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Details

Stereochemistry ACHIRAL
Molecular Formula C21H38N.Br
Molecular Weight 384.4374
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CETYLPYRIDINIUM BROMIDE

SMILES

CCCCCCCCCCCCCCCC[n+]1ccccc1.[Br-]

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

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.9115
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C21H38N
Molecular Weight 304.5339
Charge 1
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Bacterial membrane
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
ANTISEPTIC (cetylpyridinium chloride) mouthwash

Approved Use

Help to control plaque that leads to gingivitis.
Curative
ANTISEPTIC (cetylpyridinium chloride) mouthwash

Approved Use

Help to control plaque that leads to gingivitis.
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
10 mg/g
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

AUC

ValueDoseCo-administeredAnalytePopulation
127 mg × h/g
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

PubMed

TitleDatePubMed
Adsorption of phenol and m-chlorophenol on organobentonites and repeated thermal regeneration.
2002
TiO2-based photocatalytic degradation of 2-chlorophenol adsorbed on hydrophobic clay.
2002 Aug 15
Solubility, chemical and photochemical stability of curcumin in surfactant solutions. Studies of curcumin and curcuminoids, XXVIII.
2002 Dec
Time-resolved fluorometric analysis of carbohydrates labeled with amino-aromatic compounds by reductive amination.
2002 Jul
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 Jul
Molecular cloning and characterization of human chondrolectin, a novel type I transmembrane protein homologous to C-type lectins.
2002 Jul
The effect of four mouthrinses on oral malodor.
2002 Jun
A method to compare four mouthrinses: time to gingivitis level as the primary outcome variable.
2002 Jun
Cysteine challenge testing: a powerful tool for examining oral malodour processes and treatments in vivo.
2002 Jun
[Method for determining nitrogen-containing cationic surface-active agents using butyrylcholinesterase].
2002 Mar-Apr
Utility of MTT assay in three-dimensional cultured human skin model as an alternative for draize skin irritation test: approach using diffusion law of irritant in skin and toxicokinetics-toxicodynamics correlation.
2002 May
Visible absorption spectra of the 4f electron transitions of neodymium, praseodymium, holmium and erbium complexes with fleroxacin and their analytical application.
2002 May
Determination of chondroitin sulfate in raw materials by liquid chromatography.
2002 May-Jun
A mathematical model and mechanism of sublation of dye-surfactant ion complexes.
2002 Nov
Thermodynamics and micellar properties of tetradecyltrimethylammonium bromide in formamide-water mixtures.
2002 Nov 15
Effects of various antiplaque agents on fructosyltransferase activity in solution and immobilized onto hydroxyapatite.
2002 Oct
The efficacy of amine fluoride/stannous fluoride in the suppression of morning breath odour.
2002 Oct
Glycosaminoglycan blotting on nitrocellulose membranes treated with cetylpyridinium chloride after agarose-gel electrophoretic separation.
2002 Sep
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
Differences in antimicrobial activity of four commercial 0.12% chlorhexidine mouthrinse formulations: an in vitro contact test and salivary bacterial counts study.
2003 Apr
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 Apr
Influence of lipophilic counter-ions in combination with phloretin and 6-ketocholestanol on the skin permeation of 5-aminolevulinic acid.
2003 Apr 14
Combined effect of zinc ions and cationic antibacterial agents on intraoral volatile sulphur compounds (VSC).
2003 Aug
Examination of murine tear film.
2003 Aug
A rapid procedure to ascertain the antimicrobial efficacy of oral care formulations.
2003 Dec
Isolation of intact aortic valve scaffolds for heart-valve bioprostheses: extracellular matrix structure, prevention from calcification, and cell repopulation features.
2003 Dec 15
Reduction of poliovirus 1, bacteriophages, Salmonella montevideo, and Escherichia coli O157:H7 on strawberries by physical and disinfectant washes.
2003 Feb
Dissolved organic matter effects on the performance of a barrier to polycyclic aromatic hydrocarbon transport by groundwater.
2003 Feb
An in vitro evaluation of the availability of cetylpyridinium chloride and chlorhexidine in some commercially available mouthrinse products.
2003 Feb 22
Comparative study on fluorescence enhancement and quenching of europium and terbium chelate anions in cationic micelles.
2003 Jan 15
Inactivation kinetics of mushroom tyrosinase by cetylpyridinium chloride.
2003 Jul
A salivary incubation test for evaluation of oral malodor: a pilot study.
2003 Jul
Purification of sulfated fucoglucuronomannan lyase from bacterial strain of Fucobacter marina and study of appropriate conditions for its enzyme digestion.
2003 Jul-Aug
Determination of cetylpyridinium chloride and tetracaine hydrochloride in buccal tablets by RP-HPLC.
2003 Jun 1
Effect of toothpaste on the plaque inhibitory properties of a cetylpyridinium chloride mouth rinse.
2003 Mar
Utility of formazans and cetylpyridinium chloride in rapid spectrophotometric determination of zinc in biological materials and pharmaceutical formulations.
2003 Mar 10
Cooling towers--a potential environmental source of slow-growing mycobacterial species.
2003 Mar-Apr
Inhibitory effects on selected oral bacteria of antibacterial agents incorporated in a glass ionomer cement.
2003 Mar-Apr
Evaluation of cetylpyridinium chloride for infection control in storage solution.
2003 May
Direct and specific recognition of glycosaminoglycans by antibodies after their separation by agarose gel electrophoresis and blotting on cetylpyridinium chloride-treated nitrocellulose membranes.
2003 May
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 May
[DNA complexes, formed on aqueous phase surfaces: new planar polymeric and composite nanostructures].
2003 Nov-Dec
The effect of antimicrobial pre-treatments on the performance of resin composite restorations.
2003 Nov-Dec
Reversible and irreversible adsorption of surfactants at a hanging mercury drop electrode.
2003 Oct
A standardized test to assess the impact of different organic challenges on the antimicrobial activity of antiseptics.
2003 Oct
Inhibition of orally produced volatile sulfur compounds by zinc, chlorhexidine or cetylpyridinium chloride--effect of concentration.
2003 Oct
Soft antimicrobial agents: synthesis and activity of labile environmentally friendly long chain quaternary ammonium compounds.
2003 Sep 11
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
Patents

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 Sat Jun 26 13:54:30 UTC 2021
Edited
by admin
on Sat Jun 26 13:54:30 UTC 2021
Record UNII
O77BKZ14DE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CETYLPYRIDINIUM BROMIDE
HSDB   WHO-DD  
Systematic Name English
1-HEXADECYLPYRIDINIUM BROMIDE
Systematic Name English
PYRIDINIUM, 1-HEXADECYL-, BROMIDE
Systematic Name English
CETYLPYRIDINIUM BROMIDE [WHO-DD]
Common Name English
CETYLPYRIDINIUM BROMIDE [HSDB]
Common Name English
NSC-8495
Code English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
Code System Code Type Description
PUBCHEM
8816
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
HSDB
6859
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
DRUG BANK
DBSALT002695
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
EPA CompTox
140-72-7
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
NCI_THESAURUS
C83617
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
CAS
140-72-7
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
FDA UNII
O77BKZ14DE
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
ECHA (EC/EINECS)
205-428-3
Created by admin on Sat Jun 26 13:54:30 UTC 2021 , Edited by admin on Sat Jun 26 13:54:30 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE