JP2021522299A - 改良製剤 - Google Patents
改良製剤 Download PDFInfo
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- JP2021522299A JP2021522299A JP2020561663A JP2020561663A JP2021522299A JP 2021522299 A JP2021522299 A JP 2021522299A JP 2020561663 A JP2020561663 A JP 2020561663A JP 2020561663 A JP2020561663 A JP 2020561663A JP 2021522299 A JP2021522299 A JP 2021522299A
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- sorbitol
- liquid paraffin
- citric acid
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- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 229960000523 zalcitabine Drugs 0.000 description 1
- 229960000820 zopiclone Drugs 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
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Abstract
Description
(a)1又はそれ以上の活性成分及び溶媒を含む調製物から溶媒を昇華することによる凍結乾燥粉末の形成工程;
(b)ソルビトール、液体パラフィン及び、場合によっては、クエン酸を含む、又はそれらからなるブレンド組成物の形成工程;
(c)工程(b)で得られたブレンド組成物と工程(a)で得られた凍結乾燥粉末との混合工程;
を含む、本発明の固体医薬製剤の製造方法を提供する。
(a)1又はそれ以上の活性成分及び溶媒を含む調製物から溶媒を昇華させることによる凍結乾燥粉末の形成工程;
(b)ソルビトール、液体パラフィン、及び、場合によっては、クエン酸を含む、又はそれらからなる、ブレンド組成物の形成工程;
(c)工程(b)で得られたブレンド組成物と工程(a)で得られた凍結乾燥粉末との混合工程;
を含む、本発明の固体医薬製剤の製造方法を提供する。
本発明の方法により、自由流動性粉末形態の固体の医薬製剤を獲得しうる。
抗アレルギー薬:デスロラタジン、ロラタジン、モンテルカスト、モンテルカストナトリウム、セチリジン、フェキソフェナジン、エバスチン;
アルファ遮断薬:タムスロシン、シロドシン;
鎮痛薬及び抗炎症薬:アスピリン、アロキシプリン、アウラノフィン、アザプロパゾン、ベノリレート、ジフルニサル、エトドラク、フェンブフェン、フェノプロフェンカルシウム、フルルビプロフェン、イブプロフェン、インドメタシン、ケトプロフェン、メクロフェナム酸、メフェナム酸、ナブメトン、ナプロキセン、オキサプロジン、オキシフェンブタゾン、フェニルブタゾン、ピロキシカム、スリンダク、パラセタモール;
抗不整脈薬:塩酸アミオダロン、ジソピラミド、酢酸フレカイニド、硫酸キニジン;
抗菌薬:ベネタミンペニシリン、シノキサシン、シプロフロキサシン塩酸塩、クラリスロマイシン、クロファジミン、クロキサシリン、デメクロサイクリン、ドキシサイクリン、エリスロマイシン、エチオナミド、イミペネム、ナリジクス酸、ニトロフラントイン、リファンピシン、スピラマイシン、スルファベンズアミド、スルファドキシン、スルファメラジン、スルファセタミド、スルファジアジン、スルファフラゾール、スルファメトキサゾール、スルファピリジン、テトラサイクリン、トリメトプリム;
抗精神病薬:アモキサピン、シクラジンドール、塩酸マプロチリン、塩酸ミアンセリン、塩酸ノルトリプチリン、塩酸トラゾドン、マレイン酸トリミプラミン;
