Английская Википедия:Ethinylandrostenediol
Шаблон:Short description Шаблон:Drugbox
Ethinylandrostenediol (developmental code name SKF-2856), also known as 17α-ethynyl-5-androstenediol, is a synthetic estrogen, progestogen, and androgen which was never marketed.[1][2][3][4][5][6] It is the C17α ethynyl derivative of the androgen precursor and prohormone 5-androstenediol.[1]
Ethinylandrostenediol was first synthesized in the late 1930s and along with its close analogue ethisterone (17α-ethynyltestosterone) was one of the first progestins (synthetic progestogens) to be developed.[7][8][9] Ethinylandrostenediol is orally active similarly to ethisterone and shows about half its progestogenic potency.[9] Ethinylandrostenediol was an intermediate in the initial synthesis of ethisterone.[10]
Ethinylandrostenediol shows tissue selectivity in its estrogenic effects in animals and doesn't seem to have estrogenic effects in the uterus.[1] The androgenic activity of ethinylandrostenediol is weak.[9]
An ester of ethinylandrostenediol, ethandrostate (17α-ethynyl-5-androstenediol 3β-cyclohexylpropionate), has been studied clinically in men and women with prostate cancer and breast cancer, respectively.[11][12][13][14][15]
Notable structural analogues of ethinylandrostenediol include 5-androstenediol, 17α-ethynyl-3β-androstanediol, 17α-ethynyl-3α-androstanediol, ethisterone (17α-ethynyltestosterone), and methandriol (17α-methyl-5-androstenediol), as well as ethinylestradiol (17α-ethynylestradiol or 17α-ethynylestra-1,3,5(10)-triene-3,17β-diol).
Шаблон:Affinities of estrogen receptor ligands for the ERα and ERβ
References
Шаблон:Androgen receptor modulators
Шаблон:Estrogen receptor modulators
Шаблон:Progesterone receptor modulators
Шаблон:Steroid-stub
Шаблон:Genito-urinary-drug-stub
Шаблон:Antineoplastic-drug-stub
- ↑ 1,0 1,1 1,2 Шаблон:Cite thesis
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite book
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite journal
- ↑ 9,0 9,1 9,2 Шаблон:Cite book
- ↑ Шаблон:Cite book
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite book
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite journal
- Английская Википедия
- Abandoned drugs
- Ethynyl compounds
- Anabolic–androgenic steroids
- Androstanes
- Antigonadotropins
- Diols
- Sex hormone esters and conjugates
- Progestogens
- Synthetic estrogens
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