JP2012501313A5 - - Google Patents
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- Publication number
- JP2012501313A5 JP2012501313A5 JP2011524404A JP2011524404A JP2012501313A5 JP 2012501313 A5 JP2012501313 A5 JP 2012501313A5 JP 2011524404 A JP2011524404 A JP 2011524404A JP 2011524404 A JP2011524404 A JP 2011524404A JP 2012501313 A5 JP2012501313 A5 JP 2012501313A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- pyridin
- cycloalkyl
- quinazolin
- difluorophenyl
- 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.)
- Granted
Links
- -1 aminocarbonyloxy, aminosulfonyl Chemical group 0.000 claims 38
- 125000000753 cycloalkyl group Chemical group 0.000 claims 25
- 150000001875 compounds Chemical class 0.000 claims 16
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 14
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 13
- 229910052739 hydrogen Inorganic materials 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 12
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 12
- 125000003545 alkoxy group Chemical group 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 125000001424 substituent group Chemical group 0.000 claims 10
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- 125000000304 alkynyl group Chemical group 0.000 claims 8
- 125000005843 halogen group Chemical group 0.000 claims 8
- 125000002252 acyl group Chemical group 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- 125000004423 acyloxy group Chemical group 0.000 claims 5
- 125000004104 aryloxy group Chemical group 0.000 claims 5
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 5
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims 5
- 125000004414 alkyl thio group Chemical group 0.000 claims 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000003441 thioacyl group Chemical group 0.000 claims 4
- 150000003573 thiols Chemical class 0.000 claims 4
- 239000004480 active ingredient Substances 0.000 claims 3
- 125000004442 acylamino group Chemical group 0.000 claims 3
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 3
- WAISNUDWNYJNMT-DYESRHJHSA-N (3r,4r)-3-amino-1-[3-[[2-(2,6-difluorophenyl)quinazolin-8-yl]amino]pyridin-4-yl]piperidin-4-ol Chemical compound C1C[C@@H](O)[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 WAISNUDWNYJNMT-DYESRHJHSA-N 0.000 claims 2
- WAISNUDWNYJNMT-UTKZUKDTSA-N (3r,4s)-3-amino-1-[3-[[2-(2,6-difluorophenyl)quinazolin-8-yl]amino]pyridin-4-yl]piperidin-4-ol Chemical compound C1C[C@H](O)[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 WAISNUDWNYJNMT-UTKZUKDTSA-N 0.000 claims 2
- HXHFVYQPJRIKLE-DLBZAZTESA-N (3r,5s)-5-amino-1-[3-[[2-(2,6-difluorophenyl)quinolin-8-yl]amino]pyridin-4-yl]piperidin-3-ol Chemical compound C1[C@@H](N)C[C@@H](O)CN1C1=CC=NC=C1NC1=CC=CC2=CC=C(C=3C(=CC=CC=3F)F)N=C12 HXHFVYQPJRIKLE-DLBZAZTESA-N 0.000 claims 2
- 108091000080 Phosphotransferase Proteins 0.000 claims 2
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- CJCNVDWBDYXQMZ-CRAIPNDOSA-N n-[4-[(3r,4r)-3-amino-4-fluoropiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1C[C@@H](F)[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 CJCNVDWBDYXQMZ-CRAIPNDOSA-N 0.000 claims 2
- ODHWZXUUXOFUQZ-DOTOQJQBSA-N n-[4-[(3r,5s)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](C)C[C@@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 ODHWZXUUXOFUQZ-DOTOQJQBSA-N 0.000 claims 2
- OAYLGJMFKMEJKI-HNNXBMFYSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(1,3-thiazol-2-yl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3SC=CN=3)N=C12 OAYLGJMFKMEJKI-HNNXBMFYSA-N 0.000 claims 2
- BMYXNSDMYMRNAW-INIZCTEOSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 BMYXNSDMYMRNAW-INIZCTEOSA-N 0.000 claims 2
- AJEKKBSRNRYYET-KRWDZBQOSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(2-fluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3)F)N=C12 AJEKKBSRNRYYET-KRWDZBQOSA-N 0.000 claims 2
- JZBBTWBWAAABLO-NRFANRHFSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-[3-(1,3-thiazol-2-yl)phenyl]quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C=C(C=CC=3)C=3SC=CN=3)N=C12 JZBBTWBWAAABLO-NRFANRHFSA-N 0.000 claims 2
- JLQSMFNIARXKCU-RDJZCZTQSA-N n-[4-[(3s,5r)-3-amino-5-(fluoromethyl)piperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)C[C@@H](CF)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 JLQSMFNIARXKCU-RDJZCZTQSA-N 0.000 claims 2
- ODHWZXUUXOFUQZ-WBVHZDCISA-N n-[4-[(3s,5r)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@H](C)C[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 ODHWZXUUXOFUQZ-WBVHZDCISA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 102000020233 phosphotransferase Human genes 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- HQICZWRMSXLUFU-UHFFFAOYSA-N 1-[3-[[2-(2,6-difluorophenyl)quinazolin-8-yl]amino]pyridin-4-yl]piperidine-3,5-diamine Chemical compound C1C(N)CC(N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 HQICZWRMSXLUFU-UHFFFAOYSA-N 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 230000010354 integration Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- WNRDIKVAZGENRX-UHFFFAOYSA-N n-[4-(3-aminoazepan-1-yl)pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1C(N)CCCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 WNRDIKVAZGENRX-UHFFFAOYSA-N 0.000 claims 1
- VWDOGNVHWKGFOS-UHFFFAOYSA-N n-[4-(3-aminocyclohexen-1-yl)pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound NC1CCCC(C=2C(=CN=CC=2)NC=2C3=NC(=NC=C3C=CC=2)C=2C(=CC=CC=2F)F)=C1 VWDOGNVHWKGFOS-UHFFFAOYSA-N 0.000 claims 1
- BMYXNSDMYMRNAW-MRXNPFEDSA-N n-[4-[(3r)-3-aminopiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@H](N)CCCN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 BMYXNSDMYMRNAW-MRXNPFEDSA-N 0.000 claims 1
- XPBFQTIASOFUJQ-HNNXBMFYSA-N n-[4-[(3s)-3-aminopiperidin-1-yl]pyrimidin-5-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@@H](N)CCCN1C1=NC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 XPBFQTIASOFUJQ-HNNXBMFYSA-N 0.000 claims 1
- CJCNVDWBDYXQMZ-YJBOKZPZSA-N n-[4-[(3s,4s)-3-amino-4-fluoropiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1C[C@H](F)[C@@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 CJCNVDWBDYXQMZ-YJBOKZPZSA-N 0.000 claims 1
- QEPUHWQDZRVJLO-ZWKOTPCHSA-N n-[4-[(3s,5r)-3-amino-5-ethoxypiperidin-1-yl]pyridin-3-yl]-2-(2,6-difluorophenyl)quinazolin-8-amine Chemical compound C1[C@H](OCC)C[C@H](N)CN1C1=CC=NC=C1NC1=CC=CC2=CN=C(C=3C(=CC=CC=3F)F)N=C12 QEPUHWQDZRVJLO-ZWKOTPCHSA-N 0.000 claims 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 1
- 230000001566 pro-viral effect Effects 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims 1
- 0 *c(c(*)c1Nc2c(*)nc(*)c(*)c2*)c(*)c2c1nc(*)nc2* Chemical compound *c(c(*)c1Nc2c(*)nc(*)c(*)c2*)c(*)c2c1nc(*)nc2* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9366408P | 2008-09-02 | 2008-09-02 | |
| US61/093,664 | 2008-09-02 | ||
| PCT/EP2009/061188 WO2010026122A1 (en) | 2008-09-02 | 2009-08-31 | Heterocyclic pim-kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012501313A JP2012501313A (ja) | 2012-01-19 |
