剤はアセトン(33%)であり、非溶剤はヘキサン(66%)であった。
2.SD−マイクロ(登録商標)(ニロ社)のスプレー乾燥機上で、溶剤組成以外は同一の実験条件下で、スプレー乾燥を行った。
3.結果
a.溶剤溶液からのEFV
1)粒子形態:図4Aに示すように球状
2)粒径(光学顕微鏡による):5μm
3)嵩密度:0.13g/mL
4)1250回タップ後の密度:0.21g/mL
b.溶剤/非溶剤溶液からのEFV
1)粒子形態:図4Bに示すように球状
2)粒径(光学顕微鏡による):1μm
3)嵩密度:0.28g/mL
4)1250回タップ後の密度:0.47g/mL
1.エファビレンツ(EFV)と溶解度向上ポリマーとを、EFV:ポリビニルピロリドン(PVP)(プラスドン(登録商標)K−29/32、インターナショナル・スペシャルティ・プロダクツ)の比を1:3とし、2%のラウリル硫酸ナトリウム(乾燥基準)と共に、溶剤/非溶剤溶液からスプレー乾燥した。ジクロロメタンを溶剤とし、アセトンを非溶剤とした。
2種の溶液を、SD−マイクロ(登録商標)(ニロ社)のスプレー乾燥機上で、同一条件下でスプレー乾燥し、スプレー乾燥粉体を生産した。
2.示差走査熱量計を用いて、2種の組成物におけるEFVの結晶化度を分析した。EFVの溶融による吸熱がないことで示されるように、両方の粉体ともアモルファス状であった(図5)。
3.両方のアモルファス状EFV組成物は、USP装置II(櫂)で試験したところ、結晶形態よりも、USP水中での放出速度が速く、最大濃度が高かった。驚くべきことに、溶剤/非溶剤溶液からのスプレー乾燥粉体は、溶剤のみの溶液からスプレー乾燥した粉体よりも、放出が速く、放出度合が高かった(図6)。
1.コエンザイムQ10(CoQ10)を、ポリビニルピロリドン(PVP)(プラスドン(登録商標)K−29/32、インターナショナル・スペシャルティ・プロダクツ)と共に、CoQ10:PVPの比を1:3とし、総固形分20%で、スプレー乾燥した。2種のスプレー乾燥粉体を、一方は100%のジクロロメタン(DCM)から、もう一方は80%のDCMと20%のアセトンとの混合液から作製した。CoQ10はDCM及びアセトンの両方に可溶であるものの、PVPはDCMのみに可溶である。他の総てのスプレー乾燥条件は、同一のままとした。
2.サンプルの分析は、装置II(櫂)を用いたUSP溶解を含む。総てのサンプルをサイズ1のゼラチンカプセルに手で詰めた。浴温を37℃とし、最初の60分間、櫂速度を50rpmとし、次に、追加の15分間、櫂速度を200rpmとした。溶解媒体は、クレモフォー(登録商標)EL(BASF社)を2%、アコノン(登録商標)MC8(アビテック社)を4%含んでいた。試験結果を表1に示す。
3.両方のスプレー乾燥粉体とも、結晶性CoQ10(標準)に比べて、溶解特性が向上していた(図7)。溶剤系の変化が溶解挙動に影響を及ぼし、溶剤/非溶剤溶液からの粉体は、放出が顕著に速く、放出度合が顕著に高かった。驚くべきことに、CoQ10が50%溶解するのに要する時間(t50%)が18分(100%溶剤)から5分(溶剤/非溶剤混合液)に短縮された。同様に、CoQ10が80%溶解するのに要する時間(t80%)が、100%溶剤から溶剤/非溶剤混合液に変更することで、68分から12分に短縮された。
4.溶剤溶液からの粒子は、球状/球形であった(図8A)のに対し、溶剤/非溶剤混合液から形成された粒子は、より小さく、糸様であった(図8B)。また、溶剤から溶剤/非溶剤に変更することで、スパンが小さくなること(表1)で示されるように、粒径の分布が小さくなった(図9)。
5.驚くべきことに、溶剤系の変更は、CoQ10の物理化学をも変化させた。両方の製品とも原料よりも結晶性が低いが、溶剤/非溶剤混合液から調製したサンプルはアモルファス状であり、一方、100%DCMからスプレー乾燥した粉体では有意の結晶化度が測定された(図10)。溶剤/非溶剤混合液によるアプローチの他の利点としては、残留溶剤含有率がより低いこと、密度がより高いことが挙げられる。
Claims (41)
- a)有機材料を該有機材料に対する溶剤と非溶剤のブレンド中に含む混合物を準備し、
b)該混合物を液滴又は顆粒のいずれか中に分配し、
c)前記溶剤と非溶剤の混合物を気化させて、平均サイズが約0.5μmから約5000μmの粒子を形成する
固体材料の調製方法。 - 前記溶剤は、前記非溶剤より沸点が低いことを特徴とする請求項1に記載の方法。
- 前記有機材料が炭水化物を含むことを特徴とする請求項1に記載の方法。
- 前記有機材料が活性物質を含むことを特徴とする請求項1に記載の方法。
- 前記有機材料がポリマーを含むことを特徴とする請求項1に記載の方法。
