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510-77-0

510-77-0 Structure

510-77-0 Structure
IdentificationBack 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 PropertiesBack 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)
[color ]

White to off-white
[InChI]

InChI=1S/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m0/s1
[InChIKey]

QENVUHCAYXAROT-YOEHRIQHSA-N
[SMILES]

N1(C)CC2=CC=C(OC)C3O[C@]4([H])[C@@](C=CC(=O)C4)(C2=3)CC1
[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 InformationBack 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)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H331-H301
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501
Spectrum DetailBack Directory
[Spectrum Detail]

GALANTHAMINONE(510-77-0)1HNMR
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