JP2002516314A - 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 - Google Patents
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Info
- Publication number
- JP2002516314A JP2002516314A JP2000550832A JP2000550832A JP2002516314A JP 2002516314 A JP2002516314 A JP 2002516314A JP 2000550832 A JP2000550832 A JP 2000550832A JP 2000550832 A JP2000550832 A JP 2000550832A JP 2002516314 A JP2002516314 A JP 2002516314A
- Authority
- JP
- Japan
- Prior art keywords
- carboxamide
- indole
- alkyl
- benzylpiperidinyl
- compound according
- 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
Links
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- 201000010099 disease Diseases 0.000 title description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title description 13
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- 125000000217 alkyl group Chemical group 0.000 claims abstract description 64
- 125000001424 substituent group Chemical group 0.000 claims abstract description 36
- 125000005843 halogen group Chemical group 0.000 claims abstract description 24
- 125000003118 aryl group Chemical group 0.000 claims abstract description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 18
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 14
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- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 7
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 7
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 7
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 3
- -1 N- (4-pyridylmethyl)-( - benzyl-piperidinylmethyl) - indole - N-methylacetyl- (4-benzylpiperidinyl) -indole-5-carboxamide Chemical compound 0.000 claims description 49
- 238000006243 chemical reaction Methods 0.000 claims description 40
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 38
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- 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 claims description 4
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- VVDLGDFMJJGBIW-UHFFFAOYSA-N 2-[4-benzyl-3-(2,2,2-trifluoroacetyl)piperidin-1-yl]-1h-indole-5-carboxamide Chemical compound C=1C2=CC(C(=O)N)=CC=C2NC=1N(CC1C(=O)C(F)(F)F)CCC1CC1=CC=CC=C1 VVDLGDFMJJGBIW-UHFFFAOYSA-N 0.000 claims description 3
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- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 2
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- CHZJGXQHTNZZIX-UHFFFAOYSA-N n-(4-benzyl-2-chloropiperidin-1-yl)-1h-indole-5-carboxamide Chemical compound C1CN(NC(=O)C=2C=C3C=CNC3=CC=2)C(Cl)CC1CC1=CC=CC=C1 CHZJGXQHTNZZIX-UHFFFAOYSA-N 0.000 claims description 2
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- 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 claims 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 claims 1
- HUPVBFQYJHFONM-UHFFFAOYSA-N 2-(4-fluorophenyl)acetamide Chemical compound NC(=O)CC1=CC=C(F)C=C1 HUPVBFQYJHFONM-UHFFFAOYSA-N 0.000 claims 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 claims 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 claims 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 claims 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 claims 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 claims 1
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Classifications
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- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
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- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Neurology (AREA)
- Transplantation (AREA)
- Ophthalmology & Optometry (AREA)
- Biomedical Technology (AREA)
- Vascular Medicine (AREA)
- Neurosurgery (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
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 US6130235A (en) | 1998-05-22 | 1998-08-03 | Compounds and methods to treat cardiac failure and other disorders |
| US09/128,137 | 1998-08-03 | ||
