CA2313024C - Pharmaceutical compositions containing an omega-3 fatty acid oil - Google Patents
Pharmaceutical compositions containing an omega-3 fatty acid oil Download PDFInfo
- Publication number
- CA2313024C CA2313024C CA002313024A CA2313024A CA2313024C CA 2313024 C CA2313024 C CA 2313024C CA 002313024 A CA002313024 A CA 002313024A CA 2313024 A CA2313024 A CA 2313024A CA 2313024 C CA2313024 C CA 2313024C
- Authority
- CA
- Canada
- Prior art keywords
- composition
- omega
- agent
- fatty acid
- oil
- 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.)
- Expired - Fee Related
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- 235000020660 omega-3 fatty acid Nutrition 0.000 title claims abstract description 120
- 229940012843 omega-3 fatty acid Drugs 0.000 title claims abstract description 113
- CYQFCXCEBYINGO-IAGOWNOFSA-N delta1-THC Chemical compound C1=C(C)CC[C@H]2C(C)(C)OC3=CC(CCCCC)=CC(O)=C3[C@@H]21 CYQFCXCEBYINGO-IAGOWNOFSA-N 0.000 title claims abstract description 104
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 8
- 235000019198 oils Nutrition 0.000 claims abstract description 138
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims abstract description 109
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- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims 16
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Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
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| US98827097A | 1997-12-10 | 1997-12-10 | |
| US8451698P | 1998-05-07 | 1998-05-07 | |
| US60/084,516 | 1998-05-07 | ||
| US08/988,270 | 1998-05-07 | ||
| PCT/US1998/026329 WO1999029316A1 (en) | 1997-12-10 | 1998-12-10 | Pharmaceutical compositions containing an omega-3 fatty acid oil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2313024A1 CA2313024A1 (en) | 1999-06-17 |
| CA2313024C true CA2313024C (en) | 2008-06-03 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CA002313024A Expired - Fee Related CA2313024C (en) | 1997-12-10 | 1998-12-10 | Pharmaceutical compositions containing an omega-3 fatty acid oil |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6284268B1 (enExample) |
| EP (1) | EP1039893B1 (enExample) |
| JP (1) | JP4761093B2 (enExample) |
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| AT (1) | ATE497384T1 (enExample) |
| AU (1) | AU743098B2 (enExample) |
| CA (1) | CA2313024C (enExample) |
| DE (1) | DE69842121D1 (enExample) |
| NO (1) | NO328722B1 (enExample) |
| WO (1) | WO1999029316A1 (enExample) |
Families Citing this family (233)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5858401A (en) * | 1996-01-22 | 1999-01-12 | Sidmak Laboratories, Inc. | Pharmaceutical composition for cyclosporines |
| US7255877B2 (en) | 1996-08-22 | 2007-08-14 | Jagotec Ag | Fenofibrate microparticles |
| ID25908A (id) * | 1998-03-06 | 2000-11-09 | Novartis Ag | Prakonsentrat-prakonsentrat emulsi yang mengandung siklosporin atau makrolida |
| US7201923B1 (en) | 1998-03-23 | 2007-04-10 | General Mills, Inc. | Encapsulation of sensitive liquid components into a matrix to obtain discrete shelf-stable particles |
| ES2331442T3 (es) * | 1998-03-23 | 2010-01-04 | General Mills, Inc. | Encapsulacion de componentes en productos comestibles. |
| US6979456B1 (en) | 1998-04-01 | 2005-12-27 | Jagotec Ag | Anticancer compositions |
| AU3843999A (en) * | 1998-05-07 | 1999-11-23 | Elan Corporation, Plc | Solvent/cosolvent free microemulsion and emulsion preconcentrate drug delivery systems |
| GB9901809D0 (en) * | 1999-01-27 | 1999-03-17 | Scarista Limited | Highly purified ethgyl epa and other epa derivatives for psychiatric and neurological disorderes |
| US6267985B1 (en) * | 1999-06-30 | 2001-07-31 | Lipocine Inc. | Clear oil-containing pharmaceutical compositions |
| US6616942B1 (en) * | 1999-03-29 | 2003-09-09 | Soft Gel Technologies, Inc. | Coenzyme Q10 formulation and process methodology for soft gel capsules manufacturing |
| GB9912476D0 (en) | 1999-05-28 | 1999-07-28 | Novartis Ag | Organic compounds |
| AU2006201100B2 (en) * | 1999-09-21 | 2009-09-24 | Jagotec Ag | Surface modified particulate compositions of biologically active substances |
| CN1174741C (zh) * | 1999-09-21 | 2004-11-10 | Rtp药品公司 | 生物活性物质的表面改性微粒组合物 |
| US6500463B1 (en) | 1999-10-01 | 2002-12-31 | General Mills, Inc. | Encapsulation of sensitive components into a matrix to obtain discrete shelf-stable particles |
| WO2001028519A1 (de) * | 1999-10-20 | 2001-04-26 | Vesifact Ag | Mikroemulsion-prekonzentrate und mikroemulsionen |
| FR2804023B1 (fr) * | 2000-01-26 | 2002-09-20 | Johnson & Johnson Consumer Fr | Complement nutritionnel a base d'huile de pepins de cassis |
| US7736661B1 (en) * | 2000-03-07 | 2010-06-15 | Avon Products, Inc | Method of treating skin conditions |
| EP1274444B1 (en) * | 2000-03-16 | 2013-05-15 | THE McLEAN HOSPITAL CORPORATION | Cdp-choline and uridine for the treatment of alcohol abuse |
| MY120392A (en) * | 2000-06-08 | 2005-10-31 | Hovid Berhad | A novel drug delivery system : formulation for fat-soluble drugs |
| US6558718B1 (en) * | 2000-06-19 | 2003-05-06 | General Mills, Inc. | Nutrient clusters for food products and methods of preparation |
| US6623765B1 (en) * | 2000-08-01 | 2003-09-23 | University Of Florida, Research Foundation, Incorporated | Microemulsion and micelle systems for solubilizing drugs |
