Details
Stereochemistry | ACHIRAL |
Molecular Formula | C25H46N |
Molecular Weight | 360.6394 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 1 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1
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
Molecular Formula | C25H46N |
Molecular Weight | 360.6394 |
Charge | 1 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
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
Condition | Modality | Targets | Highest Phase | Product |
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Curative | BONJELA Approved UseFor 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. |
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Inactive ingredient | IKERVIS Approved UseTreatment of severe keratitis in adult patients with dry eye disease, which has not improved despite treatment with tear substitutes. Launch Date2015 |
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Primary | BONJELA Approved UseFor 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
Dose | Population | Adverse 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 Health Status: healthy Age Group: 28 to 55 years Sex: M+F Sources: |
Other AEs: Contact dermatitis... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
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 Health Status: healthy Age Group: 28 to 55 years Sex: M+F Sources: |
PubMed
Title | Date | PubMed |
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Water purification from organic pollutants by optimized micelle-clay systems. | 2005 Apr 1 |
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Immunoisolation of two synaptic vesicle pools from synaptosomes: a proteomics analysis. | 2005 Dec |
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On the adsorption of cetyldimethylbenzylammonium chloride at the mercury/electrolyte solution interface. | 2005 May 15 |
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Two-dimensional benzyldimethyl-n-hexadecylammonium chloride/SDS-PAGE for membrane proteomics. | 2005 Sep |
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Identification of benzalkonium chloride in commercial grapefruit seed extracts. | 2005 Sep 21 |
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Effect of the deaeration on the adsorption of some cationic surfactants at the mercury/electrolyte solution interface. | 2006 Apr 15 |
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Mass spectrometrical identification of brain proteins including highly insoluble and transmembrane proteins. | 2006 Aug |
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Equilibrium studies for the adsorption of acid dye onto modified hectorite. | 2006 Aug 25 |
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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 |
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A new multiphasic buffer system for benzyldimethyl-n-hexadecylammonium chloride polyacrylamide gel electrophoresis of proteins providing efficient stacking. | 2006 Feb |
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Influence of absorption enhancers on the pharmacokinetic properties of non-oral beta-lactam-cefpirom using the rabbit (Chinchilla) in vivo model. | 2006 Feb 17 |
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Occupational contact dermatitis to Mikrobac Extra in 8 hospital cleaners. | 2006 Jan |
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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 |
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Resonance Rayleigh scattering method for the determination of cationic surfactants with chromium(VI)-iodide system. | 2006 May |
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Dechlorination of beta-methylallyl chloride by electrogenerated [Co(I)(bipyridine)3]+: an electrochemical study in the presence of cationic surfactants. | 2006 May 15 |
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Synaptic vesicle proteins under conditions of rest and activation: analysis by 2-D difference gel electrophoresis. | 2006 Sep |
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Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry. | 2007 Aug 1 |
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Effect of deaeration on the adsorption of a mixture of cetyltrimethylammonium bromide and cetyldimethylbenzylammonium chloride at the mercury/electrolyte solution interface. | 2007 Jun 15 |
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Mixed micelle formation and solubilization behavior toward polycyclic aromatic hydrocarbons of binary and ternary cationic-nonionic surfactant mixtures. | 2007 Mar 29 |
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Evaluation of two proteomics technologies used to screen the membrane proteomes of wild-type Corynebacterium glutamicum and an L-lysine-producing strain. | 2007 Oct |
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On the formation of new reverse micelles: a comparative study of benzene/surfactants/ionic liquids systems using UV-visible absorption spectroscopy and dynamic light scattering. | 2009 Sep 15 |
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Sorption of quaternary ammonium compounds to municipal sludge. | 2010 Apr |
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Highlights on the capacities of "Gel-based" proteomics. | 2010 Apr 28 |
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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 |
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Ammonium detection by formation of colored zebra-bands in a detecting tube. | 2010 Jun 15 |
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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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24001405
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
Edited
Mon Mar 31 18:16:06 GMT 2025
by
admin
on
Mon Mar 31 18:16:06 GMT 2025
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Record UNII |
FHG725432Z
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C28394
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Cetalkonium
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C83612
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DB11583
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SUB07445MIG
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FHG725432Z
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