JP2006500369A5 - - Google Patents
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- Publication number
- JP2006500369A5 JP2006500369A5 JP2004529997A JP2004529997A JP2006500369A5 JP 2006500369 A5 JP2006500369 A5 JP 2006500369A5 JP 2004529997 A JP2004529997 A JP 2004529997A JP 2004529997 A JP2004529997 A JP 2004529997A JP 2006500369 A5 JP2006500369 A5 JP 2006500369A5
- Authority
- JP
- Japan
- Prior art keywords
- benzimidazol
- phenyl
- oxo
- chlorothiophen
- acetamide
- 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
- -1 pyrazolone-1-yl Chemical group 0.000 claims description 227
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 239000012453 solvate Substances 0.000 claims description 10
- 125000004076 pyridyl group Chemical group 0.000 claims description 8
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 4
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 claims description 3
- GPNOAROJFAEWFS-UHFFFAOYSA-N 1-[4-[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]amino]phenyl]piperidin-2-one Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(NC=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 GPNOAROJFAEWFS-UHFFFAOYSA-N 0.000 claims description 2
- ATAKWPWJMUBPFT-UHFFFAOYSA-N 1-[4-[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]methoxy]phenyl]piperidin-2-one Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(COC=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 ATAKWPWJMUBPFT-UHFFFAOYSA-N 0.000 claims description 2
- UNQMKHXVPSVSKD-UHFFFAOYSA-N 1-[4-[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]oxy]phenyl]piperidin-2-one Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(OC=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 UNQMKHXVPSVSKD-UHFFFAOYSA-N 0.000 claims description 2
- TWIGIXZMJGFYBB-UHFFFAOYSA-N 2-[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]-n-[4-(3-oxomorpholin-4-yl)phenyl]-3-phenylpropanamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(C(CC=3C=CC=CC=3)C(=O)NC=3C=CC(=CC=3)N3C(COCC3)=O)=CC=C2N1 TWIGIXZMJGFYBB-UHFFFAOYSA-N 0.000 claims description 2
- JLXGEDHKNZOFGL-UHFFFAOYSA-N 2-[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]-n-[4-(3-oxomorpholin-4-yl)phenyl]acetamide Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(CC(=O)NC=3C=CC(=CC=3)N3C(COCC3)=O)=CC=C2N1 JLXGEDHKNZOFGL-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- HCUOEKSZWPGJIM-IYNMRSRQSA-N (e,2z)-2-hydroxyimino-6-methoxy-4-methyl-5-nitrohex-3-enamide Chemical compound COCC([N+]([O-])=O)\C(C)=C\C(=N\O)\C(N)=O HCUOEKSZWPGJIM-IYNMRSRQSA-N 0.000 claims 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000000676 alkoxyimino group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 125000001786 isothiazolyl group Chemical group 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 2
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000000464 thioxo group Chemical group S=* 0.000 claims 2
- 125000004306 triazinyl group Chemical group 0.000 claims 2
- LGHUSLFUQLHXSS-UHFFFAOYSA-N 1-[4-[[[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]methylamino]methyl]phenyl]piperidin-2-one Chemical compound S1C(Cl)=CC=C1C1=NC2=CC(CNCC=3C=CC(=CC=3)N3C(CCCC3)=O)=CC=C2N1 LGHUSLFUQLHXSS-UHFFFAOYSA-N 0.000 claims 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 1
