JP2007501831A5 - - Google Patents
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- Publication number
- JP2007501831A5 JP2007501831A5 JP2006522975A JP2006522975A JP2007501831A5 JP 2007501831 A5 JP2007501831 A5 JP 2007501831A5 JP 2006522975 A JP2006522975 A JP 2006522975A JP 2006522975 A JP2006522975 A JP 2006522975A JP 2007501831 A5 JP2007501831 A5 JP 2007501831A5
- Authority
- JP
- Japan
- Prior art keywords
- fluoro
- carbonyl
- pyridinecarboxamide
- methylphenyl
- cyclopropylamino
- 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
- 125000000217 alkyl group Chemical group 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 13
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 10
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 102000002574 p38 Mitogen-Activated Protein Kinases Human genes 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- -1 3-ethyl-1-piperidinyl Chemical group 0.000 claims 1
- DFCMDCPZZZMKML-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxido-n-pentan-3-ylpyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)NC(CC)CC)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C DFCMDCPZZZMKML-UHFFFAOYSA-N 0.000 claims 1
- WESCIQGEWIIPRB-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxido-n-propylpyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)NCCC)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C WESCIQGEWIIPRB-UHFFFAOYSA-N 0.000 claims 1
- WIYUGLNMUKOBJU-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-(2,2-dimethylpropyl)-1-oxidopyridin-1-ium-3-carboxamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C1=CC=C(C(=O)NCC(C)(C)C)C=[N+]1[O-] WIYUGLNMUKOBJU-UHFFFAOYSA-N 0.000 claims 1
- FJJONJDJIDGXOS-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-(2-methylbutan-2-yl)-1-oxidopyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)NC(C)(C)CC)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C FJJONJDJIDGXOS-UHFFFAOYSA-N 0.000 claims 1
- SFFZRBYPYAXZLY-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-(2-methylbutan-2-yl)pyridine-3-carboxamide Chemical compound N1=CC(C(=O)NC(C)(C)CC)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C SFFZRBYPYAXZLY-UHFFFAOYSA-N 0.000 claims 1
- MESZBQFBSFHEEG-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-(2-methylpropyl)-1-oxidopyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)NCC(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C MESZBQFBSFHEEG-UHFFFAOYSA-N 0.000 claims 1
- SCMUUBWYJOXVQD-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2,5-dimethylphenyl)methyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound CC1=CC=C(C)C(CNC(=O)C=2C=[N+]([O-])C(C=3C(=C(F)C=C(C=3)C(=O)NC3CC3)C)=CC=2)=C1 SCMUUBWYJOXVQD-UHFFFAOYSA-N 0.000 claims 1
- DQFUUKFVEQZPQQ-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2-ethylphenyl)methyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound CCC1=CC=CC=C1CNC(=O)C(C=[N+]1[O-])=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C DQFUUKFVEQZPQQ-UHFFFAOYSA-N 0.000 claims 1
- MSHRGLRYOATXIV-CQSZACIVSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2r)-3,3-dimethylbutan-2-yl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)N[C@H](C)C(C)(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C MSHRGLRYOATXIV-CQSZACIVSA-N 0.000 claims 1
- PYUKVRINYBQHCX-CQSZACIVSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2r)-3,3-dimethylbutan-2-yl]pyridine-3-carboxamide Chemical compound N1=CC(C(=O)N[C@H](C)C(C)(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C PYUKVRINYBQHCX-CQSZACIVSA-N 0.000 claims 1
- XDEQCYKIFPIEAL-CQSZACIVSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2r)-3-methylbutan-2-yl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)N[C@H](C)C(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C XDEQCYKIFPIEAL-CQSZACIVSA-N 0.000 claims 1
- KTBQVLJAADKZTA-CQSZACIVSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2r)-3-methylbutan-2-yl]pyridine-3-carboxamide Chemical compound N1=CC(C(=O)N[C@H](C)C(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C KTBQVLJAADKZTA-CQSZACIVSA-N 0.000 claims 1
- HJAKOLLDSZLBIM-LBPRGKRZSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2s)-1-methoxypropan-2-yl]-1-oxidopyridin-1-ium-3-carboxamide Chemical class [O-][N+]1=CC(C(=O)N[C@@H](C)COC)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C HJAKOLLDSZLBIM-LBPRGKRZSA-N 0.000 claims 1
- MSHRGLRYOATXIV-AWEZNQCLSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2s)-3,3-dimethylbutan-2-yl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)N[C@@H](C)C(C)(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C MSHRGLRYOATXIV-AWEZNQCLSA-N 0.000 claims 1
