What Is Methyltestosterone?

Methyltestosterone is a 17- methyl derivative of the natural androgen testosterone, which can be absorbed orally, and the effect under the tongue is better. With androgen and protein assimilation, promote protein synthesis and bone formation, stimulate bone marrow hematopoiesis, and anti-estrogen effect, inhibit ovarian function and endometrial growth. It is a commonly used drug for sex hormone replacement therapy, which has obvious curative effect, but the action time is short.
Synonym methyl testosterone general nail testosterone

Chinese name: Methyltestosterone
English name: Methyltestosterone
nickname: Methyltestosterone, methyltestosterone
Chemical formula: C20H30O2

Molecular weight: 302.45
CAS Registry Number: 58-18-4
EINECS registration number: 200-366-3
Melting point: 161 166 (decomposition)
Drug category: Androgens and anabolic hormones

Methyltestosterone compounds

Methyltestosterone Basic Information

Chinese name: methyltestosterone

Chinese alias: 9 (11) -methyltestosterone; Delta9 (11) -methyltestosterone; 17B-hydroxy-17-methylandrosta-4,9 (11) -diene-3-one; 17BETA-hydroxy-17 -Methylandrosta-4,9 (11) -dien-3-one; 17-methyltestosterone; methyltestosterone; methyltestosterone; methyltestosterone

English name: Methyltestosterone

English alias: 17beta-Hydroxy-17-methylandrosta-4,9 (11) -dien-3-one; DELTA9 (11) -Methyltestosterone; 17b-Hydroxy-17-methylandrosta-4,9 (11) -dien-3- one; androsta-4,9 (11) -dien-3-one, 17 | A-hydroxy-17-methyl; 9 (11) -Methyltestosterone; Android; Androsan; Testoviron; (8S, 10S, 13S, 14S, 17S ) -17-hydroxy-10,13,17-trimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta [a] phenanthren-3-one; Hormale; Methyltestosteronmalestron; Methyltestosteronum

CAS number: 1039-17-4

Molecular formula: C ₂₀ H ₂₈ O ₂

Molecular weight: 300.43500

Exact mass: 300.20900

PSA: 37.30000

LogP: 4.18940

Methyltestosterone physicochemical properties

Density: 1.13g / cm ³

Melting point: 169 ° C

Boiling point: 448.3ºC at 760 mmHg

Flash point: 191ºC

Refractive index: 1.572

Vapor pressure: 6.38E-10mmHg at 25 ° C

Methyltestosterone Safety Information

Customs code: 2937290018

Dangerous Goods Transport Code: UN1648 3 / PG 2

Danger category code: R43; R36; R20 / 21/22; R11

Safety instructions: S36 / 37; S36; S26; S16

RTECS number: AN3430000

Dangerous goods mark: Xi; Xn; F ^[1]

Methyltestosterone Pharmacopoeia Standard

Methyltestosterone source (name), content (potency)

This product is 17-methyl-17-hydroxyandrost-4-en-3-one. Calculated as dry product, including C ₂₀ H ₂₈ O ₂ should be 97.0% to 103.0%.

Methyltestosterone traits

This product is white or off-white crystalline powder; odorless, tasteless; slightly hygroscopic.

This product is soluble in ethanol, acetone or chloroform, slightly soluble in ether, slightly soluble in vegetable oil, and insoluble in water.

Melting point

The melting point of this product (Appendix VIC of Part Two of the 2010 Pharmacopoeia) is 163 to 167 ° C.

Specific rotation

Take this product, weigh it accurately, add ethanol to dissolve and quantitatively dilute it to make a solution containing about 10mg per 1ml, and measure it according to the law (Appendix VI E of the second edition of the Pharmacopoeia, 2010 edition). The specific rotation is + 79 ° to + 85 °.

Methyltestosterone identification

(1) Take 5mg of this product, add 1ml of sulfuric acid-ethanol (2: 1) to dissolve, that is yellowish with yellow-green fluorescence.

(2) In the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.

