ES2303606T3 - Derivados de bencimidazol. - Google Patents
Derivados de bencimidazol. Download PDFInfo
- Publication number
- ES2303606T3 ES2303606T3 ES03792176T ES03792176T ES2303606T3 ES 2303606 T3 ES2303606 T3 ES 2303606T3 ES 03792176 T ES03792176 T ES 03792176T ES 03792176 T ES03792176 T ES 03792176T ES 2303606 T3 ES2303606 T3 ES 2303606T3
- Authority
- ES
- Spain
- Prior art keywords
- oxo
- benzimidazol
- phenyl
- acetamide
- chlorothiophene
- 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
- -1 piperidin-diyl Chemical group 0.000 claims abstract description 182
- 150000001875 compounds Chemical class 0.000 claims abstract description 91
- 150000003839 salts Chemical class 0.000 claims abstract description 30
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 239000012453 solvate Substances 0.000 claims abstract description 21
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 18
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 18
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 18
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 14
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical group C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims abstract description 12
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229930192474 thiophene Chemical group 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical group C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims abstract description 6
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Chemical group C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims abstract description 6
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical group C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims abstract description 6
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical group C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims abstract description 6
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical group C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract description 6
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims abstract description 6
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
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- BNDUVHSYYBFPGW-UHFFFAOYSA-N 2-[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]oxy]-n-[[4-(2-oxopiperidin-1-yl)phenyl]methyl]acetamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(OCC(=O)NCC=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 BNDUVHSYYBFPGW-UHFFFAOYSA-N 0.000 claims description 4
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- OHFMFUJGVXCEBF-UHFFFAOYSA-N 2-[2-(4-chlorophenyl)-3h-benzimidazol-5-yl]-n-[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]acetamide Chemical compound C=1C=C(N2C(COCC2)=O)C(C)=CC=1NC(=O)CC(C=C1N=2)=CC=C1NC=2C1=CC=C(Cl)C=C1 OHFMFUJGVXCEBF-UHFFFAOYSA-N 0.000 claims description 3
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- JYHSGSGMXPVSPT-UHFFFAOYSA-N 2-[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]amino]-n-[4-(3-oxomorpholin-4-yl)phenyl]acetamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(NCC(=O)NC=3C=CC(=CC=3)N3C(COCC3)=O)=CC=C2N1 JYHSGSGMXPVSPT-UHFFFAOYSA-N 0.000 claims description 3
- SONYDGYZKVDEEN-UHFFFAOYSA-N 2-[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]oxy]-n-[4-(3-oxomorpholin-4-yl)phenyl]acetamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(OCC(=O)NC=3C=CC(=CC=3)N3C(COCC3)=O)=CC=C2N1 SONYDGYZKVDEEN-UHFFFAOYSA-N 0.000 claims description 3