抗糖尿病薬:アセトヘキサミド、クロルプロパミド、グリベンクラミド、グリクラジド、グリピジド、トラザミド、トルブタミド;
抗利尿薬:デスモプレシン及びその類似体、酢酸デスモプレシン;
抗てんかん薬:ベクラミド、カルバマゼピン、クロナゼパム、エトトイン、メトイン、メチスキシミド、メチルフェノバルビトン、オキシカルバゼピン、パラメタジオン、フェナセミド、フェノバルビトン、フェニトイン、フェンスキシミド、プリミドン、スルチアム、バルプロ酸;
抗真菌薬:アムホテリシン、ブトコナゾール硝酸塩、クロトリマゾール、エコナゾール硝酸塩、フルコナゾール、フルシトシン、グリセオフルビン、イトラコナゾール、ケトコナゾール、ミコナゾール、ナタマイシン、ナイスタチン、スルコナゾール硝酸塩、テルビナフィン塩酸塩、テルコナゾール、チオコナゾール、ウンデセン酸;
痛風治療薬:アロプリノール、プロベネシド、スルフィンピラゾン
降圧剤:アムロピジン、ベニジピン、ダロジピン、塩酸ジリタゼム、ジアゾキシド、フェロジピン、酢酸グアナベンズ、インドラミン、イスラジピン、ミノキシジル、塩酸ニカルジピン、ニフェジピン、ニモジピン、塩酸フェノキシベンザミン、塩酸プラゾシン、レセルピン、塩酸テラゾシン;
抗片頭痛薬:リザトリプタン、メシル酸ジヒドロエルゴタミン、酒石酸エルゴタミン、マレイン酸メチセルギド、マレイン酸ピゾチフェン、コハク酸スマトリプタン、カフェイン
抗ムスカリン薬:オキシブチニン、トルテロジン、アトロピン、塩酸ベンズヘキソール、ビペリデン、塩酸エトプロパジン、ヒヨスチンブチルブロミド、ヒヨスチアミン、臭化メペンゾラート、オルフェナドリン、塩酸オキシフェンシルシミン、トロピカミド;
抗鼻炎薬、抗蕁麻疹剤:セチリジン、フェキソフェナジン、エバスチン、ロラタジン、モンテルカスト;
抗ウイルス薬:アシクロビル、アマンタジン塩酸塩、ファムシクロビル、ジドバジン、ジダノシン、ザルシタビン、ホスカルネットナトリウム;
抗不安薬、鎮静薬、睡眠薬、抗神経弛緩薬:アルプラゾラム、アミロバルビトン、バルビトン、ベンタゼパム、ブロマゼパム、ブロムペリドール、ブロチゾラム、ブトバルビトン、カルブロマール、クロルジアゼポキシド、クロルフェニラミン、クロルメチアゾール、クロルプロマジン、クロバザム、クロナゼパム、クロチアゼパム、クロザピン、ジアゼパム、ドロペリドール、エチナメート フルナニゾン、フルニトラゼパム、フルペンチキソールデカノエート、デカン酸フルフェナジン、フルラゼパム、ハロペリドール、ロラゼパム、ロルメタゼパム、メダゼパム、メプロバメート、メタカロン、ミダゾラム、ニトラゼパム、オキサゼパム、ペントバルビトン、ペルフェナジン
フェニルフリン、ピモジド、プロクロルペラジン、シュード塩酸エフェドリン、スルプリド、テマゼパム、チオリダジン、トリアゾラム、ゾピクロン;
避妊薬:クロミフェンクエン酸塩、ダナゾール、デソゲストレル、エチニルエストラジオール、エチノジオール、エチノジオールジアセテート、レボノルゲストレル、メドロキシプロゲステロンアセテート、メストラノール、メチルテストステロン、ノルエチステロン、ノルエチステロンエナント酸塩、ノルゲストレル、エストラジオール、共役エストロゲン、ジドロゲステロン、プロゲステロン、スタノゾロール、スチルベストロール、テストステロン、チボロン;
充血除去薬:プソイドエフェドリン塩酸塩;
利尿薬:アセタゾラミド、アミロライド、ベンドロフルアジド、ブメタニド、クロロチアジド、クロルタリドン、エタクリン酸、フルセミド、メトラゾン、スピロノラクトン、トリアムテレン;
酵素:パンクレアチン、ペプシン、リパーゼ;
てんかん:ガバペンチン;
抗パーキンソン病薬:メシル酸ブロモクリプチン、マレイン酸リズリド、セレギリン、パラフルオロセレギリン、ラザベミド、ラサギリン、2−BUMP [N−(2−ブチル)−N−メチルプロパルギルアミン]、M−2−PP [N−メチル−N−(2−ペンチル)−プロパルギルアミン]、MDL−72145[β−(フルオロメチレン)−3,4−ジメトキシ−ベンゼンタナミン]、モフェギリン、アポモルフィン、N−プロピルノルポルフィン、カベルゴリン、メテルゴリン、ナキサゴリド、ペルゴリド、ピリベジル、ロピニロール、テルグリド、キナゴリド;
胃腸薬:ビサコジル、シメチジン、シサプリド、ジフェノキシレート塩酸塩、ドンペリドン、メトクロプラミド、ファモチジン、ロペラミド、メサラジン、ニザチジン、エソメプラゾール、メトピマジン、パントプラゾール、オンダンセトロン塩酸塩、グラニセトロン、トロピセトロン、ドラセトロン、塩酸ラニチジン、スルファサラジン、ランゾプラゾール;
ヒスタミン受容体拮抗薬:アクリバスチン、アステミゾール、シンナリジン、サイクリジン、シプロヘプタジン塩酸塩、ジメンヒドリナート、フルナリジン塩酸塩、ロラタジン、メクロジン塩酸塩、オキサトミド、テルフェナジン、トリプロリジン
ホルモン:ヒト成長ホルモン(HGH)、卵胞刺激ホルモン(FSH)、性腺刺激ホルモン放出ホルモン(GnRH)作動薬又は拮抗薬、ナファレリントリプトレリン、セトロレリクス、アトシバン;
ホルモン補充療法薬:ジドロゲステロン;
高血圧症治療剤:「エナラプリル」;
授乳薬:オキシトシン、オキシトシン作動薬;
脂質調節薬:ベザフィブラート、クロフィブラート、フェノフィブラート、ジェムフィブロジル、プロブコール;
局所麻酔薬:アメトカイン、アミロカイン、ベンゾカイン、ブクリカイン、ブピバカイン、ブタカイン、ブタニカイン、ブトキシカイン、アミノ安息香酸ブチル、カルチカイン、クロロプロカイン、シンコカイン、クリブカイン、クロルメカイン、コカイン、コカイン、シクロメチカイン、ジメチソキン、ジペロドン、ジクロカイン、塩化エチル、p−ピペリジノアセチルアミノ安息香酸エチル、エチドカイン、ヘキシルカイン、イソブタンベン、ケトカイン、リグノカイン、メピバカイン、メプリルカイン、ミルテカイン、オクタカイン、オキセタザイン、オキシブプロカイン、パレトキシカイン、プラモキシイン、プリロカイン、プロカイン、プロプラノカイン、プロポキシカイン、プロキシメタカイン、ロピべカイン、トリカイン、トリメカイン、バドカイン;
乗り物酔止め薬:ジフェンヒドラミン;
神経筋剤:ピリドスチグミン;
非ステロイド性抗アンドロゲン:エンザルタミド;
栄養剤:ベータカロチン、ビタミンA、ビタミンB2、ビタミンD、ビタミンE、ビタミンK、ミネラル等のビタミン
経口ワクチン:インフルエンザ、結核、髄膜炎、肝炎、百日咳、ポリオ、破傷風、ジフテリア、マラリア、コレラ、ヘルペス、腸チフス、HIV、エイズ、麻疹、ライム病、旅行者下痢、A型肝炎、B型及びC型肝炎、中耳炎、デング熱、狂犬病、パラインフルエンザ、風疹、黄熱病、赤痢、レジオネラ症、トキソプラズマ症、Q熱、出血熱、アルゼンチン出血熱、う蝕、シャーガス病、大腸菌による***症、肺炎球菌症、おたふくかぜ、チクングア、花粉症、喘息、関節リウマチ、癌腫、コクシジウム症、ニューカッスル病、風土病性肺炎、猫白血病、萎縮性鼻炎、丹毒、***及び豚肺炎、又はビブリオ属、サルモネラ属、ボルデテラ属、ヘモフィルス属、トキソプラズマ病原体、サイトメガロウイルス、クラミジア属、レンサ球菌属、ノーウォークウイルス、大腸菌、ヘリコバクター・ピロリ、ロタウイルス、淋菌、髄膜炎菌、アデノウイルス、エプスタイン・バー・ウイルス、日本脳炎ウイルス、カリニ肺炎ウイルス、単純ヘルペス、クロストリジア、呼吸器合胞体ウイルス、クレブシエラ、赤痢菌、緑膿菌、パルボウイルス、カンピロバクター、リケッチア、水痘帯状疱疹、エルシニア、ロスリバーウイルス、J.C.ウイルス、Rhodococcus equi、モラクセラ・カタラーリス、ボレリア・バーグドルフェリ、パスツレラ・ヘモリチカ、BCG等の疾患の兆候を緩和又は低減する;
排尿機能障害治療薬:タムスロシン、塩化トロスピウム、トルテロジン、オキシブチニン、ソリフェナシン;
