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Domiphen bromide

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Domiphen bromide Basic information

Product Name:
Domiphen bromide
Synonyms:
  • beta-phenoxyethyldimethyldodecylammoniumbromide
  • bradasol
  • bradonit
  • bradoral
  • bradosol
  • bradosolbromide
  • dimethyldodecyl(2-phenoxyethyl)-ammoniubromide
  • dodecyldimethyl(2-phenoxyethyl)-ammoniubromide
CAS:
538-71-6
MF:
C22H40BrNO
MW:
414.46
EINECS:
208-702-0
Product Categories:
  • Inhibitors
  • ACTIVE PHARMACEUTICAL INGREDIENTS
Mol File:
538-71-6.mol
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Domiphen bromide Chemical Properties

Melting point:
117-119 °C (lit.)
Density 
1.1411 (rough estimate)
refractive index 
1.5570 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
color 
White to Off-White
Water Solubility 
Soluble in ethanol, acetone, ethyl acetate, chloroform and water. Slightly soluble in benzene.
Sensitive 
Hygroscopic
Merck 
14,3415
BRN 
3922742
InChIKey
OJIYIVCMRYCWSE-UHFFFAOYSA-M
CAS DataBase Reference
538-71-6(CAS DataBase Reference)
EPA Substance Registry System
1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide (1:1) (538-71-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
BQ2030000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
Hazardous Substances Data
538-71-6(Hazardous Substances Data)

MSDS

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Domiphen bromide Usage And Synthesis

Description

Domiphen is a quaternary ammonium compound and cationic surfactant with antimicrobial activity. It is active against A. viscosus, A. naeslundii, S. mutans, E. coli, and L. monocytogenes bacteria and inhibits C. neoformans yeast growth and spore germination. It also inhibits the human-ether-a-go-go-related gene (hERG) channel (IC50 = 1.5 μM in a whole-cell patch-clamp assay). Formulations containing domiphen have been used as antiseptics, disinfectants, and biocides in industrial, agricultural, veterinary, and clinical applications.

Originator

Bradosol,Ciba,US,1958

Uses

Antiinfective, topical.

Uses

Domiphen bromide is employed as a phase transfer catalyst in synthetic chemistry. It is used as a quaternary ammonium cation with cationic surfactant properties. Further, it is used as an antiseptic and an active pharmaceutical ingredient.

Definition

ChEBI: Domiphen bromide is an aromatic ether.

Manufacturing Process

7 parts of β-phenoxyethyl-dimethylamine are heated for 2 hours on the boiling water-bath with 11 parts of dodecyl bromide. A good yield of β-phenoxy-ethyldimethyl-dodecyl-ammonium bromide is obtained which, after recrystallization from acetone, melts at 112°C. It is a white crystalline powder which dissolves easily in water to give a neutral reaction.

Therapeutic Function

Topical antiinfective

Safety Profile

Poison by intraperitoneal and intravenous routes. hfutauon data reported. When heated to decomposiuon it emits very toxic fumes of NOx, NH3, and Br-. See also BROMIDES.

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