JP2005524612A5 - - Google Patents
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- JP2005524612A5 JP2005524612A5 JP2003554713A JP2003554713A JP2005524612A5 JP 2005524612 A5 JP2005524612 A5 JP 2005524612A5 JP 2003554713 A JP2003554713 A JP 2003554713A JP 2003554713 A JP2003554713 A JP 2003554713A JP 2005524612 A5 JP2005524612 A5 JP 2005524612A5
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- JP
- Japan
- Prior art keywords
- composition
- carbonyl
- hydroxy
- chloro
- subject
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 claims 27
- 150000001875 compounds Chemical class 0.000 claims 8
- 208000007502 anemia Diseases 0.000 claims 6
- 102000003951 Erythropoietin Human genes 0.000 claims 4
- 108090000394 Erythropoietin Proteins 0.000 claims 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 4
- 229940105423 erythropoietin Drugs 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- OXCMYAYHXIHQOA-UHFFFAOYSA-N potassium;[2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol Chemical compound [K+].CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C2=N[N-]N=N2)C=C1 OXCMYAYHXIHQOA-UHFFFAOYSA-N 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 208000014674 injury Diseases 0.000 claims 3
- BAGRAOZQKMSXCB-UHFFFAOYSA-N 2-[(1-chloro-4-hydroxy-7-methoxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound OC1=C(C(=O)NCC(O)=O)N=C(Cl)C2=CC(OC)=CC=C21 BAGRAOZQKMSXCB-UHFFFAOYSA-N 0.000 claims 2
- TWOHDFPODFCUOB-UHFFFAOYSA-N 2-[(4-hydroxy-7-propan-2-yloxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound OC1=C(C(=O)NCC(O)=O)N=CC2=CC(OC(C)C)=CC=C21 TWOHDFPODFCUOB-UHFFFAOYSA-N 0.000 claims 2
- 208000012902 Nervous system disease Diseases 0.000 claims 2
- 108010043005 Prolyl Hydroxylases Proteins 0.000 claims 2
- 102000004079 Prolyl Hydroxylases Human genes 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 210000004369 blood Anatomy 0.000 claims 2
- 239000008280 blood Substances 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
- 239000012634 fragment Substances 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000033444 hydroxylation Effects 0.000 claims 2
- 238000005805 hydroxylation reaction Methods 0.000 claims 2
- 229910052742 iron Inorganic materials 0.000 claims 2
- OUQVKRKGTAUJQA-UHFFFAOYSA-N n-[(1-chloro-4-hydroxyisoquinolin-3-yl)carbonyl]glycine Chemical compound C1=CC=CC2=C(O)C(C(=O)NCC(=O)O)=NC(Cl)=C21 OUQVKRKGTAUJQA-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 238000001356 surgical procedure Methods 0.000 claims 2
- 230000008733 trauma Effects 0.000 claims 2
- -1 (1-chloro-4-hydroxy-7- (2-propyloxy) isoquinolin-3-yl) -carbonyl Chemical group 0.000 claims 1
- LEINOXRFIYQSFV-ZPGRZCPFSA-N (3s)-n-[(2s)-6-amino-1-(2,2-diphenylethylamino)-1-oxohexan-2-yl]-2-(4-oxo-4-phenylbutanoyl)-3,4-dihydro-1h-isoquinoline-3-carboxamide Chemical compound C([C@H]1C(=O)N[C@@H](CCCCN)C(=O)NCC(C=2C=CC=CC=2)C=2C=CC=CC=2)C2=CC=CC=C2CN1C(=O)CCC(=O)C1=CC=CC=C1 LEINOXRFIYQSFV-ZPGRZCPFSA-N 0.000 claims 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 1
- ALMCCXFZTYPBOF-UHFFFAOYSA-N 2-[(1-chloro-4-hydroxy-6-methoxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound ClC1=NC(C(=O)NCC(O)=O)=C(O)C2=CC(OC)=CC=C21 ALMCCXFZTYPBOF-UHFFFAOYSA-N 0.000 claims 1
- RYWPJTOGINUXKL-UHFFFAOYSA-N 2-[(1-chloro-4-hydroxy-6-phenylmethoxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound C=1C2=C(O)C(C(=O)NCC(=O)O)=NC(Cl)=C2C=CC=1OCC1=CC=CC=C1 RYWPJTOGINUXKL-UHFFFAOYSA-N 0.000 claims 1
- UZPXOYMIEKORSO-UHFFFAOYSA-N 2-[(1-chloro-4-hydroxy-6-propan-2-yloxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound ClC1=NC(C(=O)NCC(O)=O)=C(O)C2=CC(OC(C)C)=CC=C21 UZPXOYMIEKORSO-UHFFFAOYSA-N 0.000 claims 1
