CA2817636A1 - Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry - Google Patents
Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry Download PDFInfo
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- CA2817636A1 CA2817636A1 CA2817636A CA2817636A CA2817636A1 CA 2817636 A1 CA2817636 A1 CA 2817636A1 CA 2817636 A CA2817636 A CA 2817636A CA 2817636 A CA2817636 A CA 2817636A CA 2817636 A1 CA2817636 A1 CA 2817636A1
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- NHXLMOGPVYXJNR-ATOGVRKGSA-N somatostatin Chemical class C([C@H]1C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C3=CC=CC=C3NC=2)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N1)[C@@H](C)O)NC(=O)CNC(=O)[C@H](C)N)C(O)=O)=O)[C@H](O)C)C1=CC=CC=C1 NHXLMOGPVYXJNR-ATOGVRKGSA-N 0.000 description 1
- 229940075620 somatostatin analogue Drugs 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KUNICNFETYAKKO-UHFFFAOYSA-N sulfuric acid;pentahydrate Chemical compound O.O.O.O.O.OS(O)(=O)=O KUNICNFETYAKKO-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
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- 238000005406 washing Methods 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
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
- A61K51/088—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins conjugates with carriers being peptides, polyamino acids or proteins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
- A61K51/082—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins the peptide being a RGD-containing peptide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/08—Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
- A61K51/10—Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody
- A61K51/1045—Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody against animal or human tumor cells or tumor cell determinants
- A61K51/1051—Antibodies or immunoglobulins; Fragments thereof, the carrier being an antibody, an immunoglobulin or a fragment thereof, e.g. a camelised human single domain antibody or the Fc fragment of an antibody against animal or human tumor cells or tumor cell determinants the tumor cell being from breast, e.g. the antibody being herceptin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Optics & Photonics (AREA)
- Physics & Mathematics (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Organic Chemistry (AREA)
- Cell Biology (AREA)
- Immunology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| GB0428012.9 | 2004-12-22 | ||
| GBGB0428012.9A GB0428012D0 (en) | 2004-12-22 | 2004-12-22 | Radiolabelling methods |
| CA2589136A CA2589136C (en) | 2004-12-22 | 2005-12-09 | Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CA2589136A Division CA2589136C (en) | 2004-12-22 | 2005-12-09 | Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry |
Publications (1)
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|---|---|
| CA2817636A1 true CA2817636A1 (en) | 2006-06-29 |
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| Application Number | Title | Priority Date | Filing Date |
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| CA2817636A Abandoned CA2817636A1 (en) | 2004-12-22 | 2005-12-09 | Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry |
| CA2589136A Expired - Fee Related CA2589136C (en) | 2004-12-22 | 2005-12-09 | Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry |
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| Application Number | Title | Priority Date | Filing Date |
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| CA2589136A Expired - Fee Related CA2589136C (en) | 2004-12-22 | 2005-12-09 | Radiolabelled conjugates of rgd-containing peptides and methods for their preparation via click-chemistry |
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| EP (4) | EP2275145A1 (enExample) |
| JP (2) | JP5743372B2 (enExample) |
| KR (1) | KR101314460B1 (enExample) |
| CN (2) | CN101084020A (enExample) |
| AU (1) | AU2005317903C1 (enExample) |
| BR (1) | BRPI0519317A2 (enExample) |
| CA (2) | CA2817636A1 (enExample) |
| GB (1) | GB0428012D0 (enExample) |
| MX (1) | MX2007007560A (enExample) |
| NO (1) | NO341638B1 (enExample) |
| RU (1) | RU2419627C2 (enExample) |
| WO (1) | WO2006067376A2 (enExample) |
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| GB0428012D0 (en) * | 2004-12-22 | 2005-01-26 | Hammersmith Imanet Ltd | Radiolabelling methods |
| US8071718B2 (en) | 2004-12-22 | 2011-12-06 | General Electric Company | Selective radiolabeling of biomolecules |
| US8211403B2 (en) | 2006-06-21 | 2012-07-03 | Hammersmith Imanet Limited | Radiolabelling methods |
| US20100069609A1 (en) * | 2006-06-21 | 2010-03-18 | Erik Arstad | Chemical methods and apparatus |
| CN101528270A (zh) * | 2006-08-28 | 2009-09-09 | 通用电气健康护理有限公司 | 基于68Ga标记的肽的放射性药物 |
| WO2008025886A1 (en) * | 2006-09-01 | 2008-03-06 | Wallac Oy | Metal chelates and chelating agents containing triazolyl subunits |
| EP2155259A2 (en) * | 2007-05-10 | 2010-02-24 | The Trustees of Columbia University in the City of New York | Methods for diagnosing diseases and evaluating treatments therefor using pet |
| ES2662495T3 (es) | 2007-12-20 | 2018-04-06 | General Electric Company | Radiomarcación selectiva de biomoléculas |
| EP2147684A1 (en) * | 2008-07-22 | 2010-01-27 | Bracco Imaging S.p.A | Diagnostic Agents Selective Against Metalloproteases |
| GB0815831D0 (en) * | 2008-09-01 | 2008-10-08 | Imp Innovations Ltd | Compounds |
| CA2735970A1 (en) | 2008-09-05 | 2010-03-11 | Hammersmith Imanet Limited | Isatin derivatives for use as in vivo imaging agents |
| CN102177160B (zh) * | 2008-10-10 | 2014-11-26 | 默克及其合伙人公司 | 作为pet放射性示踪剂的18f-标记叶酸 |
| US20120165650A1 (en) | 2010-12-22 | 2012-06-28 | General Electric Company | Her2 binders |
| EP2210882A1 (en) * | 2009-01-16 | 2010-07-28 | Commissariat à l'Énergie Atomique et aux Énergies Alternatives | Synthesis of new protected azahistidine, their processes and their use in synthesises |
| US8435488B2 (en) * | 2009-02-27 | 2013-05-07 | Genentech, Inc. | Methods and compositions for protein labelling |
| US8722014B2 (en) * | 2009-05-01 | 2014-05-13 | Washington University | 1 H-[1, 2, 3] triazole substituted amino acids and uses thereof |
| GB0914543D0 (en) * | 2009-08-20 | 2009-09-30 | Ge Healthcare Ltd | Radioiodination method |
| EP2498826A1 (en) * | 2009-11-11 | 2012-09-19 | NeuroSearch AS | Labelled pyrrolyl-oxadiazolyl-diazabicyclononane derivatives and their use in diagnostic methods |
| GB0921573D0 (en) * | 2009-12-10 | 2010-01-27 | Ge Healthcare Ltd | Iodine radiolabelling method |
| GB0922304D0 (en) | 2009-12-22 | 2010-02-03 | Ge Healthcare Ltd | Radioiodinated compounds |
| US20120269725A1 (en) * | 2009-12-23 | 2012-10-25 | Janine Baranowska-Kortylewicz | Targeted radiolabeled compounds and their use for the treatment and diagnosis of cancer |
| US9517279B2 (en) * | 2010-04-14 | 2016-12-13 | The Mclean Hospital Corporation | 2-alkoxy-11-hydroxyaporphine derivatives and uses thereof |
| EP2575897A4 (en) * | 2010-06-01 | 2016-06-01 | Advanced Proteome Therapeutics Inc | CROSSLINKING OF PROTEINS AND OTHER ENTITIES THROUGH ALPHA-HALO-ACETOPHENONES CONJUGATES, BENZYL HALIDES, QUINONES |
| CN103221398B (zh) * | 2010-07-23 | 2016-03-23 | 特拉华大学 | 用于快速构建放射性核素标记探针的四嗪-反式环辛烯连接反应 |
| GB201014023D0 (en) * | 2010-08-20 | 2010-10-06 | Ucl Business Plc | Process for producing bioconjugates and products thereof |
| WO2012074840A2 (en) | 2010-11-22 | 2012-06-07 | The General Hospital Corporation | Compositions and methods for in vivo imaging |
