An internal standard for the quantification of memantine
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Unlabeled Version(s)
14184Memantine (hydrochloride)
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Memantine-d6 (hydrochloride)

Item No. 25463

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,5-di(methyl-d3)-tricyclo[3.3.1.13,7]decan-1-amine, monohydrochloride
CAS Number
1189713-18-5
Molecular Formula
C12H15D6N • HCl
Formula Weight
221.8
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
N[C@]12C[C@](C[C@@](C([2H])([2H])[2H])(C2)C3)(C([2H])([2H])[2H])C[C@@H]3C1.Cl
InChi Code
InChI=1S/C12H21N.ClH/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10;/h9H,3-8,13H2,1-2H3;1H/t9-,10+,11-,12-;/i1D3,2D3;
InChi Key
LDDHMLJTFXJGPI-OMVYYKOSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $183

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    1 mg

    $327

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    Product Description

    Memantine-d6 is intended for use as an internal standard for the quantification of memantine (Item No. 14184) by GC- or LC-MS. Memantine is an NMDA receptor antagonist that blocks NMDA-induced currents in rat retinal ganglion cells by 90% when used at a concentration of 12 μM.1 It reverses inhibition of dephosphorylation of the synthetic tau phosphopeptide p17 (tau194-207) induced by the endogenous inhibitor of protein phosphatase 2A (PP2A) I1PP2A in vitro.2 In vivo, memantine (2 mg/kg) restores PP2A activity, decreases GSK-3β and amyloid-β (Aβ) levels in the hippocampus, cerebral cortex, and ventricular areas, and attenuates spatial learning and memory deficits in the AAV1-I1PP2A rat model of Alzheimer's disease. Memantine (20 mg/kg) reduces responding on the ethanol-associated lever in a cue-induced ethanol-seeking test in rats.3 It also decreases secretion of matrix metalloproteinase-9 (MMP-9), degradation of collagen IV, the size of cerebral ischemia-induced brain infarcts, and neuronal cell death in a mouse model of focal cerebral ischemia.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, H.S.V., Pellegrini, J.W., Aggarwal, S.K., et al. Open-channel block of N-methyl-D-aspartate (NMDA) responses by memantine: Therapeutic advantage against NMDA receptor-mediated neurotoxicity. J. Neurosci. 12(11), 4427-4436 (1992).

    2. Wang, X., Blanchard, J., Grundke-Iqbal, I., et al. Memantine attenuates Alzheimer’s disease-like pathology and cognitive impairment. PLoS One 10(12), e0145441 (2015).

    3. Vangeliene, V., Olevska, A., and Spanagel, R. Long‐lasting effect of NMDA receptor antagonist memantine on ethanol‐cue association and relapse. J. Neurochem. 135(6), 1080-1085 (2015).

    4. Chen, Z.-Z., Yang, D.-D., Zhao, Z., et al. Memantine mediates neuroprotection via regulating neurovascular unit in a mouse model of focal cerebral ischemia. Life Sci. 150, 8-14 (2016).