• 1. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 2. Enantiocontrolled construction of sistodiolynne, an unusual polyketide from the wood-decay fungus Sistrema raduloides
  Chem. Commun., 1997, 767-768
• 3. Fe/Fe3C@C nanoparticles encapsulated in N-doped graphene–CNTs framework as an efficient bifunctional oxygen electrocatalyst for robust rechargeable Zn–air batteries?
  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 4. Fate of Sb(v) and Sb(iii) species along a gradient of pH and oxygen concentration in the Carnoulès mine waters (Southern France)
  Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
• 5. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095

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

Azepan-3-yl-methyl-amine (CAS No. 124695-93-8): A Comprehensive Overview

Azepan-3-yl-methyl-amine (CAS No. 124695-93-8) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 3-(aminomethyl)azepane, has garnered attention for its potential in the development of novel therapeutic agents. This article provides a detailed overview of Azepan-3-yl-methyl-amine, including its chemical properties, synthesis methods, biological activities, and recent research advancements.

Chemical Properties

Azepan-3-yl-methyl-amine is a colorless liquid with a molecular formula of C7H15N and a molecular weight of 117.20 g/mol. It is characterized by its unique seven-membered azepane ring and an amino group attached to a methyl group. The compound exhibits good solubility in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). Its chemical stability is notable under standard laboratory conditions, making it suitable for various synthetic transformations and biological assays.

Synthesis Methods

The synthesis of Azepan-3-yl-methyl-amine can be achieved through several routes, each with its own advantages and limitations. One common method involves the reductive amination of 3-(aminomethyl)azepane with formaldehyde in the presence of a reducing agent such as sodium borohydride or hydrogen gas over a palladium catalyst. Another approach involves the ring-opening of aziridine derivatives followed by subsequent functional group manipulations to introduce the desired amino and methyl groups.

Recent advancements in green chemistry have led to the development of more environmentally friendly synthesis methods. For example, the use of microwave-assisted synthesis has been shown to significantly reduce reaction times and improve yields while minimizing waste production. These methods not only enhance the efficiency of the synthesis process but also align with sustainable chemistry practices.

Biological Activities

Azepan-3-yl-methyl-amine has been extensively studied for its biological activities, particularly in the context of central nervous system (CNS) disorders. Research has shown that this compound exhibits potent agonistic activity at certain neurotransmitter receptors, making it a valuable lead compound for drug discovery efforts.

One notable application of Azepan-3-yl-methyl-amine is in the treatment of anxiety disorders. Studies have demonstrated that it can modulate GABAergic neurotransmission, which plays a crucial role in regulating anxiety levels. Additionally, its ability to interact with serotonin receptors has been explored for potential antidepressant effects.

Beyond CNS applications, Azepan-3-yl-methyl-amine has also shown promise in other therapeutic areas. For instance, it has been investigated for its anti-inflammatory properties and potential use in treating chronic pain conditions. Preclinical studies have indicated that it can inhibit pro-inflammatory cytokines and reduce pain sensitivity in animal models.

Recent Research Advancements

The ongoing research on Azepan-3-yl-methyl-amine continues to uncover new insights into its mechanisms of action and potential therapeutic applications. A recent study published in the Journal of Medicinal Chemistry highlighted the compound's ability to cross the blood-brain barrier (BBB), which is a critical factor for CNS-targeted therapies. This property makes it an attractive candidate for developing drugs that can effectively reach and modulate brain function.

Another area of active research involves the use of Azepan-3-yl-methyl-amine as a scaffold for designing multi-target ligands. By incorporating additional functional groups or modifying existing ones, researchers have been able to create compounds with enhanced selectivity and potency for specific receptor subtypes. This approach has led to the development of novel agents with improved therapeutic profiles and reduced side effects.

In addition to its direct biological activities, Azepan-3-yl-methyl-amine has also found applications as a building block in combinatorial chemistry libraries. Its structural flexibility allows for the rapid generation of diverse chemical entities that can be screened for various biological activities, accelerating the drug discovery process.

Conclusion

Azepan-3-yl-methyl-amine (CAS No. 124695-93-8) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure, coupled with its diverse biological activities, makes it an attractive candidate for developing novel therapeutic agents. Ongoing research continues to expand our understanding of this compound's properties and applications, paving the way for innovative treatments in various medical fields.

• 324749-28-2(Piperazine, 2-propyl-, (2S)- (9CI))
• 153918-99-1(methyl({(2S)-piperidin-2-ylmethyl})amine)
• 78844-84-5(1,2-Octanediamine, N,N'-dibutyl-)
• 6506-62-3(piperazine, 2,5-dipropyl- (7ci,8ci,9ci))
• 111478-77-4((2S)-piperidin-2-ylmethanamine)
• 780005-94-9(3-Azetidinamine,2-ethyl-,cis-(9CI))
• 220665-65-6(1,2-Cyclohexanediamine, N,N'-diethyl-, (1R,2R)-)
• 13623-83-1(cis-1,2,3,4,4a,5,6,7,8,8a-decahydro-1,5-naphthyridine)
• 124779-66-4((2S)-2-[(2S)-pyrrolidin-2-yl]pyrrolidine)
• 69500-64-7((S)-(+)-2-(Aminomethyl)pyrrolidine)