356537-08-1

Basic information

• Product Name: 2-(cyclohex-1-en-1-yl)-N-(4-methoxybenzyl)ethanamine
• Synonyms: benzenemethanamine, N-[2-(1-cyclohexen-1-yl)ethyl]-4-methoxy-
• CAS NO: 356537-08-1
• Molecular Formula: C₁₆H₂₃NO
• Molecular Weight: 245.3599
• Mol File: 356537-08-1.mol

Chemical Properties

• Boiling Point: 365.7°C at 760 mmHg
• Flash Point: 155°C
• Density: 1g/cm³
• Vapor Pressure: 1.54E-05mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: 2-(cyclohex-1-en-1-yl)-N-(4-methoxybenzyl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(cyclohex-1-en-1-yl)-N-(4-methoxybenzyl)ethanamine(356537-08-1)
• EPA Substance Registry System: 2-(cyclohex-1-en-1-yl)-N-(4-methoxybenzyl)ethanamine(356537-08-1)

Safety Data

• Hazardous Substances Data: 356537-08-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2-(cyclohex-1-en-1-yl)-N-(4-methoxybenzyl)ethanamine is utilized as a research tool for studying the biochemical mechanisms that underpin physiological and pathological processes. Its role in modulating serotonin receptors makes it a valuable asset in understanding mood regulation, cognition, and neurodegenerative disorders.
Used in Drug Development:
In the pharmaceutical industry, 2-(cyclohex-1-en-1-yl)-N-(4-methoxybenzyl)ethanamine is employed as a potential therapeutic agent. Its unique structure and properties suggest that it may have applications in the treatment of psychiatric and neurological conditions. However, further research is necessary to fully realize its pharmaceutical potential and to develop effective treatment strategies based on its interaction with serotonin receptors and related pathways.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 3399-73-3 2-(1-cyclohexenyl)ethylamine 

Downstream Products

• 1144468-53-0 1-(4-methoxybenzyl)-2,3,5,6,7,7a-hexahydro-1H-indole 
• 1144468-83-6 N-chloro-2-cyclohex-1-enyl-N-(4-methoxybenzyl)ethylamine 
• 1144468-85-8 N-bromo-2-cyclohex-1-enyl-N-(4-methoxybenzyl)ethylamine 
• 1144468-87-0 BrH*C₁₆H₂₃NO 

Relevant articles and documents

Iron-Catalyzed Reductive Amination of Aldehydes in Isopropyl Alcohol/Water Media as Hydrogen Sources

Reductive amination can be carried in i-PrOH/H2O as hydrogen sources using commercially available iron carbonyl complexes. Within an aqueous alkaline environment, a hydridocarboferrate is formed and its reducing potential is exploited for hydrogenation of the imine (or iminium ion) obtained in situ from aldehydes or ketones, and primary or secondary amines in almost equimolar ratio. This completely sustainable and hydrogen-free process proceeds at 100 °C using Fe3(CO)12 as catalyst precursor under convectional heating while Fe2(CO)9 gave better results when the reaction was carried out under MW dielectric heating. Both enolizable and non-enolizable aldehydes may be successfully employed in reactions with aliphatic and aromatic amines. (Figure presented.).

Studies concerning the electrophilic amino-alkene cyclisation for the synthesis of bicyclic amines

The bromination of a series of cyclohexenyl substituted secondary amines 1a-i has been investigated using Br2, PHT and NBS. In the case of Br2 and NBS the secondary amines preferentially undergo N-bromination. In contrast, PHT cleanly affords the products of alkene dibromination. In the case of Br2 the N-bromo species then give the products of alkene dibromination, albeit less efficiently. On subsequent treatment with K2CO3 these dibromides form the corresponding hexahydroindoles 2a-h and octahydroquinoline 2i. The presence of an N-substituent bearing a stereogenic centre (1h and 1i) was studied and the products 2h and 2i were isolated with no diastereoselectivity. When NBS was used a novel cyclisation, forming bromo-substituted octahydroindoles 9a,b and d, was observed. In relation to this sequence it was shown that these products were not intermediates in the former Br2/PHT processes and that the reaction only proceeded in the presence of the succinimide by-product of N-bromination.