Ethyltestosterone Explained

Ethyltestosterone, or 17α-ethyltestosterone, also known as 17α-ethylandrost-4-en-17β-ol-3-one or 17α-pregn-4-en-17-ol-3-one, is a synthetic, orally active anabolic–androgenic steroid (AAS) of the 17α-alkylated group related to methyltestosterone which was never marketed.[1] [2] Like methyltestosterone, ethyltestosterone is the parent compound of many AAS.[3] Derivatives of ethyltestosterone include norethandrolone (ethylnandrolone, ethylestrenolone), ethylestrenol (ethylnandrol), norboletone, ethyldienolone, tetrahydrogestrinone, bolenol (ethylnorandrostenol), and propetandrol.

Ethyltestosterone is described as a very weak AAS[4] and is considerably weaker as an AAS than is methyltestosterone.[5] It is reported to have 1/10 of the anabolic potency and 1/20 of the androgenic potency of testosterone propionate in rodents.[6] Ethyltestosterone was also inactive in boys with dwarfism at 20 to 40 mg/day orally. The low potency of ethyltestosterone is in notable contrast to norethandrolone (17α-ethyl-19-nortestosterone), the C19 nor analogue.[7] Analogues of ethyltestosterone with longer C17α chains such as propyltestosterone (topterone) have further reduced androgenic activity or even antiandrogenic activity.[8] In contrast to ethyltestosterone, its 19-demethyl variant, norethandrolone, is a potent AAS comparable in anabolic activity to testosterone propionate.

See also

Notes and References

  1. Book: Hill RA, Makin HL, Kirk DN, Murphy GM . Dictionary of Steroids . 23 May 1991 . CRC Press . 978-0-412-27060-4 . 423–.
  2. Saunders FJ, Drill VA . The myotrophic and androgenic effects of 17-ethyl-19-nortestosterone and related compounds . Endocrinology . 58 . 5 . 567–572 . May 1956 . 13317831 . 10.1210/endo-58-5-567 .
  3. Shahidi NT . A review of the chemistry, biological action, and clinical applications of anabolic-androgenic steroids . Clinical Therapeutics . 23 . 9 . 1355–1390 . September 2001 . 11589254 . 10.1016/s0149-2918(01)80114-4 .
  4. Colton FB, Nysted LN, Riegel B, Raymond AL . 17-Alkyl-19-nortestosterones. Journal of the American Chemical Society. 79. 5. 1957. 1123–1127. 0002-7863. 10.1021/ja01562a028.
  5. Book: Rangaswami S, Seshadri TR . Chemistry of vitamins and hormones. 1952. Andhra Univ..
  6. Schedl HP, Delea C, Bartter FC . Structure-activity relationships of anabolic steroids: role of the 19-methyl group . The Journal of Clinical Endocrinology and Metabolism . 19 . 8 . 921–935 . August 1959 . 14442516 . 10.1210/jcem-19-8-921 .
  7. Book: Camerino B, Sala G . Fortschritte der Arzneimittelforschung. Progress in Drug Research. Progres des Recherches Pharmaceutiques . Fortschritte der Arzneimittelforschung / Progress in Drug Research / Progrès des recherches pharmaceutiques . Anabolic Steroids. 1960. 2. 71–134. Birkhäuser . 10.1007/978-3-0348-7038-2_2. 14448579. 978-3-0348-7040-5.
  8. Singh SM, Gauthier S, Labrie F . Androgen receptor antagonists (antiandrogens): structure-activity relationships . Current Medicinal Chemistry . 7 . 2 . 211–247 . February 2000 . 10637363 . 10.2174/0929867003375371 .

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