memantine   Click here for help

GtoPdb Ligand ID: 4253

Synonyms: Axura® | Ebixa® | Namenda®
Approved drug
memantine is an approved drug (EMA (2002), FDA (2003))
Compound class: Synthetic organic
Comment: Memantine is a non-competitive NMDA receptor antagonist approved for Alzheimer's disease but is also being studied in non-dementia psychiatric disorders [1] .
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 26.02
Molecular weight 179.17
XLogP 3.52
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC12CC3CC(C1)(C)CC(C2)(C3)N
Isomeric SMILES CC12CC3CC(C1)(C)CC(C2)(C3)N
InChI InChI=1S/C12H21N/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10/h9H,3-8,13H2,1-2H3
InChI Key BUGYDGFZZOZRHP-UHFFFAOYSA-N
References
1. Sani G, Serra G, Kotzalidis GD, Romano S, Tamorri SM, Manfredi G, Caloro M, Telesforo CL, Caltagirone SS, Panaccione I et al.. (2012)
The role of memantine in the treatment of psychiatric disorders other than the dementias: a review of current preclinical and clinical evidence.
CNS Drugs, 26 (8): 663-90. [PMID:22784018]
2. Wilkinson D, Wirth Y, Goebel C. (2014)
Memantine in patients with moderate to severe Alzheimer's disease: meta-analyses using realistic definitions of response.
Dement Geriatr Cogn Disord, 37 (1-2): 71-85. [PMID:24107324]
3. Williams M, Kowaluk EA, Arneric SP. (1999)
Emerging molecular approaches to pain therapy.
J Med Chem, 42 (9): 1481-500. [PMID:10229619]