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| Clinical data | |
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| Trade names | Crestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol |
| Other names | Metandriol; Methylandrostenediol; Methyl-5-androstenediol; Methylandrostenediole; 17α-Methylandrost-5-ene-3β,17β-diol |
| Routes of administration | By mouth |
| Drug class | Androgen;Anabolic steroid |
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| ECHA InfoCard | 100.007.548 |
| Chemical and physical data | |
| Formula | C20H32O2 |
| Molar mass | 304.474 g·mol−1 |
| 3D model (JSmol) | |
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Methandriol (brand namesAnabol,Crestabolic,Cytobolin,Diandren,Durabolic,Madiol,Mestenediol,Methabolic,Methydiol,Sterabolic,Stenediol), also known asmethylandrostenediol, is anandrogen andanabolic steroid (AAS) medication which was developed byOrganon and is used in bothoral andinjectable (asmethandriol dipropionate,methandriol propionate, ormethandriol bisenanthoyl acetate) formulations.[2][3][4] It is anorally active17α-alkylated AAS and aderivative of theendogenousandrogen prohormoneandrostenediol.[2][3]
Methandriol has been used in the treatment ofbreast cancer in women.[5][6][7][8] It has been reported to be almost asvirilizing as comparable doses oftestosterone propionate andmethyltestosterone in women.[9]
Methandriol (brand name Androteston M, Notandron, Protandren) was previously marketed as 25 mL and 50 mg/mLaqueous suspensions for use byintramuscular injection.[10]
Methandriol, also known as 17α-methyl-5-androstenediol or as 17α-methylandrost-5-ene-3β,17β-diol, is asyntheticandrostanesteroid and a17α-alkylatedderivative of5-androstenediol (androst-5-ene-3β,17β-diol).[2][3] A number ofesters of methandriol exist, includingmethandriol dipropionate (methylandrostenediol 3β,17β-dipropionate),methandriol propionate (methylandrostenediol 3β-propionate),methandriol bisenanthoyl acetate (methylandrostenediol 3β,17β-dioxononanoate), andmethandriol diacetate (methylandrostenediol 3β,17β-diacetate; never marketed).[2][3] Methandriol is closely related tomethyltestosterone (17α-methyltestosterone or 17α-methylandrost-4-ene-17β-ol-3-one).[2][3]
Ananalogue of methandriol is itspositional isomermethyl-4-androstenediol (17α-methylandrost-4-ene-3β,17β-diol).[11] Another analogue of methandriol isethynylandrostanediol (17α-ethynyl-5α-androstane-3β,17β-diol) as well as itsesterethandrostate (ethynylandrostanediol 3β-cyclohexylpropionate).[11]
Methandriol was firstsynthesized in 1935 along withmethyltestosterone andmestanolone.[5][12][13]
| Route | Medication | Form | Dosage | |
|---|---|---|---|---|
| Oral | Methyltestosterone | Tablet | 30–200 mg/day | |
| Fluoxymesterone | Tablet | 10–40 mg 3x/day | ||
| Calusterone | Tablet | 40–80 mg 4x/day | ||
| Normethandrone | Tablet | 40 mg/day | ||
| Buccal | Methyltestosterone | Tablet | 25–100 mg/day | |
| Injection (IMTooltip intramuscular injection orSCTooltip subcutaneous injection) | Testosterone propionate | Oil solution | 50–100 mg 3x/week | |
| Testosterone enanthate | Oil solution | 200–400 mg 1x/2–4 weeks | ||
| Testosterone cypionate | Oil solution | 200–400 mg 1x/2–4 weeks | ||
| Mixed testosterone esters | Oil solution | 250 mg 1x/week | ||
| Methandriol | Aqueous suspension | 100 mg 3x/week | ||
| Androstanolone (DHT) | Aqueous suspension | 300 mg 3x/week | ||
| Drostanolone propionate | Oil solution | 100 mg 1–3x/week | ||
| Metenolone enanthate | Oil solution | 400 mg 3x/week | ||
| Nandrolone decanoate | Oil solution | 50–100 mg 1x/1–3 weeks | ||
| Nandrolone phenylpropionate | Oil solution | 50–100 mg/week | ||
| Note: Dosages are not necessarily equivalent.Sources: See template. | ||||
Methandriol is thegeneric name of methylandrostenediol and itsINNTooltip International Nonproprietary Name.[2][3]
Methandriol remains marketed for clinical use only inTaiwan and forveterinary use (asmethandriol dipropionate) only inAustralia.[14]
Foss (1956), using methylandrostenediol in doses of 100 milligrams daily in the treatment of patients with inoperable carcinoma of the breast, found it almost as virilizing as testosterone propionate or methyltestosterone in comparable doses.