Hydroxyprogesterone acetate

Hydroxyprogesterone acetate
Systematic (IUPAC) name
17α-Acetoxypregn-4-ene-3,20-dione
Identifiers
CAS Number 302-23-8
ATC code None
PubChem CID 10156152
ChemSpider 8331660
Synonyms Hydroxyprogesterone acetate, acetoxyprogesterone, 17α-acetoxyprogesterone
Chemical data
Formula C23H32O4
Molar mass 372.498 g/mol

Hydroxyprogesterone acetate (HPA) (INN) (brand name Prodox), or 17α-hydroxyprogesterone acetate (17-OHPA), also known as acetoxyprogesterone,[1] is a synthetic, steroidal, orally-active progestin which was discovered by Upjohn in the 1950s and, in 1960, was marketed for use in veterinary medicine.[2][3][4][5][6][7] It is a derivative of progesterone and the acetate ester of 17-hydroxyprogesterone, and is a parent compound of a number of progestins, including chlormadinone acetate, cyproterone acetate, medroxyprogesterone acetate, and megestrol acetate.[3][1]

Hydroxyprogesterone acetate is of relatively low potency as a progestogen, which may explain its limited relative use.[8] It is 100-fold less potent than medroxyprogesterone acetate, 400-fold less potent than chlormadinone acetate, and 1200-fold less potent than cyproterone acetate.[8]

See also

References

  1. 1 2 Donna Shoupe (7 November 2007). The Handbook of Contraception: A Guide for Practical Management. Springer Science & Business Media. pp. 103–. ISBN 978-1-59745-150-5.
  2. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 664–. ISBN 978-1-4757-2085-3.
  3. 1 2 Roger Lobo; P.G. Crosignani; Rodolfo Paoletti (31 October 2002). Women’s Health and Menopause: New Strategies - Improved Quality of Life. Springer Science & Business Media. pp. 91–. ISBN 978-1-4020-7149-2.
  4. James K. Stoller; Franklin A. Michota; Brian F. Mandell (2009). The Cleveland Clinic Foundation Intensive Review of Internal Medicine. Lippincott Williams & Wilkins. pp. 13–. ISBN 978-0-7817-9079-6.
  5. Enrique Ravina (11 January 2011). The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs. John Wiley & Sons. pp. 194–. ISBN 978-3-527-32669-3.
  6. Walter Sneader (23 June 2005). Drug Discovery: A History. John Wiley & Sons. pp. 204–. ISBN 978-0-471-89979-2.
  7. Upjohn Company (1978). Proceedings of the Symposium on Cheque® for Canine Estrus Prevention, Brook Lodge, Augusta, Michigan, March 13-15, 1978. Upjohn Company.
  8. 1 2 Benno Clemens Runnebaum; Thomas Rabe; Ludwig Kiesel (6 December 2012). Female Contraception: Update and Trends. Springer Science & Business Media. pp. 133–134. ISBN 978-3-642-73790-9.



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