Epitiostanol

Epitiostanol
Clinical data
Trade names	Thiodrol
Other names	Epithiostanol; Epithioandrostanol; 10275-S; 2α,3α-Epithio-5α-androstan-17β-ol; 2α,3α-Epithio-4,5α-dihydrotestosterone; 2α,3α-Epithio-DHT
Routes of; administration	Intramuscular injection
Drug class	Androgen; Anabolic steroid; Antiestrogen
Identifiers
	IUPAC name (1S,3AS,3bR,5aS,6aS,7aR,8aS,8bS,10aS)-8a,10a-dimethylhexadecahydro-1H-cyclopenta[7,8]phenanthro[2,3-b]thiiren-1-ol;
CAS Number	2363-58-8 ;
PubChem CID	3243;
ChemSpider	391989;
UNII	YE7586973L;
CompTox Dashboard (EPA)	DTXSID2045367 ;
Chemical and physical data
Formula	C19H30OS
Molar mass	306.51 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC12CCC3C(C1CCC2O)CCC4C3(CC5C(C4)S5)C;
	InChI InChI=InChI=1S/C19H30OS/c1-18-8-7-14-12(13(18)5-6-17(18)20)4-3-11-9-15-16(21-15)10-19(11,14)2/h11-17,20H,3-10H2,1-2H3; Key:OBMLHUPNRURLOK-UHFFFAOYSA-N;

Epitiostanol, sold under the brand name Thiodrol, is an injected antiestrogen and anabolic–androgenic steroid (AAS) of the dihydrotestosterone (DHT) group which was described in the literature in 1965 and has been marketed in Japan as an antineoplastic agent for the treatment of breast cancer since 1977.^[1]^[2]^[3]^[4]^[5]

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 492–. ISBN 978-1-4757-2085-3.
^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 394–. ISBN 978-3-88763-075-1.
^ Timmerman H (20 November 1995). QSAR and Drug Design: New Developments and Applications. Elsevier. pp. 125, 145. ISBN 978-0-08-054500-4.
^ William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1455–. ISBN 978-0-8155-1856-3.
^ Matsuzawa A, Yamamoto T (December 1977). "Antitumor effect of two oral steroids, mepitiostane and fluoxymesterone, on a pregnancy-dependent mouse mammary tumor (TPDMT-4)". Cancer Research. 37 (12): 4408–4415. PMID 922732.