| Identification | Back Directory | [Name]
protostephanine | [CAS]
549-28-0 | [Synonyms]
protostephanine
6,7,8,9-Tetrahydro-2,3,10,12-tetramethoxy-7-methyl-5H-dibenz[d,f]azonine
5H-Dibenz[d,f]azonine, 6,7,8,9-tetrahydro-2,3,10,12-tetramethoxy-7-methyl- | [Molecular Formula]
C21H27NO4 | [MOL File]
549-28-0.mol | [Molecular Weight]
357.44 |
| Chemical Properties | Back Directory | [Melting point ]
84-86° (Pecherer); mp 75° (Kondo) | [Boiling point ]
518.5±50.0 °C(Predicted) | [density ]
1.095±0.06 g/cm3(Predicted) | [pka]
8.75±0.20(Predicted) |
| Hazard Information | Back Directory | [Description]
A Stephania alkaloid, this base is found in S. japonica Miers. It forms colourless
prisms from MeOH which contain solvent of crystallization, m.p. 75°C. The
solvent may be removed under vacuum when the dry alkaloid has a higher
melting point of 90-S°C. It is optically inactive and yields crystalline saits, e.g.
the hydrochloride, m.p. 150°C (dec.); platinichloride, orange prisms, m.p. 223°C
(dec.); methiodide, m.p. 220-loC and the methomethylsulphate, m.p. 235°C
after sintering at 227°C. The structure has recently been confirmed by a synthesis
which follows a route related to the biosynthetic pathway. | [References]
Kondo, Watanabe., J. Pharrn. Soc., Japan, 58,46 (1938)
Kondo, Takeda., Chern. Abstr., 49, 1076 (1955)
Synthesis:
Battersby et al., Chern. Cornrnun., 20, 1214 (1968) |
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