タンパク質、ペプチド及び組換え薬剤:組換えホルモン及びイソホルモン、組換えサイトカイン、組換えプラスミノーゲン、TNF受容体融合タンパク質、モノクローナル抗体、核酸、アンチセンスオリゴヌクレオチド、オリゴヌクレオチド、糖タンパク質及び接着分子、カルシトニン、オクトレオチド、インスリン及びインスリン類似体、エタネルセプト、ペグフィルグラスチム、リラグルチド、ビバリルジン、ネシリチド、セルレチド、ベンチロミド、エクセナチド、ゴナドレリン、エンフビルチド、バンコマイシン、イカットバント、セクレチン、リュープロリド、グルカゴン組換え体、オキシトシン、セルモレリン、グラミシジンD、インシュリン組換え体、カプレオマイシン、バソプレシン コシントロピン、バシトラシン、アバレリックス、チマファシン、メカセルミン、テリパラタイド、コルチコトロピン、プラムリンチド;
リン酸結合剤:セベラマー;
性機能障害治療薬:カベルゴリン、オキシトシン、タダラフィル、シルデナフィル、バルデナフィル
刺激薬:アンフェタミン、デキサンフェタミン、デクスフェンフルラミン、フェンフルラミン、である。
(a)活性成分及び溶媒を含む製剤から溶媒(例えば水)(例えば凍結乾燥プロセス)を昇華させることによる凍結乾燥粉末の形成工程;
(b)ソルビトール及び液体パラフィンを含むブレンド組成物を形成する工程であって、当該ブレンド組成物は、場合によってはクエン酸を含んでよい;
(c)工程(a)で得られた凍結乾燥粉末とブレンド組成物を混合して、流動性、水分保護性、静電気防止性及び圧縮性が改善された医薬組成物を得る工程;
を含む方法で得ることができる。
一実施形態によれば、得られた自由流動組成物は、スティックパックに導入される。
本発明は、請求項に係る発明の範囲を限定することを意図するものではないが、以下の実施例においてさらに説明される。
〔材料及び方法〕
以下の成分を用いてA(プラセボ)製剤を調製した:
II. ブレンド組成
8.ソルビトールを#40ふるいに通し、粉砕し、ふるいにかけたクエン酸をダブルコーンブレンダー中で、10RPMで2分間混合した。
III. 製剤
11.工程7からの凍結乾燥顆粒を、工程10からの最終ブレンド組成物と、ダブルコーンブレンダー中で、10RPMで5分間混合し、自由流動(プラセボ)組成物を得た。
以下の成分を用いて、デスロラタジン製剤を調製した:
II. ブレンド組成
9.ソルビトールを#40ふるいに通し、粉砕し、ふるいにかけたクエン酸をダブルコーンブレンダー中で、10RPMで2分間混合した。
III. 製剤
12.工程8からの凍結乾燥顆粒を、工程11からの最終ブレンド組成物と、ダブルコーンブレンダー中で、10RPMで5分間混合し、自由流動性デスロラタジン配合物を得た。
以下の成分を用いて、実質的には実施例1に記載したように顆粒製剤を調製した:
以下の成分を用いてシルデナフィル製剤を調製した:
II. ブレンド組成
10.ソルビトールを#40ふるいに通し、粉砕し、ふるいにかけたクエン酸をダブルコーンブレンダー中で、10RPMで2分間混合した。
III. 製剤
13.工程9からの凍結乾燥顆粒を、工程12からの最終ブレンド組成物と、ダブルコーンブレンダー中で、10 RPMで5分間混合し、自由流動性のクエン酸シルデナフィル組成物を得た。
シルデナフィルの製剤を、以下の成分を用いて、本質的に実施例3に記載のように調製した:
本剤は、次の成分を用いて作製した:
II. ブレンド組成
9.ソルビトールを#40ふるいに通し、粉砕し、ふるいにかけたクエン酸をダブルコーンブレンダー中で、10RPMで2分間混合した。
III. 製剤
12.工程8からの凍結乾燥顆粒を、工程11からの最終ブレンド組成物と、ダブルコーンブレンダー中で、10RPMで5分間混合し、自由流動性のソリフェナシン配合物を得た。
以下の成分を用いて、実質的に実施例5に記載のように顆粒製剤を調製した:
バルク及びタップ密度は、製剤の流動特性の理解に重要である。材料のかさ密度は、未使用の粉末試料の体積(粒子間空隙体積を含む)に対する質量の比である。タップ密度は、粉末試料を入れた容器を機械的にタップした後に得られるバルク密度の増加分である。タップ密度は、さらなる体積変化がわずかに観察されるまで、試料を含むメスシリンダーを機械的にタップして得られる。粉末のバルキング特性に影響を及ぼす粒子間相互作用は、粉末の流れを妨害する相互作用でもあるため、バルク密度とタップ密度を比較して、所与の粉末における当該相互作用の相対的重要性を測定しうる。当該比較は、しばしば、例えば圧縮性指数又はハウスナー比等の粉体の流動性の指標として用いられる。:
