3415. Domiphen Bromide

Nomenclature

CAS number: 538-71-6
N,N-Dimethyl-N-(2-phenoxyethyl)-1-dodecanaminium bromide; dodecyldimethyl(2-phenoxyethyl)ammonium bromide; (β-phenoxyethyl)dimethyldodecylammonium bromide; PDDB; phenododecinium bromide; NSC-39415; Bradosol (Novartis); Oradol (Novartis); Modicare; Neo-Bradoral (Novartis).
C22H40BrNO; mol wt 414.46.
C 63.75%, H 9.73%, Br 19.28%, N 3.38%, O 3.86%.

Description and references

Prepd by heating phenoxyethyldimethylamine with dodecyl bromide: Hartmann, Bosshard, US 2581336 (1952 to Ciba).

Chemical structure

Properties

Crystals, mild characteristic odor, bitter taste, mp 112-113°. Freely sol in water (100 g/100 ml), much less sol at low temps. Sol in ethanol, acetone, ethyl acetate, chloroform; very slightly sol in benzene. Aq solns are clear, colorless, and foam profusely on shaking. pH of 10% soln: 6.42; of 1% commercial product at 25°: 5.5; of 0.1%: 6.8. Surface tension values at 25° (by the capillary rise method) range from 26.75 dynes/cm (10% soln) to 22.08 dynes/cm (0.1% soln). Incompatible with soap.

Therapeutic Category

Anti-infective (topical).

Keywords

Antiseptic/Disinfectant; Quaternary Ammonium Compounds