CA2628039A1 - Nouvelle pyridopyrazine et son utilisation pour la modulation de kinases - Google Patents
Nouvelle pyridopyrazine et son utilisation pour la modulation de kinases Download PDFInfo
- Publication number
- CA2628039A1 CA2628039A1 CA002628039A CA2628039A CA2628039A1 CA 2628039 A1 CA2628039 A1 CA 2628039A1 CA 002628039 A CA002628039 A CA 002628039A CA 2628039 A CA2628039 A CA 2628039A CA 2628039 A1 CA2628039 A1 CA 2628039A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- heterocyclyl
- group
- heteroaryl
- aryl
- 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.)
- Abandoned
Links
- YEYHFKBVNARCNE-UHFFFAOYSA-N pyrido[2,3-b]pyrazine Chemical class N1=CC=NC2=CC=CN=C21 YEYHFKBVNARCNE-UHFFFAOYSA-N 0.000 title claims abstract description 33
- 108091000080 Phosphotransferase Proteins 0.000 title description 30
- 102000020233 phosphotransferase Human genes 0.000 title description 30
- 238000011282 treatment Methods 0.000 claims abstract description 14
- 239000003814 drug Substances 0.000 claims abstract description 12
- 230000003211 malignant effect Effects 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 796
- 125000000623 heterocyclic group Chemical group 0.000 claims description 540
- 125000001424 substituent group Chemical group 0.000 claims description 489
- 125000001072 heteroaryl group Chemical group 0.000 claims description 378
- 125000003118 aryl group Chemical group 0.000 claims description 374
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 370
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 368
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 364
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 364
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 363
- -1 -OH Chemical group 0.000 claims description 326
- 229910006069 SO3H Inorganic materials 0.000 claims description 314
- 229910052794 bromium Inorganic materials 0.000 claims description 158
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 156
- 229910052740 iodine Inorganic materials 0.000 claims description 155
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 155
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 155
- 229910052801 chlorine Inorganic materials 0.000 claims description 143
- 229910052731 fluorine Inorganic materials 0.000 claims description 143
- 150000003254 radicals Chemical class 0.000 claims description 123
- 230000019491 signal transduction Effects 0.000 claims description 41
- 150000001875 compounds Chemical class 0.000 claims description 37
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
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- KKVYYGGCHJGEFJ-UHFFFAOYSA-N 1-n-(4-chlorophenyl)-6-methyl-5-n-[3-(7h-purin-6-yl)pyridin-2-yl]isoquinoline-1,5-diamine Chemical compound N=1C=CC2=C(NC=3C(=CC=CN=3)C=3C=4N=CNC=4N=CN=3)C(C)=CC=C2C=1NC1=CC=C(Cl)C=C1 KKVYYGGCHJGEFJ-UHFFFAOYSA-N 0.000 claims description 3
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- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims description 2
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
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- 229910052739 hydrogen Inorganic materials 0.000 claims 89
- 239000001257 hydrogen Substances 0.000 claims 89
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 79
- 125000004944 pyrazin-3-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims 26
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- FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 claims 7
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- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 claims 4
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Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73569805P | 2005-11-11 | 2005-11-11 | |
| EP05024693.3 | 2005-11-11 | ||
| EP05024693A EP1785423A1 (fr) | 2005-11-11 | 2005-11-11 | Pyridopyrazines et leur utilisation en tant que modulateurs de kinases |
