ES2184280T3 - Compuestos de indol como inhibidores de cox-2'. - Google Patents
Compuestos de indol como inhibidores de cox-2'.Info
- Publication number
- ES2184280T3 ES2184280T3 ES98928479T ES98928479T ES2184280T3 ES 2184280 T3 ES2184280 T3 ES 2184280T3 ES 98928479 T ES98928479 T ES 98928479T ES 98928479 T ES98928479 T ES 98928479T ES 2184280 T3 ES2184280 T3 ES 2184280T3
- Authority
- ES
- Spain
- Prior art keywords
- sub
- sup
- alkyl
- cox
- hydrogen
- 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 - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen 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
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- 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
- C07D405/12—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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur 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
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- 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
- C07D413/12—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 chain containing hetero atoms as chain links
-
- 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
-
- 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
- C07D417/12—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 chain containing hetero atoms as chain links
Abstract
Esta invención proporciona un compuesto de fórmula (I) y sus sales farmacéuticamente aceptables, en la que L es oxígeno o azufre; Y es un enlace directo o alquilideno C{sub,1-4}; Q es alquilo C{sub,1-6}, cicloalquilo C{sub,3-7}, fenilo, naftilo, heteroarilo o similar; R{sup,1} es hidrógeno, alquilo C{sub,1-6} o similar; R{sup,2} es hidrógeno, alquilo C{sub,1-4}, C{(}O{R{sup,5} en la que R{sup,5} es alquilo C{sub,1-22} o alquenilo C{sub,2-22}, alquilo C{sub,1-8} halosustituido, alquenilo C{sub,2-8} halosustituido, -Y-cicloalquilo C{sub,3-7}, -Y-cicloalquenilo C{sub,3-7}, fenilo, naftilo, heteroarilo o similar; X es haluro, alquilo C{sub,1-4}, hidroxi, alcoxi C{sub,1-4} o similar; y n es 0, 1, 2 o3, con la condición de que un grupo de fórmula -Y-Q no sea metilo o etilo cuando X es hidrógeno; L es oxígeno; R{sup,1} es hidrógeno y R{sup,2} es acetilo. Esta invención proporciona también una composición farmacéutica que se utiliza para el tratamiento de estados patológicos en los que las prostaglandinas están implicadas como patógenos. Los compuestos de indol de la presente invención inhiben la actividad de COX. Preferiblemente, los compuestos de la invención inhiben la actividad de COX-2, teniendo los compuestos más preferidos selectividad para COX-2.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IB9700917 | 1997-07-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2184280T3 true ES2184280T3 (es) | 2003-04-01 |
Family
ID=11004592
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES98928479T Expired - Lifetime ES2184280T3 (es) | 1997-07-23 | 1998-07-03 | Compuestos de indol como inhibidores de cox-2'. |
Country Status (19)
Country | Link |
---|---|
US (1) | US6300363B1 (es) |
EP (1) | EP1001934B1 (es) |
JP (1) | JP3267635B2 (es) |
AP (1) | AP9801302A0 (es) |
AR (1) | AR016523A1 (es) |
