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| | SECURININE Basic information |
| | SECURININE Chemical Properties |
| Melting point | 140-1420C | | alpha | D20 -1042° (c = 1 in alc) | | Boiling point | 357.82°C (rough estimate) | | density | 1.30±0.1 g/cm3 (20 ºC 760 Torr) | | refractive index | 1.5300 (estimate) | | storage temp. | Sealed in dry,2-8°C | | solubility | DMSO: ≥25mg/mL | | form | powder | | pka | 8.29±0.20(Predicted) | | color | yellow | | optical activity | [α]/D -980 to -1015 (C=1, MeOH) |
| | SECURININE Usage And Synthesis |
| Description | A constituent of the leaves of Securinega suffructicosa Rehd., the base also occurs in Phyllanthus disco ides. It is obtained as yellow crystals and is strongly laevorotatory having [α]20D - 1106°(CHC13), [α]30D - 1106°(CHC13) and[α]20D - 1042° (c 1.0, EtOH). The alkaloid yields a crystalline methiodide, m.p. 235-6°C. | | Chemical Properties | Yellow Solid | | Uses | Extracted from leaves and roots of Securinega suffruticosa Rehder. The most widely studied of these alkaloids, Securinine, is a specific GABA receptor antagonist and has been found to have significant in vivo CNS activity. | | Uses | GABAA receptor blocker, CNS stimulant | | Definition | ChEBI: Securinine is a member of indolizines. | | References | Murav'eva, Ban'kovskii., Dokl. Akad. Nauk, SSSR, 110,998 (1956)
Saito et al., Chem. & Ind., 1652 (1962)
Satoda et al., Tetrahedron Lett., 1199 (1962)
Mukherjee et al., Naturwiss., 50, 155 (1963)
Nakano et aI., Chem. & Ind., 1763 (1963)
Horii et al., ibid, 664 (1964)
Bevan et aI., ibid, 838 (1964)
Absolute configuration:
Bevan et al., Chern. Ind., 838 (1964)
Imadoetal., ibid, 1691 (1964)
Synthesis:
Horii et al., Tetrahedron, 23, 2265 (1967) |
| | SECURININE Preparation Products And Raw materials |
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