EA027145B1 - ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ, СОДЕРЖАЩАЯ (1r,4r)-6'-ФТОР-N,N-ДИМЕТИЛ-4-ФЕНИЛ-4',9'-ДИГИДРО-3'H-СПИРО[ЦИКЛОГЕКСАН-1,1'-ПИРАНО[3,4,b]ИНДОЛ]-4-АМИН И НПРС - Google Patents
ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ, СОДЕРЖАЩАЯ (1r,4r)-6'-ФТОР-N,N-ДИМЕТИЛ-4-ФЕНИЛ-4',9'-ДИГИДРО-3'H-СПИРО[ЦИКЛОГЕКСАН-1,1'-ПИРАНО[3,4,b]ИНДОЛ]-4-АМИН И НПРС Download PDFInfo
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- EA027145B1 EA027145B1 EA201401270A EA201401270A EA027145B1 EA 027145 B1 EA027145 B1 EA 027145B1 EA 201401270 A EA201401270 A EA 201401270A EA 201401270 A EA201401270 A EA 201401270A EA 027145 B1 EA027145 B1 EA 027145B1
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- EA
- Eurasian Patent Office
- Prior art keywords
- pharmacologically active
- active ingredient
- dosage form
- pharmaceutical dosage
- accordance
- Prior art date
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Classifications
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- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- 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
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/196—Carboxylic acids, e.g. valproic acid having an amino group the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
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- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
- A61K31/405—Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
-
- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Physical Education & Sports Medicine (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12003895 | 2012-05-18 | ||
| PCT/EP2013/001470 WO2013170971A1 (en) | 2012-05-18 | 2013-05-16 | Pharmaceutical composition comprising (1r,4r)-6'-fluoro-n,n-dimethyl-4-phenyl-4',9'-dihydro-3'h-spiro[cyclohexane-1,1'-pyrano [3,4,b]indol]-4-amine and a nsar |
Publications (2)
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| EA201401270A1 EA201401270A1 (ru) | 2016-05-31 |
| EA027145B1 true EA027145B1 (ru) | 2017-06-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201401270A EA027145B1 (ru) | 2012-05-18 | 2013-05-16 | ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ, СОДЕРЖАЩАЯ (1r,4r)-6'-ФТОР-N,N-ДИМЕТИЛ-4-ФЕНИЛ-4',9'-ДИГИДРО-3'H-СПИРО[ЦИКЛОГЕКСАН-1,1'-ПИРАНО[3,4,b]ИНДОЛ]-4-АМИН И НПРС |
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| EP (1) | EP2849747B1 (enExample) |
| JP (1) | JP6116678B2 (enExample) |
| CN (1) | CN104284660A (enExample) |
| AU (1) | AU2013262077B2 (enExample) |
| BR (1) | BR112014028566A2 (enExample) |
| CA (1) | CA2873867A1 (enExample) |
| CY (1) | CY1119781T1 (enExample) |
| DK (1) | DK2849747T3 (enExample) |
| EA (1) | EA027145B1 (enExample) |
| ES (1) | ES2658217T3 (enExample) |
| HR (1) | HRP20171725T1 (enExample) |
| HU (1) | HUE034658T2 (enExample) |
| IL (1) | IL235653B (enExample) |
| LT (1) | LT2849747T (enExample) |
| MX (1) | MX356493B (enExample) |
| NO (1) | NO2849747T3 (enExample) |
| PL (1) | PL2849747T3 (enExample) |
| PT (1) | PT2849747T (enExample) |
| RS (1) | RS56788B1 (enExample) |
| SI (1) | SI2849747T1 (enExample) |
| WO (1) | WO2013170971A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107427493A (zh) | 2015-01-23 | 2017-12-01 | 格吕伦塔尔有限公司 | 用于治疗肝功能受损和/或肾功能受损的受试者的疼痛的Cebranopadol |
| WO2016168388A2 (en) | 2015-04-14 | 2016-10-20 | Palatin Technologies, Inc. | Therapies for obesity, diabetes and related indications |
| MX2018010367A (es) | 2016-02-29 | 2018-12-10 | Guenenthal Gmbh | Titulacion de cebranopadol. |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5310936A (en) * | 1989-05-22 | 1994-05-10 | Biochemical Veterinary Research Pty. Ltd. | Preparation of divalent metal salts of indomethacin |
| EP1219304A2 (de) * | 2000-12-28 | 2002-07-03 | Fresenius Kabi Austria GmbH | Stabile Infusionslösung von Diclofenac-Salzen, deren Herstellung und Verwendung |
| EP1457202A2 (en) * | 2003-03-10 | 2004-09-15 | Yung Shin Pharm. Ind. Co. Ltd. | Topical formulation comprising a NSAID, preferably diclofenac, for alleviating pain/inflammation caused by herpes virus infection |
| WO2005066183A1 (de) * | 2003-12-23 | 2005-07-21 | Grünenthal GmbH | Spirocyclische cyclohexan-derivate mit affinität zum orl1-rezeptor |
| US20080125475A1 (en) * | 2006-09-29 | 2008-05-29 | Grunenthal Gmbh | Mixed ORL1/mu-agonists for the treatment of pain |
| US20110319440A1 (en) * | 2002-11-11 | 2011-12-29 | Gruenenthal Gmbh | Process for Preparing Spirocyclic Cyclohexane Compounds, Compositions Containing Such Compounds and Method of Using Such Compounds |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0068838B1 (en) | 1981-06-26 | 1986-09-17 | The Upjohn Company | Analgesic process and composition |
| US4389393A (en) | 1982-03-26 | 1983-06-21 | Forest Laboratories, Inc. | Sustained release therapeutic compositions based on high molecular weight hydroxypropylmethylcellulose |
| US4404208A (en) * | 1982-06-30 | 1983-09-13 | E. I. Du Pont De Nemours And Company | Analgesic mixture of nalbuphine and tiflamizole |
| US4783337A (en) | 1983-05-11 | 1988-11-08 | Alza Corporation | Osmotic system comprising plurality of members for dispensing drug |
| US4612008A (en) | 1983-05-11 | 1986-09-16 | Alza Corporation | Osmotic device with dual thermodynamic activity |
| US4765989A (en) | 1983-05-11 | 1988-08-23 | Alza Corporation | Osmotic device for administering certain drugs |
| US5472711A (en) | 1992-07-30 | 1995-12-05 | Edward Mendell Co., Inc. | Agglomerated hydrophilic complexes with multi-phasic release characteristics |
| US5330761A (en) | 1993-01-29 | 1994-07-19 | Edward Mendell Co. Inc. | Bioadhesive tablet for non-systemic use products |
| US5455046A (en) | 1993-09-09 | 1995-10-03 | Edward Mendell Co., Inc. | Sustained release heterodisperse hydrogel systems for insoluble drugs |
| US5399362A (en) | 1994-04-25 | 1995-03-21 | Edward Mendell Co., Inc. | Once-a-day metoprolol oral dosage form |
| US5914129A (en) | 1996-07-23 | 1999-06-22 | Mauskop; Alexander | Analgesic composition for treatment of migraine headaches |
