Domiphen bromide
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
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)
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
- Language:English Provider:(Dodecyldimethyl-2-phenoxyethyl)ammonium bromide
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
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.
References
[1] P. J. BAKER. The in vitro inhibition of microbial growth and plaque formation by surfactant drugs[J]. Journal of periodontal research, 1978, 13 5: 474-485. DOI: 10.1111/j.1600-0765.1978.tb00200.x
[2] ANNELIESE MüLLER. The Listeria monocytogenes transposon Tn6188 provides increased tolerance to various quaternary ammonium compounds and ethidium bromide[J]. Fems Microbiology Letters, 2014, 361 2: 166-173. DOI: 10.1111/1574-6968.12626
[3] SCARLETT R HOLDSWORTH Christopher J L. The major facilitator superfamily transporter MdtM contributes to the intrinsic resistance of Escherichia coli to quaternary ammonium compounds.[J]. Journal of Antimicrobial Chemotherapy, 2013, 68 4: 831-839. DOI: 10.1093/jac/dks491
[4] SéBASTIEN C ORTIZ Christina M H Mingwei Huang. Spore Germination as a Target for Antifungal Therapeutics.[J]. Antimicrobial Agents and Chemotherapy, 2019, 63 12. DOI: 10.1128/aac.00994-19
[5] MENGHANG XIA . Identification of quaternary ammonium compounds as potent inhibitors of hERG potassium channels[J]. Toxicology and applied pharmacology, 2011, 252 3: Pages 250-258. DOI: 10.1016/j.taap.2011.02.016
Domiphen bromide(538-71-6)Related Product Information
- Diethoxydimethylsilane
- Ethidium bromide
- Ammonium acetate
- Dodecylbenzenesulphonic acid
- Tetraethylammonium bromide
- 1,2,5,6,9,10-Hexabromocyclododecane
- Benzyldodecyldimethylammonium bromide
- Dimethyldimethoxysilane
- Ammonium chloride
- Tetrabutylammonium bromide
- N,N-Dimethyldodecylamine
- Sodium bromate
- Rocuronium bromide
- Ammonium sulfate
- Allyl bromide
- DODECYLBENZENE
- CALCIUM DODECYLBENZENE SULFONATE
- Ammonium hydroxide