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}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C20H26O2
Molar mass	298.419 g/mol

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.^[1] It was the progestin used in one of the first two oral contraceptives. It is often used as the related ester, norethisterone acetate.

References

↑ 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&ndash, 4091. doi:10.1021/ja01645a009.

Template:Sex hormones de:Norethisteron

[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&ndash, 4091. doi:10.1021/ja01645a009.

[1]

Norethisterone

References

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