MX2013011257A - Proceso para la preparacion de dronedarona por n-butilacion. - Google Patents
Proceso para la preparacion de dronedarona por n-butilacion.Info
- Publication number
- MX2013011257A MX2013011257A MX2013011257A MX2013011257A MX2013011257A MX 2013011257 A MX2013011257 A MX 2013011257A MX 2013011257 A MX2013011257 A MX 2013011257A MX 2013011257 A MX2013011257 A MX 2013011257A MX 2013011257 A MX2013011257 A MX 2013011257A
- Authority
- MX
- Mexico
- Prior art keywords
- preparation
- dronedarone
- butylation
- compound
- formula
- Prior art date
Links
- 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 title abstract 2
- 229960002084 dronedarone Drugs 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/80—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Abstract
La invención se relaciona con un nuevo proceso para la preparación de la dronedarona (I) y de las sales farmacéuticamente aceptables de la misma donde el compuesto de la fórmula (II) o la sal del mismo se hacen reaccionar con un compuesto de la fórmula L-(CH2)3-CH3 (III), donde L es un grupo saliente, y para el aislamiento del producto obtenido y, si se desea, para convertirlo en una sal farmacéuticamente aceptable del mismo. La invención también se relaciona con algunos nuevos compuestos intermediarios y con la preparación de los mismos.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU1100165A HUP1100165A2 (en) | 2011-03-29 | 2011-03-29 | Process for preparation of dronedarone by n-butylation |
| PCT/HU2012/000020 WO2012131409A1 (en) | 2011-03-29 | 2012-03-27 | Process for preparation of dronedarone by n-butylation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2013011257A true MX2013011257A (es) | 2014-03-27 |
Family
ID=89990230
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2013011257A MX2013011257A (es) | 2011-03-29 | 2012-03-27 | Proceso para la preparacion de dronedarona por n-butilacion. |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US9174959B2 (es) |
| EP (1) | EP2691380A1 (es) |
| JP (1) | JP2014509640A (es) |
| KR (1) | KR20140015503A (es) |
| CN (1) | CN103562195A (es) |
| AU (1) | AU2012235910A1 (es) |
| BR (1) | BR112013025300A2 (es) |
| CA (1) | CA2831504A1 (es) |
| HU (1) | HUP1100165A2 (es) |
| IL (1) | IL228471A0 (es) |
| MX (1) | MX2013011257A (es) |
| RU (1) | RU2013147998A (es) |
| SG (1) | SG194019A1 (es) |
| WO (1) | WO2012131409A1 (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP0900759A2 (en) | 2009-12-08 | 2011-11-28 | Sanofi Aventis | Novel process for producing dronedarone |
| HUP1000010A2 (en) | 2010-01-08 | 2011-11-28 | Sanofi Sa | Process for producing dronedarone |
| FR2957079B1 (fr) | 2010-03-02 | 2012-07-27 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| FR2958290B1 (fr) | 2010-03-30 | 2012-10-19 | Sanofi Aventis | Procede de preparation de derives de sulfonamido-benzofurane |
| FR2958291B1 (fr) | 2010-04-01 | 2013-07-05 | Sanofi Aventis | Procede de preparation de derives d'amino-benzofurane |
| HUP1000330A2 (en) | 2010-06-18 | 2011-12-28 | Sanofi Sa | Process for the preparation of dronedarone and the novel intermediates |
| FR2962731B1 (fr) | 2010-07-19 | 2012-08-17 | Sanofi Aventis | Procede de preparation de derives d'amino-benzoyl-benzofurane |
| FR2963006B1 (fr) | 2010-07-21 | 2013-03-15 | Sanofi Aventis | Procede de preparation de derives de nitro-benzofurane |
| HUP1000386A2 (en) | 2010-07-22 | 2012-05-29 | Sanofi Sa | Novel process for producing dronedarone |
| 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 |
| WO2013121235A2 (en) | 2012-02-13 | 2013-08-22 | 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 |
| WO2013124745A1 (en) | 2012-02-22 | 2013-08-29 | 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 |
| CN114014876A (zh) * | 2021-12-17 | 2022-02-08 | 浙江东邦药业有限公司 | 一种甲氧基甲基头孢妥仑匹酯的制备方法 |
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| US3350450A (en) | 1963-08-12 | 1967-10-31 | Uniroyal Inc | Process of preparing aromatic amines by the catalytic hydrogenation of aromatic nitro compounds |
| US3577441A (en) | 1967-03-07 | 1971-05-04 | Warner Lambert Pharmaceutical | Nitro substituted benzofurans |
