ES2834006T3 - Preparados farmacéuticos a base de lípidos para aplicación tópica - Google Patents
Preparados farmacéuticos a base de lípidos para aplicación tópica Download PDFInfo
- Publication number
- ES2834006T3 ES2834006T3 ES09816940T ES09816940T ES2834006T3 ES 2834006 T3 ES2834006 T3 ES 2834006T3 ES 09816940 T ES09816940 T ES 09816940T ES 09816940 T ES09816940 T ES 09816940T ES 2834006 T3 ES2834006 T3 ES 2834006T3
- Authority
- ES
- Spain
- Prior art keywords
- composition
- finasteride
- phosphatidylcholine
- acid
- lipid
- 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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- 229960004039 finasteride Drugs 0.000 claims abstract description 103
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- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 claims abstract description 69
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- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
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| US8691518B2 (en) | 2010-09-24 | 2014-04-08 | Global Life Science Partners Limited | Systems and methods for predicting response to minoxidil for the treatment of androgenetic alopecia |
| US10633688B2 (en) | 2010-09-24 | 2020-04-28 | Follea International | Systems and methods for predicting response to minoxidil for the treatment of androgenetic alopecia |
| US9588118B2 (en) | 2010-09-24 | 2017-03-07 | Follea International | Devices for performing colorimetric assay with plucked human hair |
| ITMI20102165A1 (it) * | 2010-11-23 | 2012-05-24 | Medichem Srl | Composizione per il lavaggio dei capelli e del cuoio capelluto |
| WO2012148174A2 (ko) * | 2011-04-25 | 2012-11-01 | Park Jun-Hyoung | 탈모방지 및 발모촉진용 외용제 조성물 |
| US20150182542A1 (en) * | 2012-02-16 | 2015-07-02 | Brightside Innovations, Inc. | Dietary and nutritional compositions and methods of use |
| WO2013160896A1 (en) * | 2012-04-25 | 2013-10-31 | Hadasit Medical Research Services And Development Ltd. | Pomegranate oil for preventing and treating neurodegenerative diseases |
| BR102012022034B1 (pt) * | 2012-08-31 | 2020-02-18 | Biolab Sanus Farmacêutica Ltda. | Nanopartícula polimérica de finasterida, suspensão aquosa contendo a mesma, composição para tratamento de alopecia, processo de preparação de dita composição, e seu uso |
| BR102012022036B1 (pt) * | 2012-08-31 | 2019-10-01 | Biolab Sanus Farmacêutica Ltda. | Nanopartícula polimérica de finasterida e minoxidil, processo de sua preparação, suspensão aquosa contendo a mesma, composição farmacêutica, e seu uso |
| US20150313829A1 (en) * | 2012-11-26 | 2015-11-05 | Roberto Queiroga Lautner | Topical formulations for the prevention and treatment of alopecia and inhibition of hair growth |
| JP6595454B2 (ja) * | 2013-05-03 | 2019-10-23 | リピドール エービー | 薬学的又は化粧学的活性成分を投与するための局部用組成物及びキャリアー |
| KR102647719B1 (ko) | 2013-08-15 | 2024-03-14 | 마리 케이 인코포레이티드 | 주름 치료를 위한 국소 피부 조성물 |
| US20150147382A1 (en) * | 2013-09-23 | 2015-05-28 | Exir Nano Sina Company | Topical liposomal compositions for delivering hydrophobic drugs and methods preparing same |