(3) The infrared absorption spectrum of this product should be the same as that of the control ("Infrared Spectra of Medicine" 120), ^[2]

Methyltestosterone test

relative substance

Take this product, add methanol to dissolve and dilute it to make a solution containing about 0.6mg per 1ml as the test solution; take 2ml precisely, place it in a 100ml measuring bottle, dilute to the mark with methanol, shake well, and use it as a control solution . According to the chromatographic conditions under the content determination item, take 10 l of the control solution and inject it into the liquid chromatograph, and adjust the detection sensitivity so that the peak height of the main component chromatographic peak is about 25% of the full scale. Precisely measure 10 l each of the test solution and the control solution, and respectively inject them into the liquid chromatograph, and record the chromatogram to twice the peak retention time of the main component. If there are more than three impurity peaks in the chromatogram of the test solution, the area of a single impurity peak must not be greater than 0.5 times (1.0%) the area of the main peak of the control solution, and the sum of the area of each impurity peak must not be greater than 0.75 of the main peak area of the control solution Times (1.5%). Any peak less than 0.025 times the area of the main peak of the control solution in the chromatogram of the test solution can be ignored ^[2] .

Loss on drying

Take this product and dry it at 105 ° C for 2 hours. The weight loss shall not exceed 1.0% (Appendix L of Part Two of the Pharmacopoeia of 2010 Edition).

Methyltestosterone determination

It was determined by high performance liquid chromatography (Appendix VD of Part Two of the Pharmacopoeia, 2010 Edition).

Chromatographic conditions and system suitability tests

Octadecylsilane-bonded silica gel was used as the filler; methanol-water (72:28) was used as the mobile phase; the detection wavelength was 241 nm. Take methyltestosterone and testosterone, dissolve in methanol and quantitatively dilute to make a solution containing about 0.1mg per 1ml. Take 10l into a liquid chromatograph and record the chromatogram. The number of theoretical plates should not be less than 1500 calculated from the peak of testosterone. The resolution of the testosterone peak from the testosterone peak should meet the requirements.

Assay

Take about 10mg of this product, accurately weigh it, put it in a 100ml measuring flask, add methanol to dissolve and dilute to the mark, shake well, and accurately measure 10l into the liquid chromatograph and record the chromatogram; take another testosterone reference substance, the same Determination. Calculate the peak area according to the external standard method to get ^[2] .

Methyltestosterone Category

Androgens.

Methyltestosterone storage

Shaded and sealed.

Methyltestosterone preparation

Methyltestosterone tablets

Metestosterone Drug Analysis

Method name: Methyltestosterone API-Methyltestosterone-High Performance Liquid Chromatography

Scope of application: This method uses high performance liquid chromatography to determine the content of methyltestosterone in the raw materials of testosterone.

This method is applicable to methyltestosterone APIs.

Principle of the method: The test product is dissolved in methanol and quantitatively diluted. After the internal standard is added, the sample is quantitatively diluted in methanol, and then enters a high performance liquid chromatography for chromatographic separation. The ultraviolet absorption detector is used to detect the peak area of methyltestosterone at a wavelength of 241 nm. Calculate its content.

Methyltestosterone reagent

Methanol

2. Norethindrone

Methyltestosterone equipment

Instrument

1.1 HPLC

1.2 Column

Octadecylsilane-bonded silica gel is used as a filler, and the number of theoretical plates should not be less than 1500 in terms of the peak of testosterone.

1.3 UV absorption detector

Chromatographic conditions

2.1 Mobile phase: methanol water = 72 28

2.2 Detection wavelength: 241nm

2.3 Column temperature: room temperature

Methyltestosterone sample preparation

Preparation of internal standard solution

Precisely weigh 10 mg norethindrone, place it in a 10 mL volumetric flask, dissolve in methanol and dilute to the mark, and shake to obtain the internal standard solution.

2. Preparation of reference solution

Precisely weigh about 10 mg of the testosterone reference substance, place it in a 10 mL volumetric flask, dissolve in methanol and dilute to the mark, shake well, accurately measure 1 mL each of this solution and the internal standard solution, place in a 10 mL volumetric flask, and dilute to the mark with methanol , Shake well, that is the reference solution.

