JP2002516314A5 - - Google Patents
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- Publication number
- JP2002516314A5 JP2002516314A5 JP2000550832A JP2000550832A JP2002516314A5 JP 2002516314 A5 JP2002516314 A5 JP 2002516314A5 JP 2000550832 A JP2000550832 A JP 2000550832A JP 2000550832 A JP2000550832 A JP 2000550832A JP 2002516314 A5 JP2002516314 A5 JP 2002516314A5
- Authority
- JP
- Japan
- Prior art keywords
- carboxamide
- indole
- benzylpiperidinyl
- alkyl
- compound
- 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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- 150000001875 compounds Chemical class 0.000 description 41
- 125000000217 alkyl group Chemical group 0.000 description 21
- 125000005843 halogen group Chemical group 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 7
- 125000005842 heteroatom Chemical group 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 4
- -1 3,5-dimethoxyphenyl Chemical group 0.000 description 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 3
- 206010040070 Septic Shock Diseases 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 0 *Nc1cc([N+](*)[N-]*2)c2cc1 Chemical compound *Nc1cc([N+](*)[N-]*2)c2cc1 0.000 description 2
- XQIKXPXSWYNRSF-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-1h-indole-5-carboxamide Chemical compound C=1C2=CC(C(=O)N)=CC=C2NC=1N(CC1)CCC1CC1=CC=CC=C1 XQIKXPXSWYNRSF-UHFFFAOYSA-N 0.000 description 2
- UHYKYBSPFDZEGC-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-6-methoxy-1h-indole-5-carboxamide Chemical compound C=1C=2C=C(C(N)=O)C(OC)=CC=2NC=1N(CC1)CCC1CC1=CC=CC=C1 UHYKYBSPFDZEGC-UHFFFAOYSA-N 0.000 description 2
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 description 2
- 206010019280 Heart failures Diseases 0.000 description 2
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 description 2
- 206010040047 Sepsis Diseases 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 201000000028 adult respiratory distress syndrome Diseases 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 150000001556 benzimidazoles Chemical class 0.000 description 2
- 125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 description 2
- 230000001684 chronic effect Effects 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- HHWOTKJQXNHRLB-UHFFFAOYSA-N n-[4-benzyl-3-(2,2,2-trifluoroacetyl)piperidin-1-yl]-1h-indole-5-carboxamide Chemical compound FC(F)(F)C(=O)C1CN(NC(=O)C=2C=C3C=CNC3=CC=2)CCC1CC1=CC=CC=C1 HHWOTKJQXNHRLB-UHFFFAOYSA-N 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000002685 pulmonary effect Effects 0.000 description 2
- 208000037803 restenosis Diseases 0.000 description 2
- KJLFFCRGGGXQKE-UHFFFAOYSA-N 1h-indole-6-carboxamide Chemical compound NC(=O)C1=CC=C2C=CNC2=C1 KJLFFCRGGGXQKE-UHFFFAOYSA-N 0.000 description 1
- GNMYENDOPFZNQY-UHFFFAOYSA-N 2-(4-benzyl-2-chloropiperidin-1-yl)-1h-indole-5-carboxamide Chemical compound C=1C2=CC(C(=O)N)=CC=C2NC=1N(C(C1)Cl)CCC1CC1=CC=CC=C1 GNMYENDOPFZNQY-UHFFFAOYSA-N 0.000 description 1
