ATE473980T1 - Triazolopyridazine als proteinkinase-inhibitoren - Google Patents
Triazolopyridazine als proteinkinase-inhibitorenInfo
- Publication number
- ATE473980T1 ATE473980T1 AT03814020T AT03814020T ATE473980T1 AT E473980 T1 ATE473980 T1 AT E473980T1 AT 03814020 T AT03814020 T AT 03814020T AT 03814020 T AT03814020 T AT 03814020T AT E473980 T1 ATE473980 T1 AT E473980T1
- Authority
- AT
- Austria
- Prior art keywords
- protein kinase
- triazolopyridazine
- kinase inhibitors
- compounds
- pharmaceutically acceptable
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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- 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
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- 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
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/503—Pyridazines; Hydrogenated pyridazines spiro-condensed
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- 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
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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- 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
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/541—Non-condensed thiazines containing further heterocyclic rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Epidemiology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Endocrinology (AREA)
- Cardiology (AREA)
- Oncology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Communicable Diseases (AREA)
- Obesity (AREA)
- Heart & Thoracic Surgery (AREA)
- Virology (AREA)
- Psychiatry (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Hospice & Palliative Care (AREA)
- Emergency Medicine (AREA)
- Biotechnology (AREA)
- Vascular Medicine (AREA)
- Molecular Biology (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43512402P | 2002-12-18 | 2002-12-18 | |
| PCT/US2003/039990 WO2004058769A2 (en) | 2002-12-18 | 2003-12-17 | Triazolopyridazines as protein kinases inhibitors |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE473980T1 true ATE473980T1 (de) | 2010-07-15 |
Family
ID=32682164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT03814020T ATE473980T1 (de) | 2002-12-18 | 2003-12-17 | Triazolopyridazine als proteinkinase-inhibitoren |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7268136B2 (enExample) |
| EP (1) | EP1575959B1 (enExample) |
| JP (1) | JP4817661B2 (enExample) |
| KR (1) | KR101075812B1 (enExample) |
| CN (1) | CN100567296C (enExample) |
| AT (1) | ATE473980T1 (enExample) |
| AU (1) | AU2003297161B8 (enExample) |
| CA (1) | CA2510534C (enExample) |
| DE (1) | DE60333387D1 (enExample) |
| MX (1) | MXPA05006478A (enExample) |
| NO (1) | NO20053470L (enExample) |
| NZ (1) | NZ541151A (enExample) |
| RU (1) | RU2005122484A (enExample) |
| WO (1) | WO2004058769A2 (enExample) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040171062A1 (en) * | 2002-02-28 | 2004-09-02 | Plexxikon, Inc. | Methods for the design of molecular scaffolds and ligands |
| AU2003272548A1 (en) * | 2002-09-16 | 2004-04-30 | Plexxikon, Inc. | Crystal structure of pim-1 kinase |
| US7824872B2 (en) * | 2003-04-03 | 2010-11-02 | Theravalues Corporation | Pharmaceutical agents |
| FR2876584B1 (fr) * | 2004-10-15 | 2007-04-13 | Centre Nat Rech Scient Cnrse | Utilisation de la kenpaullone pour la fabrication de medicaments pour le traitement de la mucoviscidose et de maladies liees a un defaut d'adressage des proteines dans les cellules |