| ES2831319T3 (es) * | 2013-11-17 | 2021-06-08 | Medrx Co Ltd | Formulación líquida coloidal absorbente transdérmica |
| US11660344B2 (en) | 2013-11-17 | 2023-05-30 | Medrx Co., Ltd. | Transdermal colloidal solution agent |
| ES2952159T3 (es) | 2014-10-29 | 2023-10-27 | Samson Clinical Pty Ltd | Minoxidil oral para el tratamiento de alopecia areata |
| EP3038053B1 (en) | 2014-12-22 | 2019-11-06 | Reactive Reality GmbH | Method and system for generating garment model data |
| CN107530235B (zh) * | 2015-04-13 | 2021-09-17 | 方丹科技国际股份有限公司 | 用于生产超小型脂质结构的一步法 |
| JPWO2016186157A1 (ja) * | 2015-05-19 | 2018-03-08 | 株式会社 メドレックス | 経皮吸収型液剤 |
| ES2991863T3 (es) * | 2016-04-19 | 2024-12-05 | Univ Nanyang Tech | Nanoliposomas para la administración sostenida de tacrolimus para el tratamiento de enfermedades oculares del segmento anterior |
| CU20190046A7 (es) | 2016-10-28 | 2019-12-03 | Servier Lab | Composición de concentrado orgánico que comprende ácido 2-{[5-{ 3-cloro-2-metil-4-[2-( 4-metilpiperazin-1-il)etoxi]fenil} -6-(4-fluorofenil)tieno[2,3-d]pirimidin-4-il]oxi}-3-(2-{ [2-(2-metoxifenil)pirimidin-4-il]metoxi} fenil)propanoico y, composiciones liposomales que la contienen |
| JP7291633B2 (ja) * | 2017-05-30 | 2023-06-15 | グラクソスミスクライン バイオロジカルズ ソシエテ アノニム | アジュバントを製造する方法 |
| KR102663164B1 (ko) * | 2017-07-12 | 2024-05-07 | 삼손 클리니컬 피티와이 엘티디 | 모발 성장을 촉진시키고, 탈모 또는 과도한 머리카락 빠짐의 치료 |
| CA3080205A1 (en) * | 2017-10-27 | 2019-05-02 | TopiRX Therapeutics Inc. | Topical formulations for treating dermatological disorders including male pattern baldness |
| MX390288B (es) * | 2018-02-06 | 2025-03-20 | Centro Int De Cosmiatria S A P I De C V | Formulación y método para el tratamiento de la alopecia androgénica. |
| JP2022506944A (ja) * | 2018-11-08 | 2022-01-17 | ヴァーソナ セラピューティクス,インコーポレーテッド | 5-α-レダクターゼ阻害剤の局所製剤及びそれらの使用 |
| EP3886901A1 (en) * | 2018-11-29 | 2021-10-06 | GlaxoSmithKline Biologicals S.A. | Methods for manufacturing an adjuvant |
| WO2021232054A1 (en) * | 2020-05-12 | 2021-11-18 | Chemistryrx | Compositions for treating hair loss |
| US11311556B2 (en) | 2020-05-13 | 2022-04-26 | Varsona Therapeutics, Inc. | Topical dutasteride emulsions for treating endocrine therapy-induced alopecia |
| US11850300B2 (en) | 2022-03-17 | 2023-12-26 | Rally Guide | Topical lotion composition, methods of use, and methods of preparation |
| AU2024251515A1 (en) * | 2023-04-14 | 2025-12-04 | Beijing Jitai Pharmaceutical Technology Co., Ltd. | Lipid nanoparticles targeting spleen |
| WO2025037276A1 (en) * | 2023-08-16 | 2025-02-20 | Jina Pharmaceuticals Inc. | COMPOSITIONS CONTAINING mTOR INHIBITORS AND LIPIDS |
Family Cites Families (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3585967D1 (de) * | 1984-03-08 | 1992-06-11 | Phares Pharma Holland | Liposombildende zusammensetzung. |
| US4663167A (en) * | 1984-04-16 | 1987-05-05 | The Board Of Regents Of The University Of Texas System | Composition and method for treatment of disseminated fungal infections in mammals |
| US4897269A (en) * | 1984-09-24 | 1990-01-30 | Mezei Associates Limited | Administration of drugs with multiphase liposomal delivery system |
| US4761288A (en) * | 1984-09-24 | 1988-08-02 | Mezei Associates Limited | Multiphase liposomal drug delivery system |
