Thalidomide-O-C6-azide

Thalidomide-O-C6-azide is a synthesized E3 ligase ligand-linker conjugate that incorporates the Thalidomide (HY-14658) based cereblon ligand and a linker used in PROTAC technology[1]. Thalidomide-O-C6-azide is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

Product Specifications

CAS Number

[2411389-65-4]

UNSPSC

12352005

Target

Apoptosis; Autophagy; E3 Ligase Ligand-Linker Conjugates

Type

Reference compound

Related Pathways

Apoptosis; Autophagy; PROTAC

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/thalidomide-o-c6-azide.html

Purity

99.10

Solubility

10 mM in DMSO

Smiles

O=C1N(C(CC2)C(NC2=O)=O)C(C3=C1C=CC=C3OCCCCCCN=[N+]=[N-])=O

Molecular Formula

C19H21N5O5

Molecular Weight

399.40

References & Citations

[1]Chen P, et al. α-naphthoflavone-derived cytochrome P450 (CYP) 1B1 degraders specific for sensitizing CYP1B1-mediated drug resistance to prostate cancer DU145: Structure activity relationship. Bioorg Chem. 2021 Nov;116:105295.|[2]Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27 (8) :998-996.