Background
ChemicalBook > CAS DataBase List > Galanthamine hydrobromide

Galanthamine hydrobromide

Background
Product Name
Galanthamine hydrobromide
CAS No.
69353-21-5
Chemical Name
Galanthamine hydrobromide
Synonyms
GALANTHAMINE HYDROBROMIDE;NIVALIN;1990/4/4;nivaline;NIVALIN, HBR;zocin-6-olhbr;GALANTAMINE HBR;GALANTHAMINE HBR;jilkonhydrobromide;Galantamine N-D3 HBr
CBNumber
CB5439816
Molecular Formula
C17H22BrNO3
Formula Weight
368.27
MOL File
69353-21-5.mol
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Galanthamine hydrobromide Property

storage temp. 
Sealed in dry,Room Temperature
form 
White solid
InChI
InChI=1S/C17H21NO3.BrH/c1-18-6-5-10-7-12(19)8-14-15(10)16-11(9-18)3-4-13(20-2)17(16)21-14;/h3-4,7,12,14-15,19H,5-6,8-9H2,1-2H3;1H
InChIKey
DKGIHQCMWKXHHR-UHFFFAOYSA-N
SMILES
O(C1C=CC2CN(C)CCC3=CC(O)CC4C3C=2C=1O4)C.Br
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
DF8075000
HazardClass 
6.1(b)
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
345670
Product name
Galanthamine, Hydrobromide
Purity
A competitive and reversible inhibitor of acetylcholinesterase.
Packaging
20mg
Price
$159
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
INB0000936
Product name
(-)-GALANTHAMINE HYDROBROMIDE
Purity
95.00%
Packaging
2MG
Price
$577.38
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
INB0000936
Product name
(-)-GALANTHAMINE HYDROBROMIDE
Purity
95.00%
Packaging
10MG
Price
$748.87
Updated
2021/12/16
Crysdot
Product number
CD31001044
Product name
Galantamine Hydrobromide
Purity
95+%
Packaging
250mg
Price
$170
Updated
2021/12/16
Crysdot
Product number
CD31001044
Product name
Galantamine Hydrobromide
Purity
95+%
Packaging
1g
Price
$426
Updated
2021/12/16
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Galanthamine hydrobromide Chemical Properties,Usage,Production

Background

Galantamine Hydrobromide is the hydrobromide salt form of galantamine, a tertiary alkaloid obtained synthetically or naturally from the bulbs and flowers of Narcissus and several other genera of the Amaryllidaceae family with anticholinesterase and neurocognitive-enhancing activities. Galantamine competitively and reversibly inhibits acetylcholinesterase, thereby increasing the concentration and enhancing the action of acetylcholine (Ach). In addition, galantamine is a ligand for nicotinic acetylcholine receptors, which may increase the presynaptic release of Ach and activate postsynaptic receptors. This agent may improve neurocognitive function in mild and moderate Alzheimer's disease and may reduce abstinence-induced cognitive symptoms that promote smoking relapse[1].

General Description

A competitive and reversible inhibitor of acetylcholinesterase. Antimyasthenic agent. Can partially reverse the effects of scopolamine-induced amnesia in rats. Reported to improve learning and short-term memory in animal models.

Biological Activity

Galantamine Hydrobromide (GH) is a plant phenanthridine alkaloid which is a selective and reversible acetylcholinesterase (AChE) inhibitor found in several members of the Amaryllidaceae family, such as snowdrops. GH has been approved for symptomatic treatment of AD and vascular dementia by oral or injectable administration. GH concentration-dependent inhibition of AChE activity has antioxidative properties, involving decreased superoxide anion and NO overproduction and restoring mitochondrial membrane potential. GH also possesses memory-enhancing effects via its action as a cholinesterase inhibitor, where it modulates muscarinic transmission, and it is also an allosteric potentiating ligand (APL) of nicotinic acetylcholine receptors (nAChRs). Recently, it was reported that GH potently inhibited delayed rectifier potassium currents, β-amyloid aggregation, and cytotoxicity. These properties contribute to its effectiveness in AD therapy. However, the pharmacological properties of GH administered orally or by injection would likely cause some side effects on the gastrointestinal tract and impact other tissues, organs, and systems outside the central nervous system (CNS) in AD treatment[1].

Biochem/physiol Actions

Primary TargetAcetylcholinesterase

Clinical Use

Galantamine, which was introduced in 2001, is an alkaloid found in plants of the family Amaryllidaceae, which includes the daffodil (Narcissus pseudonarcissus) and snowflake (Leucojum aestivum). It is a reversible inhibitor of AChE, but it does not appear to inhibit butyrylcholinesterase. Because it is a tertiary amine and can cross the blood-brain barrier, it is indicated for treatment of mild-to-moderate AD and dementia. It has been used outside the U.S. for more than 30 years as an anticurare agent in anesthesia. Galantamine differs from other cholinesterase inhibitors, because it allosterically binds to nicotinic receptors, giving it a dual cholinergic action.

Metabolism

It is metabolized (75%) by CYP2D6 and CYP3A4 to afford the normethyl, O-desmethyl, and O-desmethylnormethyl metabolites, along with some other minor metabolites. Unlike tacrine, galantamine is not associated with hepatotoxicity. Its elimination half-life is 5.7 hours.

References

[1] Weize Li . “Pharmacokinetic behavior and efficiency of acetylcholinesterase inhibition in rat brain after intranasal administration of galanthamine hydrobromide loaded flexible liposomes.” Environmental toxicology and pharmacology 34 2 (2012): Pages 272-279.

Galanthamine hydrobromide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Galanthamine hydrobromide manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
Galantamine Hydrobromide;Galantamine HBr 69353-21-5
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99.0%min. HPLC
Supply Ability
10000
Release date
2024-09-10
Wuhan Cell Pharmaceutical Co., Ltd
Product
Galantamine Hydrobromide 69353-21-5
Price
US $1.00-1900.00/g
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2023-04-11
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Galantamine Hydrobromide 69353-21-5
Price
US $1900.00/kg
Min. Order
0.1kg
Purity
99% min
Supply Ability
20 tons
Release date
2022-10-17

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  • Alkaloids
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  • Enzymes, Inhibitors, and Substrates
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  • Cholinesterase
  • A to C
  • BioChemical
  • Biochemicals and Reagents
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