Diethyl Stilbestrol

Diethyl Stilbestrol is a synthetic estrogen formerly used in pregnancy and certain cancers.

Structure of Diethyl Stilbestrol

  • Diethyl stilbestrol (DES) is a synthetic nonsteroidal estrogen with a stilbene backbone, featuring two phenyl groups connected by a double bond and ethyl substituents.
  • Chemical Formula: C₁₆H₂₀O₂
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Structure of Diethyl Stilbestrol

Mode of Action

  • Estrogen Receptor Activation: Binds to estrogen receptors, mimicking the effects of endogenous estrogens.
  • Hormonal Regulation: Influences reproductive and systemic functions through estrogenic activity.
  • Cell Proliferation: Promotes the growth and differentiation of estrogen-sensitive tissues.
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Uses of Diethyl Stilbestrol

  • Hormone Replacement Therapy (HRT): Historically used to manage menopausal symptoms, though largely discontinued due to severe side effects.
  • Breast Cancer Treatment: Initially used in hormone-sensitive breast cancers but replaced by safer alternatives.
  • Prostate Cancer: Employed in the past to reduce testosterone levels, but now superseded by more effective therapies.
  • Preventive Oncology: Investigated for cancer prevention, though limited by safety concerns.

Safety and Side Effects

  • Teratogenic Effects: Associated with clear cell adenocarcinoma in daughters of women who took DES during pregnancy.
  • Cardiovascular Risks: Increased risk of thromboembolism and stroke.
  • Endometrial Cancer: Elevated risk in women exposed to DES.
  • Reproductive Issues: Infertility and reproductive tract abnormalities linked to prenatal exposure.
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