JP2012517971A5 - - Google Patents
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- JP2012517971A5 JP2012517971A5 JP2011549537A JP2011549537A JP2012517971A5 JP 2012517971 A5 JP2012517971 A5 JP 2012517971A5 JP 2011549537 A JP2011549537 A JP 2011549537A JP 2011549537 A JP2011549537 A JP 2011549537A JP 2012517971 A5 JP2012517971 A5 JP 2012517971A5
- Authority
- JP
- Japan
- Prior art keywords
- triazolo
- chloro
- pyridin
- phenyl
- phenylamino
- 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.)
- Pending
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- 229940002612 prodrug Drugs 0.000 claims 24
- 239000000651 prodrug Substances 0.000 claims 24
- 150000003839 salts Chemical class 0.000 claims 10
- 239000012453 solvate Substances 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 9
- -1 C 1 -C 4 alkyl Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- BARSDANYGJRCIS-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenyl]-3-(2-pyrrolidin-1-ylethyl)imidazolidin-2-one Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(=CC=4)N4C(N(CCN5CCCC5)CC4)=O)N=C3C=C2)=C1 BARSDANYGJRCIS-UHFFFAOYSA-N 0.000 claims 2
- DSPDRCOCBFODME-FSRHSHDFSA-N 2-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenoxy]-1-[(3r)-3-(dimethylamino)pyrrolidin-1-yl]ethanone;hydrochloride Chemical compound Cl.C1[C@H](N(C)C)CCN1C(=O)COC(C=C1)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 DSPDRCOCBFODME-FSRHSHDFSA-N 0.000 claims 2
- YFJQQRXVDMDLDE-UHFFFAOYSA-N 4-chloro-3-[2-[3-(2-pyrrolidin-1-ylethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=C(OCCN5CCCC5)C=CC=4)N=C3C=C2)=C1 YFJQQRXVDMDLDE-UHFFFAOYSA-N 0.000 claims 2
- CLBQOSXQVQDPBN-UHFFFAOYSA-N 4-chloro-3-[2-[4-(2-pyrrolidin-1-ylethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-7-yl]phenol;hydrochloride Chemical compound Cl.OC1=CC=C(Cl)C(C2=CC3=NC(NC=4C=CC(OCCN5CCCC5)=CC=4)=NN3C=C2)=C1 CLBQOSXQVQDPBN-UHFFFAOYSA-N 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- ROAWFGXZLSXEMC-NRFANRHFSA-N (2s)-1-[2-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenoxy]acetyl]pyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCN1C(=O)COC(C=C1)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 ROAWFGXZLSXEMC-NRFANRHFSA-N 0.000 claims 1
- ZBDPZYTWLRKACH-UHFFFAOYSA-N 1-[4-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenyl]piperazin-1-yl]-2-methoxyethanone Chemical compound C1CN(C(=O)COC)CCN1C(C=C1)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 ZBDPZYTWLRKACH-UHFFFAOYSA-N 0.000 claims 1
- PLJUZHRXSVGDPZ-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenyl]-3-(2-methoxyethyl)imidazolidin-2-one Chemical compound O=C1N(CCOC)CCN1C(C=C1)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 PLJUZHRXSVGDPZ-UHFFFAOYSA-N 0.000 claims 1
- WJEJGIVUBFILHU-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenyl]-3-(2-pyrrolidin-1-ylethyl)urea Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(NC(=O)NCCN5CCCC5)=CC=4)N=C3C=C2)=C1 WJEJGIVUBFILHU-UHFFFAOYSA-N 0.000 claims 1
- YCRZYLWMKQNAPY-UHFFFAOYSA-N 1-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenyl]imidazolidin-2-one Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(=CC=4)N4C(NCC4)=O)N=C3C=C2)=C1 YCRZYLWMKQNAPY-UHFFFAOYSA-N 0.000 claims 1
