Bolazine

Bolazine

Identifiers
IUPAC name (2R,3E,5S,8R,9S,10S,13S,14S,17S)-3-[(E)-[(10S,13R)-15-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-ylidene]hydrazinylidene]-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-ol
CAS Number	4267-81-6 Y
PubChem CID	9578205
ChemSpider	16736833 N
UNII	508ISH42Z9
ChEMBL	CHEMBL2104408 N
Chemical and physical data
Formula	C40H64N2O2
Molar mass	604.95 g/mol
3D model (Jmol)	Interactive image
SMILES C[C@@]23[C@](CC[C@]4([H])[C@@]([H])3CC[C@@]5(C)[C@]([H])4CC[C@@H]5O)([H])C/C([C@H](C)C2)=N/N=C1[C@H](C)C[C@@]6(C)[C@](CC[C@]7([H])[C@@]([H])6CC[C@@]8(C)[C@]([H])7CC[C@@H]8O)([H])C/1
InChI InChI=1S/C40H64N2O2/c1-23-21-39(5)25(7-9-27-29-11-13-35(43)37(29,3)17-15-31(27)39)19-33(23)41-42-34-20-26-8-10-28-30-12-14-36(44)38(30,4)18-16-32(28)40(26,6)22-24(34)2/h23-32,35-36,43-44H,7-22H2,1-6H3/b41-33+,42-34+/t23-,24-,25+,26+,27+,28+,29+,30+,31+,32+,35+,36+,37+,38+,39+,40+/m1/s1 N Key:BQDZMZRUXNFTQT-KSJDNICASA-N N
NY (what is this?)  (verify)

Bolazine (INN), also known as 2α-methyl-5α-androstan-17β-ol-3-one azine, is a synthetic androgenic-anabolic steroid (AAS) of the dihydrotestosterone (DHT) group that was never marketed. It is not orally active and is used as the ester prodrug bolazine capronate (brand name Roxilon Inject) via depot intramuscular injection. Bolazine has a unique and unusual chemical structure, being a dimer of drostanolone linked at the C3 position of the A-ring by an azine group, and reportedly acts as a prodrug of drostanolone.

See also

• Mebolazine