Chemical Identity and Structure

3-(4-Piperazin-1-ylanilino)piperidine-2,6-dione dihydrochloride (Aladdin SKU P1529534) consists of a piperidine-2,6-dione (glutarimide) ring bearing a secondary amine at the 3-position that is connected through an aniline linker to a terminal piperazine ring. The compound is supplied as the dihydrochloride salt to enhance aqueous solubility and solid-state stability relative to the free base.

The glutarimide motif is the pharmacophoric element responsible for binding to cereblon (CRBN), the substrate receptor of the CRL4^CRBN E3 ubiquitin ligase complex. The free piperazine nitrogen provides a handle for further conjugation—typically via amide bond formation or reductive amination—to a target-binding warhead in PROTAC or molecular-glue design workflows.

Handling and Storage Guidelines

Receipt: Upon receipt, inspect the packaging for integrity. Record the lot number and confirm the certificate of analysis (CoA) specifications before use.

Storage: Store the compound at 2–8 °C in a tightly sealed, desiccated container, protected from light and moisture. As a hygroscopic dihydrochloride salt, exposure to ambient humidity may alter the actual mass of material weighed; always use freshly opened material or equilibrate sealed vials to room temperature before opening.

Handling: Wear appropriate personal protective equipment (gloves, laboratory coat, eye protection). Perform weighing operations in a well-ventilated area or chemical fume hood. Avoid inhalation of fine particulates. Consult the Safety Data Sheet (SDS) for full hazard information before use.

Solution preparation: The dihydrochloride salt typically dissolves in water or aqueous buffer (e.g., PBS, pH 7.4) and in polar organic solvents such as DMSO. Prepare stock solutions fresh or store aliquots at −20 °C; avoid repeated freeze–thaw cycles. Verify solubility and stability empirically for each application.

Research Applications and Protocol Considerations

PROTAC synthesis: This compound serves as a cereblon-recruiting unit in bifunctional PROTAC molecules. The piperazine nitrogen is conjugated to a linker–warhead module targeting the protein of interest (POI). Standard coupling chemistries include NHS-ester amide coupling, HATU/DIPEA-mediated peptide coupling, or reductive amination. Protect the glutarimide NH from harsh basic conditions (pH > 10) to prevent ring hydrolysis.

Biochemical assays: When evaluating cereblon binding affinity, TR-FRET or AlphaScreen competition assays using recombinant CRBN–DDB1 complex are commonly employed. Prepare compound dilutions in assay buffer immediately before use to minimise degradation.

Cell-based studies: Dissolve in DMSO to prepare a concentrated stock (typically 10–100 mM) and dilute into cell culture medium to the desired final concentration. Ensure the final DMSO concentration does not exceed 0.1–0.5% (v/v) to avoid cytotoxicity artifacts. Include vehicle controls in all experiments.

Purity and characterisation: Confirm compound identity and purity by LC-MS and ¹H NMR prior to biological testing. Record the molecular weight of the dihydrochloride salt form when calculating molar concentrations.

Quality, Regulatory, and Procurement Notes

Lot-specific documentation: Each shipment of P1529534 is accompanied by a certificate of analysis (CoA) specifying identity, purity, appearance, and recommended storage. Review the CoA upon receipt and retain for experimental records.

Safety Data Sheet: An SDS is available from Aladdin Scientific upon request or through the product page. Ensure institutional safety officers and end-users have access before handling.

Regulatory status: This compound is supplied for research use only (RUO). It is not approved for use in clinical diagnostic procedures, therapeutic applications, or food and drug manufacture without appropriate regulatory authorisation.

Procurement: Order via the Aladdin Scientific website using SKU P1529534. Contact the Aladdin Scientific sales or customer-service team for bulk pricing, custom quantities, or expedited shipping enquiries. Reward points and promotional pricing may apply; consult current promotional terms on the website.