NO331773B1 - Mangankelater, sammensetninger omfattende slike og anvendelse av disse som kontrastmidler for magnettomografi (MR) - Google Patents
Mangankelater, sammensetninger omfattende slike og anvendelse av disse som kontrastmidler for magnettomografi (MR) Download PDFInfo
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- NO331773B1 NO331773B1 NO20093555A NO20093555A NO331773B1 NO 331773 B1 NO331773 B1 NO 331773B1 NO 20093555 A NO20093555 A NO 20093555A NO 20093555 A NO20093555 A NO 20093555A NO 331773 B1 NO331773 B1 NO 331773B1
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- 239000002872 contrast media Substances 0.000 title claims abstract description 29
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- 238000002595 magnetic resonance imaging Methods 0.000 title abstract 2
- 239000011572 manganese Substances 0.000 title description 14
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 title description 12
- 229910052748 manganese Inorganic materials 0.000 title description 12
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 claims abstract description 12
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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- 229910021380 Manganese Chloride Inorganic materials 0.000 description 2
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 2
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- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 2
- 125000005490 tosylate group Chemical group 0.000 description 2
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- RZESKRXOCXWCFX-UHFFFAOYSA-N 2-[bis[2-[carboxymethyl-[2-(methylamino)-2-oxoethyl]amino]ethyl]amino]acetic acid Chemical compound CNC(=O)CN(CC(O)=O)CCN(CC(O)=O)CCN(CC(O)=O)CC(=O)NC RZESKRXOCXWCFX-UHFFFAOYSA-N 0.000 description 1
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- LNMUPMQUMCDOKO-UHFFFAOYSA-N 3,6,9,15-tetrazabicyclo[9.3.1]pentadeca-1(15),11,13-triene Chemical compound C1NCCNCCNCC2=CC=CC1=N2 LNMUPMQUMCDOKO-UHFFFAOYSA-N 0.000 description 1
- IHEBMGYEECNNJH-UHFFFAOYSA-N 4-aminopyridine-2,6-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=NC(C(O)=O)=C1 IHEBMGYEECNNJH-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
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- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 1
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
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- DCTUDWALVLSNML-UHFFFAOYSA-N [4-amino-6-(hydroxymethyl)pyridin-2-yl]methanol Chemical compound NC1=CC(CO)=NC(CO)=C1 DCTUDWALVLSNML-UHFFFAOYSA-N 0.000 description 1
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- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 description 1
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- BLORRZQTHNGFTI-ZZMNMWMASA-L calcium-L-ascorbate Chemical compound [Ca+2].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] BLORRZQTHNGFTI-ZZMNMWMASA-L 0.000 description 1
- NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 description 1
- BHRQIJRLOVHRKH-UHFFFAOYSA-L calcium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate;hydron Chemical compound [Ca+2].OC(=O)CN(CC(O)=O)CCN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O BHRQIJRLOVHRKH-UHFFFAOYSA-L 0.000 description 1
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- 238000010276 construction Methods 0.000 description 1
- MZTSUWWTESDXNW-UHFFFAOYSA-N dimethyl 4-aminopyridine-2,6-dicarboxylate Chemical compound COC(=O)C1=CC(N)=CC(C(=O)OC)=N1 MZTSUWWTESDXNW-UHFFFAOYSA-N 0.000 description 1
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- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 1
