JP2012504135A - 経口適用および局所適用のための脂質系薬学的調製物、ならびにそれらの組成物、方法、および使用 - Google Patents
経口適用および局所適用のための脂質系薬学的調製物、ならびにそれらの組成物、方法、および使用 Download PDFInfo
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- JP2012504135A JP2012504135A JP2011529277A JP2011529277A JP2012504135A JP 2012504135 A JP2012504135 A JP 2012504135A JP 2011529277 A JP2011529277 A JP 2011529277A JP 2011529277 A JP2011529277 A JP 2011529277A JP 2012504135 A JP2012504135 A JP 2012504135A
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- finasteride
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Landscapes
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10071408P | 2008-09-27 | 2008-09-27 | |
| US61/100,714 | 2008-09-27 | ||
| PCT/US2009/058463 WO2010036947A2 (en) | 2008-09-27 | 2009-09-25 | Lipid based pharmaceutical preparations for oral and topical application; their compositions, methods, and uses thereof |
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| JP2014130194A Division JP6196943B2 (ja) | 2008-09-27 | 2014-06-25 | 経口適用および局所適用のための脂質系薬学的調製物、ならびにそれらの組成物、方法、および使用 |
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| JP2012504135A true JP2012504135A (ja) | 2012-02-16 |
| JP2012504135A5 JP2012504135A5 (enExample) | 2012-11-15 |
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| JP2016176561A Pending JP2017048188A (ja) | 2008-09-27 | 2016-09-09 | 経口適用および局所適用のための脂質系薬学的調製物、ならびにそれらの組成物、方法、および使用 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| JPWO2015072564A1 (ja) * | 2013-11-17 | 2017-03-16 | 株式会社 メドレックス | 経皮吸収型コロイド液剤 |
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Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ590950A (en) | 2008-07-18 | 2012-12-21 | Biomod Concepts Inc | Articles of manufacture releasing an active ingredient |
| 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 |
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| 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 |
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| WO2025037276A1 (en) * | 2023-08-16 | 2025-02-20 | Jina Pharmaceuticals Inc. | COMPOSITIONS CONTAINING mTOR INHIBITORS AND LIPIDS |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6185312A (ja) * | 1984-09-24 | 1986-04-30 | メゼイ・アソシエイツ・リミテッド | 多相リポソーム薬剤送達系 |
| JPH0971513A (ja) * | 1995-09-07 | 1997-03-18 | Taisho Pharmaceut Co Ltd | 育毛剤 |
| JPH1059829A (ja) * | 1996-08-13 | 1998-03-03 | Noevir Co Ltd | 養毛剤 |
| JP2001288090A (ja) * | 2000-04-07 | 2001-10-16 | Taisho Pharmaceut Co Ltd | ミノキシジル含有製剤 |
| JP2002308740A (ja) * | 2001-04-05 | 2002-10-23 | Taisho Pharmaceut Co Ltd | ミノキシジル含有製剤 |
| JP2003521452A (ja) * | 1998-08-04 | 2003-07-15 | ジョンソン・アンド・ジョンソン・コンシューマー・カンパニーズ・インコーポレイテッド | 活性薬剤用の局所的供給システム |
Family Cites Families (54)
| 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 |
| 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 |
| US5834014A (en) | 1995-10-06 | 1998-11-10 | The Regents Of The University Of Michigan | Stimulation of hair follicles |
| 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 |
| 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 |
| 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 |
| 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
-
2016
- 2016-09-09 JP JP2016176561A patent/JP2017048188A/ja active Pending
-
2020
- 2020-11-26 CY CY20201101126T patent/CY1123579T1/el unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6185312A (ja) * | 1984-09-24 | 1986-04-30 | メゼイ・アソシエイツ・リミテッド | 多相リポソーム薬剤送達系 |
| JPH0971513A (ja) * | 1995-09-07 | 1997-03-18 | Taisho Pharmaceut Co Ltd | 育毛剤 |
| JPH1059829A (ja) * | 1996-08-13 | 1998-03-03 | Noevir Co Ltd | 養毛剤 |
| JP2003521452A (ja) * | 1998-08-04 | 2003-07-15 | ジョンソン・アンド・ジョンソン・コンシューマー・カンパニーズ・インコーポレイテッド | 活性薬剤用の局所的供給システム |
| JP2001288090A (ja) * | 2000-04-07 | 2001-10-16 | Taisho Pharmaceut Co Ltd | ミノキシジル含有製剤 |
| JP2002308740A (ja) * | 2001-04-05 | 2002-10-23 | Taisho Pharmaceut Co Ltd | ミノキシジル含有製剤 |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015526483A (ja) * | 2012-08-31 | 2015-09-10 | バイオラブ・サヌス・ファーマセウティカ・エルティーディーエー. | ポリマーフィナステリドナノ粒子、これを含有する水性組成物、脱毛症を治療するための組成物、前記組成物を調製するための方法、およびその使用 |
| JPWO2015072564A1 (ja) * | 2013-11-17 | 2017-03-16 | 株式会社 メドレックス | 経皮吸収型コロイド液剤 |
| WO2016186157A1 (ja) * | 2015-05-19 | 2016-11-24 | 株式会社メドレックス | 経皮吸収型液剤 |
| JP2020527146A (ja) * | 2017-07-12 | 2020-09-03 | サムソン クリニカル プロプライエタリー リミテッド | 育毛促進及び脱毛または過剰な毛髪脱落の治療 |
| JP7191927B2 (ja) | 2017-07-12 | 2022-12-19 | サムソン クリニカル プロプライエタリー リミテッド | 育毛促進及び脱毛または過剰な毛髪脱落の治療 |
| 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 |
Also Published As
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| EP2344198A4 (en) | 2013-01-09 |
| PL2344198T3 (pl) | 2021-05-31 |
| EP2344198B1 (en) | 2020-11-04 |
| ES2834006T3 (es) | 2021-06-16 |
| 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 |
| 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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