- ZWTWEMOWSXHKJW-UHFFFAOYSA-N 2-[3-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenoxy]acetamide Chemical compound NC(=O)COC1=CC=CC(NC2=NN3C=C(C=CC3=N2)C=2C(=CC=C(O)C=2)Cl)=C1 ZWTWEMOWSXHKJW-UHFFFAOYSA-N 0.000 claims 1
- LSEVTGUOCNKMKV-UHFFFAOYSA-N 2-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenoxy]acetamide Chemical compound C1=CC(OCC(=O)N)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 LSEVTGUOCNKMKV-UHFFFAOYSA-N 0.000 claims 1
- GMVUWYZCXDMBMZ-UHFFFAOYSA-N 3-(2-anilino-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-chlorophenol Chemical compound ClC1=C(C=C(C=C1)O)C=1C=CC=2N(C=1)N=C(N=2)NC1=CC=CC=C1 GMVUWYZCXDMBMZ-UHFFFAOYSA-N 0.000 claims 1
- PRAPBCUUVYLTGL-UHFFFAOYSA-N 3-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC(NC2=NN3C=C(C=CC3=N2)C=2C(=CC=C(O)C=2)Cl)=C1 PRAPBCUUVYLTGL-UHFFFAOYSA-N 0.000 claims 1
- COTGLRCWUCISBD-UHFFFAOYSA-N 4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 COTGLRCWUCISBD-UHFFFAOYSA-N 0.000 claims 1
- OKTFILYBMNEOHV-UHFFFAOYSA-N 4-chloro-3-[2-(3-pyrazol-1-ylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=C(C=CC=4)N4N=CC=C4)N=C3C=C2)=C1 OKTFILYBMNEOHV-UHFFFAOYSA-N 0.000 claims 1
- WBAKOYJZUHSKFQ-UHFFFAOYSA-N 4-chloro-3-[2-(4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound C1=CC(S(=O)(=O)C)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 WBAKOYJZUHSKFQ-UHFFFAOYSA-N 0.000 claims 1
- NFXXTJJXFUIOOE-UHFFFAOYSA-N 4-chloro-3-[2-(4-phenoxyanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(OC=5C=CC=CC=5)=CC=4)N=C3C=C2)=C1 NFXXTJJXFUIOOE-UHFFFAOYSA-N 0.000 claims 1
- VLZZRUWVKKOLCI-UHFFFAOYSA-N 4-chloro-3-[2-(4-phenylmethoxyanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(OCC=5C=CC=CC=5)=CC=4)N=C3C=C2)=C1 VLZZRUWVKKOLCI-UHFFFAOYSA-N 0.000 claims 1
- WLYVHEKYWMDHQR-UHFFFAOYSA-N 4-chloro-3-[2-[3-(2-morpholin-4-ylethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=C(OCCN5CCOCC5)C=CC=4)N=C3C=C2)=C1 WLYVHEKYWMDHQR-UHFFFAOYSA-N 0.000 claims 1
- FWHMELQUPGZDDN-UHFFFAOYSA-N 4-chloro-3-[2-[3-(hydroxymethyl)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OCC1=CC=CC(NC2=NN3C=C(C=CC3=N2)C=2C(=CC=C(O)C=2)Cl)=C1 FWHMELQUPGZDDN-UHFFFAOYSA-N 0.000 claims 1
- XIFDOGHMRPWKLS-UHFFFAOYSA-N 4-chloro-3-[2-[3-[2-(dimethylamino)ethoxy]anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound CN(C)CCOC1=CC=CC(NC2=NN3C=C(C=CC3=N2)C=2C(=CC=C(O)C=2)Cl)=C1 XIFDOGHMRPWKLS-UHFFFAOYSA-N 0.000 claims 1
- JFNQPGBIFIFRIS-UHFFFAOYSA-N 4-chloro-3-[2-[4-(2-hydroxyethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound C1=CC(OCCO)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 JFNQPGBIFIFRIS-UHFFFAOYSA-N 0.000 claims 1
- PKDLWUMEXRMGQO-UHFFFAOYSA-N 4-chloro-3-[2-[4-(2-morpholin-4-ylethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(OCCN5CCOCC5)=CC=4)N=C3C=C2)=C1 PKDLWUMEXRMGQO-UHFFFAOYSA-N 0.000 claims 1
- LZWAVRVFEJGPHF-UHFFFAOYSA-N 4-chloro-3-[2-[4-(2-piperazin-1-ylethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(OCCN5CCNCC5)=CC=4)N=C3C=C2)=C1 LZWAVRVFEJGPHF-UHFFFAOYSA-N 0.000 claims 1
- YYISBQNDIGHJEW-UHFFFAOYSA-N 4-chloro-3-[2-[4-(hydroxymethyl)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound C1=CC(CO)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 YYISBQNDIGHJEW-UHFFFAOYSA-N 0.000 claims 1
- FVMLVNPROHOXBY-UHFFFAOYSA-N 4-chloro-3-[2-[4-(trifluoromethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(OC(F)(F)F)=CC=4)N=C3C=C2)=C1 FVMLVNPROHOXBY-UHFFFAOYSA-N 0.000 claims 1
