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	{{Drugbox		{{Drugbox
	\| verifiedfields = changed		\| verifiedfields = changed
	\| verifiedrevid = ~~477318123~~		\| verifiedrevid = 477002123
			\| IUPAC_name = Diethylstilbestrol phosphate
	\| image = Polydiethylstilbestrol_phosphate.svg		\| image = Polydiethylstilbestrol_phosphate.svg
	\| image2 =		\| image2 =
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	}}		}}

	'''Polydiethylstilbestrol phosphate''' is a synthetic, nonsteroidal [[estrogen]] of the [[stilbestrol]] group, which was developed for medical use. It is ~~a [[~~phosphate~~]] [[~~ester]] of [[diethylstilbestrol]] (DES), a compound that was widely used in the past for various estrogenic purposes.		'''Polydiethylstilbestrol phosphate''' is a synthetic, nonsteroidal [[estrogen]] of the [[stilbestrol]] group, which was developed for medical use. It is the phosphate ester of [[diethylstilbestrol]] (DES), a compound that was widely used in the past for various estrogenic purposes.

	==Chemical structure and properties==		==Chemical structure and properties==
	Polydiethylstilbestrol phosphate is a [[~~polymer~~]] of diethylstilbestrol, ~~where the~~ phosphate group is attached to the hydroxyl ~~groups~~ of the diethylstilbestrol ~~molecules. This modification increases the water~~ solubility of the compound, making it suitable for [[intravenous]] administration. The chemical structure of polydiethylstilbestrol phosphate allows it to act as a prodrug, releasing active diethylstilbestrol upon metabolism in ~~the body~~.		Polydiethylstilbestrol phosphate is a [[phosphate ester]] of diethylstilbestrol. The chemical structure of polydiethylstilbestrol phosphate includes two phenolic rings connected by a carbon-carbon double bond, with ethyl groups attached to each phenolic ring. The phosphate group is attached to the hydroxyl group of the diethylstilbestrol molecule, enhancing its solubility in water and modifying its pharmacokinetic properties.

	[[File:Polydiethylstilbestrol_phosphate.svg\|Chemical structure of Polydiethylstilbestrol phosphate\|thumb\|right]]		[[File:Polydiethylstilbestrol_phosphate.svg\|Chemical structure of Polydiethylstilbestrol phosphate\|thumb\|right]]

	==Pharmacology==		==Pharmacology==
	~~As a prodrug~~ of ~~diethylstilbestrol~~, ~~polydiethylstilbestrol phosphate exerts its~~ effects ~~by being converted into the active form in the body~~. ~~Diethylstilbestrol is a potent estrogen that binds~~ to estrogen receptors, ~~leading to~~ the ~~activation~~ of estrogen-responsive genes~~. This results in the promotion of female secondary sexual characteristics and~~ the ~~regulation~~ of ~~the menstrual cycle~~. The phosphate ester form ~~allows for a more controlled release~~ and ~~distribution~~ of the ~~active~~ drug.		Polydiethylstilbestrol phosphate acts as an [[agonist]] of the [[estrogen receptor]], mimicking the effects of endogenous estrogens such as [[estradiol]]. By binding to estrogen receptors, it influences the transcription of estrogen-responsive genes, leading to the modulation of various physiological processes. The phosphate ester form of diethylstilbestrol is designed to improve the solubility and bioavailability of the drug, allowing for different routes of administration compared to the parent compound.

	==Medical uses==		==Medical uses==
	~~Polydiethylstilbestrol~~ phosphate ~~was primarily~~ used ~~in the past~~ for ~~its~~ estrogenic ~~effects~~. ~~It was indicated for~~ the treatment of menopausal symptoms, ~~such as hot flashes and vaginal atrophy~~, and ~~for the prevention~~ of ~~osteoporosis in postmenopausal women~~. ~~Additionally~~, ~~it was used in~~ the ~~management~~ of ~~certain hormone-responsive cancers~~, ~~such as [[prostate cancer]]~~ and ~~[[breast cancer]]~~.		Historically, diethylstilbestrol and its derivatives, including polydiethylstilbestrol phosphate, were used for a variety of estrogenic indications. These included the treatment of menopausal symptoms, estrogen deficiency, and certain types of [[breast cancer]]. However, due to the discovery of significant adverse effects, the use of diethylstilbestrol and its derivatives has been largely discontinued in clinical practice.

	==~~Safety and side~~ effects==		==Adverse effects==
	The use of polydiethylstilbestrol phosphate~~, like other forms of diethylstilbestrol~~, has been associated with ~~significant side~~ effects. These include an increased risk of [[~~thromboembolic events~~]], [[endometrial cancer]], and [[~~breast cancer~~]]. ~~Due~~ to ~~these risks, the use of~~ diethylstilbestrol ~~and its derivatives~~ has been ~~largely discontinued~~ in ~~favor of safer alternatives~~.		The use of diethylstilbestrol and its derivatives, such as polydiethylstilbestrol phosphate, has been associated with a range of adverse effects. These include an increased risk of [[breast cancer]], [[endometrial cancer]], and [[thromboembolic events]]. Additionally, exposure to diethylstilbestrol in utero has been linked to developmental abnormalities and an increased risk of certain cancers in offspring.

	==History==		==History==
	Diethylstilbestrol was first synthesized in the 1930s and was widely used ~~throughout~~ the mid-20th century. Polydiethylstilbestrol phosphate was developed as a ~~more soluble form of~~ the ~~drug, allowing for different routes~~ of ~~administration~~. However, due to the adverse effects associated with diethylstilbestrol, its use has been largely ~~phased out~~.		Diethylstilbestrol was first synthesized in the 1930s and was widely used in the mid-20th century. Polydiethylstilbestrol phosphate was developed as a derivative to improve the pharmacokinetic properties of diethylstilbestrol. However, due to the adverse effects associated with diethylstilbestrol, its use has been largely abandoned.

	==Related pages==		==Related pages==
	* [[Diethylstilbestrol]]		* [[Diethylstilbestrol]]
	* [[Estrogen]]		* [[Estrogen]]
	* [[~~Prodrug~~]]		* [[Phosphate ester]]
	* [[~~Hormone therapy~~]]		* [[Breast cancer]]

	[[Category:Synthetic estrogens]]		[[Category:Synthetic estrogens]]
	[[Category:~~Prodrugs~~]]		[[Category:Stilbestrols]]
	[[Category:Phosphate esters]]		[[Category:Phosphate esters]]

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{{Short description|Synthetic estrogen}}
{{Drugbox
| verifiedfields = changed
| verifiedrevid = 477318123
| image = Polydiethylstilbestrol_phosphate.svg
| image2 =
| width = 200px
| alt =
| caption = Chemical structure of Polydiethylstilbestrol phosphate
}}

'''Polydiethylstilbestrol phosphate''' is a synthetic, nonsteroidal [[estrogen]] of the [[stilbestrol]] group, which was developed for medical use. It is a [[phosphate]] [[ester]] of [[diethylstilbestrol]] (DES), a compound that was widely used in the past for various estrogenic purposes.

==Chemical structure and properties==
Polydiethylstilbestrol phosphate is a [[polymer]] of diethylstilbestrol, where the phosphate group is attached to the hydroxyl groups of the diethylstilbestrol molecules. This modification increases the water solubility of the compound, making it suitable for [[intravenous]] administration. The chemical structure of polydiethylstilbestrol phosphate allows it to act as a prodrug, releasing active diethylstilbestrol upon metabolism in the body.

[[File:Polydiethylstilbestrol_phosphate.svg|Chemical structure of Polydiethylstilbestrol phosphate|thumb|right]]

==Pharmacology==
As a prodrug of diethylstilbestrol, polydiethylstilbestrol phosphate exerts its effects by being converted into the active form in the body. Diethylstilbestrol is a potent estrogen that binds to estrogen receptors, leading to the activation of estrogen-responsive genes. This results in the promotion of female secondary sexual characteristics and the regulation of the menstrual cycle. The phosphate ester form allows for a more controlled release and distribution of the active drug.

==Medical uses==
Polydiethylstilbestrol phosphate was primarily used in the past for its estrogenic effects. It was indicated for the treatment of menopausal symptoms, such as hot flashes and vaginal atrophy, and for the prevention of osteoporosis in postmenopausal women. Additionally, it was used in the management of certain hormone-responsive cancers, such as [[prostate cancer]] and [[breast cancer]].

==Safety and side effects==
The use of polydiethylstilbestrol phosphate, like other forms of diethylstilbestrol, has been associated with significant side effects. These include an increased risk of [[thromboembolic events]], [[endometrial cancer]], and [[breast cancer]]. Due to these risks, the use of diethylstilbestrol and its derivatives has been largely discontinued in favor of safer alternatives.

==History==
Diethylstilbestrol was first synthesized in the 1930s and was widely used throughout the mid-20th century. Polydiethylstilbestrol phosphate was developed as a more soluble form of the drug, allowing for different routes of administration. However, due to the adverse effects associated with diethylstilbestrol, its use has been largely phased out.

==Related pages==
* [[Diethylstilbestrol]]
* [[Estrogen]]
* [[Prodrug]]
* [[Hormone therapy]]

[[Category:Synthetic estrogens]]
[[Category:Prodrugs]]
[[Category:Phosphate esters]]

Polydiethylstilbestrol phosphate - Revision history

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