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M9292

Sigma-Aldrich

Memantine hydrochloride

≥98% (GC), powder, NMDA glutamate receptor antagonist

Synonym(s):

3,5-Dimethyl-1-adamantanamine hydrochloride, 3,5-Dimethylamantadine hydrochloride, 3,5-Dimethyltricyclo[3.3.1.13,7]decan-1-amine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H21N · HCl
CAS Number:
41100-52-1
Molecular Weight:
215.76
EC Number:
255-219-6
MDL number:
MFCD00214336
UNSPSC Code:
12352200
PubChem Substance ID:
24277990
NACRES:
NA.77

product name

Memantine hydrochloride, ≥98% (GC)

Assay

≥98% (GC)

form

powder

originator

Forest Labs

SMILES string

Cl.C[C@]12CC3C[C@](C)(C1)CC(N)(C3)C2

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-;

InChI key

LDDHMLJTFXJGPI-VXMZOEJHSA-N

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

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Application

Memantine hydrochloride has been used:
  • as a media supplement to serve as a control to study the neuroprotective effects of erythropoietin in N-methyl-D-aspartate receptor-induced toxicity
  • to intraperitoneally inject experimental animal to study its effect on traumatic injury
  • as a test compound to determine the dynamic range and selectivity of retinal pigment epithelium tissue penetration

Biochem/physiol Actions

Low-affinity NMDA glutamate receptor antagonist; stimulates dopamine release.
Memantine is effective against Alzheimer′s disease and Parkinson′s disease. It is also useful in treating epilepsy, motor neurone disease and trauma.

Features and Benefits

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Forest Labs. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dementia of Alzheimer?s disease and other neurodegenerative disorders-memantine, a new hope
Sonkusare SK, et al.
Pharmacological Research, 51(1), 1-17 (2005)
Targeting different pathophysiological events after traumatic brain injury in mice: Role of melatonin and memantine
Kelestemur T, et al.
Neuroscience Letters, 612(1), 92-97 (2016)
Anton N Shuvaev et al.
Brain sciences, 12(4) (2022-04-22)
Memantine is an FDA approved drug for the treatment of Alzheimer's disease. It reduces neurodegeneration in the hippocampus and cerebral cortex through the inhibition of extrasynaptic NMDA receptors in patients and mouse models. Potentially, it could prevent neurodegeneration in other
M Weller et al.
Brain research, 613(1), 143-148 (1993-06-04)
Effects of amantadine and memantine on NMDA receptor-mediated glutamate toxicity were studied in cultured cerebellar, cortical and mesencephalic neurons. Both drugs protected cerebellar and cortical neurons against glutamate toxicity, memantine being consistently more effective than amantadine but less effective than
Anton N Shuvaev et al.
International journal of molecular sciences, 22(15) (2021-08-08)
Spinocerebellar ataxias are a family of fatal inherited diseases affecting the brain. Although specific mutated proteins are different, they may have a common pathogenetic mechanism, such as insufficient glutamate clearance. This function fails in reactive glia, leading to excitotoxicity and
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