DK2934544T3 - Farmaceutisk formulering omfattende ciclesonid - Google Patents
Farmaceutisk formulering omfattende ciclesonid Download PDFInfo
- Publication number
- DK2934544T3 DK2934544T3 DK13808056.9T DK13808056T DK2934544T3 DK 2934544 T3 DK2934544 T3 DK 2934544T3 DK 13808056 T DK13808056 T DK 13808056T DK 2934544 T3 DK2934544 T3 DK 2934544T3
- Authority
- DK
- Denmark
- Prior art keywords
- ciclesonide
- inhaler
- formulation
- ethanol
- solution
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 title claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 122
- 239000000203 mixture Substances 0.000 claims description 84
- LUKZNWIVRBCLON-GXOBDPJESA-N Ciclesonide Chemical compound C1([C@H]2O[C@@]3([C@H](O2)C[C@@H]2[C@@]3(C[C@H](O)[C@@H]3[C@@]4(C)C=CC(=O)C=C4CC[C@H]32)C)C(=O)COC(=O)C(C)C)CCCCC1 LUKZNWIVRBCLON-GXOBDPJESA-N 0.000 claims description 82
- 229960003728 ciclesonide Drugs 0.000 claims description 78
- 238000009472 formulation Methods 0.000 claims description 54
- LERNTVKEWCAPOY-VOGVJGKGSA-N C[N+]1(C)[C@H]2C[C@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(c1cccs1)c1cccs1 Chemical compound C[N+]1(C)[C@H]2C[C@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(c1cccs1)c1cccs1 LERNTVKEWCAPOY-VOGVJGKGSA-N 0.000 claims description 34
- 229960000257 tiotropium bromide Drugs 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 241000283073 Equus caballus Species 0.000 claims description 25
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 18
- 239000013543 active substance Substances 0.000 claims description 13
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
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- 241000124008 Mammalia Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
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- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
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- OXPLANUPKBHPMS-ZXBNPROVSA-N desisobutyrylciclesonide Chemical compound C1([C@@H]2O[C@@H]3C[C@H]4[C@H]5[C@@H]([C@]6(C=CC(=O)C=C6CC5)C)[C@@H](O)C[C@@]4([C@@]3(O2)C(=O)CO)C)CCCCC1 OXPLANUPKBHPMS-ZXBNPROVSA-N 0.000 description 2
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- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229960005205 prednisolone Drugs 0.000 description 1
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 description 1
- 229960004618 prednisone Drugs 0.000 description 1
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940072266 pulmicort Drugs 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 208000023504 respiratory system disease Diseases 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229960004017 salmeterol Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 229940046810 spiriva Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229940127032 viani Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- 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
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
-
- 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
- A61K9/08—Solutions
-
- 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)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pulmonology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Otolaryngology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Claims (9)
1. Farmaceutisk formulering af ciclesonid omfattende / indeholdende (i) det aktive stof ciclesonid eller et farmaceutisk acceptabelt salt deraf (ii) mindst en farmakologisk acceptabel syre, hvor formuleringen er en ethanolopløsning eller en opløsning indeholdende en blanding af ethanol og vand, og hvor -logio [H+] er i området fra 4,0 til 4,6, og hvor den farmaceutiske formulering af ciclesonid er som følger:
2. Farmaceutisk formulering ifølge krav 1, hvor formuleringen er en opløsning til inhalation.
3. Farmaceutisk formulering ifølge et af kravene 1 eller 2, hvor formuleringen indgives via en (heste-)inhalatorindretning.
4. Fremgangsmåde til fremstilling af den farmaceutiske formulering af ciclesonid ifølge krav 1 omfattende følgende trin: a. Opløsning af ciclesonid i et opløsningsmiddel omfattende ethanol og vand, b. Tilsætning af en fast mængde saltsyre (HCI), fortrinsvis som en 0,1 eller 1,0 molar opløsning, for at nå en værdi af -logio [H+] i området fra 4,0 til 4,6.
