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N-Dodecylimidazole (CAS 4303-67-7)

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Alternate Names:
1-Dodecyl-1H-imidazole; 1-Laurylimidazole; N-Dodecylimidazole; N-Laurylimidazole
Application:
N-Dodecylimidazole is an N-alkylated derivative of imidazole
CAS Number:
4303-67-7
Purity:
≥97%
Molecular Weight:
236.40
Molecular Formula:
C15H28N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Dodecylimidazole is a versatile chemical compound widely utilized in scientific research, particularly in the field of materials science and surface chemistry. Its amphiphilic nature, stemming from the dodecyl alkyl chain and imidazole ring, renders it valuable for modifying surfaces and interfaces. In research, N-dodecylimidazole is employed as a surfactant and stabilizing agent in the synthesis of nanoparticles, where it facilitates the dispersion and functionalization of nanomaterials. Furthermore, its surface-active properties make it instrumental in the fabrication of self-assembled monolayers (SAMs) on solid substrates, enabling precise control over surface properties such as wettability and adhesion. This compound also finds application in the preparation of functionalized polymers and coatings, enhancing their compatibility and performance in various applications ranging from biomaterials to electronics. Moreover, N-dodecylimidazole has been investigated for its antimicrobial activity, with studies exploring its potential as an antibacterial agent in materials designed to inhibit microbial growth on surfaces. Continued research endeavors focus on elucidating the underlying mechanisms governing its surface interactions and developing novel strategies for its utilization in diverse scientific disciplines, including nanotechnology, catalysis, and biointerfaces.


N-Dodecylimidazole (CAS 4303-67-7) References

  1. Cytosolic delivery of macromolecules: I. Synthesis and characterization of pH-sensitive acyloxyalkylimidazoles.  |  Chen, FJ., et al. 2003. Biochim Biophys Acta. 1611: 140-50. PMID: 12659955
  2. A relationship between multidrug resistance and growth-state dependent cytotoxicity of the lysosomotropic detergent N-dodecylimidazole.  |  Wilson, PD., et al. 1991. Biochem Biophys Res Commun. 176: 1377-82. PMID: 1674867
  3. Synergistic Anticancer Action of Lysosomal Membrane Permeabilization and Glycolysis Inhibition.  |  Kosic, M., et al. 2016. J Biol Chem. 291: 22936-22948. PMID: 27587392
  4. Reduced cytotoxicity of the lysosomotropic detergent N-dodecylimidazole after differentiation of HL60 promyelocytes.  |  Wilson, PD., et al. 1989. Cancer Res. 49: 507-10. PMID: 2910470
  5. 1-Benzyl-3-cetyl-2-methylimidazolium Iodide (NH125) Is a Broad-Spectrum Inhibitor of Virus Entry with Lysosomotropic Features.  |  Moeschler, S., et al. 2018. Viruses. 10: PMID: 29874821
  6. The effect of lysosomotropic detergents on the permeability properties of the lysosome membrane.  |  Forster, S., et al. 1987. Biochim Biophys Acta. 924: 452-7. PMID: 3297168
  7. Killing of Saccharomyces cerevisiae by the lysosomotropic detergent N-dodecylimidazole.  |  Hussain, M., et al. 1987. Antimicrob Agents Chemother. 31: 512-7. PMID: 3300529
  8. The role of lysosomal enzymes in killing of mammalian cells by the lysosomotropic detergent N-dodecylimidazole.  |  Wilson, PD., et al. 1987. J Cell Biol. 104: 1223-9. PMID: 3571330
  9. pH dependent cytotoxicity of N-dodecylimidazole: a compound that acquires detergent properties under acidic conditions.  |  Boyer, MJ., et al. 1993. Br J Cancer. 67: 81-7. PMID: 8427783

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Dodecylimidazole, 2.5 g

sc-212204
2.5 g
$300.00