CA2442539C - Method and composition for solubilising a biologically active compound with low water solubility - Google Patents
Method and composition for solubilising a biologically active compound with low water solubility Download PDFInfo
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- CA2442539C CA2442539C CA2442539A CA2442539A CA2442539C CA 2442539 C CA2442539 C CA 2442539C CA 2442539 A CA2442539 A CA 2442539A CA 2442539 A CA2442539 A CA 2442539A CA 2442539 C CA2442539 C CA 2442539C
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- 238000000034 method Methods 0.000 title claims abstract description 53
- 239000000203 mixture Substances 0.000 title claims abstract description 46
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- 230000008569 process Effects 0.000 claims description 22
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- 239000012528 membrane Substances 0.000 claims description 19
- ATBOMIWRCZXYSZ-XZBBILGWSA-N [1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (9e,12e)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC ATBOMIWRCZXYSZ-XZBBILGWSA-N 0.000 claims description 16
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- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 claims description 11
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- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 2
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- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
- A61K9/1277—Preparation processes; Proliposomes
- A61K9/1278—Post-loading, e.g. by ion or pH gradient
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
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| CA2442539A1 CA2442539A1 (en) | 2002-10-17 |
| CA2442539C true CA2442539C (en) | 2011-11-08 |
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| US6977085B2 (en) | 2000-12-22 | 2005-12-20 | Baxter International Inc. | Method for preparing submicron suspensions with polymorph control |
| US8067032B2 (en) | 2000-12-22 | 2011-11-29 | Baxter International Inc. | Method for preparing submicron particles of antineoplastic agents |
| US7193084B2 (en) | 2000-12-22 | 2007-03-20 | Baxter International Inc. | Polymorphic form of itraconazole |
| US9700866B2 (en) | 2000-12-22 | 2017-07-11 | Baxter International Inc. | Surfactant systems for delivery of organic compounds |
| US6607784B2 (en) | 2000-12-22 | 2003-08-19 | Baxter International Inc. | Microprecipitation method for preparing submicron suspensions |
| US20060003012A9 (en) | 2001-09-26 | 2006-01-05 | Sean Brynjelsen | Preparation of submicron solid particle suspensions by sonication of multiphase systems |
| AU2002337692B2 (en) | 2001-09-26 | 2007-09-13 | Baxter International Inc. | Preparation of submicron sized nanoparticles via dispersion and solvent or liquid phase removal |
| US7112340B2 (en) | 2001-10-19 | 2006-09-26 | Baxter International Inc. | Compositions of and method for preparing stable particles in a frozen aqueous matrix |
| DE10203923B4 (de) * | 2002-01-31 | 2011-06-01 | Klinipharm Gmbh | Verfahren zur Erhöhung der Wasserlöslichkeit lipophiler Wirkstoffe, Herstellung von hochkonzentrierten wässrigen Zusammensetzungen dieser Wirkstoffe, derartige Produkte und ihre Verwendung |
| CA2539486A1 (en) * | 2003-10-02 | 2005-04-07 | Sembiosys Genetics Inc. | Methods for preparing oil bodies comprising active ingredients |
| WO2005065677A1 (ja) * | 2004-01-09 | 2005-07-21 | Otsuka Pharmaceutical Factory, Inc. | パクリタキセルまたはドセタキセルを溶解または分散させるための脂肪乳剤 |
