JP2005513004A5 - - Google Patents
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- Publication number
- JP2005513004A5 JP2005513004A5 JP2003542174A JP2003542174A JP2005513004A5 JP 2005513004 A5 JP2005513004 A5 JP 2005513004A5 JP 2003542174 A JP2003542174 A JP 2003542174A JP 2003542174 A JP2003542174 A JP 2003542174A JP 2005513004 A5 JP2005513004 A5 JP 2005513004A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- isoquinolin
- dihydro
- alkyl
- 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
- 150000001875 compounds Chemical class 0.000 claims 21
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- 208000002193 Pain Diseases 0.000 claims 4
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 4
- 230000004770 neurodegeneration Effects 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- -1 3,4-dihydro-1H-isoquinolin-2-yl Chemical group 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 2
- 208000000094 Chronic Pain Diseases 0.000 claims 2
- 208000023105 Huntington disease Diseases 0.000 claims 2
- 102000004868 N-Methyl-D-Aspartate Receptors Human genes 0.000 claims 2
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 2
- 208000036142 Viral infection Diseases 0.000 claims 2
- 230000001154 acute effect Effects 0.000 claims 2
- 208000005298 acute pain Diseases 0.000 claims 2
- 230000001580 bacterial effect Effects 0.000 claims 2
- 208000022362 bacterial infectious disease Diseases 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 230000006726 chronic neurodegeneration Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 230000001225 therapeutic effect Effects 0.000 claims 2
- 230000009385 viral infection Effects 0.000 claims 2
- AWSWSDJGJTXACL-UHFFFAOYSA-N 2-(3,4-dihydro-1h-isoquinolin-2-yl)-5-methylpyridin-4-amine Chemical compound C1=C(N)C(C)=CN=C1N1CC2=CC=CC=C2CC1 AWSWSDJGJTXACL-UHFFFAOYSA-N 0.000 claims 1
- UPWCCXZYHXYHRR-UHFFFAOYSA-N 2-(3,4-dihydro-1h-isoquinolin-2-yl)-6-ethylpyridin-4-amine Chemical compound CCC1=CC(N)=CC(N2CC3=CC=CC=C3CC2)=N1 UPWCCXZYHXYHRR-UHFFFAOYSA-N 0.000 claims 1
- YSDYZWDWFNMKFW-UHFFFAOYSA-N 2-(3,4-dihydro-1h-isoquinolin-2-yl)-6-methylpyridin-4-amine Chemical compound CC1=CC(N)=CC(N2CC3=CC=CC=C3CC2)=N1 YSDYZWDWFNMKFW-UHFFFAOYSA-N 0.000 claims 1
- BHXPHZOOSSXCHR-UHFFFAOYSA-N 2-(3,4-dihydro-1h-isoquinolin-2-yl)-n-methylpyridin-4-amine Chemical compound CNC1=CC=NC(N2CC3=CC=CC=C3CC2)=C1 BHXPHZOOSSXCHR-UHFFFAOYSA-N 0.000 claims 1
- AZKCYSCBPAJCPT-UHFFFAOYSA-N 2-(3,4-dihydro-1h-isoquinolin-2-yl)pyridin-4-amine Chemical compound NC1=CC=NC(N2CC3=CC=CC=C3CC2)=C1 AZKCYSCBPAJCPT-UHFFFAOYSA-N 0.000 claims 1
- RLTYKBNDXIAOJH-UHFFFAOYSA-N 2-(4-methyl-3,4-dihydro-1h-isoquinolin-2-yl)pyridin-4-amine Chemical compound C1C2=CC=CC=C2C(C)CN1C1=CC(N)=CC=N1 RLTYKBNDXIAOJH-UHFFFAOYSA-N 0.000 claims 1
- BWIGAKMTCNFCFE-UHFFFAOYSA-N 2-[[2-(3,4-dihydro-1h-isoquinolin-2-yl)pyridin-4-yl]amino]ethanol Chemical compound OCCNC1=CC=NC(N2CC3=CC=CC=C3CC2)=C1 BWIGAKMTCNFCFE-UHFFFAOYSA-N 0.000 claims 1
- SOFHJXSQCMUXKH-UHFFFAOYSA-N 2-pyridin-2-yl-3,4-dihydro-1h-isoquinoline Chemical compound C1CC2=CC=CC=C2CN1C1=CC=CC=N1 SOFHJXSQCMUXKH-UHFFFAOYSA-N 0.000 claims 1
