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522-51-0,MFCD00063502
Catalog No.:AA019FSP

522-51-0 | Dequalinium Chloride

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250mg
≥95%
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$46.00   $32.00
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500mg
≥95%
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$88.00   $61.00
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1g
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$159.00   $111.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA019FSP
Chemical Name:
Dequalinium Chloride
CAS Number:
522-51-0
Molecular Formula:
C30H40Cl2N4
Molecular Weight:
527.5714
MDL Number:
MFCD00063502
SMILES:
Nc1cc(C)[n+](c2c1cccc2)CCCCCCCCCC[n+]1c(C)cc(c2c1cccc2)N.[Cl-].[Cl-]
Properties
Computed Properties
 
Complexity:
532  
Covalently-Bonded Unit Count:
3  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
11  

Downstream Synthesis Route
76-60-8    522-51-0   
C21H14Br4O5S*C30H40N4(2+)*2Cl(1-) 

[1]EgyptianJournalofChemistry,2008,vol.51,p.113-123

76-59-5    522-51-0   
C27H28Br2O5S*C30H40N4(2+)*2Cl(1-) 

[1]Locationinpatent:experimentalpartMohamed;Dossouki;Moustafa;Ghoname[EgyptianJournalofChemistry,2008,vol.51,#1,p.113-123]

522-51-0   
CASUnavailable 
 
CASUnavailable 

[1]Locationinpatent:experimentalpartMohamed;Dossouki;Moustafa;Ghoname[EgyptianJournalofChemistry,2008,vol.51,#1,p.113-123]

[1]CurrentPatentAssignee:CHINARESOURCESNATIONALCORPORATION-CN106632032,2017,ALocationinpatent:Paragraph0087-0088

[2]CurrentPatentAssignee:CHINARESOURCESNATIONALCORPORATION-CN106854179,2017,ALocationinpatent:Paragraph0063;0092-0097

[3]CurrentPatentAssignee:WUHANZHIDUNTECHDEVELOPMENT-CN111018777,2020,ALocationinpatent:Paragraph0040;0045;0047;0052;0054;0059;0061;0066

Literature

Title: Use of locally delivered dequalinium chloride in the treatment of vaginal infections: a review.

Journal: Archives of gynecology and obstetrics 20160101

Title: Dequalinium blocks macrophage-induced metastasis following local radiation.

Journal: Oncotarget 20150929

Title: Dequalinium induces cytotoxicity in human leukemia NB4 cells by downregulation of Raf/MEK/ERK and PI3K/Akt signaling pathways and potentiation of specific inhibitors of these pathways.

Journal: Leukemia research 20140701

Title: Raf/MEK/ERK signaling inhibition enhances the ability of dequalinium to induce apoptosis in the human leukemic cell line K562.

Journal: Experimental biology and medicine (Maywood, N.J.) 20120801

Title: Transferrin coupled vesicular system for intracellular drug delivery for the treatment of cancer: development and characterization.

Journal: Journal of drug targeting 20120501

Title: A comparison of dequalinium chloride vaginal tablets (Fluomizin®) and clindamycin vaginal cream in the treatment of bacterial vaginosis: a single-blind, randomized clinical trial of efficacy and safety.

Journal: Gynecologic and obstetric investigation 20120101

Title: N-palmitoyl-ethanolamine (PEA) induces peripheral antinociceptive effect by ATP-sensitive K+-channel activation.

Journal: Journal of pharmacological sciences 20120101

Title: Susceptibility testing of Atopobium vaginae for dequalinium chloride.

Journal: BMC research notes 20120101

Title: Dequalinium induces apoptosis in peripheral blood mononuclear cells isolated from human chronic lymphocytic leukemia.

Journal: Investigational new drugs 20111201

Title: Expression of GFP in the mitochondrial compartment using DQAsome-mediated delivery of an artificial mini-mitochondrial genome.

Journal: Pharmaceutical research 20111101

Title: Dequalinium induces human leukemia cell death by affecting the redox balance.

Journal: Leukemia research 20111001

Title: The use of mitochondrial targeting resveratrol liposomes modified with a dequalinium polyethylene glycol-distearoylphosphatidyl ethanolamine conjugate to induce apoptosis in resistant lung cancer cells.

Journal: Biomaterials 20110801

Title: Characterization of dequalinium as a XIAP antagonist that targets the BIR2 domain.

Journal: Apoptosis : an international journal on programmed cell death 20110501

Title: Cytotoxic effects induced by combination of heliantriol B2 and dequalinium against human leukemic cell lines.

Journal: Phytotherapy research : PTR 20110401

Title: Antimicrobial topical agents used in the vagina.

