CA2699733C - 6,11-bridged biaryl macrolides - Google Patents
6,11-bridged biaryl macrolides Download PDFInfo
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- CA2699733C CA2699733C CA2699733A CA2699733A CA2699733C CA 2699733 C CA2699733 C CA 2699733C CA 2699733 A CA2699733 A CA 2699733A CA 2699733 A CA2699733 A CA 2699733A CA 2699733 C CA2699733 C CA 2699733C
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- 239000003120 macrolide antibiotic agent Substances 0.000 title description 21
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 143
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- 229910052717 sulfur Inorganic materials 0.000 claims description 37
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Classifications
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- 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]
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- 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
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- 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
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- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Communicable Diseases (AREA)
- Oncology (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 | |
| US5187508P | 2008-05-09 | 2008-05-09 | |
| US5185708P | 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 | |
| US61/095,100 | 2008-09-08 | ||
| US61/095,111 | 2008-09-08 | ||
| PCT/US2008/076731 WO2009075923A2 (en) | 2007-09-17 | 2008-09-17 | 6, 11-bridged biaryl macrolides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2699733A1 CA2699733A1 (en) | 2009-06-18 |
| CA2699733C true CA2699733C (en) | 2013-01-22 |
Family
ID=40455143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2699733A Expired - Fee Related CA2699733C (en) | 2007-09-17 | 2008-09-17 | 6,11-bridged biaryl macrolides |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US20090118506A1 (cg-RX-API-DMAC10.html) |
| EP (1) | EP2203435B1 (cg-RX-API-DMAC10.html) |
| JP (2) | JP5642548B2 (cg-RX-API-DMAC10.html) |
| KR (2) | KR20120132577A (cg-RX-API-DMAC10.html) |
| CN (2) | CN104004039A (cg-RX-API-DMAC10.html) |
| AU (1) | AU2008335668C1 (cg-RX-API-DMAC10.html) |
| CA (1) | CA2699733C (cg-RX-API-DMAC10.html) |
| ES (1) | ES2691252T3 (cg-RX-API-DMAC10.html) |
| MX (1) | MX2010002932A (cg-RX-API-DMAC10.html) |
| NZ (2) | NZ584159A (cg-RX-API-DMAC10.html) |
| WO (2) | WO2009075923A2 (cg-RX-API-DMAC10.html) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2010002932A (es) * | 2007-09-17 | 2010-05-27 | Enanta Pharm Inc | Macrolidos 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 |
| 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 |
| US8552162B2 (en) * | 2008-05-09 | 2013-10-08 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of 2 fluoro 6-11 bicyclic erythromycin derivatives |
| TW200946109A (en) * | 2008-05-09 | 2009-11-16 | Enanta Pharm Inc | Anti-bacterial activity of 9-hydroxy derivatives 6, 11-bicyclolides |
| RU2601550C2 (ru) * | 2010-12-09 | 2016-11-10 | Вокхардт Лимитед | Кетолидные соединения |
| KR20180084049A (ko) * | 2015-11-19 | 2018-07-24 | 바이오하벤 파마슈티컬 홀딩 컴퍼니 엘티디. | 제약 화합물의 아민 전구약물 |
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| 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 |
| IL99995A (en) * | 1990-11-21 | 1997-11-20 | Roussel Uclaf | Erythromycin derivatives, their preparation and pharmaceutical compositions containing them |
| 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 |
| ES2087737T3 (es) * | 1992-04-22 | 1996-07-16 | Taisho Pharmaceutical Co Ltd | Un derivado 5-o-desosaminil-eritronoluro a. |
| 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 |
| 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 |
| DE69733439T2 (de) * | 1996-09-04 | 2006-05-04 | Abbott Laboratories, Abbott Park | 6-o-Substituierte Ketoliden mit antibakteriellen Wirkung |
| 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 |
| US6046171A (en) * | 1997-10-29 | 2000-04-04 | Abbott Laboratories | 6,11-bridged erythromycin derivatives |
| US6124269A (en) * | 1997-10-29 | 2000-09-26 | Abbott Laboratories | 2-Halo-6-O-substituted ketolide derivatives |
| DE69919769T2 (de) * | 1998-03-03 | 2005-01-27 | Pfizer Products Inc., Groton | 3,6-Ketal-Makrolidantibiotika |