| US7345093B2 (en) | 2004-04-27 | 2008-03-18 | Formatech, Inc. | Methods of enhancing solubility of compounds |
| US7659310B2 (en) | 2004-04-27 | 2010-02-09 | Formatech, Inc. | Methods of enhancing solubility of agents |
| DK1748759T3 (da) * | 2004-04-27 | 2013-04-22 | Javeri Indu | Fremgangsmåder til at forøge hydrofobe forbindelsers opløselighed i vand af ved micellære dispersioner |
| US7754230B2 (en) * | 2004-05-19 | 2010-07-13 | The Regents Of The University Of California | Methods and related compositions for reduction of fat |
| ES2372499T3 (es) | 2004-05-19 | 2012-01-20 | Los Angeles Biomedical Research Institute At Harbor-Ucla Medical Center | Uso de un detergente para la eliminación no quirúrgica de grasa. |
| US20060127468A1 (en) | 2004-05-19 | 2006-06-15 | Kolodney Michael S | Methods and related compositions for reduction of fat and skin tightening |
| EP1809254A2 (en) * | 2004-10-28 | 2007-07-25 | Alza Corporation | Lyophilized liposome formulations and method |
| JP4929158B2 (ja) * | 2005-03-14 | 2012-05-09 | 株式会社大塚製薬工場 | 難水溶性薬物を含有する医薬組成物 |
| JP5342834B2 (ja) * | 2008-09-05 | 2013-11-13 | 日東電工株式会社 | 骨髄線維症処置剤 |
| US9572886B2 (en) | 2005-12-22 | 2017-02-21 | Nitto Denko Corporation | Agent for treating myelofibrosis |
| KR101919093B1 (ko) * | 2008-05-23 | 2018-11-16 | 더 유니버시티 오브 브리티쉬 콜롬비아 | 리포좀 나노입자에 사용하기 위한 변형된 약물 |
| EP2344198B1 (en) * | 2008-09-27 | 2020-11-04 | Jina Pharmaceuticals Inc. | Lipid based pharmaceutical preparations for topical application |
| US8101593B2 (en) | 2009-03-03 | 2012-01-24 | Kythera Biopharmaceuticals, Inc. | Formulations of deoxycholic acid and salts thereof |
| US10143652B2 (en) | 2009-09-23 | 2018-12-04 | Curirx Inc. | Methods for the preparation of liposomes |
| WO2011038068A1 (en) | 2009-09-23 | 2011-03-31 | Formatech, Inc. | Methods for the preparation of liposomes |
| US20170340563A1 (en) * | 2009-09-23 | 2017-11-30 | Curirx Inc. | Methods for the Preparation of Liposomes Comprising Drugs |
| CN101926757B (zh) | 2010-09-01 | 2013-01-02 | 北京大学 | 一种难溶性药物的液体组合物及其制备方法 |
| BR112013014291A2 (pt) * | 2010-12-08 | 2016-09-20 | Hoffmann La Roche | formulação lipossômica de calcetrapib |
| CA2827643C (en) | 2011-02-18 | 2019-05-07 | Kythera Biopharmaceuticals, Inc. | Treatment of submental fat |
| US8653058B2 (en) | 2011-04-05 | 2014-02-18 | Kythera Biopharmaceuticals, Inc. | Compositions comprising deoxycholic acid and salts thereof suitable for use in treating fat deposits |
| WO2013176223A1 (ja) * | 2012-05-23 | 2013-11-28 | 国立大学法人大阪大学 | 炎症性疾患治療用医薬組成物 |
| EP2682106A1 (en) | 2012-07-03 | 2014-01-08 | Phares Pharmaceutical Research N.V. | Method of solubilizing biologically active compounds |
| IL259246B2 (en) | 2015-12-07 | 2024-11-01 | Yissum Res Dev Co Of Hebrew Univ Jerusalem Ltd | Compositions for oral administration comprising at least one cannabinoid, a method for the preparation thereof and use of same |
| IL266198B2 (en) | 2016-10-28 | 2023-11-01 | Servier Lab | Liposomal formulation for use in cancer treatment |
| CA3063395A1 (en) * | 2017-05-12 | 2018-11-15 | Curinanorx, Llc | Methods for the preparation of liposomes comprising drugs |
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| IT1202370B (it) * | 1976-07-12 | 1989-02-09 | Hoffmann La Roche | Soluzioni inietabili in cui l'atti vita' emolitica degli agenti di formazione di micelle naturali e' evitata mediante l'aggiunta di lipoidi e relativi prodotti |
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| CA1338702C (en) * | 1987-03-05 | 1996-11-12 | Lawrence D. Mayer | High drug:lipid formulations of liposomal- antineoplastic agents |
