ATE534292T1 - Spiroverbindungen und anwendungsverfahren dafür - Google Patents
Spiroverbindungen und anwendungsverfahren dafürInfo
- Publication number
- ATE534292T1 ATE534292T1 AT07717289T AT07717289T ATE534292T1 AT E534292 T1 ATE534292 T1 AT E534292T1 AT 07717289 T AT07717289 T AT 07717289T AT 07717289 T AT07717289 T AT 07717289T AT E534292 T1 ATE534292 T1 AT E534292T1
- Authority
- AT
- Austria
- Prior art keywords
- methods
- medicaments
- compounds
- growth factor
- spir
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- KUVIULQEHSCUHY-XYWKZLDCSA-N Beclometasone Chemical class C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O KUVIULQEHSCUHY-XYWKZLDCSA-N 0.000 title 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 abstract 2
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 abstract 2
- 108010073929 Vascular Endothelial Growth Factor A Proteins 0.000 abstract 2
- 102000005789 Vascular Endothelial Growth Factors Human genes 0.000 abstract 2
- 108010019530 Vascular Endothelial Growth Factors Proteins 0.000 abstract 2
- 239000003814 drug Substances 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 241000282412 Homo Species 0.000 abstract 1
- 241001465754 Metazoa Species 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000005764 inhibitory process Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000001603 reducing effect Effects 0.000 abstract 1
- 150000003413 spiro compounds Chemical class 0.000 abstract 1
- VBEQCZHXXJYVRD-GACYYNSASA-N uroanthelone Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CS)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(C)C)[C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCSC)NC(=O)[C@H](CS)NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CS)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CS)NC(=O)CNC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(N)=O)C(C)C)[C@@H](C)CC)C1=CC=C(O)C=C1 VBEQCZHXXJYVRD-GACYYNSASA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/96—Spiro-condensed ring systems
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
- A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- 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
- A61P35/00—Antineoplastic 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
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/20—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D497/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D497/10—Spiro-condensed systems
-
- 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
- C07D498/20—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Wood Science & Technology (AREA)
- Rheumatology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Pain & Pain Management (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75960106P | 2006-01-17 | 2006-01-17 | |
| US11/647,823 US7977346B2 (en) | 2006-01-17 | 2006-12-30 | Spiro compounds and methods of use |
| PCT/US2007/060537 WO2007084875A2 (en) | 2006-01-17 | 2007-01-14 | Spiro compounds and methods of use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE534292T1 true ATE534292T1 (de) | 2011-12-15 |
Family
ID=38264002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT07717289T ATE534292T1 (de) | 2006-01-17 | 2007-01-14 | Spiroverbindungen und anwendungsverfahren dafür |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7977346B2 (de) |
| EP (1) | EP1973407B1 (de) |
| JP (1) | JP5522341B2 (de) |
| KR (1) | KR101441694B1 (de) |
| CN (1) | CN101431894B (de) |
| AT (1) | ATE534292T1 (de) |
| AU (1) | AU2007205962B2 (de) |
| CA (1) | CA2638107A1 (de) |