| GB201019824D0 (en) | 2010-11-23 | 2011-01-05 | Ge Healthcare Ltd | Radioiodination method |
| GB201021369D0 (en) | 2010-12-16 | 2011-01-26 | Ge Healthcare Ltd | Radioiodinated fatty acids |
| GB201021517D0 (en) | 2010-12-20 | 2011-02-02 | Ge Healthcare Ltd | Radioiodinated guanidines |
| WO2012087912A1 (en) | 2010-12-22 | 2012-06-28 | Ge Healthcare Limited | Her2 binding peptides labelled with a 18f - containing organosilicon compound |
| MX2013007365A (es) | 2010-12-22 | 2013-09-26 | Ge Healthcare Ltd | Péptidos de enlace her2 etiquetados con fluoruro de aluminio- [18] combinados mediante nota. |
| EP2680889B1 (en) | 2011-03-01 | 2019-06-19 | GE Healthcare Limited | Radiolabelled octreotate analogues as pet tracers |
| US20120251448A1 (en) * | 2011-03-03 | 2012-10-04 | Hefti Franz F | Compounds for Use in the Detection of Neurodegenerative Diseases |
| US9023318B2 (en) * | 2011-06-08 | 2015-05-05 | Siemens Medical Solutions Usa, Inc. | Compounds with matrix-metalloproteinase inhibitory activity and imaging agents thereof |
| WO2013048832A1 (en) | 2011-09-29 | 2013-04-04 | Ge Healthcare Limited | 18 f - labelled 6 - ( 2 - fluoroethoxy) - 2 - naphthaldehyde for detecting cancer stem cells |
| WO2013048811A1 (en) | 2011-09-30 | 2013-04-04 | Ge Healthcare Limited | Imaging and radiotherapy methods for tumour stem cells |
| US20140335019A1 (en) * | 2011-12-02 | 2014-11-13 | The Regents Of The University Of Michigan | Compositions and methods for the treatment and analysis of neurological disorders |
| GB201121911D0 (en) | 2011-12-20 | 2012-02-01 | Ge Healthcare Ltd | Radiofluorination method |
| US20150017093A1 (en) * | 2012-02-03 | 2015-01-15 | Aarhus Universitet | Radiolabeled bile acids and bile acid derivatives |
| EP2657213A1 (en) * | 2012-04-24 | 2013-10-30 | Institut National de la Santé et de la Recherche Medicale | Labelled quinoxaline derivatives as multimodal radiopharmaceuticals and their precursors |
| US20140065070A1 (en) * | 2012-08-28 | 2014-03-06 | Mcmaster University | Methods of preparing triazole-containing radioiodinated compounds |
| US20160137639A1 (en) * | 2012-10-26 | 2016-05-19 | Japan Tobacco Inc. | Triazole-isoxazole compound and medical use thereof |
| US20150023877A1 (en) * | 2013-07-18 | 2015-01-22 | The Board Of Trustees Of The Leland Stanford Junior University | Methods of parkinsons disease diagnosis and monitoring treatment |
| ES2700348T3 (es) * | 2014-01-05 | 2019-02-15 | Univ Washington | Trazadores radioetiquetados para poli (ADP-ribosa) polimerasa-1 (PARP-1), métodos y usos para estos |
| US20160022846A1 (en) * | 2014-07-22 | 2016-01-28 | Ge Healthcare Limited | Iodine radiolabelling method |
| PT3310816T (pt) * | 2015-06-19 | 2020-10-19 | Eisai R&D Man Co Ltd | Imunoglobulinas conjugadas cys80 |
| WO2017023999A1 (en) * | 2015-08-03 | 2017-02-09 | Emory University | Methylsulfonamide derivatives and uses related thereto |
| WO2019227490A1 (en) | 2018-06-01 | 2019-12-05 | Tayu Huaxia Biotech Medical Group Co., Ltd. | Compositions and methods for imaging |
| CN112638415B (zh) * | 2018-07-26 | 2024-07-02 | 大有华夏生物医药集团有限公司 | 用于成像的组合物和方法 |
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| US4913891A (en) * | 1986-04-17 | 1990-04-03 | The United States Of America As Represented By The United States Department Of Energy | Positron emitter labeled enzyme inhibitors |
| HK1056164B (en) | 2000-03-24 | 2013-06-21 | Euro-Celtique S.A. | Aryl-substituted pyrazole, triazole and tetrazole, and their uses |
| US6350360B1 (en) | 2000-04-07 | 2002-02-26 | Sandia Coroporation | Method of fabricating a 3-dimensional tool master |
| CN1230441C (zh) * | 2000-04-12 | 2005-12-07 | 安盛药业有限公司 | 结合整联蛋白的肽衍生物 |
| GB0115927D0 (en) | 2001-06-29 | 2001-08-22 | Nycomed Amersham Plc | Solid-phase nucleophilic fluorination |
