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vomicine

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vomicine Basic information

Product Name:
vomicine
Synonyms:
  • vomicine
  • 12-Hydroxy-N-methylpseudostrychinine
  • 4-Hydroxy-19-methyl-16,19-secostrychinidine-10,16-dione
  • C09255
  • Struxine
  • Strychnicine
  • 12H-6a,4-(Ethaniminomethano)indolo[3,2,1-ij]oxepino[2,3,4-de]quinoline-6,12(2H)-dione, 4a,5,13,13a,13b,13c-hexahydro-10-hydroxy-16-methyl-, (4aR,6aS,13aS,13bR,13cS)-
  • inhibit,Inhibitor,activity,Vomicine,alkaloid,antidiabetic
CAS:
125-15-5
MF:
C22H24N2O4
MW:
380.44
Mol File:
125-15-5.mol
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vomicine Chemical Properties

Melting point:
286-290℃ (dec.)
alpha 
D22 +80° (c = 0.5 in alc)
Boiling point:
508.07°C (rough estimate)
Density 
1.44±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 
1.6500 (estimate)
pka
9.18±0.20(Predicted)
form 
Solid
color 
White to off-white
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vomicine Usage And Synthesis

Description

Schaefer has obtained this base from old seeds of Strychnos Nux-vomica which had deteriorated where is occurs to the extent of about 0.1 per cent. It forms colourless crystals from EtOH which become yellow on exposure to light. With H2S04 it gives a colourless solution that becomes green on the addition of potassium dichromate. From the available evidence it seems likely that it is not a true alkaloid but a decomposition product of either strychnine or brucine.

Uses

Vomicine is an antiplasmoidal alkaloid extracted from the stem bark of Strychnos malacoclados and is useful against malaria.

Definition

ChEBI: Vomicine is a member of carbazoles.

References

Schaefer.,J. Amer. Pharm. Assoc., 3,1677 (1914)

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