Quingestanol acetate
Clinical data | |
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Routes of administration | Oral |
ATC code |
G03AC04 (WHO) G03AA02 (WHO) (with an estrogen) |
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Identifiers | |
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Synonyms | W-4540 |
CAS Number | 3000-39-3 |
PubChem (CID) | 18142 |
ChemSpider | 17136 |
Chemical and physical data | |
Formula | C27H36O3 |
Molar mass | 408.573 g/mol |
3D model (Jmol) | Interactive image |
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Quingestanol acetate (INN, USAN) (brand names Demovis, Pilomin, Riglovis, Unovis), also known as norethisterone acetate 3-cyclopentyl enol ether, is a steroidal progestin of the 19-nortestosterone group with additional weak androgenic and estrogenic activity which is used as an oral, once-a-month, or postcoital hormonal contraceptive.[1][2][3][4] It is a prodrug of norethisterone, with both quingestanol and norethisterone acetate serving as intermediates in the transformation.[5][6] The drug was patented in 1963[7] and marketed in Italy in 1972.[8][9]
See also
References
- ↑ 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.
- ↑ Giannina T, Steinetz BG, Rassaert CL, McDougall EA, Meli A (July 1969). "Biological profile of quingestanol acetate". Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 131 (3): 781–9. doi:10.3181/00379727-131-33977. PMID 5815452.
- ↑ Mischler TW, Rubio B, Larranaga A, Guiloff E, Moggia AV (March 1974). "Further experience with quingestanol acetate as a postcoital oral contraceptive". Contraception. 9 (3): 221–5. doi:10.1016/0010-7824(74)90013-4. PMID 4613534.
- ↑ Donde UM, Virkar KD (June 1975). "Biochemical studies with once-a-month contraceptive pill containing quinestrol-quingestanol acetate". Contraception. 11 (6): 681–8. doi:10.1016/0010-7824(75)90065-7. PMID 1137940.
- ↑ Raynaud JP, Ojasoo T (1986). "The design and use of sex-steroid antagonists". J. Steroid Biochem. 25 (5B): 811–33. PMID 3543501.
Similar androgenic potential is inherent to norethisterone and its prodrugs (norethisterone acetate, ethynodiol diacetate, lynestrenol, norethynodrel, quingestanol).
- ↑ Di Carlo FJ, Loo JC, Aceto T, Zuleski FR, Barr WH (1974). "Quingestanol acetate metabolism in women". Pharmacology. 11 (5): 287–303. PMID 4853997.
- ↑ Lara Marks (2010). Sexual Chemistry: A History of the Contraceptive Pill. Yale University Press. pp. 73–. ISBN 978-0-300-16791-7.
- ↑ Population Reports: Oral contraceptives. Department of Medical and Public Affairs, George Washington Univ. Medical Center. 1975. p. A-64.
- ↑ Janne S. Kowalski (1 August 1988). Drug companies & products world guide. Sittig & Noyes. p. 388.
Androgens (incl. AAS) |
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Antiandrogens |
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See also: Estrogens and antiestrogens • Progestogens and antiprogestogens • Glucocorticoids and antiglucocorticoids • Mineralocorticoids and antimineralocorticoids • Gonadotropins and GnRH |
Estrogens |
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Antiestrogens |
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See also: Androgens and antiandrogens • Progestogens and antiprogestogens • Glucocorticoids and antiglucocorticoids • Mineralocorticoids and antimineralocorticoids • Gonadotropins and GnRH |
AR |
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GPRC6A |
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See also: Estrogenics • Glucocorticoidics • Mineralocorticoidics • Progestogenics • Steroid hormone metabolism modulators • List of androgens/anabolic steroids |
PR |
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mPRs (PAQRs) |
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See also: Androgenics • Estrogenics • Glucocorticoidics • Mineralocorticoidics • Steroid hormone metabolism modulators |
ER |
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GPER |
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See also: Androgenics • Glucocorticoidics • Mineralocorticoidics • Progestogenics • Steroid hormone metabolism modulators |