Norethisterone

Norethisterone

Clinical data
Synonyms	(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
ATC code	G03AA05 (WHO)
Pharmacokinetic data
Bioavailability	64%
Protein binding	>95%
Elimination half-life	7 hours
Identifiers
IUPAC name (17β)-17-ethynyl-17-hydroxyestr-4-en-3-one
CAS Number	68-22-4
PubChem CID	6230
DrugBank	APRD00679
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C20H26O2
Molar mass	298.419 g/mol

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Overview

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 Luis E. Miramontes, Carl Djerassi, and George Rosenkranz at Syntex in Mexico City in 1951. It was the progestin used in one of the first two oral contraceptives. It is often used as the related ester, norethisterone acetate.