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2134-83-0

2134-83-0 Structure

2134-83-0 Structure
IdentificationBack Directory
[Name]

vobasine
[CAS]

2134-83-0
[Synonyms]

vobasine
Vobasan-17-oic acid, 3-oxo-, methyl ester
[Molecular Formula]

C21H24N2O3
[MOL File]

2134-83-0.mol
[Molecular Weight]

352.43
Chemical PropertiesBack Directory
[Melting point ]

111-113 °C
[Boiling point ]

526.8±50.0 °C(Predicted)
[density ]

1?+-.0.06 g/cm3(Predicted)
[pka]

14.95±0.40(Predicted)
Hazard InformationBack Directory
[Description]

A further alkaloid occurring in Voacanga africana, the base forms cubic crystals from MeOH and is strongly laevorotatory with [α]23D- 158.5° (c 1.0, CHCI3) or - 148.3° (c 1.0, MeOH). The ultraviolet spectrum has two absorption maxima at 239 and 315 mμ. The alkaloid forms a hydrochloride as prismatic plates from MeOH, m.p. 245-8°C (dec.); [α]22D - 120.1° (c 1.0, MeOH); the methiodide, m.p. 212-4°C (dec.); [α]23D - 117.2° (c 1.0, MeOH) and the 2:4-dinitrophenylhydrazone as deep red crystals, m.p. 172-5°C.
[Definition]

ChEBI: An indole alkaloid that is vobasan in which the bridgehead methyl group is substituted by a methoxycarbonyl group and an additional oxo substituent is present in the 3-position.
[References]

Renner., Experientia, 15, 185 (1959) Renner, Prins., ibid, 17,209 (1961) Renneretal., Helv. Chim. Acta, 46,2186 (1963) Cava et al., Tetrahedron Lett., 53 (1963) Budzikiewicz et al., Bull. Soc. Chim. Fr., 1899 (1963)
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