- PYUKVRINYBQHCX-AWEZNQCLSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2s)-3,3-dimethylbutan-2-yl]pyridine-3-carboxamide Chemical compound N1=CC(C(=O)N[C@@H](C)C(C)(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C PYUKVRINYBQHCX-AWEZNQCLSA-N 0.000 claims 1
- XDEQCYKIFPIEAL-AWEZNQCLSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2s)-3-methylbutan-2-yl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound [O-][N+]1=CC(C(=O)N[C@@H](C)C(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C XDEQCYKIFPIEAL-AWEZNQCLSA-N 0.000 claims 1
- KTBQVLJAADKZTA-AWEZNQCLSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(2s)-3-methylbutan-2-yl]pyridine-3-carboxamide Chemical compound N1=CC(C(=O)N[C@@H](C)C(C)C)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C KTBQVLJAADKZTA-AWEZNQCLSA-N 0.000 claims 1
- IGZRKBXWJWDPEO-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(3,4-dimethylphenyl)methyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound C1=C(C)C(C)=CC=C1CNC(=O)C(C=[N+]1[O-])=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C IGZRKBXWJWDPEO-UHFFFAOYSA-N 0.000 claims 1
- MOHQCDJFKYFECU-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(3,4-dimethylphenyl)methyl]pyridine-3-carboxamide Chemical compound C1=C(C)C(C)=CC=C1CNC(=O)C1=CC=C(C=2C(=C(F)C=C(C=2)C(=O)NC2CC2)C)N=C1 MOHQCDJFKYFECU-UHFFFAOYSA-N 0.000 claims 1
- HFIGQSSOGGAORT-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[(3,5-dimethylphenyl)methyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound CC1=CC(C)=CC(CNC(=O)C=2C=[N+]([O-])C(C=3C(=C(F)C=C(C=3)C(=O)NC3CC3)C)=CC=2)=C1 HFIGQSSOGGAORT-UHFFFAOYSA-N 0.000 claims 1
- ZWGJNQPKXGGUPF-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical class CC1=C(F)C=C(C(=O)NC2CC2)C=C1C([N+](=C1)[O-])=CC=C1C(=O)NCC1=CC(C(F)(F)F)=CC=C1F ZWGJNQPKXGGUPF-UHFFFAOYSA-N 0.000 claims 1
- PDAASRZVZWUOGC-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-[[5-fluoro-2-(trifluoromethyl)phenyl]methyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical class CC1=C(F)C=C(C(=O)NC2CC2)C=C1C([N+](=C1)[O-])=CC=C1C(=O)NCC1=CC(F)=CC=C1C(F)(F)F PDAASRZVZWUOGC-UHFFFAOYSA-N 0.000 claims 1
- CJADNGHARCVQSY-UHFFFAOYSA-N 6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-n-pentan-3-ylpyridine-3-carboxamide Chemical compound N1=CC(C(=O)NC(CC)CC)=CC=C1C1=CC(C(=O)NC2CC2)=CC(F)=C1C CJADNGHARCVQSY-UHFFFAOYSA-N 0.000 claims 1
- KKYABQBFGDZVNQ-UHFFFAOYSA-N 6-[5-[(cyclopropylamino)-oxomethyl]-3-fluoro-2-methylphenyl]-N-(2,2-dimethylpropyl)-3-pyridinecarboxamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C1=CC=C(C(=O)NCC(C)(C)C)C=N1 KKYABQBFGDZVNQ-UHFFFAOYSA-N 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 102000004127 Cytokines Human genes 0.000 claims 1
- 108090000695 Cytokines Proteins 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 239000003085 diluting agent Substances 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
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- BTWRTPSUYRKNOG-UHFFFAOYSA-N n-[1-(4-chlorophenyl)ethyl]-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound C=1C=C(Cl)C=CC=1C(C)NC(=O)C(C=[N+]1[O-])=CC=C1C(C(=C(F)C=1)C)=CC=1C(=O)NC1CC1 BTWRTPSUYRKNOG-UHFFFAOYSA-N 0.000 claims 1
- IJNAYAZAIAYOHP-UHFFFAOYSA-N n-[[2,4-bis(trifluoromethyl)phenyl]methyl]-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C([N+](=C1)[O-])=CC=C1C(=O)NCC1=CC=C(C(F)(F)F)C=C1C(F)(F)F IJNAYAZAIAYOHP-UHFFFAOYSA-N 0.000 claims 1
- XWSRZGAHUYOSQY-UHFFFAOYSA-N n-tert-butyl-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxidopyridin-1-ium-3-carboxamide Chemical compound CC1=C(F)C=C(C(=O)NC2CC2)C=C1C1=CC=C(C(=O)NC(C)(C)C)C=[N+]1[O-] XWSRZGAHUYOSQY-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0318814.1A GB0318814D0 (en) | 2003-08-11 | 2003-08-11 | Novel compounds |
| GB0318814.1 | 2003-08-11 | ||
| PCT/EP2004/008972 WO2005014550A1 (en) | 2003-08-11 | 2004-08-09 | 3- aminocarbonyl, 6-phenyl substituted pyridine-1-oxides as p38 kinase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007501831A JP2007501831A (ja) | 2007-02-01 |
| JP2007501831A5 true JP2007501831A5 (https=) | 2007-09-20 |
| JP4845733B2 JP4845733B2 (ja) | 2011-12-28 |
Family
ID=27840005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006522975A Expired - Lifetime JP4845733B2 (ja) | 2003-08-11 | 2004-08-09 | Ｐ３８キナーゼ阻害剤としての３−アミノカルボニル、６−フェニル置換ピリジン−１−オキシド |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7838540B2 (https=) |
