CA2923063C - A delayed release drug formulation - Google Patents
A delayed release drug formulation Download PDFInfo
- Publication number
- CA2923063C CA2923063C CA2923063A CA2923063A CA2923063C CA 2923063 C CA2923063 C CA 2923063C CA 2923063 A CA2923063 A CA 2923063A CA 2923063 A CA2923063 A CA 2923063A CA 2923063 C CA2923063 C CA 2923063C
- Authority
- CA
- Canada
- Prior art keywords
- delayed release
- drug formulation
- release drug
- polymeric material
- formulation
- 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.)
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Landscapes
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| CN113061089A (zh) | 2015-09-23 | 2021-07-02 | 凯瑞康宁生物工程(武汉)有限公司 | γ-羟基丁酸的前药及其组合物和用途 |
| EP3162362A1 (de) | 2015-10-30 | 2017-05-03 | Dr. Falk Pharma Gmbh | Optimierte mesalazinhaltige hochdosistablette |
| EP3257501A1 (en) | 2016-06-14 | 2017-12-20 | Tillotts Pharma AG | Multiple unit dosage form comprising a core with individual core units covered by a mucoadhesive material, and an enteric core coating |
| US20190193928A1 (en) * | 2017-12-21 | 2019-06-27 | Pepsico, Inc. | Multi-ingredient ephemeral beverage pod for making a beverage |
| EP3662898A1 (en) * | 2018-12-07 | 2020-06-10 | Tillotts Pharma AG | Solid composition comprising mesalazine |
| EP3662902B1 (en) * | 2018-12-07 | 2024-07-31 | Tillotts Pharma AG | Colonic drug delivery formulation |
| EP3662895A1 (en) | 2018-12-07 | 2020-06-10 | Tillotts Pharma AG | A process for manufacturing reducing sugar-free 5-asa tablet cores |
| EP3662901B1 (en) | 2018-12-07 | 2025-01-01 | Tillotts Pharma AG | Delayed release drug formulation comprising an outerlayer with an enzymatically degradable polymer, its composition and its method of manufacturing |
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| GB8819110D0 (en) | 1988-08-11 | 1988-09-14 | Norsk Hydro As | Antihypertensive drug & method for production |
| IT1230576B (it) * | 1988-10-20 | 1991-10-28 | Angeli Inst Spa | Formulazioni farmaceutiche per via orale a liberazione selettiva nel colon |
| SE8903914D0 (sv) | 1989-11-22 | 1989-11-22 | Draco Ab | Oral composition for the treatment of inflammatory bowel diseases |
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| US5422121A (en) | 1990-11-14 | 1995-06-06 | Rohm Gmbh | Oral dosage unit form |
| US5914132A (en) * | 1993-02-26 | 1999-06-22 | The Procter & Gamble Company | Pharmaceutical dosage form with multiple enteric polymer coatings for colonic delivery |
| US5656290A (en) | 1993-02-26 | 1997-08-12 | The Procter & Gamble Company | Bisacodyl dosage form with multiple enteric polymer coatings for colonic delivery |
| FR2711525B1 (fr) * | 1993-10-29 | 1996-01-12 | Virbac Laboratoires | Forme Galénique à administration orale pour animaux, son procédé de préparation et ses applications. |
| US5508276A (en) | 1994-07-18 | 1996-04-16 | Eli Lilly And Company | Duloxetine enteric pellets |
| CA2236605A1 (en) | 1997-05-09 | 1998-11-09 | Yves Duccini | Scale inhibitors |
| GB9722426D0 (en) | 1997-10-23 | 1997-12-24 | Univ London Pharmacy | Controlled release formulations |
| GB9724186D0 (en) | 1997-11-14 | 1998-01-14 | British Tech Group | Low temperature coatings |
| US6365185B1 (en) | 1998-03-26 | 2002-04-02 | University Of Cincinnati | Self-destructing, controlled release peroral drug delivery system |
| EP1108431B1 (en) | 1999-12-16 | 2003-05-02 | Laboratorio Medinfar-Produtos Farmaceuticos, S.A. | Gastroresistant multi-unitary pharmaceutical preparations containing piroxicam |
| DE10013029A1 (de) * | 2000-03-17 | 2001-09-20 | Roehm Gmbh | Mehrschichtige Arzneiform für die Colonfreigabe |
| FI20000780L (fi) | 2000-04-03 | 2001-10-04 | Novasso Oy | Peroraalinen lääkemuoto lääkeaineen hallituksi vapauttamiseksi |
| GB2367002A (en) | 2000-09-25 | 2002-03-27 | British Sugar Plc | Coating composition |