- 前記混合物が、更に活性剤を含むことを特徴とする請求項5に記載の方法。
- 前記混合物が、更に一種以上の医薬として受容可能な成分を含むことを特徴とする請求項6に記載の方法。
- 前記有機材料が、脂肪族ポリエステル類、糖アルコール類、カルボキシアルキルセルロース類、アルキルセルロース類、ゼラチン類、ヒドロキシアルキルセルロース類、ヒドロキシアルキルアルキルセルロース類、ヒドロキシアルキルアルキルセルロース誘導体、ポリアミン類、ポリエチレングリコール、メタクリル酸重合体及び共重合体、N-ビニルピロリドンの単独重合体及び共重合体、ビニルラクタムの単独重合体及び共重合体、デンプン類、多糖類、ポリグリコール類、ポリビニルエステル類、精製/変性セラック、並びにそれらの混合物からなる群から選択されることを特徴とする請求項1に記載の方法。
- 前記有機材料がポリビニルピロリドンを含み、前記溶剤がジクロロメタンを含み、前記非溶媒がアセトンを含むことを特徴とする請求項1に記載の方法。
- 前記有機材料がヒドロキシプロピルメチルセルロースアセテートサクシネートを含み、前記溶剤がアセトンを含み、前記非溶媒がシクロヘキサンを含むことを特徴とする請求項1に記載の方法。
- 前記有機材料がポリビニルピロリドン-co-酢酸ビニルを含み、前記溶剤がアセトンを含み、前記非溶媒がヘキサンを含むことを特徴とする請求項1に記載の方法。
- 前記有機材料がエチルセルロースを含み、前記溶剤がアセトンを含み、前記非溶媒が水を含むことを特徴とする請求項1に記載の方法。
- 前記溶媒及び非溶媒が、溶剤約5%:非溶剤約95%から溶剤約95%:非溶剤約5%の比で存在することを特徴とする請求項1に記載の方法。
- 前記溶媒対非溶媒の比を、前記ポリマーが前記混合物に溶解するように選択することを特徴とする請求項13に記載の方法。
- 前記混合物中の前記有機材料の濃度が、約1%から約90%であることを特徴とする請求項1に記載の方法。
- 前記混合物が、更に第2の有機材料を含むことを特徴とする請求項1に記載の方法。
- 前記第1の有機材料がポリビニルピロリドンを含み、前記第2の有機材料が活性剤であることを特徴とする請求項16に記載の方法。
- 前記固体組成物は、溶剤のみを含有する混合物から製造した固体組成物よりも、スプレー乾燥又は造粒直後に含有する残留溶剤が少ないことを特徴とする請求項1に記載の方法。
- 前記固体組成物は、含有する残留溶剤が約2%未満であることを特徴とする請求項18に記載の方法。
- 前記固体材料が粒子を含み、該粒子は、溶剤のみを含有する混合物から製造した粒子よりも、密度が高いことを特徴とする請求項1に記載の方法。
- 前記混合物は、固形分含有率が約1重量%よりも高いことを特徴とする請求項1に記載の方法。
- 非溶剤を含まないポリマー系を用いて達成可能な量よりも少ないポリマーを用いて、前記活性剤をアモルファス状態にすることを特徴とする請求項6に記載の方法。
- 前記活性剤は、非溶剤を含まないポリマー系を用いて調製したコントロールの組成物に比べて溶解性が向上していることを特徴とする請求項6に記載の方法。
- 前記活性剤は、非溶剤を含まないポリマー系を用いて調製したコントロールの組成物に比べて溶解速度が向上していることを特徴とする請求項6に記載の方法。
- 前記活性剤は、非溶剤を含まないポリマー系を用いて調製したコントロールの組成物に比べて溶解度が向上していることを特徴とする請求項6に記載の方法。
- 請求項1に記載の方法で製造した粒子を含む組成物。
- 請求項26に記載の組成物を含む医薬品組成物。
- 経口の形態で、固体剤形である請求項26に記載の医薬品組成物。
- ポリマーを該ポリマーに対する溶剤と非溶剤のブレンド中に含む混合物をスプレー乾燥して、スプレー乾燥組成物を形成する
スプレー乾燥組成物の調製方法。 - 前記スプレー乾燥組成物は、平均サイズが約0.5μmから約5000μmの粒子を含むことを特徴とする請求項29に記載の方法。
- 前記混合物が、更に活性成分を含むことを特徴とする請求項30に記載の方法。
- 前記活性成分が、医薬として活性な材料を含むことを特徴とする請求項31に記載の方法。
- 前記スプレー乾燥組成物が、活性成分を少なくとも約25重量%含むことを特徴とする請求項30に記載の方法。
- 前記スプレー乾燥組成物が、活性成分を少なくとも約50重量%含むことを特徴とする請求項33に記載の方法。
- 前記スプレー乾燥組成物が、活性成分を少なくとも約75重量%含むことを特徴とする請求項34に記載の方法。
