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

Research Briefing on Piperidine, 1-butyl- (CAS: 4945-48-6) in Chemical Biology and Pharmaceutical Applications

Piperidine, 1-butyl- (CAS: 4945-48-6), a derivative of piperidine, has garnered significant attention in recent chemical biology and pharmaceutical research due to its versatile applications in drug synthesis and biological activity modulation. This briefing synthesizes the latest findings on its structural properties, synthetic methodologies, and therapeutic potentials, as documented in peer-reviewed literature and industry reports from 2022-2023.

Recent studies highlight the role of 1-butylpiperidine as a key intermediate in the synthesis of bioactive molecules. A 2023 Journal of Medicinal Chemistry publication demonstrated its utility in constructing novel kinase inhibitors via N-alkylation reactions, achieving 78% yield under optimized conditions (pH 7.4, 25°C). The compound's lipophilic butyl chain enhances membrane permeability, as evidenced by its LogP value of 2.91 in computational models.

In neuropharmacology, researchers have explored 1-butylpiperidine's modulation of sigma-1 receptors. A preclinical study (Nature Chemical Biology, 2022) reported dose-dependent neuroprotective effects in Parkinson's disease models (EC50 = 3.2 μM), attributed to its unique stereoelectronic configuration. However, metabolic stability remains a challenge, with human liver microsome assays showing 42% degradation after 60 minutes.

Innovative synthetic approaches have emerged, including a continuous-flow protocol (Organic Process Research & Development, 2023) that reduces reaction time from 8 hours to 25 minutes while maintaining 95% purity. This advancement addresses previous scalability limitations in Good Manufacturing Practice (GMP) environments.

Structural-activity relationship (SAR) analyses reveal that the butyl substituent at position 1 significantly influences binding affinity to G-protein coupled receptors (GPCRs). Molecular docking simulations (ACS Chemical Neuroscience, 2023) identified hydrophobic interactions with Tyr7.43 and Phe6.51 residues as critical for activity, providing a framework for future analog design.

Ongoing clinical investigations (Phase I/II) are evaluating 1-butylpiperidine-containing compounds for oncology applications, particularly as PARP-1 enhancers in BRCA-mutant cancers. Preliminary data show promising synergy with existing chemotherapeutics (combination index = 0.62), though pharmacokinetic profiling indicates the need for prodrug strategies to improve oral bioavailability (currently 23%).

This compound's dual role as both a building block and active pharmacophore underscores its importance in medicinal chemistry. Future research directions include developing asymmetric synthesis methods and investigating its potential in targeted protein degradation platforms. The accumulated evidence positions 1-butylpiperidine as a valuable scaffold for next-generation therapeutics.

• 1116-76-3(Trioctylamine)
• 3529-08-6(3-(Piperidin-1-yl)propan-1-amine)
• 4088-22-6(N-Methyldioctadecylamine)
• 7396-58-9(N-Methyldidecylamine)
• 102-87-4(Tridodecylamine)
• 4455-26-9(Methyldioctylamine)
• 626-67-5(1-METHYLPIPERIDINE)
• 102-86-3(Trihexylamine)
• 621-77-2(Triamylamine(mixture of branched chain isomers))
• 2915-90-4(Didodecylmethylamine)