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Memantine
Medication used to treat moderate-to-severe Alzheimer's disease

Memantine, marketed as Namenda and other brand names, is a medication used to slow the progression of moderate-to-severe Alzheimer's disease. Taken by mouth, common side effects include headache, constipation, sleepiness, and dizziness, while severe effects such as blood clots and heart failure can occur. It works by blocking NMDA receptors, acting as a pore blocker of these ion channels. Discovered in 1963, memantine was approved in Germany (1989), the European Union (2002), and the United States (2003), and is available as a generic medication.

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Medical uses

Alzheimer's disease and dementia

Memantine is used to treat moderate-to-severe Alzheimer's disease, especially for people who are intolerant of or have a contraindication to AChE (acetylcholinesterase) inhibitors.2021 One guideline recommends memantine or an AChE inhibitor be considered in people in the early-to-mid stage of dementia.22

Memantine has been associated with a modest improvement;23 with small positive effects on cognition, mood, behavior, and the ability to perform daily activities in moderate-to-severe Alzheimer's disease.2425 There does not appear to be any benefit in mild disease.26

Memantine when added to donepezil in those with moderate-to-severe dementia resulted in "limited improvements" in a 2017 review.27 The UK National Institute for Clinical Excellence (NICE) issued guidance in 2018 recommending consideration of the combination of memantine with donepezil in those with moderate-to-severe dementia.28

Radiation therapy

Memantine has been recommended for use by professional organization consensus to prevent neurocognitive decline after whole brain radiotherapy.29

Adverse effects

Memantine is, in general, well tolerated.30 Common adverse drug reactions (≥1% of people) include confusion, dizziness, drowsiness, headache, insomnia, agitation, and/or hallucinations. Less common adverse effects include vomiting, anxiety, hypertonia, cystitis, and increased libido.3132

Like many other NMDA receptor antagonists, memantine behaves as a dissociative anesthetic at supratherapeutic doses.33 Despite isolated reports, recreational use of memantine is rare due to the drug's long duration and limited availability.34 Additionally, memantine seems to lack effects such as euphoria or hallucinations.35

Memantine appears to be generally well tolerated by children with autism spectrum disorder.36

Pharmacology

Pharmacodynamics

Glutamatergic

A dysfunction of glutamatergic neurotransmission, manifested as neuronal excitotoxicity, is hypothesized to be involved in the etiology of Alzheimer's disease. Targeting the glutamatergic system, specifically ionotropic glutamate NMDA receptors, offers a novel approach to treatment in view of the limited efficacy of existing drugs targeting the cholinergic system.37

Memantine is a low-affinity voltage-dependent uncompetitive antagonist at glutamatergic NMDA receptors.3839 By binding to the NMDA receptor with a higher affinity than Mg2+ ions, memantine is able to inhibit the prolonged influx of Ca2+ ions, particularly from extrasynaptic receptors, which forms the basis of neuronal excitotoxicity. The low affinity, uncompetitive nature, and rapid off-rate kinetics of memantine at the level of the NMDA receptor channel, however, preserves the function of the receptor at synapses, as it can still be activated by physiological release of glutamate following depolarization of the postsynaptic neuron.404142 The interaction of memantine with NMDA receptors plays a major role in the symptomatic improvement that the drug produces in Alzheimer's disease. However, there is no evidence as yet that the ability of memantine to protect against extrasynaptic NMDA receptor-mediated excitotoxicity has a disease-modifying effect in Alzheimer's disease, although this has been suggested in animal models.43

Serotonergic

Memantine acts as a non-competitive antagonist of the serotonin 5-HT3 receptor, with a potency similar to that for the NMDA receptor.44 Many 5-HT3 receptor antagonists function as antiemetics, however the clinical significance of this anti-serotonergic activity of memantine in Alzheimer's disease is unknown.