AT (1) | ATE228503T1 (es) |
AU (1) | AU8030598A (es) |
BR (2) | BR9811533A (es) |
CA (1) | CA2295063C (es) |
CO (1) | CO4810382A1 (es) |
DE (1) | DE69809758T2 (es) |
DK (1) | DK1001934T3 (es) |
ES (1) | ES2184280T3 (es) |
HR (1) | HRP980411A2 (es) |
MA (1) | MA26526A1 (es) |
PA (1) | PA8456101A1 (es) |
PT (1) | PT1001934E (es) |
TN (1) | TNSN98140A1 (es) |
WO (1) | WO1999005104A1 (es) |
Families Citing this family (42)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040072889A1 (en) * | 1997-04-21 | 2004-04-15 | Pharmacia Corporation | Method of using a COX-2 inhibitor and an alkylating-type antineoplastic agent as a combination therapy in the treatment of neoplasia |
FR2774097B1 (fr) * | 1998-01-28 | 2000-09-29 | Bio Merieux | Utilisation de derives d'indolamine dans la detection d'une activite de peptidase ou dans la detection de micro-organismes |
US6833373B1 (en) | 1998-12-23 | 2004-12-21 | G.D. Searle & Co. | Method of using an integrin antagonist and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia |
ES2182755T3 (es) * | 1999-07-02 | 2003-03-16 | Pfizer | Compuestos de tetrazolilalquilindol como agentes antiinflamtorios y analgesicos. |
MXPA00006605A (es) | 1999-07-02 | 2004-12-09 | Pfizer | Compuestos de carbonil-indol biciclicos como agentes antiinflamatorios/analgesicos. |
US6403818B1 (en) | 2000-02-28 | 2002-06-11 | Eisai Co., Ltd. | Process for producing α-hydroxy-carbonyl compound |
CA2407677A1 (en) * | 2000-04-28 | 2002-10-28 | Baxter Healthcare Sa | 2-acyl indol derivatives and their use as anti-tumour agents |
DE10129320A1 (de) * | 2001-06-19 | 2003-04-10 | Norbert Mueller | Verwendung von COX-2 Inhibitoren zur Behandlung von Schizophrenie, wahnhaften Störungen, affektiven Störungen oder Ticstörungen |
US20060167074A1 (en) * | 2001-06-19 | 2006-07-27 | Norbert Muller | Methods and compositions for the treatment of psychiatric disorders |
DE10152306A1 (de) * | 2001-10-26 | 2003-07-24 | Asta Medica Ag | 2-Acylindolderivate mit neuen therapeutisch wertvollen Eigenschaften |
AU2002363250A1 (en) * | 2001-11-01 | 2003-05-12 | Icagen, Inc. | Pyrazole-amides and-sulfonamides |
US20030220374A1 (en) * | 2002-01-14 | 2003-11-27 | Pharmacia Corporation | Compositions and methods of treatment involving peroxisome proliferator-activated receptor-gamma agonists and cyclooxygenase-2 selective inhibitors |
US20030212138A1 (en) * | 2002-01-14 | 2003-11-13 | Pharmacia Corporation | Combinations of peroxisome proliferator-activated receptor-alpha agonists and cyclooxygenase-2 selective inhibitors and therapeutic uses therefor |
EP1483283A4 (en) | 2002-03-13 | 2007-04-11 | Signum Biosciences Inc | MODULATION OF PROTEIN METHYLATION AND PHOSPHOPROTEIN PHOSPHATE |
EP1539675B1 (en) * | 2002-08-29 | 2013-11-06 | Temple University - Of The Commonwealth System of Higher Education | Aryl and heteroaryl propene amides, derivatives thereof and therapeutic uses thereof |
US20040147581A1 (en) * | 2002-11-18 | 2004-07-29 | Pharmacia Corporation | Method of using a Cox-2 inhibitor and a 5-HT1A receptor modulator as a combination therapy |
RU2331438C2 (ru) | 2002-12-13 | 2008-08-20 | Уорнер-Ламберт Компани Ллс | Альфа-2-дельта лиганд для лечения симптомов нижних мочевыводящих путей |
