(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol
[CAS# 886061-26-3]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
• Name: (S)-3-Amino-3-(4-chlorophenyl)propan-1-ol
• Synonyms: (3S)-3-amino-3-(4-chlorophenyl)propan-1-ol
• Molecular Formula: C₉H₁₂ClNO
• Molecular Weight: 185.65
• Protein Sequence: X
• CAS Registry Number: 886061-26-3
• EC Number: 960-919-6
• SMILES: C1=CC(=CC=C1[C@H](CCO)N)Cl

Properties

• Density: 1.216
• Melting point: 53-56 °C
• Boiling point: 327.9±27.0 °C (760 mmHg)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

(S)-3-Amino-3-(4-chlorophenyl)propan-1-ol, also known as (S)-4-chloro-3-amino-3-phenylpropanol, is an important organic compound with applications in pharmaceuticals and chemical synthesis. The compound is notable for its chiral center, which plays a critical role in its biological activity and chemical reactivity.

The discovery of (S)-3-Amino-3-(4-chlorophenyl)propan-1-ol can be traced back to research in the mid-20th century focusing on chiral amino alcohols and their potential applications. The synthesis of this compound involves the use of chiral catalysts and reagents to ensure the production of the desired enantiomer, which is essential for its activity and efficacy in various applications.

In pharmaceutical research, (S)-3-Amino-3-(4-chlorophenyl)propan-1-ol has been investigated for its potential as a pharmaceutical intermediate. Its structure allows for the development of various derivatives with specific biological activities. For instance, it can be used to synthesize compounds with potential applications in treating neurological and psychiatric conditions. The compound's ability to interact with biological systems in a stereospecific manner makes it valuable in drug discovery and development.

Additionally, (S)-3-Amino-3-(4-chlorophenyl)propan-1-ol is used in chemical synthesis as a chiral building block. It is employed in the preparation of other chiral molecules, which are important in the development of complex organic compounds and materials. The compound's utility in asymmetric synthesis is a key factor in its application in producing various pharmaceuticals and fine chemicals.

In the field of material science, (S)-3-Amino-3-(4-chlorophenyl)propan-1-ol is used to create functionalized polymers and resins. Its incorporation into polymer matrices can impart specific properties such as enhanced mechanical strength or improved solubility. This makes it useful in designing materials for specialized applications, including coatings, adhesives, and electronic components.

Overall, (S)-3-Amino-3-(4-chlorophenyl)propan-1-ol is a versatile compound with significant applications in pharmaceuticals, chemical synthesis, and material science. Its chiral nature and ability to form diverse derivatives underscore its importance in various research and industrial contexts.

References

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