Allyltestosterone

Allyltestosterone, or 17α-allyltestosterone, also known as 17α-allylandrost-4-en-17β-ol-3-one, is a steroid derived from testosterone that was first synthesized in 1936 and was never marketed.[1][2] Along with propyltestosterone (topterone), it has been patented as a topical antiandrogen and hair growth inhibitor.[2][3] Allyltestosterone is the parent structure of two marketed 19-nortestosterone progestins, allylestrenol and altrenogest.[4] These progestins are unique among testosterone derivatives in that they appear to be associated with few or no androgenic effects.[5][6][7][8]

Allyltestosterone
Clinical data
Other names17α-Allyltestosterone; 17α-Allylandrost-4-en-17β-ol-3-one
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC22H32O2
Molar mass328.496 g·mol−1
3D model (JSmol)

See also

References
  1. Josephy E, Radt F (1 December 2013). Elsevier's Encyclopaedia of Organic Chemistry: Series III: Carboisocyclic Condensed Compounds. Springer. pp. 2653–. ISBN 978-3-662-25863-7.
  2. Ahluwalia G (16 December 2008). Cosmetics Applications of Laser and Light-Based Systems. William Andrew. pp. 248–. ISBN 978-0-8155-1967-6.
  3. US 4885289
  4. Zeelen FJ (1990). Medicinal chemistry of steroids. Elsevier Science Limited. pp. 108–109. ISBN 978-0-444-88727-6. Other examples are allylestrenol (42), a pro-drug converted to the 3-keto analogue (43), which is used in the treatment of threatened abortion [78,79] and altrenogest (44), used in sows and mares to suppress ovulation and estrus behaviour [80]. [...] Progestins with a 17a-allyl side chain: (42) allylestrenol, (43), (44) altrenogest.
  5. Bergink EW, Loonen PB, Kloosterboer HJ (August 1985). "Receptor binding of allylestrenol, a progestagen of the 19-nortestosterone series without androgenic properties". Journal of Steroid Biochemistry. 23 (2): 165–8. doi:10.1016/0022-4731(85)90232-8. PMID 3928974.
  6. Madjerek Z, De Visser J, Van Der Vies J, Overbeek GA (September 1960). "Allylestrenol, a pregnancy maintaining oral gestagen". Acta Endocrinologica. 35 (I): 8–19. doi:10.1530/acta.0.XXXV0008. PMID 13765069.
  7. McKinnon AO, Squires EL, Vaala WE, Varner DD (5 July 2011). Equine Reproduction. John Wiley & Sons. pp. 4462–. ISBN 978-0-470-96187-2.
  8. Committee to Review the Bureau of Land Management Wild Horse and Burro Management Program; Board on Agriculture and Natural Resources; Division on Earth and Life Studies; National Research Council (4 October 2013). Using Science to Improve the BLM Wild Horse and Burro Program: A Way Forward. National Academies Press. pp. 120–. ISBN 978-0-309-26494-5.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.