|
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.
Additional recommended knowledge
References
- ^ 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.
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 |
---|
|