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Topterone

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Topterone
Clinical data
Other namesWIN-17665; Propyltestosterone; 17α-Propyltestosterone; 17α-Propylandrost-4-en-17β-ol-3-one
Routes of
administration
Topical
Identifiers
  • (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-17-propyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.056.638Edit this at Wikidata
Chemical and physical data
FormulaC22H34O2
Molar mass330.512 g·mol−1
3D model (JSmol)
  • CCCC1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O
  • InChI=1S/C22H34O2/c1-4-10-22(24)13-9-19-17-6-5-15-14-16(23)7-11-20(15,2)18(17)8-12-21(19,22)3/h14,17-19,24H,4-13H2,1-3H3/t17-,18+,19+,20+,21+,22+/m1/s1
  • Key:LZSOOHLAZHOTHJ-GUCLMQHLSA-N

Topterone (INNTooltip International Nonproprietary Name,USANTooltip United States Adopted Name) (developmental code nameWIN-17665), also known as17α-propyltestosterone (or simplypropyltestosterone) or as17α-propylandrost-4-en-17β-ol-3-one, is asteroidal antiandrogen that was first reported in 1978 and was developed fortopical administration but, due to poor effectiveness, was never marketed.[1][2][3][4][5][6]

See also

[edit]

References

[edit]
  1. ^Elks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1–.ISBN 978-1-4757-2085-3.
  2. ^Ferrari RA, Chakrabarty K, Beyler AL, Wiland J (November 1978)."Suppression of sebaceous gland development in laboratory animals by 17alpha-propyltestosterone".The Journal of Investigative Dermatology.71 (5):320–323.doi:10.1111/1523-1747.ep12529809.PMID 712108.
  3. ^Rasmusson GH (1986)."Chapter 18. Chemical Control of Androgen Action".Annual Reports in Medicinal Chemistry. Vol. 21. Academic Press. pp. 179–188 (183).doi:10.1016/S0065-7743(08)61128-8.ISBN 978-0-08-058365-5.
  4. ^Ferrari RA, Chakrabarty K, Creange JE, Beyler AL, Potts OG, Schane HP (April 1980). "Endocrine profile of topterone, a topical antiandrogen, in three species of laboratory animals".Methods and Findings in Experimental and Clinical Pharmacology.2 (2):65–69.PMID 7339330.
  5. ^Chakrabarty K, Ferrari RA, Dessingue OC, Beyler AL, Schane HP (January 1980)."Mechanism of action of 17 alpha-propyltestosterone in inhibiting hamster flank organ development".The Journal of Investigative Dermatology.74 (1):5–8.doi:10.1111/1523-1747.ep12514560.PMID 7351494.
  6. ^Marsden JR, Shuster S (6 December 2012)."The Treatment of Acne".Pharmacology of the Skin II: Methods, Absorption, Metabolism and Toxicity, Drugs and Diseases. Springer Science & Business Media. pp. 490–.ISBN 978-3-642-74054-1.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
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