1-Benzyl-N-Phenylpiperidin-4-Amine: A Closer Look at a Key Compound

Historical Development

Chemistry moves forward with keen observation and a bit of boldness. Decades back, organic chemists exploring new synthetic routes in the mid-20th century landed on piperidine derivatives with growing interest. The path to 1-Benzyl-N-Phenylpiperidin-4-Amine began with curiosity about the reactivity of aromatic amines fused with piperidine rings. Early academic and patent literature from the 1960s spotlights growing attention toward this family, especially as researchers sought to bridge aromatic systems and secondary amines for pharmaceutical and industrial potential. Every experiment built more trust in how this structure could impact fields from drug synthesis to material science. The structure’s subtle tweaks over the years have shown how a single benzyl group or a specific position on the ring can dramatically shift physical and chemical profiles.

Product Overview

1-Benzyl-N-Phenylpiperidin-4-amine looks simple at first glance: a piperidine ring, a benzyl group at the first position, and a phenyl group tagging the nitrogen. Beneath this lies a world of function. Many labs recognize this compound as a core building block for custom ligands, pharmaceutical intermediates, and specialty chemicals. While not a household reagent, its ability to act as a skeleton for bioactive molecules gives it rare value. Demand for this compound often reflects trends in drug discovery and exploratory synthesis, echoing what researchers are chasing worldwide.

Physical & Chemical Properties

The compound presents as a solid or crystalline powder at room temperature, depending on purity and specific form. Its color may range from off-white to light beige. Odor tends to be faint, but there's a signature amine scent on close contact. Solubility falls on the side of organic solvents, with good dissolution in ethanol, methanol, chloroform, and DMSO, while showing poor mixing with water. Its molecular weight hovers around 292.4 g/mol. Melting point data varies by supplier, often landing between 70–90°C. Stability remains reliable under dry, cool storage—moist air and high temperature, though, can coax unwanted degradation.

Technical Specifications & Labeling

Chemists and procurement specialists expect clarity when ordering this compound. Reputable manufacturers label with precise purity—usually above 98% by HPLC or NMR—along with batch number, assay results, and shelf-life guidance. Storage instructions call for tightly sealed containers, out of direct sunlight, at temperatures below 8°C. Labels clearly mark hazard designations and recommended personal protective equipment. Transport manifests match international standards, ensuring safety in handling, from warehouse to laboratory bench.

Preparation Method

Classic synthesis builds 1-Benzyl-N-Phenylpiperidin-4-Amine through reductive amination or nucleophilic substitution. One robust approach couples benzyl chloride with N-phenylpiperidin-4-amine under alkaline conditions. Catalytic hydrogenation over palladium on carbon sometimes finishes the job, reducing any imine intermediates. Reaction workups demand careful washing and recrystallization, as impurities linger in amine preparations more than in neutral compounds. Proper drying rounds out the workflow, locking in the desired physical form without residual solvents. A watchful eye through TLC or LC-MS at each step saves headaches downstream.

Chemical Reactions & Modifications

A chemist worth their salt recognizes several opportunities for modification. The secondary amine group opens up acylation, alkylation, or even carbamate formation, useful for tuning pharmacokinetics. The aromatic rings welcome substitution—halogenation, nitration, or oxidative coupling—each shift writing a new chapter for downstream products. Radical or transition metal-catalyzed transformations allow custom derivatives for SAR studies in medicinal chemistry. Whether working on antipsychotic analogs, CNS penetrants, or agrochemical prototypes, small changes ripple through a whole project.

Synonyms & Product Names

Like any workhorse compound, naming varies across suppliers and research papers. Some catalogs list it as 4-(Benzylamino)-1-phenylpiperidine, while custom manufacturers refer to it by company product number or code. Common abbreviations include BPP-amine, Benzyl-N-phenyl-4-piperidinamine, or even truncated as BNPP4A in lab notes. This mix of nomenclature reflects its broad reach in both academic and industrial applications.

Safety & Operational Standards

Working with aromatic amines and piperidine derivatives, respect for safety beats any shortcut. Gloves, goggles, and lab coats form non-negotiable gear. Inhalation or skin contact risks irritation or harmful effects, so strong ventilation matters. Spills get cleaned with adsorbent pads, not just paper towels. Waste streams merge with other amine-rich residues and follow hazardous disposal protocol. Every chemical storage area should post clear signage for this compound, with emergency eyewash and showers within fast reach. Following OSHA, REACH, and local guidelines keeps teams out of trouble and research timelines on track.

Application Area

The versatility of this compound catches the eye in more than just pharmaceutical circles. Medicinal chemists chase novel painkillers and CNS agents, leveraging the molecule’s ability to mimic known bioactive scaffolds. Polymer chemists harness it for functional materials requiring tuned flexibility and bonding. Agrochemists use derivatives in exploring selective pesticides or plant protectants. Each domain pulls from the same base, but the end goals split across fields as wide as human health, manufacturing, and food security.

Research & Development

Every research-driven company has a handful of piperidine derivatives in the pipeline for early-stage screening. 1-Benzyl-N-Phenylpiperidin-4-Amine fits squarely as a structural motif in proposed serotonin and dopamine analogs for psychiatric research. Patent filings over the last ten years reveal renewed interest in its core for treating pain, neurodegeneration, and even rare metabolic disorders. Its modular nature keeps it relevant as libraries are built, broken down, and rebuilt to chase elusive biological targets.

Toxicity Research

No chemist dismisses toxicity studies as box-ticking. Many aromatic amines trigger red flags due to genotoxic risk, and piperidine backbones rarely escape scrutiny. Preclinical studies on related analogs report mild to moderate acute toxicity—mainly CNS depression and metabolic alteration in rodent models—though most results require side-by-side comparisons. Chronic toxicity often relates to repeated exposure, underlining the need for strong handling practices and accurate labeling in labs. Ongoing research around metabolic byproducts seeks to explain long-term risks and guide rational design for safer derivatives.

Future Prospects

As drug hunters expand the search for novel neuroactive scaffolds, this compound maintains a strong foothold. Computational chemistry and machine learning in structure-based drug design only boost stocks for modular intermediates like 1-Benzyl-N-Phenylpiperidin-4-Amine. Improvements in green synthesis and purification extend its sustainability profile, answering new environmental standards. Regulations grow tighter each year, so more attention falls on tracking, usage logs, and digital inventory. Research labs and manufacturers that keep pace with these trends transform a classic structure into tomorrow’s innovation, with potential spanning therapies, smart materials, and beyond.




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1-Benzyl-N-Phenylpiperidin-4-Amine
1-Benzyl-N-Phenylpiperidin-4-Amine
1-Benzyl-N-Phenylpiperidin-4-Amine