
This is a list of
estrogen esters, or
ester prodrug
A prodrug is a medication or compound that, after intake, is metabolized (i.e., converted within the body) into a pharmacologically active drug. Instead of administering a drug directly, a corresponding prodrug can be used to improve how the drug ...
s of
estrogens. It includes esters, as well as
ethers, of
steroid
A steroid is a biologically active organic compound with four rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and a ...
al
estrogens like
estradiol,
estrone, and
estriol and of
nonsteroidal estrogens like the
stilbestrols
diethylstilbestrol and
hexestrol.
Esters of steroidal estrogens
Estradiol esters
Marketed
Many esters of estradiol have been marketed, including the following major esters:
*
Estradiol acetate
Estradiol acetate (EA), sold under the brand names Femtrace, Femring, and Menoring, is an estrogen medication which is used in hormone therapy for the treatment of menopausal symptoms in women.https://www.accessdata.fda.gov/drugsatfda_docs/label/ ...
(Femring, Femtrace, Menoring)
*
Estradiol benzoate
Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in the ...
(Agofollin Depot, Progynon-B; Duogynon, Primosiston, Sistocyclin)
*
Estradiol cypionate (Depo-Estradiol, Depofemin, Estradep; Cyclofem, Lunelle)
*
Estradiol dipropionate
Estradiol dipropionate (EDP), sold under the brand names Agofollin, Di-Ovocylin, and Progynon DP among others, is an estrogen medication which has been used in hormone therapy for menopausal symptoms and low estrogen levels in women and in the t ...
(Agofollin, Di-Ovocyclin, Progynon-DP; EP Hormone Depot)
*
Estradiol enantate
Estradiol enantate (EEn or E2-EN), also spelled estradiol enanthate and sold under the brand names Perlutal and Topasel among others, is an estrogen medication which is used in hormonal birth control for women. It is formulated in combination wi ...
(Perlutal, Topasel, Unalmes, Yectames)
*
Estradiol undecylate (Delestrec, Progynon Depot)
*
Estradiol valerate (Delestrogen, Progynon Depot, Progynova; Gravibinon, Mesigyna, Mesygest)
*
Polyestradiol phosphate
Polyestradiol phosphate (PEP), sold under the brand name Estradurin, is an estrogen medication which is used primarily in the treatment of prostate cancer in men. It is also used in women to treat breast cancer, as a component of hormone therapy ...
(Estradurin) (an estradiol ester in
polymeric form)
And the following less commonly used esters:
*
Cloxestradiol acetate
Cloxestradiol acetate (brand name Genovul), also known as 17-(2,2,2-trichloroethoxy)estradiol ''O'',''O''-diacetate, is a synthetic steroidal estrogen derived from estradiol. It is the ''O'',''O''-di acetate ester of cloxestradiol, which, in c ...
(Genovul; diacetate ester of
cloxestradiol
Cloxestradiol (), also known as 17-(2,2,2-trichloroethoxy)estradiol, is a synthetic, steroidal estrogen which was never marketed. It is an analogue of estradiol with a 2,2,2-trichloroethoxy substitution. The ''O'',''O''-diacetate derivative, clo ...
, or estradiol 17β-chloral hemiacetal ether)
*
Estradiol benzoate butyrate
Estradiol benzoate butyrate (EBB), sold under the brand names Neolutin N, Redimen, Soluna, and Unijab and formerly known under the developmental code name Unimens, is an estrogen medication which is used in hormonal birth control for women. It is ...
(Redimen, Soluna, Unijab, Unimens)
*
Estradiol butyrylacetate
Estradiol butyrylacetate (EBA), sold under the brand names Follikosid and Klimanosid-R Depot (with testosterone ketolaurate and reserpine), is an estrogen medication which is no longer marketed. It is an estrogen ester, specifically, an ester of ...
(Follikoside)
*
Estradiol dibutyrate
Estradiol dibutyrate (EDBu), or estradiol dibutanoate, is an estrogen medication and an estrogen ester – specifically, a diester of estradiol – which is no longer used. It was a component of Triormon Depositum, a combination formulation of e ...