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- 230000001988 toxicity Effects 0.000 description 1
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- 229910052723 transition metal Inorganic materials 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
- A61K49/101—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals
- A61K49/106—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals the complex-forming compound being cyclic, e.g. DOTA
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
- A61K49/12—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Radiology & Medical Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Magnetic Resonance Imaging Apparatus (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (19)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO20093555A NO331773B1 (no) | 2009-12-18 | 2009-12-18 | Mangankelater, sammensetninger omfattende slike og anvendelse av disse som kontrastmidler for magnettomografi (MR) |
| DK10805224.2T DK2512524T3 (en) | 2009-12-18 | 2010-12-17 | Manganchelater and their use as contrast agents in magnetic resonance imaging (mri) |
| KR1020127015488A KR101860160B1 (ko) | 2009-12-18 | 2010-12-17 | 망가니즈 킬레이트 및 자기 공명 영상화 （ｍｒｉ） 조영제로서의 그의 용도 |
| PCT/EP2010/070029 WO2011073371A1 (en) | 2009-12-18 | 2010-12-17 | Manganese chelates and their use as contrast agents in magnetic resonance imaging (mri) |
| JP2012543778A JP5879268B2 (ja) | 2009-12-18 | 2010-12-17 | マンガンキレート並びに磁気共鳴イメージング（ｍｒｉ）における造影剤としての使用 |
| CN201080056567.0A CN102639152B (zh) | 2009-12-18 | 2010-12-17 | 锰螯合物及其作为磁共振成像(mri)中造影剂的用途 |
| BR112012013761A BR112012013761A2 (pt) | 2009-12-18 | 2010-12-17 | quelatos de manganês e seu uso como os agentes de contraste na formação de imagem pela ressonância magnética (mri) |
| ES10805224.2T ES2606165T3 (es) | 2009-12-18 | 2010-12-17 | Quelatos de manganeso y su uso como agentes de contraste en estudios de imagen por resonacia magnética (IRM) |
| EP10805224.2A EP2512524B1 (en) | 2009-12-18 | 2010-12-17 | Manganese chelates and their use as contrast agents in magnetic resonance imaging (mri) |
| LTEP10805224.2T LT2512524T (lt) | 2009-12-18 | 2010-12-17 | Mangano chelatai ir jų, kaip kontrastinių medžiagų magnetinio rezonanso tomografijai (mrt), panaudojimas |
| RU2012124266/04A RU2561718C2 (ru) | 2009-12-18 | 2010-12-17 | Хелаты марганца и их применение в качестве контрастных агентов в магнитно-резонансной визуализации (mpb) |
| MX2012007041A MX2012007041A (es) | 2009-12-18 | 2010-12-17 | Quelados de manganeso y su uso como agentes de contraste en elaboracion de imagen de resonancia magnetica (mri). |
| AU2010332760A AU2010332760B2 (en) | 2009-12-18 | 2010-12-17 | Manganese chelates and their use as contrast agents in magnetic resonance imaging (MRI) |
| PT108052242T PT2512524T (pt) | 2009-12-18 | 2010-12-17 | Quelatos de manganês e sua utilização como agentes de contraste em imagiologia de ressonância magnética (irm) |
| CA2781228A CA2781228A1 (en) | 2009-12-18 | 2010-12-17 | Manganese chelates and their use as contrast agents in magnetic resonance imaging (mri) |
| HUE10805224A HUE032152T2 (en) | 2009-12-18 | 2010-12-17 | Manganese chelates and their use as contrast agents in magnetic nuclear resonance imaging (MRI) |
| US13/510,064 US9486544B2 (en) | 2009-12-18 | 2010-12-17 | Manganese chelates and their use as contrast agents in magnetic resonance imaging (MRI) |
| PL10805224T PL2512524T3 (pl) | 2009-12-18 | 2010-12-17 | Chelaty manganu i ich zastosowanie jako środki kontrastowe w obrazowaniu metodą rezonansu magnetycznego (mri) |
