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Domiphen bromide

CAS No.
538-71-6
Chemical Name:
Domiphen bromide
Synonyms
DOMIPHEN;Domiphenbromide,97%;pddb;oradol;Mr C m;bradosol;bradoral;bradonit;bradasol;fungitex
CBNumber:
CB4271226
Molecular Formula:
C22H40BrNO
Molecular Weight:
414.46
MDL Number:
MFCD00011769
MOL File:
538-71-6.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:07

Domiphen bromide 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)
EWG's Food Scores 1
FDA UNII R4CY19YS7C
ATC code A01AB06
EPA Substance Registry System 1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide (1:1) (538-71-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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
NFPA 704
1
2 1

Domiphen bromide Chemical Properties,Uses,Production

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.

Domiphen bromide Preparation Products And Raw materials

Raw materials

Preparation Products

beta-phenoxyethyldimethyldodecylammoniumbromide bradasol bradonit bradoral bradosol bradosolbromide dimethyldodecyl(2-phenoxyethyl)-ammoniubromide dodecyldimethyl(2-phenoxyethyl)-ammoniubromide dodecyldimethyl(2-phenoxyethyl)-ammoniumbromid fungitex fungitexr n,n-dimethyl-n-(2-phenoxyethyl)-1-dodecanaminiubromide nsc-39415 oradol pddb DOMOPHEN BROMIDE Phenododecinium bromide DOMIPHENBROMIDE,BP DOMIFENBROMIDE DOMIPHEN BROMIDE (DODECYLDIMETHYL-2-PHENOXYETHYL)-AMMONIUM BROMIDE LABOTEST-BB LT00847867 1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide Dodecyl-dimethyl-(2-phenoxyethyl)azanium bromide lauryl-dimethyl-(2-phenoxyethyl)ammonium bromide Domiphen bromide,(Dodecyldimethyl-2-phenoxyethyl)ammonium bromide Domiphen bromide 97% DiMophine broMide DoMiphen BroMide API N,N-diMethyl-N-(2-phenoxyethyl)dodecan-1-aMiniuM broMide 1-Dodecanaminium, N,N-dimethyl-N-(2-phenoxyethyl)-, bromide (1:1) N,N-dimethyl-N-(2-phenoxyethyl)-1-dodecanaminium bromide Domiphen bromide USP/EP/BP DOMIPHEN Domiphenbromide,97% Mr C m Domiphen bromide,NA Naphthoic Acid Impurity 83 538-71-6 38-71-6 CH3CH211NCH32CH2CH2OC6H5Br C22H40ONBr C22H40BrNO C22H40NOBrC22H40BrNO C22H40NOBr Ammonium Salts Phase Transfer Catalysts Synthetic Reagents Inhibitors ACTIVE PHARMACEUTICAL INGREDIENTS