AR032377A1 - Un derivado de metanosulfonamido-benzofurano, su procedimiento de preparacion y su utilizacion como intermediario de sintesis - Google Patents
Un derivado de metanosulfonamido-benzofurano, su procedimiento de preparacion y su utilizacion como intermediario de sintesisInfo
- Publication number
- AR032377A1 AR032377A1 ARP010105715A ARP010105715A AR032377A1 AR 032377 A1 AR032377 A1 AR 032377A1 AR P010105715 A ARP010105715 A AR P010105715A AR P010105715 A ARP010105715 A AR P010105715A AR 032377 A1 AR032377 A1 AR 032377A1
- Authority
- AR
- Argentina
- Prior art keywords
- benzofuran
- butyl
- methanesulfonamido
- dronedarone
- hydrochloride
- Prior art date
Links
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
-
- 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
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Lubricants (AREA)
Abstract
La presente está relacionada con el 2-butil-5-metanosulfonamido-benzofurano. También está relacionada con un procedimiento de preparacion de 2-butil-5-metanosulfonamido-benzofurano, en donde se hace reaccionar el 5-amino-2-butil-benzofurano con cloruro de metanosulfonilo o con anhídrido metanosulfonico; la reaccion tiene lugar en presencia de un aceptor de ácido, lo que brinda el compuesto deseado. También está relacionada con el procedimiento de preparacion de dronedarona, en donde una fase orgánica constituida por uno o varios solventes elegidos entre hidrocarburos halogenados o no, se hace reaccionar el 2-butil-5-metanosulfonamido-benzofurano con el clorhidrato del cloruro de 4-[3-(dibutilamino)propoxi]benzoilo y esto, en presencia de un máximo de 5 equivalentes molares de un ácido de Lewis como catalizador, luego se hidroliza para formar el clorhidrato de dronedarona que se recupera en la fase orgánica, que se aísla y que se trata por medio de un agente básico, para obtener el compuesto deseado. De acuerdo con una realizacion preferida, se prepara la dronedarona sin aislamiento de su clorhidrato formado transitoriamente, es decir en el mismo medio donde se ha preparado ese clorhidrato.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0016070A FR2817864B1 (fr) | 2000-12-11 | 2000-12-11 | Derive de methanesulfonamido-benzofurane, son procede de preparation et son utilisation comme intermediaire de synthese |
Publications (1)
Publication Number | Publication Date |
---|---|
AR032377A1 true AR032377A1 (es) | 2003-11-05 |
Family
ID=8857482
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP010105715A AR032377A1 (es) | 2000-12-11 | 2001-12-10 | Un derivado de metanosulfonamido-benzofurano, su procedimiento de preparacion y su utilizacion como intermediario de sintesis |
Country Status (24)
Country | Link |
---|---|
US (1) | US6828448B2 (es) |
EP (1) | EP1343777B1 (es) |
JP (1) | JP4236926B2 (es) |
CN (1) | CN1229366C (es) |
AR (1) | AR032377A1 (es) |
AT (1) | ATE266016T1 (es) |
AU (1) | AU2002217226A1 (es) |
BR (1) | BR0116067B1 (es) |
CA (1) | CA2429422C (es) |
CZ (1) | CZ303488B6 (es) |
DE (1) | DE60103182T2 (es) |
DK (1) | DK1343777T3 (es) |
ES (1) | ES2220666T3 (es) |
FR (1) | FR2817864B1 (es) |
HK (1) | HK1055955A1 (es) |
HR (1) | HRP20030472B1 (es) |
HU (1) | HUP0500983A3 (es) |
MX (1) | MXPA03005222A (es) |
PL (1) | PL208122B1 (es) |
PT (1) | PT1343777E (es) |
SI (1) | SI1343777T1 (es) |
SK (1) | SK287280B6 (es) |
TR (1) | TR200401755T4 (es) |
WO (1) | WO2002048132A1 (es) |
Families Citing this family (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070148154A1 (en) * | 2004-12-17 | 2007-06-28 | Universite Rene Descartes (Paris V) | Use of superoxide dismutase mimetics and reductase gultatione in the form of anticancer drugs |
CN101153012B (zh) * | 2006-09-29 | 2010-06-23 | 北京德众万全药物技术开发有限公司 | 一种决奈达隆关键中间体的新的制备方法 |
GB0719180D0 (en) * | 2007-10-02 | 2007-11-14 | Cambrex Karlskoga Ab | New process |
