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Details

Stereochemistry ACHIRAL
Molecular Formula C21H38N.C2H3O2
Molecular Weight 363.578
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CETYLPYRIDINIUM ACETATE

SMILES

CCCCCCCCCCCCCCCC[n+]1ccccc1.CC(=O)[O-]

InChI

InChIKey=CBRUQZUHJAXNHS-UHFFFAOYSA-M
InChI=1S/C21H38N.C2H4O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;1-2(3)4/h15,17-18,20-21H,2-14,16,19H2,1H3;1H3,(H,3,4)/q+1;/p-1

HIDE SMILES / InChI

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

Molecular Formula C2H3O2
Molecular Weight 59.0441
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
Spectrophotometric determination of cetylpyridinium chloride in pharmaceutical products.
2001 Aug
Localization and characterization of acharan sulfate in the body of the giant African snail Achatina fulica.
2001 Dec
The effect of toothpaste on the propensity of chlorhexidine and cetyl pyridinium chloride to produce staining in vitro: a possible predictor of inactivation.
2001 Jan
A multifactorial investigation of the ability of oral health care products (OHCPs) to alleviate oral malodour.
2001 Jul
The eicosanoid, 15-(S)-HETE, stimulates secretion of mucin-like glycoprotein by the corneal epithelium.
2001 Jul
YKL-40 (cartilage gp-39) induces proliferative events in cultured chondrocytes and synoviocytes and increases glycosaminoglycan synthesis in chondrocytes.
2001 Jul 27
Electron microscopic cytochemical studies of anionic sites in the rat spleen.
2001 Mar
Passive immunization with milk produced from an immunized cow prevents oral recolonization by Streptococcus mutans.
2001 Nov
Effect of antimicrobial mouthrinses on the in vitro adhesion of Candida albicans to human buccal epithelial cells.
2001 Sep
Development and validation of a photometric titration method for the quantitation of sodium chondroitin sulfate (bovine) in Cosequin DS chewable tablet.
2002 Apr 15
[The simultaneous determination of iron(III) and aluminium(III) in quartz sand by first derivative spectrophotometry].
2002 Feb
[Prospect of the development of new bactericidal drugs against Helicobacter pylori for eradication therapy].
2002 Feb
Differential effects of cadmium on proteoglycan synthesis of arterial smooth muscle cells: increase in small dermatan sulfate proteoglycans, biglycan and decorin, in the extracellular matrix at low cell density.
2002 Jan 15
Increased corneal hydration induced by potential ocular penetration enhancers: assessment by differential scanning calorimetry (DSC) and by desiccation.
2002 Jan 31
Liquid-liquid extraction of palladium(II) from hydrobromic acid media by hexadecylpyridinium bromide.
2002 Mar
Molecular alignment of denatured states of staphylococcal nuclease with strained polyacrylamide gels and surfactant liquid crystalline phases.
2002 Mar 5
Visible absorption spectra of the 4f electron transitions of neodymium, praseodymium, holmium and erbium complexes with fleroxacin and their analytical application.
2002 May
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
Evaluation of culture media for the recovery of Mycobacterium avium subsp. paratuberculosis from Cheddar cheese.
2003
[Delmopinol--an alternative to chlorhexidine?].
2003
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
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
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
Evaluation of cetylpyridinium chloride for infection control in storage solution.
2003 May
Modification of ion chromatographic separations by ionic and nonionic surfactants.
2003 May 16
[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
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 15:10:57 UTC 2021
Edited
by admin
on Sat Jun 26 15:10:57 UTC 2021
Record UNII
6W29RZ7YU2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CETYLPYRIDINIUM ACETATE
Systematic Name English
1-HEXADECYLPYRIDINIUM ACETATE
Systematic Name English
PYRIDINIUM, 1-HEXADECYL-, ACETATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Sat Jun 26 15:10:57 UTC 2021 , Edited by admin on Sat Jun 26 15:10:57 UTC 2021
Code System Code Type Description
PUBCHEM
23921
Created by admin on Sat Jun 26 15:10:57 UTC 2021 , Edited by admin on Sat Jun 26 15:10:57 UTC 2021
PRIMARY
FDA UNII
6W29RZ7YU2
Created by admin on Sat Jun 26 15:10:57 UTC 2021 , Edited by admin on Sat Jun 26 15:10:57 UTC 2021
PRIMARY
RXCUI
1307588
Created by admin on Sat Jun 26 15:10:57 UTC 2021 , Edited by admin on Sat Jun 26 15:10:57 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C83616
Created by admin on Sat Jun 26 15:10:57 UTC 2021 , Edited by admin on Sat Jun 26 15:10:57 UTC 2021
PRIMARY
CAS
7439-73-8
Created by admin on Sat Jun 26 15:10:57 UTC 2021 , Edited by admin on Sat Jun 26 15:10:57 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY