KR101272263B1 - 감염 방지제로서 사용되는8-메톡시-9h-이소티아졸로[5,4-b]퀴놀린-3,4-디온 및관련 화합물 - Google Patents
감염 방지제로서 사용되는8-메톡시-9h-이소티아졸로[5,4-b]퀴놀린-3,4-디온 및관련 화합물 Download PDFInfo
- Publication number
- KR101272263B1 KR101272263B1 KR1020087004769A KR20087004769A KR101272263B1 KR 101272263 B1 KR101272263 B1 KR 101272263B1 KR 1020087004769 A KR1020087004769 A KR 1020087004769A KR 20087004769 A KR20087004769 A KR 20087004769A KR 101272263 B1 KR101272263 B1 KR 101272263B1
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- cyclopropyl
- quinoline
- dione
- fluoro
- 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.)
- Active
Links
- 0 C*c(cc12)c(CN3CCN(CCN4CCCC4)CC3)cc1N(C1CC1)C(SNC1=O)=C1C2=O Chemical compound C*c(cc12)c(CN3CCN(CCN4CCCC4)CC3)cc1N(C1CC1)C(SNC1=O)=C1C2=O 0.000 description 4
- JVHRPECAZMRMNW-SNVBAGLBSA-N CC(C)([C@H](CC1)CN1c(c(F)c(c1c2)N(C3CC3)C(SNC3=O)=C3C1=O)c2OC)N Chemical compound CC(C)([C@H](CC1)CN1c(c(F)c(c1c2)N(C3CC3)C(SNC3=O)=C3C1=O)c2OC)N JVHRPECAZMRMNW-SNVBAGLBSA-N 0.000 description 1
- SCXYLRSRGSRCOM-UHFFFAOYSA-N CCN(C(SNC1=O)=C1C(c1c2)=O)c1cc(NCc1ccncc1)c2F Chemical compound CCN(C(SNC1=O)=C1C(c1c2)=O)c1cc(NCc1ccncc1)c2F SCXYLRSRGSRCOM-UHFFFAOYSA-N 0.000 description 1
- GDFMGXHNHLDERN-IINYFYTJSA-N COc(c(N(C1CC1)C(SN1)=C2C1=O)c(cc1F)C2=O)c1N1C[C@H]2NCCC[C@H]2C1 Chemical compound COc(c(N(C1CC1)C(SN1)=C2C1=O)c(cc1F)C2=O)c1N1C[C@H]2NCCC[C@H]2C1 GDFMGXHNHLDERN-IINYFYTJSA-N 0.000 description 1
- XREWPHQHZZBTEH-LLVKDONJSA-N COc(c(N(CC1)C[C@@H]1C1(CC1)N)ccc12)c1N(C1CC1)C(SNC1=O)=C1C2=O Chemical compound COc(c(N(CC1)C[C@@H]1C1(CC1)N)ccc12)c1N(C1CC1)C(SNC1=O)=C1C2=O XREWPHQHZZBTEH-LLVKDONJSA-N 0.000 description 1
- AMXIUCCSAXFHIQ-LBPRGKRZSA-N COc(c(N1C[C@H](CNC2CC2)CC1)ccc12)c1N(C1CC1)C(SNC1=O)=C1C2=O Chemical compound COc(c(N1C[C@H](CNC2CC2)CC1)ccc12)c1N(C1CC1)C(SNC1=O)=C1C2=O AMXIUCCSAXFHIQ-LBPRGKRZSA-N 0.000 description 1
- WQJKZLGWVKSKFX-UHFFFAOYSA-N O=C1NSC(N(C2CC2)c(c2c3)cc(N4CC5NCCCC5C4)c3F)=C1C2=O Chemical compound O=C1NSC(N(C2CC2)c(c2c3)cc(N4CC5NCCCC5C4)c3F)=C1C2=O WQJKZLGWVKSKFX-UHFFFAOYSA-N 0.000 description 1
- WGWHVCQXKNSTFV-UHFFFAOYSA-N O=C1NSC(N(C2CC2)c(c2c3)cc(N4CCCC4)c3F)=C1C2=O Chemical compound O=C1NSC(N(C2CC2)c(c2c3)cc(N4CCCC4)c3F)=C1C2=O WGWHVCQXKNSTFV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4365—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system having sulfur as a ring hetero atom, e.g. ticlopidine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains three hetero rings
- C07D513/14—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Virology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70281105P | 2005-07-27 | 2005-07-27 | |
| US60/702,811 | 2005-07-27 | ||
| PCT/US2006/029302 WO2007014308A1 (en) | 2005-07-27 | 2006-07-27 | 8-methoxy-9h-isothiazolo[5,4-b]quinoline-3,4-diones and related compounds as anti-infective agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20080035661A KR20080035661A (ko) | 2008-04-23 |
| KR101272263B1 true KR101272263B1 (ko) | 2013-06-13 |
Family
ID=37106335
