617718-46-4 | 3-fluoroazetidine Hydrochloride

CAS:617718-46-4 | 3-fluoroazetidine Hydrochloride ,Description

3-Fluoroazetidine hydrochloride, also known as 3-FAH, is a fluorinated analog of the naturally occurring amino acid, alanine. It is a commonly used reagent in organic synthesis, with applications in the synthesis of a wide range of compounds. 3-FAH is also used in the preparation of peptides and proteins, and in the preparation of small molecules for pharmaceutical and biochemical research.
 

Scientific Research Applications

Synthesis and Medicinal Chemistry

• Synthetic Pathways and Medicinal Chemistry Applications: 3-fluoroazetidine hydrochloride has been utilized in the synthesis of novel cyclic fluorinated beta-amino acids, such as 1-Boc-3-fluoroazetidine-3-carboxylic acid. This compound shows potential as a building block in medicinal chemistry due to its unique structural and chemical properties (Van Hende et al., 2009).

Chemical Structure and Interactions

• Molecular Structure and Interaction Studies: Research has explored the molecular structure and interactions of 3-fluoroazetidinium hydrochloride. X-ray diffraction analysis and DFT calculations reveal that the conformations of these molecules are significantly influenced by the through-space C–F⋯N+ interaction, providing insights into their chemical behavior (Gooseman et al., 2006) .

Biochemical and Pharmacological Applications

• Pharmacological Research: Azetidine-based inhibitors, including 3-fluoroazetidines, have been studied for their inhibitory effects on dipeptidyl peptidase IV (DPP IV). These studies have contributed to understanding the structure-activity relationships of these compounds, highlighting their potential in pharmacological applications (Ferraris et al., 2007).
• Peptide Scaffolds and Iminosugars: Research has also been conducted on the synthesis of 3-fluoroazetidinecarboxylic acids and their use as peptide scaffolds. One study found that a trans,trans-2,4-Dihydroxy-3-fluoroazetidine, an iminosugar, inhibits the growth of pancreatic cancer cells, demonstrating the potential of 3-fluoroazetidine derivatives in cancer research (Liu et al., 2015).

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