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GALANTHAMINONE

Basic information Safety Supplier Related

GALANTHAMINONE Basic information

Product Name:
GALANTHAMINONE
Synonyms:
  • GALANTHAMINONE
  • Narwedine
  • (4aS
  • 8aS)-
  • (4aS,8aS)-4a,5,9,10,11,12-Hexahydro-3-Methoxy-11-Methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one
  • GalantaMine interMediate ((-)-Narwedine)
  • GalantaMinone (GalantaMine IMpurity A)
  • 6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-one,4a,5,9,10,11,12-hexahydro-3-Methoxy-11-Methyl-, (4aS,8aS)-
CAS:
510-77-0
MF:
C17H19NO3
MW:
285.34
Product Categories:
  • raw materials
  • Various Metabolites and Impurities
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites
  • Pharmaceuticals
Mol File:
510-77-0.mol
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GALANTHAMINONE Chemical Properties

Melting point:
175-180°C (dec.)
Boiling point:
397.4±42.0 °C(Predicted)
Density 
1.28±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO : 10 mg/mL (35.05 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form 
Cryst.
pka
7.84±0.20(Predicted)
color 
White to off-white
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GALANTHAMINONE Usage And Synthesis

Description

This alkaloid occurs in several families of the Amaryllidaceae and is obtained as colourless prisms when crystallized from Me2CO. It is dextrorotatory with [α]25D + 100° (c 0.2, CHC13). It forms a crystalline picrate, m.p. 123°C; a methiodide, m.p. 195-6°C and a semicarbazone, indicative of a keto group, m.p. 240-1 °c (dec.).

Chemical Properties

White to Off-White

Uses

A metabolite of Galanthamine, a selective acetylcholinesterase inhibitor

Uses

Narwedine is the biogenetic precursor of galanthamine, has been studied as a respiratory stimulator. It increases the amplitude and decreases the frequency of cardiac contractions and would therefore be of value in reducing blood loss during surgery. It also inhibits the action of narcotics and hypnotics, and increases the analgesic effect of morphine as well as the pharmacological effects of caffeine, carbazole, arecoline, and nicotine.

Definition

ChEBI: Narwedine is a benzazepine.

target

AChR | IL Receptor

References

Boit, Dapke, Beitner., Chem. Ber., 90,2197 (1957)

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