Norethisterone

Norethisterone

Systematic (IUPAC) name
(17β)-17-ethynyl-17-hydroxyestr-4-en-3-one; (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
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a604034
Pregnancy cat.	?
Legal status	?
Pharmacokinetic data
Bioavailability	64%
Protein binding	>95%
Half-life	7 hours
Identifiers
CAS number	68-22-4 Y
ATC code	G03AC01 G03DC02
PubChem	CID 6230
DrugBank	APRD00679
ChemSpider	5994 Y
UNII	T18F433X4S Y
KEGG	D00182 Y
ChEBI	CHEBI:7627 N
ChEMBL	CHEMBL1162 Y
Chemical data
Formula	C20H26O2
Mol. mass	298.419 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1 Y Key:VIKNJXKGJWUCNN-XGXHKTLJSA-N Y
N(what is this?)  (verify)

Norethisterone (or norethindrone) (or 19-nor-17α-ethynyltestosterone) is a molecule used in some combined oral contraceptive pills, progestogen only pills and is also available as a stand-alone drug. 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. It is also commonly used to help prevent uterine hemorrhage in complicated non-surgical or pre-surgical gynecologic cases. Norethindrone was the first orally highly active progestin to be synthesized. It was synthesized for the first time by chemists Luis 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.

Chemistry

References

1. ^ Djerassi, C.; Miramontes, L.; Rosenkranz, G.; Sondheimer, Franz (1954). "Steroids. LIV. Synthesis of 19-Nor-17α-ethynyltestosterone and 19-Nor-17α-methyltestosterone". J. Am. Chem. Soc. 76 (16): 4092–94. doi:10.1021/ja01645a010. 

This drug article relating to the genito-urinary system is a stub. You can help Wikipedia by expanding it.v · Categories: Syntex Progestagens Genito-urinary system drug stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем сделать НИР The Family Ties Wilson Sukorski Look at other dictionaries: Noréthistérone — La noréthistérone est une hormone de bœuf communément appelée cum . Cette hormone a pour effet de stopper les sécrétions permettant la libération de l ovule. Portail de la médecine …   Wikipédia en Français norethisterone — ¦nȯ(ə)rˌ noun Etymology: nor + ethisterone chiefly Britain : norethindrone herein * * * norethisterone /nö rə thisˈtə rōn/ noun An oral progestogen …   Useful english dictionary Norethisterone acetate — Systematic (IUPAC) name (17α) 17 ethynyl 3 oxoestr 4 en 17 yl acetate Clinical data AHFS/Drugs.com …   Wikipedia norethisterone — SYN: norethindrone. * * * nor·ethis·ter·one .nȯr ə this tə .rōn n chiefly Brit NORETHINDRONE * * * n. a synthetic female sex hormone (see progestogen) administered by mouth to treat menstrual disorders, including amenorrhoea. Its main use,… …   Medical dictionary norethisterone — nor·ethisterone …   English syllables norethisterone — n. a synthetic female sex hormone (see progestogen) administered by mouth to treat menstrual disorders, including endometriosis. Its main use, however, is in oral contraceptives, often in combination with an oestrogen; it is also used in hormone… …   The new mediacal dictionary Норэтистерон (Norethisterone) — синтетический женский половой гормон (см. Прогестоген), назначается внутрь для лечения различных нарушений менструального цикла, в том числе аменореи. Он в основном применяется в оральных контрацептивах, в состав которых часто входит в сочетании… …   Медицинские термины Noretindrona — Noréthistérone Le Noretindrona est une hormone de bœuf communément appelé cum . Cet hormone a pour effet de stopper les sécressions permettant la libération de l ovule. Portail de la médecine …   Wikipédia en Français НОРЭТИСТЕРОН — (norethisterone) синтетический женский половой гормон (см. Прогестоген), назначается внутрь для лечения различных нарушений менструального цикла, в том числе аменореи. Он в основном применяется в оральных контрацептивах, в состав которых часто… …   Толковый словарь по медицине Progestin-induced virilisation — Maternal use of androgens or high doses of certain weakly androgenic synthetic progestogens (progestins) structurally related to testosterone can masculinize (virilize) the external genitalia of a female fetus during susceptible times in… …   Wikipedia 18+ © Academic, 2000-2025 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”