| DE3576117D1 (de) | 1984-09-24 | 1990-04-05 | Michael Mezei | Mehrphasige pharmazeutische zusammensetzung. |
| US5616334A (en) | 1987-03-05 | 1997-04-01 | The Liposome Company, Inc. | Low toxicity drug-lipid systems |
| US6406713B1 (en) | 1987-03-05 | 2002-06-18 | The Liposome Company, Inc. | Methods of preparing low-toxicity drug-lipid complexes |
| US5030442A (en) * | 1987-03-30 | 1991-07-09 | Liposome Technology, Inc. | Non-crystalline minoxidil composition |
| US4828837A (en) * | 1987-03-30 | 1989-05-09 | Liposome Technology, Inc. | Non-crystalline minoxidil composition, its production and application |
| EP0285382B1 (en) | 1987-04-03 | 1994-04-13 | Merck & Co. Inc. | Treatment of androgenic alopecia with 17beta-n-monosubstituted-carbamoyl-4-aza-5alpha-androst-1-en-3-ones |
| WO1989005636A1 (en) | 1987-12-22 | 1989-06-29 | The Liposome Company, Inc. | Spontaneous vesiculation of multilamellar liposomes |
| US5000887A (en) * | 1988-05-17 | 1991-03-19 | Liposome Technology, Inc. | Preparation of uniform-size liposomes |
| WO1990011780A1 (en) | 1989-03-31 | 1990-10-18 | The Regents Of The University Of California | Preparation of liposome and lipid complex compositions |
| WO1992003123A1 (en) * | 1990-08-28 | 1992-03-05 | Liposome Technology, Inc. | Liposome alternative bilayer formulations |
| US20040175417A1 (en) | 1990-10-19 | 2004-09-09 | Gilead Sciences, Inc. | Amphotericin B liposome preparation |
| GB9111611D0 (en) * | 1991-05-30 | 1991-07-24 | Sandoz Ltd | Liposomes |
| US6733776B1 (en) * | 1992-04-02 | 2004-05-11 | Anticancer, Inc. | Method for promoting hair growth |
| US7556825B2 (en) * | 1993-04-02 | 2009-07-07 | Anticancer, Inc. | Method for promoting hair growth |
| US7083572B2 (en) * | 1993-11-30 | 2006-08-01 | Bristol-Myers Squibb Medical Imaging, Inc. | Therapeutic delivery systems |
| FI100692B (fi) * | 1994-05-24 | 1998-02-13 | Leiras Oy | Menetelmä farmaseuttisten koostumusten valmistamiseksi, jolloin koostu mukset pohjautuvat mikroemulsiogeeleihin sekä uusia mikroemulsioihin p ohjautuvia geelejä |
| US5540934A (en) * | 1994-06-22 | 1996-07-30 | Touitou; Elka | Compositions for applying active substances to or through the skin |
| US6001812A (en) * | 1995-04-28 | 1999-12-14 | Societe L'oreal S.A. | Modulating body/cranial hair growth with derivatives of the α-type melanocyte-stimulating hormone |
| JPH0971513A (ja) | 1995-09-07 | 1997-03-18 | Taisho Pharmaceut Co Ltd | 育毛剤 |
| US5834014A (en) | 1995-10-06 | 1998-11-10 | The Regents Of The University Of Michigan | Stimulation of hair follicles |
| JP3596835B2 (ja) * | 1996-08-13 | 2004-12-02 | 株式会社ノエビア | 養毛剤 |
| US6030948A (en) * | 1997-12-19 | 2000-02-29 | Mann; Morris A. | Hair regeneration compositions for treatment of alopecia and methods of application related thereto |
| US6265412B1 (en) | 1998-05-26 | 2001-07-24 | Taisho Pharmaceutical Co., Ltd. | Minoxidil compositions for external use |
| US6284234B1 (en) * | 1998-08-04 | 2001-09-04 | Johnson & Johnson Consumer Companies, Inc. | Topical delivery systems for active agents |
| JP4444385B2 (ja) * | 1999-02-25 | 2010-03-31 | 帝人株式会社 | リポソーム用時調製用キット |