- SNEWDBZYBSANKX-UHFFFAOYSA-N 4-(3,4-dihydro-1h-isoquinolin-2-yl)pyridin-2-amine Chemical compound C1=NC(N)=CC(N2CC3=CC=CC=C3CC2)=C1 SNEWDBZYBSANKX-UHFFFAOYSA-N 0.000 claims 1
- 206010010904 Convulsion Diseases 0.000 claims 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- RLVQGJIROUBSPL-UHFFFAOYSA-N ethyl 2-[[4-(3,4-dihydro-1h-isoquinolin-2-yl)-6-methylpyridin-2-yl]amino]-2-oxoacetate Chemical compound CC1=NC(NC(=O)C(=O)OCC)=CC(N2CC3=CC=CC=C3CC2)=C1 RLVQGJIROUBSPL-UHFFFAOYSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01126467 | 2001-11-09 | ||
| PCT/EP2002/012240 WO2003040128A1 (en) | 2001-11-09 | 2002-11-02 | Pyridine derivatives as nmda receptor ligands |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005513004A JP2005513004A (ja) | 2005-05-12 |
| JP2005513004A5 true JP2005513004A5 (https=) | 2005-12-22 |
| JP4188837B2 JP4188837B2 (ja) | 2008-12-03 |
Family
ID=8179179
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003542174A Expired - Fee Related JP4188837B2 (ja) | 2001-11-09 | 2002-11-02 | Ｎｍｄａレセプターリガンドとしてのピリジン誘導体 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6831087B2 (https=) |
| EP (1) | EP1448547B1 (https=) |
| JP (1) | JP4188837B2 (https=) |
| KR (1) | KR100589995B1 (https=) |
| CN (1) | CN100516061C (https=) |
| AR (1) | AR037221A1 (https=) |
| AT (1) | ATE293619T1 (https=) |
| AU (1) | AU2002351816B8 (https=) |
| BR (1) | BR0213977A (https=) |
| CA (1) | CA2467973C (https=) |
| DE (1) | DE60203820T2 (https=) |
| ES (1) | ES2240829T3 (https=) |
| MX (1) | MXPA04004308A (https=) |
| PL (1) | PL369544A1 (https=) |
| RU (1) | RU2303037C2 (https=) |
| WO (1) | WO2003040128A1 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007008816A (ja) * | 2003-10-15 | 2007-01-18 | Ube Ind Ltd | 新規イソキノリン誘導体 |
| US20050089559A1 (en) * | 2003-10-23 | 2005-04-28 | Istvan Szelenyi | Combinations of potassium channel openers and sodium channel inhibitors or sodium channel-influencing active compounds for treating pains |
| RU2320654C1 (ru) * | 2006-05-24 | 2008-03-27 | Государственное образовательное учреждение высшего профессионального образования "Пермская государственная фармацевтическая академия Федерального агентства по здравоохранению и социальному развитию" (ГОУ ВПО ПГФА Росздрава) | 2,2-ДИМЕТИЛ-4-(4,6-ДИМЕТИЛ-2-ПИРИДОН-3-ИЛ)-1,2-ДИГИДРО-БЕНЗО[f]ИЗОХИНОЛИНА ГИДРОХЛОРИД, ПРОЯВЛЯЮЩИЙ ПРЯМОЕ АНТИКОАГУЛЯНТНОЕ ДЕЙСТВИЕ |
| US8722929B2 (en) * | 2006-10-10 | 2014-05-13 | Valeant Pharmaceuticals International | N-[2-amino-4-(phenylmethoxy)phenyl] amides and related compounds as potassium channel modulators |
| US8367684B2 (en) * | 2007-06-13 | 2013-02-05 | Valeant Pharmaceuticals International | Derivatives of 4-(N-azacycloalkyl) anilides as potassium channel modulators |
| US8563566B2 (en) * | 2007-08-01 | 2013-10-22 | Valeant Pharmaceuticals International | Naphthyridine derivatives as potassium channel modulators |
| US7786146B2 (en) * | 2007-08-13 | 2010-08-31 | Valeant Pharmaceuticals International | Derivatives of 5-amino-4,6-disubstituted indole and 5-amino-4,6-disubstituted indoline as potassium channel modulators |
