DE60317208D1 - Pleuromutilinderivate als antimikrobielle mittel - Google Patents
Pleuromutilinderivate als antimikrobielle mittelInfo
- Publication number
- DE60317208D1 DE60317208D1 DE60317208T DE60317208T DE60317208D1 DE 60317208 D1 DE60317208 D1 DE 60317208D1 DE 60317208 T DE60317208 T DE 60317208T DE 60317208 T DE60317208 T DE 60317208T DE 60317208 D1 DE60317208 D1 DE 60317208D1
- Authority
- DE
- Germany
- Prior art keywords
- antimicrobial agents
- pleuromutilin derivatives
- hydrogen
- pleuromutilin
- derivatives
- 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
- 239000004599 antimicrobial Substances 0.000 title abstract 2
- ZRZNJUXESFHSIO-VYTKZBNOSA-N pleuromutilin Chemical class C([C@H]([C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]2C)OC(=O)CO)C)C[C@]32[C@H]1C(=O)CC3 ZRZNJUXESFHSIO-VYTKZBNOSA-N 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052805 deuterium Inorganic materials 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 abstract 1
Classifications
-
- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/45—Non condensed piperidines, e.g. piperocaine having oxo groups directly attached to the heterocyclic ring, e.g. cycloheximide
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D207/12—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D211/54—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D211/56—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0217149A GB0217149D0 (en) | 2002-07-24 | 2002-07-24 | Organic compounds |
| GB0217149 | 2002-07-24 | ||
| GB0217305A GB0217305D0 (en) | 2002-07-25 | 2002-07-25 | Organic compounds |
| GB0217305 | 2002-07-25 | ||
| WOPCT/EP03/03215 | 2003-03-27 | ||
| PCT/EP2003/003215 WO2003082260A2 (en) | 2002-03-28 | 2003-03-27 | Tuberculosis treatment using pleuromutilin derivatives |
| PCT/EP2003/008059 WO2004011431A1 (en) | 2002-07-24 | 2003-07-23 | Pleuromutilin derivatives as antimicrobbials |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60317208D1 true DE60317208D1 (de) | 2007-12-13 |
| DE60317208T2 DE60317208T2 (de) | 2008-08-07 |
Family
ID=34702496
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60317208T Expired - Lifetime DE60317208T2 (de) | 2002-07-24 | 2003-07-23 | Pleuromutilinderivate als antimikrobielle mittel |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7612103B2 (de) |
| EP (1) | EP1534678B1 (de) |
| JP (1) | JP4611020B2 (de) |
| CN (1) | CN100355729C (de) |
| AT (1) | ATE377001T1 (de) |
| AU (1) | AU2003257493A1 (de) |
| BR (1) | BRPI0312882B8 (de) |
| DE (1) | DE60317208T2 (de) |
| ES (1) | ES2295657T3 (de) |
| MX (1) | MXPA05000984A (de) |
| PL (1) | PL373460A1 (de) |
| RU (1) | RU2005105576A (de) |
| SI (1) | SI1534678T1 (de) |
| WO (1) | WO2004011431A1 (de) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20020676A1 (es) * | 2000-09-13 | 2002-08-27 | Biochemie Gmbh | Compuestos de mutilina como antibacterianos |
| GB0308114D0 (en) * | 2003-04-08 | 2003-05-14 | Glaxo Group Ltd | Novel compounds |
| ES2335284T3 (es) * | 2003-09-03 | 2010-03-24 | Glaxo Group Limited | Nuevo procedimiento para preparar derivados de pleuromutilina. |
| GB0504314D0 (en) * | 2005-03-02 | 2005-04-06 | Glaxo Group Ltd | Novel polymorph |
| JP2008534444A (ja) * | 2005-03-10 | 2008-08-28 | スミスクライン・ビーチャム・コーポレイション | 新規な方法 |
| GB0515995D0 (en) * | 2005-08-03 | 2005-09-07 | Sandoz Ag | Organic compounds |
| WO2007037518A1 (ja) * | 2005-09-29 | 2007-04-05 | Dainippon Sumitomo Pharma Co., Ltd. | ムチリン誘導体及びそれを含有する医薬組成物 |
| EP1808431A1 (de) * | 2006-01-16 | 2007-07-18 | Nabriva Therapeutics Forschungs GmbH | Mutilin Derivate und ihre Verwendung als Arzneimittel |
| WO2007143507A2 (en) * | 2006-06-05 | 2007-12-13 | Auspex Pharmaceuticals, Inc. | Preparation and utility of substituted erythromycin analogs |
| EP1908750A1 (de) * | 2006-10-05 | 2008-04-09 | Nabriva Therapeutics Forschungs GmbH | Verfahren zur Herstellung von Pleuromutilinen |
| EP1972618A1 (de) * | 2007-03-20 | 2008-09-24 | Nabriva Therapeutics AG | Pleuromutilin-Derivate zur Behandlung von Krankheiten vermittelt durch Mikroben |
