ChemicalBook CAS DataBase List 41100-52-1

41100-52-1

Name	Memantine hydrochloride
CAS	41100-52-1
EINECS(EC#)	255-219-6
Molecular Formula	C12H22ClN
MDL Number	MFCD00214336
Molecular Weight	215.76
MOL File	41100-52-1.mol

Synonyms

1,3-Dimethyl-5-aminoadamantane hydrochloride 1,3-DIMETHYLAMINOADAMANTANE HYDROCHLORIDE 1-AMINO-3,4-DIMETHYLADAMANTANE HYDROCHLORIDE 1-AMINO-3,5-DIMETHYLADAMANTANE HCL 1-AMINO-3,5-DIMETHYLADAMANTANE HYDROCHLORIDE 3,5-DIMETHYL-1-ADAMANTANAMINE 3,5-DIMETHYL-1-ADAMANTANAMINE HYDROCHLORIDE 3,5-DIMETHYL-1-AMINOADAMANTANE HCL 3,5-dimethyl-1-aminoadamantane hydrochloride 3,5-DIMETHYLAMANTADINE HYDROCHLORIDE 3,5-DIMETHYLTRICYCLO-[3,3,1,13,7]DECAN-1-AMINE 3,5-DIMETHYL-TRICYCLO[3.3.1.13,7]DECAN-1-AMINE HYDROCHLORIDE AKATINOL D-145 DMAA LABOTEST-BB LT00233220 MEMANTINE HCL TIMTEC-BB SBB003390 Memantin MemantinHCl

Chemical Properties

Appearance	Crystalline Solid
Melting point	292 °C
storage temp.	Inert atmosphere,2-8°C
solubility	Soluble in Water (up to 20 mg/ml)
form	Fine Powder
color	White
Water Solubility	Soluble in water (100mM)
Usage	Used as an antiparkinsonian and antispasmodic
Merck	5806
Stability:	Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 2 months.
InChI	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
InChIKey	LDDHMLJTFXJGPI-UHFFFAOYSA-N
SMILES	C12(N)CC3(C)CC(CC(C)(C3)C1)C2.[H]Cl
CAS DataBase Reference	41100-52-1(CAS DataBase Reference)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319
Precautionary statements	P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Safety Statements	S24/25:Avoid contact with skin and eyes . less more
WGK Germany	3
HazardClass	IRRITANT
HS Code	29213000
Storage Class	11 - Combustible Solids

Hazard Information

Chemical Properties

Crystalline Solid

Application

Memantine HCl 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.

Uses

Anti Alzheimer's

Uses

Antiparkinsonian;Dopaminergic agonist

Uses

Used as an antiparkinsonian and antispasmodic

Definition

ChEBI: 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.

Brand name

Namenda(Forest).

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Memantine Hydrochloride is a drug used for treating the Alzheimer′s disease by means of reducing abnormal activity in the brain. It can help patients suffering from dementia as it assists them to think more clearly and perform their chores with ease.

Biochem/physiol Actions

Memantine is effective against Alzheimer′s disease and Parkinson′s disease. It is also useful in treating epilepsy, motor neurone disease and trauma.

Side effects

Serious side effects:
Allergic reaction. Symptoms can include: swelling of your tongue, lips, or face; shortness of breath; skin rash; hives
Hepatitis (inflammation of the liver). Symptoms can include: yellowing of your skin or the whites of your eyes.
Pancreatitis (inflammation of the pancreas). Symptoms can include: severe nausea; severe abdominal pain.
Change in mental health. Symptoms can include: hallucinations; thoughts of suicide.
Congestive heart failure. Symptoms can include: shortness of breath; swelling in your feet and ankles.

Synthesis

Memantine (XV) or 1-amino- 3,5-dimethyladamantane hydrochloride was first synthesized by Lilly as an anti-diabetic agent but was ineffective in lowering blood sugar. Several syntheses have been detailed in the literature. However the simplest synthesis of the drug was done in one step from the commercially available 3,5-dimethyl adamantine (122). Treatment of 122 with nitrogen trichloride (CAUTION: very explosive gas!) in the presence of aluminum trichloride (ratio of 1.5:1.2) gave the desired amino adamantine in 86% yield. However, a much safer alternative has been reported by Lilly scientists. Heating the commercially available 3,5-dimethyladamantane 122 in bromine gave the bromo derivative 123 (86%) which was then reacted with sulfuric acid in acetonitrile to provide quantitatively acetyl amino derivative 124 after aqueous workup. Hydrolysis of the acetyl group was done by heating 124 with sodium hydroxide in diethylene glycol to give 1-amino -3,5- adamantane (96%), which was then made into the hydrochloride salt in ether and recrystallized from ether and alcohol mixture to provide the final product memantine hydrochoride XV.

Synthesis_41100-52-1

Drug interactions

Drugs used to treat glaucoma:
Taking these drugs with memantine can increase the amount of memantine in your body. This can lead to more side effects. Examples of these drugs include: acetazolamide and methazolamide.
Sodium bicarbonate:
Taking memantine with sodium bicarbonate, which can be used to treat heartburn, can increase the amount of memantine in your body. This can lead to more side effects.
Parkinson’s disease medication:
Amantadine works in a similar way to memantine. Taking them together may lead to increased side effects.
Anesthesia medication:
Ketamine works in a similar way to memantine. Taking them together may lead to increased side effects.
Cough medication:
Dextromethorphan works in a similar way to memantine. Taking them together may lead to increased side effects.

storage

Room temperature

Questions And Answer

Spectrum Detail

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41100-52-1

Chemical Properties

Safety Data

Hazard Information

Chemical Properties

Application

Uses

Uses

Uses

Definition

Brand name

General Description

Biochem/physiol Actions

Side effects

Synthesis

Drug interactions

storage

Questions And Answer

Description

References

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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