DE60019100T2 - Im wesentlichen ölfreie cyclosporin zusammensetzungen - Google Patents
Im wesentlichen ölfreie cyclosporin zusammensetzungen Download PDFInfo
- Publication number
- DE60019100T2 DE60019100T2 DE60019100T DE60019100T DE60019100T2 DE 60019100 T2 DE60019100 T2 DE 60019100T2 DE 60019100 T DE60019100 T DE 60019100T DE 60019100 T DE60019100 T DE 60019100T DE 60019100 T2 DE60019100 T2 DE 60019100T2
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- Prior art keywords
- composition
- cyclosporin
- composition according
- fatty acid
- lipophilic
- 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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- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P41/00—Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Gastroenterology & Hepatology (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Rheumatology (AREA)
- Dispersion Chemistry (AREA)
- Molecular Biology (AREA)
- Transplantation (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Surgery (AREA)
- Toxicology (AREA)
- Pain & Pain Management (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicinal Preparation (AREA)
- Peptides Or Proteins (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9912476.0A GB9912476D0 (en) | 1999-05-28 | 1999-05-28 | Organic compounds |
| GB9912476 | 1999-05-28 | ||
| PCT/EP2000/004829 WO2000072867A2 (en) | 1999-05-28 | 2000-05-26 | Substantially oil-free cyclosporin compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60019100D1 DE60019100D1 (de) | 2005-05-04 |
| DE60019100T2 true DE60019100T2 (de) | 2006-03-23 |
Family
ID=10854362
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60019100T Expired - Fee Related DE60019100T2 (de) | 1999-05-28 | 2000-05-26 | Im wesentlichen ölfreie cyclosporin zusammensetzungen |
| DE10084671T Withdrawn DE10084671T1 (de) | 1999-05-28 | 2000-05-26 | Pharmazeutische Zusammensetzungen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
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| DE10084671T Withdrawn DE10084671T1 (de) | 1999-05-28 | 2000-05-26 | Pharmazeutische Zusammensetzungen |
Country Status (26)
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
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| PT988046E (pt) * | 1997-01-30 | 2004-12-31 | Novartis Ag | Composicoes farmaceuticas sem oleo contendo ciclosporina a |
| IL143604A0 (en) | 1998-12-30 | 2002-04-21 | Dexcel Ltd | Dispersable concentrate for the delivery of cyclosporin |
| GB9912476D0 (en) | 1999-05-28 | 1999-07-28 | Novartis Ag | Organic compounds |
| AR033711A1 (es) * | 2001-05-09 | 2004-01-07 | Novartis Ag | Composiciones farmaceuticas |
| US20050129718A1 (en) * | 2001-12-20 | 2005-06-16 | Sherman Bernard C. | Pharmaceutical compositions comprising a cyclosporin, a hydrophilic surfactant and a lipophilic surfactant |
| US20040115287A1 (en) * | 2002-12-17 | 2004-06-17 | Lipocine, Inc. | Hydrophobic active agent compositions and methods |
| CA2518265A1 (en) * | 2003-03-17 | 2004-09-30 | Albany Molecular Research, Inc. | Novel cyclosporins |
| JP2005255677A (ja) * | 2004-02-12 | 2005-09-22 | Nof Corp | シクロスポリン製剤 |
| US20060014677A1 (en) * | 2004-07-19 | 2006-01-19 | Isotechnika International Inc. | Method for maximizing efficacy and predicting and minimizing toxicity of calcineurin inhibitor compounds |