| US20030035839A1 (en) | 2001-05-15 | 2003-02-20 | Peirce Management, Llc | Pharmaceutical composition for both intraoral and oral administration |
| EP1391200A4 (en) * | 2001-05-25 | 2004-06-16 | Ssp Co Ltd | DRUG |
| US7183321B2 (en) * | 2001-12-17 | 2007-02-27 | Bristol-Myers Squibb Company | Antidiabetic formulation and method |
| GB0203421D0 (en) | 2002-02-13 | 2002-04-03 | Alizyme Therapeutics Ltd | Composition |
| US20040028737A1 (en) | 2002-08-12 | 2004-02-12 | Kopran Research Laboratories Limited | Enteric coated stable oral pharmaceutical composition of acid unstable drug and process for preparing the same |
| JP2006515318A (ja) | 2002-10-29 | 2006-05-25 | ファルマシア・コーポレーション | 特異的に発現する癌関連遺伝子、それによってコードされるポリペプチドおよびその使用方法 |
| US7670627B2 (en) | 2002-12-09 | 2010-03-02 | Salvona Ip Llc | pH triggered targeted controlled release systems for the delivery of pharmaceutical active ingredients |
| WO2004058228A1 (en) | 2002-12-24 | 2004-07-15 | Lupin Limited | Enteric coated fluoxetine composition |
| GB0403247D0 (en) | 2004-02-13 | 2004-03-17 | Tillotts Pharma Ag | A pharmaceutical composition |
| US9161918B2 (en) | 2005-05-02 | 2015-10-20 | Adare Pharmaceuticals, Inc. | Timed, pulsatile release systems |
| WO2007034503A2 (en) | 2005-06-20 | 2007-03-29 | Cadila Healthcare Limited | Controlled release dosage formulation of duloxetine |
| DE102005032806A1 (de) * | 2005-07-12 | 2007-01-18 | Röhm Gmbh | Verwendung eines teilneutralisierten, anionischen (Meth)acrylat-Copolymers als Überzug für die Herstellung einer Arzneiform mit einer Wirkstofffreisetzung bei erniedrigten pH-Werten |
| GB0607534D0 (en) | 2006-04-13 | 2006-05-24 | Univ London Pharmacy | Colonic drug delivery formulation |
| WO2008020286A2 (en) * | 2006-08-14 | 2008-02-21 | Torrent Pharmaceuticals Limited | Pharmaceutical compositions of duloxetine |
| TW200843802A (en) | 2007-02-09 | 2008-11-16 | Drugtech Corp | Compositions for improving gastrointestinal nutrient and drug absorption |
| JP2008214249A (ja) * | 2007-03-02 | 2008-09-18 | Takeda Chem Ind Ltd | 製剤における溶出改善方法および溶出性の改善された製剤 |
| EP2143424A4 (en) | 2007-03-26 | 2013-07-31 | Teikoku Seiyaku Kk | ORAL PHARMACEUTICAL PREPARATION FOR SPECIFIC DELIVERY TO THE COLON |
| KR101443943B1 (ko) * | 2007-05-07 | 2014-10-07 | 에보니크 룀 게엠베하 | 가속된 약물 방출을 갖는 장용 코팅을 포함하는 고체 투여 형태 |
| US20090162434A1 (en) * | 2007-12-21 | 2009-06-25 | Disphar International Bv | Mesalazine tablet |
| GB0808537D0 (en) | 2008-05-12 | 2008-06-18 | Archimedes Dev Ltd | Compositions |
| US20110177164A1 (en) | 2008-10-06 | 2011-07-21 | Gopal Rajan | Pharmaceutical Compositions Comprising Amorphous Esomeprazole, Dosage Forms And Process Thereof |
| KR102012111B1 (ko) | 2009-06-15 | 2019-08-19 | 아마린 파마, 인크. | 병용 스타틴 요법을 받는 대상체에서 ldl-c 수준을 상승시키지 않으면서 트리글리세리드를 저하시키기 위한 조성물 및 방법 |
| DE102009033621A1 (de) | 2009-07-17 | 2011-01-20 | Add Technologies Ltd. | Trennschichten für pharmazeutische Zubereitungen zur Verhinderung von Wechselwirkungen zwischen Arzneistoffen und pharmazeutisch-technologischen Hilfsstoffen |
| JP5827952B2 (ja) | 2009-10-09 | 2015-12-02 | ユンジン・ファーム・カンパニー・リミテッドYungjin Pharm. Co. Ltd. | 速効性と持続性を同時に有する薬剤学的組成物 |
| EP2384746A3 (en) * | 2010-05-05 | 2012-03-07 | Sanovel Ilac Sanayi ve Ticaret A.S. | Dual release oral tablet compositions of dexlansoprazole |
| US20130259947A1 (en) | 2010-11-29 | 2013-10-03 | Dr. Reddy's Laboratories Ltd. | Oral metronidazole pharmaceutical compositions |
| WO2013035081A2 (de) | 2011-09-07 | 2013-03-14 | JÄNISCH, Melisa | Optimale formulierung zur freisetzung eines wirkstoffes im dickdarm |
| CN102319218B (zh) | 2011-09-22 | 2014-10-01 | 贝沃特医药技术(上海)有限公司 | 一种治疗肠道疾病的药物缓控释微粒制剂及其制备方法 |
| JOP20200144A1 (ar) | 2012-04-30 | 2017-06-16 | Tillotts Pharma Ag | تركيبة عقار ذو إطلاق متأخر |
| US9844436B2 (en) | 2012-10-26 | 2017-12-19 | Edwards Lifesciences Corporation | Aortic valve and conduit graft implant tool |
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