DE1063234T1 - Hydrophobische Taxan Derivate - Google Patents
Hydrophobische Taxan DerivateInfo
- Publication number
- DE1063234T1 DE1063234T1 DE1063234T DE00121129T DE1063234T1 DE 1063234 T1 DE1063234 T1 DE 1063234T1 DE 1063234 T DE1063234 T DE 1063234T DE 00121129 T DE00121129 T DE 00121129T DE 1063234 T1 DE1063234 T1 DE 1063234T1
- Authority
- DE
- Germany
- Prior art keywords
- taxane
- derivative
- carrier
- lipid
- hydrophobic organic
- 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.)
- Pending
Links
- DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 title claims abstract 11
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract 6
- 150000002632 lipids Chemical class 0.000 claims abstract 5
- 229940123237 Taxane Drugs 0.000 claims abstract 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims 2
- 229930195729 fatty acid Natural products 0.000 claims 2
- 239000000194 fatty acid Substances 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000005313 fatty acid group Chemical group 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- -1 unsaturated aliphatic fatty acids Chemical class 0.000 claims 1
- 241001465754 Metazoa Species 0.000 abstract 3
- 206010028980 Neoplasm Diseases 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/6551—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a four-membered ring
- C07F9/65512—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a four-membered ring condensed with carbocyclic rings or carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Nanotechnology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- General Engineering & Computer Science (AREA)
- Dispersion Chemistry (AREA)
- Biochemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biophysics (AREA)
- Biotechnology (AREA)
- Medical Informatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (3)
- AnsprücheQ-C(O)NHCH(C6H5)CH(OR)C(O)- besitzt; Q C6H5-, (CH3)3C-O- oder (CH3)CH = C(CH3)- ist;R und R1 jedes unabhängig entweder H oder hydrophobe organische Komponenten ausgewählt aus gesättigten oder ungesättigten aliphatischen oder verzweigten Fettsäuren ist und wobei wenigstens ein R oder R1 nicht H ist, wobei wenn R1 H ist, ist A1 eine Gruppe, die die Formel Q-C(O)NHCH(C6H5)CH(OR)C(O)- besitzt und R ist nicht H;wobei wenn A1 H ist oder wenn A1 eine Gruppe ist, die die Formel Q-C(O)NHCH(C6H5)CH(OR)C(O)- besitzt und R H ist, ist R1 nicht H.DE/EP1063234T1- 2-
- 2. Taxanderivat aus Anspruch 1, wobei R und R' ungesättigte aliphatische Fettsäuren sind.
- 3. Taxanderivat nach Anspruch 1, wobei das Taxanderivat mit einem Lipid verbunden ist und die Verbindung zwischen dem Taxan und dem Lipid durch die Anwesenheit der hydrophoben Fettsäuregruppen stabilisiert ist.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US36981795A | 1995-01-09 | 1995-01-09 | |
US08/474,888 US5580899A (en) | 1995-01-09 | 1995-06-07 | Hydrophobic taxane derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1063234T1 true DE1063234T1 (de) | 2001-05-23 |
Family
ID=27004714
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69627722T Expired - Fee Related DE69627722T2 (de) | 1995-01-09 | 1996-01-11 | Hydrophobische Taxan Derivate |
