EA022815B1 - Антагонист рецептора cgrp - Google Patents
Антагонист рецептора cgrp Download PDFInfo
- Publication number
- EA022815B1 EA022815B1 EA201270751A EA201270751A EA022815B1 EA 022815 B1 EA022815 B1 EA 022815B1 EA 201270751 A EA201270751 A EA 201270751A EA 201270751 A EA201270751 A EA 201270751A EA 022815 B1 EA022815 B1 EA 022815B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- compound
- pharmaceutically acceptable
- oxopropan
- dihydroquinolin
- indazol
- Prior art date
Links
- 239000003735 calcitonin gene related peptide receptor antagonist Substances 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 4
- 208000019695 Migraine disease Diseases 0.000 claims abstract description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 3
- -1 3- (7-methyl-1H-indazol-5-yl) -1- (4- (1-methylpiperidin-4-yl) piperazin-1-yl) 1-oxopropan- 2-yl Chemical group 0.000 claims description 3
- 230000001594 aberrant effect Effects 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 230000002062 proliferating effect Effects 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 208000032612 Glial tumor Diseases 0.000 claims 1
- 206010018338 Glioma Diseases 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 abstract description 2
- 206010027603 Migraine headaches Diseases 0.000 abstract description 2
- 206010028980 Neoplasm Diseases 0.000 abstract description 2
- 208000007920 Neurogenic Inflammation Diseases 0.000 abstract description 2
- 208000006673 asthma Diseases 0.000 abstract description 2
- 201000011510 cancer Diseases 0.000 abstract description 2
- 230000005796 circulatory shock Effects 0.000 abstract description 2
- 208000035475 disorder Diseases 0.000 abstract description 2
- 208000027866 inflammatory disease Diseases 0.000 abstract description 2
- 230000001272 neurogenic effect Effects 0.000 abstract description 2
- 230000024883 vasodilation Effects 0.000 abstract description 2
- 108090000932 Calcitonin Gene-Related Peptide Proteins 0.000 abstract 1
- 102100025588 Calcitonin gene-related peptide 1 Human genes 0.000 abstract 1
- 208000027418 Wounds and injury Diseases 0.000 abstract 1
- 230000006378 damage Effects 0.000 abstract 1
- 238000011010 flushing procedure Methods 0.000 abstract 1
- 208000014674 injury Diseases 0.000 abstract 1
- 230000009245 menopause Effects 0.000 abstract 1
- JJVAPHYEOZSKJZ-JGCGQSQUSA-N n-[(2r)-3-(7-methyl-1h-indazol-5-yl)-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-1-oxopropan-2-yl]-4-(2-oxo-1h-quinolin-3-yl)piperidine-1-carboxamide Chemical compound C1CN(C)CCC1N1CCN(C(=O)[C@@H](CC=2C=C3C=NNC3=C(C)C=2)NC(=O)N2CCC(CC2)C=2C(NC3=CC=CC=C3C=2)=O)CC1 JJVAPHYEOZSKJZ-JGCGQSQUSA-N 0.000 abstract 1
- 206010020565 Hyperaemia Diseases 0.000 description 1
- 239000005557 antagonist Substances 0.000 description 1
- 210000002345 respiratory system Anatomy 0.000 description 1
- 230000003685 thermal hair damage Effects 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
- A61K31/4725—Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- 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
-
- 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
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/12—Drugs for genital or sexual disorders; Contraceptives for climacteric disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- 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
- A61P35/00—Antineoplastic agents
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Epidemiology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Reproductive Health (AREA)
- Endocrinology (AREA)
- Dermatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Abstract
Изобретение, в целом, относится к соединению формулы I, (R)-N-(3-(7-метил-1Н-индазол-5-ил)-1-(4-(1-метилпиперидин-4-ил)пиперазин-1-ил)-1-оксопропан-2-ил)-4-(2-оксо-1,2-дигидрохинолин-3-ил)пиперидин-1-карбоксамиду, включающему в себя фармацевтически приемлемые соли, которое представляет собой антагонист CGRP-рецептора. Изобретение также относится к фармацевтическим композициям и способам для применения соединения в лечении расстройств, связанных с CGRP, включающих в себя мигренозные головные боли, нейрогенную вазодилатацию, нейрогенное воспаление, термическое повреждение, циркуляторный шок, гиперемию, связанную с менопаузой, воспалительные заболевания дыхательных путей, такие как астма, хроническое обструктивное заболевание легких (ХОЗЛ), и раковая опухоль.