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020087004769A Active KR101272263B1 (ko) | 2005-07-27 | 2006-07-27 | 감염 방지제로서 사용되는8-메톡시-9h-이소티아졸로[5,4-b]퀴놀린-3,4-디온 및관련 화합물 |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US8044204B2 (https=) |
| EP (1) | EP1913004B1 (https=) |
| JP (1) | JP5143000B2 (https=) |
| KR (1) | KR101272263B1 (https=) |
| CN (1) | CN101263146B (https=) |
| AT (1) | ATE482219T1 (https=) |
| AU (1) | AU2006272571B2 (https=) |
| BR (1) | BRPI0614456B8 (https=) |
| CA (1) | CA2616768C (https=) |
| DE (1) | DE602006017082D1 (https=) |
| DK (1) | DK1913004T3 (https=) |
| EA (1) | EA013244B1 (https=) |
| ES (1) | ES2352799T3 (https=) |
| IL (1) | IL189017A (https=) |
| NO (1) | NO343376B1 (https=) |
| NZ (1) | NZ566209A (https=) |
| PL (1) | PL1913004T3 (https=) |
| PT (1) | PT1913004E (https=) |
| WO (1) | WO2007014308A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008021491A2 (en) | 2006-08-16 | 2008-02-21 | Achillion Pharmaceuticals, Inc. | Method for synthesis of 8-alkoxy-9h-isothiazolo[5,4-b]quinoline-3,4-diones |
| WO2010115184A2 (en) * | 2009-04-03 | 2010-10-07 | Achillion Pharmaceuticals, Inc. | Hydroxythienoquinolones and related compounds as anti-infective agents |
| WO2011031745A1 (en) | 2009-09-09 | 2011-03-17 | Achaogen, Inc. | Antibacterial fluoroquinolone analogs |
| US9216979B2 (en) | 2009-10-16 | 2015-12-22 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| TW201726630A (zh) * | 2009-10-16 | 2017-08-01 | 梅林塔療法公司 | 抗微生物性化合物及其製造與使用方法 |
| WO2011047320A2 (en) * | 2009-10-16 | 2011-04-21 | Rib-X Pharmaceuticals, Inc. | Antimicrobial compounds and methods of making and using the same |
| TN2010000566A1 (en) * | 2010-12-03 | 2012-05-24 | Rekik Raouf | Folic acid - ramipril combination : cell protective neuroprotective and retinoprotective ophtalmologic drugs |
| CN103819401B (zh) * | 2012-11-19 | 2016-04-13 | 浙江中欣氟材股份有限公司 | 1-环丙基-4-氧代-7-氟-8-甲氧基-1,4-二氢喹啉-3-羧酸的合成方法 |
| KR20160070066A (ko) | 2013-09-09 | 2016-06-17 | 멜린타 테라퓨틱스, 인크. | 항균 화합물, 및 이의 제조 방법 및 이용 방법 |
| EP3038623A4 (en) | 2013-09-09 | 2017-04-19 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| WO2015114317A1 (en) * | 2014-01-28 | 2015-08-06 | Redx Pharma Plc | 5h-isothiazolo[4,5-c]pyridine-3,4-dione or 5h-pyrazolo[4,3-c]pyridin-3,4-dione as antibacterial compounds |
| CA2979342A1 (en) | 2015-03-11 | 2016-09-15 | Melinta Therapeutics, Inc. | Antimicrobial compounds and methods of making and using the same |
| WO2017193016A1 (en) | 2016-05-06 | 2017-11-09 | Melinta Therapeutics, Inc. | Antimicrobials and methods of making and using same |
| CN109641874A (zh) | 2016-05-10 | 2019-04-16 | C4医药公司 | 用于靶蛋白降解的c3-碳连接的戊二酰亚胺降解决定子体 |
| EP3454856B1 (en) | 2016-05-10 | 2024-09-11 | C4 Therapeutics, Inc. | Heterocyclic degronimers for target protein degradation |
| CN109790143A (zh) | 2016-05-10 | 2019-05-21 | C4医药公司 | 用于靶蛋白降解的胺连接的c3-戊二酰亚胺降解决定子体 |
| ES2990061T3 (es) | 2016-05-10 | 2024-11-28 | C4 Therapeutics Inc | Degronímeros espirocíclicos para la degradación de proteínas diana |
| CN110769822A (zh) | 2017-06-20 | 2020-02-07 | C4医药公司 | 用于蛋白降解的n/o-连接的降解决定子和降解决定子体 |
