1-Piperazineethanamine, N-(phenylmethyl)-

1-Piperazineethanamine, N-(phenylmethyl)- is a valuable research chemical and synthetic building block, primarily utilized in medicinal chemistry and organic synthesis. The dual secondary/tertiary amine functionality of 1-Piperazineethanamine, N-(phenylmethyl)- makes it a key intermediate for constructing more complex molecules, as the primary-like secondary amine on the ethyl linker can be selectively functionalized without disturbing the piperazine core. Chemically, 1-Piperazineethanamine, N-(phenylmethyl)- can serve as a precursor to various amides, ureas, and sulfonamides, or can be elaborated into constrained polycyclic systems. In research contexts, 1-Piperazineethanamine, N-(phenylmethyl)- functions as a scaffold for exploring chemical space around GPCR targets, particularly histamine and dopamine receptors, where the benzylpiperazine motif is a recognized pharmacophore. Supplied with rigorously controlled purity, 1-Piperazineethanamine, N-(phenylmethyl)- enables reproducible structure-activity relationship (SAR) studies and library synthesis for drug discovery programs.

Product Parameters

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Storage Conditions

For long-term storage, 1-Piperazineethanamine, N-(phenylmethyl)- should be kept as a solid powder at -20°C in a tightly sealed container, protected from light and moisture, and placed under an inert atmosphere of nitrogen or argon. Under these conditions, the product is stable for up to 2 years. For short-term use in biological assays, stock solutions prepared in anhydrous DMSO can be stored for 2 weeks at 4°C, or long-term for 6 months at -80°C, preferably in single-use aliquots to prevent degradation from repeated freeze-thaw cycles. Always allow frozen containers to reach ambient temperature in a desiccator before opening to prevent water condensation. Handle the compound in a well-ventilated fume hood, as amines can be air-sensitive and are classified as aquatic toxins.

Application Scenarios

GPCR Ligand Library Synthesis

Serves as a privileged scaffold for synthesizing focused libraries targeting serotonin (5-HT) and dopamine (D2/D3) receptors, where the benzylpiperazine motif is critical for affinity.

PROTAC Linker Development

The secondary amine on the ethyl chain provides an attachment point for recruiting ligands, while the piperazine nitrogen can link to an E3 ligase ligand, creating heterobifunctional degraders.

Bivalent Ligand Design

The dual nitrogen functionality allows two pharmacophores to be attached to the same core, enabling the exploration of bivalent binding modes for receptor dimers.

Amide/Sulfonamide Library Core

The primary-like secondary amine is easily acylated or sulfonylated to generate diverse compound arrays for high-throughput screening (HTS).

Polyamine Transport Studies

Used as a structural analog to study polyamine uptake mechanisms in cancer cells, leveraging its cationic nature at physiological pH.

Histamine Receptor Antagonist Research

Structural analogs of this compound have demonstrated histamine H3 receptor antagonism and acetylcholinesterase inhibition, making it a lead-like scaffold for CNS disorders.

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Ready to incorporate 1-Piperazineethanamine, N-(phenylmethyl)- into your next chemical biology or medicinal chemistry project? Reach out to Cosperpharm to discuss your specific needs.