Quingestanol acetate

Quingestanol acetate
Clinical data
Trade names	Demovis, Pilomin, others
Other names	W-4540; Norethisterone acetate 3-cyclopentyl enol ether; 17α-Ethynyl-19-nortestosterone acetate 3-cyclopentyl enol ether; ENTACP; (17β)-3-(Cyclopentyloxy)-17-ethynylestra-3,5-dien-17-yl acetate
Routes of; administration	By mouth
Drug class	Progestogen; Progestin; Progestogen ester
ATC code	G03AC04 (WHO) ; G03AA02 (WHO) (with an estrogen);
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name [(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;
CAS Number	3000-39-3;
PubChem CID	18142;
DrugBank	DB14679;
ChemSpider	17136;
UNII	M33GGZ63KG;
ChEBI	CHEBI:135661;
ChEMBL	ChEMBL2105291;
CompTox Dashboard (EPA)	DTXSID50952409 ;
ECHA InfoCard	100.019.163
Chemical and physical data
Formula	C27H36O3
Molar mass	408.582 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O[C@@]5(C#C)CC[C@@H]4[C@]5(C)CC[C@@H]3[C@@H]2C(\C=C(\OC1CCCC1)CC2)=C/C[C@H]34)C;
	InChI InChI=1S/C27H36O3/c1-4-27(30-18(2)28)16-14-25-24-11-9-19-17-21(29-20-7-5-6-8-20)10-12-22(19)23(24)13-15-26(25,27)3/h1,9,17,20,22-25H,5-8,10-16H2,2-3H3/t22-,23+,24+,25-,26-,27-/m0/s1; Key:FLGJKPPXEKYCBY-AKCFYGDASA-N;

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.^[1] It is taken by mouth.^[2]^[3]^[4]

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.^[2]^[3]^[4] It has weak androgenic and estrogenic activity and no other important hormonal activity.^[2]^[3]^[4] The medication is a prodrug of norethisterone in the body, with quingestanol and norethisterone acetate occurring as intermediates.^[5]^[6]

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

^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1058–. ISBN 978-1-4757-2085-3.
^ ^a ^b ^c Cite error: The named reference pmid5815452 was invoked but never defined (see the help page).
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^ ^a ^b ^c Cite error: The named reference pmid1137940 was invoked but never defined (see the help page).
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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1058–. ISBN 978-1-4757-2085-3.

[pmid5815452-2] Cite error: The named reference pmid5815452 was invoked but never defined (see the help page).

[pmid4613534-3] Cite error: The named reference pmid4613534 was invoked but never defined (see the help page).

[pmid1137940-4] Cite error: The named reference pmid1137940 was invoked but never defined (see the help page).

[pmid3543501-5] Cite error: The named reference pmid3543501 was invoked but never defined (see the help page).

[pmid4853997-6] Cite error: The named reference pmid4853997 was invoked but never defined (see the help page).

[Marks2010-7] Cite error: The named reference Marks2010 was invoked but never defined (see the help page).

[GWU1975-8] Cite error: The named reference GWU1975 was invoked but never defined (see the help page).

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Quingestanol acetate

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