1227608-02-7

Basic information

• Product Name: N-(2-methoxybenzyl)-2-(4-chloro-2,5-dimethoxyphenyl)ethanamine
• Synonyms: 2-(4-Chloro-2,5-dimethoxyphenyl)-N-(2-methoxybenzyl)ethanamine
• CAS NO: 1227608-02-7
• Molecular Formula: C₁₈H₂₂ClNO₃
• Molecular Weight: 336.00
• Mol File: 1227608-02-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 450.019 °C at 760 mmHg
• Flash Point: 225.964 °C
• Density: 1.149 g/cm3
• CAS DataBase Reference: N-(2-methoxybenzyl)-2-(4-chloro-2,5-dimethoxyphenyl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-methoxybenzyl)-2-(4-chloro-2,5-dimethoxyphenyl)ethanamine(1227608-02-7)
• EPA Substance Registry System: N-(2-methoxybenzyl)-2-(4-chloro-2,5-dimethoxyphenyl)ethanamine(1227608-02-7)

Safety Data

• Hazardous Substances Data: 1227608-02-7(Hazardous Substances Data)

Relevant articles and documents

Synthesis and structure-activity relationships of N-benzyl phenethylamines as 5-HT2A/2C agonists

N-Benzyl substitution of 5-HT2A receptor agonists of the phenethylamine structural class of psychedelics (such as 4-bromo-2,5- dimethoxyphenethylamine, often referred to as 2C-B) confer a significant increase in binding affinity as well as functional activity of the receptor. We have prepared a series of 48 compounds with structural variations in both the phenethylamine and N-benzyl part of the molecule to determine the effects on receptor binding affinity and functional activity at 5-HT2A and 5-HT2C receptors. The compounds generally had high affinity for the 5-HT2A receptor with 8b having the highest affinity at 0.29 nM but with several other compounds also exhibiting subnanomolar binding affinities. The functional activity of the compounds was distributed over a wider range with 1b being the most potent at 0.074 nM. Most of the compounds exhibited low to moderate selectivity (1- to 40-fold) for the 5-HT2A receptor in the binding assays, although one compound 6b showed an impressive 100-fold selectivity for the 5-HT2A receptor. In the functional assay, selectivity was generally higher with 1b being more than 400-fold selective for the 5-HT2A receptor.