| Identification | Back Directory | [Name]
GALANTHAMINONE | [CAS]
510-77-0 | [Synonyms]
(4aS
8aS)-
Narwedine
GALANTHAMINONE
Galanthaminone
Narwedine
Galantamine Hydrobromide Lycoremine
GalantaMinone (GalantaMine IMpurity A)
GalantaMine interMediate ((-)-Narwedine)
(4AS,8aS)-3-methoxy-11-methyl-9,10,11,12-tetrahydro-4aH-benzo[2,3]benzofuro[4,3-cd]azepin-6(5H
(4aS,8aS)-4a,5,9,10,11,12-Hexahydro-3-Methoxy-11-Methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one
6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-one,4a,5,9,10,11,12-hexahydro-3-Methoxy-11-Methyl-, (4aS,8aS)- | [Molecular Formula]
C17H19NO3 | [MDL Number]
MFCD08063719 | [MOL File]
510-77-0.mol | [Molecular Weight]
285.34 |
| Chemical Properties | Back Directory | [Appearance]
White to Off-White | [Melting point ]
175-180°C (dec.) | [Boiling point ]
397.4±42.0 °C(Predicted) | [density ]
1.28±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO : 10 mg/mL (35.05 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble) | [form ]
Cryst. | [pka]
7.84±0.20(Predicted) | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-White | [Uses]
A metabolite of Galanthamine, a selective acetylcholinesterase inhibitor | [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.). | [Definition]
ChEBI: Narwedine is a benzazepine. | [target]
AChR | IL Receptor | [References]
Boit, Dapke, Beitner., Chem. Ber., 90,2197 (1957) |
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