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
-
- 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)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (3)
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| EP01302841 | 2001-03-27 | ||
| EP01302841.0 | 2001-03-27 | ||
| PCT/EP2002/003371 WO2002080883A2 (en) | 2001-03-27 | 2002-03-26 | Method and composition for solubilising a biologically active compound with low water solubility |
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| CA2442539A1 CA2442539A1 (en) | 2002-10-17 |
| CA2442539C true CA2442539C (en) | 2011-11-08 |
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| US (2) | US20040115255A1 (https=) |
| EP (1) | EP1389089B1 (https=) |
| JP (3) | JP2004524368A (https=) |
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| DE (1) | DE60233484D1 (https=) |
| DK (1) | DK1389089T3 (https=) |
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| PT (1) | PT1389089E (https=) |
| WO (1) | WO2002080883A2 (https=) |
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| US6977085B2 (en) | 2000-12-22 | 2005-12-20 | Baxter International Inc. | Method for preparing submicron suspensions with polymorph control |
| US6951656B2 (en) | 2000-12-22 | 2005-10-04 | Baxter International Inc. | Microprecipitation method for preparing submicron suspensions |
| US9700866B2 (en) | 2000-12-22 | 2017-07-11 | Baxter International Inc. | Surfactant systems for delivery of organic compounds |
| US6869617B2 (en) | 2000-12-22 | 2005-03-22 | Baxter International Inc. | Microprecipitation method for preparing submicron suspensions |
| US6884436B2 (en) | 2000-12-22 | 2005-04-26 | Baxter International Inc. | Method for preparing submicron particle suspensions |
| JP2005504090A (ja) | 2001-09-26 | 2005-02-10 | バクスター・インターナショナル・インコーポレイテッド | 分散体および溶媒相または液相の除去によるサブミクロンサイズ−ナノ粒子の調製 |
| US20060003012A9 (en) | 2001-09-26 | 2006-01-05 | Sean Brynjelsen | Preparation of submicron solid particle suspensions by sonication of multiphase systems |
| 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 |
| EP1748759B1 (en) * | 2004-04-27 | 2013-03-27 | Javeri, Indu | Methods of enhancing solubility in water of hydrophobic compounds by micellar dispersions |
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| US7754230B2 (en) * | 2004-05-19 | 2010-07-13 | The Regents Of The University Of California | Methods and related compositions for reduction of fat |
| US20060127468A1 (en) | 2004-05-19 | 2006-06-15 | Kolodney Michael S | Methods and related compositions for reduction of fat and skin tightening |
| ES2660172T3 (es) * | 2004-05-19 | 2018-03-21 | Los Angeles Biomedical Research Institute At Harbor-Ucla Medical Center | Composición inyectable que comprende desoxicolato de sodio |
| AU2005302255A1 (en) * | 2004-10-28 | 2006-05-11 | Alza Corporation | Lyophilized liposome formulations and method |
| CN101137395B (zh) * | 2005-03-14 | 2012-10-31 | 株式会社大塚制药工场 | 含有水难溶性药物的医药组合物 |
| 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 |
| EP3415151A1 (en) * | 2008-05-23 | 2018-12-19 | The University of British Columbia | Modified drugs for use in liposomal nanoparticles |
| LT2344198T (lt) * | 2008-09-27 | 2021-02-25 | Jina Pharmaceuticals Inc. | Farmaciniai preparatai lipidų pagrindu, skirti vietiniam naudojimui |
| US8101593B2 (en) | 2009-03-03 | 2012-01-24 | Kythera Biopharmaceuticals, Inc. | Formulations of deoxycholic acid and salts thereof |
| CA2781529C (en) | 2009-09-23 | 2017-10-24 | Indu Javeri | Methods for the preparation of liposomes comprising docetaxel |
| US20170340563A1 (en) * | 2009-09-23 | 2017-11-30 | Curirx Inc. | Methods for the Preparation of Liposomes Comprising Drugs |
| US10143652B2 (en) | 2009-09-23 | 2018-12-04 | Curirx Inc. | Methods for the preparation of liposomes |
| 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 |
| US20120237492A1 (en) | 2011-02-18 | 2012-09-20 | 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 |
| US20150157610A1 (en) * | 2012-05-23 | 2015-06-11 | Osaka University | Pharmaceutical composition for treating inflammatory disease |
| EP2682106A1 (en) | 2012-07-03 | 2014-01-08 | Phares Pharmaceutical Research N.V. | Method of solubilizing biologically active compounds |
| CA3007438C (en) | 2015-12-07 | 2025-05-13 | Elka Touitou | COMPOSITIONS OF THERAPEUTIC SUBSTANCES, RELATED PROCESSES AND USES |
| MD3532067T2 (ro) | 2016-10-28 | 2022-10-31 | Servier Lab | Formă farmaceutică lipozomală pentru utilizare în tratamentul cancerului |
| EP3634385A4 (en) * | 2017-05-12 | 2021-03-03 | Curinanorx, LLC | LIPOSOME PREPARATION PROCESSES INCLUDING MEDICINAL PRODUCTS |
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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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| US5811119A (en) * | 1987-05-19 | 1998-09-22 | Board Of Regents, The University Of Texas | Formulation and use of carotenoids in treatment of cancer |
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| 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 |
| EP1985285A3 (en) * | 1999-04-01 | 2009-08-12 | Hana Biosciences, Inc. | 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 PT PT02737899T patent/PT1389089E/pt unknown
- 2002-03-26 CA CA2442539A patent/CA2442539C/en not_active Expired - Fee Related
- 2002-03-26 ES ES02737899T patent/ES2332584T3/es not_active Expired - Lifetime
- 2002-03-26 AU AU2002312777A patent/AU2002312777B2/en not_active Ceased
- 2002-03-26 AT AT02737899T patent/ATE440593T1/de not_active IP Right Cessation
- 2002-03-26 DK DK02737899T patent/DK1389089T3/da active
- 2002-03-26 WO PCT/EP2002/003371 patent/WO2002080883A2/en not_active Ceased
- 2002-03-26 EP EP02737899A patent/EP1389089B1/en not_active Expired - Lifetime
- 2002-03-26 JP JP2002578922A patent/JP2004524368A/ja not_active Withdrawn
- 2002-03-26 DE DE60233484T patent/DE60233484D1/de not_active Expired - Lifetime
-
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 |
| EP1389089A2 (en) | 2004-02-18 |
| DE60233484D1 (de) | 2009-10-08 |
| JP2010013461A (ja) | 2010-01-21 |
| US20080131499A1 (en) | 2008-06-05 |
| CA2442539A1 (en) | 2002-10-17 |
| AU2002312777B2 (en) | 2007-07-05 |
| ATE440593T1 (de) | 2009-09-15 |
| PT1389089E (pt) | 2009-11-30 |
| AU2002312777A2 (en) | 2002-10-21 |
| WO2002080883A2 (en) | 2002-10-17 |
| DK1389089T3 (da) | 2009-12-21 |
| WO2002080883A3 (en) | 2003-12-11 |
| ES2332584T3 (es) | 2010-02-09 |
| JP2004524368A (ja) | 2004-08-12 |
| EP1389089B1 (en) | 2009-08-26 |
| JP2012207042A (ja) | 2012-10-25 |
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