| US5811119A (en) * | 1987-05-19 | 1998-09-22 | Board Of Regents, The University Of Texas | Formulation and use of carotenoids in treatment of cancer |
| WO1989002265A1 (fr) * | 1987-09-07 | 1989-03-23 | Teijin Limited | Emulsion grasse contenant un medicament, du type prepare immediatement avant l'utilisation, et procede de preparation d'une telle emulsion grasse contenant un medicament |
| IL91664A (en) * | 1988-09-28 | 1993-05-13 | Yissum Res Dev Co | Ammonium transmembrane gradient system for efficient loading of liposomes with amphipathic drugs and their controlled release |
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| WO2000002534A1 (fr) * | 1998-07-10 | 2000-01-20 | Welfide Corporation | Kit a preparer avant usage avec preparation contenant un medicament et solvant destine a cette fin |
| DE19843968A1 (de) * | 1998-09-24 | 2000-04-13 | Hans Dietl | Taxane enthaltende pharmazeutische Zubereitung zur intravenösen Applikation und Verfahren zu ihrer Herstellung |
| US6682758B1 (en) * | 1998-12-22 | 2004-01-27 | The United States Of America As Represented By The Department Of Health And Human Services | Water-insoluble drug delivery system |
| WO2000059473A1 (en) * | 1999-04-01 | 2000-10-12 | Inex Pharmaceuticals Corp. | Compositions and methods for treating lymphoma |
| US20030144570A1 (en) * | 1999-11-12 | 2003-07-31 | Angiotech Pharmaceuticals, Inc. | Compositions and methods for treating disease utilizing a combination of radioactive therapy and cell-cycle inhibitors |
| US20020001613A1 (en) * | 2000-02-08 | 2002-01-03 | Susan Niemiec | Method of manufacturing liposomes |
-
2002
- 2002-03-26 WO PCT/EP2002/003371 patent/WO2002080883A2/en not_active Ceased
- 2002-03-26 PT PT02737899T patent/PT1389089E/pt unknown
- 2002-03-26 CA CA2442539A patent/CA2442539C/en not_active Expired - Fee Related
- 2002-03-26 JP JP2002578922A patent/JP2004524368A/ja not_active Withdrawn
- 2002-03-26 AU AU2002312777A patent/AU2002312777B2/en not_active Ceased
- 2002-03-26 EP EP02737899A patent/EP1389089B1/en not_active Expired - Lifetime
- 2002-03-26 DE DE60233484T patent/DE60233484D1/de not_active Expired - Lifetime
- 2002-03-26 AT AT02737899T patent/ATE440593T1/de not_active IP Right Cessation
- 2002-03-26 ES ES02737899T patent/ES2332584T3/es not_active Expired - Lifetime
- 2002-03-26 DK DK02737899T patent/DK1389089T3/da active
-
2003
- 2003-09-26 US US10/670,504 patent/US20040115255A1/en not_active Abandoned
-
2008
- 2008-01-02 US US12/003,849 patent/US20080131499A1/en not_active Abandoned
-
2009
- 2009-08-28 JP JP2009199056A patent/JP2010013461A/ja active Pending
-
2012
- 2012-07-24 JP JP2012163789A patent/JP2012207042A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US20040115255A1 (en) | 2004-06-17 |
| CA2442539A1 (en) | 2002-10-17 |
| JP2004524368A (ja) | 2004-08-12 |
| DK1389089T3 (da) | 2009-12-21 |
| US20080131499A1 (en) | 2008-06-05 |
| EP1389089A2 (en) | 2004-02-18 |
| PT1389089E (pt) | 2009-11-30 |
| ATE440593T1 (de) | 2009-09-15 |
| WO2002080883A2 (en) | 2002-10-17 |
| WO2002080883A3 (en) | 2003-12-11 |
| DE60233484D1 (de) | 2009-10-08 |
| JP2012207042A (ja) | 2012-10-25 |
| EP1389089B1 (en) | 2009-08-26 |
| ES2332584T3 (es) | 2010-02-09 |
| AU2002312777B2 (en) | 2007-07-05 |
| AU2002312777A2 (en) | 2002-10-21 |
| JP2010013461A (ja) | 2010-01-21 |
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| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20150326 |