dequalinium chloride
dequadin chloride
 
Notes:
a topical bacteriostat that is available as various salts. it is used in wound dressings and mouth infections and may also have antifungal action, but may cause skin ulceration.
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1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium-4-amine;dichloride (Click)
CAS Number: 522-51-0Picture of molecule
ECHA EINECS - REACH Pre-Reg: 208-330-9
FDA UNII: XYS8INN1I6
MDL: MFCD00063502
Molecular Weight: 527.58080000
Formula: C30 H40 Cl2 N4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 326.00 °C. @ 760.00 mm Hg
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
Soluble in:
 water, 5000 mg/L @ 25 °C (exp)
 water, 0.007969 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antimicrobial agents
antiplaque agents
deodorants
oral care agents
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Suppliers:
Carbosynth
For experimental / research use only.
Dequalinium Chloride
Santa Cruz Biotechnology
For experimental / research use only.
Dequalinium Chloride ≥95%
Sigma-Aldrich
For experimental / research use only.
Dequalinium Chloride pharmaceutical secondary standard; traceable to PhEur
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  18300 ug/kg
LIVER: FATTY LIVER DEGERATION KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Journal of Pharmaceutical Sciences. Vol. 82, Pg. 231, 1993.

intravenous-mouse LD50  1900 ug/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacy and Pharmacology. Vol. 8, Pg. 110, 1956.

Dermal Toxicity:
subcutaneous-mouse LD50 70 mg/kg
Journal of Pharmacy and Pharmacology. Vol. 8, Pg. 110, 1956.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: cosmetic agents
Recommendation for dequalinium chloride usage levels up to:
 not for fragrance use.
 
