2137-38-4

Usage

Uses

Used in Pharmaceutical Industry:
Mesterolone is used as a pharmaceutical agent for treating low testosterone levels in men and androgen deficiency in women. It is used to increase the production of the male hormone testosterone, which can help improve muscle growth, libido, and overall energy levels.
Used in Sports and Bodybuilding:
Mesterolone is used as a performance-enhancing drug by bodybuilders and athletes to enhance athletic performance and increase muscle mass. However, it is important to note that the use of mesterolone for this purpose can have various side effects, including liver toxicity, and should only be taken under the supervision of a healthcare professional.

Upstream product

• 40996-87-0 2-formyltestosterone 
• 675833-24-6 2-methylene-17β-(tert-butyldimethylsiloxy)androst-4-en-3-one 
• 57711-43-0 17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one 

Relevant academic research and scientific papers

Probing the active site of aromatase with 2-methyl-substituted androstenedione analogs

To gain insight into the spatial nature of the androstenedione (AD) binding (active) site of aromatase in relation to the catalytic function of the enzyme, we synthesized 2,2-dimethylAD (4), 2β- and 2α-methylADs (5 and 6), 19-oxygenated derivatives of compounds 4 and 6, and 2-methyleneAD (17), and we then tested their inhibitory activity as well as their aromatase reaction (aromatization for 2-methyl and 2-methylene analogs or 19-oxygenation for 2,2-dimethyl steroids) with human placental aromatase. 2-Methyl and 2-methylene steroids 5, 6, and 17 were good competitive inhibitors of aromatase (Ki=22-68nM), but less effective compared to the 2,2-dimethyl analog 4 (Ki=8.8nM), indicating that a combination of 2β- and 2α-methyl moieties is essential for the formation of a thermodynamically stable inhibitor-aromatase complex. A series of 2α-methyl steroids were good substrates for aromatase, whereas 2β-methyl steroid 5 was an extremely poor substrate, and a series of 2,2-dimethyl steroids did not serve as substrate, suggesting that a 2β-methyl moiety of the 2,2-dimethyl and 2β-methyl steroids would prevent the aromatase reaction probably due to steric hindrance in each case. The 2-methylene compound 17 was also aromatized to produce 2-methylestrogen with a low conversion rate where the 1,4-diene structure may have been created before the C10-C19 bond cleavage. Kinetic analysis of the aromatization of androgens revealed that a good substrate was not essentially a good inhibitor for aromatase.