JP4641941B2 - トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 - Google Patents
トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 Download PDFInfo
- Publication number
- JP4641941B2 JP4641941B2 JP2005507102A JP2005507102A JP4641941B2 JP 4641941 B2 JP4641941 B2 JP 4641941B2 JP 2005507102 A JP2005507102 A JP 2005507102A JP 2005507102 A JP2005507102 A JP 2005507102A JP 4641941 B2 JP4641941 B2 JP 4641941B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- solution
- product
- bis
- epothilone
- 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.)
- Expired - Fee Related
Links
- 0 CC(C)CNC(C=C(C)[C@](CCC(C)CC=C[C@](C)C(*)C12CC1)*C(CC1O)=*C1(C)C2=[O+])=CC Chemical compound CC(C)CNC(C=C(C)[C@](CCC(C)CC=C[C@](C)C(*)C12CC1)*C(CC1O)=*C1(C)C2=[O+])=CC 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D417/06—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 linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Immunology (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Hospice & Palliative Care (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pulmonology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42535202P | 2002-11-07 | 2002-11-07 | |
| US47374303P | 2003-05-27 | 2003-05-27 | |
| PCT/US2003/035411 WO2004043954A2 (en) | 2002-11-07 | 2003-11-07 | Trans-9,10-dehydroepothilone c and d, analogs thereof and methos of making the same |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010228356A Division JP5679757B2 (ja) | 2002-11-07 | 2010-10-08 | トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006510743A JP2006510743A (ja) | 2006-03-30 |
| JP2006510743A5 JP2006510743A5 (enExample) | 2006-12-21 |
| JP4641941B2 true JP4641941B2 (ja) | 2011-03-02 |
Family
ID=32314587
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005507102A Expired - Fee Related JP4641941B2 (ja) | 2002-11-07 | 2003-11-07 | トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 |
| JP2010228356A Expired - Fee Related JP5679757B2 (ja) | 2002-11-07 | 2010-10-08 | トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 |
| JP2013147528A Pending JP2013213054A (ja) | 2002-11-07 | 2013-07-16 | トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010228356A Expired - Fee Related JP5679757B2 (ja) | 2002-11-07 | 2010-10-08 | トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 |
| JP2013147528A Pending JP2013213054A (ja) | 2002-11-07 | 2013-07-16 | トランス−9,10−デヒドロエポチロンcおよびd、それらのアナログ、ならびにそれらを作製する方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US20040152708A1 (enExample) |
| EP (3) | EP2135868A1 (enExample) |
| JP (3) | JP4641941B2 (enExample) |
| KR (2) | KR100966667B1 (enExample) |
| AT (1) | ATE452888T1 (enExample) |
| AU (1) | AU2003291337B2 (enExample) |
| CA (1) | CA2505368C (enExample) |
| CY (1) | CY1110295T1 (enExample) |
| DE (1) | DE60330703D1 (enExample) |
| DK (1) | DK1562941T3 (enExample) |
| ES (2) | ES2336911T3 (enExample) |
| PT (1) | PT1562941E (enExample) |
| SI (1) | SI1562941T1 (enExample) |
| WO (1) | WO2004043954A2 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69734362T2 (de) | 1996-12-03 | 2006-07-20 | Sloan-Kettering Institute For Cancer Research | Synthese von epothilonen, zwischenprodukte dazu, analoga und verwendungen davon |
| US8618085B2 (en) * | 2000-04-28 | 2013-12-31 | Koasn Biosciences Incorporated | Therapeutic formulations of desoxyepothilones |
| US7649006B2 (en) | 2002-08-23 | 2010-01-19 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto and analogues thereof |
| EP1767535B1 (en) | 2002-08-23 | 2009-12-02 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto, analogues and uses thereof |
| US7384964B2 (en) * | 2002-08-23 | 2008-06-10 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto, analogues and uses thereof |
| US6921769B2 (en) | 2002-08-23 | 2005-07-26 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto and analogues thereof |
| CN101088998A (zh) * | 2002-11-07 | 2007-12-19 | 科桑生物科学公司 | 反式-9,10-脱氢埃坡霉素c和d,其类似物以及制备这些化合物的方法 |
| US20040152708A1 (en) * | 2002-11-07 | 2004-08-05 | Yong Li | Trans-9,10-dehydroepothilone C and D, analogs thereof and methods of making the same |
