JP2009544675A - 置換されたイミダゾロン誘導体、製造方法及び使用 - Google Patents
置換されたイミダゾロン誘導体、製造方法及び使用 Download PDFInfo
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- JP2009544675A JP2009544675A JP2009521318A JP2009521318A JP2009544675A JP 2009544675 A JP2009544675 A JP 2009544675A JP 2009521318 A JP2009521318 A JP 2009521318A JP 2009521318 A JP2009521318 A JP 2009521318A JP 2009544675 A JP2009544675 A JP 2009544675A
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- Prior art keywords
- methyl
- butyl
- oxy
- carboxy
- biphenyl
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- 238000004519 manufacturing process Methods 0.000 title claims description 4
- WZELXJBMMZFDDU-UHFFFAOYSA-N Imidazol-2-one Chemical class O=C1N=CC=N1 WZELXJBMMZFDDU-UHFFFAOYSA-N 0.000 title abstract description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
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- -1 3 ′-((1-carboxy-1,1-dimethylmethyl) oxy) biphenyl-4-yl Chemical group 0.000 claims description 295
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 275
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 74
- 238000011282 treatment Methods 0.000 claims description 65
- 125000000217 alkyl group Chemical group 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 63
- 125000003118 aryl group Chemical group 0.000 claims description 52
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 38
- 239000007787 solid Substances 0.000 claims description 35
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 32
- 125000000623 heterocyclic group Chemical group 0.000 claims description 30
- 125000003342 alkenyl group Chemical group 0.000 claims description 27
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 27
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- 125000005843 halogen group Chemical group 0.000 claims description 19
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 5
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- PZJFUNZDCRKXPZ-UHFFFAOYSA-N 2,5-dihydro-1h-tetrazole Chemical compound C1NNN=N1 PZJFUNZDCRKXPZ-UHFFFAOYSA-N 0.000 claims description 2
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- MMTBZWCELFXGOK-UHFFFAOYSA-N 2-[3-[4-[(2-butyl-5-oxo-4-phenyl-4h-imidazol-1-yl)methyl]benzoyl]phenoxy]-2-methylpropanoic acid Chemical compound CCCCC1=NC(C=2C=CC=CC=2)C(=O)N1CC(C=C1)=CC=C1C(=O)C1=CC=CC(OC(C)(C)C(O)=O)=C1 MMTBZWCELFXGOK-UHFFFAOYSA-N 0.000 claims description 2
- PSSACIZQBPYDSL-UHFFFAOYSA-N 2-[3-[4-[(2-butyl-5-oxo-4-phenyl-4h-imidazol-1-yl)methyl]phenyl]phenoxy]-2-methylpropanoic acid Chemical compound CCCCC1=NC(C=2C=CC=CC=2)C(=O)N1CC(C=C1)=CC=C1C1=CC=CC(OC(C)(C)C(O)=O)=C1 PSSACIZQBPYDSL-UHFFFAOYSA-N 0.000 claims description 2
- DOMSQRZPCGHIHB-UHFFFAOYSA-N 2-[4-[4-[(2-butyl-5-oxo-4-phenyl-4h-imidazol-1-yl)methyl]benzoyl]phenoxy]-2-methylpropanoic acid Chemical compound CCCCC1=NC(C=2C=CC=CC=2)C(=O)N1CC(C=C1)=CC=C1C(=O)C1=CC=C(OC(C)(C)C(O)=O)C=C1 DOMSQRZPCGHIHB-UHFFFAOYSA-N 0.000 claims description 2
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- 206010019280 Heart failures Diseases 0.000 claims description 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical group [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 2
- 230000002253 anti-ischaemic effect Effects 0.000 claims description 2
- 239000000924 antiasthmatic agent Substances 0.000 claims description 2
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims description 2
