315-37-7 Usage
Uses
Used in Medical Applications:
Testosterone enanthate is used as a hormone replacement therapy for hypogonadism, a condition where the body does not produce enough testosterone. It helps in restoring normal testosterone levels, improving overall health and well-being.
Used in Male Contraceptive Research:
Testosterone enanthate is being researched as a potential male contraceptive. Formulations containing this compound have shown promise in reducing sperm production, which could lead to a non-hormonal contraceptive option for men.
Used in Sports Performance Enhancement:
Anabolic steroids, including testosterone enanthate, are used to enhance physical performance in athletes and racehorses. It increases muscle mass, strength, and endurance, providing a competitive edge in various sports.
Used in Research and Forensic Applications:
Testosterone enanthate is utilized as an analytical reference standard in research and forensic applications. It aids in the development of methods to detect steroids, their derivatives, and metabolites, which is crucial in anti-doping efforts and criminal investigations.
Used in Cholesterol Regulation Studies:
Formulations containing testosterone enanthate have been associated with changes in cholesterol levels, including higher levels of total cholesterol, low-density lipoproteins, and triglycerides, and lower levels of high-density lipoproteins. This makes it a valuable compound for studying the effects of androgens on cholesterol regulation and cardiovascular health.
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.
Originator
Delatestryl,Squibb,US,1954
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
Check Digit Verification of cas no
The CAS Registry Mumber 315-37-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,1 and 5 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 315-37:
(5*3)+(4*1)+(3*5)+(2*3)+(1*7)=47
47 % 10 = 7
So 315-37-7 is a valid CAS Registry Number.
InChI:InChI=1/C19H28O.C7H14O2/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18;1-2-3-4-5-6-7(8)9/h12,15-17H,3-11H2,1-2H3;2-6H2,1H3,(H,8,9)/p-1/t15-,16-,17-,18-,19-;/m0./s1
315-37-7Relevant articles and documents
Preparation method of alkyl acid testosterone
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Paragraph 0022-0023, (2020/11/10)
The invention discloses a preparation method of alkyl acid testosterone, and belongs to the technical field of medicine preparation and processing. According to the method, testosterone serves as a raw material and is esterified into testosterone ester, a solvent used in the esterification reaction is a non-water-soluble organic solvent, the amount of wastewater is reduced, the solvent can be recycled, and the process is more environmentally friendly. The method is high in yield, the total molar yield of the final product is higher than 85%, and the method has extremely high commercial competitiveness, is suitable for industrial large-scale production and has good economic benefits.
Synthesis method of alkyl acid testosterone
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, (2020/12/10)
The invention discloses a synthesis method of alkyl acid testosterone, and belongs to the technical field of synthesis and processing of medicines. The method comprises the following steps of: taking4-androstenedione (4AD) as an initial raw material, firstly, carrying out enol ether protection on the keto group at the site 3, and reducing carbonyl at the site 17 into hydroxyl; or taking 4-androstenedione (4AD) as an initial raw material, firstly carrying out enol ether protection on the keto group at the site 3, then reducing carbonyl at the site 17 into hydroxyl, then carrying out hydrolysison the site 3 to obtain testosterone, and carrying out esterification and third-site hydrolysis to obtain the testosterone ester after testosterone third-site ketal protection. According to the method disclosed by the invention, the third site is protected during esterification reaction, the generation of impurities can be reduced, and an esterification reaction solvent is a water-insoluble organic solvent, so that after the reaction is completed, products can be directly extracted in a layered manner, a large amount of water does not need to be added to separate out the products, the amountof wastewater is reduced, the solvent can be recycled, and the process is more suitable for industrial production.
Long-range effect of 17-substituents in 3-oxo steroids on 4,5-double bond hydrogenation
Sidova, Romana,Stransky, Karel,Kasal, Alexander,Slavikova, Barbora,Kohout, Ladislav
, p. 1528 - 1542 (2007/10/03)
The long-range effect of substituents in the 17-position on the hydrogenation of double bond of the steroidal Δ4-3-ketones in acetic acid on a platinum catalyst is described in a series of testosterone (1) and epitestosterone (5) esters with carboxylic acids of varying alkyl chain length. The ratio 5α-to 5β-products is affected by the nature of substituents in the position 17.