| HRP20161627TT HRP20161627T1 (hr) | 2009-12-18 | 2016-12-02 | Kelati mangana i njihova uporaba kao kontrastnih sredstava u magnetskoj rezonanciji (mri) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO20093555A NO331773B1 (no) | 2009-12-18 | 2009-12-18 | Mangankelater, sammensetninger omfattende slike og anvendelse av disse som kontrastmidler for magnettomografi (MR) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO20093555A1 NO20093555A1 (no) | 2011-06-20 |
| NO331773B1 true NO331773B1 (no) | 2012-03-26 |
Family
ID=43770529
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20093555A NO331773B1 (no) | 2009-12-18 | 2009-12-18 | Mangankelater, sammensetninger omfattende slike og anvendelse av disse som kontrastmidler for magnettomografi (MR) |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US9486544B2 (ko) |
| EP (1) | EP2512524B1 (ko) |
| JP (1) | JP5879268B2 (ko) |
| KR (1) | KR101860160B1 (ko) |
| CN (1) | CN102639152B (ko) |
| AU (1) | AU2010332760B2 (ko) |
| BR (1) | BR112012013761A2 (ko) |
| CA (1) | CA2781228A1 (ko) |
| DK (1) | DK2512524T3 (ko) |
| ES (1) | ES2606165T3 (ko) |
| HR (1) | HRP20161627T1 (ko) |
| HU (1) | HUE032152T2 (ko) |
| LT (1) | LT2512524T (ko) |
| MX (1) | MX2012007041A (ko) |
| NO (1) | NO331773B1 (ko) |
| PL (1) | PL2512524T3 (ko) |
| PT (1) | PT2512524T (ko) |
| RU (1) | RU2561718C2 (ko) |
| WO (1) | WO2011073371A1 (ko) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2626582T5 (es) | 2013-04-26 | 2022-10-07 | Guerbet Sa | Formulación de producto de contraste y su procedimiento de preparación asociado |
| EP3101012A1 (en) | 2015-06-04 | 2016-12-07 | Bayer Pharma Aktiengesellschaft | New gadolinium chelate compounds for use in magnetic resonance imaging |
| US10968224B2 (en) | 2015-11-26 | 2021-04-06 | Debreceni Egyetem | 2,11-diaza-[3.3](2,6)pyridinophane compounds and their application as ligands of essential metal ion based MRI contrast agents and 52MN based PET contrast agents |
| EP3380472A1 (en) | 2015-11-26 | 2018-10-03 | Debreceni Egyetem | New 3,6,9, 15-tetraaza-bicyclo [9.3.1 ]pentadeca- 1(14), 11(15), 12-triene based compounds and their application as ligands of essential metal ion based mri and 52mn based pet contrast agents |
| US10494379B2 (en) | 2015-11-26 | 2019-12-03 | Debreceni Egyetem | 6-oxa-3,9,15-triaza-bicyclo[9.3.1]pentadeca-1(14),11(15),12-triene derivatives based compounds and their application as ligands of essential metal ion based MRI and 52MN based PET contrast agents |
| GB201610738D0 (en) * | 2016-06-20 | 2016-08-03 | Ge Healthcare As | Chelate compounds |
| US10975060B2 (en) | 2016-11-28 | 2021-04-13 | Bayer Pharma Aktiengesellschaft | High relaxivity gadolinium chelate compounds for use in magnetic resonance imaging |
| KR102550339B1 (ko) | 2016-12-21 | 2023-07-04 | 지이 헬스케어 에이에스 | Mri 영상화제로서 적합한 테트라아자비시클로-매크로사이클 기재의 망가니즈 킬레이트 화합물 |
| EP3728168B1 (en) | 2017-12-20 | 2022-03-30 | General Electric Company | Anionic chelate compounds |
| PE20211471A1 (es) | 2018-11-23 | 2021-08-05 | Bayer Ag | Formulacion de medios de contraste y proceso para prepararlos |
| CN111233982B (zh) * | 2018-11-28 | 2023-03-03 | 深圳先进技术研究院 | 一种小分子蛋白质及其应用 |
| WO2021043926A1 (en) | 2019-09-03 | 2021-03-11 | Ge Healthcare Limited | Manganese chelate isomers |
| CN114874214B (zh) * | 2022-05-31 | 2023-03-21 | 南京航空航天大学 | 可偶联巯基的双功能大环螯合剂衍生物及其制备方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU608759B2 (en) | 1986-08-04 | 1991-04-18 | Amersham Health Salutar Inc | NMR imaging with paramagnetic polyvalents metal salts of poly-(acid-alkylene-amido)-alkanes |
| DE3640708C2 (de) | 1986-11-28 | 1995-05-18 | Schering Ag | Verbesserte metallhaltige Pharmazeutika |
| US5334371A (en) | 1988-07-20 | 1994-08-02 | Schering Aktiengesellschaft | Marcocyclic polyaza bicyclo compounds containing 5 or 6 membered rings, and method for MRI |