| US60/735,698 | 2005-11-11 | ||
| US84976106P | 2006-10-06 | 2006-10-06 | |
| US60/849,761 | 2006-10-06 | ||
| PCT/EP2006/068322 WO2007054556A1 (fr) | 2005-11-11 | 2006-11-10 | Nouvelle pyridopyrazine et son utilisation pour la modulation de kinases |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2628039A1 true CA2628039A1 (fr) | 2007-05-18 |
Family
ID=37654792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002628039A Abandoned CA2628039A1 (fr) | 2005-11-11 | 2006-11-10 | Nouvelle pyridopyrazine et son utilisation pour la modulation de kinases |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP1957487A1 (fr) |
| JP (1) | JP5527972B2 (fr) |
| KR (1) | KR101400905B1 (fr) |
| AR (1) | AR060010A1 (fr) |
| AU (1) | AU2006313701B2 (fr) |
| CA (1) | CA2628039A1 (fr) |
| HK (1) | HK1126474A1 (fr) |
| IL (1) | IL191139A0 (fr) |
| NO (1) | NO20082511L (fr) |
| WO (1) | WO2007054556A1 (fr) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1790342A1 (fr) | 2005-11-11 | 2007-05-30 | Zentaris GmbH | Dérivés de pyridopyrazine et leur utilisation comme modulateurs de transduction de signal |
| US8217042B2 (en) | 2005-11-11 | 2012-07-10 | Zentaris Gmbh | Pyridopyrazines and their use as modulators of kinases |
| EP1990342A1 (fr) * | 2007-05-10 | 2008-11-12 | AEterna Zentaris GmbH | Dérivés de pyridopyrazine, processus de fabrication et utilisations correspondantes |
| EP2170338A2 (fr) * | 2007-07-06 | 2010-04-07 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Modulation de la régulation d'énergie et de la fonction cérébrale par adn-pkcs |
| GB201007286D0 (en) | 2010-04-30 | 2010-06-16 | Astex Therapeutics Ltd | New compounds |
| US8846723B2 (en) | 2010-07-29 | 2014-09-30 | Eastman Chemical Company | Esters of O-substituted hydroxy carboxylic acids and preparations thereof |
| GB201020179D0 (en) | 2010-11-29 | 2011-01-12 | Astex Therapeutics Ltd | New compounds |
| EP2508184A1 (fr) | 2011-04-06 | 2012-10-10 | Æterna Zentaris GmbH | Dérivés de pyridopyrazine et leur utilisation |
| GB201118675D0 (en) | 2011-10-28 | 2011-12-14 | Astex Therapeutics Ltd | New compounds |
| GB201118652D0 (en) | 2011-10-28 | 2011-12-07 | Astex Therapeutics Ltd | New compounds |
| GB201118654D0 (en) | 2011-10-28 | 2011-12-07 | Astex Therapeutics Ltd | New compounds |
| GB201118656D0 (en) | 2011-10-28 | 2011-12-07 | Astex Therapeutics Ltd | New compounds |
| GB201209613D0 (en) | 2012-05-30 | 2012-07-11 | Astex Therapeutics Ltd | New compounds |
| GB201209609D0 (en) | 2012-05-30 | 2012-07-11 | Astex Therapeutics Ltd | New compounds |
| GB201307577D0 (en) | 2013-04-26 | 2013-06-12 | Astex Therapeutics Ltd | New compounds |
| EP3848034A1 (fr) | 2014-03-26 | 2021-07-14 | Astex Therapeutics Limited | Combinaisons |
| JO3512B1 (ar) | 2014-03-26 | 2020-07-05 | Astex Therapeutics Ltd | مشتقات كينوكسالين مفيدة كمعدلات لإنزيم fgfr كيناز |
| HUE053653T2 (hu) | 2014-03-26 | 2021-07-28 | Astex Therapeutics Ltd | FGFR inhibitor és IGF1R inhibitor kombinációi |
| JOP20200201A1 (ar) | 2015-02-10 | 2017-06-16 | Astex Therapeutics Ltd | تركيبات صيدلانية تشتمل على n-(3.5- ثنائي ميثوكسي فينيل)-n'-(1-ميثيل إيثيل)-n-[3-(ميثيل-1h-بيرازول-4-يل) كينوكسالين-6-يل]إيثان-1.2-ثنائي الأمين |
| US10478494B2 (en) | 2015-04-03 | 2019-11-19 | Astex Therapeutics Ltd | FGFR/PD-1 combination therapy for the treatment of cancer |
| CN108137546B (zh) | 2015-09-23 | 2021-07-27 | 詹森药业有限公司 | 双杂芳基取代的1,4-苯并二氮杂卓化合物及其用于治疗癌症的用途 |
| CA2996857C (fr) | 2015-09-23 | 2024-05-21 | Janssen Pharmaceutica Nv | Composes derives de la quinoxaline, de la quinoleine et de la quinazolin one pour le traitement du cancer |
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| US3809695A (en) | 1967-04-19 | 1974-05-07 | Degussa | 2,6-dichloro-3-nitro-pyridine |
| US5700823A (en) * | 1994-01-07 | 1997-12-23 | Sugen, Inc. | Treatment of platelet derived growth factor related disorders such as cancers |
