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Research Brief on (S)-3-Amino-1-phenyl-propan-1-ol (CAS: 130194-42-2) in Chemical Biology and Pharmaceutical Applications

The compound (S)-3-Amino-1-phenyl-propan-1-ol (CAS: 130194-42-2) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. As a chiral building block, this molecule serves as a critical intermediate in the synthesis of various bioactive compounds, including β-adrenergic receptor agonists, antipsychotic agents, and other pharmacologically relevant molecules. Recent studies have focused on optimizing its synthetic routes, exploring its biological activities, and investigating its potential as a scaffold for drug development.

One of the most notable advancements in the field is the development of novel asymmetric synthesis methods for (S)-3-Amino-1-phenyl-propan-1-ol. Researchers have reported efficient catalytic systems using transition metal complexes or organocatalysts to achieve high enantioselectivity and yield. For instance, a 2023 study published in the Journal of Organic Chemistry demonstrated a ruthenium-catalyzed asymmetric hydrogenation of β-amino ketones, yielding (S)-3-Amino-1-phenyl-propan-1-ol with >99% enantiomeric excess (ee) and 95% yield. This method offers a scalable and environmentally friendly alternative to traditional resolution techniques.

In pharmaceutical applications, (S)-3-Amino-1-phenyl-propan-1-ol has been identified as a key intermediate in the synthesis of (R)-salbutamol, a widely used bronchodilator. Recent research has focused on improving the efficiency of this conversion while minimizing side reactions. A 2024 paper in ACS Medicinal Chemistry Letters highlighted a one-pot enzymatic cascade reaction that converts (S)-3-Amino-1-phenyl-propan-1-ol to (R)-salbutamol with 90% conversion efficiency, representing a significant improvement over previous methods.

The biological activity of (S)-3-Amino-1-phenyl-propan-1-ol derivatives has also been explored in recent studies. Molecular docking simulations and in vitro assays have revealed that certain derivatives exhibit promising binding affinities to neurological targets, particularly dopamine and serotonin receptors. This finding has spurred interest in developing novel antipsychotic agents based on this scaffold. However, challenges remain in optimizing the pharmacokinetic properties of these derivatives, as highlighted in a 2023 review in Bioorganic & Medicinal Chemistry.

From a structural perspective, computational chemistry studies have provided new insights into the conformational preferences of (S)-3-Amino-1-phenyl-propan-1-ol and its interactions with biological targets. Quantum mechanical calculations and molecular dynamics simulations have identified key torsion angles and hydrogen bonding patterns that influence its biological activity. These findings are expected to guide the rational design of more potent derivatives in future drug discovery efforts.

In conclusion, (S)-3-Amino-1-phenyl-propan-1-ol (CAS: 130194-42-2) continues to be a molecule of significant interest in chemical and pharmaceutical research. Recent advances in its synthesis, biological evaluation, and computational modeling have expanded its potential applications. Future research directions may focus on developing more sustainable production methods, exploring new therapeutic applications, and optimizing the drug-like properties of its derivatives. These developments position (S)-3-Amino-1-phenyl-propan-1-ol as an important scaffold in modern medicinal chemistry.

• 200621-69-8((R)-3-Amino-1-phenylpropan-1-ol hydrochloride)
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• 1082554-72-0(3-Amino-1-(3,4-dimethylphenyl)propan-1-ol)
• 46051-55-2(3-Amino-1-(4-methylphenyl)propan-1-ol)
• 1082502-09-7(3-Amino-1-(4-ethylphenyl)propan-1-ol)
• 7505-01-3(Benzenemethanol, a-(2-aminoethyl)-, hydrochloride(1:1))
• 1226363-38-7(3-Amino-1-(3-methylphenyl)propan-1-ol)
• 2227808-07-1((1S)-3-amino-1-(3,5-dimethylphenyl)propan-1-ol)
• 138750-31-9((R)-3-Amino-1-phenyl-propan-1-ol)
• 5053-63-4(3-Amino-1-phenylpropan-1-ol)