Domiphen bromide

Base Information

• Chemical Name: Domiphen bromide
• CAS No.: 538-71-6
• Deprecated CAS: 12040-53-8,138846-42-1,2702-99-0,138846-42-1,2702-99-0
• Molecular Formula: C22H40NO^.Br
• Molecular Weight: 414.47
• Hs Code.: 2942000000
• European Community (EC) Number: 208-702-0
• UNII: R4CY19YS7C
• DSSTox Substance ID: DTXSID5033468
• Wikipedia: Domiphen_bromide
• Wikidata: Q4165880
• NCI Thesaurus Code: C72644
• ChEMBL ID: CHEMBL486696
• Mol file: 538-71-6.mol

Synonyms:1-Dodecanaminium,N,N-dimethyl-N-(2-phenoxyethyl)-, bromide (9CI);Ammonium, dodecyldimethyl(2-phenoxyethyl)-,bromide (8CI);Dodecyldimethyl(2-phenoxyethyl)ammonium bromide (6CI,7CI);(b-Phenoxyethyl)dimethyldodecylammoniumbromide;Bradonit;Bradoral;Bradosol;Bradosol bromide;Domiphen bromide;Fungitex;Fungitex R;Modicare;N-Dodecyl-N-(2-phenoxyethyl)dimethylammoniumbromide;NSC 39415;Neo-Bradoral;Oradol;PDDB;Phenododecinium bromide;

Chemical Property of Domiphen bromide

Chemical Property:

• Melting Point: 117-119 °C(lit.)
• Refractive Index: 1.5570 (estimate)
• PSA: 9.23000
• Density: 1.1411 (rough estimate)
• LogP: 3.06670
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Water Solubility.: Soluble in ethanol, acetone, ethyl acetate, chloroform and water. Slightly soluble in benzene.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 413.22933
• Heavy Atom Count: 25
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Domiphen bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCC[N+](C)(C)CCOC1=CC=CC=C1.[Br-]
• Recent ClinicalTrials: Study Evaluating the Efficacy and Safety of Miconazole Nitrate + Domiphen Bromide Vaginal Cream in the Treatment of Subjects With Acute Vulvovaginal Candidiasis
• Recent EU Clinical Trials: A Phase 2, Randomized, Double-Blind, Active-Controlled Study to Evaluate the Efficacy and Safety of Miconazole Nitrate 2% + Domiphen Bromide Vaginal cream in the Treatment of Subjects with Acute Vulvovaginal Candidiasis
• 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.
• 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.

Technology Process of Domiphen bromide

There total 4 articles about Domiphen bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N,N-dimethylaminododecane (112-18-5,83855-86-1) + phenoxyethyl bromide (589-10-6) → domiphen brominde (538-71-6)

Guidance literature:

With ethyl acetate;

Reference yield:

n-Dodecylamine (124-22-1) + phenoxyethyl bromide (589-10-6) → domiphen brominde (538-71-6)

Guidance literature:

With methyl bromide; formaldehyd; formic acid;

Reference yield:

dimethyl(2-phenoxyethyl)amine (13468-02-5) + 1-dodecylbromide (143-15-7) → domiphen brominde (538-71-6)

Guidance literature:

upstream raw materials:

dimethyl(2-phenoxyethyl)amine

1-dodecylbromide

n-Dodecylamine

phenoxyethyl bromide

Downstream raw materials:

domiphen (+)-(R)-2-(4-chloro-2-methylphenoxy)propionate

domiphen (4-chloro-2-methylphenoxy)acetate

Refernces