Description
(57) Изобретение, в целом, относится к соединению формулы I, (К.)-И-(3-(7-метил-1Н-индазол-5-ил)-1(4-( 1 -метилпиперидин-4-ил)пиперазин-1 -ил)- 1-оксопропан-2-ил)-4-(2-оксо-1,2дигидрохинолин-3-ил)пиперидин-1-карбоксамиду, включающему в себя фармацевтически приемлемые соли, которое представляет собой антагонист ССКР-рецептора. Изобретение также относится к фармацевтическим композициям и способам для применения соединения в лечении расстройств, связанных с ССКР, включающих в себя мигренозные головные боли, нейрогенную вазодилатацию, нейрогенное воспаление, термическое повреждение, циркуляторный шок, гиперемию, связанную с менопаузой, воспалительные заболевания дыхательных путей, такие как астма, хроническое обструктивное заболевание легких (ХОЗЛ), и раковая опухоль.
Claims (7)
1. Соединение (К)-И-(3-(7-метил-1Н-индазол-5-ил)-1-(4-(1-метилпиперидин-4-ил)пиперазин-1-ил)1-оксопропан-2-ил)-4-(2-оксо-1,2-дигидрохинолин-3-ил)пиперидин-1-карбоксамид или его фармацевтически приемлемая соль
2. Фармацевтическая композиция для лечения состояния, связанного с аберрантными уровнями ССКР или сигнального ССКР рецептора, содержащая фармацевтически эффективное количество (К)-И(3 -(7 -метил-1Н-индазол-5-ил)-1 -(4-( 1 -метилпиперидин-4-ил)пиперазин-1 -ил)-1-оксопропан-2-ил)-4-(2-оксо-1,2-дигидрохинолин-3-ил)пиперидин-1-карбоксамида в сочетании с фармацевтически приемлемым адъювантом, носителем или растворителем.
3. Способ лечения состояния, связанного с аберрантными уровнями ССКР или сигнального ССКР рецептора, включающий введение терапевтически эффективного количества соединения по п. 1 или его фармацевтически приемлемой соли пациенту.
4. Способ по п.3, отличающийся тем, что состояние представляет собой мигрень.
- 19 022815
5. Способ по п.3, отличающийся тем, что состояние представляет собой нейропатическую боль.
6. Способ лечения пролиферативного заболевания, включающий в себя введение терапевтически эффективного количества соединения по п.1 или его фармацевтически приемлемой соли пациенту.
7. Способ по п.6, отличающийся тем, что пролиферативное заболевание представляет собой рак молочной железы или глиому.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31901510P | 2010-03-30 | 2010-03-30 | |
| PCT/US2011/028168 WO2011123232A1 (en) | 2010-03-30 | 2011-03-11 | Cgrp receptor antagonist |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA201270751A1 EA201270751A1 (ru) | 2013-02-28 |
| EA022815B1 true EA022815B1 (ru) | 2016-03-31 |
Family
ID=43896902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201270751A EA022815B1 (ru) | 2010-03-30 | 2011-03-11 | Антагонист рецептора cgrp |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US8481546B2 (ru) |
| EP (1) | EP2552906B1 (ru) |
| JP (1) | JP5908455B2 (ru) |
| KR (3) | KR101854249B1 (ru) |
| CN (1) | CN102834388B (ru) |
| AR (1) | AR080746A1 (ru) |
| AU (1) | AU2011233627B2 (ru) |
| BR (1) | BR112012024785B1 (ru) |
| CA (1) | CA2794950C (ru) |
| CL (1) | CL2012002739A1 (ru) |
| CY (1) | CY1117593T1 (ru) |
| DK (1) | DK2552906T3 (ru) |
| EA (1) | EA022815B1 (ru) |
| ES (1) | ES2562610T3 (ru) |
| HK (1) | HK1174914A1 (ru) |
| HR (1) | HRP20160287T1 (ru) |
| HU (1) | HUE028735T2 (ru) |
| IL (1) | IL221665A (ru) |
| MX (1) | MX2012010725A (ru) |
| NZ (1) | NZ603231A (ru) |
| PE (1) | PE20130340A1 (ru) |
| PL (1) | PL2552906T3 (ru) |
| PT (1) | PT2552906E (ru) |
| RS (1) | RS54608B1 (ru) |
| SG (1) | SG183918A1 (ru) |
| SI (1) | SI2552906T1 (ru) |
| SM (1) | SMT201600078B (ru) |
| TW (1) | TWI483937B (ru) |