Journal: Current problems in dermatology 20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Selective targeting of neuroblastoma tumour-initiating cells by compounds identified in stem cell-based small molecule screens.

Journal: EMBO molecular medicine 20100901

Title: [The treatment of MRSA colonized middle ear; case report and literature review].

Journal: Laryngo- rhino- otologie 20100701

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Dequalinium, a new inhibitor of Mycobacterium tuberculosis mycothiol ligase identified by high-throughput screening.

Journal: Journal of biomolecular screening 20090701

Title: New method for the quantification of dequalinium cations in pharmaceutical samples by absorption and fluorescence diode array thin-layer chromatography.

Journal: Journal of chromatography. A 20090619

Title: Effect of dequalinium on the oxidative stress in Plasmodium berghei-infected erythrocytes.

Journal: Parasitology research 20090601

Title: Synthesis and structure-activity relationship studies of 2-(N-substituted)-aminobenzimidazoles as potent negative gating modulators ofsmall conductance Ca2+-activated K+ channels.

Journal: Journal of medicinal chemistry 20081211

Title: Determination of antibacterial quaternary ammonium compound in lozenges and human serum by resonance light scattering technique.

Journal: Journal of pharmaceutical and biomedical analysis 20081104

Title: Disintegration of amyloid fibrils of alpha-synuclein by dequalinium.

Journal: Biochimica et biophysica acta 20081001

Title: Initial SAR studies on apamin-displacing 2-aminothiazole blockers of calcium-activated small conductance potassium channels.

Journal: Bioorganic & medicinal chemistry letters 20081001

Title: Dequalinium-induced cell death of yeast expressing alpha-synuclein-GFP fusion protein.

Journal: Neurochemical research 20080701

Title: Bis-tetrahydroisoquinoline derivatives: AG525E1, a new step in the search for non-quaternary non-peptidic small conductance Ca(2+)-activated K(+) channel blockers.

Journal: Bioorganic & medicinal chemistry letters 20080601

Title: Electron crystallography reveals plasticity within the drug binding site of the small multidrug transporter EmrE.

Journal: Journal of molecular biology 20080404

Title: Synthesis and radioligand binding studies of bis-isoquinolinium derivatives as small conductance Ca(2+)-activated K(+) channel blockers.

Journal: Journal of medicinal chemistry 20071018

Title: Synthesis and pharmacological testing of polyaminoquinolines as blockers of the apamin-sensitive Ca2+-activated K+ channel (SK(Ca)).

Journal: Bioorganic & medicinal chemistry 20070815

Title: Mechanisms of relaxing response induced by rat/mouse hemokinin-1 in porcine coronary arteries: roles of potassium ion and nitric oxide.

Journal: European journal of pharmacology 20070813

Title: Dequalinium induces cell death in human leukemia cells by early mitochondrial alterations which enhance ROS production.

Journal: Leukemia research 20070701

Title: Synthesis, antifungal and haemolytic activity of a series of bis(pyridinium)alkanes.

Journal: Bioorganic & medicinal chemistry 20070515

Title: Plasmodium berghei: in vitro and in vivo activity of dequalinium.

Journal: Experimental parasitology 20070101

Title: Inhibition of protein kinase C by dequalinium analogues: structure-activity studies on head group variations.

Journal: Bioorganic & medicinal chemistry 20061201

Title: Baclofen, an agonist at peripheral GABAB receptors, induces antinociception via activation of TEA-sensitive potassium channels.

Journal: British journal of pharmacology 20061101

Title: Dequalinium-induced protofibril formation of alpha-synuclein.

Journal: The Journal of biological chemistry 20060210

Title: [Treatment of urogenital infections in lower part of the genital organs in pregnant women which are at risk of miscarriage].

Journal: Likars'ka sprava 20060101

Title: Effects of the antitumoural dequalinium on NB4 and K562 human leukemia cell lines. Mitochondrial implication in cell death.

Journal: Leukemia research 20051001

Title: Mitochondrial leader sequence--plasmid DNA conjugates delivered into mammalian cells by DQAsomes co-localize with mitochondria.

Journal: Mitochondrion 20051001

Title: Flow injection spectrofluorimetric study of the supramolecular interaction between beta-cyclodextrin and dequalinium chloride and its analytical application.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050701

Title: Induction of petite mutants in yeast Saccharomyces cerevisiae by the anticancer drug dequalinium.

Journal: Mutation research 20050502

Title: Pharmacology of acetylcholine-mediated cell signaling in the lateral line organ following efferent stimulation.

Journal: Journal of neurophysiology 20050501

Title: Tetraethylammonium exacerbates ischemic neuronal injury in rat cerebrocortical slice cultures.

