Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H38N.Cl |
| Molecular Weight | 339.986 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1
InChI
InChIKey=YMKDRGPMQRFJGP-UHFFFAOYSA-M
InChI=1S/C21H38N.ClH/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
| Molecular Formula | C21H38N |
| Molecular Weight | 304.5331 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|---|
Target ID: Bacterial membrane |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | ANTISEPTIC (cetylpyridinium chloride) mouthwash Approved UseHelp to control plaque that leads to gingivitis. |
|||
| Curative | ANTISEPTIC (cetylpyridinium chloride) mouthwash Approved UseHelp to control plaque that leads to gingivitis. |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
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 skin | 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 skin | Mus musculus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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. | 2004-03-01 |
|
| [DNA complexes, formed on aqueous phase surfaces: new planar polymeric and composite nanostructures]. | 2004-01-13 |
|
| Isolation of intact aortic valve scaffolds for heart-valve bioprostheses: extracellular matrix structure, prevention from calcification, and cell repopulation features. | 2003-12-15 |
|
| The effect of antimicrobial pre-treatments on the performance of resin composite restorations. | 2003-12-05 |
|
| A rapid procedure to ascertain the antimicrobial efficacy of oral care formulations. | 2003-12 |
|
| Reversible and irreversible adsorption of surfactants at a hanging mercury drop electrode. | 2003-10 |
|
| A standardized test to assess the impact of different organic challenges on the antimicrobial activity of antiseptics. | 2003-10 |
|
| Inhibition of orally produced volatile sulfur compounds by zinc, chlorhexidine or cetylpyridinium chloride--effect of concentration. | 2003-10 |
|
| Soft antimicrobial agents: synthesis and activity of labile environmentally friendly long chain quaternary ammonium compounds. | 2003-09-11 |
|
| Combined effect of zinc ions and cationic antibacterial agents on intraoral volatile sulphur compounds (VSC). | 2003-08 |
|
| Examination of murine tear film. | 2003-08 |
|
| Ocular toxicity of some corneal penetration enhancers evaluated by electrophysiology measurements on isolated rabbit corneas. | 2003-08 |
|
| Inactivation kinetics of mushroom tyrosinase by cetylpyridinium chloride. | 2003-07 |
|
| A salivary incubation test for evaluation of oral malodor: a pilot study. | 2003-07 |
|
| Spectrophotometric method for the determination of manganese with phenylfluorone in the presence of Triton X-100 and cetylpyridinium chloride in pharmacological preparations and vegetable fertilizers. | 2003-07 |
|
| Determination of cetylpyridinium chloride and tetracaine hydrochloride in buccal tablets by RP-HPLC. | 2003-06-01 |
|
| 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. | 2003-06 |
|
| Modification of ion chromatographic separations by ionic and nonionic surfactants. | 2003-05-16 |
|
| Evaluation of cetylpyridinium chloride for infection control in storage solution. | 2003-05 |
|
| Direct and specific recognition of glycosaminoglycans by antibodies after their separation by agarose gel electrophoresis and blotting on cetylpyridinium chloride-treated nitrocellulose membranes. | 2003-05 |
|
| The effects of a new mouthrinse containing chlorhexidine, cetylpyridinium chloride and zinc lactate on the microflora of oral halitosis patients: a dual-centre, double-blind placebo-controlled study. | 2003-05 |
|
| Influence of lipophilic counter-ions in combination with phloretin and 6-ketocholestanol on the skin permeation of 5-aminolevulinic acid. | 2003-04-14 |
|
| Cooling towers--a potential environmental source of slow-growing mycobacterial species. | 2003-04-12 |
|
| Differences in antimicrobial activity of four commercial 0.12% chlorhexidine mouthrinse formulations: an in vitro contact test and salivary bacterial counts study. | 2003-04 |
|
| Clinical effects of a new mouthrinse containing chlorhexidine, cetylpyridinium chloride and zinc-lactate on oral halitosis. A dual-center, double-blind placebo-controlled study. | 2003-04 |
|
| Utility of formazans and cetylpyridinium chloride in rapid spectrophotometric determination of zinc in biological materials and pharmaceutical formulations. | 2003-03-10 |
|
| Effect of toothpaste on the plaque inhibitory properties of a cetylpyridinium chloride mouth rinse. | 2003-03 |