DE1063234T Pending DE1063234T1 (de) | 1995-01-09 | 1996-01-11 | Hydrophobische Taxan Derivate |
DE69617203T Expired - Fee Related DE69617203T2 (de) | 1995-01-09 | 1996-01-11 | Hydrophobe taxan derivate |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69627722T Expired - Fee Related DE69627722T2 (de) | 1995-01-09 | 1996-01-11 | Hydrophobische Taxan Derivate |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69617203T Expired - Fee Related DE69617203T2 (de) | 1995-01-09 | 1996-01-11 | Hydrophobe taxan derivate |
Country Status (13)
Country | Link |
---|---|
US (4) | US5580899A (de) |
EP (2) | EP0802911B1 (de) |
JP (1) | JPH11500712A (de) |
KR (1) | KR100386002B1 (de) |
AT (2) | ATE209196T1 (de) |
AU (1) | AU691401B2 (de) |
CA (1) | CA2209001C (de) |
DE (3) | DE69627722T2 (de) |
DK (2) | DK1063234T3 (de) |
ES (2) | ES2154622T3 (de) |
GR (1) | GR20010300005T1 (de) |
PT (2) | PT1063234E (de) |
WO (1) | WO1996021658A1 (de) |
Families Citing this family (54)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030068362A1 (en) * | 1993-02-22 | 2003-04-10 | American Bioscience, Inc. | Methods and formulations for the delivery of pharmacologically active agents |
US5580899A (en) * | 1995-01-09 | 1996-12-03 | The Liposome Company, Inc. | Hydrophobic taxane derivatives |
US6107332A (en) | 1995-09-12 | 2000-08-22 | The Liposome Company, Inc. | Hydrolysis-promoting hydrophobic taxane derivatives |
EP1229030B1 (de) * | 1995-09-12 | 2005-11-09 | Zeneus Pharma Limited | Hydrolyse-einleitende hydrophobe Taxane Derivate |
JP4192208B2 (ja) * | 1995-09-12 | 2008-12-10 | セファロン リミテッド | 加水分解促進性のタキサン疎水性誘導体 |
US6667053B1 (en) * | 1996-02-16 | 2003-12-23 | Elan Pharmaceuticals, Inc. | D and L etherlipid stereoisomers and liposomes |
US6441025B2 (en) * | 1996-03-12 | 2002-08-27 | Pg-Txl Company, L.P. | Water soluble paclitaxel derivatives |
US5919815A (en) * | 1996-05-22 | 1999-07-06 | Neuromedica, Inc. | Taxane compounds and compositions |
JP4172726B2 (ja) * | 1996-05-22 | 2008-10-29 | ルイトポルド・ファーマシューティカルズ・インコーポレーテッド | シス―ドコサヘキサエン酸とドセタキセルとの共有複合体を含有する製剤 |
US6576636B2 (en) | 1996-05-22 | 2003-06-10 | Protarga, Inc. | Method of treating a liver disorder with fatty acid-antiviral agent conjugates |
US5795909A (en) * | 1996-05-22 | 1998-08-18 | Neuromedica, Inc. | DHA-pharmaceutical agent conjugates of taxanes |
NZ505584A (en) | 1996-05-24 | 2002-04-26 | Univ British Columbia | Delivery of a therapeutic agent to the smooth muscle cells of a body passageway via an adventia |
GB2321455A (en) * | 1997-01-24 | 1998-07-29 | Norsk Hydro As | Lipophilic derivatives of biologically active compounds |
US7112338B2 (en) * | 1997-03-12 | 2006-09-26 | The Regents Of The University Of California | Cationic liposome delivery of taxanes to angiogenic blood vessels |
US5837283A (en) * | 1997-03-12 | 1998-11-17 | The Regents Of The University Of California | Cationic lipid compositions targeting angiogenic endothelial cells |
US6136988A (en) * | 1998-04-10 | 2000-10-24 | Hauser, Inc. | 7-hexanoyltaxol and methods for preparing the same |
US6461637B1 (en) * | 2000-09-01 | 2002-10-08 | Neopharm, Inc. | Method of administering liposomal encapsulated taxane |
