Norgesterone

Norgesterone

Identifiers
IUPAC name (17α)-17-Hydroxy-19-norpregna-5(10),20-dien-3-one
Synonyms	Vinilestrenolone; 17α-Vinylestr-5(10)-en-17-ol-3-one
PubChem (CID)	65606
ChemSpider	59047
Chemical and physical data
Formula	C20H28O2
Molar mass	300.43512 g/mol
3D model (Jmol)	Interactive image
SMILES CC12CCC3C(C1CCC2(C=C)O)CCC4=C3CCC(=O)C4
InChI InChI=1S/C20H28O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h3,16-18,22H,1,4-12H2,2H3/t16-,17-,18+,19+,20+/m1/s1 Key:YPVUHOBTCWJYNQ-SLHNCBLASA-N

Norgesterone (INN), also known as norvinodrel, vinylestrenolone, or vinylnoretynodrel,^[1] as well as 17α-vinylestr-5(10)-en-17β-ol-3-one and 17α-vinyl-δ⁵⁽¹⁰⁾-19-nortestosterone, is a steroidal progestin of the 19-nortestosterone group that was first described in 1965.^[2] Combined with ethinyl estradiol as Vestalin, it is (or has been) used as a hormonal contraceptive.^[3][4][5] Norgesterone is virtually devoid of androgenic activity in animal assays.^[6]

See also

• Norvinisterone
• Vinyltestosterone
• Noretynodrel
• Normethandrone

References

1. J.P. Lavery; J.S. Sanfilippo (6 December 2012). Pediatric and Adolescent Obstetrics and Gynecology. Springer Science & Business Media. pp. 236–. ISBN 978-1-4612-5064-7.
2. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 887–. ISBN 978-1-4757-2085-3.
3. Wassef SA, Sami G, Hamid EA (1970). "Effect of switching with oral contraceptives". Egypt Popul Fam Plann Rev. 3 (1): 77–93. PMID 12254511.
4. Lars Philip Bengtsson; M. Tausk (September 1972). Pharmacology of the endocrine system and related drugs: progesterone, progestational drugs and antifertility agents. Pergamon Press.
5. Cynthia A. Challener (1 December 2001). Chiral Drugs. Wiley. ISBN 978-0-566-08411-9.
6. Ruggieri, Pietro de; Matscher, Rodolfo; Lupo, Corrado; Spazzoli, Giacomo (1965). "Biological properties of 17α-vinyl-5(10)-estrene-17β-ol-3-one (norvinodrel) as a progestational and claudogenic compound". Steroids. 5 (1): 73–91. doi:10.1016/0039-128X(65)90133-9. ISSN 0039-128X.