(Triormon Depositum)
*
Estradiol dienantate
Estradiol dienanthate (EDE), sold under the brand names Climacteron among others, is a long-acting estrogen medication which was previously used in menopausal hormone therapy for women and to suppress lactation in women. It was formulated in com ...
(Climacteron, Lactimex, Lactostat)
*
Estradiol diundecylate (Estrolent; Trioestrine Retard)
*
Estradiol diundecylenate (Etrosteron)
*
Estradiol furoate
Estradiol furoate (EF), or estradiol 17β-furoate, sold under the brand name Di-Folliculine, is an estrogen medication and estrogen ester which is no longer marketed. It is the C17β furoate ester of estradiol. Estradiol benzoate has also ...
(Di-Folliculine)
*
Estradiol hemisuccinate
Estradiol hemisuccinate (brand name Eutocol), or simply estradiol succinate, also known as estradiol 17β-hemisuccinate, is an estrogen medication and an estrogen ester – specifically, the hemisuccinate ester of estradiol. It is used as a co ...
(Eutocol; Hosterona)
*
Estradiol hexahydrobenzoate (Benzo-Ginoestril A.P., BenzoGynoestryl Retard, Ginestryl-15-Depot, Menodin, Tardoginestryl)
*
Estradiol palmitate (Esmopal)
*
Estradiol phenylpropionate
Estradiol phenylpropionate (EPP), also known as estradiol 17β-phenylpropionate and sold under the brand name Menformon Prolongatum, is an estrogen which is no longer marketed. It is an estrogen ester, specifically the C17β phenylpropionate ...
(Dimenformon Prolongatum; Estandron Prolongatum, Lynandron Prolongatum, Mixogen)
*
Estradiol pivalate (Estrotate; Estrotate with Progesterone)
*
Estradiol propionate (estradiol 17β-propionate) (Acrofollin, Akrofollin, Follhormon)
*
Estradiol propoxyphenylpropionate
Estradiol propoxyphenylpropionate (EPPP), sold under the brand name Durovex, is an estrogen medication and estrogen ester which is no longer marketed. It is the C17β propoxyphenylpropionate (propoxyhydrocinnamate) ester of estradiol. It is ...
(Durovex)
*
Estradiol stearate (Depofollan)
*
Estradiol sulfate
Estradiol sulfate (E2S), or 17β-estradiol 3-sulfate, is a natural, endogenous steroid and an estrogen ester. E2S itself is biologically inactive, but it can be converted by steroid sulfatase (also called estrogen sulfatase) into estradiol, which ...
(a minor constituent of
conjugated estrogens (Premarin))
The following
nitrogen mustard
Nitrogen mustards are cytotoxic organic compounds with the chloroethylamine (Cl(CH2)2NR2) functional group. Although originally produced as chemical warfare agents, they were the first chemotherapeutic agents for treatment of cancer. Nitrogen m ...
ester of estradiol is a
cytostatic antineoplastic agent
Chemotherapy (often abbreviated to chemo and sometimes CTX or CTx) is a type of cancer treatment that uses one or more anti-cancer drugs (chemotherapeutic agents or alkylating agents) as part of a standardized chemotherapy regimen. Chemotherap ...
and has been marketed:
*
Estramustine phosphate
Estramustine phosphate (EMP), also known as estradiol normustine phosphate and sold under the brand names Emcyt and Estracyt, is a dual estrogen and chemotherapy medication which is used in the treatment of prostate cancer in men. It is taken ...
(Emcyt, Estracyt; estradiol 3-normustine 17β-phosphate)
Never marketed
A number of other estradiol esters which have not been marketed include:
*
Estradiol 3-furoate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of ...
*
Estradiol 3-propionate
Estradiol 3-propionate, or 3-propanoylestradiol, also known as estra-1,3,5(10)-triene-3,17β-diol 3-propionate, is a semisynthetic, steroidal estrogen that was never marketed. It is an estrogen ester, specifically, a propionic acid ester of ...
(''not to be confused with estradiol monopropionate (estradiol 17β-propionate)'')
*
Estradiol 17β-(1-(4-(aminosulfonyl)benzoyl)--proline) (EC508)
[Nickisch, K., Santhamma, B., Ahmed, G., Meece, F., Elger, W., Wyrwa, R., & Nair, H. (2017). ''U.S. Patent No. 9,745,338.'' Washington, DC: U.S. Patent and Trademark Office. https://patents.google.com/patent/US9745338B2/en]
*
Estradiol acetate benzoate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of f ...
*
Estradiol 17β-acetate
Estradiol 17β-acetate is an estrogen and an estrogen ester—specifically, the C17β acetate ester of estradiol—which was never marketed. It is the C17β positional isomer of the better-known and clinically used estradiol ester estradio ...
*
Estradiol 17β-benzoate
*
Estradiol acetylsalicylate
Estradiol acetylsalicylate, or estradiol 3-acetylsalicylate, is a synthetic Synthetic things are composed of multiple parts, often with the implication that they are artificial. In particular, 'synthetic' may refer to:
Science
* Synthetic che ...
(estradiol 3-acetylsalicylate)
*
Estradiol anthranilate
Estradiol anthranilate, or estradiol 3-anthranilate, is a synthetic estrogen and estrogen ester – specifically, the C3 anthranilic acid
Anthranilic acid is an aromatic acid with the formula C6H4(NH2)(CO2H) and has a sweetish taste. The mol ...
(estradiol 3-anthranilate)
*
Estradiol arachidonate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous cycle, estrous and menstrual cycle, menstrual female reproductive cycles. Estradiol is resp ...
*
Estradiol benzoate cyclooctenyl ether
Estradiol benzoate cyclooctenyl ether (EBCO), or estradiol 3-benzoate 17β-cyclooctenyl ether, is a synthetic compound, synthetic estrogen (medication), estrogen as well as estrogen ester and estrogen ether, ether – specifically, the C3 benzoat ...
(estradiol 3-benzoate 17β-cyclooctenyl ether; EBCO)
*
Estradiol caprylate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development ...
(estradiol octanoate)
*
Estradiol cyclooctyl acetate (E2CoA)
*
Estradiol decanoate
Estradiol decanoate (E2D), or estradiol decylate, also known as estradiol 17β-decanoate, is a synthetic steroidal estrogen and an estrogen ester – specifically, the 17β-decanoate (decylate) ester of estradiol – which was studied for use i ...
(estradiol 17β-decanoate)
*
Estradiol diacetate
Estradiol diacetate (EDA), or estradiol 3,17β-diacetate, is an estrogen and an estrogen ester—specifically, the C3 and C17β diacetate ester of estradiol—which was never marketed. It is related to the estradiol monoesters estradiol ace ...
*
Estradiol dibenzoate
Estradiol dibenzoate (EDB), also known as estradiol 3,17β-dibenzoate, is an estrogen ester which was developed in the 1930s and was never marketed. It is the C3 and C17β benzoate diester of estradiol. Estradiol dibenzoate has a longer durati ...
*
Estradiol dicypionate
Estradiol dicypionate (EDC), also known as estradiol 3,17β-dicypionate, is an estrogen ester which was never marketed. It is the C3 and C17β cypionate (cyclopentylpropionate) ester, diester of estradiol (medication), estradiol.
See also
* List ...
*
Estradiol dioleate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of ...
*
Estradiol dipalmitate
*
Estradiol distearate
Estradiol distearate (EDS), also known as estradiol dioctadecanoate, is an estrogen and an estrogen ester which was never marketed. It is a long-acting prodrug of estradiol in the body.
See also
* Estradiol dienantate
Estradiol dienan ...
*
Estradiol disulfate
*
Estradiol glucuronide
Estradiol glucuronide, or estradiol 17β-D-glucuronide, is a conjugated metabolite of estradiol. It is formed from estradiol in the liver by UDP-glucuronyltransferase via attachment of glucuronic acid and is eventually excreted in the urine by t ...
*
Estradiol sulfate glucuronide
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development ...
*
Estradiol linoleate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development ...
*
Estradiol oleate
Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of ...
*
Estradiol phosphate
*
Estradiol salicylate
Estradiol salicylate, or estradiol 3-salicylate, is a synthetic estrogen and estrogen ester – specifically, the C3 salicylic acid ester of estradiol – which was described in the late 1980s and was never marketed. It is a metabolite of est ...
(estradiol 3-salicylate)
*
Estradiol sulfamate (E2MATE; J995, PGL-2, PGL-2001, ZK-190628; estradiol-3-O-sulfamate)
*
Estradiol undecylenate
Estradiol undecylenate (EUe; developmental code name SH-368) is an estrogen medication and estrogen ester which was never marketed. It is the C17β undecenoate (undecylenate) ester of estradiol. Following an intramuscular injection
Int ...
(SH-368)
*
Estrapronicate
Estrapronicate (), also known as estradiol nicotinate propionate is an estrogen medication and estrogen ester which was never marketed. It was studied as a component of the experimental tristeroid combination drug Trophobolene, which contained n ...
(estradiol 3-propionate 17β-nicotinate; Trophobolene, Trophoboline)
*
Orestrate
Orestrate (), also known as estradiol 3-propionate 17β-(1-cyclohexenyl) ether, is an estrogen medication and estrogen ester which was never marketed. It is the C3 propionate ester and C17β-(1- cyclohexenyl) ether
In organic chemistry, ethe ...
(estradiol 3-propionate 17β-(1-cyclohexenyl) ether)
The following cytostatic antineoplastic nitrogen mustard esters of estradiol have not been marketed:
*
Alestramustine
Alestramustine (), also known as estradiol 3-(''bis''(2-chloroethyl)carbamate) 17β-(L-alaninate), is a cytostatic antineoplastic agent which was never marketed. It is the L-alanine ester of estramustine, which is a combination of the nitrogen ...
(estradiol 3-(bis(2-chloroethyl)carbamate), 17-ester with
L-alanine)
*
Atrimustine (KM-2210; bestrabucil, busramustine)
*
Estradiol mustard
Estradiol mustard, also known as chlorphenacyl estradiol diester, as well as estradiol 3,17β-bis(4-(bis(2-chloroethyl)amino)phenyl)acetate, is a synthetic, steroidal estrogen and cytostatic antineoplastic agent and a chlor phenacyl nitrogen ...
(NSC-112259; chlorphenacyl estradiol diester)
*
Estramustine (Leo 275; Ro 21-8837)
*
Estromustine (Leo 271 f; estrone 17β-3-N-bis(2-chloroethyl)carbamate, estrone–cytostatic complex)
Estrone esters
Marketed
Esters of estrone that have been marketed include:
*
Estrone acetate
Estrone acetate (brand name Hovigal) is a semisynthetic, steroidal estrogen. It is an estrogen ester, specifically, an ester of estrone.
See also
* Hydroxyestrone diacetate
* Estradiol acetate
Estradiol acetate (EA), sold under the brand n ...
(Hovigal)
*
Estrone sulfate (as the primary component of
conjugated estrogens (Premarin))
**
Estropipate (Ogen, Ortho-Est) (a salt of estrone sulfate and
piperazine)
*
Estrone tetraacetylglucoside
Estrone tetraacetylglucoside (brand name Glucovex, Glycovex) is a semisynthetic, steroidal estrogen. It is an estrogen ester, specifically, an ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in whic ...
(Glucovex, Glycovex)
Never marketed
Other estrone esters which are notable but have not been marketed include:
*
Estrone benzoate
Estrone benzoate, or estrone 3-benzoate, is a synthetic estrogen and estrogen ester – specifically, the C3 benzoate ester of estrone – which was first reported in 1932 and was never marketed. It led to the development in 1933 of the more ...
*
Estrone cyanate
Estrone cyanate, or estrone 3-''O''-cyanate, also known as estrocyanate, is an estrogen and an estrogen ester – specifically, the 3-O- cyanate ester of estrone – which was investigated for potential use in birth control pills but was fou ...
*
Estrone enanthate
Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesize ...
