A PROTAC that drives androgen receptor degradation
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ARD-266

Item No. 45321

Technical Information
Formal Name
(2S,4R)-N-[(1S)-3-[4-[2-[4-[[[trans-3-(3-chloro-4-cyanophenoxy)-2,2,4,4-tetramethylcyclobutyl]amino]carbonyl]phenyl]ethynyl]-1-piperidinyl]-3-oxo-1-phenylpropyl]-4-hydroxy-1-[(2R)-3-methyl-2-(3-methyl-5-isoxazolyl)-1-oxobutyl]-2-pyrrolidinecarboxamide
CAS Number
2666951-70-6
Molecular Formula
C52H59ClN6O7
Formula Weight
Purity
≥95%
A solid
Acetonitrile: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
CC(C)([C@H](C1(C)C)NC(C2=CC=C(C=C2)C#CC3CCN(CC3)C(C[C@@H](C4=CC=CC=C4)NC([C@H]5N(C[C@@H](C5)O)C([C@@H](C6=CC(C)=NO6)C(C)C)=O)=O)=O)=O)[C@H]1OC7=CC(Cl)=C(C=C7)C#N
InChi Code
InChI=1S/C52H59ClN6O7/c1-31(2)45(43-25-32(3)57-66-43)48(64)59-30-38(60)26-42(59)47(63)55-41(35-11-9-8-10-12-35)28-44(61)58-23-21-34(22-24-58)14-13-33-15-17-36(18-16-33)46(62)56-49-51(4,5)50(52(49,6)7)65-39-20-19-37(29-54)40(53)27-39/h8-12,15-20,25,27,31,34,38,41-42,45,49-50,60H,21-24,26,28,30H2,1-7H3,(H,55,63)(H,56,62)/t38-,41+,42+,45-,49-,50-/m1/s1
InChi Key
RTNONCBKGZNCJS-LJLQSONVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    ARD-266 is a proteolysis-targeting chimera (PROTAC) containing an androgen receptor antagonist conjugated to a VHL ligand via a piperidine-alkyne linker.1 It induces degradation of the androgen receptor in LNCaP, VCaP, and 22Rv1 prostate cancer cells with half-maximal degradation concentration (DC50) values of 0.54, 0.97, and 0.15 nM, respectively. ARD-266 inhibits the growth of LNCaP and VCaP cells (IC50s = 2 and 6 nM, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Han, X., Zhao, L., Xiang, W., et al. Discovery of highly potent and efficient PROTAC degraders of androgen receptor (AR) by employing weak binding affinity VHL E3 ligase ligands. J. Med. Chem. 62(24), 11218-11231 (2019).