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Norethisterone



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.

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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.

References

  1. ^ Djerassi C, Miramontes L, Rosenkranz G, Sondheimer F (1954). "Steroids. LIV. Synthesis of 19-Nor-17α-ethynyltestosterone and 19-Nor-17α-methyltestosterone". J Am Chem Soc 76 (16): 4089-4091.


v • d • e
Sex hormones and related agents (primarily G03, also L02, H01C) - human endogenous in CAPS
Progestogens:
(receptor)		PROGESTERONE, Desogestrel, Drospirenone, Dydrogesterone, Ethisterone, Etonogestrel, Ethynodiol diacetate, Gestodene, Gestonorone, Levonorgestrel, Lynestrenol, Medroxyprogesterone, Megestrol, Norelgestromin, Norethisterone, Norethynodrel, Norgestimate, Norgestrel, Norgestrienone, Tibolone
Selective progesterone receptor modulator: Asoprisnil, CDB-4124
Antiprogestogen: Mifepristone
Androgens:
(receptor)		TESTOSTERONE, Androstanolone, Fluoxymesterone, Mesterolone, Methyltestosterone, (see also anabolic steroids)
Antiandrogens: Bicalutamide, Cyproterone, Flutamide, Nilutamide, Spironolactone
Estrogens:
(receptor)		ESTRADIOL, ESTRIOL, ESTRONE, Chlorotrianisene, Dienestrol, Diethylstilbestrol, Ethinylestradiol, Fosfestrol, Mestranol, Polyestradiol phosphate
Selective estrogen receptor modulator: Bazedoxifene, Clomifene, Fulvestrant, Lasofoxifene, Raloxifene, Tamoxifen, Toremifene
Aromatase inhibitor: Aminogluthetimide, Anastrozole, Exemestane, Formestane, Letrozole, Vorozole
Gonadotropins:
(FSHR/LHCGR)		ovulation stim.: Clomifene, Urofollitropin
Antigonadotropins: Danazol, Gestrinone
GnRH:
(receptor)		agonist: Buserelin, Goserelin, Histrelin, Leuprorelin, Nafarelin, Triptorelin
antagonist: Abarelix, Cetrorelix, Ganirelix
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Norethisterone". A list of authors is available in Wikipedia.
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