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ChemicalBook--->CAS DataBase List--->58158-77-3

58158-77-3

58158-77-3 Structure

58158-77-3 Structure
IdentificationBack Directory
[Name]

AMANTANIUM BROMIDE
[CAS]

58158-77-3
[Synonyms]

AMANTANIUM BROMIDE
[Molecular Formula]

C25H46BrNO2
[MDL Number]

MFCD01668404
[MOL File]

58158-77-3.mol
[Molecular Weight]

472.542
Chemical PropertiesBack Directory
[Melting point ]

182-184°
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
Hazard InformationBack Directory
[Description]

Amantanium bromide is a quaternary ammonium antibacterial/antifugal agent useful as a surgical antiseptic and for the topical therapy of mucous and cutaneous infections. It appears somewhat more effective than cetylpyridinium chloride and benzalkonium chloride.
[Originator]

Rotta Research (Italy)
[Manufacturing Process]

A solution of 21.7 g (0.11 mole) 1-adamantanecarboxylic acid chloride in 100 ml ether was added to a solution of 19.4 g (0.22 mole) 2- dimethylaminoethanol in 200 ml ether. The reaction mixture was stirred overnight at room temperature. Then additional 15.0 g (0.17 mole) 2- dimethylaminoethanol was added and the reaction mixture again stirred overnight. The reaction mixture was poured into 300 ml water and treated with 20 ml of 10% NaOH solution. From the ether layer was recovered 23.0 g of 2-dimethylaminoethyl 1-adamantanecarboxylate as oil.
The 2-dimethylaminoethyl 1-adamantanecarboxylate was mixed with 1- bromodecan and allowed to stand for about 6 weeks. The resultant crystalline mass was washed with ether and dried to gave 2-(1’- adamantanecarbonyloxy)ethyldimethyldecylammonium bromide as white crystals, melting point 183°-184.5°C (two recrystallizations from ethyl acetate).
[Brand name]

AMANTOL
[Therapeutic Function]

Antiseptic
Safety DataBack Directory
[Toxicity]

LD50 orally in mice: 910 mg/kg (Rovati)
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