| US3657350A (en) | 1967-05-09 | 1972-04-18 | Sterling Drug Inc | Process and compositions |
| DE2337396A1 (de) | 1973-07-23 | 1975-02-13 | Hoechst Ag | Verfahren zur herstellung aromatischer 1,3-diketone |
| IE45765B1 (en) | 1976-08-19 | 1982-11-17 | Ici Ltd | Triazoles and imidazoles useful as plant fungicides and growth regulating agents |
| JPS62155269A (ja) | 1984-12-29 | 1987-07-10 | Kaken Pharmaceut Co Ltd | ベンゾフラン誘導体 |
| JPH06104663B2 (ja) | 1986-07-02 | 1994-12-21 | 旭化成工業株式会社 | 芳香族環状酸無水物の製造法 |
| US5066803A (en) | 1989-12-07 | 1991-11-19 | Sterling Drug Inc. | 2- and 3-aminomethyl-6-arylcarbonyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazines |
| 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. |
| GB9416219D0 (en) | 1994-08-11 | 1994-10-05 | Karobio Ab | Receptor ligands |
| IT1275997B1 (it) | 1995-03-31 | 1997-10-24 | Great Lakes Chemical Italia | Enammine come accelleranti di vulcanizzazione per gomme naturali o sintetiche |
| FR2800067B1 (fr) | 1999-10-21 | 2004-12-17 | Rhodia Chimie Sa | Intermediaires de fabrication d'un derive de type benzofurane ou benzothiophene nitre en position 5 et leurs utilisations |
| HUP0203205A3 (en) | 1999-10-21 | 2003-04-28 | Rhone Poulenc Chimie | Method for preparing benzofuran or benzothiophene compounds |
| FR2813308B1 (fr) | 2000-08-23 | 2005-07-01 | Sanofi Synthelabo | Aminoalkoxybenzoyl-benzofurannes ou benzothiophenes, leur procede de preparation ainsi que les compositions les contenant |
| FR2813306B1 (fr) | 2000-08-23 | 2005-10-21 | Sanofi Synthelabo | Aminoalkybenzoyl-benzofurannes ou benzothiophenes, leur procede de preparation et les compositions les contenant |
| FR2817865B1 (fr) | 2000-12-11 | 2005-02-18 | Sanofi Synthelabo | Derive aminoalkoxybenzoyle sous forme de sel, son procede de preparation et son utilisation comme intermediaire de synthese |
| FR2817864B1 (fr) | 2000-12-11 | 2003-02-21 | Sanofi Synthelabo | Derive de methanesulfonamido-benzofurane, son procede de preparation et son utilisation comme intermediaire de synthese |
| IL146389A0 (en) | 2001-11-08 | 2002-07-25 | Isp Finetech Ltd | Process for the preparation of dronedarone |
| FR2833262A1 (fr) | 2001-12-06 | 2003-06-13 | Rhodia Chimie Sa | Procede de monosulfonylation d'un compose de type aminobenzofuranne ou aminobenzothiophene |
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| FR2833259B1 (fr) | 2001-12-10 | 2004-08-27 | Oreal | Procede de preparation de 2-arylbenzofuranes, composes intermediaires, 2-arylbenzofuranes et compositions les comprenant |
| DE10237819A1 (de) | 2002-08-19 | 2004-03-04 | Bayer Ag | 5-Nitrobenzofurane |
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| GB0719180D0 (en) | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
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| EP2344467A1 (en) | 2008-10-10 | 2011-07-20 | Lonza Ltd. | Process for preparing 2-alkyl-3-aroyl-5-nitro-benzofurans |
| BRPI1010300B8 (pt) | 2009-04-08 | 2021-05-25 | Cambrex Karlskoga Ab | processos para a preparação de um composto, de dronedarone, ou um sal do mesmo, de uma formulação farmacêutica, e de um intermediário de dronedarone, ou um sal do mesmo |
| UY32582A (es) | 2009-04-28 | 2010-11-30 | Amgen Inc | Inhibidores de fosfoinositida 3 cinasa y/u objetivo mamífero |
| TW201111354A (en) | 2009-05-27 | 2011-04-01 | Sanofi Aventis | Process for the production of Dronedarone intermediates |
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| HUP0900759A2 (en) | 2009-12-08 | 2011-11-28 | Sanofi Aventis | Novel process for producing dronedarone |
| HUP1000010A2 (en) | 2010-01-08 | 2011-11-28 | Sanofi Sa | Process for producing dronedarone |
| AU2011213921A1 (en) | 2010-02-10 | 2012-08-09 | Mapi Pharma Limited | Preparation of benzofurans and use thereof as synthetic intermediates |
| IT1398317B1 (it) | 2010-02-23 | 2013-02-22 | Chimico Internaz Spa Lab | Nuovo procedimento per la preparazione del dronedarone. |
| FR2957079B1 (fr) | 2010-03-02 | 2012-07-27 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| FR2958290B1 (fr) | 2010-03-30 | 2012-10-19 | Sanofi Aventis | Procede de preparation de derives de sulfonamido-benzofurane |
