NO312494B1 - Anvendelse av en tolags lipid/polar-lösningsmiddelblanding, farmasöytisk blanding som omfatter tolagslipid/polarlösningsmiddelblanding, samt fremgangsmåte forfremstilling av en sådan - Google Patents
Anvendelse av en tolags lipid/polar-lösningsmiddelblanding, farmasöytisk blanding som omfatter tolagslipid/polarlösningsmiddelblanding, samt fremgangsmåte forfremstilling av en sådan Download PDFInfo
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- NO312494B1 NO312494B1 NO19963241A NO963241A NO312494B1 NO 312494 B1 NO312494 B1 NO 312494B1 NO 19963241 A NO19963241 A NO 19963241A NO 963241 A NO963241 A NO 963241A NO 312494 B1 NO312494 B1 NO 312494B1
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- Prior art keywords
- galactolipid
- polar solvent
- weight
- mixture
- bilayer
- Prior art date
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- Chemical Kinetics & Catalysis (AREA)
- Mycology (AREA)
- Biochemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cosmetics (AREA)
- Magnetic Heads (AREA)
- Coils Or Transformers For Communication (AREA)
- Organic Insulating Materials (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- General Preparation And Processing Of Foods (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines Containing Plant Substances (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9400368A SE9400368D0 (sv) | 1994-02-04 | 1994-02-04 | Glycolipid material |
| SE9402455A SE9402455L (sv) | 1994-07-12 | 1994-07-12 | Biskiktspreparat |
| PCT/SE1995/000116 WO1995020944A1 (en) | 1994-02-04 | 1995-02-06 | Bilayer preparations |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO963241D0 NO963241D0 (no) | 1996-08-02 |
| NO963241L NO963241L (no) | 1996-08-02 |
| NO312494B1 true NO312494B1 (no) | 2002-05-21 |
Family
ID=26661955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19963241A NO312494B1 (no) | 1994-02-04 | 1996-08-02 | Anvendelse av en tolags lipid/polar-lösningsmiddelblanding, farmasöytisk blanding som omfatter tolagslipid/polarlösningsmiddelblanding, samt fremgangsmåte forfremstilling av en sådan |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6022561A (sv) |
| EP (1) | EP0744939B1 (sv) |
| JP (1) | JP3203358B2 (sv) |
| CN (1) | CN1083713C (sv) |
| AT (1) | ATE224704T1 (sv) |
| AU (1) | AU691249B2 (sv) |
| CA (1) | CA2182576C (sv) |
| DE (1) | DE69528355T2 (sv) |
| DK (1) | DK0744939T3 (sv) |
| ES (1) | ES2183865T3 (sv) |
| FI (1) | FI963065A (sv) |
| HU (1) | HUT75459A (sv) |
| MY (1) | MY113341A (sv) |
| NO (1) | NO312494B1 (sv) |
| NZ (1) | NZ279953A (sv) |
| PL (1) | PL178438B1 (sv) |
| PT (1) | PT744939E (sv) |
| TW (1) | TW402502B (sv) |
| WO (1) | WO1995020944A1 (sv) |
Families Citing this family (77)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE504664C2 (sv) * | 1995-09-22 | 1997-03-24 | Scotia Lipidteknik Ab | Sätt att framställa fraktionerad olja, oljan, dess användning samt emulsionskomposition innehållande oljan |
| WO1998017109A1 (en) | 1996-10-25 | 1998-04-30 | Monsanto Company | Composition and method for treating plants with exogenous chemicals |
| MY127839A (en) * | 1996-10-25 | 2006-12-29 | Monsanto Technology Llc | Compositions and method for treating plants with exogenous chemicals |
| KR20000053108A (ko) * | 1996-11-08 | 2000-08-25 | 오미야 히사시 | 아폽토시스 유도제 |
| CN1138591C (zh) * | 1997-09-09 | 2004-02-18 | 莱奥特罗皮克治疗公司 | 包覆颗粒以及其制备和使用方法 |
| EP1043016B1 (en) * | 1999-03-30 | 2014-08-20 | Sodic Sa | A plant extract based on glycerides,phospholipids and phytosphingolipids, a method for the preparation of this extract and a cosmetic composition containing the same |
| FR2810540B1 (fr) * | 2000-06-21 | 2004-04-30 | C3D | Nouvelles preparations cosmetiques ou hygieniques sous forme de dispersion |
| FR2814071A1 (fr) * | 2000-09-21 | 2002-03-22 | Oreal | Composition a base de glycoglyceride et ses utilisations notamment cosmetiques |
| US6890255B2 (en) | 2001-12-17 | 2005-05-10 | Igt | Multiple wheel roulette game |
| EP1499294B1 (de) * | 2002-04-29 | 2010-08-11 | Biotesys Gmbh | Polymerisierte peptid-modifizierte lipide als biologische transportsysteme für mikronutrients |
| US20040018237A1 (en) * | 2002-05-31 | 2004-01-29 | Perricone Nicholas V. | Topical drug delivery using phosphatidylcholine |
| US7731947B2 (en) * | 2003-11-17 | 2010-06-08 | Intarcia Therapeutics, Inc. | Composition and dosage form comprising an interferon particle formulation and suspending vehicle |
| SE0300207D0 (sv) | 2003-01-29 | 2003-01-29 | Karolinska Innovations Ab | New use and composition |
| DE10336841A1 (de) * | 2003-08-11 | 2005-03-17 | Rovi Gmbh & Co. Kosmetische Rohstoffe Kg | Kosmetische Zusammensetzung zur Unterstützung des Sauerstofftransports in die Haut |
| SE0401942D0 (sv) * | 2004-07-28 | 2004-07-28 | Lipopeptide Ab | New antimicrobial peptide complexes |
| EP1746976B1 (en) | 2004-05-03 | 2017-01-11 | Merrimack Pharmaceuticals, Inc. | Liposomes useful for drug delivery |
| US8658203B2 (en) * | 2004-05-03 | 2014-02-25 | Merrimack Pharmaceuticals, Inc. | Liposomes useful for drug delivery to the brain |
| US20050255154A1 (en) | 2004-05-11 | 2005-11-17 | Lena Pereswetoff-Morath | Method and composition for treating rhinitis |
| EP1846444A2 (en) | 2004-12-22 | 2007-10-24 | Lipopeptide AB | Agents inhibiting the cathelin-like protein cap18/ll-37 |
| US11246913B2 (en) | 2005-02-03 | 2022-02-15 | Intarcia Therapeutics, Inc. | Suspension formulation comprising an insulinotropic peptide |
| WO2006083761A2 (en) | 2005-02-03 | 2006-08-10 | Alza Corporation | Solvent/polymer solutions as suspension vehicles |
| DE102005023640A1 (de) * | 2005-05-19 | 2006-11-23 | Beiersdorf Ag | Wirkstoffkombinationen aus Glucosylglyceriden und einem oder mehreren partiell neutralisierten Ester von Monoglyceriden und / oder Diglyceriden gesättigter Fettsäuren mit Zitronensäure |
| DE102005023636A1 (de) * | 2005-05-19 | 2006-11-23 | Beiersdorf Ag | Wirkstoffkombinationen aus Glucosylglyceriden und Kreatin und / oder Kreatinin |
| DE102006015544A1 (de) * | 2006-03-31 | 2007-10-04 | Kuhs Gmbh | Topisch zu applizierende Zusammensetzung |
| ES2351527T3 (es) | 2006-05-30 | 2011-02-07 | Intarcia Therapeutics, Inc | Modulador de flujo en dos piezas con conducto interno para un sistema osmótico de administración. |
| PL2359808T3 (pl) | 2006-08-09 | 2013-10-31 | Intarcia Therapeutics Inc | Osmotyczne systemy dostawcze i zespoły tłokowe |
| WO2008084253A1 (en) * | 2007-01-12 | 2008-07-17 | Lipopeptide Ab | Use of a galactolipid for wound and ulcer healing |
| AU2008244523B2 (en) | 2007-04-23 | 2012-02-16 | Intarcia Therapeutics, Inc. | Suspension formulations of insulinotropic peptides and uses thereof |
| US20090137497A1 (en) * | 2007-11-23 | 2009-05-28 | Beiersdorf Ag | Active ingredient combinations of glucosyl glycerides and creatine and/or creatinine |
| WO2009102467A2 (en) | 2008-02-13 | 2009-08-20 | Intarcia Therapeutics, Inc. | Devices, formulations, and methods for delivery of multiple beneficial agents |
| US20090285882A1 (en) * | 2008-04-22 | 2009-11-19 | Jochen Weiss | Stabilized Liposome Compositions and Related Methods of Use |
| AU2010221833C1 (en) * | 2009-03-11 | 2015-09-24 | Swedish Oat Fiber Ab | Method for separating neutral and polar lipids and an oil rich in polar lipids |
| KR102093612B1 (ko) | 2009-09-28 | 2020-03-26 | 인타르시아 세라퓨틱스 인코포레이티드 | 실질 항정상태 약물 전달의 신속 확립 및/또는 종결 |
| WO2011043008A1 (ja) * | 2009-10-07 | 2011-04-14 | パナソニック株式会社 | 人工脂質膜形成方法 |
| UA111147C2 (uk) * | 2009-11-11 | 2016-04-11 | Байєр Б.В. | Способи та композиції для лікування або профілактики зовнішнього отиту |
| WO2011087403A1 (en) * | 2010-01-18 | 2011-07-21 | Lipidor Ab | Alcoholysis of glycolipid and corresponding lysis product |
| EP2575768B1 (en) | 2010-05-24 | 2017-12-13 | Swedish Oat Fiber AB | Aqueous dispersion comprising galactolipids and method for production thereof |
| US20120208755A1 (en) | 2011-02-16 | 2012-08-16 | Intarcia Therapeutics, Inc. | Compositions, Devices and Methods of Use Thereof for the Treatment of Cancers |
| EP2685962A1 (en) | 2011-03-17 | 2014-01-22 | Transdermal Biotechnology, Inc. | Topical nitric oxide systems and methods of use thereof |
| US8871258B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Treatment and prevention of learning and memory disorders |
| US8871256B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Methods and systems for treatment of inflammatory diseases with nitric oxide |
| US8871255B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Treatment of skin and soft tissue infection with nitric oxide |
| US8871259B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Techniques and systems for treatment of neuropathic pain and other indications |
| US8871257B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Prevention and treatment of cardiovascular diseases using systems and methods for transdermal nitric oxide delivery |
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| US8871262B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Compositions and methods for treatment of osteoporosis and other indications |
| US8871261B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Cancer treatments and compositions for use thereof |
| US8871260B2 (en) | 2012-09-19 | 2014-10-28 | Transdermal Biotechnology, Inc. | Methods and compositions for muscular and neuromuscular diseases |
| US20140271937A1 (en) | 2013-03-13 | 2014-09-18 | Transdermal Biotechnology, Inc. | Brain and neural treatments comprising peptides and other compositions |
| US9295637B2 (en) | 2013-03-13 | 2016-03-29 | Transdermal Biotechnology, Inc. | Compositions and methods for affecting mood states |
| US9849160B2 (en) | 2013-03-13 | 2017-12-26 | Transdermal Biotechnology, Inc. | Methods and systems for treating or preventing cancer |
| US9320706B2 (en) | 2013-03-13 | 2016-04-26 | Transdermal Biotechnology, Inc. | Immune modulation using peptides and other compositions |
| US9314423B2 (en) | 2013-03-13 | 2016-04-19 | Transdermal Biotechnology, Inc. | Hair treatment systems and methods using peptides and other compositions |
| US9314433B2 (en) | 2013-03-13 | 2016-04-19 | Transdermal Biotechnology, Inc. | Methods and systems for treating or preventing cancer |
| US9387159B2 (en) | 2013-03-13 | 2016-07-12 | Transdermal Biotechnology, Inc. | Treatment of skin, including aging skin, to improve appearance |
| US9314417B2 (en) | 2013-03-13 | 2016-04-19 | Transdermal Biotechnology, Inc. | Treatment of skin, including aging skin, to improve appearance |
| US9724419B2 (en) | 2013-03-13 | 2017-08-08 | Transdermal Biotechnology, Inc. | Peptide systems and methods for metabolic conditions |
| US9393265B2 (en) | 2013-03-13 | 2016-07-19 | Transdermal Biotechnology, Inc. | Wound healing using topical systems and methods |
| US9295647B2 (en) | 2013-03-13 | 2016-03-29 | Transdermal Biotechnology, Inc. | Systems and methods for delivery of peptides |
| US9241899B2 (en) | 2013-03-13 | 2016-01-26 | Transdermal Biotechnology, Inc. | Topical systems and methods for treating sexual dysfunction |
| US9393264B2 (en) | 2013-03-13 | 2016-07-19 | Transdermal Biotechnology, Inc. | Immune modulation using peptides and other compositions |
| US20140271938A1 (en) | 2013-03-13 | 2014-09-18 | Transdermal Biotechnology, Inc. | Systems and methods for delivery of peptides |
| US20140271731A1 (en) | 2013-03-13 | 2014-09-18 | Transdermal Biotechnology, Inc. | Cardiovascular disease treatment and prevention |
| US9295636B2 (en) | 2013-03-13 | 2016-03-29 | Transdermal Biotechnology, Inc. | Wound healing using topical systems and methods |
| US9750787B2 (en) | 2013-03-13 | 2017-09-05 | Transdermal Biotechnology, Inc. | Memory or learning improvement using peptide and other compositions |
| US9339457B2 (en) | 2013-03-13 | 2016-05-17 | Transdermal Biotechnology, Inc. | Cardiovascular disease treatment and prevention |
| US9314422B2 (en) | 2013-03-13 | 2016-04-19 | Transdermal Biotechnology, Inc. | Peptide systems and methods for metabolic conditions |
| US9687520B2 (en) | 2013-03-13 | 2017-06-27 | Transdermal Biotechnology, Inc. | Memory or learning improvement using peptide and other compositions |
| US9320758B2 (en) | 2013-03-13 | 2016-04-26 | Transdermal Biotechnology, Inc. | Brain and neural treatments comprising peptides and other compositions |
| US9889085B1 (en) | 2014-09-30 | 2018-02-13 | Intarcia Therapeutics, Inc. | Therapeutic methods for the treatment of diabetes and related conditions for patients with high baseline HbA1c |
| KR20240042548A (ko) | 2015-06-03 | 2024-04-02 | 인타르시아 세라퓨틱스 인코포레이티드 | 임플란트 배치 및 제거 시스템들 |
| WO2017066726A1 (en) | 2015-10-16 | 2017-04-20 | Merrimack Pharmaceuticals, Inc. | Stabilizing camptothecin pharmaceutical compositions |
| TWI814219B (zh) | 2016-05-16 | 2023-09-01 | 美商因塔希亞治療公司 | 升糖素受體選擇性多肽和彼之使用方法 |
| USD840030S1 (en) | 2016-06-02 | 2019-02-05 | Intarcia Therapeutics, Inc. | Implant placement guide |
| USD860451S1 (en) | 2016-06-02 | 2019-09-17 | Intarcia Therapeutics, Inc. | Implant removal tool |
| IL267736B2 (en) | 2017-01-03 | 2024-03-01 | Intarcia Therapeutics Inc | Methods involving continuous administration of a GLP-1 receptor agonist and co-administration of a drug |
| CN110183500B (zh) * | 2019-07-05 | 2022-09-09 | 湖北中医药大学 | 一种植物半乳糖脂的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US437567A (en) * | 1890-09-30 | Cash and parcel carrier | ||
| EP0009842B1 (en) * | 1978-10-02 | 1982-11-10 | THE PROCTER & GAMBLE COMPANY | Liposomes for drug delivery and composition containing a liposome drug system |
| SE8206744D0 (sv) * | 1982-11-26 | 1982-11-26 | Fluidcarbon International Ab | Preparat for kontrollerad avgivning av substanser |
| EP0249561B1 (en) * | 1986-06-12 | 1992-05-13 | The Liposome Company, Inc. | Compositions using liposome-encapsulated non-steroidal anti-inflammatory drugs |
| US5234767A (en) * | 1987-03-13 | 1993-08-10 | Micro-Pak, Inc. | Hybrid paucilamellar lipid vesicles |
| DE69002657T2 (de) * | 1989-02-06 | 1994-03-24 | Den Ichi Mizuno | Limulustest-positives Pflanzenglykolipid und Verfahren zur Stimulierung des Immunsystems eines Tieres. |
-
1995
- 1995-02-06 AT AT95909184T patent/ATE224704T1/de not_active IP Right Cessation
- 1995-02-06 HU HU9602146A patent/HUT75459A/hu unknown
- 1995-02-06 DE DE69528355T patent/DE69528355T2/de not_active Expired - Lifetime
- 1995-02-06 JP JP52055695A patent/JP3203358B2/ja not_active Expired - Lifetime
- 1995-02-06 CA CA002182576A patent/CA2182576C/en not_active Expired - Fee Related
- 1995-02-06 CN CN95192305A patent/CN1083713C/zh not_active Expired - Fee Related
- 1995-02-06 PT PT95909184T patent/PT744939E/pt unknown
- 1995-02-06 NZ NZ279953A patent/NZ279953A/en unknown
- 1995-02-06 EP EP95909184A patent/EP0744939B1/en not_active Expired - Lifetime
- 1995-02-06 PL PL95315779A patent/PL178438B1/pl not_active IP Right Cessation
- 1995-02-06 WO PCT/SE1995/000116 patent/WO1995020944A1/en active IP Right Grant
- 1995-02-06 AU AU17234/95A patent/AU691249B2/en not_active Ceased
- 1995-02-06 ES ES95909184T patent/ES2183865T3/es not_active Expired - Lifetime
- 1995-02-06 DK DK95909184T patent/DK0744939T3/da active
- 1995-02-07 MY MYPI95000269A patent/MY113341A/en unknown
- 1995-02-13 TW TW084101255A patent/TW402502B/zh not_active IP Right Cessation
-
1996
- 1996-08-02 FI FI963065A patent/FI963065A/sv not_active IP Right Cessation
- 1996-08-02 NO NO19963241A patent/NO312494B1/no not_active IP Right Cessation
-
1998
- 1998-08-27 US US09/141,058 patent/US6022561A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP3203358B2 (ja) | 2001-08-27 |
| HUT75459A (en) | 1997-05-28 |
| US6022561A (en) | 2000-02-08 |
| EP0744939B1 (en) | 2002-09-25 |
| NO963241D0 (no) | 1996-08-02 |
| ES2183865T3 (es) | 2003-04-01 |
| HU9602146D0 (en) | 1996-09-30 |
| TW402502B (en) | 2000-08-21 |
| FI963065A (sv) | 1996-09-30 |
| NO963241L (no) | 1996-08-02 |
| CA2182576A1 (en) | 1995-08-10 |
| EP0744939A1 (en) | 1996-12-04 |
| CN1083713C (zh) | 2002-05-01 |
| CA2182576C (en) | 2002-09-17 |
| PL315779A1 (en) | 1996-12-09 |
| AU691249B2 (en) | 1998-05-14 |
| DK0744939T3 (da) | 2003-02-03 |
| WO1995020944A1 (en) | 1995-08-10 |
| NZ279953A (en) | 1998-02-26 |
| DE69528355D1 (de) | 2002-10-31 |
| PL178438B1 (pl) | 2000-04-28 |
| JPH09508414A (ja) | 1997-08-26 |
| CN1144478A (zh) | 1997-03-05 |
| AU1723495A (en) | 1995-08-21 |
| ATE224704T1 (de) | 2002-10-15 |
| FI963065A0 (sv) | 1996-08-02 |
| DE69528355T2 (de) | 2003-05-15 |
| PT744939E (pt) | 2003-02-28 |
| MY113341A (en) | 2002-01-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |