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
- 238000009472 formulation Methods 0.000 title description 62
- 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
- 229930105110 Cyclosporin A Natural products 0.000 claims abstract description 84
- 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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- 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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- 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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- 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
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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)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Otolaryngology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (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 | 1996-10-16 | ||
| US08/731,605 US5958378A (en) | 1996-07-03 | 1996-10-16 | High dose liposomal aerosol formulations containing cyclosporin A or budesonide |
| 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) | ATE268163T1 (enExample) |
| AU (1) | AU732124B2 (enExample) |
| CA (1) | CA2259185C (enExample) |
| DE (2) | DE69736083T2 (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 |
| US7348025B2 (en) | 1997-09-23 | 2008-03-25 | Research Development Foundation | Small particle liposome aerosols for delivery of anticancer drugs |
| US6090407A (en) * | 1997-09-23 | 2000-07-18 | Research Development Foundation | Small particle liposome aerosols for delivery of anti-cancer drugs |
| US6433040B1 (en) | 1997-09-29 | 2002-08-13 | Inhale Therapeutic Systems, Inc. | Stabilized bioactive preparations and methods of use |
| US6565885B1 (en) | 1997-09-29 | 2003-05-20 | Inhale Therapeutic Systems, Inc. | Methods of spray drying pharmaceutical compositions |
| US20060165606A1 (en) | 1997-09-29 | 2006-07-27 | Nektar Therapeutics | Pulmonary delivery particles comprising water insoluble or crystalline active agents |
| 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 |
| NZ515644A (en) * | 1999-06-04 | 2004-12-24 | Skyepharma Inc | Oil-core compositions for the sustained release of hydrophobic drugs |
| IL150027A0 (en) * | 1999-12-04 | 2002-12-01 | Res Dev Foundation | Carbon dioxide enhancement of inhalation therapy |
| US7871598B1 (en) | 2000-05-10 | 2011-01-18 | Novartis Ag | Stable metal ion-lipid powdered pharmaceutical compositions for drug delivery and methods of use |
| AU6124601A (en) | 2000-05-10 | 2001-11-20 | Alliance Pharmaceutical Corporation | Phospholipid-based powders for drug delivery |
| US7368102B2 (en) | 2001-12-19 | 2008-05-06 | Nektar Therapeutics | Pulmonary delivery of aminoglycosides |
| EP1506032A1 (en) * | 2002-05-20 | 2005-02-16 | 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 |
| RU2468797C2 (ru) | 2005-06-09 | 2012-12-10 | Биолипокс Аб | Способ и композиция для лечения воспалительных нарушений |
| 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 |
| WO2009062193A2 (en) * | 2007-11-09 | 2009-05-14 | Map Pharmaceuticals, Inc. | Methods for administering corticosteroid formulations |
| CA3022054A1 (en) | 2010-03-12 | 2011-09-15 | Berg Llc | Intravenous formulations of coenzyme q10 (coq10) and methods of use thereof |
| US20130209550A1 (en) | 2010-07-28 | 2013-08-15 | Life Technologies Corporation | Anti-Viral Azide Containing Compounds |
| US20120028335A1 (en) | 2010-07-28 | 2012-02-02 | Life Technologies Corporation | Anti-viral azide-containing compounds |
| KR20130109106A (ko) * | 2010-08-05 | 2013-10-07 | 피라말 엔터프라이지즈 리미티드 | 감염성 질환 치료용 항감염 분자의 폐로의 약물 운반을 위한 미세입자 제형 |
| 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 |
| CN108977412A (zh) | 2012-01-26 | 2018-12-11 | 生命科技公司 | 用于提高病毒感染性的方法 |
| CA3104443A1 (en) * | 2018-06-27 | 2020-01-02 | Breath Therapeutics Gmbh | Inhalable compositions comprising macrocyclic immunosuppressants |
| JP7401471B2 (ja) | 2018-06-27 | 2023-12-19 | ブレス テラポイティクス ゲーエムベーハー | 凍結乾燥形態の医薬組成物 |
| 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 |
| US5049388A (en) * | 1986-11-06 | 1991-09-17 | Research Development Foundation | Small particle aerosol liposome and liposome-drug combinations for medical use |
| IE63869B1 (en) * | 1986-11-06 | 1995-06-14 | Res Dev Foundation | Aerosols containing liposomes and method for their preparation |
| 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 NZ NZ333497A patent/NZ333497A/en not_active IP Right Cessation
- 1997-07-02 DE DE69736083T patent/DE69736083T2/de not_active Expired - Lifetime
- 1997-07-02 JP JP50449998A patent/JP2001524930A/ja active Pending
- 1997-07-02 CA CA002259185A patent/CA2259185C/en not_active Expired - Fee Related
- 1997-07-02 DE DE69729391T patent/DE69729391T2/de not_active Expired - Lifetime
- 1997-07-02 WO PCT/US1997/011696 patent/WO1998000111A1/en not_active Ceased
- 1997-07-02 EP EP97933287A patent/EP0959874B1/en not_active Expired - Lifetime
- 1997-07-02 AU AU36508/97A patent/AU732124B2/en not_active Ceased
- 1997-07-02 CN CN97196141A patent/CN1094345C/zh not_active Expired - Fee Related
- 1997-07-02 AT AT97933287T patent/ATE268163T1/de not_active IP Right Cessation
- 1997-07-02 AT AT04009645T patent/ATE328583T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU732124B2 (en) | 2001-04-12 |
| EP0959874A1 (en) | 1999-12-01 |
| DE69729391D1 (de) | 2004-07-08 |
| NZ333497A (en) | 2000-06-23 |
| DE69729391T2 (de) | 2005-06-02 |
| EP0959874B1 (en) | 2004-06-02 |
| ATE328583T1 (de) | 2006-06-15 |
| CN1224347A (zh) | 1999-07-28 |
| TW497974B (en) | 2002-08-11 |
| ATE268163T1 (de) | 2004-06-15 |
| DE69736083T2 (de) | 2006-12-28 |
| CN1094345C (zh) | 2002-11-20 |
| WO1998000111A1 (en) | 1998-01-08 |
| JP2001524930A (ja) | 2001-12-04 |
| CA2259185A1 (en) | 1998-01-08 |
| EP0959874A4 (enExample) | 1999-12-22 |
| DE69736083D1 (de) | 2006-07-20 |
| AU3650897A (en) | 1998-01-21 |
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