JP5394404B2 - キナーゼ阻害剤として有用な置換イミダゾピリダジン類 - Google Patents
キナーゼ阻害剤として有用な置換イミダゾピリダジン類 Download PDFInfo
- Publication number
- JP5394404B2 JP5394404B2 JP2010546068A JP2010546068A JP5394404B2 JP 5394404 B2 JP5394404 B2 JP 5394404B2 JP 2010546068 A JP2010546068 A JP 2010546068A JP 2010546068 A JP2010546068 A JP 2010546068A JP 5394404 B2 JP5394404 B2 JP 5394404B2
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- alkyl
- heterocyclo
- heteroaryl
- cycloalkyl
- 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 - Fee Related
Links
- 0 *C(CC1)CCC1Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1ccncc1F)=O Chemical compound *C(CC1)CCC1Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1ccncc1F)=O 0.000 description 1
- ZIOREUAUTIKNIE-UHFFFAOYSA-N CC(C)(C)OC(Nc(cc1)ccc1C(NC1CC1)=O)=O Chemical compound CC(C)(C)OC(Nc(cc1)ccc1C(NC1CC1)=O)=O ZIOREUAUTIKNIE-UHFFFAOYSA-N 0.000 description 1
- QWNFZSCHAMWVHK-JCNLHEQBSA-N CC(N[C@H](CC1)CC[C@@H]1Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1ccncc1)=O)=O Chemical compound CC(N[C@H](CC1)CC[C@@H]1Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1ccncc1)=O)=O QWNFZSCHAMWVHK-JCNLHEQBSA-N 0.000 description 1
- ZVOKPFOVKOAHBV-UHFFFAOYSA-N CCN(CC)C(CC1)CCC1=Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1cc(F)ncc1)=O Chemical compound CCN(CC)C(CC1)CCC1=Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1cc(F)ncc1)=O ZVOKPFOVKOAHBV-UHFFFAOYSA-N 0.000 description 1
- XMIREHWKXDRIOR-UHFFFAOYSA-N CCNc1cc(NC(CC2)CCC2N)n[n]2c1ncc2C(Nc1ccncc1)=O Chemical compound CCNc1cc(NC(CC2)CCC2N)n[n]2c1ncc2C(Nc1ccncc1)=O XMIREHWKXDRIOR-UHFFFAOYSA-N 0.000 description 1
- IPYBRMFBNKWEQQ-UAPYVXQJSA-N CCNc1cc(N[C@H](CC2)CC[C@@H]2NC(Nc(cc2)ccc2F)=O)n[n]2c1ncc2C(Nc1ccncc1F)=O Chemical compound CCNc1cc(N[C@H](CC2)CC[C@@H]2NC(Nc(cc2)ccc2F)=O)n[n]2c1ncc2C(Nc1ccncc1F)=O IPYBRMFBNKWEQQ-UAPYVXQJSA-N 0.000 description 1
- RAYFTAWSJPNHOA-WKILWMFISA-N CNc1nc(Nc2cc(N[C@H](CC3)CC[C@@H]3O)n[n]3c2ccc3C(Nc2ccncc2F)=O)ccc1 Chemical compound CNc1nc(Nc2cc(N[C@H](CC3)CC[C@@H]3O)n[n]3c2ccc3C(Nc2ccncc2F)=O)ccc1 RAYFTAWSJPNHOA-WKILWMFISA-N 0.000 description 1
- YYKUDURLYUKMKE-UHFFFAOYSA-N COC(CNC(CC1)CCC1Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1ccncc1F)=O)=O Chemical compound COC(CNC(CC1)CCC1Nc(cc1NC2CC2)n[n]2c1ncc2C(Nc1ccncc1F)=O)=O YYKUDURLYUKMKE-UHFFFAOYSA-N 0.000 description 1
- UQJVDXYAWXWOKJ-PGGKNCGUSA-N CS(Nc1cc(/N=C/C(CC2)CCC2N)n[n]2c1ncc2C(Nc1ccncc1F)=O)(=O)=O Chemical compound CS(Nc1cc(/N=C/C(CC2)CCC2N)n[n]2c1ncc2C(Nc1ccncc1F)=O)(=O)=O UQJVDXYAWXWOKJ-PGGKNCGUSA-N 0.000 description 1