- HPCXHFPKJGZKKT-UHFFFAOYSA-N 4-chloro-3-[2-[4-[2-(dimethylamino)ethoxy]anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenol Chemical compound C1=CC(OCCN(C)C)=CC=C1NC1=NN2C=C(C=3C(=CC=C(O)C=3)Cl)C=CC2=N1 HPCXHFPKJGZKKT-UHFFFAOYSA-N 0.000 claims 1
- QSWJEWQNQNGKKP-UHFFFAOYSA-N 5-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-1-benzofuran-2-carboxylic acid Chemical compound C=1C=C2OC(C(=O)O)=CC2=CC=1NC(=NN1C=2)N=C1C=CC=2C1=CC(O)=CC=C1Cl QSWJEWQNQNGKKP-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 101100295741 Gallus gallus COR4 gene Proteins 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- CXQZKNRYQQRGQG-UHFFFAOYSA-N [4-[4-[[6-(2-chloro-5-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]phenyl]piperazin-1-yl]-pyridin-4-ylmethanone Chemical compound OC1=CC=C(Cl)C(C2=CN3N=C(NC=4C=CC(=CC=4)N4CCN(CC4)C(=O)C=4C=CN=CC=4)N=C3C=C2)=C1 CXQZKNRYQQRGQG-UHFFFAOYSA-N 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 1
- 230000007073 chemical hydrolysis Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 230000007071 enzymatic hydrolysis Effects 0.000 claims 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000003014 phosphoric acid esters Chemical class 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09360013 | 2009-02-13 | ||
| EP09360013.8 | 2009-02-13 | ||
| PCT/EP2010/051556 WO2010092041A1 (en) | 2009-02-13 | 2010-02-09 | [1, 2, 4] triazolo [1, 5 -a] pyridines as kinase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012517971A JP2012517971A (ja) | 2012-08-09 |
| JP2012517971A5 true JP2012517971A5 (cg-RX-API-DMAC10.html) | 2013-05-02 |
Family
ID=42229029
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011549537A Pending JP2012517971A (ja) | 2009-02-13 | 2010-02-09 | キナーゼ阻害薬としての［１，２，４］トリアゾロ［１，５−ａ］ピリジン類 |
Country Status (24)
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010141796A2 (en) | 2009-06-05 | 2010-12-09 | Cephalon, Inc. | PREPARATION AND USES OF 1,2,4-TRIAZOLO [1,5a] PYRIDINE DERIVATIVES |
| EP2343294A1 (en) * | 2009-11-30 | 2011-07-13 | Bayer Schering Pharma AG | Substituted triazolopyridines |
| EP2343297A1 (en) * | 2009-11-30 | 2011-07-13 | Bayer Schering Pharma AG | Triazolopyridines |
| EP2343295A1 (en) * | 2009-11-30 | 2011-07-13 | Bayer Schering Pharma AG | Triazolopyridine derivates |
| UY33452A (es) * | 2010-06-16 | 2012-01-31 | Bayer Schering Pharma Ag | Triazolopiridinas sustituidas |
| TW201204723A (en) * | 2010-06-22 | 2012-02-01 | Fovea Pharmaceuticals | Heterocyclic compounds, their preparation and their therapeutic application |
| US20140120087A1 (en) | 2011-04-21 | 2014-05-01 | Bayer Intellectual Property Gmbh | Triazolopyridines |
| WO2012160029A1 (en) | 2011-05-23 | 2012-11-29 | Bayer Intellectual Property Gmbh | Substituted triazolopyridines |
| UA112096C2 (uk) | 2011-12-12 | 2016-07-25 | Байєр Інтеллектуал Проперті Гмбх | Заміщені триазолопіридини та їх застосування як інгібіторів ttk |
| KR20130091464A (ko) | 2012-02-08 | 2013-08-19 | 한미약품 주식회사 | 타이로신 카이네이즈 억제 활성을 갖는 트리아졸로피리딘 유도체 |
| JP6166289B2 (ja) | 2012-03-14 | 2017-07-19 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 置換イミダゾピリダジン |
| CN104603136B (zh) | 2012-07-10 | 2017-06-27 | 拜耳医药股份有限公司 | 制备取代的三唑并吡啶的方法 |