| RU2005133199A (ru) * | 2003-03-28 | 2006-02-10 | Козан Байосайенсиз, Инк. (Us) | Устройства, способы и композиции для предупреждения рестеноза |
| WO2005034964A1 (en) * | 2003-10-09 | 2005-04-21 | Kosan Biosciences, Inc. | Therapeutic formulations |
| US20050215604A1 (en) * | 2004-03-26 | 2005-09-29 | Kosan Biosciences, Inc. | Combination therapies with epothilones and carboplatin |
| CN105061577A (zh) * | 2006-12-14 | 2015-11-18 | 爱勒让治疗公司 | 双巯基大环化系统 |
| US7981998B2 (en) * | 2006-12-14 | 2011-07-19 | Aileron Therapeutics, Inc. | Bis-sulfhydryl macrocyclization systems |
| US8889632B2 (en) | 2007-01-31 | 2014-11-18 | Dana-Farber Cancer Institute, Inc. | Stabilized p53 peptides and uses thereof |
| ES2648687T3 (es) | 2007-02-23 | 2018-01-05 | Aileron Therapeutics, Inc. | Péptidos macrocíclicos unidos a triazol |
| KR20160061439A (ko) | 2007-03-28 | 2016-05-31 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | 스티칭된 폴리펩티드 |
| US8030503B2 (en) | 2007-05-11 | 2011-10-04 | Kosan Biosciences Incorporated | Process for the preparation of epothilones |
| WO2008141234A2 (en) * | 2007-05-11 | 2008-11-20 | Kosan Biosciences Incorporated | Methods of making epothilones |
| US9175047B2 (en) | 2009-01-14 | 2015-11-03 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| CN102712675A (zh) | 2009-09-22 | 2012-10-03 | 爱勒让治疗公司 | 拟肽大环化合物 |
| WO2012021875A1 (en) | 2010-08-13 | 2012-02-16 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles with triazole linkers |
| JP6342808B2 (ja) | 2011-10-18 | 2018-06-13 | エイルロン セラピューティクス,インコーポレイテッド | ペプチドミメティック大環状化合物 |
| EP3769776A1 (en) | 2012-02-15 | 2021-01-27 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| CN108912211A (zh) | 2012-02-15 | 2018-11-30 | 爱勒让治疗公司 | 三唑交联的和硫醚交联的拟肽大环化合物 |
| CA2776178A1 (en) * | 2012-04-05 | 2013-10-05 | Hydro-Quebec | Ionic compounds |
| BR112015009470A2 (pt) | 2012-11-01 | 2019-12-17 | Aileron Therapeutics Inc | aminoácidos dissubstituídos e seus métodos de preparação e uso |
| EP3197477A4 (en) | 2014-09-24 | 2018-07-04 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and formulations thereof |
| SG10201902594QA (en) | 2014-09-24 | 2019-04-29 | Aileron Therapeutics Inc | Peptidomimetic macrocycles and uses thereof |
| AU2016235424A1 (en) | 2015-03-20 | 2017-10-05 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles and uses thereof |
| WO2017004548A1 (en) | 2015-07-01 | 2017-01-05 | Aileron Therapeutics, Inc. | Peptidomimetic macrocycles |
| CN108368161A (zh) | 2015-09-10 | 2018-08-03 | 艾瑞朗医疗公司 | 作为mcl-1调节剂的拟肽大环化合物 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU3922193A (en) | 1992-03-23 | 1993-10-21 | Georgetown University | Liposome encapsulated taxol and a method of using the same |
| AU6833994A (en) | 1993-05-17 | 1994-12-12 | Liposome Company, Inc., The | Incorporation of taxol into liposomes and gels |
| US5415869A (en) | 1993-11-12 | 1995-05-16 | The Research Foundation Of State University Of New York | Taxol formulation |
| US5662883A (en) | 1995-01-10 | 1997-09-02 | Nanosystems L.L.C. | Microprecipitation of micro-nanoparticulate pharmaceutical agents |
| US5534270A (en) | 1995-02-09 | 1996-07-09 | Nanosystems Llc | Method of preparing stable drug nanoparticles |
| US5510118A (en) | 1995-02-14 | 1996-04-23 | Nanosystems Llc | Process for preparing therapeutic compositions containing nanoparticles |
| WO1997033552A1 (en) | 1996-03-12 | 1997-09-18 | Pg-Txl Company, L.P. | Water soluble paclitaxel prodrugs |
| US6458373B1 (en) | 1997-01-07 | 2002-10-01 | Sonus Pharmaceuticals, Inc. | Emulsion vehicle for poorly soluble drugs |
| KR20080016756A (ko) | 1998-02-05 | 2008-02-21 | 노파르티스 아게 | 유기화합물 함유 조성물 |
| US6596875B2 (en) * | 2000-02-07 | 2003-07-22 | James David White | Method for synthesizing epothilones and epothilone analogs |
| DE19907480A1 (de) * | 1999-02-11 | 2000-08-17 | Schering Ag | Epothilon-Derivate, Verfahren zu deren Herstellung und ihre pharmazeutische Verwendung |
| DE19954229A1 (de) * | 1999-11-04 | 2001-05-10 | Schering Ag | Epothilon-Derivate, Verfahren zu deren Herstellung und ihre pharmazeutische Verwendung |
