Details
Stereochemistry | ACHIRAL |
Molecular Formula | C21H38N.Br |
Molecular Weight | 384.437 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Br-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1
InChI
InChIKey=DVBJBNKEBPCGSY-UHFFFAOYSA-M
InChI=1S/C21H38N.BrH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;/h15,17-18,20-21H,2-14,16,19H2,1H3;1H/q+1;/p-1
Cetylpyridinium (used in a form of chloride salt) is a cationic surface-active agent and has a broad antimicrobial spectrum, with rapid killing of gram-positive pathogens and yeast in particular. It is suggested that interaction with bacteria occurs by the disruption of membrane function, leakage of cytoplasmic material, and ultimately the collapse of the intra-cellular equilibrium. The drug is used under various trade names as an oral OTC hygiene product (mouthwash, dental kits, etc.) to control the dental plaque and to prevent the subsequent gingivitis.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Bacterial membrane Sources: https://www.ncbi.nlm.nih.gov/pubmed/19138180 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | ANTISEPTIC (cetylpyridinium chloride) mouthwash Approved UseHelp to control plaque that leads to gingivitis. |
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Curative | ANTISEPTIC (cetylpyridinium chloride) mouthwash Approved UseHelp to control plaque that leads to gingivitis. |
Cmax
Value | Dose | Co-administered | Analyte | Population |
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10 mg/g EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16477395/ |
6 μL single, topical dose: 6 μL route of administration: Topical experiment type: SINGLE co-administered: |
CETYLPYRIDINIUM unknown | Mus musculus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
127 mg × h/g EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/16477395/ |
6 μL single, topical dose: 6 μL route of administration: Topical experiment type: SINGLE co-administered: |
CETYLPYRIDINIUM unknown | Mus musculus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
PubMed
Title | Date | PubMed |
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Detection of cationic surfactants in oral rinses and a disinfectant formulation using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. | 2001 |
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The kinetics and thermodynamics of surfactants in solvent sublation. | 2001 Aug |
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Spectrophotometric determination of cetylpyridinium chloride in pharmaceutical products. | 2001 Aug |
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Efficacy of cetylpyridinium chloride in immersion treatment for reducing populations of pathogenic bacteria on fresh-cut vegetables. | 2001 Dec |
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Voltammetric behavior of L-cysteine in the presence of CPB at a silver electrode. | 2001 Mar 1 |
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Cytotoxicity of potential ocular permeation enhancers evaluated on rabbit and human corneal epithelial cell lines. | 2001 May 31 |
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PVC matrix membrane sensor for potentiometric determination of cetylpyridinium chloride. | 2001 Sep |
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TiO2-based photocatalytic degradation of 2-chlorophenol adsorbed on hydrophobic clay. | 2002 Aug 15 |
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Solubility, chemical and photochemical stability of curcumin in surfactant solutions. Studies of curcumin and curcuminoids, XXVIII. | 2002 Dec |
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[Prospect of the development of new bactericidal drugs against Helicobacter pylori for eradication therapy]. | 2002 Feb |
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Time-resolved fluorometric analysis of carbohydrates labeled with amino-aromatic compounds by reductive amination. | 2002 Jul |
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Molecular cloning and characterization of human chondrolectin, a novel type I transmembrane protein homologous to C-type lectins. | 2002 Jul |
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Cysteine challenge testing: a powerful tool for examining oral malodour processes and treatments in vivo. | 2002 Jun |
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Liquid-liquid extraction of palladium(II) from hydrobromic acid media by hexadecylpyridinium bromide. | 2002 Mar |
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[Method for determining nitrogen-containing cationic surface-active agents using butyrylcholinesterase]. | 2002 Mar-Apr |
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Thermodynamics and micellar properties of tetradecyltrimethylammonium bromide in formamide-water mixtures. | 2002 Nov 15 |
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Effects of various antiplaque agents on fructosyltransferase activity in solution and immobilized onto hydroxyapatite. | 2002 Oct |
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Comparative evaluation of the MGIT and BACTEC culture systems for the recovery of Mycobacterium avium subsp. paratuberculosis from milk. | 2003 |
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[Delmopinol--an alternative to chlorhexidine?]. | 2003 |
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Combined effect of zinc ions and cationic antibacterial agents on intraoral volatile sulphur compounds (VSC). | 2003 Aug |
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Examination of murine tear film. | 2003 Aug |
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Dissolved organic matter effects on the performance of a barrier to polycyclic aromatic hydrocarbon transport by groundwater. | 2003 Feb |
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An in vitro evaluation of the availability of cetylpyridinium chloride and chlorhexidine in some commercially available mouthrinse products. | 2003 Feb 22 |
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A salivary incubation test for evaluation of oral malodor: a pilot study. | 2003 Jul |
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Impact of brief exposure to balanced salts solution or cetylpyridinium chloride on the surface appearance of the rabbit corneal epithelium--a scanning electron microscopy study. | 2003 Jun |
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Effect of toothpaste on the plaque inhibitory properties of a cetylpyridinium chloride mouth rinse. | 2003 Mar |
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Evaluation of cetylpyridinium chloride for infection control in storage solution. | 2003 May |
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Modification of ion chromatographic separations by ionic and nonionic surfactants. | 2003 May 16 |
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[DNA complexes, formed on aqueous phase surfaces: new planar polymeric and composite nanostructures]. | 2003 Nov-Dec |
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The effect of antimicrobial pre-treatments on the performance of resin composite restorations. | 2003 Nov-Dec |
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Reversible and irreversible adsorption of surfactants at a hanging mercury drop electrode. | 2003 Oct |
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Inhibition of orally produced volatile sulfur compounds by zinc, chlorhexidine or cetylpyridinium chloride--effect of concentration. | 2003 Oct |
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Quenching of fluorescence of 1-hydroxypyrene-3,6,8-trisulfonate (HPTS) by Cu2+, Co2+, Ni2+, I-, and cetylpyridinium (CP+) ions in water/AOT/heptane microemulsion. | 2004 Mar 1 |
Sample Use Guides
Rinse for 30 seconds with 20 ml (4 teaspoonsfuls) twice a day, do not swallow.
Route of Administration:
Dental
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23039819
The panel of 24 laboratory strains including 18 oral bacteria, five nonoral bacterialspecies and the yeast Candida albicans was incubated with twofold serial dilutions of the 0.05% cetylpyridinium chloride mouthrinse for 48-72 h at 35 celsius degrees. For the agar dilution assays of cultivable plaque bacte-ria, the drug was added at a final concentration of 1%. MIC values were 1.5-3% for Aggregatibacter actinomycetemcomitans and Capnocytophaga gingivalis, 0.375% for Actinomyces meyeri, Moraxella catarrhalis, Campylobacter rectus, 0.187-0.375 % for Porphyromonas gingivalis, etc.
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C28394
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD