PL2163543T3 - Heterocykliczna pochodna zawierająca azot o aktywności hamującej dehydrogenazę 11-beta-hydroksysteroidową typu I - Google Patents
Heterocykliczna pochodna zawierająca azot o aktywności hamującej dehydrogenazę 11-beta-hydroksysteroidową typu IInfo
- Publication number
- PL2163543T3 PL2163543T3 PL08764258T PL08764258T PL2163543T3 PL 2163543 T3 PL2163543 T3 PL 2163543T3 PL 08764258 T PL08764258 T PL 08764258T PL 08764258 T PL08764258 T PL 08764258T PL 2163543 T3 PL2163543 T3 PL 2163543T3
- Authority
- PL
- Poland
- Prior art keywords
- beta
- nitrogen
- inhibitory activity
- containing heterocyclic
- hydroxysteroid dehydrogenase
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- 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
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
- C07D231/16—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
- C07D231/18—One oxygen or sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
- General Chemical & Material Sciences (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Vascular Medicine (AREA)
- Endocrinology (AREA)
- Urology & Nephrology (AREA)
- Emergency Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Child & Adolescent Psychology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007132259 | 2007-05-18 | ||
| JP2007327114 | 2007-12-19 | ||
| PCT/JP2008/058461 WO2008142986A1 (ja) | 2007-05-18 | 2008-05-07 | I型11βヒドロキシステロイド脱水素酵素阻害活性を有する含窒素複素環誘導体 |
| EP08764258.3A EP2163543B1 (en) | 2007-05-18 | 2008-05-07 | Nitrogen-containing heterocyclic derivative having 11 beta-hydroxysteroid dehydrogenase type i inhibitory activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL2163543T3 true PL2163543T3 (pl) | 2015-06-30 |
Family
ID=40031701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL08764258T PL2163543T3 (pl) | 2007-05-18 | 2008-05-07 | Heterocykliczna pochodna zawierająca azot o aktywności hamującej dehydrogenazę 11-beta-hydroksysteroidową typu I |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8383622B2 (pl) |
| EP (1) | EP2163543B1 (pl) |
| JP (2) | JP4671369B2 (pl) |
| KR (2) | KR20100008382A (pl) |
| CN (2) | CN101754954B (pl) |
| AU (1) | AU2008252185B2 (pl) |
| BR (1) | BRPI0811191A2 (pl) |
| CA (1) | CA2689659C (pl) |
| DK (1) | DK2163543T3 (pl) |
| ES (1) | ES2535317T3 (pl) |
| MX (1) | MX2009012283A (pl) |
| PL (1) | PL2163543T3 (pl) |
| RU (1) | RU2455285C2 (pl) |
| TW (1) | TWI426902B (pl) |
| WO (1) | WO2008142986A1 (pl) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8324265B2 (en) | 2005-11-21 | 2012-12-04 | Shionogi & Co., Ltd. | Heterocyclic compounds having type I 11β hydroxysteroid dehydrogenase inhibitory activity |
| TW200827346A (en) | 2006-11-03 | 2008-07-01 | Astrazeneca Ab | Chemical compounds |
| TW200836719A (en) | 2007-02-12 | 2008-09-16 | Astrazeneca Ab | Chemical compounds |
| ES2535317T3 (es) | 2007-05-18 | 2015-05-08 | Shionogi & Co., Ltd. | Derivado heterocíclico que contiene nitrógeno que tiene actividad inhibidora de la 11 beta-hidroxiesteroide deshidrogenasa de tipo 1 |
| JP5550041B2 (ja) | 2007-09-27 | 2014-07-16 | 塩野義製薬株式会社 | チトクロームp450を用いたアダマンタン水酸化体の製造方法 |
| AU2009211215B2 (en) | 2008-02-04 | 2011-11-03 | Astrazeneca Ab | Novel crystalline forms of 4- [4- (2-adamantylcarbam0yl) -5-tert-butyl-pyrazol-1-yl] benzoic acid |