| CA2172750A1 (fr) | 1995-03-28 | 1996-09-29 | Shinzo Seko | Methode de preparation d'aminonitropyridines |
| UA71555C2 (en) | 1997-10-06 | 2004-12-15 | Zentaris Gmbh | Methods for modulating function of serine/threonine protein kinases by 5-azaquinoline derivatives |
| EP1041982B1 (fr) | 1997-12-22 | 2011-10-19 | Bayer HealthCare LLC | Inhibition de l'activite de p38 kinase au moyen d'urees heterocycliques substituees |
| IL143231A0 (en) | 1998-12-15 | 2002-04-21 | Warner Lambert Co | Use of a mek inhibitors for preventing transplant rejection |
| BR9916839A (pt) | 1998-12-22 | 2001-10-09 | Warner Lambert Co | Quimioterapia combinada |
| MXPA02010618A (es) | 2000-04-25 | 2004-05-05 | Icos Corp | Inhibidores de fosfatidilinositol 3-quinasa delta. |
| CN1219753C (zh) | 2000-07-19 | 2005-09-21 | 沃尼尔·朗伯公司 | 4－碘苯氨基苯氧肟酸的氧合酯 |
| BR0212510A (pt) | 2001-09-14 | 2004-08-24 | Methylgene Inc | Inibidor de histona desacetilase, composto e composição |
| AU2003210969A1 (en) | 2002-02-11 | 2003-09-04 | Bayer Corporation | Aryl ureas with raf kinase and angiogenesis inhibiting activity |
| EP1496896A4 (fr) | 2002-04-08 | 2007-10-31 | Merck & Co Inc | Inhibiteurs de l'activite akt |
| CA2480880C (fr) | 2002-04-08 | 2011-03-22 | Merck & Co., Inc. | Inhibiteurs de l'activite de akt |
| US20060142178A1 (en) | 2002-04-08 | 2006-06-29 | Barnett Stanley F | Method of treating cancer |
| AU2003281340B2 (en) | 2002-07-02 | 2009-04-09 | Southern Research Institute | Inhibitors of FtsZ and uses thereof |
| AU2003255845A1 (en) | 2002-08-22 | 2004-03-11 | Piramed Limited | Phosphadidylinositol 3,5-biphosphate inhibitors as anti-viral agents |
| EP1636228B1 (fr) * | 2003-05-23 | 2008-10-22 | AEterna Zentaris GmbH | Nouvelles pyridopyrazines et leur utilisation en tant que modulateurs de kinases |
| DE10323345A1 (de) | 2003-05-23 | 2004-12-16 | Zentaris Gmbh | Neue Pyridopyrazine und deren Verwendung als Kinase-Inhibitoren |
| WO2004108702A1 (fr) * | 2003-06-05 | 2004-12-16 | Zentaris Gmbh | Derives indoliques possedant une activite d'induction de l'apoptose |
| WO2005007099A2 (fr) * | 2003-07-10 | 2005-01-27 | Imclone Systems Incorporated | Inhibiteurs de la pkb utilises comme agents antitumoraux |
| CA2548172A1 (fr) | 2003-12-04 | 2005-06-23 | Vertex Pharmaceuticals Incorporated | Quinoxalines utiles comme inhibiteurs des proteines kinases |
| EP1790342A1 (fr) * | 2005-11-11 | 2007-05-30 | Zentaris GmbH | Dérivés de pyridopyrazine et leur utilisation comme modulateurs de transduction de signal |
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2006
- 2006-11-10 CA CA002628039A patent/CA2628039A1/fr not_active Abandoned
- 2006-11-10 JP JP2008539443A patent/JP5527972B2/ja not_active Expired - Fee Related
- 2006-11-10 EP EP06819385A patent/EP1957487A1/fr not_active Withdrawn
- 2006-11-10 AU AU2006313701A patent/AU2006313701B2/en not_active Ceased
- 2006-11-10 KR KR1020087014068A patent/KR101400905B1/ko not_active IP Right Cessation
- 2006-11-10 WO PCT/EP2006/068322 patent/WO2007054556A1/fr active Application Filing
- 2006-11-13 AR ARP060104949A patent/AR060010A1/es unknown
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- 2008-04-29 IL IL191139A patent/IL191139A0/en unknown
- 2008-06-03 NO NO20082511A patent/NO20082511L/no not_active Application Discontinuation
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2009
- 2009-05-26 HK HK09104745.1A patent/HK1126474A1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR101400905B1 (ko) | 2014-05-29 |
| NO20082511L (no) | 2008-06-24 |
| WO2007054556A1 (fr) | 2007-05-18 |
| KR20080068117A (ko) | 2008-07-22 |
| HK1126474A1 (en) | 2009-09-04 |
| EP1957487A1 (fr) | 2008-08-20 |
| JP2009515853A (ja) | 2009-04-16 |
| AU2006313701B2 (en) | 2012-05-31 |
| AR060010A1 (es) | 2008-05-21 |
| IL191139A0 (en) | 2008-12-29 |
| JP5527972B2 (ja) | 2014-06-25 |
| AU2006313701A1 (en) | 2007-05-18 |
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