| FR2958289B1 (fr) | 2010-03-30 | 2012-06-15 | Sanofi Aventis | Procede de preparation de derives de 3-ceto-benzofurane |
| FR2958291B1 (fr) | 2010-04-01 | 2013-07-05 | Sanofi Aventis | Procede de preparation de derives d'amino-benzofurane |
| CN101838252B (zh) | 2010-05-27 | 2016-05-04 | 北京德众万全医药科技有限公司 | 2-正丁基-5-取代氨基苯并呋喃及其制备方法 |
| HUP1000330A2 (en) | 2010-06-18 | 2011-12-28 | Sanofi Sa | Process for the preparation of dronedarone and the novel intermediates |
| WO2012004658A2 (en) | 2010-07-09 | 2012-01-12 | Frichem Private Limited | Process for preparation of n-[2-butyl-3-[4-[3-(dibutylamino)propoxy]benzoyl]-5-benzofuranyl]methanesulfonamide, acid addition salts and product thereof |
| FR2962731B1 (fr) | 2010-07-19 | 2012-08-17 | Sanofi Aventis | Procede de preparation de derives d'amino-benzoyl-benzofurane |
| FR2963006B1 (fr) | 2010-07-21 | 2013-03-15 | Sanofi Aventis | Procede de preparation de derives de nitro-benzofurane |
| HUP1000386A2 (en) | 2010-07-22 | 2012-05-29 | Sanofi Sa | Novel process for producing dronedarone |
| WO2012032545A1 (en) | 2010-09-08 | 2012-03-15 | Cadila Healthcare Limited | Processes for preparing dronedarone and its intermediates |
| EP2447256A1 (en) | 2010-10-21 | 2012-05-02 | Laboratorios Lesvi, S.L. | Process for obtaining dronedarone |
| FR2973027A1 (fr) | 2011-03-24 | 2012-09-28 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
| HUP1100166A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Reductive amination process for preparation of dronedarone using amine intermediary compound |
| 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 |
| WO2013014480A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Process for preparation of dronedarone using amide intermediary compound |
| WO2013014478A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Reductive amination process for preparation of dronedarone using carboxyl intermediary compound |
| WO2013014479A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Reductive animation process for preparation of dronedarone using aldehyde intermediary compound |
| 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 |
| WO2013121235A2 (en) | 2012-02-13 | 2013-08-22 | 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 |
| WO2013124745A1 (en) | 2012-02-22 | 2013-08-29 | 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 |
-
2011
- 2011-03-29 HU HU1100165A patent/HUP1100165A2/hu unknown
-
2012
- 2012-03-27 EP EP12716594.2A patent/EP2691380A1/en not_active Withdrawn
- 2012-03-27 CA CA2831504A patent/CA2831504A1/en not_active Abandoned
- 2012-03-27 RU RU2013147998/04A patent/RU2013147998A/ru not_active Application Discontinuation
- 2012-03-27 WO PCT/HU2012/000020 patent/WO2012131409A1/en not_active Ceased
- 2012-03-27 US US14/007,814 patent/US9174959B2/en active Active
- 2012-03-27 BR BR112013025300A patent/BR112013025300A2/pt not_active IP Right Cessation
- 2012-03-27 MX MX2013011257A patent/MX2013011257A/es not_active Application Discontinuation
- 2012-03-27 KR KR1020137028439A patent/KR20140015503A/ko not_active Withdrawn
- 2012-03-27 AU AU2012235910A patent/AU2012235910A1/en not_active Abandoned
- 2012-03-27 CN CN201280025765.XA patent/CN103562195A/zh active Pending
- 2012-03-27 JP JP2014501730A patent/JP2014509640A/ja active Pending
- 2012-03-27 SG SG2013073325A patent/SG194019A1/en unknown
-
2013
- 2013-09-16 IL IL228471A patent/IL228471A0/en unknown
-
2015
- 2015-09-23 US US14/863,206 patent/US9611242B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CA2831504A1 (en) | 2012-10-04 |
| JP2014509640A (ja) | 2014-04-21 |
| US9174959B2 (en) | 2015-11-03 |
| RU2013147998A (ru) | 2015-05-10 |
| US9611242B2 (en) | 2017-04-04 |
| AU2012235910A1 (en) | 2013-10-24 |
| IL228471A0 (en) | 2013-12-31 |
| SG194019A1 (en) | 2013-11-29 |
| EP2691380A1 (en) | 2014-02-05 |
| WO2012131409A1 (en) | 2012-10-04 |
| KR20140015503A (ko) | 2014-02-06 |
| US20140114081A1 (en) | 2014-04-24 |
| HUP1100165A2 (en) | 2012-12-28 |
| US20160009679A1 (en) | 2016-01-14 |
| BR112013025300A2 (pt) | 2016-07-19 |
| CN103562195A (zh) | 2014-02-05 |
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