- 125000002560 nitrile group Chemical group 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 229910052711 selenium Inorganic materials 0.000 claims description 2
- VZAKJEDGHNBXGU-UHFFFAOYSA-N 2-[3-[4-[(2-butyl-4,4-dimethyl-5-oxoimidazol-1-yl)methyl]phenyl]phenoxy]-2-methylpropanoic acid Chemical compound CCCCC1=NC(C)(C)C(=O)N1CC1=CC=C(C=2C=C(OC(C)(C)C(O)=O)C=CC=2)C=C1 VZAKJEDGHNBXGU-UHFFFAOYSA-N 0.000 claims 1
- JLXDYEUOHJWZTI-UHFFFAOYSA-N C1CCC(CC1)N2C=NCC2=O Chemical compound C1CCC(CC1)N2C=NCC2=O JLXDYEUOHJWZTI-UHFFFAOYSA-N 0.000 claims 1
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 177
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 34
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0606752A FR2903984B1 (fr) | 2006-07-24 | 2006-07-24 | Derives d'imidazolones substitues, preparation et utilisations |
| PCT/FR2007/051716 WO2008012470A2 (fr) | 2006-07-24 | 2007-07-24 | Derives d'imidazolones substitues, preparation et utilisations |
Publications (2)
| Publication Number | Publication Date |
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| JP2009544675A true JP2009544675A (ja) | 2009-12-17 |
| JP2009544675A5 JP2009544675A5 (enExample) | 2010-07-22 |
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| JP2009521318A Pending JP2009544675A (ja) | 2006-07-24 | 2007-07-24 | 置換されたイミダゾロン誘導体、製造方法及び使用 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017524704A (ja) * | 2014-08-13 | 2017-08-31 | シャンハイ シェイルテック テクノロジー カンパニー リミテッド | カルボン酸化合物、その製造方法および使用 |
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| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
| EP2552209A4 (en) * | 2010-03-26 | 2014-01-22 | Merck Sharp & Dohme | NEW SPIROIMIDAZOLON DERIVATIVES AS GLUCAGON RECEPTOR ANTAGONISTS, COMPOSITIONS AND METHOD FOR THEIR USE |
| EP2582709B1 (de) | 2010-06-18 | 2018-01-24 | Sanofi | Azolopyridin-3-on-derivate als inhibitoren von lipasen und phospholipasen |
| US8530413B2 (en) | 2010-06-21 | 2013-09-10 | Sanofi | Heterocyclically substituted methoxyphenyl derivatives with an oxo group, processes for preparation thereof and use thereof as medicaments |
| TW201215387A (en) | 2010-07-05 | 2012-04-16 | Sanofi Aventis | Spirocyclically substituted 1,3-propane dioxide derivatives, processes for preparation thereof and use thereof as a medicament |
| TW201221505A (en) | 2010-07-05 | 2012-06-01 | Sanofi Sa | Aryloxyalkylene-substituted hydroxyphenylhexynoic acids, process for preparation thereof and use thereof as a medicament |
| TW201215388A (en) | 2010-07-05 | 2012-04-16 | Sanofi Sa | (2-aryloxyacetylamino)phenylpropionic acid derivatives, processes for preparation thereof and use thereof as medicaments |
| US8633231B2 (en) | 2010-07-13 | 2014-01-21 | Merck Sharp & Dohme Corp. | Substituted imidazolones, compositions containing such compounds and methods of use |
| WO2013037390A1 (en) | 2011-09-12 | 2013-03-21 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| WO2013045413A1 (en) | 2011-09-27 | 2013-04-04 | Sanofi | 6-(4-hydroxy-phenyl)-3-alkyl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| DK3013796T3 (da) * | 2013-06-27 | 2020-03-16 | Lg Chemical Ltd | Biarylderivater som gpr120-agonister |
| CA2934257C (en) | 2013-12-17 | 2022-06-07 | Janssen Pharmaceutica Nv | Imidazolin-5-one derivative useful as fasn inhibitors for the treatment of cancer |
| CN104177298B (zh) * | 2014-09-18 | 2018-10-02 | 湘潭大学 | 4,4-二取代-4,5-二氢-1h–咪唑-5-酮、衍生物及其合成方法 |
| CN108348486A (zh) | 2015-07-17 | 2018-07-31 | 巴斯德研究院 | 用作卫星细胞自我更新和/或分化的启动子的5-羟色胺1b受体激动剂 |