- NMKFGLDVALULFJ-UHFFFAOYSA-N 2-[(1-chloro-4-hydroxy-7-phenylmethoxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound C1=CC2=C(O)C(C(=O)NCC(=O)O)=NC(Cl)=C2C=C1OCC1=CC=CC=C1 NMKFGLDVALULFJ-UHFFFAOYSA-N 0.000 claims 1
- UNZIXZKBJVFYAO-UHFFFAOYSA-N 2-[(1-chloro-4-hydroxy-7-propan-2-yloxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound OC1=C(C(=O)NCC(O)=O)N=C(Cl)C2=CC(OC(C)C)=CC=C21 UNZIXZKBJVFYAO-UHFFFAOYSA-N 0.000 claims 1
- KWUMPJUJWPWEIN-UHFFFAOYSA-N 2-[(7-butoxy-1-chloro-4-hydroxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound OC1=C(C(=O)NCC(O)=O)N=C(Cl)C2=CC(OCCCC)=CC=C21 KWUMPJUJWPWEIN-UHFFFAOYSA-N 0.000 claims 1
- IIMCYUKMFLGQFB-UHFFFAOYSA-N 2-[(7-butoxy-4-hydroxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound OC1=C(C(=O)NCC(O)=O)N=CC2=CC(OCCCC)=CC=C21 IIMCYUKMFLGQFB-UHFFFAOYSA-N 0.000 claims 1
- WAYDNPKLQYUNMN-UHFFFAOYSA-N 2-[(8-chloro-4-hydroxyisoquinoline-3-carbonyl)amino]acetic acid Chemical compound ClC1=CC=CC2=C(O)C(C(=O)NCC(=O)O)=NC=C21 WAYDNPKLQYUNMN-UHFFFAOYSA-N 0.000 claims 1
- 108010044267 Abnormal Hemoglobins Proteins 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 102100037249 Egl nine homolog 1 Human genes 0.000 claims 1
- 239000004471 Glycine Substances 0.000 claims 1
- 102000004269 Granulocyte Colony-Stimulating Factor Human genes 0.000 claims 1
- 108010017080 Granulocyte Colony-Stimulating Factor Proteins 0.000 claims 1
- 101000881648 Homo sapiens Egl nine homolog 1 Proteins 0.000 claims 1
- 101001046870 Homo sapiens Hypoxia-inducible factor 1-alpha Proteins 0.000 claims 1
- 101000881650 Homo sapiens Prolyl hydroxylase EGLN2 Proteins 0.000 claims 1
- 101000881678 Homo sapiens Prolyl hydroxylase EGLN3 Proteins 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 206010021143 Hypoxia Diseases 0.000 claims 1
- 102100022875 Hypoxia-inducible factor 1-alpha Human genes 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 102100037248 Prolyl hydroxylase EGLN2 Human genes 0.000 claims 1
- 102100037247 Prolyl hydroxylase EGLN3 Human genes 0.000 claims 1
- 208000025865 Ulcer Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 210000004027 cell Anatomy 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 208000026106 cerebrovascular disease Diseases 0.000 claims 1
- 238000002512 chemotherapy Methods 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- FDJOLVPMNUYSCM-UVKKECPRSA-L cobalt(3+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7, Chemical compound [Co+3].N#[C-].C1([C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)[N-]\C2=C(C)/C([C@H](C\2(C)C)CCC(N)=O)=N/C/2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O FDJOLVPMNUYSCM-UVKKECPRSA-L 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 230000006378 damage Effects 0.000 claims 1
- 230000007547 defect Effects 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 238000000502 dialysis Methods 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 210000003743 erythrocyte Anatomy 0.000 claims 1
- 229960000304 folic acid Drugs 0.000 claims 1
- 235000019152 folic acid Nutrition 0.000 claims 1
- 239000011724 folic acid Substances 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 208000031169 hemorrhagic disease Diseases 0.000 claims 1
- 230000001506 immunosuppresive effect Effects 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 238000001959 radiotherapy Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000013589 supplement Substances 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 231100000397 ulcer Toxicity 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33708201P | 2001-12-06 | 2001-12-06 | |