US6146659A (en) * | 1998-07-01 | 2000-11-14 | Neopharm, Inc. | Method of administering liposomal encapsulated taxane |
US7314637B1 (en) | 1999-06-29 | 2008-01-01 | Neopharm, Inc. | Method of administering liposomal encapsulated taxane |
US6136989A (en) * | 1998-12-30 | 2000-10-24 | Phytogen Life Sciences, Incorporated | Method for high yield and large scale extraction of paclitaxel from paclitaxel-containing material |
ATE297198T1 (de) * | 1999-02-23 | 2005-06-15 | Angiotech Int Ag | Zusammensetzungen und verfahren zur verbesserung der integrität von angegriffenen körperpassagewegen und höhlen |
US6191290B1 (en) * | 1999-02-24 | 2001-02-20 | Uab Research Foundation | Taxane derivatives for targeted therapy of cancer |
KR20020000147A (ko) * | 1999-03-09 | 2002-01-04 | 니겔 엘. 웹 | 지방산-항암제 결합체 및 그의 용도 |
US7235583B1 (en) * | 1999-03-09 | 2007-06-26 | Luitpold Pharmaceuticals, Inc., | Fatty acid-anticancer conjugates and uses thereof |
WO2000067802A1 (en) * | 1999-05-10 | 2000-11-16 | Protarga, Inc. | Fatty acid-n-substituted indol-3-glyoxyl-amide compositions and uses thereof |
HUP0202669A3 (en) * | 1999-09-09 | 2004-06-28 | Univ California | Cationic liposome delivery of taxanes to angiogenic bloos vessels |
CA2385528C (en) | 1999-10-01 | 2013-12-10 | Immunogen, Inc. | Compositions and methods for treating cancer using immunoconjugates and chemotherapeutic agents |
US6362217B2 (en) * | 2000-03-17 | 2002-03-26 | Bristol-Myers Squibb Company | Taxane anticancer agents |
EP1423107B1 (de) | 2001-03-23 | 2012-05-09 | Luitpold Pharmaceuticals, Inc. | Fettalkohol-arzneimittel-konjugate |
US8552054B2 (en) | 2001-03-23 | 2013-10-08 | Luitpold Pharmaceuticals, Inc. | Fatty amine drug conjugates |
CA2445763A1 (en) * | 2001-05-01 | 2002-11-07 | Angiotech Pharmaceuticals Inc. | Compositions comprising an anti-microtubule agent and a polypeptide or a polysaccharide and the use thereof for the preparation of a medicament for the treatment of inflammatory conditions |
US20030157161A1 (en) * | 2001-05-01 | 2003-08-21 | Angiotech Pharmaceuticals, Inc. | Compositions and methods for treating inflammatory conditions utilizing protein or polysaccharide containing anti-microtubule agents |
DE10154464B4 (de) * | 2001-11-08 | 2005-10-20 | Max Delbrueck Centrum | Oral verabreichbare pharmazeutische Zubereitung umfassend liposomal verkapseltes Taxol |
US20030206893A1 (en) * | 2002-05-06 | 2003-11-06 | Sohail Malik | Cell proliferating agents |
WO2004069224A2 (en) | 2003-02-03 | 2004-08-19 | Neopharm, Inc. | Stable sterile filterable liposomal encapsulated taxane and other antineoplastic drugs |
JP5139814B2 (ja) * | 2005-02-18 | 2013-02-06 | アブラクシス バイオサイエンス リミテッド ライアビリティー カンパニー | 医療装置に結合した改善された疎水性を有した薬剤 |
JP2006248978A (ja) * | 2005-03-10 | 2006-09-21 | Mebiopharm Co Ltd | 新規なリポソーム製剤 |
WO2006110862A2 (en) * | 2005-04-12 | 2006-10-19 | Wisconsin Alumni Research Foundation | Micelle composition of polymer and passenger drug |
EP1883627B1 (de) | 2005-05-18 | 2018-04-18 | Pharmascience Inc. | An die bir-domäne bindende verbindungen |
NZ572836A (en) | 2006-05-16 | 2011-12-22 | Pharmascience Inc | Iap bir domain binding compounds |