3. Preparation of test solution

Precisely weigh about 10mg of the test product, place it in a 10mL volumetric flask, dissolve in methanol and dilute to the mark, shake well, accurately measure 1mL each of this solution and the internal standard solution, place in a 10mL volumetric flask, and dilute to the mark with methanol. Shake well to prepare the test solution.

Note: "Precision weighing" means that the weighed weight should be accurate to one thousandth of the weighed weight. "Precision measurement" means that the accuracy of measuring the volume should meet the accuracy requirements of the volume pipette in national standards.

Methyltestosterone steps

10 mL of each of the reference solution and the test solution were accurately pipetted, injected into a high-performance liquid chromatograph, and a UV absorption detector was used to measure methyltestosterone at a wavelength of 241 nm ( C ₂₀ H ₂₈ O ₂ ), and calculated its content ^[3] .

Methyltestosterone Drug Description

Methyltestosterone classification

Endocrine System Drugs> Gonad Diseases

Methyltestosterone dosage form

Tablet: 5mg, 10mg.

Methyltestosterone pharmacological effects

Androgens play an important physiological role in men from early embryos and different growth stages. Androgens play a key role in the sexual differentiation of male fetuses. In adolescence, androgens make the penis grow, and promote the growth of beards, pubic hair and axillary hair. Androgen is also needed for sperm production and maturation. Androgen promotes the growth and secretion of sebaceous glands, grows in the throat, causes the sound to become deep, and increases skeletal muscle growth. Testosterone also promotes growth in bones. Bone growth is mediated by growth hormone, and testosterone increases the secretion of endogenous auxins while also increasing height growth rate.

Ovary Androgens also stimulate the maturation and closure of the epiphysis, which ultimately limits pubertal height growth. In adult men, large doses of testosterone or its derivatives inhibit the secretion of gonadotropins, resulting in atrophy of the interstitial tissue and tubules of the testis. In adolescence, the growth of pubic hair and axillary hair by androgens produced by the ovary and adrenal glands in women. In normal women, weak androgens; androstenedione and epiandrosterone are produced more frequently than testosterone. .

Androgen can not only cause the growth of facial and body hair for women, but also cause low throat sounds, enlarged clitoris, baldness in the forehead and significant virilization. In both men and women, androgens have a negative feedback effect on pituitary gonadotropin secretion. Pharmacological doses of androgens can inhibit the secretion of pituitary gonadotropins and affect normal gonadal function ^[4] .

Methyltestosterone pharmacokinetics

Testosterone is easily absorbed orally, but before it reaches the systemic circulation, that is, most of the metabolism is destroyed in the liver, and metabolites are excreted from the urine in combination with glucuronic acid or sulfuric acid, so oral administration is actually ineffective. Methyltestosterone is destroyed slowly in the liver, and the gastrointestinal tract and oral mucosa are absorbed completely. It is effective when administered orally or sublingually. The T1 / 2 is 2.5 to 3.5 hours. The sublingual buccal tablet reaches the peak blood concentration for 1 hour. The film reached its peak in 2 hours.

Red blood cells Testosterone propionate oil injection is slowly absorbed, strong and long-lasting, and lasts for several days. Androgens and anabolic steroids have an exciting effect on normal hematopoietic cells, can enhance the production and effect of erythropoietin, and have a direct stimulating effect on red blood cell stem cells. In addition, androgens can increase protein synthesis, reduce protein degradation in the body, and reduce urine nitrogen excretion. Anabolic steroids can increase the concentration of Cl complement esterase inhibitors in serum and therefore prevent hereditary angioedema.

Methyltestosterone indications

1. Testosterone replacement and congenital or testicular insufficiency and testicular insufficiency.

2. Menorrhagia: Methyltestosterone can enhance uterine muscle and uterine blood vessel tension, improve pelvic congestion, and reduce bleeding.

3. Endometriosis: It may be indirectly through its anti-estrogen effect or directly affect the local metabolism of endometrial cells, promoting softening and degradation of ectopic endometrium.