| US7056530B1 (en) * | 2000-09-18 | 2006-06-06 | Rpg Life Sciences Ltd. | Selfemulsifiable formulation having enhanced bioabsorption and immunosuppression activities |
| US6506412B2 (en) * | 2000-11-29 | 2003-01-14 | Sciencebased Health | Treatment of dry eye syndrome |
| US6869617B2 (en) | 2000-12-22 | 2005-03-22 | Baxter International Inc. | Microprecipitation method for preparing submicron suspensions |
| US7193084B2 (en) | 2000-12-22 | 2007-03-20 | Baxter International Inc. | Polymorphic form of itraconazole |
| US6977085B2 (en) | 2000-12-22 | 2005-12-20 | Baxter International Inc. | Method for preparing submicron suspensions with polymorph control |
| US6884436B2 (en) | 2000-12-22 | 2005-04-26 | Baxter International Inc. | Method for preparing submicron particle suspensions |
| US9700866B2 (en) | 2000-12-22 | 2017-07-11 | Baxter International Inc. | Surfactant systems for delivery of organic compounds |
| US8067032B2 (en) | 2000-12-22 | 2011-11-29 | Baxter International Inc. | Method for preparing submicron particles of antineoplastic agents |
| US6951656B2 (en) | 2000-12-22 | 2005-10-04 | Baxter International Inc. | Microprecipitation method for preparing submicron suspensions |
| EP1539104A2 (en) * | 2000-12-29 | 2005-06-15 | The Trustees Of Columbia University In The City Of New York | Use of iv emulsions with different triglyceride composition, particle size and apolipoprotein e for targeted tissue delivery of hydrophobic compounds |
| GB0101198D0 (en) * | 2001-01-17 | 2001-02-28 | Scherer Technologies Inc R P | Ingestible compositions containing an odoriferous oil |
| ES2324400T3 (es) * | 2001-02-11 | 2009-08-06 | Aquanova Ag | Procedimiento para la produccion de un concentrado de isoflavonas. |
| CA2347330C (en) * | 2001-05-10 | 2002-03-12 | Pharmaceutical Partners Of Canada Inc. | Liquid injectable formulation of disodium pamidronate |
| US7704542B2 (en) * | 2001-09-12 | 2010-04-27 | Xanodyne Pharmaceuticals, Inc. | Vitamin/mineral compositions with DHA |
| US20060003012A9 (en) | 2001-09-26 | 2006-01-05 | Sean Brynjelsen | Preparation of submicron solid particle suspensions by sonication of multiphase systems |
| IL160570A0 (en) | 2001-09-26 | 2004-07-25 | Baxter Int | Preparation of submicron sized nanoparticles via dispersion and solvent or liquid phase removal |
| CA2461730C (en) * | 2001-10-19 | 2012-05-15 | Isotechnika Inc. | Novel cyclosporin analog microemulsion preconcentrates |
| US7112340B2 (en) | 2001-10-19 | 2006-09-26 | Baxter International Inc. | Compositions of and method for preparing stable particles in a frozen aqueous matrix |
| EP1842567A3 (en) * | 2001-11-08 | 2008-01-02 | Atrium Medical Corporation | Intraluminal device with a coating containing a therapeutic agent |
| ITMI20012384A1 (it) * | 2001-11-12 | 2003-05-12 | Quatex Nv | Uso di acidi grassi poliinsaturi per la prevenzione primaria di eventi cardiovascolari maggiori |
| AU2002343555A1 (en) | 2001-11-14 | 2003-05-26 | Texas Tech University | Eutectic-based self-nanoemulsified drug delivery system |
| IL162293A0 (en) * | 2001-12-19 | 2005-11-20 | Alza Corp | Formulation and dosage form for increasing oral bioavailability of hydrophilic macromolecules |
| CA2489391A1 (en) | 2002-06-18 | 2003-12-24 | Martek Biosciences Corporation | Stable emulsions of oils in aqueous solutions and methods for producing same |
| WO2004002458A1 (en) * | 2002-06-28 | 2004-01-08 | Shire Laboratories Inc. | Formulations of fenofibrate and/or fenofibrate derivatives with improved oral bioavailability |
| US20040005339A1 (en) * | 2002-06-28 | 2004-01-08 | Shojaei Amir H. | Formulations of fenofibrate and/or fenofibrate derivatives with improved oral bioavailability |
| US20040033959A1 (en) * | 2002-07-19 | 2004-02-19 | Boehringer Ingelheim Pharmaceuticals, Inc. | Pharmaceutical compositions for hepatitis C viral protease inhibitors |
| US7431986B2 (en) * | 2002-07-24 | 2008-10-07 | General Mills, Inc. | Encapsulation of sensitive components using pre-emulsification |
| JP2006507309A (ja) * | 2002-10-31 | 2006-03-02 | アルザ・コーポレーシヨン | 疎水性薬剤の上昇した生物学的利用性を提供する製剤 |
| KR100507771B1 (ko) * | 2002-11-08 | 2005-08-17 | 한미약품 주식회사 | 난용성 감기약 활성 성분의 경구투여용 조성물 및 그의제조 방법 |
| US7323206B1 (en) | 2003-03-04 | 2008-01-29 | B. Braun Medical Inc. | Reagents and methods for all-in-one total parenteral nutrition for neonates and infants |
| US20050196370A1 (en) * | 2003-03-18 | 2005-09-08 | Zhi-Jian Yu | Stable ophthalmic oil-in-water emulsions with sodium hyaluronate for alleviating dry eye |
| US20040191207A1 (en) * | 2003-03-31 | 2004-09-30 | Lipari John M. | Alpha-hydroxy acid ester drug delivery compositions and methods of use |
| US20040202717A1 (en) | 2003-04-08 | 2004-10-14 | Mehta Atul M. | Abuse-resistant oral dosage forms and method of use thereof |
| BR0302424A (pt) * | 2003-07-23 | 2005-03-29 | Cristalia Prod Quimicos Farm | Composição farmacêutica com biodisponibilidade ampliada adequada à adiministração oral de inibidores da protease retroviral. processo de preparação de composição farmacêutica concentrada contendo inibidor da protease retroviral |
| US20050059583A1 (en) | 2003-09-15 | 2005-03-17 | Allergan, Inc. | Methods of providing therapeutic effects using cyclosporin components |
| US8124072B2 (en) | 2003-09-29 | 2012-02-28 | Soft Gel Technologies, Inc. | Solubilized CoQ-10 |
