CA2519523C - Formulation for a metered dose inhaler using hydro-fluoro-alkanes as propellants - Google Patents
Formulation for a metered dose inhaler using hydro-fluoro-alkanes as propellants Download PDFInfo
- Publication number
- CA2519523C CA2519523C CA2519523A CA2519523A CA2519523C CA 2519523 C CA2519523 C CA 2519523C CA 2519523 A CA2519523 A CA 2519523A CA 2519523 A CA2519523 A CA 2519523A CA 2519523 C CA2519523 C CA 2519523C
- Authority
- CA
- Canada
- Prior art keywords
- formulation
- water
- ethanol
- propellant
- hfa
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 69
- 238000009472 formulation Methods 0.000 title claims abstract description 59
- 239000003380 propellant Substances 0.000 title claims abstract description 19
- 229940071648 metered dose inhaler Drugs 0.000 title claims abstract description 12
- 150000005828 hydrofluoroalkanes Chemical class 0.000 title abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 30
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 27
- BNPSSFBOAGDEEL-UHFFFAOYSA-N albuterol sulfate Chemical compound OS(O)(=O)=O.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 BNPSSFBOAGDEEL-UHFFFAOYSA-N 0.000 claims description 14
- KEWHKYJURDBRMN-ZEODDXGYSA-M ipratropium bromide hydrate Chemical compound O.[Br-].O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 KEWHKYJURDBRMN-ZEODDXGYSA-M 0.000 claims description 14
- 229940057282 albuterol sulfate Drugs 0.000 claims description 11
- 229960001361 ipratropium bromide Drugs 0.000 claims description 11
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 11
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 11
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical group FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 10
- 239000012141 concentrate Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 6
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 6
- 229960002630 ipratropium bromide monohydrate Drugs 0.000 claims description 3
- 239000000725 suspension Substances 0.000 abstract description 6
- 239000004480 active ingredient Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- 239000003814 drug Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 5
- 239000000969 carrier Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- PZNPLUBHRSSFHT-RRHRGVEJSA-N 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCC PZNPLUBHRSSFHT-RRHRGVEJSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- KVNRKLOLUZSPOE-UHFFFAOYSA-M 4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol;(8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate;sulfuric acid;bromide Chemical compound [Br-].OS(O)(=O)=O.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1.CC(C)[N+]1(C)C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 KVNRKLOLUZSPOE-UHFFFAOYSA-M 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229940126534 drug product Drugs 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
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
-
- 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
- A61K9/008—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy comprising drug dissolved or suspended in liquid propellant for inhalation via a pressurized metered dose inhaler [MDI]
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Otolaryngology (AREA)
- Pulmonology (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45611303P | 2003-03-20 | 2003-03-20 | |
| US60/456,113 | 2003-03-20 | ||
