| Identification | Back Directory | [Name]
3-(5-Bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione | [CAS]
1010100-26-1 | [Synonyms]
Lenalidomide-5-Br
3-(5-Bromo-1-oxoisoindolin-2-yl)piperidine-2,6-dione
3-(5-Bromo-1-oxo-2-isoindolinyl)piperidine-2,6-dione
3-bromo-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
3-(5-bromo-1,3-dihydro-1-oxo-2h-isoindol-2-yl)-2,6-piperidinedione
2,6-Piperidinedione, 3-(5-bromo-1,3-dihydro-1-oxo-2H-isoindol-2-yl)- | [Molecular Formula]
C13H11BrN2O3 | [MDL Number]
MFCD32263142 | [MOL File]
1010100-26-1.mol | [Molecular Weight]
323.14 |
| Chemical Properties | Back Directory | [Boiling point ]
587.6±50.0 °C(Predicted) | [density ]
1.688±0.06 g/cm3(Predicted) | [solubility ]
DMSO : < 1 mg/mL (ultrasonic;warming;heat to 60°C) (insoluble or slightly soluble) | [form ]
Solid | [pka]
10.60±0.40(Predicted) | [color ]
Off-white to gray | [InChI]
InChI=1S/C13H11BrN2O3/c14-8-1-2-9-7(5-8)6-16(13(9)19)10-3-4-11(17)15-12(10)18/h1-2,5,10H,3-4,6H2,(H,15,17,18) | [InChIKey]
CMRQAKJTXKOGSF-UHFFFAOYSA-N | [SMILES]
N1C(=O)CCC(N2CC3=C(C2=O)C=CC(Br)=C3)C1=O |
| Hazard Information | Back Directory | [Description]
3-(5-Bromo-1-oxo-2-isoindolinyl)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-5-Br is the Lenalidomide-based cereblon (CRBN) ligand used in the recruitment of CRBN protein. Lenalidomide-5-Br can be connected to the ligand for protein by a linker to form PROTAC[1]. | [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 |
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