BR112012032358A2 - processo para a preparação de dronedarona - Google Patents
processo para a preparação de dronedaronaInfo
- Publication number
- BR112012032358A2 BR112012032358A2 BR112012032358A BR112012032358A BR112012032358A2 BR 112012032358 A2 BR112012032358 A2 BR 112012032358A2 BR 112012032358 A BR112012032358 A BR 112012032358A BR 112012032358 A BR112012032358 A BR 112012032358A BR 112012032358 A2 BR112012032358 A2 BR 112012032358A2
- Authority
- BR
- Brazil
- Prior art keywords
- preparation
- formula
- dronedarone
- benzofuran
- benzoyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 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
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 abstract 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 abstract 1
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
-
- 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
-
- 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
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Cardiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
processo para a preparação de dronedarona. a presente invenção refere-se a um processo para a preparação de n-[2-n-butil-3-{4[3-di-n-butil-amino)-propóxi]-benzoil}-1-benzofuran-5-il]-metano-sulfonamida da fórmula (i) e seus sais farmaceuticamente aceitáveis, de acordo com um dos grupos metil-sulfonila do 2-n-butil-3-[(di-n-amino)-3-3propóxi)-4-benzoil]-5-bis-(metil-sulfonamido)-benzofurano da fórmula (ii) é seletivamente clivado e, caso desejado, o composto resultante da fórmula (i) é transformado em sal do mesmo.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU1000330A HUP1000330A2 (en) | 2010-06-18 | 2010-06-18 | Process for the preparation of dronedarone and the novel intermediates |
PCT/HU2011/000054 WO2011158050A1 (en) | 2010-06-18 | 2011-06-10 | Process for the preparation of dronedarone |
Publications (1)
Publication Number | Publication Date |
---|---|
BR112012032358A2 true BR112012032358A2 (pt) | 2016-11-08 |
Family
ID=89989791
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BR112012032358A BR112012032358A2 (pt) | 2010-06-18 | 2011-06-10 | processo para a preparação de dronedarona |
Country Status (15)
Country | Link |
---|---|
US (1) | US9174958B2 (pt) |
EP (1) | EP2582685A1 (pt) |
JP (1) | JP2013528641A (pt) |
KR (1) | KR20130036282A (pt) |
CN (1) | CN103068810A (pt) |
AR (1) | AR082006A1 (pt) |
AU (1) | AU2011266805A1 (pt) |
BR (1) | BR112012032358A2 (pt) |
CA (1) | CA2802918A1 (pt) |
HU (1) | HUP1000330A2 (pt) |
MX (1) | MX2012014675A (pt) |
RU (1) | RU2013102259A (pt) |
SG (1) | SG186260A1 (pt) |
TW (1) | TW201200506A (pt) |
WO (1) | WO2011158050A1 (pt) |
Families Citing this family (15)
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 |
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 |
CN102725279A (zh) * | 2010-11-08 | 2012-10-10 | 山东邹平大展新材料有限公司 | 一种盐酸决奈达隆的制备方法 |
HUP1100167A2 (en) | 2011-03-29 | 2012-11-28 | Sanofi Sa | Process for preparation of dronedarone by mesylation |
HUP1100165A2 (en) | 2011-03-29 | 2012-12-28 | Sanofi Sa | Process for preparation of dronedarone by n-butylation |
WO2012171135A1 (zh) * | 2011-06-13 | 2012-12-20 | 山东邹平大展新材料有限公司 | 一种苯并呋喃化合物、其制备方法及用途 |
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 |
WO2013121234A1 (en) | 2012-02-14 | 2013-08-22 | 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 |
US9238636B2 (en) | 2012-05-31 | 2016-01-19 | Sanofi | Process for preparation of dronedarone by Grignard reaction |
TW201536763A (zh) * | 2013-08-27 | 2015-10-01 | Gilead Sciences Inc | 製備決奈達隆或其鹽類之製程 |
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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 |
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 |
EP1222181B1 (fr) | 1999-10-21 | 2003-12-10 | Rhodia Chimie | Procede de preparation d'un compose de type benzofurane ou benzothiophene |
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 |
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 |
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 |
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 |
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 |
EP1644371B1 (en) | 2003-07-03 | 2008-02-13 | Aventis Pharmaceuticals Inc. | Pyrazoloisoquinoline derivatives as kinase inhibitors |