Journal: European journal of pharmacology 20050131

Title: Type IVB piliated Salmonella typhi enhance IL-6 and NF-kappaB production in human monocytic THP-1 cells through activation of protein kinase C.

Journal: Immunobiology 20050101

Title: Bis-quinolinium cyclophanes: toward a pharmacophore model for the blockade of apamin-sensitive SKCa channels in sympathetic neurons.

Journal: Bioorganic & medicinal chemistry letters 20040816

Title: Defining determinant molecular properties for the blockade of the apamin-sensitive SKCa channel in guinea-pig hepatocytes: the influence of polarizability and molecular geometry.

Journal: Bioorganic & medicinal chemistry letters 20040802

Title: The receptor for activated C-kinase-I (RACK-I) anchors activated PKC-beta on melanosomes.

Journal: Journal of cell science 20040715

Title: Study of the involvement of K+ channels in the peripheral antinociception of the kappa-opioid receptor agonist bremazocine.

Journal: European journal of pharmacology 20040628

Title: Cloning and expression of a small-conductance Ca(2+)-activated K+ channel from the mouse cochlea: coexpression with alpha9/alpha10 acetylcholine receptors.

Journal: Journal of neurophysiology 20040401

Title: State-dependent block of CNG channels by dequalinium.

Journal: The Journal of general physiology 20040301

Title: DQAsome-mediated delivery of plasmid DNA toward mitochondria in living cells.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20030919

Title: In vivo biodistribution of erythrocytes and polyethyleneglycol-phosphatidylethanolamine micelles carrying the antitumour agent dequalinium.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20030901

Title: Small-conductance calcium-activated K+ channels are expressed in pancreatic islets and regulate glucose responses.

Journal: Diabetes 20030801

Title: Structural basis of multiple drug-binding capacity of the AcrB multidrug efflux pump.

Journal: Science (New York, N.Y.) 20030509

Title: Dequalinium: a novel, high-affinity blocker of CNGA1 channels.

Journal: The Journal of general physiology 20030101

Title: Activity of potassium channel-blockers in breast cancer.

Journal: Anticancer research 20030101

Title: Antimicrobial activity of dequalinium chloride against leading germs of vaginal infections.

Journal: Arzneimittel-Forschung 20020101

Title: Local treatment of vaginal infections of varying etiology with dequalinium chloride or povidone iodine. A randomised, double-blind, active-controlled, multicentric clinical study.

Journal: Arzneimittel-Forschung 20020101

Title: Isothermic titration calorimetry to study CMCs of neutral surfactants and of the liposome-forming bolaamphiphile dequalinium.

Journal: Journal of liposome research 20020101

Title: Structural mechanisms of QacR induction and multidrug recognition.

Journal: Science (New York, N.Y.) 20011207

Title: DQAsome/DNA complexes release DNA upon contact with isolated mouse liver mitochondria.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20010810

Title: Delocalized lipophilic cations selectively target the mitochondria of carcinoma cells.

Journal: Advanced drug delivery reviews 20010702

Title: Cationic bolasomes with delocalized charge centers as mitochondria-specific DNA delivery systems.

Journal: Advanced drug delivery reviews 20010702

Title: Mitochondrial DNA metabolism targeting drugs.

Journal: Advanced drug delivery reviews 20010702

Title: Structure and design of polymeric surfactant-based drug delivery systems.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20010615

Title: Suramin prevents cerebellar granule cell-death induced by dequalinium.

Journal: Neurochemistry international 20010201

Title: Block of rat brain recombinant SK channels by tricyclic antidepressants and related compounds.

Journal: European journal of pharmacology 20000728

Title: The pharmacology of hSK1 Ca2+-activated K+ channels expressed in mammalian cell lines.

Journal: British journal of pharmacology 20000201

Title: Photoinduced inactivation of protein kinase C by dequalinium identifies the RACK-1-binding domain as a recognition site.

Journal: The Journal of biological chemistry 19980123

Title: Toxicity of the mitochondrial poison dequalinium chloride in a murine model system.

Journal: Journal of pharmaceutical sciences 19930301

Title: [Antimicrobial characteristics of a tincture of dequalinium chloride].

Journal: Annali di igiene : medicina preventiva e di comunita 19890101

Title: Dequalinium, a topical antimicrobial agent, displays anticarcinoma activity based on selective mitochondrial accumulation.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19870801

Title: Kramer, W., [Treatment of tonsillitis with dequalinium chloride Fortschr Med, 1977. 95(16): p. 1108-10.

Title: Gamboa-Vujicic, G., et al., Toxicity of the mitochondrial poison dequalinium chloride in a murine model system. J Pharm Sci, 1993. 82(3): p. 231-5.

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