5. Fremgangsmåde ifølge krav 4, hvor andelen ethanol i opløsningsmidlet fra trin a) er 90% vol/vol ethanol.
6. Fremgangsmåde ifølge krav 4 eller 5, hvor ciclesonid først opløses i ethanol, og mængden af vand, der er nødvendig for at nå målopløsningsmiddelsammensætningen, tilsættes derefter.
7. Fremgangsmåde ifølge krav 4 til 6 omfattende de yderligere trin: c. Blanding, indtil der dannes en homogen opløsning, d. Eventuelt filtrering af opløsningen, fortrinsvis gennem et eller flere filtre med en porestørrelse på maksimalt 1,0 pm for mindst et af filtrene, mest foretrukket maksimalt 0,2 pm, e. Eventuelt påfyldning af opløsningen i beholdere, der er egnede til langtidsopbevaring og til brug sammen med den passende inhalator.
8. Farmaceutisk formulering af ciclesonid opnået ved en fremgangsmåde ifølge krav 4 til 7.
9. Inhalationskit bestående af en farmaceutisk formulering ifølge et af kravene 1 til 3 eller 8, en (heste-) inhalatorindretning, fortrinsvis en trykdosisinhalator eller en
vand/ethanol-dråbeinhalator, såsom Respimat®-inhalatoren eller en anden inhalator, som gør brug af Respimat®-aerosolgenererende teknologi, der er egnet til forstøvning af denne farmaceutiske formulering, en adapter til brug til heste og eventuelt en instruktionsbrochure eller information og brugsanvisning.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12199302 | 2012-12-21 | ||
| EP13190393 | 2013-10-25 | ||
| PCT/EP2013/077266 WO2014096116A1 (en) | 2012-12-21 | 2013-12-18 | Pharmaceutical formulation comprising ciclesonide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2934544T3 true DK2934544T3 (da) | 2019-03-04 |
Family
ID=49779929
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK13808056.9T DK2934544T3 (da) | 2012-12-21 | 2013-12-18 | Farmaceutisk formulering omfattende ciclesonid |
| DK18204242.4T DK3473255T3 (da) | 2012-12-21 | 2013-12-18 | Farmaceutisk formulering omfattende ciclesonid |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK18204242.4T DK3473255T3 (da) | 2012-12-21 | 2013-12-18 | Farmaceutisk formulering omfattende ciclesonid |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US10925964B2 (da) |
| EP (2) | EP3473255B1 (da) |
| AU (1) | AU2013360692B2 (da) |
| CA (1) | CA2888431C (da) |
| DK (2) | DK2934544T3 (da) |
| ES (2) | ES2706757T3 (da) |
| IN (1) | IN2015DN02999A (da) |
| LT (2) | LT2934544T (da) |
| MX (1) | MX364652B (da) |
| WO (1) | WO2014096116A1 (da) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HRP20181980T1 (hr) | 2012-12-21 | 2019-01-25 | Boehringer Ingelheim Vetmedica Gmbh | Ciklezonid za liječenje dišnih puteva kod konja |
| US10925964B2 (en) | 2012-12-21 | 2021-02-23 | Boehringer Ingelheim Vetmedica Gmbh | Pharmaceutical formulation comprising ciclesonide |
| MX370430B (es) * | 2014-06-18 | 2019-12-13 | Boehringer Ingelheim Vetmedica Gmbh | Antagonistas muscarínicos y sus combinaciones para el tratamiento de enfermedades de las vías respiratorias en caballos. |
| MY194619A (en) | 2016-06-02 | 2022-12-07 | Abbvie Inc | Glucocorticoid receptor agonist and immunoconjugates thereof |