| WO (1) | WO2011123232A1 (ru) |
| ZA (1) | ZA201207292B (ru) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201519196D0 (en) * | 2015-10-30 | 2015-12-16 | Heptares Therapeutics Ltd | CGRP Receptor Antagonists |
| GB201519194D0 (en) * | 2015-10-30 | 2015-12-16 | Heptares Therapeutics Ltd | CGRP receptor antagonists |
| GB201519195D0 (en) | 2015-10-30 | 2015-12-16 | Heptares Therapeutics Ltd | CGRP Receptor Antagonists |
| GB201707938D0 (en) | 2017-05-17 | 2017-06-28 | Univ Sheffield | Compounds |
| US12030868B2 (en) * | 2018-10-13 | 2024-07-09 | Pfizer Ireland Pharmaceuticals | Prodrugs of CGRP antagonists |
| EP3911409A4 (en) * | 2019-01-20 | 2022-10-19 | Biohaven Pharmaceutical Holding Company Ltd. | CGRP ANTAGONISTS FOR TREATMENT OF BREAKTHROUGHT MIGRAINE |
| EP3952899A1 (en) | 2019-04-11 | 2022-02-16 | R.P. Scherer Technologies, LLC | Formulation for oral delivery of proteins, peptides and small molecules with poor permeability |
| JP2023507094A (ja) * | 2019-12-17 | 2023-02-21 | バイオヘイブン・ファーマシューティカル・ホールディング・カンパニー・リミテッド | Ｃｇｒｐ阻害剤の鼻腔内医薬組成物 |
| KR20230088442A (ko) * | 2020-11-19 | 2023-06-19 | 화이자 아일랜드 파마슈티컬즈 | Cgrp 억제제의 개선된 전달을 위한 조성물 |
| KR20230157986A (ko) | 2021-03-02 | 2023-11-17 | 체게에르페 다이어그노스틱스 게엠베하 | 편투통 발생의 치료 및/또는 저감 |
| WO2022217008A1 (en) | 2021-04-09 | 2022-10-13 | Teva Czech Industries S.R.O | Solid state forms of zavegepant and process for preparation thereof |
| WO2023026205A1 (en) | 2021-08-24 | 2023-03-02 | Cgrp Diagnostics Gmbh | Preventative treatment of migraine |
| WO2024046223A1 (zh) * | 2022-08-30 | 2024-03-07 | 熙源安健医药（上海）有限公司 | 吲唑甲酰胺类衍生物及其制备方法和用途 |
| WO2024100599A1 (en) | 2022-11-09 | 2024-05-16 | Teva Czech Industries S.R.O. | Solid state forms of zavegepant hydrochloride and process for preparation thereof |
| CN116003387B (zh) * | 2022-11-20 | 2024-03-26 | 药康众拓(北京)医药科技有限公司 | 一种氘代吲唑丙酰胺类化合物、药物组合物和用途 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2487976C (en) * | 2002-06-05 | 2011-07-26 | Bristol-Myers Squibb Company | Calcitonin gene related peptide receptor antagonists |
| US7220862B2 (en) | 2002-06-05 | 2007-05-22 | Bristol-Myers Squibb Company | Calcitonin gene related peptide receptor antagonists |
| EP1722792A1 (de) | 2004-03-03 | 2006-11-22 | Boehringer Ingelheim International GmbH | Ausgewählte cgrp-antagonisten, verfahren zu deren herstellung sowie deren verwendung als arzneimittel |
| US7834007B2 (en) | 2005-08-25 | 2010-11-16 | Bristol-Myers Squibb Company | CGRP antagonists |
| CN101495480B (zh) * | 2006-05-03 | 2013-07-10 | 百时美施贵宝公司 | 作为降钙素基因相关肽受体拮抗剂的受限化合物 |
| WO2010006168A2 (en) | 2008-07-09 | 2010-01-14 | University Of Rochester | Methods of treating cancer using and agent that modulates activity of the calcitonin-gene related peptide ("cgrp") receptor |
-
2011
- 2011-03-02 US US13/038,550 patent/US8481546B2/en active Active
- 2011-03-11 ES ES11710087.5T patent/ES2562610T3/es active Active
- 2011-03-11 NZ NZ603231A patent/NZ603231A/en unknown
- 2011-03-11 PL PL11710087T patent/PL2552906T3/pl unknown
- 2011-03-11 SI SI201130765A patent/SI2552906T1/sl unknown
- 2011-03-11 MX MX2012010725A patent/MX2012010725A/es active IP Right Grant
- 2011-03-11 KR KR1020177015456A patent/KR101854249B1/ko active IP Right Grant
- 2011-03-11 EA EA201270751A patent/EA022815B1/ru not_active IP Right Cessation
- 2011-03-11 SG SG2012065744A patent/SG183918A1/en unknown
- 2011-03-11 KR KR1020187011875A patent/KR20180049168A/ko not_active Application Discontinuation
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