An internal standard for the quantification of galantamine
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Galantamine-d3 (hydrobromide)

Item No. 26103

Technical Information
Formal Name
(4aS,6R,8aS)-3-(methoxy-d3)-11-methyl-4a,5,9,10,11,12-hexahydro-6H-benzo[2,3]benzofuro[4,3-cd]azepin-6-ol, monohydrobromide
CAS Number
2140262-53-7
Molecular Formula
C17H18D3NO3 • HBr
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Chloroform: soluble
SMILES
O[C@H]1C=C[C@]23[C@](OC4=C2C(CN(C)CC3)=CC=C4OC([2H])([2H])[2H])([H])C1.Br
InChi Code
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/i2D3;
InChi Key
QORVDGQLPPAFRS-VKZDZIIGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Galantamine-d3 is intended for use as an internal standard for the quantification of galantamine by GC- or LC-MS. Galantamine is an alkaloid originally isolated from the bulbs and flowers of Galanthus that inhibits acetylcholinesterase (AChE; IC50 = 636 nM).1 It reverses growth inhibition and inhibits apoptosis, autophagic flux, and production of reactive oxygen species (ROS) induced by amyloid-β (Aβ) in neuronally differentiated PC12 cells.2 Galantamine prevents soman toxicity and inhibits acetylcholinesterase in cynomolgus macaques (ED50s = 590 and 362 μg/kg, respectively).3 It also decreases escape latency in the Morris water maze and the total hippocampal area of Aβ plaques in an APP/PS1 transgenic mouse model of Alzheimer's disease.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rook, Y., Schmidtke, K.U., Gaube, F., et alBivalent β-carbolines as potential multitarget anti-Alzheimer agents. J. Med. Chem. 53(9), 3611-3617 (2010).

    2. Jiang, S., Zhao, Y., Zhang, T., et alGalantamine inhibits β-amyloid-induced cytostatic autophagy in PC12 cells through decreasing ROS production. Cell Prolif. 51(3), e12427 (2018).

    3. Hamilton, L.R., Schachter, S.C., and Myers, T.M. Time course, behavioral safety, and protective efficacy of centrally active reversible acetylcholinesterase inhibitors in cynomolgus macaques. Neurochem. Res. 42(7), 1962-1971 (2017).

    4. Wu, Z., Zhao, L., Chen, X., et alGalantamine attenuates amyloid-β deposition and astrocyte activation in APP/PS1 transgenic mice. Exp. Gerontol. 72, 244-250 (2015).