| ES (1) | ES2375660T3 (de) |
| WO (1) | WO2007084875A2 (de) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100033544A (ko) * | 2007-07-19 | 2010-03-30 | 에프. 호프만-라 로슈 아게 | 신규한 헤테로사이클일 화합물 및 이의 케모카인 길항제로서의 용도 |
| CN101245070B (zh) * | 2008-03-26 | 2010-09-15 | 江苏先声药物研究有限公司 | 一种螺环喹唑啉蛋白酪氨酸激酶抑制剂的合成新工艺 |
| US8211911B2 (en) | 2008-08-19 | 2012-07-03 | Guoqing Paul Chen | Compounds as kinase inhibitors |
| AU2009303602B2 (en) | 2008-10-14 | 2012-06-14 | Sunshine Lake Pharma Co., Ltd. | Compounds and methods of use |
| CN102382106A (zh) | 2010-08-30 | 2012-03-21 | 黄振华 | 苯胺取代的喹唑啉衍生物 |
| CN102452988B (zh) | 2010-10-27 | 2016-01-27 | 中国科学院化学研究所 | 一种喹唑啉衍生物及其制备方法 |
| CN102796109B (zh) * | 2011-05-23 | 2015-10-07 | 复旦大学 | 4-氨基喹唑啉化合物及其制备方法和用途 |
| CN103172641B (zh) * | 2011-12-20 | 2014-06-11 | 钱卫 | 杂环胺基烷氧基取代的喹唑啉衍生物及其用途 |
| CN102863373B (zh) * | 2012-09-07 | 2014-03-12 | 苏州康润医药有限公司 | 5-苄基氮杂螺[2,4]庚烷的合成方法 |
| BR112015020139A2 (pt) | 2013-02-20 | 2017-07-18 | Kala Pharmaceuticals Inc | compostos terapêuticos e usos dos mesmos |
| CN103529160B (zh) * | 2013-10-10 | 2015-10-21 | 中国医学科学院肿瘤医院 | Uplc-ms/ms法测定人血浆中西莫替尼的浓度 |
| SG11201702982UA (en) | 2014-10-31 | 2017-05-30 | Indivior Uk Ltd | Dopamine d3 receptor antagonists compounds |
| CN106279192B (zh) * | 2015-05-26 | 2020-06-23 | 江苏先声药业有限公司 | 一种喹唑啉衍生物盐酸盐的结晶多晶型物 |
| CN113072480B (zh) * | 2021-04-13 | 2022-09-30 | 常州佳德医药科技有限公司 | 一种手性(-)-5-氮杂螺[2.4]庚烷-7-醇、制备方法及应用 |
| CN113292479B (zh) * | 2021-05-27 | 2022-07-01 | 南京合巨药业有限公司 | 一种5-氮杂螺[2.4]庚烷及其盐的制备方法 |
| CN115466755B (zh) * | 2022-10-24 | 2025-07-29 | 常州佳德医药科技有限公司 | 一种羰基还原酶不对称还原制备(-)-5-氮杂螺[2,4]庚烷-7-醇的方法 |
| WO2025007113A2 (en) * | 2023-06-29 | 2025-01-02 | Ohio State Innovation Foundation | Mitochondrial complex i inhibitors with reduced phosphodiesterase inhibition |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3344145A (en) * | 1963-10-21 | 1967-09-26 | Geschickter Fund Med Res | N-substituted phenoxyalkyl or phenylthioalkyl-mono azaspiroalkanes |
| MY105136A (en) | 1988-04-27 | 1994-08-30 | Daiichi Seiyaku Co | Optically active pyridonecarboxylic acid derivatives. |
| CA1336090C (en) | 1988-08-31 | 1995-06-27 | Isao Hayakawa | Spiro-substituted cyclic amines of quinolone derivatives |
| JP2769058B2 (ja) | 1990-10-25 | 1998-06-25 | 第一製薬株式会社 | シクロプロパン誘導体の製法 |
| US5137892A (en) | 1990-12-12 | 1992-08-11 | Abbott Laboratories | Quinoline, naphthyridine and pyridobenzoxazine derivatives |
| JP3045574B2 (ja) | 1991-05-17 | 2000-05-29 | 第一製薬株式会社 | アミノ化合物の製造法 |
| EP0593766B1 (de) | 1991-05-28 | 2000-09-06 | Daiichi Pharmaceutical Co., Ltd. | Pyridoncarbonsäurederivate |
| US5591748A (en) | 1991-06-07 | 1997-01-07 | Smithkline Beecham Corporation | Immunomodulatory azaspiranes |
| JPH06145167A (ja) | 1992-11-06 | 1994-05-24 | Hokuriku Seiyaku Co Ltd | ８−メトキシ−５−メチルキノリン−３−カルボン酸誘導体 |
| CA2115025A1 (en) | 1993-02-08 | 1994-08-09 | Atsushi Furutani | Process for producing amines |
| CA2115024A1 (en) | 1993-04-27 | 1994-10-28 | Atsushi Furutani | Process for producing amines |
| KR960704887A (ko) | 1993-10-14 | 1996-10-09 | 챨스 엠. 브록 | 퀴놀리지논형 화합물 (Quinolizinone type compounds) |
| GB9508538D0 (en) | 1995-04-27 | 1995-06-14 | Zeneca Ltd | Quinazoline derivatives |
| WO1996039407A1 (en) | 1995-06-06 | 1996-12-12 | Abbott Laboratories | Quinolizinone type compounds |
| AU8683398A (en) * | 1997-08-07 | 1999-03-01 | Eli Lilly And Company | 1-{4-(substituted alkoxy)benzyl}naphthalene compounds having estrogen inhibitoryactivity |
| US6387928B1 (en) | 1997-09-15 | 2002-05-14 | The Procter & Gamble Co. | Antimicrobial quinolones, their compositions and uses |
