Pomalidomide-C2-NH2

 CAS No.: 1957235-66-3  Cat No.: BP-200002  Purity: > 98% 4.5  

Pomalidomide-C2-NH2 is a functionalized derivative of the immunomodulatory drug pomalidomide, specifically engineered for use in PROTAC (Proteolysis Targeting Chimera) and molecular glue research. Featuring a two-carbon linker with a terminal amine group, this E3 ligase ligand facilitates efficient conjugation to target ligands, enabling the design and synthesis of cereblon (CRBN)-recruiting protein degraders. Pomalidomide-C2-NH2 plays a critical role in targeted protein degradation strategies by promoting the ubiquitination and subsequent proteasomal degradation of disease-related proteins. Its application accelerates the development of next-generation therapeutics in oncology, immunology, and other fields that benefit from targeted protein knockdown.

Pomalidomide-C2-NH2

Structure of 1957235-66-3

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Category
Ligand for E3 Ligase
Molecular Formula
C15H16N4O4
Molecular Weight
316.31
Appearance
White to Yellow Powder

* For research and manufacturing use only. Not for human or clinical use.

SizePriceStockQuantity
25 mg $199 In stock
100 mg $523 In stock

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Purity
> 98%
Solubility
10 mM in DMSO
Appearance
White to Yellow Powder
Storage
2 - 8 °C, protect from light.
Shipping
Room temperature in continental US; may vary elsewhere
IUPACName
4-(2-aminoethylamino)-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
Synonyms
4-((2-aminoethyl)amino)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione; SCHEMBL17884390; TQP0427; Cereblon Ligand-Linker Conjugates 15; HY-128846; Pomalidomide-C2-NH2; Pomalidomide-alkylC2-amine; E3 ligase Ligand 17; 4-[(2-Aminoethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione hydrochloride
Boiling Point
633.6±55.0 °C (Predicted)
Density
1.496±0.06 g/cm3 (Predicted)
InChI Key
WYIGFEKILOYHCT-UHFFFAOYSA-N
InChI
InChI=1S/C15H16N4O4/c16-6-7-17-9-3-1-2-8-12(9)15(23)19(14(8)22)10-4-5-11(20)18-13(10)21/h1-3,10,17H,4-7,16H2,(H,18,20,21)
Canonical SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)NCCN

Background Introduction

Pomalidomide-C2-NH2 is a functionalized derivative of pomalidomide, one of the potent immunomodulatory imide drugs (IMiDs) widely used as a cereblon (CRBN) E3 ligase ligand in targeted protein degradation research. The inclusion of a C2 (two-carbon) amino linker at the imide moiety endows this molecule with increased chemical reactivity and synthetic flexibility, facilitating its use as a building block for PROTAC (Proteolysis Targeting Chimera) and other heterobifunctional degrader constructs. Such modifications are vital for tuning the physicochemical properties and biological compatibility of degrader molecules.

Mechanism

Pomalidomide-C2-NH2 functions by specifically binding to the cereblon (CRBN) component of the CRL4-CRBN E3 ubiquitin ligase complex. In the context of PROTAC chemistry, the exposed C2-amino linker provides an accessible conjugation point for attaching a variety of target protein ligands via amide bond formation or other coupling reactions. Once successfully tethered to a target-ligand motif, the resulting PROTAC molecule can simultaneously engage both CRBN and the protein of interest, thereby facilitating the recruitment of the ubiquitin-proteasome system to polyubiquitinate and degrade the target protein within cells.

Applications

Pomalidomide-C2-NH2 is ideal for drug discovery scientists and medicinal chemists focusing on the design and synthesis of CRBN-based PROTACs, molecular glues, and other heterobifunctional degraders. Its primary applications include:

• Serving as an E3 ligase binding moiety in the construction of CRBN-recruiting PROTACs
• Customized synthesis of molecular glues aimed at novel protein targets
• Structure-activity relationship (SAR) and linker optimization studies for targeted protein degraders
• Facilitating biological and mechanistic studies in both academic and pharmaceutical research settings

By providing a chemically versatile handle, Pomalidomide-C2-NH2 accelerates innovation in targeted protein degradation and supports the rapid prototyping of next-generation degrader therapeutics.

• High-purity compound verified by HPLC, NMR, and LC-MS
• Consistent batch-to-batch reproducibility with complete QC documentation
• Supplied with COA, MSDS, and analytical data for traceability
• Reliable global shipping with stability-guaranteed packaging
• Dedicated technical support and optional custom synthesis service
• Demonstrates strong binding affinity to CRBN, VHL, or other E3 ligases
• Enables stable E3 ligase recruitment for targeted protein degradation
• Amino-functionalized linker enables straightforward attachment of diverse warheads for PROTAC development.
• Optimized for high-affinity binding to CRBN, ensuring efficient targeted protein degradation.

Can you tell me the special storage conditions of Pomalidomide-C2-NH2?

Yes, I can. Keep in dark place, Inert atmosphere, Room temperature.

6/2/2016

Can you give me some information about the structure of Pomalidomide-C2-NH2

Pomalidomide-C2-NH2 is a synthetic E3 ligand linker conjugate containing Pomalidomide-based cereblon ligand and a linker.

2/4/2019

E3 ligase ligand-linker conjugate containing a Pomalidomide-based cereblon ligand

We used Pomalidomide-C2-NH2 as a synthesized E3 ligase ligand-linker conjugate containing a Pomalidomide-based cereblon ligand and a linker in my experiment, it worked well.

3/3/2019

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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