An ammonium-containing cationic surfactant with diverse biological activities
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Dequalinium (chloride)

Item No. 17557

Technical Information
Formal Name
1,1'-(1,10-decanediyl)bis[4-amino-2-methyl-quinolinium, dichloride
CAS Number
522-51-0
Synonyms
  • NSC 166454
Molecular Formula
C30H40N4 • 2Cl
Formula Weight
Purity
≥95%
A crystalline solid
λmax
210, 221, 242, 328, 341 nm
SMILES
CC1=[N+](CCCCCCCCCC[N+]2=C(C=CC=C3)C3=C(N)C=C2C)C4=CC=CC=C4C(N)=C1.[Cl-].[Cl-]
InChi Code
InChI=1S/C30H38N4.2ClH/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34;;/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3;2*1H
InChi Key
LTNZEXKYNRNOGT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dequalinium is a quaternary ammonium cation with diverse biological activities.1,2,3 It has antifungal activity against C. albicans, C. glabrata, and C. krusei (MICs = 0.5-2, 64-256, and 128 μg/ml, respectively), antitrichomonal activity against T. vaginalis (MICs = 28.8-230.4 µg/ml), and antibacterial activity against a panel of aerobic and facultative anaerobic bacteria (MICs = 0.25-256 µg/ml).1 Dequalinium inhibits apamin binding to, and net potassium loss mediated by, SKCa channels in guinea pig hepatocytes stimulated by angiotensin II (Item No. 17150).2 In vivo, dequalinium (1-10 mg/kg) inhibits primary and recurrent tumor growth in a W163 rat colon carcinoma isograft model.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Della Casa, C., Noll, H., Gonser, S., et alAntimicrobial activity of dequalinium chloride against leading germs of vaginal infections. Arzneimittelforschung 52(9), 699-705 (2002).

    2. Castle, N.A., Haylett, D.G., Morgan, J.M., et alDequalinium: A potent inhibitor of apamin-sensitive K+ channels in hepatocytes and of nicotinic responses in skeletal muscle. Eur. J. Pharmacol. 236(2), 201-207 (1993).

    3. Bleday, R., Weiss, M.J., and Salem, R.R. Inhibition of rat colon tumor isograft growth with dequalinium chloride. Arch. Surg. 121(11), 1272-1275 (1986).