4187-56-8 | (S)-1-(4-Chlorophenyl)ethylamine

CAS:4187-56-8 | (S)-1-(4-Chlorophenyl)ethylamine ,Description

(S)-1-(4-Chlorophenyl)ethylamine, also known as S-4CPE, is a chiral amine compound which has been studied for its potential use in a variety of scientific applications. It is a colorless liquid, with a boiling point of 149°C and a melting point of -47°C. It is a derivative of phenethylamine, and is synthesized in various ways, including the reduction of 4-chlorophenylacetic acid, or the reaction of 1-chloro-4-nitrobenzene with ethylmagnesium bromide. S-4CPE has been investigated for use in a variety of different scientific applications, including as a reagent for the synthesis of pharmaceuticals, as a precursor to other compounds, and as a ligand for the study of biochemistry and physiology.
 

Scientific Research Applications

Enzymatic Resolution and Herbicide Synthesis

(S)-1-(4-Chlorophenyl)ethylamine has been utilized in enzymatic resolution processes. For instance, Zhang et al. (2018) reported the kinetic resolution of this compound using a commercial lipase from Candida antarctica (Novozym 435). This process enabled the preparation of a novel triazolopyrimidine herbicide. The study detailed the effects of solvents, acyl donors, substrate ratios, and reaction temperatures on the resolution process, achieving high conversion rates and enantiomeric excess (Zhang et al., 2018) .

Antitumor Derivatives

In the context of antitumor research, Sokolova and Magidson (1968) synthesized new derivatives of N-(4-pyrimidyl)ethylamine, incorporating an allyl or p-chlorophenyl group. These compounds were explored for their potential as antitumor substances (Sokolova & Magidson, 1968).

Pharmaceutical Research

In pharmaceutical research, Croston et al. (2002) discovered a nonpeptidic agonist of the urotensin-II receptor, where a compound structurally related to (S)-1-(4-Chlorophenyl)ethylamine played a crucial role. This finding was significant for pharmacological research and drug development (Croston et al., 2002).

Crystal Engineering

In crystal engineering, (S)-1-(4-Chlorophenyl)ethylamine has been utilized in the synthesis of chiral selectors for enantioseparation processes. For example, Kobayashi et al. (2010) investigated the role of halogen-bonding interaction in stabilizing cluster-type diastereomeric salt crystals involving this compound (Kobayashi et al., 2010).

Chemical Synthesis and Structural Analysis

The compound has also been pivotal in studies focused on chemical synthesis and structural analysis. Research by Johnson et al. (2006) on ethyl (2Z)-3-(4-chlorophenyl)-2-cyano-3-(methoxyamino)prop-2-enoate exemplifies this application, where structural and spectroscopic characterizations were key aspects (Johnson et al., 2006).

Antidepressant Activity

In the field of neuroscience, Yardley et al. (1990) explored 2-phenyl-2-(1-hydroxycycloalkyl)ethylamine derivatives for their antidepressant activity. The study focused on compounds structurally related to (S)-1-(4-Chlorophenyl)ethylamine, providing insights into potential therapeutic applications (Yardley et al., 1990).

More Information