| JP2008514702A (ja) * | 2004-09-29 | 2008-05-08 | エーエムアール テクノロジー インコーポレイテッド | 新規シクロスポリン類似体およびそれらの薬学的使用 |
| US7378391B2 (en) * | 2004-09-29 | 2008-05-27 | Amr Technology, Inc. | Cyclosporin alkyne analogues and their pharmaceutical uses |
| WO2006041631A2 (en) * | 2004-10-06 | 2006-04-20 | Amr Technology, Inc. | Novel cyclosporin alkynes and their utility as pharmaceutical agents |
| US7825087B2 (en) * | 2005-04-12 | 2010-11-02 | Elan Pharma International Limited | Nanoparticulate and controlled release compositions comprising cyclosporine |
| WO2006114776A1 (en) * | 2005-04-27 | 2006-11-02 | Kingspan Holdings (Irl) Limited | Surfactant for phenolic foam |
| US7696166B2 (en) * | 2006-03-28 | 2010-04-13 | Albany Molecular Research, Inc. | Use of cyclosporin alkyne/alkene analogues for preventing or treating viral-induced disorders |
| US7696165B2 (en) * | 2006-03-28 | 2010-04-13 | Albany Molecular Research, Inc. | Use of cyclosporin alkyne analogues for preventing or treating viral-induced disorders |
| US11304960B2 (en) | 2009-01-08 | 2022-04-19 | Chandrashekar Giliyar | Steroidal compositions |
| MY158809A (en) * | 2010-09-22 | 2016-11-15 | Craun Res Sdn Bhd | Pharmaceutical compositions for calanolides, their derivatives and analogues, and process for producing the same |
| US9034858B2 (en) | 2010-11-30 | 2015-05-19 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
| US20180153904A1 (en) | 2010-11-30 | 2018-06-07 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
| US9358241B2 (en) | 2010-11-30 | 2016-06-07 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
| US20120148675A1 (en) | 2010-12-10 | 2012-06-14 | Basawaraj Chickmath | Testosterone undecanoate compositions |
| WO2016033549A2 (en) | 2014-08-28 | 2016-03-03 | Lipocine Inc. | (17-ß)-3-OXOANDROST-4-EN-17-YL TRIDECANOATE COMPOSITIONS AND METHODS OF THEIR PREPARATION AND USE |
| US9498485B2 (en) | 2014-08-28 | 2016-11-22 | Lipocine Inc. | Bioavailable solid state (17-β)-hydroxy-4-androsten-3-one esters |
| WO2016205423A2 (en) | 2015-06-15 | 2016-12-22 | Lipocine Inc. | Composition and method for oral delivery of androgen prodrugs |
| CA3078723A1 (en) | 2016-11-28 | 2018-05-31 | Nachiappan Chidambaram | Oral testosterone undecanoate therapy |
| EP3824296B1 (en) | 2018-07-20 | 2026-04-01 | Lipocine Inc. | Oral pharmaceutical composition comprising testosterone tridecanoate and/or testosterone dodecanoate for treating liver diseases |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7012460A (cg-RX-API-DMAC10.html) | 1970-08-22 | 1972-02-24 | ||
| DE3225706C2 (de) | 1982-07-09 | 1984-04-26 | A. Nattermann & Cie GmbH, 5000 Köln | Flüssige Wirkstofformulierungen in Form von Konzentraten für Mikroemulsionen |
| DE3315805A1 (de) | 1983-04-30 | 1984-11-08 | Bayer Ag, 5090 Leverkusen | Wirkstoffzubereitungen |
| GB8903804D0 (en) | 1989-02-20 | 1989-04-05 | Sandoz Ltd | Improvements in or relating to organic compounds |
| US5639724A (en) * | 1984-07-24 | 1997-06-17 | Sandoz Ltd. | Cyclosporin galenic forms |
| FR2609631A1 (fr) | 1987-01-15 | 1988-07-22 | Sanofi Sa | Compositions liquides stables a base de bithionol |
| US6007840A (en) | 1988-09-16 | 1999-12-28 | Novartis Ag | Pharmaceutical compositions comprising cyclosporins |
| US5342625A (en) | 1988-09-16 | 1994-08-30 | Sandoz Ltd. | Pharmaceutical compositions comprising cyclosporins |
| GB2222770B (en) | 1988-09-16 | 1992-07-29 | Sandoz Ltd | Pharmaceutical compositions containing cyclosporins |
| DE3908047A1 (de) | 1989-03-13 | 1990-09-20 | Desitin Arzneimittel Gmbh | Hochdisperse pharmazeutische zusammensetzung |
| US5283229A (en) | 1989-12-11 | 1994-02-01 | Isp Investments Inc. | Delivery system for agricultural chemicals |
| US5266590A (en) | 1989-12-11 | 1993-11-30 | Isp Investments Inc. | Cold stabilization of aqueous microemulsions of a water-insoluble agriculturally active compound |
| US5389688A (en) | 1989-12-11 | 1995-02-14 | Isp Investments Inc. | Water based microemulsion formulations |
| US5110606A (en) | 1990-11-13 | 1992-05-05 | Affinity Biotech, Inc. | Non-aqueous microemulsions for drug delivery |
| CA2097707A1 (en) | 1991-02-12 | 1992-08-13 | Kolazi S. Narayanan | Stabilization of microemulsions using hydrophobic acid buffers |
| US5300529A (en) | 1991-02-12 | 1994-04-05 | Isp Investments Inc. | Stable, clear, efficacious aqueous microemulsion compositions containing a high loading of a water-insoluble, agriculturally active chemical |
| US6022853A (en) * | 1991-08-30 | 2000-02-08 | Creative Biomolecules, Inc. | Morphogen-enriched dietary composition |
| GB9225540D0 (en) | 1992-12-07 | 1993-01-27 | Ici Plc | Cleaning compositions |
| JPH06293633A (ja) | 1993-04-05 | 1994-10-21 | Shin Etsu Chem Co Ltd | 水性腸溶性エマルジョンの製造方法 |
| CH686761A5 (de) | 1993-05-27 | 1996-06-28 | Sandoz Ag | Galenische Formulierungen. |
| GB2278780B (en) | 1993-05-27 | 1998-10-14 | Sandoz Ltd | Macrolide formulations |
| FR2710535B1 (fr) | 1993-09-30 | 1995-11-24 | Gattefosse Ets Sa | Composition à usage pharmaceutique ou cosmétique apte à former une microémulsion. |
| DE4337041A1 (de) | 1993-10-29 | 1995-05-04 | Henkel Kgaa | Verfahren zur Herstellung in Öl-in-Wasser-Emulsionen |
| WO1995022343A1 (en) | 1994-02-17 | 1995-08-24 | Shiseido Company, Ltd. | Cyclosporin-containing emulsion composition |
| MY129435A (en) | 1994-10-26 | 2007-04-30 | Novartis Ag | Pharmaceutical microemulsion preconcentrates |
| US5691289A (en) | 1994-11-17 | 1997-11-25 | Kay Chemical Company | Cleaning compositions and methods of using the same |
| HU215966B (hu) | 1994-11-21 | 1999-07-28 | BIOGAL Gyógyszergyár Rt. | Orálisan alkalmazható, ciklosporint tartalmazó, összetett emulzió-előkoncentrátum |
| EP0825849A1 (en) | 1995-05-19 | 1998-03-04 | Abbott Laboratories | Self-emulsifying formulations of lipophilic drugs |
| SE9503143D0 (sv) | 1995-09-12 | 1995-09-12 | Astra Ab | New preparation |
| DE19537836A1 (de) | 1995-10-11 | 1997-04-17 | Henkel Kgaa | Aerosolemulsionen |
| KR970064620A (ko) | 1996-03-05 | 1997-10-13 | 임성기 | 사이클로스포린-함유 외용약제 조성물 |
| DE19615271A1 (de) | 1996-04-18 | 1997-10-23 | Huels Chemische Werke Ag | Tensidhaltige Reinigungsmittel in Form einer Mikroemulsion |
| KR980008239A (ko) | 1996-07-26 | 1998-04-30 | 김충환 | 사이클로스포린-함유 약학적 조성물 |
| PT988046E (pt) * | 1997-01-30 | 2004-12-31 | Novartis Ag | Composicoes farmaceuticas sem oleo contendo ciclosporina a |
| HU228855B1 (en) * | 1997-03-12 | 2013-06-28 | Abbott Lab | Hydrophilic binary systems for the administration of cyclosporine |
| WO1998040051A1 (en) | 1997-03-12 | 1998-09-17 | Abbott Laboratories | Lipophilic binary systems for the administration of lipophilic compounds |
| US6028067A (en) | 1997-12-05 | 2000-02-22 | Chong Kun Dang Corp. | Cyclosporin-containing microemulsion preconcentrate composition |
| US6063762A (en) | 1997-12-05 | 2000-05-16 | Chong Kun Dang Corp. | Cyclosporin-containing microemulsion preconcentrate composition |
| WO1999029335A1 (en) | 1997-12-05 | 1999-06-17 | Chong Kun Dang Corp. | Pharmaceutical composition containing cyclosporin |
| US6284268B1 (en) | 1997-12-10 | 2001-09-04 | Cyclosporine Therapeutics Limited | Pharmaceutical compositions containing an omega-3 fatty acid oil |
| NZ329929A (en) * | 1998-03-09 | 1999-10-28 | Bernard Charles Sherman | Pharmaceutical emulsion preconcentrate containing cyclosporin in a solvent system containing glycerides, propylene or polyethylene glycol, a surfactant and a co-surfactant |
| IL143604A0 (en) * | 1998-12-30 | 2002-04-21 | Dexcel Ltd | Dispersable concentrate for the delivery of cyclosporin |
| GB9912476D0 (en) * | 1999-05-28 | 1999-07-28 | Novartis Ag | Organic compounds |
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1999
- 1999-05-28 GB GBGB9912476.0A patent/GB9912476D0/en not_active Ceased
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2000
- 2000-05-26 CN CN00808183A patent/CN1353613A/zh active Pending
- 2000-05-26 BR BR0011030-2A patent/BR0011030A/pt not_active Application Discontinuation
- 2000-05-26 HK HK02105374.3A patent/HK1045642B/en not_active IP Right Cessation
- 2000-05-26 RU RU2001133455/15A patent/RU2249461C2/ru not_active IP Right Cessation
- 2000-05-26 HU HU0201372A patent/HUP0201372A3/hu unknown
- 2000-05-26 PT PT00943742T patent/PT1181035E/pt unknown
- 2000-05-26 SK SK1722-2001A patent/SK285471B6/sk not_active IP Right Cessation
- 2000-05-26 DE DE60019100T patent/DE60019100T2/de not_active Expired - Fee Related
- 2000-05-26 CA CA002371247A patent/CA2371247A1/en not_active Abandoned
- 2000-05-26 DE DE10084671T patent/DE10084671T1/de not_active Withdrawn
- 2000-05-26 US US09/579,372 patent/US6432445B1/en not_active Expired - Fee Related
- 2000-05-26 CZ CZ20014214A patent/CZ20014214A3/cs unknown
- 2000-05-26 NZ NZ515154A patent/NZ515154A/en unknown
- 2000-05-26 TR TR2001/03276T patent/TR200103276T2/xx unknown
- 2000-05-26 AT AT00943742T patent/ATE291926T1/de not_active IP Right Cessation
- 2000-05-26 KR KR1020017013293A patent/KR20010111587A/ko not_active Ceased
- 2000-05-26 AU AU58100/00A patent/AU765935B2/en not_active Ceased
- 2000-05-26 JP JP2000620976A patent/JP2003500454A/ja active Pending
- 2000-05-26 GB GB0128277A patent/GB2367004B/en not_active Expired - Fee Related
- 2000-05-26 ES ES00943742T patent/ES2239605T3/es not_active Expired - Lifetime
- 2000-05-26 IL IL14618600A patent/IL146186A0/xx unknown
- 2000-05-26 MX MXPA01012222A patent/MXPA01012222A/es active IP Right Grant
- 2000-05-26 PL PL351593A patent/PL199591B1/pl not_active IP Right Cessation
- 2000-05-26 EP EP00943742A patent/EP1181035B1/en not_active Expired - Lifetime
- 2000-05-26 WO PCT/EP2000/004829 patent/WO2000072867A2/en not_active Ceased
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2001
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2002
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