KR20070034064A - 개선된 n4 킬레이트제 결합체 - Google Patents
개선된 n4 킬레이트제 결합체 Download PDFInfo
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- KR20070034064A KR20070034064A KR1020077001298A KR20077001298A KR20070034064A KR 20070034064 A KR20070034064 A KR 20070034064A KR 1020077001298 A KR1020077001298 A KR 1020077001298A KR 20077001298 A KR20077001298 A KR 20077001298A KR 20070034064 A KR20070034064 A KR 20070034064A
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- Prior art keywords
- technetium
- formula
- chelating agent
- compound
- acid
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- 239000002738 chelating agent Substances 0.000 title claims abstract description 59
- 229910052713 technetium Inorganic materials 0.000 claims abstract description 52
- 230000008685 targeting Effects 0.000 claims abstract description 28
- 239000012217 radiopharmaceutical Substances 0.000 claims abstract description 24
- 229940121896 radiopharmaceutical Drugs 0.000 claims abstract description 24
- 230000002799 radiopharmaceutical effect Effects 0.000 claims abstract description 24
- 150000003495 technetium Chemical class 0.000 claims abstract description 10
- GKLVYJBZJHMRIY-UHFFFAOYSA-N technetium atom Chemical compound [Tc] GKLVYJBZJHMRIY-UHFFFAOYSA-N 0.000 claims description 49
- 150000001875 compounds Chemical class 0.000 claims description 41
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 23
- 238000009739 binding Methods 0.000 claims description 17
- 150000001413 amino acids Chemical class 0.000 claims description 15
- 235000001014 amino acid Nutrition 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 10
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 10
- 150000001768 cations Chemical class 0.000 claims description 9
- 125000006239 protecting group Chemical group 0.000 claims description 9
- 239000003638 chemical reducing agent Substances 0.000 claims description 8
- 125000000524 functional group Chemical group 0.000 claims description 8
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
- 125000006242 amine protecting group Chemical group 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
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- 239000000758 substrate Substances 0.000 claims description 5
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 4
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- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 3
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- 125000004429 atom Chemical group 0.000 claims description 3
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
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- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims description 2
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052757 nitrogen Inorganic materials 0.000 abstract description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract description 16
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- 239000003921 oil Substances 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
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- 239000011734 sodium Substances 0.000 description 10
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
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- MFPWEWYKQYMWRO-UHFFFAOYSA-N tert-butyl carboxy carbonate Chemical compound CC(C)(C)OC(=O)OC(O)=O MFPWEWYKQYMWRO-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XDJDIXXMKQBMRF-UHFFFAOYSA-N tert-butyl n-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-n-[2-[[(2-methylpropan-2-yl)oxycarbonyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]methyl]-4-phenylmethoxybutyl]carbamate Chemical compound CC(C)(C)OC(=O)NCCN(C(=O)OC(C)(C)C)CC(CN(CCNC(=O)OC(C)(C)C)C(=O)OC(C)(C)C)CCOCC1=CC=CC=C1 XDJDIXXMKQBMRF-UHFFFAOYSA-N 0.000 description 1
- UGFBKANGKSXMEJ-UHFFFAOYSA-N tert-butyl n-[4-hydroxy-2-[[(2-methylpropan-2-yl)oxycarbonyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]methyl]butyl]-n-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate Chemical compound CC(C)(C)OC(=O)NCCN(C(=O)OC(C)(C)C)CC(CCO)CN(C(=O)OC(C)(C)C)CCNC(=O)OC(C)(C)C UGFBKANGKSXMEJ-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 150000003556 thioamides Chemical class 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229960004906 thiomersal Drugs 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 238000006478 transmetalation reaction Methods 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- XLRPYZSEQKXZAA-OCAPTIKFSA-N tropane Chemical compound C1CC[C@H]2CC[C@@H]1N2C XLRPYZSEQKXZAA-OCAPTIKFSA-N 0.000 description 1
