Oxendolone: Difference between revisions

Latest revision as of 03:33, 13 February 2025

A synthetic steroid with antiandrogenic properties

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[edit]

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[edit]

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[edit]

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[edit]

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

Decreased libido
Erectile dysfunction
Gynecomastia

Pharmacokinetics[edit]

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[edit]

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.

Related Pages[edit]

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-'''Oxendolone''' is a [[steroid]] that was developed for medical use. It is a synthetic and orally active [[anabolic–androgenic steroid]] (AAS) and a [[17α-alkylated]] derivative of [[testosterone]]. Oxendolone was never marketed and is not currently available as a prescription medication.
+{{Short description|A synthetic steroid with antiandrogenic properties}}
+{{DISPLAYTITLE:Oxendolone}}
-==Etymology==
+[[File:Oxendolone.svg|thumb|right|Chemical structure of Oxendolone]]
-The term "Oxendolone" is derived from the chemical structure of the compound. The "Oxen" part of the name refers to the presence of an oxygen atom in the molecule, while the "dolone" part is a common suffix used in the names of steroids.
-==Pharmacology==
+'''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]].
-As an AAS, Oxendolone is an [[agonist]] of the [[androgen receptor]], the biological target of androgens like testosterone. It has strong anabolic effects and weak androgenic effects, which give it a mild side effect profile and make it especially suitable for use in women.
-==Chemistry==
+==Chemical Properties==
-Oxendolone, also known as 17α-methyl-5α-androst-1-en-3-one, is a synthetic [[estrane]] steroid and a derivative of testosterone. It is more specifically a derivative of [[methyltestosterone]], which is testosterone with a [[methyl]] group at the C17α position.
+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.
-==History==
+==Mechanism of Action==
-Oxendolone was first described in the literature in 1963. It was developed for medical use but was never marketed.
+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.
-==See also==
+==Clinical Uses==
-* [[List of androgens/anabolic steroids]]
+Oxendolone is used in the management of several conditions:
-[[Category:Androgens and anabolic steroids]]
+* '''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.
-[[Category:Abandoned drugs]]
+* '''Acne:''' The antiandrogenic effects of Oxendolone can help reduce the severity of acne by decreasing sebum production.
-[[Category:Ketones]]
-[[Category:Human drug metabolites]]
-{{stub}}
+==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.
+==Related Pages==
+* [[Antiandrogen]]
+* [[Steroid hormone]]
+* [[Androgen receptor]]
+[[Category:Antiandrogens]]
+[[Category:Steroids]]