Dequalinium Chloride

• CAT Number: A000718
• CAS Number: 522-51-0
• Molecular Formula: C30H40N4.2Cl
• Molecular Weight: 527.57
• Purity: ≥95%
• Target: Neuronal Signaling
• Solubility: Limited solubility
• Storage: 3 years -20C powder
• IUPAC Name: 1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium-4-amine;dichloride
• InChI: 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
• InChIKey: LTNZEXKYNRNOGT-UHFFFAOYSA-N
• SMILES: CC1=[N+](C2=CC=CC=C2C(=C1)N)CCCCCCCCCC[N+]3=C(C=C(C4=CC=CC=C43)N)C.[Cl-].[Cl-]

Dequalinium Chloride (CAS 522-51-0) is a PKC inhibitor with IC50 of 7-18 μM, and also a selective blocker of apamin-sensitive K+ channels with IC50 of 1.1 μM.
Dequalinium chloride (DECA) is a cationic, lipophilic compound with structure similar to the dye rhodamine 123. DECA is selectively accumulated and retained within the mitochondria of carcinoma cells where it acts as a mitochondrial poison by blocking mitochondrial enzymes which can then disrupt cellular energy production, eventually resulting in cell death. Dequalinium Chloride is a blocker of ganglionic transmission (EC50 = 2 μM).
In mice bearing bladder MB49 tumors, Dequalinium chloride (2 mg/kg/d, i.p.) displays anticarcinoma activity with T/C of 210%.

Reference

1.Acrylamide, Phos Binding Reagent, Cell Counting Kit, and SYBR Safe DNA Gel Stain. "Dequalinium Chloride."
2.Bleday, Ronald, et al. "Inhibition of rat colon tumor isograft growth with dequalinium chloride." Archives of Surgery 121.11 (1986): 1272-1275.
3.Weiss, Michael J., et al. "Dequalinium, a topical antimicrobial agent, displays anticarcinoma activity based on selective mitochondrial accumulation." Proceedings of the National Academy of Sciences 84.15 (1987): 5444-5448.