- UJRBGLVLNAYQPD-UHFFFAOYSA-N 2-(4-benzyl-4-chloropiperidin-1-yl)-1h-indole-5-carboxamide Chemical compound C=1C2=CC(C(=O)N)=CC=C2NC=1N(CC1)CCC1(Cl)CC1=CC=CC=C1 UJRBGLVLNAYQPD-UHFFFAOYSA-N 0.000 description 1
- SCBGJAMOFAPVJB-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-4-methoxy-1h-indole-5-carboxamide Chemical compound C=1C=2C(OC)=C(C(N)=O)C=CC=2NC=1N(CC1)CCC1CC1=CC=CC=C1 SCBGJAMOFAPVJB-UHFFFAOYSA-N 0.000 description 1
- NIBAXVKDSFXLPS-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-6-methoxy-3h-benzimidazole-5-carboxamide Chemical compound N1C=2C=C(C(N)=O)C(OC)=CC=2N=C1N(CC1)CCC1CC1=CC=CC=C1 NIBAXVKDSFXLPS-UHFFFAOYSA-N 0.000 description 1
- XASBBUBUFRHSCO-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-n-(pyridin-4-ylmethyl)-1h-indole-5-carboxamide Chemical compound C=1C=C2NC(N3CCC(CC=4C=CC=CC=4)CC3)=CC2=CC=1C(=O)NCC1=CC=NC=C1 XASBBUBUFRHSCO-UHFFFAOYSA-N 0.000 description 1
- DBCREKNQLGREHQ-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-n-[2-hydroxy-3-(propylamino)propyl]-1h-indole-5-carboxamide Chemical compound C=1C2=CC(C(=O)NCC(O)CNCCC)=CC=C2NC=1N(CC1)CCC1CC1=CC=CC=C1 DBCREKNQLGREHQ-UHFFFAOYSA-N 0.000 description 1
- UHGDXXRCTDEHQD-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-n-[3-(cyclohexylmethylamino)-2-hydroxypropyl]-1h-indole-5-carboxamide Chemical compound C=1C=C2NC(N3CCC(CC=4C=CC=CC=4)CC3)=CC2=CC=1C(=O)NCC(O)CNCC1CCCCC1 UHGDXXRCTDEHQD-UHFFFAOYSA-N 0.000 description 1
- SMXYQSMGYLNSBS-UHFFFAOYSA-N 2-(4-benzylpiperidin-1-yl)-n-propanoyl-1h-indole-5-carboxamide Chemical compound C=1C2=CC(C(=O)NC(=O)CC)=CC=C2NC=1N(CC1)CCC1CC1=CC=CC=C1 SMXYQSMGYLNSBS-UHFFFAOYSA-N 0.000 description 1
- OTRLVAHNGOIIIM-UHFFFAOYSA-N 2-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]-4-methoxy-1h-indole-5-carboxamide Chemical compound C=1C=2C(OC)=C(C(N)=O)C=CC=2NC=1N(CC1)CCC1CC1=CC=C(F)C=C1 OTRLVAHNGOIIIM-UHFFFAOYSA-N 0.000 description 1
- INJUDDVHJZUWTQ-UHFFFAOYSA-N 2-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]-6-methoxy-1h-indole-5-carboxamide Chemical compound C=1C=2C=C(C(N)=O)C(OC)=CC=2NC=1N(CC1)CCC1CC1=CC=C(F)C=C1 INJUDDVHJZUWTQ-UHFFFAOYSA-N 0.000 description 1
- KCAJZHDMYGMFDN-UHFFFAOYSA-N 2-[4-benzyl-3-[2-(dimethylamino)ethylcarbamoyl]piperidin-1-yl]-6-methoxy-1H-indole-5-carboxamide Chemical compound CN(CCNC(=O)C1CN(CCC1CC1=CC=CC=C1)C=1NC2=CC(=C(C=C2C1)C(=O)N)OC)C KCAJZHDMYGMFDN-UHFFFAOYSA-N 0.000 description 1
- PBONXFAGZYYDTE-UHFFFAOYSA-N 4-chloro-2-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]-1h-indole-5-carboxamide Chemical compound C=1C2=C(Cl)C(C(=O)N)=CC=C2NC=1N(CC1)CCC1CC1=CC=C(F)C=C1 PBONXFAGZYYDTE-UHFFFAOYSA-N 0.000 description 1
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
- UZJFRGXTJWDZDM-UHFFFAOYSA-N 6-chloro-3-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]-1h-indole-2-carboxamide Chemical compound NC(=O)C=1NC2=CC(Cl)=CC=C2C=1N(CC1)CCC1CC1=CC=C(F)C=C1 UZJFRGXTJWDZDM-UHFFFAOYSA-N 0.000 description 1
