Norethisterone

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Norethisterone
Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17S)- 17-ethynyl-17-hydroxy- 13-methyl-1,2,6,7,8,9,10,11,12,14,15, 16- dodecahydrocyclopenta[a] phenanthren-3-one
Identifiers
CAS number 68-22-4
ATC code G03AA05
PubChem 6230
DrugBank APRD00679
Chemical data
Formula C20H26O2 
Mol. mass 298.419 g/mol
Pharmacokinetic data
Bioavailability 64%
Protein binding >95%
Metabolism  ?
Half life 7 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?
Legal status
Routes  ?

Norethisterone (or norethindrone) (or 19-nor-17α-ethynyltestosterone) is a molecule used in some combined oral contraceptive pills and in some progestogen only pills. It is a progestogen and can be used to treat premenstrual syndrome, painful periods, abnormal heavy bleeding, irregular periods, menopausal syndrome (in combination with oestrogen), or to postpone a period. Norethindrone was the first orally highly active progestin to be synthesized. It was synthesized for the first time by chemists Carl Djerassi, Luis Miramontes, and George Rosenkranz at Syntex in Mexico City in 1951.[1] It was the progestin used in one of the first two oral contraceptives.

[edit] References

  1. ^ Djerassi C, Miramontes L, Rosenkranz G, Sondheimer F (1954). "Steroids. LIV. Synthesis of 19-Nor-17α-ethynyltestosterone and 19-Nor-17α-methyltestosterone" (abstract page). J Am Chem Soc 76 (16): 4089–4091. doi:10.1021/ja01645a009. 
v • d • e
Sex hormones and related agents (primarily G03, also L02, H01C) - human endogenous in CAPS
Progestogens:
(receptor)
Androgens:
(receptor)
Estrogens:
(receptor)
Gonadotropins:
(FSHR/LHCGR)
GnRH:
(receptor)
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