• 1. An Aptamer Bio-barCode (ABC) assay using SPR, RNase H, and probes with RNA and gold-nanorods for anti-cancer drug screening
  Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai Kong Analyst, 2017,142, 3579-3587
• 2. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 3. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile?
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
• 4. An insight into the role of side chains in the microstructure and carrier mobility of high-performance conjugated polymers?
  Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480
• 5. An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis?
  Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Benzylpiperidines 4-benzylpiperidines

4-(2,4-Difluorophenyl)methylpiperidine: A Comprehensive Overview

Piperidine derivatives have long been of interest in the field of medicinal chemistry due to their diverse pharmacological properties and ease of synthesis. Among these, 4-(2,4-difluorophenyl)methylpiperidine (CAS No. 203860-02-0) stands out as a compound with unique structural features that make it a subject of intense research. This article provides an in-depth analysis of the structure, synthesis, pharmacological properties, and potential applications of this compound.

The compound 4-(2,4-difluorophenyl)methylpiperidine is a piperidine derivative with a substituted benzyl group at the 4-position. The fluorine atoms at the 2- and 4-positions on the phenyl ring introduce electronic and steric effects that can influence its pharmacokinetics and bioavailability. This structural arrangement makes it a promising candidate for drug discovery, particularly in areas such as central nervous system (CNS) disorders, antimicrobial agents, and pain management.

Recent studies have highlighted the importance of fluorine-containing aromatic rings in medicinal chemistry due to their ability to enhance the lipophilicity and metabolic stability of compounds. The presence of two fluorine atoms at specific positions on the phenyl ring in 4-(2,4-difluorophenyl)methylpiperidine suggests that it may exhibit favorable pharmacokinetic profiles, including good oral bioavailability and low clearance rates.

The synthesis of 4-(2,4-difluorophenyl)methylpiperidine involves several steps, starting with the preparation of the 2,4-difluorobenzyl bromide. This intermediate is then subjected to nucleophilic substitution with piperidine in a polar aprotic solvent to yield the desired product. The reaction conditions can be optimized to ensure high yields and purity, making it a feasible process for large-scale production.

One of the most promising applications of 4-(2,4-difluorophenyl)methylpiperidine lies in its potential as a CNS-active compound. Preclinical studies have shown that piperidine derivatives can modulate various neurotransmitter systems, including serotonin, dopamine, and norepinephrine. The fluorine substituents on the phenyl ring may enhance the interaction of the compound with these neurotransmitter receptors, leading to improved efficacy in treating conditions such as depression, anxiety, and schizophrenia.

Another area of interest is the exploration of 4-(2,4-difluorophenyl)methylpiperidine as an antimicrobial agent. The increasing resistance of pathogens to conventional antibiotics has necessitated the development of new classes of antimicrobial compounds. Piperidine derivatives have shown promising activity against bacterial and fungal strains, and the presence of fluorine atoms may further enhance their antibacterial and antifungal properties by altering membrane permeability and disrupting cellular functions.

In addition to its pharmacological applications, 4-(2,4-difluorophenyl)methylpiperidine has been studied for its potential in pain management. Piperidine derivatives have a long history of use as local anesthetics and analgesics due to their ability to block ion channels involved in pain signaling. The structural features of this compound may allow it to selectively target specific pain pathways, providing effective relief with minimal side effects.

Recent advancements in drug delivery systems have also opened new avenues for the use of 4-(2,4-difluorophenyl)methylpiperidine. The development of controlled-release formulations and nanotechnology-based drug delivery systems can enhance the bioavailability and reduce the side effects of this compound, making it a more attractive option for therapeutic applications.

Despite its promising properties, 4-(2,4-difluorophenyl)methylpiperidine is not without challenges. The presence of fluorine atoms may lead to increased toxicity and environmental concerns, necessitating further research into its safety profile. Additionally, the synthesis process must be optimized to minimize waste and ensure sustainability.

In conclusion, 4-(2,4-difluorophenyl)methylpiperidine (CAS No. 203860-02-0) is a compound with significant potential in the field of medicinal chemistry. Its unique structure, combined with the electronic and steric effects introduced by the fluorine atoms, makes it a promising candidate for the development of new drugs targeting CNS disorders, antimicrobial agents, and pain management. Continued research into its pharmacological properties, synthesis, and safety profile is essential to unlock its full potential in the biomedical industry.

• 131950-23-7(Piperidine, 4-[bis(2,4-difluorophenyl)methyl]-)
• 253450-33-8(4-(2,6-difluorophenyl)methylpiperidine)
• 194288-97-6(4-(2-Fluorobenzyl)piperidine)
• 333985-60-7(4-(2,4-Difluorobenzyl)piperidine hydrochloride)
• 1019373-70-6(4-(2,6-difluorophenyl)piperidine)
• 193357-87-8(4-(2,6-difluorophenyl)methylpiperidine hydrochloride)
• 291289-50-4(4-(2,4-Difluorophenyl)piperidine)
• 148135-97-1(4-2-(2,4-difluorophenyl)ethylpiperidine hydrochloride)
• 614731-85-0(4-2-(2-fluorophenyl)ethylpiperidine)
• 941711-38-2(4-(2,4-Difluoro-phenyl)-piperidine hydrochloride)