| WO2005032278A1 (en) | 2003-09-29 | 2005-04-14 | Soft Gel Technologies, Inc. | SOLUBILIZED CoQ-10 |
| EP1727554A4 (en) * | 2003-10-08 | 2009-09-30 | Mclean Hospital Corp | METHODS OF TREATING PSYCHIATRIC DISORDERS, ALCOHOL AND DRUG ABUSE DISORDERS, AND OTHER DISORDERS USING COMBINATIONS CONTAINING OMEGA 3 FATTY ACIDS |
| WO2005034874A2 (en) * | 2003-10-08 | 2005-04-21 | The Mclean Hospital Corporation | Enhanced efficacy of omega-3 fatty acid therapy in the treatment of psychiatric disorders and other indications |
| FR2860976B1 (fr) * | 2003-10-20 | 2006-02-10 | Ravi Shrivastava | Nouvelles compositions synergiques pour ameliorer la biodisponibilite et l'efficacite des acides gras polyinsatures pour le traitement des troubles du fonctionnement cerebral. |
| SE0303513D0 (sv) * | 2003-12-19 | 2003-12-19 | Pronova Biocare As | Use of a fatty acid composition comprising at least one of epa and dha or any combinations thereof |
| US20050152969A1 (en) * | 2004-01-08 | 2005-07-14 | Chiprich Timothy B. | Colored liquid-filled soft capsules and method of manufacture thereof |
| US7569231B2 (en) * | 2004-02-06 | 2009-08-04 | Showa Denko K.K. | Method for stabilizing oil-based thickening gel composition |
| EP1765364A4 (en) * | 2004-06-10 | 2010-09-22 | Mclean Hospital Corp | PYRIMIDINES, SUCH AS Z: B: CYTIDINE, IN THE TREATMENT OF PATIENTS WITH BIPOLAR DISORDER |
| WO2005122767A1 (en) * | 2004-06-10 | 2005-12-29 | Mclean Hospital Corporation | Pyrimidines, such as uridine, in treatments for patients with bipolar disorder |
| GB0413730D0 (en) * | 2004-06-18 | 2004-07-21 | Tillotts Pharma Ag | A pharmaceutical composition and its use |
| AU2005271407A1 (en) * | 2004-08-06 | 2006-02-16 | Transform Pharmaceuticals, Inc. | Novel fenofibrate formulations and related methods of treatment |
| US20090042979A1 (en) * | 2004-08-06 | 2009-02-12 | Transform Pharmaceuticals Inc. | Novel Statin Pharmaceutical Compositions and Related Methods of Treatment |
| US20090030077A1 (en) * | 2004-08-06 | 2009-01-29 | Transform Pharmaceuticals Inc. | Novel Fenofibrate Formulations and Related Methods of Treatment |
| WO2007130713A1 (en) * | 2006-02-01 | 2007-11-15 | Transform Pharmaceuticals, Inc. | Novel fenofibrate formulations and related methods of treatment |
| MX2007001553A (es) * | 2004-08-06 | 2008-03-07 | Transform Pharmaceuticals Inc | Nuevas composiciones farmaceuticas de estatina y metodos de tratamiento relacionados. |
| WO2007130714A1 (en) * | 2006-02-01 | 2007-11-15 | Transform Pharmaceuticals, Inc. | Novel statin pharmaceutical compositions and related methods of treatment |
| EP1784199A4 (en) * | 2004-08-11 | 2010-06-23 | Mclean Hospital Corp | COMPOUNDS FOR TREATING MARIHUANA DEPENDENCE, DEDUCTION AND CONSUMPTION |
| US20060051462A1 (en) * | 2004-09-03 | 2006-03-09 | Wang Jimmy X | Self emulsifying compositions for delivering lipophilic coenzyme Q10 and other dietary ingredients |
| US20060083768A1 (en) * | 2004-09-28 | 2006-04-20 | Atrium Medical Corporation | Method of thickening a coating using a drug |
| US9801982B2 (en) | 2004-09-28 | 2017-10-31 | Atrium Medical Corporation | Implantable barrier device |
| WO2006036969A2 (en) | 2004-09-28 | 2006-04-06 | Atrium Medical Corporation | Formation of barrier layer |
| US8001922B2 (en) * | 2004-09-28 | 2011-08-23 | Atrium Medical Corporation | Application of a coating on a medical device |
| US8367099B2 (en) | 2004-09-28 | 2013-02-05 | Atrium Medical Corporation | Perforated fatty acid films |
| US8312836B2 (en) | 2004-09-28 | 2012-11-20 | Atrium Medical Corporation | Method and apparatus for application of a fresh coating on a medical device |
| US9012506B2 (en) | 2004-09-28 | 2015-04-21 | Atrium Medical Corporation | Cross-linked fatty acid-based biomaterials |
| US9000040B2 (en) | 2004-09-28 | 2015-04-07 | Atrium Medical Corporation | Cross-linked fatty acid-based biomaterials |
| US7135455B2 (en) * | 2004-11-15 | 2006-11-14 | Allergan, Inc | Methods for the therapeutic use of cyclosporine components |
| HU227588B1 (hu) * | 2004-12-03 | 2011-09-28 | Sinnex Mueszaki Fejlesztoe Es Tanacsado Kft | Többszörösen telítetlen zsírsavak észtereit tartalmazó vírusellenes és immunstimuláns gyógyászati készítmény |
| CN101098690A (zh) * | 2004-12-06 | 2008-01-02 | 瑞莱恩特医药品有限公司 | 用于血脂治疗的ω-3脂肪酸和脂血异常剂 |
| BRPI0518426A2 (pt) * | 2004-12-06 | 2008-11-25 | Reliant Pharmaceuticals Inc | composiÇÕes farmacÊuticas compreendendo fenofibratos e sistemas solventes |
| EP1830830A4 (en) * | 2004-12-06 | 2010-02-10 | Reliant Pharmaceuticals Inc | OMEGA-3 FATTY ACIDS AND DYSLIPIDEMIC MEANS FOR LIPID THERAPY |
| CA2600429A1 (en) * | 2005-03-08 | 2006-09-14 | Reliant Pharmaceuticals, Inc. | Treatment with statin and omega-3 fatty acids and a combination product thereof |
| US7297679B2 (en) | 2005-07-13 | 2007-11-20 | Allergan, Inc. | Cyclosporin compositions |
| US7276476B2 (en) * | 2005-07-13 | 2007-10-02 | Allergan, Inc. | Cyclosporin compositions |
| US20070015691A1 (en) * | 2005-07-13 | 2007-01-18 | Allergan, Inc. | Cyclosporin compositions |
| US7288520B2 (en) | 2005-07-13 | 2007-10-30 | Allergan, Inc. | Cyclosporin compositions |
| US7202209B2 (en) * | 2005-07-13 | 2007-04-10 | Allergan, Inc. | Cyclosporin compositions |
| US20070015693A1 (en) * | 2005-07-13 | 2007-01-18 | Allergan, Inc. | Cyclosporin compositions |