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- CGGVIHLACFQGOH-UHFFFAOYSA-N 1-[4-(benzimidazol-1-ylamino)phenyl]piperidin-2-one Chemical compound O=C1N(CCCC1)C1=CC=C(C=C1)NN1C=NC2=C1C=CC=C2 CGGVIHLACFQGOH-UHFFFAOYSA-N 0.000 claims description 2
- LGHUSLFUQLHXSS-UHFFFAOYSA-N 1-[4-[[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]methylamino]methyl]phenyl]piperidin-2-one Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(CNCC=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 LGHUSLFUQLHXSS-UHFFFAOYSA-N 0.000 claims description 2
- OENZPCRJANSUNR-UHFFFAOYSA-N 2-(5-chlorothiophen-2-yl)-n-[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]-3h-benzimidazole-5-carboxamide Chemical compound C=1C=C(N2C(COCC2)=O)C(C)=CC=1NC(=O)C(C=C1N=2)=CC=C1NC=2C1=CC=C(Cl)S1 OENZPCRJANSUNR-UHFFFAOYSA-N 0.000 claims description 2
- RBLUZNGHONXBRY-UHFFFAOYSA-N 2-(5-chlorothiophen-2-yl)-n-[4-(3-oxomorpholin-4-yl)phenyl]-3h-benzimidazole-5-carboxamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(C(=O)NC=3C=CC(=CC=3)N3C(COCC3)=O)=CC=C2N1 RBLUZNGHONXBRY-UHFFFAOYSA-N 0.000 claims description 2
- GEIOUZHNIQBXPT-UHFFFAOYSA-N 2-[2-(5-bromothiophen-2-yl)-3h-benzimidazol-5-yl]-n-[3-methyl-4-(3-oxomorpholin-4-yl)phenyl]acetamide Chemical compound C=1C=C(N2C(COCC2)=O)C(C)=CC=1NC(=O)CC(C=C1N=2)=CC=C1NC=2C1=CC=C(Br)S1 GEIOUZHNIQBXPT-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
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- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
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- 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
- 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
- C07D409/04—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 directly linked by a ring-member-to-ring-member bond
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- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Inorganic Chemistry (AREA)
- Ophthalmology & Optometry (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Rheumatology (AREA)
- Psychology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10238002A DE10238002A1 (de) | 2002-08-20 | 2002-08-20 | Benzimidazolderivate |
| DE10238002 | 2002-08-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2303606T3 true ES2303606T3 (es) | 2008-08-16 |
Family
ID=31197107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03792176T Expired - Lifetime ES2303606T3 (es) | 2002-08-20 | 2003-07-04 | Derivados de bencimidazol. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7566789B2 (enExample) |
| EP (1) | EP1558247B1 (enExample) |
| JP (1) | JP4668614B2 (enExample) |
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| AU (1) | AU2003250890B2 (enExample) |
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|---|---|---|---|---|
| PL401638A1 (pl) * | 2002-03-13 | 2013-05-27 | Array Biopharma Inc. | N3 alkilowane pochodne benzimidazolu jako inhibitory MEK |
| AU2003279735A1 (en) * | 2002-10-02 | 2004-04-23 | Bristol-Myers Squibb Company | Lactam-containing diaminoalkyl, beta-aminoacids, alpha-aminoacids and derivatives thereof as factor xa inhibitors |
| EP1702919B1 (en) * | 2003-12-29 | 2012-05-30 | Msd K.K. | Novel 2-heteroaryl-substituted benzimidazole derivative |
| US20060160799A1 (en) | 2004-04-23 | 2006-07-20 | Alekshun Michael N | Transcription factor modulating compounds and methods of use thereof |
