AU2008335668C1 - 6, 11-bridged biaryl macrolides - Google Patents
6, 11-bridged biaryl macrolides Download PDFInfo
- Publication number
- AU2008335668C1 AU2008335668C1 AU2008335668A AU2008335668A AU2008335668C1 AU 2008335668 C1 AU2008335668 C1 AU 2008335668C1 AU 2008335668 A AU2008335668 A AU 2008335668A AU 2008335668 A AU2008335668 A AU 2008335668A AU 2008335668 C1 AU2008335668 C1 AU 2008335668C1
- Authority
- AU
- Australia
- Prior art keywords
- substituted
- unsubstituted
- hydrogen
- group
- compound
- 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.)
- Ceased
Links
Classifications
-
- 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
- C07D417/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- 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
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/69—Two or more oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
- C07D309/40—Oxygen atoms attached in positions 3 and 4, e.g. maltol
-
- 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
- C07D498/12—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 three hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (19)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US97301707P | 2007-09-17 | 2007-09-17 | |
| US60/973,017 | 2007-09-17 | ||
| US97320107P | 2007-09-18 | 2007-09-18 | |
| US60/973,201 | 2007-09-18 | ||
| US5186208P | 2008-05-09 | 2008-05-09 | |
| US5185708P | 2008-05-09 | 2008-05-09 | |
| US5187508P | 2008-05-09 | 2008-05-09 | |
| US61/051,857 | 2008-05-09 | ||
| US61/051,875 | 2008-05-09 | ||
| US61/051,862 | 2008-05-09 | ||
| US7621308P | 2008-06-27 | 2008-06-27 | |
| US7620808P | 2008-06-27 | 2008-06-27 | |
| US61/076,213 | 2008-06-27 | ||
| US61/076,208 | 2008-06-27 | ||
| US9511108P | 2008-09-08 | 2008-09-08 | |
| US9510008P | 2008-09-08 | 2008-09-08 | |
| US61/095,111 | 2008-09-08 | ||
| US61/095,100 | 2008-09-08 | ||
| PCT/US2008/076731 WO2009075923A2 (en) | 2007-09-17 | 2008-09-17 | 6, 11-bridged biaryl macrolides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| AU2008335668A1 AU2008335668A1 (en) | 2009-06-18 |
| AU2008335668B2 AU2008335668B2 (en) | 2012-07-26 |
| AU2008335668C1 true AU2008335668C1 (en) | 2013-05-30 |
Family
ID=40455143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2008335668A Ceased AU2008335668C1 (en) | 2007-09-17 | 2008-09-17 | 6, 11-bridged biaryl macrolides |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US20090075915A1 (https=) |
| EP (1) | EP2203435B1 (https=) |
| JP (2) | JP5642548B2 (https=) |
| KR (2) | KR101223158B1 (https=) |
| CN (2) | CN101855219B (https=) |
| AU (1) | AU2008335668C1 (https=) |
| CA (1) | CA2699733C (https=) |
| ES (1) | ES2691252T3 (https=) |
| MX (1) | MX2010002932A (https=) |
| NZ (2) | NZ600635A (https=) |
| WO (2) | WO2009075923A2 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2691252T3 (es) * | 2007-09-17 | 2018-11-26 | Enanta Pharmaceuticals, Inc. | Macrólidos de biarilo con puente en 6,11 |
| US8354383B2 (en) * | 2007-09-17 | 2013-01-15 | Enanta Pharmaceuticals, Inc. | 6,11-bridged biaryl macrolides |