| US7501393B2 (en) * | 2005-07-27 | 2009-03-10 | Allergan, Inc. | Pharmaceutical compositions comprising cyclosporins |
| US7772277B2 (en) | 2005-08-04 | 2010-08-10 | Transform Pharmaceuticals, Inc. | Formulations comprising fenofibrate and a statin, and related methods of treatment |
| US9278161B2 (en) | 2005-09-28 | 2016-03-08 | Atrium Medical Corporation | Tissue-separating fatty acid adhesion barrier |
| US9427423B2 (en) | 2009-03-10 | 2016-08-30 | Atrium Medical Corporation | Fatty-acid based particles |
| US9839667B2 (en) | 2005-10-14 | 2017-12-12 | Allergan, Inc. | Prevention and treatment of ocular side effects with a cyclosporin |
| US7745400B2 (en) * | 2005-10-14 | 2010-06-29 | Gregg Feinerman | Prevention and treatment of ocular side effects with a cyclosporin |
| CA2626030A1 (en) | 2005-10-15 | 2007-04-26 | Atrium Medical Corporation | Hydrophobic cross-linked gels for bioabsorbable drug carrier coatings |
| US7803413B2 (en) * | 2005-10-31 | 2010-09-28 | General Mills Ip Holdings Ii, Llc. | Encapsulation of readily oxidizable components |
| US8784886B2 (en) * | 2006-03-09 | 2014-07-22 | GlaxoSmithKline, LLC | Coating capsules with active pharmaceutical ingredients |
| US20070219127A1 (en) * | 2006-03-20 | 2007-09-20 | Walt John G | Cyclosporin a compositions |
| JP2013047282A (ja) * | 2006-08-31 | 2013-03-07 | Aska Pharmaceutical Co Ltd | フェノフィブラート含有組成物 |
| JP5186159B2 (ja) * | 2006-08-31 | 2013-04-17 | あすか製薬株式会社 | フェノフィブラート含有組成物 |
| US20090018186A1 (en) * | 2006-09-06 | 2009-01-15 | The Coca-Cola Company | Stable beverage products comprising polyunsaturated fatty acid emulsions |
| US20080058418A1 (en) * | 2006-09-06 | 2008-03-06 | The Coca-Cola Company | Stable polyunsaturated fatty acid emulsions and methods for inhibiting, suppressing, or reducing degradation of polyunsaturated fatty acids in an emulsion |
| CL2007003143A1 (es) * | 2006-10-31 | 2008-01-25 | Wyeth Corp | Composicion farmaceutica que comprende un compuesto derivado de indol y un sistema portador que comprende 10-50% de un primer solubilizante, 5-50% de un segundo solubilizante, 10-30% de un primer diluyente y 1-15% de un segundo diluyente; proceso de prepracion; y forma de dosificacion. |
| CA2667864A1 (en) * | 2006-10-31 | 2008-05-08 | Wyeth | Formulations of phospholipase enzyme inhibitors |
| US9492596B2 (en) | 2006-11-06 | 2016-11-15 | Atrium Medical Corporation | Barrier layer with underlying medical device and one or more reinforcing support structures |
| JP2010508897A (ja) | 2006-11-06 | 2010-03-25 | アトリウム メディカル コーポレーション | コーティングされた外科用メッシュ |
| ES2796116T3 (es) * | 2006-12-21 | 2020-11-25 | Santen Sas | Procedimiento para la fabricación de emulsiones oftálmicas de tipo aceite en agua |
| EP1961412A1 (en) | 2006-12-27 | 2008-08-27 | LEK Pharmaceuticals D.D. | Self-microemulsifying drug delivery systems |
| WO2008101344A1 (en) * | 2007-02-22 | 2008-08-28 | Peter Tomlinson | Soluble bioactive lipophilic compounds compositions |
| US8343541B2 (en) | 2007-03-15 | 2013-01-01 | Soft Gel Technologies, Inc. | Ubiquinol and alpha lipoic acid compositions |
| US10265265B2 (en) | 2007-03-15 | 2019-04-23 | Drug Delivery Solutions Limited | Topical composition |
| WO2008115574A1 (en) * | 2007-03-21 | 2008-09-25 | Reliant Pharmaceuticals, Inc. | Cb1 antagonist and a dyslipidemic agent and/or metabolic regulator, and methods of making and using same |
| US20100119600A1 (en) | 2007-06-01 | 2010-05-13 | Joar Opheim | Substances for reducing occurrence of major cardiac events comprising red yeast rice extract and omega-3 polyunsaturated fatty acid or derivative thereof |
| EP2008651A1 (en) | 2007-06-26 | 2008-12-31 | Drug Delivery Solutions Limited | A bioerodible patch |
| US20090011012A1 (en) * | 2007-07-06 | 2009-01-08 | Baum Seth J | Fatty acid compositions and methods of use |
| CA2694054C (en) * | 2007-07-25 | 2015-11-17 | Epax As | Omega-3 fatty acid fortified composition |
| US20090087484A1 (en) * | 2007-09-28 | 2009-04-02 | Alza Corporation | Formulation and dosage form for increasing oral bioavailability of hydrophilic macromolecules |
| EP2044930A1 (en) * | 2007-10-01 | 2009-04-08 | Nestec S.A. | Composition for controlling lipase catalyzed reactions |
| US20090191287A1 (en) * | 2008-01-29 | 2009-07-30 | Johnson W Dudley | Mitigation of Inflammation-Related Injuries |
| EP2268274B1 (en) | 2008-03-20 | 2012-05-16 | Virun, Inc. | Vitamin e derivatives and their uses |
| DK2268160T3 (da) | 2008-03-20 | 2013-01-07 | Virun Inc | Emulsioner omfattende et PEG-derivat af tokoferol |
| WO2010008475A2 (en) * | 2008-06-23 | 2010-01-21 | Virun, Inc. | Compositions containing nono-polar compounds |
| WO2010004982A1 (ja) * | 2008-07-07 | 2010-01-14 | 持田製薬株式会社 | 脂質異常症の改善または治療薬 |
| WO2010011712A1 (en) * | 2008-07-22 | 2010-01-28 | General Mills, Inc. | Fruit products containing omega-3 fatty acids |
| US20100041621A1 (en) * | 2008-08-15 | 2010-02-18 | Perry Renshaw | Methods and compositions for improving cognitive performance |
| WO2010028067A1 (en) | 2008-09-02 | 2010-03-11 | Amarin Corporation Plc | Pharmaceutical composition comprising eicosapentaenoic acid and nicotinic acid and methods of using same |
| US20100062057A1 (en) * | 2008-09-10 | 2010-03-11 | Pronova BioPharma Norge AS. | Formulation |
