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

Product Name: 4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
CAS No.: 1957236-10-0
Chemical Name: 4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
Synonyms: Thalidomide-4-PEG3-NH2;Thalidomide-O-PEG2-amine;Thalidomide-O-PEG2-Amine TFA salt;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-dioxo-3-piperidyl)isoindoline-1,3-dione;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-piperidinyl)-1H-isoindole-1,3(2H)-dione;1H-Isoindole-1,3(2H)-dione, 4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxo-3-piperidinyl)-;4-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
CBNumber: CB45851966
Molecular Formula: C19H23N3O7
Formula Weight: 405.4
MOL File: 1957236-10-0.mol

More

Less

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

Boiling point:: 648.7±55.0 °C(Predicted)
Density: 1.375±0.06 g/cm3(Predicted)
solubility: DMF, DCM, methanol
pka: 10.70±0.40(Predicted)
Appearance: white crystalline solid

More

Less

Hazard and Precautionary Statements (GHS)

More

Less

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

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.

Uses

Thalidomide-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 50

Cereblon

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

Raw materials

Preparation Products

More

Less

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

China 9 Global 9

Daicel Chiral Technologies (China)CO.,LTD

Tel: 021-50460086-9 15921403865
Fax: +86-21-50462321
Email: han_yajun@dctc.daicel.com
Country: China
ProdList: 7471
Advantage: 65

Jilin Province Woda Biotechnology Co., Ltd.

Tel: 13504435624
Email: 1927928688@qq.com
Country: China
ProdList: 1615
Advantage: 58

Binhai gill polypeptide co. LTD

Tel: 021-61263389 13524856427
Fax: WeChat630417570
Email: Joetang@glschina.com
Country: China
ProdList: 10000
Advantage: 58

Nanjing Bestfluorodrug Pharmaceutical Technology CO.,LTD

Tel: 025-86755008 17751752005
Fax: 025-86755228
Email: hszhang@bestfluorodrug.com
Country: China
ProdList: 2358
Advantage: 58

Shanghai Easy CDMO Co.,Ltd

Tel: 021-61734564 13854185395;
Email: info@easycdmo.com
Country: China
ProdList: 10024
Advantage: 58

Nanjing Bestfluorodrug Pharmaceutical Technology CO.,LTD

Tel: 025-86755008 17751752005
Email: hszhang@bestfluorodrug.com
Country: China
ProdList: 2820
Advantage: 58

Jilin Chinese Academy of Sciences-yanshen Technology

Tel: 18143011203
Email: ET-market@chemextension.com
Country: China
ProdList: 32034
Advantage: 58

Henan Inokai New Materials Co., Ltd

Tel: 13253687330
Email: 3921118937@qq.com
Country: China
ProdList: 1958
Advantage: 58

Shanghai Weijiahe Biotechnology Co., Ltd

Tel: 17502176150
Email: 861873257@qq.com
Country: China
ProdList: 1654
Advantage: 58

1957236-10-0, 4-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dioneRelated Search:

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

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

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

1957236-10-0