Name: 2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)isoindoline-1,3-dione hydrochloride
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Appearance

Yellow solid

Storage

Store at 2-8 °C

IUPACName

2-(2,6-dioxopiperidin-3-yl)-5-fluoro-6-piperazin-1-ylisoindole-1,3-dione;hydrochloride

Synonyms

Thalidomide-Piperazine 5-fluoride hydrochloride; 2-(2,6-Dioxo-3-piperidyl)-5-fluoro-6-(1-piperazinyl)isoindoline-1,3-dione hydrochloride; 2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)-2,3-dihydro-1H-isoindole-1,3-dione hydrochloride; Poma-5-F-6-PipA; 2-(2,6-Dioxo-3-piperidinyl)-5-fluoro-6-(1-piperazinyl)-1H-isoindole-1,3(2H)-dione hydrochloride (1:1); 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-5-fluoro-6-(1-piperazinyl)-, hydrochloride (1:1); Pomalidomide 5'-fluoro-6'-piperazine hydrochloride

InChI Key

UQDWELYJNPCIGK-UHFFFAOYSA-N

InChI

InChI=1S/C17H17FN4O4.ClH/c18-11-7-9-10(8-13(11)21-5-3-19-4-6-21)17(26)22(16(9)25)12-1-2-14(23)20-15(12)24;/h7-8,12,19H,1-6H2,(H,20,23,24);1H

Canonical SMILES

C1CC(=O)NC(=O)C1N2C(=O)C3=CC(=C(C=C3C2=O)F)N4CCNCC4.Cl

Background Introduction

2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)isoindoline-1,3-dione hydrochloride is a thalidomide-based derivative designed for use as a Cereblon (CRBN) E3 ligase ligand in targeted protein degradation research. Featuring a piperazine moiety for easy linker attachment and a fluorine substitution to modulate physicochemical properties, this ligand offers enhanced versatility for PROTAC (Proteolysis Targeting Chimera) construction against a wide range of target proteins.

Mechanism

This compound binds selectively to the CRBN E3 ubiquitin ligase, a core component of the CUL4-CRBN E3 ubiquitin ligase complex. When linked to a suitable target protein ligand via its piperazine functionality, it facilitates ternary complex formation between CRBN and the target. This proximity promotes ubiquitination and subsequent proteasomal degradation of the target protein. The hydrochloride salt form increases aqueous solubility, supporting efficient conjugation and use in various synthetic workflows.

Applications

2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)isoindoline-1,3-dione hydrochloride is ideal for assembling next-generation CRBN-based PROTACs. Its optimized scaffold enables:

• Synthesis of bifunctional degraders for targeted protein knockdown in cellular or in vivo models
• Development of molecular glues for selective, CRBN-mediated proteolysis
• Structure-activity relationship (SAR) studies and medicinal chemistry optimization
• Custom conjugation for contract research organizations (CROs) and academic laboratories focusing on novel TPD modalities

• 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
• High affinity ligand for CRBN E3 ligase, enabling efficient targeted protein degradation in PROTAC development.
• Hydrochloride salt form offers improved solubility and handling, making it suitable for various chemical biology applications.

Stock concentration: *

Desired final volume: *

Desired concentration: *

* 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