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| Clinical data | |
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| Trade names | Androstalone, Ermalone, others |
| Other names | RU-143; Methylandrostanolone; Methyldihydrotestosterone; Methyl-DHT; 17α-Methyl-4,5α-dihydrotestosterone; 17α-Methyl-DHT; 17α-Methyl-5α-androstan-17β-ol-3-one; |
| AHFS/Drugs.com | International Drug Names |
| Routes of administration | By mouth |
| Drug class | Androgen;Anabolic steroid |
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| Legal status | |
| Legal status | |
| Pharmacokinetic data | |
| Metabolism | Liver |
| Excretion | Urine |
| Identifiers | |
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| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.007.549 |
| Chemical and physical data | |
| Formula | C20H32O2 |
| Molar mass | 304.474 g·mol−1 |
| 3D model (JSmol) | |
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Mestanolone, also known asmethylandrostanolone and sold under the brand namesAndrostalone andErmalone among others, is anandrogen andanabolic steroid (AAS) medication which is mostly no longer used.[1][2][3][4] It is still available for use inJapan however.[2][3] It is takenby mouth.[4]
Side effects of mestanolone includesymptoms ofmasculinization likeacne,increased hair growth,voice changes, and increasedsexual desire.[4] It can also causeliver damage.[4] The drug is asynthetic androgen and anabolic steroid and hence is anagonist of theandrogen receptor (AR), thebiological target of androgens liketestosterone anddihydrotestosterone (DHT).[4][5] It has strongandrogenic effects and weakanabolic effects, which make it useful for producing masculinepsychological andbehavioral effects.[4] The drug has noestrogenic effects.[4]
Mestanolone was discovered in 1935 and was introduced for medical use in the 1950s.[6][7][8][4] In addition to its medical use, mestanolone has been used toimprove physique and performance.[4] It was used inEast Germany inOlympicathletes as part of a state-sponsoreddoping program in the 1970s and 1980s.[4] The drug is acontrolled substance in many countries and so non-medical use is generally illicit.[4]
Mestanolone was available in the form of 25 mgsublingualtablets (brand name Ermalone).[9]
Mestanolone is an AAS, with bothandrogenic andanabolic effects.[4] It is very similar in its effects toandrostanolone (dihydrotestosterone; DHT), and can be thought of as anorally active version of this AAS.[4] Due to inactivation by3α-hydroxysteroid dehydrogenase (3α-HSD) inskeletal muscle, mestanolone is described as a very pooranabolic agent, similarly to androstanolone andmesterolone.[4] As mestanolone is5α-reduced, it cannot bearomatized and hence has no propensity forestrogenicside effects such asgynecomastia.[4] The drug also has noprogestogenic activity.[4] Like other 17α-alkylated AAS, mestanolone ishepatotoxic.[4]
Due to its C17αmethyl group, unlike androstanolone, mestanolone isorally active.[4]
Mestanolone, also known as 17α-methyl-4,5α-dihydrotestosterone (17α-methyl-DHT) or as 17α-methyl-5α-androstan-17β-ol-3-one, is asyntheticandrostanesteroid and a17α-alkylatedderivative ofdihydrotestosterone (DHT).[1][4] It differs from DHT only by the presence of themethyl group at the C17α position.[1][4] Close synthetic relatives of mestanolone includeoxandrolone (2-oxa-17α-methyl-DHT),oxymetholone (2-hydroxymethylene-17α-methyl-DHT), andstanozolol (a derivative of 17α-methyl-DHT (mestanolone) with apyrazolering fused to the A ring).[1][4]
Side effects of mestanolone includevirilization andhepatotoxicity among others.[4]
Mestanolone was firstsynthesized in 1935 along withmethyltestosterone andmethandriol.[6][7] It was developed byRoussel in the 1950s and was introduced for medical use, under the brand names Androstalone and Ermalone, by at least 1960.[4][10][8] It was marketed inGermany.[4] The drug was originally thought to be a potentanabolic agent, but subsequent research showed that it actually has relatively weak anabolic effects and is mostly an androgen.[4] Mestanolone was used as adoping agent inathletes competing in theOlympics fromEast Germany due to a state-sponsored doping program in the 1970s and 1980s.[4] Its value is said to have been less as a muscle-builder and more as an androgen in thecentral nervous system andneuromuscular interaction, improving speed, strength,aggression,focus,endurance, andstress resilience.[4] Today, mestanolone has mostly been discontinued in medicine, though it is still available inJapan.[2][3][4]
Mestanolone is thegeneric name of the drug and itsINNTooltip International Nonproprietary Name,BANTooltip British Approved Name, andJANTooltip Japanese Accepted Name.[1][11]
Mestanolone was marketed under the brand names Andoron, Androstalone, Ermalone, Mesanolon, and Notandron among many others.[4][2][12][3]
Mestanolone has mostly been discontinued but remains available inJapan.[2][3][4]
Anavormol, Andoron, Androne, Androstalone, Antalon "Kobayashi K.", Assimil, Ermalone, Etnabolate, Hermalone-Glosset, Macrobin (Tabl. -- Syrup), Mesanolon, Mestalone, Mestanolone", Methyantalon, Methybol, 172-Methylandrostanolone, Preroide,. 1045.