ES2535217T3 (es) * | 2007-11-28 | 2015-05-07 | Celator Pharmaceuticals, Inc. | Sistema mejorado de administración de taxano |
AU2009234127B2 (en) * | 2008-04-10 | 2015-04-30 | Abraxis Bioscience, Llc | Compositions of hydrophobic taxane derivatives and uses thereof |
WO2011038278A2 (en) | 2009-09-25 | 2011-03-31 | Wisconsin Alumni Research Foundation | Micelle encapsulation of therapeutic agents |
SG10201501095WA (en) | 2010-02-12 | 2015-04-29 | Pharmascience Inc | Iap bir domain binding compounds |
TWI438009B (zh) * | 2010-02-19 | 2014-05-21 | Teikoku Pharma Usa Inc | 紫杉烷前-乳劑調配物及其製造與使用之方法 |
CN103096874A (zh) * | 2010-04-15 | 2013-05-08 | 华盛顿大学 | 前药组合物、前药纳米粒子及其使用方法 |
EP2566474B1 (de) | 2010-05-03 | 2017-11-15 | Teikoku Pharma USA, Inc. | Nichtwässrige taxan-pro-emulsionsformulierungen sowie verfahren zu ihrer herstellung und verwendung |
PL226015B1 (pl) | 2011-03-03 | 2017-06-30 | Wrocławskie Centrum Badań Eit + Spółka Z Ograniczoną | Liposomowy preparat zawierajacy przeciwnowotworowa substancje aktywna, sposob jego wytwarzania i zawierajaca go kompozycja farmaceutyczna |
US8945627B2 (en) | 2011-05-05 | 2015-02-03 | Wisconsin Alumni Research Foundation | Micelles for the solubilization of gossypol |
US20140357706A1 (en) * | 2011-10-13 | 2014-12-04 | The Uab Research Foundation | Stearate Compounds |
JO3685B1 (ar) | 2012-10-01 | 2020-08-27 | Teikoku Pharma Usa Inc | صيغ التشتيت الجسيمي للتاكسين غير المائي وطرق استخدامها |
US10682415B2 (en) | 2013-07-22 | 2020-06-16 | Wisconsin Alumni Research Foundation | Thermogel formulation for combination drug delivery |
CN105853403B (zh) * | 2016-05-09 | 2019-03-29 | 上海天氏利医药科技有限公司 | 一种紫杉醇棕榈酸酯脂质体及其制备方法 |
WO2018078064A1 (en) * | 2016-10-28 | 2018-05-03 | Les Laboratoires Servier | Liposomal formulation for use in the treatment of cancer |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4960790A (en) * | 1989-03-09 | 1990-10-02 | University Of Kansas | Derivatives of taxol, pharmaceutical compositions thereof and methods for the preparation thereof |
CA2023645C (fr) * | 1989-08-23 | 2002-03-26 | Jean-Noel Denis | Procede pour la preparation enantioselective de derives de la phenylisoserine |
US5015744A (en) * | 1989-11-14 | 1991-05-14 | Florida State University | Method for preparation of taxol using an oxazinone |
FR2658510B1 (fr) * | 1990-02-21 | 1992-04-30 | Rhone Poulenc Sante | Nouveau derive de la beta-phenylisoserine, sa preparation et son emploi. |
FR2678930B1 (fr) * | 1991-07-10 | 1995-01-13 | Rhone Poulenc Rorer Sa | Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii. |
FR2680506B1 (fr) * | 1991-08-19 | 1994-09-02 | Rhone Poulenc Rorer Sa | Procede de preparation de derives de la beta-phenylisoserine et leur utilisation. |
WO1993010076A1 (en) * | 1991-11-22 | 1993-05-27 | The University Of Mississippi | Synthesis and optical resolution of the taxol side chain and related compounds |
FR2687150B1 (fr) * | 1992-02-07 | 1995-04-28 | Rhone Poulenc Rorer Sa | Procede de preparation de derives du taxane. |
US5272171A (en) * | 1992-02-13 | 1993-12-21 | Bristol-Myers Squibb Company | Phosphonooxy and carbonate derivatives of taxol |
US5200534A (en) * | 1992-03-13 | 1993-04-06 | University Of Florida | Process for the preparation of taxol and 10-deacetyltaxol |
