3-(4-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione Chemical Properties

Boiling point:

588.0±50.0 °C(Predicted)

Density 

1.688±0.06 g/cm3(Predicted)

storage temp. 

Storage temp. 2-8°C

pka

10+-.0.40(Predicted)

form 

Solid

color 

Pale purple to purple

InChI

InChI=1S/C13H11BrN2O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6H2,(H,15,17,18)

InChIKey

SCZFMUWTABGOGF-UHFFFAOYSA-N

SMILES

N1C(=O)CCC(N2CC3=C(C2=O)C=CC=C3Br)C1=O

3-(4-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione Usage And Synthesis

Description

3-(4-Bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione is a lenalidomide analog that can be useful in PROTAC research because it is applicable to the recruitment of CRBN protein.

Uses

Lenalidomide-Br (Compound 41) is an analog of cereblon (CRBN) ligand Lenalidomide for E3 ubiquitin ligase, and is used in the recruitment of CRBN protein. Lenalidomide-Br can be connected to the ligand for protein by a linker to form PROTACs, such as the PROTAC STAT3 degrader SD-36 (HY-129602)[1][2].

IC 50

Cereblon

References

[1] Bai L, et al. A Potent and Selective Small-Molecule Degrader of STAT3 Achieves Complete Tumor Regression In Vivo. Cancer Cell. 2019 Nov 11;36(5):498-511.e17. DOI:10.1016/j.ccell.2019.10.002
[2] Zhou B, et al. Discovery of a Small-Molecule Degrader of Bromodomain and Extra-Terminal (BET) Proteins with Picomolar Cellular Potencies and Capable of Achieving Tumor Regression. J Med Chem. 2018 Jan 25;61(2):462-481. DOI:10.1021/acs.jmedchem.6b01816

3-(4-bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione(2093387-36-9)Related Product Information

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