| GB0818473D0 (en) | 2008-10-08 | 2008-11-12 | Probio Nutraceuticals As | Composition |
| EP2204167A1 (en) * | 2009-01-05 | 2010-07-07 | Azad Pharma AG | Pharmaceutical microemulsion for preventing supramolecular aggregation of amphiphilic molecules |
| SG173612A1 (en) | 2009-02-10 | 2011-09-29 | Amarin Pharma Inc | Use of eicosapentaenoic acid ethyl ester for treating hypertriglyceridemia |
| AU2010222648B2 (en) * | 2009-03-09 | 2016-07-07 | Pronova Biopharma Norge As | Compositions comprising a fatty acid oil mixture and a surfactant, and methods and uses thereof |
| US9034389B2 (en) | 2009-03-11 | 2015-05-19 | Stable Solutions Llc | Omega-3 enriched fish oil-in-water parenteral nutrition emulsions |
| US20110071090A1 (en) * | 2009-03-11 | 2011-03-24 | Stable Solutions Llc | Method of mitigating adverse drug events using omega-3-fatty acids as a parenteral therapeutic drug vehicle |
| US8993625B2 (en) | 2009-03-11 | 2015-03-31 | Stable Solutions Llc | Method of mitigating adverse drug events using omega-3 fatty acids as a parenteral therapeutic drug vehicle |
| SMT201800047T1 (it) | 2009-04-29 | 2018-03-08 | Amarin Pharmaceuticals Ie Ltd | Composizione farmaceutica stabile e metodi di utilizzo della stessa |
| NZ720946A (en) | 2009-04-29 | 2017-09-29 | Amarin Pharmaceuticals Ie Ltd | Pharmaceutical compositions comprising epa and a cardiovascular agent and methods of using the same |
| WO2010134614A1 (ja) * | 2009-05-22 | 2010-11-25 | 持田製薬株式会社 | ω3脂肪酸の自己乳化組成物 |
| AU2010254831B2 (en) * | 2009-06-05 | 2015-11-19 | General Mills, Inc. | Encapsulated omega-3 fatty acids for baked goods production |
| 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 |
| CN102469815A (zh) * | 2009-06-26 | 2012-05-23 | E·库尔斯 | 水溶性膳食脂肪酸 |
| US20110038910A1 (en) | 2009-08-11 | 2011-02-17 | Atrium Medical Corporation | Anti-infective antimicrobial-containing biomaterials |
| BR122019016628B8 (pt) | 2009-09-23 | 2021-07-27 | Amarin Corp Plc | uso de uma composição compreendendo um derivado de hidróxi de atorvastatina ou sal farmaceuticamente aceitável do mesmo e um óleo compreendendo etil eicosapentaenoato ou etil docosahexaenoato para a fabricação de um medicamento para o tratamento de uma doença cardiovascular |
| US9717703B2 (en) * | 2009-10-16 | 2017-08-01 | Glaxosmithkline Llc | Emulsion and emulsion preconcentrate compositions comprising omega-3 fatty acids and uses thereof are disclosed |
| CN102724972A (zh) * | 2009-10-23 | 2012-10-10 | 普罗诺瓦生物医药挪威公司 | 脂肪酸油混合物的包衣胶囊和包衣片剂 |
| CN104958275A (zh) * | 2009-10-23 | 2015-10-07 | 普罗诺瓦生物医药挪威公司 | 脂肪酸油混合物的包衣胶囊和包衣片剂 |
| AU2010319539B2 (en) * | 2009-11-10 | 2015-10-22 | Mycell Technologies, Llc | Stabilized formulations of fatty acids |
| EP2682111A1 (en) * | 2009-12-31 | 2014-01-08 | Differential Drug Development Associates LLC | Modulation of solubility, stability, absorption, metabolism, and pharmacokinetic profile of lipophilic drugs by sterols |
| WO2011103510A1 (en) * | 2010-02-18 | 2011-08-25 | Martek Biosciences Corporation | Dha ester emulsions |
| WO2011103514A1 (en) * | 2010-02-18 | 2011-08-25 | Martek Biosciences Corporation | Dha triglyceride emulsions |
| US20110200645A1 (en) * | 2010-02-18 | 2011-08-18 | Martek Biosciences Corporation | DHA Free Fatty Acid Emulsions |
| EP2563164B1 (en) * | 2010-03-23 | 2016-06-29 | Virun, Inc. | Nanoemulsion including sucrose fatty acid ester |
| SG10201503234SA (en) | 2010-05-03 | 2015-06-29 | Teikoku Pharma Usa Inc | Non-Aqueous Taxane Pro-Emulsion Formulations and Methods of Making and Using the Same |
| US8741373B2 (en) | 2010-06-21 | 2014-06-03 | Virun, Inc. | Compositions containing non-polar compounds |
| US20110319467A1 (en) * | 2010-06-23 | 2011-12-29 | Bhiku Patel | Absorption Enhancement of Statins and Omega Fatty Acids |
| EP2593141B1 (en) | 2010-07-16 | 2018-07-04 | Atrium Medical Corporation | Composition and methods for altering the rate of hydrolysis of cured oil-based materials |
| WO2012032415A2 (en) * | 2010-09-08 | 2012-03-15 | Pronova Biopharma Norge As | Compositions comprising a fatty acid oil mixture comprising epa and dha in free acid form, a surfactant, and a statin |
| WO2012032414A2 (en) * | 2010-09-08 | 2012-03-15 | Pronova Biopharma Norge As | Compositions comprising a fatty acid oil mixture, a surfactant, and a statin |
| WO2012037328A2 (en) | 2010-09-17 | 2012-03-22 | Maine Natural Health, Inc. | Compositions containing omega-3 oil with an anti-inflammatory agent and uses thereof |
| WO2012037311A1 (en) * | 2010-09-17 | 2012-03-22 | Maine Natural Health, Inc. | Compositions containing omega-3 oil and uses thereof |
| US20120095098A1 (en) * | 2010-10-18 | 2012-04-19 | Bhiku Patel | Bioavailability Enhancement Delivery System |
| WO2012074930A2 (en) | 2010-11-29 | 2012-06-07 | Amarin Pharma, Inc. | Low eructation composition and methods for treating and/or preventing cardiovascular disease in a subject with fish allergy/hypersensitivity |
| US11712429B2 (en) | 2010-11-29 | 2023-08-01 | Amarin Pharmaceuticals Ireland Limited | Low eructation composition and methods for treating and/or preventing cardiovascular disease in a subject with fish allergy/hypersensitivity |
| US8834942B2 (en) | 2010-12-01 | 2014-09-16 | PruGen IP Holdings, Inc. | Enhanced absorption of oregano derived oils |