- 208000009304 Acute Kidney Injury Diseases 0.000 description 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 description 1
- KSUVGDXXECYIKR-UHFFFAOYSA-N CC(=O)C1=C(NC2=C1C=C(C=C2)C(=O)N)N3CCC(CC3)CC4=CC=CC=C4 Chemical compound CC(=O)C1=C(NC2=C1C=C(C=C2)C(=O)N)N3CCC(CC3)CC4=CC=CC=C4 KSUVGDXXECYIKR-UHFFFAOYSA-N 0.000 description 1
- 206010007559 Cardiac failure congestive Diseases 0.000 description 1
- 206010063094 Cerebral malaria Diseases 0.000 description 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 description 1
- 206010009900 Colitis ulcerative Diseases 0.000 description 1
- 206010056370 Congestive cardiomyopathy Diseases 0.000 description 1
- 208000011231 Crohn disease Diseases 0.000 description 1
- 201000005569 Gout Diseases 0.000 description 1
- 206010018634 Gouty Arthritis Diseases 0.000 description 1
- 206010019196 Head injury Diseases 0.000 description 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 description 1
- 208000009525 Myocarditis Diseases 0.000 description 1
- YHONNPROGVKCJL-UHFFFAOYSA-N N-(4-benzyl-1-pyridin-4-ylpiperidin-2-yl)-1H-indole-5-carboxamide Chemical compound N1C=CC2=CC(=CC=C12)C(=O)NC1N(CCC(C1)CC1=CC=CC=C1)C1=CC=NC=C1 YHONNPROGVKCJL-UHFFFAOYSA-N 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 208000033626 Renal failure acute Diseases 0.000 description 1
- 206010063837 Reperfusion injury Diseases 0.000 description 1
- 208000034189 Sclerosis Diseases 0.000 description 1
- 201000010001 Silicosis Diseases 0.000 description 1
- 206010044248 Toxic shock syndrome Diseases 0.000 description 1
- 231100000650 Toxic shock syndrome Toxicity 0.000 description 1
- 201000006704 Ulcerative Colitis Diseases 0.000 description 1
- 206010046851 Uveitis Diseases 0.000 description 1
- 201000011040 acute kidney failure Diseases 0.000 description 1
- 208000012998 acute renal failure Diseases 0.000 description 1
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 206010003246 arthritis Diseases 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 208000019664 bone resorption disease Diseases 0.000 description 1
- 230000000747 cardiac effect Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 201000011304 dilated cardiomyopathy 1A Diseases 0.000 description 1
- 208000024908 graft versus host disease Diseases 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 208000027866 inflammatory disease Diseases 0.000 description 1
- 208000002551 irritable bowel syndrome Diseases 0.000 description 1
- 208000028867 ischemia Diseases 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- ONAGBIKLKHGIBV-UHFFFAOYSA-N n-(1-acetyl-4-benzylpiperidin-2-yl)-1h-indole-5-carboxamide Chemical compound C1C(NC(=O)C=2C=C3C=CNC3=CC=2)N(C(=O)C)CCC1CC1=CC=CC=C1 ONAGBIKLKHGIBV-UHFFFAOYSA-N 0.000 description 1
