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Ligand for E3 Ligase
2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)isoindoline-1,3-dione hydrochloride

2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)isoindoline-1,3-dione hydrochloride

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)

CAS No.: 2222114-23-8

Cat No.: BP-200106

Purity: ≥95% 4.5

2-(2,6-Dioxopiperidin-3-yl)-5-fluoro-6-(piperazin-1-yl)isoindoline-1,3-dione hydrochloride is a specialized functionalized cereblon ligand used in PROTAC (Proteolysis Targeting Chimera) technology. By incorporating modifications such as piperazine and fluorine, this compound enhances the binding affinity and stability of thalidomide towards cereblon, a key component of the E3 ubiquitin ligase complex. In PROTACs, this ligand helps recruit cereblon to target proteins, facilitating their ubiquitination and subsequent degradation by the proteasome. This targeted approach holds significant potential for developing therapies for diseases where selective protein degradation is beneficial, such as cancer and other conditions.

Structure of 2222114-23-8

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Ligand for E3 Ligase

Molecular Formula

C17H18ClFN4O4

Molecular Weight

396.80

Appearance

Yellow solid

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

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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

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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