A quaternary ammonium-containing cationic surfactant with antimicrobial activity
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Domiphen (bromide)

Item No. 30276

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-dimethyl-N-(2-phenoxyethyl)-1-dodecanaminium, monobromide
CAS Number
538-71-6
Synonyms
  • NSC 39415
Molecular Formula
C22H40NO • Br
Formula Weight
414.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: solubleWater: soluble
λmax
269 nm
SMILES
C[N+](CCCCCCCCCCCC)(C)CCOC1=CC=CC=C1.[Br-]
InChi Code
InChI=1S/C22H40NO.BrH/c1-4-5-6-7-8-9-10-11-12-16-19-23(2,3)20-21-24-22-17-14-13-15-18-22;/h13-15,17-18H,4-12,16,19-21H2,1-3H3;1H/q+1;/p-1
InChi Key
OJIYIVCMRYCWSE-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 g

    $49

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    Cayman Chemical
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    Product Description

    Domiphen is a quaternary ammonium-containing cationic surfactant with antimicrobial activity.1,2 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.1,2,3,4 It also inhibits the human-ether-a-go-go-related gene (hERG) channel (IC50 = 1.5 μM in a whole-cell patch-clamp assay).5 Formulations containing domiphen have been used as antiseptics, disinfectants, and biocides in industrial, agricultural, veterinary, and clinical applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Baker, P.J., Coburn, R.A., Genco, R.J., et al. The in vitro inhibition of microbial growth and plaque formation by surfactant drugs. J. Periodontal Res. 13(5), 474-485 (1978).

    2. Müller, A., Rychli, K., Zaiser, A., et al. The Listeria monocytogenes transposon Tn6188 provides increased tolerance to various quaternary ammonium compounds and ethidium bromide. FEMS Microbiol. Lett. 361(2), 166-173 (2014).

    3. Holdsworth, S.R., and Law, C.J. The major facilitator superfamily transporter MdtM contributes to the intrinsic resistance of Escherichia coli to quaternary ammonium compounds. J. Antimicrob. Chemother. 68(4), 831-839 (2013).

    4. Ortiz, S.C., Huang, M., and Hull, C.M. Spore germination as a target for antifungal therapeutics. Antimicrob. Agents Chemother. 63(12), e00994-00919 (2019).

    5. Xia, M., Shahane, S.A., Huang, R., et al. Identification of quaternary ammonium compounds as potent inhibitors of hERG potassium channels. Toxicol. Appl. Pharmacol. 252(3), 250-258 (2011).