NO331649B1 - Anvendelse av levalbuterol L-tartrat, doseringsinhalator med levalbuterol L-tartrat og fremstilling derav, farmasoytisk preparat med levalbuterol L-tartrat, samt fremgangsmate for fremstilling av mikronisert krystall av levalbuterol L-tartrat . - Google Patents
Anvendelse av levalbuterol L-tartrat, doseringsinhalator med levalbuterol L-tartrat og fremstilling derav, farmasoytisk preparat med levalbuterol L-tartrat, samt fremgangsmate for fremstilling av mikronisert krystall av levalbuterol L-tartrat . Download PDFInfo
- Publication number
- NO331649B1 NO331649B1 NO20053339A NO20053339A NO331649B1 NO 331649 B1 NO331649 B1 NO 331649B1 NO 20053339 A NO20053339 A NO 20053339A NO 20053339 A NO20053339 A NO 20053339A NO 331649 B1 NO331649 B1 NO 331649B1
- Authority
- NO
- Norway
- Prior art keywords
- levalbuterol
- tartrate
- metered dose
- dose inhaler
- solution
- Prior art date
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- NDAUXUAQIAJITI-LBPRGKRZSA-N (R)-salbutamol Chemical compound CC(C)(C)NC[C@H](O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-LBPRGKRZSA-N 0.000 title claims abstract description 82
- 229950008204 levosalbutamol Drugs 0.000 title claims abstract description 78
- 239000013078 crystal Substances 0.000 title claims abstract description 48
- FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 title claims description 47
- 238000000034 method Methods 0.000 title claims description 26
- 230000008569 process Effects 0.000 title claims description 11
- 238000002360 preparation method Methods 0.000 title description 7
- 239000008194 pharmaceutical composition Substances 0.000 title description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 93
- 239000000203 mixture Substances 0.000 claims description 40
- 238000009472 formulation Methods 0.000 claims description 37
- 229940071648 metered dose inhaler Drugs 0.000 claims description 32
- 239000000443 aerosol Substances 0.000 claims description 30
- 239000002245 particle Substances 0.000 claims description 20
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 19
- 239000003380 propellant Substances 0.000 claims description 15
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 13
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 12
- 239000004094 surface-active agent Substances 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 9
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- 238000002425 crystallisation Methods 0.000 claims description 5
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- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical group FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 4
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- 238000001035 drying Methods 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
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- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
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- 239000000047 product Substances 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
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- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 description 5
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- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 description 2
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- -1 mono- Chemical class 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
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- 238000003756 stirring Methods 0.000 description 2
- ZRVIYEJYXIDATJ-UHFFFAOYSA-N 4-Heptyloxybenzoic acid Chemical compound CCCCCCCOC1=CC=C(C(O)=O)C=C1 ZRVIYEJYXIDATJ-UHFFFAOYSA-N 0.000 description 1
- NDAUXUAQIAJITI-GFCCVEGCSA-N 4-[(1s)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol Chemical compound CC(C)(C)NC[C@@H](O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-GFCCVEGCSA-N 0.000 description 1
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- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 description 1
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- 108010010803 Gelatin Proteins 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 241000009328 Perro Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
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- 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 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/56—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups
- C07C215/58—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
- C07C215/60—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain the chain having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- 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]
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
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- A—HUMAN NECESSITIES
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- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M15/00—Inhalators
- A61M15/0001—Details of inhalators; Constructional features thereof
- A61M15/002—Details of inhalators; Constructional features thereof with air flow regulating means
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M15/00—Inhalators
- A61M15/009—Inhalators using medicine packages with incorporated spraying means, e.g. aerosol cans
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- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P11/00—Drugs for disorders of the respiratory system
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-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/235—Saturated compounds containing more than one carboxyl group
- C07C59/245—Saturated compounds containing more than one carboxyl group containing hydroxy or O-metal groups
- C07C59/255—Tartaric acid
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/30—Materials not provided for elsewhere for aerosols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M2202/00—Special media to be introduced, removed or treated
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- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M2202/00—Special media to be introduced, removed or treated
- A61M2202/04—Liquids
- A61M2202/0468—Liquids non-physiological
- A61M2202/0488—Surfactant, e.g. for the lung
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- A—HUMAN NECESSITIES
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- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M2202/00—Special media to be introduced, removed or treated
- A61M2202/06—Solids
- A61M2202/064—Powder
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Pulmonology (AREA)
- Epidemiology (AREA)
- Anesthesiology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Heart & Thoracic Surgery (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Otolaryngology (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43219502P | 2002-12-10 | 2002-12-10 | |
| PCT/US2003/037079 WO2004052835A1 (en) | 2002-12-10 | 2003-12-08 | Levalbuterol salt |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20053339D0 NO20053339D0 (no) | 2005-07-08 |
| NO20053339L NO20053339L (no) | 2005-09-07 |
| NO331649B1 true NO331649B1 (no) | 2012-02-13 |
Family
ID=32507867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20053339A NO331649B1 (no) | 2002-12-10 | 2005-07-08 | Anvendelse av levalbuterol L-tartrat, doseringsinhalator med levalbuterol L-tartrat og fremstilling derav, farmasoytisk preparat med levalbuterol L-tartrat, samt fremgangsmate for fremstilling av mikronisert krystall av levalbuterol L-tartrat . |
Country Status (19)
| Country | Link |
|---|---|
| US (8) | US7256310B2 (da) |
| EP (3) | EP1671942B2 (da) |
| JP (1) | JP4570960B2 (da) |
| KR (3) | KR20100080865A (da) |
| AT (2) | ATE324364T1 (da) |
| AU (1) | AU2003295695B2 (da) |
| CA (1) | CA2507572C (da) |
| CY (2) | CY1106315T1 (da) |
| DE (2) | DE60304900T2 (da) |
| DK (3) | DK1671942T4 (da) |
| ES (3) | ES2626648T3 (da) |
| IL (2) | IL168739A (da) |
| MX (1) | MXPA05006087A (da) |
| NO (1) | NO331649B1 (da) |
| NZ (1) | NZ541168A (da) |
| PL (1) | PL212725B1 (da) |
| PT (3) | PT2292584T (da) |
| SI (2) | SI1572622T1 (da) |
| WO (1) | WO2004052835A1 (da) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6466862B1 (en) * | 1999-04-19 | 2002-10-15 | Bruce DeKock | System for providing traffic information |
| WO2006027595A1 (en) * | 2004-09-09 | 2006-03-16 | Cipla Limited | Pharmaceutical composition comprising an isomer of a betamimetic agent and an anti-cholinergic agent |
| MX2007007378A (es) | 2004-12-17 | 2007-08-14 | Cipla Ltd | Compuestos y composiciones farmaceuticas. |
| US7579505B2 (en) | 2004-12-17 | 2009-08-25 | Cipla Limited | Crystalline levosalbutamol sulphate and polymorphic forms thereof |
| US8542097B2 (en) | 2011-04-13 | 2013-09-24 | Jingle Technologies Llc | Systems and methods for transmitting information, alerts, and/or comments to participants based on location information |
| EP3042892A1 (en) | 2015-01-09 | 2016-07-13 | Deva Holding Anonim Sirketi | Amorphisation of levosalbutamol tartrate |
| CN106727318A (zh) * | 2016-12-22 | 2017-05-31 | 山东京卫制药有限公司 | 一种气雾剂及其制备方法 |
| WO2021188809A1 (en) * | 2020-03-19 | 2021-09-23 | Cai Gu Huang | Inhalable formulation of a solution containing levalbuterol tartrate |
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| GB1200886A (en) * | 1966-09-23 | 1970-08-05 | Allen & Hanburys Ltd | Phenylaminoethanol derivatives |
| US5225183A (en) | 1988-12-06 | 1993-07-06 | Riker Laboratories, Inc. | Medicinal aerosol formulations |
| GB8828477D0 (en) † | 1988-12-06 | 1989-01-05 | Riker Laboratories Inc | Medical aerosol formulations |
| US5776434A (en) | 1988-12-06 | 1998-07-07 | Riker Laboratories, Inc. | Medicinal aerosol formulations |
| US5345980A (en) | 1989-09-21 | 1994-09-13 | Glaxo Group Limited | Method and apparatus an aerosol container |
| US5362755A (en) | 1990-01-05 | 1994-11-08 | Sepracor, Inc. | Method for treating asthma using optically pure (R)-albuterol |
| US5255183A (en) * | 1990-05-29 | 1993-10-19 | Interactive Voice Data System Inc. | Telephone-based personnel tracking system |
| EP0518601A1 (en) | 1991-06-10 | 1992-12-16 | Schering Corporation | Non-chlorofluorocarbon aerosol formulations |
| ATE204743T1 (de) | 1991-12-18 | 2001-09-15 | Minnesota Mining & Mfg | Aerosolzusammensetzungen für arzneimittelsuspensionen |
| US5399765A (en) | 1994-05-23 | 1995-03-21 | Sepracor, Inc. | Enantioselective preparation of optically pure albuterol |
| US5545745A (en) * | 1994-05-23 | 1996-08-13 | Sepracor, Inc. | Enantioselective preparation of optically pure albuterol |
| TR199701167T1 (xx) * | 1995-04-14 | 1998-03-21 | Glaxo Wellcome Inc. | Albuterol i�in �l��lm�� doz inhaleri. |
| US5603918A (en) | 1995-06-09 | 1997-02-18 | Boehringer Ingelheim Pharmaceuticals, Inc. | Aerosol composition of a salt of ipratropium and a salt of albuterol |
| US6040344A (en) | 1996-11-11 | 2000-03-21 | Sepracor Inc. | Formoterol process |
| US20010031244A1 (en) * | 1997-06-13 | 2001-10-18 | Chiesi Farmaceutici S.P.A. | Pharmaceutical aerosol composition |
| GB9806462D0 (en) | 1998-03-26 | 1998-05-27 | Glaxo Group Ltd | Improved compositions for inhalation |
| NZ509328A (en) * | 1998-07-24 | 2002-11-26 | Jago Res A | Medicinal aerosol formulations |
| ATE234604T1 (de) * | 1998-08-04 | 2003-04-15 | Jago Res Ag | Medizinische aerosolformulierungen |
| CA2347856C (en) * | 1998-11-13 | 2009-02-17 | Jago Research Ag | Dry powder for inhalation |
| CN1173929C (zh) | 1999-10-19 | 2004-11-03 | 中国科学院成都有机化学研究所 | 光学纯肾上腺素类β-激动剂的组合拆分制备法 |
| US6451289B2 (en) | 2000-03-24 | 2002-09-17 | Sepracor Inc. | Albuterol formulations |
| GB0030171D0 (en) | 2000-12-11 | 2001-01-24 | Cipla Ltd | Process for preparing isomers of salbutamol |
| EP1372608B1 (de) * | 2001-03-30 | 2007-10-10 | Jagotec Ag | Medizinische aerosolformulierungen |
| DE10120531A1 (de) * | 2001-04-26 | 2002-10-31 | Basf Ag | Neue Reaktivfarbstoffe und deren Verwendung zum Färben von Substraten, welche nucleophile Gruppen enthalten |
| CN1206205C (zh) * | 2001-04-26 | 2005-06-15 | 中国科学院成都有机化学研究所 | R－沙丁胺醇酒石酸盐的制备方法 |
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2003
- 2003-12-08 ES ES10176026.2T patent/ES2626648T3/es not_active Expired - Lifetime
- 2003-12-08 DK DK06110646.4T patent/DK1671942T4/da active
- 2003-12-08 DK DK10176026.2T patent/DK2292584T3/da active
- 2003-12-08 AU AU2003295695A patent/AU2003295695B2/en not_active Expired
- 2003-12-08 KR KR1020107014278A patent/KR20100080865A/ko not_active Application Discontinuation
- 2003-12-08 AT AT03786896T patent/ATE324364T1/de active
- 2003-12-08 PT PT101760262T patent/PT2292584T/pt unknown
- 2003-12-08 DE DE60304900T patent/DE60304900T2/de not_active Expired - Lifetime
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- 2003-12-08 CA CA2507572A patent/CA2507572C/en not_active Expired - Lifetime
- 2003-12-08 PT PT06110646T patent/PT1671942E/pt unknown
- 2003-12-08 EP EP06110646.4A patent/EP1671942B2/en not_active Expired - Lifetime
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- 2003-12-08 DE DE60336089T patent/DE60336089D1/de not_active Expired - Lifetime
- 2003-12-08 SI SI200330331T patent/SI1572622T1/sl unknown
- 2003-12-08 KR KR1020057010435A patent/KR20050088307A/ko not_active Application Discontinuation
- 2003-12-08 MX MXPA05006087A patent/MXPA05006087A/es active IP Right Grant
- 2003-12-08 PT PT03786896T patent/PT1572622E/pt unknown
- 2003-12-08 AT AT06110646T patent/ATE498604T1/de active
- 2003-12-08 DK DK03786896T patent/DK1572622T3/da active
- 2003-12-08 SI SI200331954T patent/SI1671942T2/sl unknown
- 2003-12-08 WO PCT/US2003/037079 patent/WO2004052835A1/en active Application Filing
- 2003-12-08 JP JP2004559144A patent/JP4570960B2/ja not_active Expired - Fee Related
- 2003-12-08 NZ NZ541168A patent/NZ541168A/en not_active IP Right Cessation
- 2003-12-08 KR KR1020087028024A patent/KR101166955B1/ko active IP Right Grant
- 2003-12-08 PL PL377336A patent/PL212725B1/pl unknown
- 2003-12-08 EP EP10176026.2A patent/EP2292584B1/en not_active Expired - Lifetime
- 2003-12-08 EP EP03786896A patent/EP1572622B1/en not_active Expired - Lifetime
- 2003-12-08 ES ES06110646.4T patent/ES2361172T5/es not_active Expired - Lifetime
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2005
- 2005-05-23 IL IL168739A patent/IL168739A/en active IP Right Grant
- 2005-07-08 NO NO20053339A patent/NO331649B1/no not_active IP Right Cessation
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2006
- 2006-07-03 CY CY20061100912T patent/CY1106315T1/el unknown
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2007
- 2007-08-08 US US11/891,048 patent/US20080119564A1/en not_active Abandoned
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2010
- 2010-07-09 US US12/833,882 patent/US20100272654A1/en not_active Abandoned
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2011
- 2011-03-11 CY CY20111100273T patent/CY1111330T1/el unknown
- 2011-04-14 IL IL212369A patent/IL212369A/en active IP Right Grant
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2012
- 2012-10-02 US US13/633,801 patent/US20130028845A1/en not_active Abandoned
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2013
- 2013-04-29 US US13/873,084 patent/US8765153B2/en not_active Expired - Lifetime
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2014
- 2014-05-21 US US14/283,754 patent/US20150071969A1/en not_active Abandoned
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2016
- 2016-01-22 US US15/003,883 patent/US20160368858A1/en not_active Abandoned
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2017
- 2017-10-18 US US15/786,917 patent/US20180222845A1/en not_active Abandoned
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| MK1K | Patent expired |