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399922

Sigma-Aldrich

Dequalinium chloride

90%

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Synonym(s):
1,1′-Decamethylenebis(4-aminoquinaldinium) dichloride
Empirical Formula (Hill Notation):
C30H40Cl2N4
CAS Number:
522-51-0
Molecular Weight:
527.57
EC Number:
208-330-9
MDL number:
MFCD00063502
UNSPSC Code:
12352203

Assay

90%

mp

≥300 °C (lit.)

SMILES string

[Cl-].[Cl-].Cc1cc(N)c2ccccc2[n+]1CCCCCCCCCC[n+]3c(C)cc(N)c4ccccc34

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

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Ulrik S Sørensen et al.
Journal of medicinal chemistry, 51(23), 7625-7634 (2008-11-13)
Small conductance Ca2+-activated K+ channels (SK channels) participate in the control of neuronal excitability, in the shaping of action potential firing patterns, and in the regulation of synaptic transmission.SK channel inhibitors have the potential of becoming new drugs for treatment
Amaury Graulich et al.
Bioorganic & medicinal chemistry letters, 18(11), 3440-3445 (2008-04-26)
So far, small conductance Ca(2+)-activated K(+) channel (SK) blockers mostly consist of quaternary ammonium derivatives or peptides. Due to their physicochemical properties, these blockers are not suitable to study the physiological roles of SK channels in the central nervous system
Amaury Graulich et al.
Journal of medicinal chemistry, 50(21), 5070-5075 (2007-09-18)
Starting from the scaffold of N-methyllaudanosine and N-methylnoscapine, which are known small conductance Ca2+-activated K+ channel blockers, original bis-isoquinolinium derivatives were synthezised and evaluated using binding studies, electrophysiology, and molecular modeling. These quaternary compounds are powerful blockers, and the most
David I Fletcher et al.
Bioorganic & medicinal chemistry, 15(16), 5457-5479 (2007-06-15)
The synthesis and pharmacological testing of a series of non-peptidic blockers of the SK(Ca) (SK-3) channel is described. Target compounds were designed to mimic the spatial relationships of selected key residues in the energy-minimised structure of the octadecapeptide apamin, which
Clarissa K L Ng et al.
Bioorganic & medicinal chemistry, 15(10), 3422-3429 (2007-03-27)
A series of bis(pyridinium)alkanes have been prepared and their antifungal activity, haemolytic activity and ability to inhibit fungal phospholipase B1 have been investigated, together with those of the commercially available antiseptics octenidine and dequalinium. Removal of the amino substituents from
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