CN101006046A (zh) | 2004-08-24 | 2007-07-25 | 巴斯福股份公司 | 制备高纯度季铵化合物的方法 |
CN101087771A (zh) * | 2004-11-10 | 2007-12-12 | 辉瑞大药厂 | 经取代n-磺酰基氨基苄基-2-苯氧基乙酰胺化合物 |
WO2006093801A1 (en) | 2005-02-25 | 2006-09-08 | Abbott Laboratories | Thiadiazine derivatives useful as anti-infective agents |
US20070203209A1 (en) | 2005-08-18 | 2007-08-30 | Wilmin Bartolini | Useful indole compounds |
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JP2009536657A (ja) | 2006-05-10 | 2009-10-15 | レノビス, インコーポレイテッド | イオンチャンネルリガンドとしてのアミド誘導体およびそれを用いる医薬組成物および方法 |
GB0611210D0 (en) | 2006-06-07 | 2006-07-19 | Cambrex Karlskoga Ab | Process |
GB0719180D0 (en) | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
CN102171200B (zh) | 2008-10-02 | 2015-09-30 | 坎布雷卡尔斯库加公司 | 用于制备二酮类和药物的方法 |
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UY32656A (es) | 2009-05-27 | 2010-12-31 | Sanofi Aventis | Procedimiento para producir benzofuranos |
UY32657A (es) | 2009-05-27 | 2010-12-31 | Sanofi Aventis | Procedimiento para la fabricación de productos intermedios de dronedarona |
CN101993427B (zh) | 2009-08-26 | 2012-10-10 | 成都伊诺达博医药科技有限公司 | 一种制备决奈达隆的方法 |
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 |
WO2011099010A1 (en) * | 2010-02-10 | 2011-08-18 | Mapi Pharma Holdings (Cyprus) 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 |
FR2958289B1 (fr) | 2010-03-30 | 2012-06-15 | Sanofi Aventis | Procede de preparation de derives de 3-ceto-benzofurane |
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 |
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 |
FR2973027A1 (fr) | 2011-03-24 | 2012-09-28 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
HUP1100167A2 (en) | 2011-03-29 | 2012-11-28 | Sanofi Sa | Process for preparation of dronedarone by mesylation |
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 |
WO2013014479A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Reductive animation process for preparation of dronedarone using aldehyde intermediary compound |
WO2013014478A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Reductive amination process for preparation of dronedarone using carboxyl intermediary compound |
WO2013014480A1 (en) | 2011-07-26 | 2013-01-31 | Sanofi | Process for preparation of dronedarone using amide 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 |
WO2013121234A1 (en) | 2012-02-14 | 2013-08-22 | Sanofi | Process for the preparation of dronedarone by oxidation of a sulphenyl group |
-
2010
- 2010-06-18 HU HU1000330A patent/HUP1000330A2/hu unknown
-
2011
- 2011-05-30 TW TW100118793A patent/TW201200506A/zh unknown
- 2011-06-10 CN CN2011800400348A patent/CN103068810A/zh active Pending
- 2011-06-10 SG SG2012090692A patent/SG186260A1/en unknown
- 2011-06-10 CA CA2802918A patent/CA2802918A1/en not_active Abandoned
- 2011-06-10 BR BR112012032358A patent/BR112012032358A2/pt not_active IP Right Cessation
- 2011-06-10 MX MX2012014675A patent/MX2012014675A/es not_active Application Discontinuation
- 2011-06-10 RU RU2013102259/04A patent/RU2013102259A/ru not_active Application Discontinuation
- 2011-06-10 WO PCT/HU2011/000054 patent/WO2011158050A1/en active Application Filing
- 2011-06-10 AU AU2011266805A patent/AU2011266805A1/en not_active Abandoned
- 2011-06-10 KR KR1020137001314A patent/KR20130036282A/ko not_active Application Discontinuation
- 2011-06-10 EP EP11730061.6A patent/EP2582685A1/en not_active Withdrawn
- 2011-06-10 JP JP2013514790A patent/JP2013528641A/ja not_active Withdrawn
- 2011-06-17 AR ARP110102110A patent/AR082006A1/es unknown
-
2012
- 2012-12-12 US US13/711,891 patent/US9174958B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
US9174958B2 (en) | 2015-11-03 |
JP2013528641A (ja) | 2013-07-11 |
HUP1000330A2 (en) | 2011-12-28 |
TW201200506A (en) | 2012-01-01 |
US20130109868A1 (en) | 2013-05-02 |
KR20130036282A (ko) | 2013-04-11 |
WO2011158050A1 (en) | 2011-12-22 |
RU2013102259A (ru) | 2014-07-27 |
AR082006A1 (es) | 2012-11-07 |
HU1000330D0 (en) | 2010-08-30 |
CN103068810A (zh) | 2013-04-24 |
EP2582685A1 (en) | 2013-04-24 |
AU2011266805A1 (en) | 2013-01-10 |
CA2802918A1 (en) | 2011-12-22 |
MX2012014675A (es) | 2013-01-22 |
SG186260A1 (en) | 2013-01-30 |
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