Norethisterone enanthate is a useful compound to study chem.-chem. interaction for predicting biological functions. It also has antigonadotropic effects and can be used as a hormonal contraceptive.
ChEBI: Norethindrone enanthate is a steroid ester.
1 g 17-ethinyl-19-nor-testosteron was refluxed with 5 ml of enanthic acid anhydride on an oil bath at temperature 180°C 17 hours. Then the reaction mixture was distilled with water steam to the full disappearence of smell of enantic acid. After that it was washed with 2 N sodium hydroxide and finally with water to neutral, dried over sodium sulfate and evaporated to dryness. The oily residue was rubbed with some drops of methanol and stood at -8°C 24 hours to give the crystals of 3-endol diester; MP: 82°-84°C, 2 g of it was dissolved in 120 ml of methanol and heated with 1.2 ml concentrated hydrochloric acid. The partly saponified product was distilled with water steam
to full disappearence of smell of enantic acid. The residue was mixed with ether, washed with 2 N sulfuric acid, 2 N sodium hydroxide, finally with water to neutral dried over sodium sulfate and evaporated to dryness. The residue was stirred with pentane and cooled for crystallization. Pure enanthate was crystallized after repeated solution in pentane. 17-α-Ethinyl-19nortestosterone enanthate had MP: 68°-71°C.
Binovum;Brevicon;Brevinor;Conceplan;Doryxas;Gesta plan;Lg 335;Menonorm;Miconor;Neocon;Nor 50;Norimin;Noristerat;Norlutate acetate;Nor-q-d;Norquentiel;Norquest fe;Novulon;Nur-isterate;Orlestrin;Ortho-novum;Ovcon-50;Ovismen;Ovysmen;Tri-norinyl.
World Health Organization (WHO)
Norethisterone enantate was introduced in 1978 for use as a longacting
injectable contraceptive. Risk-benefit judgements differ significantly from
country to country, having regard to differing national circumstances.
Norethisterone enantate is, however, widely available and is included as a
complementary drug in the WHO Model List of Essential Drugs.
(Reference: (WHODI) WHO Drug Information, 2(1), , 1988)
An experimental teratogen.Questionable carcinogen with experimental tumorigenicdata. Human systemic effects by intravenous route:increased intraocular pressure. Human reproductiveeffects by intramuscular route: menstrual cycle changes ordisorders, ch
