3-(4-hydroxy-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione Chemical Properties

Boiling point:

602.9±55.0 °C(Predicted)

Density 

1.498±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

8.86±0.20(Predicted)

form 

Solid

color 

White to light brown

InChI

InChI=1S/C13H12N2O4/c16-10-3-1-2-7-8(10)6-15(13(7)19)9-4-5-11(17)14-12(9)18/h1-3,9,16H,4-6H2,(H,14,17,18)

InChIKey

HGPRKOYQOBYISD-UHFFFAOYSA-N

SMILES

N1C(=O)CCC(N2CC3=C(C2=O)C=CC=C3O)C1=O

3-(4-hydroxy-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione Usage And Synthesis

Uses

Lenalidomide-4-OH is the Lenalidomide-based cereblon (CRBN) ligand used in the recruitment of CRBN protein. Lenalidomide-4-OH can be connected to the ligand for protein by a linker to form PROTAC.

IC 50

Cereblon

References

[1] Scheepstra M, et al. Bivalent Ligands for Protein Degradation in Drug Discovery. Comput Struct Biotechnol J. 2019;17:160-176. Published 2019 Jan 25. DOI:10.1016/j.csbj.2019.01.006
[2] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985. DOI:10.7554/eLife.57277

3-(4-hydroxy-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione(1061604-41-8)Related Product Information

• 2,6-Piperidinedione, 3-(4-bromo-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-1-methyl-
• 1-N-Methyl Lenalidomide
• 3-(4-fluoro-1-oxoisoindolin-2-yl)piperidine-2,6-dione
• 2,6-Piperidinedione, 3-(1,3-dihydro-4-hydroxy-1-oxo-2H-isoindol-2-yl)-1-methyl-
• 3-(4-Bromophenyl)piperidine-2,6-dione
• 2,6-Piperidinedione, 3-(4-fluoro-1,3-dihydro-1-oxo-2H-isoindol-2-yl)-
• 3-(4-Ethynyl-1-oxoisoindolin-2-yl)piperidine-2,6-dione