Cholinergic

Memantine acts as a non-competitive antagonist of different neuronal nicotinic acetylcholine receptors (nAChRs) at potencies possibly similar to the NMDA receptor and 5-HT3 receptor, but this is difficult to ascertain with accuracy because of the rapid desensitization of nAChR responses in these experiments. It can be noted that memantine is an antagonist at α7 nAChR, which may contribute to initial worsening of cognitive function during early memantine treatment. α7 nAChR upregulates quickly in response to antagonism, which could explain the cognitive-enhancing effects of chronic memantine treatment.4546 It has been shown that the number of nicotinic receptors in the brain are reduced in Alzheimer's disease, even in the absence of a general decrease in the number of neurons, and nicotinic receptor agonists are viewed as interesting targets for anti-Alzheimer drugs.47

Dopaminergic

Memantine was shown in a study to act as an agonist at the dopamine D2high receptor with equal or slightly higher affinity than to the NMDA receptors.48 However, the relevance of this action may be negligible, as studies have shown very low affinity for binding to D2 receptors in general.49

Sigmaergic

Memantine acts as an agonist of the sigma σ1 receptor with low affinity (Ki = 2.6 μM).50 The consequences of this activity are unclear (as the role of sigma receptors in general is currently not very well understood). Due to this low affinity, therapeutic concentrations of memantine are most likely too low to have any sigmaergic effect as a typical therapeutic dose is 20 mg. However, excessive doses of memantine taken for recreational purposes many times greater than prescribed doses may indeed activate this receptor.51

Other actions

Memantine does not appear to inhibit or induce several cytochrome P450 enzymes including CYP3A4/5, CYP1A2, CYP2D6, and CYP2C9.52 It also does not inhibit CYP2A6 or CYP2E1.53 However, it might have a small effect on CYP2B6.54

Pharmacokinetics

Absorption

The oral bioavailability of memantine is 100%.5556 Time to peak levels of memantine is 3 to 7 hours.5758 Food has no influence on the rate of absorption.5960 Memantine exposure is linear over a dose range of 10 to 40 mg.61 Peak levels after a single 20 mg dose were found to be 24 to 29 μg/L (0.13–0.16 μmol/L or μM).62 Steady-state levels of memantine with 20 mg/day are in the range of 0.5 to 1.0 μM.63

Distribution

Memantine has a relatively high volume of distribution (Vd) of 9 to 11 L/kg.6465 It easily crosses biological membranes, is widely distributed throughout the body, and crosses the blood–brain barrier into the central nervous system.66 The drug is transported across the blood–brain barrier by the organic cation transporter novel 1 (OCTN1).67 The plasma protein binding of memantine is 45% and is described as very low and not clinically significant.6869 Because of its low plasma protein binding, it is unlikely to interact with other highly protein-bound drugs such as warfarin or digoxin.70

Metabolism

Memantine does not undergo extensive metabolism.71 It is negligibly metabolized by the cytochrome P450 enzymes.7273 As a result, it has a decreased potential for drug interactions.74 Metabolites of memantine include memantine glucuronide, 6-hydroxymemantine, and 1-nitrosomemantine, all of which show minimal activity as NMDA receptor antagonists.7576

Elimination

Memantine is eliminated primarily in urine, with 57 to 82% excreted in urine unchanged.7778 Its elimination half-life is 60 to 80 hours.7980 The renal clearance of memantine is dependent on urinary pH.8182 More alkaline urine slows the elimination of memantine, whereas more acidic urine accelerates its elimination.8384

Chemistry

Memantine, also known as 3,5-dimethyl-1-aminoadamantane (DMAA), is an adamantane derivative and is closely structurally related to amantadine (1-aminoadamantane) and other adamantane derivatives.85868788

The synthesis of memantine has been described.89

History

Main article: Discovery and development of memantine and related compounds

Memantine was first synthesized, patented, and described by Eli Lilly and Company in 1963 as an anti-diabetic agent, but it was ineffective at lowering blood sugar.9091929394 By 1972, it was discovered to have central nervous system (CNS) activity, and was developed by Merz for treatment of neurological diseases, such as Parkinson's disease.9596 Memantine was first studied in the treatment of Alzheimer's disease in 1986.9798 The drug was first marketed for dementia in 1989 in Germany under the name Axura.99100101