- 前記スプレー乾燥組成物は、放出する活性物の百分率が、非溶剤を含まない同一の溶剤からスプレー乾燥された同一のポリマーと活性物を含む系から調製したコントロールの組成物よりも少なくとも約25%大きい溶解プロファイルを示すことを特徴とする請求項29に記載の方法。
- 前記スプレー乾燥組成物は、放出する活性物の初期速度が、非溶剤を含まない同一の溶剤からスプレー乾燥された同一のポリマーと活性物を含む系から調製したコントロールの組成物よりも少なくとも約25%大きい溶解プロファイルを示すことを特徴とする請求項29に記載の方法。
- 前記スプレー乾燥組成物は、放出する活性物の百分率が、非溶剤を含まない同一の溶剤からスプレー乾燥された同一のポリマーと活性物を含む系から調製したコントロールの組成物よりも少なくとも約100%大きい溶解プロファイルを示すことを特徴とする請求項29に記載の方法。
- 前記スプレー乾燥組成物は、放出する活性物の初期速度が、非溶剤を含まない同一の溶剤からスプレー乾燥された同一のポリマーと活性物を含む系から調製したコントロールの組成物よりも少なくとも約100%大きい溶解プロファイルを示すことを特徴とする請求項29に記載の方法。
- 請求項24に記載の方法で製造したスプレー乾燥組成物。
- 更に、前記液滴を粒状の基材上に堆積させる、請求項1に記載の方法。
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JP2011153119A (ja) * | 2010-01-27 | 2011-08-11 | Mylan Seiyaku Ltd | バンコマイシンまたはその塩を含有する錠剤 |
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JP2011153119A (ja) * | 2010-01-27 | 2011-08-11 | Mylan Seiyaku Ltd | バンコマイシンまたはその塩を含有する錠剤 |
WO2012063498A2 (ja) * | 2010-11-12 | 2012-05-18 | 富士化学工業株式会社 | 新規なエキセメスタン固体分散体 |
WO2012063498A3 (ja) * | 2010-11-12 | 2012-07-19 | 富士化学工業株式会社 | 新規なエキセメスタン固体分散体 |
JP2014501781A (ja) * | 2011-01-05 | 2014-01-23 | ホスピラ・インコーポレイテツド | バンコマイシンの噴霧乾燥 |
JP2017511323A (ja) * | 2014-03-31 | 2017-04-20 | ホビオネ インターナショナル エルティーディー | 増強された特性を有する粉末を生産するための改良噴霧乾燥方法 |
JP2021006536A (ja) * | 2014-03-31 | 2021-01-21 | ホビオネ インターナショナル エルティーディー | 増強された特性を有する粉末を生産するための改良噴霧乾燥方法 |
Also Published As
Publication number | Publication date |
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WO2007014393A3 (en) | 2007-05-31 |
CN101272769A (zh) | 2008-09-24 |
US20070026083A1 (en) | 2007-02-01 |
WO2007014393A2 (en) | 2007-02-01 |
JP2009502969A (ja) | 2009-01-29 |
WO2007016435A2 (en) | 2007-02-08 |
CN101277682B (zh) | 2015-07-29 |
US10532028B2 (en) | 2020-01-14 |
EP1909762A2 (en) | 2008-04-16 |
BRPI0614455A2 (pt) | 2011-03-29 |
CN101272769B (zh) | 2013-04-24 |
CN101277682A (zh) | 2008-10-01 |
JP5243247B2 (ja) | 2013-07-24 |
WO2007016435A3 (en) | 2008-02-14 |
EP1912730A2 (en) | 2008-04-23 |
CN101272848B (zh) | 2013-03-13 |
CN101272848A (zh) | 2008-09-24 |
US20070026073A1 (en) | 2007-02-01 |
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