| WO2000053177A1 (en) * | 1999-03-11 | 2000-09-14 | Fujisawa Pharmaceutical Co., Ltd. | Liposome preparations |
| CA2309373A1 (en) | 1999-05-27 | 2000-11-27 | Johnson & Johnson Consumer Companies, Inc. | Novel topical formulations |
| US6596266B2 (en) * | 2000-02-18 | 2003-07-22 | Natural Science, Inc. | Compositions containing minoxidil and saw palmetto for treating baldness |
| JP4780429B2 (ja) | 2000-04-07 | 2011-09-28 | 大正製薬株式会社 | ミノキシジル含有製剤 |
| AU2001259484A1 (en) * | 2000-05-05 | 2001-11-20 | Wisconsin Alumni Research Foundation | Compositions and methods for protecting cells during cancer chemotherapy and radiotherapy |
| IN188843B (enExample) * | 2000-06-22 | 2002-11-09 | Vinod Daftary Gautam Dr | |
| EP1313479A4 (en) | 2000-07-19 | 2005-09-21 | W Roy Knowles | PREVENTION OF HAIR LOSS |
| DE10036799A1 (de) * | 2000-07-28 | 2002-02-07 | Beiersdorf Ag | Neues Mittel zur Behandlung der Haare und der Kopfhaut |
| SE0100374D0 (sv) * | 2001-02-07 | 2001-02-07 | Pharmacia Ab | Novel compositions of potassium channel openers and protein kinase c inhibitors and use thereof |
| PT1389089E (pt) * | 2001-03-27 | 2009-11-30 | Phares Pharm Res Nv | Processo e composição para solubilizar um composto biologicamente activo com uma baixa solubilidade em água |
| JP4796260B2 (ja) | 2001-04-05 | 2011-10-19 | 大正製薬株式会社 | ミノキシジル含有製剤 |
| US7045550B2 (en) * | 2001-08-07 | 2006-05-16 | Wisconsin Alumni Research Foundation | Polyamines and analogs for protecting cells during cancer chemotherapy and radiotherapy |
| US6656460B2 (en) * | 2001-11-01 | 2003-12-02 | Yissum Research Development | Method and composition for dry eye treatment |
| CA2495913A1 (en) * | 2002-08-23 | 2004-03-04 | Medigene Oncology Gmbh | Non-vesicular cationic lipid formulations |
| JP5170940B2 (ja) * | 2002-10-03 | 2013-03-27 | ユニバースィティ オブ ミシシッピー | 高純度アンホテリシンbを含有する組成物 |
| EA200500659A1 (ru) * | 2002-10-16 | 2005-10-27 | Неофарм, Инк. | Способ получения кардиолипина или его аналога (варианты) и содержащей их липосомы, способы использования кардиолипина или его аналогов в лечении болезней (варианты) и содержащая их композиция (варианты) и ее применение |
| JP2004155690A (ja) * | 2002-11-05 | 2004-06-03 | Shiseido Co Ltd | 養毛剤組成物 |
| US20040121003A1 (en) | 2002-12-19 | 2004-06-24 | Acusphere, Inc. | Methods for making pharmaceutical formulations comprising deagglomerated microparticles |
| EP1643971A2 (en) | 2003-05-22 | 2006-04-12 | Neopharm, Inc. | Liposomal formulations comprising a combination of two or more active agents |
| KR100508019B1 (ko) * | 2003-07-19 | 2005-08-17 | 한미약품 주식회사 | 고순도 1-안드로스텐 유도체의 제조 방법 |
| ITMI20032019A1 (it) * | 2003-10-17 | 2005-04-18 | Fidia Farmaceutici | Microemulsioni di retinoidi e composizioni farmaceutiche che le contengono |
| EP1755623A4 (en) * | 2004-05-21 | 2007-10-17 | Transave Inc | TREATMENT OF LUNG DISEASES AND BEFORE A PULMONARY DISEASE |
| EP1802742A2 (en) * | 2004-08-30 | 2007-07-04 | IKEN Tissue Therapeutics, Inc. | Compositions and methods of promoting hair growth |