| AU2018374634A1 (en) | 2017-12-01 | 2020-05-28 | Abbvie Inc. | Glucocorticoid receptor agonist and immunoconjugates thereof |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5954049A (en) * | 1991-10-15 | 1999-09-21 | Trudell Medical Limited | Equine mask with MDI adapter |
| DE19536902A1 (de) | 1995-10-04 | 1997-04-10 | Boehringer Ingelheim Int | Vorrichtung zur Hochdruckerzeugung in einem Fluid in Miniaturausführung |
| US5823179A (en) | 1996-02-13 | 1998-10-20 | 1263152 Ontario Inc. | Nebulizer apparatus and method |
| US6264923B1 (en) | 1998-05-13 | 2001-07-24 | 3M Innovative Properties Company | Medicinal aerosol formulation of ciclesonide and related compounds |
| US6706726B2 (en) | 2000-10-14 | 2004-03-16 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Anticholinergics which may be used as medicaments as well as processes for preparing them |
| DE10050994A1 (de) | 2000-10-14 | 2002-04-18 | Boehringer Ingelheim Pharma | Neue als Arneimittel einsetzbare Anticholinergika sowie Verfahren zu deren Herstellung |
| DE10062712A1 (de) * | 2000-12-15 | 2002-06-20 | Boehringer Ingelheim Pharma | Neue Arzneimittelkompositionen auf der Basis von Anticholinergika und Corticosteroiden |
| US6904908B2 (en) | 2002-05-21 | 2005-06-14 | Trudell Medical International | Visual indicator for an aerosol medication delivery apparatus and system |
| DE10237739A1 (de) | 2002-08-17 | 2004-02-26 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Inhalative Arzneimittel enthaltend ein neues Anticholinergikum in Kombination mit Corticosteroiden und Betamimetika |
| US7244742B2 (en) | 2002-08-17 | 2007-07-17 | Boehringer Ingelheim Pharma Gmbh & Co Kg | Pharmaceutical compositions for inhalation containing an anticholinergic, corticosteroid and betamimetic |
| WO2004023984A2 (en) | 2002-09-13 | 2004-03-25 | Smith C Steven | Novel composition and method for treatment of upper respiratory conditions |
| US20060293293A1 (en) * | 2003-05-22 | 2006-12-28 | Altana Pharma Ag | Salmeterol and ciclesonide combination |
| AU2004271744B2 (en) * | 2003-09-16 | 2010-07-29 | Covis Pharma B.V. | Use of ciclesonide for the treatment of respiratory diseases |
| PE20050941A1 (es) | 2003-12-16 | 2005-11-08 | Nycomed Gmbh | Suspensiones acuosas de ciclesonida para nebulizacion |
| EP1740188A1 (en) * | 2004-04-20 | 2007-01-10 | Altana Pharma AG | Use of ciclesonide for the treatment of respiratory diseases in a smoking patient |
| CA2568834A1 (en) * | 2004-06-29 | 2006-01-12 | Boehringer Ingelheim International Gmbh | Medicaments for inhalation comprising steroids and an anticholinergic |
| DE102004056579A1 (de) | 2004-11-23 | 2006-05-24 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Inhalative Arzneimittel enthaltend ein neues Anticholinergikum, Salmeterol und ein Steroid |
| UY30542A1 (es) * | 2006-08-18 | 2008-03-31 | Boehringer Ingelheim Int | Formulacion de aerosol para la inhalacion de agonistas beta |
| UY30543A1 (es) | 2006-08-18 | 2008-03-31 | Boehringer Ingelheim Int | Formulacion de aerosol para la inhalacion de beta- agonistas |
| US8815258B2 (en) | 2009-05-29 | 2014-08-26 | Pearl Therapeutics, Inc. | Compositions, methods and systems for respiratory delivery of two or more active agents |
