58158-77-3

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.

Rotta Research (Italy)

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).

AMANTOL

Antiseptic