| US6156373A (en) | 1999-05-03 | 2000-12-05 | Scimed Life Systems, Inc. | Medical device coating methods and devices |
| AU5273200A (en) | 1999-05-24 | 2000-12-12 | Sonus Pharmaceuticals, Inc. | Emulsion vehicle for poorly soluble drugs |
| GB9918429D0 (en) | 1999-08-04 | 1999-10-06 | Novartis Ag | Organic compounds |
| KR100832145B1 (ko) | 2000-04-28 | 2008-05-27 | 코산 바이오사이언시즈, 인코포레이티드 | 폴리케타이드의 제조방법 |
| WO2001092255A2 (en) * | 2000-05-26 | 2001-12-06 | Kosan Biosciences, Inc. | Epothilone derivatives and methods for making and using the same |
| US6906188B2 (en) * | 2001-04-30 | 2005-06-14 | State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University | Method for synthesizing epothilones and epothilone analogs |
| WO2003022844A2 (en) * | 2001-09-06 | 2003-03-20 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones intermediates thereto and analogues thereof |
| US6921769B2 (en) * | 2002-08-23 | 2005-07-26 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto and analogues thereof |
| US7649006B2 (en) * | 2002-08-23 | 2010-01-19 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto and analogues thereof |
| EP1767535B1 (en) * | 2002-08-23 | 2009-12-02 | Sloan-Kettering Institute For Cancer Research | Synthesis of epothilones, intermediates thereto, analogues and uses thereof |
| US20040152708A1 (en) * | 2002-11-07 | 2004-08-05 | Yong Li | Trans-9,10-dehydroepothilone C and D, analogs thereof and methods of making the same |
-
2003
- 2003-11-07 US US10/703,404 patent/US20040152708A1/en not_active Abandoned
- 2003-11-07 JP JP2005507102A patent/JP4641941B2/ja not_active Expired - Fee Related
- 2003-11-07 WO PCT/US2003/035411 patent/WO2004043954A2/en not_active Ceased
- 2003-11-07 DK DK03768730.8T patent/DK1562941T3/da active
- 2003-11-07 PT PT03768730T patent/PT1562941E/pt unknown
- 2003-11-07 EP EP09012860A patent/EP2135868A1/en not_active Withdrawn
- 2003-11-07 SI SI200331732T patent/SI1562941T1/sl unknown
- 2003-11-07 KR KR1020057008039A patent/KR100966667B1/ko not_active Expired - Fee Related
- 2003-11-07 DE DE60330703T patent/DE60330703D1/de not_active Expired - Lifetime
- 2003-11-07 EP EP03768730A patent/EP1562941B1/en not_active Expired - Lifetime
- 2003-11-07 ES ES03768730T patent/ES2336911T3/es not_active Expired - Lifetime
- 2003-11-07 AU AU2003291337A patent/AU2003291337B2/en not_active Ceased
- 2003-11-07 AT AT03768730T patent/ATE452888T1/de active
- 2003-11-07 KR KR1020107000780A patent/KR100996996B1/ko not_active Expired - Fee Related
- 2003-11-07 EP EP09012671.5A patent/EP2135867B1/en not_active Expired - Lifetime
- 2003-11-07 CA CA2505368A patent/CA2505368C/en not_active Expired - Fee Related
- 2003-11-07 ES ES09012671T patent/ES2436296T3/es not_active Expired - Lifetime
-
2008
- 2008-07-11 US US12/172,174 patent/US20090186927A1/en not_active Abandoned
-
2010
- 2010-03-19 CY CY20101100250T patent/CY1110295T1/el unknown
- 2010-10-08 JP JP2010228356A patent/JP5679757B2/ja not_active Expired - Fee Related
-
2013
- 2013-07-16 JP JP2013147528A patent/JP2013213054A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP2011006480A (ja) | 2011-01-13 |
| JP5679757B2 (ja) | 2015-03-04 |
| CY1110295T1 (el) | 2015-01-14 |
| AU2003291337B2 (en) | 2010-09-09 |
| ATE452888T1 (de) | 2010-01-15 |
| SI1562941T1 (sl) | 2010-05-31 |
| KR100966667B1 (ko) | 2010-06-29 |
| EP2135867B1 (en) | 2013-09-25 |
| PT1562941E (pt) | 2010-01-25 |
| ES2436296T3 (es) | 2013-12-30 |
| US20090186927A1 (en) | 2009-07-23 |
| US20040152708A1 (en) | 2004-08-05 |
| EP2135867A1 (en) | 2009-12-23 |
| ES2336911T3 (es) | 2010-04-19 |
| JP2006510743A (ja) | 2006-03-30 |
| KR20050084959A (ko) | 2005-08-29 |
| KR20100018075A (ko) | 2010-02-16 |
| WO2004043954A2 (en) | 2004-05-27 |
| WO2004043954A3 (en) | 2004-11-18 |
| DK1562941T3 (da) | 2010-04-19 |
| DE60330703D1 (de) | 2010-02-04 |
| JP2013213054A (ja) | 2013-10-17 |
| EP1562941B1 (en) | 2009-12-23 |
| AU2003291337A1 (en) | 2004-06-03 |
| EP2135868A1 (en) | 2009-12-23 |
| CA2505368C (en) | 2011-09-20 |
| CA2505368A1 (en) | 2004-05-27 |
| KR100996996B1 (ko) | 2010-11-25 |
| EP1562941A2 (en) | 2005-08-17 |
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