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Product Details:

  • Product Name: Enzalutamide
  • CAS #: 915087-33-1
  • Mode of Action:

    Enzalutamide is a competitive androgen receptor inhibitor that effects multiple stages of the signalling pathway. It is able to inhibit androgen binding to its receptor, androgen receptor nuclear translocation, and subsequent interaction with DNA. As a result, proliferation of prostate cancer cells decreases which ultimately leads to apoptosis and decreased tumour volume.

  • Pharmacodynamics:

    Resitance to enzalutamide therapy has been observed. This may occurred due to an upregulation of NF-_B2/p52.

  • Metabolism:

    Enzalutamide is hepatically metabolized, primarily by CYP2C8 and CYP3A4. The enzyme that converts enzalutamide to its active metabolite, N-desmethyl enzalutamide, is CYP2C8. The activity of N-desmethyl-enzalutamide is similar to that of the parent compound.

  • Toxicity:

    The most common adverse reactions (³ 5%) are asthenia/fatigue, back pain, diarrhea, arthralgia, hot flush, peripheral edema, musculoskeletal pain, headache, upper respiratory infection, muscular weakness, dizziness, insomnia, lower respiratory infection, spinal cord compression and cauda equina syndrome, hematuria, paresthesia, anxiety, and hypertension.

  • IUPAC: 4-{3-[4-cyano-3-(trifluoromethyl)phenyl]-5, 5-dimethyl-4-oxo-2-sulfanylideneimidazolidin-1-yl}-2-fluoro-N-methylbenzamide
  • ATC: L02BB03
  • DrugBank: DB08899
  • Formula: C21H16F4N4O2S
  • Molecular Mass: 464.436
  • Synonyms: MDV3100
  • SMILES: CNC(=O)C1=C(F)C=C(C=C1)N1C(=S)N(C(=O)C1(C)C)C1=CC=C(C#N)C(=C1)C(F)(F)F
  • AHFS Code:
    • 10:00
  • General Reference:

    1. Nadiminty N, Tummala R, Liu C, Yang J, Lou W, Evans CP, Gao AC: NF-kappaB2/p52 induces resistance to Enzalutamide in Prostate Cancer: Role of androgen receptor and its variants. Mol Cancer Ther. 2013 May 22. Pubmed
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