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Galanthamine (hydrobromide)

CAT: 0804-HY-A0009-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-A0009-02Size:10 mM - 1 mL
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Description
Galanthamine hydrobromide (Galantamine hydrobromide) is a selective, reversible, competitive, alkaloid AChE inhibitor, with an IC50 of 0.35 µM. Galanthamine hydrobromide is a potent allosteric potentiating ligand (APL) of human α3β4, α4β2, α6β4 nicotinic receptors (nAChRs) . Galanthamine hydrobromide is developed for the research of Alzheimer's disease (AD) [1][2][3].
CAS Number
1953-04-4
Product Name Alternative
Galantamine (hydrobromide)
UNSPSC
12352005
Hazard Statement
H301
Target
Cholinesterase (ChE) ; nAChR
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Galanthamine-hydrobromide.html
Purity
99.93
Solubility
DMSO : 12.5 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : 16.67 mg/mL (ultrasonic; warming; heat to 80°C)
Smiles
O[C@@H]1C[C@@H]2OC3=C4C(CN(C)CC[C@]42C=C1)=CC=C3OC.Br
Molecular Formula
C17H22BrNO3
Molecular Weight
368.27
Precautions
H301
References & Citations
[1]L J Scott, et al. Galantamine: a review of its use in Alzheimer's disease. Drugs. 2000 Nov;60 (5) :1095-122.|[2]Marek Samochocki, et al. Galantamine is an allosterically potentiating ligand of neuronal nicotinic but not of muscarinic acetylcholine receptors. Pharmacol Exp Ther. 2003 Jun;305 (3) :1024-36.|[3]Acharya Balkrishna, et al. Anti-Acetylcholinesterase Activities of Mono-Herbal Extracts and Exhibited Synergistic Effects of the Phytoconstituents: A Biochemical and Computational Study. Molecules. 2019 Nov; 24 (22) : 4175.|[4]Balpreet Matharu, et al. Galantamine inhibits beta-amyloid aggregation and cytotoxicity. J Neurol Sci. 2009 May 15;280 (1-2) :49-58.|[5]Debby Van Dam, et al. Symptomatic effect of donepezil, rivastigmine, galantamine and memantine on cognitive deficits in the APP23 model. Psychopharmacology (Berl) . 2005 Jun;180 (1) :177-90.|[6]Johan Monbaliu, et al. Pharmacokinetics of galantamine, a cholinesterase inhibitor, in several animal species. Arzneimittelforschung. 2003;53 (7) :486-95.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
AChE
Citation 01
Acta Pharmacol Sin. 2024 Jun;45 (6) :1160-1174.|Antioxidants (Basel) . 2022 Jun 23;11 (7) :1228.|Free Radic Biol Med. 2019 Dec;145:20-32.|Heliyon. 2024 Jun 3;10 (11) :e32322.|Antioxidants (Basel) . 2022 Feb 14;11 (2) :385.|Asian Pac J Trop Med. 2018, 8 (10) :500-512.|Biochem Pharmacol. 2020 Oct;180:114139.|bioRxiv. 2024 Apr 3:2023.06.02.542933.|bioRxiv. 2025 Sep 21.|J Chromatogr A. 2023 Oct 11:1708:464330.|J Pharmacol Sci. 2022 Apr;148 (4) :364-368.|Microorganisms. 2022 Oct 21;10 (10) :2089.|Nat Commun. 2023 Apr 17;14 (1) :2182.|PLoS Biol. 2024 Jun 27;22 (6) :e3002672.|Research Square Preprint. June 16th, 2022.

Chemical Information

Galantamine Hydrobromide

Galanthamine hydrobromide is the hydrobromide salt of galanthamine. It contains a galanthamine(1+).

CAS Number1953-04-4
PubChem CID121587
IUPAC Name(1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol;hydrobromide
Molecular FormulaC17H22BrNO3
Molecular Weight368.3
Topological Polar Surface Area41.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count22
Formal Charge0
Complexity440
SMILES
CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O.Br
InChI
InChI=1S/C17H21NO3.BrH/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;/h3-6,12,14,19H,7-10H2,1-2H3;1H/t12-,14-,17-;/m0./s1
InChIKey
QORVDGQLPPAFRS-XPSHAMGMSA-N
Chemical Structure
2D Structure
2D structure of Galantamine Hydrobromide
CAS: 1953-04-4
CID: 121587
Formula: C17H22BrNO3
MW: 368.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight368.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass367.07831
Monoisotopic Mass367.07831
Topological Polar Surface Area41.9 Ų
Heavy Atom Count22
Formal Charge0
Complexity440
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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