Pomalidomide-C3-NH2 hydrochloride

 CAS No.: 2154342-45-5  Cat No.: BP-100133 4.5  

Pomalidomide-C3-NH2 hydrochloride is an advanced E3 Ligase Ligand-Linker Conjugate specifically designed for use in PROTAC (Proteolysis Targeting Chimera) drug development. This compound combines pomalidomide, a high-affinity ligand for the CRBN (cereblon) E3 ubiquitin ligase, with a C3 alkyl linker terminated by a primary amine (NH2). The hydrochloride salt form enhances its solubility and stability, making it easier to handle in laboratory settings.

Pomalidomide-C3-NH2 hydrochloride

Structure of 2154342-45-5

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E3 Ligase Ligand-Linker Conjugate
Molecular Formula
C₁₆H₁₉ClN₄O₄
Molecular Weight
366.80

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

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IUPACName
4-(3-aminopropylamino)-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione;hydrochloride
InChI Key
MCJLKXXQNIILGB-UHFFFAOYSA-N
InChI
1S/C16H18N4O4.ClH/c17-7-2-8-18-10-4-1-3-9-13(10)16(24)20(15(9)23)11-5-6-12(21)19-14(11)22;/h1,3-4,11,18H,2,5-8,17H2,(H,19,21,22);1H
Canonical SMILES
NCCCNC1=C2C(N(C(C2=CC=C1)=O)C3CCC(NC3=O)=O)=O.Cl
Pub Chem ID
139211243

Background Introduction

Pomalidomide-C3-NH2 hydrochloride is a specialized E3 ligase ligand-linker conjugate. As a derivative of pomalidomide, it is engineered for use in targeted protein degradation strategies, particularly for the design and synthesis of PROTACs (Proteolysis Targeting Chimeras). This compound provides a critical building block for research focused on harnessing the ubiquitin-proteasome system for selective protein degradation.

Mechanism

Pomalidomide-C3-NH2 hydrochloride functions by binding to the E3 ubiquitin ligase cereblon (CRBN), thanks to its pomalidomide moiety. The attached C3 linker, terminated with an amine group (NH2), facilitates conjugation with various target protein ligands through amide bond formation or other linkage strategies. In a PROTAC construct, this enables the recruitment of CRBN to the target protein, resulting in its ubiquitination and subsequent proteasomal degradation, effectively removing disease-relevant or pathological proteins from cells.

Applications

Pomalidomide-C3-NH2 hydrochloride is widely used in PROTAC development workflows to create novel therapeutics and research tools. Its applications include constructing bifunctional molecules for targeted protein degradation, enabling the study of protein function, and the validation of new drug targets in oncology, neurodegeneration, immunology, and other therapeutic areas. This conjugate is also suitable for high-throughput screening, medicinal chemistry optimization, and the generation of chemical probes for biological research.

• Amine-terminated C3 linker ensures versatile attachment for PROTAC assembly
• Engineered for high affinity binding to CRBN E3 ligase, boosting targeted protein degradation efficiency

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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