Oxendolone

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A synthetic steroid with antiandrogenic properties



Chemical structure of Oxendolone

Oxendolone is a synthetic steroid with antiandrogenic properties. It is primarily used in the treatment of conditions related to androgen excess, such as benign prostatic hyperplasia and acne.

Chemical Properties

Oxendolone is a derivative of nandrolone, a well-known anabolic steroid. Its chemical structure is characterized by the presence of a 17_-ethynyl group, which is responsible for its antiandrogenic activity. The molecular formula of Oxendolone is C20H28O3.

Mechanism of Action

Oxendolone acts as an antiandrogen by inhibiting the action of dihydrotestosterone (DHT) at the androgen receptor. This inhibition reduces the effects of androgens in target tissues, leading to a decrease in symptoms associated with androgen excess.

Clinical Uses

Oxendolone is used in the management of several conditions:

  • Benign Prostatic Hyperplasia (BPH): By reducing the action of DHT, Oxendolone helps in alleviating the symptoms of BPH, such as urinary retention and frequent urination.
  • Acne: The antiandrogenic effects of Oxendolone can help reduce the severity of acne by decreasing sebum production.

Side Effects

As with other antiandrogens, Oxendolone may cause side effects such as:

  • Decreased libido
  • Erectile dysfunction
  • Gynecomastia

Pharmacokinetics

Oxendolone is administered orally and is metabolized in the liver. It has a relatively long half-life, allowing for once-daily dosing in most therapeutic regimens.

Related Compounds

Oxendolone is related to other antiandrogens such as cyproterone acetate and spironolactone. These compounds share similar mechanisms of action but differ in their chemical structures and specific clinical applications.

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Contributors: Prab R. Tumpati, MD