Hexestrol: Difference between revisions

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'''Hexestrol''' is a synthetic, nonsteroidal [[estrogen]] that was formerly used for a variety of indications but is no longer marketed due to its potential to cause serious adverse effects. It is a [[diethylstilbestrol]] analog.  
{{Short description|Synthetic nonsteroidal estrogen}}
 
[[File:Hexestrol.svg|thumb|right|Chemical structure of Hexestrol]]
 
'''Hexestrol''' is a synthetic nonsteroidal [[estrogen]] of the [[stilbestrol]] group, which was developed in the 1930s. It is closely related to [[diethylstilbestrol]] (DES) and has been used in the past for various medical purposes, including [[hormone replacement therapy]] and the treatment of [[prostate cancer]].
 
==Chemical Properties==
Hexestrol is a [[stilbene]] derivative and is structurally similar to [[diethylstilbestrol]]. It is a white crystalline powder that is insoluble in water but soluble in organic solvents. The chemical formula of hexestrol is C18H22O2, and it has a molecular weight of 270.37 g/mol.
 
==Pharmacology==
Hexestrol acts as an [[agonist]] of the [[estrogen receptor]], mimicking the effects of natural estrogens in the body. It binds to estrogen receptors in various tissues, leading to estrogenic effects such as the stimulation of [[breast tissue]] growth and the regulation of the [[menstrual cycle]].


==Medical Uses==
==Medical Uses==
Hexestrol was used in the treatment of [[menopausal]] symptoms, [[prostate cancer]], and certain other conditions. However, it is no longer used medically due to its association with serious side effects, including an increased risk of [[cancer]] and [[cardiovascular disease]].
Historically, hexestrol was used in [[hormone replacement therapy]] for [[menopausal]] symptoms and in the treatment of [[prostate cancer]]. It was also used to suppress [[lactation]] and to treat [[breast cancer]] in postmenopausal women. However, due to concerns about its safety and the development of newer, safer estrogens, its use has declined significantly.
 
==Safety and Side Effects==
The use of hexestrol, like other synthetic estrogens, has been associated with an increased risk of [[thromboembolic events]], [[endometrial cancer]], and other estrogen-related side effects. Its use is contraindicated in patients with a history of [[estrogen-dependent tumors]], [[thromboembolic disorders]], and [[liver disease]].


==Pharmacology==
==Veterinary Use==
Hexestrol is a synthetic, nonsteroidal estrogen of the [[stilbestrol]] group that is related to [[diethylstilbestrol]]. It has strong estrogenic effects and relatively weak [[androgenic]] effects.
Hexestrol has been used in veterinary medicine, particularly in the past, to promote growth in livestock. However, due to concerns about residues in meat and potential health risks to humans, its use in food-producing animals has been banned in many countries.


==Side Effects==
[[File:Distribution_of_hexestrol_radioactivity_after_a_subcutaneous_injection_of_tritiated_hexestrol_in_oil_solution_in_female_goats.png|thumb|left|Distribution of hexestrol radioactivity after a subcutaneous injection of tritiated hexestrol in oil solution in female goats]]
The use of hexestrol has been associated with an increased risk of cancer, particularly [[breast cancer]] and [[endometrial cancer]]. It may also increase the risk of cardiovascular disease, including [[thrombosis]] and [[stroke]]. Other side effects may include [[nausea]], [[vomiting]], [[breast tenderness]], and [[menstrual irregularities]].


==History==
==Regulation==
Hexestrol was first synthesized in 1939 and was introduced for medical use in the 1940s. It was withdrawn from the market in many countries in the 1970s due to concerns about its safety.
Due to its potential health risks, the use of hexestrol has been restricted or banned in many countries. It is no longer widely used in human medicine and is subject to strict regulations in veterinary applications.


==See Also==
==Related Pages==
* [[Diethylstilbestrol]]
* [[Estrogen]]
* [[Estrogen]]
* [[Diethylstilbestrol]]
* [[Hormone replacement therapy]]
* [[Menopause]]
* [[Prostate cancer]]
* [[Prostate cancer]]
* [[Breast cancer]]
* [[Endometrial cancer]]
* [[Cardiovascular disease]]
* [[Thrombosis]]
* [[Stroke]]


[[Category:Estrogens]]
[[Category:Nonsteroidal estrogens]]
[[Category:Synthetic estrogens]]
[[Category:Stilbestrols]]
[[Category:Stilbestrols]]
[[Category:Abandoned drugs]]
[[Category:Hormones]]
 
{{stub}}
<gallery>
File:Distribution_of_hexestrol_radioactivity_after_a_subcutaneous_injection_of_tritiated_hexestrol_in_oil_solution_in_female_goats.png|Distribution of hexestrol radioactivity after a subcutaneous injection of tritiated hexestrol in oil solution in female goats
</gallery>
<gallery>
File:Hexestrol.svg|Hexestrol
</gallery>

Latest revision as of 11:39, 23 March 2025

Synthetic nonsteroidal estrogen


Chemical structure of Hexestrol

Hexestrol is a synthetic nonsteroidal estrogen of the stilbestrol group, which was developed in the 1930s. It is closely related to diethylstilbestrol (DES) and has been used in the past for various medical purposes, including hormone replacement therapy and the treatment of prostate cancer.

Chemical Properties[edit]

Hexestrol is a stilbene derivative and is structurally similar to diethylstilbestrol. It is a white crystalline powder that is insoluble in water but soluble in organic solvents. The chemical formula of hexestrol is C18H22O2, and it has a molecular weight of 270.37 g/mol.

Pharmacology[edit]

Hexestrol acts as an agonist of the estrogen receptor, mimicking the effects of natural estrogens in the body. It binds to estrogen receptors in various tissues, leading to estrogenic effects such as the stimulation of breast tissue growth and the regulation of the menstrual cycle.

Medical Uses[edit]

Historically, hexestrol was used in hormone replacement therapy for menopausal symptoms and in the treatment of prostate cancer. It was also used to suppress lactation and to treat breast cancer in postmenopausal women. However, due to concerns about its safety and the development of newer, safer estrogens, its use has declined significantly.

Safety and Side Effects[edit]

The use of hexestrol, like other synthetic estrogens, has been associated with an increased risk of thromboembolic events, endometrial cancer, and other estrogen-related side effects. Its use is contraindicated in patients with a history of estrogen-dependent tumors, thromboembolic disorders, and liver disease.

Veterinary Use[edit]

Hexestrol has been used in veterinary medicine, particularly in the past, to promote growth in livestock. However, due to concerns about residues in meat and potential health risks to humans, its use in food-producing animals has been banned in many countries.

Distribution of hexestrol radioactivity after a subcutaneous injection of tritiated hexestrol in oil solution in female goats

Regulation[edit]

Due to its potential health risks, the use of hexestrol has been restricted or banned in many countries. It is no longer widely used in human medicine and is subject to strict regulations in veterinary applications.

Related Pages[edit]