It was not discovered to act as an NMDA receptor antagonist until 1989, after clinical trials had initiated.102103104 Prior to this, it was theorized to directly and/or indirectly modulate the dopaminergic, noradrenergic, and serotonergic systems.105106107108 However, these actions were later realized to occur at 100-fold higher concentrations than those achieved therapeutically and hence are unlikely to be involved in its effects.109110111

In the United States, some CNS activities were discovered at Children's Hospital of Boston in 1990, and Children's licensed patents covering uses of memantine outside the field of ophthalmology to Neurobiological Technologies (NTI) in 1995.112 In 1998, NTI amended its agreement with Children's to allow Merz to take over development.113

In 2000, Merz partnered with Forest to develop the drug for Alzheimer's disease in the United States under the brand name Namenda.114115 In 2000, Merz partnered with Suntory for the Japanese market and with Lundbeck for other markets including Europe;116 the drug was originally marketed by Lundbeck under the name Ebixa.117 Memantine was approved in the European Union in 2002 and in the United States in 2003.118119

Sales of the drug reached $1.8 billion for 2014.120121 The cost of Namenda was $269 to $489 a month in 2012.122

In February 2014, as the July 2015 patent expiration for memantine neared, Actavis, which had acquired Forest, announced that it was launching an extended release (XR) form of memantine that could be taken once a day instead of twice a day as needed with the then-current "immediate release" (IR) version, and that it intended to stop selling the IR version in August 2014 and withdraw the marketing authorization. This is a tactic to thwart generic competition called product hopping. However the supply of the XR version ran short, so Actavis extended the deadline until the fall. In September 2014 the attorney general of New York, Eric Schneiderman, filed a lawsuit to compel Actavis to keep selling the IR version on the basis of antitrust law.123124

In December 2014, a judge granted New York State its request and issued an injunction, preventing Actavis from withdrawing the IR version until generic versions could launch. Actavis appealed and in May a panel of the Second Circuit Court of Appeals upheld the injunction, and in June Actavis asked that its case be heard by the full Second Circuit panel.125126 In August 2015, Actavis' request was denied.127

Society and culture

Recreational use

Recreational use of memantine at supratherapeutic doses has been reported.128 It is a weak NMDA receptor antagonist and is reported to produce dissociative and phencyclidine (PCP)-like effects in animals and humans at sufficiently high doses.129130131 Even therapeutic doses have been found to produce mild dissociative-like effects in clinical studies.132 In any case, the very long duration of action of memantine (>40 hours) has likely limited its misuse potential.133 Recreational use of the related drug amantadine has similarly been reported.134

A study examining self-reported use of memantine on the social network Reddit showed that the drug was used both recreationally and as a nootropic, but also that it was misused in various illnesses as self-medication without strong scientific basis.135

Brand names

As of August 2017, memantine is marketed under many brand names worldwide including Abixa, Adaxor, Admed, Akatinol, Alceba, Alios, Almenta, Alois, Alzant, Alzer, Alzia, Alzinex, Alzixa, Alzmenda, Alzmex, Axura, Biomentin, Carrier, Cogito, Cognomem, Conexine, Cordure, Dantex, Demantin, Demax, Dementa, Dementexa, Ebitex, Ebixa, Emantin, Emaxin, Esmirtal, Eutebrol, Evy, Ezemantis, Fentina, Korint, Lemix, Lindex, Lindex, Lucidex, Manotin, Mantine, Mantomed, Marbodin, Mardewel, Marixino, Maruxa, Maxiram, Melanda, Memabix, Memamed, Memando, Memantin, Memantina, Memantine, Mémantine, Memantinol, Memantyn, Memanvitae, Memanxa, Memanzaks, Memary, Memax, Memexa, Memigmin, Memikare, Memogen, Memolan, Memorel, Memorix, Memotec, Memox, Memxa, Mentikline, Mentium, Mentixa, Merandex, Merital, Mexia, Mimetix, Mirvedol, Modualz, Morysa, Namenda, Nemdatine, Nemdatine, Nemedan, Neumantine, Neuro-K, Neuroplus, Noojerone, Pertam, Polmatine, Prilben, Pronervon, Ravemantine, Talentum, Timantila, Tingreks, Tonibral, Tormoro, Valcoxia, Vilimen, Vivimex, Witgen, Xapimant, Ymana, Zalatine, Zemertinex, Zenmem, Zenmen, and Zimerz.136

