List of estrogen esters

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Estradiol, the base estrogen of most estrogen esters.

This is a list of estrogen esters, or ester prodrugs of estrogens. It includes esters, as well as ethers, of steroidal estrogens like estradiol, estrone, and estriol and of nonsteroidal estrogens like the stilbestrols diethylstilbestrol and hexestrol.

Esters of steroidal estrogens[edit]

Estradiol esters[edit]

Marketed[edit]

Many esters of estradiol have been marketed, including the following major esters:[1][2]

And the following less commonly used esters:[1][2]

The following nitrogen mustard ester of estradiol is an alkylating antineoplastic agent and has been marketed:[1][2]

Never marketed[edit]

A few other estradiol esters which are notable but have not been marketed include:[2]

The following alkylating antineoplastic nitrogen mustard esters of estradiol have not been marketed:[2]

  • Alestramustine (estradiol 3-(bis(2-chloroethyl)carbamate), 17-ester with L-alanine)
  • Atrimustine (KM-2210; bestrabucil, busramustine)
  • Estradiol mustard (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[edit]

Marketed[edit]

Esters of estrone that have been marketed include:[1][2]

Never marketed[edit]

Other estrone esters which are notable but have not been marketed include:

Estriol esters[edit]

Marketed[edit]

Esters of estriol that have been marketed include:[1][2]

Never marketed[edit]

The following ester of estriol was never marketed:

Ethinylestradiol esters[edit]

Marketed[edit]

The following esters of ethinylestradiol exist and have been marketed:[1][2]

Never marketed[edit]

Esters of other steroidal estrogens[edit]

Marketed[edit]

The following esters of other estrogens exist and have been marketed:[1]

Ethers of steroidal estrogens[edit]

Marketed[edit]

A number of estrogen ethers also exist and have been marketed, including:[15][1]

Never marketed[edit]

A few other estrogen ethers which are notable but have not been marketed include:[15]

Esters of nonsteroidal estrogens[edit]

Diethylstilbestrol esters[edit]

Marketed[edit]

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:

Never marketed[edit]

As well as the following nitrogen mustard ester:

  • ICI-85966 (Stilbostat; diethylstilbestrol bis(di(2-chloroethyl)carbamate))

Hexestrol esters[edit]

Marketed[edit]

Never marketed[edit]

The following nitrogen mustard ester of hexestrol was never marketed:

  • Phenestrol (fenestrol; hexestrol bis[4-[bis(2-chloroethyl)amino]phenylacetate)

Esters of other nonsteroidal estrogens[edit]

Marketed[edit]

Ethers of nonsteroidal estrogens[edit]

Diethylstilbestrol[edit]

Marketed[edit]

  • Diethylstilbestrol monobenzyl ether (benzelstilbestrol) (Monozol, Hypantin, Pituitrope)
  • Dimestrol (dianisylhexene, diethylstilbestrol dimethyl ether, dimethoxydiethylstilbestrol) (Depot-Ostromon, Synthila)
  • Mestilbol (diethylstilbestrol monomethyl ether) (Monomestro or Monomestrol)

See also[edit]

References[edit]

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  3. ^ http://www.evestra.com/index-Dateien/Page1242.htm
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  6. ^ 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
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  10. ^ Dahlgren E, Crona N, Janson PO, Samsioe G (1985). "Oral replacement with estradiol-cyclooctyl acetate: a new estradiol analogue. Effects on serum lipids, proteins, gonadotrophins, estrogens and uterine endometrial morphology". Gynecol. Obstet. Invest. 20 (2): 84–90. PMID 3932144. 
  11. ^ Luisi M, Kicovic PM, Alicicco E, Franchi F (1978). "Effects of estradiol decanoate in ovariectomized women". J. Endocrinol. Invest. 1 (2): 101–6. doi:10.1007/BF03350355. PMID 755846. 
  12. ^ George W.A Milne (8 May 2018). Drugs: Synonyms and Properties: Synonyms and Properties. Taylor & Francis. pp. 1406–. ISBN 978-1-351-78989-9. 
  13. ^ a b Elger W, Palme HJ, Schwarz S (April 1998). "Novel oestrogen sulfamates: a new approach to oral hormone therapy". Expert Opin Investig Drugs. 7 (4): 575–89. doi:10.1517/13543784.7.4.575. PMID 15991994. 
  14. ^ Elger W, Schwarz S, Hedden A, Reddersen G, Schneider B (December 1995). "Sulfamates of various estrogens are prodrugs with increased systemic and reduced hepatic estrogenicity at oral application". J. Steroid Biochem. Mol. Biol. 55 (3-4): 395–403. doi:10.1016/0960-0760(95)00214-6. PMID 8541236. 
  15. ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. ISBN 978-1-4757-2085-3. 
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