JP2012504585A5 - - Google Patents
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- Publication number
- JP2012504585A5 JP2012504585A5 JP2011529616A JP2011529616A JP2012504585A5 JP 2012504585 A5 JP2012504585 A5 JP 2012504585A5 JP 2011529616 A JP2011529616 A JP 2011529616A JP 2011529616 A JP2011529616 A JP 2011529616A JP 2012504585 A5 JP2012504585 A5 JP 2012504585A5
- Authority
- JP
- Japan
- Prior art keywords
- salt
- compound
- dronedarone
- formula
- preparation
- 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
- 238000000034 method Methods 0.000 claims 34
- 150000003839 salts Chemical class 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 9
- ZQTNQVWKHCQYLQ-UHFFFAOYSA-N dronedarone Chemical compound C1=CC(OCCCN(CCCC)CCCC)=CC=C1C(=O)C1=C(CCCC)OC2=CC=C(NS(C)(=O)=O)C=C12 ZQTNQVWKHCQYLQ-UHFFFAOYSA-N 0.000 claims 9
- 229960002084 dronedarone Drugs 0.000 claims 9
- 238000006243 chemical reaction Methods 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 238000002360 preparation method Methods 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 239000012453 solvate Chemical class 0.000 claims 3
- ZJZKLBXEGZKOBW-UHFFFAOYSA-N (2-butyl-5-nitro-1-benzofuran-3-yl)-(4-hydroxyphenyl)methanone Chemical compound CCCCC=1OC2=CC=C([N+]([O-])=O)C=C2C=1C(=O)C1=CC=C(O)C=C1 ZJZKLBXEGZKOBW-UHFFFAOYSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 238000002425 crystallisation Methods 0.000 claims 2
- 230000008025 crystallization Effects 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 238000002156 mixing Methods 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 239000002245 particle Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 238000001556 precipitation Methods 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000004703 alkoxides Chemical class 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 150000002466 imines Chemical class 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- -1 methylsulfonylamino Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 238000005580 one pot reaction Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229940124531 pharmaceutical excipient Drugs 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229920001983 poloxamer Polymers 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/GB2008/003341 WO2009044143A2 (en) | 2007-10-02 | 2008-10-02 | Process for preparing benzofurans |
| GBPCT/GB2008/003341 | 2008-10-02 | ||
| US20281209P | 2009-04-08 | 2009-04-08 | |
| US61/202,812 | 2009-04-08 | ||
| PCT/GB2009/002346 WO2010038029A1 (en) | 2008-10-02 | 2009-10-02 | New process for preparing diketones and medicaments |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012504585A JP2012504585A (ja) | 2012-02-23 |
| JP2012504585A5 true JP2012504585A5 (https=) | 2012-11-22 |
| JP5654994B2 JP5654994B2 (ja) | 2015-01-14 |
Family
ID=41381667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011529616A Expired - Fee Related JP5654994B2 (ja) | 2008-10-02 | 2009-10-02 | ジケトン及び薬剤を製造するための新しいプロセス |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20120046356A1 (https=) |
| EP (1) | EP2356100A1 (https=) |
| JP (1) | JP5654994B2 (https=) |
| CN (1) | CN102171200B (https=) |
| BR (1) | BRPI0919578A2 (https=) |
| WO (1) | WO2010038029A1 (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0719180D0 (en) | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
| US20120122971A1 (en) * | 2009-04-08 | 2012-05-17 | Cambrex Karlskoga Ab | New process for preparing hydroxylamines and medicaments |
| FR2958290B1 (fr) | 2010-03-30 | 2012-10-19 | Sanofi Aventis | Procede de preparation de derives de sulfonamido-benzofurane |