| US6197974B1 (en) | 1998-10-26 | 2001-03-06 | Abbott Laboratories | Enantioselective synthesis of 3-aminopyrrolidines |
| OA12316A (en) | 2000-01-24 | 2006-05-15 | Warner Lambert Co | 3-Aminoquinazolin-2,4-dione antibacterial agents. |
| JP2002053536A (ja) | 2000-08-08 | 2002-02-19 | Dai Ichi Seiyaku Co Ltd | スピロアミノピロリジン誘導体およびその製造法 |
| JP2002069072A (ja) | 2000-08-25 | 2002-03-08 | Dai Ichi Seiyaku Co Ltd | スピロピロリドン誘導体およびその製法 |
| DE10042059A1 (de) * | 2000-08-26 | 2002-03-07 | Boehringer Ingelheim Pharma | Bicyclische Heterocyclen, diese Verbindungen enthaltende Arzneimittel, deren Verwendung und Verfahren zu ihrer Herstellung |
| JP2002201191A (ja) | 2000-09-28 | 2002-07-16 | Dai Ichi Seiyaku Co Ltd | キノロンカルボン酸誘導体の製造方法およびその製造中間体 |
| TWI239942B (en) * | 2001-06-11 | 2005-09-21 | Dainippon Pharmaceutical Co | N-arylphenylacetamide derivative and pharmaceutical composition containing the same |
| CN1184221C (zh) | 2001-08-08 | 2005-01-12 | 中国医学科学院医药生物技术研究所 | 有7－(7－氨甲基－5－氮杂螺[2,4]庚烷)取代基的新喹啉羧酸衍生物及其制备方法 |
| JP2004099609A (ja) | 2002-08-23 | 2004-04-02 | Dai Ichi Seiyaku Co Ltd | 光学活性７−アミノ−５−アザスピロ［２．４］ヘプタンの製造法 |
| WO2005026165A1 (en) | 2003-09-12 | 2005-03-24 | Warner-Lambert Company Llc | Quinolone antibacterial agents |
| DE10360745A1 (de) * | 2003-12-23 | 2005-07-28 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Amid-Verbindungen mit MCH-antagonistischer Wirkung und diese Verbindungen enthaltende Arzneimittel |
| WO2006073167A1 (ja) | 2005-01-07 | 2006-07-13 | Ono Pharmaceutical Co., Ltd. | ピロリジン誘導体 |
| US7563805B2 (en) | 2005-05-19 | 2009-07-21 | Daiichi Pharmaceutical Co., Ltd. | Tri-, tetra-substituted-3-aminopyrrolidine derivative |
| EP1882685A4 (de) | 2005-05-20 | 2010-10-27 | Daiichi Sankyo Co Ltd | Verfahren zur herstellung einer asymmetrischen, tetrasubstituierten kohlenstoffhaltigen verbindung |
| TW200744598A (en) | 2005-09-28 | 2007-12-16 | Daiichi Seiyaku Co | Process for the production of freeze-dried preparations containing quinolones |
-
2006
- 2006-12-30 US US11/647,823 patent/US7977346B2/en not_active Expired - Fee Related
-
2007
- 2007-01-14 AU AU2007205962A patent/AU2007205962B2/en not_active Ceased
- 2007-01-14 WO PCT/US2007/060537 patent/WO2007084875A2/en not_active Ceased
- 2007-01-14 CN CN2007800017195A patent/CN101431894B/zh active Active
- 2007-01-14 EP EP07717289A patent/EP1973407B1/de not_active Not-in-force
- 2007-01-14 AT AT07717289T patent/ATE534292T1/de active
- 2007-01-14 JP JP2008550552A patent/JP5522341B2/ja not_active Expired - Fee Related
- 2007-01-14 ES ES07717289T patent/ES2375660T3/es active Active
- 2007-01-14 KR KR1020087013862A patent/KR101441694B1/ko not_active Expired - Fee Related
- 2007-01-14 CA CA002638107A patent/CA2638107A1/en not_active Abandoned
-
2011
- 2011-06-01 US US13/151,251 patent/US20110237794A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP1973407B1 (de) | 2011-11-23 |
| US7977346B2 (en) | 2011-07-12 |
| WO2007084875A3 (en) | 2007-11-29 |
| EP1973407A2 (de) | 2008-10-01 |
| CN101431894A (zh) | 2009-05-13 |
| US20070167470A1 (en) | 2007-07-19 |
| ES2375660T3 (es) | 2012-03-05 |
| WO2007084875A2 (en) | 2007-07-26 |
| KR20080098581A (ko) | 2008-11-11 |
| US20110237794A1 (en) | 2011-09-29 |
| EP1973407A4 (de) | 2010-09-15 |
| AU2007205962A1 (en) | 2007-07-26 |
| AU2007205962B2 (en) | 2012-06-07 |
| JP2009523737A (ja) | 2009-06-25 |
| JP5522341B2 (ja) | 2014-06-18 |
| CN101431894B (zh) | 2013-05-22 |
| KR101441694B1 (ko) | 2014-09-19 |
| CA2638107A1 (en) | 2007-07-26 |
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