4-Acetamido-1-benzylpiperidine: Properties & Lab FAQ
4-Acetamido-1-benzylpiperidine: Properties & Lab FAQ
4-Acetamido-1-benzylpiperidine is a piperidine-based amide building block widely used as a synthetic intermediate in medicinal chemistry and pharmaceutical research.
- Product Name
- 4-Acetamido-1-benzylpiperidine
- SKU
- A151609
- Core Structure
- Piperidine ring with N-benzyl and 4-acetamido substituents
- Functional Groups
- Tertiary amine (N-benzyl), secondary amide (acetamido)
- Primary Use
- Synthetic intermediate and building block in medicinal chemistry
- Supplier
- Aladdin Scientific
Chemical Identity and Structure
4-Acetamido-1-benzylpiperidine (Aladdin SKU: A151609) is a substituted piperidine compound featuring two key functional groups: a tertiary amine formed by N-benzylation of the piperidine nitrogen, and a secondary amide (acetamido) group at the 4-position of the ring. The benzyl group on nitrogen renders the tertiary amine relatively non-nucleophilic under mild conditions, while the acetamido moiety at the 4-position provides a hydrogen-bond donor/acceptor site commonly exploited in drug–target interactions. The piperidine scaffold itself is one of the most prevalent ring systems found in approved pharmaceuticals, making functionalized derivatives such as this compound valuable starting materials or intermediates in drug discovery programs.
Recommended Storage and Handling
As with most piperidine amide derivatives, 4-Acetamido-1-benzylpiperidine should be stored in a tightly sealed container away from moisture, light, and heat. A cool, dry environment (typically 2–8 °C or as specified on the product Certificate of Analysis) is recommended to maintain long-term stability. When handling the compound, standard laboratory personal protective equipment (PPE) — including nitrile gloves, safety glasses, and a lab coat — should be worn. Work in a well-ventilated area or fume hood is advised. Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before use, as it contains the most current hazard classification, first-aid measures, and disposal guidance specific to this material.
Note: Specific GHS hazard classification, flash point, and LD50 values are not reproduced here; refer to the official Aladdin SDS for A151609 for authoritative safety data.
Research and Synthetic Applications
4-Acetamido-1-benzylpiperidine serves primarily as a versatile building block and intermediate in organic synthesis and medicinal chemistry. Its utility stems from the orthogonal reactivity of its functional groups: the N-benzyl group can be selectively removed by hydrogenolysis (e.g., Pd/C, H₂) to unmask the secondary piperidine amine for further elaboration, such as reductive amination, acylation, or sulfonylation. The acetamido group can participate in hydrogen bonding, influence conformational preferences of the ring, and serve as a handle for further chemical transformations after selective hydrolysis to the free amine. Such structural flexibility makes this compound particularly attractive in fragment-based drug discovery, SAR (structure–activity relationship) studies, and as a scaffold for generating libraries of piperidine-based analogues targeting GPCRs, ion channels, and enzyme active sites.
Purity, Quality, and Certificate of Analysis
Aladdin Scientific provides a Certificate of Analysis (CoA) with each lot of 4-Acetamido-1-benzylpiperidine (A151609). The CoA documents lot-specific purity data typically determined by techniques such as HPLC or GC, along with identity confirmation via NMR or MS. Researchers should request and review the CoA for their specific lot prior to use, particularly for applications where reagent purity is critical to experimental reproducibility, such as coupling reactions in multi-step synthesis or biological screening assays. For custom purity requirements or larger quantities, contact Aladdin Scientific's technical sales team for further options.
Ordering, Availability, and Support
4-Acetamido-1-benzylpiperidine is available from Aladdin Scientific under SKU A151609. Orders can be placed through the Aladdin Scientific website, via email, or through authorised distributors. Standard pack sizes are listed on the product page; custom quantities may be available upon request. Aladdin Scientific's technical support team is available to assist with questions regarding product specifications, compatibility with specific protocols, or bulk pricing. For regulatory or import documentation requirements, the customer service team can provide relevant compliance documents including the SDS and CoA upon request.
Frequently asked questions
What is 4-Acetamido-1-benzylpiperidine used for in research?
4-Acetamido-1-benzylpiperidine is primarily used as a synthetic building block and intermediate in medicinal chemistry. Its N-benzyl group can be removed by hydrogenolysis to reveal a secondary amine for further functionalization, while the acetamido group can be hydrolyzed to a free amine, making the compound highly versatile for generating piperidine-based analogues in drug discovery and SAR studies.
How should 4-Acetamido-1-benzylpiperidine (A151609) be stored?
The compound should be stored in a tightly sealed container in a cool, dry location away from moisture, heat, and direct light, typically at 2–8 °C or as specified on the product Certificate of Analysis. Always consult the Aladdin Scientific Safety Data Sheet for A151609 for the most authoritative and up-to-date storage requirements.
How can I remove the N-benzyl protecting group from this compound?
The N-benzyl group on the piperidine nitrogen can typically be removed by catalytic hydrogenolysis using Pd/C under a hydrogen atmosphere in a suitable solvent such as ethanol or methanol. This well-established deprotection strategy cleanly liberates the secondary piperidine amine for subsequent synthetic steps. Reaction conditions should be optimized based on the specific downstream application and substrate sensitivity.
Where can I find purity and identity data for my specific lot of A151609?
Lot-specific purity and identity data are documented in the Certificate of Analysis (CoA) provided by Aladdin Scientific with each shipment. You can request a CoA by contacting Aladdin Scientific customer service or downloading it from the product page on the Aladdin Scientific website using your lot number.
Is 4-Acetamido-1-benzylpiperidine suitable for biological screening assays?
The compound can serve as a starting material or intermediate whose derivatives are tested in biological assays; however, its direct use in screening depends on experimental design and purity requirements. Researchers should verify lot purity via the CoA and assess compound solubility and stability under the assay conditions. Contact Aladdin Scientific technical support for guidance on specification requirements for biological applications.
References
- Aladdin Scientific Product Page: 4-Acetamido-1-benzylpiperidine, SKU A151609. Aladdin Scientific.
- Roughley, S. D.; Jordan, A. M. The Medicinal Chemist's Toolbox: An Analysis of Reactions Used in the Pursuit of Drug Candidates. J. Med. Chem. 2011, 54, 3451–3479. doi:10.1021/jm200187y
- Carey, F. A.; Sundberg, R. J. Advanced Organic Chemistry, Part B: Reactions and Synthesis, 5th ed.; Springer: New York, 2007.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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