Pomalidomide 5'-Piperazine-4-Methylpiperidine Dihydrochloride FAQ
Pomalidomide 5'-Piperazine-4-Methylpiperidine Dihydrochloride FAQ
Pomalidomide 5'-piperazine-4-methylpiperidine dihydrochloride is a synthetic pomalidomide-derived building block bearing a piperazine-4-methylpiperidine side chain at the 5'-position, supplied as the dihydrochloride salt for enhanced aqueous solubility and intended for use as a cereblon (CRBN)-targeting warhead or linker-conjugated intermediate in PROTAC and related targeted protein degradation research.
- SKU / Catalog Number
- P1449388
- Cross-Reference
- MCE / MedChemExpress HY-160244
- Salt Form
- Dihydrochloride (2 HCl)
- Core Pharmacophore
- Pomalidomide (thalidomide analogue, IMiD class)
- Primary Research Use
- Cereblon E3 ligase ligand; PROTAC and targeted protein degradation tool compound
- Supplier
- Aladdin Scientific
What Is Pomalidomide 5'-Piperazine-4-Methylpiperidine Dihydrochloride?
Pomalidomide 5'-piperazine-4-methylpiperidine dihydrochloride (Aladdin SKU P1449388; cross-reference MCE HY-160244) is a chemically modified derivative of pomalidomide, a third-generation immunomodulatory drug (IMiD) that binds the substrate receptor cereblon (CRBN) within the CRL4CRBN E3 ubiquitin ligase complex.
In this derivative, a piperazine-4-methylpiperidine moiety is appended at the 5'-position of the pomalidomide scaffold. This side chain provides a secondary or tertiary amine handle suitable for conjugation to linkers, enabling the construction of bifunctional degrader molecules such as PROTACs (Proteolysis-Targeting Chimeras). The compound is supplied as the dihydrochloride salt, which improves aqueous solubility compared with the free base form and facilitates handling in aqueous buffer systems.
Note: Specific physicochemical data (MW, purity, melting point) are not stated in the current source material. Researchers should consult the Certificate of Analysis (CoA) supplied with each lot.
Handling, Storage, and Solubility
Storage: In the absence of lot-specific CoA guidance, pomalidomide derivatives are generally stored at −20 °C, protected from light and moisture. The dihydrochloride salt form can be hygroscopic; desiccant storage is recommended. Always defer to the CoA for the authoritative storage condition for this specific lot.
Solubility: The dihydrochloride salt is expected to show improved aqueous solubility relative to the neutral free base. DMSO is commonly used as a primary solvent for IMiD-based compounds at stock concentrations, with dilution into aqueous buffer or cell culture medium. Sonication and gentle warming may aid dissolution. Do not use ethanol as the primary solvent without first confirming solubility.
Handling precautions: Pomalidomide and its analogues are teratogenic in animal models based on their thalidomide-class pharmacology. Handle with appropriate personal protective equipment (nitrile gloves, lab coat, safety glasses). Consult the Safety Data Sheet (SDS) before use. Avoid inhalation of dust or aerosols.
Review flag: Specific solubility values (mg/mL in DMSO or water) and GHS hazard classification for this exact compound are not available in the source material and should be verified against the SDS and CoA.
Research Applications
The primary application of Pomalidomide 5'-piperazine-4-methylpiperidine dihydrochloride is as a CRBN-recruiting warhead in the design of bifunctional degrader molecules:
- PROTAC synthesis: The piperazine-4-methylpiperidine side chain at the 5'-position serves as a linker attachment point. Chemists can couple this amine-functionalized intermediate to a linker-POI ligand conjugate to produce full PROTAC molecules targeting proteins of interest for ubiquitin-mediated proteasomal degradation.
- Molecular glue research: As a cereblon-binding scaffold, the compound may be used to explore molecular glue degrader strategies where the E3 ligase–substrate interface is modulated.
- Structure–activity relationship (SAR) studies: The extended piperazine-methylpiperidine appendage allows investigation of how linker length, geometry, and basicity influence ternary complex formation and degradation efficiency.