| US8273720B2 (en) * | 2007-09-17 | 2012-09-25 | Enanta Pharmaceuticals, Inc. | 6,11-bicyclolides: bridged biaryl macrolide derivatives |
| WO2009137787A1 (en) * | 2008-05-09 | 2009-11-12 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of 2-fluoro 6-11 bicyclic erythromycin derivatives |
| US7842813B2 (en) * | 2008-05-09 | 2010-11-30 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of O-[5-(4-amino-thiazol-2-yl)-pyridin-2-ylmethyl]-hydroxylamine |
| TW200946109A (en) * | 2008-05-09 | 2009-11-16 | Enanta Pharm Inc | Anti-bacterial activity of 9-hydroxy derivatives 6, 11-bicyclolides |
| WO2012076989A1 (en) * | 2010-12-09 | 2012-06-14 | Wockhardt Limited | Ketolide compounds |
| JP7110094B2 (ja) * | 2015-11-19 | 2022-08-01 | バイオヘイブン・ファーマシューティカル・ホールディング・カンパニー・リミテッド | 医薬化合物のアミンプロドラッグ |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005061525A1 (en) * | 2002-05-13 | 2005-07-07 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic ketolide derivatives |
Family Cites Families (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN85103264A (zh) * | 1984-04-13 | 1987-01-14 | 美国辉瑞有限公司 | 9a-氮杂-9a-高红霉素衍生物 |
| KR960000434B1 (ko) * | 1986-12-17 | 1996-01-06 | 다이쇼 세이야꾸 가부시끼가이샤 | 에리스로마이신 a유도체 및 그의 제조 방법 |
| US4921836A (en) * | 1989-05-17 | 1990-05-01 | Burroughs Wellcome Co. | Substituted glutamic acids |
| IL114589A (en) * | 1990-11-21 | 1999-12-22 | Roussel Uclaf | Intermediates for the preparation of erythromycin derivatives |
| EP0559896B1 (en) * | 1990-11-28 | 1997-08-27 | Taisho Pharmaceutical Co. Ltd | 6-o-methylerythromycin a derivative |
| US5202434A (en) * | 1991-04-05 | 1993-04-13 | Merck & Co., Inc. | 8a-aza-8a-homoerythromycin lactams |
| US5556839A (en) * | 1991-04-29 | 1996-09-17 | Eli Lilly And Company | Form II Dirithromycin |
| ATE135707T1 (de) * | 1992-04-22 | 1996-04-15 | Taisho Pharmaceutical Co Ltd | 5-0-desosaminylerythronolid a derivate |
| US5527780A (en) * | 1992-11-05 | 1996-06-18 | Roussel Uclaf | Erythromycin derivatives |
| US5441939A (en) * | 1994-03-04 | 1995-08-15 | Pfizer Inc. | 3"-desmethoxy derivatives of erythromycin and azithromycin |
| FR2738571B1 (fr) * | 1995-09-11 | 1997-10-17 | Roussel Uclaf | Nouveaux derives de la 5-0-desosaminyl 6-0-methyl- erythronolide a, leur procede de preparation et leur application a la preparation de produits biologiquement actifs |
| US6274715B1 (en) * | 1995-11-08 | 2001-08-14 | Abbott Laboratories | Tricyclic erythromycin derivatives |
| DE69733723T2 (de) * | 1996-09-04 | 2006-04-20 | Abbott Laboratories, Abbott Park | 6-o-Substituierte Ketoliden mit antibakteriellen Wirkung |
| UA51730C2 (uk) * | 1996-09-04 | 2002-12-16 | Ебботт Лабораторіз | 6-o-заміщені кетоліди з антибактеріальною активністю, спосіб їх одержання (варіанти), фармацевтична композиція та спосіб регулювання бактеріальної інфекції у ссавців |
| US5922683A (en) * | 1997-05-29 | 1999-07-13 | Abbott Laboratories | Multicyclic erythromycin derivatives |