| EP2243479A3 (en) | 2009-04-20 | 2011-01-19 | Abbott Laboratories | Novel amide and amidine derivates and uses thereof |
| WO2011068927A2 (en) * | 2009-12-04 | 2011-06-09 | Abbott Laboratories | 11-β-HYDROXYSTEROID DEHYDROGENASE TYPE 1 (11B-HSD1) INHIBITORS AND USES THEREOF |
| EP2518051A4 (en) * | 2009-12-22 | 2013-10-16 | Shionogi & Co | ADAMANTANAMINE DERIVATIVE |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| JPWO2011142359A1 (ja) * | 2010-05-10 | 2013-07-22 | 日産化学工業株式会社 | スピロ化合物及びアディポネクチン受容体活性化薬 |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| EP2604591A4 (en) * | 2010-08-09 | 2015-07-22 | Shionogi & Co | PROCESS FOR THE PREPARATION OF AMINOADAMANTYL CARBAMATE DERIVATIVES |
| KR20130102065A (ko) * | 2010-09-03 | 2013-09-16 | 다이닛본 스미토모 세이야꾸 가부시끼가이샤 | 고리형 아미드 유도체 |
| CN103547571A (zh) * | 2011-03-17 | 2014-01-29 | 盐野义制药株式会社 | 吡唑羧酸衍生物的制造方法 |
| ES2575370T3 (es) * | 2011-06-10 | 2016-06-28 | Sk Biopharmaceuticals Co., Ltd. | Derivados de 5-carbamoil-adamantan-2-il amida, sales farmacéuticamente aceptables de los mismos y procesos de preparación de los mismos |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| WO2013045413A1 (en) | 2011-09-27 | 2013-04-04 | Sanofi | 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| RU2532268C1 (ru) * | 2013-08-06 | 2014-11-10 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Волгоградский государственный технический университет" (ВолгГТУ) | Способ получения 1-(1-адамантил)-3,4-динитро-5(n-нитропиразолил)-1h-пиразолов |
| RU2533558C1 (ru) * | 2013-08-06 | 2014-11-20 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Волгоградский государственный технический университет" (ВолгГТУ) | Способ получения 1-(1-адамантил)-3,4-динитро-5-(o-r)-1h-пиразолов |
| WO2017094743A1 (ja) * | 2015-11-30 | 2017-06-08 | 塩野義製薬株式会社 | I型11βヒドロキシステロイド脱水素酵素阻害活性を有する医薬組成物 |
| CN111423396B (zh) * | 2020-04-30 | 2023-01-06 | 沈阳药科大学 | 一种sEH抑制剂及其制备方法和应用 |
| BR112023020274A2 (pt) * | 2021-03-30 | 2023-11-14 | Jiangxi Jemincare Group Co Ltd | Método de preparo de composto bicíclico e aplicação como agente antifúngico |
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| EP2006286A4 (en) | 2006-03-30 | 2010-04-07 | Shionogi & Co | ISOXAZOLE DERIVATIVE AND ISOTHIAZONE DERIVATIVITY WITH ANTICIPATING EFFECT ON 11 TYPE I BETA HYDROXYSTEROIDDEHYDROGENASE |
| WO2007114125A1 (ja) * | 2006-03-31 | 2007-10-11 | Shionogi & Co., Ltd. | 微生物によるアダマンタン水酸化体の製造方法 |
| EP2038255A2 (en) * | 2006-06-16 | 2009-03-25 | High Point Pharmaceuticals, LLC | Pharmaceutical use of substituted piperidine carboxamides |
| US20100022589A1 (en) | 2006-07-27 | 2010-01-28 | Mccoull William | Pyridine-3-carboxamide compounds and their use for inhibiting 11-beta-hydroxysteroid dehydrogenase |
| WO2008044656A1 (fr) | 2006-10-06 | 2008-04-17 | Taisho Pharmaceutical Co., Ltd. | Dérivé d'imidazolidinone |
| US20080200444A1 (en) | 2006-10-20 | 2008-08-21 | Arete Therapeutics, Inc. | Soluble epoxide hydrolase inhibitors |
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| TW200827346A (en) | 2006-11-03 | 2008-07-01 | Astrazeneca Ab | Chemical compounds |
| TW200836719A (en) | 2007-02-12 | 2008-09-16 | Astrazeneca Ab | Chemical compounds |
| JPWO2008120655A1 (ja) | 2007-03-30 | 2010-07-15 | 株式会社医薬分子設計研究所 | I型11βヒドロキシステロイド脱水素酵素阻害活性を有するオキサゾリジノン誘導体 |