| ATE359827T1 (de) | 2002-06-17 | 2007-05-15 | Chiesi Farma Spa | Prozess für die vorbereitung von piroxicam: beta- cyclodextrin einschlusskomplexe |
| DE10257824B4 (de) | 2002-12-10 | 2004-11-11 | Kochem, Hans-Günter, Dr. | Zusammensetzung zur Schmerzbehandlung, insbesondere zur Behandlung von Gelenkschmerzen |
| US20100297252A1 (en) | 2003-03-03 | 2010-11-25 | Elan Pharma International Ltd. | Nanoparticulate meloxicam formulations |
| AU2006257274A1 (en) * | 2005-06-17 | 2006-12-21 | Pfizer Inc. | Alpha-(aryl-or heteroaryl-methyl)-beta piperidino propanamide compounds as ORL1-receptor antagonists |
| CN102675136B (zh) * | 2006-04-28 | 2016-01-20 | 格吕伦塔尔有限公司 | 包含3-(3-二甲基氨基-1-乙基-2-甲基-丙基)-苯酚和nsaid的药物组合物 |
| CN101147735A (zh) | 2006-09-19 | 2008-03-26 | 沈阳华泰药物研究有限公司 | 注射用药物组合物及其药盒 |
| DE102006056458A1 (de) | 2006-11-28 | 2008-05-29 | Grünenthal GmbH | Arzneimittelzubereitung von Tramadol und Acetaminophen |
| US20100279984A1 (en) * | 2007-10-09 | 2010-11-04 | Merck Patent Gmbh | Pharmaceutical compositions containing benfotiamine and one or one more pharmaceutically active agents for the treatment of pain conditions of neuropathic origin |
| CN100560061C (zh) | 2008-06-20 | 2009-11-18 | 海南锦瑞制药股份有限公司 | 一种氯诺昔康冻干粉针剂及其制备方法 |
| WO2010025931A2 (en) * | 2008-09-05 | 2010-03-11 | Grünenthal GmbH | Pharmaceutical combination |
| CA2735139A1 (en) * | 2008-09-05 | 2010-03-11 | Petra Bloms-Funke | Pharmaceutical combination comprising 6-dimethylaminomethyl-1-(3-methoxy-phenyl)-cyclohexane-1,3-diol and an nsaid |
| RU2589831C2 (ru) * | 2010-08-04 | 2016-07-10 | Грюненталь Гмбх | ЛЕКАРСТВЕННАЯ ДОЗИРОВАННАЯ ФОРМА, КОТОРАЯ СОДЕРЖИТ 6'-ФТОР-(N-МЕТИЛ- ИЛИ N, N-ДИМЕТИЛ-)-4-ФЕНИЛ-4', 9'-ДИГИДРО-3'Н-СПИРО[ЦИКЛОГЕКСАН-1, 1'-ПИРАНО[3, 4, b]ИНДОЛ]-4-АМИН |
| EP3459533A1 (en) * | 2010-08-04 | 2019-03-27 | Grünenthal GmbH | Pharmaceutical dosage form comprising 6'-fluoro-(n-methyl- or n,n-dimethyl-)-4-phenyl-4',9'-dihydro-3'h-spiro[cyclohexane-1,1'-pyrano[3,4,b]indol]-4-amine for the treatment of nociceptive pain |
| AR082559A1 (es) * | 2010-08-04 | 2012-12-19 | Gruenenthal Gmbh | Forma de dosificacion farmaceutica que comprende 6’-fluoro-(n-metil- o n,n-dimetil)-4’-fenil-4’,9’-dihidro-3’h-espiro[ciclohexan-1,1’-pirano[3,4,b]indol]-4-amina |
-
2013
- 2013-05-13 US US13/892,732 patent/US8912226B2/en active Active
- 2013-05-16 LT LTEP13725072.6T patent/LT2849747T/lt unknown
- 2013-05-16 EA EA201401270A patent/EA027145B1/ru not_active IP Right Cessation
- 2013-05-16 HU HUE13725072A patent/HUE034658T2/hu unknown
- 2013-05-16 SI SI201330926T patent/SI2849747T1/en unknown
- 2013-05-16 RS RS20180063A patent/RS56788B1/sr unknown
- 2013-05-16 CN CN201380025645.4A patent/CN104284660A/zh active Pending
- 2013-05-16 MX MX2014013028A patent/MX356493B/es active IP Right Grant
- 2013-05-16 PL PL13725072T patent/PL2849747T3/pl unknown
- 2013-05-16 BR BR112014028566A patent/BR112014028566A2/pt active Search and Examination
- 2013-05-16 CA CA2873867A patent/CA2873867A1/en not_active Abandoned
- 2013-05-16 DK DK13725072.6T patent/DK2849747T3/en active
