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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

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 USP, EP (PhEur) and BP 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.

Footnote

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD3574
LRAC3331
LRAC3331
LRAA0459
LRAA9096

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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)
Bhuvaneshwar Vaidya et al.
Journal of drug targeting, 20(4), 372-380 (2012-02-22)
In the present study attempt has been made to enhance the selective tumor cell killing in mouse xenograft model using DQAsomes as a mitochondriotropic carrier and transferrin (Tf) as a ligand to target tumor cells. Tf modified DQAsomes (Tf-DQAsomes) were
V P Chistiakova et al.
Vestnik otorinolaringologii, (5)(5), 78-81 (2012-12-20)
The objective of the present study was to estimate the efficacy of laripront intended for the treatment of inflammatory diseases of the laryngopharynx in the children. Available for the observation were 50 patients aged between 4 and 14 years suffering
Mar Orzáez et al.
Apoptosis : an international journal on programmed cell death, 16(5), 460-467 (2011-02-23)
Inhibitor of apoptosis proteins (IAPs) regulate the activity of caspases in apoptosis. The human X chromosome-encoded IAP (XIAP) is one of the more potent members of the IAP family and it has been described as a central regulator of apoptosis.
Xiao-Xing Wang et al.
Biomaterials, 32(24), 5673-5687 (2011-05-10)
Intrinsic multidrug resistance (MDR) of cancers remains a major obstacle to successful chemotherapy. A dequalinium polyethylene glycol-distearoylphosphatidylethanolamine (DQA-PEG(2000)-DSPE) conjugate was synthesized as a mitochondriotropic molecule, and mitochondrial targeting resveratrol liposomes were developed by modifying DQA-PEG(2000)-DSPE on the surface of liposomes
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