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mebolazine
Sign in to saveMebolazine (; brand names Dostalon and Roxilon; also known as dimethazine, dymethazine, di(methasterone) azine, or 2α,17α-dimethyl-5α-androstan-17β-ol-3-one azine) is a synthetic, orally active androgen/anabolic steroid (AAS) and a 17α-alkylated derivative of dihydrotestosterone (DHT) which is no longer marketed. It has a unique and unusual chemical structure, being a dimer of methasterone linked at the 3-position of the A-ring by an azine group, and reportedly acts as a prodrug of methasterone.
Chemical data
- Formula
- C42H68N2O2
- Molecular weight
- 633 g/mol
- IUPAC name
- (3Z)-3-[(Z)-(17-hydroxy-2,10,13,17-tetramethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylidene)hydrazinylidene]-2,10,13,17-tetramethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
- SMILES
- CC1/C(=N\N=C\2/C(CC3(C4C(C5C(C(CC5)(O)C)(CC4)C)CCC3C2)C)C)/CC6C(C1)(C7C(C8C(C(CC8)(O)C)(CC7)C)CC6)C
- InChIKey
- POPWFGNRCCUJGU-ZWHQLJQGSA-N
- XLogP
- 9.6
- Polar surface area
- 65.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 632.528079
Show 4 more facts
- chemical formula
- C₄₂H₆₈N₂O₂
- canonical SMILES
- CC1CC2(C(CCC3C2CCC4(C3CCC4(C)O)C)CC1=NN=C5CC6CCC7C8CCC(C8(CCC7C6(CC5C)C)C)(C)O)C
- isomeric SMILES
- CC1/C(=N\N=C\2/C(CC3(C4C(C5C(C(CC5)(O)C)(CC4)C)CCC3C2)C)C)/CC6C(C1)(C7C(C8C(C(CC8)(O)C)(CC7)C)CC6)C
- Commons category
- Mebolazine
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Mebolazine (; brand names Dostalon and Roxilon; also known as dimethazine, dymethazine, di(methasterone) azine, or 2α,17α-dimethyl-5α-androstan-17β-ol-3-one azine) is a synthetic, orally active androgen/anabolic steroid (AAS) and a 17α-alkylated derivative of dihydrotestosterone (DHT) which is no longer marketed. It has a unique and unusual chemical structure, being a dimer of methasterone linked at the 3-position of the A-ring by an azine group, and reportedly acts as a prodrug of methasterone.
Since 2008, mebolazine has been used illegally as an ingredient is some dietary supplements, including vitamin B supplements, and in the United States the Food and Drug Administration has taken legal action against such manufacturers.
Excerpted from Wikipedia’s “mebolazine” article, available under the CC BY-SA 4.0 licence.