| US5780605A (en) * | 1997-09-08 | 1998-07-14 | Abbott Laboratories | 6,9-bridged erythromycin derivatives |
| US6124269A (en) * | 1997-10-29 | 2000-09-26 | Abbott Laboratories | 2-Halo-6-O-substituted ketolide derivatives |
| US6046171A (en) * | 1997-10-29 | 2000-04-04 | Abbott Laboratories | 6,11-bridged erythromycin derivatives |
| PT941998E (pt) * | 1998-03-03 | 2004-12-31 | Pfizer Prod Inc | Antibioticos macrolidos do tipo 3,6-cetal |
| US6054435A (en) * | 1999-03-19 | 2000-04-25 | Abbott Laboratories | 6-O-substituted macrolides having antibacterial activity |
| US6590083B1 (en) * | 1999-04-16 | 2003-07-08 | Ortho-Mcneil Pharmaceutical, Inc. | Ketolide antibacterials |
| IL145976A0 (en) * | 1999-04-16 | 2002-07-25 | Ortho Mcneil Pharm Inc | Ketolide antibacterials |
| HRP990130B1 (en) * | 1999-05-03 | 2004-06-30 | Pliva D D | HALOGEN DERIVATIVES 9a-N-(N'-ARYLCARBAMOYL)- AND 9a-N-(N'-ARYLTHIOCARBAMOYL)-9-DEOXO-9a-AZA-9a OF HOMOERYTHROMYCIN A |
| US6355620B1 (en) * | 1999-05-14 | 2002-03-12 | Abbott Laboratories | C-2 modified erythromycin derivatives |
| US6764998B1 (en) * | 2003-06-18 | 2004-07-20 | Enanta Pharmaceuticals, Inc. | 6,11-4C-bicyclic 9a-azalide derivatives |
| US6753318B1 (en) * | 2002-07-25 | 2004-06-22 | Enanta Pharmaceuticals, Inc. | 6,11-4-carbon bridged erythromycin derivatives |
| US7910558B2 (en) * | 2002-05-13 | 2011-03-22 | Enanta Pharmaceuticals, Inc. | Bridged macrocyclic compounds and processes for the preparation thereof |
| US6878691B2 (en) | 2002-05-13 | 2005-04-12 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic ketolide derivatives |
| US7273853B2 (en) * | 2002-05-13 | 2007-09-25 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic ketolide derivatives |
| US6841664B2 (en) * | 2002-07-25 | 2005-01-11 | Enanra Pharmaceuticals, Inc. | 6,11-4-carbon bridged ketolides |
| JP3821826B2 (ja) * | 2002-05-13 | 2006-09-13 | エナンタ ファーマシューティカルズ インコーポレイテッド | 6−11二環式ケトライド誘導体 |
| US7135573B2 (en) * | 2002-05-13 | 2006-11-14 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of O-(6-Pyrazol-1-yl-pyridin-3-ylmethyl)-hydroxylamine |
| KR100661973B1 (ko) * | 2002-05-13 | 2006-12-28 | 이난타 파마슈티칼스, 인코포레이티드 | 6,11 바이사이클릭 에리스로마이신 유도체 |
| US7022679B2 (en) * | 2002-05-13 | 2006-04-04 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of 6-11 bicyclic erythromycin derivatives |
| US6645941B1 (en) * | 2003-03-26 | 2003-11-11 | Enanta Pharmaceuticals, Inc. | 6,11-3C-bicyclic 9a-azalide derivatives |
| AU2003295869A1 (en) * | 2003-11-20 | 2005-07-14 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic ketolide drivatives |
| WO2005067564A2 (en) * | 2004-01-07 | 2005-07-28 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic erythromycin derivatives |
| WO2005070113A2 (en) * | 2004-01-09 | 2005-08-04 | Enanta Pharmaceuticals, Inc. | 9n-substituted 6-11 bicyclic erythromycin derivatives |
| US7384921B2 (en) * | 2004-02-20 | 2008-06-10 | Enanta Pharmaceuticals, Inc. | Polymorphic forms of 6-11 bicyclic ketolide derivatives |
| JP2008508322A (ja) * | 2004-07-28 | 2008-03-21 | ランバクシー ラボラトリーズ リミテッド | 抗菌剤としてのケトライド誘導体 |
