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Memantine information


Memantine
Clinical data
Trade namesAxura, Ebixa, Namenda, others[1]
AHFS/Drugs.comMonograph
MedlinePlusa604006
License data
  • US DailyMed: Namenda
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
Drug classNMDA receptor antagonist
ATC code
  • N06DX01 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class C1 (Other controlled substances)[2]
  • UK: POM (Prescription only)[3]
  • US: ℞-only[4][5]
  • EU: Rx-only[6]
Pharmacokinetic data
Bioavailability~100%
MetabolismLiver (<10%)
Elimination half-life60–100 hours
ExcretionKidney
Identifiers
IUPAC name
  • 3,5-dimethyltricyclo[3.3.1.13,7]decan-1amine
    or
    3,5-dimethyladamantan-1-amine
CAS Number
  • 19982-08-2 checkY
PubChem CID
  • 4054
IUPHAR/BPS
  • 4253
DrugBank
  • DB01043 checkY
ChemSpider
  • 3914 checkY
UNII
  • W8O17SJF3T
KEGG
  • D08174 checkY
ChEMBL
  • ChEMBL807 checkY
CompTox Dashboard (EPA)
  • DTXSID5045174 Edit this at Wikidata
ECHA InfoCard100.217.937 Edit this at Wikidata
Chemical and physical data
FormulaC12H21N
Molar mass179.307 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • NC12CC3(CC(C1)(CC(C2)C3)C)C
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 checkY
  • Key:BUGYDGFZZOZRHP-UHFFFAOYSA-N checkY
  (verify)

Memantine, sold under the brand name Axura among others, is a medication used to slow the progression of moderate-to-severe Alzheimer's disease.[7][8] It is taken by mouth.[7]

Common side effects include headache, constipation, sleepiness, and dizziness.[7][8] Severe side effects may include blood clots, psychosis, and heart failure.[8] It is believed to work by acting on NMDA receptors, working as pore blockers of these ion channels.[7]

Memantine was approved for medical use in the United States in 2003.[7] It is available as a generic medication.[8] In 2021, it was the 170th most commonly prescribed medication in the United States, with more than 3 million prescriptions.[9][10]

  1. ^ Cite error: The named reference brands was invoked but never defined (see the help page).
  2. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  3. ^ "Ebixa 10 mg film-coated tablets Summary of Product Characteristics (SmPC)". (emc). 13 December 2021. Retrieved 2 May 2024.
  4. ^ "Namenda- memantine hydrochloride tablet; Namenda- memantine hydrochloride kit". DailyMed. 1 November 2018. Retrieved 2 May 2024.
  5. ^ "Namenda XR- memantine hydrochloride capsule, extended release; Namenda XR- memantine hydrochloride kit". DailyMed. 15 November 2019. Retrieved 2 May 2024.
  6. ^ "Axura EPAR". European Medicines Agency (EMA). 17 May 2002. Retrieved 27 February 2024.
  7. ^ a b c d e "Memantine Hydrochloride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 25 April 2019. Retrieved 3 March 2019.
  8. ^ a b c d British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 303–304. ISBN 9780857113382.
  9. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  10. ^ "Memantine - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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Memantine

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NMDA receptor

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possible therapeutic importance of memantine for treating neurodegenerative disorders was discovered. From 1989 memantine has been recognized to be an uncompetitive...

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and anxiolytic drug of the adamantane family related to amantadine and memantine which is used in Russia in the treatment of neurasthenia. Although the...

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Cholinesterase inhibitor

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National; (UK), Care Excellence (2019-12-27). Cholinesterase inhibitors and memantine for dementia. Retrieved 2019-12-27. {{cite book}}: |website= ignored (help)...

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Catatonia

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of the effectiveness of the NMDA receptor antagonists amantadine and memantine for benzodiazepine-resistant catatonia. Antipsychotics are sometimes employed...

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ATC code N06

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N06DA05 Ipidacrine N06DA52 Donepezil and memantine N06DA53 Donepezil, memantine and Ginkgo folium N06DX01 Memantine N06DX02 Ginkgo folium N06DX03 Aducanumab...

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Amantadine

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receptors) like the similar pharmaceutical memantine. In 2004, it was discovered that amantadine and memantine bind to and act as agonists of the σ1 receptor...

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Channel blocker

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overall kinetics, of memantine could be the underlying reason for the clinical tolerance. As an uncompetitive antagonist, memantine should bring NMDA levels...

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Nitromemantine

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Nitromemantine (developmental code name YQW-36) is a derivative of memantine developed in 2006 for the treatment of Alzheimer's disease. It has been shown...

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Superior oblique myokymia

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drugs with variable success include gabapentin and, recently,[when?] memantine. Successful surgery options include superior oblique tenectomy accompanied...

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Excitatory amino acid receptor antagonist

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Dextrorphan Dizocilpine Ethanol Ibogaine Ifenprodil Ketamine Kynurenic acid Memantine Nitrous oxide Perampanel Phencyclidine Excitatory amino acid receptor...

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NMDA receptor antagonist

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Neramexane: a memantine analogue with nootropic, antidepressant properties. Also a nicotinic acetylcholine antagonist. Nitromemantine: a novel memantine derivative...

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Nitrous oxide

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Arylcyclo‐ hexylamines Adamantanes Amantadine Memantine Rimantadine Diarylethylamines Diphenidine Ephenidine Fluorolintane Methoxphenidine Morphinans...

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Tobacco

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(laudolissin) Levacetylmethadol Levomethadone Malouetine ME-18-MC Mecamylamine Memantine Methadone Methorphan (racemethorphan) Methyllycaconitine Metocurine Mivacurium...

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Dextromethorphan

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(October 2007). "A comparison of the binding profiles of dextromethorphan, memantine, fluoxetine and amitriptyline: treatment of involuntary emotional expression...

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Xenon

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Lanicemine Levomethadone Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol...

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Cocaine

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v t e Stimulants Adamantanes Adapromine Amantadine Bromantane Memantine Rimantadine Adenosine antagonists 8-Chlorotheophylline 8-Cyclopentyltheophylline...

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Selective serotonin reuptake inhibitor

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Ifenprodil Igmesine (JO-1784) IPAB Ketamine L-687384 MDMA (midomafetamine) Memantine Methamphetamine Methoxetamine Methylphenidate Nepinalone Neuropeptide...

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Scopolamine

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Arylcyclo‐ hexylamines Adamantanes Amantadine Memantine Rimantadine Diarylethylamines Diphenidine Ephenidine Fluorolintane Methoxphenidine Morphinans...

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Vortioxetine

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Dazopride Dolasetron Galanolactone Granisetron Hydroxybupropion Lerisetron Memantine Ondansetron Palonosetron Ramosetron Renzapride Ricasetron Tedatioxetine...

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Phenylalanine

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Agonists Adamantanes: Amantadine Memantine Rimantadine Aminotetralins: 5-OH-DPAT 7-OH-DPAT 8-OH-PBZI Rotigotine UH-232 Ergolines: Bromocriptine Cabergoline...

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Methamphetamine

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v t e Stimulants Adamantanes Adapromine Amantadine Bromantane Memantine Rimantadine Adenosine antagonists 8-Chlorotheophylline 8-Cyclopentyltheophylline...

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Receptor antagonist

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concentrations of agonist better than lower concentrations of agonist". Memantine, used in the treatment of Alzheimer's disease, is an uncompetitive antagonist...

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Mephedrone

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v t e Stimulants Adamantanes Adapromine Amantadine Bromantane Memantine Rimantadine Adenosine antagonists 8-Chlorotheophylline 8-Cyclopentyltheophylline...

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