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Details

Stereochemistry ACHIRAL
Molecular Formula C25H46N
Molecular Weight 360.6404
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of CETALKONIUM

SMILES

CCCCCCCCCCCCCCCC[N+](C)(C)Cc1ccccc1

InChI

InChIKey=QDYLMAYUEZBUFO-UHFFFAOYSA-N
InChI=1S/C25H46N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-20-23-26(2,3)24-25-21-18-17-19-22-25/h17-19,21-22H,4-16,20,23-24H2,1-3H3/q+1

HIDE SMILES / InChI
Cetalkonium chloride is a cationic quaternary ammonium surfactant, which is used for the treatment of mouth ulcers and sores (Bonjela trade name). It is also serves as an excipient for the purpose of long-term stabilization of ciclosporin ocular formulation, used in patients with dry eye syndrom (Ikervis trade name). The antibacterial properties of cetalkonium can be explained by its detergent character. Once applied, cetalkonium blocks the survival of biofilm forming bacterias.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
BONJELA

Approved Use

For the relief of pain, discomfort and inflammation caused by common mouth ulcers, cold sores, denture and sore spots, as well as mouth ulcers, and sore spots due to orthodontic devices. To help to fight minor mouth infection and aid healing of sore spots and ulcers due to dentures and orthodontic devices.
Inactive ingredient
IKERVIS

Approved Use

Treatment of severe keratitis in adult patients with dry eye disease, which has not improved despite treatment with tear substitutes.

Launch Date

1.42188478E12
Primary
BONJELA

Approved Use

For the relief of pain, discomfort and inflammation caused by common mouth ulcers, cold sores, denture and sore spots, as well as mouth ulcers, and sore spots due to orthodontic devices. To help to fight minor mouth infection and aid healing of sore spots and ulcers due to dentures and orthodontic devices.
Doses

Doses

DosePopulationAdverse events​
0.1 % 1 times / day single, topical
Studied dose
Dose: 0.1 %, 1 times / day
Route: topical
Route: single
Dose: 0.1 %, 1 times / day
Sources:
healthy, 28 to 55 years
n = 8
Health Status: healthy
Age Group: 28 to 55 years
Sex: M+F
Population Size: 8
Sources:
Other AEs: Contact dermatitis...
Other AEs:
Contact dermatitis (37.5%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Contact dermatitis 37.5%
0.1 % 1 times / day single, topical
Studied dose
Dose: 0.1 %, 1 times / day
Route: topical
Route: single
Dose: 0.1 %, 1 times / day
Sources:
healthy, 28 to 55 years
n = 8
Health Status: healthy
Age Group: 28 to 55 years
Sex: M+F
Population Size: 8
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Investigation of the effects of wall adsorption of the visualization agent on baseline noise characteristics for indirect UV detection in capillary electrophoresis.
2003 Sep
Static and dynamic light-scattering studies on micellar solutions of alkyldimethylbenzylammonium chlorides.
2004 Aug 15
Immunoisolation of two synaptic vesicle pools from synaptosomes: a proteomics analysis.
2005 Dec
Identification of benzalkonium chloride in commercial grapefruit seed extracts.
2005 Sep 21
Effect of the deaeration on the adsorption of some cationic surfactants at the mercury/electrolyte solution interface.
2006 Apr 15
Enrichment of integral membrane proteins from small amounts of brain tissue.
2006 Aug
A new multiphasic buffer system for benzyldimethyl-n-hexadecylammonium chloride polyacrylamide gel electrophoresis of proteins providing efficient stacking.
2006 Feb
Influence of absorption enhancers on the pharmacokinetic properties of non-oral beta-lactam-cefpirom using the rabbit (Chinchilla) in vivo model.
2006 Feb 17
Occupational contact dermatitis to Mikrobac Extra in 8 hospital cleaners.
2006 Jan
Release characteristics of anionic drug compounds from liquid crystalline gels. Part II. The effects of ion pairing and buffering on the passive delivery of anionic drugs across non-rate-limiting membranes.
2006 Mar 27
Resonance Rayleigh scattering method for the determination of cationic surfactants with chromium(VI)-iodide system.
2006 May
Dechlorination of beta-methylallyl chloride by electrogenerated [Co(I)(bipyridine)3]+: an electrochemical study in the presence of cationic surfactants.
2006 May 15
Effect of deaeration on the adsorption of a mixture of cetyltrimethylammonium bromide and cetyldimethylbenzylammonium chloride at the mercury/electrolyte solution interface.
2007 Jun 15
Mixed micelle formation and solubilization behavior toward polycyclic aromatic hydrocarbons of binary and ternary cationic-nonionic surfactant mixtures.
2007 Mar 29
Comparative study of the photophysical behavior of fisetin in homogeneous media and in anionic and cationic reverse micelles media.
2007 May-Jun
Highlights on the capacities of "Gel-based" proteomics.
2010 Apr 28
Cationic reverse micelles create water with super hydrogen-bond-donor capacity for enzymatic catalysis: hydrolysis of 2-naphthyl acetate by alpha-chymotrypsin.
2010 Aug 2
[Optimization of benzalkonium chloride concentration in 0.0015% tafluprost ophthalmic solution from the points of ocular surface safety and preservative efficacy].
2010 Jun
Ammonium detection by formation of colored zebra-bands in a detecting tube.
2010 Jun 15
Synthesis, self-aggregation and biological properties of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride.
2013 Aug
Patents

Sample Use Guides

Massage one centimetre of the topical formulation (Bonjela) onto the affected area (mouth ulcers and sores) and leave at least 30 min in case of denture sores. In dry eye disease, the recommended dose is one drop of the ocular formulation (Ikervis) once daily to be applied to the affected eye(s) at bedtime.
Route of Administration: Other
Corneal human cells were treated with 0.005% cetalkonium chloride cationic oil-inwater nanoemulsion for 30 min. The emulsion was able to increase the pace of healing, as measured by the reduction of the size of the scraped area.
Name Type Language
CETALKONIUM
Common Name English
CETALKONIUM ION
Common Name English
BENZYLHEXADECYLDIMETHYLAMMONIUM
Systematic Name English
BENZENEMETHANAMINIUM, N-HEXADECYL, N,N-DIMETHYL-
Common Name English
CETALKONIUM CATION
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
Code System Code Type Description
WIKIPEDIA
Cetalkonium
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
NCI_THESAURUS
C83612
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
DRUG BANK
DB11583
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
CAS
10328-34-4
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
EVMPD
SUB07445MIG
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
EPA CompTox
10328-34-4
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
PUBCHEM
31203
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY
FDA UNII
FHG725432Z
Created by admin on Sat Jun 26 05:09:27 UTC 2021 , Edited by admin on Sat Jun 26 05:09:27 UTC 2021
PRIMARY