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ETHYLESTRENOL

CAS No.
965-90-2
Chemical Name:
ETHYLESTRENOL
Synonyms
mdpep;org-483;orabolin;maxibalin;duraboral;maxibolin;orgabolin;Orgaboral;NSC 37726;durabolin-o
CBNumber:
CB6236546
Molecular Formula:
C20H32O
Molecular Weight:
288.48
MDL Number:
MFCD00198958
MOL File:
965-90-2.mol
Last updated:2023-05-15 10:44:01

ETHYLESTRENOL Properties

Melting point 76-78°
alpha D +31° (chloroform)
Boiling point 370.69°C (rough estimate)
Density 0.9789 (rough estimate)
refractive index 1.4500 (estimate)
solubility Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form Sticky Solid
pka 15.15±0.40(Predicted)
color White to Off-White
CAS DataBase Reference 965-90-2(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII ADC79EK5Q8
ATC code A14AB02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H351-H332-H302-H360-H312
Precautionary statements  P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P280-P302+P352-P312-P322-P363-P501-P261-P271-P304+P340-P312
RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III

ETHYLESTRENOL Chemical Properties,Uses,Production

Originator

Maxibolin,Organon,US,1964

Uses

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.

ETHYLESTRENOL Preparation Products And Raw materials

Raw materials

Preparation Products

(17-alpha)-19-norpregn-4-en-17-o (17alpha)-19-norpregn-4-en-17-o 17alpha-ethyl-17beta-hydroxy-4-estrene 17alpha-ethylestr-4-en-17beta-ol 17beta-hydroxy-17alpha-ethyl-19-nor-4-androstene 19-nor-17-alpha-pregn-4-en-17-ol 19-nor-17alpha-pregn-4-en-17-ol durabolin-o duraboral ethylnandrol maxibalin maxibolin neodurabolin orabolin org-483 orgabolin 4-ESTREN-17-ALPHA-ETHYL-17-BETA-OL ETHYLOESTRENOL ETHYLESTRENOL 17α-Ethylestr-4-en-17β-ol 19-Norpregn-4-en-17-ol, (17.alpha.)- (17S)-19-Norpregn-4-en-17-ol Orgaboral 19-Nor-17.alpha.-pregn-4-en-17.beta.-ol Estr-4-en-17.beta.-ol, 17-ethyl- 17α-Ethyl-17-hydroxyestr-4-ene 17α-Ethyl-17β-hydroxyestr-4-ene 17α-Ethyl-19-norpregn-4-en-17-ol 17β-Hydroxy-17α-ethylestr-4-ene Estrenolethyl NSC 37726 MDPEP top purity PEP MDPEP mdpep CAS NO.965-90-2 top purity PEP high purity quality MDPEP mdpep (8R,9S,10R,13S,14S,17S)-17-ethyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol mdpep FUB2201 Fub2201 fub2201 fub-2201 CAS NO.965-90-2 19-Norpregn-4-en-17-ol, (17α)- 4-ESTREN-17-a- ETHYL-17-- OL 4-ESTREN-17α- ETHYL-17β- OL 965-90-2 C20H32O Antibiotics Intermediates & Fine Chemicals Pharmaceuticals Steroids organic interme