Methandriol

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Methandriol
Methandriol.svg
Clinical data
Trade namesCrestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol
SynonymsMetandriol; Methylandrostenediol; Methylandrostenediole; 17α-Methylandrost-5-ene-3β,17β-diol
Routes of
administration
By mouth
Drug classAndrogen; Anabolic steroid
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.007.548 Edit this at Wikidata
Chemical and physical data
FormulaC20H32O2
Molar mass304.474 g·mol−1
3D model (JSmol)
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Methandriol (INN) (brand names Crestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol), also known as methylandrostenediol, as well as 17α-methylandrost-5-ene-3β,17β-diol, is a synthetic, orally active androgen and anabolic steroid (AAS) which was developed by Organon and is used in both oral and injectable (as methandriol dipropionate, methandriol propionate, or methandriol bisenanthoyl acetate) formulations.[1][2] It is a 17α-alkylated AAS and the 17α-methylated derivative of the endogenous androgen prohormone androstenediol.[1][2]

Methandriol has been used in the treatment of breast cancer in women.[3] [4][5][6] It has been reported to be almost as virilizing as comparable doses of testosterone propionate and methyltestosterone in women.[7]

Methandriol remains marketed for clinical use only in Taiwan and for veterinary use (as methandriol dipropionate) only in Australia.[8]

Methandriol (brand name Androteston M, Notandron, Protandren) was previously marketed as 25 mL and 50 mg/mL aqueous suspensions for use by intramuscular injection.[9]

History[edit]

Methandriol was first synthesized in 1935 along with methyltestosterone and mestanolone.[3][10][11]

Androgen/anabolic steroid dosages for breast cancer

Route/form Androgen Dosage
Oral Methyltestosterone 30–200 mg/day
Fluoxymesterone 10–40 mg 3x/day
Calusterone 40 mg 4x/day
Normethandrone 40 mg/day
IM injection Testosterone propionate 50–100 mg 3x/week
Testosterone enanthate 200–400 mg 1x/2–4 weeks
Testosterone cypionate 200–400 mg 1x/2–4 weeks
Methandriol (aq. susp.) 100 mg 3x/week
Androstanolone (aq. susp.) 300 mg 3x/week
Drostanolone propionate 100 mg 3x/week
Nandrolone decanoate 50–100 mg 1x/1–3 weeks
Nandrolone phenylpropionate 50–100 mg/week
Notes: Dosages are not necessarily equivalent. Sources: See template.

References[edit]

  1. ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 794–. ISBN 978-1-4757-2085-3.
  2. ^ a b I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 177–. ISBN 978-94-011-4439-1.
  3. ^ a b Henderson, Edward; Weinberg, Marvin (1951). "Methylandrostenediol". The Journal of Clinical Endocrinology & Metabolism. 11 (6): 641–652. doi:10.1210/jcem-11-6-641. ISSN 0021-972X.
  4. ^ Homburger, F.; Kasdon, S. C.; Fishman, W. H. (1950). "Methylandrostenediol: A Non-Virilizing Derivative of Testosterone in Metastatic Cancer of the Breast". Experimental Biology and Medicine. 74 (1): 162–164. doi:10.3181/00379727-74-17840. ISSN 1535-3702.
  5. ^ Kasdon, S. C. (1952). "Methylandrostenediol in palliative treatment of breast cancer". JAMA: The Journal of the American Medical Association. 148 (14): 1212. doi:10.1001/jama.1952.02930140044014. ISSN 0098-7484.
  6. ^ Segaloff, Albert; Gordon, Douglas; Horwitt, Benjamin N.; Schlosser, Joseph V.; Murison, Paul J. (1952). "Hormonal therapy in cancer of the breast.II. Effect of methylandrostenediol on clinical course and hormonal excretion". Cancer. 5 (2): 271–274. doi:10.1002/1097-0142(195203)5:2<271::AID-CNCR2820050212>3.0.CO;2-W. ISSN 0008-543X.
  7. ^ Harold Gardiner-Hill (1958). Modern Trends in Endocrinology. Butterworth. p. 235. 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.
  8. ^ https://www.drugs.com/international/methandriol.html
  9. ^ Heinrich Kahr (8 March 2013). Konservative Therapie der Frauenkrankheiten: Anzeigen, Grenzen und Methoden Einschliesslich der Rezeptur. Springer-Verlag. pp. 21–. ISBN 978-3-7091-5694-0.
  10. ^ Schänzer W (1996). "Metabolism of anabolic androgenic steroids". Clin. Chem. 42 (7): 1001–20. PMID 8674183.
  11. ^ Ruzicka, L.; Goldberg, M. W.; Rosenberg, H. R. (1935). "Sexualhormone X. Herstellung des 17-Methyl-testosterons und anderer Androsten- und Androstanderivate. Zusammenhänge zwischen chemischer Konstitution und männlicher Hormonwirkung". Helvetica Chimica Acta. 18 (1): 1487–1498. doi:10.1002/hlca.193501801203. ISSN 0018-019X.

External links[edit]