Norvinisterone

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Norvinisterone
ATC code
  • None
Identifiers
  • (8R,9S,10R,13S,14S,17R)-17-ethenyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
JSmol)
Melting point169 to 171 °C (336 to 340 °F) [1]
  • 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=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, 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

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

Pharmacology

Pharmacodynamics

Norvinisterone is a

animal bioassays.[6] However, it has also been reported to have little anabolic activity.[9]

Chemistry

Norvinisterone, also known as 17α-vinyl-19-nortestosterone or as 17α-vinylestr-4-en-17β-ol-3-one, is a

19-nortestosterone.[2] Analogues of norvinisterone include the progestin norgesterone and the AAS vinyltestosterone.[2]

History

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

Society and culture

Generic names

Norvinisterone is the

INNTooltip International Nonproprietary Name.[2] It is also known as vinylnortestosterone and is known by its developmental code name SC-4641.[2][1]

Brand names

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

Availability

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

References