72-63-9 Usage
Indications and Usage
Metandienone is a dehydrogenation derivative of methyltestosterone. Its protein assimilating effects are similar to those of testosterone propionate, but its androgen effects are slightly weaker and are about 1/100 those of the latter. This drug can promote protein synthesis, inhibit protein heterogeneity, maintain a positive nitrogen balance, improve appetite, aid muscle growth, and encourage weight gain. It can cause calcium and phosphorous deposition in bone tissue, promote bone mesenchymal cell formation, and increase bone calcification and growth. It can encourage tissue generation and granulation and speed up healing of wounds. It lowers blood cholesterol and improves fat metabolism.
Metandienone is an androgen and anabolic hormone drug. It is suitable for people with insufficient protein synthesis and increased protein decomposition, such as patients with negative nitrogen balance caused by chronic wasting diseases, severe infections, trauma, and burns, as well as malignant tumors, osteoporosis, stunted children, dwarfism, fractures, less healing, and high cholesterol.
Drug Interactions
When Metandienone is used with oxyphenbutazone, the blood concentration of oxyphenbutazone may increase.
Adverse reactions
1. Metandienone’s adverse are identical to those of regular androgen and anabolic steroids. There may be nausea, vomiting, indigestion, diarrhea, and other digestive tract reactions. Long term, high dosage use may lead to bone weight, water-sodium retention, increased blood supply to skin, hypocalcemia, hyperosteogeny, etc. Women may experience slight virilism, with effects including acne, hirsuitism, lowered voice, clitoral hypertrophy, irregular menstruation, etc.
2. Metandienone’s side effects on the liver include jaundice and liver failure. There have been reports of liver cancer and benign hepatocellular adenoma tied to Metandianone use.
Contradictions
1. Do not use this drug if allergic.
2. Do not use if experiencing liver failure.
3. Do not use during pregnancy or if pregnancy may occur during treatment.
4. Do not use if experiencing prostate cancer, kidney disease, hypertension, or prostate hypertrophy.
Warnings and Precautions
1. Monitor liver functions while using Metandienone.
2. Dosage for elderly patients should be reduced accordingly.
3. Consume appropriate amounts of protein, sugar and vitamins during treatment to improve efficacy.
Chemical Properties
White Solid
Originator
Dianabol,Ciba,US,1960
Manufacturing Process
As described in US Patent 2,929,763, methandrostenolone may be made by a fermentation route. 2 g of sodium nitrate, 1 g of primary potassium orthophosphate, 0.5 g of magnesium sulfate heptahydrate, 0.5 g of potassium chloride, 50 g of glucose and 1 g of Difco yeast extract are dissolved in one liter of tap water, brought to pH 5 by addition of a sodium hydroxide solution and sterilized. The resulting nutrient solution is inoculated with 50 cc of a 4- day-old shaking culture of Didymella lycopersici and shaken for 48 hours at 27°C, whereby the culture becomes well developed. To two liters of a culture so prepared there is added under sterile conditions a solution of 500 mg of 17α-methyl-testosterone in 15 cc of acetone. Shaking is carried out for 3 days at 27°C, the mycellium then filtered off with suction, washed with water and ethyl acetate and the combined filtrates extracted with ethyl acetate. The extraction residue obtained after evaporation of the solvent is dissolved in a little acetone. On addition of ether, the 1-dehydro-17αmethyl-testosterone is obtained in compact crystals. MP 163° to 164°C. An alternative synthetic route is described in US Patent 2,900,398 as follows. A suspension of 30 g of 17α-methyl-testosterone and 10 g of selenium dioxide in 600 cc of tertiary amyl alcohol is treated with 60 g of magnesium powder and 6 cc of glacial acetic acid. The mixture is refluxed for 24 hours with good stirring in an atmosphere of nitrogen, another 10 g of selenium dioxide being added after 10 hours. After some cooling, the suspension is filtered through some Hyflo and washed thoroughly with ethyl acetate. The resulting brown solution is evaporated in vacuo and the residue dissolved in ethyl acetate. The ethyl acetate solution is then washed with water, dried and evaporated. To remove any selenium still present, the residue is dissolved in 200 cc of methanol and mixed with 100 g of iron powder and 2 g of active carbon. The mixture is heated for 30 minutes with stirring under reflux, then filtered with suction, washed with methanol and the solution evaporated in vacuo. The residue is then chromatographed on 900 g of aluminum oxide. The residues of the evaporated benzene and ether fractions are treated with active carbon in methanol or acetone, evaporated again, and the residue recrystallized from a mixture of acetone and ether. There are obtained 17.5 g of pure 1-dehydro17α-methyl-testosterone which melts at 163° to 164°C.