US20040220155A1 (en) * | 2003-03-28 | 2004-11-04 | Pharmacia Corporation | Method of providing a steroid-sparing benefit with a cyclooxygenase-2 inhibitor and compositions therewith |
PT1534305E (pt) | 2003-05-07 | 2007-02-28 | Osteologix As | Tratamento de afecções cartilagineas / osseas com sais de estroncio hidrosoluveis |
JP2007516203A (ja) * | 2003-07-09 | 2007-06-21 | バイオリポックス エービー | 炎症の治療に有用なインドール類 |
US20050014729A1 (en) * | 2003-07-16 | 2005-01-20 | Pharmacia Corporation | Method for the treatment or prevention of dermatological disorders with a cyclooxygenase-2 inhibitor alone and in combination with a dermatological treatment agent and compositions therewith |
GB0319037D0 (en) * | 2003-08-13 | 2003-09-17 | Glaxo Group Ltd | 7-Azaindole Derivatives |
US20050119262A1 (en) * | 2003-08-21 | 2005-06-02 | Pharmacia Corporation | Method for preventing or treating an optic neuropathy with a cox-2 inhibitor and an intraocular pressure reducing agent |
US20050113409A1 (en) * | 2003-09-03 | 2005-05-26 | Pharmacia Corporation | Method for the prevention or treatment of pain, inflammation and inflammation-related disorders with a Cox-2 selective inhibitor in combination with a nitric oxide-donating agent and compositions therewith |
EP1708718A1 (en) | 2004-01-22 | 2006-10-11 | Pfizer Limited | Triazole derivatives which inhibit vasopressin antagonistic activity |
EP1742932A1 (en) * | 2004-04-28 | 2007-01-17 | Pfizer Limited | 3-heterocyclyl-4-phenyl-triazole derivatives as inhibitors of the vasopressin v1a receptor |
WO2005123673A1 (en) | 2004-06-18 | 2005-12-29 | Biolipox Ab | Indoles useful in the treatment of inflammation |
WO2006040645A1 (en) * | 2004-10-11 | 2006-04-20 | Ranbaxy Laboratories Limited | N-(3,5-dichloropyridin-4-yl)-2,4,5-alkoxy and 2,3,4-alkoxy benzamide derivatives as pde-iv (phophodiesterase type-iv) inhibitors for the treatment of inflammatory diseases such as asthma |
EP1841735B1 (en) | 2005-01-19 | 2011-03-09 | Biolipox AB | Indoles useful in the treatment of inflammation |
US7923041B2 (en) | 2005-02-03 | 2011-04-12 | Signum Biosciences, Inc. | Compositions and methods for enhancing cognitive function |
US8221804B2 (en) | 2005-02-03 | 2012-07-17 | Signum Biosciences, Inc. | Compositions and methods for enhancing cognitive function |
US20060251702A1 (en) * | 2005-05-05 | 2006-11-09 | Cook Biotech Incorporated | Implantable materials and methods for inhibiting tissue adhesion formation |
CN101600458A (zh) | 2006-12-22 | 2009-12-09 | 瑞蔻达蒂爱尔兰有限公司 | 采用α2δ配体和NSAID的下泌尿道疾病的联合治疗 |
US9486441B2 (en) | 2008-04-21 | 2016-11-08 | Signum Biosciences, Inc. | Compounds, compositions and methods for making the same |
WO2012006474A2 (en) | 2010-07-07 | 2012-01-12 | Ardelyx, Inc. | Compounds and methods for inhibiting phosphate transport |
JP5823514B2 (ja) | 2010-07-07 | 2015-11-25 | アーデリクス,インコーポレーテッド | リン酸輸送を阻害する化合物及び方法 |
JP5827326B2 (ja) | 2010-07-07 | 2015-12-02 | アーデリクス,インコーポレーテッド | リン酸輸送を阻害する化合物及び方法 |
WO2012006477A1 (en) | 2010-07-07 | 2012-01-12 | Ardelyx, Inc. | Compounds and methods for inhibiting phosphate transport |
