A non-steroidal androgen receptor antagonist
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Active Metabolite(s)
41025N-desmethyl Enzalutamide
Labeled Version(s)
45044Enzalutamide-d3
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Enzalutamide

Item No. 11596

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methyl-benzamide
CAS Number
915087-33-1
Synonyms
  • MDV 3100
Molecular Formula
C21H16F4N4O2S
Formula Weight
464.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 20 mg/mlEthanol: 0.5 mg/ml
λmax
237 nm
SMILES
S=C1N(C2=CC(F)=C(C(NC)=O)C=C2)C(C)(C)C(N1C3=CC=C(C#N)C(C(F)(F)F)=C3)=O
InChi Code
InChI=1S/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)
InChi Key
WXCXUHSOUPDCQV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $33

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    25 mg

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    50 mg

    $98

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    100 mg

    $163

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    Cayman Chemical
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    Product Description

    Enzalutamide is a non-steroidal androgen receptor antagonist (IC50 = 36 nM).1,2 It reduces the efficiency of nuclear translocation of the androgen receptor and impairs both its binding to DNA and the recruitment of coactivators.1 It is orally available and induces tumor regression in mouse models of castration-resistant human prostate cancer.1 Formulations containing enzalutamide have been used in the treatment of prostate cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tran, C., Ouk, S., Clegg, N.J., et al. Development of a second-generation antiandrogen for treatment of advanced prostate cancer. Science 324(5928), 787-790 (2009).

    2. Jung, M.E., Ouk, S., Yoo, D., et al. Structure-activity relationship for thiohydantoin androgen receptor antagonists for castration-resistant prostate cancer (CRPC). J. Med. Chem. 53(7), 2779-2796 (2010).

    Product Citations

    Metzger, E., Wang, S., Urban, S., et al. KMT9 monomethylates histone H4 lysine 12 and controls proliferation of prostate cancer cells. Nat. Struct. Mol. Biol. 26(5), 361-371 (2019).