WO2019202611A1 - Procédé amélioré pour la synthèse de l'ivabradine ou de ses sels pharmaceutiquement acceptables - Google Patents
Procédé amélioré pour la synthèse de l'ivabradine ou de ses sels pharmaceutiquement acceptables Download PDFInfo
- Publication number
- WO2019202611A1 WO2019202611A1 PCT/IN2019/050316 IN2019050316W WO2019202611A1 WO 2019202611 A1 WO2019202611 A1 WO 2019202611A1 IN 2019050316 W IN2019050316 W IN 2019050316W WO 2019202611 A1 WO2019202611 A1 WO 2019202611A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- methyl
- dimethoxy
- dihydro
- formula
- ivabradine
- 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.)
- Ceased
Links
- SAVVFXUMMFHSJC-UHFFFAOYSA-N CNCC(Cc1c2)c1cc(OC)c2OC Chemical compound CNCC(Cc1c2)c1cc(OC)c2OC SAVVFXUMMFHSJC-UHFFFAOYSA-N 0.000 description 2
- 0 CN(CCC*)C[C@@](Cc1c2)c1cc(OC)c2OC Chemical compound CN(CCC*)C[C@@](Cc1c2)c1cc(OC)c2OC 0.000 description 1
- AQSRHFYHXNSUAO-OAQYLSRUSA-N CN(CCCN(C=Cc(c(C1)c2)cc(OC)c2OC)C1=O)C[C@@H](Cc1c2)c1cc(OC)c2OC Chemical compound CN(CCCN(C=Cc(c(C1)c2)cc(OC)c2OC)C1=O)C[C@@H](Cc1c2)c1cc(OC)c2OC AQSRHFYHXNSUAO-OAQYLSRUSA-N 0.000 description 1
- SAVVFXUMMFHSJC-SECBINFHSA-N CNC[C@@H](Cc1c2)c1cc(OC)c2OC Chemical compound CNC[C@@H](Cc1c2)c1cc(OC)c2OC SAVVFXUMMFHSJC-SECBINFHSA-N 0.000 description 1
- RXKTVGMZJMDNLF-UHFFFAOYSA-N COc1cc(CCNC(C2)=O)c2cc1OC Chemical compound COc1cc(CCNC(C2)=O)c2cc1OC RXKTVGMZJMDNLF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
Definitions
- Ivabradine is a representative of this class of compounds and is depicted below as Formula I.
- the chemical name is 3-(3- ⁇ [((7S)-3,4-Dimethoxybicyclo[4.2.0]octa- l,3,5-trien-7yl)methyl] methyl amino ⁇ propyl)-l,3,4,5-tetrahydro-7,8-dimethoxy- 2H-3 -benzazepin-2-one .
- the invention provides a process for preparation of Ivabradine of formula I or its pharmaceutical salt by condensation of the formula II with formula III.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
La présente invention concerne un procédé amélioré pour la préparation de l'ivabradine ou de ses sels pharmaceutiquement acceptables. L'invention concerne plus particulièrement la synthèse d'intermédiaires clés à savoir, le chlorhydrate de (S)-N-[(4,5-diméthoxybenzocydobut-l-yl)-méthyl]-N- (méthyl)amine de formule-II et le 3-(3-Iodopropyl)-7,8-diméthoxy-1,3-dihydro-2H-3-benzapin-2-one de formule-III, et leur utilisation dans la synthèse industrielle de l'ivabradine et de ses sels pharmaceutiquement acceptables.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN201841015175 | 2018-04-21 | ||
| IN201841015175 | 2018-04-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2019202611A1 true WO2019202611A1 (fr) | 2019-10-24 |
Family
ID=68240006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/IN2019/050316 Ceased WO2019202611A1 (fr) | 2018-04-21 | 2019-04-18 | Procédé amélioré pour la synthèse de l'ivabradine ou de ses sels pharmaceutiquement acceptables |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2019202611A1 (fr) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014102827A1 (fr) * | 2012-12-28 | 2014-07-03 | Glenmark Pharmaceuticals Limited; Glenmark Generics Limited | Procédé de préparation d'ivabradine |
-
2019
- 2019-04-18 WO PCT/IN2019/050316 patent/WO2019202611A1/fr not_active Ceased
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014102827A1 (fr) * | 2012-12-28 | 2014-07-03 | Glenmark Pharmaceuticals Limited; Glenmark Generics Limited | Procédé de préparation d'ivabradine |
Non-Patent Citations (1)
| Title |
|---|
| ANIL C. MALI ET AL.: "Practical and green process for the synthesis of Ivabradine hydrochloride through an efficient control of process impurities", CURRENT GREEN CHEMISTRY, vol. 4, no. 3, 31 December 2017 (2017-12-31), pages 151 - 160 * |
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