| ES2535317T3 (es) | 2007-05-18 | 2015-05-08 | Shionogi & Co., Ltd. | Derivado heterocíclico que contiene nitrógeno que tiene actividad inhibidora de la 11 beta-hidroxiesteroide deshidrogenasa de tipo 1 |
| US8222417B2 (en) | 2007-06-27 | 2012-07-17 | Taisho Pharmaceutical Co., Ltd | Compound having 11β-HSD1 inhibitory activity |
| ES2423181T3 (es) | 2007-07-17 | 2013-09-18 | F. Hoffmann-La Roche Ag | Inhibidores de la 11ß-hidroxiesteroide-deshidrogenasa |
| US7977358B2 (en) | 2007-07-26 | 2011-07-12 | Hoffmann-La Roche Inc. | Pyrazol derivatives |
| WO2009056881A1 (en) | 2007-10-29 | 2009-05-07 | Astrazeneca Ab | Chemical compounds 313 |
| CN101909621A (zh) | 2007-11-06 | 2010-12-08 | 阿斯利康(瑞典)有限公司 | 4-[4-(2-金刚烷基氨基甲酰基)-5-叔丁基-吡唑-1-基]苯甲酸-465 |
| AU2009211215B2 (en) | 2008-02-04 | 2011-11-03 | Astrazeneca Ab | Novel crystalline forms of 4- [4- (2-adamantylcarbam0yl) -5-tert-butyl-pyrazol-1-yl] benzoic acid |
| UY31774A (es) | 2008-04-22 | 2009-12-14 | Astrazeneca Ab | Compuestos de 2-pirimidin-5- ilcarboxamida sustituidos |
-
2008
- 2008-05-07 ES ES08764258.3T patent/ES2535317T3/es active Active
- 2008-05-07 KR KR1020097023969A patent/KR20100008382A/ko not_active Ceased
- 2008-05-07 EP EP08764258.3A patent/EP2163543B1/en active Active
- 2008-05-07 PL PL08764258T patent/PL2163543T3/pl unknown
- 2008-05-07 WO PCT/JP2008/058461 patent/WO2008142986A1/ja not_active Ceased
- 2008-05-07 RU RU2009147015/04A patent/RU2455285C2/ru not_active IP Right Cessation
- 2008-05-07 BR BRPI0811191-0A2A patent/BRPI0811191A2/pt not_active IP Right Cessation
- 2008-05-07 CN CN200880025349.3A patent/CN101754954B/zh not_active Expired - Fee Related
- 2008-05-07 JP JP2009515137A patent/JP4671369B2/ja not_active Expired - Fee Related
- 2008-05-07 KR KR1020127009630A patent/KR101376432B1/ko not_active Expired - Fee Related
- 2008-05-07 DK DK08764258T patent/DK2163543T3/en active
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- 2008-05-07 AU AU2008252185A patent/AU2008252185B2/en not_active Ceased
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Also Published As
| Publication number | Publication date |
|---|---|
| DK2163543T3 (en) | 2015-04-27 |
| US20100240659A1 (en) | 2010-09-23 |
| EP2163543A4 (en) | 2010-08-11 |
| JP5252515B2 (ja) | 2013-07-31 |
| BRPI0811191A2 (pt) | 2014-10-29 |
| HK1140766A1 (en) | 2010-10-22 |
| RU2455285C2 (ru) | 2012-07-10 |
| WO2008142986A1 (ja) | 2008-11-27 |
| MX2009012283A (es) | 2009-11-25 |
| CN101754954A (zh) | 2010-06-23 |
| CN103288738B (zh) | 2016-03-16 |
| EP2163543B1 (en) | 2015-03-04 |
| JPWO2008142986A1 (ja) | 2010-08-05 |
| TW200901973A (en) | 2009-01-16 |
| RU2009147015A (ru) | 2011-06-27 |
| TWI426902B (zh) | 2014-02-21 |
| CA2689659C (en) | 2012-10-23 |
| KR20140057689A (ko) | 2014-05-13 |
| ES2535317T3 (es) | 2015-05-08 |
| JP2011098974A (ja) | 2011-05-19 |
| CA2689659A1 (en) | 2008-11-27 |
| US8383622B2 (en) | 2013-02-26 |
| JP4671369B2 (ja) | 2011-04-13 |
| KR20100008382A (ko) | 2010-01-25 |
| AU2008252185B2 (en) | 2012-02-16 |
| CN101754954B (zh) | 2015-11-25 |
| EP2163543A1 (en) | 2010-03-17 |
| KR101376432B1 (ko) | 2014-05-16 |
| AU2008252185A1 (en) | 2008-11-27 |
| CN103288738A (zh) | 2013-09-11 |
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