metaphanine
- Product Name
- metaphanine
- CAS No.
- 1805-86-3
- Chemical Name
- metaphanine
- Synonyms
- metaphanine;8β,10β-Epoxy-8-hydroxy-3,4-dimethoxy-17-methylhasubanan-7-one
- CBNumber
- CB41480649
- Molecular Formula
- C19H23NO5
- Formula Weight
- 345.38962
- MOL File
- 1805-86-3.mol
metaphanine Property
- Melting point:
- 232°; mp 205-206° for the dl-form (Ibuka)
- pka
- 6.03(at 25℃)
metaphanine Chemical Properties,Usage,Production
Description
This alkaloid was first isolated by Kondo and Sanada from the stems of Stephania japonica Miers and has subsequently been discovered in S. abyssinica (Dill. and Rich.) Walp. The alkaloid was originally stated to be optically inactive but more recent determinations show [α]25D ~ 21° (c 1.0, CHC13). The original formula of ClsH2903N has also been altered to that given above. The ultraviolet spectrum in EtOH has two absorption maxima at 205 and 285 mil. The base yields a monoacetate, m.p. 150°C. The structure has been determined primarily from the mass spectrum.
References
Kondo, Sanada., J. Pharrn. Soc., Japan, 44, 5 (1924)
Kondo, Sanada., ibid, 47, 31, 126 (1927)
Kondo, Sanada., ibid, 48,163 (1928)
Tomita et ai., Tetrahedron Lett., 3605 (1964)
de Waal, Prinsloo, Arndt., ibid, 6169 (1966)
Mass spectrum:
Tomita, Kato, Ibuka., Tetrahedron Lett., 1019 (1965)