| IL159310A0 (en) | 2001-07-10 | 2004-06-01 | Amersham Health As | Peptide-based compounds |
| EP2226316B1 (en) | 2002-05-30 | 2016-01-13 | The Scripps Research Institute | Copper-catalysed ligation of azides and acetylenes |
| AU2003297859A1 (en) * | 2002-12-13 | 2004-07-09 | The Trustees Of Columbia University In The City Of New York | Biomolecular coupling methods using 1,3-dipolar cycloaddition chemistry |
| KR101171397B1 (ko) * | 2003-04-17 | 2012-08-07 | 더 스크립스 리서치 인스티튜트 | 진핵 유전자 코드의 확장 |
| CA2527877A1 (en) * | 2003-06-18 | 2005-01-13 | The Scripps Research Institute | Unnatural reactive amino acid genetic code additions |
| NO20033115D0 (no) | 2003-07-08 | 2003-07-08 | Amersham Health As | Peptid-baserte forbindelser |
| EP1799273A2 (en) * | 2004-10-07 | 2007-06-27 | Koninklijke Philips Electronics N.V. | Use of the staudinger ligation in imaging and therapy end kits for imaging and therapy |
| GB0428012D0 (en) * | 2004-12-22 | 2005-01-26 | Hammersmith Imanet Ltd | Radiolabelling methods |
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2004
- 2004-12-22 GB GBGB0428012.9A patent/GB0428012D0/en not_active Ceased
-
2005
- 2005-12-09 EP EP20100179449 patent/EP2275145A1/en not_active Withdrawn
- 2005-12-09 EP EP05818037A patent/EP1830890A2/en not_active Withdrawn
- 2005-12-09 CN CNA2005800441130A patent/CN101084020A/zh active Pending
- 2005-12-09 RU RU2007122804/04A patent/RU2419627C2/ru not_active IP Right Cessation
- 2005-12-09 EP EP20100179459 patent/EP2258403A1/en not_active Withdrawn
- 2005-12-09 MX MX2007007560A patent/MX2007007560A/es active IP Right Grant
- 2005-12-09 CA CA2817636A patent/CA2817636A1/en not_active Abandoned
- 2005-12-09 US US11/721,694 patent/US7972588B2/en active Active
- 2005-12-09 CN CN201510494983.3A patent/CN105012972A/zh active Pending
- 2005-12-09 JP JP2007547612A patent/JP5743372B2/ja not_active Expired - Lifetime
- 2005-12-09 BR BRPI0519317-6A patent/BRPI0519317A2/pt not_active Application Discontinuation
- 2005-12-09 WO PCT/GB2005/004729 patent/WO2006067376A2/en not_active Ceased
- 2005-12-09 CA CA2589136A patent/CA2589136C/en not_active Expired - Fee Related
- 2005-12-09 KR KR1020077014048A patent/KR101314460B1/ko not_active Expired - Fee Related
- 2005-12-09 EP EP10179446.9A patent/EP2266629B1/en not_active Expired - Lifetime
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2012
- 2012-07-30 JP JP2012167865A patent/JP2012254998A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| MX2007007560A (es) | 2007-11-21 |
| AU2005317903C1 (en) | 2012-05-10 |
| WO2006067376A3 (en) | 2007-07-26 |
| CA2589136C (en) | 2015-10-06 |
| GB0428012D0 (en) | 2005-01-26 |
| KR20070091626A (ko) | 2007-09-11 |
| US20090311177A1 (en) | 2009-12-17 |
| US7972588B2 (en) | 2011-07-05 |
| KR101314460B1 (ko) | 2013-10-10 |
| AU2005317903B2 (en) | 2011-12-01 |
| RU2007122804A (ru) | 2009-01-27 |
| AU2005317903B8 (en) | 2012-01-19 |
| AU2005317903A1 (en) | 2006-06-29 |
| EP2275145A1 (en) | 2011-01-19 |
| US20110236311A1 (en) | 2011-09-29 |
| CN105012972A (zh) | 2015-11-04 |
| RU2419627C2 (ru) | 2011-05-27 |
| WO2006067376A2 (en) | 2006-06-29 |
| EP1830890A2 (en) | 2007-09-12 |
| EP2258403A1 (en) | 2010-12-08 |
| JP2008528445A (ja) | 2008-07-31 |
| NO341638B1 (no) | 2017-12-18 |
| JP2012254998A (ja) | 2012-12-27 |
| CN101084020A (zh) | 2007-12-05 |
| BRPI0519317A2 (pt) | 2009-01-13 |
| JP5743372B2 (ja) | 2015-07-01 |
| US8679455B2 (en) | 2014-03-25 |
| EP2266629B1 (en) | 2015-12-09 |
| EP2266629A1 (en) | 2010-12-29 |
| NO20073157L (no) | 2007-06-20 |
| CA2589136A1 (en) | 2006-06-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20130604 |
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| FZDE | Discontinued |
Effective date: 20150407 |