- 229930004006 tropane Natural products 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 108010052768 tyrosyl-isoleucyl-glycyl-seryl-arginine Proteins 0.000 description 1
- 210000001635 urinary tract Anatomy 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
Images
Classifications
-
- 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
- C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
-
- 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
- A61K51/0474—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group
- A61K51/0478—Organic compounds complexes or complex-forming compounds, i.e. wherein a radioactive metal (e.g. 111In3+) is complexed or chelated by, e.g. a N2S2, N3S, NS3, N4 chelating group complexes from non-cyclic ligands, e.g. EDTA, MAG3
-
- 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
- A61K51/0497—Organic compounds conjugates with a carrier being an organic compounds
-
- 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
- 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)
- General Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0416062.8 | 2004-07-19 | ||
| GBGB0416062.8A GB0416062D0 (en) | 2004-07-19 | 2004-07-19 | Improved N4 chelator conjugates |
| PCT/GB2005/002807 WO2006008496A2 (en) | 2004-07-19 | 2005-07-19 | Improved n4 chelator conjugates |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| KR1020137002190A Division KR20130024963A (ko) | 2004-07-19 | 2005-07-19 | 개선된 n4 킬레이트제 결합체 |
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| KR20070034064A true KR20070034064A (ko) | 2007-03-27 |
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Family Applications (2)
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| KR1020137002190A Ceased KR20130024963A (ko) | 2004-07-19 | 2005-07-19 | 개선된 n4 킬레이트제 결합체 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
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| KR1020137002190A Ceased KR20130024963A (ko) | 2004-07-19 | 2005-07-19 | 개선된 n4 킬레이트제 결합체 |
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| US (1) | US7767796B2 (https=) |
| EP (1) | EP1768708B1 (https=) |
| JP (1) | JP5557425B2 (https=) |
| KR (2) | KR20070034064A (https=) |
| CN (1) | CN101128219B (https=) |
| AU (1) | AU2005263942B2 (https=) |
| BR (1) | BRPI0513456A (https=) |
| CA (1) | CA2573384C (https=) |
| ES (1) | ES2628935T3 (https=) |
| GB (1) | GB0416062D0 (https=) |
| MX (1) | MX2007000744A (https=) |
| NO (1) | NO20070348L (https=) |
| RU (1) | RU2360701C2 (https=) |
| WO (1) | WO2006008496A2 (https=) |
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| TWI448284B (zh) * | 2007-04-24 | 2014-08-11 | Theravance Inc | 雙效抗高血壓劑 |
| CN101732736B (zh) * | 2009-12-02 | 2012-04-04 | 北京师范大学 | 制备锝-99m标记的DTPA-LSA的药盒及制备方法和应用 |
| GB0922014D0 (en) | 2009-12-17 | 2010-02-03 | Ge Healthcare Ltd | Novel integrin binders |
| GB201016206D0 (en) * | 2010-09-27 | 2010-11-10 | Ge Healthcare Ltd | Apoptosis imaging agents |
| RU2465011C1 (ru) * | 2011-04-27 | 2012-10-27 | Общество с ограниченной ответственностью "ИНТЕРА-МЕД" | Радиофармацевтический препарат для диагностики меланомы и ее метастазов |
| GB201110767D0 (en) | 2011-06-24 | 2011-08-10 | Ge Healthcare Ltd | Infection imaging |
| GB201600161D0 (en) * | 2016-01-05 | 2016-02-17 | Bayer As | Isotope purification method |
| RU2655392C1 (ru) * | 2017-03-02 | 2018-05-28 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Томский политехнический университет" | Способ получения комплекса технеция-99м с октреотидом для диагностики нейроэндокринных опухолей |
| US11844846B2 (en) | 2018-05-16 | 2023-12-19 | Emory University | Styrylbenzothiazole derivatives and uses in imaging methods |
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| US5175343A (en) * | 1985-01-14 | 1992-12-29 | Neorx Corporation | Metal radionuclide labeled proteins for diagnosis and therapy |
| ATE66469T1 (de) * | 1985-01-14 | 1991-09-15 | Neorx Corp | Metall-radionuklid markiertes protein fuer diagnose und therapie. |
| US5242679A (en) * | 1985-01-14 | 1993-09-07 | Neorx Corporation | Metal radionuclide labeled proteins for diagnosis and therapy |
| US4952393A (en) * | 1987-04-02 | 1990-08-28 | The General Hospital Corporation | Organ infarct imaging with technetium labelled glucarate |
| WO1988007382A2 (en) * | 1987-04-02 | 1988-10-06 | Centocor Cardiovascular Imaging Partners, L.P. | Method for labelling antibodies with a metal ion |