Recommendation for dequalinium chloride flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
ClinicalTrials.gov: search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 10649
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium-4-amine;dichloride
Chemidplus: 0000522510
RTECS: VA0700000 for cas# 522-51-0
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References:
 1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium-4-amine;dichloride
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 10649
Pubchem (sid): 134977606
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): D01575
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2933.40.4500
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 antimicrobial agents 
 oral care agents 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
1-[10-(4-amino-2-methylquinolin-1-ium-1-yl)decyl]-2-methylquinolin-1-ium-4-amine;dichloride
1-[10-(4-amino-2-methylquinolyl)decyl]-2-methyl-4-quinolylamine, chloride, chloride
1,10-decamethylene-bis(4-aminoquinaldinium chloride)
 decamethylenebis(4-aminoquinaldinium chloride)
1,1'-decamethylenebis(4-aminoquinaldinium chloride)
1,1'-decamethylenebis(4-aminoquinaldinium) dichloride
1,1'-decamethylenebis(4-aminoquinaldinium) dichloride hydrate
1,1'-decane-1,10-diylbis(4-amino-2-methylquinolinium) dichloride
1,1'-(1,10-decanediyl)bis(4-amino-2-methylquinolinium) dichloride
 dequadin chloride
 quinaldinium, 1,1'-decamethylenebis(4-amino)-, dichloride
 quinolinium, 1,1'-(1,10-decanediyl)bis(4-amino-2-methyl-, dichloride (9CI)
 quinolinium, 1,1'-(1,10-decanediyl)bis[4-amino-2-methyl-, chloride (1:2)
 quinolinium, 1,1'-(1,10-decanediyl)bis[4-amino-2-methyl-, dichloride
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Articles:
PubMed: Effects of flavone on the contractile activity of the circular smooth muscle of the rabbit middle colon in vitro.
PubMed: Pharmacologic rescue of an enzyme-trafficking defect in primary hyperoxaluria 1.
PubMed: XIAP inhibitors induce differentiation and impair clonogenic capacity of acute myeloid leukemia stem cells.
PubMed: Treatment of bacterial vaginosis: what we have and what we miss.
PubMed: Susceptibility testing of Atopobium vaginae for dequalinium chloride.
PubMed: 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.
PubMed: Quaternary ammonium salts and their antimicrobial potential: targets or nonspecific interactions?
PubMed: Dequalinium, a new inhibitor of Mycobacterium tuberculosis mycothiol ligase identified by high-throughput screening.
PubMed: New method for the quantification of dequalinium cations in pharmaceutical samples by absorption and fluorescence diode array thin-layer chromatography.
PubMed: Determination for micro amounts of nucleic acids by a resonance light scattering technique with dequalinium chloride.
PubMed: Nanocarrier-assisted sub-cellular targeting to the site of mitochondria improves the pro-apoptotic activity of paclitaxel.
PubMed: Determination of antibacterial quaternary ammonium compound in lozenges and human serum by resonance light scattering technique.
PubMed: Type IVB piliated Salmonella typhi enhance IL-6 and NF-kappaB production in human monocytic THP-1 cells through activation of protein kinase C.
PubMed: Mitochondrial leader sequence--plasmid DNA conjugates delivered into mammalian cells by DQAsomes co-localize with mitochondria.
PubMed: Flow injection spectrofluorimetric study of the supramolecular interaction between beta-cyclodextrin and dequalinium chloride and its analytical application.
PubMed: Cloning and expression of a small-conductance Ca(2+)-activated K+ channel from the mouse cochlea: coexpression with alpha9/alpha10 acetylcholine receptors.
PubMed: The selective in vitro cytotoxicity of carcinoma cells by AZT is enhanced by concurrent treatment with delocalized lipophilic cations.
PubMed: Local treatment of vaginal infections of varying etiology with dequalinium chloride or povidone iodine. A randomised, double-blind, active-controlled, multicentric clinical study.
PubMed: Antimicrobial activity of dequalinium chloride against leading germs of vaginal infections.
PubMed: Pharmacological and molecular characterisation of SK3 channels in the TE671 human medulloblastoma cell line.
PubMed: Occupational allergic contact dermatitis from alkylammonium amidobenzoate.
PubMed: Pharmacological characterization of small-conductance Ca(2+)-activated K(+) channels stably expressed in HEK 293 cells.
PubMed: Mitochondrial membrane potential regulation is independent of c-fos expression.
PubMed: Capillary electrophoresis and liquid chromatography in the analysis of some quaternary ammonium salts used in lozenges as antibacterial agents.
PubMed: KATP channel blocking actions of quaternary ions play no role in their antiproliferative action on mouse leukaemia and rat vascular smooth muscle cells in vitro.
PubMed: Determination of antibacterial quaternary ammonium compounds in lozenges by capillary electrophoresis.
PubMed: Determination of the quaternary ammonium compounds dequalinium and cetylpyridinium chlorides in candy-based lozenges by high-performance liquid chromatography.
PubMed: Serine protease inhibition and mitochondrial dysfunction associated with cisplatin resistance in human tumor cell lines: targets for therapy.
PubMed: Anticarcinoma activity of a novel drug, 3-ethyl-3'-methyl-thiatelluracarbocyanine iodide (Te), a tellurium-containing cyanine targeted at mitochondria.
PubMed: A nuclear magnetic resonance method for the determination of the purity of commercial dequalinium chloride.
PubMed: AA1, a newly synthesized monovalent lipophilic cation, expresses potent in vivo antitumor activity.
PubMed: Effect of recombinant human tumor-necrosis-factor-alpha and dequalinium chloride on human ovarian-cancer cell-lines in-vitro.
PubMed: Failure to enhance the in vivo killing of human ovarian carcinoma by sequential treatment with dequalinium chloride and tumor necrosis factor.
PubMed: Toxicity of the mitochondrial poison dequalinium chloride in a murine model system.
PubMed: Antiproliferative effects on keratinocytes of a range of clinically used drugs with calmodulin antagonist activity.
PubMed: Characterization of a human ovarian carcinoma cell line: UCI 101.
PubMed: Mitochondria as a target for combination cancer-chemotherapy.
PubMed: [Effects of dequalinium chloride and sanguinarine on the ultrastructure of early supragingival plaque].
PubMed: [The efficacy of dequalinium chloride/benzalkonium chloride as well as medicinal plants on the gingiva].
PubMed: Inhibition of bovine heart mitochondrial and Paracoccus denitrificans NADH----ubiquinone reductase by dequalinium chloride and three structurally related quinolinium compounds.
PubMed: [Antimicrobial characteristics of a tincture of dequalinium chloride].
PubMed: Inhibition of rat colon tumor isograft growth with dequalinium chloride.
PubMed: [The foretell method of the observation of crystal growth of dequalinium chloride in short time in oil in water type ointments].
PubMed: [Maltyl gargling solution. Report on an experiment using a new, ready-to-use antiseptic (dequalinium chloride) for the mouth and throat].
PubMed: [Disorders of the nose, mouth and throat. Therapeutic experiences with a dequalinium chloride solution for gargling in a clinical comparative study].
PubMed: [Doubleblind test of dequalinium chloride in 60 children with oral moniliasis].
PubMed: [Treatment of tonsillitis with dequalinium chloride].
PubMed: Some physiological alteration associated with pleiotropic cross resistance and collateral sensitivity in Saccharomyces cerevisiae.
PubMed: Modification and inheritance of pleiotropic cross resistance and collateral sensitivity in Saccharomyces cerevisiae.
PubMed: Microvascular response to local application of dequalinium chloride. A vital microscopical study of hamster's cheek pouch and a microangiographic study of rabbit's ear.
PubMed: [Effect of dequalinium chloride troche in oral region (author's transl)].
PubMed: Development of strength in dequalinium chloride-treated skin incisions in rat.
PubMed: [Dequalinium chloride in bucco-pharyngeal diseases].
PubMed: [Industrial medical experience with dequalinium chloride in treatment of inflammatory diseases of the mouth cavity and pharynx].
PubMed: The local anesthetic action of dequalinium chloride.
PubMed: The treatment of black hairy tongue with dequalinium chloride; a preliminary report.
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