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Details

Stereochemistry ACHIRAL
Molecular Formula C25H46N.Cl
Molecular Weight 396.092
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CETALKONIUM CHLORIDE

SMILES

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

InChI

InChIKey=SXPWTBGAZSPLHA-UHFFFAOYSA-M
InChI=1S/C25H46N.ClH/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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C25H46N
Molecular Weight 360.6394
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
Equilibrium studies for the adsorption of acid dye onto modified hectorite.
2006 Aug 25
Condensed film formation of binary mixtures of cetyltrimethylammonium bromide and cetyldimethylbenzylammonium chloride in a wide potential region at the mercury/electrolyte interface.
2006 Dec 1
Measuring quaternary ammonium cleaning agents with ion selective electrodes.
2006 Jun 16
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
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
Visual determination of nitrite and nitrate in waters by color band formation method.
2006 Sep
A spot test for ammonium ion by the color band formation method.
2007 May 15
Reduction of quaternary ammonium-induced ocular surface toxicity by emulsions: an in vivo study in rabbits.
2008 Jan 31
Micellization and interfacial behavior of binary and ternary mixtures of model cationic and nonionic surfactants in aqueous NaCl medium.
2008 Jun 15
Two-dimensional electrophoresis with cationic detergents: a powerful tool for the proteomic analysis of myelin proteins. Part 2: analytical aspects.
2008 Mar
Characterization of multifunctional reverse micelles' interfaces using hemicyanines as molecular probes. II: Effect of the surfactant.
2009 May 14
Sorption of quaternary ammonium compounds to municipal sludge.
2010 Apr
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:55:13 UTC 2023
Edited
by admin
on Sat Dec 16 16:55:13 UTC 2023
Record UNII
85474O1N9D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CETALKONIUM CHLORIDE
INCI   INN   MART.   MI   USAN   VANDF   WHO-DD  
USAN   INCI   INN  
Official Name English
ZETTYN
Brand Name English
CDBAC
Common Name English
CETALKONIUM CHLORIDE [VANDF]
Common Name English
CETYL ZEPHIRAN
Common Name English
ACQUAT CDAC
Brand Name English
BENZENEMETHANAMINIUM, N-HEXADECYL, N,N-DIMETHYL-, CHLORIDE
Common Name English
BANICOL
Brand Name English
N-HEXADECYL-N,N-DIMETHYLBENZENEMETHANAMINIUM CHLORIDE
Systematic Name English
CETALKONIUM CHLORIDE [USAN]
Common Name English
Benzylhexadecyldimethylammonium chloride
Systematic Name English
CETALKONIUM CHLORIDE [INCI]
Common Name English
AMMONIUM, BENZYLHEXADECYLDIMETHYL-, CHLORIDE
Systematic Name English
Cetalkonium chloride [WHO-DD]
Common Name English
CETALKONIUM CHLORIDE [MART.]
Common Name English
CETALKONIUM CHLORIDE [MI]
Common Name English
CETYLBENZYLDIMETHYLAMMONIUM CHLORIDE
Systematic Name English
cetalkonium chloride [INN]
Common Name English
NSC-32942
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 69108
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
NCI_THESAURUS C28394
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
Code System Code Type Description
SMS_ID
100000082068
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
NSC
32942
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
PUBCHEM
31202
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
WIKIPEDIA
Cetalkonium chloride
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
DRUG CENTRAL
3078
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
CAS
122-18-9
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
MERCK INDEX
m3286
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID3041665
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
NCI_THESAURUS
C77034
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
DAILYMED
85474O1N9D
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
EVMPD
SUB07445MIG
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
ECHA (EC/EINECS)
204-526-3
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
MESH
C012817
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
DRUG BANK
DBSALT001776
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
FDA UNII
85474O1N9D
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
ChEMBL
CHEMBL1624075
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
INN
1843
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY
RXCUI
47907
Created by admin on Sat Dec 16 16:55:13 UTC 2023 , Edited by admin on Sat Dec 16 16:55:13 UTC 2023
PRIMARY RxNorm
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ACTIVE MOIETY