2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride

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CAS:41544-24-5
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2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride Basic information
Product Name:2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride
Synonyms:2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride;Einecs 255-434-5;Tromantadin hydrochlorid;Tromantadine HCl;Virumerz;Viru-merz;Viruserol
CAS:41544-24-5
MF:C16H28N2O2.ClH
MW:316.86666
EINECS:2554345
Product Categories:
Mol File:41544-24-5.mol
2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride Structure
2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride Chemical Properties
Melting point 157-158°
form Solid
color White to off-white
Safety Information
ToxicityLD50 orally in rats: 630 mg/kg; i.v. in mice: 71.0 mg/kg (Peteri, Sterner)
MSDS Information
2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride Usage And Synthesis
OriginatorViru-Merz,Merz,W. Germany,1973
Manufacturing ProcessAdamantane is first reacted with chloroacetyl chloride to give chloroacetylaminoadamantane. 2.3 g Na (0.1 g-atom) were dissolved in 75 ml dimethylamino-ethanol. Then the excess alcohol was distilled off completely and the sodium salt developed was dried in a vacuum. After drying, the salt was dissolved in about 200 ml xylene. To thissolution.22.8 g (0.1 mol) chloroacetylaminoadamantane were added, heated for 10 hours under reflux in a 250-ml round-bottomed flask with a reflux cooler, and the sodium chloride developed subsequently filtered off.
Next the xylene was distilled away, the liquid residue dissolved in about 80 ml carbon tetrachloride and the hydrochloride precipitated through introduction of hydrochloric acid gas. The hydrochloride was dissolved in about 100 ml acetone and the solvent subsequently distilled away, whereby excess hydrochloric acid passed over with it. This operation was repeated until no excess acid was present.
A large excess of petroleum ether was added in a 500 ml three-necked flask provided with a stirrer and reflux cooler, to a concentrated acetonic solution of the hydrochloride and stirred for at least 1 hour, whereby the desired substance was deposited in a crystalline form. Finally, the substance was filtered away and dried in a desiccator. 14 g of the substance (15% of theory) were obtained.
Therapeutic FunctionAntiviral
2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride Preparation Products And Raw materials
Raw materials2-Dimethylaminoethanol-->Chloroacetyl chloride-->Sodium-->Adamantane
Tag:2-[2-(dimethylamino)ethoxy]-N-tricyclo[3.3.1.13,7]dec-1-ylacetamide monohydrochloride(41544-24-5) Related Product Information