A PROTAC building block
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E3 Ligand-Linker Conjugate 3 (hydrochloride)

Item No. 36666

Technical Information
Formal Name
N-(4-aminobutyl)-2-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]oxy]-acetamide, monohydrochloride
CAS Number
2245697-86-1
Molecular Formula
C19H22N4O6 • HCl
Formula Weight
Purity
≥95%
A solid
DMF: insolDMSO: insolEthanol: insolPBS (pH 7.2): 3 mg/ml
λmax
218 nm
SMILES
O=C(COC1=CC=CC(C(N2C3CCC(NC3=O)=O)=O)=C1C2=O)NCCCCN.Cl
InChi Code
InChI=1S/C19H22N4O6.ClH/c20-8-1-2-9-21-15(25)10-29-13-5-3-4-11-16(13)19(28)23(18(11)27)12-6-7-14(24)22-17(12)26;/h3-5,12H,1-2,6-10,20H2,(H,21,25)(H,22,24,26);1H
InChi Key
UZDTXDUTMCCMDO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    E3 ligand-linker conjugate 3 is a building block in the synthesis of proteolysis-targeting chimera (PROTAC) technologies containing thalidomide (Item No. 14610), which is a ligand for the E3 ubiquitin ligase cereblon.1,2 It has been used in the synthesis of PROTACs for the degradation of several proteins, including anaplastic lymphoma kinase (ALK) and the bromodomain and extra terminal domain (BET) family of proteins, with anticancer activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yan, G., Zhong, X., Yue, L., et alDiscovery of a PROTAC targeting ALK with in vivo activity. Eur. J. Med. Chem. 212(1), 113150 (2021).

    2. Zhou, B., Hu, J., Xu, F., et alDiscovery of a small-molecule degrader of bromodomain and extra-terminal (BET) proteins with picomolar cellular potencies and capable of achieving tumor regression. J. Med. Chem. 61(2), 462-481 (2018).