- OQDMTDVQFBOWDS-UHFFFAOYSA-N n-[3-(benzylamino)-2-hydroxypropyl]-2-(4-benzylpiperidin-1-yl)-1h-indole-5-carboxamide Chemical compound C=1C=C2NC(N3CCC(CC=4C=CC=CC=4)CC3)=CC2=CC=1C(=O)NCC(O)CNCC1=CC=CC=C1 OQDMTDVQFBOWDS-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 201000008482 osteoarthritis Diseases 0.000 description 1
- 230000007112 pro inflammatory response Effects 0.000 description 1
- 230000000770 proinflammatory effect Effects 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000036303 septic shock Effects 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8653198P | 1998-05-22 | 1998-05-22 | |
| US60/086,531 | 1998-05-22 | ||
| US09/128,137 | 1998-08-03 | ||
| US09/128,137 US6130235A (en) | 1998-05-22 | 1998-08-03 | Compounds and methods to treat cardiac failure and other disorders |
| US09/275,176 | 1999-03-24 | ||
| US09/275,176 US6340685B1 (en) | 1998-05-22 | 1999-03-24 | Compounds and methods to treat cardiac failure and other disorders |
| PCT/US1999/011222 WO1999061426A1 (en) | 1998-05-22 | 1999-05-21 | Heterocyclic compounds and methods to treat cardiac failure and other disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002516314A JP2002516314A (ja) | 2002-06-04 |
| JP2002516314A5 true JP2002516314A5 (https=) | 2006-06-29 |
Family
ID=46203611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000550832A Pending JP2002516314A (ja) | 1998-05-22 | 1999-05-21 | 複素環式化合物ならびに心不全および他の疾患の処置方法 |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP1080078B1 (https=) |
| JP (1) | JP2002516314A (https=) |
| KR (1) | KR100605140B1 (https=) |
| CN (1) | CN1229351C (https=) |
| AT (1) | ATE316961T1 (https=) |
| AU (2) | AU769465B2 (https=) |
| BR (1) | BR9911069A (https=) |
| CA (1) | CA2332459A1 (https=) |
| DE (1) | DE69929689T2 (https=) |
| ES (1) | ES2258331T3 (https=) |
| HU (1) | HUP0203657A3 (https=) |
| NO (1) | NO320299B1 (https=) |
| NZ (1) | NZ508790A (https=) |
| PL (1) | PL346345A1 (https=) |
| WO (1) | WO1999061426A1 (https=) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6514977B1 (en) | 1997-05-22 | 2003-02-04 | G.D. Searle & Company | Substituted pyrazoles as p38 kinase inhibitors |
| US6979686B1 (en) | 2001-12-07 | 2005-12-27 | Pharmacia Corporation | Substituted pyrazoles as p38 kinase inhibitors |
| AU7726898A (en) | 1997-05-22 | 1998-12-11 | G.D. Searle & Co. | Pyrazole derivatives as p38 kinase inhibitors |
| US6589954B1 (en) | 1998-05-22 | 2003-07-08 | Scios, Inc. | Compounds and methods to treat cardiac failure and other disorders |
| US6867209B1 (en) | 1998-05-22 | 2005-03-15 | Scios, Inc. | Indole-type derivatives as inhibitors of p38 kinase |
| US6448257B1 (en) | 1998-05-22 | 2002-09-10 | Scios, Inc. | Compounds and methods to treat cardiac failure and other disorders |
| US6858617B2 (en) | 1998-05-26 | 2005-02-22 | Smithkline Beecham Corporation | Substituted imidazole compounds |
| CA2342251A1 (en) * | 1998-08-28 | 2000-03-09 | Scios Inc. | Use of piperidines and/or piperazines as inhibitors of p38-alpha kinase |
