Thalidomide-O-C6-NH2 Chemical Properties

Boiling point:

628.6±55.0 °C(Predicted)

Density 

1.324±0.06 g/cm3(Predicted)

pka

10.70±0.40(Predicted)

Thalidomide-O-C6-NH2 Usage And Synthesis

Uses

4-((6-Aminohexyl)oxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is an intermediate for the synthesis of dTAG-13 (D710020), which is a degradation tag which was tested for its efficiency at depleting FKBP12F36V -MELK(sg3R) and was found to have significantly degraded FKBP12F36V -MELK(sg3R) within 4 hours.Used in the study of cancer research.

Biological Activity

Thalidomide-O-C6-NH2 is a synthesized E3 ligase ligand-linker conjugate that incorporates the Thalidomide based cereblon ligand and a linker used in PROTAC technology[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].

References

[1]. Erb MA, et al. Transcription control by the ENL YEATS domain in acute leukaemia. Nature. 2017 Mar 9;543(7644):270-274. [2]. 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. [3]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

Thalidomide-O-C6-NH2(1957235-98-1)Related Product Information

• 4-((8-Aminooctyl)oxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione HCl
• Thalidomide-O-C5-NH2
• Thalidomide-linker 9
• Thalidomide-linker 6
• Hexanoic acid, 6-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-
• 4-((6-aminohexyl)oxy)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione hydrochloride
• Butanoic acid, 4-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-
• Heptanoic acid, 7-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-
• Pentanoic acid, 5-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-
• 1H-Isoindole-1,3(2H)-dione, 4-[(10-aminodecyl)oxy]-2-(2,6-dioxo-3-piperidinyl)-
• Propanoic acid, 3-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-
• 1H-Isoindole-1,3(2H)-dione, 4-[(7-aminoheptyl)oxy]-2-(2,6-dioxo-3-piperidinyl)-
• Thalidomide-O-C6-NH2 TFA
• Thalidomide-O-amido-C4-NH2 hydrochloride
• Thalidomide-O-amido-PEG3-C2-NH2 hydrochloride
• Thalidomide-O-amido-PEG4-C2-NH2 hydrochloride
• Thalidomide-O-amido-C3-NH2 (TFA)