1224595-53-2

Basic information

• Product Name: 1-decyl-3-phenylmethyl-1H-imidazolium bromide
• Synonyms: 1-decyl-3-phenylmethyl-1H-imidazolium bromide
• CAS NO: 1224595-53-2
• Molecular Weight: 379.384
• Mol File: 1224595-53-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-decyl-3-phenylmethyl-1H-imidazolium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-decyl-3-phenylmethyl-1H-imidazolium bromide(1224595-53-2)
• EPA Substance Registry System: 1-decyl-3-phenylmethyl-1H-imidazolium bromide(1224595-53-2)

Safety Data

• Hazardous Substances Data: 1224595-53-2(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 58175-55-6 1-hexadecyl-1H-imidazole 
• 4238-71-5 1-benzylimidazole 
• 112-29-8 1-bromo dodecane 

Relevant articles and documents

The mode of antibacterial action of quaternary N-benzylimidazole salts against emerging opportunistic pathogens

Quaternary ammonium compounds (QACs) are antimicrobial agents displaying a broad spectrum of activity due to their mechanism of action targeting the bacterial membrane. The emergence of bacterial resistance to QACs, especially in times of pandemics, requires the continuous search for new and potent QACs structures. Here we report the synthesis and biological evaluation of QACs based on imidazole derivative, N-benzylimidazole. The antimicrobial activity was tested against a range of pathogenic bacteria and fungi, both ATCC and clinical isolates, showing varying activities ranging in minimal inhibitory concentrations (MICs) from as low as 7 ng/mL. The most promising compound, N-tetradecyl derivative (BnI-14), proved to be very potent against bacterial biofilms, even at sub-MIC doses, suggesting interference with the bacterial growth and/or division process. The BnI-14 treatment induces bacterial membrane disruption, as observed by fluorescence spectroscopy and atomic force microscopy and it also binds to DNA indicating that bacterial membrane might not be the only cellular target of QACs. Most importantly, BnI-14 exhibits low toxicity to healthy human cell lines, suggesting that N-benzylimidazolium-based QACs may be promising new antimicrobial agents.

Design of reaction media for nucleophilic substitution reactions by using a catalytic amount of an amphiphilic imidazolium salt in water

Molecules of an amphiphilic imidazolium salt assemble in water to form a hydrophobic membrane including an interface consisting of ammonium species. Such an interface works as a reaction medium like an ionic liquid. We used the medium for nucleophilic substitution reactions between alkyl halides and anionic nucleophiles. This procedure allowed the reactions to proceed efficiently in water without any organic solvent.