| WO2000025791A1 (en) | 1998-11-04 | 2000-05-11 | Smithkline Beecham Corporation | Pyridin-4-yl or pyrimidin-4-yl substituted pyrazines |
| JP2003500403A (ja) * | 1999-05-21 | 2003-01-07 | サイオス，インコーポレーテッド | ｐ３８キナーゼのインヒビターとしてのインドール型誘導体 |
| IL146309A (en) | 1999-05-21 | 2008-03-20 | Scios Inc | Derivatives of the indole type and pharmaceutical preparations containing them as inhibitors of kinase p38 |
| RU2278115C2 (ru) * | 1999-05-21 | 2006-06-20 | Сайос Инк. | ПРОИЗВОДНЫЕ ИНДОЛЬНОГО РЯДА В КАЧЕСТВЕ ИНГИБИТОРОВ p38 КИНАЗЫ |
| US6541477B2 (en) | 1999-08-27 | 2003-04-01 | Scios, Inc. | Inhibitors of p38-a kinase |
| EP1233951B1 (en) | 1999-11-23 | 2005-06-01 | SmithKline Beecham Corporation | 3,4-dihydro-(1h)quinazolin-2-one compounds as csbp/p38 kinase inhibitors |
| AU1781601A (en) | 1999-11-23 | 2001-06-04 | Smithkline Beecham Corporation | 3,4-dihydro-(1h)quinazolin-2-one compounds as csbp/p38 kinase inhibitors |
| ATE305787T1 (de) | 1999-11-23 | 2005-10-15 | Smithkline Beecham Corp | 3,4-dihydro-(1h)chinazolin-2-on-verbindungen als csbp/p39-kinase-inhibitoren |
| US6372752B1 (en) * | 2000-02-07 | 2002-04-16 | Genzyme Corporation | Inha inhibitors and methods of use thereof |
| AU2001241927A1 (en) * | 2000-02-28 | 2001-09-12 | Scios Inc. | Inhibitors of p38-alpha kinase |
| US7235551B2 (en) | 2000-03-02 | 2007-06-26 | Smithkline Beecham Corporation | 1,5-disubstituted-3,4-dihydro-1h-pyrimido[4,5-d]pyrimidin-2-one compounds and their use in treating csbp/p38 kinase mediated diseases |
| EP1322309B1 (en) * | 2000-09-29 | 2008-08-13 | Neurogen Corporation | High affinity small molecule c5a receptor modulators |
| DE60125980T2 (de) | 2000-11-20 | 2007-10-25 | Scios Inc., Sunnyvale | P38kinase-inhibitoren vom piperidin/piperazin-typ |
| WO2002044168A2 (en) * | 2000-11-20 | 2002-06-06 | Scios Inc. | Indole-type inhibitors of p38 kinase |
| EP1341782A2 (en) | 2000-11-20 | 2003-09-10 | Scios Inc. | Inhibitors of p38 kinase |
| TR200401028T2 (tr) * | 2001-11-09 | 2004-11-22 | Scios Inc. | Kistik fibrozun tedavisine yönelik metot |
| US20030225089A1 (en) * | 2002-04-10 | 2003-12-04 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmaceutical compositions based on anticholinergics and p38 kinase inhibitors |
| DE60310730T2 (de) | 2002-07-09 | 2007-05-16 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Pharmazeutische zusammensetzungen aus anticholinergica und p38 kinase hemmern zur behandlung von erkrankungen der atemwege |
| CA2497408A1 (en) | 2002-09-03 | 2004-03-18 | Sarvajit Chakravarty | Indole-type derivatives as inhibitors of p38 kinase |
| EP1560582A4 (en) | 2002-10-09 | 2008-03-12 | Scios Inc | AZAINDOL DERIVATIVES AS INHIBITORS OF THE p38 KINASE |
| CN101039957A (zh) | 2003-05-16 | 2007-09-19 | 因特缪恩公司 | 合成的趋化因子受体配体及其使用方法 |
| TWI372050B (en) | 2003-07-03 | 2012-09-11 | Astex Therapeutics Ltd | (morpholin-4-ylmethyl-1h-benzimidazol-2-yl)-1h-pyrazoles |
| GB0318814D0 (en) | 2003-08-11 | 2003-09-10 | Smithkline Beecham Corp | Novel compounds |