WO2012101013A1 (en) | 2011-01-28 | 2012-08-02 | Boehringer Ingelheim International Gmbh | Substituted pyridinyl-pyrimidines and their use as medicaments |
US9808443B1 (en) | 2016-11-28 | 2017-11-07 | King Saud University | Cyclooxygenase inhibitors |
KR20210024588A (ko) | 2018-06-27 | 2021-03-05 | 프로테오스타시스 테라퓨틱스, 인크. | 프로테아좀 활성 증진 화합물 |
IL305573A (en) | 2021-03-15 | 2023-10-01 | Saul Yedgar | Hyaluronic acid conjugated with dipalmitoyl phosphatidyl ethanolamine in combination with non-steroidal anti-inflammatory drugs (NSAIDs) for the treatment or suppression of inflammatory diseases |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU7284096A (en) * | 1995-10-09 | 1997-04-30 | Dieter Binder | Heterocyclically-substituted 1-indole carboxamides as cyclo-oxygenase-2 inhibitors |
US6277878B1 (en) * | 1998-09-07 | 2001-08-21 | Pfizer Inc | Substituted indole compounds as anti-inflammatory and analgesic agents |
-
1997
- 1997-07-23 AP APAP/P/1998/001302A patent/AP9801302A0/en unknown
-
1998
- 1998-06-25 BR BR9811533-2A patent/BR9811533A/pt not_active IP Right Cessation
- 1998-07-03 AT AT98928479T patent/ATE228503T1/de not_active IP Right Cessation
- 1998-07-03 DK DK98928479T patent/DK1001934T3/da active
- 1998-07-03 AU AU80305/98A patent/AU8030598A/en not_active Abandoned
- 1998-07-03 CA CA002295063A patent/CA2295063C/en not_active Expired - Fee Related
- 1998-07-03 BR BR9812095-6A patent/BR9812095A/pt not_active IP Right Cessation
- 1998-07-03 DE DE69809758T patent/DE69809758T2/de not_active Expired - Fee Related
- 1998-07-03 US US09/424,837 patent/US6300363B1/en not_active Expired - Fee Related
- 1998-07-03 ES ES98928479T patent/ES2184280T3/es not_active Expired - Lifetime
- 1998-07-03 WO PCT/IB1998/001026 patent/WO1999005104A1/en active IP Right Grant
- 1998-07-03 EP EP98928479A patent/EP1001934B1/en not_active Expired - Lifetime
- 1998-07-03 PT PT98928479T patent/PT1001934E/pt unknown
- 1998-07-03 JP JP50957299A patent/JP3267635B2/ja not_active Expired - Fee Related
- 1998-07-17 CO CO98040946A patent/CO4810382A1/es unknown
- 1998-07-21 AR ARP980103570A patent/AR016523A1/es unknown
- 1998-07-22 TN TNTNSN98140A patent/TNSN98140A1/fr unknown
- 1998-07-22 MA MA25188A patent/MA26526A1/fr unknown
- 1998-07-22 HR HRPCT/IB97/00917A patent/HRP980411A2/hr not_active Application Discontinuation
- 1998-07-22 PA PA19988456101A patent/PA8456101A1/es unknown
Also Published As
Publication number | Publication date |
---|---|
MA26526A1 (fr) | 2004-12-20 |
EP1001934B1 (en) | 2002-11-27 |
AR016523A1 (es) | 2001-07-25 |
PT1001934E (pt) | 2003-02-28 |
ATE228503T1 (de) | 2002-12-15 |
JP3267635B2 (ja) | 2002-03-18 |
EP1001934A1 (en) | 2000-05-24 |
BR9811533A (pt) | 2000-08-29 |
TNSN98140A1 (fr) | 2005-03-15 |
AU8030598A (en) | 1999-02-16 |
US6300363B1 (en) | 2001-10-09 |
AP9801302A0 (en) | 2000-01-23 |
DE69809758D1 (de) | 2003-01-09 |
PA8456101A1 (es) | 2000-05-24 |
DK1001934T3 (da) | 2002-12-30 |
CA2295063C (en) | 2005-10-18 |
CA2295063A1 (en) | 1999-02-04 |
HRP980411A2 (en) | 1999-04-30 |
JP2000513386A (ja) | 2000-10-10 |
BR9812095A (pt) | 2000-07-18 |
CO4810382A1 (es) | 1999-06-30 |
WO1999005104A1 (en) | 1999-02-04 |
DE69809758T2 (de) | 2003-04-10 |
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