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Compound

Quingestanol acetate

Original Wikipedia articleen.wikipedia.org/wiki/Quingestanol_acetate revision used (24 October 2026)

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Part of the metabolic pathway of Quingestanol acetate. See the timeline on the metabolic highway.

Overview

Quingestanol acetate, sold under the brand names Demovis and Pilomin among others, is a progestin medication which was used in birth control pills but is no longer marketed. It is taken by mouth.[1–4] WP

Quingestanol acetate is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It has weak androgenic and estrogenic activity and no other important hormonal activity. The medication is a prodrug of norethisterone in the body, with quingestanol and norethisterone acetate occurring as intermediates.[2–6] WP

Quingestanol acetate was patented in 1963 and was introduced for medical use in 1972. It was marketed in Italy.[7][8] WP

Uses, dosage and effects

Medical uses

Quingestanol acetate was used as an oral, once-a-month, or postcoital hormonal contraceptive.[2][3][4] WP

Pharmacology

Pharmacology

Quingestanol acetate is a progestogen, and also has weak androgenic and estrogenic activity. It is a prodrug of norethisterone, with both quingestanol and norethisterone acetate serving as intermediates in the transformation. Unlike penmesterol (methyltestosterone 3-cyclopentyl enol ether) and quinestrol (ethinylestradiol 3-cyclopentyl ether), quingestanol acetate is not stored in fat and does not have a prolonged duration of action.[2–6] WP

History

History

Quingestanol acetate was patented in 1963 and marketed in Italy in 1972.[7][8][9] WP

Legal status

Generic names

Quingestanol acetate is the generic name of the drug and its INN (International Nonproprietary Name) and USAN (United States Adopted Name).[1] WP

Brand names

Quingestanol acetate was marketed under the brand names Demovis, Pilomin, Riglovis, and Unovis.[1][7] WP

Chemistry

Formula
C27H36O3 PC
CAS number
3000-39-3 PC
Molar mass (g/mol)
408.6 PC
IUPAC name (computed by PubChem)
[(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-yl] acetate PC
SMILES
CC(=O)O[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@H]3CCC(=C4)OC5CCCC5)C)C#C PC
InChIKey
FLGJKPPXEKYCBY-AKCFYGDASA-N PC
PubChem CID
18142

Harm reduction information

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Sources

  1. Other J. Elks. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. 14 November 2014
  2. Journal / agency Giannina T, Steinetz BG, Rassaert CL, McDougall EA, Meli A. Biological profile of quingestanol acetate. Proceedings of the Society for Experimental Biology and Medicine. July 1969. doi:10.3181/00379727-131-33977 · PMID 5815452
  3. Journal / agency Mischler TW, Rubio B, Larranaga A, Guiloff E, Moggia AV. Further experience with quingestanol acetate as a postcoital oral contraceptive. Contraception. March 1974. doi:10.1016/0010-7824(74)90013-4 · PMID 4613534
  4. Journal / agency Donde UM, Virkar KD. Biochemical studies with once-a-month contraceptive pill containing quinestrol-quingestanol acetate. Contraception. June 1975. doi:10.1016/0010-7824(75)90065-7 · PMID 1137940
  5. Journal / agency Raynaud JP, Ojasoo T. The design and use of sex-steroid antagonists. J. Steroid Biochem. 1986. doi:10.1016/0022-4731(86)90313-4 · PMID 3543501
  6. Journal / agency Di Carlo FJ, Loo JC, Aceto T, Zuleski FR, Barr WH. Quingestanol acetate metabolism in women. Pharmacology. 1974. doi:10.1159/000136501 · PMID 4853997
  7. Other Lara Marks. Sexual Chemistry: A History of the Contraceptive Pill. 2010
  8. Other Population Reports: Oral contraceptives. 1975
  9. Other Janne S. Kowalski. Drug companies & products world guide. 1 August 1988

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.