| BRPI0413595B8 (pt) * | 2003-08-18 | 2021-05-25 | H Lundbeck As | sal de malonato, composição farmacêutica, uso de um sal de malonato, e, método de fabricação de um composto |
| US7244441B2 (en) | 2003-09-25 | 2007-07-17 | Scios, Inc. | Stents and intra-luminal prostheses containing map kinase inhibitors |
| US7781478B2 (en) | 2004-07-14 | 2010-08-24 | Ptc Therapeutics, Inc. | Methods for treating hepatitis C |
| US20060035893A1 (en) | 2004-08-07 | 2006-02-16 | Boehringer Ingelheim International Gmbh | Pharmaceutical compositions for treatment of respiratory and gastrointestinal disorders |
| PE20060777A1 (es) | 2004-12-24 | 2006-10-06 | Boehringer Ingelheim Int | Derivados de indolinona para el tratamiento o la prevencion de enfermedades fibroticas |
| EP1833819A1 (en) | 2004-12-30 | 2007-09-19 | Astex Therapeutics Limited | Pyrazole compounds that modulate the activity of cdk, gsk and aurora kinases |
| TWI376373B (en) | 2005-02-16 | 2012-11-11 | Lundbeck & Co As H | Crystalline base of a pharmaceutical compound |
| TWI453198B (zh) | 2005-02-16 | 2014-09-21 | Lundbeck & Co As H | 製造反式-1-((1r,3s)-6-氯基-3-苯基茚滿-1-基) -3 , 3 -二甲基六氫吡與其鹽類之方法及製造4-((1r , 3s）-6 -氯基-3-苯基茚滿-1-基 )-1,2,2-三甲基六氫吡與其鹽類之方法 |
| EP1953148B1 (en) | 2005-10-28 | 2012-02-29 | Takeda Pharmaceutical Company Limited | Heterocyclic amide compound and use thereof |
| US7977359B2 (en) | 2005-11-04 | 2011-07-12 | Amira Pharmaceuticals, Inc. | 5-lipdxygenase-activating protein (FLAP) inhibitors |
| GB2431927B (en) * | 2005-11-04 | 2010-03-17 | Amira Pharmaceuticals Inc | 5-Lipoxygenase-activating protein (FLAP) inhibitors |
| US8399666B2 (en) | 2005-11-04 | 2013-03-19 | Panmira Pharmaceuticals, Llc | 5-lipoxygenase-activating protein (FLAP) inhibitors |
| EP1968579A1 (en) | 2005-12-30 | 2008-09-17 | Astex Therapeutics Limited | Pharmaceutical compounds |
| EP2520567A3 (en) * | 2006-02-23 | 2012-12-12 | Shionogi & Co., Ltd. | Nitrogen-containing heterocycle derivatives substituted with cyclic group |
| EP2049119A2 (en) | 2006-06-29 | 2009-04-22 | Astex Therapeutics Limited | Pharmaceutical combinations of 1-cyclopropyl-3-[3-(5-morphoolin-4-ylmethyl-1h-benzoimidazol-2-yl)-1h-1-pyrazol-4-yl]-urea |
| EP1992344A1 (en) | 2007-05-18 | 2008-11-19 | Institut Curie | P38 alpha as a therapeutic target in pathologies linked to FGFR3 mutation |
| US8546431B2 (en) | 2008-10-01 | 2013-10-01 | Panmira Pharmaceuticals, Llc | 5-lipoxygenase-activating protein (FLAP) inhibitors |
| JP5894161B2 (ja) * | 2010-08-25 | 2016-03-23 | ネオファーム カンパニー， リミテッド | 新規の複素環化合物及びこれを用いた炎症性疾患治療用組成物 |
| KR101421032B1 (ko) * | 2012-12-28 | 2014-07-22 | 주식회사 레고켐 바이오사이언스 | (2-메틸-1-(3-메틸벤질)-1Ｈ-벤조[d]이미다졸-5일)(피페리딘-5-일)메탄온의 제조방법 |
| GB201511382D0 (en) | 2015-06-29 | 2015-08-12 | Imp Innovations Ltd | Novel compounds and their use in therapy |
| 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 |