| CA3128224A1 (en) * | 2019-02-01 | 2020-08-06 | Aerie Pharmaceuticals, Inc. | Compounds, compositions and methods for treatment of myopia |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995029894A1 (en) | 1994-04-28 | 1995-11-09 | The Procter & Gamble Company | Novel quinolone 5-(n-heterosubstituted amino) antimicrobials |
| WO2002048138A1 (en) | 2000-12-14 | 2002-06-20 | The Procter & Gamble Company | Antimicrobial quinolones |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4767762A (en) * | 1985-12-23 | 1988-08-30 | Abbott Laboratories | Tricyclic quinoline and naphthyride antibacterials |
| JPH01160985A (ja) | 1987-12-17 | 1989-06-23 | Otsuka Pharmaceut Co Ltd | ベンゾヘテロ環化合物 |
| JPH01193275A (ja) | 1988-01-28 | 1989-08-03 | Otsuka Pharmaceut Co Ltd | ベンゾヘテロ環化合物 |
| JP2681190B2 (ja) | 1988-04-13 | 1997-11-26 | 塩野義製薬株式会社 | ピリドン系抗菌剤 |
| CA2001203C (en) * | 1988-10-24 | 2001-02-13 | Thomas P. Demuth, Jr. | Novel antimicrobial dithiocarbamoyl quinolones |
| US5328908A (en) * | 1988-10-24 | 1994-07-12 | Procter & Gamble Pharmaceuticals, Inc. | Antimicrobial quinolone thioureas |
| JPH02174784A (ja) | 1988-12-27 | 1990-07-06 | Hokuriku Seiyaku Co Ltd | イソチアゾロキノリン誘導体 |
| JPH02243692A (ja) | 1989-03-16 | 1990-09-27 | Dainippon Pharmaceut Co Ltd | 三環式化合物 |
| JPH02255687A (ja) | 1989-03-27 | 1990-10-16 | Dainippon Pharmaceut Co Ltd | 三環式化合物 |
| FR2645862B1 (fr) | 1989-04-18 | 1991-07-12 | Esteve Labor Dr | Derives d'isothiazolo-pyrydone azetidinyl substitues, leur preparation et leur application en tant que medicaments |
| JP2787713B2 (ja) | 1989-07-28 | 1998-08-20 | 富山化学工業株式会社 | 新規なイソチアゾローナフチリジンおよびイソチアゾローキノリン誘導体並びにそれらの塩 |
| US5071848A (en) * | 1989-10-23 | 1991-12-10 | Abbott Laboratories | Tricyclic quinoline antineoplastic agents |
| JP2939280B2 (ja) | 1990-01-10 | 1999-08-25 | 三共株式会社 | フッ素置換メトキシキノロンカルボン酸誘導体 |
| US5580872A (en) * | 1990-05-02 | 1996-12-03 | Abbott Laboratories | Quinolizinone type compounds |
| NO304832B1 (no) * | 1992-05-27 | 1999-02-22 | Ube Industries | Aminokinolonderivater samt middel mot HIV |
| CA2245179A1 (en) | 1996-01-31 | 1997-08-07 | Ube Industries Limited | Remedies or preventives for aids |
| JP3616454B2 (ja) | 1996-04-19 | 2005-02-02 | 栄研化学株式会社 | 生体成分測定用試薬 |
| JPH10130149A (ja) | 1996-07-12 | 1998-05-19 | Sankyo Co Ltd | Tnf産生抑制剤 |
| DE19652219A1 (de) * | 1996-12-16 | 1998-06-18 | Bayer Ag | Verwendung von 7-(1-Aminomethyl-2-oxa-7-azabicyclo[3.3.0]oct-7-yl)-chinolon- und naphthyridoncarbonsäure-Derivaten zur Therapie von Helicobacter-pylori-Infektionen und den damit assoziierten gastroduodenalen Erkrankungen |
| KR20060069836A (ko) | 2003-08-12 | 2006-06-22 | 아칠리온 파르마세우티칼스 인코포레이티드 | 항-감염제로서의 이소티아졸로퀴놀론 및 관련 화합물 |
| WO2006118605A2 (en) * | 2004-11-11 | 2006-11-09 | Achillion Pharmaceuticals, Inc. | 8a, 9-dihydro-4a-h-isothiazolo[5,4-b] quinoline-3, 4-diones and related compounds as anti-infective agents |
| BRPI0607723A2 (pt) * | 2005-02-16 | 2009-10-06 | Achillion Pharmaceuticals Inc | isotiazoloquinolonas e compostos relacionados como agentes antiinfecciosos |