- 2013-05-16 NO NO13725072A patent/NO2849747T3/no unknown
- 2013-05-16 EP EP13725072.6A patent/EP2849747B1/en not_active Not-in-force
- 2013-05-16 AU AU2013262077A patent/AU2013262077B2/en not_active Ceased
- 2013-05-16 HR HRP20171725TT patent/HRP20171725T1/hr unknown
- 2013-05-16 WO PCT/EP2013/001470 patent/WO2013170971A1/en not_active Ceased
- 2013-05-16 JP JP2015511957A patent/JP6116678B2/ja active Active
- 2013-05-16 ES ES13725072.6T patent/ES2658217T3/es active Active
- 2013-05-16 PT PT137250726T patent/PT2849747T/pt unknown
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2014
- 2014-11-12 IL IL235653A patent/IL235653B/en active IP Right Grant
-
2018
- 2018-01-16 CY CY20181100051T patent/CY1119781T1/el unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5310936A (en) * | 1989-05-22 | 1994-05-10 | Biochemical Veterinary Research Pty. Ltd. | Preparation of divalent metal salts of indomethacin |
| EP1219304A2 (de) * | 2000-12-28 | 2002-07-03 | Fresenius Kabi Austria GmbH | Stabile Infusionslösung von Diclofenac-Salzen, deren Herstellung und Verwendung |
| US20110319440A1 (en) * | 2002-11-11 | 2011-12-29 | Gruenenthal Gmbh | Process for Preparing Spirocyclic Cyclohexane Compounds, Compositions Containing Such Compounds and Method of Using Such Compounds |
| EP1457202A2 (en) * | 2003-03-10 | 2004-09-15 | Yung Shin Pharm. Ind. Co. Ltd. | Topical formulation comprising a NSAID, preferably diclofenac, for alleviating pain/inflammation caused by herpes virus infection |
| WO2005066183A1 (de) * | 2003-12-23 | 2005-07-21 | Grünenthal GmbH | Spirocyclische cyclohexan-derivate mit affinität zum orl1-rezeptor |
| US20080125475A1 (en) * | 2006-09-29 | 2008-05-29 | Grunenthal Gmbh | Mixed ORL1/mu-agonists for the treatment of pain |
Also Published As
| Publication number | Publication date |
|---|---|
| HK1204938A1 (en) | 2015-12-11 |
| MX356493B (es) | 2018-05-31 |
| EP2849747A1 (en) | 2015-03-25 |
| BR112014028566A2 (pt) | 2017-06-27 |
| JP6116678B2 (ja) | 2017-04-19 |
| ES2658217T3 (es) | 2018-03-08 |
| DK2849747T3 (en) | 2017-12-04 |
| PL2849747T3 (pl) | 2018-03-30 |
| LT2849747T (lt) | 2018-01-25 |
| NO2849747T3 (enExample) | 2018-03-31 |
| SI2849747T1 (en) | 2018-04-30 |
| AU2013262077A1 (en) | 2015-01-22 |
| IL235653A0 (en) | 2015-01-29 |
| RS56788B1 (sr) | 2018-04-30 |
| AU2013262077B2 (en) | 2017-10-26 |
| CA2873867A1 (en) | 2013-11-21 |
| US8912226B2 (en) | 2014-12-16 |
| MX2014013028A (es) | 2015-02-04 |
| US20130317075A1 (en) | 2013-11-28 |
| EA201401270A1 (ru) | 2016-05-31 |
| WO2013170971A1 (en) | 2013-11-21 |
| HUE034658T2 (hu) | 2018-02-28 |
| HRP20171725T1 (hr) | 2017-12-29 |
| EP2849747B1 (en) | 2017-11-01 |
| JP2015516451A (ja) | 2015-06-11 |
| IL235653B (en) | 2018-08-30 |
| CY1119781T1 (el) | 2018-06-27 |
| CN104284660A (zh) | 2015-01-14 |
| PT2849747T (pt) | 2018-02-07 |
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| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
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