76279-32-8

Basic information

• Product Name: Benzenemethanamine, 2,6-dimethoxy-α-methyl-, (S)- (9CI)
• Synonyms: Benzenemethanamine, 2,6-dimethoxy-α-methyl-, (S)- (9CI);Benzenemethanamine, 2,6-dimethoxy-a-methyl-,(S)-;6-diMethoxy-a-Methyl-;(1S)-1-(2,6-DIMETHOXYPHENYL)ETHYLAMINE;(1S)-1-(2,6-dimethoxyphenyl)ethanamine;Benzenemethanamine,2,6-dimethoxy-a-methyl-,(S)- (9CI)
• CAS NO: 76279-32-8
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.234
• Mol File: 76279-32-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 297.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.037±0.06 g/cm3(Predicted)
• PKA: 9.21±0.10(Predicted)
• CAS DataBase Reference: Benzenemethanamine, 2,6-dimethoxy-α-methyl-, (S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, 2,6-dimethoxy-α-methyl-, (S)- (9CI)(76279-32-8)
• EPA Substance Registry System: Benzenemethanamine, 2,6-dimethoxy-α-methyl-, (S)- (9CI)(76279-32-8)

Safety Data

• Hazardous Substances Data: 76279-32-8(Hazardous Substances Data)

Usage

General Description

Benzenemethanamine, 2,6-dimethoxy-α-methyl-, (S)- (9CI) is a chemical compound that is also known by the name of S-2,6-dimethoxy-α-methylphenethylamine. It is a chiral compound with the S enantiomer being the active form. This chemical is a psychoactive drug that has been investigated for its potential use as a hallucinogenic substance. It is known to affect the serotonin system in the brain and has been studied for its potential therapeutic effects in treating conditions such as depression, anxiety, and addiction. However, it is also known to have potential for abuse and has been regulated in some countries.

Upstream product

• 2040-04-2 2,6-dimethoxyacetophenone 
• 122078-20-0 (1S,1'S)-N-(1'-phenylethyl)-1-(2'',6''-dimethoxyphenyl)ethylamine 

Downstream Products

• 138474-79-0 (1S)-N-tert-butoxycarbonyl-1-(2,6-dimethoxyphenyl)ethylamine 
• 128114-00-1 N-[(S)-1-(2,6-Dimethoxy-phenyl)-ethyl]-N-(2,4-dinitro-phenylsulfanyl)-4-methyl-benzenesulfonamide 

Relevant articles and documents

Chiral Building Blocks for the Synthesis of Nitrogen-Containing Natural Products, 5. The Enantioselective Synthesis of Optically Active, Benzene Nucleus-Substituted 1-Phenylethylamines from the Corresponding Acetophenones

An efficient two-step procedure for the synthesis of enantiomerically pure, benzene nucleus-substituted 1-phenylethylamines 1 is described, with predictable absolute configuration at the stereogenic center: Imine formation from the substituted acetophenones 6 with (S)- or (R)-1-phenylethylamine and subsequent hydrogenation of the resulting Schiff bases 8 over Raney nickel leads to the secondary amines 9 and 10 in high diastereoselectivities.These dibenzylamines are cleaved regioselectively, usually next to the less substituted aromatic ring, giving the desired chiral 1-phenylethylamines 1 in high yields and enantiomeric purities.Scope and limitations of this new and facile approach to the versatile building blocks 1 are reported.