| DE102005042742A1 (de) * | 2005-09-02 | 2007-03-08 | Schering Ag | Substituierte Imidazo[1,2b]pyridazine als Kinase-Inhibitoren, deren Herstellung und Verwendung als Arzneimittel |
| AU2006302174B2 (en) * | 2005-10-06 | 2013-06-20 | Exelixis, Inc. | Pyridopyrimidinone Inhibitors of PIM-1 and/or PIM-3 |
| UA98297C2 (en) | 2005-12-21 | 2012-05-10 | Янссен Фармацевтика, Н.В. | Triazolopyridazines as tyrosine kinase modulators |
| JP2009538899A (ja) * | 2006-05-30 | 2009-11-12 | ファイザー・プロダクツ・インク | トリアゾロピリダジン誘導体 |
| WO2008021781A1 (en) | 2006-08-07 | 2008-02-21 | Incyte Corporation | Triazolotriazines as kinase inhibitors |
| US8481538B2 (en) * | 2006-09-18 | 2013-07-09 | Vertex Pharmaceuticals Incorporated | Heterocyclic inhibitors of c-Met and uses thereof |
| KR20090071612A (ko) * | 2006-10-23 | 2009-07-01 | 에스지엑스 파마슈티컬스, 인코포레이티드 | 단백질 키나제 조정제로서의 바이시클릭 트리아졸 |
| US7750007B2 (en) * | 2006-11-06 | 2010-07-06 | Supergen, Inc. | Imidazo[1,2-beta]pyridazine and pyrazolo[1,5-alpha]pyrimidine derivatives and their use as protein kinase inhibitors |
| CA2669991C (en) | 2006-11-22 | 2016-01-26 | Incyte Corporation | Imidazotriazines and imidazopyrimidines as kinase inhibitors |
| CA2685106A1 (en) | 2007-04-25 | 2008-11-06 | Exelixis, Inc. | 6-phenylpyrimidinones as pim modulators |
| US8188083B2 (en) | 2007-06-28 | 2012-05-29 | Abbott Laboratories | Triazolopyridazines |
| KR20090031122A (ko) * | 2007-09-21 | 2009-03-25 | 주식회사 중외제약 | 인다졸 골격을 함유하는 화합물, 이의 제조방법 및 상기화합물을 함유하는 약제학적 조성물 |
| CN101878219B (zh) | 2007-09-27 | 2014-04-02 | 西班牙国家癌症研究中心 | 用于作为蛋白激酶抑制剂使用的咪唑并噻二唑类 |
| CA2724742C (en) | 2008-05-21 | 2016-07-19 | Incyte Corporation | Salts of 2-fluoro-n-methyl-4-[7-(quinolin-6-yl-methyl)- imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide and processes related to preparing the same |
| US8987251B2 (en) | 2008-08-19 | 2015-03-24 | Array Biopharma Inc. | Triazolopyridine compounds as PIM kinase inhibitors |
| US8895550B2 (en) | 2008-08-19 | 2014-11-25 | Array Biopharma Inc. | Triazolopyridine compounds as PIM kinase inhibitors |
| TWI496779B (zh) * | 2008-08-19 | 2015-08-21 | Array Biopharma Inc | 作為pim激酶抑制劑之三唑吡啶化合物 |
| US8557809B2 (en) | 2008-08-19 | 2013-10-15 | Array Biopharma Inc. | Triazolopyridine compounds as PIM kinase inhibitors |
| FR2940284B1 (fr) * | 2008-12-19 | 2011-02-18 | Sanofi Aventis | Derives de 6-cycloamino-2,3-di-pyridinyl-imidazo°1,2-b!- pyridazine,leur preparation et leur application en therapeutique |
| CA2751517A1 (en) * | 2009-02-13 | 2010-08-19 | Fovea Pharmaceuticals | [1, 2, 4] triazolo [1, 5 -a] pyridines as kinase inhibitors |
| HUE027964T2 (en) | 2009-04-02 | 2016-11-28 | Fund Centro Nac De Investig Oncologicas Carlos Iii | Imidazo [2,1-b] [1,3,4] thiadiazole derivatives |
| PH12012501361A1 (en) | 2009-12-31 | 2012-10-22 | Centro Nac De Investigaciones Oncologicas Cnio | Tricyclic compounds for use as kinase inhibitors |
| ES2608329T3 (es) | 2010-02-03 | 2017-04-07 | Incyte Holdings Corporation | Imidazo[1,2-b][1,2,4]triazinas como inhibidores de c-Met |
| AR084070A1 (es) | 2010-12-02 | 2013-04-17 | Constellation Pharmaceuticals Inc | Inhibidores del bromodominio y usos de los mismos |
| US9249161B2 (en) | 2010-12-02 | 2016-02-02 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
| WO2012098387A1 (en) * | 2011-01-18 | 2012-07-26 | Centro Nacional De Investigaciones Oncológicas (Cnio) | 6, 7-ring-fused triazolo [4, 3 - b] pyridazine derivatives as pim inhibitors |
