1086026-31-4

Basic information

• Product Name: 3-[3-[[[(7S)-3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]Methyl]MethylaMino]propyl]-1,3-dihydro-7,8-diMethoxy-H-3-benzazepin-2-one
• Synonyms: 3-[3-[[[(7S)-3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]Methyl]MethylaMino]propyl]-1,3-dihydro-7,8-diMethoxy-H-3-benzazepin-2-one;Dehydro Ivabradine;Dehydro Ivabradine (Ivabradine IVA-3 IMpurity);Dehydro Ivabradine Hydrochloride;Ivabradine Impurity a;Ivabradine impurity 1
• CAS NO: 1086026-31-4
• Molecular Formula: C₂₇H₃₄N₂O₅
• Molecular Weight: 466.56926
• EINECS: 200-111-5
• Product Categories: Amines;Aromatics;Chiral Reagents;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Amines, Aromatics, Chiral Reagents, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1086026-31-4.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• Storage Temp.: -86°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Stability: Temperature Sensitive
• CAS DataBase Reference: 3-[3-[[[(7S)-3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]Methyl]MethylaMino]propyl]-1,3-dihydro-7,8-diMethoxy-H-3-benzazepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[3-[[[(7S)-3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]Methyl]MethylaMino]propyl]-1,3-dihydro-7,8-diMethoxy-H-3-benzazepin-2-one(1086026-31-4)
• EPA Substance Registry System: 3-[3-[[[(7S)-3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]Methyl]MethylaMino]propyl]-1,3-dihydro-7,8-diMethoxy-H-3-benzazepin-2-one(1086026-31-4)

Safety Data

• Hazardous Substances Data: 1086026-31-4(Hazardous Substances Data)

Usage

Uses

Dehydro Ivabradine is an impurity of Ivabradine (I940500)

Upstream product

• 148870-58-0 3-{3-[[(3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl]-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one 
• 85175-59-3 3-(3-chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepine-2-one 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 73954-34-4 N-(2,2-dimethoxy-ethyl)-3,4-dimethoxyphenylacetamide 
• 866783-12-2 [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine 
• 866783-13-3 1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride 
• 5663-56-9 2-(3,4-dimethoxyphenyl)acetamide 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 148870-57-9 7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1031767-75-5 [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate 
• 53207-00-4 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene 
• 148870-56-8 ({3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl)(methyl)amine 

Downstream Products

• 155974-00-8 ivabradine 
• 148849-67-6 ivabradine hydrochloride 

Relevant articles and documents

AN IMPROVED PROCESS FOR THE SYNTHESIS OF IVABRADINE AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS

: Disclosed herein is an improved process for the preparation of Ivabradine and pharmaceutically acceptable salts thereof. The invention more particularly disclosesthe synthesis of key intermediates viz.,(S)-N-[(4,5-dimethoxybenzocydobut-l-yl)-methyl]-N- (methyl)amine hydrochloride of Formula-II and 3-(3-Iodopropyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzapin-2-one of Formula-III, and its use in industrial synthesis of Ivabradine and pharmaceutically acceptable salts thereof.

Dehydrogenated ivabradine synthesizing method

The invention relates to the technical field of organic chemical synthesis, in particular to a dehydrogenated ivabradine synthesizing method and aims to solve technical problems of high impurity content and complexity in subsequent treatment in a dehydrogenated ivabradine synthesis process. The technical scheme for implementation includes that a synthetic route includes: adding a compound (III) orsalts thereof and a compound (II) into a nonpolar solvent, mixing, adding inorganic base, iodine compounds and a phase transfer catalyst, and heating for stirring reaction to obtain a compound (I). The dehydrogenated ivabradine synthesizing method has advantages that impurity (A) content can be evidently reduced, reaction liquid purity can be remarkably improved while product yield is increased,an aftertreatment process is simplified, complicated operations of distillation or repeated extraction in use of polar solvents are avoided, and the method is more suitable for industrialization.

A group of synthetic Ivabradine intermediate compound and use thereof

The invention provides a set of intermediate compounds used for synthesis of Ivabradine and a preparation method thereof, and also provides a method used for synthesizing Ivabradine from the intermediate compounds. According to the method, the set of intermediate compounds are subjected to a plurality of N alkylation or N acylation so as to obtain a compound IV; and Ivabradine is directly synthesized from the compound IV. The method is short in synthesis route; raw materials are simple and easily available; reaction sequence is reasonable; operation is simple and high in efficiency; the method is green and friendly to the environment; synthesis difficulty of Ivabradine is reduced greatly; cost is low; product yield is high; and the method is suitable for industrialization production.