- VIDRAANJXDRTPY-UHFFFAOYSA-N C[n](cc1)nc1Nc1cc(Cl)n[n]2c1ncc2C(Nc1ccncc1F)O Chemical compound C[n](cc1)nc1Nc1cc(Cl)n[n]2c1ncc2C(Nc1ccncc1F)O VIDRAANJXDRTPY-UHFFFAOYSA-N 0.000 description 1
- ZLYWLRPISFPECU-UHFFFAOYSA-N Cc(c(Br)c(N)nn1)c1Cl Chemical compound Cc(c(Br)c(N)nn1)c1Cl ZLYWLRPISFPECU-UHFFFAOYSA-N 0.000 description 1
- MHGQKXGBXZGUNT-SHTZXODSSA-N Cc1cc(Nc2cc(N[C@H](CC3)CC[C@@H]3N)n[n]3c2ccc3C(Nc2ccncc2F)=O)n[o]1 Chemical compound Cc1cc(Nc2cc(N[C@H](CC3)CC[C@@H]3N)n[n]3c2ccc3C(Nc2ccncc2F)=O)n[o]1 MHGQKXGBXZGUNT-SHTZXODSSA-N 0.000 description 1
- QANXMJZMEPFCHX-XKJRVUDJSA-N NC(CC1)CCC1/C=N/c(cc1Nc2ncccc2)n[n]2c1ncc2C(Nc(ccnc1)c1F)=O Chemical compound NC(CC1)CCC1/C=N/c(cc1Nc2ncccc2)n[n]2c1ncc2C(Nc(ccnc1)c1F)=O QANXMJZMEPFCHX-XKJRVUDJSA-N 0.000 description 1
- RKIBNPULSQYRGW-UHFFFAOYSA-N NC(CC1)CCC1Nc(cc1N)n[n]2c1ncc2C(Nc1ccncc1)=O Chemical compound NC(CC1)CCC1Nc(cc1N)n[n]2c1ncc2C(Nc1ccncc1)=O RKIBNPULSQYRGW-UHFFFAOYSA-N 0.000 description 1
- CFEWPEOOGXOUTF-UHFFFAOYSA-N NC(CC1)CCC1Nc(cc1Nc2cc(Cl)cc(N)n2)n[n]2c1ncc2C(Nc1ccncc1F)=O Chemical compound NC(CC1)CCC1Nc(cc1Nc2cc(Cl)cc(N)n2)n[n]2c1ncc2C(Nc1ccncc1F)=O CFEWPEOOGXOUTF-UHFFFAOYSA-N 0.000 description 1
- FKQQWYDHSUZVIX-WKILWMFISA-N NCC(N[C@H](CC1)CC[C@@H]1Nc(cc1Nc2ccccn2)n[n]2c1ncc2C(Nc(ccnc1)c1F)=O)=O Chemical compound NCC(N[C@H](CC1)CC[C@@H]1Nc(cc1Nc2ccccn2)n[n]2c1ncc2C(Nc(ccnc1)c1F)=O)=O FKQQWYDHSUZVIX-WKILWMFISA-N 0.000 description 1
- LXAAXLQJUOVYGA-SHTZXODSSA-N N[C@H](CC1)CC[C@@H]1Nc(cc1Nc2ccncn2)n[n]2c1ncc2C(Nc1ccncc1)=O Chemical compound N[C@H](CC1)CC[C@@H]1Nc(cc1Nc2ccncn2)n[n]2c1ncc2C(Nc1ccncc1)=O LXAAXLQJUOVYGA-SHTZXODSSA-N 0.000 description 1
- SDBZRQJVVUIWCS-UHFFFAOYSA-N O=C(c1cnc(c(NC2CC2)c2)[n]1nc2N=C1CCCCC1)Nc1cc(F)ncc1 Chemical compound O=C(c1cnc(c(NC2CC2)c2)[n]1nc2N=C1CCCCC1)Nc1cc(F)ncc1 SDBZRQJVVUIWCS-UHFFFAOYSA-N 0.000 description 1
- QWIBMFHOCRKPKE-UHFFFAOYSA-N O=C(c1cnc(c(Nc(cc2)ccc2C(NC2CC2)=O)c2)[n]1nc2NC1CCCCC1)Nc1ccncc1 Chemical compound O=C(c1cnc(c(Nc(cc2)ccc2C(NC2CC2)=O)c2)[n]1nc2NC1CCCCC1)Nc1ccncc1 QWIBMFHOCRKPKE-UHFFFAOYSA-N 0.000 description 1
- JQZFCRGVFIALAA-UHFFFAOYSA-N O=C(c1cnc(c(Nc2ccccc2)c2)[n]1nc2NC(C1)C11CCCCC1)Nc(cc1)ccc1F Chemical compound O=C(c1cnc(c(Nc2ccccc2)c2)[n]1nc2NC(C1)C11CCCCC1)Nc(cc1)ccc1F JQZFCRGVFIALAA-UHFFFAOYSA-N 0.000 description 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Rheumatology (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Pain & Pain Management (AREA)
- Dermatology (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2665108P | 2008-02-06 | 2008-02-06 | |
| US61/026,651 | 2008-02-06 | ||
| PCT/US2009/033455 WO2009100375A1 (en) | 2008-02-06 | 2009-02-06 | Substituted imidazopyridazines useful as kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011511095A JP2011511095A (ja) | 2011-04-07 |
