metaphanine

metaphanine Basic information
Product Name:metaphanine
Synonyms:metaphanine;8β,10β-Epoxy-8-hydroxy-3,4-dimethoxy-17-methylhasubanan-7-one
CAS:1805-86-3
MF:C19H23NO5
MW:345.38962
EINECS:
Product Categories:
Mol File:1805-86-3.mol
metaphanine Structure
metaphanine Chemical Properties
Melting point 232°; mp 205-206° for the dl-form (Ibuka)
pka6.03(at 25℃)
Safety Information
MSDS Information
metaphanine Usage And Synthesis
DescriptionThis 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.
ReferencesKondo, 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)
metaphanine Preparation Products And Raw materials
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