| PCT/US2004/008375 WO2004084858A2 (en) | 2003-03-20 | 2004-03-19 | Formulation for a metered dose inhaler using hydro-fluoro-alkanes as propellants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2519523A1 CA2519523A1 (en) | 2004-10-07 |
| CA2519523C true CA2519523C (en) | 2012-03-13 |
Family
ID=33098086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2519523A Expired - Fee Related CA2519523C (en) | 2003-03-20 | 2004-03-19 | Formulation for a metered dose inhaler using hydro-fluoro-alkanes as propellants |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US7914770B2 (enExample) |
| EP (1) | EP1608336B1 (enExample) |
| JP (1) | JP4708332B2 (enExample) |
| KR (1) | KR101113003B1 (enExample) |
| CN (1) | CN1761455A (enExample) |
| AT (1) | ATE390125T1 (enExample) |
| AU (1) | AU2004224367B2 (enExample) |
| BR (1) | BRPI0408547A (enExample) |
| CA (1) | CA2519523C (enExample) |
| CO (1) | CO5640070A2 (enExample) |
| CY (1) | CY1108137T1 (enExample) |
| DE (1) | DE602004012718T2 (enExample) |
| DK (1) | DK1608336T3 (enExample) |
| EA (1) | EA009087B1 (enExample) |
| EC (1) | ECSP056029A (enExample) |
| ES (1) | ES2304616T3 (enExample) |
| HR (1) | HRP20050822B1 (enExample) |
| ME (1) | ME00420B (enExample) |
| MX (1) | MXPA05009920A (enExample) |
| NO (1) | NO336457B1 (enExample) |
| NZ (1) | NZ542957A (enExample) |
| PL (1) | PL1608336T3 (enExample) |
| PT (1) | PT1608336E (enExample) |
| RS (1) | RS51663B (enExample) |
| SI (1) | SI1608336T1 (enExample) |
| UA (1) | UA89751C2 (enExample) |
| WO (1) | WO2004084858A2 (enExample) |
| ZA (1) | ZA200506463B (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004011381A1 (de) * | 2004-03-05 | 2005-09-15 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Impaktionsdüse für treibgasbetriebene Dosieraerosole |
| DK1809243T4 (da) * | 2004-07-02 | 2022-09-05 | Boehringer Ingelheim Int | Aerosolsuspensionsformuleringer med tg 227 ea som drivmiddel |
| US20060140873A1 (en) * | 2004-12-27 | 2006-06-29 | Chang Heng W | Aerosol pharmaceutical compositions |
| GB0501956D0 (en) * | 2005-01-31 | 2005-03-09 | Arrow Internat | Nebulizer formulation |
| GB0518769D0 (en) * | 2005-09-14 | 2005-10-19 | Medpharm Ltd | Topical formulations |
| DE102006053374A1 (de) * | 2006-02-09 | 2007-08-16 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmazeutische Formulierung für Aerosole mit zwei oder mehr Wirkstoffen und mindestens einer oberflächenaktiven Substanz |
| DE102006014433A1 (de) | 2006-03-27 | 2007-10-04 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Dosieraerosole für die Verabreichung von pharmazeutischen Zubereitungen |
| DE102006017320A1 (de) * | 2006-04-11 | 2007-10-18 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Aerosolsuspensionsformulierungen mit TG 227 ea oder TG 134 a als Treibmittel |
| WO2008047239A2 (en) * | 2006-09-21 | 2008-04-24 | Medispray Laboratories Pvt. Ltd. | Stable aerosol pharmaceutical formulations |
| JP5358574B2 (ja) * | 2007-08-17 | 2013-12-04 | アルション セラピューティクス， インコーポレイテッド | 高濃度の局所麻酔薬調合物 |
| EP2077132A1 (en) | 2008-01-02 | 2009-07-08 | Boehringer Ingelheim Pharma GmbH & Co. KG | Dispensing device, storage device and method for dispensing a formulation |
| US8119694B2 (en) | 2008-08-15 | 2012-02-21 | Arcion Therapeutics, Inc. | High concentration local anesthetic formulations |
| WO2010112358A2 (de) | 2009-03-31 | 2010-10-07 | Boehringer Ingelheim International Gmbh | Verfahren zur beschichtung einer oberfläche eines bauteils |
| WO2010133294A2 (de) | 2009-05-18 | 2010-11-25 | Boehringer Ingelheim International Gmbh | Adapter, inhalationseinrichtung und zerstäuber |
| EP2504051B1 (en) | 2009-11-25 | 2019-09-04 | Boehringer Ingelheim International GmbH | Nebulizer |
| US10016568B2 (en) | 2009-11-25 | 2018-07-10 | Boehringer Ingelheim International Gmbh | Nebulizer |
| EA026241B1 (ru) | 2009-11-25 | 2017-03-31 | Бёрингер Ингельхайм Интернациональ Гмбх | Распылитель |
| JP5874724B2 (ja) | 2010-06-24 | 2016-03-02 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | ネブライザ |
| US20120204871A1 (en) * | 2011-02-10 | 2012-08-16 | Julio Cesar Vega | Stable, non-corrosive formulations for pressurized metered dose inhalers |
| EP2694220B1 (de) | 2011-04-01 | 2020-05-06 | Boehringer Ingelheim International GmbH | Medizinisches gerät mit behälter |
| US9827384B2 (en) | 2011-05-23 | 2017-11-28 | Boehringer Ingelheim International Gmbh | Nebulizer |
| WO2013152894A1 (de) | 2012-04-13 | 2013-10-17 | Boehringer Ingelheim International Gmbh | Zerstäuber mit kodiermitteln |
| CN102798044B (zh) * | 2012-08-02 | 2014-09-10 | 深圳市华星光电技术有限公司 | 侧入式背光模组 |
| EP3030298B1 (en) | 2013-08-09 | 2017-10-11 | Boehringer Ingelheim International GmbH | Nebulizer |
| PL2835146T3 (pl) | 2013-08-09 | 2021-04-06 | Boehringer Ingelheim International Gmbh | Nebulizator |
| EA033013B1 (ru) | 2014-05-07 | 2019-08-30 | Бёрингер Ингельхайм Интернациональ Гмбх | Контейнер, индикаторное устройство и небулайзер |
| EP3139984B1 (en) | 2014-05-07 | 2021-04-28 | Boehringer Ingelheim International GmbH | Nebulizer |
| AU2015257878B2 (en) | 2014-05-07 | 2019-08-08 | Boehringer Ingelheim International Gmbh | Container, nebulizer and use |
| EP3280393A1 (en) * | 2015-04-10 | 2018-02-14 | 3M Innovative Properties Company | Formulation and aerosol canisters, inhalers, and the like containing the formulation |
| GB2573297A (en) * | 2018-04-30 | 2019-11-06 | Mexichem Fluor Sa De Cv | Pharmaceutical composition |
| WO2021216779A1 (en) * | 2020-04-21 | 2021-10-28 | Amphastar Pharmaceuticals, Inc. | Anti-viral pharmaceutical formulations administered via devices for lung targeted delivery |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4405598A (en) * | 1976-01-30 | 1983-09-20 | Fisons, Limited | Composition for treating asthma |
| GB8824804D0 (en) | 1988-10-22 | 1988-11-30 | Fisons Plc | Device |
| US5225183A (en) | 1988-12-06 | 1993-07-06 | Riker Laboratories, Inc. | Medicinal aerosol formulations |
| US5919435A (en) | 1990-11-09 | 1999-07-06 | Glaxo Group Limited | Aerosol formulation containing a particulate medicament |
| GB9202519D0 (en) * | 1992-02-06 | 1992-03-25 | Glaxo Group Ltd | Medicaments |
| JP3009924B2 (ja) * | 1992-12-09 | 2000-02-14 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | 安定化医用エアーゾル溶液製剤 |
| EP0960830A1 (en) | 1993-04-30 | 1999-12-01 | Minnesota Mining And Manufacturing Company | Seal configuration for aerosol canister |
| AU680530B2 (en) | 1993-07-15 | 1997-07-31 | Minnesota Mining And Manufacturing Company | Seals for use in an aerosol delivery device |
| BR9604979A (pt) * | 1995-04-14 | 1998-06-09 | Glaxo Wellcome Inc | Inalador de dose medida sistema inalador de dose medida e uso do mesmo |
| GB9513084D0 (en) | 1995-06-27 | 1995-08-30 | Bespak Plc | Dispensing apparatus |
| SE9701750D0 (sv) | 1997-05-12 | 1997-05-12 | Astra Pharma Prod | Inhalation device and method of manufacture thereof |
| US20010031244A1 (en) | 1997-06-13 | 2001-10-18 | Chiesi Farmaceutici S.P.A. | Pharmaceutical aerosol composition |
| GB2326334A (en) * | 1997-06-13 | 1998-12-23 | Chiesi Farma Spa | Pharmaceutical aerosol compositions |
| US6423298B2 (en) * | 1998-06-18 | 2002-07-23 | Boehringer Ingelheim Pharmaceuticals, Inc. | Pharmaceutical formulations for aerosols with two or more active substances |
| DK1102579T3 (da) * | 1998-08-04 | 2003-07-14 | Jago Res Ag | Medicinske aerosolformuleringer |
| DZ2947A1 (fr) | 1998-11-25 | 2004-03-15 | Chiesi Farma Spa | Inhalateur à compteur de dose sous pression. |
| IT1303788B1 (it) | 1998-11-25 | 2001-02-23 | Chiesi Farma Spa | Formulazioni di aerosol medicinali. |
| US7074388B2 (en) * | 1998-12-10 | 2006-07-11 | Kos Life Science, Inc. | Water stabilized medicinal aerosol formulation |
| US6261539B1 (en) * | 1998-12-10 | 2001-07-17 | Akwete Adjei | Medicinal aerosol formulation |
| US20030008369A1 (en) * | 1999-03-03 | 2003-01-09 | Board Of Regents, The University Of Texas System | Genetic and epigenetic manipulation of ABC transporters and ecto-phosphatases |
| GB0002798D0 (en) | 2000-02-09 | 2000-03-29 | Glaxo Group Ltd | Actuator nozzle for metered dose inhaler |
| EP1241113A1 (en) | 2001-03-12 | 2002-09-18 | CHIESI FARMACEUTICI S.p.A. | Inhaler with means for improving chemical stability of medicinal aerosol solution contained therein |
| EP1414508B1 (en) | 2001-06-26 | 2011-04-20 | Norton Healthcare Limited | An improved aerosol actuator |
-
2004
- 2004-03-19 SI SI200430720T patent/SI1608336T1/sl unknown
- 2004-03-19 UA UAA200509733A patent/UA89751C2/ru unknown
- 2004-03-19 WO PCT/US2004/008375 patent/WO2004084858A2/en not_active Ceased
- 2004-03-19 NZ NZ542957A patent/NZ542957A/en not_active IP Right Cessation
- 2004-03-19 PL PL04757846T patent/PL1608336T3/pl unknown
- 2004-03-19 EA EA200501363A patent/EA009087B1/ru unknown
- 2004-03-19 DE DE602004012718T patent/DE602004012718T2/de not_active Expired - Lifetime
- 2004-03-19 KR KR1020057017414A patent/KR101113003B1/ko not_active Expired - Fee Related
- 2004-03-19 BR BRPI0408547-7A patent/BRPI0408547A/pt not_active Application Discontinuation
- 2004-03-19 US US10/804,710 patent/US7914770B2/en active Active
- 2004-03-19 JP JP2006507344A patent/JP4708332B2/ja not_active Expired - Lifetime
- 2004-03-19 ES ES04757846T patent/ES2304616T3/es not_active Expired - Lifetime
- 2004-03-19 MX MXPA05009920A patent/MXPA05009920A/es active IP Right Grant
- 2004-03-19 AU AU2004224367A patent/AU2004224367B2/en not_active Ceased
- 2004-03-19 EP EP04757846A patent/EP1608336B1/en not_active Expired - Lifetime
- 2004-03-19 CA CA2519523A patent/CA2519523C/en not_active Expired - Fee Related
- 2004-03-19 AT AT04757846T patent/ATE390125T1/de active
- 2004-03-19 DK DK04757846T patent/DK1608336T3/da active
- 2004-03-19 CN CNA200480007545XA patent/CN1761455A/zh active Pending
- 2004-03-19 PT PT04757846T patent/PT1608336E/pt unknown
- 2004-03-19 HR HRP20050822AA patent/HRP20050822B1/hr not_active IP Right Cessation
- 2004-03-19 RS YU20050705A patent/RS51663B/sr unknown
- 2004-03-19 ME MEP-2008-626A patent/ME00420B/me unknown
-
2005
- 2005-08-12 ZA ZA200506463A patent/ZA200506463B/en unknown
- 2005-09-20 EC EC2005006029A patent/ECSP056029A/es unknown
- 2005-10-19 NO NO20054839A patent/NO336457B1/no not_active IP Right Cessation
- 2005-10-19 CO CO05106413A patent/CO5640070A2/es not_active Application Discontinuation
-
2008
- 2008-06-11 CY CY20081100626T patent/CY1108137T1/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20220321 |