| US7229972B2 (en) * | 2004-12-07 | 2007-06-12 | Enanta Pharmaceuticals, Inc. | 3,6-Bicyclolides |
| US7384922B2 (en) * | 2005-05-04 | 2008-06-10 | Enanta Pharmaceuticals, Inc. | 6-11 bridged oxime erythromycin derivatives |
| US20060252710A1 (en) * | 2005-05-04 | 2006-11-09 | Guoqiang Wang | 6-11 Bridged oxime erythromycin derivatives |
| US7589067B2 (en) | 2005-10-12 | 2009-09-15 | Enanta Pharmaceuticals, Inc. | 6, 11-bridged tricyclic macrolides |
| ES2691252T3 (es) * | 2007-09-17 | 2018-11-26 | Enanta Pharmaceuticals, Inc. | Macrólidos de biarilo con puente en 6,11 |
-
2008
- 2008-09-17 ES ES08859833.9T patent/ES2691252T3/es active Active
- 2008-09-17 US US12/212,447 patent/US20090075915A1/en not_active Abandoned
- 2008-09-17 CA CA2699733A patent/CA2699733C/en not_active Expired - Fee Related
- 2008-09-17 NZ NZ600635A patent/NZ600635A/xx not_active IP Right Cessation
- 2008-09-17 KR KR1020107008527A patent/KR101223158B1/ko not_active Expired - Fee Related
- 2008-09-17 NZ NZ584159A patent/NZ584159A/xx not_active IP Right Cessation
- 2008-09-17 MX MX2010002932A patent/MX2010002932A/es active IP Right Grant
- 2008-09-17 US US12/212,596 patent/US20090118506A1/en not_active Abandoned
- 2008-09-17 EP EP08859833.9A patent/EP2203435B1/en not_active Not-in-force
- 2008-09-17 CN CN200880115910.7A patent/CN101855219B/zh not_active Expired - Fee Related
- 2008-09-17 CN CN201410219293.2A patent/CN104004039A/zh active Pending
- 2008-09-17 WO PCT/US2008/076731 patent/WO2009075923A2/en not_active Ceased
- 2008-09-17 KR KR1020127028347A patent/KR20120132577A/ko not_active Ceased
- 2008-09-17 AU AU2008335668A patent/AU2008335668C1/en not_active Ceased
- 2008-09-17 JP JP2010525113A patent/JP5642548B2/ja not_active Expired - Fee Related
- 2008-09-17 WO PCT/US2008/076681 patent/WO2009039177A1/en not_active Ceased
-
2014
- 2014-10-29 JP JP2014220701A patent/JP2015017139A/ja active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005061525A1 (en) * | 2002-05-13 | 2005-07-07 | Enanta Pharmaceuticals, Inc. | 6-11 bicyclic ketolide derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2699733A1 (en) | 2009-06-18 |
| US20090075915A1 (en) | 2009-03-19 |
| NZ600635A (en) | 2013-06-28 |
| EP2203435A4 (en) | 2011-03-02 |
| JP2015017139A (ja) | 2015-01-29 |
| WO2009039177A1 (en) | 2009-03-26 |
| JP5642548B2 (ja) | 2014-12-17 |
| ES2691252T3 (es) | 2018-11-26 |
| CN104004039A (zh) | 2014-08-27 |
| CA2699733C (en) | 2013-01-22 |
| KR20100059990A (ko) | 2010-06-04 |
| US20090118506A1 (en) | 2009-05-07 |
| WO2009075923A3 (en) | 2009-09-24 |
| NZ584159A (en) | 2012-08-31 |
| AU2008335668A1 (en) | 2009-06-18 |
| WO2009075923A2 (en) | 2009-06-18 |
| KR101223158B1 (ko) | 2013-01-17 |
| MX2010002932A (es) | 2010-05-27 |
| EP2203435A2 (en) | 2010-07-07 |
| KR20120132577A (ko) | 2012-12-05 |
| JP2010539191A (ja) | 2010-12-16 |
| CN101855219A (zh) | 2010-10-06 |
| AU2008335668B2 (en) | 2012-07-26 |
| EP2203435B1 (en) | 2018-07-18 |
| CN101855219B (zh) | 2014-06-25 |
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