Norvinisterone

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Norvinisterone
Norvinisterone.svg
Clinical data
Trade names Neoprogestin, Nor-Progestelea
Synonyms Vinylnortestosterone; SC-4641; 17α-Vinyl-19-nortestosterone; 17α-Vinylestr-4-en-17β-ol-3-one
Routes of
administration
By mouth
Drug class Progestin; Progestogen; Androgen; Anabolic steroid
ATC code
  • None
Identifiers
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
Formula C20H28O2
Molar mass 300.435 g/mol
3D model (JSmol)
Melting point 169 to 171 °C (336 to 340 °F) [1]

Norvinisterone, sold under the brand names Neoprogestin and Nor-Progestelea, is a progestin and androgen/anabolic steroid (AAS) medication which was used in Europe but is now no longer marketed.[1][2][3][4][5] It is taken by mouth.

Norvinisterone is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone.[2] It has androgenic activity.[6]

Norvinisterone was synthesized in 1953.[2] It is no longer available.[7]

Medical uses[edit]

Norvinisterone was used in hormonal contraception to prevent pregnancy.[1][3]

Pharmacology[edit]

Pharmacodynamics[edit]

Norvinisterone is a progestogen.[2][8][5] It appears to be quite androgenic, with about one-third and one-fifth of the androgenic and anabolic activity, respectively, of nandrolone in animal bioassays.[6]

Chemistry[edit]

Norvinisterone, also known as 17α-vinyl-19-nortestosterone or as 17α-vinylestr-4-en-17β-ol-3-one, is a synthetic estrane steroid and a derivative of testosterone and 19-nortestosterone.[2] Analogues of norvinisterone include the progestin norgesterone and the AAS vinyltestosterone.[2]

History[edit]

Norvinisterone was synthesized in 1953[2] and was studied in humans by 1960.[8]

Society and culture[edit]

Generic names[edit]

Norvinisterone is the generic name of the drug and its INN.[2] It is also known as vinylnortestosterone and is known by its developmental code name SC-4641.[2][1]

Brand names[edit]

Norvinisterone was marketed under the brand names Neoprogestin and Nor-Progestelea by Syntex.[2][1]

Availability[edit]

Norgesterone is no longer marketed and hence is no longer available in any country.[7]

References[edit]

  1. ^ a b c d e Merck Index, 11th edition, 6637
  2. ^ a b c d e f g h i j 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. ^ a b 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. ^ a b 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. PMID 4952012. 
  6. ^ a b 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. PMID 13317831. 
  7. ^ a b http://www.micromedexsolutions.com/micromedex2/
  8. ^ a b 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.