212968-68-8

Usage

Uses

Used in Pharmaceutical Industry:
Benzenemethanamine, α-methyl-4-propyl-, (αS)is used as a therapeutic agent for the treatment of attention deficit hyperactivity disorder (ADHD) due to its ability to enhance the levels of dopamine and norepinephrine in the brain, thereby improving attention and behavior control in affected individuals.
Additionally, it is used as a medication for narcolepsy, a sleep disorder characterized by excessive daytime sleepiness and sudden episodes of muscle weakness, to stimulate the central nervous system and promote wakefulness.

Upstream product

• 2932-65-2 1-(4-propylphenyl)ethan-1-one 

Relevant academic research and scientific papers

Process for preparing optically active amines and optically active carboxylic acids, and intermediates for preparation

Disclosed is a process for preparing an optically active 1-aryl- or 2-aryl-alkylamines of formulas Ia, Ib and Ic with high optical purity and high yield. The process uses an optically active 1- or 2-naphthylglycolic acid of the general formula II as a resolving agent. Also disclosed is a process for praparing an optically active 1- or 2-naphthylglycolic acid of formula II using an optically active 1-aryl- or 2-aryl-alkylamines of formulas Ia, Ib and Ic as the resolving agents

A high-performance, tailor-made resolving agent: Remarkable enhancement of resolution ability by introducing a naphthyl group into the fundamental skeleton1

A novel resolving agent, 2-naphthylglycolic acid (2-NGA), was designed for p-substituted 1-arylethylamines on the basis of the consideration that a rigid and large naphthyl group would be favorable for the close packing of supramolecular hydrogen-bond sheets formed between the carboxy groups of 2-NGA and the amino groups of p-substituted 1-arylethylamines. Racemic 2-NGA was readily available from commercially available raw materials, and both enantiopure forms could be obtained by simple diastereomeric resolution with enantiopure 1-phenyl-ethylamine. Thus-prepared enantiopure 2-NGA was found to have an excellent resolution ability not only for p-substituted 1-arylethylamines, but also for a wide variety of chiral primary amines. X-Ray crystallographic analyses of the less- and more-soluble diastereomeric salts revealed that this excellent resolution ability of 2-NGA arose from the formation of a supramolecular hydrogen-bond sheet with the primary amine, as we had expected, and also from the possible achievement of an infinite chain of CH... π interaction between its naphthyl group and the aromatic group of the amine, which was formed in the hydrophobic region of the supramolecular hydrogen-bond sheet.