| US8952000B2 (en) | 2011-02-16 | 2015-02-10 | Pivotal Therapeutics Inc. | Cholesterol absorption inhibitor and omega 3 fatty acids for the reduction of cholesterol and for the prevention or reduction of cardiovascular, cardiac and vascular events |
| US9119826B2 (en) | 2011-02-16 | 2015-09-01 | Pivotal Therapeutics, Inc. | Omega 3 fatty acid for use as a prescription medical food and omega 3 fatty acid diagniostic assay for the dietary management of cardiovascular patients with cardiovascular disease (CVD) who are deficient in blood EPA and DHA levels |
| US8715648B2 (en) | 2011-02-16 | 2014-05-06 | Pivotal Therapeutics Inc. | Method for treating obesity with anti-obesity formulations and omega 3 fatty acids for the reduction of body weight in cardiovascular disease patients (CVD) and diabetics |
| US8951514B2 (en) | 2011-02-16 | 2015-02-10 | Pivotal Therapeutics Inc. | Statin and omega 3 fatty acids for reduction of apolipoprotein-B levels |
| SI2686017T1 (sl) | 2011-03-14 | 2019-11-29 | Drug Delivery Solutions Ltd | Očesna sestava |
| US10052352B2 (en) | 2011-06-15 | 2018-08-21 | Stable Solutions Llc | Therapeutic application of parenteral krill oil |
| RU2625760C2 (ru) * | 2011-06-15 | 2017-07-18 | СТЕЙБЛ СОЛЮШНЗ ЭлЭлСи | Терапевтическое применение масла криля |
| US11291643B2 (en) | 2011-11-07 | 2022-04-05 | Amarin Pharmaceuticals Ireland Limited | Methods of treating hypertriglyceridemia |
| EP2775837A4 (en) | 2011-11-07 | 2015-10-28 | Amarin Pharmaceuticals Ie Ltd | METHODS OF TREATING HYPERTRIGLYCERIDEMIA |
| AU2013207368A1 (en) | 2012-01-06 | 2014-07-24 | Amarin Pharmaceuticals Ireland Limited | Compositions and methods for lowering levels of high-sensitivity (hs-CRP) in a subject |
| JP6399655B2 (ja) | 2012-01-06 | 2018-10-03 | オムセラ・ファーマシューティカルズ・インコーポレイテッド | 遊離酸型のオメガ−3多価不飽和脂肪酸のdpa濃縮組成物 |
| WO2013120025A1 (en) | 2012-02-10 | 2013-08-15 | Virun, Inc. | Beverage compositions containing non-polar compounds |
| US9480651B2 (en) | 2012-03-30 | 2016-11-01 | Sancilio & Company, Inc. | Omega-3 fatty acid ester compositions unitary pharmaceutical dosage forms |
| US10898458B2 (en) | 2012-03-30 | 2021-01-26 | Micelle Biopharma, Inc. | Self-micellizing fatty acids and fatty acid ester compositions and their use in the treatment of disease states |
| US20160228397A1 (en) | 2012-03-30 | 2016-08-11 | Sancilio & Company, Inc. | Omega-3 fatty acid ester compositions |
| HK1204978A1 (zh) | 2012-03-30 | 2015-12-11 | 桑茨利奥&孔帕尼股份有限公司 | ω-3脂肪酸酯组合物 |
| EP2846779A4 (en) * | 2012-05-07 | 2015-12-16 | Omthera Pharmaceuticals Inc | STATIN AND OMEGA-3 FATTY ACID COMPOSITIONS |
| JP6370775B2 (ja) | 2012-05-10 | 2018-08-08 | ソルテックス エヌエー エルエルシー | 天然の特異的炎症収束性メディエータおよびその前駆物質を含有する、抗炎症活性を有する油 |
| US9867880B2 (en) | 2012-06-13 | 2018-01-16 | Atrium Medical Corporation | Cured oil-hydrogel biomaterial compositions for controlled drug delivery |
| UA128280C2 (uk) | 2012-06-29 | 2024-05-29 | Амарін Фармасьютікалз Айрленд Лімітед | Спосіб зменшення ризику розвитку серцево-судинної події у суб'єкта, що одержує терапію статином |
| JO3685B1 (ar) | 2012-10-01 | 2020-08-27 | Teikoku Pharma Usa Inc | صيغ التشتيت الجسيمي للتاكسين غير المائي وطرق استخدامها |
| WO2014074552A2 (en) | 2012-11-06 | 2014-05-15 | Amarin Pharmaceuticals Ireland Limited | Compositions and methods for lowering triglycerides without raising ldl-c levels in a subject on concomitant statin therapy |
| US20140187633A1 (en) | 2012-12-31 | 2014-07-03 | Amarin Pharmaceuticals Ireland Limited | Methods of treating or preventing nonalcoholic steatohepatitis and/or primary biliary cirrhosis |
| US9814733B2 (en) | 2012-12-31 | 2017-11-14 | A,arin Pharmaceuticals Ireland Limited | Compositions comprising EPA and obeticholic acid and methods of use thereof |
| US9452151B2 (en) | 2013-02-06 | 2016-09-27 | Amarin Pharmaceuticals Ireland Limited | Methods of reducing apolipoprotein C-III |
| US9624492B2 (en) | 2013-02-13 | 2017-04-18 | Amarin Pharmaceuticals Ireland Limited | Compositions comprising eicosapentaenoic acid and mipomersen and methods of use thereof |
| US9662307B2 (en) | 2013-02-19 | 2017-05-30 | The Regents Of The University Of Colorado | Compositions comprising eicosapentaenoic acid and a hydroxyl compound and methods of use thereof |
| EP3578170A1 (en) * | 2013-02-28 | 2019-12-11 | Basf As | A composition comprising a lipid compound, a triglyceride, and a surfactant, and methods of using the same |
| US9283201B2 (en) | 2013-03-14 | 2016-03-15 | Amarin Pharmaceuticals Ireland Limited | Compositions and methods for treating or preventing obesity in a subject in need thereof |
| US9351517B2 (en) | 2013-03-15 | 2016-05-31 | Virun, Inc. | Formulations of water-soluble derivatives of vitamin E and compositions containing same |
| US20140271841A1 (en) | 2013-03-15 | 2014-09-18 | Amarin Pharmaceuticals Ireland Limited | Pharmaceutical composition comprising eicosapentaenoic acid and derivatives thereof and a statin |
| EP2968137B1 (en) | 2013-03-15 | 2021-11-10 | Marius Pharmaceuticals LLC | Emulsion formulations |
| US10966968B2 (en) | 2013-06-06 | 2021-04-06 | Amarin Pharmaceuticals Ireland Limited | Co-administration of rosiglitazone and eicosapentaenoic acid or a derivative thereof |
| WO2015011724A2 (en) * | 2013-07-22 | 2015-01-29 | Kms Health Center Pvt Ltd | A novel omega -3 fatty acid composition with a plant extract |