| WO2019071147A1 (en) | 2017-10-05 | 2019-04-11 | Fulcrum Therapeutics, Inc. | INHIBITORS OF KINASE P38 REDUCING EXPRESSION OF DUX4 GENE AND DOWNSTREAM GENES FOR THE TREATMENT OF FSHD |
| WO2019075386A1 (en) * | 2017-10-13 | 2019-04-18 | The Regents Of The University Of California | MODULATORS OF MTORC1 |
| JP2025530213A (ja) | 2022-09-09 | 2025-09-11 | ミリックス ファーマ リミテッド | Ｎｍｔ阻害剤を含む抗体薬物コンジュゲート及びその使用 |
| CN118546081A (zh) * | 2023-02-27 | 2024-08-27 | 上海交通大学 | 一类肉桂酰胺衍生物及其应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4179505A (en) * | 1977-03-30 | 1979-12-18 | Janssen Pharmaceutica N.V. | 5-[4-(Diarylmethyl)-1-piperazinylalkyl]benzimidazole derivatives |
| EP0318235A3 (en) * | 1987-11-25 | 1991-05-02 | Takeda Chemical Industries, Ltd. | Paf antagonist, 1,4-disubstituted piperazine compounds and production thereof |
| JPH01230570A (ja) * | 1987-11-25 | 1989-09-14 | Takeda Chem Ind Ltd | 抗ｐａｆ剤および１，４−ジ置換ピペラジン化合物 |
| US5032598A (en) * | 1989-12-08 | 1991-07-16 | Merck & Co., Inc. | Nitrogens containing heterocyclic compounds as class III antiarrhythmic agents |
| ATE174915T1 (de) * | 1994-10-31 | 1999-01-15 | Merck Patent Gmbh | Benzylpiperidinderivate mit hoher affinität zu bindungsstellen von aminosäure-rezeptoren |
| EP0922042A1 (en) * | 1996-08-09 | 1999-06-16 | Smithkline Beecham Corporation | Novel piperazine containing compounds |
| FR2753706B1 (fr) * | 1996-09-20 | 1998-10-30 | Nouvelles amines cycliques n-substituees, leur procede de preparation et les compositions pharmaceutiques les renfermant | |
| WO1998028292A1 (en) * | 1996-12-23 | 1998-07-02 | Smithkline Beecham Corporation | Novel piperidine containing compounds |
| GB9804734D0 (en) * | 1998-03-05 | 1998-04-29 | Pfizer Ltd | Compounds |
-
1999
- 1999-05-21 AT AT99924412T patent/ATE316961T1/de not_active IP Right Cessation
- 1999-05-21 EP EP99924412A patent/EP1080078B1/en not_active Expired - Lifetime
- 1999-05-21 JP JP2000550832A patent/JP2002516314A/ja active Pending
- 1999-05-21 HU HU0203657A patent/HUP0203657A3/hu unknown
- 1999-05-21 BR BR9911069-5A patent/BR9911069A/pt not_active Application Discontinuation
- 1999-05-21 WO PCT/US1999/011222 patent/WO1999061426A1/en not_active Ceased
- 1999-05-21 CN CNB998071528A patent/CN1229351C/zh not_active Expired - Fee Related
- 1999-05-21 NZ NZ508790A patent/NZ508790A/en unknown
- 1999-05-21 AU AU40920/99A patent/AU769465B2/en not_active Ceased
- 1999-05-21 KR KR1020007013126A patent/KR100605140B1/ko not_active Expired - Fee Related
- 1999-05-21 ES ES99924412T patent/ES2258331T3/es not_active Expired - Lifetime
- 1999-05-21 PL PL99346345A patent/PL346345A1/xx not_active IP Right Cessation
- 1999-05-21 CA CA002332459A patent/CA2332459A1/en not_active Abandoned
- 1999-05-21 DE DE69929689T patent/DE69929689T2/de not_active Expired - Fee Related
-
2000
- 2000-11-21 NO NO20005881A patent/NO320299B1/no unknown
-
2004
- 2004-04-29 AU AU2004201809A patent/AU2004201809A1/en not_active Abandoned
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