- 229940080818 propionamide Drugs 0.000 claims 1
- JVTMDVFGRFFOOB-UHFFFAOYSA-N (1-pyridin-4-ylpiperidin-4-yl)methanamine Chemical compound C1CC(CN)CCN1C1=CC=NC=C1 JVTMDVFGRFFOOB-UHFFFAOYSA-N 0.000 description 1
- QILAIGZHEOJTNQ-UHFFFAOYSA-N 1-(4-amino-2-methylphenyl)pyrrolidin-2-one Chemical compound CC1=CC(N)=CC=C1N1C(=O)CCC1 QILAIGZHEOJTNQ-UHFFFAOYSA-N 0.000 description 1
- LXFHLDJQBIZFOP-UHFFFAOYSA-N 1-(4-aminophenyl)pyridin-2-one Chemical compound C1=CC(N)=CC=C1N1C(=O)C=CC=C1 LXFHLDJQBIZFOP-UHFFFAOYSA-N 0.000 description 1
- IOMOVAPYJQVJDK-UHFFFAOYSA-N 1-(4-aminophenyl)pyrrolidin-2-one Chemical compound C1=CC(N)=CC=C1N1C(=O)CCC1 IOMOVAPYJQVJDK-UHFFFAOYSA-N 0.000 description 1
- IGFLLQNIGPBMTN-UHFFFAOYSA-N 1-[4-(aminomethyl)phenyl]piperidin-2-one Chemical compound C1=CC(CN)=CC=C1N1C(=O)CCCC1 IGFLLQNIGPBMTN-UHFFFAOYSA-N 0.000 description 1
- XDSQHQMKKUKCEX-UHFFFAOYSA-N 2-[2-(5-chlorothiophen-2-yl)-3h-benzimidazol-5-yl]acetic acid Chemical compound N=1C2=CC(CC(=O)O)=CC=C2NC=1C1=CC=C(Cl)S1 XDSQHQMKKUKCEX-UHFFFAOYSA-N 0.000 description 1
- PMXCEOXNHUONQH-UHFFFAOYSA-N 4-(2-iminopiperidin-1-yl)aniline Chemical compound C1=CC(N)=CC=C1N1C(=N)CCCC1 PMXCEOXNHUONQH-UHFFFAOYSA-N 0.000 description 1
- TZVYUBXKXQNVFX-UHFFFAOYSA-N 4-(2-iminopyrrolidin-1-yl)aniline Chemical compound C1=CC(N)=CC=C1N1C(=N)CCC1 TZVYUBXKXQNVFX-UHFFFAOYSA-N 0.000 description 1
- DDXKAGIILGJQOZ-UHFFFAOYSA-N 4-(2-methylsulfonylphenyl)aniline Chemical compound CS(=O)(=O)C1=CC=CC=C1C1=CC=C(N)C=C1 DDXKAGIILGJQOZ-UHFFFAOYSA-N 0.000 description 1
- KGPAZBJHRVLNJU-UHFFFAOYSA-N 4-(4-amino-2-methylphenyl)morpholin-3-one Chemical compound CC1=CC(N)=CC=C1N1C(=O)COCC1 KGPAZBJHRVLNJU-UHFFFAOYSA-N 0.000 description 1
- BGLRVVXHGMMNKF-UHFFFAOYSA-N 4-[4-(aminomethyl)phenyl]morpholin-3-one Chemical compound C1=CC(CN)=CC=C1N1C(=O)COCC1 BGLRVVXHGMMNKF-UHFFFAOYSA-N 0.000 description 1
- 241001377010 Pila Species 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10238002A DE10238002A1 (de) | 2002-08-20 | 2002-08-20 | Benzimidazolderivate |
| PCT/EP2003/007180 WO2004017963A1 (de) | 2002-08-20 | 2003-07-04 | Benzimidazolderivate |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006500369A JP2006500369A (ja) | 2006-01-05 |
| JP2006500369A5 true JP2006500369A5 (https=) | 2006-08-24 |
| JP4668614B2 JP4668614B2 (ja) | 2011-04-13 |
Family
ID=31197107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004529997A Expired - Fee Related JP4668614B2 (ja) | 2002-08-20 | 2003-07-04 | ベンズイミダゾール誘導体 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7566789B2 (https=) |
| EP (1) | EP1558247B1 (https=) |
| JP (1) | JP4668614B2 (https=) |
| CN (1) | CN1674893A (https=) |
| AR (1) | AR041024A1 (https=) |
| AT (1) | ATE386518T1 (https=) |
| AU (1) | AU2003250890B2 (https=) |
| BR (1) | BR0313634A (https=) |
| CA (1) | CA2496139C (https=) |
| DE (2) | DE10238002A1 (https=) |
| ES (1) | ES2303606T3 (https=) |
| RU (1) | RU2005108042A (https=) |
| WO (1) | WO2004017963A1 (https=) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG2013013339A (en) * | 2002-03-13 | 2014-12-30 | Array Biopharma Inc | N3 alkylated benzimidazole derivatives as mek inhibitors |
| EP1558606A4 (en) * | 2002-10-02 | 2008-05-07 | Bristol Myers Squibb Co | DIAMINOALKYL CONTAINING LACTAM, BETA AMINO ACIDS, ALPHA AMINO ACIDS AND DERIVATIVES THEREOF AS FACTOR XA INHIBITORS |
| CA2553160C (en) * | 2003-12-29 | 2010-09-28 | Banyu Pharmaceutical Co., Ltd. | 2-heteroaryl-substituted benzimidazole derivative |
| EP1742637A4 (en) | 2004-04-23 | 2011-06-08 | Paratek Pharm Innc | TRANSCRIPTION FACTOR MODULATION COMPOUNDS AND METHODS OF USE |
| TW200720255A (en) | 2005-07-13 | 2007-06-01 | Taiho Pharmaceutical Co Ltd | Benzoimidazole compound capable of inhibiting prostaglandin d synthetase |
| AU2006295645B2 (en) * | 2005-09-30 | 2011-09-29 | Msd K.K. | 2-heteroaryl-substituted indole derivative |
| CN101605779B (zh) * | 2006-12-15 | 2013-11-20 | 百时美施贵宝公司 | 作为凝血因子xia抑制剂的芳基丙酰胺、芳基丙烯酰胺、芳基丙炔酰胺或芳基甲基脲类似物 |
| AU2008335709A1 (en) * | 2007-12-13 | 2009-06-18 | Amgen Inc. | Gamma secretase modulators |
| EP2300427A1 (en) * | 2008-05-05 | 2011-03-30 | Amgen Inc. | Urea compounds as gamma secretase modulators |
| PA8854101A1 (es) | 2008-12-18 | 2010-07-27 | Ortho Mcneil Janssen Pharm | Derivados de imidazol bicíclicos sustituidos como moduladores de gamma secretasa |
| WO2010089292A1 (en) | 2009-02-06 | 2010-08-12 | Ortho-Mcneil-Janssen Pharmaceuticals, Inc | Novel substituted bicyclic heterocyclic compounds as gamma secretase modulators |
| TWI461425B (zh) | 2009-02-19 | 2014-11-21 | Janssen Pharmaceuticals Inc | 作為伽瑪分泌酶調節劑之新穎經取代的苯并唑、苯并咪唑、唑并吡啶及咪唑并吡啶衍生物類 |
| AU2010262036B2 (en) | 2009-05-07 | 2014-10-30 | Cellzome Limited | Novel substituted indazole and aza-indazole derivatives as gamma secretase modulators |
| JP2012532912A (ja) | 2009-07-15 | 2012-12-20 | ジヤンセン・フアーマシユーチカルズ・インコーポレーテツド | ガンマセクレターゼモジュレーターとしての置換されたトリアゾールおよびイミダゾール誘導体 |
| KR101552760B1 (ko) * | 2009-12-18 | 2015-09-11 | 미쓰비시 타나베 파마 코퍼레이션 | 신규 항혈소판약 |
| BR112012017310A2 (pt) | 2010-01-15 | 2016-04-19 | Janssen Pharmaceuticals Inc | derivados de triazol substituídos como moduladores de gama secretase |
| AU2012230348A1 (en) | 2011-03-24 | 2013-08-29 | Cellzome Limited | Novel substituted triazolyl piperazine and triazolyl piperidine derivatives as gamma secretase modulators |
| KR101913135B1 (ko) | 2011-07-15 | 2018-10-30 | 얀센 파마슈티칼즈, 인코포레이티드 | 감마 세크레타제 조절 인자로서의 신규의 치환 인돌 유도체 |
| EP2736330A4 (en) * | 2011-07-29 | 2015-05-27 | Tempero Pharmaceuticals Inc | COMPOUNDS AND METHODS |
| US9181245B2 (en) | 2012-05-16 | 2015-11-10 | Janssen Pharmaceuticals, Inc. | Substituted pyrido[1,2-a]pyrazines and substituted pyrido[1,2-a][1,4]diazepines for the treatment of (inter alia) Alzheimer's disease |
| CA2889249C (en) | 2012-12-20 | 2021-02-16 | Francois Paul Bischoff | Tricyclic 3,4-dihydro-2h-pyrido[1,2-a]pyrazine-1,6-dione derivatives as gamma secretase modulators |
| CA2891755C (en) | 2013-01-17 | 2021-10-26 | Janssen Pharmaceutica Nv | Substituted pyrido-piperazinone derivatives as gamma secretase modulators |
| CN103396405A (zh) * | 2013-08-21 | 2013-11-20 | 中国药科大学 | 具有parp抑制作用的苯并咪唑-4-甲酰胺衍生物 |
| US10562897B2 (en) | 2014-01-16 | 2020-02-18 | Janssen Pharmaceutica Nv | Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators |
| WO2016018701A1 (en) * | 2014-07-28 | 2016-02-04 | Merck Sharp & Dohme Corp. | FACTOR XIa INHIBITORS |
| WO2016055790A1 (en) * | 2014-10-08 | 2016-04-14 | Redx Pharma Plc | N-pyridinyl acetamide derivatives as wnt signalling pathway inhibitors |
| CN105712937B (zh) * | 2016-02-28 | 2019-02-22 | 河北宁格生物医药科技有限公司 | 一种治疗转移性肿瘤的化合物及其用途 |
| KR20240035820A (ko) | 2021-07-09 | 2024-03-18 | 플렉시움 인코포레이티드 | Ikzf2를 조절하는 아릴 화합물 및 약학 조성물 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2641060A1 (de) * | 1976-09-11 | 1978-03-16 | Hoechst Ag | Beta-lactamverbindungen und verfahren zu ihrer herstellung |
| JP2869561B2 (ja) * | 1989-05-22 | 1999-03-10 | 大塚製薬株式会社 | 血小板粘着抑制剤 |
| JPH06759B2 (ja) | 1989-09-22 | 1994-01-05 | ファイザー製薬株式会社 | 新規なベンゾイミダゾール化合物 |
| GB9225141D0 (en) * | 1992-12-01 | 1993-01-20 | Smithkline Beecham Corp | Chemical compounds |
| DE4330959A1 (de) * | 1993-09-09 | 1995-03-16 | Schering Ag | Neue Benzimidazolderivate, Verfahren zu ihrer Herstellung und ihre pharmazeutische Verwendung |
| NZ270985A (en) * | 1994-04-29 | 1997-06-24 | Lilly Co Eli | Substituted benzimidazole derivatives; medicaments and preparation of medicaments |
| US5849759A (en) | 1995-12-08 | 1998-12-15 | Berlex Laboratories, Inc. | Naphthyl-substituted benzimidazole derivatives as anti-coagulants |
| US6150379A (en) * | 1997-11-26 | 2000-11-21 | Axys Pharmaceuticals, Inc. | Compounds and compositions as anticoagulants |
| US6344450B1 (en) * | 1999-02-09 | 2002-02-05 | Bristol-Myers Squibb Company | Lactam compounds and their use as inhibitors of serine proteases and method |
| EP1185509A2 (en) | 1999-05-24 | 2002-03-13 | Cor Therapeutics, Inc. | INHIBITORS OF FACTOR Xa |
| SI1194425T1 (sl) * | 1999-06-23 | 2005-12-31 | Sanofi Aventis Deutschland | Substituirani benzimidazoli |
| AU778042B2 (en) * | 1999-10-19 | 2004-11-11 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| CZ304344B6 (cs) | 2000-09-11 | 2014-03-19 | Novartis Vaccines & Diagnostics, Inc. | Chinolinonový derivát a jeho použití a farmaceutický prostředek s obsahem tohoto derivátu |
| US7064215B2 (en) | 2001-07-03 | 2006-06-20 | Chiron Corporation | Indazole benzimidazole compounds |
| DE10139060A1 (de) * | 2001-08-08 | 2003-02-20 | Merck Patent Gmbh | Phenylderivate |
-
2002
- 2002-08-20 DE DE10238002A patent/DE10238002A1/de not_active Withdrawn
-
2003
- 2003-07-04 CA CA2496139A patent/CA2496139C/en not_active Expired - Fee Related
- 2003-07-04 RU RU2005108042/04A patent/RU2005108042A/ru not_active Application Discontinuation
- 2003-07-04 CN CNA038198355A patent/CN1674893A/zh active Pending
- 2003-07-04 AT AT03792176T patent/ATE386518T1/de not_active IP Right Cessation
- 2003-07-04 WO PCT/EP2003/007180 patent/WO2004017963A1/de not_active Ceased
- 2003-07-04 DE DE50309217T patent/DE50309217D1/de not_active Expired - Lifetime
- 2003-07-04 AU AU2003250890A patent/AU2003250890B2/en not_active Ceased
- 2003-07-04 JP JP2004529997A patent/JP4668614B2/ja not_active Expired - Fee Related
- 2003-07-04 US US10/525,001 patent/US7566789B2/en not_active Expired - Fee Related
- 2003-07-04 ES ES03792176T patent/ES2303606T3/es not_active Expired - Lifetime
- 2003-07-04 BR BR0313634-5A patent/BR0313634A/pt not_active IP Right Cessation
- 2003-07-04 EP EP03792176A patent/EP1558247B1/de not_active Expired - Lifetime
- 2003-08-20 AR ARP030103008A patent/AR041024A1/es unknown