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Details

Stereochemistry ACHIRAL
Molecular Formula C21H38N
Molecular Weight 304.5339
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of CETYLPYRIDINIUM

SMILES

CCCCCCCCCCCCCCCC[n+]1ccccc1

InChI

InChIKey=NEUSVAOJNUQRTM-UHFFFAOYSA-N
InChI=1S/C21H38N/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/q+1

HIDE SMILES / InChI
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
The kinetics and thermodynamics of surfactants in solvent sublation.
2001 Aug
Spectrophotometric determination of cetylpyridinium chloride in pharmaceutical products.
2001 Aug
[Effect of antiseptic treatment of alveolar surgical wounds on bacterial growth on cotton suture threads].
2001 Jan-Mar
A multifactorial investigation of the ability of oral health care products (OHCPs) to alleviate oral malodour.
2001 Jul
Passive immunization with milk produced from an immunized cow prevents oral recolonization by Streptococcus mutans.
2001 Nov
Gene expression by human articular chondrocytes cultured in alginate beads.
2001 Oct
Effect of antimicrobial mouthrinses on the in vitro adhesion of Candida albicans to human buccal epithelial cells.
2001 Sep
Effect of different mouthrinses on morning breath.
2001 Sep
Comparative evaluation of four decontamination protocols for the isolation of Mycobacterium avium subsp. paratuberculosis from milk.
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
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
[Method for determining nitrogen-containing cationic surface-active agents using butyrylcholinesterase].
2002 Mar-Apr
Glycosaminoglycan blotting on nitrocellulose membranes treated with cetylpyridinium chloride after agarose-gel electrophoretic separation.
2002 Sep
Differences in antimicrobial activity of four commercial 0.12% chlorhexidine mouthrinse formulations: an in vitro contact test and salivary bacterial counts study.
2003 Apr
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
Cooling towers--a potential environmental source of slow-growing mycobacterial species.
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
[DNA complexes, formed on aqueous phase surfaces: new planar polymeric and composite nanostructures].
2003 Nov-Dec
Inhibition of orally produced volatile sulfur compounds by zinc, chlorhexidine or cetylpyridinium chloride--effect of concentration.
2003 Oct
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.
Name Type Language
CETYLPYRIDINIUM
VANDF   WHO-DD  
Systematic Name English
CETYLPYRIDINIUM ION
Common Name English
CETYLPYRIDINUM
Common Name English
1-HEXADECYLPYRIDINIUM
Systematic Name English
PYRIDINIUM, 1-HEXADECYL
Common Name English
CETYLPYRIDINIUM [WHO-DD]
Common Name English
CETYLPYRIDINIUM CATION
Common Name English
CETYLPYRIDINIUM [VANDF]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-ATC R02AA06
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-ATC D08AJ03
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-VATC QR02AA06
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-VATC QD09AA07
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-ATC D09AA07
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-VATC QD08AJ03
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-VATC QB05CA01
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
WHO-ATC B05CA01
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
Code System Code Type Description
EVMPD
SUB13306MIG
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
EPA CompTox
7773-52-6
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
PUBCHEM
2683
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
DRUG CENTRAL
3083
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
DRUG BANK
DB11073
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
RXCUI
2286
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY RxNorm
WIKIPEDIA
Cetylpyridinium
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
MESH
D002594
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
CAS
7773-52-6
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
FDA UNII
CUB7JI0JV3
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY
NCI_THESAURUS
C83615
Created by admin on Sat Jun 26 07:30:46 UTC 2021 , Edited by admin on Sat Jun 26 07:30:46 UTC 2021
PRIMARY