| WO1990003804A1 (en) | 1988-09-27 | 1990-04-19 | Salutar, Inc. | Chelate compositions |
| US5428139A (en) * | 1991-12-10 | 1995-06-27 | The Dow Chemical Company | Bicyclopolyazamacrocyclophosphonic acid complexes for use as radiopharmaceuticals |
| WO1994026313A1 (en) * | 1993-05-06 | 1994-11-24 | The Dow Chemical Company | Bicyclopolyazamacrocyclocarboxylic acid complexes, their conjugates, processes for their preparation, and use as contrast agents |
| ATE160943T1 (de) * | 1991-12-10 | 1997-12-15 | Dow Chemical Co | Bicycloazamakrocyclophosphon-säure, komplexe, konjugate, kontrastmittel und herstellung |
| AU3415493A (en) * | 1991-12-10 | 1993-07-19 | Dow Chemical Company, The | Bicycle-polyazamacrocyclocarboxylic acid complexes, conjugates, preparation and use as contrast agents |
| FR2836916B1 (fr) * | 2002-03-05 | 2004-06-11 | Guerbet Sa | Oligomeres de chelates de gadolinium, leur application comme produits de contraste en imagerie par resonance magnetique et leurs intermediaires de synthese |
| FR2856689A1 (fr) * | 2003-06-25 | 2004-12-31 | Guerbet Sa | Composes specifiques a forte relaxivite |
| WO2006080022A2 (en) | 2005-01-31 | 2006-08-03 | Yeda Research And Development Co. Ltd. | Mri contrast agents for diagnosis and prognosis of tumors |
-
2009
- 2009-12-18 NO NO20093555A patent/NO331773B1/no unknown
-
2010
- 2010-12-17 RU RU2012124266/04A patent/RU2561718C2/ru not_active IP Right Cessation
- 2010-12-17 LT LTEP10805224.2T patent/LT2512524T/lt unknown
- 2010-12-17 ES ES10805224.2T patent/ES2606165T3/es active Active
- 2010-12-17 CA CA2781228A patent/CA2781228A1/en not_active Abandoned
- 2010-12-17 PL PL10805224T patent/PL2512524T3/pl unknown
- 2010-12-17 MX MX2012007041A patent/MX2012007041A/es not_active Application Discontinuation
- 2010-12-17 WO PCT/EP2010/070029 patent/WO2011073371A1/en active Application Filing
- 2010-12-17 KR KR1020127015488A patent/KR101860160B1/ko active IP Right Grant
- 2010-12-17 PT PT108052242T patent/PT2512524T/pt unknown
- 2010-12-17 EP EP10805224.2A patent/EP2512524B1/en active Active
- 2010-12-17 CN CN201080056567.0A patent/CN102639152B/zh active Active
- 2010-12-17 US US13/510,064 patent/US9486544B2/en active Active
- 2010-12-17 HU HUE10805224A patent/HUE032152T2/en unknown
- 2010-12-17 JP JP2012543778A patent/JP5879268B2/ja active Active
- 2010-12-17 DK DK10805224.2T patent/DK2512524T3/en active
- 2010-12-17 BR BR112012013761A patent/BR112012013761A2/pt not_active Application Discontinuation
- 2010-12-17 AU AU2010332760A patent/AU2010332760B2/en not_active Ceased
-
2016
- 2016-12-02 HR HRP20161627TT patent/HRP20161627T1/hr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2781228A1 (en) | 2011-06-23 |
| KR101860160B1 (ko) | 2018-05-21 |
| US20120244081A1 (en) | 2012-09-27 |
| NO20093555A1 (no) | 2011-06-20 |
| LT2512524T (lt) | 2016-12-12 |
| EP2512524B1 (en) | 2016-10-05 |
| HUE032152T2 (en) | 2017-09-28 |
| ES2606165T3 (es) | 2017-03-23 |
| MX2012007041A (es) | 2012-07-20 |
| JP5879268B2 (ja) | 2016-03-08 |
| WO2011073371A1 (en) | 2011-06-23 |
| KR20120109505A (ko) | 2012-10-08 |
| EP2512524A1 (en) | 2012-10-24 |
| AU2010332760A1 (en) | 2012-06-07 |
| RU2012124266A (ru) | 2014-01-27 |
| PL2512524T3 (pl) | 2017-08-31 |
| BR112012013761A2 (pt) | 2016-04-26 |
| CN102639152A (zh) | 2012-08-15 |
| HRP20161627T1 (hr) | 2017-01-13 |
| PT2512524T (pt) | 2016-12-15 |
| JP2013514329A (ja) | 2013-04-25 |
| US9486544B2 (en) | 2016-11-08 |
| AU2010332760B2 (en) | 2016-01-07 |
| DK2512524T3 (en) | 2017-01-09 |
| RU2561718C2 (ru) | 2015-09-10 |
| CN102639152B (zh) | 2015-11-25 |
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