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Pentagestrone acetate

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Pentagestrone acetate
Clinical data
Trade namesGestovis, Gestovister
Other names17α-Acetoxyprogesterone 3-cyclopentyl enol ether
Routes of
administration
By mouth
Drug classProgestin; Progestogen; Progestogen ether; Progestogen ester
Identifiers
  • [(8R,9S,10R,13S,14S,17R)-17-acetyl-3-cyclopentyloxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC28H40O4
Molar mass440.615 g/mol g·mol−1
3D model (JSmol)
  • CC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(=C4)OC5CCCC5)C)C)OC(=O)C
  • InChI=1S/C28H40O4/c1-18(29)28(32-19(2)30)16-13-25-23-10-9-20-17-22(31-21-7-5-6-8-21)11-14-26(20,3)24(23)12-15-27(25,28)4/h9,17,21,23-25H,5-8,10-16H2,1-4H3/t23-,24+,25+,26+,27+,28+/m1/s1
  • Key:NSRLWNNZHGRGJS-JVACCQEYSA-N

Pentagestrone acetate, sold under the brand names Gestovis and Gestovister and also known as 17α-acetoxyprogesterone 3-cyclopentyl enol ether, is a progestin of the 17α-hydroxyprogesterone group which was described in the literature in 1960 and was introduced by Vister in Italy in 1961.[1][2][3] It is the 3-cyclopentyl enol ether of 17α-hydroxyprogesterone acetate.[4] Pentagestrone acetate, along with quingestrone (the 3-cyclopentyl enol ether of progesterone), is said to have very similar properties to those of dydrogesterone, a pure progestogen and close analogue of progesterone.[5]

Chemistry

See also

References

  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 943–. ISBN 978-1-4757-2085-3.
  2. ^ Drugs Available Abroad. Gale Research. 1991. ISBN 978-0-8103-7177-4.
  3. ^ P. H. List; L. Hörhammer (12 March 2013). Chemikalien und Drogen Teil A: N-Q. Springer-Verlag. pp. 508–. ISBN 978-3-642-65035-2.
  4. ^ Camille Georges Wermuth (2 May 2011). The Practice of Medicinal Chemistry. Academic Press. pp. 731–. ISBN 978-0-08-056877-5.
  5. ^ Revue générale des sciences pures et appliquées et bulletin de l'Association française pour l'avancement des sciences. Société d'édition d'enseignement supérieur. 1964. [[...] Ercoli (1960) developed cyclopentyl enol ethers of progesterone (Luteovis) and acetoxy progesterone (Gestovis), which have almost exactly the same properties as dydrogesterone.]