Quingestanol

This article is about a non-clinically used progestin compound. For the pharmaceutical drug, see quingestanol acetate.
Quingestanol
Clinical data
Other namesNorethisterone 3-cyclopentyl enol ether; 3-(Cyclopentyloxy)-17α-ethynylestra-3,5-dien-17β-ol
Drug classProgestin; Progestogen
ATC code
Identifiers
  • (8R,9S,10R,13S,14S,17R)-3-cyclopentyloxy-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-ol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.031.078 Edit this at Wikidata
Chemical and physical data
FormulaC25H34O2
Molar mass366.545 g·mol−1
3D model (JSmol)
  • O(\C4=C\C3=C\C[C@@H]2[C@H](CC[C@]1(C)[C@@](C#C)(O)CC[C@H]12)[C@H]3CC4)C5CCCC5
  • InChI=1S/C25H34O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,8,16,18,20-23,26H,4-7,9-15H2,2H3/t20-,21+,22+,23-,24-,25-/m0/s1
  • Key:PCJFRMOEZQQSAX-AIOSZGMZSA-N

Quingestanol (INNTooltip International Nonproprietary Name, BANTooltip British Approved Name), also known as norethisterone 3-cyclopentyl enol ether, is a progestin of the 19-nortestosterone group which was never marketed.[1] It is a prodrug of norethisterone.[2][3] An acylated derivative, quingestanol acetate, is used as a pharmaceutical drug.[1]

  1. ^ a b Macdonald F (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1721. ISBN 978-0-412-46630-4. Retrieved 12 May 2012.
  2. ^ Raynaud JP, Ojasoo T (1986). "The design and use of sex-steroid antagonists". J. Steroid Biochem. 25 (5B): 811–33. doi:10.1016/0022-4731(86)90313-4. PMID 3543501. Similar androgenic potential is inherent to norethisterone and its prodrugs (norethisterone acetate, ethynodiol diacetate, lynestrenol, norethynodrel, quingestanol).
  3. ^ Di Carlo FJ, Loo JC, Aceto T, Zuleski FR, Barr WH (1974). "Quingestanol acetate metabolism in women". Pharmacology. 11 (5): 287–303. doi:10.1159/000136501. PMID 4853997.