Bolasterone
Chemical compound
From Wikipedia, the free encyclopedia
Bolasterone (INN, USAN) (brand names Myagen, Methosarb; former developmental code name U-19763), also known as 7α,17α-dimethyltestosterone, is a 17α-alkylated androgen/anabolic steroid (AAS) which is used in veterinary medicine.[2][3] It has close structural similarity to testosterone, and like methyltestosterone has a methyl group at C17α in order to increase oral bioavailability.[2] In addition, it is also 7α-methylated, similar to its 7β-methylated isomer calusterone.[2] The medication has a low to moderate ratio of anabolic to androgenic activity, similar to that of fluoxymesterone.[4]
| Clinical data | |
|---|---|
| Trade names | Myagen, Methosarb |
| Other names | U-19763; NSC-66233; 7α,17α-Dimethyltestosterone; 7α,17α-Dimethylandrost-4-en-17β-ol-3-one, Piratestosterone. |
| Routes of administration | By mouth |
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| ECHA InfoCard | 100.015.018 |
| Chemical and physical data | |
| Formula | C21H32O2 |
| Molar mass | 316.485 g·mol−1 |
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Bolasterone is on the World Anti-Doping Agency's list of prohibited substances,[5] and is therefore banned from use in most major sports.
Chemistry
Synthesis
The chemical synthesis was reported:[6] Patent:[7]

The oxidation of methyltestosterone [58-18-4] (1) with chloranil gives 17alpha-methyl-6,7-dehydrotestosterone [5585-85-3] (2). The conjugate addition of methylmagnesium bromide in the presence of a catalytic amount of cuprous iodide (c.f. Gilman reagent) gives a mixture of bolasterone and calusterone, with the former predominating.
See also
- Mibolerone (19-normethyl-bolasterone)