69389-96-4

Basic information

• Product Name: 4-hydroxyethylamphetamine
• Synonyms: 4-hydroxyethylamphetamine
• CAS NO: 69389-96-4
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 0
• Mol File: 69389-96-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 295.5°C at 760 mmHg
• Flash Point: 104.7°C
• Appearance: /
• Density: 0.999g/cm³
• Vapor Pressure: 0.000862mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: 4-hydroxyethylamphetamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxyethylamphetamine(69389-96-4)
• EPA Substance Registry System: 4-hydroxyethylamphetamine(69389-96-4)

Safety Data

• Hazardous Substances Data: 69389-96-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H17NO/c1-3-12-9(2)8-10-4-6-11(13)7-5-10/h4-7,9,12-13H,3,8H2,1-2H3

Upstream product

• 14367-46-5 N-ethyl-p-methoxy-a-methyl-Phenethylamine 
• 104-01-8 4-Methoxyphenylacetic acid 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 4180-23-8 E-1-(4'-methoxyphenyl)prop-1-ene 

Relevant articles and documents

Involvement of CYP2D6 in the in vitro metabolism of amphetamine, two N-alkylamphetamines and their 4-methoxylated derivatives

1. Amphetamine (AM) and five amphetamine derivatives, N-ethylamphetamine (NEA), N-butylamphetamine (NBA), 4-methoxyamphetamine (M-AM), 4-methoxy-N-ethylamphetamine (M-NEA) and 4-methoxy-N-butylamphetamine (M-NBA) were incubated with microsomal preparations from cells expressing human CYP2D6 to determine whether the enzyme was capable of catalyzing the direct ring oxidation of all substrates; the N-dealkylation of NEA, NBA, M-NEA and M-NBA; and the O-demethylation of M-AM, M-NEA and M-NBA. 2. None of the six compounds examined was N-dealkylated to any extent. 3. The only metabolites produced from AM, NEA and NBA were the corresponding ring 4-hydroxylated compounds, and the rates of formation were low. 4. All ring 4-methoxylated substrates were efficiently O-demethylated by CYP2D6 to their corresponding phenols. The size of the N-alkyl group influenced the rates of formation of these phenolamines. In contrast to reported findings with 2- and 3-methoxyamphetamines, none of the 4-methoxyamphetamines was ring-oxidized in the CYP2D6 enzyme system to 2- or 3-hydroxy-4-methoxyamphetamines or to dihydroxy-amphetamines.