4,17α-Dimethyltestosterone
4,17α-Dimethyltestosterone is a synthetic anabolic-androgenic steroid (AAS) that is derived from testosterone. It is characterized by the presence of two methyl groups at the 4 and 17α positions of the steroid structure. This modification alters the compound's interaction with the androgen receptor and its metabolic stability.
Chemical Structure and Properties
4,17α-Dimethyltestosterone belongs to the class of 17α-alkylated steroids, which are known for their oral bioavailability. The addition of a methyl group at the 17α position prevents rapid metabolism by the liver, allowing the compound to be effective when administered orally. The methyl group at the 4 position further modifies the compound's activity and receptor binding affinity.
Chemical Formula: C21H32O2
Molecular Weight: 316.48 g/mol
Pharmacology
4,17α-Dimethyltestosterone exhibits both anabolic and androgenic properties, similar to other AAS. The anabolic effects include increased protein synthesis, muscle mass, and strength, while the androgenic effects involve the development and maintenance of male characteristics.
Mechanism of Action
Like other AAS, 4,17α-Dimethyltestosterone exerts its effects by binding to the androgen receptor in target tissues. This binding activates the receptor, leading to changes in gene expression that promote anabolic and androgenic effects.
Metabolism
The 17α-methylation of 4,17α-Dimethyltestosterone reduces its susceptibility to hepatic metabolism, allowing it to remain active in the body for a longer duration compared to non-alkylated steroids. However, this modification also increases the risk of hepatotoxicity.
Clinical Use
4,17α-Dimethyltestosterone has been studied for its potential use in treating conditions such as hypogonadism, muscle wasting, and certain types of anemia. However, its use is limited due to the potential for adverse effects, particularly liver toxicity.
Adverse Effects
The use of 4,17α-Dimethyltestosterone, like other 17α-alkylated steroids, is associated with several adverse effects:
- Hepatotoxicity: The 17α-methyl group increases the risk of liver damage.
- Cardiovascular Effects: Potential for increased risk of cardiovascular disease due to alterations in lipid profiles.
- Endocrine Effects: Suppression of natural testosterone production, leading to testicular atrophy and infertility.
- Androgenic Effects: Acne, hair loss, and virilization in females.
Legal Status
Due to its potential for abuse and adverse effects, 4,17α-Dimethyltestosterone is classified as a controlled substance in many countries. Its use is restricted to specific medical conditions under the supervision of a healthcare provider.
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