Galantamine hydrobromide

Names

[ CAS No. ]:
1953-04-4

[ Name ]:
Galantamine hydrobromide

[Synonym ]:
(4aS,6R,8aS)-3-Methoxy-11-methyl-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-olhydrobromid
NIVALIN,HBR
MFCD00067672
(4aS,6R,8aS)-3-methoxy-11-methyl-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-ol hydrobromide
(4aS,6R,8aS)-3-méthoxy-11-méthyl-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazépin-6-ol bromhydrate
Galanthamine hydrobromide (1:1)
GALANTHAMIDE HYDROBROMIDE
[3H]-Galantamine hydrobromide
UNII:5N4SA4KQX9
galanthamine bromhydrate (1:1)
Galantamine hydrobromide (JAN/USAN)
Galanthamine HBr
Galanthamine (hydrobromide)
Galantamine hydrobromide
(-)-Galanthaminium bromide
NIVALIN
6H-Benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4aS,6R,8aS)-, hydrobromide (1:1)
galanthaminhydrobromid(1:1)
GALANTHAMINE HYDROBROMIDUM
EINECS 217-780-5
GALANTAMINE HBR
6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4aS,6R,8aS)-, hydrobromide

Biological Activity

[Description]:

Galanthamine hydrobromide is a long-acting, centrally active acetylcholinesterase(AChE) inhibitor (IC50 = 410 nM) and allosteric potentiator at neuronal nicotinic ACh receptors. IC50 Value: 410 nM Target: AChEGalanthamine hydrobromide prevents β-amyloid-induced apoptosis in SH-SY5Y and bovine chromaffin cells. Long-term administration reduces amyloid precursor protein deposition and neurodegeneration in a mouse model of Alzheimer's disease.

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> AChE

Research Areas >> Neurological Disease

[References]

[1]. Kita Y, Ago Y, Takano E, Fukada A, Takuma K, Matsuda T.Galantamine increases hippocampal insulin-like growth factor 2 expression via α7 nicotinic acetylcholine receptors in mice.Psychopharmacology (Berl). 2012 Aug 30.

[2]. Berkov S, Viladomat F, Codina C, Suárez S, Ravelo A, Bastida J.GC-MS of amaryllidaceous galanthamine-type alkaloids.J Mass Spectrom. 2012 Aug;47(8):1065-73.

[3]. Park CW, Son DD, Kim JY, Oh TO, Ha JM, Rhee YS, Park ES.Investigation of formulation factors affecting in vitro and in vivo characteristics of a galantamine transdermal system.Int J Pharm. 2012 Oct 15;436(1-2):32-40. Epub 2012 Jul 5.

[4]. Park YS, Kim SH, Kim SY, Kim YH, Lee MH, Yang SC, Shaw LM, Kang JS.Quantification of Galantamine in Human Plasma by Validated Liquid Chromatography-Tandem Mass Spectrometry using Glimepride as an Internal Standard: Application to Bioavailability Studies in 32 Healthy Korean Subjects.J Chromatogr Sci. 2012 Jun 28.

[5]. Arias et al Galantamine prevents apoptosis induced by b-amyloid and thapsigargin: involvement of nicotinic acetycholine receptors. Neuropharmacology (2004) 46 103.

[Related Small Molecules]

Chemical & Physical Properties

[ Melting Point ]:
256 °C

[ Molecular Formula ]:
C₁₇H₂₂BrNO₃

[ Molecular Weight ]:
368.266

[ Exact Mass ]:
367.078308

[ PSA ]:
41.93000

[ LogP ]:
2.74630

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
-95 ° (C=1.4, H2O)

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T

[ Risk Phrases ]:
R25:Toxic if swallowed.

[ Safety Phrases ]:
45-36/37/39-22

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
DF8075000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Systematic evaluation of commercially available ultra-high performance liquid chromatography columns for drug metabolite profiling: optimization of chromatographic peak capacity.

J. Chromatogr. A. 1374 , 122-33, (2014)

The present study investigated the practical use of modern ultra-high performance liquid chromatography (UHPLC) separation techniques for drug metabolite profiling, aiming to develop a widely applicab...

Galantamine-loaded PLGA nanoparticles, from nano-emulsion templating, as novel advanced drug delivery systems to treat neurodegenerative diseases.

Nanoscale 7 , 12076-84, (2015)

Polymeric nanoparticles could be promising drug delivery systems to treat neurodegenerative diseases. Among the various methods of nanoparticle preparation, nano-emulsion templating was used in the pr...

Acetylcholine excites neocortical pyramidal neurons via nicotinic receptors.

J. Neurophysiol. 113 , 2195-209, (2015)

The neuromodulator acetylcholine (ACh) shapes neocortical function during sensory perception, motor control, arousal, attention, learning, and memory. Here we investigate the mechanisms by which ACh a...