圧縮性指数(カール指数):
US Pharmacopoeia(USP)第616章によれば、1mLまで読み取り可能な100mLのシリンダーと、未使用の見掛け容積が50〜100mLとなるような量の粉末を使用する方法Iである。
〔タップ密度測定手順〕:
US Pharmacopoeia(USP)第616章方法Iによれば、以下のように詳細が記載されている:
・質量130±16gの100mLメスシリンダー(1mLまで読み取り可能)を、質量240±12gのホルダーに取り付ける。
安息角を用いて固体の流動特性を特性化した。安息角は、粒子間摩擦又は粒子間の運動に対する抵抗に関連する特性である。安息角は、円錐状の物質の堆積物によって想定される、一定の三次元角(水平ベースに対して)である。
安息角は、固定されたベース上に保持リップを有するように形成され、ベース上に粉体の層を保持する。ベースに振動がないこと。漏斗の高さは、粉末の対称な円錐を変化させて、注意深く形成する。ファンネルを移動させる際は、振動しないように注意する。漏斗の高さは、粉末杭の先端から約2〜4cmの高さに保ち、粉末がコーンの先端に落下する影響を最小限に抑える。粉末の対称的なコーンがうまく調製できない場合、又は再現性のある方法で調製できない場合、この方法は適切ではない。安息角は、粉体の円すいの高さを測定し、次式:
tan(a)=高さ/0.5底辺
により安息角(a)を求めて求める。
〔結果〕
製剤を開放ペトリ皿に入れ、25℃/75%RHに保ったClimacelに入れ、高湿曝露をシミュレートした。各製剤の水分含有量を、Climacelで1、2及び6時間後に分析した。水分含量はUSP General Chapter921−Water Detamination Methodを用いて評価した。
配合物の粘着防止特性は、以下の手順で残存量を測定することにより測定した。
〔手順〕
製剤は、図5に示すように、フレキシブルラミネートから作られた10個のスティックパックに均一に充填され、各スティックパックの充填質量を、さらなる参考のために記載した。充填済みのスティックパックを、密封機を用いて密封した。密封スティックパックを振動シフタ上に30分間保持し、製剤をスティックパックのコーナーに捕捉した。各スティックパックは、一方の密封側から切断して開封した。各スティックパックからの製剤を取り出し、較正バランスで秤量し、各スティックパックから回収された製剤の量を測定した。残存量は次式により算出した:
(スティックパックの充填質量)−(スティックパックから回収した内容物)=残存量
〔結果〕
Claims (23)
- 1又はそれ以上の活性成分及びソルビトール及び液体パラフィンを含むブレンド組成物を含む、自由流動性固体医薬製剤。
- 前記ブレンド組成物が、クエン酸をさらに含む、請求項1に記載の製剤。
- 0.01質量%〜30質量%の前記1又はそれ以上の活性成分、70質量%〜99.99質量%の前記ブレンド組成物、及び0質量%〜30質量%の他の医薬に許容される賦形剤を含む、請求項1又は2に記載の製剤。
- 0.1質量%〜28質量%の前記1又はそれ以上の活性成分、72質量%〜99.9質量%の前記ブレンド組成物、及び5質量%〜30質量%の他の医薬に許容される賦形剤を含む、請求項3に記載の製剤。
- 前記ブレンド組成物が、95〜99.9質量%のソルビトール、0.1〜5質量%の液体パラフィン、及び0〜4質量%のクエン酸を含む、請求項1〜4のいずれか一項に記載の製剤。
- 前記ブレンド組成物が、96〜99.5質量%のソルビトール、0.5〜5質量%の液体パラフィン、及び0.5〜質量%のクエン酸を含む、請求項5に記載の製剤。
- 前記ブレンド組成物が、95〜99.9質量%のソルビトール、0.1〜5質量%の液体パラフィン、及び0〜4質量%のクエン酸からなる、請求項5に記載の製剤。