| WO2017043092A1 (en) * | 2015-09-11 | 2017-03-16 | Raqualia Pharma Inc. | Imidazolinone derivatives as trpm8 antagonists |
| EP3436434B1 (en) | 2016-03-31 | 2020-07-08 | Oncternal Therapeutics, Inc. | Indoline analogs and uses thereof |
| US20190290641A1 (en) | 2016-07-15 | 2019-09-26 | Institut Pasteur | 5-hydroxytryptamine 1b receptor-stimulating agent for skin and/or hair repair |
| CN113121394B (zh) * | 2019-12-30 | 2022-11-08 | 中国药科大学 | 一种苯氧乙酸类衍生物的制备方法 |
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| WO2004082621A2 (en) * | 2003-03-15 | 2004-09-30 | Bethesda Pharmaceuticals, Inc. | Novel ppar agonists, pharmaceutical compositions and uses thereof |
| JP2005517643A (ja) * | 2001-11-30 | 2005-06-16 | イーライ・リリー・アンド・カンパニー | ペルオキシソーム増殖因子活性化受容体アゴニスト |
| JP2006515566A (ja) * | 2002-08-10 | 2006-06-01 | ベセスダ ファーマシューティカルズ, インコーポレイテッド | 体液貯溜、浮腫またはうっ血性心不全を誘発しない新規pparリガンド |
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2006
- 2006-07-24 FR FR0606752A patent/FR2903984B1/fr not_active Expired - Fee Related
-
2007
- 2007-07-24 CA CA002658625A patent/CA2658625A1/fr not_active Abandoned
- 2007-07-24 KR KR1020097003832A patent/KR20090038469A/ko not_active Withdrawn
- 2007-07-24 US US12/309,642 patent/US20100004159A1/en not_active Abandoned
- 2007-07-24 MX MX2009000900A patent/MX2009000900A/es active IP Right Grant
- 2007-07-24 EA EA200900211A patent/EA200900211A1/ru unknown
- 2007-07-24 JP JP2009521318A patent/JP2009544675A/ja active Pending
- 2007-07-24 CN CNA2007800352070A patent/CN101522192A/zh active Pending
- 2007-07-24 WO PCT/FR2007/051716 patent/WO2008012470A2/fr not_active Ceased
- 2007-07-24 EP EP07823633A patent/EP2049107A2/fr not_active Withdrawn
- 2007-07-24 BR BRPI0715326-0A patent/BRPI0715326A2/pt not_active IP Right Cessation
- 2007-07-24 NZ NZ575011A patent/NZ575011A/en not_active IP Right Cessation
- 2007-07-24 AU AU2007279135A patent/AU2007279135A1/en not_active Abandoned
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2009
- 2009-01-22 NO NO20090348A patent/NO20090348L/no not_active Application Discontinuation
- 2009-01-22 IL IL196671A patent/IL196671A0/en unknown
- 2009-02-23 ZA ZA200901268A patent/ZA200901268B/xx unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2005517643A (ja) * | 2001-11-30 | 2005-06-16 | イーライ・リリー・アンド・カンパニー | ペルオキシソーム増殖因子活性化受容体アゴニスト |
| JP2006515566A (ja) * | 2002-08-10 | 2006-06-01 | ベセスダ ファーマシューティカルズ, インコーポレイテッド | 体液貯溜、浮腫またはうっ血性心不全を誘発しない新規pparリガンド |
| WO2004082621A2 (en) * | 2003-03-15 | 2004-09-30 | Bethesda Pharmaceuticals, Inc. | Novel ppar agonists, pharmaceutical compositions and uses thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017524704A (ja) * | 2014-08-13 | 2017-08-31 | シャンハイ シェイルテック テクノロジー カンパニー リミテッド | カルボン酸化合物、その製造方法および使用 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101522192A (zh) | 2009-09-02 |
| EP2049107A2 (fr) | 2009-04-22 |
| BRPI0715326A2 (pt) | 2013-08-13 |
| NO20090348L (no) | 2009-04-24 |
| ZA200901268B (en) | 2010-04-28 |
| FR2903984A1 (fr) | 2008-01-25 |
| IL196671A0 (en) | 2009-11-18 |
| WO2008012470A3 (fr) | 2008-03-20 |
| US20100004159A1 (en) | 2010-01-07 |
| MX2009000900A (es) | 2009-06-18 |
| NZ575011A (en) | 2011-12-22 |
| KR20090038469A (ko) | 2009-04-20 |
| FR2903984B1 (fr) | 2008-10-03 |
| CA2658625A1 (fr) | 2008-01-31 |
| EA200900211A1 (ru) | 2009-06-30 |
| WO2008012470A2 (fr) | 2008-01-31 |
| AU2007279135A1 (en) | 2008-01-31 |
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