| US34965902P | 2002-01-16 | 2002-01-16 | |
| US35968302P | 2002-02-25 | 2002-02-25 | |
| US38648802P | 2002-06-05 | 2002-06-05 | |
| PCT/US2002/039163 WO2003053997A2 (en) | 2001-12-06 | 2002-12-06 | Methods of increasing endogenous erythropoietin (epo) |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005351153A Division JP4804131B2 (ja) | 2001-12-06 | 2005-12-05 | 内因性エリスロポエチン(epo)を増加させる方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005524612A JP2005524612A (ja) | 2005-08-18 |
| JP2005524612A5 true JP2005524612A5 (enExample) | 2006-01-26 |
Family
ID=27502557
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003554713A Pending JP2005524612A (ja) | 2001-12-06 | 2002-12-06 | 内因性エリスロポエチン(epo)を増加させる方法 |
| JP2003550737A Expired - Lifetime JP5341293B2 (ja) | 2001-12-06 | 2002-12-06 | 低酸素誘導性因子(HIF)−αの安定化 |
| JP2005351153A Expired - Lifetime JP4804131B2 (ja) | 2001-12-06 | 2005-12-05 | 内因性エリスロポエチン(epo)を増加させる方法 |
| JP2010208681A Expired - Lifetime JP5469572B2 (ja) | 2001-12-06 | 2010-09-17 | 内因性エリスロポエチン(epo)を増加させる方法 |
| JP2010243226A Expired - Lifetime JP5498918B2 (ja) | 2001-12-06 | 2010-10-29 | 低酸素誘導性因子(HIF)−αの安定化 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003550737A Expired - Lifetime JP5341293B2 (ja) | 2001-12-06 | 2002-12-06 | 低酸素誘導性因子(HIF)−αの安定化 |
| JP2005351153A Expired - Lifetime JP4804131B2 (ja) | 2001-12-06 | 2005-12-05 | 内因性エリスロポエチン(epo)を増加させる方法 |
| JP2010208681A Expired - Lifetime JP5469572B2 (ja) | 2001-12-06 | 2010-09-17 | 内因性エリスロポエチン(epo)を増加させる方法 |
| JP2010243226A Expired - Lifetime JP5498918B2 (ja) | 2001-12-06 | 2010-10-29 | 低酸素誘導性因子(HIF)−αの安定化 |
Country Status (12)
| Country | Link |
|---|---|
| US (15) | US20030153503A1 (enExample) |
| EP (7) | EP2289531B1 (enExample) |
| JP (5) | JP2005524612A (enExample) |
| CN (7) | CN100522946C (enExample) |
| AU (3) | AU2002362065B2 (enExample) |
| CA (4) | CA2916093C (enExample) |
| DK (3) | DK2289531T3 (enExample) |
| ES (3) | ES2414706T3 (enExample) |
| HU (1) | HU229475B1 (enExample) |
| IL (2) | IL162085A0 (enExample) |
| NO (1) | NO343732B1 (enExample) |
| WO (2) | WO2003049686A2 (enExample) |
Families Citing this family (135)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| US8318703B2 (en) | 2001-12-06 | 2012-11-27 | Fibrogen, Inc. | Methods for improving kidney function |
| CN100522946C (zh) * | 2001-12-06 | 2009-08-05 | 法布罗根股份有限公司 | 低氧诱导因子(HIF)α的稳定化 |
| EP2295060B1 (en) | 2001-12-06 | 2018-10-31 | Fibrogen, Inc. | Treatment or prevention of ischemic or hypoxic conditions |
| US7618940B2 (en) | 2002-12-06 | 2009-11-17 | Fibrogen, Inc. | Fat regulation |
| US8124582B2 (en) | 2002-12-06 | 2012-02-28 | Fibrogen, Inc. | Treatment of diabetes |
| US8614204B2 (en) | 2003-06-06 | 2013-12-24 | Fibrogen, Inc. | Enhanced erythropoiesis and iron metabolism |
| CN103145616B (zh) * | 2003-06-06 | 2015-09-30 | 菲布罗根有限公司 | 含氮杂芳基化合物及其在增加内源性促红细胞生成素中的用途 |
| WO2005007192A2 (en) * | 2003-06-06 | 2005-01-27 | Fibrogen, Inc. | Cytoprotection through the use of hif hydroxylase inhibitors |
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| WO2005034929A2 (en) * | 2003-10-10 | 2005-04-21 | Fibrogen, Inc. | Tissue remodeling and vascularization |
| US20050170019A1 (en) * | 2003-10-22 | 2005-08-04 | Fred Hutchinson Cancer Research Center | Methods, compositions and devices for inducing stasis in cells |
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| CN1901795B (zh) * | 2003-10-22 | 2014-03-26 | 弗雷德哈钦森癌症研究中心 | 用于在细胞,组织,器官,和有机体中诱导停滞的方法,组合物和装置 |