4. Uterine fibroids: those who are near menopausal age with slightly more menstrual flow, can be sublingually 5-10mg daily for 3 to 6 months.

5. Advanced breast cancer: It can relieve the condition of some patients with advanced breast cancer or breast cancer metastasis.

6. Osteoporosis in the elderly.

7. Pediatric Aplastic Anemia: Bone marrow hematopoietic function can be significantly improved, but the effect is slower.

8. Reduced sexual function in primary or secondary men ^[5] .

Methyltestosterone contraindications

1. People with a history of allergy to methyltestosterone.

2. Patients with liver and kidney dysfunction.

3. Prostate cancer patients, pregnant women and lactating women ^[5] .

Methyltestosterone dosage

Commonly used amount for adults hormone replacement therapy for hypogonadal men: take sublingual, 5mg once, twice a day. Palliative treatment of advanced breast cancer in postmenopausal women: sublingual, 25mg once, 1 to 4 times a day. If there is a response to the treatment, after 2 to 4 weeks, the dosage can be reduced to 25 mg twice daily, taken sublingually.

allergy Commonly used male children with delayed adolescent growth: 5-10 mg a day, sublingual, and the course of treatment should not exceed 4-6 months. Methyltestosterone (1) 5mg (2) 10mg. Sublingual administration, 5 mg once, twice a day. 10 mg orally once, twice a day.

Androgen deficiency in men: Start 30-100 mg daily and maintain 20-60 mg daily. Menorrhagia or uterine fibroids: 5-10 mg sublingually, twice a day. Not more than 300mg per month. Endometriosis: Take 5-10mg each time under the tongue, twice a day for 3-6 months. Senile osteoporosis: 10mg daily with sublingual administration. Pediatric aplastic anemia: 1-2mg / kg daily, divided into 1-2 doses. Allergic reactions should be discontinued.

Methyltestosterone adverse reactions

The 17a-alkyl androgen is in the chemical structural formula, and long-term high-dose application can easily cause cholestatic hepatitis and jaundice.

Methyltestosterone Sublingual administration can cause stomatitis, with symptoms such as pain and salivation. Can cause virilization in women, edema, liver damage, dizziness, and acne. Long-term use can cause yellow bile and liver dysfunction. Allergic reactions should be discontinued. Allergic reactions should be discontinued, liver disease, nephritis, prostate cancer and pregnant women should not be used.

Methyltestosterone considerations

1. Patients with liver and kidney dysfunction.

2. Elderly male patients are at high risk of prostate hyperplasia and prostate cancer when using methyltestosterone.

3. When breast cancer patients take methyltestosterone, it can cause high blood calcium due to stimulating osteolysis, and the drug should be discontinued once it occurs.

4. Females need to monitor their possible signs of virilization, and stop taking them as soon as they occur. In addition, liver function should be checked regularly during the use of methyltestosterone, and the drug should be discontinued if abnormal.

5. Female patients should limit androgen use to less than 300mg per month.

6. Once edema occurs (with or without congestive heart failure), the drug should be discontinued and diuretics added.

7. Testosterone can reduce blood sugar in diabetic patients, so reduce the amount of insulin.

8. When using metestosterone lozenges, do not swallow the tablets, and do not chew gum, drink water, or smoke during the period.

9. Male patients can cause testicular atrophy and reduced spermatogenesis. If this phenomenon is found, the drug should be stopped immediately. The total monthly amount does not exceed 300mg, which can generally avoid virilization in female patients. Can interfere with the excretory function of the capillary bile ducts in the liver, cause cholestasis, and cause cholestasis jaundice. Patients with jaundice or abnormal liver function should be discontinued ^[5] .

Methyltestosterone Drug Interactions

When combined with adrenocortical hormones, especially mineralocorticoids, it can increase the risk of edema. Combined use of adrenocorticotropic hormone or glucocorticoid can accelerate the production of acne. Androgen and anabolic steroids can reduce the concentration of coagulation factor precursors (due to changes in the synthesis and decomposition of coagulation factor precursors), and increase the affinity of anticoagulants and receptors, which can enhance anticoagulant activity. When combined with biscoumarins or indanedione derivatives, reduce the amount.

weightlifting When combined with oral hypoglycemic agents and insulin, solid androgens can lower blood sugar, so we must pay close attention to the occurrence of hypoglycemia, and adjust the dosage of hypoglycemic drugs and insulin if necessary. When methyltestosterone is used in combination with cyclosporine A, the blood concentration of the latter can increase and increase renal toxicity. When combined with hepatotoxic drugs, it can aggravate liver damage, especially for long-term use, and patients with original liver disease.