| CA2688008A1 (en) * | 2007-05-24 | 2008-11-27 | Kyorin Pharmaceutical Co., Ltd. | Mutilin derivative having heterocyclic aromatic ring carboxylic acid structure in substituent at 14-position |
| CN101319234B (zh) * | 2008-07-04 | 2011-02-16 | 江苏赛奥生化有限公司 | 截短侧耳素的发酵方法 |
| CN101324384A (zh) * | 2008-07-25 | 2008-12-17 | 李华玉 | 在第一类吸收式热泵上增加相邻高温供热端的方法 |
| EP2159220A1 (de) * | 2008-09-02 | 2010-03-03 | Nabriva Therapeutics AG | Organische Verbindungen |
| US20100184987A1 (en) * | 2008-11-13 | 2010-07-22 | Teva Pharmaceutical Industries Ltd. | Preparation of Retapamulin via its Pleuromutilin-thiol precursor |
| EP2399904A1 (de) * | 2010-05-26 | 2011-12-28 | Nabriva Therapeutics AG | Verfahren zur Herstellung von Pleuromutilinen |
| CN103204787B (zh) * | 2012-01-17 | 2014-10-01 | 北京艾百诺科技有限公司 | 含有取代方酸的乙酸妙林酯及其应用 |
| CN103709093B (zh) * | 2012-09-28 | 2016-06-08 | 山东亨利医药科技有限责任公司 | 含有并环的截短侧耳素类抗生素 |
| CN103265487A (zh) * | 2013-06-05 | 2013-08-28 | 北京理工大学 | 截短侧耳素扩环衍生物及其制备方法和用途 |
| CN103265442B (zh) * | 2013-06-05 | 2017-02-08 | 北京理工大学 | 一类新型截短侧耳素衍生物及其制备方法和抗肿瘤用途 |
| CN103319437B (zh) * | 2013-06-20 | 2016-05-04 | 中国农业科学院兰州畜牧与兽药研究所 | 具有噻二唑骨架的截短侧耳素类衍生物及其制备方法、应用 |
| TWI762573B (zh) | 2017-02-10 | 2022-05-01 | 奧地利商納畢瓦治療有限責任公司 | 截短側耳素之純化 |
| CN117024367B (zh) * | 2023-08-10 | 2024-03-12 | 西华大学 | 哌嗪连接的噁唑烷酮截短侧耳素衍生物和应用及其药物组合物 |
| CN116768813B (zh) * | 2023-08-18 | 2023-10-20 | 西华大学 | 截短侧耳素衍生物和应用及其药物组合物 |
| CN120607472B (zh) * | 2025-08-06 | 2025-10-17 | 重庆市畜牧科学院 | 一种截短侧耳素衍生物及其制备方法和应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UY25225A1 (es) * | 1997-10-29 | 2000-12-29 | Smithkline Beecham Plc | Derivados de pleuromutilina utiles como agentes antimicrobianos |
| GB9918037D0 (en) * | 1999-07-30 | 1999-09-29 | Biochemie Gmbh | Organic compounds |
| CZ20023290A3 (cs) * | 2000-04-04 | 2003-03-12 | Smithkline Beecham Plc | 2-Hydroxymutilinkarbamátové deriváty pro antibakteriální použití |
| GB0018951D0 (en) * | 2000-08-03 | 2000-09-20 | Smithkline Beecham Plc | Novel compounds |
| PE20020676A1 (es) * | 2000-09-13 | 2002-08-27 | Biochemie Gmbh | Compuestos de mutilina como antibacterianos |
-
2003
- 2003-07-23 RU RU2005105576/04A patent/RU2005105576A/ru not_active Application Discontinuation
- 2003-07-23 JP JP2004523769A patent/JP4611020B2/ja not_active Expired - Lifetime
- 2003-07-23 CN CNB038176432A patent/CN100355729C/zh not_active Expired - Lifetime
- 2003-07-23 US US10/521,926 patent/US7612103B2/en not_active Expired - Lifetime
- 2003-07-23 PL PL03373460A patent/PL373460A1/xx not_active Application Discontinuation
- 2003-07-23 EP EP03771076A patent/EP1534678B1/de not_active Expired - Lifetime
- 2003-07-23 ES ES03771076T patent/ES2295657T3/es not_active Expired - Lifetime
- 2003-07-23 DE DE60317208T patent/DE60317208T2/de not_active Expired - Lifetime
- 2003-07-23 AT AT03771076T patent/ATE377001T1/de active
- 2003-07-23 MX MXPA05000984A patent/MXPA05000984A/es unknown
- 2003-07-23 SI SI200331105T patent/SI1534678T1/sl unknown
- 2003-07-23 WO PCT/EP2003/008059 patent/WO2004011431A1/en not_active Ceased
- 2003-07-23 BR BRPI0312882A patent/BRPI0312882B8/pt not_active IP Right Cessation
- 2003-07-23 AU AU2003257493A patent/AU2003257493A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| HK1079191A1 (en) | 2006-03-31 |
| ES2295657T3 (es) | 2008-04-16 |
| SI1534678T1 (sl) | 2008-06-30 |
| PL373460A1 (en) | 2005-08-22 |
| BRPI0312882B8 (pt) | 2021-05-25 |
| DE60317208T2 (de) | 2008-08-07 |
| JP4611020B2 (ja) | 2011-01-12 |
| JP2006502124A (ja) | 2006-01-19 |
| US7612103B2 (en) | 2009-11-03 |
| US20050250811A1 (en) | 2005-11-10 |
| BRPI0312882B1 (pt) | 2019-04-09 |
| EP1534678A1 (de) | 2005-06-01 |
| EP1534678B1 (de) | 2007-10-31 |
| CN100355729C (zh) | 2007-12-19 |
| AU2003257493A1 (en) | 2004-02-16 |
| ATE377001T1 (de) | 2007-11-15 |
| CN1671663A (zh) | 2005-09-21 |
| BR0312882A (pt) | 2005-06-28 |
| WO2004011431A1 (en) | 2004-02-05 |
| RU2005105576A (ru) | 2005-10-10 |
| MXPA05000984A (es) | 2005-09-12 |
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