| 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 |
| US6399582B1 (en) * | 1999-04-16 | 2002-06-04 | Ortho-Mcneil Pharmaceutical, 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 |
| NZ536402A (en) * | 2002-05-13 | 2006-08-31 | Enanta Pharm Inc | 6,11 bicyclic erythromycin derivatives |
| NZ536403A (en) * | 2002-05-13 | 2008-02-29 | Enanta Pharm Inc | 6-11 Bicyclic ketolide derivatives |
| US6764998B1 (en) * | 2003-06-18 | 2004-07-20 | Enanta Pharmaceuticals, Inc. | 6,11-4C-bicyclic 9a-azalide derivatives |
| US7064110B2 (en) * | 2002-05-13 | 2006-06-20 | Enanta Pharmaceuticals, Inc. | 6-11 bicycle ketolide derivatives |
| 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 |
| US6753318B1 (en) * | 2002-07-25 | 2004-06-22 | Enanta Pharmaceuticals, Inc. | 6,11-4-carbon bridged erythromycin derivatives |
| US7022679B2 (en) * | 2002-05-13 | 2006-04-04 | Enanta Pharmaceuticals, Inc. | Processes for the preparation of 6-11 bicyclic erythromycin 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 |
| 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 |
| 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 |
| US7265094B2 (en) * | 2004-01-09 | 2007-09-04 | 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 |
| WO2006080954A1 (en) * | 2004-07-28 | 2006-08-03 | Ranbaxy Laboratories Limited | Ketolide derivatives as antibacterial agents |
| US7229972B2 (en) * | 2004-12-07 | 2007-06-12 | Enanta Pharmaceuticals, Inc. | 3,6-Bicyclolides |
| US20060252710A1 (en) * | 2005-05-04 | 2006-11-09 | Guoqiang Wang | 6-11 Bridged oxime erythromycin derivatives |
| US7384922B2 (en) * | 2005-05-04 | 2008-06-10 | Enanta Pharmaceuticals, Inc. | 6-11 bridged oxime erythromycin derivatives |
| US7589067B2 (en) * | 2005-10-12 | 2009-09-15 | Enanta Pharmaceuticals, Inc. | 6, 11-bridged tricyclic macrolides |
| MX2010002932A (es) * | 2007-09-17 | 2010-05-27 | Enanta Pharm Inc | Macrolidos de biarilo con puente en 6, 11. |
-
2008
- 2008-09-17 MX MX2010002932A patent/MX2010002932A/es active IP Right Grant
- 2008-09-17 ES ES08859833.9T patent/ES2691252T3/es active Active
- 2008-09-17 CN CN201410219293.2A patent/CN104004039A/zh active Pending
- 2008-09-17 US US12/212,596 patent/US20090118506A1/en not_active Abandoned
- 2008-09-17 NZ NZ584159A patent/NZ584159A/xx not_active IP Right Cessation
- 2008-09-17 KR KR1020127028347A patent/KR20120132577A/ko not_active Ceased
- 2008-09-17 JP JP2010525113A patent/JP5642548B2/ja not_active Expired - Fee Related
- 2008-09-17 AU AU2008335668A patent/AU2008335668C1/en not_active Ceased
- 2008-09-17 WO PCT/US2008/076731 patent/WO2009075923A2/en not_active Ceased
- 2008-09-17 US US12/212,447 patent/US20090075915A1/en not_active Abandoned
- 2008-09-17 NZ NZ600635A patent/NZ600635A/xx not_active IP Right Cessation
- 2008-09-17 CN CN200880115910.7A patent/CN101855219B/zh not_active Expired - Fee Related
- 2008-09-17 WO PCT/US2008/076681 patent/WO2009039177A1/en not_active Ceased
- 2008-09-17 KR KR1020107008527A patent/KR101223158B1/ko not_active Expired - Fee Related
- 2008-09-17 EP EP08859833.9A patent/EP2203435B1/en not_active Not-in-force
- 2008-09-17 CA CA2699733A patent/CA2699733C/en not_active Expired - Fee Related
-
2014
- 2014-10-29 JP JP2014220701A patent/JP2015017139A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| KR20120132577A (ko) | 2012-12-05 |
| KR20100059990A (ko) | 2010-06-04 |
| MX2010002932A (es) | 2010-05-27 |
| CN104004039A (zh) | 2014-08-27 |
| CN101855219B (zh) | 2014-06-25 |
| EP2203435A2 (en) | 2010-07-07 |
| KR101223158B1 (ko) | 2013-01-17 |
| JP2015017139A (ja) | 2015-01-29 |
| EP2203435A4 (en) | 2011-03-02 |
| CA2699733A1 (en) | 2009-06-18 |
| ES2691252T3 (es) | 2018-11-26 |
| WO2009075923A3 (en) | 2009-09-24 |
| JP5642548B2 (ja) | 2014-12-17 |
| AU2008335668B2 (en) | 2012-07-26 |
| JP2010539191A (ja) | 2010-12-16 |
| NZ600635A (en) | 2013-06-28 |
| EP2203435B1 (en) | 2018-07-18 |
| WO2009075923A2 (en) | 2009-06-18 |
| US20090075915A1 (en) | 2009-03-19 |
| WO2009039177A1 (en) | 2009-03-26 |
| CN101855219A (zh) | 2010-10-06 |
| NZ584159A (en) | 2012-08-31 |
| AU2008335668C1 (en) | 2013-05-30 |
| AU2008335668A1 (en) | 2009-06-18 |
| US20090118506A1 (en) | 2009-05-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20220920 |