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Silandrone

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Chemical compound Pharmaceutical compound
Silandrone
Clinical data
Other namesTestosterone 17β-trimethylsilyl ether; Testosterone O-trimethylsilyl ether; 17β-Trimethylsilyltestosterone; O-Trimethylsilyltestosterone; 17β-(trimethylsiloxy)androst-4-en-3-one; SC-16148; NSC-95147
Routes of
administration
By mouth, intramuscular injection, subcutaneous injection
Identifiers
IUPAC name
  • (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-trimethylsilyloxy-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopentaphenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.023.414 Edit this at Wikidata
Chemical and physical data
FormulaC22H36O2Si
Molar mass360.613 g·mol
3D model (JSmol)
SMILES
  • C12CC3(1CC2O(C)(C)C)CCC4=CC(=O)CC34C
InChI
  • InChI=1S/C22H36O2Si/c1-21-12-10-16(23)14-15(21)6-7-17-18-8-9-20(24-25(3,4)5)22(18,2)13-11-19(17)21/h14,17-20H,6-13H2,1-5H3/t17-,18-,19-,20-,21-,22-/m0/s1
  • Key:HNZDTAXZHUDITM-WLNPFYQQSA-N

Silandrone (INNTooltip International Nonproprietary Name, USANTooltip United States Adopted Name) (developmental code name SC-16148), also known as testosterone 17β-trimethylsilyl ether or 17β-trimethylsilyltestosterone, as well as 17β-(trimethylsiloxy)androst-4-en-3-one, is a synthetic anabolic-androgenic steroid (AAS) and an androgen ether – specifically, the 17β-trimethylsilyl ether of testosterone – which was developed by the G. D. Searle & Company in the 1960s but was never marketed. It has a very long duration of action when given via subcutaneous or intramuscular injection, as well as significantly greater potency than that of testosterone propionate. In addition, silandrone, unlike testosterone and most esters of testosterone like testosterone propionate, is orally active.

See also

References

  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 642–. ISBN 978-1-4757-2085-3.
  2. Saunders FJ (November 1966). "A singularly long-acting ether of testosterone". Proceedings of the Society for Experimental Biology and Medicine. 123 (2): 303–4. doi:10.3181/00379727-123-31472. PMID 5951069. S2CID 21363508.
  3. Le Boeuf BJ, Allen JL (1970). "Prolonged reinstatement of sexual behavior in castrated male rats with an ether of testosterone, SC-16148". Hormones and Behavior. 1 (2): 121–125. doi:10.1016/0018-506X(70)90004-8.
  4. Chinn LJ (1969). The Chemistry and Biochemistry of Steroids. Geron-X. p. 97. ISBN 9780876720035.
Androgen receptor modulators
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens and anabolic steroids


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