| BRPI0516308A2 (pt) | 2004-10-04 | 2010-06-15 | Qlt Usa Inc | composição fluida, métodos de tratamento de uma doença ou disfunção, métodos de liberação local ou sistêmica de um agente biológico, implantes, método de formação de um implante, kit de agente biológico e usos de uma composição fluida |
| JP2008534607A (ja) * | 2005-03-30 | 2008-08-28 | ワイス | Bmpを投与することによって毛髪の成長を刺激するための方法 |
| JP2006290841A (ja) * | 2005-04-14 | 2006-10-26 | Nippon Zettoc Co Ltd | 化粧料の製造方法および化粧料 |
| DE102005026755A1 (de) * | 2005-06-09 | 2006-12-14 | Basf Ag | Herstellung von festen Lösungen schwerlöslicher Wirkstoffe durch Kurzzeitüberhitzung und schnelle Trocknung |
| EP2029106A2 (en) | 2006-06-07 | 2009-03-04 | Foamix Ltd. | Foamable vehicle comprising polypropylene glycol alkyl ether and pharmaceutical compositions thereof |
| WO2008127358A2 (en) | 2006-10-10 | 2008-10-23 | Jina Pharmaceuticals, Inc. | Aqueous systems for the preparation of lipid-based pharmaceutical compounds; compositions, methods, and uses thereof |
| GB0623838D0 (en) * | 2006-11-29 | 2007-01-10 | Malvern Cosmeceutics Ltd | Novel compositions |
| CN101559038B (zh) | 2009-05-21 | 2011-03-16 | 江苏黄河药业股份有限公司 | 非那雄胺的固体脂质纳米粒及其制备方法 |
-
2009
- 2009-09-25 WO PCT/US2009/058463 patent/WO2010036947A2/en not_active Ceased
- 2009-09-25 HR HRP20201860TT patent/HRP20201860T1/hr unknown
- 2009-09-25 CA CA2737025A patent/CA2737025C/en active Active
- 2009-09-25 EP EP09816940.2A patent/EP2344198B1/en active Active
- 2009-09-25 MX MX2011003207A patent/MX2011003207A/es active IP Right Grant
- 2009-09-25 PL PL09816940T patent/PL2344198T3/pl unknown
- 2009-09-25 PT PT98169402T patent/PT2344198T/pt unknown
- 2009-09-25 US US13/120,127 patent/US9750812B2/en active Active
- 2009-09-25 SI SI200932098T patent/SI2344198T1/sl unknown
- 2009-09-25 HU HUE09816940A patent/HUE052571T2/hu unknown
- 2009-09-25 DK DK09816940.2T patent/DK2344198T3/da active
- 2009-09-25 ES ES09816940T patent/ES2834006T3/es active Active
- 2009-09-25 LT LTEP09816940.2T patent/LT2344198T/lt unknown
- 2009-09-25 JP JP2011529277A patent/JP2012504135A/ja active Pending
-
2014
- 2014-06-25 JP JP2014130194A patent/JP6196943B2/ja active Active
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2016
- 2016-09-09 JP JP2016176561A patent/JP2017048188A/ja active Pending
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2020
- 2020-11-26 CY CY20201101126T patent/CY1123579T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2344198A4 (en) | 2013-01-09 |
| PL2344198T3 (pl) | 2021-05-31 |
| EP2344198B1 (en) | 2020-11-04 |
| LT2344198T (lt) | 2021-02-25 |
| CA2737025A1 (en) | 2010-04-01 |
| US9750812B2 (en) | 2017-09-05 |
| WO2010036947A3 (en) | 2010-06-10 |
| JP2014221784A (ja) | 2014-11-27 |
| WO2010036947A2 (en) | 2010-04-01 |
| MX2011003207A (es) | 2011-11-04 |
| HUE052571T2 (hu) | 2021-05-28 |
| SI2344198T1 (sl) | 2021-01-29 |
| PT2344198T (pt) | 2020-12-04 |
| EP2344198A2 (en) | 2011-07-20 |
| JP2012504135A (ja) | 2012-02-16 |
| JP2017048188A (ja) | 2017-03-09 |
| JP6196943B2 (ja) | 2017-09-13 |
| US20110212167A1 (en) | 2011-09-01 |
| CA2737025C (en) | 2012-09-04 |
| HRP20201860T1 (hr) | 2021-04-16 |
| CY1123579T1 (el) | 2022-03-24 |
| DK2344198T3 (da) | 2020-11-30 |
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