It is marketed in some countries as a combination drug with donepezil (memantine/donepezil) under the brand names Namzaric, Neuroplus Dual, and Tonibral MD.137

Research

Psychiatric disorders

Memantine has been studied and used off-label in the treatment of a variety of psychiatric disorders.138 These include depression, bipolar disorder, schizophrenia, obsessive–compulsive disorder (OCD), substance misuse, pervasive developmental disorders (PDDs), and binge eating disorder (BED).139 A 2008 systematic review concluded that although it was promising for such uses, memantine could not be recommended for such indications due to inadequate data.140

Memantine does not appear to be effective in the treatment of unipolar major depression or bipolar depression on the basis of systematic reviews and meta-analyses, including a 2021 Cochrane review.141142143144145 However, a 2022 systematic review and meta-analysis concluded that memantine was significantly effective in the treatment of depressive symptoms in various psychiatric disorders, although with a very small effect size (Hedges' g = -0.17).146

There are likewise limited data to support memantine in the treatment of schizophrenia based on systematic reviews and meta-analyses.147148 However, a 2019 systematic review and meta-analysis reported that memantine was effective in the treatment of the negative and cognitive symptoms of schizophrenia with medium to large effect sizes.149

Parkinson's disease

Memantine has been studied in the treatment of Parkinson's disease since the early 1970s.150151152153154 Whereas the related drug amantadine is approved for the treatment of Parkinson's disease and has been since the early 1970s,155 memantine is not approved for the treatment of Parkinson's disease as of 2024.156 However, it has been said that memantine, along with amantadine, has been widely used as an antiparkinsonian agent since at least 1994.157

Although amantadine and memantine have fairly similar pharmacology, it has been said that memantine does not share the antidyskinetic effects of amantadine.158159 However, findings are conflicting, and some data suggest that memantine may also have antidyskinetic effects.160161162 Similarly to amantadine and dopamine receptor agonists, memantine reverses haloperidol-induced catalepsy and monoamine depletion-induced sedation in animals.163164 Memantine has been found to reduce bradykinesia and resting tremor in people with Parkinson's disease.165166 Memantine and amantadine are said to have moderate anti-akinetic effects in the treatment of Parkinson's disease.167168 The doses of memantine used for Parkinson's disease are about 5- to 10-fold lower than those of amantadine, which has been attributed to greater potency of memantine.169

As of 2022, a phase 3 clinical trial is studying the potential of memantine as disease-modifying treatment for Parkinson's disease that might slow progression of the disease.170171172 It is specifically theorized to act by inhibiting cell-to-cell transmission of α-synuclein.173174

Besides Parkinson's disease, memantine has been studied in the treatment of Parkinson's disease dementia (PDD) and dementia with Lewy bodies (DLB).175176177

Apathy

Apathy is a disorder of diminished motivation characterized by diminished interest and activity.178179 Systematic reviews and meta-analyses published from 2016 to 2022 have found that memantine is not effective in the treatment of apathy in Alzheimer's disease and other dementias.180181182 However, another 2022 review reported that it was effective.183

Long COVID

Memantine, along with amantadine, is being studied and used off-label in the treatment long COVID.184185

Catatonia

Memantine, along with amantadine, has been reported to be effective in the treatment of catatonia in case reports and case series.186187188

Autism

Effects in autism are unclear.189190

Further reading

  • Lipton SA (April 2005). "The molecular basis of memantine action in Alzheimer's disease and other neurologic disorders: low-affinity, uncompetitive antagonism". Current Alzheimer Research. 2 (2): 155–165. doi:10.2174/1567205053585846. PMID 15974913.

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