| HUP1000330A2 (en) | 2010-06-18 | 2011-12-28 | Sanofi Sa | Process for the preparation of dronedarone and the novel intermediates |
| FR2963006B1 (fr) | 2010-07-21 | 2013-03-15 | Sanofi Aventis | Procede de preparation de derives de nitro-benzofurane |
| EP2452938A1 (en) | 2010-11-12 | 2012-05-16 | LEK Pharmaceuticals d.d. | Process for the preparation of 3-aroyl-5-aminobenzofuran derivatives |
| HUP1100165A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Process for preparation of dronedarone by n-butylation |
| HUP1100167A2 (en) | 2011-03-29 | 2012-11-28 | Sanofi Sa | Process for preparation of dronedarone by mesylation |
| FR2983198B1 (fr) | 2011-11-29 | 2013-11-15 | Sanofi Sa | Procede de preparation de derives de 5-amino-benzoyl-benzofurane |
| EP2617718A1 (en) | 2012-01-20 | 2013-07-24 | Sanofi | Process for preparation of dronedarone by the use of dibutylaminopropanol reagent |
| US9221778B2 (en) | 2012-02-13 | 2015-12-29 | Sanofi | Process for preparation of dronedarone by removal of hydroxyl group |
| US9249119B2 (en) | 2012-02-14 | 2016-02-02 | Sanofi | Process for the preparation of dronedarone by oxidation of a sulphenyl group |
| US9382223B2 (en) | 2012-02-22 | 2016-07-05 | Sanofi | Process for preparation of dronedarone by oxidation of a hydroxyl group |
| WO2013178337A1 (en) | 2012-05-31 | 2013-12-05 | Sanofi | Process for preparation of dronedarone by grignard reaction |
| US11671312B2 (en) | 2014-10-09 | 2023-06-06 | Splunk Inc. | Service detail monitoring console |
| US11455590B2 (en) | 2014-10-09 | 2022-09-27 | Splunk Inc. | Service monitoring adaptation for maintenance downtime |
| US11501238B2 (en) * | 2014-10-09 | 2022-11-15 | Splunk Inc. | Per-entity breakdown of key performance indicators |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE79173C (de) * | FARBWERKE VORM. MEISTER LUCIUS & BRÜNING, Höchst a. M | Verfahren zur Darstellung der drei isomeren 7-Phenolchinoline | ||
| WO1987004344A1 (en) * | 1986-01-17 | 1987-07-30 | Pfizer Inc. | Hydroxyacetic acid derivatives for the treatment of diabetic complications |
| JPS63139180A (ja) * | 1986-12-02 | 1988-06-10 | Tanabe Seiyaku Co Ltd | カルボン酸誘導体 |
| KR0168056B1 (ko) * | 1990-04-26 | 1999-03-20 | 베르너 발데크 | 선형 1,3-디케톤의 제조방법 |
| DE59106640D1 (de) * | 1990-04-26 | 1995-11-16 | Ciba Geigy Ag | Verfahren zur Herstellung von 1,3-Diketonen. |
| FR2665444B1 (fr) * | 1990-08-06 | 1992-11-27 | Sanofi Sa | Derives d'amino-benzofuranne, benzothiophene ou indole, leur procede de preparation ainsi que les compositions les contenant. |
| US6143935A (en) * | 1997-06-03 | 2000-11-07 | Eastman Chemical Company | Process for the preparation of 1,3-dicarbonyl compounds |
| JP2002371076A (ja) * | 2001-06-14 | 2002-12-26 | Sumitomo Seika Chem Co Ltd | ２−アルキル−３−アシルベンゾフラン類の製造方法 |
| JP2004098597A (ja) * | 2002-09-12 | 2004-04-02 | Seiko Epson Corp | 印刷品質に優れた画像を実現する印刷方法 |
| KR20050083761A (ko) * | 2002-12-02 | 2005-08-26 | 후지사와 야꾸힝 고교 가부시키가이샤 | Ｃｏｘ－ｉ저해제로서 유용한 피라졸 유도체 |
| GB0719180D0 (en) * | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
-
2009
- 2009-10-02 EP EP09736627A patent/EP2356100A1/en not_active Withdrawn
- 2009-10-02 WO PCT/GB2009/002346 patent/WO2010038029A1/en not_active Ceased
- 2009-10-02 JP JP2011529616A patent/JP5654994B2/ja not_active Expired - Fee Related
- 2009-10-02 US US13/122,208 patent/US20120046356A1/en not_active Abandoned
- 2009-10-02 BR BRPI0919578A patent/BRPI0919578A2/pt not_active Application Discontinuation
- 2009-10-02 CN CN200980139201.7A patent/CN102171200B/zh not_active Expired - Fee Related
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