| AU2012254082B2 (en) | 2011-02-25 | 2016-12-08 | Array Biopharma Inc. | Triazolopyridine compounds as PIM kinase inhibitors |
| WO2012125667A1 (en) * | 2011-03-17 | 2012-09-20 | Merck Sharp & Dohme Corp. | TrkA KINASE INHIBITORS, COMPOSITIONS AND METHODS THEREOF |
| EP2702063A1 (en) * | 2011-04-29 | 2014-03-05 | Amgen Inc. | Bicyclic pyridazine compounds as pim inhibitors |
| WO2012151512A2 (en) | 2011-05-04 | 2012-11-08 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
| WO2012174487A2 (en) | 2011-06-17 | 2012-12-20 | Constellation Pharmaceuticals, Inc. | Bromodomain inhibitors and uses thereof |
| WO2013001310A1 (en) * | 2011-06-30 | 2013-01-03 | Centro Nacional De Investigaciones Oncológicas (Cnio) | Macrocyclic compounds and their use as cdk8 inhibitors |
| WO2013004984A1 (en) * | 2011-07-07 | 2013-01-10 | Centro Nacional De Investigaciones Oncologicas (Cnio) | Tricyclic compounds for use as kinase inhibitors |
| ES2834093T3 (es) | 2011-07-21 | 2021-06-16 | Sumitomo Dainippon Pharma Oncology Inc | Inhibidores de proteína quinasa heterocíclicos |
| CA2848518C (en) | 2011-09-27 | 2019-06-18 | Genfit | Derivatives of 6-substituted triazolopyridazines as rev-erb agonists |
| WO2013166276A1 (en) * | 2012-05-02 | 2013-11-07 | Southern Research Institute | Triazolopyridazine compounds, use as inhibitors of the kinase lrrk2, and methods for preparation thereof |
| WO2013184878A1 (en) | 2012-06-06 | 2013-12-12 | Constellation Pharmaceuticals, Inc. | Benzo [b] isoxazoloazepine bromodomain inhibitors and uses thereof |
| TWI602820B (zh) | 2012-06-06 | 2017-10-21 | 星宿藥物公司 | 溴域抑制劑及其用途 |
| CN102938491B (zh) * | 2012-09-28 | 2014-12-10 | 华为终端有限公司 | 天线、组合天线和移动终端 |
| JP2016510039A (ja) * | 2013-02-28 | 2016-04-04 | ワシントン・ユニバーシティWashington University | ブロモドメイン阻害剤によるヒトサイトメガロウイルス感染および疾患の治療方法 |
| GB201321745D0 (en) * | 2013-12-09 | 2014-01-22 | Ucb Pharma Sa | Therapeutic agents |
| CA2945263A1 (en) | 2014-04-09 | 2015-10-15 | Christopher Rudd | Use of gsk-3 inhibitors or activators which modulate pd-1 or t-bet expression to modulate t cell immunity |
| PT3157928T (pt) | 2014-06-20 | 2019-05-30 | Constellation Pharmaceuticals Inc | Formas cristalinas de 2-((4s)-6-(4-clorofenil)-1-metil-4h-benzo[c] isoxazolo[4,5-e]azepin-4-il)acetamida |
| CN109651253B (zh) * | 2017-10-12 | 2022-03-25 | 上海医药工业研究院 | 苯丙烯酸酯衍生物及其作为神经保护药物的应用 |
| CN108498512A (zh) * | 2018-04-22 | 2018-09-07 | 于志国 | 一种治疗心力衰竭的药物组合物及其制备方法和用途 |
| CN109045036B (zh) * | 2018-07-19 | 2020-10-02 | 中山大学 | [1,2,4]三唑并[4,3-b]哒嗪衍生物在制备抗肿瘤药物中的应用 |
| HUE072069T2 (hu) | 2019-02-12 | 2025-10-28 | Sumitomo Pharma America Inc | 2-((1R,4R)-4-((3-(3-(trifluormetil)fenil)imidazo[1,2- b]piridazin-6-il)amino)ciklohexil)propán-2-ol sósavas sójának kristályos formája |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2153902A1 (de) * | 1971-10-29 | 1973-05-03 | Boehringer Mannheim Gmbh | Antimikrobiell wirksame nitrofuranderivate und verfahren zur herstellung derselben |
| DE2215999B2 (de) * | 1972-04-01 | 1977-10-20 | Boehnnger Mannheim GmbH, 6800 Mannheim | 3-(5-nitro-2-imidazolyl)-s-triazolo eckige klammer auf 4,3-b eckige klammer zu pyridazine, verfahren zu ihrer herstellung und arzneimittel |
| DE2254783A1 (de) * | 1972-04-01 | 1974-05-16 | Boehringer Mannheim Gmbh | Nitroimidazolyl-triazolo-pyridazine und verfahren zu ihrer herstellung |
| DE2261735A1 (de) * | 1972-04-01 | 1974-06-20 | Boehringer Mannheim Gmbh | Nitroimidazolyl-triazolo-pyridazine und verfahren zu ihrer herstellung |
