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Cingestol

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Cingestol
Clinical data
Trade namesLutisan
Other names19-Nor-17α-pregn-5-en-20-yn-17β-ol; O.V. 28[1][2]
Routes of
administration		Oral
Identifiers
  • (8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,4,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.037.225Edit this at Wikidata
Chemical and physical data
FormulaC20H28O
Molar mass284.443 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@@H](CC=C4CCCC[C@H]34)[C@@H]1CC[C@@]2(O)C#C
  • InChI=1S/C20H28O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h1,8,15-18,21H,4-7,9-13H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
  • Key:HSYWFJBHXIUUCZ-XGXHKTLJSA-N

Cingestol (INN,USAN) (former tentative brand nameLutisan),[3] also known as17α-ethynylestr-5-en-17β-ol,[4] is asteroidalprogestin of the19-nortestosterone group[5][6] that was never marketed.[7] It was synthesized in 1969[7] and was developed in the 1970s byOrganon as a low-dose,progestogen-onlycontraceptive,[8][9][10][11] but in 1984, was still described as "under investigation".[12] The drug is anisomer oflynestrenol with the double bond between C5 and C6.[1]

See also

[edit]

References

[edit]
  1. ^abTausk M (1975).Pharmacology of Hormones. Thieme. p. 126,129.ISBN 978-3-13-518901-7.
  2. ^Concours médical. 1976. p. 1083.
  3. ^Registry of Toxic Effects of Chemical Substances. National Institute for Occupational Safety and Health. 1987. p. 2995.
  4. ^Brotherton J (1976).Sex hormone pharmacology. Academic Press. p. 12.ISBN 978-0-12-137250-7.
  5. ^Korolkovas A (16 August 1988).Essentials of Medicinal Chemistry. Wiley.ISBN 978-0-471-88356-2.
  6. ^WHO Technical Report Series. World Health Organization. 1981. p. 75.ISBN 9789241206570.
  7. ^abElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 279–.ISBN 978-1-4757-2085-3.
  8. ^Tapingkae A (1974).Directory of selected scholars and researchers in Southeast Asia. Regional Institute of Higher Education and Development. p. 687.
  9. ^Briggs MH, Briggs M (1976).Biochemical contraception: prospects for human development. Academic Press. p. 283.ISBN 978-0-12-134640-9.
  10. ^Aref I, Hefnawi F, Kandil O, Aziz MT (August 1973). "Effect of minipills on physiologic responses of human cervical mucus, endometrium, and ovary".Fertility and Sterility.24 (8):578–583.doi:10.1016/s0015-0282(16)39850-8.PMID 4124151.
  11. ^Kićović PM, Kovacević S, Djokic LJ, Milojević S, Janoskov J, Behlilović B, Jeremić N (1974)."Clinical evaluation of a new low dose progestagen-only contraceptive containing cingestol".International Journal of Fertility.19 (3):171–175.PMID 4375129.
  12. ^Cutting WC, Csáky TZ, Barnes BA (1984).Cutting's Handbook of Pharmacology: The Actions and Uses of Drugs. Appleton-Century-Crofts. p. 439.ISBN 978-0-8385-1418-4.
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
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