US5534499A (en) * | 1994-05-19 | 1996-07-09 | The University Of British Columbia | Lipophilic drug derivatives for use in liposomes |
US5580899A (en) * | 1995-01-09 | 1996-12-03 | The Liposome Company, Inc. | Hydrophobic taxane derivatives |
-
1995
- 1995-06-07 US US08/474,888 patent/US5580899A/en not_active Expired - Lifetime
-
1996
- 1996-01-11 DE DE69627722T patent/DE69627722T2/de not_active Expired - Fee Related
- 1996-01-11 CA CA002209001A patent/CA2209001C/en not_active Expired - Fee Related
- 1996-01-11 JP JP8521801A patent/JPH11500712A/ja not_active Ceased
- 1996-01-11 ES ES00121129T patent/ES2154622T3/es not_active Expired - Lifetime
- 1996-01-11 ES ES96903428T patent/ES2163613T3/es not_active Expired - Lifetime
- 1996-01-11 AT AT96903428T patent/ATE209196T1/de not_active IP Right Cessation
- 1996-01-11 DE DE1063234T patent/DE1063234T1/de active Pending
- 1996-01-11 WO PCT/US1996/000351 patent/WO1996021658A1/en active IP Right Grant
- 1996-01-11 PT PT00121129T patent/PT1063234E/pt unknown
- 1996-01-11 KR KR1019970704678A patent/KR100386002B1/ko not_active IP Right Cessation
- 1996-01-11 DK DK00121129T patent/DK1063234T3/da active
- 1996-01-11 DK DK96903428T patent/DK0802911T3/da active
- 1996-01-11 DE DE69617203T patent/DE69617203T2/de not_active Expired - Fee Related
- 1996-01-11 AU AU47522/96A patent/AU691401B2/en not_active Ceased
- 1996-01-11 PT PT96903428T patent/PT802911E/pt unknown
- 1996-01-11 EP EP96903428A patent/EP0802911B1/de not_active Expired - Lifetime
- 1996-01-11 AT AT00121129T patent/ATE238290T1/de not_active IP Right Cessation
- 1996-01-11 EP EP00121129A patent/EP1063234B1/de not_active Expired - Lifetime
- 1996-11-27 US US08/753,650 patent/US6118011A/en not_active Expired - Fee Related
-
1997
- 1997-12-10 US US08/988,120 patent/US5939567A/en not_active Expired - Fee Related
-
2000
- 2000-05-09 US US09/567,366 patent/US6291690B1/en not_active Expired - Fee Related
-
2001
- 2001-02-28 GR GR20010300005T patent/GR20010300005T1/el unknown
Also Published As
Publication number | Publication date |
---|---|
EP1063234A2 (de) | 2000-12-27 |
AU4752296A (en) | 1996-07-31 |
ES2163613T3 (es) | 2002-02-01 |
DE69627722T2 (de) | 2003-10-16 |
PT802911E (pt) | 2002-05-31 |
AU691401B2 (en) | 1998-05-14 |
US5580899A (en) | 1996-12-03 |
US6291690B1 (en) | 2001-09-18 |
WO1996021658A1 (en) | 1996-07-18 |
US6118011A (en) | 2000-09-12 |
EP0802911A1 (de) | 1997-10-29 |
CA2209001C (en) | 2007-12-18 |
DE69617203D1 (de) | 2002-01-03 |
EP0802911B1 (de) | 2001-11-21 |
DK1063234T3 (da) | 2003-06-02 |
ATE238290T1 (de) | 2003-05-15 |
DE69627722D1 (de) | 2003-05-28 |
EP1063234B1 (de) | 2003-04-23 |
JPH11500712A (ja) | 1999-01-19 |
EP1063234A3 (de) | 2001-04-11 |
ATE209196T1 (de) | 2001-12-15 |
US5939567A (en) | 1999-08-17 |
ES2154622T3 (es) | 2003-09-16 |
ES2154622T1 (es) | 2001-04-16 |
CA2209001A1 (en) | 1996-07-18 |
PT1063234E (pt) | 2003-09-30 |
KR19980701289A (ko) | 1998-05-15 |
DK0802911T3 (da) | 2002-05-21 |
GR20010300005T1 (en) | 2001-02-28 |
DE69617203T2 (de) | 2002-05-08 |
KR100386002B1 (ko) | 2003-10-10 |
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