| DE2261693A1 (de) * | 1972-04-01 | 1974-06-20 | Boehringer Mannheim Gmbh | Nitroimidazolyl-triazolo-pyridazine und verfahren zu ihrer herstellung |
| PL91799B1 (enExample) * | 1972-04-01 | 1977-03-31 | ||
| DE2418435A1 (de) * | 1974-04-17 | 1975-10-30 | Boehringer Mannheim Gmbh | Nitroimidazolyl-triazolo-pyridazine und verfahren zu ihrer herstellung |
| FR2668151A1 (fr) * | 1990-10-23 | 1992-04-24 | Rhone Poulenc Agrochimie | Composes a groupe triazolopyridazine leurs preparations et compositions herbicides les contenant. |
| IL127911A0 (en) * | 1996-07-25 | 1999-11-30 | Merck Sharp & Dohme | Substituted triazolo-pyridazine derivatives as ligands for gaba receptors |
| GB9813576D0 (en) | 1998-06-24 | 1998-08-19 | Merck Sharp & Dohme | Therapeutic agents |
| GB9828640D0 (en) | 1998-12-23 | 1999-02-17 | Smithkline Beecham Plc | Novel method and compounds |
| DE10038019A1 (de) * | 2000-08-04 | 2002-02-14 | Bayer Ag | Substituierte Triazolopyrid(az)ine |
| WO2002083139A1 (en) | 2001-04-10 | 2002-10-24 | Merck & Co., Inc. | Inhibitors of akt activity |
| AU2002251266A1 (en) | 2001-04-10 | 2002-10-28 | Merck Sharp And Dohme Limited | Inhibitors of akt activity |
| JP4385620B2 (ja) * | 2002-03-01 | 2009-12-16 | アステラス製薬株式会社 | 含窒素複素環化合物 |
| CA2476757A1 (en) | 2002-03-01 | 2003-09-12 | Yamanouchi Pharmaceutical Co., Ltd. | Nitrogen-containing heterocyclic compound |
-
2003
- 2003-12-17 NZ NZ541151A patent/NZ541151A/en unknown
- 2003-12-17 US US10/738,956 patent/US7268136B2/en not_active Expired - Fee Related
- 2003-12-17 EP EP03814020A patent/EP1575959B1/en not_active Expired - Lifetime
- 2003-12-17 JP JP2004563592A patent/JP4817661B2/ja not_active Expired - Fee Related
- 2003-12-17 KR KR1020057011467A patent/KR101075812B1/ko not_active Expired - Fee Related
- 2003-12-17 CN CNB2003801091296A patent/CN100567296C/zh not_active Expired - Fee Related
- 2003-12-17 AT AT03814020T patent/ATE473980T1/de not_active IP Right Cessation
- 2003-12-17 RU RU2005122484/04A patent/RU2005122484A/ru not_active Application Discontinuation
- 2003-12-17 CA CA2510534A patent/CA2510534C/en not_active Expired - Fee Related
- 2003-12-17 AU AU2003297161A patent/AU2003297161B8/en not_active Ceased
- 2003-12-17 DE DE60333387T patent/DE60333387D1/de not_active Expired - Lifetime
- 2003-12-17 WO PCT/US2003/039990 patent/WO2004058769A2/en not_active Ceased
- 2003-12-17 MX MXPA05006478A patent/MXPA05006478A/es active IP Right Grant
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Also Published As
| Publication number | Publication date |
|---|---|
| NZ541151A (en) | 2008-09-26 |
| CN100567296C (zh) | 2009-12-09 |
| RU2005122484A (ru) | 2006-01-20 |
| HK1087700A1 (zh) | 2006-10-20 |
| NO20053470L (no) | 2005-09-02 |
| EP1575959A2 (en) | 2005-09-21 |
| AU2003297161B8 (en) | 2011-03-31 |
| KR20050084428A (ko) | 2005-08-26 |
| WO2004058769A2 (en) | 2004-07-15 |
| AU2003297161B2 (en) | 2011-03-10 |
| AU2003297161A1 (en) | 2004-07-22 |
| MXPA05006478A (es) | 2005-09-08 |
| US20040192696A1 (en) | 2004-09-30 |
| JP4817661B2 (ja) | 2011-11-16 |
| DE60333387D1 (de) | 2010-08-26 |
| EP1575959B1 (en) | 2010-07-14 |
| CN1742012A (zh) | 2006-03-01 |
| WO2004058769A3 (en) | 2004-09-30 |
| CA2510534A1 (en) | 2004-07-15 |
| JP2006513208A (ja) | 2006-04-20 |
| US7268136B2 (en) | 2007-09-11 |
| KR101075812B1 (ko) | 2011-10-25 |
| CA2510534C (en) | 2011-09-20 |
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