KR20100135909A (ko) * | 2008-04-17 | 2010-12-27 | 사노피-아벤티스 | 심혈관성 입원 또는 사망을 예방하는데 사용하기 위한 약제의 제조에 있어서의 드로네다론의 용도 |
FR2930149B1 (fr) * | 2008-04-17 | 2011-02-18 | Sanofi Aventis | Association de dronedarone avec au moins un diuretique, son application en therapeutique |
EP2116239A1 (en) * | 2008-04-29 | 2009-11-11 | Sanofi-Aventis | Method for managing the risks associated with an increase in serum creatinine during dronedarone treatment |
JP5788381B2 (ja) * | 2009-04-08 | 2015-09-30 | カンブレックス カルルスクーガ アクチ ボラケットCambrex Karlskoga Ab | ヒドロキシルアミンおよび薬剤を調製するための新規のプロセス |
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 |
FR2957079B1 (fr) | 2010-03-02 | 2012-07-27 | Sanofi Aventis | Procede de synthese de derives de cetobenzofurane |
EP2371808A1 (en) | 2010-03-08 | 2011-10-05 | Ratiopharm GmbH | Process for preparing dronedarone |
EP2371824A1 (en) | 2010-03-08 | 2011-10-05 | Ratiopharm GmbH | Crystalline dronedarone salts |
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 |
US8602215B2 (en) | 2010-06-30 | 2013-12-10 | Sanofi | Methods for reducing the risk of an adverse dronedarone/beta-blockers interaction in a patient suffering from atrial fibrillation |
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 |
EP2452938A1 (en) | 2010-11-12 | 2012-05-16 | LEK Pharmaceuticals d.d. | Process for the preparation of 3-aroyl-5-aminobenzofuran derivatives |
WO2012120544A2 (en) | 2011-03-10 | 2012-09-13 | Sun Pharmaceutical Industries Ltd. | PROCESS FOR N-[2-n-BUTYL-3-[4-[3-(DI-n-BUTYLAMINO) PROPOXY]ENZOYL]BENZOFURAN-5-YL]METHANESULFONAMIDE HYDROCHLORIDE |
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 |
CN102321057A (zh) * | 2011-06-02 | 2012-01-18 | 北京阳光诺和药物研究有限公司 | N-取代的甲磺酰基胺基-苯并呋喃衍生物、其制备方法及用途 |
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 |
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 |
CN103450124B (zh) * | 2013-08-30 | 2016-03-09 | 江苏九九久科技股份有限公司 | 决奈达隆合成方法 |
CN104892553B (zh) * | 2015-04-27 | 2017-06-20 | 惠州信立泰药业有限公司 | 一种盐酸决奈达隆的晶体及其制备方法和含有该晶体的药物组合物 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
-
2000
- 2000-12-11 FR FR0016070A patent/FR2817864B1/fr not_active Expired - Fee Related
-
2001
- 2001-12-10 BR BRPI0116067-2A patent/BR0116067B1/pt not_active IP Right Cessation
- 2001-12-10 CZ CZ20031610A patent/CZ303488B6/cs not_active IP Right Cessation
- 2001-12-10 MX MXPA03005222A patent/MXPA03005222A/es active IP Right Grant
- 2001-12-10 HU HU0500983A patent/HUP0500983A3/hu unknown
- 2001-12-10 EP EP01270534A patent/EP1343777B1/fr not_active Expired - Lifetime
- 2001-12-10 ES ES01270534T patent/ES2220666T3/es not_active Expired - Lifetime
- 2001-12-10 CA CA2429422A patent/CA2429422C/fr not_active Expired - Fee Related
- 2001-12-10 DK DK01270534T patent/DK1343777T3/da active
- 2001-12-10 AT AT01270534T patent/ATE266016T1/de active
- 2001-12-10 WO PCT/FR2001/003899 patent/WO2002048132A1/fr active IP Right Grant
- 2001-12-10 DE DE60103182T patent/DE60103182T2/de not_active Expired - Lifetime
- 2001-12-10 SK SK728-2003A patent/SK287280B6/sk not_active IP Right Cessation
- 2001-12-10 AR ARP010105715A patent/AR032377A1/es active IP Right Grant
- 2001-12-10 PT PT01270534T patent/PT1343777E/pt unknown
- 2001-12-10 PL PL364767A patent/PL208122B1/pl unknown
- 2001-12-10 US US10/450,312 patent/US6828448B2/en not_active Expired - Lifetime
- 2001-12-10 TR TR2004/01755T patent/TR200401755T4/xx unknown
- 2001-12-10 SI SI200130133T patent/SI1343777T1/xx unknown
- 2001-12-10 AU AU2002217226A patent/AU2002217226A1/en not_active Abandoned
- 2001-12-10 CN CNB018203833A patent/CN1229366C/zh not_active Expired - Fee Related
- 2001-12-10 JP JP2002549663A patent/JP4236926B2/ja not_active Expired - Fee Related
-
2003
- 2003-06-11 HR HR20030472A patent/HRP20030472B1/xx not_active IP Right Cessation
- 2003-11-12 HK HK03108226A patent/HK1055955A1/xx not_active IP Right Cessation
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