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PHR1300

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Dequalinium chloride

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

1,1′-Decamethylenebis(4-aminoquinaldinium) dichloride

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About This Item

Empirical Formula (Hill Notation):
C30H40Cl2N4
CAS Number:
522-51-0
Molecular Weight:
527.57
EC Number:
208-330-9
MDL number:
MFCD00063502
UNSPSC Code:
41116107
PubChem Substance ID:
329823288
NACRES:
NA.24

Key Documents

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grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to Ph. Eur. D0430000

API family

dequalinium

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

≥300 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Dequalinium chloride (DECA) is a cationic, lipophilic mitochondrial toxin which can act as a cyctotoxic agent on the mitochondrial membrane of specific epithelial carcinoma cells, by inhibiting the cellular energy production. It can have useful applications in cancer therapy.

Application

Dequalinium chloride may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by high performance liquid chromatography (HPLC).
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the US and EP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC3331 in the slot below. This is an example certificate only and may not be the lot that you receive.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Toxicity of the mitochondrial poison dequalinium chloride in a murine model system
Gamboa-Vujicic G, et al.
Journal of Pharmaceutical Sciences, 82(3), 231-235 (1993)
Zhanguang Chen et al.
Journal of pharmaceutical and biomedical analysis, 48(3), 946-950 (2008-07-01)
A method for the specific determination of an antibacterial quaternary ammonium compound Dequalinium chloride (DQC) was described in this paper. At pH 0.5, the resonance light scattering (RLS) intensity of sodium dodecyl benzene sulfonate (SDBS) remarkably was enhanced by adding
Juan R Rodrigues et al.
Parasitology research, 104(6), 1491-1496 (2009-02-12)
The bisquinoline drug dequalinium (DQ) has demonstrated remarkable activity against some infection diseases, including malaria. Oxidative stress represents a biochemical target for potential antimalarials. In this work, we have tested the ability of this compound to modify the oxidative status
Guido Lopes dos Santos Santiago et al.
BMC research notes, 5, 151-151 (2012-03-21)
Atopobium vaginae and Gardnerella vaginalis are major markers for bacterial vaginosis. We aimed to determine the MIC and MBC range of the broad-spectrum anti-infective and antiseptic dequalinium chloride for 28 strains, belonging to 4 species of the genus Atopobium, i.e.
[Statement of the Polish Gynecological Society expert panel concerning application of Fluomizin].
Ginekologia polska, 84(3), 237-239 (2013-05-25)
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