| TW200720255A (en) | 2005-07-13 | 2007-06-01 | Taiho Pharmaceutical Co Ltd | Benzoimidazole compound capable of inhibiting prostaglandin d synthetase |
| WO2007037534A1 (ja) | 2005-09-30 | 2007-04-05 | Banyu Pharmaceutical Co., Ltd. | ２－へテロアリール置換インドール誘導体 |
| US8410155B2 (en) | 2006-12-15 | 2013-04-02 | Bristol-Myers Squibb Company | Arylpropionamide, arylacrylamide, arylpropynamide, or arylmethylurea analogs as factor XIA inhibitors |
| AU2008335709A1 (en) * | 2007-12-13 | 2009-06-18 | Amgen Inc. | Gamma secretase modulators |
| CA2722606A1 (en) * | 2008-05-05 | 2009-11-12 | Amgen Inc. | Urea compounds as gamma secretase modulators |
| PA8854101A1 (es) | 2008-12-18 | 2010-07-27 | Ortho Mcneil Janssen Pharm | Derivados de imidazol bicíclicos sustituidos como moduladores de gamma secretasa |
| US8946426B2 (en) | 2009-02-06 | 2015-02-03 | Janssen Pharmaceuticals, Inc. | Substituted bicyclic heterocyclic compounds as gamma secretase modulators |
| TWI461425B (zh) | 2009-02-19 | 2014-11-21 | Janssen Pharmaceuticals Inc | 作為伽瑪分泌酶調節劑之新穎經取代的苯并唑、苯并咪唑、唑并吡啶及咪唑并吡啶衍生物類 |
| ES2431619T3 (es) | 2009-05-07 | 2013-11-27 | Janssen Pharmaceuticals, Inc. | Derivados de indazol y aza-indazol sustituidos como moduladores de gamma-secretasa |
| NZ597505A (en) | 2009-07-15 | 2013-05-31 | Janssen Pharmaceuticals Inc | Substituted triazole and imidazole derivatives as gamma secretase modulators |
| EP2518066B1 (en) * | 2009-12-18 | 2016-05-18 | Mitsubishi Tanabe Pharma Corporation | Novel anti-platelet agent |
| US9145399B2 (en) | 2010-01-15 | 2015-09-29 | Janssen Pharmaceuticals, Inc. | Substituted bicyclic triazole derivatives as gamma secretase modulators |
| ES2536442T3 (es) | 2011-03-24 | 2015-05-25 | Janssen Pharmaceuticals, Inc. | Derivados novedosos de triazolil piperazina y triazolil piperidina como moduladores de la gamma secretasa |
| JP6068464B2 (ja) | 2011-07-15 | 2017-01-25 | ヤンセン ファーマシューティカルズ，インコーポレーテッド | γ−セクレターゼ調節剤としての新規な置換インドール誘導体 |
| WO2013019682A1 (en) * | 2011-07-29 | 2013-02-07 | Tempero Pharmaceuticals, Inc. | Compounds and methods |
| ES2585009T3 (es) | 2012-05-16 | 2016-10-03 | Janssen Pharmaceuticals, Inc. | Derivados de 3,4-dihidro-2H-pirido[1,2-a]pirazina-1,6-diona sustituidos útiles para el tratamiento de (inter alia) enfermedad de Alzheimer |
| CA2889249C (en) | 2012-12-20 | 2021-02-16 | Francois Paul Bischoff | Tricyclic 3,4-dihydro-2h-pyrido[1,2-a]pyrazine-1,6-dione derivatives as gamma secretase modulators |
| AU2014206834B2 (en) | 2013-01-17 | 2017-06-22 | Janssen Pharmaceutica Nv | Novel substituted pyrido-piperazinone derivatives as gamma secretase modulators |
| CN103396405A (zh) * | 2013-08-21 | 2013-11-20 | 中国药科大学 | 具有parp抑制作用的苯并咪唑-4-甲酰胺衍生物 |
| US10562897B2 (en) | 2014-01-16 | 2020-02-18 | Janssen Pharmaceutica Nv | Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators |
| WO2016018701A1 (en) * | 2014-07-28 | 2016-02-04 | Merck Sharp & Dohme Corp. | FACTOR XIa INHIBITORS |
| HRP20220864T8 (en) * | 2014-10-08 | 2023-02-03 | Redx Pharma Plc | N-pyridinyl acetamide derivatives as wnt signalling pathway inhibitors |
| CN105712937B (zh) * | 2016-02-28 | 2019-02-22 | 河北宁格生物医药科技有限公司 | 一种治疗转移性肿瘤的化合物及其用途 |
| CA3226162A1 (en) | 2021-07-09 | 2023-01-12 | Plexium, Inc. | Aryl compounds and pharmaceutical compositions that modulate ikzf2 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2641060A1 (de) * | 1976-09-11 | 1978-03-16 | Hoechst Ag | Beta-lactamverbindungen und verfahren zu ihrer herstellung |
