Bolazine - Misplaced Pages

Chemical compound Pharmaceutical compound

Bolazine
Clinical data


Other names	2α-methyl-5α-androstan-17β-ol-3-one azine
Identifiers
IUPAC name (2R,3E,5S,8R,9S,10S,13S,14S,17S)-3-phenanthren-3-ylidene]hydrazinylidene]-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopentaphenanthren-17-ol
CAS Number	4267-81-6
PubChem CID	9578205
ChemSpider	16736833
UNII	508ISH42Z9
ChEMBL	ChEMBL2104408
Chemical and physical data
Formula	C₄₀H₆₄N₂O₂
Molar mass	604.964 g·mol
3D model (JSmol)	Interactive image
SMILES C23(CC4()()3CC5(C)()4CC5O)()C/C((C)C2)=N/N=C1(C)C6(C)(CC7()()6CC8(C)()7CC8O)()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 Key:BQDZMZRUXNFTQT-KSJDNICASA-N
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Bolazine (INNTooltip International Nonproprietary Name), also known as 2α-methyl-5α-androstan-17β-ol-3-one azine, is a synthetic androgen/anabolic steroid (AAS) of the dihydrotestosterone (DHT) group which 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.

References

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 653–. ISBN 978-1-4757-2085-3.
Clemens R, Pressman P (2015). "Nutritional and Dietary Supplements: Code or Concern". Preventive Nutrition. Nutrition and Health. Springer. pp. 47–62. doi:10.1007/978-3-319-22431-2_3. ISBN 978-3-319-22430-5.

ARTooltip Androgen receptor

Agonists

17α-Alkylated 5α-dihydro-19-nortestosterone derivatives: 5α-Dihydronorethandrolone
5α-Dihydronormethandrone

5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives: 5α-Dihydrolevonorgestrel
5α-Dihydronorethisterone

SARMsTooltip Selective androgen receptor modulator

Antagonists

Agonists	Cations (incl. aluminium, calcium, gadolinium, magnesium, strontium, zinc) Dehydroandrosterone Dihydrotestosterone Estradiol L-α-Amino acids (incl. L-arginine, L-lysine, L-ornithine) Osteocalcin SHBGTooltip Sex hormone-binding globulin Testosterone

See also: Receptor/signaling modulators; Androgens and antiandrogens; Estrogen receptor modulators; Progesterone receptor modulators; List of androgens and anabolic steroids

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