4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione

4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Suppliers list
Company Name: Daicel Chiral Technologies (China)CO.,LTD  
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Products Intro: Product Name:4-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS:1957236-10-0
Purity:95% Package:250MG;1G Remarks:209696
Company Name: Jilin Province Woda Biotechnology Co., Ltd.  
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Products Intro: Product Name:4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
CAS:1957236-10-0
Purity:98%
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Products Intro: Product Name:4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
CAS:1957236-10-0
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Company Name: Nanjing Bestfluorodrug Pharmaceutical Technology CO.,LTD  
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Products Intro: Product Name:4-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
CAS:1957236-10-0
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Products Intro: Product Name:4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
CAS:1957236-10-0
Purity:98% Package:5g;10g;20g;100g;100kg
4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Basic information
Product Name:4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
Synonyms:4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxo-3-piperidinyl)-;Thalidomide-O-PEG2-amine;4-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxo-3-piperidyl)isoindoline-1,3-dione;Thalidomide-4-PEG3-NH2;4-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione;Thalidomide-O-PEG2-Amine TFA salt
CAS:1957236-10-0
MF:C19H23N3O7
MW:405.4
EINECS:
Product Categories:
Mol File:1957236-10-0.mol
4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Structure
4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Chemical Properties
Boiling point 648.7±55.0 °C(Predicted)
density 1.375±0.06 g/cm3(Predicted)
solubility DMF, DCM, methanol
pka10.70±0.40(Predicted)
Appearancewhite crystalline solid
Safety Information
MSDS Information
4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Usage And Synthesis
Description

Thalidomide-containing building block with PEG2-linker and amino group, which can be conjugated to other functionalized linkers and target protein ligands.


The amino group is highly reactive and can undergo reactions with carboxylic acids, activated esters (NHS, STP, etc.), carbonyls (such as ketones and aldehydes), and more.


Proteolysis targeting chimeras (PROTACs) are cell-permeable heterobifunctional molecules that can remove specific proteins from the cell. One end of such molecule contains a ligand to bind to the target, and the second end recruits the E3 ligase complex. Close proximity results in substrate polyubiquitination and subsequent protein degradation by cellular proteasome.


There are several types of E3 ligases that are practically suitable for such a purpose. Thalidomide is the ligand capable of recruiting Cereblon (CRBN) E3 ligase.

UsesThalidomide-PEG3-NH2 is a synthesized E3 ligase ligand-linker conjugate that incorporates the Thalidomide based cereblon ligand and a linker used in PROTAC technology[1].
IC 50Cereblon
References[1] Sato T, et al. Cereblon-Based Small-Molecule Compounds to Control Neural Stem Cell Proliferation in Regenerative Medicine.Front Cell Dev Biol. 2021;9:629326. Published 2021 Mar 11. DOI:10.3389/fcell.2021.629326
[2] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-997. DOI:10.1016/j.immuni.2020.07.018
4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione Preparation Products And Raw materials
Tag:4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione(1957236-10-0) Related Product Information
Thalidomide-4-O-C8-NH2 Octanoic acid, 8-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]- Thalidomide-O-PEG4-amine Thalidomide-O-PEG4-NHS ester Thalidomide-O-PEG3-amine HCl Acetamide, N-[2-[3-[3-(2-aminoethoxy)propoxy]propoxy]ethyl]-2-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]- Thalidomide-O-PEG4-azide