Norvinisterone

Norvinisterone

Clinical data
Trade names	Nor-Progestelea
ATC code	None
Identifiers
IUPAC name (17β)-17-Hydroxy-17-vinylestr-4-en-3-one
Synonyms	Neoprogestin, vinylnortestosterone, SC-4641
CAS Number	6795-60-4
PubChem (CID)	65588
ChemSpider	59030
Chemical and physical data
Formula	C20H28O2
Molar mass	300.435 g/mol
3D model (Jmol)	Interactive image
Melting point	169 to 171 °C (336 to 340 °F) [1]
SMILES O=C4\C=C2/[C@@H]([C@H]1CC[C@@]3([C@](O)(\C=C)CC[C@H]3[C@@H]1CC2)C)CC4
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/h3,12,15-18,22H,1,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1 Key:VOJYZDFYEHKHAP-XGXHKTLJSA-N

Norvinisterone (INN) (marketed as Neoprogestin and Nor-Progestelea by Syntex; former developmental code name SC-4641), also known as 17α-vinyl-19-nortestosterone (or vinylnortestosterone), is a steroidal progestin and androgenic-anabolic steroid (AAS) of the 19-nortestosterone group that is or has been used in Europe.^{[1][2][3][4][5]} It was synthesized in 1953,^[2] and was studied in humans by 1960.^[6] It appears to be quite androgenic, with about one-third and one-fifth of the androgenic and anabolic activity, respectively, of nandrolone (19-nortestosterone) in animal bioassays.^[7]

See also

• Norgesterone
• Vinyltestosterone
• Normethandrone
• Norethandrolone

References

1. Merck Index, 11th edition, 6637
2. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 889–. ISBN 978-1-4757-2085-3.
3. Pei-Show Juo (21 December 2001). Concise Dictionary of Biomedicine and Molecular Biology. CRC Press. pp. 774–. ISBN 978-1-4200-4130-9.
4. P. H. List; L. Hörhammer (12 March 2013). Chemikalien und Drogen Teil A: N-Q. Springer Berlin Heidelberg. pp. 274–. ISBN 978-3-642-65035-2.
5. Meyerson, Bengt J. (1967). "Relationship Between the Anesthetic and Gestagenic Action and Estrous Behavior-Inducing Activity of Different Progestins". Endocrinology. 81 (2): 369–374. doi:10.1210/endo-81-2-369. ISSN 0013-7227.
6. MARTINEZ MONTES EA, BAGNATI EP, ZAPATA AC, BUR GE (1960). "[Clinical trial of a new luteoid: norvinisterone]". Dia Med (in Spanish; Castilian). 32: 194–7. PMID 14421807.
7. Saunders, Francis J.; Drill, Victor A. (1956). "THE MYOTROPHIC AND ANDROGENIC EFFECTS OF 17-ETHYL-19-NORTESTOSTERONE AND RELATED COMPOUNDS". Endocrinology. 58 (5): 567–572. doi:10.1210/endo-58-5-567. ISSN 0013-7227.