| JP2011511095A5 JP2011511095A5 (enExample) | 2011-09-29 |
| JP5394404B2 true JP5394404B2 (ja) | 2014-01-22 |
Family
ID=40566064
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010546068A Expired - Fee Related JP5394404B2 (ja) | 2008-02-06 | 2009-02-06 | キナーゼ阻害剤として有用な置換イミダゾピリダジン類 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8389527B2 (enExample) |
| EP (1) | EP2240488B1 (enExample) |
| JP (1) | JP5394404B2 (enExample) |
| CN (1) | CN101981033B (enExample) |
| WO (1) | WO2009100375A1 (enExample) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI491610B (zh) * | 2008-10-09 | 2015-07-11 | 必治妥美雅史谷比公司 | 作為激酶抑制劑之咪唑并嗒腈 |
| EP2210891A1 (en) * | 2009-01-26 | 2010-07-28 | Domain Therapeutics | New adenosine receptor ligands and uses thereof |
| TW201107330A (en) * | 2009-07-31 | 2011-03-01 | Biocryst Pharm Inc | Heterocyclic compounds as janus kinase inhibitors |
| SG181507A1 (en) * | 2009-12-04 | 2012-07-30 | Cylene Pharmaceuticals Inc | Pyrazolopyrimidines and related heterocycles as ck2 inhibitors |
| EP2518072A4 (en) | 2009-12-24 | 2014-06-04 | Ajinomoto Kk | IMIDAZOPYRIDAZINE COMPOUNDS |
| CN102971326A (zh) * | 2010-04-28 | 2013-03-13 | 百时美施贵宝公司 | 咪唑并哒嗪化合物及其在癌症中的用途 |
| TWI541243B (zh) | 2010-09-10 | 2016-07-11 | 拜耳知識產權公司 | 經取代咪唑并嗒 |
| DE102011075398A1 (de) * | 2011-05-06 | 2012-11-08 | Bayer Pharma Aktiengesellschaft | Substituierte Imidazopyridazine und ihre Verwendung |
| KR20140077963A (ko) * | 2011-10-20 | 2014-06-24 | 글락소스미스클라인 엘엘씨 | 시르투인 조절제로서의 치환된 비시클릭 아자-헤테로사이클 및 유사체 |
| EP2827869A4 (en) | 2012-03-23 | 2015-09-23 | Dennis Brown | COMPOSITIONS AND METHODS FOR IMPROVING THE THERAPEUTIC BENEFIT OF INDIRUBIN AND ANALOGUE THEREOF, WITH MEISOINDIGO |
| CN104837844B (zh) * | 2012-12-21 | 2017-08-29 | 百时美施贵宝公司 | 作为酪蛋白激酶1 d/e抑制剂的吡唑取代的咪唑并哌嗪 |
| TW201437211A (zh) * | 2013-03-01 | 2014-10-01 | Bayer Pharma AG | 經取代咪唑并嗒□ |
| EP3035921A1 (en) * | 2013-08-20 | 2016-06-29 | Bristol-Myers Squibb Company | Imidazopyridazine kinase inhibitors useful to treating a disease or disorder mediated by aak1, such as alzheimer's disease, bipolar disorder, pain, schizophrenia |
| ES2678877T3 (es) | 2013-10-11 | 2018-08-20 | Bristol-Myers Squibb Company | Inhibidores de pirrolotriazina quinasa |
| CN105992768B (zh) * | 2013-12-10 | 2018-04-20 | 百时美施贵宝公司 | 用作IL‑12、IL‑23和/或IFNα响应的调节剂的咪唑并哒嗪化合物 |
| CN106661056B (zh) * | 2014-06-19 | 2019-07-05 | 百时美施贵宝公司 | 作为酪蛋白激酶1δ/ε抑制剂的咪唑并哒嗪衍生物 |
| KR102662215B1 (ko) | 2014-11-06 | 2024-05-02 | 비알 - 알&디 인베스트먼츠, 에스.에이. | 치환된 피라졸로(1,5-a)피리미딘 및 의학적 장애의 치료에서의 그의 용도 |
