ChemicalBook--->CAS DataBase List--->64567-60-8

64567-60-8

64567-60-8 Structure

64567-60-8 Structure
IdentificationBack Directory
[Name]

2-(2,6-dioxopiperidin-3-yl)-5-hydroxyisoindoline-1,3-dione
[CAS]

64567-60-8
[Synonyms]

Thalidomide-5-OH
Thalidomide Impurity 2
Thalidomide 5-Hydroxyisoindoline Impurity
2-(2,6-Dioxo-3-piperidinyl)-5-hydroxy-1,3-isoindolinedione
2-(2,6-dioxopiperidin-3-yl)-5-hydroxyisoindoline-1,3-dione
2-(2,6-Dioxo-3-piperidinyl)-5-hydroxy-1H-isoindole-1,3(2H)-dione
1H-ISOINDOLE-1,3(2H)-DIONE,2-(2,6-DIOXO-3-PIPERIDINYL)-5-HYDROXY-
[Molecular Formula]

C13H10N2O5
[MDL Number]

MFCD24386541
[MOL File]

64567-60-8.mol
[Molecular Weight]

274.23
Chemical PropertiesBack Directory
[Melting point ]

317-318 °C
[Boiling point ]

600.0±45.0 °C(Predicted)
[density ]

1.611±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMSO: 62.5 mg/mL (227.91 mM)
[form ]

Solid
[pka]

7.06±0.20(Predicted)
[color ]

Gray to brown
[InChI]

InChI=1S/C13H10N2O5/c16-6-1-2-7-8(5-6)13(20)15(12(7)19)9-3-4-10(17)14-11(9)18/h1-2,5,9,16H,3-4H2,(H,14,17,18)
[InChIKey]

LJBQRRQTZUJWRC-UHFFFAOYSA-N
[SMILES]

C1(=O)C2=C(C=C(O)C=C2)C(=O)N1C1CCC(=O)NC1=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Thalidomide-5-OH is the Thalidomide-based cereblon ligand used in the recruitment of CRBN protein. Thalidomide-5-OH can be connected to the ligand for protein by a linker to form PROTACs[1].
[Definition]

ChEBI: 5-Hydroxythalidomide is a member of phthalimides.
[IC 50]

Cereblon
[References]

[1] Megan G Marks, et al. Effects of Putative Hydroxylated Thalidomide Metabolites on Blood Vessel Density in the Chorioallantoic Membrane (CAM) Assay and on Tumor and Endothelial Cell Proliferation. Biol Pharm Bull. 2002 May;25(5):597-604. DOI:10.1248/bpb.25.597
Spectrum DetailBack Directory
[Spectrum Detail]

2-(2,6-dioxopiperidin-3-yl)-5-hydroxyisoindoline-1,3-dione(64567-60-8)1HNMR
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