Ethylestrenol

Originator

Maxibolin,Organon,US,1964

The Uses of Ethylestrenol

Ethylestrenol is an anabolic steroid. Ethylestrenol is an illegal growth promoter used in livestock and are often tested for as part of a routine screening program for forbidden growth promoters.

Definition

ChEBI: A 17beta-hydroxy steroid that is estrane containing a double bond between positions 4 and 5 and substituted by an ethyl group and a hydroxy group at the 17alpha and 17beta positions, respectively. It is an anabolic steroid that has little androgenic effect and only slight progestational activity. It has been used to promote growth in boys with delayed bone growth.

Manufacturing Process

4.5 grams of lithium cut to small pieces are added to 435 ml of dry ethylamine which is cooled in ice. After the solution turns blue 9 grams of 17α-ethyloestradiol-3-ethylether dissolved in 900 ml of dry ether are added. Subsequently, the reaction mixture is stirred at a temperature of 0° to 5°C for 20 hours, after which 50 ml of absolute ethanol are added. Then the ethylamine is distilled off at low pressure. To the remaining solution 50 ml of ether and 50 ml of water are added. The water layer is separated and extracted a few times with ether. The collected ether extracts are added to the ethereal layer, after which this ethereal solution is washed with a 2 N hydrochloric acid solution, subsequently with a saturated sodium bicarbonate solution, and then with water. The ethereal solution is then dried on sodium sulfate and finally evaporated to dryness. The crude product is distributed between equal parts of petroleum ether and 70% methanol. From the petroleum ether layer 5.6 grams of Δ4-17α-ethyl- 17β-hydroxy-19-norandrostenewith a melting point of about 50°C are obtained.

brand name

Dexabolin;Ethylnandrol;Fertabolin;Neodurabolin;Vibolin.

Therapeutic Function

Anticoagulant

World Health Organization (WHO)

Ethylestrenol, an anabolic steroid, was introduced in 1964. In 1982, low dosage preparations were prohibited in Bangladesh due to inadmissible promotion of products containing anabolic steroids for malnourished children. Higher dosage preparations of ethylestrenol remain available in many countries, including Bangladesh, for several highly specific but limited indications that apply to patients with chronic debilitating and emaciating diseases, particularly associated with neoplasia and some types of aplastic anaemia. Ethylestrenol is additionally used for its fibrinolytic activity.