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Details

Stereochemistry ACHIRAL
Molecular Formula C25H46N.Br
Molecular Weight 440.543
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CETALKONIUM BROMIDE

SMILES

[Br-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1

InChI

InChIKey=DLNWMWYCSOQYSQ-UHFFFAOYSA-M
InChI=1S/C25H46N.BrH/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;1H/q+1;/p-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

2015
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
Occupational allergic contact dermatitis from alkylammonium amidobenzoate.
2001 May-Jun
Sulfentrazone adsorbed on micelle-montmorillonite complexes for slow release in soil.
2003 May 21
Investigation of the effects of wall adsorption of the visualization agent on baseline noise characteristics for indirect UV detection in capillary electrophoresis.
2003 Sep
Influence of enhancers on the absorption and on the pharmacokinetics of cefodizime using in-vitro and in-vivo models.
2004 Apr
The synaptic vesicle proteome: a comparative study in membrane protein identification.
2004 Oct
On the adsorption of cetyldimethylbenzylammonium chloride at the mercury/electrolyte solution interface.
2005 May 15
Identification of benzalkonium chloride in commercial grapefruit seed extracts.
2005 Sep 21
Analysis of the synaptic vesicle proteome using three gel-based protein separation techniques.
2006 Dec
Measuring quaternary ammonium cleaning agents with ion selective electrodes.
2006 Jun 16
Dechlorination of beta-methylallyl chloride by electrogenerated [Co(I)(bipyridine)3]+: an electrochemical study in the presence of cationic surfactants.
2006 May 15
Synaptic vesicle proteins under conditions of rest and activation: analysis by 2-D difference gel electrophoresis.
2006 Sep
Characterization of multifunctional reverse micelles' interfaces using hemicyanines as molecular probes. II: Effect of the surfactant.
2009 May 14
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
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 BROMIDE
Common Name English
CETYL DIMETHYL BENZYL AMMONIUM BROMIDE
Systematic Name English
HEXADECYLDIMETHYLBENZYLAMMONIUM BROMIDE
Systematic Name English
SINNOQUAT BC 95
Brand Name English
CETYLDIMETHYLBENZYLAMMONIUM BROMIDE
Systematic Name English
NSC-263517
Code English
BENZENEMETHANAMINIUM, N-HEXADECYL-N,N-DIMETHYL-, BROMIDE (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
UHU0390Z3J
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
PRIMARY
DRUG BANK
DBSALT001775
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
222-556-5
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID90956729
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
PRIMARY
NSC
263517
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
PRIMARY
PUBCHEM
165133
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
PRIMARY
CAS
3529-04-2
Created by admin on Sat Dec 16 04:48:51 GMT 2023 , Edited by admin on Sat Dec 16 04:48:51 GMT 2023
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