| WO2016073891A1 (en) | 2014-11-06 | 2016-05-12 | Lysosomal Therapeutics Inc. | Substituted pyrrolo[1,2-a]pyrimidines and their use in the treatment of medical disorders |
| US20170333435A1 (en) | 2014-11-06 | 2017-11-23 | Lysosomal Therapeutics Inc. | Substituted imidazo[1,5-a]pyrimidines and their use in the treatment of medical disorders |
| EP3268367B8 (en) * | 2015-03-12 | 2022-11-16 | Merck Sharp & Dohme LLC | Carboxamide inhibitors of irak4 activity |
| US10479793B2 (en) | 2015-11-18 | 2019-11-19 | Bristol-Myers Squibb Company | Imidazopyridazine compounds useful as modulators of IL-12, IL-23 and/or IFN alpha responses |
| WO2017176961A1 (en) | 2016-04-06 | 2017-10-12 | Lysosomal Therapeutics Inc. | Imidazo [1,5-a]pyrimidinyl carboxamide compounds and their use in the treatment of medical disorders |
| JP7034935B2 (ja) | 2016-04-06 | 2022-03-14 | リソソーマル・セラピューティクス・インコーポレイテッド | ピロロ[1,2-a]ピリミジニルカルボキサミド化合物および医学的障害の処置におけるその使用 |
| US11192892B2 (en) | 2016-04-06 | 2021-12-07 | Bial—R&D Investments, S.A. | Substituted pyrazolo[1,5-a]pyrimidines for the treatment of medical disorders |
| WO2017192930A1 (en) * | 2016-05-05 | 2017-11-09 | Lysosomal Therapeutics Inc. | SUBSTITUTED IMIDAZO[1,2-b]PYRIDAZINES, SUBSTITUTED IMIDAZO[1,5-b]PYRIDAZINES, RELATED COMPOUNDS, AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS |
| US11345698B2 (en) | 2016-05-05 | 2022-05-31 | Bial—R&D Investments, S.A. | Substituted imidazo[1,2-a]pyridines, substituted imidazo[1,2-a]pyrazines, related compounds, and their use in the treatment of medical disorders |
| MA45940B1 (fr) * | 2016-08-10 | 2024-12-31 | Takeda Pharmaceutical Company Limited | Composé hétérocyclique |
| US10836770B2 (en) | 2016-10-07 | 2020-11-17 | Bristol-Myers Squibb Company | Imidazopyridazine compounds useful as modulators of IL-12, IL-23 and/or INF alpha responses |
| EP3541817B1 (en) | 2016-11-17 | 2020-12-23 | Bristol-Myers Squibb Company | Imidazopyridazine modulators of il-12, il-23 and/or ifn-alpha |
| AU2018208516B2 (en) * | 2017-01-11 | 2021-07-08 | Aqilion Ab | Novel amino-imidazopyridine derivatives as Janus kinase inhibitors and pharmaceutical use thereof |
| WO2020154474A1 (en) * | 2019-01-23 | 2020-07-30 | Nimbus Lakshmi, Inc. | Tyk2 inhibitors and uses thereof |
| JP7526196B2 (ja) * | 2019-03-05 | 2024-07-31 | ブリストル-マイヤーズ スクイブ カンパニー | Il-12、il-23、および/またはifnアルファ応答の調節剤として有用なイミダゾピリダジン化合物 |
| EP4281458A4 (en) * | 2021-01-19 | 2025-01-08 | Anrui Biomedical Technology (Guangzhou) Co., Ltd. | IMIDAZOLOPYRIDAZINE OR PYRAZOLOPYRIMIDINE COMPOUNDS AND COMPOSITIONS |