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| WO2006084210A2 (en) * | 2005-02-04 | 2006-08-10 | Regents Of The University Of California, San Diego | Hif modulating compounds and methods of use thereof |
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| PT1879599E (pt) * | 2005-04-20 | 2014-01-23 | Hutchinson Fred Cancer Res | Métodos, composições e artigos de fabrico para aumentar a capacidade de sobrevivência de células, tecidos, órgãos, e organismos |
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| JP5390184B2 (ja) * | 2005-06-06 | 2014-01-15 | ファイブローゲン、インコーポレーテッド | 貧血の改良された治療方法 |
| CN101242817B (zh) | 2005-06-15 | 2016-08-31 | 菲布罗根公司 | HIF1α调节剂在治疗癌症中的用途 |
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| US8128933B2 (en) | 2005-11-23 | 2012-03-06 | Acceleron Pharma, Inc. | Method of promoting bone growth by an anti-activin B antibody |
| US20070122448A1 (en) * | 2005-11-28 | 2007-05-31 | Alireza Rezania | Compositions and methods to create a vascularized environment for cellular transplantation |
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| BRPI0710527B8 (pt) | 2006-04-04 | 2021-05-25 | Fibrogen Inc | compostos de pirrolo- e tiazolo-piridina e composição farmacêutica que os compreende |
| US20070293575A1 (en) * | 2006-06-15 | 2007-12-20 | Fibrogen, Inc. | Compounds and methods for treatment of cancer-related anemia |
| US7713986B2 (en) * | 2006-06-15 | 2010-05-11 | Fibrogen, Inc. | Compounds and methods for treatment of chemotherapy-induced anemia |
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| WO2008040002A2 (en) * | 2006-09-28 | 2008-04-03 | Fred Hutchinson Cancer Research Center | Methods, compositions and articles of manufacture for hif modulating compounds |
| US7635715B2 (en) * | 2006-12-18 | 2009-12-22 | Amgen Inc. | Naphthalenone compounds exhibiting prolyl hydroxylase inhibitory activity, compositions, and uses thereof |
| AU2007334321B2 (en) | 2006-12-18 | 2012-03-08 | Amgen Inc. | Azaquinolone based compounds exhibiting prolyl hydroxylase inhibitory activity, compositions, and uses thereof |
| US8895016B2 (en) | 2006-12-18 | 2014-11-25 | Acceleron Pharma, Inc. | Antagonists of activin-actriia and uses for increasing red blood cell levels |
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- 2002-12-06 ES ES02805548T patent/ES2414706T3/es not_active Expired - Lifetime
- 2002-12-06 DK DK10181796.3T patent/DK2298301T3/en active
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- 2002-12-06 EP EP10180933A patent/EP2295059A3/en not_active Withdrawn
- 2002-12-06 US US10/313,551 patent/US20030176317A1/en not_active Abandoned
- 2002-12-06 ES ES10181796.3T patent/ES2686626T3/es not_active Expired - Lifetime
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- 2002-12-06 CN CN2010101113507A patent/CN102552261A/zh active Pending
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- 2002-12-06 DK DK02805548.1T patent/DK1463823T3/da active
- 2002-12-06 EP EP10181796.3A patent/EP2298301B2/en not_active Expired - Lifetime
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2004
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2005
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2006
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2009
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2010
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2011
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2012
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2013
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2014
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2017
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2021
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