| WO2014020043A1 (en) | 2012-08-02 | 2014-02-06 | Bayer Pharma Aktiengesellschaft | Combinations for the treatment of cancer |
| CA2914745A1 (en) | 2013-06-11 | 2014-12-18 | Bayer Pharma Aktiengesellschaft | Prodrug derivatives of substituted triazolopyridines |
| WO2021098813A1 (zh) * | 2019-11-22 | 2021-05-27 | 南京明德新药研发有限公司 | 作为dna-pk抑制剂的嘧啶并吡咯类螺环化合物及其衍生物 |
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| AU2003297161B8 (en) * | 2002-12-18 | 2011-03-31 | Vertex Pharmaceuticals Incorporated | Triazolopyridazines as protein kinases inhibitors |
| EP1590341B1 (en) | 2003-01-17 | 2009-06-17 | Warner-Lambert Company LLC | 2-aminopyridine substituted heterocycles as inhibitors of cellular proliferation |
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| PE20110063A1 (es) * | 2008-06-20 | 2011-02-16 | Genentech Inc | DERIVADOS DE [1, 2, 4]TRIAZOLO[1, 5-a]PIRIDINA COMO INHIBIDORES DE JAK |
| WO2010010189A1 (en) * | 2008-07-25 | 2010-01-28 | Galapagos Nv | Novel compounds useful for the treatment of degenerative and inflammatory diseases |
| WO2010010188A1 (en) * | 2008-07-25 | 2010-01-28 | Galapagos Nv | Novel compounds useful for the treatment of degenerative and inflammatory diseases. |
| WO2010010184A1 (en) * | 2008-07-25 | 2010-01-28 | Galapagos Nv | [1, 2, 4] triazolo [1, 5-a] pyridines as jak inhibitors |
| UY32045A (es) * | 2008-08-12 | 2010-03-26 | Takeda Pharmaceutical | Compuesto amida |
| TWI453207B (zh) * | 2008-09-08 | 2014-09-21 | Signal Pharm Llc | 胺基三唑并吡啶，其組合物及使用其之治療方法 |
-
2010
- 2010-02-09 EP EP10706180A patent/EP2396324A1/en not_active Withdrawn
- 2010-02-09 SG SG2011057247A patent/SG173610A1/en unknown
- 2010-02-09 KR KR1020117018592A patent/KR20110116160A/ko not_active Withdrawn
- 2010-02-09 MX MX2011008549A patent/MX2011008549A/es not_active Application Discontinuation
- 2010-02-09 CA CA2751517A patent/CA2751517A1/en not_active Abandoned
- 2010-02-09 BR BRPI1008850A patent/BRPI1008850A2/pt not_active IP Right Cessation
- 2010-02-09 EA EA201101188A patent/EA201101188A1/ru unknown
- 2010-02-09 NZ NZ594508A patent/NZ594508A/en not_active IP Right Cessation
- 2010-02-09 WO PCT/EP2010/051556 patent/WO2010092041A1/en not_active Ceased
- 2010-02-09 CN CN2010800077376A patent/CN102317288A/zh active Pending
- 2010-02-09 US US13/201,165 patent/US20120041195A1/en not_active Abandoned
- 2010-02-09 JP JP2011549537A patent/JP2012517971A/ja active Pending
- 2010-02-09 PE PE2011001470A patent/PE20120110A1/es not_active Application Discontinuation
- 2010-02-12 AR ARP100100400A patent/AR075411A1/es not_active Application Discontinuation
-
2011
- 2011-07-15 CR CR20110386A patent/CR20110386A/es unknown
- 2011-07-28 NI NI201100151A patent/NI201100151A/es unknown
- 2011-07-29 DO DO2011000248A patent/DOP2011000248A/es unknown
- 2011-07-29 HN HN2011002095A patent/HN2011002095A/es unknown
- 2011-08-03 IL IL214426A patent/IL214426A0/en unknown
- 2011-08-03 TN TN2011000379A patent/TN2011000379A1/fr unknown
- 2011-08-09 EC EC2011011250A patent/ECSP11011250A/es unknown
- 2011-08-11 CO CO11102097A patent/CO6420343A2/es not_active Application Discontinuation
- 2011-08-11 ZA ZA2011/05896A patent/ZA201105896B/en unknown
- 2011-08-11 CL CL2011001947A patent/CL2011001947A1/es unknown
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