| WO2010115184A2 (en) | 2009-04-03 | 2010-10-07 | Achillion Pharmaceuticals, Inc. | Hydroxythienoquinolones and related compounds as anti-infective agents |
-
2006
- 2006-07-27 AU AU2006272571A patent/AU2006272571B2/en not_active Ceased
- 2006-07-27 JP JP2008524168A patent/JP5143000B2/ja not_active Expired - Fee Related
- 2006-07-27 EA EA200800444A patent/EA013244B1/ru unknown
- 2006-07-27 PT PT06800428T patent/PT1913004E/pt unknown
- 2006-07-27 EP EP06800428A patent/EP1913004B1/en active Active
- 2006-07-27 AT AT06800428T patent/ATE482219T1/de active
- 2006-07-27 DE DE602006017082T patent/DE602006017082D1/de active Active
- 2006-07-27 US US11/494,205 patent/US8044204B2/en active Active
- 2006-07-27 WO PCT/US2006/029302 patent/WO2007014308A1/en not_active Ceased
- 2006-07-27 PL PL06800428T patent/PL1913004T3/pl unknown
- 2006-07-27 DK DK06800428.2T patent/DK1913004T3/da active
- 2006-07-27 CA CA2616768A patent/CA2616768C/en not_active Expired - Fee Related
- 2006-07-27 NZ NZ566209A patent/NZ566209A/en unknown
- 2006-07-27 KR KR1020087004769A patent/KR101272263B1/ko active Active
- 2006-07-27 CN CN200680033548XA patent/CN101263146B/zh active Active
- 2006-07-27 BR BRPI0614456A patent/BRPI0614456B8/pt active IP Right Grant
- 2006-07-27 ES ES06800428T patent/ES2352799T3/es active Active
-
2008
- 2008-01-24 IL IL189017A patent/IL189017A/en active IP Right Grant
- 2008-02-27 NO NO20081005A patent/NO343376B1/no unknown
-
2011
- 2011-10-24 US US13/279,852 patent/US8946422B2/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995029894A1 (en) | 1994-04-28 | 1995-11-09 | The Procter & Gamble Company | Novel quinolone 5-(n-heterosubstituted amino) antimicrobials |
| WO2002048138A1 (en) | 2000-12-14 | 2002-06-20 | The Procter & Gamble Company | Antimicrobial quinolones |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007014308A1 (en) | 2007-02-01 |
| AU2006272571A1 (en) | 2007-02-01 |
| IL189017A0 (en) | 2008-08-07 |
| IL189017A (en) | 2014-01-30 |
| BRPI0614456A2 (pt) | 2011-03-29 |
| EP1913004A1 (en) | 2008-04-23 |
| US8946422B2 (en) | 2015-02-03 |
| DK1913004T3 (da) | 2011-01-10 |
| NO343376B1 (no) | 2019-02-11 |
| NO20081005L (no) | 2008-04-09 |
| JP5143000B2 (ja) | 2013-02-13 |
| ES2352799T3 (es) | 2011-02-23 |
| BRPI0614456B1 (pt) | 2019-08-27 |
| ATE482219T1 (de) | 2010-10-15 |
| NZ566209A (en) | 2011-03-31 |
| JP2009502953A (ja) | 2009-01-29 |
| EA013244B1 (ru) | 2010-04-30 |
| US8044204B2 (en) | 2011-10-25 |
| CN101263146A (zh) | 2008-09-10 |
| HK1122024A1 (en) | 2009-05-08 |
| CN101263146B (zh) | 2012-12-05 |
| KR20080035661A (ko) | 2008-04-23 |
| US20120040959A1 (en) | 2012-02-16 |
| PL1913004T3 (pl) | 2011-03-31 |
| PT1913004E (pt) | 2010-12-09 |
| AU2006272571B2 (en) | 2012-03-08 |
| EP1913004B1 (en) | 2010-09-22 |
| EA200800444A1 (ru) | 2008-06-30 |
| DE602006017082D1 (de) | 2010-11-04 |
| CA2616768A1 (en) | 2007-02-01 |
| US20070049586A1 (en) | 2007-03-01 |
| BRPI0614456B8 (pt) | 2021-05-25 |
| CA2616768C (en) | 2014-05-06 |
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