Therapeutic Function
Androgen, Anabolic
Check Digit Verification of cas no
The CAS Registry Mumber 72-63-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 2 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 72-63:
(4*7)+(3*2)+(2*6)+(1*3)=49
49 % 10 = 9
So 72-63-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
72-63-9Relevant articles and documents
Natural Product Diversification by One-Step Biocatalysis using Human P450 3A4
Fessner, Nico D.,Grimm, Christopher,Srdi?, Matic,Weber, Hansj?rg,Kroutil, Wolfgang,Schwaneberg, Ulrich,Glieder, Anton
, (2021/12/03)
Efficient synthetic techniques for the diversification of natural products are incremental for drug discovery processes of the pharmaceutical industry because these complex bioactive compounds often require an adjustment of properties. Human liver P450 3A4, key player of the body's detoxification system and decisive factor of a drug's metabolic fate, is renowned for its broad substrate scope including many natural products. In this study, we investigated the synthetic potential of human P450 3A4 for the diversification of natural product classes and isolated the produced metabolites of six selected natural products at a preparative 100-mg scale. Aided by efficient expression levels in P. pastoris, this whole-cell biocatalyst was found to be highly effective at the intended job allowing the identification of a total of 31 authentic human metabolites, many of them for the first time. By revealing an unprecedented degree of diversification, this study extends the synthetic repertoire for efficient enzymatic natural product modification in a one-step fashion and adds a completely new view to an old enzyme traditionally used for inhibition and toxicology studies.
Method for preparing metandienone
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Paragraph 0050-0056, (2019/03/06)
The invention provides a method for preparing metandienone, the method comprises firstly using a nutrient medium and one or more microbial strains, performing microbial fermentation on phytosterol toprepare 1,4-androstenedione, namely IDD, then using the IDD as the raw material, introducing alpha-CH3 and beta-OH into a 17 site with the existence of methyl magnesium halide, an organic solvent andan acid, and preparing the metandienone. The method uses the IDD as the raw material to prepare the metandienone, compared with the traditional method taking diosgenin as the raw material, the sourceof the raw material is wide, the process is economical and environmentally friendly, and the production cost is greatly reduced. Compared with the traditional production method, the synthesis route isshort, the process is simple, convenient and environmentally friendly, the yield of a product is high, the quality is high, and the cost of the raw material for production is reduced by 40-45% according to the current price of the raw material.
Preparation method of metandienone
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Paragraph 0036-0056, (2019/03/06)
The invention provides a preparation method of metandienone. The method comprises the following steps: adopting 1,4-androstadienedione, namely IDD, as a raw material; introducing alpha-CH3 and beta-OHto 17th site in the presence of methyl-Grignard-reagent, an organic solvent and acid to obtain the metandienone. Compared with a traditional method taking diosgenin as a raw material, a method for preparing the metandienone by taking the IDD as the raw material, disclosed by the invention, has the advantages that sources of raw materials are wide, a process is economic and environmentally-friendly, and the production cost is greatly reduced; besides, the method disclosed by the invention, compared with the traditions method, has the characteristics of short synthesis route, simple and environmentally-friendly process, high product yield and good quality; calculated by the current price of the raw materials, the cost of the raw materials for production is reduced by 40 to 45 percent.
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