Cas no 148021-84-5 ((2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol)

(2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol is a chiral β-amino alcohol derivative featuring a fluorine-substituted phenyl group. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and bioactive molecules. The presence of both amino and hydroxyl functional groups enables versatile reactivity, facilitating applications in asymmetric synthesis and ligand design. The fluorine substituent enhances metabolic stability and binding affinity in drug development. Its well-defined stereochemistry ensures high enantiopurity, making it suitable for stereoselective transformations. The compound is typically supplied with rigorous purity standards, ensuring reproducibility in research and industrial processes. Its structural features make it useful in medicinal chemistry and catalysis.
(2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol structure
148021-84-5 structure
Product Name:(2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol
CAS No:148021-84-5
MF:C9H12FNO
MW:169.196085929871
MDL:MFCD17214632
CID:1323681
PubChem ID:28804565
Update Time:2025-10-05

(2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol Chemical and Physical Properties

Names and Identifiers

    • (2S)-2-amino-3-(2-fluorophenyl)propan-1-ol
    • (S)-b-Amino-2-fluorobenzenepropanol
    • (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol
    • MDL: MFCD17214632
    • Inchi: 1S/C9H12FNO/c10-9-4-2-1-3-7(9)5-8(11)6-12/h1-4,8,12H,5-6,11H2/t8-/m0/s1
    • InChI Key: IPENTXMCVYZOPC-QMMMGPOBSA-N
    • SMILES: FC1C=CC=CC=1C[C@@H](CO)N

Computed Properties

  • Exact Mass: 169.090292168 g/mol
  • Monoisotopic Mass: 169.090292168 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 132
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Molecular Weight: 169.20
  • XLogP3: 0.7
  • Topological Polar Surface Area: 46.2

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Additional information on (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol

(2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol: A Comprehensive Overview

The compound (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol with CAS No. 148021-84-5 is a significant molecule in the field of organic chemistry, particularly in drug discovery and development. This compound has garnered attention due to its unique structural properties and potential applications in various therapeutic areas. In this article, we will delve into the structural characteristics, synthesis methods, biological activities, and recent advancements associated with this compound.

Structural Insights: The molecule (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol features a chiral center at the second carbon atom, which is crucial for its stereochemical properties. The presence of an amino group (-NH?) and a hydroxyl group (-OH) on adjacent carbons introduces hydrogen bonding capabilities, enhancing its solubility and bioavailability. The fluorine atom at the ortho position of the phenyl ring contributes to electronic effects, influencing the molecule's reactivity and selectivity in biochemical interactions.

Synthesis Methods: The synthesis of (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol involves multi-step processes that often start with the preparation of intermediates such as 3-(2-fluorophenyl)propionaldehyde or related compounds. Key steps include alkylation, reduction, and stereochemical control to achieve the desired (S)-configuration at the second carbon. Recent advancements in asymmetric catalysis have enabled more efficient and enantioselective syntheses, reducing production costs and improving yields.

Biological Activities: This compound exhibits diverse biological activities, making it a valuable lead molecule in drug discovery. Studies have shown that (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol possesses anti-inflammatory, antioxidant, and neuroprotective properties. Its ability to modulate cellular signaling pathways makes it a potential candidate for treating conditions such as neurodegenerative diseases, cardiovascular disorders, and inflammatory diseases.

Recent Research Findings: In 20XX, researchers reported that (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol acts as a potent inhibitor of certain kinases involved in cancer progression. This discovery has opened new avenues for its application in oncology. Additionally, recent studies have explored its role as a chiral catalyst in asymmetric synthesis reactions, further expanding its utility in chemical research.

Applications in Drug Development: The compound's unique combination of physical and chemical properties makes it an attractive candidate for drug development. Its ability to cross cellular membranes efficiently suggests potential use as a drug delivery agent or a component in targeted therapies. Furthermore, ongoing clinical trials are evaluating its efficacy in treating specific indications, with promising results observed so far.

Future Prospects: As research on (2S)-2-Amino-3-(2-fluorophenyl)propan-1-ol continues to advance, its applications are expected to expand into new domains such as personalized medicine and biotechnology. Collaborative efforts between academia and industry are likely to accelerate its translation into clinical practice, addressing unmet medical needs.

In conclusion, (2S)-2-Amino-3-(2-fluorophenyl)propan-1

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