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| Trade names | Drolban, Masteril, Masteron, others (all asdrostanolone propionate) |
| Other names | Dromostanolone; 2α-Methyl-4,5α-dihydrotestosterone; 2α-Methyl-DHT; 2α-Methyl-5α-androstan-17β-ol-3-one |
| Routes of administration | Intramuscular injection (asdrostanolone propionate) |
| Drug class | Androgen;Anabolic steroid |
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| ECHA InfoCard | 100.000.334 |
| Chemical and physical data | |
| Formula | C20H32O2 |
| Molar mass | 304.474 g·mol−1 |
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Drostanolone, ordromostanolone, is ananabolic–androgenic steroid (AAS) of thedihydrotestosterone (DHT) group which was never marketed.[2][3][4] Anandrogen esterprodrug of drostanolone,drostanolone propionate, was formerly used in the treatment ofbreast cancer in women under brand names such as Drolban, Masteril, and Masteron.[2][3][4][5] This has also been used non-medically forphysique- or performance-enhancing purposes.[4]
| Medication | Ratioa |
|---|---|
| Testosterone | ~1:1 |
| Androstanolone (DHT) | ~1:1 |
| Methyltestosterone | ~1:1 |
| Methandriol | ~1:1 |
| Fluoxymesterone | 1:1–1:15 |
| Metandienone | 1:1–1:8 |
| Drostanolone | 1:3–1:4 |
| Metenolone | 1:2–1:3 |
| Oxymetholone | 1:2–1:9 |
| Oxandrolone | 1:13–1:3 |
| Stanozolol | 1:1–1:3 |
| Nandrolone | 1:3–1:16 |
| Ethylestrenol | 1:2–1:19 |
| Norethandrolone | 1:1–1:2 |
| Notes: In rodents.Footnotes:a = Ratio of androgenic to anabolic activity.Sources: See template. | |
Like other AAS, drostanolone is anagonist of theandrogen receptor (AR).[4] It is not a substrate for5α-reductase and is a poor substrate for3α-hydroxysteroid dehydrogenase (3α-HSD), and therefore shows a high ratio ofanabolic toandrogenic activity.[4] As a DHT derivative, drostanolone is not asubstrate foraromatase and hence cannot be aromatized intoestrogenicmetabolites.[4] While no data are available on theprogestogenic activity of drostanolone, it is thought to have low or no such activity similarly to other DHT derivatives.[4] Since the drug is not17α-alkylated, it is not known to causehepatotoxicity.[4]
Drostanolone, also known as 2α-methyl-5α-dihydrotestosterone (2α-methyl-DHT) or as 2α-methyl-5α-androstan-17β-ol-3-one, is asyntheticandrostanesteroid and aderivative of DHT.[2][3][4] It is specifically DHT with amethyl group at the C2α position.[2][3][4]
Drostanolone and its esterdrostanolone propionate were first described in 1959.[4][6] Drostanolone propionate was first introduced for medical use in 1961.[7]
Drostanolone is thegeneric name of the drug and itsINNTooltip International Nonproprietary Name,BANTooltip British Approved Name, andDCFTooltip Dénomination Commune Française.[2][3] It has also been referred to asdromostanolone.[2][3]
Drostanolone, along with other AAS, is aschedule IIIcontrolled substance in theUnited States under theControlled Substances Act.[8]
Like other AAS, drostanolone can cause a variety of side effects, including:
Drostanolone is used by some bodybuilders and athletes to increase muscle mass and strength. It is often used during "cutting cycles" to help preserve muscle mass while losing body fat. However, the use of AAS for non-medical purposes is not recommended due to the potential for serious side effects.
Bolazine is when react 2 eq. with hydrazine to give dimer
Treatment of DHT (androstan-17β-ol-3-one, stanolone) [521-18-6] (1) with methyl formate and the strong base sodium methoxide gives [4033-95-8] (2). The newly added formyl function in the product is shown in the enol form. Catalytic hydrogenation reduces that function to a methyl group (3). The addition of hydrogen from the bottom face of the molecule leads to the formation of β-methyl isomer where the methyl group occupies the higher-energy axial position. Strong base-induced equilibration of the methyl group leads to the formation of the sterically favoured equatorial α-methyl isomer, affording dromostanolone (4).