2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione

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2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione Basic information
Product Name:2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione
Synonyms:2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione;Thalidomide, propargyl;2-(2,6-Dioxo-3-piperidinyl)-4-(2-propyn-1-yloxy)-1H-isoindole-1,3(2H)-dione;2-(2,6-dioxopiperidin-3-yl)-4-prop-2-ynoxyisoindole-1,3-dione;Thalidomide-4-propargyl;Thalidomide-propargyl,Inhibitor,Thalidomide propargyl,E3 ligase-recruiting Moiety,Thalidomidepropargyl,inhibit,Ligands for E3 Ligase;1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-(2-propyn-1-yloxy)-;2-(6-hydroxy-2-oxo-2,3,4,5-tetrahydropyridin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione
CAS:2098487-39-7
MF:C16H12N2O5
MW:312.28
EINECS:
Product Categories:
Mol File:2098487-39-7.mol
2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione Structure
2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione Chemical Properties
Boiling point 590.2±50.0 °C(Predicted)
density 1.469±0.06 g/cm3(Predicted)
form Solid
pka10.68±0.40(Predicted)
color White to off-white
Safety Information
MSDS Information
2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione Usage And Synthesis
DescriptionThalidomide-propargyl is an alkyne-functionalized Thalidomide.
UsesThalidomide-propargyl is the Thalidomide-based Cereblon ligand used in the recruitment of CRBN protein. Thalidomide-propargyl can be connected to the ligand for protein by a linker to form the IMiD containing PROTACs[1]. Thalidomide-propargyl is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
IC 50Cereblon
storageStore at -20°C
References[1] Wurz RP, et al. A "Click Chemistry Platform" for the Rapid Synthesis of Bispecific Molecules for Inducing Protein Degradation. J Med Chem. 2018 Jan 25;61(2):453-461. DOI:10.1021/acs.jmedchem.6b01781
2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione Preparation Products And Raw materials
Tag:2-(2,6-dioxopiperidin-3-yl)-4-(prop-2-yn-1-yloxy)isoindoline-1,3-dione(2098487-39-7) Related Product Information
Thalidomide-NH-PEG2-C2-NH2 hydrochloride Pomalidomide-C5-NH2 hydrochloride Thalidomide-NH-PEG2-C2-NH2 (TFA) Thalidomide-O-amido-C2-NH2 4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)amino)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione Thalidomide-NH-C6-NH2 TFA 4-[(6-Aminohexyl)amino]-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione HCl E3 ligase Ligand-Linker Conjugates 15 Thalidomide-O-amido-C2-NH2