| US9693574B2 (en) | 2013-08-08 | 2017-07-04 | Virun, Inc. | Compositions containing water-soluble derivatives of vitamin E mixtures and modified food starch |
| US20150065572A1 (en) | 2013-09-04 | 2015-03-05 | Amarin Pharmaceuticals Ireland Limited | Methods of treating or preventing prostate cancer |
| US9585859B2 (en) | 2013-10-10 | 2017-03-07 | Amarin Pharmaceuticals Ireland Limited | Compositions and methods for lowering triglycerides without raising LDL-C levels in a subject on concomitant statin therapy |
| EP2878311A1 (en) * | 2013-11-27 | 2015-06-03 | Freund Pharmatec Ltd. | Solubility Enhancement for Hydrophobic Drugs |
| US10561631B2 (en) | 2014-06-11 | 2020-02-18 | Amarin Pharmaceuticals Ireland Limited | Methods of reducing RLP-C |
| US10172818B2 (en) | 2014-06-16 | 2019-01-08 | Amarin Pharmaceuticals Ireland Limited | Methods of reducing or preventing oxidation of small dense LDL or membrane polyunsaturated fatty acids |
| WO2015198350A1 (en) * | 2014-06-25 | 2015-12-30 | Synergia Bio Sciences Private Limited | A pharmaceutical oil-in-water nano-emulsion |
| US11400048B2 (en) | 2014-06-25 | 2022-08-02 | Synergia Bio Sciences Private Limited | Pharmaceutical oil-in-water nano-emulsion |
| US9861611B2 (en) | 2014-09-18 | 2018-01-09 | Virun, Inc. | Formulations of water-soluble derivatives of vitamin E and soft gel compositions, concentrates and powders containing same |
| US10016363B2 (en) | 2014-09-18 | 2018-07-10 | Virun, Inc. | Pre-spray emulsions and powders containing non-polar compounds |
| WO2017041094A1 (en) | 2015-09-03 | 2017-03-09 | Solutex Na Llc | Compositions comprising omega-3 fatty acids, 17-hdha and 18- hepe and methods of using same |
| KR101634314B1 (ko) | 2015-10-22 | 2016-06-30 | 한방약초힐링 농업회사법인주식회사 | 식물성 오메가-3 함유 기능성 미세분말 제조방법 |
| CN105267145B (zh) * | 2015-11-01 | 2019-06-21 | 袁旭东 | 双膦酸盐的自乳化配方和相关剂型 |
| WO2017126488A1 (ja) * | 2016-01-18 | 2017-07-27 | 持田製薬株式会社 | 乾癬治療用組成物および治療方法 |
| US10406130B2 (en) | 2016-03-15 | 2019-09-10 | Amarin Pharmaceuticals Ireland Limited | Methods of reducing or preventing oxidation of small dense LDL or membrane polyunsaturated fatty acids |
| JP2020502128A (ja) | 2016-12-20 | 2020-01-23 | バーリーンズ オーガニック オイルズ,エルエルシー | 乳化脂肪酸 |
| WO2018213663A1 (en) | 2017-05-19 | 2018-11-22 | Amarin Pharmaceuticals Ireland Limited | Compositions and methods for lowering triglycerides in a subject having reduced kidney function |
| US11058661B2 (en) | 2018-03-02 | 2021-07-13 | Amarin Pharmaceuticals Ireland Limited | Compositions and methods for lowering triglycerides in a subject on concomitant statin therapy and having hsCRP levels of at least about 2 mg/L |
| EP3542788A1 (en) | 2018-03-19 | 2019-09-25 | MC2 Therapeutics Limited | Topical composition comprising calcipotriol and betamethasone dipropionate |
| GR1009542B (el) | 2018-04-25 | 2019-06-07 | Φαρματεν Α.Β.Ε.Ε. | Καψουλα μαλακης γελης που περιλαμβανει εναν εκλεκτικο ρυθμιστη οιστρογονικων υποδοχεων |
| EP3563830A1 (en) * | 2018-05-03 | 2019-11-06 | Commissariat à l'énergie atomique et aux énergies alternatives | Micro-emulsion containing creatine fatty ester, method for preparing said micro-emulsion and uses thereof |
| WO2019244140A1 (ja) * | 2018-06-21 | 2019-12-26 | マルハニチロ株式会社 | 腎機能維持及び保護剤、並びに、その効果評価方法 |
| ES2983568T3 (es) | 2018-09-24 | 2024-10-23 | Amarin Pharmaceuticals Ie Ltd | Métodos para reducir el riesgo de eventos cardiovasculares en un sujeto |
| FI3886813T3 (fi) * | 2018-11-26 | 2023-05-04 | Hepion Pharmaceuticals Inc | Syklosporiinianalogien farmaseuttisia formulaatioita |
| US11465107B2 (en) * | 2019-01-31 | 2022-10-11 | Hong Ngoc Thi Dang | Process for producing a nano omega-3 microemulsion system |
| EP4009961A1 (en) * | 2019-08-08 | 2022-06-15 | Evonik Operations GmbH | Solubility enhancement of poorly soluble actives |
| US12403146B2 (en) | 2019-10-30 | 2025-09-02 | Marius Pharmaceuticals, Inc. | Preferred oral testosterone undecanoate therapy to achieve testosterone replacement treatment |
| EP4058141A4 (en) | 2019-11-12 | 2023-11-22 | Amarin Pharmaceuticals Ireland Limited | METHOD FOR REDUCING THE RISK OF CARDIOVASCULAR EVENTS IN A SUBJECT WITH Atrial fibrillation and/or atrial flutter |
| AU2022263358A1 (en) | 2021-04-21 | 2023-11-30 | Amarin Pharmaceuticals Ireland Limited | Methods of reducing the risk of heart failure |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5639724A (en) | 1984-07-24 | 1997-06-17 | Sandoz Ltd. | Cyclosporin galenic forms |
| JPS61280435A (ja) * | 1985-04-04 | 1986-12-11 | Kanji Takada | サイクロスポリン類のリンパ指向性製剤 |
| WO1987006463A1 (en) * | 1986-05-02 | 1987-11-05 | Brigham And Women's Hospital | A composition having reduced nephrotoxicity comprising a fatty acid containing component and cyclosporine |
| EP0389535A1 (en) | 1987-10-26 | 1990-10-03 | Warner-Lambert Company | Renin inhibitors, processes for preparing them, methods for using them, and compositions containing them |
| GB8729153D0 (en) * | 1987-12-14 | 1988-01-27 | Efamol Ltd | Fatty acid compositions |
| EP0327280B1 (en) | 1988-01-29 | 1992-03-18 | Sankyo Company Limited | Cyclosporin compositions |
| GB2217173B (en) | 1988-04-13 | 1993-11-17 | Brian Anthony Whittle | Dietary supplements containing w-3 PUFAs and dietary fibre nutritional and medicinal compositions |
| US5342625A (en) | 1988-09-16 | 1994-08-30 | Sandoz Ltd. | Pharmaceutical compositions comprising cyclosporins |