Mestosterone Expert Reviews

Methyltestosterone is a 17- methyl derivative of the natural androgen testosterone, which can be absorbed orally, and the effect under the tongue is better. With androgen and protein assimilation, promote protein synthesis and bone formation, stimulate bone marrow hematopoiesis, and anti-estrogen effect, inhibit ovarian function and endometrial growth. It is a commonly used drug for sex hormone replacement therapy, which has obvious curative effect, but the action time is short, and it is necessary to take it several times a day ^[5] .

Methyltestosterone stimulant case

According to the Office of the Anti-Doping Committee of the Chinese Olympic Committee, Henan track and field athlete Zhang Yuhong, in a doping test outside the competition, had a testosterone-positive urine sample. As the athlete himself stated that he had abandoned the B bottle test, Zhang Yuhong's doping test was confirmed to be positive. Zhang Yuhong, an international athlete, was selected into the Chinese National Athletics Team. In 2003 she won the Beijing International Marathon Rally Women's Championship, the World University Student Women's 5,000m Runner-up, the National Athletics Championship 10,000m Runner-up, the National Athletics Championship 1000m Runner-up, National Athletics Women's 10,000-meter championship and 5,000-meter runner-up in the championship.

marathon Zhang Yuhong also participated in the women's 5000m and 10,000m races in the national track and field franchise Yichun Jiangxi from April 16th to 17th this year, and won second and fourth place respectively. The media that disclosed the information indicated that the stimulant involved was methyltestosterone. Earlier, Liang Chuanliang, a 22-year-old Beijing cycling team athlete, was officially notified by the Anti-Doping Committee of the Chinese Olympic Committee. On November 18, 2004, the A-bottle urine sample was positive for testosterone ^[6] .

In the "Doping List 2004", "Methyltestosterone" belongs to a class of stimulants and is a drug strictly forbidden by domestic and foreign sports institutions. According to Article II, Chapter 7 of Decree No. 1 of the General Administration of Sports of December 31, 1998, athletes who take this medicine for the first time will be given a suspension of not less than 2 years and a fine of 4,000 to 80,000 yuan.

Methyltestosterone, which has the same effect as natural testosterone, but is effective orally, can promote the development and maturation of male sexual organs and parasexual characteristics; fight estrogen, inhibit endometrial growth and ovarian and pituitary functions; promote protein synthesis and bone formation; stimulate Bone marrow hematopoietic function increases red blood cells and hemoglobin. Long-distance runners take this medicine to "stimulate bone marrow hematopoietic function and increase red blood cells and hemoglobin" to enhance exercise capacity. However, taking large doses (over 300mg per month) can cause virilization, edema, liver damage, jaundice, dizziness, acne, etc. in women.

At midnight one day in late September 2002, Zhang Guodong, who was waiting for his retirement, had a gap and conflict with his coach, and Zhang Xiaogang, a weightlifter from Dezhou Sports School who was training on behalf of the Shandong weightlifting team, sneaked into the medical office of the Shandong Institute of Sports Technology. About 200 "testosterone" tablets are ground into powders and blended into the fructose cups consumed by athletes. Subsequently, Zhang Guodong three times, about 500 tablets of "testosterone" tablets were ground into powder, washed with boiling water, poured into the medicine pot of athletes boiled Chinese medicine so that more than 10 athletes in training. On November 24 of the same year, the public security organs detained Zhang Guodong and Zhang Xiaogang for criminal charges of false accusations. In the end, the China Weightlifting Association decided to ban Zhang Guodong and Zhang Xiaogang from participating in domestic and foreign weightlifting competitions and related activities for life.