SECURININE
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SECURININE ??
- ???
- 140-1420C
- ??
- D20 -1042° (c = 1 in alc)
- ?? ?
- 357.82°C (rough estimate)
- ??
- 1.30±0.1 g/cm3 (20 ºC 760 Torr)
- ???
- 1.5300 (estimate)
- ?? ??
- Sealed in dry,2-8°C
- ???
- DMSO: ≥25mg/mL
- ??? ??
- ??
- ?? ?? (pKa)
- 8.29±0.20(Predicted)
- ??
- ???
- ?? ??
- [α]/D -980 to -1015 (C=1, MeOH)
- InChI
- InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1
- InChIKey
- SWZMSZQQJRKFBP-WZRBSPASSA-N
- SMILES
- N12CCCC[C@]1([H])[C@]13C[C@@]2([H])C=CC1=CC(=O)O3
??
- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | T,Xn | ||
|---|---|---|---|
| ?? ???? ?? | 23/24/25-22 | ||
| ????? | 36/37/39-45 | ||
| WGK ?? | 3 | ||
| RTECS ?? | VS4115000 |
SECURININE C??? ??, ??, ??
??
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.??? ??
Yellow Solid??
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.?? ??
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 ?? ?? ? ???
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SECURININE ?? ??
???( 199)?? ??
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