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Tiomesterone structure.svg
CAS number 2205-73-4 YesY
PubChem 16626
Jmol-3D images Image 1
Molecular formula C24H34O4S2
Molar mass 450.65 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Tiomesterone is an anabolic steroid.


Extension of the chain of double bonds in androstenes provides yet another site for modifying the basic structure.

Thiomestrone synthesis.png

Bromination of the intermediate that features the 1,4-dien-3-one system proceed on the allylic position at C6. Dehydrobromination by means of lithium carbonate in DMF leads to formation of the 1,4,6-trien-3-one system. Treatment of that intermediate with thioacetic acid proceeds to add one thiol group to each end of the conjugated systems to afford the bisthiolated product thiomestrone.[1]


  1. ^ Krämer, J. M.; Brückner, K.; Irmscher, K.; Bork, K. H. (1963). "Darstellung von mercapto-substituierten 3-Keto-steroiden der Androstan-Reihe". Chemische Berichte 96 (10): 2803. doi:10.1002/cber.19630961040.  edit