| 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 true JP2002516314A (ja) | 2002-06-04 |
| JP2002516314A5 JP2002516314A5 (https=) | 2006-06-29 |
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| 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=) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007502783A (ja) * | 2003-08-18 | 2007-02-15 | ハー・ルンドベック・アクチエゼルスカベット | トランス−４−（（１ｒ，３ｓ）−６−クロロ−３−フェニルインダン−１−イル）−１，２，２−トリメチルピペラジンのコハク酸塩およびマロン酸塩、および薬剤としての使用方法 |
| WO2007099828A1 (ja) * | 2006-02-23 | 2007-09-07 | Shionogi & Co., Ltd. | 環式基で置換された含窒素複素環誘導体 |
| JP2009514886A (ja) * | 2005-11-04 | 2009-04-09 | アミラ ファーマシューティカルス，インコーポレーテッド | ５−リポキシゲナーゼ活性化タンパク質（ｆｌａｐ）阻害剤 |
| JP2013538209A (ja) * | 2010-08-25 | 2013-10-10 | 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 |
Families Citing this family (52)
| 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 |
| EP1019394A1 (en) | 1997-05-22 | 2000-07-19 | G.D. Searle & Co. | PYRAZOLE DERIVATIVES AS p38 KINASE INHIBITORS |
| US6979686B1 (en) | 2001-12-07 | 2005-12-27 | Pharmacia Corporation | Substituted pyrazoles as p38 kinase inhibitors |
| 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 |
| US6589954B1 (en) | 1998-05-22 | 2003-07-08 | 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 |
| MXPA01002173A (es) * | 1998-08-28 | 2003-07-14 | Scios Inc | Inhibidores de p38-alfa cinasa. |
| DE69914357T2 (de) | 1998-11-04 | 2004-11-11 | Smithkline Beecham Corp. | Pyridin-4-yl oder pyrimidin-4-yl substituierte pyrazine |
| RU2278115C2 (ru) * | 1999-05-21 | 2006-06-20 | Сайос Инк. | ПРОИЗВОДНЫЕ ИНДОЛЬНОГО РЯДА В КАЧЕСТВЕ ИНГИБИТОРОВ p38 КИНАЗЫ |
| 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 |
| 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 |
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- 1999-05-21 CN CNB998071528A patent/CN1229351C/zh not_active Expired - Fee Related
- 1999-05-21 JP JP2000550832A patent/JP2002516314A/ja active Pending
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- 1999-05-21 HU HU0203657A patent/HUP0203657A3/hu unknown
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- 1999-05-21 DE DE69929689T patent/DE69929689T2/de not_active Expired - Fee Related
- 1999-05-21 AU AU40920/99A patent/AU769465B2/en not_active Ceased
- 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 WO PCT/US1999/011222 patent/WO1999061426A1/en not_active Ceased
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| JP2007502783A (ja) * | 2003-08-18 | 2007-02-15 | ハー・ルンドベック・アクチエゼルスカベット | トランス−４−（（１ｒ，３ｓ）−６−クロロ−３−フェニルインダン−１−イル）−１，２，２−トリメチルピペラジンのコハク酸塩およびマロン酸塩、および薬剤としての使用方法 |
| JP2007502784A (ja) * | 2003-08-18 | 2007-02-15 | ハー・ルンドベック・アクチエゼルスカベット | トランス−１−（６−クロロ−３−フェニルインダン−１−イル）−３，３−ジメチルピペラジン |
| JP2009514886A (ja) * | 2005-11-04 | 2009-04-09 | アミラ ファーマシューティカルス，インコーポレーテッド | ５−リポキシゲナーゼ活性化タンパク質（ｆｌａｐ）阻害剤 |
| WO2007099828A1 (ja) * | 2006-02-23 | 2007-09-07 | Shionogi & Co., Ltd. | 環式基で置換された含窒素複素環誘導体 |
| JP2013538209A (ja) * | 2010-08-25 | 2013-10-10 | 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 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1305464A (zh) | 2001-07-25 |
| AU2004201809A1 (en) | 2004-05-27 |
| CA2332459A1 (en) | 1999-12-02 |
| AU769465B2 (en) | 2004-01-29 |
| WO1999061426A1 (en) | 1999-12-02 |
| NO20005881D0 (no) | 2000-11-21 |
| ES2258331T3 (es) | 2006-08-16 |
| DE69929689D1 (de) | 2006-04-13 |
| HK1034707A1 (en) | 2001-11-02 |
| EP1080078A1 (en) | 2001-03-07 |
| KR100605140B1 (ko) | 2006-07-28 |
| KR20010070946A (ko) | 2001-07-28 |
| NO20005881L (no) | 2001-01-09 |
| HUP0203657A2 (hu) | 2003-03-28 |
| NO320299B1 (no) | 2005-11-21 |
| EP1080078B1 (en) | 2006-02-01 |
| AU4092099A (en) | 1999-12-13 |
| NZ508790A (en) | 2003-10-31 |
| HUP0203657A3 (en) | 2005-03-29 |
| DE69929689T2 (de) | 2006-11-02 |
| ATE316961T1 (de) | 2006-02-15 |
| BR9911069A (pt) | 2001-02-06 |
| CN1229351C (zh) | 2005-11-30 |
| PL346345A1 (en) | 2002-02-11 |
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