Memantine hydrochloride supplier

Name
Memantine HCl
EINECS 255-219-6
CAS No. 41100-52-1
Article Data53
CAS DataBase
Density
Solubility
Melting Point 292 °C
Formula C₁₂H₂₁N^.HCl
Boiling Point 239.8 °C at 760 mmHg
Molecular Weight 215.766
Flash Point 92.3 °C
Transport Information
Appearance Crystalline solid
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Akatinol;Memantine hydrochloride [USAN];Axura;Namenda;Ebixza;Tricyclo(3.3.1.1(3,7))decan-1-amine, 3,5-dimethyl-, hydrochloride;3,5-Dimethyltricyclo(3.3.1.13,7)decan-1-amine hydrochloride;3,5-dimethyladamantan-1-amine hydrochloride;Memantine HCl;1,3-Dimethyl-5-aminoadamantane hydrochloride;Fructus Mume P.E.;3,5-dimethyltricyclo[3.3.1.13,7]decan-1-amine hydrochloride;
PSA 26.02000
LogP 4.19640

Synthetic route

: 1058345-42-8
2,2,2-trichloroethyl 3,5-dimethyladamantylcarbamate

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2,2,2-trichloroethyl 3,5-dimethyladamantylcarbamate With acetic acid; zinc at 20℃; for 2h; Stage #2: With acetyl chloride In methanol at 40℃; for 16h; Heating;	100%

: 19982-07-1
1-acetamido-3,5-dimethyladamantane

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-acetamido-3,5-dimethyladamantane With sodium hydroxide In diethylene glycol for 6h; Reflux; Stage #2: With water In dichloromethane; diethylene glycol at 20℃; for 0.25h; Stage #3: With hydrogenchloride In ethyl acetate at 0 - 30℃; for 6h;	99.3%
Stage #1: 1-acetamido-3,5-dimethyladamantane With potassium hydroxide; butan-1-ol at 20 - 132℃; for 10.33 - 10.5h; Stage #2: With hydrogenchloride In water at 20 - 25℃; for 0.666667h;	95%
Stage #1: 1-acetamido-3,5-dimethyladamantane With sodium hydroxide In ethylene glycol at 150 - 160℃; for 0.5h; Large scale; Stage #2: With hydrogenchloride In ethyl acetate Large scale;	82.78%

: 941-37-7
3,5-dimethyl-1-bromoadamantane

: 57-13-6
urea

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-1-bromoadamantane; urea In 1-methyl-pyrrolidin-2-one at 120℃; for 4h; Stage #2: With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 120℃; for 6h; Stage #3: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water at 25℃; for 16h; Solvent; Temperature;	97%

: 351329-88-9
1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 5h;	94%
Stage #1: 1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane With water; sodium hydroxide In methanol for 12h; Reflux; Stage #2: With hydrogenchloride In methanol; n-heptane at 60 - 65℃; Product distribution / selectivity;	86%
With hydrogenchloride In hexane; water for 2.5h; Reflux;	84.65%

: 1309688-17-2
N-((1,3,5,7)-3,5-dimethyladamantan-1-yl)-1,1,1-trifluoromethanesulfonamide

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Stage #1: N-((1,3,5,7)-3,5-dimethyladamantan-1-yl)-1,1,1-trifluoromethanesulfonamide With potassium carbonate; 1-bromomethyl-4-nitro-benzene In acetone at 20℃; Stage #2: With caesium carbonate In tetrahydrofuran at 50℃; for 14h; Stage #3: With hydrogenchloride In tetrahydrofuran; water	92%

: 19982-08-2
memantine*

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water; acetone at -5 - 30℃; for 5h;	91.9%
With hydrogenchloride pH=6; Gas phase;	88%
With hydrogenchloride In water; acetone at 0 - 10℃; Solvent;	88%

: 6588-68-7
1-nitro-3,5-dimethyl-adamantane

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-nitro-3,5-dimethyl-adamantane With iron; acetic acid at 20℃; for 4.5h; Stage #2: With hydrogenchloride In ethyl acetate for 0.5h;	449.2 g