| JP2012501313A5 true JP2012501313A5 (enExample) | 2012-10-11 |
| JP5584215B2 JP5584215B2 (ja) | 2014-09-03 |
Family
ID=41170173
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011524404A Expired - Fee Related JP5584215B2 (ja) | 2008-09-02 | 2009-08-31 | ヘテロ環ｐｉｍキナーゼ阻害剤 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8759338B2 (enExample) |
| EP (1) | EP2344473B1 (enExample) |
| JP (1) | JP5584215B2 (enExample) |
| KR (1) | KR20110056399A (enExample) |
| CN (1) | CN102197032B (enExample) |
| AU (1) | AU2009289317A1 (enExample) |
| BR (1) | BRPI0918846A2 (enExample) |
| CA (1) | CA2735782A1 (enExample) |
| EA (1) | EA201100427A1 (enExample) |
| MX (1) | MX2011002362A (enExample) |
| WO (1) | WO2010026122A1 (enExample) |
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| HUE028588T2 (hu) | 2005-12-13 | 2016-12-28 | Incyte Holdings Corp | Heteroaril-szubsztituált pirrolo[2,3-b]piridinek és pirrolo[2,3-b]pirimidinek mint Janus-kináz inhibitorok |
| EP2740731B1 (en) | 2007-06-13 | 2016-03-23 | Incyte Holdings Corporation | Crystalline salts of the janus kinase inhibitor (r)-3-(4-(7h-pyrrolo[2,3-d]pyrimidin-4-yl)-1h-pyrazol-1-yl)-3-cyclopentylpropanenitrile |
| NZ596479A (en) | 2009-05-22 | 2014-01-31 | Incyte Corp | N-(hetero)aryl-pyrrolidine derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines and pyrrol-3-yl-pyrrolo[2,3-d]pyrimidines as janus kinase inhibitors |
| BRPI1012108B8 (pt) | 2009-05-22 | 2021-05-25 | Incyte Corp | composto 3-[4-(7h-pirrolo[2,3-d]pirimidin-4-il)-1h-pirazol-1-il]octa no- ou heptano-nitrila, sua composição, seus usos e processo para preparar um sal de ácido fosfórico |
| TW201113285A (en) | 2009-09-01 | 2011-04-16 | Incyte Corp | Heterocyclic derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines as janus kinase inhibitors |
| CA2792508C (en) | 2010-03-10 | 2018-01-16 | Incyte Corporation | Piperidin-4-yl azetidine derivatives as jak1 inhibitors |
| EA202091303A3 (ru) | 2010-05-21 | 2021-05-31 | Инсайт Холдингс Корпорейшн | Композиция ингибитора jak для местного применения |
| ES2536415T3 (es) | 2010-11-19 | 2015-05-25 | Incyte Corporation | Pirrolopiridinas y pirrolopirimidinas sustituidas heterocíclicas como inhibidores de JAK |
| CA2818542A1 (en) | 2010-11-19 | 2012-05-24 | Incyte Corporation | Cyclobutyl substituted pyrrolopyridine and pyrrolopyrimidine derivatives as jak inhibitors |
| US8691807B2 (en) | 2011-06-20 | 2014-04-08 | Incyte Corporation | Azetidinyl phenyl, pyridyl or pyrazinyl carboxamide derivatives as JAK inhibitors |
| DK2734205T3 (en) | 2011-07-21 | 2018-06-14 | Tolero Pharmaceuticals Inc | Heterocyclic Protein Kinase Inhibitors |
| TW201313721A (zh) | 2011-08-18 | 2013-04-01 | Incyte Corp | 作為ｊａｋ抑制劑之環己基氮雜環丁烷衍生物 |
| UA111854C2 (uk) | 2011-09-07 | 2016-06-24 | Інсайт Холдінгс Корпорейшн | Способи і проміжні сполуки для отримання інгібіторів jak |
| TW201406761A (zh) | 2012-05-18 | 2014-02-16 | Incyte Corp | 做爲ｊａｋ抑制劑之哌啶基環丁基取代之吡咯并吡啶及吡咯并嘧啶衍生物 |
| KR102242077B1 (ko) | 2012-11-15 | 2021-04-20 | 인사이트 홀딩스 코포레이션 | 룩솔리티니브의 서방성 제형 |
| EP2943485B1 (en) | 2013-01-14 | 2017-09-20 | Incyte Holdings Corporation | Bicyclic aromatic carboxamide compounds useful as pim kinase inhibitors |
| TWI662030B (zh) | 2013-01-15 | 2019-06-11 | 英塞特控股公司 | 適用作ｐｉｍ激酶抑制劑之噻唑甲醯胺及吡啶甲醯胺化合物 |
| EP3489239B1 (en) | 2013-03-06 | 2021-09-15 | Incyte Holdings Corporation | Processes and intermediates for making a jak inhibitor |