|
| An in vitro evaluation of the availability of cetylpyridinium chloride and chlorhexidine in some commercially available mouthrinse products. | 2003-02-22 |
|
| Reduction of poliovirus 1, bacteriophages, Salmonella montevideo, and Escherichia coli O157:H7 on strawberries by physical and disinfectant washes. | 2003-02 |
|
| Dissolved organic matter effects on the performance of a barrier to polycyclic aromatic hydrocarbon transport by groundwater. | 2003-02 |
|
| Comparative study on fluorescence enhancement and quenching of europium and terbium chelate anions in cationic micelles. | 2003-01-15 |
|
| Evaluation of culture media for the recovery of Mycobacterium avium subsp. paratuberculosis from Cheddar cheese. | 2003 |
|
| Comparative evaluation of the MGIT and BACTEC culture systems for the recovery of Mycobacterium avium subsp. paratuberculosis from milk. | 2003 |
|
| [Delmopinol--an alternative to chlorhexidine?]. | 2003 |
|
| Solubility, chemical and photochemical stability of curcumin in surfactant solutions. Studies of curcumin and curcuminoids, XXVIII. | 2002-12 |
|
| Thermodynamics and micellar properties of tetradecyltrimethylammonium bromide in formamide-water mixtures. | 2002-11-15 |
|
| A mathematical model and mechanism of sublation of dye-surfactant ion complexes. | 2002-11 |
|
| Effects of various antiplaque agents on fructosyltransferase activity in solution and immobilized onto hydroxyapatite. | 2002-10 |
|
| The efficacy of amine fluoride/stannous fluoride in the suppression of morning breath odour. | 2002-10 |
|
| Glycosaminoglycan blotting on nitrocellulose membranes treated with cetylpyridinium chloride after agarose-gel electrophoretic separation. | 2002-09 |
|
| TiO2-based photocatalytic degradation of 2-chlorophenol adsorbed on hydrophobic clay. | 2002-08-15 |
|
| [Method for determining nitrogen-containing cationic surface-active agents using butyrylcholinesterase]. | 2002-08-03 |
|
| Time-resolved fluorometric analysis of carbohydrates labeled with amino-aromatic compounds by reductive amination. | 2002-07 |
|
| Interaction of cetylpyridine bromide with nucleic acids and determination of nucleic acids at nanogram levels based on the enhancement of resonance Rayleigh light scattering. | 2002-07 |
|
| The effect of four mouthrinses on oral malodor. | 2002-06 |
|
| A method to compare four mouthrinses: time to gingivitis level as the primary outcome variable. | 2002-06 |
|
| Purification of sulfated fucoglucuronomannan lyase from bacterial strain of Fucobacter marina and study of appropriate conditions for its enzyme digestion. | 2002-05-07 |
|
| [The simultaneous determination of iron(III) and aluminium(III) in quartz sand by first derivative spectrophotometry]. | 2002-02 |
|
| Adsorption of phenol and m-chlorophenol on organobentonites and repeated thermal regeneration. | 2002 |
|
| Inhibitory effects on selected oral bacteria of antibacterial agents incorporated in a glass ionomer cement. | 2001-07-31 |
Sample Use Guides
Rinse for 30 seconds with 20 ml (4 teaspoonsfuls) twice a day, do not swallow.
Route of Administration:
Dental
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.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:38:57 GMT 2025
by
admin
on
Mon Mar 31 18:38:57 GMT 2025
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| Record UNII |
6BR7T22E2S
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C28394
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EPA PESTICIDE CODE |
69160
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6BR7T22E2S
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123-03-5
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m3301
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1311527
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38
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SUB07460MIG
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31239
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6BR7T22E2S
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DTXSID6041761
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204-593-9
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1298
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C87258
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14864
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| Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE | |||
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SOLVATE->ANHYDROUS |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |