CA2259185C - High dose liposomal aerosol formulations - Google Patents
High dose liposomal aerosol formulations Download PDFInfo
- Publication number
- CA2259185C CA2259185C CA002259185A CA2259185A CA2259185C CA 2259185 C CA2259185 C CA 2259185C CA 002259185 A CA002259185 A CA 002259185A CA 2259185 A CA2259185 A CA 2259185A CA 2259185 C CA2259185 C CA 2259185C
- Authority
- CA
- Canada
- Prior art keywords
- cyclosporin
- dlpc
- liposome
- budesonide
- aerosol composition
- 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.)
- Expired - Fee Related
Links
- 239000000443 aerosol Substances 0.000 title claims abstract description 139
- 239000000203 mixture Substances 0.000 title claims abstract description 117
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- 239000002502 liposome Substances 0.000 claims abstract description 134
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims abstract description 85
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- 108010036949 Cyclosporine Proteins 0.000 claims abstract description 84
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- VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 claims abstract description 34
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- IJFVSSZAOYLHEE-SSEXGKCCSA-N 1,2-dilauroyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC IJFVSSZAOYLHEE-SSEXGKCCSA-N 0.000 claims description 67
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- NBMKJKDGKREAPL-DVTGEIKXSA-N beclomethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O NBMKJKDGKREAPL-DVTGEIKXSA-N 0.000 description 2
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- 229960004063 propylene glycol Drugs 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- MIXMJCQRHVAJIO-TZHJZOAOSA-N qk4dys664x Chemical compound O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O MIXMJCQRHVAJIO-TZHJZOAOSA-N 0.000 description 2
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- 239000003981 vehicle Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- KUVIULQEHSCUHY-XYWKZLDCSA-N Beclometasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O KUVIULQEHSCUHY-XYWKZLDCSA-N 0.000 description 1
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
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- 102000019034 Chemokines Human genes 0.000 description 1
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- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
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- 210000000702 aorta abdominal Anatomy 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229950000210 beclometasone dipropionate Drugs 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
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- RFKMCNOHBTXSMU-UHFFFAOYSA-N methoxyflurane Chemical compound COC(F)(F)C(Cl)Cl RFKMCNOHBTXSMU-UHFFFAOYSA-N 0.000 description 1
- 229960002455 methoxyflurane Drugs 0.000 description 1
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- 239000008194 pharmaceutical composition Substances 0.000 description 1
- HWLDNSXPUQTBOD-UHFFFAOYSA-N platinum-iridium alloy Chemical group [Ir].[Pt] HWLDNSXPUQTBOD-UHFFFAOYSA-N 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
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- YNDXUCZADRHECN-JNQJZLCISA-N triamcinolone acetonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O YNDXUCZADRHECN-JNQJZLCISA-N 0.000 description 1
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Classifications
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
- A61K9/0078—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy for inhalation via a nebulizer such as a jet nebulizer, ultrasonic nebulizer, e.g. in the form of aqueous drug solutions or dispersions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/12—Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
- A61K38/13—Cyclosporins
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Dispersion Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Otolaryngology (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67565496A | 1996-07-03 | 1996-07-03 | |
| US08/675,654 | 1996-07-03 | ||
| US08/731,605 US5958378A (en) | 1996-07-03 | 1996-10-16 | High dose liposomal aerosol formulations containing cyclosporin A or budesonide |
| US08/731,605 | 1996-10-16 | ||
| PCT/US1997/011696 WO1998000111A1 (en) | 1996-07-03 | 1997-07-02 | High dose liposomal aerosol formulations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2259185A1 CA2259185A1 (en) | 1998-01-08 |
| CA2259185C true CA2259185C (en) | 2009-12-15 |
Family
ID=27101390
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002259185A Expired - Fee Related CA2259185C (en) | 1996-07-03 | 1997-07-02 | High dose liposomal aerosol formulations |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0959874B1 (enExample) |
| JP (1) | JP2001524930A (enExample) |
| CN (1) | CN1094345C (enExample) |
| AT (2) | ATE328583T1 (enExample) |
| AU (1) | AU732124B2 (enExample) |
| CA (1) | CA2259185C (enExample) |
| DE (2) | DE69729391T2 (enExample) |
| NZ (1) | NZ333497A (enExample) |
| TW (1) | TW497974B (enExample) |
| WO (1) | WO1998000111A1 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6417172B1 (en) * | 1995-06-05 | 2002-07-09 | Eisai Co., Ltd. | Prevention and treatment of pulmonary bacterial infection or symptomatic pulmonary exposure to endotoxin by inhalation of antiendotoxin drugs |
| US5863910A (en) * | 1996-01-12 | 1999-01-26 | Bolonick; Joel | Treatment of chronic inflammatory disorders of the gastrointestinal tract |
| US6090407A (en) | 1997-09-23 | 2000-07-18 | Research Development Foundation | Small particle liposome aerosols for delivery of anti-cancer drugs |
| US7348025B2 (en) | 1997-09-23 | 2008-03-25 | Research Development Foundation | Small particle liposome aerosols for delivery of anticancer drugs |
| US20060165606A1 (en) | 1997-09-29 | 2006-07-27 | Nektar Therapeutics | Pulmonary delivery particles comprising water insoluble or crystalline active agents |
| US6565885B1 (en) | 1997-09-29 | 2003-05-20 | Inhale Therapeutic Systems, Inc. | Methods of spray drying pharmaceutical compositions |
| US6433040B1 (en) | 1997-09-29 | 2002-08-13 | Inhale Therapeutic Systems, Inc. | Stabilized bioactive preparations and methods of use |
| US6946117B1 (en) | 1997-09-29 | 2005-09-20 | Nektar Therapeutics | Stabilized preparations for use in nebulizers |
| US20020006901A1 (en) * | 1999-02-05 | 2002-01-17 | Aldo T. Iacono | Use of aerosolized cyclosporine for prevention and treatment of pulmonary disease |
| WO2000074653A1 (en) * | 1999-06-04 | 2000-12-14 | Skyepharma, Inc. | Oil-core compositions for the sustained release of hydrophobic drugs |
| JP2003515568A (ja) * | 1999-12-04 | 2003-05-07 | リサーチ ディベロップメント ファンデーション | 吸入療法における二酸化炭素増強 |
| CA2382133C (en) | 2000-05-10 | 2010-11-23 | Alliance Pharmaceutical Corporation | Phospholipid-based powders for drug delivery |
| US7871598B1 (en) | 2000-05-10 | 2011-01-18 | Novartis Ag | Stable metal ion-lipid powdered pharmaceutical compositions for drug delivery and methods of use |
| EP1458360B1 (en) | 2001-12-19 | 2011-05-11 | Novartis AG | Pulmonary delivery of aminoglycosides |
| CA2486622A1 (en) * | 2002-05-20 | 2003-12-04 | Research Development Foundation | Aerosol drug inhibition of lung metastases |
| US20050255154A1 (en) | 2004-05-11 | 2005-11-17 | Lena Pereswetoff-Morath | Method and composition for treating rhinitis |
| AU2006256518B2 (en) * | 2005-06-09 | 2012-03-15 | Meda Ab | Method and composition for treating inflammatory disorders |
| DE102006051512A1 (de) * | 2005-12-06 | 2007-06-14 | Pari GmbH Spezialisten für effektive Inhalation | Pharmazeutische Medikamentenzusammensetzungen mit Cyclosporin |
| CN101502484B (zh) * | 2006-12-26 | 2011-04-20 | 济南康泉医药科技有限公司 | 同载糖皮质激素和化疗药物的抗癌缓释剂 |
| EP2207527A2 (en) * | 2007-11-09 | 2010-07-21 | MAP Pharmaceuticals Inc | Methods for administering corticosteroid formulations |
| PE20130045A1 (es) | 2010-03-12 | 2013-01-28 | Berg Pharma Llc | FORMULACIONES INTRAVENOSAS DE COENZIMA Q10 (CoQ10) Y METODOS DE USO DE LAS MISMAS |
| US20120028335A1 (en) | 2010-07-28 | 2012-02-02 | Life Technologies Corporation | Anti-viral azide-containing compounds |
| US20130209550A1 (en) | 2010-07-28 | 2013-08-15 | Life Technologies Corporation | Anti-Viral Azide Containing Compounds |
| AU2011287205A1 (en) * | 2010-08-05 | 2013-03-07 | Piramal Enterprises Limited | Microparticle formulation for pulmonary drug delivery of anti-infective molecule for treatment of infectious diseases |
| CN102008713B (zh) * | 2010-12-02 | 2012-10-24 | 深圳海王药业有限公司 | 环孢素a前体脂质体、药物组合物及其制备方法 |
| CN103732214B (zh) * | 2011-06-17 | 2017-04-12 | 博格有限责任公司 | 可吸入药物组合物 |
| GB201114332D0 (en) | 2011-08-19 | 2011-10-05 | Nufarm Uk Ltd | Novel inhibitor compositions and methods of use |
| WO2013112780A1 (en) | 2012-01-26 | 2013-08-01 | Life Technologies Corporation | Methods for increasing the infectivity of viruses |
| CN113038930A (zh) * | 2018-06-27 | 2021-06-25 | 呼吸治疗公司 | 冻干形式的药物组合物 |
| JP7526103B2 (ja) * | 2018-06-27 | 2024-07-31 | ブレス テラポイティクス ゲーエムベーハー | 大環状免疫抑制剤を含む吸入用組成物 |
| EA202092892A1 (ru) | 2018-12-04 | 2021-05-27 | Брес Терапьютикс Гмбх | Ингаляционные композиции, содержащие макроциклические иммуносупрессанты |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE8403905D0 (sv) * | 1984-07-30 | 1984-07-30 | Draco Ab | Liposomes and steroid esters |
| SE8603812D0 (sv) * | 1986-09-12 | 1986-09-12 | Draco Ab | Administration of liposomes to mammals |
| IE63869B1 (en) * | 1986-11-06 | 1995-06-14 | Res Dev Foundation | Aerosols containing liposomes and method for their preparation |
| US5049388A (en) * | 1986-11-06 | 1991-09-17 | Research Development Foundation | Small particle aerosol liposome and liposome-drug combinations for medical use |
| US4906476A (en) * | 1988-12-14 | 1990-03-06 | Liposome Technology, Inc. | Novel liposome composition for sustained release of steroidal drugs in lungs |
| MX9201782A (es) * | 1991-04-19 | 1992-10-01 | Sandoz Ag | Particulas de sustancias biologicamente activas, sustancialmente insolubles en agua, proceso para su produccion y composicion farmaceutica que las contiene. |
| DE4203306A1 (de) * | 1992-02-06 | 1993-08-12 | Ig Spruehtechnik Gmbh | Asthma oder pulmonal-aerosolzubereitungen mit lecithin |
| AR002009A1 (es) * | 1994-12-22 | 1998-01-07 | Astra Ab | Composicion farmaceutica, procedimiento para la manufactura de un polvo de proliposoma como el utilizado en dicha composicion, procedimiento para lamanufactura de dicha composicion, uso de dicha composicion farmaceutica en la manufactura de un medicamento y dispositivo inhalador de polvo seco. |
-
1997
- 1997-02-17 TW TW086101859A patent/TW497974B/zh not_active IP Right Cessation
- 1997-07-02 AT AT04009645T patent/ATE328583T1/de not_active IP Right Cessation
- 1997-07-02 AT AT97933287T patent/ATE268163T1/de not_active IP Right Cessation
- 1997-07-02 NZ NZ333497A patent/NZ333497A/en not_active IP Right Cessation
- 1997-07-02 EP EP97933287A patent/EP0959874B1/en not_active Expired - Lifetime
- 1997-07-02 CN CN97196141A patent/CN1094345C/zh not_active Expired - Fee Related
- 1997-07-02 WO PCT/US1997/011696 patent/WO1998000111A1/en not_active Ceased
- 1997-07-02 AU AU36508/97A patent/AU732124B2/en not_active Ceased
- 1997-07-02 CA CA002259185A patent/CA2259185C/en not_active Expired - Fee Related
- 1997-07-02 JP JP50449998A patent/JP2001524930A/ja active Pending
- 1997-07-02 DE DE69729391T patent/DE69729391T2/de not_active Expired - Lifetime
- 1997-07-02 DE DE69736083T patent/DE69736083T2/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU732124B2 (en) | 2001-04-12 |
| EP0959874B1 (en) | 2004-06-02 |
| CN1224347A (zh) | 1999-07-28 |
| DE69736083D1 (de) | 2006-07-20 |
| ATE328583T1 (de) | 2006-06-15 |
| TW497974B (en) | 2002-08-11 |
| DE69729391D1 (de) | 2004-07-08 |
| DE69729391T2 (de) | 2005-06-02 |
| CA2259185A1 (en) | 1998-01-08 |
| NZ333497A (en) | 2000-06-23 |
| EP0959874A4 (enExample) | 1999-12-22 |
| AU3650897A (en) | 1998-01-21 |
| WO1998000111A1 (en) | 1998-01-08 |
| ATE268163T1 (de) | 2004-06-15 |
| CN1094345C (zh) | 2002-11-20 |
| DE69736083T2 (de) | 2006-12-28 |
| JP2001524930A (ja) | 2001-12-04 |
| EP0959874A1 (en) | 1999-12-01 |
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