| CN102458541A (zh) | 2009-06-25 | 2012-05-16 | 贝林格尔.英格海姆维特梅迪卡有限公司 | 吸入器 |
| EA201590030A1 (ru) | 2012-07-05 | 2015-09-30 | Арвен Айлак Санайи Ве Тиджарет А.С. | Ингаляторы сухого порошка, содержащие носитель, отличный от лактозы, и третий компонент |
| WO2014007766A1 (en) | 2012-07-05 | 2014-01-09 | Sanovel Ilac Sanayi Ve Ticaret Anonim Sirketi | Dry powder inhalers comprising a carrier other than lactose |
| US9539408B2 (en) | 2012-10-31 | 2017-01-10 | Trudell Medical International | Nebulizer apparatus |
| HRP20181980T1 (hr) | 2012-12-21 | 2019-01-25 | Boehringer Ingelheim Vetmedica Gmbh | Ciklezonid za liječenje dišnih puteva kod konja |
| US10925964B2 (en) | 2012-12-21 | 2021-02-23 | Boehringer Ingelheim Vetmedica Gmbh | Pharmaceutical formulation comprising ciclesonide |
| EP3035885B1 (en) | 2013-08-20 | 2019-12-25 | Boehringer Ingelheim Vetmedica GmbH | Inhaler |
| HRP20201987T1 (hr) | 2013-08-20 | 2021-02-05 | Boehringer Ingelheim Vetmedica Gmbh | Inhalator |
| MX370430B (es) | 2014-06-18 | 2019-12-13 | Boehringer Ingelheim Vetmedica Gmbh | Antagonistas muscarínicos y sus combinaciones para el tratamiento de enfermedades de las vías respiratorias en caballos. |
-
2013
- 2013-12-18 US US14/132,578 patent/US10925964B2/en active Active
- 2013-12-18 EP EP18204242.4A patent/EP3473255B1/en active Active
- 2013-12-18 ES ES13808056T patent/ES2706757T3/es active Active
- 2013-12-18 DK DK13808056.9T patent/DK2934544T3/da active
- 2013-12-18 ES ES18204242T patent/ES2909039T3/es active Active
- 2013-12-18 LT LTEP13808056.9T patent/LT2934544T/lt unknown
- 2013-12-18 EP EP13808056.9A patent/EP2934544B1/en active Active
- 2013-12-18 CA CA2888431A patent/CA2888431C/en active Active
- 2013-12-18 AU AU2013360692A patent/AU2013360692B2/en active Active
- 2013-12-18 LT LTEP18204242.4T patent/LT3473255T/lt unknown
- 2013-12-18 MX MX2015007731A patent/MX364652B/es active IP Right Grant
- 2013-12-18 WO PCT/EP2013/077266 patent/WO2014096116A1/en not_active Ceased
- 2013-12-18 IN IN2999DEN2015 patent/IN2015DN02999A/en unknown
- 2013-12-18 DK DK18204242.4T patent/DK3473255T3/da active
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2020
- 2020-12-23 US US17/132,038 patent/US11819549B2/en active Active
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2023
- 2023-10-05 US US18/481,566 patent/US20240024482A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP2934544A1 (en) | 2015-10-28 |
| EP3473255A1 (en) | 2019-04-24 |
| MX364652B (es) | 2019-05-03 |
| CA2888431A1 (en) | 2014-06-26 |
| US20240024482A1 (en) | 2024-01-25 |
| CA2888431C (en) | 2021-10-19 |
| US11819549B2 (en) | 2023-11-21 |
| AU2013360692A1 (en) | 2015-04-23 |
| US20210106685A1 (en) | 2021-04-15 |
| ES2909039T3 (es) | 2022-05-05 |
| IN2015DN02999A (da) | 2015-09-25 |
| EP3473255B1 (en) | 2022-01-12 |
| US20140179650A1 (en) | 2014-06-26 |
| US10925964B2 (en) | 2021-02-23 |
| AU2013360692B2 (en) | 2018-08-09 |
| LT3473255T (lt) | 2022-03-10 |
| MX2015007731A (es) | 2015-09-07 |
| EP2934544B1 (en) | 2018-11-07 |
| ES2706757T3 (es) | 2019-04-01 |
| DK3473255T3 (da) | 2022-04-04 |
| LT2934544T (lt) | 2019-02-25 |
| WO2014096116A1 (en) | 2014-06-26 |
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