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mepitiostane
Sign in to saveMepitiostane, sold under the brand name Thioderon, is an orally active antiestrogen and anabolic–androgenic steroid (AAS) of the dihydrotestosterone (DHT) group which is marketed in Japan as an antineoplastic agent for the treatment of breast cancer. It is a prodrug of epitiostanol. The drug was patented and described in 1968.
Chemical data
- Formula
- C25H40O2S
- Molecular weight
- 404.7 g/mol
- IUPAC name
- (1S,2S,4R,6S,8S,11R,12S,15S,16S)-15-(1-methoxycyclopentyl)oxy-2,16-dimethyl-5-thiapentacyclo[9.7.0.02,8.04,6.012,16]octadecane
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC4(CCCC4)OC)CC[C@@H]5[C@@]3(C[C@@H]6[C@H](C5)S6)C
- InChIKey
- IVDYZAAPOLNZKG-KWHRADDSSA-N
- XLogP
- 6.6
- Polar surface area
- 43.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
39 papers- [Complete remission by mepitiostane in hypoplastic leukemia].[Rinsho ketsueki] The Japanese journal of clinical hematology · 1989
- Adjuvant endocrine therapy for operable breast cancer using the antiestrogen mepitiostane: a preliminary report.Gan · 1980
- Determination of mepitiostane metabolites in human urine by liquid chromatography/tandem mass spectrometry for sports drug testing.Journal of pharmaceutical and biomedical analysis · 2015
- Regression of a presumed meningioma with the antiestrogen agent mepitiostane. Case report.Journal of neurosurgery · 2000
- [Effect of an oral anti-estrogen agent (mepitiostane) on the regression of intracranial meningiomas in the elderly].Brain and nerve = Shinkei kenkyu no shinpo · 2014
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 404.274902
Show 3 more facts
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC4(CCCC4)OC)CC[C@@H]5[C@@]3(C[C@@H]6[C@H](C5)S6)C
- canonical SMILES
- CC12CCC3C(C1CCC2OC4(CCCC4)OC)CCC5C3(CC6C(C5)S6)C
- chemical formula
- C₂₅H₄₀O₂S
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Society and culture
- Generic names
- References
Mepitiostane, sold under the brand name Thioderon, is an orally active antiestrogen and anabolic–androgenic steroid (AAS) of the dihydrotestosterone (DHT) group which is marketed in Japan as an antineoplastic agent for the treatment of breast cancer. It is a prodrug of epitiostanol. The drug was patented and described in 1968.
==Medical uses== Mepitiostane is used as an antiestrogen and antineoplastic agent in the treatment of breast cancer. It is also used as an AAS in the treatment of anemia of renal failure. A series of case reports have found it to be effective in the treatment of an estrogen receptor (ER)-dependent meningiomas as well.
Excerpted from Wikipedia’s “mepitiostane” article, available under the CC BY-SA 4.0 licence.