: 1-acetamido-3,5-dimethyladamantane p-toluenesulfonate

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: ammonia / dichloromethane; water / 0.5 h / 25 - 30 °C / pH 9.5 - 10.0 2.1: sodium hydroxide / diethylene glycol / 10 h / Heating / reflux 2.2: 2 h / 10 - 15 °C View Scheme

: 40430-57-7
3, 5-dimethyl-1-adamantyl methyl ketone

: 41100-52-1
memantine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol; O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid / 12 h / Inert atmosphere; Reflux 2: hydrogenchloride / acetone / 3 h / 23 °C / Inert atmosphere View Scheme

: 10160-24-4
7-bromoheptyl alcohol

: 41100-52-1
memantine hydrochloride

: 1402933-70-3
7-((3,5-dimethyladamantan-1-yl)amino)heptan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	92%

: 1575-61-7
5-Chlorovaleroyl chloride

: 41100-52-1
memantine hydrochloride

: 1402933-98-5
5-chloro-N-(3,5-dimethyladamantan-1-yl)pentanamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 4h;	91%

: (R)-2-((1S,4S)-4-(6-fluoroquinolin-4-yl)cyclohexyl) propanoic acid

: 41100-52-1
memantine hydrochloride

: (cis)-(2R)-N-(3,5-dimethyladamantan-1-yl)-2-(4-(6-fluoroquinolin-4-yl)cyclohexyl)propanamide

Conditions

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;	91%

: 75-36-5
acetyl chloride

: 41100-52-1
memantine hydrochloride

: 19982-07-1
1-acetamido-3,5-dimethyladamantane

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h; Solvent;	91%

: 55362-80-6
9-bromononan-1-ol

: 41100-52-1
memantine hydrochloride

: 1402933-72-5
9-((3,5-dimethyladamantan-1-yl)amino)nonan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	90%

: 64-18-6
formic acid

: 41100-52-1
memantine hydrochloride

: 351329-88-9
1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane

Conditions

Conditions	Yield
With titanium sulfate at 80℃; for 5h; Reagent/catalyst; Temperature;	90%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 41100-52-1
memantine hydrochloride

: 351329-88-9
1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane

Conditions

Conditions	Yield
With titanium(IV) oxide at 105℃; for 3h; Reagent/catalyst;	90%

: 108-24-7
acetic anhydride

: 41100-52-1
memantine hydrochloride

: 19982-07-1
1-acetamido-3,5-dimethyladamantane

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2.5h; Solvent;	90%

: 4286-55-9
1-bromo-6-hexanol

: 41100-52-1
memantine hydrochloride

: 1402933-69-0
6-((3,5-dimethyladamantan-1-yl)amino)hexan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	89%

: 24066-82-8
ethyl 2-isothiocyanatoacetate

: 41100-52-1
memantine hydrochloride

: ethyl {[(3,5-dimethyladamantan-1-yl)carbamothioyl]amino}acetate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 80℃; for 12h;	89%

: 118591-58-5
5-tosyloxy-3-oxapentanol

: 41100-52-1
memantine hydrochloride

: 1402934-02-4
2-(2-((3,5-dimethyladamantan-1-yl)amino)ethoxy)ethanol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	88%

: 1402934-00-2
2-((2-hydroxyethyl)thio)ethyl 4-methylbenzenesulfonate

: 41100-52-1
memantine hydrochloride

: 2-((2-((3,5-dimethyladamantan-1-yl)amino)ethyl)thio)ethanol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	87%

: 41100-52-1
memantine hydrochloride

: 2949-22-6
Glycine ethyl ester isocyanate

: ethyl {[(3,5-dimethyladamantan-1-yl)carbamoyl]amino}acetate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 12h;	87%

: 41100-52-1
memantine hydrochloride

: 180851-50-7
toluene-4-sulfonic acid 4-tert-butoxycarbonylaminobutyl ester

: tert-butyl (4-((3,5-dimethyladamantan-1-yl)amino)butyl)carbamate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide under 12929 Torr; for 1h; Microwave irradiation;	87%

