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Memantine hydrochloride

Memantine hydrochloride structure

CAS No:
41100-52-1
Formula:
C12H21N.ClH
Chemical Name:
Memantine hydrochloride
Synonyms:
Tricyclo[3.3.1.13,7]decan-1-amine,3,5-dimethyl-,hydrochloride (1:1);Tricyclo[3.3.1.13,7]decan-1-amine,3,5-dimethyl-,hydrochloride;1-Adamantanamine,3,5-dimethyl-,hydrochloride;1-Amino-3,5-dimethyladamantane hydrochloride;Memantine hydrochloride;SUN Y7017;Ebixia;Akatinol;Ebixza;NSC 102290;Namenda;Axura;3,5-Dimethyltricyclo[3.3.1.13,7]decan-1-amine hydrochloride;Ebix;3,5-Dimethyl-1-aminoadamantane hydrochloride;3,5-Dimethyladamantan-1-amine hydrochloride;Memary;Mantine;3,5-Dimethyl-adamantan-1-ylamine hydrochloride;Memantine LEK;Marixino;Ebixa
Categories:
Biochemical Engineering > Inhibitors

Description

Crystalline Solid

Memantine hydrochloride is a hydrochloride obtained by reaction of memantine with one equivalent of hydrochloric acid. A low to moderate affinity uncompetitive (open-channel); NMDA receptor antagonist which binds preferentially to the NMDA receptor-operated cation channels. It has a role as an antidepressant, an antiparkinson drug, a dopaminergic agent, a neuroprotective agent and a NMDA receptor antagonist. It contains a memantinium(1+).|Memantine is an oral N-methyl-D-aspartate glutamate receptor antagonist used in the therapy of Alzheimer disease and dementia. Memantine is associated with a minimal rate of serum enzyme elevations during therapy and has only rarely been implicated as a cause of clinically apparent acute liver injury.|Memantine Hydrochloride is the hydrochloride salt of memantine, a low-affinity, voltage-dependent, noncompetitive N-methyl-D-aspartate (NMDA) receptor antagonist. Memantine binds to and inhibits cation channels of glutamanergic NMDA receptors located in the central nervous system (CNS), preventing the prolonged influx of calcium ions and the associated neuronal excitotoxicity, and thereby potentially enhancing cognitive function. Memantine is also a 5-hydroxytryptamine type 3 (5HT3) receptor and nicotinic receptor antagonist.|AMANTADINE derivative that has some dopaminergic effects. It has been proposed as an antiparkinson agent.

Memantine hydrochloride Basic Attributes

Molecular Weight：

215.76

Exact Mass：

215.144

EC Number：

255-219-6

UNII：

JY0WD0UA60

NSC Number：

757843|102290

NCI Thesaurus Code：

C47601

ATC Code：

N06DX01|N06D|N06DA52|N - Nervous system

HScode：

29213000

Characteristics

PSA：

XLogP3：

3.28 (LogP)

Appearance：

White Fine Powder

Melting Point：

258 °C

Boiling Point：

239.8ºC at 760 mmHg

Flash Point：

92.3ºC

Water Solubility：

29.4 [ug/mL]

Storage Conditions：

-20°C Freezer

Vapor Pressure：

1.9X10-4 mm Hg at 25 °C (est)

Collision Cross Section：

145.1 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Hazard category：

IRRITANT

wgk germany：

safety instructions：

24/25

Stability/Shelf Life：

Stable under recommended storage conditions.

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (10.53%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 20 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Hepatotoxicity：

In large placebo controlled trials, the rate of serum enzyme elevations during memantine therapy was similar to that in patients on placebo and no instances of clinically apparent liver injury were reported. Nevertheless, since its introduction into clinical use, memantine has been implicated in at least one report of clinically apparent hepatotoxicity. The time to onset was 3 weeks and the clinical syndrome was that of an acute cholestatic hepatitis which was mild-to-moderate in severity and rapidly reversible upon drug discontinuation (Case 1). Immunoallergic and autoimmune features were not present.

Drug Information

Drug Indication：

Treatment of patients with moderate to severe Alzheimer's disease.|Treatment of patients with moderate to severe Alzheimer's disease,|Treatment of patients with moderate to severe Alzheimer's disease.,|Treatment of Alzheimers disease

LiverTox Summary：

Memantine is an oral N-methyl-D-aspartate glutamate receptor antagonist used in the therapy of Alzheimer disease and dementia. Memantine is associated with a minimal rate of serum enzyme elevations during therapy and has only rarely been implicated as a cause of clinically apparent acute liver injury.

Drug Classes：

Alzheimer Disease Agents

MeSH：

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)|Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)|Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. (See all compounds classified as Dopamine Agents.)

MeSH Entry Terms：

1,3-Dimethyl-5-aminoadamantane

Memantine hydrochloride Use and Manufacturing

Uses

Anti Alzheimer's

Use Classification：

Human drugs -> Axura -> EMA Drug Category|Other anti-dementia drugs -> Human pharmacotherapeutic group|Human drugs -> Memantine Merz -> EMA Drug Category|Human drugs -> Memantine Mylan -> EMA Drug Category|Other anti-dementia drugs, Psychoanaleptics -> Human pharmacotherapeutic group|Human drugs -> Memantine Accord -> EMA Drug Category|Human drugs -> Ebixa -> EMA Drug Category|Human drugs -> Nemdatine -> EMA Drug Category|Psychoanaleptics, Other anti-dementia drugs -> Human pharmacotherapeutic group|Human drugs -> Memantine ratiopharm -> EMA Drug Category|Psychoanaleptics -> Human pharmacotherapeutic group|Human drugs -> Marixino (previously Maruxa) -> EMA Drug Category|Human drugs -> Memantine LEK -> EMA Drug Category|Human drugs -> Acrescent -> EMA Drug Category|Human drugs -> Balaxur -> EMA Drug Category|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

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