protostephanine
- CAS No.
- 549-28-0
- Chemical Name:
- protostephanine
- 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-
- CBNumber:
- CB41481015
- Molecular Formula:
- C21H27NO4
- Molecular Weight:
- 357.44
- MDL Number:
- MOL File:
- 549-28-0.mol
| 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) |
| FDA UNII | 8HEL0402TN |
protostephanine Chemical Properties,Uses,Production
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)