• 1. Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices
  Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra Kumar RSC Adv., 2016,6, 94731-94738
• 2. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 3. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 4. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
• 5. Establishing new scaling relations on two-dimensional MXenes for CO2 electroreduction?
  Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azepanes Azepanes
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azepanes

Azepane-3-carboxylic Acid (CAS No. 77974-81-3): An Overview of Its Structure, Properties, and Applications in Medicinal Chemistry

Azepane-3-carboxylic Acid (CAS No. 77974-81-3) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural features and potential therapeutic applications. This article provides a comprehensive overview of the compound, including its chemical structure, physical and chemical properties, synthesis methods, and recent advancements in its use as a building block for drug development.

Chemical Structure and Properties

Azepane-3-carboxylic Acid is a cyclic amine derivative with a seven-membered azepane ring and a carboxylic acid functional group. The molecular formula of this compound is C₇H₁₃NO₂, and it has a molecular weight of approximately 143.18 g/mol. The presence of the azepane ring imparts unique conformational flexibility to the molecule, which can be advantageous in designing ligands that interact with specific biological targets.

The carboxylic acid group in Azepane-3-carboxylic Acid is highly reactive and can participate in various chemical reactions, such as esterification, amidation, and condensation. This reactivity makes the compound an attractive starting material for the synthesis of more complex molecules with potential pharmaceutical applications.

Synthesis Methods

The synthesis of Azepane-3-carboxylic Acid can be achieved through several routes, each with its own advantages and limitations. One common method involves the ring-opening reaction of a cyclic aziridine followed by carboxylation. Another approach involves the cyclization of an appropriate linear precursor, such as an amino acid or an amine-containing alkyl chain.

Recent advancements in synthetic chemistry have led to the development of more efficient and environmentally friendly methods for synthesizing Azepane-3-carboxylic Acid. For example, a study published in the Journal of Organic Chemistry in 2022 reported a novel catalytic method that significantly reduces the number of steps required for synthesis while improving yield and purity.

Applications in Medicinal Chemistry

Azepane-3-carboxylic Acid has shown promise in various areas of medicinal chemistry, particularly in the development of drugs targeting neurological disorders, cancer, and inflammatory diseases. The compound's structural flexibility and reactivity make it an ideal candidate for designing ligands that can selectively bind to specific receptors or enzymes.

In the field of neuroscience, Azepane-3-carboxylic Acid has been used as a building block for synthesizing compounds that modulate neurotransmitter systems. For instance, a study published in the Journal of Medicinal Chemistry in 2021 described the synthesis and biological evaluation of a series of azepane-based compounds that exhibited potent activity as serotonin receptor agonists. These compounds showed potential for treating conditions such as depression and anxiety disorders.

In cancer research, Azepane-3-carboxylic Acid has been explored as a scaffold for developing anticancer agents. A recent study published in Cancer Research demonstrated that derivatives of Azepane-3-carboxylic Acid could selectively inhibit tumor growth by targeting specific signaling pathways involved in cell proliferation and survival.

In addition to its applications in drug discovery, Azepane-3-carboxylic Acid has also been investigated for its use as a chiral auxiliary in asymmetric synthesis. The ability to control stereochemistry during synthesis is crucial for producing enantiomerically pure compounds, which are often required for pharmaceutical applications.

Conclusion

Azepane-3-carboxylic Acid (CAS No. 77974-81-3) is a versatile compound with significant potential in medicinal chemistry. Its unique structural features and reactivity make it an attractive starting material for synthesizing complex molecules with therapeutic applications. Recent advancements in synthetic methods have further enhanced its utility, making it an important tool for researchers working on drug discovery and development projects.

• 498-95-3(piperidine-3-carboxylic acid)
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• 1049980-59-7((3S,4S)-4-Isopropylpyrrolidine-3-carboxylicacid)
• 261896-36-0((3R,4R)-rel-4-Isopropylpyrrolidine-3-carboxylic acid)
• 59045-82-8((3S)-piperidine-3-carboxylic acid)
• 876367-84-9((3R,5S)-piperidine-3,5-dicarboxylic acid)
• 261896-37-1(3-Pyrrolidinecarboxylicacid,4-propyl-,(3R,4R)-rel-(9CI))
• 60252-41-7((±)-Nipecotic Acid)
• 261896-40-6((3S,4S)-4-Isobutylpyrrolidine-3-carboxylicacid)