*
Estrone enanthate benzilic acid hydrazone
*
Estrone glucuronide
Estrone glucuronide, or estrone-3-D-glucuronide, is a conjugated metabolite of estrone. It is formed from estrone in the liver by UDP-glucuronyltransferase via attachment of glucuronic acid and is eventually excreted in the urine by the kidneys. ...
*
Estrone phosphate
Estrone phosphate (E1P), or estrone 3-phosphate, is an estrogen and steroid sulfatase inhibitor which was never marketed. It has similar affinity for steroid sulfatase as estrone sulfate and acts as a competitive inhibitor of the enzyme. In co ...
*
Estrone propionate
Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesi ...
*
Estrone sulfamate (EMATE; J994; estrone-3-O-sulfamate)
*
Estrone oleate
Oleoyl-estrone (OE), or estrone 3-oleate, is a fatty acid ester of estrone. It is a naturally circulating hormone in animals, including humans. It was studied as a potential weight-loss drug, but failed to show benefit in clinical trials. It w ...
Estriol esters
Marketed
Esters of estriol that have been marketed include:
*
Estriol 3-glucuronide (as a component of
conjugated estriol (Emmenin, Progynon))
*
Estriol acetate benzoate (Holin-Depot)
*
Estriol glucuronide (as a component of
conjugated estriol (Emmenin, Progynon))
*
Estriol succinate
Estriol succinate, sold under the brand name Synapause among others, is an estrogen medication which is used in the treatment of menopausal symptoms. It is taken by mouth, in through the vagina, and by injection.
Medical uses
Estriol succinate ...
(Sinapause, Styptanon, Synapause)
**
Estriol sodium succinate
Estriol succinate, sold under the brand name Synapause among others, is an estrogen medication which is used in the treatment of menopausal symptoms. It is taken by mouth, in through the vagina, and by injection.
Medical uses
Estriol succinate ...
(Pausan, Styptanon)
*
Estriol sulfate (as a component of
conjugated estriol (Emmenin, Progynon))
*
Estriol sulfate glucuronide
Estriol sulfate glucuronide, or estriol 3-sulfate 16α-glucuronide, is an endogenous, naturally occurring diconjugated metabolite of estriol. It is generated in the liver from estriol sulfate by UDP-glucuronyltransferase and is eventually excr ...
(as a component of
conjugated estriol (Emmenin, Progynon))
*
Estriol tripropionate
Estriol tripropionate (brand name Estriel), or estriol tripropanoate, is an estrogen medication. It is an estrogen ester, specifically, an ester of estriol.
See also
* List of estrogen esters § Estriol esters
References
Estriol est ...
(Estriel)
*
Polyestriol phosphate
Polyestriol phosphate (PE3P, SEP), sold under the brand names Gynäsan, Klimadurin, and Triodurin, is an estrogen medication which was previously used in menopausal hormone therapy (i.e., to treat menopausal symptoms in postmenopausal women) and ...
(Gynäsan, Klimadurin, Triodurin) (an estriol ester in
polymeric form)
Never marketed
The following ester of estriol was never marketed:
*
Estriol dihexanoate
Estriol dihexanoate, or estriol 3,17β-dihexanoate, is a synthetic estrogen and estrogen ester – specifically, the C3 and C17β dihexanoate ester of estriol – which was first described in 1963 and was never marketed. Following a single intr ...
*
Estriol dipropionate
Estriol dipropionate, or estriol 3,17β-dipropionate, is a synthetic estrogen and estrogen ester – specifically, the C3 and C17β dipropionate ester of estriol – which was first described in 1963 and was never marketed. Following a single in ...
*
Estriol phosphate (E3P)
*
Estriol sulfamate (E3MATE; J1034; estriol-3-O-sulfamate)
*
Estriol triacetate
Estriol triacetate is an estrogen medication and an estrogen ester – specifically, the triacetate ester of estriol – which was never marketed. It has been said to be 10 times as physiologically
Physiology (; ) is the scientific study of ...
Ethinylestradiol esters
Marketed
The following esters of
ethinylestradiol exist and have been marketed:
*
Ethinylestradiol sulfonate (Turisteron; ethinylestradiol 3-isopropylsulfonate)
Never marketed
*
Ethinylestradiol benzoate – the 3-benzoate ester of
ethinylestradiol
*
Ethinylestradiol ''N'',''N''-diethylsulfamate (J271) – the 3-(''N'',''N''-diethyl)sulfamate ester of
ethinylestradiol
*
Ethinylestradiol pyrrolidinosulfonate (J272) – the 3-pyrrolidinosulfonate ester of
ethinylestradiol
*
Ethinylestradiol sulfamate (J1028) – the 3-sulfamate ester of
ethinylestradiol
*
Ethinylestradiol sulfate
Esters of other steroidal estrogens
Marketed
The following esters of other estrogens exist and have been marketed:
*
Hydroxyestrone diacetate
Hydroxyestrone diacetate (brand names Colpoginon, Colpormon, Hormobion, Hormocervix) (former developmental code name RD-310), or 16α-hydroxyestrone diacetate, also known as 3,16α-dihydroxyestra-1,3,5(10)-trien-17-one 3,16α-diacetate, is a syn ...
(Colpoginon, Colpormon, Hormobion, Hormocervix) – the 3,16α-diacetate ester of
16α-hydroxyestrone
Ethers of steroidal estrogens
Marketed
A number of estrogen ''
ethers'' also exist and have been marketed, including:
*
Clomestrone (Arterolo, Atheran, Colesterel, Iposclerone, Liprotene, Persclerol) – the 3-methyl ether of
16α-chloroestrone
*
Cloxestradiol acetate
Cloxestradiol acetate (brand name Genovul), also known as 17-(2,2,2-trichloroethoxy)estradiol ''O'',''O''-diacetate, is a synthetic steroidal estrogen derived from estradiol. It is the ''O'',''O''-di acetate ester of cloxestradiol, which, in c ...
(Genovul) – the ''O'',''O''-diacetate ester of
cloxestradiol
Cloxestradiol (), also known as 17-(2,2,2-trichloroethoxy)estradiol, is a synthetic, steroidal estrogen which was never marketed. It is an analogue of estradiol with a 2,2,2-trichloroethoxy substitution. The ''O'',''O''-diacetate derivative, clo ...
(estradiol 17β-chloral hemiacetal ether)
*
Mestranol
Mestranol, sold under the brand names Enovid, Norinyl, and Ortho-Novum among others, is an estrogen medication which has been used in birth control pills, menopausal hormone therapy, and the treatment of menstrual disorders. It is formulated in c ...
(Devocin, Ovastol, Tranel) (component of Enovid, Enavid, Ortho-Novin, Femigen, Norbiogest) – the 3-methyl ether of
ethinylestradiol
*
Moxestrol (Surestryl) – the 11β-methoxy derivative of
ethinylestradiol (and hence the 11β-methyl ether of the 11β-hydroxyl derivative of ethinylestradiol)
*
Nilestriol
Nilestriol () (brand name Wei Ni An; developmental code name LY-49825), also known as nylestriol (, ), is a synthetic estrogen which was patented in 1971 and is marketed in China. It is the 3-cyclopentyl ether of ethinylestriol, and is also k ...
(Wei Ni An) – the 3-cyclopentyl ether of
ethinylestriol
Ethinylestriol (EE3), or 17α-ethynylestriol, also known as 17α-ethynylestra-1,3,5(10)-triene-3,16α,17β-triol, is a synthetic estrogen which was never marketed. Nilestriol, the 3-cyclopentyl ether of ethinylestriol, is a prodrug of ethiny ...
*
Promestriene
Promestriene () (brand names Colpotrofin, Colpotrophine, Delipoderm), also known as estradiol 3-propyl 17β-methyl diether, is a synthetic estrogen which is used topically in a 1% cream formulation for the treatment of vaginal atrophy in women ...
(Colpotrofin, Colpotrophine, Delipoderm) – the 3-propyl and 17β-methyl diether of
estradiol
*
Quinestradol
Quinestradol (, ) (brand names Colpovis, Colpovister, Pentovis), also known as quinestradiol or quinestriol, as well as estriol 3-cyclopentyl ether (E3CPE), is a synthetic estrogen and estrogen ether which is no longer marketed. It is the 3-cyc ...