| KR20100091972A (ko) | 2007-10-18 | 2010-08-19 | 베링거 인겔하임 인터내셔날 게엠베하 | Ｃｇｒｐ 길항제 |
| EP2065381A1 (de) | 2007-10-18 | 2009-06-03 | Boehringer Ingelheim Pharma GmbH & Co. KG | CGRP Antagonisten |
| US8829006B2 (en) | 2007-11-22 | 2014-09-09 | Boehringer Ingelheim International Gmbh | Compounds |
| WO2009065922A2 (de) * | 2007-11-22 | 2009-05-28 | Boehringer Ingelheim International Gmbh | Organische verbindungen |
| EP2062889A1 (de) | 2007-11-22 | 2009-05-27 | Boehringer Ingelheim Pharma GmbH & Co. KG | Verbindungen |
| EA014100B1 (ru) * | 2008-02-21 | 2010-08-30 | Общество С Ограниченной Ответственностью "Валексфарм" | Производные 2,4-диаминопиридина, фармацевтическая композиция, лекарственное средство на их основе для лечения или предупреждения заболеваний и нарушений, вызванных гиперактивацией nmda-рецепторов и/или в качестве стимуляторов когнитивных функций и способ лечения |
| RU2438672C1 (ru) * | 2010-04-30 | 2012-01-10 | Общество с ограниченной ответственностью "Клевер Фарм" | Агент, проявляющий свойства активатора когнитивных функций (варианты) |
| WO2025124571A1 (zh) * | 2023-12-14 | 2025-06-19 | 斯莱普泰(上海)生物医药科技有限公司 | Nmda受体拮抗剂及其用途 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA9610738B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | Subtype selective nmda receptor ligands and the use thereof |
| ATE524440T1 (de) * | 1998-05-25 | 2011-09-15 | Abbott Gmbh & Co Kg | Heterocyclische substituierte amide, deren herstellung und anwendung |
| EP1088818B1 (en) | 1999-10-01 | 2004-11-03 | F. Hoffmann-La Roche Ag | Quinolin-4-yl derivatives |
| US6440995B1 (en) * | 1999-10-01 | 2002-08-27 | Hoffman-La Roche Inc. | Quinolin-4-yl derivatives |
| US6339093B1 (en) | 1999-10-08 | 2002-01-15 | Hoffmann-La Roche Inc. | Isoquinoline derivatives |
-
2002
- 2002-10-29 US US10/282,365 patent/US6831087B2/en not_active Expired - Fee Related
- 2002-11-02 CA CA002467973A patent/CA2467973C/en not_active Expired - Fee Related
- 2002-11-02 EP EP02787541A patent/EP1448547B1/en not_active Expired - Lifetime
- 2002-11-02 ES ES02787541T patent/ES2240829T3/es not_active Expired - Lifetime
- 2002-11-02 AT AT02787541T patent/ATE293619T1/de not_active IP Right Cessation
- 2002-11-02 CN CNB028222512A patent/CN100516061C/zh not_active Expired - Fee Related
- 2002-11-02 WO PCT/EP2002/012240 patent/WO2003040128A1/en not_active Ceased
- 2002-11-02 DE DE60203820T patent/DE60203820T2/de not_active Expired - Lifetime
- 2002-11-02 MX MXPA04004308A patent/MXPA04004308A/es active IP Right Grant
- 2002-11-02 RU RU2004117595/04A patent/RU2303037C2/ru not_active IP Right Cessation
- 2002-11-02 KR KR1020047007031A patent/KR100589995B1/ko not_active Expired - Fee Related
- 2002-11-02 BR BR0213977-4A patent/BR0213977A/pt not_active IP Right Cessation
- 2002-11-02 PL PL02369544A patent/PL369544A1/xx unknown
- 2002-11-02 AU AU2002351816A patent/AU2002351816B8/en not_active Ceased
- 2002-11-02 JP JP2003542174A patent/JP4188837B2/ja not_active Expired - Fee Related
- 2002-11-06 AR ARP020104227A patent/AR037221A1/es unknown
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