- Tool compound: May serve as a reference or control compound in biochemical CRBN-binding assays.
Review flag: No peer-reviewed publications specifically citing this compound (P1449388 / HY-160244) were available in the source material. Application claims are based on the structural class (pomalidomide-derived CRBN ligands) and general PROTAC literature.
Ordering and Quality Information
How to order: Pomalidomide 5'-piperazine-4-methylpiperidine dihydrochloride is available from Aladdin Scientific under SKU P1449388. Place orders via the Aladdin website, or contact your regional sales representative or technical support team for bulk quantities and custom packaging.
Quality and purity: Aladdin Scientific supplies research-grade reagents accompanied by a Certificate of Analysis (CoA) detailing lot-specific purity (typically assessed by HPLC), NMR characterization data, and appearance. Request the CoA for your specific lot number at the time of ordering or upon receipt.
Cross-reference: The compound is cross-referenced as MCE (MedChemExpress) catalog number HY-160244, which may be useful for literature searches or when communicating with collaborators using alternative supplier catalogs.
Quantity and format: Available pack sizes and pricing are listed on the Aladdin product page. Contact procurement for institutional pricing or volume discounts.
Frequently asked questions
What is the difference between this compound and pomalidomide itself?
Pomalidomide itself is the parent IMiD therapeutic agent that binds cereblon. This derivative retains the pomalidomide glutarimide-isoindolinone core responsible for CRBN binding but adds a piperazine-4-methylpiperidine group at the 5'-position of the molecule. This side chain provides an amine handle for chemical conjugation to linkers, making the compound suitable as a CRBN warhead in PROTAC or bifunctional degrader synthesis rather than as a standalone therapeutic.
In which solvents can this compound be dissolved for in vitro experiments?
As a dihydrochloride salt, the compound is expected to have better aqueous solubility than the free base form. DMSO is the most commonly used primary solvent for pomalidomide-class compounds to prepare concentrated stock solutions, which are then diluted into aqueous buffers or cell culture medium. Always confirm actual solubility with your specific lot's CoA or by performing a solubility test, as specific solubility values for this compound are not stated in the available source material.
How should this compound be stored to maintain stability?
Based on standard practice for pomalidomide analogues, storage at −20 °C in a sealed, desiccated container away from light is generally recommended. The dihydrochloride salt may be hygroscopic, so avoid repeated freeze-thaw cycles and exposure to humid air. The authoritative storage condition for your specific lot will be stated on the Certificate of Analysis; always follow CoA guidance.
Is this compound suitable for in vivo animal studies?
This compound is supplied as a research reagent and has not been validated or approved for clinical or veterinary use. For in vivo use, researchers must independently assess purity, formulation compatibility, route of administration, and safety profile. Given the teratogenic potential associated with the thalidomide/IMiD class, appropriate institutional animal care and biosafety protocols must be followed. Consult the SDS and your institutional safety committee before proceeding.
What is the catalog cross-reference for this compound?
Pomalidomide 5'-piperazine-4-methylpiperidine dihydrochloride is listed under Aladdin Scientific SKU P1449388 and cross-references MedChemExpress (MCE) catalog number HY-160244. This cross-reference can be helpful when searching published literature or communicating with collaborators who source reagents from alternative suppliers.
References
- Kronke J, et al. Lenalidomide causes selective degradation of IKZF1 and IKZF3 in multiple myeloma cells. Science. 2014;343(6168):301-305. [Foundational CRBN/IMiD mechanism reference — pomalidomide class context] doi:10.1126/science.1244851
- Bondeson DP, et al. Catalytic in vivo protein knockdown by small-molecule PROTACs. Nature Chemical Biology. 2015;11(8):611-617. [General PROTAC/cereblon warhead methodology reference] doi:10.1038/nchembio.1858
- MedChemExpress (MCE). HY-160244: Pomalidomide 5'-piperazine-4-methylpiperidine dihydrochloride product page. [Supplier cross-reference; not a peer-reviewed citation]
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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