| US5053493A (en) * | 1987-04-02 | 1991-10-01 | Centocor Cardiovascular Imaging Partners, L.P. | Method for labeling antibodies with a metal ion |
| US4994560A (en) * | 1987-06-24 | 1991-02-19 | The Dow Chemical Company | Functionalized polyamine chelants and radioactive rhodium complexes thereof for conjugation to antibodies |
| US5489425A (en) * | 1987-06-24 | 1996-02-06 | The Dow Chemical Company | Functionalized polyamine chelants |
| US5849261A (en) * | 1991-02-08 | 1998-12-15 | Diatide, Inc. | Radiolabeled vasoactive intestinal peptides for diagnosis and therapy |
| US5650134A (en) * | 1993-01-12 | 1997-07-22 | Novartis Ag (Formerly Sandoz Ltd.) | Peptides |
| NO940080L (no) * | 1993-01-12 | 1994-07-13 | Sandoz Ag | Polypeptider , fremgangsmåte for deres fremstilling og farmasöytiske preparater derav |
| CA2232411A1 (en) * | 1995-09-18 | 1997-03-27 | Mallinckrodt Medical, Inc. | (radio) labelled biotin derivatives |
| GR1003661B (el) * | 2000-05-25 | 2001-09-05 | Εθνικο Κεντρο Ερευνας Φυσικων Επιστημων (Εκεφε) "Δημοκριτος"... | ΣΥΝΘΕΣΗ, ΒΙΟΛΟΓΙΚΗ ΚΑΙ ΠΡΟΚΛΙΝΙΚΗ ΑΞΙΟΛΟΓΗΣΗ ΑΝΑΛΟΓΩΝ ΤΗΣ (D-Phe6, Leu-NHEt13, des-Met14)-ΒΟΜΒΕΣΙΝΗΣ (6-14)ΤΡΟΠΟΠΟΙΗΜΕΝΩΝ ΜΕ ΠΑ ΡΑΓΩΓΑ ΤΟΥ 1,4,8,11-ΤΕΤΡΑΑΖΑΕΝΔΕΚΑΝΙΟΥ(1,4,8,11-TETRAAZAUNDECAN E)ΚΑΙ ΕΠΙΣΗΜΑΣΜΕΝΩΝ ΜΕ ΤΕΧΝΗΤΙΟ-99M- ΓΙΑ ΕΦΑΡΜΟΓΗ ΣΤΗΝ ΟΓΚΟΛΟΓ |
| GB0116815D0 (en) * | 2001-07-10 | 2001-08-29 | Nycomed Amersham Plc | Improved chelator conjugates |
| BRPI0210886B8 (pt) * | 2001-07-10 | 2021-05-25 | Amersham Health As | composto, composição farmacêutica, uso de um composto, e, métodos de geração de imagens, de monitoração do efeito do tratamento de um corpo humano ou animal com uma droga para combater uma condição associada com câncer e de tratamento de câncer ou de uma doença relacionada em um corpo humano ou animal |
| GB0130305D0 (en) | 2001-12-19 | 2002-02-06 | Amersham Plc | Compounds for imaging alzheimers disease |
| WO2005044313A2 (en) * | 2003-11-06 | 2005-05-19 | Amersham Health As | Conjugates of angiotensin ii and an imaging moiety |
| JP2007512321A (ja) * | 2003-11-24 | 2007-05-17 | ジーイー・ヘルスケア・アクスイェ・セルスカプ | 造影剤 |
| ATE447417T1 (de) * | 2004-03-04 | 2009-11-15 | Ge Healthcare As | Konjugate von angiotensin-peptid analoga und chelatbildner für diagnose und therapie |
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2004
- 2004-07-19 GB GBGB0416062.8A patent/GB0416062D0/en not_active Ceased
-
2005
- 2005-07-19 US US11/572,161 patent/US7767796B2/en not_active Expired - Lifetime
- 2005-07-19 KR KR1020077001298A patent/KR20070034064A/ko not_active Ceased
- 2005-07-19 JP JP2007522011A patent/JP5557425B2/ja not_active Expired - Lifetime
- 2005-07-19 KR KR1020137002190A patent/KR20130024963A/ko not_active Ceased
- 2005-07-19 EP EP05763654.0A patent/EP1768708B1/en not_active Expired - Lifetime
- 2005-07-19 MX MX2007000744A patent/MX2007000744A/es active IP Right Grant
- 2005-07-19 WO PCT/GB2005/002807 patent/WO2006008496A2/en not_active Ceased
- 2005-07-19 CA CA2573384A patent/CA2573384C/en not_active Expired - Fee Related
- 2005-07-19 RU RU2007101515/04A patent/RU2360701C2/ru not_active IP Right Cessation
- 2005-07-19 BR BRPI0513456-0A patent/BRPI0513456A/pt not_active IP Right Cessation
- 2005-07-19 CN CN2005800297360A patent/CN101128219B/zh not_active Expired - Lifetime
- 2005-07-19 AU AU2005263942A patent/AU2005263942B2/en not_active Ceased
- 2005-07-19 ES ES05763654.0T patent/ES2628935T3/es not_active Expired - Lifetime
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2007
- 2007-01-18 NO NO20070348A patent/NO20070348L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JP5557425B2 (ja) | 2014-07-23 |
| AU2005263942A1 (en) | 2006-01-26 |
| WO2006008496A2 (en) | 2006-01-26 |
| EP1768708A2 (en) | 2007-04-04 |
| CN101128219A (zh) | 2008-02-20 |
| RU2360701C2 (ru) | 2009-07-10 |
| CA2573384A1 (en) | 2006-01-26 |
| CN101128219B (zh) | 2012-06-20 |
| US7767796B2 (en) | 2010-08-03 |
| BRPI0513456A (pt) | 2008-05-06 |
| EP1768708B1 (en) | 2017-05-17 |
| ES2628935T3 (es) | 2017-08-04 |
| CA2573384C (en) | 2013-09-10 |
| KR20130024963A (ko) | 2013-03-08 |
| WO2006008496A3 (en) | 2006-07-27 |
| RU2007101515A (ru) | 2008-08-27 |
| JP2008510683A (ja) | 2008-04-10 |
| AU2005263942B2 (en) | 2009-02-26 |
| NO20070348L (no) | 2007-02-16 |
| MX2007000744A (es) | 2007-06-25 |
| GB0416062D0 (en) | 2004-08-18 |
| US20080131368A1 (en) | 2008-06-05 |
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