Oxymetholone
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Oxymetholone
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CAS No:
434-07-1
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Formula:
C21H32O3
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Chemical Name:
Oxymetholone
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Synonyms:
Stanozolol impurity B;5-ALPHA-ANDROSTAN-2-HYDROXYMETHYLENE-17-ALPHA-METHYL-17-BETA-OL-3-ONE;5ALPHA-ANDROSTAN-17ALPHA-METHYL-17BETA-OL-2-HYDROXYMETHYLENE-3-ONE;4,5-dihydro-2-hydroxymethylene-17-a-methyltestosterone;OxyMetholone (Anadrol);(5α,17β)-17-Hydroxy-2-(hydroxyMethylene)-17-Methylandrostan-3-one;17beta-Hydroxy-2-(hydroxymethylene)-17-methyl-5alpha-androstan-3-one Anasterone;17BETA-HYDROXY-2-(HYDROXYMETHYLENE)-17-METHYL-5ALPHA-ANDROSTAN-3-ONE
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CAS No:
Description
Oxymetholone is a synthetic, orally active anabolic-androgenic steroid (AAS) and 17α-methylated derivative of dihydrotestosterone (DHT). It is mainly used for the treatment of osteroporosis and anemia (low red blood cell count). It can also stimulate the muscle growth in malnourished or underdeveloped patients. It also has the potential to treat the HIV wasting syndrome. Oxymetholone can also lead to an even buildup in strength, which is its secondary characteristics, making it an excellent steroid to be coupled with other anabolic steroids to yield synergetic effect.
Oxymetholone is an odorless white to pale yellow crystalline solid or powder. Insoluble in water, easily soluble in chloroform, soluble in dioxane, vegetable oil, slightly soluble in ethanol and ether. It is sensitive to light (Akron 2009). It is structurally related to the male hormone testosterone (IARC 1977, NTP 1999).
ChEBI: Oxymetholone is a 3-oxo-5alpha- steroid that is 4,5alpha-dihydrotestosterone which is substituted by a hydroxymethylidene group at position 2 and by a methyl group at the 17alpha position. A synthetic androgen, it was mainly used for the treatment of anaemias until being replaced by treatments with fewer side effects. It has a role as an anabolic agent, an androgen and an anti-anaemic agent. It is a 17beta-hydroxy steroid, an enone, a tertiary alcohol, an enol, an anabolic androgenic steroid and a 3-oxo-5alpha-steroid.
Oxymetholone is an odorless white to creamy white crystalline powder. It is approved for the treatment of various anemias.
Confirmed human carcinogen producing liver tumors. Human systemic effects by ingestion: impaired liver function. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also TESTOSTERONE.
Characteristics
1.0834 (rough estimate)
172-180°C
409.59°C (rough estimate)
38 ° (C=1, CHCl3)
<0.1 g/100 mL at 23 ºC
TDLo orl-hmn: 46 mg/kg/14W-I:LIV JAMAAP 240,243,78
5.28±0.70(Predicted)
6.6×103mol/(m3Pa) at 25℃, HSDB (2015)
Insoluble in water.
Oxymetholone may be sensitive to light.
2-8°C
Safety Information
3
T,Xn
53-22-26-36/37/39-36
BV8060000
40-63
Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. May be combustible and light-sensitive.
Flash point data for Oxymetholone are not available. Oxymetholone is probably combustible.
Toxicity
Oxymetholone may release into the environment through various waste streams. If released to air, oxymetholone does not absorb light at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight. If released to soil, oxymetholone is expected to have moderate mobility. Occupational exposure to oxymetholone may occur via dermal contact with this compound at workplaces where oxymetholone is produced. It can be overused intentionally in humans as a performance enhancement drug in athletes.
Drug Information
SYMPTOMS: Symptoms of exposure to Oxymetholone may include cholestatic jaundice, hepatocellular neoplasms and peliosis hepatitis. Prepubertal exposure may cause phallic enlargement and increased frequency of erection. Postpubertal exposure may cause inhibition of testicular function, testicular atrophy, oligospermia, impotence, chronic priapism, epididymitis, bladder irritability, clitoral enlargement, menstrual irregularities, increased or decreased libido, excitation, insomnia, nausea, vomiting, diarrhea, leukemia, gynecomastia, deepening of the voice in women, hirsutism and male-pattern baldness in women, acne, edema, retention of serum electrolytes and decreased glucose tolerance. It may also cause higher risk of developing liver cell tumors. Other symptoms include abnormal liver function tests, salt and water retention and masculinization, particularly of the female fetus.
Oxymetholone Use and Manufacturing
Oxymetholone is used in treatment of myelofibrosis and myelosuppression. This drug can provoke bone marrow cells and rise the blood cells in the peripheral blood vessels. It has been approved by the US Food and Drug Administration for the treatment of anemia caused by deficient red cell production. It is effective in catabolic states, replacement of male sex steroids in men who have androgen deficiency, and in eugonadal male and female patients with acquired immunodeficiency syndrome-associated wasting.