| US5364632A (en) | 1989-04-05 | 1994-11-15 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Medicinal emulsions |
| GB9113872D0 (en) | 1991-06-27 | 1991-08-14 | Sandoz Ag | Improvements in or relating to organic compounds |
| DE4133694C2 (de) * | 1991-10-11 | 1993-10-07 | Fresenius Ag | Verwendung einer Emulsion mit mehrfach ungesättigten Fettsären zur i.v.-Verabreichung zur Behandlung von Hauterkrankungen |
| ES2168271T3 (es) | 1992-09-25 | 2002-06-16 | Novartis Ag | Composiciones farmaceuticas que contienen ciclosporinas. |
| JPH08502492A (ja) | 1992-10-16 | 1996-03-19 | スミスクライン・ビーチャム・コーポレイション | 治療用ミクロエマルジョン |
| EP0671929A4 (en) | 1992-10-16 | 1996-09-25 | Smithkline Beecham Corp | COMPOSITIONS. |
| CA2161143A1 (en) | 1993-04-20 | 1994-10-27 | Monika Fleck | New pharmaceutical preparations comprising cyclosporin for oral administration |
| NZ247516A (en) | 1993-04-28 | 1995-02-24 | Bernard Charles Sherman | Water dispersible pharmaceutical compositions comprising drug dissolved in solvent system comprising at least one alcohol and at least one surfactant |
| CN1077800C (zh) * | 1993-07-01 | 2002-01-16 | 韩美药品工业株式会社 | 环孢菌素软胶囊组合物 |
| US5639474A (en) | 1993-07-01 | 1997-06-17 | Hanmi Pharm. Ind., Ltd. | Cyclosporin soft capsule composition |
| FR2710535B1 (fr) | 1993-09-30 | 1995-11-24 | Gattefosse Ets Sa | Composition à usage pharmaceutique ou cosmétique apte à former une microémulsion. |
| JPH0892129A (ja) * | 1993-10-08 | 1996-04-09 | Kanagawa Kagaku Kenkyusho:Kk | 眼発作治療薬 |
| ES2148345T3 (es) | 1993-10-22 | 2000-10-16 | Hexal Ag | Composicion farmaceutica con ciclosporina a, un derivado de vitamina e y un emulsionante. |
| US5686110A (en) | 1994-06-02 | 1997-11-11 | Enzon, Inc. | Water soluble complex of an alkyl or olefinic end capped polyalkylene oxide and a water insoluble substance |
| IL115742A (en) | 1994-10-26 | 2000-06-01 | Novartis Ag | Pharmaceutical compositions comprising a difficultly soluble active agent a hydrophilic phase a lipophilic phase and a surfactant |
| US5603951A (en) * | 1994-11-09 | 1997-02-18 | Hanmi Pharm. Ind. Co., Ltd. | Cyclosporin-containing soft capsule compositions |
| HU215966B (hu) * | 1994-11-21 | 1999-07-28 | BIOGAL Gyógyszergyár Rt. | Orálisan alkalmazható, ciklosporint tartalmazó, összetett emulzió-előkoncentrátum |
| KR0167613B1 (ko) | 1994-12-28 | 1999-01-15 | 한스 루돌프 하우스, 니콜 케르커 | 사이클로스포린-함유 연질캅셀제 조성물 |
| CA2221145A1 (en) * | 1995-05-19 | 1996-11-21 | Abbott Laboratories | Self-emulsifying formulations of lipophilic drugs |
| DE19521974A1 (de) | 1995-06-16 | 1996-12-19 | Hexal Pharmaforschung Gmbh | Pharmazeutische Zubereitung mit Cyclosporin A |
| SE504582C2 (sv) | 1995-07-06 | 1997-03-10 | Gs Dev Ab | Cyklosporinkomposition baserad på en L2-fas |
| EP0760237A1 (en) | 1995-08-30 | 1997-03-05 | Cipla Limited | Oil-in-water microemulsions |
| DE19537012A1 (de) | 1995-10-04 | 1997-04-10 | Dietl Hans | Cyclosporin(e) enhaltende pharmazeutische Zubereitung zur oralen Applikation und Verfahren zu ihrer Herstellung |
| DE19544507B4 (de) | 1995-11-29 | 2007-11-15 | Novartis Ag | Cyclosporin enthaltende Präparate |
| NZ280689A (en) | 1995-12-15 | 1997-08-22 | Bernard Charles Sherma Sherman | Pharmaceutical composition comprising a cyclosporipharmaceutical composition comprising a cyclosporin; a tocol, tocopherol or tocotrienol; and propylen; a tocol, tocopherol or tocotrienol; and propylene carbonate or polyethylene glycol ne carbonate or polyethylene glycol |
| CZ288631B6 (cs) | 1996-01-18 | 2001-08-15 | Galena, A. S. | Léčivé přípravky s obsahem cyklosporinu |
| GB9601120D0 (en) | 1996-01-19 | 1996-03-20 | Sandoz Ltd | Organic compounds |
| KR980008239A (ko) | 1996-07-26 | 1998-04-30 | 김충환 | 사이클로스포린-함유 약학적 조성물 |
| US6063762A (en) * | 1997-12-05 | 2000-05-16 | Chong Kun Dang Corp. | Cyclosporin-containing microemulsion preconcentrate composition |
-
1998
- 1998-12-10 CA CA002313024A patent/CA2313024C/en not_active Expired - Fee Related
- 1998-12-10 AU AU18174/99A patent/AU743098B2/en not_active Ceased
- 1998-12-10 WO PCT/US1998/026329 patent/WO1999029316A1/en not_active Ceased
- 1998-12-10 EP EP98963070A patent/EP1039893B1/en not_active Expired - Lifetime
- 1998-12-10 US US09/209,066 patent/US6284268B1/en not_active Expired - Lifetime
- 1998-12-10 AT AT98963070T patent/ATE497384T1/de not_active IP Right Cessation
- 1998-12-10 KR KR1020007006288A patent/KR100587551B1/ko not_active Expired - Fee Related
- 1998-12-10 JP JP2000523987A patent/JP4761093B2/ja not_active Expired - Fee Related
- 1998-12-10 DE DE69842121T patent/DE69842121D1/de not_active Expired - Lifetime
-
2000
- 2000-06-09 NO NO20002991A patent/NO328722B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1039893A1 (en) | 2000-10-04 |
| DE69842121D1 (de) | 2011-03-17 |
| EP1039893B1 (en) | 2011-02-02 |
| AU1817499A (en) | 1999-06-28 |
| KR100587551B1 (ko) | 2006-06-08 |
| AU743098B2 (en) | 2002-01-17 |
| NO328722B1 (no) | 2010-05-03 |
| NO20002991D0 (no) | 2000-06-09 |
| NO20002991L (no) | 2000-08-09 |
| ATE497384T1 (de) | 2011-02-15 |
| US6284268B1 (en) | 2001-09-04 |
| EP1039893A4 (en) | 2003-03-12 |
| CA2313024A1 (en) | 1999-06-17 |
| JP4761093B2 (ja) | 2011-08-31 |
| WO1999029316A1 (en) | 1999-06-17 |
| KR20010032943A (ko) | 2001-04-25 |
| JP2001525363A (ja) | 2001-12-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20181210 |