- 前記ブレンド組成物が、96〜99.5質量%のソルビトール、0.5〜5質量%の液体パラフィン、及び0.5〜質量%のクエン酸からなる、請求項7に記載の製剤。
- 活性成分が、デスロラタジン、モンテルカスト、ソリフェナシン、シロドシン、シルデナフィル及びその医薬に許容される塩からなる群より選択される、請求項1〜8のいずれか一項に記載の製剤。
- 活性成分がデスロラタジンである、請求項1〜8のいずれか一項に記載の製剤。
- 前記活性成分がシルデナフィルである、請求項1〜8のいずれか一項に記載の製剤。
- 活性成分がソリフェナシンである、請求項1〜8のいずれか一項に記載の製剤。
- 請求項1〜12のいずれか一項に記載の製剤を収容する容器。
- 小袋とスティックパックからなる群から選択される、請求項13に記載の容器。
- 1又はそれ以上の活性成分を含む医薬製剤の製造に用いるソルビトール及び液体パラフィンを含む固体ブレンド。
- クエン酸をさらに含む、請求項15に記載の固体ブレンド。
- 95〜99.9質量%のソルビトール、0.1〜5質量%の液体パラフィン、及び0〜4質量%のクエン酸を含む、請求項15又は16に記載の固体ブレンド。
- 95〜99.9質量%のソルビトール、0.1〜5質量%の液体パラフィン、0〜4質量%のクエン酸からなる、請求項17記載の固体ブレンド。
- 活性成分が、デスロラタジン、モンテルカスト、ソリフェナシン、シロドシン、シルデナフィル及びその医薬に許容される塩からなる群より選択される、請求項15〜18のいずれか一項に記載の固体ブレンド。
- 活性成分がデスロラタジンである、請求項15〜18のいずれか一項に記載の固体ブレンド。
- 前記活性成分がシルデナフィルである、請求項15〜18のいずれか一項に記載の製剤。
- 活性成分がソリフェナシンである、請求項15〜18のいずれか一項に記載の製剤。
- 請求項1〜12のいずれか一項に記載の医薬製剤の製造方法であって、以下の:
(a)1又はそれ以上の活性成分及び溶媒を含む調製物から溶媒を昇華させることによる凍結乾燥粉末の形成工程;
(b)ソルビトール、液体パラフィン、及び、場合によっては、クエン酸を含む、又はそれらからなる、ブレンド組成物の形成工程;
(c)工程(b)で得られたブレンド組成物と工程(a)で得られた凍結乾燥粉末との混合工程;
を含む、方法。
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- 2019-04-25 EP EP19719868.2A patent/EP3787596A1/en active Pending
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CN112040929A (zh) | 2020-12-04 |
PH12020551798A1 (en) | 2021-06-14 |
CL2020002766A1 (es) | 2021-02-19 |
CA3099055A1 (en) | 2019-11-07 |
BR112020021852A2 (pt) | 2021-02-23 |
US11648201B2 (en) | 2023-05-16 |
TW202002953A (zh) | 2020-01-16 |
MX2023008569A (es) | 2023-08-08 |
EP3787596A1 (en) | 2021-03-10 |
CO2020013679A2 (es) | 2021-03-19 |
SG11202010792TA (en) | 2020-11-27 |
US20210236426A1 (en) | 2021-08-05 |
WO2019211159A1 (en) | 2019-11-07 |
MX2020011541A (es) | 2020-11-24 |
KR20210005224A (ko) | 2021-01-13 |
US20230346704A1 (en) | 2023-11-02 |
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