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| US7306631B2 (en) | 2004-03-30 | 2007-12-11 | The Procter & Gamble Company | Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof |
| EP1778685B1 (de) | 2004-08-02 | 2008-03-26 | Schwarz Pharma Ag | Carboxamide des indolizins und seiner aza- und diazaderivate |
| CN101039945A (zh) | 2004-08-13 | 2007-09-19 | 帝人制药株式会社 | 吡唑并[1,5-a]嘧啶衍生物 |
| CA2594325A1 (en) | 2004-12-28 | 2006-07-06 | Takeda Pharmaceutical Company Limited | Condensed imidazole compound and use thereof |
| AU2006223818A1 (en) | 2005-03-17 | 2006-09-21 | Teijin Pharma Limited | Pyrazolopyrimidine derivative or pharmaceutically acceptable salt thereof |
| US7612067B2 (en) | 2005-03-21 | 2009-11-03 | Eli Lilly And Company | Imidazopyridazine compounds |
| EP1863818B1 (en) | 2005-03-23 | 2010-03-10 | F.Hoffmann-La Roche Ag | Acetylenyl-pyrazolo-pvrimidine derivatives as mglur2 antagonists |
| US7557103B2 (en) | 2005-04-05 | 2009-07-07 | Eli Lilly And Company | Imidazopyridazine compounds |
| WO2007013673A1 (en) | 2005-07-29 | 2007-02-01 | Astellas Pharma Inc. | Fused heterocycles as lck inhibitors |
| US20070078136A1 (en) * | 2005-09-22 | 2007-04-05 | Bristol-Myers Squibb Company | Fused heterocyclic compounds useful as kinase modulators |
| US7723336B2 (en) * | 2005-09-22 | 2010-05-25 | Bristol-Myers Squibb Company | Fused heterocyclic compounds useful as kinase modulators |
| BRPI0714665A2 (pt) * | 2006-08-04 | 2012-03-13 | Takeda Pharmaceutical Company Limited | Composto, pró-droga, agente farmacêutico, e, método para a profilaxia ou tratamento do câncer |
| CN101730699A (zh) | 2007-03-21 | 2010-06-09 | 百时美施贵宝公司 | 可用于治疗增殖性、变应性、自身免疫性和炎症性疾病的稠合杂环化合物 |
| US8476430B2 (en) | 2008-07-24 | 2013-07-02 | Bristol-Myers Squibb Company | Fused heterocyclic compounds useful as kinase modulators |
| TWI491610B (zh) | 2008-10-09 | 2015-07-11 | 必治妥美雅史谷比公司 | 作為激酶抑制劑之咪唑并嗒腈 |
-
2009
- 2009-02-06 JP JP2010546068A patent/JP5394404B2/ja not_active Expired - Fee Related
- 2009-02-06 US US12/866,365 patent/US8389527B2/en active Active
- 2009-02-06 CN CN200980111092.8A patent/CN101981033B/zh not_active Expired - Fee Related
- 2009-02-06 EP EP09709087.2A patent/EP2240488B1/en not_active Not-in-force
- 2009-02-06 WO PCT/US2009/033455 patent/WO2009100375A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009100375A1 (en) | 2009-08-13 |
| US20100323994A1 (en) | 2010-12-23 |
| US8389527B2 (en) | 2013-03-05 |
| EP2240488A1 (en) | 2010-10-20 |
| EP2240488B1 (en) | 2016-11-02 |
| CN101981033A (zh) | 2011-02-23 |
| JP2011511095A (ja) | 2011-04-07 |
| CN101981033B (zh) | 2015-02-04 |
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