(Colpovis, Colpovister, Pentovis) – the 3-cyclopentyl ether of
estriol
*
Quinestrol (Agalacto-Quilea, Basaquines, Eston, Estrovis, Estrovister, Plestrovis, Qui-lea) – the 3-cyclopentyl ether of
ethinylestradiol
Never marketed
A few other estrogen ethers which are notable but have not been marketed include:
*
Cloxestradiol
Cloxestradiol (), also known as 17-(2,2,2-trichloroethoxy)estradiol, is a synthetic, steroidal estrogen which was never marketed. It is an analogue of estradiol with a 2,2,2-trichloroethoxy substitution. The ''O'',''O''-diacetate derivative, clo ...
– the 17β-chloral hemiacetal ether of
estradiol
*
Estradiol benzoate cyclooctenyl ether
Estradiol benzoate cyclooctenyl ether (EBCO), or estradiol 3-benzoate 17β-cyclooctenyl ether, is a synthetic compound, synthetic estrogen (medication), estrogen as well as estrogen ester and estrogen ether, ether – specifically, the C3 benzoat ...
– the 17β-cyclooctenyl ether of
estradiol 3-benzoate
Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in ...
*
Estradiol 3-saccharinylmethyl ether – the 3-(saccharinylmethyl) ether of
estradiol
*
Estradiol 3-tetrahydropyranyl ether – the 3-(tetrahydropyran-2-yl) ether of
estradiol
*
Estradiol 17β-tetrahydropyranyl ether – the 17β-(tetrahydropyran-2-yl) ether of
estradiol
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Estrone methyl ether
Estrone methyl ether, or estrone 3-methyl ether, is a synthetic estrogen and estrogen ether – specifically, the C3 methyl ether of estrone – which was never marketed. It has been used to synthesize mestranol
Mestranol, sold under the ...
– the 3-methyl ether of
estrone
*
Mytatrienediol – the 3-methyl ether of
16α-methyl-16β-epiestriol
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Orestrate
Orestrate (), also known as estradiol 3-propionate 17β-(1-cyclohexenyl) ether, is an estrogen medication and estrogen ester which was never marketed. It is the C3 propionate ester and C17β-(1- cyclohexenyl) ether
In organic chemistry, ethe ...
– the 17β-(1-cyclohexenyl) ether of
estradiol 3-propionate
Estradiol 3-propionate, or 3-propanoylestradiol, also known as estra-1,3,5(10)-triene-3,17β-diol 3-propionate, is a semisynthetic, steroidal estrogen that was never marketed. It is an estrogen ester, specifically, a propionic acid ester of ...
Esters of nonsteroidal estrogens
Diethylstilbestrol esters
Marketed
Major esters of diethylstilbestrol include:
*
Diethylstilbestrol dipropionate (Agostilben, Biokeral, Clinestrol, Cyclen, Estilbin, Estril, Neobenzoestrol, Orestol, Oroestrol, Ostregenin, Prostilbene, Stilbestriol DP, Stilboestrolum Dipropionicum, Stilboestrol, Synestrin, Willestrol)
*
Fosfestrol (diethylstilbestrol diphosphate) (Honvan, Difostilben, Fosfostilben, Fostrolin, Stilbol, Stilphostrol, Vagestrol)
Less commonly used esters of diethylstilbestrol include:
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Diethylstilbestrol diacetate
Diethylstilbestrol diacetate (DESDA) (brand name Hormostilboral Stark) is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ester of diethylstilbestrol
Diethylstilbestrol (DES), also known as stilbestrol or stilboestrol, is a ...
(Hormostilboral Stark)
*
Diethylstilbestrol dilaurate
Diethylstilbestrol dilaurate (brand name Acnestrol-Lotion) is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ester of diethylstilbestrol (DES) that was previously marketed but is now no longer available. It was formulated and u ...