| MX376856B (es) | 2013-08-07 | 2025-03-07 | Incyte Holdings Corp | Formas de dosificacion de liberacion prolongada para un inhibidor de jak 1 (cinasa de janus 1). |
| US9556197B2 (en) | 2013-08-23 | 2017-01-31 | Incyte Corporation | Furo- and thieno-pyridine carboxamide compounds useful as pim kinase inhibitors |
| WO2015184305A1 (en) | 2014-05-30 | 2015-12-03 | Incyte Corporation | TREATMENT OF CHRONIC NEUTROPHILIC LEUKEMIA (CNL) AND ATYPICAL CHRONIC MYELOID LEUKEMIA (aCML) BY INHIBITORS OF JAK1 |
| WO2016010897A1 (en) | 2014-07-14 | 2016-01-21 | Incyte Corporation | Bicyclic heteroaromatic carboxamide compounds useful as pim kinase inhibitors |
| US9580418B2 (en) | 2014-07-14 | 2017-02-28 | Incyte Corporation | Bicyclic aromatic carboxamide compounds useful as Pim kinase inhibitors |
| WO2016196244A1 (en) | 2015-05-29 | 2016-12-08 | Incyte Corporation | Pyridineamine compounds useful as pim kinase inhibitors |
| AR105967A1 (es) | 2015-09-09 | 2017-11-29 | Incyte Corp | Sales de un inhibidor de pim quinasa |
| WO2017059251A1 (en) | 2015-10-02 | 2017-04-06 | Incyte Corporation | Heterocyclic compounds useful as pim kinase inhibitors |
| CN108373476B (zh) * | 2017-01-13 | 2021-06-01 | 成都地奥制药集团有限公司 | 一种激酶抑制剂及其制备和应用 |
| TW201924683A (zh) | 2017-12-08 | 2019-07-01 | 美商英塞特公司 | 用於治療骨髓增生性贅瘤的低劑量組合療法 |
| MD3746429T2 (ro) | 2018-01-30 | 2022-08-31 | Incyte Corp | Procedee pentru prepararea de (1-(3-fluoro-2-(trifluorometil)izonicotinil)piperidin-4-onă) |
| KR20260080448A (ko) | 2018-03-30 | 2026-06-02 | 인사이트 코포레이션 | Jak 억제제를 사용하는 화농성 한선염의 치료 |
| MX2020010556A (es) | 2018-04-13 | 2021-03-02 | Sumitomo Pharma Oncology Inc | Inhibidores de cinasa de insercion proviral en linfomas murinos (pim) para el tratamiento de neoplasias mieloproliferativas y fibrosis asociadas con cancer. |
| CN109369513B (zh) * | 2018-11-20 | 2020-08-25 | 都创(上海)医药科技有限公司 | 一种fbdd常用分子片段的制备方法 |
| CN111362922A (zh) * | 2018-12-26 | 2020-07-03 | 上海喆邺生物科技有限公司 | 2,4-二氨基嘧啶衍生物及其用途 |
| HUE072069T2 (hu) | 2019-02-12 | 2025-10-28 | Sumitomo Pharma America Inc | 2-((1R,4R)-4-((3-(3-(trifluormetil)fenil)imidazo[1,2- b]piridazin-6-il)amino)ciklohexil)propán-2-ol sósavas sójának kristályos formája |
| US11833155B2 (en) | 2020-06-03 | 2023-12-05 | Incyte Corporation | Combination therapy for treatment of myeloproliferative neoplasms |
| TW202237119A (zh) | 2020-12-10 | 2022-10-01 | 美商住友製藥腫瘤公司 | Ａｌｋ﹘５抑制劑和彼之用途 |
| AU2023372386A1 (en) | 2022-10-31 | 2025-05-08 | Sumitomo Pharma America, Inc. | Pim1 inhibitor for treating myeloproliferative neoplasms |
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-
2009
- 2009-08-31 WO PCT/EP2009/061188 patent/WO2010026122A1/en not_active Ceased
- 2009-08-31 US US13/061,009 patent/US8759338B2/en not_active Expired - Fee Related
- 2009-08-31 JP JP2011524404A patent/JP5584215B2/ja not_active Expired - Fee Related
- 2009-08-31 AU AU2009289317A patent/AU2009289317A1/en not_active Abandoned
- 2009-08-31 EP EP09782379.3A patent/EP2344473B1/en not_active Not-in-force
- 2009-08-31 BR BRPI0918846A patent/BRPI0918846A2/pt not_active IP Right Cessation
- 2009-08-31 CN CN200980142961.3A patent/CN102197032B/zh not_active Expired - Fee Related
- 2009-08-31 MX MX2011002362A patent/MX2011002362A/es not_active Application Discontinuation
- 2009-08-31 KR KR1020117007561A patent/KR20110056399A/ko not_active Withdrawn
- 2009-08-31 EA EA201100427A patent/EA201100427A1/ru unknown
- 2009-08-31 CA CA2735782A patent/CA2735782A1/en not_active Abandoned
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