| JP2869561B2 (ja) * | 1989-05-22 | 1999-03-10 | 大塚製薬株式会社 | 血小板粘着抑制剤 |
| JPH06759B2 (ja) * | 1989-09-22 | 1994-01-05 | ファイザー製薬株式会社 | 新規なベンゾイミダゾール化合物 |
| GB9225141D0 (en) * | 1992-12-01 | 1993-01-20 | Smithkline Beecham Corp | Chemical compounds |
| DE4330959A1 (de) * | 1993-09-09 | 1995-03-16 | Schering Ag | Neue Benzimidazolderivate, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung |
| IL113472A0 (en) * | 1994-04-29 | 1995-07-31 | Lilly Co Eli | Non-peptidyl tachykinin receptor antogonists |
| US5849759A (en) | 1995-12-08 | 1998-12-15 | Berlex Laboratories, Inc. | Naphthyl-substituted benzimidazole derivatives as anti-coagulants |
| US6150379A (en) * | 1997-11-26 | 2000-11-21 | Axys Pharmaceuticals, Inc. | Compounds and compositions as anticoagulants |
| US6344450B1 (en) * | 1999-02-09 | 2002-02-05 | Bristol-Myers Squibb Company | Lactam compounds and their use as inhibitors of serine proteases and method |
| AU5723500A (en) * | 1999-05-24 | 2000-12-12 | Cor Therapeutics, Inc. | Inhibitors of factor xa |
| BR0012450B1 (pt) * | 1999-06-23 | 2011-08-23 | benzimidazóis substituìdos. | |
| WO2001028993A2 (en) * | 1999-10-19 | 2001-04-26 | Merck & Co. Inc. | Tyrosine kinase inhibitors |
| NZ524717A (en) | 2000-09-11 | 2004-09-24 | Chiron Corp | Quinolinone derivatives |
| JP2004536113A (ja) | 2001-07-03 | 2004-12-02 | カイロン コーポレイション | チロシンキナーゼおよびセリン／スレオニンキナーゼのインヒビターとしてのインダゾールベンズイミダゾール化合物 |
| DE10139060A1 (de) * | 2001-08-08 | 2003-02-20 | Merck Patent Gmbh | Phenylderivate |
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2002
- 2002-08-20 DE DE10238002A patent/DE10238002A1/de not_active Withdrawn
-
2003
- 2003-07-04 CN CNA038198355A patent/CN1674893A/zh active Pending
- 2003-07-04 ES ES03792176T patent/ES2303606T3/es not_active Expired - Lifetime
- 2003-07-04 AU AU2003250890A patent/AU2003250890B2/en not_active Ceased
- 2003-07-04 EP EP03792176A patent/EP1558247B1/de not_active Expired - Lifetime
- 2003-07-04 RU RU2005108042/04A patent/RU2005108042A/ru not_active Application Discontinuation
- 2003-07-04 AT AT03792176T patent/ATE386518T1/de not_active IP Right Cessation
- 2003-07-04 CA CA2496139A patent/CA2496139C/en not_active Expired - Fee Related
- 2003-07-04 JP JP2004529997A patent/JP4668614B2/ja not_active Expired - Fee Related
- 2003-07-04 WO PCT/EP2003/007180 patent/WO2004017963A1/de not_active Ceased
- 2003-07-04 BR BR0313634-5A patent/BR0313634A/pt not_active IP Right Cessation
- 2003-07-04 DE DE50309217T patent/DE50309217D1/de not_active Expired - Lifetime
- 2003-07-04 US US10/525,001 patent/US7566789B2/en not_active Expired - Fee Related
- 2003-08-20 AR ARP030103008A patent/AR041024A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2005108042A (ru) | 2005-11-20 |
| CN1674893A (zh) | 2005-09-28 |
| ATE386518T1 (de) | 2008-03-15 |
| EP1558247B1 (de) | 2008-02-20 |
| US20050272740A1 (en) | 2005-12-08 |
| AR041024A1 (es) | 2005-04-27 |
| DE10238002A1 (de) | 2004-03-04 |
| DE50309217D1 (en) | 2008-04-03 |
| JP2006500369A (ja) | 2006-01-05 |
| BR0313634A (pt) | 2005-06-21 |
| CA2496139A1 (en) | 2004-03-04 |
| AU2003250890B2 (en) | 2009-07-16 |
| EP1558247A1 (de) | 2005-08-03 |
| JP4668614B2 (ja) | 2011-04-13 |
| WO2004017963A1 (de) | 2004-03-04 |
| US7566789B2 (en) | 2009-07-28 |
| AU2003250890A1 (en) | 2004-03-11 |
| CA2496139C (en) | 2011-12-13 |
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