Testosterone enanthate Chemical Properties

Melting point:

34-39°C

alpha 

77 º

Boiling point:

463.22°C (rough estimate)

Density 

1.0562 (rough estimate)

refractive index 

1.4700 (estimate)

storage temp. 

2-8°C

solubility 

Practically insoluble in water, very soluble in anhydrous ethanol, freely soluble in fatty oils.

InChI

InChI=1/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-21-20-10-9-18-17-19(27)13-15-25(18,2)22(20)14-16-26(21,23)3/h17,20-23H,4-16H2,1-3H3/t20-,21-,22-,23-,25-,26-/s3

InChIKey

VOCBWIIFXDYGNZ-IXKNJLPQSA-N

SMILES

[C@@]12([H])CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])OC(=O)CCCCCC |&1:0,10,12,16,18,21,r|

CAS DataBase Reference

315-37-7(CAS DataBase Reference)

NIST Chemistry Reference

Testosterone enanthate(315-37-7)

Safety Information

Hazard Codes 

T

Risk Statements 

45-63

Safety Statements 

53-22-36/37/39-45

WGK Germany 

3

RTECS 

XA3080000

HS Code 

2937290000

Toxicity

man,TDLo,intramuscular,7519mg/kg/5W- (7519mg/kg),LUNGS, THORAX, OR RESPIRATION: DYSPNEA,New England Journal of Medicine. Vol. 308, Pg. 508, 1983.

MSDS

• Language:English Provider:SigmaAldrich

Testosterone enanthate Usage And Synthesis

Indications and Usage

Testosterone enanthate is a type of androgen drug, and it is a synthetic compound of testosterone proprionate and testosterone enantate. Its effects are the same as those of testosterone acetate, which include promoting the development of male sex organs and secondary sex characteristics and resisting estrogen. It also has protein assimilating effects, which allow it to help muscle growth and weight gain. Testosterone enanthate can inhibit the pituitary gland and promote sex hormone secretion, thus decreasing the endogenous testosterone secreted by Leydig cells, which achieves the purpose of stopping spermatogenesis.
Testosterone enanthate can be used as a long-term male birth control drug. It is clinically used to treat male hypogonadism and gonadal insufficiency, sex organ hypogenesis, infertility, eunuchism, and cryptorchidism. It can also be used to treat female dysfunctional uterine bleeding, menopausal syndrome, breast cancer and uterine cancer. It can also treat cirrhosis, aplastic anemia, osteoporosis and other consumptive diseases.

Drug Metabolism

After injection, it creates a blood concentration higher than the physiological level, and then blood concentration decreases rapidly.

Clinical Research

In a trial that injected monkeys with testosterone enanthate every week, the monkeys’ sperm cells began experiencing apoptosis in a week, with apoptosis rates peaking in the fifth week. A clinical trial with 308 participants also showed that testosterone enanthate’s birth-control effects are much more effective on Asian men than on Caucasian men, as over 95% of Asian men achieved azoospermia, while only 40-70% of Caucasian men did.
A trial of over 100 volunteers showed that weekly muscle injections of 250mg led to most men developing azoospermia or severe ogliospermia in 10 weeks, and that sperm count could recover after ceasing injection for a certain period of time. If the injection intervals are extended to over 10-12 days, even increasing dosage will not have desired effects. Testosterone enanthate only needs to be injected once a week, which is an advantage over testosterone acetate.

Adverse reactions

Large dosages or extended use can cause water and sodium retention and edema. Young women may exhibit virilism, with characteristics including deepened voice, hair growth, acne, clitoral hypertrophy, etc. Not to be used by patients with prostatic cancer or pregnant patients. Should be used with caution by patients with prostate hypertrophy and liver and kidney dysfunction. When treating breast cancer, drug usage should be stopped immediately if hypercalcemia is detected.

Description

Testosterone enanthate (Item No. 22546) is an analytical reference standard categorized as an anabolic androgenic steroid. It is an ester of the naturally occurring androgen, testosterone (Item Nos. 15645 | ISO60154) with a longer half-life. Formulations containing testosterone enanthate have been tested for use in hypogonadism and as a potential male contraceptive. Formulations containing it have been associated with higher levels of total cholesterol, low density lipoproteins, and triglycerides and lower levels of high density lipoproteins. Anabolic steroids, including testosterone enanthate, have been used to enhance physical performance in racehorses and athletes, and methods to detect steroids, their derivatives, and their metabolites have been developed. This product is intended for research and forensic applications.

Chemical Properties

White or yellowish-white, crystalline powder.

Originator

Delatestryl,Squibb,US,1954

Uses

Testosterone Enanthate is a derivative of testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.

Definition

ChEBI: Testosterone enanthate is a heptanoate ester and a sterol ester. It has a role as an androgen. It is functionally related to a testosterone.

Manufacturing Process

A mixture of testosterone, pyridine and oenanthic acid anhydride is heated for 1 1/2 hours to 125°C. The cooled reaction mixture is decomposed with water while stirring and cooling. After prolonged standing at a temperature below room temperature, the whole is extracted with ether and the ethereal solution is washed consecutively with dilute sulfuric acid, water, 5% sodium hydroxide solution, and again with water. The crude ester remaining on evaporation of the dried ether solution, after recrystallization from pentane, melts at 36° to 37.5°C.

Therapeutic Function

Androgen

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