: 50816-19-8
8-bromooctanol

: 41100-52-1
memantine hydrochloride

: 1402933-71-4
8-((3,5-dimethyladamantan-1-yl)amino)octan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;	86%

: 41100-52-1
memantine hydrochloride

: 4635-59-0
4-Chlorobutanoyl chloride

: 1402933-97-4
4-chloro-N-(3,5-dimethyladamantan-1-yl)butanamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 4h;	86%

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 41100-52-1
memantine hydrochloride

: 351329-88-9
1-formamido-3,5-dimethyltricyclo[3.3.1.13,7]decane

Conditions

Conditions	Yield
With copper(II) choride dihydrate at 40℃; for 4h;	86%

: 19347-73-0
6-chlorohexanoyl chloride

: 41100-52-1
memantine hydrochloride

: 1402933-99-6
6-chloro-N-(3,5-dimethyladamantan-1-yl)hexanamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 4h;	85%

: 41059-02-3
9-bromononanoic acid

: 41100-52-1
memantine hydrochloride

: 9-bromo-N-(3,5-dimethyladamantyl)nonamide

Conditions

Conditions	Yield
With 2-chloro-1,3-dimethyl-4,5-dihydro-1H-imidazolium chloride; triethylamine In dichloromethane at 0 - 20℃; for 18h;	85%

: 619-65-8
4-cyanobenzoic Acid

: 41100-52-1
memantine hydrochloride

: C20H24N2O

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Cooling with ice;	81%

: 805983-04-4
3-(prop-2-en-1-yldisulfanyl)propanoic acid

: 41100-52-1
memantine hydrochloride

: 1215295-30-9
3-(prop-2-en-1-yldisulfanyl)-N-((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)propanamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Cooling with ice;	79%

: 41100-52-1
memantine hydrochloride

: 86536-92-7
6-((tert-butoxycarbonyl)amino)hexyl 4-methylbenzenesulfonate

: tert-butyl (6-((3,5-dimethyladamantan-1-yl)amino)hexyl)carbamate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide under 12929 Torr; for 1h; Microwave irradiation;	79%

Memantine hydrochloride Chemical Properties

Molecular Structure of Memantine hydrochloride (CAS NO.41100-52-1):

IUPAC Name: 3,5-dimethyladamantan-1-amine hydrochloride
Molecular formula:C₁₂H₂₂ClN
Molecular Weight:215.76
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 1
Flash Point: 92.3 °C
Enthalpy of Vaporization: 47.67 kJ/mol
Boiling Point: 239.8 °C at 760 mmHg
Vapour Pressure: 0.0393 mmHg at 25°C
EINECS: 255-219-6
Melting point: 292 °C
Appearance:Crystalline Solid
InChI
InChI=1/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
Smiles
C1[C@@]2(CC3(CC(C2)C[C@@]1(C3)C)N)C.Cl
Product Categories: Adamantane derivatives; Antispasmodic; Antiparkinsonian; Adamantanes; Intermediates & Fine Chemicals; Pharmaceuticals; Glutamate receptor; Glutamate

Memantine hydrochloride Uses

Memantine hydrochloride is used as an antiparkinsonian and antispasmodic.

Memantine hydrochloride Safety Profile

The Safety Statements information of Memantine hydrochloride (CAS NO.41100-52-1):
24/25: Avoid contact with skin and eyes
WGK Germany: 3

Memantine hydrochloride Specification

Memantine hydrochloride , with CAS number of 41100-52-1, can be called Memantine HCl ; 1,3-Dimethyl-5-aminoadamantane hydrochloride ; 1,3-Dimethylaminoadamantane hydrochloride ; 1-amino-3,5-dimethyladamantane hcl ; 1-amino-3,5-dimethyladamantane hydrochloride ; 1-amino-3,4-dimethyladamantane hydrochloride . It is a crystalline solid, Memantine hydrochloride (CAS NO.41100-52-1) can be used as an antiparkinsonian and antispasmodic.

Product Name

Memantine HCl

Synthetic route

Memantine hydrochloride Chemical Properties

Memantine hydrochloride Uses

Memantine hydrochloride Safety Profile

Memantine hydrochloride Specification

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