(Acnestrol-Lotion)
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Diethylstilbestrol dipalmitate
Diethylstilbestrol dipalmitate (brand names Palmestril, Stilpalmitate), also known as stilpalmitate, is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ester of diethylstilbestrol (DES) that was formerly marketed but is now no l ...
(stilpalmitate) (Palmestril, Stilpalmitate)
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Diethylstilbestrol disulfate
Diethylstilbestrol disulfate (brand names Hydroestryl, Idroestril; former developmental code name M.G. 137) is a synthetic Synthetic things are composed of multiple parts, often with the implication that they are artificial. In particular, 'synthe ...
(Hydroestryl, Idroestril)
Never marketed
*
Diethylstilbestrol sulfate
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Furostilbestrol
Furostilbestrol (INN), also known as diethylstilbestrol di(2-furoate) or simply as diesthylstilbestrol difuroate, is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol that was never marketed. It is an ester ...
(diethylstilbestrol difuroate)
*
Polydiethylstilbestrol phosphate
As well as the following nitrogen mustard ester:
*
ICI-85966 (Stilbostat; diethylstilbestrol bis(di(2-chloroethyl)carbamate))
Hexestrol esters
Marketed
*
Hexestrol diacetate
Hexestrol diacetate (JAN) (brand names Retalon Lingual, Robal, Sintestrol, Sintofolin) is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol. It is an ester of hexestrol, and was discovered in 1939.
See al ...
(Retalon Lingual, Robal, Sintestrol, Sintofolin)
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Hexestrol dicaprylate
Hexestrol dicaprylate (brand name Taston), or dioctanoylhexestrol, is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol that is no longer marketed. It is a long-acting ester of hexestrol.
See also
* Hexestr ...
(dioctanoylhexestrol) (Taston)
*
Hexestrol diphosphate
Hexestrol diphosphate (brand names Cytostatin, Cytostesin, Pharmestrin, Retalon Aquosum) is a Organic compound#Synthetic compounds, synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol and used as an estrogen and ...
(Cytostesin, Pharmestrin, Retalon Aquosum)
*
Hexestrol dipropionate
Hexestrol dipropionate (brand name Hexanoestrol, Retalon Oleosum), or hexestrol dipropanoate, is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol. It is an ester of hexestrol, and has been known since at l ...
(Hexanoestrol, Retalon Oleosum)
*
Hexestrol phosphate (Retalon Aquosum)
Never marketed
The following nitrogen mustard ester of hexestrol was never marketed:
*
Phenestrol (fenestrol; hexestrol bis
-[bis(2-chloroethyl)aminohenylacetate)
Esters of other nonsteroidal estrogens
Marketed
* Dienestrol diacetate (Faragynol, Gynocyrol)
* Methestrol dipropionate (promethestrol dipropionate, dimethylhexestrol dipropionate) (Meprane Dipropionate)
Ethers of nonsteroidal estrogens
Diethylstilbestrol
Marketed
*
Diethylstilbestrol monobenzyl ether
Diethylstilbestrol monobenzyl ether (brand names Monozol, Hypantin, Pituitrope), also known as benzelstilbestrol, is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ether of diethylstilbestrol (DES) that is described as a pituit ...
(benzelstilbestrol) (Monozol, Hypantin, Pituitrope)
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Dimestrol (dianisylhexene, diethylstilbestrol dimethyl ether, dimethoxydiethylstilbestrol) (Depot-Ostromon, Synthila)
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Mestilbol (diethylstilbestrol monomethyl ether) (Monomestro or Monomestrol)
See also
*
List of estrogens
This is a list of steroidal estrogens or derivatives of estradiol, estrone, and estriol. Most esters of these estrogens are not included in this list; for esters, see here instead.
Estradiol derivatives
17α-Substituted estradiol derivative ...
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List of progestogen esters
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List of androgen esters
This is a list of androgen esters, including esters (as well as ethers) of natural androgens like testosterone and dihydrotestosterone (DHT) and synthetic anabolic–androgenic steroids (AAS) like nandrolone (19-nortestosterone).
Esters of n ...
*
List of combined sex-hormonal preparations
References
{{Estrogen receptor modulators
Estrogen esters
Estrogens
Prodrugs