1623104-92-6

Basic information

• Product Name: bis(2-(7-Methoxynaphthalen-1-yl)ethyl)aMine
• Synonyms: bis(2-(7-Methoxynaphthalen-1-yl)ethyl)aMine;AgoMelatine IMp.IX
• CAS NO: 1623104-92-6
• Molecular Formula: C26H27NO2
• Molecular Weight: 385.49808
• Mol File: 1623104-92-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: bis(2-(7-Methoxynaphthalen-1-yl)ethyl)aMine(CAS DataBase Reference)
• NIST Chemistry Reference: bis(2-(7-Methoxynaphthalen-1-yl)ethyl)aMine(1623104-92-6)
• EPA Substance Registry System: bis(2-(7-Methoxynaphthalen-1-yl)ethyl)aMine(1623104-92-6)

Safety Data

• Hazardous Substances Data: 1623104-92-6(Hazardous Substances Data)

Upstream product

• 58150-14-4 1-(2-chloroethyl)-7-methoxynaphthalene 
• 21568-72-9 7-methoxy-1-vinyl-1,2,3,4-tetrahydronaphthalen-1-ol 
• 6836-19-7 7-Methoxy-1-tetralone 

Relevant articles and documents

A scalable synthesis of the antidepressant agomelatine by a tandem allylic chlorination-isomerization process

A concise, scalable, and industrially applicable process for the synthesis of the antidepressant agomelatine is described. The process relies on a tandem allylic chlorination-isomerization sequence, on a tetralone-derived allyl carbinol, as the key transformation. The target compound is obtained in five steps from commercially available 7-methoxy-1-tetralone, in 52.3 % overall yield after final recrystallization. A tandem allylic rearrangement-isomerization sequence on a tetralone-derived allyl carbinol was applied for the preparation of agomelatine, a high-potential antidepressant agent with improved pharmacokinetic profile. The active pharmaceutical ingredient (API) was obtained in 52.3 % overall yield and excellent purity (> 99.5 %) by a simple process amenable to industrial-scale applications.