Gestadienol acetate explained

Gestadienol acetate (developmental code name CIBA-31458-Ba or CIBA-31458) an orally active progestin which was described in the literature in 1967 and was never marketed.[1] [2] [3] [4] [5] It has no androgenic or estrogenic effects.[6] The effects of gestadienol acetate on the endometrium and its general pharmacology were studied in a clinical trial in women. It has also been studied in a clinical trial for benign prostatic hyperplasia in men, but was ineffective.

Chemistry

See also: List of progestogens, List of progestogen esters and Progestogen ester.

Gestadienol acetate, also known as norhydroxy-δ6-progesterone acetate, 6-dehydro-17α-hydroxy-19-norprogesterone 17α-acetate, or 17α-hydroxy-19-norpregn-4,6-diene-3,20-dione 17α-acetate, is a synthetic norpregnane steroid and a derivative of progesterone. It is specifically a combined derivative of 17α-hydroxyprogesterone and 19-norprogesterone, or of gestronol (17α-hydroxy-19-norprogesterone), with an acetate ester at the C17α position and a double bond between the C6 and C7 positions. Gestadienol acetate is the C17α acetate ester of gestadienol. Analogues of gestadienol acetate include algestone acetophenide (dihydroxyprogesterone acetophenide), demegestone, gestonorone caproate (norhydroxyprogesterone caproate), hydroxyprogesterone acetate, hydroxyprogesterone caproate, nomegestrol acetate, norgestomet, and segesterone acetate (nestorone).

Notes and References

  1. Book: Elks J . The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. 14 November 2014. Springer. 978-1-4757-2085-3. 659.
  2. Desaulles PA, Krähenbühl C . Biological Properties of a New Progesterone Analogue. European Journal of Endocrinology. 56. 1 Suppl. 1967. S143. 0804-4643. 10.1530/acta.0.056S143.
  3. Gupta A . January 1967 . Effect of the new progestogen, CIBA 31458 on the human endometrium. . Journal of Reproduction and Fertility . 14 . 3 . 530 . Cambridge, England .
  4. Petrow V . The contraceptive progestagens . Chemical Reviews . 70 . 6 . 713–726 . December 1970 . 4098492 . 10.1021/cr60268a004 .
  5. Heusler K, Kalvoda J . Between basic and applied research: Ciba's involvement in steroids in the 1950s and 1960s . Steroids . 61 . 8 . 492–503 . August 1996 . 8870170 . 10.1016/0039-128x(96)00040-2 . 37228396 .
  6. Hald T, From A . Benign prostatic hypertrophy treated with a gestagen. A double-blind clinical trial with randomized allocation . Scandinavian Journal of Urology and Nephrology . 6 . Suppl 157 . 157–163 . 1972 . 4118753 . 10.3109/00365597209133659 .