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Dienestrol (, ) (brand names Dienoestrol, Denestrolin, Dienol and many others), also known as dienoestrol (), is a
synthetic Synthetic may refer to: Science * Synthetic biology * Synthetic chemical or compound, produced by the process of chemical synthesis * Synthetic elements, chemical elements that are not naturally found on Earth and therefore have to be created in ...
nonsteroidal estrogen medication of the stilbestrol group which is or was used to treat menopausal symptoms in the
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and
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. It has been studied for use by
rectal administration Rectal administration (colloquially known as boofing or plugging) uses the rectum as a route of administration for medication and other fluids, which are absorbed by the rectum's blood vessels,The rectum has numerous blood vessels available to a ...
in the treatment of
prostate cancer Prostate cancer is the neoplasm, uncontrolled growth of cells in the prostate, a gland in the male reproductive system below the bladder. Abnormal growth of the prostate tissue is usually detected through Screening (medicine), screening tests, ...
in men as well. The medication was introduced in the U.S. in 1947 by Schering as Synestrol and in France in 1948 as Cycladiene. Dienestrol is a close analogue of
diethylstilbestrol Diethylstilbestrol (DES), also known as stilbestrol or stilboestrol, is a nonsteroidal estrogen medication, which is presently rarely used. In the past, it was widely used for a variety of indications, including pregnancy support for those with ...
. It has approximately 223% and 404% of the
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of
estradiol Estradiol (E2), also called oestrogen, oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of female reproductive cycles such as estrous and menstrual cycles. Estradiol is responsible ...
at the
ERα Estrogen receptor alpha (ERα), also known as NR3A1 (nuclear receptor subfamily 3, group A, member 1), is one of two main types of estrogen receptor, a nuclear receptor (mainly found as a chromatin-binding protein) that is activated by the se ...
and
ERβ Estrogen receptor beta (ERβ) also known as NR3A2 (nuclear receptor subfamily 3, group A, member 2) is one of two main types of estrogen receptor—a nuclear receptor which is activated by the sex hormone estrogen. In humans ERβ is encoded by t ...
, respectively. Dienestrol diacetate (brand names Faragynol, Gynocyrol, others) also exists and has been used medically.


Isomers

Dienestrol structure.svg, Dienestrol (unspecified) - CA
84-17-3
E,E-Dienestrol structure.svg, ''E'',''E''-Dienestrol - CA
13029-44-2
Z,Z-Dienestrol structure.svg, ''Z'',''Z''-Dienestrol - CA
35495-11-5


See also

*
Benzestrol Benzestrol (, ) (brand names Chemestrogen, Ocestrol, Octestrol, Octoestrol, Octofollin) is a synthetic nonsteroidal estrogen of the stilbestrol group which was formerly used medically but has since been discontinued. The stilbestrol estrogens, ...
*
Hexestrol Hexestrol, sold under the brand name Synestrol among others, is a nonsteroidal estrogen which was previously used for estrogen replacement therapy and in the treatment of certain hormone-dependent cancers as well as gynecological disorders but is ...
* Methestrol


Notes


References

Abandoned drugs 4-Hydroxyphenyl compounds Stilbenoids Synthetic estrogens {{Genito-urinary-drug-stub