| EP (1) | EP1654235B1 (https=) |
| JP (1) | JP4845733B2 (https=) |
| ES (1) | ES2400348T3 (https=) |
| GB (1) | GB0318814D0 (https=) |
| WO (1) | WO2005014550A1 (https=) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PE20020506A1 (es) | 2000-08-22 | 2002-07-09 | Glaxo Group Ltd | Derivados de pirazol fusionados como inhibidores de la proteina cinasa |
| GB0124939D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124934D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124938D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124933D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124936D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124931D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| GB0124941D0 (en) | 2001-10-17 | 2001-12-05 | Glaxo Group Ltd | Chemical compounds |
| ATE375980T1 (de) * | 2002-02-12 | 2007-11-15 | Smithkline Beecham Corp | Nicotinamide und deren verwendung als p38 inhibitoren |
| GB0217757D0 (en) | 2002-07-31 | 2002-09-11 | Glaxo Group Ltd | Novel compounds |
| GB0308186D0 (en) | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| GB0308201D0 (en) | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| GB0308185D0 (en) | 2003-04-09 | 2003-05-14 | Smithkline Beecham Corp | Novel compounds |
| GB0402137D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| GB0402143D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| GB0402140D0 (en) * | 2004-01-30 | 2004-03-03 | Smithkline Beecham Corp | Novel compounds |
| WO2006118914A2 (en) * | 2005-04-29 | 2006-11-09 | Children's Medical Center Corporation | Methods of increasing proliferation of adult mammalian cardiomyocytes through p38 map kinase inhibition |
| ES2303758B1 (es) * | 2006-02-20 | 2009-08-13 | Laboratorios Almirall S.A. | Nuevos derivados de piridin-3-amina. |
| GB0612026D0 (en) | 2006-06-16 | 2006-07-26 | Smithkline Beecham Corp | New use |
| WO2008071664A1 (en) * | 2006-12-12 | 2008-06-19 | Smithkline Beecham Corporation | Nicotinamide derivative used as a p38 kinase inhibitor |
| US20110105602A2 (en) | 2007-03-08 | 2011-05-05 | Daria Mochly-Rosen | Mitochondrial Aldehyde Dehydrogenase-2 Modulators and Methods of Use Thereof |
| US8354435B2 (en) | 2008-09-08 | 2013-01-15 | The Board Of Trustees Of The Leland Stanford Junior University | Modulators of aldehyde dehydrogenase activity and methods of use thereof |
| CN102202669A (zh) | 2008-10-28 | 2011-09-28 | 利兰·斯坦福青年大学托管委员会 | 醛脱氢酶调节剂及其使用方法 |
| US10457659B2 (en) | 2011-04-29 | 2019-10-29 | The Board Of Trustees Of The Leland Stanford Junior University | Compositions and methods for increasing proliferation of adult salivary stem cells |
| RU2014152454A (ru) * | 2012-07-17 | 2016-09-10 | ГЛАКСОСМИТКЛАЙН ЭлЭлСи | Производное никотинамида в лечении острого коронарного синдрома |
| WO2014160185A2 (en) | 2013-03-14 | 2014-10-02 | The Board Of Trustees Of The Leland Stanford Junior University | Mitochondrial aldehyde dehydrogenase-2 modulators and methods of use thereof |
| JP7028780B2 (ja) * | 2015-09-30 | 2022-03-02 | シイエスピイシイ・チョンチ・ファーマシューティカル・テクノロジー・（シーチアチョワン）・カンパニー・リミテッド | ベンズアミド誘導体 |
| US10342786B2 (en) | 2017-10-05 | 2019-07-09 | Fulcrum Therapeutics, Inc. | P38 kinase inhibitors reduce DUX4 and downstream gene expression for the treatment of FSHD |
| BR112020006677A2 (pt) | 2017-10-05 | 2020-10-06 | Fulcrum Therapeutics, Inc. | uso de inibidores p38 para reduzir a expressão de dux4 |
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| GB9119920D0 (en) | 1991-09-18 | 1991-10-30 | Glaxo Group Ltd | Chemical compounds |
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| TW240217B (https=) | 1992-12-30 | 1995-02-11 | Glaxo Group Ltd | |
| IL108630A0 (en) | 1993-02-18 | 1994-05-30 | Fmc Corp | Insecticidal substituted 2,4-diaminoquinazolines |
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| KR100191973B1 (ko) | 1993-08-31 | 1999-06-15 | 디. 제이. 우드, 스피겔 알렌 제이 | 5-아릴인돌 유도체 |
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-
2003
- 2003-08-11 GB GBGB0318814.1A patent/GB0318814D0/en not_active Ceased
-
2004
- 2004-08-09 ES ES04763980T patent/ES2400348T3/es not_active Expired - Lifetime
- 2004-08-09 US US10/568,121 patent/US7838540B2/en active Active
- 2004-08-09 WO PCT/EP2004/008972 patent/WO2005014550A1/en not_active Ceased
- 2004-08-09 JP JP2006522975A patent/JP4845733B2/ja not_active Expired - Lifetime
- 2004-08-09 EP EP04763980A patent/EP1654235B1/en not_active Expired - Lifetime
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